IP Library Granted Patent US 7,049,357
Granted Patent B2
US 7,049,357 · App. 09/839,049 · Granted May 23, 2006

Odor free polylactic acid modified aqueous emulsion paints free of volatile coalescing organic solvent

Assignee: The Glidden Company
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Quick Facts
Patent No.
US 7,049,357
App. No.
09/839,049
Granted
May 23, 2006
Kind
B2
Abstract

An aqueous ambient dry decorative or protective coating comprising a film forming matrix polymer of an aqueous emulsion polymer of aqueous copolymerized ethylenically unsaturated monomers modified with at least 3% by weight of a low molecular weight oligomer of copolymerized hydroxy alkanoic acid having 2 to 4 carbon atoms having a number average molecular weight between 300 and 10,000 to provide a film forming binder substantially free of volatile organic coalescing solvents. Preferred oligomers are homopolymers and copolymers of polymerized lactic acid or polymerized glycolic acid.

Claims (35)

1. An ambient dry paint coating composition substantially free of volatile organic coalescing solvent, the paint having a film forming polymeric binder comprising by weight:

an aqueous emulsion polymeric film forming matrix polymer of copolymerized ethylenically unsaturated monomers; and

at least 3% of a low molecular weight poly(hydroxy alkanoic acid) oligomer of copolymerized hydroxy alkanoic acid having from 2 to 4 carbon atoms and being an external modifier of the matrix polymer, the oligomer having number average molecular weight between about 300 and 10,000 and a Tg below about 0° C., the oligomer having terminal alkyl aliphatic ester groups where the alkyl chain has from 3 to 20 carbon atoms, where the mixture of the oligomer and the matrix polymer are film forming and provide an air dry coating composition substantially free of organic coalescing solvent.

2. The paint coating composition of claim 1 where the oligomer comprises between 5% and 20% by weight of the film forming polymeric binder mixture.

3. The paint coating composition of claim 2 where the oligomer has a molecular weight between about 300 and 2,000.

4. The paint coating composition of claim 3 where the oligomer has a number average molecular weight between 500 and 1,000.

5. The paint coating composition of claim 1 where the alkyl chain of the terminal alkyl ester group has from 8 to 12 carbon atoms.

6. The coating composition of claim 1 where the poly(hydroxy alkanoic acid) oligomer comprises poly(lactic acid).

7. The paint coating composition of claim 6 comprising from 5% to 20% by weight oligomer based on the total weight of oligomer and matrix polymer.

8. The paint coating composition of claim 6 where the molecular weight of the poly(lactic acid) oligomer is between 300 and 20,000.

9. The paint composition of claim 6 where the molecular weight of the poly(lactic acid) oligomer is between 500 and 1,000.

10. The paint composition of claim 6 where the poly(lactic acid) oligomer comprises from 3 to 15 copolymerized lactic acid monomeric units.

11. The paint composition of claim 6 where the poly(lactic acid) oligomer comprises a copolymer of polymerized lactic acid with lesser amounts of hydroxyalkanoic acid other than lactic acid.

12. The paint composition of claim 11 where the hydroxyalkanoic acid is selected from glycolic acid, hydracrylic acid, and a hydroxybutyric acid.

13. The paint composition of claim 6 where the oligomer is produced by alkyl alcohol degradative transesterification of a high molecular weight poly(lactic acid) polymer, and the alkyl alcohol is a mono alcohol having an alkyl chain from 3 to 20 carbon atoms.

14. The paint composition of claim 13 where the alkyl alcohol alkyl chain has from 8 to 12 carbon atoms.

15. The paint composition of claim 6 where the oligomer is produced by copolymerizing lactic acid with an alkyl mono alcohol.

16. The paint composition of claim 6 where the oligomer is produced by reacting lactide with. alkyl alcohol.

17. The paint composition of claim 1 where the poly(hydroxy alkanoic acid) oligomer comprises poly(glycolic acid).

18. The paint coating composition of claim 17 where the paint comprises from 5% to 20% by weight oligomer based on the total weight of oligomer and matrix polymer.

19. The paint coating composition of claim 17 where the molecular weight of the poly(glycolic acid) oligomer is between 300 and 2,000.

20. The paint composition of claim 17 where the molecular weight of the poly(glycolic acid) oligomer is between 500 and 1,000.

21. The paint composition of claim 17 where the poly(glycolic acid) oligomer comprises form 3 to 15 copolymerized glycolic acid monomeric units.

22. The paint composition of claim 17 where the poly(glycolic acid) oligomer comprises a copolymer of polymerized glycolic acid with lesser amounts of an hydroxyalkanoic acid other than glycolic acid.

23. The paint composition of claim 22 where the hydroxyalkanoic acid is selected from lactic acid, hydracrylic acid, and a hydroxybutyric acid.

24. The paint composition of claim 17 where the oligomer is produced by alkyl alcohol degradative transesterification of a high molecular weight poly(glycolic acid) polymer, where the alkyl alcohol has an alkyl chain form 3 to 20 carbon atoms.

25. The paint composition of claim 24 where the alkyl alcohol alkyl chain has from 8 to 12 carbon atoms.

26. The paint composition of claim 24 where the oligomer is produced by copolymerizing glycolic acid in the presence of an alkyl mono alcohol.

27. The paint composition of claim 1 where the poly(hydroxy alkanoic acid) oligomer comprises 3 to 15 copolymerized monomeric units of hydroacrylic acid to produce a poly(hydroacrylic acid) oligomer.

28. The paint composition of claim 27 where the poly(hydroacrylic acid) oligomer is a copolymer of hydroacrylic acid copolymerized with lesser amounts of a hydroxy alkanoic acid other than hydroacrylic acid.

29. The paint composition of claim 1 where the poly(hydroalkanoic acid) oligomer comprises 3 to 15 copolymerized units of hydroxybutyric acid to produce a poly(hydroxybutyric acid) oligomer.

30. The paint composition of claim 29 where the poly(hydroxybutyric acid) oligomer is a copolymer of hydroxybutyric acid copolymerized with lesser amounts of a hydroxy alkanoic acid other than hydroxybutyric acid.

31. An ambient dry paint coating composition containing an oligomeric film forming modifier for a matrix polyrner, the paint having a film forming polymeric binder comprising by weight:

an aqueous emulsion polymeric film forming matrix polymer of copolymerized ethylenically unsaturated monomers; and

at least 3% of a low molecular weight poly(hydroxy alkanoic acid) oligomer of copolymerized hydroxy alkanoic acid having from 2 to 4 carbon atoms and being an external modifier of the matrix polymer, the oligomer having number average molecular weight between about 300 and 10,000 and a Tg below about 0° C., the oligomer having terminal alkyl aliphatic ester groups where the alkyl chain has from 3 to 20 carbon atoms, where the mixture of the oligomer and the matrix polymer are film forming and provide an air dry coating composition.

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 26, 2013
From: AKZO NOBEL PAINTS LLC
To: AKZO NOBEL COATINGS INC.
Reel/Frame 030086/0884 →
CHANGE OF NAME Recorded Feb 21, 2013
From: THE GLIDDEN COMPANY
To: AKZO NOBEL PAINTS LLC
Reel/Frame 029849/0270 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 23, 2001
From: CRAUN, GARY; RADEMACHER, JUDE
To: GLIDDEN COMPANY, THE
Reel/Frame 011733/0469 →
Continuity (1)
Related Publication 20050192388A1 · Sep 1, 2005