Polyol esters of metathesized fatty acids and uses thereof

Patent metadata

Field	Value
Publication number	US-9963420-B2
Application number	US-201615149177-A
Country	US
Kind code	B2
Filing date	May 8, 2016
Priority date	Mar 24, 2015
Publication date	May 8, 2018
Grant date	May 8, 2018

Abstract

Polyol esters of metathesized fatty acids are generally disclosed herein. Methods of using such compounds, for example, as cleaning agents, solvents, and coalescents for paints and coatings, are also disclosed.

First claim

What is claimed is:

1. A compound of formula (I):

wherein:
R 1 is —H, —CH 2 —CH 3 , —CH 2 —CH═CH 2 , or —CH 2 —CH═CH—CH 2 —CH 3 ;
R 2 is —(C 2-10 alkylene)-(OH)q; and
q is 1, 2, or 3.

2. The compound of claim 1 , wherein R 1 is —H.

3. The compound of claim 1 , wherein R 1 is —CH 2 —CH 3 .

4. The compound of claim 1 , wherein q is 1 or 2.

5. The compound of claim 4 , wherein q is 1.

6. The compound of claim 5 , wherein R 2 is —(C 2-10 alkylene)-OH.

7. The compound of claim 6 , wherein R 2 is —(CH 2 ) 2 —OH, —(CH 2 ) 3 —OH, —(CH 2 ) 4 —OH, —(CH 2 ) 5 —OH, —(CH 2 ) 6 —OH, —CH(OH)—CH 3 , —CH 2 —CH(OH)—CH 3 , —CH(CH 3 )—CH 2 —OH, —CH 2 —CH(CH 3 )—CH 2 —OH, or —CH 2 —C(CH 3 ) 2 —CH(OH)—CH(CH 3 ) 2 .

8. The compound of claim 7 , wherein R 2 is —(CH 2 ) 2 —OH.

9. The compound of claim 7 , wherein R 2 is —(CH 2 ) 3 —OH.

10. The compound of claim 7 , wherein R 2 is —(CH 2 ) 4 —OH.

11. The compound of claim 7 , wherein R 2 is —CH(OH)—CH 3 .

12. The compound of claim 7 , wherein R 2 is —CH 2 —CH(OH)—CH 3 .

13. The compound of claim 7 , wherein R 2 is —CH(CH 3 )—CH 2 —OH.

14. The compound of claim 7 , wherein R 2 is —CH 2 —CH(CH 3 )—CH 2 —OH.

15. The compound of claim 7 , wherein R 2 is —CH 2 —C(CH 3 ) 2 —CH(OH)—CH(CH 3 ) 2 .

16. A paint or coating composition, comprising:
a film-forming polymer;
water; and
a compound of claim 1 .

17. The composition of claim 16 , wherein the film-forming polymer is a natural latex, a synthetic latex, or a mixture thereof.

18. The composition of claim 17 , where the film-forming polymer is a synthetic latex.

19. The composition of claim 16 , wherein the composition has no more than 0.5 kg/L of volatile organic compounds (VOCs), as measured by Method 24 of the United States Environmental Protection Agency.

20. A method of painting or coating a surface, comprising:
providing a surface to be coated or painted; and
applying to the surface a composition of claim 16 .

Assignees

• Elevance Renewable Sciences

Inventors

• Bertin Paul A

Classifications

• C07C69/533 Primary

  Monocarboxylic acid esters having only one carbon-to-carbon double bond · CPC title

• C11D7/266

  Esters or carbonates · CPC title

• C09D121/02

  Latex · CPC title

• C10G2300/206

  Asphaltenes · CPC title

• C07C69/587

  Monocarboxylic acid esters having at least two carbon-to-carbon double bonds · CPC title