Polyol esters of metathesized fatty acids and uses thereof

Patent metadata

Field	Value
Publication number	US-9796657-B2
Application number	US-201615075734-A
Country	US
Kind code	B2
Filing date	Mar 21, 2016
Priority date	Mar 24, 2015
Publication date	Oct 24, 2017
Grant date	Oct 24, 2017

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 —CH 2 —CH 3 , —CH 2 —CH═CH 2 , or —CH 2 —CH═CH—CH 2 —CH 3 ; and
R 2 is selected from the group consisting of:
—CH 2 —CH 2 —OH,
—CH 2 —CH(OH)—CH 3 ,
—CH 2 —CH(O—R 4 )—CH 3 ,
—CH(—CH 3 )—CH 2 —OH,
—CH(—CH 3 )—CH 2 —OR 5 ,
—CH 2 —CH 2 —CH 2 —OH,
—CH 2 —CH 2 —CH 2 —O—R 6 ,
—CH 2 —CH 2 —CH 2 —CH 2 —OH,
—CH 2 —CH(—CH 3 )—CH 2 —OH,
—CH 2 —CH(—CH 3 )—CH 2 —OR 8 ,
—CH 2 —C(—CH 3 ) 2 —CH 2 —OH,
—CH 2 —C(—CH 3 ) 2 —CH 2 —OR 9 ,
—CH 2 —CH 2 —CH(—CH 3 )—CH 2 —CH 2 —OH,
—CH 2 —CH 2 —CH(—CH 3 )—CH 2 —CH 2 —OR 10 ,
—CH 2 —CH(—OH)—CH 2 —OH,
—CH 2 —CH(—OH)—CH 2 —OR 11 ,
—CH 2 —CH(—OR 12 )—CH 2 —OH,
—CH 2 —CH(—OR 12 )—CH 2 —OR 11 ,
—CH(—CH 2 —OH)(—CH 2 —OH),
—CH(—CH 2 —OR 13 )(—CH 2 —OH),
—CH(—CH 2 —OH)(—CH 2 —OR 14 ),
—CH(—CH 2 —OR 13 )(—CH 2 —OR 14 ); and

R 3 , R 4 , R 5 , R 6 , R 8 , R 9 , R 10 , R 11 , R 12 , R 13 , and R 14 are independently methyl or ethyl.

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

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

4. The compound of claim 1 , wherein R 2 is —CH 2 —CH(OH)—CH 3 .

5. The compound of claim 1 , wherein R 2 is —CH 2 —CH(O—R 4 )—CH 3 .

6. The compound of claim 5 , wherein R 4 is methyl.

7. The compound of claim 5 , wherein R 4 is ethyl.

8. The compound of claim 1 , wherein R 2 is —CH(—CH 3 )—CH 2 —OH.

9. The compound of claim 1 , wherein R 2 is —CH(—CH 3 )—CH 2 —OR 5 .

10. The compound of claim 9 , wherein R 5 is methyl.

11. The compound of claim 9 , wherein R 5 is ethyl.

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

13. The compound of claim 1 , wherein R 2 is —CH 2 —CH 2 —CH 2 —O—R 6 .

14. The compound of claim 13 , wherein R 6 is methyl.

15. The compound of claim 13 , wherein R 6 is ethyl.

Assignees

• Elevance Renewable Sciences

Inventors

• Bertin Paul A

Classifications

• C11D3/2093

  Esters; Carbonates · CPC title

• C09D7/1233

  Chemistry & Metallurgy · mapped topic

• C09D107/02

  Latex · CPC title

• C07C69/587

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

• C09D7/12

  Chemistry & Metallurgy · mapped topic