Compositions containing carbohydrate partial ester

Patent metadata

Field	Value
Publication number	US-10357569-B2
Application number	US-201515534517-A
Country	US
Kind code	B2
Filing date	Dec 11, 2015
Priority date	Dec 12, 2014
Publication date	Jul 23, 2019
Grant date	Jul 23, 2019

Abstract

The present invention relates to a composition containing carbohydrate partial esters, the preparation thereof and products containing the carbohydrate partial esters according to the invention.

First claim

The invention claimed is:

1. A composition containing:
a1) carbohydrate partial esters as the product of an esterification of at least one hydroxy group of a carbohydrate with acyl components of the formula R1-COO,
b1) alkyl esters of the formula R1-COO-R2, and
c1) ester oils of the formula R1-COO-R3,
and optionally carbohydrates, catalyst, fatty acids, and/or fatty soaps;
wherein:
the acyl component R1 is selected from the group consisting of mono- and di-acids of chain length C14-C22 and combinations thereof,
the alcohol component R2 of the ester b1) is a C1 to C3 alcohol unit,
the ester oils c1) have an alcohol component R3 selected from the group consisting of branched alcohols with C8-C22, unbranched alcohols with C8-C22, polyalcohols, and mixtures thereof, the alcohol component R3 being completely esterified with the acyl component R1, and
the composition contains no free alcohol component of the ester oils c1).

2. A composition containing:
a2) carbohydrate partial esters having an average degree of esterification of 1-4,
b2) organic alkyl esters with an acyl component having 14-22 carbon atoms and an alcohol component of the ester b2) is a C1 to C3 alcohol unit, and
c2) ester oils with a linear acyl component having 14-22 carbon atoms and a linear alcohol component having 8-22 carbon atoms,
and optionally carbohydrates, catalyst, fatty acids, and/or fatty soaps;
wherein the composition contains no free alcohol component of the ester oils c2).

3. The composition according to claim 1 , wherein the product a1) is a glycose partial ester after esterification with an acyl component of b1).

4. The composition according to claim 3 , wherein the glycoses are mono- and/or disaccharides.

5. The composition according to claim 1 , wherein the acyl component of the ester a1), b1), c1) is a fatty acid radical having 16 or 18 carbon atoms.

6. The composition according to claim 1 , wherein the alcohol component of the ester oils c1) is a fatty alcohol having 16 or 18 carbon atoms.

7. The composition according to claim 1 , wherein the alcohol component of the ester oils c1) is a Guerbet alcohol having 16 to 20 carbon atoms or a polyalcohol selected from the group consisting of ethylene glycol, propylene glycol, butylene glycol, neopentyl glycols, and glycerol, and the ester oils c1) are completely esterified.

8. The composition according to claim 1 , wherein the carbohydrate partial ester contains
monoester in a proportion of from 0% to 20% by weight,
diester in a proportion of from 10% to 40% by weight,
triester in a proportion of from 20% to 50% by weight, and
tetraester in a proportion of from 15% to 40% by weight,
wherein the total is 100% by weight.

9. The composition according to claim 1 , wherein the ratio of monoester:diester:triester:tetraester is between 0.5 and 1.5:between 3.0 and 4.0:between 4.0 and 5.0:between 3.0 and 4.0.

10. A shaped body comprising a composition according to claim 1 .

11. A process for the preparation of a composition according to claim 1 , the process comprising:
i) esterifying or transesterifying a carbohydrate with an alkyl ester b1) in the presence of a catalyst to form carbohydrate partial esters a1) as an esterification or transesterification product,
ii) adding ester oils c1) to the esterification or transesterification product to form a crude product,
iii) separating residual unreacted carbohydrate from the crude product to form the composition according to claim 1 ,
optionally iv) bleaching the composition, and
optionally v) forming a shaped body from the composition.

12. The process according to claim 11 , wherein no deactivation of the catalyst is carried out.

13. The process according to claim 11 , wherein the esterification or transesterification product from step i) has the same carbohydrate partial ester distribution as the composition from step iii), iv) or v).

14. A cosmetic and/or pharmaceutical product and/or foodstuff containing a composition according to claim 1 .

15. The composition according to claim 2 , wherein the product a2) is a glycose partial ester after esterification with an acyl component of b2).

16. The composition according to claim 2 , wherein the acyl component of the ester a2), b2) or c2) is a fatty acid radical having 16 or 18 carbon atoms.

17. The composition according to claim 2 , wherein the alcohol component of the ester oils c2) is a fatty alcohol having 16 or 18 carbon atoms.

18. The composition according to claim 2 , wherein the carbohydrate partial ester contains
monoester in a proportion of from 0% to 20% by weight,
diester in a proportion of from 10% to 40% by weight,
triester in a proportion of from 20% to 50% by weight, and
tetraester in a proportion of from 15% to 40% by weight,
wherein the total is 100% by weight.

19. A shaped body comprising a composition according to claim 2 .

20. The process according to claim 11 , wherein the acyl component R1 of the ester a1), b1), or c1), is a fatty acid radical having 16 or 18 carbon atoms.

Assignees

• Basf Se

Inventors

• Busch Stefan
• Mahnke Eike Ulf
• Sincero Melina Machado
• Kloeker Markus

Classifications

• A61K8/37 Primary

  Esters of carboxylic acids · CPC title

• A61Q19/00

  Preparations for care of the skin · CPC title

• A61K47/26 Primary

  Carbohydrates, e.g. sugar alcohols, amino sugars, nucleic acids, mono-, di- or oligo-saccharides; Derivatives thereof, e.g. polysorbates, sorbitan fatty acid esters or glycyrrhizin · CPC title

• A61K8/361 Primary

  Carboxylic acids having more than seven carbon atoms in an unbroken chain; Salts or anhydrides thereof · CPC title

• A23L33/125

  containing carbohydrate syrups; containing sugars; containing sugar alcohols; containing starch hydrolysates (indigestible substances A23L33/21) · CPC title