MAIMUUTTUNUTUL DINTU DIDUNIANI

US009862856B2

(12) United States Patent (10) Patent No.: US 9 ,862,856 B2

Yang et al. (45) Date of Patent : Jan . 9 , 2018
(54 ) WOOD COATING COMPOSITION (2013.01); C09J 133/ 12 (2013.01); CO8F
2230 /085 ( 2013 .01); C08G 77 /20 (2013 .01)
( 71 ) Applicants :Rohm and Haas Company ,
@ (58 ) Field of Classification Search
Philadelphia , PA (US ); Dow Global CPC ........ .............. C08F 2230 /085; C08F 220 /06 ;
Technologies LLC , Midland , MI (US ) COSF 220 / 14 ; CO8F 220 / 18; CO8F
@(72) Inventors: Xiaohong Yang , Shanghai (CN ) ; 220 /20 ; C08F 220 /58 ; C09D 4 /06 ; C08G
Jianming Xu , Shanghai (CN ); Yawei 77 /20
Xu, Shanghai (CN ) ; Baoqing Zheng, See application file for complete search history .
Shanghai (CN ) ; Shujun Shu , Shanghai
(CN ) (56 ) References Cited
(73 ) Assignees: Dow Global Technologies LLC ,
@ U .S . PATENT DOCUMENTS
Midland, MI (US ); Rohm and Haas 2002/0120039 A1* 8/2002 Furukawa ............. C08F 230 /08
Company, Philadelphia , PA (US ) 524 /81
2010 /0041822 AL 2/2010 Hashemzadeh
( * ) Notice : Subject to any disclaimer, the term of this
@ 2012 /0264859 Al * 10 /2012 Xu .... COSL 31/02
patent is extended or adjusted under 35 524 /243
U . S .C . 154 (b ) by 0 days . FOREIGN PATENT DOCUMENTS
(21) Appl.No.: 14/891,044 CN 1385447 A 12/ 2002
CN 1438253 A 8/ 2003
(22) PCT Filed : May 30 , 2013 DE 102007021776 A1 11/2008
EP 1305377 A1 5 /2003
(86 ) PCT No .: PCT/CN2013/076448 EP
JP
2514790 A1
1996100035 A
10 /2012
4 /1996
$ 371 (c )(1), JP 2002121467 A 4 / 2002
( 2 ) Date: Nov . 13 , 2015 wo 2011133408 A2 10 / 2011
(87 ) PCT Pub . No.: W02014 / 190515 OTHER PUBLICATIONS
PCT Pub . Date : Dec . 4 , 2014 International Search Report for International Application No. PCT/
(65 ) Prior Publication Data CN2013 /076448 ; International Filing Date May 30 , 2013 ; dated
Feb . 20 , 2014 ; 3 pages .
US 2016 /0122575 A1 May 5, 2016 Written Opinion of the International Search Report for International
Application No. PCT/CN2013 /076448 ; International Filing Date
(51) Int. Ci.
C08 77/ 14 ( 2006 . 01)
May 30 , 2013 ; dated Feb . 20 , 2014 ; 4 pages.
C08G 77/20 ( 2006 .01) * cited by examiner
C08F 2018 (2006 .01)
C08F 220 / 54 ( 2006 .01 ) Primary Examiner — Karuna P Reddy
C09D 133/ 14 (2006 .01) (74) Attorney, Agent, or Firm — Karl E . Stauss ; Cantor
C08F 265 / 06 ( 2006 .01) Colburn LLP
C08F 220 / 14 ( 2006 .01)
CO9J 133 /12 (2006 .01) (57) ABSTRACT
C09D 4 /06 ( 2006 .01) Awood coating formulation with improved water repellency
CO8F 230/ 08 ( 2006 . 01) while maintaining coating performance such as clarity and
(52 ) U . S . CI. hardness , the process ofmaking thereof.
CPC .......... C09D 133 / 14 (2013 .01); C08F 220/ 14
(2013.01); C08F 265/06 (2013.01); C09D 4 /06 10 Claims, No Drawings
 US 9 ,862,856 B2
WOOD COATING COMPOSITION
( II)
FIELD OF THE INVENTION [ CH , 1 CH?
This invention relates to a coating composition or formu - 5 H2C = C — 0 – 0 - R2 + Si - O + Si - R3;
lation , especially, a wood coating formulation with R CH3 . CH3
improved water repellency while maintaining coating per
formance such as clarity and hardness. in formula (II ), R ' represents a hydrogen atom or a methyl
INTRODUCTION 10 group ; R² represents a C . - C . bivalent hydrocarbon group;
R represents a C1- C10 alkyl group or a C -C1o alkoxyl
In coatings , especially wood coatings, water repellency group ; and n represents an integer of from 1 to 100 ; or
has a significant impact on coating performance such as
water resistance and alcohol resistance. Water repellency of (III)
wood coatings could be obtained by incorporating hydro [ CH3
phobic monomers into polymer binder by polymerization . 0
CH ; 1
Commonly used hydrophobic monomers include (meth ) H?C = c = & — —RºSi Fo _ Si _ CH,
acrylate C . - C . , alkyl ester monomers such as 2 -ethylhexyl
acrylate ( 2 -EHA ), lauryl methyacrylate , and linear silicone 20 R? | CH3 Ja ,
- 3

with at least one double bond such as Dow CorningTM 32

additive commercially available from Dow Corning . in formula (III ), R ' represents a hydrogen atom or a
Both (methacrylate Co-C22 alkyl ester monomers and methyl group , and R represents a C , -C . bivalent hydrocar
linear silicone with at least one double bond polymerize with bon group .
other commonly used monomers to form a coating with 25 The reactive surfactant has a structure of R '-R ?; and R ' is
excellent water repellency with different hydrophobicity .
In addition to water repellency , wood coating films also anCH2alkenyl = CH - HC
group selected from CH2CH = CH - ,
- , CH2 = C (CH3) CH2CH2— ; and R ?
have to be hard and clear . Therefore , it is desirable to provide is a radical comprising at least two carbon atomsand at least
a coating, especially a wood coating, with good water one oxylene , oxypropylene or oxybutylene unit . In a pre
repellency while maintaining good coating performance 30 ferred embodiment, the (methacrylate C6 -C22 alkyl ester
such as hardness and clarity . nonionic monomer is selected from 2 - ethylhexyl (meth )
SUMMARY OF THE INVENTION acrylate , decyl (meth )acrylate , lauryl (meth )acrylate, isode
cyl (meth )acrylate, and the combination thereof.
The present invention provides a polymer dispersion 353 monomer In another preferred embodiment, the self -crosslinking
comprising , based on the total weight of the polymer dis etoxyethyl is(methacrylate selected from diacetone acrylamide, acetoac
, acetoacetoxypropyl (meth acry
persion , from 40 wt. % to 70 wt. % of water, and from 30 late , allyl acetoacetate , acetoacetoxybutyl (meth )acrylate ,
wt. % to 60 wt. % of polymer particles comprising , as 2 ,3 -di(acetoacetoxy )propyl (meth ) acrylate , and the compo
polymerized units, based on the totalweight of the polymer 40 sition thereof.
particles, i) from 28 wt. % to 46 wt. % of at least one
(meth )acrylate C6-C22 alkyl ester nonionic monomer; ii) hasIn aanother preferred embodiment, the reactive surfactant
structure of R -R ?; and R2 is — C6Hz(R3) 0
from 0 . 1 wt. % to 10 wt. % of at least one self - crosslinking
monomer ; iii) from 2 wt. % to 4 wt. % of at least one reactive ( CH2^ _R= CH2O
cu O ), CHR4, CHO20CH2CH R ( CH30
CH
CH R°) 0 ( CH, CH , O), R
silicone with at least one carbon - carbon double bond ; iv ) 45 CH , - 0 ). — R4.
0 ( CH,
0 (CH - CH (CH2) 0 ). - R4
from 0 . 5 wt. % to 5 wt. % of a reactive surfactant. O (CH2- CH ( CH2CH3) On- R4, 0 (CH2
The reactive silicone with at least one double bond and the CH , - 0 ) - (CH . - CH (CH , ) - 0 ). - R4. 0 (CH ,
(meth ) acrylate C . -C . , alkyl ester nonionic monomer are CH (CH ) 0 ) (CH , CH , _ 0 ). — R4. O (CH ,
polymerized through the carbon - carbon double bond ; the CH (CH2CH3)40 )m - (CH2- CH2 - On- Rº, or
polymer particles have a Tg of from 20° C . to 50° C .; and 50 (CH2CH20)m ( CH2 - CH (CH CH3) - On - R4; and
a particle size of from 50 to 150 nm . R3 is an alkyl group; R4 is hydrogen or a polar group such
The reactive silicone has one of the following formulas (I) as sulfonate ( SO3M ), sulfate ( SO M ), phosphonate
to ( III): IPO3M ) or phosphate ( PO _M ); M is H *, Li+, Na +, K +,
NH4+ ; and n is from 5 to 100 and m is from 0 to 100 .
55 The present invention further provides a wood coating
(1) composition comprising from 50 wt. % to 85 wt. % based on
the total weight of the wood coating composition of the
i [[ qHCH3; ]] ÇHCH3;
H?các _ _ o - R2 - si - o - - Si - R3 - 0 - º - c -= CH2
CH);;
polymer dispersion as described above.
-
60 DETAILED DESCRIPTION OF THE
| CH3 ], CH3 RS INVENTION
The polymer dispersion of the present invention com
in formula (I), R or R4 is the same or different, and prises, based on the total weight of the polymer dispersion ,
represents a hydrogen atom or a methyl group ; R² or R ’ is 65 from 40 wt. % to 70 wt. % , preferably from 50 wt. % to 60
the same or different, and represents a C1-Co bivalent hydro wt. % of water, and from 30 wt. % to 60 wt. % , preferably
carbon group ; and n represents an integer of from 1 to 100 ; from 40 wt. % to 50 wt. % of polymer particles .
 US 9 ,862,856 B2
The polymer particles comprise, as a polymerized unit,
from 28 wt. % to 46 wt. % , preferably from 30 wt. % to 40
çH 7 (III)
wt. % , and more preferably from 31 wt. % to 37 wt. % , based
on the total weight of the polymer particles, at least one
(meth )acrylate C6- C22 alkyl ester nonionic monomer. A
“ nonionic monomer ” means that the polymerized monomer
residue does not bear an ionic charge between pH = 1 - 14 .
Suitable (meth )acrylate C6-C22 alkyl ester nonionic mono
5
lo
H?C = c _ © _ 0 _ R
1
_ Si _ o _ Si _ CH,
CH3 J33 ;

in formula (III), R ? represents a hydrogen atom or a

mers include
mers include ((meth
meth )jacrylic
acrylic esters such asas 22 --ethylhexyl
esters such ethylhexyl 10 met
methyl group, and R2 represents a C ,-Co bivalent hydrocar
(meth )acrylate , cyclohexyl (meth )acrylate , tetradecyl (meth ) bon group.
acrylate , bleyl
oleyl (meth )acrylate , palmityl (meth
methacrylate )acrylate ,
methacrylate Illustrative examples of the reactive silicone with at least
stearyl (meth )acrylate, decyl (meth )acrylate , lauryl (meth ) one carbon -carbon double bond include, Dow Corning 32
acrylate , and isodecyl (meth )acrylate ; succinates such as 15 additive commercially available from Dow Corning , Coa
dihexyl succinate and didecyl succinate ; vinyl esters such as tOSilTM 3509 commercially available from Momentive .
vinyl versatate . Preferably , the (meth )acrylate Co
letnjacrylate -C22 alky
Col22 alkyl! The polymer particles of the present invention further
ester nonionic monomer is selected from 2 -ethylhexyl comprise, as a polymerized unit, from 0 .1 wt. % to 10 wt. % ,
(meth )acrylate , decyl (meth )acrylate , lauryl (meth )acrylate, preferably from 1 wt. % to 5 wt. % , and more preferably
isodecyl (meth )acrylate , and the combination thereof. More from 1.5 wt. % to 3 wt. % , at least one self-crosslinking
preferably , the (meth )acrylate C6- C22 alkyl ester nonionic monomer. The “ self- crosslinking monomer” refers to mono
monomer is selected from 2 -ethylhexyl (meth )acrylate , lau mers containing acetoacetoxy groups , acetoacetamide
groups , N - hydroxylmethyl groups or diacetone acrylamide
ryl (meth )acrylate, and the combination thereof. functional groups . Suitable self -crosslinking monomers
The polymer particles of the present invention further include diacetone acrylamide (DAAM ), hydroxylmethyl
comprise, as a polymerized unit, from 2 wt. % to 4 wt. % , amide monomers such as N - hydroxylmethyl (meth ) acryl
preferably from 2 .1 wt. % to 3 .9 wt. % , and more preferably a mide; acetoacetoxy or acetoacetamide functional mono
from 2 .5 wt. % to 3 .5 wt. % based on the total weight of the mers such as acetoacetoxyethyl (meth )acrylate , acetoac
polymer particles, at least one reactive silicone with at least 3 etoxypropyl (meth )acrylate, acetoacetoxybutyl (meth )
one carbon -carbon double bond . The reactive silicone with a crylate , and 2 , 3 - di(acetoacetoxy ) propyl (methacrylate ;
at least one carbon - carbon double bond may have one of the allyl acetoacetates ; vinyl acetoacetates; and acetoacetamides
following formulas. of formula ( IV ):
Reactive silicone with at least one carbon -carbon double 35
bond may have a structure of Formula (I): (IV )
OR

N
? ? ? ? ? ? ? ?? ? ? ? ? ? ?
R!
CHz ] CH3
H . C = C — 0 – 0 - R2 + Sio + Si - R3 - 0 - 0 - C = CH2;
| CH3 2nJ, CH3
in formula (I), Rior R4 is the same or different, and acrylate
40

wherein R is either H or methyl. Preferred self-crosslinking

monomers are selected from diacetone acrylamide (DAAM ),
acetoacetoxyethyl (meth )acrylate , acetoacetoxypropyl
45 (meth )acrylate, allyl acetoacetate , acetoacetoxybutyl (meth )
the
, 2, 3 -di(acetoacetoxy ) propyl (meth ) acrylate , and
composition thereof.
represents a hydrogen atom or a methyl group ; R² or R² is
the same or different, and represents a C . - C . bivalent hydro - The polymer particles of the present invention further
carbon group ; and n represents an integer of from 1 to 100 . 50 comprise
preferably
, as a polymerized unit , from 0 .5 wt. % to 5 wt. % ,
from 1 wt. % to 3 wt. % based on the total weight
Reactive silicone with at least one carbon -carbon double » of the polymer particles, a reactive surfactant.
bond may have a structure of Formula (II):
The reactive surfactant used in the present invention has
a structure of:
(II) 55
" plor [ cH ; 1 çh
H2C = C — 0 – 0 - R2 + Si - o + Si - R3;
R! ( CH3 ), CH3
;
CH
R !- R ?;
wherein Rl is an alkenyl group selected from CH3
= CH2, CH2 = CH - HC2, CH = C ( CH3) 2CH2
CH2 — ; R² is a radical comprising at least two carbon atoms
60 and at least one oxylene or oxypropylene or oxybutylene
unit . Preferably R2 is C Hz( R3) _ 0 — ( CH2
in formula (II), R represents a hydrogen atom or a methyl CH2 - O - R , O CH . - CH (CH , O CH , –
group : R2 represents a C . - C . bivalent hydrocarbon group ; R30 (CH , CH , O ). - R4, 0 (CH ,
Rº represents a C1 -C10 alkyl group or a C -Cio alkoxyl CH - 0 ). - R . (CH , - CH (CH on R4,
group; and n represents
represents anan integer
integer ofof from
from 11 toto 100
100 .. 650 (CH2- CH (CH CH3) O )n - R4, 0 — (CH -
Reactive silicone with at least one carbon -carbon double CH20)m (CH CH (CH3) On- R4, O CH —
bond may have a structure of Formula (III): CH (CH3) 0 )m (CH - CH2 - On - R , CO (CH , —
 US 9, 862, 856 B2
CH (CH , CHz) )m (CH2CH )n - R4, or catalyzing metal salts of iron , copper, manganese , silver ,
( CH2CH , 0 )m ( CH2CH (CH2CH3)40 )n - R “; platinum , vanadium , nickel, chromium , palladium , or cobalt
wherein R is an alkyl group ; R * is hydrogen or a polar group may be used . Chelating agents for themetals may optionally
such as sulfonate ( SO3M ), sulfate ( SO4M ), phospho be used .
nate ( PO3M ) or phosphate ( PO4M ) ; M is H * , Li*, Na+ , 5 Chain transfer agents may also be used in the polymer
K * , NH _ * ; and n is from 5 to 100 and m is from 0 to 100 . ization to lower the molecular weight of the emulsion
Suitable reactive surfactant for use in the present inven polymer and /or to provide a different molecular weight
tion includes NOIGENTM RN surfactants and HITENOLTM distribution than would otherwise have been obtained with
BC surfactants commercially available from Montello , Inc., any free radical initiator. Suitable examples of chain transfer
LATEMULTM PD surfactants commercially available from 10 agents include halogen compounds such as tetrabromometh
KAO Corporation , ADEKA RESOAPTM SR surfactants ane ; allyl compounds; or mercaptans such as alkyl thiogly
commercially available from ADEKA Corporation .
Other ethylenically unsaturated nonionic monomers may branched alkylmercaptoalkanoates
colates , alkyl , and C4 -C22 linear or
mercaptans . Chain transfer agent( s ) may be
be comprised in the polymer particles, as a polymerized unit,
so that the total solids of all monomers in the polymer is15 added
a in one or more additions or continuously, linearly or
particles reaches 100 wt. % . These other ethylenically not, over most of or the entire reaction period or during
unsaturated nonionic monomers that may be used in this limited portion ( s ) of the reaction period such as in the kettle
invention include (methacrylic ester monomers, where charge and in the reduction of residual monomer stage .
(meth )acrylic ester designates methacrylic ester or acrylic Chain transfer agents are typically used in the amount of 0
ester, including methyl acrylate, ethyl acrylate, butyl acry - 20 to 5 wt. % , based on the total weight of monomer used to
late, 2 - ethylhexyl acrylate , decyl acrylate , lauryl acrylate , form the aqueous polymer dispersion . A preferred level of
methyl methacrylate, butyl methacrylate , isodecyl meth - chain transfer agent is from 0 .01 to 0 .5 , more preferably
acrylate , lauryl methacrylate , hydroxyethyl methacrylate, from 0 .02 to 0 .4 and most preferably from 0 .05 to 0 .2 mole
hydroxypropyl methacrylate; (methacrylonitrile ; (meth ) % , based on the total moles ofmonomers used to form the
acrylamide; amino - functional and ureido - functional mono - 25 aqueous polymer dispersion .
mers ; monomers bearing acetoacetate functional groups ; In one embodiment of the present invention , the aqueous
styrene and substituted styrenes; butadiene ; ethylene, pro - emulsion polymer may be prepared by a multistage emul
pylene, a -olefins such as 1 - decene; vinyl acetate , vinyl sion polymerization process, in which at least two stages
butyrate, vinyl versatate and other vinyl esters; and vinyl differing in composition are polymerized in a sequential
monomers such as vinyl chloride and vinylidene chloride . 30 fashion . Such a process sometimes results in the formation
The polymerization techniques used to prepare the poly
mer include well known technologies such as emulsion of at least two mutually incompatible polymer compositions ,
thereby resulting in the formation of at least two phases
polymerization . In the emulsion polymerization process ,
conventional surfactants may be used such as anionic and /or 5 composed ofpolymer
within the
two or
particles . Such polymer particles are
more phases of various geometries or
nonionic emulsifiers such as alkali metal or ammonium salts 35 compos morphologies such as core/shell or core /sheath particles ,
of alkyl, aryl, or alkylaryl sulfates , sulfonates or phosphates ; core/ shell particles with shell phases incompletely encapsu
alkyl sulfonic acids; sulfosuccinate salts ; fatty acids ; ethyl
enically unsaturated surfactant monomers ; and ethoxylated lating the core , core/ shell particles with a multiplicity of
alcohols or phenols. The amount of surfactants used is cores , and interpenetrating network particles. In all of these
usually 0 . 1 % to 6 % by weight, based on the weight of 40 cases the majority of the surface area of the particle will be
monomer. Either thermal or redox initiation processes may occupied by at least one outer phase and the interior of the
be used in the polymerization process . The reaction tem - particle will be occupied by at least one inner phase . Each
perature is maintained at a temperature lower than 100° C . of the stages of the multi-staged emulsion polymer may
throughout the reaction . Preferably, the reaction temperature contain the same monomers, surfactants, chain transfer
is between 30° C . and 95° C ., and more preferably , between 45 agents , etc . as disclosed herein -above for the emulsion
50° C . and 90° C . The monomer mixture may be added neat polymer. In the case of a multi -staged polymer particle the
or as an emulsion in water. The monomer mixture may be Tg for the purpose of this invention is to be calculated by the
added in one or more additions or continuously, linearly or Fox equation as detailed herein using the overall composi
not, over the reaction period , or combinations thereof. tion of the emulsion polymer without regard for the number
Conventional free radical initiators may be used in polym - 50 of stages or phases therein . Similarly, for a multi- staged
erization . Commonly used initiators include hydrogen per - polymer particle the amount of the monomers shall be
oxide , sodium peroxide , potassium peroxide , t -butyl hydrop - determined from the overall composition of the emulsion
eroxide , cumene hydroperoxide , ammonium and / or alkali polymer without regard for the number of stages or phases
metal persulfates, sodium perborate, perphosphoric acid and therein . For example, the first stage composition primarily
salts thereof, potassium permanganate , and ammonium or 55 comprises of styrene and the second stage comprises of the
alkali metal salts of peroxydisulfuric acid . They were typi composition described by this invention . Furthermore , the
cally used at an amount of from 0 .01 % to 3 .0 % by weight, core of the polymer particle may be hollow (i.e ., air void ).
based on the weight of total monomer. Redox systems using The polymerization techniques used to prepare such multi
the same initiators coupled with a suitable reductant such as stage emulsion polymers are well known in the art, e . g., as
sodium sulfoxylate formaldehyde , ascorbic acid , isoascorbic 60 described in U .S . Pat. Nos . 4 ,325 , 856 ; 4 ,654 , 397 ; and 4 ,814 ,
acid , alkali metal and ammonium salts of sulfur- containing 373 . The glass transition temperature ( Tg ) of the polymer
acids , such as sodium sulfite, bisulfite , thiosulfate, hydro - particles of the present invention is from 20° C . to 50° C .,
sulfite , sulfide, hydrosulfide or dithionite , formadinesulfinic preferably from 25° C . to 40° C . Tgs used herein are those
acid , hydroxymethanesulfonic acid , acetone bisulfite , calculated by using the Fox equation ( T . G . Fox , Bull . Am .
amines such as ethanolamine, glycolic acid , glyoxylic acid 65 Physics Soc ., Volume 1, Issue No. 3 , page 123 (1956 )). That
hydrate , lactic acid , glyceric acid , malic acid , tartaric acid is, for calculating the Tg of a polymer of monomers M and
and salts of the preceding acids may be used . Redox reaction M2,
 US 9 , 862, 856 B2
to 30 ,000 , preferably from 500 to 10 ,000 , more preferably
w (Mi)- +w (M2) from 1,000 to 5 ,000 and most preferably from 1, 500 to
Tz( calc .) “ T (M ) * T (M2) 3 ,000 .
Antifoaming agents and / or defoaming agents may include
wherein T . ( calc . ) is the glass transition temperature cal- silicone- based and mineral oil-based defoamers . Surfactants
culated for the polymer, w ( M ) is the weight fraction of may include anionic , nonionic , cationic surfactants and
monomer M , in the polymer, w ( M ,) is the weight fraction of amphiphilic surfactant. Preferably , the surfactant is anionic
monomer M , in the polymer, T .(M ) is the glass transition and nonionic surfactants, and more preferably , the surfactant
temperature of the ofMy, and T (M2) is the glass transition 10 is nonionic surfactant.
temperature of the of M2, all temperatures being in K . The Suitable coalescing agents, plasticizers, and other
glass transition temperatures ofmay be found , for example , optional cosolvents may include ethylene glycol, propylene
in Polymer Handbook , edited by J. Brandrup and E . H . glycol, hexylene glycol, 2 ,2 ,4 -trimethyl- 1, 3 -pentanediol
Immergut, Interscience Publishers . monoisobutyrate (TEXANOLTM ), Coaso1TM , glycol ethers ,
The average particle diameter of the polymer particles of 15 mineral spirits, methyl carbitol, butylcarbitol, phthalates,
the present invention is from 50 to 150 nanometers, and is
preferably from 70 to 110 nanometers , as measured by a The formulation of the wood coating compositions
The
BI- 90 Particle Sizer (Brookhaven Instruments, USA ).
The aqueous polymer dispersion may also contain one or 20 involve the selection and admixture of appropriate coating
ingredients in correct proportions to provide a paint with
more organic and/or inorganic bases as a neutralizer. Suit- 20 specific processing and handling properties and ultimately a
able bases include ammonia , sodium hydroxide , potassium final dry paint film with desired properties .
hydroxide, zinc oxide , mono - ethanolamine , triethyl amine ,
diethyl amine , dimethyl amine, sodium borate , potassium The wood coating composition may be applied by con
borate , aluminum hydroxide and the composition thereof. . ventional application methods such as brushing and spraying
The wood coating composition of the present invention
comprises from 50 to 85 % ,preferably from 60 % to 80 % ,by less spray, high volume low pressure spray, and air-assisted
wet weight based on the total weight of wood coating airless spray.
composition , of the above mentioned polymer dispersion .
The wood coating composition of the present invention may 30 EXAMPLES
further contain at least one conventional coating adjuvant,
including coalescing agents , cosolvents , surfactants , buffers,
neutralizers, thickeners , non -thickening rheology modifiers , I. Raw Materials
dispersants, humectants, wetting agents , biocides , plasticiz
ers, antifoaming agents, defoaming agents, anti-skinning 35
agents , colorants , flowing agents , crosslinkers , anti -oxi TABLE 1
dants . A)
Thickeners may include polyvinyl alcohol (PVA ), hydro Supplier
phobically modified alkali soluble emulsions (HASE ), Abbreviation Chemical
alkali-soluble or alkali swellable emulsions (ASE ), hydro - 40 2-EHA 2- ethylhexyl acrylate Reagent
Sinopharm Chemical
phobically modified ethylene oxide - urethane polymers Co., Ltd .
known in the art as HEUR , and cellulosic thickeners such as MAA methacrylic acid Sinopharm Chemical
Reagent Co., Ltd .
hydroxymethyl cellulose (HMC ), hydroxyethyl cellulose MMA methylmethacrylate Sinopharm Chemical
(HEC ), hydrophobically -modified hydroxy ethyl cellulose Reagent Co ., Ltd .
(HMHEC ), sodium carboxymethyl cellulose (cellulose SCMC), 45 BA butyl acrylate Sinopharm Chemical
Reagent Co., Ltd .
sodium carboxymethyl 2 -hydroxyethyl cellulose, 2-hy DAAm diacetone acrylamide Kyowa Hakko Chemical Co., Ltd .
droxypropyl methyl cellulose , 2 -hydroxyethyl methyl cel ADH adipic dihydrazide Kyowa Hakko Chemical Co ., Ltd .
lulose, 2-hydroxybutyl methyl cellulose, 2-hydroxyethyl APS ammonia persulfate Sinopharm Chemical
Reagent Co ., Ltd .
ethyl cellulose , 2 - hydoxypropyl cellulose . Also useful as 50
thickeners are fumed silica , attapulgite clay and other types B)
of clay , and titanate chelating agents .
Dispersants may include non -ionic , anionic and cationic Material Supplier
dispersants such as polyacid , 2 - amino - 2 -methyl- 1 -propanol DOWANOL TM PnB coalescent Dow Chemical Company
( AMP ), dimethyl amino ethanol (DMAE ), potassium trip - 55 DOWANOL TM DPnB coalescent Dow Chemical Company
olyphosphate (KTPP ), trisodium polyphosphate ( TSPP ), cit TEGO TM Airex 902w defoamer Evonik Industries AG
ric acid and other carboxylic acids . Prefer the polyacids with Byk TM 346 wetting agent Byk - Chemie GmbH
suitable molecular weight. The polyacids may include Deutron MK matting agent Deuteron GmbH
homopolymers and polymers based on polycarboxylic acids , TEGO TM Glide 410 wetting agent Evonik Industries AG
ACRYSOL TM RM -8W rheology modifier Dow Chemical Company
including those that have been hydrophobically - or hydro - 60 Dow Corning TM 32 additive Dow Corning Corporation
philically -modified . Suitable examples include polyacrylic Latemul PD - 104 surfactant Kao Corporation
acid or polymethacrylic acid or maleic anhydride with sodium carbonate Sinopharm Chemical
various monomers such as styrene , acrylate or methacrylate Reagent Co ., Ltd .
esters , diisobutylene, and other hydrophilic or hydrophobic ammonia (30 % ) Sinopharm Chemical
comonomers as well as the salts of the aforementioned 65 Reagent Co., Ltd .
dispersants, and mixtures thereof. The molecular weight of
such polyacids dispersant is from 400 to 50 , 000 , or from 400
 US 9, 862, 856 B2
10
II . Procedures ii ) One Stage Polymerization
Monomer Emulsion 3 — Latemul PD - 104 surfactant (54 g ,
A . Preparation for Inventive Polymer (IC ) and ComparaId 20 % active) was dissolved in deionized water (260 g), with
tive Polymer (CC ) stirring .Monomer emulsion 3 was prepared by adding the
i) Two Stage Polymerization 5 following monomers slowly to the agitated solution :
Monomer Emulsion 1 — LatemulPD - 104 surfactant ( 18 g , DAAm . DC - 32 . 2 -EHA, MMA , and MAA . The amounts of
20 % active ) was dissolved in deionized water ( 130 g ), with each monomer loading are listed in Table 3 .
stirring. Monomer Emulsion 1 was prepared by adding the the solution containing Latemul PD - 104 surfactant (22 g ,
followingmonomers slowly to the agitated solution : 2 -EHANA ,,
MMA, and MAA . The amounts of each monomer loading 1010 5520--liter
11% active
4 -
) and deionized water (548 g) was placed in a
necked round bottom flask equipped with a ther
are listed in Table 2 . mocouple , a cooling condenser and an agitator, and was
Monomer Emulsion 2 - Latemul PD -104 surfactant (36 g , heated to 85° C . under nitrogen . An aqueous sodium car
20 % active ) was dissolved in deionized water (128 g ), with bonate solution (1 .4 g sodium carbonate in 38 g deionized
stirring . Monomer Emulsion 2 was prepared by adding the
following monomers slowly to the agitated solution : 2 -EHA, 15 water
tion (
), an aqueous ammonia persulfate (APS) initiator solu
1.4 g APS in 15 g deionized water), and 4 .7 % of
MMA , BA , DAAm , Dow CorningTM 32 Additive (DC - 32 ), Monomer Emulsion 3 were added to the flask . In about 5
and MAA . The amounts of each monomer loading are listed minutes, initiation of polymerization was confirmed by the
in Table 2 . increase of temperature by 3° C . and a change of the external
A solution containing Latemul PD - 104 surfactant (20 % appearance of the reaction mixture . After heat generation
active , 8 .8 g for CC4 , while 22 g for others) and deionized 20 had ended , the remainder of the Monomer Emulsion 3 was
water (548 g ) was placed in a 5 liter 4 -neck round -bottom added gradually to the flask over 90 minutes , with stirring .
flask equipped with a thermocouple , a cooling condenser Polymerization reaction temperature was maintained at 79 to
and an agitator, and was heated to 85° C . under nitrogen . An 81° C . After completing the addition , the vessel that con
aqueous sodium carbonate solution ( 1 . 4 g sodium carbonate
in 38 g deionized water), an aqueous ammonia persulfate ulate 25 tained
25 the
the
Monomer Emulsion 3 and feeding pipes leading into
flask were rinsed with 30 g deionized water , and the rinse
(APS ) initiator solution ( 1 .4 g APS in 15 g deionized water ), was added back to the flask . The reaction mixture was held
and 4 .7 % of Monomer Emulsion 1 were added to the flask . at 70° C . for 60 minutes . The reaction was cooled to 50° C .
In about 5 minutes, initiation of polymerization was con and then neutralized to pH 7 .0 -8.0 by 30 % ammonia . The
firmed by the increase of temperature by 3° C . and a change
ofthe external appearance of the reaction mixture . After heat 30 reaction
Then the
mixture was held at 45 to 50° C . for 10 minutes .
ADH slurry ( 18 g in 33 g water) was post added
generation had ended , the remainder of theMonomer Emul into the reactor over 10 minutes and held for 10 minutes. The
sion 1 was added gradually to the flask over 90 minutes , with reaction was cooled to room temperature to get a final
stirring . Polymerization reaction temperature was main polymer emulsion .
tained at 79 to 81° C . After the addition was completed , the
vessel containing the Monomer Emulsion 1 and the feeding 35 TABLE 3
pipes leading into the flask were rinsed with 30 g deionized
water, and the rinse was added back to the flask . Monomers loading
Monomer Emulsion 2 was then added in the samemanner
Monomer Emulsion 3
as Monomer Emulsion 1 over 90 minutes . Upon completing
the addition , the reaction mixture was held at 70° C . for 60 40 EHA MMA MAA DC -32 DAAm
minutes . The reaction was cooled to 50° C . and then (g ) (g) (g) ( g) (g )
neutralized to pH 7 .0 -8 .0 by ammonia (30 % ). The reaction
mixture was held at 45 to 50° C . for 10 minutes. Then the IC 8 332 504 27.3 18.1 22.6
ADH slurry ( 18 g in 33 g water in inventive polymer, and 36
g ADH in 66 g water in comparative polymer ) was post 45 B . Preparation for Wood Coating Formulation
added into the reactor over 10 minutes and held for 10 In a plastic beaker equipped with mechanical agitation
minutes. The reaction was cooled to room temperature to get and tri- blade blade , the following components were added
a final polymer emulsion . into the beaker in sequence (while the agitator speed is at
TABLE 2
Monomers loading

Monomer Emulsion 1 Monomer Emulsion 2

EHA MMA MAA MMA MAA DAAm EHA DC- 32 BA
Examples (g) (g ) (g ) (g) (g) (g ) (g ) (g ) (g )
CC 1 136 306 207 18 . 3 22 .6 204 0
CC 2
?? 3
CC 4
226
136
136
216
306
306
162
203
185
18 . 3
18. 3
18 .3
44 . 9
22 . 6
22 . 6
226
199
118
0
9 .1
18 . 1
O
91
IC 1 136 306 185 18 . 3 22 .6 118 18. 1 91
IC 2 136 306 189 18 . 3 22. 6 154 18 . 1 50
IC 136 306 198 18. 3 22. 6 196 18 . 1 O

AaWuNA
IC 4
IC 5
IC 6
136
136
136
306
306
306
306
9
194
190
190
131
18 . 3
18 . 33
18
18. 3
22. 6
22.66
22
22. 6
191
187
187
245
27 . 1
36 .1
36
36 . 1
O

0
0
O

IC 7 136 306 95 18 . 3 22.6 281 36 . 1 O

 US 9,862,856 B2
11 12
300 - 500 rpm ) in 45 min : 680 g polymer emulsion , 170 g 2 : Significant change; test area clearly distinguishable
water, 25 g DOWANOLTM PnB coalescent ( PNB ), 8 g from adjacent surrounding area , visible in all viewing direc
DOWANOLTM DPnB coalescent (DPnB ), 3.7 g TEGOTM tions, e. g., discoloration , change in gloss and color, and/or
Airex 902w defoamer ( 902W ), 3 . 1 g Byk 346 wetting agent structure of the surface slightly changed , e .g ., swelling , fiber
(Byk 346 ), 30 g Deutron MK matting agent (MK ), 80 g 5 raising, cracking, blistering ;
water, 3 g TEGOTM Glide 410 wetting agent (Glide 410 ) and 3: Moderate change; test area distinguishable from adja
2 g ACRYSOLTM RM -8W rheology modifier (RM -8W ). cent surrounding area , visible in several viewing directions ,
After that, the components were continuously mixed for e . g ., discoloration, change in gloss and color no change in
another 15 min to afford a final wood coating. The solid the surface structure , e .g ., swelling , fiber raising, cracking ,
content of the final wood coating is 30 % . 10 blistering ;
C . Test Methods : 4 : Minor change ; test area distinguishable from adjacent
i) Water resistance (BS EN 12720 :2009; Furniture. surrounding area , only when the light source is mirrored on
Assessment of surface resistance to cold liquids) (“ BS EN ” the test surface and is reflected towards the observer ' s eye ,
means “ British Standard European Norm ” and is an industry e . g., discoloration, change in gloss and color no change in
standard .) 15 the surface structure , e . g ., swelling , fiber raising ;
Panels were prepared by brush applying three coats at 5 : No change ; test area indistinguishable from adjacent
80 - 90 g /m² over each type of wood . After the first coat, surrounding area .
panels were left at room temperature (RT) for four hours iii) Clarity
then sanded with sand paper. After the third coat, panels Byk haze - gard dual haze meter (available from BYK
were allowed to dry at ambient temperature for 4 hrs then in 20 Gardner GmbH ) was used to evaluate the clarity of coating
an oven at 50° C . for 48 hrs before running the water films. Coating film was prepared with a drawdown applica
resistance tests . Disc type filter paper was saturated with tor with a 120 um thick wet film on glass plate and
testing water, placed on the finished panels and covered with oven -cured at 50° C . for 48 hours . The Byk haze - gard dual
a cap to reduce evaporation . After 24 hrs, covers were haze meter tests the panel and provides two parameters :
removed . Tested areas were wiped with wet facial tissues, 25 Transmittance and Haze . The clarity of the coating film was
allowed to dry at RT to observe the damage degree . Rating calculated based on the following equation :
standard for scale 1 - 5 , where I was the worst, and 5 was the
best, is listed below . Clarity = Transmittance* (1 -Haze ).
1 : Strong change ; the structure of the surface being clarity below 20 was unacceptable .
distinctly changed and /or discoloration , change in gloss and 30 iiv ) Pencil Hardness (ASTM D3363-05( 2011 ) e2 Standard
color, and /or the surface material being totally or partially Test Te Method for Film Hardness by Pencil Test.)
removed , and /or the filter paper adhering to the surface ; A coating film was prepared with a drawdown applicator
2 : Significant change ; test area clearly distinguishable
from adjacent surrounding area, visible in all viewing direc 50° Ca. oven
with 120 um thick wet film on glass plate and cured in a
for 48 hours. Pencil hardness was tested on the
tions, e . g ., discoloration , change in gloss and color, and/ or 35 glass panel with a set of Mitsubishi calibrated wood pencils.
structure of the surface slightly changed , e . g ., swelling, fiber The set of Mitsubishi calibrated wood pencils meets the
raising , cracking, blistering ; following scale of hardness : 6H , 5H , 4H , 3H , 2H , H , F , HB ,
3: Moderate change ; test area distinguishable from adja B , 2B , 3B , 4B , 5B , 6B , where
cent surrounding area , visible in several viewing directions was the softest. Approximately 6H was the hardest, and 6B
e .g ., discoloration, change in gloss and color no change in 40 wood was carefully removed from 6 the 5 to mm (3/ 16 to 1/4 inch ) of
the surface structure , e.g ., swelling , fiber raising, cracking , pencil using a draftsman - typemechanicalpoint of the wood
sharpener to leave
blistering ; an undisturbed , unmarked , smooth cylinder of graphite core .
4 : Minor change ; test area distinguishable from adjacent The pencil was held at an angle of 90 degrees to the abrasive
surrounding area , only when the light source is mirrored on paper , rubbed the graphite core against the abrasive paper
the test surface and is reflected towards the observer 's eye , 45 maintaining
e. g ., discoloration, change in gloss and color no change in and circular ancrossexact angle of 90 degrees until a flat, smooth
section was obtained . The cross section
the surface structure , e . g ., swelling , fiber raising ; was free of chips or nicks in the edge of it . The coated panel
5 : No change; test area indistinguishable from adjacent was placed on a level, firm , horizontal surface . The test was
surrounding area . started with a Mitsubishi pencil having a highest hardness
ii ) Alcohol Resistance (BS EN 12720 :2009; Furniture. 50 and continued down the scale of hardness until the pencil
Assessment of Surface Resistance to Cold Liquids ) will not cut into or gouge the coating film . The pencil was
Panels were prepared by brush applying three coats at held firmly by a mechanical holder at a 45 degrees angle
80- 90 g/m² over each type of wood. After the first coat, against the coating film (pointed away from the operator )
panels were left at RT for four hours then sanded with sand and pushed away from the operator. It was suggested that the
paper . After the third coat, panels were allowed to dry at 55 length of the stroke was 6 .5 mm (1/4 inch ).
ambient temperature for 4 hrs then in an oven at 50° C . for The pencil hardness of the coating film was recorded as
48 hrs before running the water resistance tests . Filter discs the hardest pencil that did not cut into or gouge the coating
were saturated with testing 48 % alcohol, placed on the film .
finished panels and covered with a cap to reduce evapora
tion . After 1 hr , covers were removed . Tested areas were 60 TABLE 4
wiped with wet facial tissues , allowed to dry at RT to
observe the damage degree . Rating standard for scale 1 - 5 , Acceptable wood coating performance
where 1 was the worst, and 5 was the best, is listed below . Performance Target
1 : Strong change ; the structure of the surface being
distinctly changed and /or discoloration , change in gloss and 65 Water resistance
color, and /or the surface material being totally or partially Alcohol resistance UN
removed , and /or the filter paper adhering to the surface ;
 US 9, 862 ,856 B2
13 14
TABLE 4 -continued wherein the reactive silicone has one of the following
Acceptable wood coating performance formulas (I) to ( II):
Performance Target
5
Clarity > 20
Pensile Hardness Harder than B (including B )

III. Results
Wood coating performance results were shown in Table 6 .
10 ???????????????????
R!
cHz ] cHz
H2C = C — 0 – 0 - R2 + ?i - o + $i - R3 – 0 - - Ç = CH2
[ CH3 | CHGJn
R4
R4

wherein R ' or R4 is the same or different , and represents

TABLE 5 a hydrogen atom or a methyl group ; R2 or R3 is the
15
15 same or different, and represents a C1-Co bivalent
Wood coating performance results hydrocarbon group ; and n represents an integer of from
Water Alcohol clarity Pencil 1 to 100 ;
Wood
coatings Polument resistance
Polymer Water resistance
Alcohol Clarity Hardness Pencil

Comp. 1 CC 1 30 HB
20
Comp. 2 CC 2 ???
?? 35 3B
[ cHz | CH3

wN Nas
Comp. 3 CC 3 15 HB
Comp. 4 CC4 HB
Example 1 IC 1 HB H2C = C — 0 – 0 - R2 + ?i - o + $ i - R3
Example 2 IC 2 HB
Example 3 IC 3 HB | CH3 J, CH3
Example 4 IC 4 ??
???
M HB 25
Example 5 IC 5
Example 6 IC 6
Example 7 IC 7
26 B wherein R represents a hydrogen atom or a methyl group ;
Example 8 IC 8 HB R ? represents a C -Co bivalent hydrocarbon group; R3
represents a C1- C10 alkyl group or a C1 -C10 alkoxyl
30 group ; and n represents an integer of from 1 to 100 ;
Comparative example 1 (Comp. 1) showed that a coating and wherein the reactive surfactant has a structure of
with 37 % EHA but no DC -32 had poor water /alcohol R - R ; wherein R ' is an alkenyl group selected from
resistance (2 ). CH, CH = CH?, CH2 = CH - HC , CH3 – C
Comparative example 2 showed that a coating with over (CH3) - CH2 - CH2— ; R² is a radical comprising at
loading EHA had good alcohol resistance (3) but poor water 35 least two carbon atoms and at least one oxylene ,
resistance (2 ) and poor pencil hardness (3B ). oxypropylene or oxybutylene unit.
Comparative example 3 showed that a coating with insuf 2 . The polymer dispersion according to claim 1 wherein
ficient DC -32 had poor clarity (15) and poor water resistance the (methacrylate Co -C22 alkyl ester nonionic monomer is
(3 ) . selected from 2 -ethylhexyl (methacrylate, decyl (meth )
Comparative example 4 showed that a coating with bigger 40 acrylate , lauryl (meth )acrylate , isodecyl (meth )acrylate , and
particle size had poor clarity ( 16 ). the combination thereof.
Examples 1 - 7 showed that coatings with EHA ranging 3 . The polymer dispersion according to claim 2 wherein
from 28 % to 46 % and DC - 32 ranging from 2 % to 4 % had the (meth Jacrylate C . - C . , alkyl ester nonionic monomer is
good and balanced water/alcohol resistance ( 3 ), clarity (over selected from 2 - ethylhexyl (meth )acrylate , lauryl (meth )
20 ) and pencil hardness ( B to HB ). 45 acrylate , and the combination thereof.
The comparison between Examples 8 and 3 showed that 4 . The polymer dispersion according to claim 1 wherein
such desirable coating performance can be achieved both by the self-crosslinking monomer is selected from diacetone
one-stage polymerization and two -stage polymerization . acrylamide , acetoacetoxyethyl (meth )acrylate , acetoac
What is claimed is: etoxypropyl (meth )acrylate , allyl acetoacetate , acetoac
1 . A polymer dispersion comprising, based on the total 50 etoxybutyl (meth )acrylate, 2 ,3 -di( acetoacetoxy )propyl
weight of the polymer dispersion , from 40 wt. % to 70 wt. (meth ) acrylate , and the composition thereof.
% of water and from 30 wt. % to 60 wt. % of polymer 5 . The polymer dispersion according to claim 1 wherein
particles comprising, as polymerized units , based on the the reactive surfactant has a structure of R '-R ?; wherein R2
total weight of the polymer particles , is – CGHz(R3) - 0 (CH , CH , - ),, - R4, — O CH ,
i) from 28 wt. % to 46 wt. % of at least one (meth )acrylate 55 CH ( CH2 - O C6H4 - R ) 0 (CH2CH2- On- R4,
Co -C . , alkyl ester nonionic monomer; – 0 ( CH , CH, O), R1, Co ( CH, CH( CH, –
ii) from 0 .1 wt. % to 10 wt. % of at least one self On - R “, O – ( CH2- CH (CH2CH3) - On- Rº, O
crosslinking monomer ; (CH2CH2 - 0 )m ( CH2CH (CH3) 0 )n - R4, 0
iii) from 2 wt. % to 4 wt. % of at least one reactive silicone (CH , - CH (CH3)40 ) m - (CH , CH2 - On - R4, - 0
with at least one carbon -carbon double bond ; 60 (CH2- CH ( CH2CH3)40 )m — (CH2CH2 - On - R4, or
iv ) from 0.5 wt. % to 5 wt. % of a reactive surfactant; O (CH2CH20) m ( CH2CH (CH2CH3)40 )n
wherein the reactive silicone with at least one double R4; wherein R * is an alkyl group ; R4 is hydrogen or a polar
bond and the (meth ) acrylate Co -C22 alkyl ester non - group ; n is from 5 to 100 ; and m is from 0 to 100 .
ionic monomer are polymerized through the carbon - 6 . Awood coating composition comprising from 50 wt. %
carbon double bond ; the polymer particles have a Tg of 65 to 85 wt. % , based on the total weight of the wood coating
from 20° C . to 50° C .; and a particle size of from 50 to composition , a polymer dispersion comprising, based on the
150 nm ; total weightof the polymer dispersion , from 40 wt. % to 70
 US 9 ,862,856 B2
15 16
wt. % of water and from 30 wt. % to 60 wt. % of polymer wherein R represents a hydrogen atom or a methyl group ;
particles comprising , as polymerized units , based on the R ? represents a C - Co bivalent hydrocarbon group ; R3
total weight of the polymer particles , represents a C1- C10 alkyl group or a C , -C10 alkoxyl
i) from 28 wt. % to 46 wt. % of at least one (meth )acrylate group ; and n represents an integer of from 1 to 100 ;
Co-C22 alkyl ester nonionic monomer ;
ii ) from 0 . 1 wt. % to 10 wt. % of at least one self and wherein the reactive surfactant has a structure of
crosslinking monomer ; R -R ?; wherein R is an alkenyl group selected from
iii) from 2 wt. % to 4 wt. % of at least one reactive silicone CH, CH = CH2, CH = CH - HC , CH, C
with at least one carbon - carbon double bond ; (CH3) - CH2- CH2 — ; R² is a radical comprising at
iv ) from 0 .5 wt. % to 5 wt. % of a reactive surfactant; least two carbon atoms and at least one oxylene ,
wherein the reactive silicone with at least one double oxypropylene or oxybutylene unit.
bond and the (meth )acrylate Co -C22 alkyl ester non 7 . The wood coating composition according to claim 6
ionic monomer are polymerized through the carbon
carbon double bond ; the polymer particles have a Tg of monomertheis meth
wherein )acrylate C8-C22 alkyl ester nonionic
selected from 2 - ethylhexyl (methacrylate ,
from 20° C . to 50° C .; and a particle size of from 50 to 15 decyl (methacrylate, lauryl (meth )acrylate, isodecyl (meth )
150 nm ;
wherein the reactive silicone has one of the following acrylate, and the combination thereof.
formulas (I) to (III): 8 . The wood coating composition according to claim 7
wherein the (meth )acrylate C6 -C22 alkyl ester nonionic
monomer is selected from 2 - ethylhexyl (meth )acrylate, lau
(I) - ryl (meth )acrylate , and the combination thereof.
cHz | CH3 9 . The wood coating composition according to claim 6
wherein the self-crosslinking monomer is selected from
HC =C º o - R2 - si - o - si - R3 - 0 - º - c = CH , diacetone acrylamide, acetoacetoxyethyl (meth )acrylate ,
R4 25 acetoacetoxypropyl (methacrylate , allyl acetoacetate,
CH3 JnJ, CH3 acetoacetoxybutyl (meth ) acrylate , 2 , 3 - di( acetoacetoxy ) pro
pyl (meth ) acrylate, and the composition thereof.
wherein R ' or R * is the same or different, and represents 10 . The wood coating composition according to claim 6
a hydrogen atom or a methyl group ; R² or R3 is the wherein the reactive surfactant has a structure of R1-R ;
same or different, and represents a C .-Co bivalent 30 wherein R² is C6H3(Rº) — 0 - ( CH2CH2- O ). R4,
hydrocarbon group; and n represents an integer of from 0 - CH2 - CH ( CH2O C6H4 - R ) 0 (CH2 –
1 to 100 ; CH20). R4, O ( CH2 CH2O)n - R4, 0
(CH2CH (CH3)40 )n - R4, 0 (CH2CH
(CH2CH3) On - R4, 0 ( CH2CH2 )m - (CH2
(II) 35 CH( CH , O ) , R?, 20 ( CH2CH( CH3 ) 2 ) -
[ CH , 1 CH, ( CH2CH2- On - R , 0 (CH2- CH (CH2CH3)
H?C = c = º = 0 – Rºsi - 04 - Si > R3 Om ( CH2CH2- On - R4 or 0 - ( CH2CH2
O )m ( CH2CH (CH2CH3) -On - R4; wherein R3 is an
TCH, CHI alkyl group ; R4 is hydrogen or a polar group ; n is from 5 to
40 100 ; and m is from 0 to 100 .
* * * * *