IP Library › Granted Patent US 10,357,569
Granted Patent B2
US 10,357,569 · App. 15/534,517 · Granted Jul 23, 2019

Compositions containing carbohydrate partial ester

Inventors: Stefan Busch (Düsseldorf, DE); Eike Ulf Mahnke (Xanten, DE); Melina Machado Sincero (Düsseldorf, DE); Markus Kloeker (Düsseldorf, DE)
Assignee: BASF SE
A61K47/26A23L33/125A61K8/361A61K8/37A61K8/375A61K8/60A61K47/14A61Q19/00A23V2002/00
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Quick Facts
Patent No.
US 10,357,569
App. No.
15/534,517
Granted
Jul 23, 2019
Kind
B2
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.

Claims (49)

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.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 6, 2017
From: BASF PERSONAL CARE AND NUTRITION GMBH
To: BASF SE
Reel/Frame 044037/0428 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 16, 2017
From: BUSCH, STEFAN; MAHNKE, EIKE ULF; SINCERO, MELINA MACHADO; KLOEKER, MARKUS
To: BASF PERSONAL CARE AND NUTRITION GMBH
Reel/Frame 043303/0417 →
Priority Claims (1)
EP 14197689 · Dec 12, 2014 · regional
Continuity (1)
Related Publication 20170360938A1 · Dec 21, 2017
Cited By (2)
US 12,453,681 US 12,605,314