POLYESTER RESINS BASED ON FATTY ACIDS THAT HAVE A SHORT OIL LENGTH, AQUEOUS DISPERSIONS AND ASSOCIATED COATINGS

• US 20130197152A1
• Filed: 09/23/2011
• Published: 08/01/2013
• Est. Priority Date: 09/27/2010
• Status: Active Grant

• Current Assignee: Arkema France (Arkema)
• Original Assignee: Arkema France (Arkema)
• Inventors: Herve, Grgoire, Beurdeley, Patricia, Kurczak, Michael
• Granted Patent: US 9,624,339 B2
• Time in Patent Office: Days
• US Class Current: 524/502
• CPC Class Codes: C08G 63/00 Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule polyester-amides C08G69/44; polyester-imides C08G73/16
• CPC Class Codes: C08G 63/48 by unsaturated higher fatty oils or their acids; by resin acids
• CPC Class Codes: C08J 3/05 from solid polymers
• CPC Class Codes: C08L 2201/50 Aqueous dispersion, e.g. containing polymers with a glass transition temperature (Tg) above 20°C
• CPC Class Codes: C08L 2205/02 containing two or more polymers of the same C08L -group
• CPC Class Codes: C08L 67/08 Polyesters modified with higher fatty oils or their acids, or with resins or resin acids
• CPC Class Codes: C09D 167/00 Coating compositions based on polyesters obtained by reactions forming a carboxylic ester link in the main chain based on polyester-amides C09D177/12; based on polyester-imides C09D179/08; Coating compositions based on derivatives of such polymers
• CPC Class Codes: C09D 167/08 Polyesters modified with higher fatty oils or their acids, or with natural resins or resin acids

Abstract

The invention relates to a polyester resin which is based on at least one fatty acid, with a zero oil length (0%) or an oil length of between 0 and 35%, with a weight ratio of oxidizable fatty acids (monoacids), relative to the overall fatty acids, of 0 or greater than 0 and ranging up to 1, and which is based on an acid component comprising, in addition to said fatty acid, from 30% to 85% by weight, relative to the total weight of said resin, of rosin and/or of derivatives thereof bearing at least one carboxylic acid function.

The resin of the invention is used as binder in coatings and in particular in water-based coatings such as paints, varnishes and surface coatings, in the form of an aqueous dispersion of resin, with particular performance in terms of aqueous dispersibility, development of hardness over time in the absence of siccativating agent during drying, and of resistance to yellowing and to water.

Claims

1. A polyester resin derived from:

at least one fatty acid, and

an acid component comprising, in addition to said fatty acid, from 30% to 85%, relative to the relative to the total weight of said resin, of rosin and/or rosin derivatives bearing at least one carboxylic acid function,

wherein said resin has an oil length of from and including 0% up to and including 35%, and has a weight ratio of oxidizable fatty acids (monoacids) relative to the overall fatty acids of from and including 0 up to 1.

2. The resin as claimed in claim 1, comprising less than 5% by weight aromatic compound in addition to the rosin and/or rosin derivatives bearing at least one carboxylic acid function.

3. The resin as claimed in claim 1 wherein said acid component further comprises at least one acid containing at least one carboxylic acid function and having an overall functionality of 2 to 3, selected from the group consisting of saturated polyacids or ethylenically unsaturated polyacids or hydroxy acids.

4. The resin as claimed in claim 3, wherein said acid component comprises at least two acids, with at least one chosen from saturated polyacids and at least another chosen from unsaturated polyacids.

7. The resin as claimed in claim 3 wherein said polyacid comprises at least one C36 fatty acid dimer and/or C54 fatty acid trimer.

9. The resin as claimed in claim 1 wherein oxidizable unsaturation content of said resin is from and including zero (0) up to and including 0.25 mmol of oxidizable double bonds per g of dry resin.

10. The resin as claimed in claim 1 wherein said resin is derived from an alcohol component comprising at least one polyol having polyol functionality ranging from 2 to 10.

14. The resin as claimed in claim 1 wherein said oil length is greater than 0 and less than 35%, said acid component including at least one oxidizable fatty acid (monoacid).

15. The resin as claimed in claim 14, wherein the oxidizable unsaturation content of said resin is greater than 0 and up to 0.25 mmol of oxidizable double bonds per g of dry resin.

17. The resin as claimed in claim 14 wherein said fatty acid is selected from the group consisting of fatty acids of soybean oil, sunflower oil, tall oil (TOFA), castor oil, dehydrated castor oil, linseed oil or rapeseed oil, said fatty acids being in acid form or in the form of corresponding oils (triglyceride esters) of fatty acids or of corresponding standoils of fatty acid oils.

18. The resin as claimed in claim 14 wherein said acid component comprises a polyacid comprising at least one C36 fatty acid dimer and/or C54 fatty acid trimer and wherein said resin is further derived from a polyol comprising at least one glycerol and/or pentaerythritol and/or dipentaerythritol oligomer.

19. The resin as claimed in claim 1 wherein said polyester is an alkyd resin with an oil content greater than 0%.

20. The resin as claimed in claim 1 wherein said resin has a zero oil content (0%) and said fatty acid is selected from non-oxidizable fatty acids with a corresponding content of oxidizable unsaturations that is 0 mmol per g of dry resin or wherein said resin has an oil content up to 5% and wherein said acid component further comprises as a minor component an oxidizable fatty acid, such that said resin has said oil content of no more than 5%.

21. The resin as claimed in claim 20, wherein said non-oxidizable fatty acid is selected from the group consisting of saturated fatty acids, fatty acids that are initially oxidizable which have been hydrogenated, or from fatty acid oligomers.

22. The resin as claimed in claim 20 wherein said resin is derived from an alcohol component comprising as polyol a glycerol oligomer, and as non-oxidizable fatty acid a C36 fatty acid dimer and/or a C54 fatty acid trimer which are hydrogenated or non-hydrogenated.

23. An organic binder composition comprising at least one resin as defined according to claim 1.

24. The organic binder composition as claimed in claim 23, wherein in addition to said polyester resin, it further comprises at least one second resin different from the first, with this second resin being selected from polyester resins derived from fatty acids.

25. The binder composition as claimed in claim 23 wherein said polyester resin has a zero oil content (0%) and wherein said fatty acid is selected from non-oxidizable fatty acids with a corresponding content of oxidizable unsaturations that is 0 mmol per g of dry resin or wherein said resin has an oil content up to 5% and wherein said acid component further comprises as at minor component an oxidizable fatty acid such that said resin has said oil content of no more than 5%.

26. An aqueous dispersion of resin comprising at least one resin or at least one binder composition comprising at least one resin as defined according to claim 1.

27. The aqueous dispersion as claimed in claim 26 comprising in addition to said resin or said binder composition, at least one surfactant selected from the group consisting of:

anionic surfactant, nonionic surfactant, or at least one surfactant of mixed structure and with an overall surfactant weight ratio relative to said resin ranging from 2% to 15%.

30. An aqueous resin dispersion comprising a mixture, of a first aqueous resin dispersion as defined according to claim 26 and at least one second resin dispersion different from the first, this second resin dispersion being selected from the group consisting of alkyd dispersions, acrylic and styrene acrylic dispersions or emulsions, saturated or unsaturated polyester dispersions or polyurethane dispersions.

33. A process for preparing an aqueous dispersion as defined according to claim 1 comprising a step of emulsification, at a temperature of from 30 to 90°

C. of said resin and/or of said binder composition, by phase inversion in a reactor stirred via a dual-flow stirring system.

34. A coating composition comprising as binder at least one resin as defined according to claim 1.

35. The composition as claimed in claim 34, wherein said composition is a water-based coating composition.

36. The coating composition as claimed in claim 34 wherein said coating is selected from the group consisting of decorative or industrial coatings, and anticorrosion coatings.

37. The coating composition as claimed in claim 34 wherein it comprises an aqueous dispersion comprising at least one resin or at least one binder composition comprising a resin as defined in claim 1, and further comprising a siccativating agent and wherein said resin has an oil length (content) up to 25%.

38. The coating composition as claimed in claim 34, wherein said resin comprised as binder has a zero oil content (0%) and said fatty acid is selected from non-oxidizable fatty acids with a corresponding content of oxidizable unsaturations that is 0 mmol per g of dry resin or wherein said resin has an oil content up to 5% and wherein said acid component further comprises as a minor component an oxidizable fatty acid, such that said resin has said oil content of no more than 5%.

39. The coating composition as claimed in claim 38, which is a protective coating for coil applications.

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