Polyglycerol alkoxylate esters and preparation and use thereof

Patent metadata

Field	Value
Publication number	US-10370493-B2
Application number	US-201615380001-A
Country	US
Kind code	B2
Filing date	Dec 15, 2016
Priority date	Jan 29, 2016
Publication date	Aug 6, 2019
Grant date	Aug 6, 2019

Abstract

The invention provides polyglycerol alkoxylate esters and for the preparation and use thereof.

First claim

The invention claimed is:

1. A polyglycerol alkoxylate ester of the general formula (I)

wherein
R a , R b , R c =identical or different and independently selected from H and acyl radical of fatty acid with from 16 to 22 carbon atoms, wherein an average of 3 to 6 of the R a , R b , R c radicals per molecule are not H,
R d =H,
n=1.5 to 16,
x, y, z=identical or different and independently 30 to 200,
wherein the sum total of x+n·y+z averages 251 to 750.

2. The polyglycerol alkoxylate ester according to claim 1 , wherein
R a , R b , R c =H or acyl radical of a fatty acid having 16 to 22 carbon atoms,
wherein an average of 3.5 to 6 of the R a , R b , R c radicals per molecule are not H,
n=3 to 11,
x, y, z=identical or different and independently 40 to 80,
wherein the sum total of x+n·y+z for each molecule averages 300 to 750.

3. The polyglycerol alkoxylate ester of claim 1 obtained by a process for preparing polyglycerol alkoxylate ester, comprising the process steps of
A) providing a polyglycerol having a polymerization level n of 1.5 to 16,
B) alkoxylating the polyglycerol with 251 to 750 mol of alkylene oxide selected from the group consisting of ethylene oxide, propylene oxide, butylene oxide, and dodecene oxide per mole of polyglycerol used in the overall process is used in process step B), and
C) esterifying with 3 to 6 mol of at least one selected from organic acids per mole of polyglycerol used in the overall process.

4. A formulation comprising at least one polyglycerol alkoxylate ester according to claim 3 .

5. An aqueous formulation comprising at least one polyglycerol alkoxylate ester according to claim 1 .

6. The aqueous formulation according to claim 5 comprising at least one surfactant.

7. The aqueous formulation according to claim 6 , comprising one or more surfactants in a total amount of 0.1% by weight to 20% by weight, where the percentages by weight relate to the overall composition.

8. The aqueous formulation according to claim 6 , comprising one or more surfactants in a total amount of 1.0% by weight to 15% by weight, where the percentages by weight relate to the overall composition.

9. The aqueous formulation according to claim 5 , comprising at least one optionally alkoxylated alcohol and/or at least one optionally alkoxylated carboxylic ester.

10. The aqueous formulation according to claim 9 , wherein the polyglycerol alkoxylate ester is present in an amount of 30% to 70% by weight, based on the overall formulation.

11. A thickener comprising the polyglycerol alkoxylate ester according to claim 1 .

12. A skincare product comprising the polyglycerol alkoxylate ester according to claim 1 .

13. A foam stabilizer comprising the polyglycerol alkoxylate ester according to claim 1 .

14. A cosmetic formulation for reducing irritation comprising the polyglycerol alkoxylate ester according to claim 1 .

15. The polyglycerol alkoxylate ester according to claim 1 , wherein
R a , R b , R c =H or acyl radical of a fatty acid having 16 to 22 carbon atoms,
with the proviso that an average of 3.5 to 5.5 of the R a , R b , R c radicals per molecule are not H,
n=4 to 9,
x, y, z=identical or different and independently 30 to 100,
with the proviso that the sum total of x+n·y+z averages 300 to 600.

16. A process for preparing polyglycerol alkoxylate ester, comprising the process steps of
A) providing a polyglycerol having a polymerization level n of 1.5 to 16,
B) alkoxylating the polyglycerol with 251 to 750 mol of alkylene oxide selected from the group consisting of ethylene oxide, propylene oxide, butylene oxide, and dodecene oxide per mole of polyglycerol used in the overall process is used in process step B), and
C) esterifying with 3 to 6 mol of at least one selected from organic acids per mole of polyglycerol used in the overall process.

17. The process according to claim 16 , wherein the process steps are conducted in the sequence “A), C), B)”.

18. The process according to claim 16 , wherein
a polyglycerol having a polymerization level of 3 to 11 is used in process step A), 300 to 750 mol of ethylene oxide per mole of polyglycerol used in the overall process is used in process step B) and
3.5 to 6 mol of at least one selected from fatty acids having 16 to 22 carbon atoms per mole of polyglycerol used in the overall process is used in process step C).

19. The process according to claim 16 , wherein
a polyglycerol having a polymerization level of 4 to 9 is used in process step A),
300 to 600 mol of ethylene oxide per mole of polyglycerol used in the overall process is used in process step B) and
3.5 to 5.5 mol of at least one selected from fatty acids having 16 to 22 carbon atoms per mole of polyglycerol used in the overall process is used in process step C).

20. The polyglycerol alkoxylate ester of claim 19 wherein the process steps are conducted in the sequence “A), C), B)”.

Assignees

• Evonik Degussa Gmbh

Inventors

• Brandt Kathrin Daniela
• Lobert Matthias
• Schuch Dominik
• Venzmer Joachim
• Schwab Peter
• Bednorz Beata
• Brösgen Anja
• Blaschek Svenja

Classifications

• C08G2650/54

  Polyglycerols · CPC title

• C08G65/34 Primary

  from hydroxy compounds or their metallic derivatives {(C08G65/26 takes precedence)} · CPC title

• A61Q19/10

  Washing or bathing preparations · CPC title

• A61K2800/48

  Thickener, Thickening system · CPC title

• A61Q90/00

  Cosmetics or similar toiletry preparations for specific uses not provided for in other groups of this subclass · CPC title