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Environmental Science and Pollution Research

https://doi.org/10.1007/s11356-023-30567-9

REVIEW ARTICLE

Benzotriazole UV stabilizers (BUVs) as an emerging contaminant


of concern: a review
Ankur Khare1,2 · Pradip Jadhao1,2 · Atul Narayan Vaidya1,2 · Asirvatham Ramesh Kumar1,2

Received: 15 November 2022 / Accepted: 16 October 2023


© The Author(s), under exclusive licence to Springer-Verlag GmbH Germany, part of Springer Nature 2023

Abstract
Benzotriazole UV stabilizers (BUVs) are a group of industrial chemicals used in various consumer products and industrial
applications. Due to its large-scale production and use, BUVs have been detected in all environmental matrices. Humans are
exposed to BUVs from environmental media, food, personal care products (PCPs), and consumer products. As a result, BUVs
are detected in human breast milk, attracting researchers and regulatory bodies worldwide. BUVs such as UV-328 exhibit the
characteristics of persistent organic pollutants (POPs); hence, it has been recently listed under Stockholm Convention POP list.
The current review focuses on the occurrence of BUVs in the environment with emphasis on persistency, bioaccumulation, and
toxicity (PBT). Scarcity of scientific data on BUVs’ properties, environmental occurrence, exposure levels, and effects on organ-
isms poses significant challenges to the policymakers and regulatory bodies in adopting management strategies. The need for a
science-based integrated framework for risk assessment and management of BUVs is recommended. Considering the potential
threat of BUVs to human health and the environment, it is recommended that BUVs should be taken as a subject of priority
research. Studies on the degradation and transformation route of BUVs need to be explored for the sound management of BUVs.

Keywords Benzotriazoles · Contaminant of concern · Persistent organic pollutants · Toxicity · Ultraviolet stabilizers ·
Scarcity of scientific data · Review

Abbreviations ESIPT Excited-state intramolecular proton


BAF Bioaccumulation factor transfer
BCF Bioconcentration factor GPx Glutathione peroxidase
BUVs Benzotriazole UV stabilizers HPV High production volume
CAGR​ Compound annual growth rate IUPAC International Union of Pure and Applied
CoCAP Cooperative Chemical Assessment Chemistry
Program Km Metabolic rate constant
DT50 Dissipation time half-life KOC Organic carbon–water partition coef-
dw Dry weight ficient; it estimates the mobility of a
EAWAG-BBD EAWAG Biocatalysis/Biodegradation substance in soil
Database KOW Octanol/water partition coefficient (log
ECHA European Chemicals Agency value), a relative indicator of the ten-
dency of an organic compound to be
adsorbed to soil and living organism
LC-MS/MS Liquid chromatography tandem mass
Responsible Editor: Roland Peter Kallenborn spectrometry
LRT Long-range transport
* Asirvatham Ramesh Kumar
ar_kumar@neeri.res.in lw Lipid weight
ND Not detected
1
Chemical and Hazardous Waste Management Division, OECD Organization for Economic Co-operation
CSIR-National Environmental Engineering Research and Development
Institute, Nagpur 440020, India
PBDEs Polybrominated diphenyl ethers
2
Academy of Scientific and Innovative Research (AcSIR),
Ghaziabad 201002, India

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Environmental Science and Pollution Research

PBT Persistency, bioaccumulation, and Introduction


toxicity
PCPs Personal care products Benzotriazole ultraviolet stabilizers (BUVs) are considered
POPs Persistent organic pollutants as a class of emerging environmental contaminants,
REACH Registration, Evaluation, Authorization, though they have been around us for almost six decades
and Restriction of Chemicals (Jungclaus et al. 1978). During recent years, they received
ROS Reactive oxygen species a lot of attention as an emerging contaminant because of
SC Stockholm Convention their probable adverse impacts on human health and the
SPE Solid-phase extraction environment (SC 2021). Emerging does not imply that they
SPIN Substances in Products in the Nordic were not considered pollutants previously, mainly because
countries of the lack of monitoring data and the notion among the
SVHC Substances of very high concern scientific community as they were “non-toxic” (Stefanakis
TOFMS Time-of-flight mass spectrometry and Becker 2016). In response to scientific evidence
UM-PPS University of Minnesota Pathway Predic- published by researchers, several classes of BUVs have
tion System been regulated by environmental agencies from time to time
USA United Sates of America (Jungclaus et al. 1978; Nakata et al. 2009; Montesdeoca-
USEPA United States Environmental Protection Esponda et al. 2021). The United States Environmental
Agency Protection Agency (USEPA), back in 2008, classified
UV Ultraviolet BUVs as emerging pollutants (Richardson 2008). All of the
UV-320 2-Benzotriazol-2-yl-4,6-di-tert-butylphe- synthetic polymeric industrial products used in our daily life
nol, CAS 3846-71-7 are exposed to natural degrading agents such as ultraviolet
UV-326 2-tert-Butyl-6-(5-chlorobenzotriazol- (UV) radiation, numerous chemicals, and moisture. Their
2-yl)-4-methylphenol, CAS 3896-11-5 cumulative consequences lead to abrasion or weathering of
UV-327 2,4-Di-tert-butyl-6-(5-chlorobenzotria- the polymer matrix. BUVs are added to polymers, paints,
zol-2-yl)phenol, CAS 3864-99-1 and several industrial and household products to protect
UV-328 2-(2H-Benzotriazol-2-yl)-4,6-ditertpen- them against the harmful effects of UV radiation (Cantwell
tylphenol, CAS 25973-55-1 et al. 2015; Vimalkumar et al. 2018). Since BUVs are not
UV-329 2-(Benzotriazol-2-yl)-4-(2,4,4-trimethyl- covalently bonded to the monomer chain, they leak into
pentan-2-yl)phenol, CAS 3147-75-9 the environment throughout their life cycle (production,
UV-P Phenolic benzotriazole UV stabilizer, application, and disposal) (Fig. 1). Different additives can
CAS 2440-22-4 leak from polymers at varying rates (Teuten et al. 2009;
ww Wet weight Kwon et al. 2017). A polymer with high permeability has a
WWTPs Wastewater treatment plants rapid rate of additive leaching. The amount of additives that
w/w Weight by weight leak from plastics is influenced by several variables, such as
∑ Sum temperature, light exposure, and weathering (Do et al. 2022).

Fig. 1  Leaching mechanism of


additives (BUVs) with polymers

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Environmental Science and Pollution Research

Fig. 2  Timeline of BUVs from production to applications, followed by their occurrence in different environmental matrices and legislations

Each class of BUVs has its own set of implications and 2011). Instead, emphasis is placed on their environmental
concerns for the receiving environment based on the usage occurrence, bioaccumulation, and toxicity potential and POP
and applications (US EPA 2009). BUVs have been detected characteristics have been investigated. There are reviews
in various environmental media including indoor dust (Wang on the environmental fate of benzotriazoles, but limited to
et al. 2013), surface water and sediments (Vimalkumar parent benzotriazoles (BTri), and their derivatives such as
et al. 2018; Castilloux et al. 2022), agricultural soils (Lai 5,6-dimethylbenzotriazole (XTri), 5-methylbenzotriazole
et al. 2014a, b), and mussels and marine organisms (Nakata (5-MeBT), 4-methylbenzotriazole (4-MeBT), and
et al. 2009, 2012) (Fig. 2). Despite meeting the persistency, 5-chlorobenzotriazole (CBT) (Alotaibi et al. 2015; Shi et al.
bioaccumulation, and toxicity (PBT) criteria (Supplementary 2019). About 206 articles on BUVs have been published in
Table S1) of persistent organic pollutants (POPs) defined various journals from 1987 to 2023, including a few review
by several international agencies, the potential risk of articles (~ 14) (Fig. 3). As new insights and knowledge
these emerging pollutants to the environment and human emerge, particularly about the role of benzotriazoles as UV
health remains unclear (ECHA 2014, 2018; SC 2021; stabilizers, our understanding of BUVs needs to be updated.
USEPA 2022). Independent researchers have raised This understanding is critical for assessing and managing the
serious environmental concerns because of the increase in risks posed by BUVs.
production and applications of BUVs over the last decade, The present review article aims to summarize the current
emphasizing variations in concentrations on regional and state of knowledge about the environmental occurrence and
global environmenal transport (Rajak et al. 2011; Rani et al. distribution of BUVs in different environmental matrices,
2017; Montesdeoca-Esponda et al. 2021). including adipose tissue and human breast milk, analytical
We have used the acronym BUVs for “Benzotriazole methods for detection, exposure pathways, and toxicity. It
ultraviolet stabilizers” in this review article. All the other also highlights the regulatory actions and policies for the
acronyms were defined at their first mention and listed sound management of BUVs in different countries. All
under the “list of abbreviations.” Industrial and other articles published up to August 2023 were considered for
classical BUVs applications have not been extensively this review. The International Union for Pure and Applied
addressed and are available in various articles, book Chemistry (IUPAC) nomenclature, Chemical Abstracts
chapters, and technical reports (Cantwell et al. 2015; NTP Service (CAS) Registry Number, and structure of BUVs are

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Environmental Science and Pollution Research

Fig. 3  Number of publication


on BUVs from 1987 to 2023

presented in Supplementary Table S2, while Supplementary Production and applications of BUVs
Table S3 shows the physicochemical properties of different
BUVs reviewed in this article. The BUVs market has grown significantly due to the rise
in applications of the compounds in several household and
industrial applications such as antifreeze solution, antirust
Stabilization of UV absorbers coatings, oil antioxidants, and emulators (Kadar et al.
2009; Rajak et al. 2011). In addition, there is a growing
Excited-state intramolecular proton transfer (ESIPT) is emphasis on research and development activities that lead
the general mechanism behind the stabilization of BUVs to innovations in various sectors, creating a massive market
(Wypych 2020). The process is a photo-induced proton opportunity for key players in the benzotriazole market.
transfer occurring between the keto and enol forms of the BUVs are widely used in polymers, plastics, inks, paints,
molecule having intramolecular hydrogen bonding (Seo and other coating formulations. BUVs are found in many
et al. 2007). In the ground state, the molecules preferentially daily use and industrial products as absorbers and stabilizers
adopt the enol form, due to better stabilization by hydrogen in concentrations ranging from 0.5 to 10% (Hauri et al.
bonding. Upon excitation, fast transfer of a proton from 2003). According to the cosmetic derivative report, BUVs
enol form occurs, creating an excited keto tautomer in a have been listed in Annex VI of Cosmetic Regulation No.
sub-picosecond time scale. In other words, upon absorption 1223/2009 in the EU (Wahie et al. 2007). The concentration
of photons, the energy of the molecule from its ground of BUVs in different products ranges from 0.1 to 1.0% w/w
state (S0) increases to its excited state (S1). The energy (BASF 2016). According to the recent report of Research
dissipation from the excited molecule is governed by and Markets (2021), the global benzotriazole market was
proton transfer, fluorescence, or radiationless deactivation, estimated at US $355.5 million in 2020 during the COVID-
leading to molecular stabilization (Seo et al. 2007; Schwalm 19 crisis and expected to reach US $531.8 million by 2027,
2007). Figure 4 shows the stabilization mechanism of the growing at a 5.9% compound annual growth rate (CAGR)
UV-P stabilizer. BUVs’ surface properties are typically from 2020 to 2027. On the other hand, plastics are expected
altered by manufacturers through doping, resulting in to grow at a 6.7% CAGR with a market value of US $225.9
rapid photodegradation of the coated material. To prevent million by 2027.
photodegradation of such materials, ongoing surface The market for BUVs in the USA was estimated to be
renewal/recoating is required, which increases the likelihood $96.2 million in 2020. China, with the world’s largest pop-
of leaching into the surrounding environment. ulation and second-largest economy, is expected to reach

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Fig. 4  Stabilization and energy dissipation of BUVs

a market size of $113.6 million by 2027, with a CAGR manufacturing data of BUVs are very hazy. This hampers
of 9.1%. Other countries, such as Japan and Canada, are the development of inventories required for the manage-
expected to grow at a CAGR of 3.2% and 5.3%, respectively, ment of chemicals by countries. Hence, the data should
from 2020 to 2027. Germany, within Europe, is expected be made available for detailed estimation of the exact
to grow at a rate of 3.8% in the global benzotriazole mar- demand and supply chain of BUVs on a global scale.
ket. According to the Substances in Products in the Nordic
Countries (SPIN) database, the total usage of UV-328 in the
Nordic group of countries (Finland, Norway, Sweden, and Environmental occurrence and distribution
Denmark) since 2006 is < 10 tons per annum. UV-328 was of BUVs
included in the high priority chemical list in the UK due to
its PBT characteristics (Brooke and Burns 2010). BUVs enter into the environment through a variety of
On the other hand, UV-320 has been classified as a pathways. Some of them are (i) through wastewater
“Class I specified chemical substance” under the Chemi- treatment plant (WWTP) effluents, (ii) plastic debris and/or
cal Substances Control Law in Japan in 2007 due to its via weathering of outdoor plastics and products coated with
PBT characteristics (Watanabe and Noma 2010). USEPA BUVs, and (iii) personal care products (PCPs) containing
reports non-confidential data reporting (CDR) informa- BUVs (Lai et al. 2014a; Brausch and Rand 2011). The first
tion on some chemicals that are produced and being used occurrence of phenolic BUVs was reported in the 1980s by
in the USA in quantities greater than 10,000 lb (Cantwell Lopez-Avila and Hites (1980). The key findings of the articles
et al. 2015). Several BUVs have yet to be registered as highlighted the release of BUVs and other chemicals from
high-priority or production chemicals in various coun- an industry in Cranston, USA, that was in operation until
tries’ chemical lists. Thus, relatively minimal data on 1985. The wastewater-containing BUVs were discharged
the production of BUVs on a yearly basis is maintained. into the Pawtuxet River, eventually reaching Narragansett
Much of the BUVs production data is not accessible and Bay in the USA. During the study, heavy deposition and
is displayed in broad weight intervals (time gap of 5 to 10 accumulation of BUVs was observed in both water bodies.
years). On the other hand, industrial analysts project that These findings indicated the persistence and environmental
the global market for plastic additives will grow from US transport of BUVs after their release from the chemical
$43.82 billion in 2018 to US $61.25 billion by 2025 (Zion plant. Figure 6 represents the environmental fate of BUVs
Market Research 2019). Figure 5 represents the global upon their release in the environment, while Supplementary
market segmentation of BUVs and their applications Table S4 summarizes the occurrence of BUVs in different
in different products. The import/export, tonnage, and environmental matrices, including biological samples.

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Fig. 5  Global market segmentation and application of BUVs

Fig. 6  Environment fate of BUVs

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Environmental Science and Pollution Research

Occurrence in WWTPs achieve better removal efficiency during wastewater treat-


ment. Studies have suggested open air system of lagoons
Several studies have reported the occurrence of BUVs and high-rate transpiration system (HRTS) (< 27 days)
in both influent and effluent of WWTPs, with concentra- which may create favorable conditions like photodegra-
tions ranging from ng/L to μg/L levels (Voutsa et al. 2006; dation, transformation, and bioaccumulation for BUVs
Cantwell et al. 2010; Liu et al. 2012). The removal efficien- degradation in WWTPs (Liu et al. 2012).
cies of BUVs in WWTPs showed wide variation and have
been attributed to factors such as source characteristics, pop-
ulation size and capacity of sewer shed, wastewater loading Occurrence in the receiving environment
time, hydraulic retention time, and treatment factors (with
or without biological units) (Cantwell et al. 2015; Cadena- Water
Aizaga et al. 2022).
The estimated levels of BUVs in both influent and Although there are several reports available (Supplementary
effluent of wastewater are generally low but uniform and Table S4) documenting the presence of BUVs in surface
similar to other POPs (Shi et al. 2019). Montesdeoca- water bodies and other interior waterways, ranging from Jun-
Esponda et al. (2021) reported a substantial concentration gclaus et al. (1978) to recent findings by Khare et al. (2023)
of six BUVs in influent (106.0–1933.0 ng/L) and efflu- and Cadena-Aizaga et al. (2022), no study ever reviewed
ent (47.54–57.09 ng/L) of conventional WWTPs at Gran these findings to provide a comprehensive and critical evalu-
Canary Island, Spain. Detection of BUVs in the aqueous ation of BUVs exposure via surface water. The incomplete
phase with considerable concentration in effluent indi- removal of BUVs from WWTPs leads to their presence in
cates unsatisfactory removal of BUVs during treatment the receiving water bodies (Zhao et al. 2017; Montesdeoca-
which is in accordance with poor removal rates (< 80%) Esponda et al. 2021). The study of Jungclaus et al. (1978)
in most treatment plants (Nödler et al. 2010; Stasinakis was the first to report the occurrence of BUVs in surface
et al. 2013; Herrero et al. 2014a, b; Herzog et al. 2014). water from Narragansett Bay, USA. The concentration of
Contrary to conventional WWTP of Spain and other coun- BUVs from this site ranged from 0.5 to 4.7 mg/L, which is
tries reported elsewhere, WWTP in Japan (Nakata and the highest reported concentration till now. Stormwater run-
Shinohara 2010) and China (Ruan et al. 2012) with a dif- off is a well-known pathway for contaminants to the aquatic
ference in unit operation reported significant removal of ecosystem, but studies on the transport dynamics of BUVs
BUVs (80–90%) during treatment. Differences in BUVs are scarce (Parajulee et al. 2018; Peter et al. 2020). De Silva
elimination rates during treatment could be attributed to and Muir (2015) reported BUVs in San Francisco Bay’s sur-
differences in unit operations. The Japanese and Chinese face water with concentrations ranging from > 1 to 17 ng/L.
WWTPs were used with advanced sludge treatment meth- However, the study found no clear source evidence of BUVs
ods such as cyclic activated sludge technology (CAST) in the bay; storm water runoff might be a probable source
and activated sludge and biofilm process, which resulted of BUVs contamination in the bay. Similar findings were
in substantial removal of BUVs. Liu et al. (2012) reported reported by Parajulee et al. (2018), who reported a high con-
the presence of UV-326 and UV-329 in Australia’s WWTP centration (∑ 330.0 ng/g) of BUVs in urban streams receiv-
with mean concentrations of 25.0 ng/L and 310.0 ng/L, ing water from surface runoff events. Vimalkumar et al.
respectively. The mass balance result showed that second- (2018) reported occurrence of six BUVs in surface water
ary treatment (biological unit) was the most effective tech- samples in three regional rivers of India. Water samples
nique for removing BUVs with maximum removal of 91% from the Kaveri were contaminated with several classes of
and > 99%. Biodegradation during wastewater treatment BUVs with UV-329 (31.3 ng/L) being the most prevalent in
can play a significant role in BUVs elimination because India. However, the authors could not provide a clear expla-
low carbon content may force microorganisms to biode- nation for the presence of BUVs in surface water. Marine
grade BUVs (Liu et al. 2012; Stasinakis et al. 2013). It is water samples from Gran Canaria Island in Spain were con-
interesting and noteworthy that some researchers (Nakata taminated by five BUVs (UV-P, UV-326, UV-327, UV-329,
and Shinohara 2010; Ruan et al. 2012) have reported and UV-360) with UV-326 as the predominant contaminant
positive removal rates of BUVs during wastewater treat- with a concentration of 1642.0–2419.0 ng/L (Montesdeoca-
ment, which may be attributed to the transformation or Esponda et al. 2021). The presence of BUVs in marine water
breakdown of BUVs to other complex molecules. Cadena- was directly associated with the use of sunscreen and PCPs
Aizaga et al. (2022), in a recent study, emphasized the by the tourist visiting the beach (García-Guerra et al. 2016;
implementation of advanced treatment units like mem- Montesdeoca-Esponda et al. 2012, 2013). We may infer that
brane microfiltration, filtering fine suspended solids fol- the key determinants of BUVs in water are industrialization
lowed by UV disinfection after secondary treatment to and the nature of the receiving water resource.

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Environmental Science and Pollution Research

Sediments Biological samples

Sediments are an integral part of the aquatic ecosystem Aquatic organisms BUVs are lipophilic compounds (logKOW:
and also the main sink and source of organic contaminants 4.31–8.28); hence, it is expected that once BUVs enter the
(Sharma et al. 2014). Several researchers have reported aquatic environment, they accumulate in the biological tis-
sediment contamination by BUVs across the globe (Hart- sues of aquatic organisms. BUVs have been detected in
mann et al. 2005; Cantwell et al. 2010; Nakata et al. 2009; different aquatic invertebrates (Nakata et al. 2009, 2012),
Zhang et al. 2011; Vimalkumar et al. 2018; Montesdeoca- fishes (Lu et al. 2017, 2018, 2019), and marine mammals
Esponda et al. 2021; Khare et al. 2023). A summary of the (Nakata and Shinohara 2010). Pruell et al. (1984) were the
occurrence of BUVs in sediments is given in Supplemen- first to report the bioavailability of two BUVs (UV-327 and
tary Table S4. Reddy et al. (2000) found extremely high UV-328) in bivalve molluscs (Mercenaria mercenaria) from
levels of BUVs in Pawtuxet River sediments (USA), with Narragansett Bay in the range of 1.0 to 8.5 μg/kg and 7.0
concentrations of 4300.0 mg/kg for UV-P and 5200.0 mg/ to 61.0 μg/kg wet weight, respectively. Molluscs are rich
kg for UV-327. To date, this is the highest concentration sources of protein and minerals, and these molluscs contami-
of BUVs ever reported. nated with BUVs may serve as a probable source of BUVs
Sediment samples from Narragansett Bay (USA) con- to human beings. Kim et al. (2011a) reported the presence
tained a concentration of 10.0 to 25.0 mg/kg, which was sev- of eight BUVs in fish collected from Manila Bay, Philip-
eral folds lower than Pawtuxet River sediments (Lopez-Avila pines, indicating their ubiquitous presence in marine water.
and Hites 1980). A follow-up study carried out by Pruell Among the BUVs, UV-328 was predominantly detected with
and Quinn (1985), in sediment cores across Narragansett the mean concentration of 34.2 ng/g lipid weight, indicat-
Bay, reported spatial and temporal distribution of BUVs. ing its widespread use in Philippines. The study also sug-
Their study also provided evidence of the “idea of protective gested high uptake and low metabolic capacity in fishes
mechanism” of contaminants by the organic-rich sediments, to eliminate BUVs. Mussels have long been studied as a
i.e., the contaminants are retained and trapped in a gel-like standard reference material for the environmental monitor-
matrix of humic substances, which protect these contami- ing of POPs. Nakata et al. (2012) reported individual con-
nants from exchanging or partitioning into the aqueous centrations of four BUVs (UV-320, UV-326, UV-327, and
phase. The relatively high BUVs concentration in sediment UV-328) in blue–green mussels collected from 11 Asia–
from these locations is associated with the wastewater dis- Pacific countries. UV-326 showed the highest concentration
charged from a chemical plant that operated until 1985. The (ND-1500.0 μg/kg wet weight (ww)), whereas UV-328 was
average concentration of BUVs in wastewater from the plant detected in most sampling locations. In mussels collected
ranged from 0.5 to 4.7 mg/L (Jungclaus et al. 1978) which from Japanese water, UV-320 was detected at low concen-
resulted in the deposition and accumulation of compounds trations (mean: 33.0 ng/g lipid weight (lw)), indicating the
in the sediments. When examining the bioavailability, toxic- effectiveness of the ban on UV-320 and the minimal use of
ity, and remediation of hydrophobic organic contaminants this substance in the Asia–Pacific region. Occurrence, tis-
(HOCs), it is essential to know their environmental fate in sue-specific distribution, and elimination pathways of BUVs
water and sediments. were investigated by Lu et al. (2017). The concentration of
BUVs were detected in 16-cm-long sediment core sam- BUVs (wet weight) decreased in the following order: liver >
ples collected from Lake Ontario, Canada. The top 8 cm carcass > bile > plasma. BUVs were partitioned from blood
of the core was sliced into 0.5-cm segments and analyzed to liver, indicating liver is the primary location for BUVs
for BUVs. UV-328 was found in the range of 36 to 77 ng/g accumulation in fish. On the other hand, biliary excretion
dry weight (dw) in all 16 portions of the core representing seemed to be a minor pathway for BUVs in fish. Fish sam-
the period 1975–2013 (De Silva et al. 2014). Urban streams ples collected from Gran Canaria Island were contaminated
in Canada had concentrations of UV-328 with concentra- with UV-326 (9.6–34.9 ng/g dw). Seawater (1642.0–2419.0
tions up to 240.0 ng/g in sediments, an order of magnitude ng/L) and sediment (93.46 ng/g dw) samples from the spe-
higher than that in rural stream sediments (Parajulee et al. cific location were contaminated with UV-326, making it
2018). The Gran Canaria Island, Spain, coast is subjected to readily bioavailable for the aquatic organisms (Montesde-
the continuous input of BUVs via PCPs such as sunscreen oca-Esponda et al. 2021). This is probably because this fish
lotions and shampoos (Montesdeoca-Esponda et al. 2012, is omnivorous, so it could incorporate these pollutants by
2013). Montesdeoca-Esponda et al. (2021) showed that bioaccumulation. Furthermore, the unique characteristics of
sediment samples from Gran Canaria had a maximum con- fish skin also enhance the absorption rate of organic contam-
centration of UV-326 (93.46 ng/g dw) and resulted in the inants, possibly due to higher lipid content in fish muscle,
bioaccumulation in the aquatic organisms. gills, and ovaries (Tierney et al. 2013).

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Humans Fishes and other aquatic organisms are one of predominant (817 ng/g), accounting for ~ 50% of total BUVs
the primary sources of a rich protein diet for humans. The concentration (∑BUVs 1020 ng/g) in residential area than in
link between human exposure via consumption of aquatic dumpsites (∑BUVs 277 ng/g). The EDI via inhalation were 29
organisms is well documented (Sharma et al. 2014; Vimal- ng/day and 156 ng/day for adults and toddlers, respectively,
kumar et al. 2018). Application of personal care products in residential areas, while it was 9.5 ng/day and 51 ng/day at
and ingestion of dust contaminated with BUVs have also an area close to dumpsites when high dust ingestion of 200
been reported as the significant sources of BUVs (Lee et al. mg (95% ingestion) as a “worst case scenario” was applied.
2015). Human adipose tissue samples from Spain, Japan, Although the EDI via inhalation in the residential area was
Korea, and the USA contained UV-328 (Yanagimoto et al. two to four times lower than the guideline value (600 to
2011). Tissue samples from Japan had the highest concen- 210,000 ng/day and 150 to 52,500 ng/day for adults and tod-
tration of UV-328 (35.0 ng/g lw), followed by Korea (20.0 dlers, respectively), toddlers were at higher risk of exposure
ng/g lw), Spain (6.0 ng/g lw), and the USA (2.0 ng/g lw). to BUVs during their developmental phase. The presence of
BUVs in human breast milk has been the subject of very BUVs in various environmental compartments raises concerns
little research so far (Kim et al. 2019). BUVs were detected about their potential exposure to human and animal popula-
in human breast milk samples from Korea (Lee et al. 2015) tions. Hence, comprehensive studies to investigate other pos-
and three other Asian countries (Vietnam, Philippines, and sible exposure pathways of BUVs to the human population are
Japan), with UV-328 having a detection frequency of 97.6% needed (Montesdeoca-Esponda et al. 2021; Zhang et al. 2021).
and 16% with concentrations reaching up to 334.0 ng/g lw
and 1.2 ng/g lw, respectively (Kim et al. 2019). It was note-
worthy that concentration of two BUVs (UV-P and UV-326) Analytical methods for the determination
was up to 25 folds higher in milk samples from the Philip- of BUVs in environmental samples
pines than in those from Korea, suggesting high production
and usage of these compounds. The estimated daily intake BUVs are usually found at the concentration of ng/L or
(EDI) to infants via milk consumption was estimated to be ng/kg levels in environmental compartments. Quantitative
0.36 μg/kg bw/day, suggesting infants are more susceptible analysis of BUVs is therefore a challenging task (Herrero
to BUVs exposure and are at higher risk (Lee et al. 2015). et al. 2014c; Jover et al. 2009). Efficient extraction processes
However, the study failed to provide provisional tolerable combined with sensitive instrumental techniques are neces-
daily intake (PTDI) value for the reported BUVs. sary for their determination. Solid-phase extraction (SPE) is
the most commonly used technique for extraction of BUVs
Air and house dust from aqueous matrix (Herrero et al. 2014a; Montesdeoca-
Esponda et al. 2021). Other extraction methods such as
Extensive usage and applications of BUVs have led to their solid-phase microextraction, stir-bar sorptive extraction
occurrence in environmental matrices, especially ambient and (SBSE), dispersive liquid–liquid microextraction, pressur-
indoor air (Brorström-Lundén et al. 2012; Xue et al. 2016; ized liquid extraction (PLE), and ultrasound-assisted solvent
Maceira et al. 2020). Inhalation is the second most prevalent extraction (UASE) are also used for solid matrices (Herrero
human exposure pathway after ingestion (Carpinteiro et al. et al. 2014b; Liu et al. 2011; Nuñez et al. 2020). However,
2010). In a health risk assessment study by Maceira et al. SPE is preferred over other extraction techniques due to less
(2018) in Spain, the average daily intake (ADI) of BUVs via extraction time and better recoveries (Kuznetsov et al. 2010).
inhalation was nearly 1.0 ng/kg body weight/day as a worst- As aqueous matrices containing suspended materials and
case scenario. However, due to the scarcity of toxicological organic matter are complex, sample filtration is an essential
data on BUVs, the reported values were relatively low com- step to prevent the clogging of SPE cartridges. Supplemen-
pared to other types of exposure. House dust and vehicle cabin tary Table S5 summarizes the typical examples of using SPE
dust samples from Spain were reported to contain BUVs to determine BUVs in environmental samples. Chromato-
(UV-326, UV-327, and UV-328) in the range of 22.0–4880.0 graphic separations by liquid chromatography (LC) or gas
ng/g, signifying emissions from consumer products are one chromatography (GC) coupled with tandem mass spectrom-
of the primary sources in domestic settings (Carpinteiro et al. etry (MS/MS) are generally used for quantitation. However,
2010). Avagyan et al. (2015) found a relevant concentration LC with UV–Vis or fluorescence detection has also been
of UV-328 (mean ± SD; 106 ± 1.30 ng/g) in fabrics used for reported for BUVs quantitation (Herrero et al. 2014b).
clothes in Sweden. Although UV-328 was detected only in
two samples, it may occur in textiles as a contaminant from Sample preparation and extraction
plastic packaging. Kim et al. (2012) reported the presence
of seven BUVs in indoor dust samples from residential and The most commonly used SPE sorbents are Oasis HLB
municipal dumping areas. Among the BUVs, UV-234 was the (N-vinylpyrrolidone-divinylbenzene copolymer) and

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Environmental Science and Pollution Research

Strata-X (N-vinylpyrrolidone chemically modified divinylb- Additionally, sample cleanup is needed to avoid any interfer-
enzene polymer) which are polymeric balanced and retain ence with the target analytes.
most BUVs due to high polarity. Herrero et al. (2014a)
determined BUVs in river and sewage using two SPE car- Determination of BUVs
tridges, viz. Oasis HLB and Florisil cartridges, to remove
matrix interferences. As a result, recoveries > 90% were Concentrations of BUVs in the environmental compartments
obtained, while the matrix effect was reduced to 20%. Mon- are measured in ng/L or ng/g level; thus, analytical determi-
tesdeoca-Esponda et al. (2021) performed different extrac- nation of BUVs is a challenging task. As can be seen from
tion techniques for estimating BUVs in aqueous and solid Supplementary Table S6, the preferred instrumental tech-
samples. For sludge and sediment samples, SPE was utilized nique is GC or LC coupled with MS/MS due to its high sen-
(Montesdeoca-Esponda et al. 2013, 2019). This resulted in sitivity and selectivity (Jover et al. 2009). Although several
a more purified extract with LOD ranging from 0.07 to 0.15 studies used GC to separate and identify BUVs (Carpinteiro
ng/g for the sludge sample and even lower (0.05–0.11 ng/g) et al. 2010, 2012; Kameda et al. 2011; Nakata et al. 2009),
for sediment samples. Recently, Cadena-Aizaga et al. (2022), LC is preferred by some workers as it can handle both vola-
in a research work, determined BUVs in seawater using SPE tile and non-volatile analytes (Giger 2008; Kim et al. 2011a,
technique. Three different SPE cartridges (500 mg Sep-Pak b; Ruan et al. 2012; Liu et al. 2014; Song et al. 2014; Peng
C18, 200 mg Oasis HLB, and 500 mg Strata-X) and dif- et al. 2015). These systems are often used in conjunction
ferent organic solvents were investigated. Best recoveries with mass spectrometry detectors, which offer the selectivity
were achieved on C18 cartridge with MeOH:ACN (1:1, v/v) and sensitivity needed to detect BUVs to the level of ng/L
as the eluting solvent. However, LODs were relatively high or ng/kg (Montesdeoca-Esponda et al. 2013, 2021; Cadena-
and ranged from 11.3 to 36.4 ng/L for seawater samples. Aizaga et al. 2022). Researchers reported the presence of
Nonetheless, due to its robustness, high preconcentration BUVs using SPE as a pretreatment method for LC-MS/MS
factors, and high recoveries, SPE remains the most suited with a detection limit of as low as 0.3 ng/L, whereas a detec-
extraction method for BUVs in aqueous matrices (Her- tion limit of 2.0 ng/L was reported without using SPE (Alo-
rero et al. 2014a). However, preconcentration may not be taibi et al. 2015; Ruan et al. 2012). However, Vimalkumar
required in the case of samples such as untreated sewage and et al. (2018) achieved a detection limit of 0.1 ng/L without
large volume of sample, i.e., 60.0–100.0 μL may be injected using SPE for surface water samples. Selection of SPE sorb-
into the LC-MS/MS (Weiss and Reemtsma 2005). The direct ent material is very critical as BUVs show a wide range
injection technique would be much useful if the number of of polarities. Therefore, hydrophilic-hydrophobic-balanced
samples is high. However, depending on the matrix and sub- SPE sorbents such as O ­ asis® HLB and A ­ cclaim® Polar
stance, the resulting limit of detection may not be enough, Advantage II are the preferred SPE cartridges (Liu et al.
necessitating extraction and preconcentration procedures 2014; Zhao et al. 2023). A homemade novel mixed-mode
(Jover et al. 2009). zwitterionic graphene-modified silica sorbent was reported
Generally, solid samples are oven-dried or freeze-dried, for BUVs extraction which does not require cleanup (Moral
ground, and sieved to obtain homogeneity. Anhydrous et al. 2023).
sodium sulfate and sodium azide are added to solid samples Electrospray ionization (ESI) is the most widely utilized
to check interferences due to suspected microbial activity ion source for BUVs, since they are polar compounds with
(Liu et al. 2011). Homogenized samples are extracted by better ionization efficiency in positive mode (Wick et al.
UASE, PLE, and microwave-assisted extraction (Nacca- 2016; Herrero et al. 2014b). Wick et al. (2016) compared
rato et al. 2021). Liquid–solid extraction (LSE) based on atmospheric pressure chemical ionization (APCI) with
conventional quick, easy, cheap, effective, rugged, and safe ESI for several contaminants, including some BUVs. They
(QuEChERS) method minimizes considerable time and found that APCI offered four to five times better limits of
solvents (Peysson and Vulliet 2013). Although PLE needs quantification (LOQs) than ESI for BUVs and other ben-
specialized equipment, it has a benefit over other procedures zothiazole compounds in sewage samples. It could be due
because it uses less solvent and is quicker. Several authors to lower matrix effect that leads to significant ion enhance-
have performed PLE and obtained recoveries in the range ment in APCI in contrast to ESI. GC/LC coupled to tandem
of 66.0–133.0% (Wick et al. 2016; Herrero et al. 2014a; mass analyzers (MS/MS) is the method of choice for BUVs
Liu et al. 2011; Zhang et al. 2011). A novel PLE using hot determination (Kloepfer et al. 2004; Carpinteiro et al. 2012;
water extraction with recoveries > 80% has been reported Voutsa et al. 2006; Loi et al. 2013; Reemtsma 2000). Few
by Herrero et al. (2014a). Most of these extraction tech- studies report high-resolution MS such as time-of-flight
niques require organic solvents compatible with sample MS (TOFMS) (Ferrer and Thurman 2003) and Orbitrap
injection/preconcentration prior to injection on GC or LC. MS for BUVs determination (Hidalgo-Serrano et al. 2019).

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TOFMS offers better resolution and more structural informa- (2014a, b), long-term application of biosolid-amended
tion which are useful for screening of suspected/unknown sludge to enrich soil may lead to an exaggerated buildup
molecules, whereas Orbitrap offers detection limits in the of BUVs in soil.
sub-ng/L range for a wide variety of environmental and bio- Although the occurrence of BUVs in the environment
logical samples. LC-MS/MS seems to be the most power- has been established since decades, knowledge on its envi-
ful technique for the simultaneous determination of BUVs ronmental behavior and fate is poorly understood (Cantwell
among the instrumental analytical techniques employed et al. 2015). Programs (models) for biodegradation predic-
(Montesdeoca-Esponda et al. 2021). However, GC-based tion like BIOWIN, EAWAG-BBD, UM-PPS, and others are
analytical methods are also employed because they are useful because of the lack of scientific evidences on BUVs
more compatible with miniaturized extraction techniques, degradation. Although the modeling dataset on BUVs is
like SPME or SBSE, that have recently been used for the limited, the situation appears to be improving, since sev-
determination of BUVs. eral researchers have published half-life predictions for
BUVs using models (Ruan et al. 2012; Lai et al. 2014a,
b; Xue et al. 2022). ­DT50 of UV-328 was projected to be
Properties of BUVs as per POP criteria > 100 days in sediments and < 2 days in water (removal by
sedimentation, not by degradation) using BIOWIN (EPA
Persistency 2012; Rorije et al. 2011; Strempel et al. 2012). Moreover,
the BIOWIN model predicted a ­DT50 of 74 days in water
Environmental persistence of BUVs is predicted based on and 136 days in the soil, while it was 16.3 h in the gase-
their physicochemical properties (Cantwell et al. 2015; ous phase predicted using AOPWIN. It may be noted that
Lai et al. 2014a, b). There are evidences that BUVs remain results from all the biodegradation models indicate slow
structurally intact in the environmental compartment post- biodegradation of BUVs. Xue et al. (2022) reported the
release (Lopez-Avila and Hites 1980; Pruell et al. 1984; degradation of four BUVs in sewage bacteria by molecular
Nakata et al. 2009). In a ready biodegradability test, docking technique. The rate of biodegradation using these
conducted for 28 days with 10.0 mg/L, 2–8% degrada- bacteria was enhanced by 1.60–33.38% which provides new
tion was reported for UV-328 (OECD 2015). UV-327 and perspectives for further study in this direction. Recently,
UV-328 were detected in sediments of Narragansett Bay, Kiejza et al. (2023) have proposed advanced oxidation (AO)
USA, decades after the closure of the manufacturing plant as a possible degradation pathway of BUVs using peracetic
(Lopez-Avila and Hites 1980). Two decades later, Reddy acid (PAA) in combination with transition metal ions (­ Fe2+,
et al. (2000) and Hartmann et al. (2005) came up with ­Co2+). The end products using ­Fe2+/PAA or ­Co2+/PAA con-
similar findings and reported similar trends in BUVs con- tain –OH group, which suggested oxidation as a possible
centrations (5200.0 mg/kg) from Narragansett Bay. These degradation pathway for BUVs. Although AO mechanism
findings suggest slow degradation of BUVs in aerobic for POP degradation is a proven technology, the present
sediments. It is because of the functional group of BUVs work opens a new insight for further research on the degra-
that does not undergo hydrolysis under aerobic condi- dation of BUVs using AO pathway.
tions. logKOW and logKOC values indicate the tendency of an Considering the chemical structure of BUVs, modeled
organic compound to be adsorbed to soil/sediments and and experimental data, and metabolic transformation rate,
living organisms (EPA 2012). The higher these values, BUVs are expected to persist for a longer duration in the
the more readily the substance will partition onto organic environment (SC 2021; Lai et al. 2014a, b). BUVs are
matter. BUVs can adsorb onto suspended organic matter, unlikely to undergo hydrolysis, phototransformation, or
which offers some degree of protection from degrada- oxidation due to their limited water solubility. A read-
tion. As a result, BUVs are not significantly degraded by across study based on the weight of evidence (WoE)
hydrolysis, photolysis, or oxidation. In a study employ- approach was conducted to cover the experimental data
ing biosolid-amended sludge, UV-328 had a half-life of gaps, suggesting the long-term persistence of BUVs in the
179–218 days. However, there were certain limitations in environment (SC 2021). Therefore, the available data sug-
the study, viz. only dissipation monitoring was done, no gest that BUVs meet the criteria of persistency established
homogeneous sampling was carried out, and long analysis by different regulatory agencies.
time of 3 years (Lai et al. 2014a). Another finding by the
same researcher reported that UV-328 has a dissipation Bioaccumulation
time half-life ­(DT50) of 99–223 days. The half-life of four
other BUVs (UV-P, UV-326, UV-327, and UV-329) was BUVs are considered to bioaccumulate in organisms.
estimated to be 81–186 days (Lai et al. 2014b). Coupled Based upon measured bioconcentration factor (BCF), mod-
with persistence and based upon the findings of Lai et al. eled bioaccumulation factors (BAFs) above threshold, high

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Environmental Science and Pollution Research

lipophilicity, and a slow metabolic transformation rate, a cause of the maximum accumulation of BUVs in the gut.
BUVs accumulation in organisms occurs mainly through The accumulation of BUVs in the head (cranium) may be
diet (Arnot and Gobas 2004; Arnot et al. 2008a, b; Vimalku- a cause of concern, and it should be further investigated if
mar et al. 2018). The reported BCF values ranged from 370 BUVs may cross the blood–brain barrier and enter the brain.
to 10,000 L/kg for different BUVs in diverse organisms like For bioaccumulating compounds with logKOW > 4, the
Cyprinus carpio and Daphnia species. BCF > 5000 indicates introduction of multiple bioaccumulation values based on
a tendency to bioaccumulate rather than being present in laboratory studies is insufficient for estimation (Nakata and
the surrounding water (SC 2021). Figure 7 represents the Shinohara 2010). It is because the test organism is exposed
range of BCF values of BUVs reported in different aquatic to the substance from water alone, and uptake via food or
species. BCF of 940 and 2400 was obtained for UV-328 dietary intake is not considered. In aquatic species, there is
in a 60-day study at a test concentration of 1 × ­10−4 and 1 no major metabolic transformation of compounds with logKOW
× ­10−5 mg/L, respectively. UV-327, structurally similar to > 4. It is because of low lipid content (less than 20%) of the
UV-328, accounted for a much higher BCF of 7600 L/kg model organisms (generally fish, rat, or rabbit) used for BCF
at similar concentration and time (NITE 2016). Neverthe- estimation in laboratories. Arnot and Gobas (2006) gathered
less, the limited water solubility of BUVs poses limitations over 2900 BCF and BAF observations on over 450 chemicals
on the BCF measurements; hence, BCF of BUVs and other from secondary literature. They concluded that the BAF can
less soluble chemicals have inherent uncertainties. A recent be much greater (1 to 2 orders of magnitude) than the BCF
finding by Montesdeoca-Esponda et al. (2021) reported sig- for compounds with logKOW greater than 4. Figure 9 attempts
nificant concentration of four BUVs in muscle (maximum to relate BUVs with other classical POPs based on logKOW.
tissue concentration: 34.9 ng/g) and viscera (maximum Since experimental data on BAF for BUVs were lacking,
tissue concentration: 45.6 ng/g) of marine fish from Gran a kinetic mass balance model called “AQUAWEB” was used
Canaria Island, Spain. Although the detected concentration to fill the data gap. BAF, metabolic rate constant (Km), and
was low, the source of BUVs was directly linked with the whole body tissue concentration of approximately 20 aquatic
usage and applications of PCPs. The results of a 60-day bio- organisms could be estimated using the model. Metabolic rate
accumulation study on Cyprinus carpio done according to is the ability of an organism to metabolize absorbed com-
the Organization for Economic Co-operation and Develop- pounds into simpler forms. Apart from experimental and esti-
ment (OECD) test methodology demonstrated accumula- mated datasets, several findings have highlighted the occur-
tion in several internal organs, with the gut accumulating rence of BUVs in aquatic organisms. Nakata et al. (2012)
the most, followed by the head, skin, and muscles (Fig. 8) monitored BUVs in five finless porpoises in the Ariake Sea
(ECHA 2014; NITE 2016). The fact that fish use their gills of Japan from 1998 to 2009. The average concentration of
to respire by absorbing dissolved oxygen from water may be 29.0 ng/g ww and 14.0 ng/g ww was reported for UV-328

Fig. 7  BCF values of different


BUVs in fish

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Environmental Science and Pollution Research

Fig. 8  BCF in different organs of fish based on nominal concentration of test substance

Fig. 9  Plot comparing KOW


values of UV absorbers (in red)
with other classical POPs (in
blue)

and UV-327, respectively. Although no reference or back- 100–1000 tons, while for UV-328, it was 1000–10,000 tons
ground value was available at that time, the authors predicted (SC 2021). There exist a probability of higher emission/dis-
a comparison between concentration and production/import charge and lower partitioning of UV-328 in water, resulting
of two BUVs in Japan in 2001. For UV-327, the tonnage was in higher tissue concentration.

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Environmental Science and Pollution Research

BUVs meet the Stockholm Convention’s threshold (logKOW > very low concentrations (0.01 mg/L) in the aquatic environ-
5) criteria based on the experimental and estimated values and ment (Tangtian et al. 2012). Cytochrome P (CYP) family
can be identified as bioaccumulative. BUVs have been detected enzymes serve as a primary defense against xenobiotic expo-
in freshwater (Vimalkumar et al. 2018) and marine food web sure and are responsible for the breakdown of xenobiotic to
(Nakata et al. 2012; Montesdeoca-Esponda et al. 2021), and less reactive intermediates. Alteration in enzymatic activity
exposure is expected mainly via dietary intake. Researchers of the CYP family may induce biochemical changes in the
have emphasized the need to study the role of earthworms in organism due to BUVs exposure.
terrestrial and benthic invertebrates in the aquatic ecosystem to
establish the link between exposure-based effects in organisms. Carcinogenicity, reproductivity, and genotoxicity

Toxicity The estrogen receptor (ER) system plays a crucial role in


breast cancer (Feng et al. 2020). To study the disruptive
The presence of BUVs in the aquatic environment is a subject effects of contaminants, estrogen-related receptor (ERR)
of increasing concern owing to potential toxicity to aquatic pathways have piqued the research community’s interest
species (Jungclaus et al. 1978; Kim et al. 2011a; Vimalkumar (Feng et al. 2020). Several pollutants have been known to
et al. 2018; Montesdeoca-Esponda et al. 2021). Despite the interact and disrupt the ERR pathways, such as PBDEs
fact that BUVs are widely distributed, very little is known (Cao et al. 2018a), bisphenol A (Okada et al. 2008), and
about their toxicity (He et al. 2022). Bioaccumulation of organophosphate flame retardants (Cao et al. 2018b). Previous
BUVs has been reported in several aquatic species; however, studies have demonstrated the estrogenic potential of BUVs
the available data on the potential adverse effects on differ- via interaction with ER (Feng et al. 2020). However, very low
ent organisms are scarce (Pillard et al. 2001; He et al. 2022). or no effects were observed (Feng et al. 2020; Morohoshi et al.
2005; Seeland et al. 2012; Harris et al. 2007). For instance,
Acute and repeated dose toxicity Feng et al. (2020) reported the partial induction of ER activity
after exposure to six BUVs with an ­EC20 of 2.1–20 μM.
The Risk Assessment Committee (RAC) of European Chemi- However, no alterations in ER activity were observed
cals Agency (ECHA) has classified UV-328 as a specific tar- from recombinant yeast reporter gene assay conducted in two
get organ toxicity-repeated exposure-sub-category 2 chemical different studies (Seeland et al. 2012; Harris et al. 2007). He
substance (RAC 2013). The basis of the classification was et al. (2022) recently studied the possible effect of BUVs on
testing the chemical for determining sub-acute (49-day) and humans via ERRα and ERRγ pathways. Both ERRα and ERRγ
sub-chronic (90-day) toxicity in rats. UV-328 was reported are known to be orphan nuclear receptors and are potential
to be absorbed in the gastrointestinal (GI) tract rather than biomarkers and active target sites for the diagnosis and cure of
accumulating in the liver. Hepatic necrosis and renal tubular breast cancer (Bianco et al. 2012; Goher and Elgendy 2021).
nephrosis in rats exposed to UV-328 was reported by Til et al. ERRα and ERRγ have a critical role in regulating the redox
(1968). Ema et al. (2008) reported a relative increase in liver balance of breast cancer cells and cell metabolism (Vernier
weight upon exposing male and female rats to a dosage of 2.5 et al. 2020). Among the targeted BUVs, UV-P showed strong
mg/kg/day, 25 mg/kg/day, or 250 mg/kg/day concentration agonistic activities on ERRα and ERRγ pathways and could
of UV-328. An increase in serum albumin and alkaline phos- potentially promote the proliferation of breast cancer cells at
phatase was observed in the male rats, whereas no significant human-relevant levels. However, the authors emphasized the
changes were observed in the females. need for further investigation to study the interplay between
Exposure to BUVs showed strong anti-androgenic ERRα and ERRγ in mediating breast cancer. To the best of
enzyme activity towards human androgen receptors after our knowledge and based on a thorough literature review,
being activated by human CYP3A4 enzyme hydroxylation genotoxicity, reproductivity, and developmental toxicity of
in yeast (Zhuang et al. 2017) and anti-estrogenic effect in BUVs have not been reported so far. More research is needed
adult fathead minnows (Pimephales promelas) at a concen- in these areas to estimate the toxicity of BUVs to aquatic
tration of 0.01–1.0 mg/L. Tangtian et al. (2012) reported an organisms because they are more vulnerable and are primarily
increase in VTG mRNA which is a biomarker of estrogenic exposed to BUVs in water bodies.
activity and downregulation in the CYP1A1 gene in the liver
of marine medakas (Oryzias melastigma). Another study on Ecotoxicity
marine medakas (Oryzias melastigma) exposed to BUVs at
a concentration of 0.01 mg/L showed downregulation of the Short- and long-term ecotoxicity tests have been carried out
CYP1A1 gene in gills, liver, and intestine. The study also on different organisms (planktons, fish, and crustaceans).
raised serious concerns regarding the toxicity of BUVs at

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Environmental Science and Pollution Research

However, no substantial toxicity has been accounted so far nature, which allows them to be partitioned and travel with
except that inhibition in growth rate in planktons Scened- aerosols and deposition; and (iii) the ability to bioaccumulate
esmus subspicatus was reported after 72 h of exposure of in organisms and biomagnify in the food chain. BUVs are
BUVs at a concentration of 0.1 mg/L (ECHA 2014). His- not expected to undergo long-range environmental transport
topathological alteration in the liver was accounted upon because of low vapor pressure, low Henry’s law constant,
exposure to UV-320 in rats following the test protocol of and short half-life in the air. On the other hand, higher logKOW
OECD TG 452 (Hirata-Koizumi et al. 2008). However, the and logKOC values of some BUVs (UV-328, UV-327) indicate
no observed effect concentration (NOEC) levels of UV-320 strong partition to sediments and organic matter, including
were 0.1 mg/kg/day and 2.5 mg/kg/day for male and female its sorption on aerosols and suspended matter in water. Once
rats, respectively. adsorbed to aerosols, BUVs can travel long distances, set-
However, these short-term observations do not provide tle, and subsequently accumulate in soil, vegetation, and
sufficient proof of toxicity to aquatic organisms. Long-term water bodies. Overall persistence (Pov) and characteristic
exposure (> 96 h) to the two BUVs (UV-234 and UV-328) travel distance (CTD) of UV-328 were estimated using the
on green algae (Chlamydomonas reinhardtii) increased lipid OECD decision-making tool (Scheringer et al. 2009). Pov of
peroxidation and reactive oxygen species (ROS) generation, UV-328 was estimated to be 196 days while the CTD was
respectively. A twofold to sixfold increase in glutathione 2800 km with a transfer efficiency of 12.4%, which meets
peroxidase (GPx) activity in Chlamydomonas reinhardtii the threshold criteria for POPs by the SC (Rorije et al. 2011;
implies that a combination of two BUVs accounted for SC 2021). Figure 10 shows the Pov and CTD of UV-328
synergistic effects in the algae, implying an antioxidant compared to other classical POPs. The atmospheric transport
defense mechanism (Giraudo et al. 2017). Long-term expo- of classical POPs with aerosol particles is well described in
sure of UV-328 on carp (Oncorhynchus mykiss) resulted in scientific literatures. Similar is the case with BUVs that can
the downregulation of gene and induced ribosomal protein undergo intramolecular rearrangement and become charged
transcription after 28 days of exposure (Giraudo et al. 2020). under certain environmental conditions, especially in oceans
Fent et al. (2014) used sub-lethal molecular endpoints in (Fluegge et al. 2007; Werner 1979). This charged molecule
zebrafish (Danio rerio) embryos. The authors reported both has a high affinity for adsorption on suspended matter, favor-
induction and downregulation of phase I (AHR1, ARNT2, ing long-range transport via ocean currents.
and cyp1a1) and phase II (glutathione S-transferase) BUVs are not monitored in remote areas by global and
enzymes involved in catering oxidative stress. Activation of regional monitoring programs, and the available data is
glutathione S-transferase (GST) in fish shows that BUVs can scarce. A recent study by International Pollutants Elimi-
induce oxidative stress in aquatic organisms. nation Network (IPEN) in 2020 supported the ubiquitous
BUVs are considered to be toxic for aquatic organisms, presence of three BUVs (UV-326, UV-327, and UV-328)
including humans and wildlife, at human-relevant levels. with marine litter and plastic fragments in remote locations
Findings suggest that exposure to BUVs can cause sig- (Takada and Bell 2021). Subsequent findings by Tanaka
nificant alteration in liver and kidney (SC 2021; Environ- et al. (2019, 2020) reported the presence of BUVs in plastic
ment Canada 2013a, b). BUVs can disrupt the ER pathway, fragments ingested by sea birds and their occurrence in the
leading to cell proliferation by binding on active sites of uropygial glands, commonly known as the preen glands of
enzymes due to structural similarity. Bioaccumulation of sea birds in remote islands. UV-328 was detected in several
BUVs in several aquatic species has been reported in the Swedish background sites, in Lake Superior and the Great
previous section, and the more important step is determining Lakes in the USA, Canada with concentrations up to 13.0
the adverse effects in different organisms. There is currently ng/g in eggs of herring gulls (Lu et al. 2018), and the Nor-
no or very little information on the acute toxicity of BUVs wegian Arctic environment (Schlabach et al. 2018). Lu et al.
in aquatic species. BUVs can enter soil via the application (2019) reported the presence of BUVs in the liver of fulmars
of wastewater biosolids used for soil enrichment and have (a sea bird) collected from the Prince Leopold Island in the
potential exposure for soil-dwelling microbes (Lai et al. Canadian Arctic. The concentration of BUVs was higher
2014a, b). Toxicity studies for soil microbes are thus desir- in birds than in fish which was attributed with their posi-
able. Although attempts have been made by researchers on tion in the food chain. In the aquatic ecosystem, BUVs can
toxicity assessment of BUVs in the aquatic environment, be transported to long distances in plastic resin pellets and
more research is required to arrive a concrete conclusion. pieces, resulting in their identification in plastics on remote
islands. It is unclear that BUVs undergo long-range trans-
Long‑range transport (LRT) of BUVs port in the gaseous phase; however, research findings do
indicate a relevant environmental transport of BUVs (SC
Some of the most important factors for LRT of contaminants 2021). The presence of BUVs in some of the pristine envi-
include (i) persistence in air and water; (ii) semi-volatile ronments, including remote locations, provides evidence of

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Environmental Science and Pollution Research

Fig. 10  Plot comparing benzo-


triazole (UV-328) in red dot to
other listed POP chemicals for
overall environmental persis-
tence (PoV) and characteristic
travel distance (CTD)

its long-range environmental transport. In the absence of in 2015, with UV-328 being identified as a possible candidate
concrete research findings on weather BUVs undergo long- for further research (OECD 2015). Member State Committee
range transport, estimated data from the OECD tool vali- of ECHA has identified UV-328 as a substance of very high
dates the long-range transport of BUVs. concern (SVHC) and added UV-328 to “Annex XIV” of the
Registration, Evaluation, Authorization, and Restriction of
Chemicals (REACH) regulation with a sunset date of 27
Regulatory concerns associated with BUVs November 2023 (ECHA 2019). Any use of UV-328 in the
entire European nation will require formal authorization
Chemical management is always acknowledged as a by ECHA. In February 2020, other BUVs having similar
transboundary issue in international agreements. BUVs structure to UV-328, viz. UV-350, UV-327, and UV-320,
distribution has also been predicted and compared to known were added to the REACH authorization list upon meeting
POPs on a global scale and is considered as an additive of the PBT criteria. Under the SVHC, four new chemicals (UV-
global concern (SC 2021, 2022). BUVs such as UV-P, UV-320, P, UV-234, UV-326, and UV-329) are being investigated as
UV-326, UV-327, UV-350, and metabolite M1 are structurally subjects for informal risk assessment and risk management
related that have been risk assessed by several environmental (ECHA 2016a, b). Consequent to the listing of UV-328 as
agencies. These BUVs are considered as chemicals of concern Stockholm Convention POPs in May 2023, it is mandatory
to regulators (SC 2021). The main reason behind this is that the for countries to carryout environmental monitoring and
phenolic structure of the molecule shares similarity with the assessment, develop inventories, and eliminate/minimize
necessary structure for binding at the estrogen receptor, thus production. Several developed countries have already
disrupting the endocrine activity (Zhuang et al. 2017). Table 1 categorized and listed BUVs in different categories according
summarizes the regulations associated with BUVs in different to their national chemical and waste management regulations.
countries. OECD classified four phenolic UV absorbers (UV- Asian countries, especially China, are on the top in production
P, UV-234, UV-328, and UV-329) as high production volume and usage of BUVs (cf. section 2). To date, apart from Japan,
(HPV) in 2015 and continued funding for future research work none of the Asian countries has classified or regulated the
under the Cooperative Chemical Assessment Program (CoCAP) production and usage of BUVs. This could be attributed to
(OECD 2015). economic interest, especially in developing countries besides
Furthermore, Japan funded the evaluation of three lack of awareness and monitoring data.
compounds from this group (UV-326, UV-327, and UV-350)

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Environmental Science and Pollution Research

Table 1  Regulations and categorization of BUVs in different countries


Country/union Chemical name/BUVs Classification/categorization Reference

Canada UV-234, UV-326, UV-328, UV-329, Bioaccumulative (B) and inherently Environment Canada (2013a)
and UV-350 toxic to the environment, but not
persistent (P)
UV-327 Categorized as persistent (P), but not Environment Canada (2013b)
bioaccumulative (B)
UV-P and UV-320 Not persistent (P) and not bioaccumu-
lative (B)
UV-320, UV-327, UV-328, and Substances of very high concern ECHA (2016a)
UV-350 (SVHC) under the Registration,
Evaluation, Authorization, and
Restriction of Chemicals (REACH)
European Union (EU) UV-320 and UV-328 Specific target organ toxicity-repeated ECHA (2016b)
exposure-sub-category 2 (STOT
RE2), persistent, bioaccumulative,
and toxic (PBT) substances
UV-P, UV-234, UV-326, and UV-329 Put on substances of very high con- ECHA (2016c)
cern (SVHC) roadmap for consider-
ation as persistent, bioaccumulative,
and toxic (PBT)
United States of America (USA) UV-P, UV-234, UV-328, and UV-329 Low to high bioaccumulation poten- US EPA (2009)
tial and high persistence
Japan UV-320 Chemical Substances Control Law NITE (2016)
(CSCL) Class I-Specified Substance
(Act on the Evaluation of Chemical
Substances and Regulation of Their
Manufacture); substances that are
persistent and extremely bioaccumu-
lative, offering a long-term toxicity
risk to humans or top predator
animals
UV-327 and UV-350 Chemical substances monitoring METI (2010)
under the CSCL, persistent and
bioaccumulative, with long-term
effects in humans and top predator
animals unknown
United Nations Environment UV-328 Annex D of the convention after meet- Stockholm Convention (SC)
Programme (UNEP) ing persistency, bioaccumulation, on POPs (2021)
and toxicity (PBT) and long-range
environmental transport criteria

Conclusion human milk and adipose tissues indicates its bioaccumulative


potential (Lee et al. 2015). Absorption of BUVs in the
The present review summarizes the current progress of the GI tract, followed by the transformation in the liver, and
study of BUVs contamination in different environmental excretion, resulting in hepatic and renal toxicity, have been
matrices and can be a good read for regulatory agencies demonstrated via modeling studies (SC 2021). Genotoxic,
and policymakers. BUVs have been classified as HPV and reproductive, and carcinogenic effects of BUVs should
SVHC by several regulatory bodies and recently listed in be focused on as research gaps. Constant circulation of
“Annex A” of the Stockholm convention POPs with some plastic waste, which acts as a primary source of transport of
specific exemptions (SC 2023). Although the demand and phenolic BUVs in water bodies, exacerbates their long-range
supply of BUVs are high, data on production and usage are environmental transport (Tanaka et al. 2019, 2020). While
not clear, especially in developing countries (Zion Market considerable knowledge exists on the occurrence, sources,
Research 2019). Persistency of BUVs is expected as they and concentrations of BUVs, information about the toxicity
are recalcitrant to degradation. The presence of BUVs in and fate of these compounds in the environment is lacking.

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Environmental Science and Pollution Research

Hence, we recommend a few research gaps that need to be References


addressed for the sound management of BUVs:
Alotaibi MD, McKinley AJ, Patterson BM, Reeder AY (2015) Ben-
1. Advanced water recycling plants comprising ultrafiltra- zotriazoles in the aquatic environment: a review of their occur-
rence, toxicity, degradation and analysis. Water Air Soil Pollut
tion, reverse osmosis (RO), and ultraviolet disinfection 226(7). https://​doi.​org/​10.​1007/​s11270-​015-​2469-4
units are needed to efficiently remove BUVs during Arnot JA, Gobas FA (2004) A food web bioaccumulation model for
wastewater treatment (Ruan et al. 2012; Zhao et al. 2017). organic chemicals in aquatic ecosystems. Environ Toxicol Chem
2. Human risk assessment studies are needed to deter- 23(10):2343. https://​doi.​org/​10.​1897/​03-​438
Arnot JA, Gobas FAPC (2006) A Review of Bioconcentration Fac-
mine exposure routes and levels of BUVs, especially tor (BCF) and Bioaccumulation Factor (BAF) Assessments
in developing countries lacking sustainable methods for for Organic Chemicals in Aquatic Organisms. Environ Rev
handling and managing plastic waste (Lee et al. 2015; 14:257-297
Montesdeoca-Esponda et al. 2021). Arnot JA, Mackay D, Bonnell M (2008a) Estimating metabolic bio-
transformation rates in fish from laboratory data. Environ Toxicol
3. Advanced oxidation process has emerged as a possible Chem 27(2):341. https://​doi.​org/​10.​1897/​07-​310r.1
degradation pathway for removal of BUVs; options of Arnot JA, Mackay D, Parkerton TF, Bonnell M (2008b) A database
other oxidants can be explored (Kiejza et al. 2023). of fish biotransformation rates for organic chemicals. Environ
4. Studies in the microcosm and mesocosm can be con- Toxicol Chem 27(11):2263. https://​doi.​org/​10.​1897/​08-​058.1
Avagyan R, Luongo G, Thorsén G, Östman C (2015) Benzothiazole,
ducted to examine the involvement of microorganisms benzotriazole, and their derivates in clothing textiles—a potential
in the biological degradation of BUVs (Xue et al. 2022). source of environmental pollutants and human exposure. Envi-
5. Research on BUVs should be prioritized, and steps ron Sci Pollut Res 22(8):5842–5849. https://​doi.​org/​10.​1007/​
should be taken to minimize their environmental release s11356-​014-​3691-0
BASF (2016) Coatings that stay looking good. BASF SE, Germany
as it is binding on parties to Stockholm Convention on https://​w ww.​b tc-​e urope.​c om/​f ilea​d min/​u ser_​u pload/​D ownl​
POPs (SC 2021). Regulatory agencies should consider oads/​Pdf_s/​Vario​us/​Tinuv​in_​Chima​ssorb_​Ligno​stab_​EN.​pdf.
including the entire class of BUVs due to their similar Accessed 20 June 2021
PBT properties rather than phasing out or restricting a Bianco S, Sailland J, Vanacker JM (2012) ERRs and cancers: effects
on metabolism and on proliferation and migration capacities.
single chemical such as UV-328 (Khare et al. 2023). J Steroid Biochem Mol Biol 130:180–185. https://​doi.​org/​10.​
1016/j.​jsbmb.​2011.​03.​014
Brausch JM, Rand GM (2011) A review of personal care products in
Supplementary Information The online version contains supplemen- the aquatic environment: environmental concentrations and tox-
tary material available at https://d​ oi.o​ rg/1​ 0.1​ 007/s​ 11356-0​ 23-3​ 0567-9. icity. Chemosphere 82(11):1518–1532. https://d​ oi.o​ rg/1​ 0.1​ 016/j.​
chemo​sphere.​2010.​11.​018
Acknowledgements All the authors acknowledge Director, CSIR- Brooke D, Burns J (2010) Environmental prioritization of low pro-
NEERI, for granting permission to publish the paper. The authors thank duction volume substances under REACH: PBT screening.
the anonymous reviewers for their critical comments which helped to Environment Agency, Rio House, Waterside Drive, Aztec West,
improve the manuscript. Almondsbury, Bristol https://​assets.​publi​shing.​servi​ce.​gov.​
uk/​gover ​nment/​uploa​ds/​system/​uploa​ds/​attac​hment_​data/​file/​
Author contribution Conceptualization, data collection, and original 291245/​scho0​210br​vh-e-​e.​pdf. Accessed 21 June 2021
drafting were done by A. K. Diagrammatic representation was done Brorström-Lundén E, Remberger M, Kaj L, Hansson K, Holmquist
by P. J. Revision and editing were done by A. R. K. and A. N. V. All H, Haglund P, Grabic R (2012) Screening of benzothiazoles,
authors read, and approved the final manuscript. benzenediamines, dicyclohexylamine and benzotriazoles IVL
Swedish. Environmental Research Institute Ltd https://​www.​
Funding The authors declare that no funds, grants, or other support diva-​porta​lorg/​smash/​get/​diva2:​15520​87/​FULLT​EXT01​pdf
were received during the preparation of this manuscript. Partial finan- Accessed 20 June 2021
cial support was received from the Council of Scientific and Industrial Cadena-Aizaga MI, Montesdeoca-Esponda S, Sosa-Ferrera Z, Santana-
Research (CSIR) to the first author in terms of monthly fellowship Rodríguez JJ (2022) Occurrence and environmental hazard of
(31/0016(11375)/2021-EMR-I). organic UV filters in seawater and wastewater from Gran Canaria
Island (Canary Islands, Spain). Environ Pollut 300:118843.
Data availability All the data referred in this paper have been extracted https://​doi.​org/​10.​1016/j.​envpol.​2022.​118843
from peer-reviewed journals available in public domain. Cantwell MG, Sullivan J.C, Katz DR, Burgess RM, Bradford Hubeny
J, King J (2015) Source determination of benzotriazoles in sedi-
Declarations ment cores from two urban estuaries on the Atlantic Coast of the
United States. Mar Pollut Bull 101(1): 208–218. https://​doi.​org/​
Ethics approval and consent to participate Not applicable. 10.​1016/j.​marpo​lbul.​2015.​10.​075
Cantwell MG, Wilson BA, Zhu J, Wallace GT, King JW, Olsen CR, Bur-
Consent for publication Not applicable. gess RM, Smith JP (2010) Temporal trends of triclosan contamina-
tion in dated sediment cores from four urbanized estuaries: evidence
Competing interests The authors declare no competing interests. of preservation and accumulation. Chemosphere 78(4):347–352.
https://​doi.​org/​10.​1016/j.​chemo​sphere.​2009.​11.​021

13
Environmental Science and Pollution Research

Cao LY, Ren XM, Li CH, Guo LH (2018b) Organophosphate esters Feng H, Cao H, Li J, Zhang H, Xue Q, Liu X, Zhang A, Fu J (2020)
bind to and inhibit estrogen-related receptor γ in cells. Environ Estrogenic activity of benzotriazole UV stabilizers evaluated
Sci Technol Lett 5:68–73. https://​doi.​org/​10.​1021/​acs.​estle​tt.​ through in vitro assays and computational studies. Sci Total
7b005​58 Environ:727: No. 138549. https://​doi.​org/​10.​1016/j.​scito​tenv.​
Cao LY, Zheng Z, Ren XM, Andersson PL, Guo LH (2018a) Struc- 2020.​138549
ture-dependent activity of polybrominated diphenyl ethers Fent K, Chew G, Li J, Gomez E (2014) Benzotriazole UV-stabi-
and their hydroxylated metabolites on estrogen related recep- lizers and benzotriazole: antiandrogenic activity in vitro and
tor gamma: in vitro and in silico study. Environ Sci Technol activation of aryl hydrocarbon receptor pathway in zebrafish
52:8894–8902. https://​doi.​org/​10.​1021/​acs.​est.​8b025​09 eleuthero-embryos. Sci Total Environ 482:125–136
Carpinteiro I, Abuín B, Rodríguez I, Ramil M, Cela R (2010) Pressur- Ferrer I, Thurman EM (2003) Liquid chromatography/time-of-flight/
ized solvent extraction followed by gas chromatography tandem mass spectrometry (LC/TOF/MS) for the analysis of emerg-
mass spectrometry for the determination of benzotriazole light ing contaminants. TrAC Trends Anal Chem 22(10):750–756.
stabilizers in indoor dust. J Chromatogr A 1217(24):3729– https://​doi.​org/​10.​1016/​S0165-​9936(03)​01013-6
3735. https://​doi.​org/​10.​1016/j.​chroma.​2010.​04.​022 Fluegge AP, Waiblinger F, Stein M, Keck J, Kramer HE, Fischer P,
Carpinteiro I, Ramil M, Rodríguez I, Nogueira JMF (2012) Combin- Wood MG, DeBellis AD, Ravichandran R, Leppard D (2007)
ing stir-bar sorptive extraction and large volume injection-gas Probing the intramolecular hydrogen bond of 2-(2-hydroxyphe-
chromatography-mass spectrometry for the determination of nyl)benzotriazoles in polar environment: a photophysical study
benzotriazole UV stabilizers in wastewater matrices. J Sep Sci of UV absorber efficiency. J Phys Chem A 111(39):9733–9744.
35(3):459–467 https://​doi.​org/​10.​1021/​jp072​1189
Castilloux AD, Houde M, Gendron A, De Silva A, Soubaneh YD, García-Guerra RB, Montesdeoca-Esponda S, Sosa-Ferrera Z, Kabir
Lu Z (2022) Distribution and fate of ultraviolet absorbents and A, Furton KG, Santana-Rodríguez JJ (2016) Rapid monitoring
industrial antioxidants in the St. Lawrence River, Quebec. Can- of residual UV-stabilizers in seawater samples from beaches
ada Environmental Science & Technology 56(8):5009–5019. using fabric phase sorptive extraction and UHPLC-MS/MS.
https://​doi.​org/​10.​1021/​acs.​est.​1c079​32 Chemosphere 164:201–207. https://​doi.​org/​10.​1016/j.​chemo​
De Silva A, Muir D (2015) Benzotriazole UV stabilizers and substi- sphere.​2016.​08.​102
tuted diphenylamine antioxidants: emerging organic pollutants Giger W (2008) Hydrophilic and amphiphilic water pollutants: using
in San Francisco Bay. In: ECWG Meeting. Spring advanced analytical methods for classic and emerging contami-
De Silva A, Muir D, Smyth S (2014) Unpublished monitoring data nants. Anal Bioanal Chem 393(1):37–44. https://​doi.​org/​10.​
submitted to Ecological Assessment Division of Environment 1007/​s00216-​008-​2481-2
Canada. Gatineau QC Giraudo M, Colson TL, de Silva AO, Lu Z, Gagnon P, Brown L,
Do ATN, Ha Y, Kang HJ et al (2022) Equilibrium leaching of selected Houde M (2020) Food-borne exposure of juvenile rainbow
ultraviolet stabilizers from plastic products. J Hazard Mater trout (Oncorhynchus mykiss) to benzotriazole ultraviolet sta-
427:128144. https://​doi.​org/​10.​1016/j.​jhazm​at.​2021.​128144 bilizers alone and in mixture induces specific transcriptional
ECHA (2014) 2-(2H-Benzotriazol-2-yl)-4,6-ditertpentylphenol. Euro- changes. Environ Toxicol Chem 39(4):852–862. https://​doi.​
pean Chemical Agency https://​echa.​europa.​eu/​subst​ance-​infor​ org/​10.​1002/​etc.​4676
matio​n/-/​subst​ancei​nfo/​100.​043.​062. Accessed 12 April 2021 Giraudo M, Cottin G, Esperanza M, Gagnon P, Silva AOD, Houde M
ECHA (2016a) Candidate list of substances of very high concern for (2017) Transcriptional and cellular effects of benzotriazole UV
authorisation. European Chemicals Agency, Helsinki, Finland stabilizers UV-234 and UV-328 in the freshwater invertebrates
http://​echa.​europa.​eu. Accessed 3 March 2021 Chlamydomonas reinhardtii and Daphnia magna. Environ Toxi-
ECHA (2016b) PACT - RMOA and hazard assessment activities. Euro- col Chem 36(12):3333–3342. https://​doi.​org/​10.​1002/​etc.​3908
pean Chemicals Agency, Helsinki, Finland http://e​ cha.e​ uropa.e​ u. Goher SS, Elgendy B (2021) Structure-based design of estrogen-related
Accessed 3 March 2021 receptors modulators. In: Badr MZ (ed) Nuclear receptors.
ECHA (2016c) Status and purpose of PACT. European Chemicals Springer, Cham. https://​doi.​org/​10.​1007/​978-3-​030-​78315-0_5
Agency, Helsinki, Finland http://​echa.​europa.​eu. Accessed 3 Harris CA, Routledge EJ, Schaffner C, Brian JV, Giger W, Sumpter JP
March 2021 (2007) Benzotriazole is antiestrogenic in vitro but not in vivo.
ECHA (2018) 2-(2H-benzotriazol-2-yl)-4,6-ditertpentylphenol regis- Environ Toxicol Chem 26(11):2367. https://​doi.​org/​10.​1897/​
tration dossier. REACH https://​echa.​europa.​eu/​regis​trati​on-​dossi​ 06-​587r.1
er/-/​regis​tered-​dossi​er/​5280. Accessed 12 April 2021 Hartmann PC, Quinn JG, Cairns RW, King JW (2005) Depositional his-
ECHA (2019) High-volume plastic additives mapped. https://​echa.​ tory of organic contaminants in Narragansett Bay, Rhode Island,
europa. ​ e u/ ​ m appi ​ n g- ​ e xerc ​ i se- ​ p last ​ i c- ​ a ddit ​ i ves- ​ i niti ​ a tive. USA. Mar Pollut Bull 50(4):388–395. https://​doi.​org/​10.​1016/j.​
Accessed 10 April 2021 marpo​lbul.​2004.​11.​020
Ema M, Fukunishi K, Hirose A, Hirata-Koizumi M, Matsumoto M, Hauri U, Lütolf B, Hohl C (2003) Determination of organic sunscreen
Kamata E (2008) Repeated-dose and reproductive toxicity of filters in cosmetics with HPLC/DAD. Mitt Lebensmittelunters
the ultraviolet absorber 2-(3′,5′-di-tert-butyl-2′-hydroxyphenyl)- Hyg 94(1):80–92
5-chlorobenzotriazole in rats. Drug Chem Toxicol 31(3):399– He S, Xiao H, Luo S, Li X, Zhang JD, Ren XM, Cao LY (2022) Ben-
412. https://​doi.​org/​10.​1080/​01480​54080​21712​82 zotriazole ultraviolet stabilizers promote breast cancer cell pro-
Environment Canada (2013a) Search engine for the results of DSL liferation via activating estrogen-related receptors α and γ at
categorization. Environment Canada, Gatineau, Quebec, Can- human-relevant levels. Environ Sci Technol 56(4):2466–2475.
ada http://​www.​ec.​gc.​ca. Accessed 21 June 2021 https://​doi.​org/​10.​1021/​acs.​est.​1c034​46
Environment Canada (2013b) Status of prioritized substances. Herrero P, Borrull F, Marcé R, Pocurull E (2014a) A pressurized hot
Environment Canada, Gatineau, Canada http://​www.​ec.​gc.​ca. water extraction and liquid chromatography–high resolution
Accessed 1 May 2021 mass spectrometry method to determine polar benzotriazole, ben-
EPA (2012) Estimation Programs Interface Suite for Microsoft® zothiazole and benzenesulfonamide derivates in sewage sludge.
Windows. https://​www.​epa.​gov/​tsca-​scree​ning-​tools/​epi-​suite​ J Chromatogr A 1355:53–60. https://​doi.​org/​10.​1016/j.​chroma.​
tm-​estim​ation-​progr​am-​inter​face 2014.​05.​086

13
Environmental Science and Pollution Research

Herrero P, Borrull F, Pocurull E, Marcé RM (2014b) An overview of J Chromatogr A 1218(22):3511–3520. https://​doi.​org/​10.​1016/j.​


analytical methods and occurrence of benzotriazoles, benzothia- chroma.​2011.​04.​006
zoles and benzenesulfonamides in the environment. TrAC Trends Kloepfer A, Jekel M, Reemtsma T (2004) Determination of benzothia-
Anal Chem 62:46–55. https://d​ oi.o​ rg/1​ 0.1​ 016/j.t​ rac.2​ 014.0​ 6.0​ 17 zoles from complex aqueous samples by liquid chromatography-
Herrero P, Borrull F, Pocurull E, Marcé RM (2014c) A quick, easy, mass spectrometry following solid-phase extraction. J Chroma-
cheap, effective, rugged and safe extraction method followed by togr A 1058:81–88. https://d​ oi.o​ rg/1​ 0.1​ 016/j.c​ hroma.2​ 004.0​ 8.0​ 81
liquid chromatography-(Orbitrap) high resolution mass spec- Kuznetsov YI, Agafonkina MO, Andreeva NP, Solov’eva AB (2010)
trometry to determine benzotriazole, benzothiazole and ben- Modification of iron surface by dimegin and adsorption of
zenesulfonamide derivates in sewage sludge. J Chromatogr A 1,2,3-benzotriazole. Protect Metals Phys Chem Surf 46(7):743–
1339:34–41. https://​doi.​org/​10.​1016/j.​chroma.​2014.​02.​081 747. https://​doi.​org/​10.​1134/​s2070​20511​00700​14
Herzog B, Lemmer H, Helmreich B, Horn H, Müller E (2014) Monitor- Kwon JH, Chang S, Hong SH, Shim WJ (2017) Microplastics as a
ing benzotriazoles: a 1 year study on concentrations and removal vector of hydrophobic contaminants: importance of hydrophobic
efficiencies in three different wastewater treatment plants. Water additives. Integr Environ Assess Manag 13:494–499. https://​doi.​
Sci Technol 69:710–717. https://​doi.​org/​10.​2166/​wst.​2013.​766 org/​10.​1002/​ieam.​1906
Hidalgo-Serrano M, Borrull F, Marcé RM, Pocurull E (2019) Presence Lai HJ, Ying GG, Ma YB, Chen ZF, Chen F, Liu YS (2014a) Field
of benzotriazoles, benzothiazoles and benzenesulfonamides in dissipation and plant uptake of benzotriazole ultraviolet stabiliz-
surface water samples by liquid chromatography coupled to high- ers in biosolid-amended soils. Environ Sci: Processes Impacts
resolution mass spectrometry. Separation Science Plus 2(3):72–80 16(3):558. https://​doi.​org/​10.​1039/​c3em0​0568b
Jover E, Matamoros V, Bayona JM (2009) Characterization of ben- Lai HJ, Ying GG, Ma YB, Chen ZF, Chen F, Liu YS (2014b) Occur-
zothiazoles, benzotriazoles and benzosulfonamides in aqueous rence and dissipation of benzotriazoles and benzotriazole ultravi-
matrixes by solid-phase extraction followed by comprehensive olet stabilizers in biosolid-amended soils. Environ Toxicol Chem
two-dimensional gas chromatography coupled to time-of-flight 33(4):761–767. https://​doi.​org/​10.​1002/​etc.​2498
mass spectrometry. J Chromatogr A 1216(18):4013–4019. Lee S, Kim S, Park J, Kim HJ, Jae Lee J, Choi G, Choi S, Kim S, Young
https://​doi.​org/​10.​1016/j.​chroma.​2009.​02.​052 Kim S, Choi K, Kim S, Moon HB (2015) Synthetic musk com-
Jungclaus G, Avila V, Hites R (1978) Organic compounds in an pounds and benzotriazole ultraviolet stabilizers in breast milk:
industrial wastewater: a case study of their environmental occurrence, time–course variation and infant health risk. Environ
impact. Environ Sci Technol 12(1):88–96. https://​doi.​org/​10.​ Res 140:466–473. https://​doi.​org/​10.​1016/j.​envres.​2015.​04.​017
1021/​es601​37a015 Liu YS, Ying GG, Shareef A, Kookana RS (2011) Simultaneous deter-
Kadar E, Dashfield S, Hutchinson TH (2009) Developmental toxicity mination of benzotriazoles and ultraviolet filters in ground water,
of benzotriazole in the protochordate Ciona intestinalis (Chor- effluent and biosolid samples using gas chromatography–tan-
data, Ascidiae). Anal Bioanal Chem 396(2):641–647. https://​ dem mass spectrometry. J Chromatogr A 1218(31):5328–5335.
doi.​org/​10.​1007/​s00216-​009-​3293-8 https://​doi.​org/​10.​1016/j.​chroma.​2011.​05.​100
Kameda Y, Kimura K, Miyazaki M (2011) Occurrence and profiles Liu R, Ruan T, Wang T, Song S, Guo F, Jiang G (2014) Determination of
of organic sun-blocking agents in surface waters and sediments nine benzotriazole UV stabilizers in environmental water samples
in Japanese rivers and lakes. Environ Pollut 159(6):1570–1576. by automated on-line solid phase extraction coupled with high-
https://​doi.​org/​10.​1016/j.​envpol.​2011.​02.​055 performance liquid chromatography–tandem mass spectrometry.
Khare A, Jadhao P, Kawre S, Kanade G, Patil M, Vaidya AN, Kumar Talanta 120:158–166. https://​doi.​org/​10.​1016/j.​talan​ta.​2013.​10.​041
AR (2023) Occurrence, spatio-temporal variation and ecological Liu YS, Ying GG, Shareef A, Kookana RS (2012) Occurrence and
risk assessment of benzotriazole ultraviolet stabilizers (BUVs) in removal of benzotriazoles and ultraviolet filters in a municipal
water and sediment of rivers in central India. Sci Total Environ wastewater treatment plant. Environ Pollut 165:225–232. https://​
882:163381. https://​doi.​org/​10.​1016/j.​scito​tenv.​2023.​163381 doi.​org/​10.​1016/j.​envpol.​2011.​10.​009
Kiejza D, Karpińska J, Piotrowska-Niczyporuk A, Kotowska U (2023) Loi CH, Busetti F, Linge KL, Joll CA (2013) Development of a solid-
Advanced oxidation of bisphenols by peracetic acid activated by phase extraction liquid chromatography tandem mass spectrom-
light and ultrasound. Environ Pollut 122029 etry method for benzotriazoles and benzothiazoles in wastewater
Kim JW, Chang KH, Prudente M, Viet PH, Takahashi S, Tanabe S, and recycled water. J Chromatogr A 1299:48–57. https://d​ oi.o​ rg/​
Isobe T (2019) Occurrence of benzotriazole ultraviolet stabiliz- 10.​1016/j.​chroma.​2013.​04.​073
ers (BUVSs) in human breast milk from three Asian countries. Lopez-Avila V, Hites RA (1980) Organic compounds in an industrial
Sci Total Environ 655:1081–1088. https://d​ oi.o​ rg/1​ 0.1​ 016/j.s​ cito​ wastewater. Their transport into sediments. Environ Sci Technol
tenv.​2018.​11.​298 14(11):1382–1390. https://​doi.​org/​10.​1021/​es601​71a007
Kim JW, Isobe T, Malarvannan G, Sudaryanto A, Chang KH, Prudente Lu Z, de Silva AO, McGoldrick DJ, Zhou W, Peart TE, Cook C,
M, Tanabe S (2012) Contamination of benzotriazole ultraviolet Tetreault GR, Martin PA, de Solla SR (2018) Substituted diphe-
stabilizers in house dust from the Philippines: implications on nylamine antioxidants and benzotriazole UV stabilizers in
human exposure. Sci Total Environ 424:174–181. https://d​ oi.o​ rg/​ aquatic organisms in the Great Lakes of North America: terres-
10.​1016/j.​scito​tenv.​2012.​02.​040 trial exposure and biodilution. Environ Sci Technol 52(3):1280–
Kim JW, Isobe T, Ramaswamy BR, Chang KH, Amano A, Miller TM, 1289. https://​doi.​org/​10.​1021/​acs.​est.​7b052​14
Tanabe S (2011a) Contamination and bioaccumulation of benzo- Lu Z, De Silva AO, Peart TE, Cook CJ, Tetreault GR (2017) Tissue
triazole ultraviolet stabilizers in fish from Manila Bay, the Phil- distribution of substituted diphenylamine antioxidants and benzo-
ippines using an ultra-fast liquid chromatography–tandem mass triazole ultraviolet stabilizers in white sucker (Catostomus com-
spectrometry. Chemosphere 85(5):751–758. https://​doi.​org/​10.​ mersonii) from an urban creek in Canada. Environ Sci Technol
1016/j.​chemo​sphere.​2011.​06.​054 Lett 4(10):433–438. https://​doi.​org/​10.​1021/​acs.​estle​tt.​7b003​55
Kim JW, Ramaswamy BR, Chang KH, Isobe T, Tanabe S (2011b) Lu Z, de Silva AO, Provencher JF, Mallory ML, Kirk JL, Houde M,
Multiresidue analytical method for the determination of anti- Stewart C, Braune BM, Avery-Gomm S, Muir DC (2019) Occur-
microbials, preservatives, benzotriazole UV stabilizers, flame rence of substituted diphenylamine antioxidants and benzotria-
retardants and plasticizers in fish using ultra high-performance zole UV stabilizers in Arctic seabirds and seals. Sci Total Envi-
liquid chromatography coupled with tandem mass spectrometry. ron 663:950–957. https://d​ oi.o​ rg/1​ 0.1​ 016/j.s​ citot​ env.2​ 019.0​ 1.3​ 54

13
Environmental Science and Pollution Research

Maceira A, Marcé RM, Borrull F (2018) Occurrence of benzothiazole, ben- 46 micro-contaminants in aqueous samples. J Chromatogr A
zotriazole and benzenesulfonamide derivates in outdoor air particu- 1217:6511–6521. https://​doi.​org/​10.​1016/j.​chroma.​2010.​08.​048
late matter samples and human exposure assessment. Chemosphere Nuñez A, Vallecillos L, Marcé RM, Borrull F (2020) Occurrence and
193:557–566. https://​doi.​org/​10.​1016/j.​chemo​sphere.​2017.​11.​073 risk assessment of benzothiazole, benzotriazole and benzene-
Maceira A, Pecikoza I, Marcé RM, Borrull F (2020) Multi-residue sulfonamide derivatives in airborne particulate matter from an
analysis of several high-production-volume chemicals present industrial area in Spain. Sci Total Environ 708:135065
in the particulate matter from outdoor air. A preliminary human NTP (2011) Chemical information review document for phenolic ben-
exposure estimation. Chemosphere 252:126514. https://​doi.​org/​ zotriazoles. National Toxicology Program
10.​1016/j.​chemo​sphere.​2020.​126514 Moral A, Borrull F, Fourton KG, Kabir A, Marcé RM, Fontanals N
METI (2010) Chemical Substances Control Law (CSCL). Ministry of (2023) Extraction of selected benzothiazoles, benzotriazoles and
Economy, Trade and Industry, Tokyo, Japan http://w ​ ww.m
​ eti.g​ o.​ benzenesulfonamides from environmental water samples using a
jp. Accessed 3 March 2021 home-made sol-gel silica-based mixed-mode zwitterionic sorbent
Montesdeoca-Esponda S, Torres-Padrón ME, Sosa-Ferrera Z, Santana- modified with graphene. Talanta 256:124315
Rodríguez JJ (2021) Fate and distribution of benzotriazole UV OECD (2015) OECD Existing Chemicals Database. OfECa Develop-
filters and stabilizers in environmental compartments from Gran ment http://​webnet.​oecd.​org. Accessed 25 June 2021
Canaria Island (Spain): a comparison study. Sci Total Environ Okada H, Tokunaga T, Liu X, Takayanagi S, Matsushima A, Shimo-
756:144086. https://​doi.​org/​10.​1016/j.​scito​tenv.​2020.​144086 higashi Y (2008) Direct evidence revealing structural elements
Montesdeoca-Esponda S, Álvarez-Raya C, Torres-Padrón ME, Sosa- essential for the high binding ability of bisphenol A to human
Ferrera Z, Santana-Rodríguez JJ (2019) Monitoring and envi- estrogen-related receptor-gamma. Environ Health Perspect
ronmental risk assessment of benzotriazole UV stabilizers in 116:32–38. https://​doi.​org/​10.​1289/​ehp.​10587​pdf
the sewage and coastal environment of Gran Canaria (Canary Parajulee A, Lei YD, Kananathalingam A, Mitchell CPJ, Wania F
Islands, Spain). J Environ Manag 233:567–575. https://​doi.​org/​ (2018) Investigating the sources and transport of benzotriazole
10.​1016/j.​jenvm​an.​2018.​12.​079 UV stabilizers during rainfall and snowmelt across an urbani-
Montesdeoca-Esponda S, Sosa-Ferrera Z, Santana-Rodríguez JJ (2012) zation gradient. Environ Sci Technol 52(5):2595–2602. https://​
On-line solid-phase extraction coupled to ultra-performance doi.​org/​10.​1021/​acs.​est.​8b005​52
liquid chromatography with tandem mass spectrometry detec- Peng X, Jin J, Wang C, Ou W, Tang C (2015) Multi-target determi-
tion for the determination of benzotriazole UV stabilizers in nation of organic ultraviolet absorbents in organism tissues by
coastal marine and wastewater samples. Anal Bioanal Chem ultrasonic assisted extraction and ultra-high performance liquid
403(3):867–876. https://​doi.​org/​10.​1007/​s00216-​012-​5906-x chromatography–tandem mass spectrometry. J Chromatograph
Montesdeoca-Esponda S, Vega-Morales T, Sosa-Ferrera Z, Santana- A 1384:97–106. https://​doi.​org/​10.​1016/j.​chroma.​2015.​01.​051
Rodríguez J (2013) Extraction and determination methodologies Peter KT, Hou F, Tian Z, Wu C, Goehring M, Liu F, Kolodziej EP
for benzotriazole UV stabilizers in personal-care products in (2020) More than a first flush: urban creek storm hydrographs
environmental and biological samples. TrAC Trends Anal Chem demonstrate broad contaminant pollutographs. Environ Sci Tech-
51:23–32. https://​doi.​org/​10.​1016/j.​trac.​2013.​05.​012 nol 54:6152–6165. https://​doi.​org/​10.​1021/​acs.​est.​0c008​72
Morohoshi K, Yamamoto H, Kamata R, Shiraishi F, Koda T, Morita Peysson W, Vulliet E (2013) Determination of 136 pharmaceuticals
M (2005) Estrogenic activity of 37 components of commercial and hormones in sewage sludge using quick, easy, cheap, effec-
sunscreen lotions evaluated by in vitro assays. Toxicol In Vitro tive, rugged and safe extraction followed by analysis with liquid
19:457–469. https://​doi.​org/​10.​1016/j.​tiv.​2005.​01.​004 chromatography–time of-flight-mass spectrometry. J Chromatogr
Naccarato A, Tassone A, Martino M, Elliani R, Sprovieri F, Pirrone N, A 1290:46–61. https://​doi.​org/​10.​1016/j.​chroma.​2013.​03.​057
Tagarelli A (2021) An innovative green protocol for the quan- Pillard DA, Cornell JS, DuFresne DL, Hernandez MT (2001) Toxicity
tification of benzothiazoles, benzotriazoles and benzosulfona- of benzotriazole and benzotriazole derivatives to three aquatic
mides in PM10 using microwave-assisted extraction coupled with species. Water Res 35(2):557–560. https://​doi.​org/​10.​1016/​
solid-phase microextraction gas chromatography tandem-mass S0043-​1354(00)​00268-2
spectrometry. Environ Pollut 285:117487 Pruell RJ, Quinn JG (1985) Geochemistry of organic contaminants in
Nakata H, Murata S, Filatreau J (2009) Occurrence and concentra- Narragansett Bay sediments. Estuar Coast Shelf Sci 21(3):295–
tions of benzotriazole UV stabilizers in marine organisms and 312. https://​doi.​org/​10.​1016/​0272-​7714(85)​90012-5
sediments from the Ariake Sea, Japan. Environ Sci Technol Pruell RJ, Hoffman EJ, Quinn JG (1984) Total hydrocarbons, polycy-
43(18):6920–6926. https://​doi.​org/​10.​1021/​es900​939j clic aromatic hydrocarbons and synthetic organic compounds in
Nakata H, Shinohara RI (2010) Concentrations of benzotriazole UV the hard shell clam, Mercenaria mercenaria, purchased at com-
stabilizers and polycyclic musks in wastewater treatment plant mercial seafood stores. Mar Environ Res 11(3):163–181. https://​
samples in Japan. In: Interdisciplinary Studies on Environmental doi.​org/​10.​1016/​0141-​1136(84)​90044-8
Chemistry-Environmental Research in Asia, pp 239–245 RAC (2013) Opinion of the committee for the risk assessment on the spe-
Nakata H, Shinohara RI, Nakazawa Y, Isobe T, Sudaryanto A, Subrama- cific target organ toxicity of 2-benzotriazol-2-yl-4,6-di-tert-butyl-
nian A, Tanabe S, Zakaria MP, Zheng GJ, Lam PK, Kim EY, Min phenol (UV-320) and 2-(2H-benzotriazol-2-yl)-4,6-ditertpentyl-
BY, We SU, Viet PH, Tana TS, Prudente M, Frank D, Lauenstein G, phenol (UV-328). https://​echa.​europa.​eu/​docum​ents/​10162/​17233/​
Kannan K (2012) Asia–Pacific mussel watch for emerging pollut- rac_​opini​on_​uv-​320-​328_​en.​pdf/​34ab1​637-​2db8-​456c-​b19c-​918db​
ants: distribution of synthetic musks and benzotriazole UV stabiliz- 4c993​95?t=​13740​62791​143. Accessed on 15 June 2021
ers in Asian and US coastal waters. Mar Pollut Bull 64(10):2211– Rani M, Shim WJ, Han GM, Jang M, Song YK, Hong SH (2017)
2218. https://​doi.​org/​10.​1016/j.​marpo​lbul.​2012.​07.​049 Benzotriazole-type ultraviolet stabilizers and antioxidants in
NITE (2016) Japan CHEmicals Collaborative Knowledge Database plastic marine debris and their new products. Sci Total Environ
(J-CHECK). National Institute of Technology and Evaluation, 579:745–754. https://​doi.​org/​10.​1016/j.​scito​tenv.​2016.​11.​033
Tokyo, Japan http://w ​ ww.s​ afe.n​ ite.g​ o.j​ p. Accessed 3 March 2021 Rajak H, Lanjhiyana SK, Kumar P, Thakur BS, Gupta AK, Kharya
Nödler K, Licha T, Bester K, Sauter M (2010) Development of a multi- MD (2011) Synthesis and antimicrobial evaluation of some ben-
residue analytical method, based on liquid chromatography–tan- zotriazole-substituted-1,3,4-thiadiazoles. Indian J Heterocyclic
dem mass spectrometry, for the simultaneous determination of Chem 20(3):229–232

13
Environmental Science and Pollution Research

Reddy CM, Quinn JG, King JW (2000) Free and bound benzotria- Stockholm Convention (SC) on POPs. (2021). Chemical proposed for
zoles in marine and freshwater sediments. Environ Sci Technol listing under the convention. http://​www.​pops.​int/​TheCo​nvent​
34(6):973–979. https://​doi.​org/​10.​1021/​es990​971i ion/​ThePO​Ps/​Chemi​calsP​ropos​edfor​Listi​ng/​tabid/​2510/​Defau​
Reemtsma T (2000) Determination of 2-substituted benzothiazoles lt.​aspx. Accessed on 12 April 2021
of industrial use from water by liquid chromatography/electro- Stockholm Convention (SC) on POPs. (2022). Chemical proposed for
spray ionization tandem mass spectrometry. Rapid Commun listing under the convention. http://​www.​pops.​int/​TheCo​nvent​
Mass Spectrom 14:1612–1618. https://​doi.​org/​10.​1002/​1097-​ ion/​ThePO​Ps/​Chemi​calsP​ropos​edfor​Listi​ng/​tabid/​2510/​Defau​
0231(20000​915)​14:​17%​3c161​2::​AID-​RCM70%​3e3.0.​CO;2-C lt.​aspx. Accessed on 15 April 2021
Research and Markets (2021) Benzotriazole - global market trajectory Stockholm Convention (SC) on POPs. (2023). Eleventh meeting of the
& analytics. Report ID 5301677. Global Industry Analysts, Inc Conference of the Parties to the Stockholm Convention. https://​
https://​www.​resea​rchan​dmark​ets.​com/​repor ​ts/​53016​77/​benzo​ chm.​pops.​int/​TheCo​nvent​ion/​Confe​rence​ofthe​Parti​es/​Meeti​ngs/​
triaz​ole-​global-​market-​traje​ctory-​and. Accessed 19 June 2021 COP11/​tabid/​9310/​Defau​lt.​aspx. Accessed on 12 June 2023
Richardson SD (2008) Environmental mass spectrometry: emerging Strempel S, Scheringer M, Ng CA, Hungerbühler K (2012) Screening
contaminants and current issues. Anal Chem 80(12):4373–4402. for PBT Chemicals among the “Existing” and “New” chemicals
https://​doi.​org/​10.​1021/​ac800​660d of the EU. Environ Sci Technol 46:5680–5687. https://​doi.​org/​
Rorije E, Verbruggen EMJ, Hollander A, Traas TP, Janssen MPM 10.​1021/​es300​2713
(2011) Identifying potential POP and PBT substances: develop- Takada H, Bell L (2021) Plastic waste management hazards. Interna-
ment of a new persistence/bioaccumulation-score. RIVM Report tional Pollutants Elimination Network (IPEN). https://​ipen.​org/​
601356001/2011. https://r​ ivm.o​ penre​ posit​ ory.c​ om/b​ itstr​ eam/​han- sites/​defau​lt/​files/​docum​ents/​ipen-​plast​ic-​waste-​manag​ement-​
dle/​10029/​256031/​60135​6001.​pdf?​seque​nce=​3&​isAll​owed=y hazar​ds-​en.​pdf
Ruan T, Liu R, Fu Q, Wang T, Wang Y, Song S, Wang P, Teng M, Jiang Tanaka K, van Franeker JA, Deguchi T, Takada H (2019) Piece-by-
G (2012) Concentrations and composition profiles of benzotria- piece analysis of additives and manufacturing byproducts in
zole UV stabilizers in municipal sewage sludge in China. Environ plastics ingested by seabirds: implication for risk of exposure to
Sci Technol 46(4):2071–2079. https://d​ oi.o​ rg/1​ 0.1​ 021/e​ s203​376x seabirds. Mar Pollut Bull 145:36–41. https://​doi.​org/​10.​1016/j.​
Scheringer M, MacLeod M, Wegmann F (2009) The OECD POV and marpo​lbul.​2019.​05.​028
LRTP screening tool. https://​www.​oecd.​org/​env/​ehs/​r isk-​asses​ Tanaka K, Watanuki Y, Takada H, Ishizuka M, Yamashita R, Kazama M,
sment/​45373​514.​pdf Hiki N, Kashiwada F, Mizukawa K, Mizukawa H, Hyrenbach D,
Schlabach M et al (2018) Screening Programme 2017 – AMAP assess- Hester M, Ikenaka Y, Nakayama SM (2020) In vivo accumulation
ment compounds. NILU Project no. O-117085. https://​doi.​org/​ of plastic-derived chemicals into seabird tissues. Current Biology
10.​13140/​RG.2.​2.​36121.​47200 30(4):723–728.e3. https://​doi.​org/​10.​1016/j.​cub.​2019.​12.​037
Schwalm R (2007) UV coatings: basics, recent developments and new Tangtian H, Bo L, Wenhua L, Shin PK, Wu RS (2012) Estrogenic
applications. Elsevier, Ludwigshafen, Germany potential of benzotriazole on marine medaka (Oryzias mel-
Seeland A, Oetken M, Kiss A, Fries E, Oehlmann J (2012) Acute astigma). Ecotoxicol Environ Saf 80:327–332. https://​doi.​org/​
and chronic toxicity of benzotriazoles to aquatic organisms. 10.​1016/j.​ecoenv.​2012.​03.​020
Environ Sci Pollut Res 19:1781–1790. https://​doi.​org/​10.​1007/​ Teuten EL, Saquing JM, Knappe DR et al (2009) Transport and release
s11356-​011-​0705-z of chemicals from plastics to the environment and to wildlife.
Seo J, Kim S, Lee YS, Kwon OH, Park KH, Choi SY, Park SY (2007) Philos Trans R Soc B 364:2027–2045. https://​doi.​org/​10.​1098/​
Enhanced solid-state fluorescence in the oxadiazole-based rstb.​2008.​0284
excited-state intramolecular proton-transfer (ESIPT) material: Tierney KB, Kennedy CJ, Gobas F, Gledhill M, Sekela M (2013)
synthesis, optical property, and crystal structure. J Photochem Organic contaminants and fish. In: Anthony P (ed) Organic
Photobiol A Chem 191(1):51–58 chemical toxicology of fishes, vol 33. Academic Press, pp 1–52
Sharma BM, Bharat G, Tayal S, Nizzetto L, Larssen T (2014) The Til H, van der Meulen H, Huismans J, de Groot A (1968) Short-term
legal framework to manage chemical pollution in India and the (49-day) and sub-chronic (90-day) toxicity studies with “BY
lesson from the Persistent Organic Pollutants (pops) | Elsevier 1137” in rats. Report no R 2640. Central Institute for Nutrition
Enhanced Reader. Sci Total Environ 490:733–747. https://​doi.​ and Food Research Zeist, The Netherlands https://​hero.​epa.​gov/​
org/​10.​1016/j.​scito​tenv.​2014.​05.​043 hero/​index.​cfm/​refer​ence/​detai​ls/​refer​ence_​id/​63319​47
Shi ZQ, Liu YS, Xiong Q, Cai WW, Ying GG (2019) Occurrence, United States Environmental Protection Agency (2022). https://​chemv​
toxicity and transformation of six typical benzotriazoles in the iew.​epa.​gov/​chemv​iew (Date of access: March 24, 2022).
environment: a review. Sci Total Environ 661:407–421. https://​ US EPA (2009) Screening-level hazard characterization: phenolic
doi.​org/​10.​1016/j.​scito​tenv.​2019.​01.​138 benzotriazoles category. United States Environmental Protec-
Song S, Ruan T, Wang T, Liu R, Jiang G (2014) Occurrence and tion Agency, Washington DC, USA https://​www.​petro​leumh​pv.​
removal of benzotriazole ultraviolet stabilizers in a wastewa- org/​petro​leum-​subst​ances-​and-​categ​ories/​~/​media/​213CA​01872​
ter treatment plant in China. Environ Sci: Processes Impacts 5A423​5885A​8CB45​EA4E8​D9.​ashx. Accessed 10 April 2021
16(5):1076–1082. https://​doi.​org/​10.​1039/​C3EM0​0483J Vernier M, Dufour CR, McGuirk S, Scholtes C, Li X, Bourmeau G,
Stasinakis AS, Thomaidis NS, Arvaniti OS, Asimakopoulos AG, Kuasne H, Park M, St-Pierre J, Audet-Walsh E, Giguère V (2020)
Samaras VG, Ajibola A, Mamais D, Lekkas TD (2013) Con- Estrogen-related receptors are targetable ROS sensors. Genes
tribution of primary and secondary treatment on the removal Dev 34:544–559
of benzothiazoles, benzotriazoles, endocrine disruptors, phar- Vimalkumar K, Arun E, Krishna-Kuma S, Poopal RK, Nikhil NP, Sub-
maceuticals and perfluorinated compounds in a sewage treat- ramanian A, Babu-Rajendran R (2018) Occurrence of triclocar-
ment plant. Sci Total Environ 463:1067–1075. https://​doi.​org/​ ban and benzotriazole ultraviolet stabilizers in water, sediment,
10.​1016/j.​scito​tenv.​2013.​06.​087 and fish from Indian rivers. Sci Total Environ 625:1351–1360.
Stefanakis A, Becker JA (2016) A review of emerging contaminants in https://​doi.​org/​10.​1016/j.​scito​tenv.​2018.​01.​042
water: classification, sources, and potential risks. In: McKeown Voutsa D, Hartmann P, Schaffner C, Giger W (2006) Benzotria-
A, Bugyi G (eds) Impact of water pollution on human health and zoles, alkylphenols and bisphenol A in municipal wastewaters
environmental sustainability. IGI Global, pp 55–80. https://​doi.​ and in the Glatt River, Switzerland. Environ Sci Pollut Res Int
org/​10.​4018/​978-1-​4666-​9559-7.​ch003 13(5):333–341. https://​doi.​org/​10.​1065/​espr2​006.​01.​295

13
Environmental Science and Pollution Research

Wahie S, Lloyd JJ, Farr PM (2007) Sunscreen ingredients and label- Zhang S, Wang Z, Chen J, Xie Q, Zhu M, Han W (2021) Tissue-spe-
ling: a survey of products available in the UK. Clin Exp Dermatol cific accumulation, biotransformation, and physiologically based
32(4):359–364. https://​doi.​org/​10.​1111/j.​1365-​2230.​2007.​02404.x toxicokinetic modeling of benzotriazole ultraviolet stabilizers in
Wang L, Asimakopoulos AG, Moon HB, Nakata H, Kannan K (2013) zebra fish (Danio rerio). Environ Sci Technol 55(17):11874–
Benzotriazole, benzothiazole, and benzophenone compounds in 11884. https://​doi.​org/​10.​1021/​acs.​est.​1c028​61
indoor dust from the United States and East Asian countries. Envi- Zhang Z, Ren N, Li YF, Kunisue T, Gao D, Kannan K (2011) Deter-
ron Sci Technol 47:4752–4759. https://​doi.​org/​10.​1021/​es305​000d mination of benzotriazole and benzophenone UV filters in sedi-
Watanabe M, Noma Y (2010) Behavior of 2-(3,5-di-tert-butyl-2-hy- ment and sewage sludge. Environ Sci Technol 45(9):3909–3916.
droxyphenyl)benzotriazole (DBHPBT) and 2-(3,5-di-tert-butyl- https://​doi.​org/​10.​1021/​es200​4057
2-hydroxyphenyl)-5-chlorobenzotriazole during incineration of Zhao X, Zhang ZF, Xu L, Liu LY, Song WW, Zhu FJ, Li YF, Ma
solid waste contaminated with thousand mg/kg levels of DBH- WL (2017) Occurrence and fate of benzotriazoles UV filters in
PBT. J Hazard Mater 178(1-3):1065–1069. https://​doi.​org/​10.​ a typical residential wastewater treatment plant in Harbin, China.
1016/j.​jhazm​at.​2010.​02.​048 Environ Pollut 227:215–222. https://​doi.​org/​10.​1016/j.​envpol.​
Weiss S, Reemtsma T (2005) Determination of benzotriazole corrosion 2017.​04.​072
inhibitors from aqueous environmental samples by liquid chroma- Zhao ML, Chen Y, Yang GP, Chen R (2023) Simultaneous determi-
tography-electrospray ionization-tandem mass spectrometry. Anal nation of benzothiazoles, benzotriazoles, and benzotriazole UV
Chem 77(22):7415–7420. https://​doi.​org/​10.​1021/​ac051​203e absorbers by solid-phase extraction-gas chromatography-mass
Werner T (1979) Triplet deactivation in benzotriazole-type ultraviolet spectrometry. Environ Sci Pollut Res 30(15):45315–45330
stabilizers. The J Phys Chem 83(3):320–325. https://​doi.​org/​10.​ Zhuang S, Lv X, Pan L, Lu L, Ge Z, Wang J, Wang J, Liu J, Liu
1021/​j1004​66a004 W, Zhang C (2017) Benzotriazole UV 328 and UV-P showed
Wick A, Jacobs B, Kunkel U, Heininger P, Ternes TA (2016) Benzo- distinct antiandrogenic activity upon human CYP3A4-mediated
triazole UV stabilizers in sediments, suspended particulate mat- biotransformation. Environ Pollut 220:616–624. https://​doi.​org/​
ter and fish of German rivers: new insights into occurrence, time 10.​1016/j.​envpol.​2016.​10.​011
trends and persistency. Environ Pollut 212:401–412. https://​doi.​ Zion Market Research (2019) Plastic additives market by type (plasti-
org/​10.​1016/j.​envpol.​2016.​01.​024 cizers, stabilizers, flame retardants, impact modifiers, and oth-
Wypych G (2020) Handbook of UV degradation and stabilization. Else- ers) and by application (packaging, automotive, consumer goods,
vier. https://​doi.​org/​10.​1016/​C2019-0-​00344-5 construction, and others): global industry perspective, compre-
Xue J, Chen X, Li Q, Sun R, Xiao J, Li Y (2022) A 3D-QSAR hensive analysis, and forecast, 2018–2025. https://​www.​zionm​
model for the comprehensive bioenrichment and biodegrada- arket​resea​rch.​com/​news/​plast​ic-​addit​ives-​market
tion effect of benzotriazole ultraviolet stabilisers and applica-
tion of the model in molecular modification. Environ Sci Pol- Publisher’s note Springer Nature remains neutral with regard to
lut Res Int Feb 29(10):14534–14551. https://​doi.​org/​10.​1007/​ jurisdictional claims in published maps and institutional affiliations.
s11356-​021-​16674-5
Xue J, Wan Y, Kannan K (2016) Occurrence of benzotriazoles (BTRs) Springer Nature or its licensor (e.g. a society or other partner) holds
in indoor air from Albany, New York, USA, and its implications exclusive rights to this article under a publishing agreement with the
for inhalation exposure. Toxicol Environ Chem 99(3):402–414. author(s) or other rightsholder(s); author self-archiving of the accepted
https://​doi.​org/​10.​1080/​02772​248.​2016.​11962​08 manuscript version of this article is solely governed by the terms of
Yanagimoto H et al (2011) Poster: occurrence of benzotriazole UV sta- such publishing agreement and applicable law.
bilizers and synthetic musks in human adipose tissues collected
from Japan, South Korea, China, Spain, and the USA. In: 32nd
SETAC (Society of Environmental Toxicology and Chemistry)
North America, p 257

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