Unsaturated fatty acid ester-based compositions useful as plastic additives

Patent metadata

Field	Value
Publication number	US-9586918-B2
Application number	US-201414769489-A
Country	US
Kind code	B2
Filing date	Feb 17, 2014
Priority date	Feb 25, 2013
Publication date	Mar 7, 2017
Grant date	Mar 7, 2017

Abstract

Compositions useful as plastic additives may be prepared from renewable resources such as vegetable oils by functionalizing an unsaturated fatty acid ester with epoxy, acyloxy, and optionally alkoxy groups.

First claim

What is claimed is:

1. A composition comprising a fatty acid ester moiety, wherein the fatty acid ester moiety comprises at least one epoxy group and wherein the fatty acid ester moiety is substituted at least with a first substituent which is a first acyloxy group and with a second substituent which is a second acyloxy group, which may be the same as or different from the first acyloxy group, or an alkoxy group, wherein the first substituent and the second substituent are substituted on adjacent carbon atoms in the fatty acid ester moiety.

2. The composition of claim 1 , wherein the fatty acid ester moiety is selected from the group consisting of fatty acid monoesters, monoglycerides, diglycerides, triglycerides, and fatty acid esters of polyols other than glycerin.

3. The composition of claim 1 , wherein the first acyloxy group is a C2-C24 aliphatic acyloxy group.

4. The composition of claim 1 , wherein the first acyloxy group has a structure R—C(═O)—O—, wherein R is a straight chain, branched or alicyclic, saturated or unsaturated hydrocarbyl group containing one to 23 carbon atoms.

5. The composition of claim 1 , wherein the first acyloxy group is an acetoxy group.

6. The composition of claim 1 , wherein the second substituent is a C2-C24 aliphatic acyloxy group.

7. The composition of claim 1 , wherein the second substituent has a structure R—C(═O)—O—, wherein R is a straight chain, branched or alicyclic, saturated or unsaturated hydrocarbyl group containing one to 23 carbon atoms.

8. The composition of claim 1 , wherein the second substituent is a C1-C24 alkoxy group.

9. The composition of claim 1 , wherein the second substituent has a structure R1-O—, wherein R1 is a straight chain, branched or alicyclic, saturated or unsaturated hydrocarbyl group containing one to 23 carbon atoms.

10. The composition of claim 9 , wherein R1 is a straight or branched chain saturated hydrocarbyl group containing one to ten carbon atoms.

11. The composition of claim 1 , comprising a first fatty acid ester moiety and second fatty acid ester moiety which are linked together through a polyfunctional alkoxy group, a polyfunctional acyloxy group, or a polyfunctional alkoxy/acyloxy group.

Assignees

• Arkema Inc

Inventors

• Kazemizadeh Mohammad R
• Maixner David E

Classifications

• C08K5/1515

  Three-membered rings · CPC title

• C08G59/027

  obtained by epoxidation of unsaturated precursor, e.g. polymer or monomer · CPC title

• C07D303/16

  by esterified hydroxyl radicals · CPC title

• C08G59/32

  Epoxy compounds containing three or more epoxy groups · CPC title

• C07D303/42 Primary

  Acyclic compounds having a chain of seven or more carbon atoms, e.g. epoxidised fats · CPC title