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TOFA value chain

     
      
     
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Alternative sources of Fatty Acids used in Alkyds

Palm Safflower Castor oil Tung oil

Soya bean Linseed Sunflower Coconut

     
SYLFAT™ Tall Oil Fatty Acids
Fatty Acid Upgrades

Carboxyl Group linoleic acid


(“acidity”)
Measured by acid value

Double Bonds
(“unsaturation”)
Measured by iodine value
oleic acid

Reactions of carboxyl groups:


Reactions of double bonds:
 Soap formation
 Oxidation
Greases, emulsifiers
Drying oils
 Esterification
 Sulfonation
Lubricants, ALKYDS, epoxies
 Cycloaddition
 Alkoxylation
Dimer acids
Detergents
 Maleic anhydride adduction
 Imidazolines
pimaric acid Plasticizers
Corrosion inhibitors, coatings

      WWW.KRATON.COM 5


SYLFAT™ Tall Oil Fatty Acids
Next Best Alternatives
Active Material

Palmitic Stearic Oleic Linoleic Linolenic


Source Other
C16:0 C18:0 C18:1 C18:2 C18:3
Canola 3.2 0.9 66.8 19.0 9.1 1.0 C22:1 erucic
Castor 1.4 1.0 3.0 3.5 0.2 89.2 C18:1 (OH) ricinoleic
Coconut 9.0 3.8 5.0 2.5 - 16.6 C14, 48.2 C12, 7.3 C10, 7.6 C8
Cottonseed 22.2 2.6 18.6 54.4 0.7 0.7 C14 myristic
Linseed 5.5 3.5 19.1 15.3 56.6
Technical 5.0 1.5 65.0 14.0 2.0 3 C14, 5 C16:1
Oleic
Medium 3.0 1.5 74.0 8.0 <1 6 C16:1
Grades
High 1.4 2.2 87.1 4.6 -
Palm 38.0 4.0 45.0 8.0 -
Peanut 11.3 2.4 46.7 32.0 - 2.9 C20, 2.9 C22, 1.5 C24
Rapeseed (LEAR) 4.7 1.5 61.5 21.4 9.6 1.2 C22:1 erucic
Rapeseed (HEAR) 4.1 1.3 17.6 12.7 5.3 11.5 C20, 46.6 C22, 0.8 C24
Safflower 6.5 2.5 12.5 77.5 - 1.0 C20 mixed eicosanoics
Soybean 11.8 3.5 23.9 53.8 7.1 0.3 C20, 0.4 C22:0
Sunflower 6.8 4.1 15.3 73.5 0.1 0.7 C22:0
Tallow, Beef 24.0 19.0 42.0 5.5 - 3.0 C14, 0.2 C20
TOFA, US 0.2 2.4 49.6 41.9 1.8 1.6 C20, 1.3 TOR
TOFA, Scan 0.3 1.0 29.8 51.6 9.1 4.7 C20, 2.6 TOR

      WWW.KRATON.COM 6


SYLFAT™ Fatty Acid Specifications / Properties
SYLFAT™ SYLFAT ™ SYLFAT™
LC FA-1 2
Acid Value, mg KOH/g 196 194 196

Fatty Acids, % 98.7 93.8 96.0

Rosin Acids, % 0.7 2.5 1.6

Unsaponifiables, % 1.7 2.0 1.0

Color, Gardner 2.5 4.5 4.1

SYLFAT™ SYLFAT™ SYLFAT™


LC FA-1 2
C18:1 (oleic acid types) 49.2 42.5 31.5

C18:2 (non-conj. linoleics) 34.8 29.8 42.7

C18:2 (conjugated linoleics) 6.4 8.7 7.3

C18:3 (linolenic acids) 2.1 2.5 10.2

Saturated fatty acids 3.8 5.7 2.5

Other fatty acids 2.5 5.7 5.1

Total fatty acids 98.7 94.9 99.2

Total rosin acids 1.0 2.5 1.5

Neutrals and non-eluting 0.3 2.6 -0.7


SYLFAT™ LC is an experimental grade for which small production quantities are available for customer pilot trials in alkyd systems.

      
Performance Chemicals: Benchmarking
Performance Functionality Relationship

 To understand the value of our products in key markets, we are evaluating the
benefits of our products based on their physical and chemical properties.
 Benchmark studies providing insights on the performance of our products in
different applications are performed on a regular base.
 Understanding unmet needs is a critical part of product development.

Chemical
Properties

Physical
Properties

Performance

Value

      
Performance Chemicals: Market Needs EMEA *

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Performance Chemicals: Market Needs EMEA *
           

          

      
Performance Chemicals: Market Needs EMEA*
    

       


      

      
Performance Chemicals: Market Needs EMEA
            

      
SYLFAT™ TOFA product performance evaluation in a
long oil alkyd binder paint system.

 Long oil solvent borne alkyd binder (73% solids)


 Clear Coat Varnish (binder diluted till 60% solids and drier added: 0,05% Co on
solids)
 High Gloss alkyd paint

      13
Long Oil Alkyd Binder
 Formulation (73% solids)

Raw material Weight (%) Comments

Fatty Acid/ Oil * 1) All raw material charged into flask.N2-


sparging and stirrer on. Temperature up to
Phthalic Anhydride (PA) * 200°C.
2) When temperature is at 200°C, raising
gradually to 240°C.
Polyol *
3) When the acid number is below 10mg
KOH/g vacuum is applied to remove
Xylene * xylene.
4) The product is diluted to 60±1% solid
AO * content with D40 and filtered.

* The exact composition is confidential.

      
Formulation of solventborne alkyd coating

Number of Phase Raw material Weight(%)


1 Alkyd Resin 10.00
D40 5.00
Dispersant 0.25
2 Pigment (TiO2) 26.69
Thickener 0.20
3 Alkyd Resin 46.46
D40 5.58
Mix drier 2.62
Antiskin 0.20
4 D40 3.00
Total 100

      
Results: Yellowing in the dark 60 days
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Results: Yellowing in daylight & dark 60 days

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Results: Drying Time Parameters
 Clear Coats: (75µ film – Byk drying time recorder)
Drying SYLFAT™ SYLFAT™ SYLFAT™
SFFA
Time FA1 LC 2

Dust Free
1:33 1:43 1:13 1:10
(h:min)

Tack Free
2:30 1:58 1:50 1:39
(h:min)

 High Gloss White Paints: (75µ film – Byk drying time recorder)
Drying SYLFAT™ SYLFAT™ SYLFAT™
SFFA
Time FA1 LC 2

Dust Free
1:51 2:21 1:06 1:32
(h:min)

Tack Free
3:18 2:50 2:26 2:22
(h:min)

     
Results and discussion – Hardness
Hardness Clear Coats
(90 micron; Persoz)
200
180
160 SYLFAT™ 2
SFFA
140
SYLFAT™ FA-1
SYLFAT™ LC
Persoz (sec)

120
100
80
60
40
20
0
0 5 10 15 20 25 30
Days

      
Results and discussion – Hardness
Hardness High Gloss White Paint
(90 micron; Persoz)
140
SYLFAT™ 2
120

SFFA
100
SYLFAT™ FA-1

80
Persoz (sec)

SYLFAT™ LC
60

40

20

0
0 5 10 15 20 25 30
Days

      
Results and discussion – 60° gloss retention
60° gloss in function of time
(light & dark exposure)
94,0
92,0
90,0
88,0
86,0
SFFA
Gloss (%)

84,0
82,0
80,0 SYLFAT™ FA-1
78,0
76,0 SYLFAT™ LC
74,0
72,0 SYLFAT™ 2
70,0
)

k)

k)
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k)
)

k)

k)
ht

ht

ht
ht

ht

ar

ar
ar

ar
ar
l ig

l ig
lig

lig

lig

(d

(d
(d

(d
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ay

ay
ay

ay
ay

ys

ys
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ys
(d

(d
(d

(d
(d

da

da

da
da

da
y

ys

ys
ys

ys

1
da

14

28
da

da
da

da

/
1

/
3

°
14

28

60
/

°
60

60
/

60

60
°

/
°

°
60

°
60

60

60

60

     
20
° Gloss (%)
/
1
da
y

70,0
72,0
74,0
76,0
78,0
80,0
82,0
84,0
86,0
20 (d
° ay
/ lig
3 ht
da )
ys
20 (d
° ay
/ l ig
7 ht
da )
ys
20 (d
° ay
/ l ig
14 ht
da )
ys
20 (d
° ay
/ lig
28 ht
da )
ys
(d
ay
lig
ht
)



20
°
/
1
da
y
(d

 
20
° ar
/ k)
3
da

 
ys
20 (d
° ar
/ k)
7
(light & dark exposure)

da
ys
20
20° gloss in function of time

(d
° ar
/ k)
14
da
ys
20 (d
° ar
/ k)
28
da
ys
(d
ar
k)
Results and discussion – 20° gloss retention

SFFA

Sylfat 2
Sylfat LC
Sylfat FA1
Sustainability: Lowest Carbon Carbon Footprint

             
              
        
          

      
Paint Properties versus Products
(Results are formulation dependent)

Properties SYLFAT™ 2 SYLFAT™ SYLFAT™


FA-1 LC

Initial Color * * ***

Color Stability ** ** ***

Drying Time *** * **

Initial Gloss *** * *

Hardness *** ** *

* Suitable for application ** Well suited for application *** Especially well suited for application

      
Conclusions

 SYLFAT LCTM is Kraton’s best offer with respect to low initial color and high color
stability in alkyd coatings.
 SYLFAT LCTM is a better alternative combining all main properties compared to
SFFA.
 SYLFAT™ 2 is Kraton’s best offer when color is off a somewhat lesser importance .
It combines the best film properties required by the alkyd paint.
 initial drying properties
 hardness development
 gloss retention

Depending on what type of characteristics you are aiming for Kraton has the right
product available for alkyd binder development.
Kraton’s sustainable solutions and high supply security makes it a perfect partner for
the supply of high quality products for the coatings industry.

      
Legal Disclaimer
Kraton Corporation and all of its affiliates, including Arizona Chemical, believe the information set forth herein to be true
and accurate, but any recommendations, presentations, statements or suggestions that may be made are without any
warranty or guarantee whatsoever, and shall establish no legal duty on the part of any Kraton affiliated entity. The legal
responsibilities of any Kraton affiliate with respect to the products described herein are limited to those set forth in
Kraton’s Conditions of Sale or any effective sales contract. NOTE TO USER: by ordering/receiving Kraton product you
accept the Kraton Conditions of Sale applicable in the region. All other terms are rejected. Kraton does not warrant
that the products described herein are suitable for any particular uses, including, without limitation, cosmetics and/or
medical uses. Persons using the products must rely on their own independent technical and legal judgment, and must
conduct their own studies, registrations, and other related activities, to establish the safety and efficacy of their end
products incorporating any Kraton products for any application. Nothing set forth herein shall be construed as a
recommendation to use any Kraton product in any specific application or in conflict with any existing patent rights. Kraton
reserves the right to withdraw any product from commercial availability and to make any changes to any existing commercial
or developmental product. Kraton expressly disclaims, on behalf of all Kraton affiliates, any and all liability for any
damages or injuries arising out of any activities relating to the use of any information set forth in this publication, or
the use of any Kraton products.

©2016 Kraton Corporation

     

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