Acrylic resin with internal plasticizer

Patent metadata

Field	Value
Publication number	US-11639406-B2
Application number	US-201917052628-A
Country	US
Kind code	B2
Filing date	May 21, 2019
Priority date	Jan 4, 2019
Publication date	May 2, 2023
Grant date	May 2, 2023

Abstract

Disclosed herein is an aqueous latex composition comprising latex particles dispersed in an aqueous solution, wherein the latex particles are polymerized from at least one acrylic monomer in a substantially solvent-free, waterborne environment, and a 2-oxazoline compound is incorporated onto the latex particles. The 2-oxazoline compound has the following structure:The 2-oxazoline compound is present from about 1 wt. % to about 5 wt. %. The 2-oxazoline may be grafted onto the latex particles. R1 moiety may be free of an acyclic organic radical having addition polymerizable unsaturation moiety. The aqueous latex composition may also comprises an acid monomer.

First claim

What is claimed is:

1. An aqueous latex composition comprising latex particles dispersed in an aqueous solution, wherein the latex particles are polymerized from at least one acrylic monomer and a 2-oxazoline compound is incorporated onto the latex particles by a chemical bond as a moiety on the latex particles,
wherein the 2-oxazoline compound has the following structure:

wherein R1 is a methyl, a cis-8-heptadecenyl, an ethyl or a phenyl ring,
wherein R2 is a methyl, ethyl, hydroxymethyl or hydrogen,
wherein R3 is a methyl, hydroxymethyl or hydrogen
wherein the 2-oxazoline compound is present from about 1 wt. % to about 5 wt. % of the latex particles.

2. The aqueous latex composition of claim 1 , wherein the 2-oxazoline compound is grafted to the latex particles.

3. An aqueous latex composition comprising latex particles dispersed in an aqueous solution, wherein the latex particles are polymerized from at least one acrylic monomer and an acid monomer, wherein a 2-oxazoline compound is incorporated onto the latex particles as a moiety on the latex particles,
wherein the 2-oxazoline compound has the following structure:

wherein R1 is free of an acyclic organic radical having addition polymerizable unsaturation,
wherein R2 is a methyl, ethyl, hydroxymethyl or hydrogen,
wherein R3 is a methyl, hydroxymethyl or hydrogen
wherein the 2-oxazoline compound is present from about 1 wt. % to about 5 wt. % of the latex particles.

4. The aqueous latex composition of claim 1 , wherein the latex particles are further polymerized with a methacrylic acid monomer.

5. The aqueous latex composition of claim 1 , wherein the latex particles are further polymerized with an acid monomer.

6. The aqueous latex composition of claim 1 , wherein the latex particles are further polymerized with a monocarboxylic or polycarboxylic acid monomer, containing from about 3 to about 8 carbon atoms.

7. The aqueous latex composition of claim 6 , wherein said monocarboxylic or polycarboxylic acid monomer is selected from a group consisting of acrylic acid, methacrylic acid, ethacrylic acid, β, β-dimethylacrylic acid, crotonic acid, 2-pentenoic acid, 2-hexenoic acid, maleic acid, fumaric acid, citraconic acid, mesaconic acid, itaconic acid, 3-butene-1,2,3-tricarboxylic acid, and combination thereof.

8. The aqueous latex composition of claim 1 , wherein the at least one acrylic monomer comprises at least one of a butyl acrylate monomer, a methyl methacrylate monomer or a 2-ethylhexyl acrylate monomer.

9. The aqueous latex composition of claim 1 , wherein R1 is a methyl.

10. The aqueous latex composition of claim 1 , wherein R1 is a cis-8-heptadecenyl.

11. The aqueous latex composition of claim 1 , wherein R1 is an ethyl.

12. The aqueous latex composition of claim 1 , wherein R1 is a phenyl ring.

13. The aqueous latex composition of claim 9 , wherein R1=R2=R3.

14. The aqueous latex composition of claim 13 , wherein the 2-oxazoline compound comprises 2,4,4-trimethyl-2-oxazoline.

15. The aqueous latex composition of claim 10 , wherein R2 is an ethyl and R3 is a hydroxymethyl and R1 is not an acyclic organic radical having addition polymerizable unsaturation.

16. The aqueous latex composition of claim 15 , wherein the 2-oxazoline is 4-ethyl-2-(8-heptadecenyl)-2-oxazoline-4-methanol.

17. The aqueous latex composition of claim 10 , wherein each of R2 and R3 is a hydroxymethyl and R1 is not an acyclic organic radical having addition polymerizable unsaturation.

18. The aqueous latex composition of claim 17 , wherein the 2-oxazoline is 2-(heptadecenyl)-2-oxazoline-4,4-dimethanol.

19. The aqueous latex composition of claim 11 , wherein each of R2 and R3 is a hydrogen and R1 is not an acyclic organic radical having addition polymerizable unsaturation.

20. The aqueous latex composition of claim 11 , wherein the 2-oxazoline is 2-ethyl-2-oxazoline.

21. The aqueous latex composition of claim 12 , wherein each of R2 and R3 is a methyl.

22. The aqueous latex composition of claim 20 , wherein the 2-oxazoline is 4,4-dimethyl-2-phenyl-2-oxazoline.

23. The aqueous latex composition of claim 1 , further comprising other latex particles, wherein the other latex particles are co-polymerized from a 2-oxazoline compound and at least one acrylic monomer wherein R1 of the 2-oxazoline compound is an acyclic organic radical having addition polymerizable unsaturation.

24. A paint or stain composition comprising the aqueous latex composition of claim 1 .

25. The aqueous latex composition of claim 1 , wherein the aqueous latex composition is free of coalescent aid.

Assignees

• Columbia Insurance Co

Inventors

• Saad Rogina
• Geurtsen Richard
• Yang Yong
• Mardis Wilbur

Classifications

• C08F220/1804

  C4-(meth)acrylate, e.g. butyl (meth)acrylate, isobutyl (meth)acrylate or tert-butyl (meth)acrylate · CPC title

• C08F2/44

  Polymerisation in the presence of compounding ingredients, e.g. plasticisers, dyestuffs, fillers · CPC title

• C08F220/1808

  C8-(meth)acrylate, e.g. isooctyl (meth)acrylate or 2-ethylhexyl (meth)acrylate · CPC title

• C08K5/353

  Five-membered rings · CPC title

• C08F220/06 Primary

  Acrylic acid; Methacrylic acid; Metal salts or ammonium salts thereof · CPC title