# US 10,501,429 B2 · Glycitan esters of unsaturated fatty acids and their preparation

> Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt

- Number: US 10,501,429 B2
- Document ID: US10501429B2
- Status: Granted
- Kind: B2
- Application number: 14/681,324
- Filed: 2015-04-08
- Published: 2015-10-29
- Granted: 2019-12-10
- Earliest claimed: 2013-03-14
- Assignees: Elevance Renewable Sciences, Inc.
- Applicants: Elevance Renewable Sciences, Inc.
- Inventors: Ryan A. Littich; Timothy Montavon
- Web page: https://patentgrep.com/patent/US10501429B2

## CPC

- C07D 307/20: Oxygen atoms
- C07C 51/347: by reactions not involving formation of carboxyl groups
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS

## Abstract

A method is disclosed for making an unsaturated glycitan ester by reacting intramolecular condensates of glycitols having four or more carbons with a metathesis-derived unsaturated fatty acid in the presence of an alkaline catalyst and under conditions sufficient to form the aforesaid unsaturated glycitan fatty ester. A composition is also disclosed comprising a compound of the following structure: wherein R1 is hydrogen, alkyl, aryl or (CH2)1-9—COOR5; wherein R5 is wherein R2, R3 and R4 are hydrogen, or —(O)C—(CH2)m—CH═CH—R1 or —(CH2CH2O)nH or mixtures thereof; wherein m is 1 to 9; and wherein n is 1 to 100.

## Claims

### Claim 1

A composition comprising the following structure:
wherein R1 is a hydrogen atom, ethyl, propyl, pentyl, aryl or (CH2)1-9—COOR5; wherein R5 is
wherein R2, R3 and R4 are independently at each occurrence a hydrogen atom, or —(O)C—(CH2)m-CH═CH—R1 or —(CH2CH2O)nH or mixtures thereof; wherein m is an integer from 1 to 9; and wherein n is an integer from 1 to 100.

### Claim 2 (depends on 1)

The composition of claim 1, wherein R1 is a hydrogen atom.

### Claim 3 (depends on 2)

The composition of claim 2, wherein the composition comprises sorbitan 9-decenoate.

### Claim 4 (depends on 1)

The composition of claim 1, wherein R1 is ethyl.

### Claim 5 (depends on 4)

The composition of claim 4, wherein the composition comprises sorbitan 9-dodecenoate.

### Claim 6 (depends on 1)

The composition of claim 1, wherein R1 is propyl.

### Claim 7 (depends on 6)

The composition of claim 6, wherein the composition comprises sorbitan 9-tridecenoate.

### Claim 8 (depends on 1)

The composition of claim 1, wherein R1 is pentyl.

### Claim 9 (depends on 8)

The composition of claim 8, wherein the composition comprises sorbitan 9-pentadecenoate.

### Claim 10 (depends on 1)

The composition of claim 1, wherein R1 is —(CH2)1-9—COOR5.

### Claim 11 (depends on 10)

The composition of claim 10, wherein R1 is —(CH2)7—COOR5.

### Claim 12 (depends on 11)

The composition of claim 11, wherein the composition comprises disorbitan 9-octadecene-1,18-dioate.