Curable composition for coatings having an anti-adhesive property

Patent metadata

Field	Value
Publication number	US-12054635-B2
Application number	US-201816142408-A
Country	US
Kind code	B2
Filing date	Sep 26, 2018
Priority date	Oct 13, 2017
Publication date	Aug 6, 2024
Grant date	Aug 6, 2024

Abstract

Curable composition for producing coating systems having an anti-adhesive property containing at least one film-forming polymer and at least one organo-modified, branched siloxane of formula (I) or mixtures thereof.

First claim

The invention claimed is:

1. A curable composition, comprising: a film-forming polymer and an organo-modified, branched siloxane of formula (I) or mixtures thereof:
M a M′ a1 D b T c Q d   Formula (I)

where:
M=(R 1 3 SiO 1/2 )
M′=(R 2 R 1 2 SiO 1/2 )
D=(R 1 2 SIO 2/2 )
T=(R 3 SiO 3/2 )
Q=(SiO 4/2 )
a=from 0 to 30,
a1=from 0 to 30, wherein a+a1>2,
b=from 10-1000,
c=from 0 to 30,
d=from 0 to 15, wherein c+d>=1,
R 1 =independently of one another hydrocarbon radicals having 1 to 30 carbon atoms,
R 2 is selected from the group consisting of organic polyether, hydroxyl, amine, carboxyl, alkoxy, epoxy, alkylalkoxysilylalkyl and alkoxysilylalkyl radicals,
R 3 =R 1 or R 2 ,
wherein the average degree of branching K of the siloxanes according to formula (I) is greater than 1,
wherein the siloxanes of formula (I) have an average number of directly successive D units F1=D/(1+T*2+Q*3)=of at least 5,

wherein the siloxane has a number-average molecular weight of 5,000-50,000,
wherein the siloxane comprises at least one R 2 group,
wherein the siloxanes of formula (I) are organo-modified siloxanes singly or multiply branched in the siloxane part, and
wherein the film-forming polymer is an epoxy-functional silane or siloxane, aromatic or aliphatic glycidyl ethers or condensates thereof or mixtures thereof reactive with an amine-containing curing agent, or wherein the film-forming polymer is a film-forming alkoxysilyl-containing polymer which cures by the mechanism of hydrolysis condensation, optionally in combination with at least one catalyst,
wherein the siloxanes of formula (I) have terminal and/or lateral organic radicals selected from OH-bearing organic radicals, carboxylate groups, alkoxysilylalkyl groups, dodecyl groups or aminoalkyl groups, and
wherein the OH-bearing organic radicals are present and comprise hydroxyethylpropyl groups.

2. The curable composition according to claim 1 , wherein the average degree of branching K of the siloxanes according to formula (I) is greater than 1.25.

3. The curable composition according to claim 1 , wherein the siloxanes of formula (I) have an average number of directly successive D units F1=D/(1+T*2+Q*3)=of at least 10.

4. The curable composition according to claim 1 , wherein the siloxanes of formula (I) have a viscosity measured according to DIN 53015 of from 50-2000 mPa s (25° C.).

5. The curable composition according to claim 1 , wherein the film-forming polymer is selected from the group of epoxy-functional siloxane, aromatic or aliphatic glycidyl ethers or condensates thereof or mixtures thereof reactive with an amine-containing curing agent.

6. The curable composition according to claim 1 , wherein the film-forming polymer is a film-forming alkoxysilyl-containing polymer which cures by the mechanism of hydrolysis condensation, optionally in combination with at least one catalyst.

7. The curable composition according to claim 1 , wherein the siloxanes of formula (I) are employed in concentrations of from 0.1% by weight to 40% by weight based on the curable composition.

8. The curable composition according to claim 1 , wherein the siloxanes of formula (I) are employed in concentrations of from 2% by weight to 20% by weight based on the curable composition.

9. The curable composition according to claim 5 , wherein the siloxane is present in the curable film-forming composition in an amount from 2% by weight to 20% by weight.

10. A coating having anti-adhesive properties, containing the composition as defined in claim 1 .

11. A coating having anti-soiling properties, containing the composition as defined in claim 1 .

12. A coating having anti-graffiti properties, containing the composition as defined in claim 1 .

13. A coating having anti-icing properties, containing the composition as defined in claim 1 .

14. A coating having anti-fouling properties, containing the composition as defined in claim 1 .

15. A universal anti-adhesive additive containing the composition as defined in claim 1 .

16. An anti-fouling additive, containing the composition as defined in claim 1 .

17. An anti-soiling additive, containing the composition as defined in claim 1 .

18. An anti-icing additive, containing the composition as defined in claim 1 .

19. An anti-graffiti additive, containing the composition as defined in claim 1 .

20. The curable composition according to claim 1 , wherein variable a is not zero.

21. The curable composition according to claim 1 , wherein variable d is not zero.

22. The curable composition according to claim 1 , comprising a mixture of the organo-modified, branched siloxanes of formula (I).

23. The curable composition according to claim 1 , wherein R 1 is phenyl dodecyl, or hexadecyl.

24. The curable composition according to claim 1 , wherein variable a1 is not zero.

25. The curable composition according to claim 1 , wherein variable c is not zero.

26. The curable composition according to claim 1 ,
wherein formula (I) is an organo-modified siloxane singly branched in the siloxane part.

27. The curable composition according to claim 26 ,
wherein formula (I) has a viscosity measured according to DIN 53015 of from 100-1500 mPa s (25° C.), and wherein the film-forming polymer is a film-forming alkoxysilylcontaining polymer which cures by the mechanism of hydrolysis condensation, in combination with at least one catalyst.

28. The curable composition according to claim 1 ,
wherein the film-forming polymer is selected from the group consisting of epoxy-functional silane or siloxane, aromatic or aliphatic glycidyl ethers or condensates thereof and mixtures thereof reactive with an amine-containing curing agent.

29. The curable composition according to claim 1 ,
wherein the film-forming polymer is a film-forming alkoxysilyl-containing polymer which cures by the mechanism of hydrolysis condensation, in combination with at least one catalyst.

30. A coating comprising the curable composition
according to claim 1 wherein the coating has anti-adhesive properties, anti-soiling properties, anti-graffiti properties, anti-icing properties or anti-fouling properties.

31. An additive comprising the curable composition of claim 1 , wherein the additive is a universal anti-adhesive additive, an anti-fouling additive, anti-soiling additive, anti-icing additive or anti-graffiti additive.

32. A process for forming an anti-adhesive coating on a substrate comprising applying a curable film-forming composition according to claim 1 atop a substrate.

33. The process according to claim 32 , wherein the siloxane (b) has a number-average molecular weight of 7000-35 000 g/mol.

34. The process according to claim 32 , wherein the siloxane (b) is present in the curable film-forming composition in an amount from 0.1% by weight to 40% by weight.

35. The process according to claim 32 , wherein the curable film-forming composition is cured at ambient temperature.

36. The process according to claim 32 , wherein the substrate contains metal, concrete, wood, plastic and/or glass fiber and/or carbon fiber composite.

37. The process according to claim 36 , wherein the substrate comprises a ship's hull, underwater st

Assignees

• Evonik Operations Gmbh

Inventors

• Sloot Tim-Frederic
• Fiedel Michael
• Roland Katrin
• Henning Frauke
• Busch Stefan
• Krusenbaum Sabine
• Redeker Stefanie

Classifications

• C08G77/26

  nitrogen-containing groups · CPC title

• C09D183/06

  containing silicon bound to oxygen-containing groups (C09D183/12 takes precedence) · CPC title

• C08G77/14

  containing silicon bound to oxygen-containing groups · CPC title

• C09D183/08

  containing silicon bound to organic groups containing atoms other than carbon, hydrogen, and oxygen · CPC title

• C09D5/1675

  Polyorganosiloxane-containing compositions · CPC title