Process for preparing acylglycinates and compositions comprising such compounds

Patent metadata

Field	Value
Publication number	US-9662287-B2
Application number	US-201214232844-A
Country	US
Kind code	B2
Filing date	Jul 11, 2012
Priority date	Jul 15, 2011
Publication date	May 30, 2017
Grant date	May 30, 2017

Abstract

A process for preparing acylglycinates of the formula (I) wherein R 1 is a linear or branched, saturated alkanoyl group having 6 to 30 carbon atoms, or is a linear or branched, singly or multiply unsaturated alkenoyl group having 6 to 30 carbon atoms, and Q + is a cation, wherein glycine is reacted with fatty acid chloride R 1 Cl, in water and in the presence of a basic alkali metal compound which yields cations Q + , but in the absence of organic solvents, at 25-50° C. Also described are compositions comprising acylglycinates of the formula (I).

First claim

The invention claimed is:

1. A composition comprising
a) at least one acylglycinate of the formula (I)

in which
R 1 is a linear or branched, saturated alkanoyl group having 6 to 30 carbon atoms, or a linear or branched, mono- or polyunsaturated alkenoyl group having 6 to 30 carbon atoms, and
Q + is a cation selected from the group consisting of the alkali metal cations Na + and K + ,
in amounts of 21.0-28.0% by weight, based on the overall composition,
and where, in the at least one acylglycinate of the formula (I),
the proportion of saturated C 8 acyl groups is 5.0-8.0% by weight,
the proportion of saturated C 10 acyl groups is 5.0-8.0% by weight,
the proportion of C 12 acyl groups is 44.0-50.0% by weight,
the proportion of C 14 acyl groups is 14.0-20.0% by weight,
the proportion of C 16 acyl groups is 8.0-10.0% by weight,
the proportion of saturated C 18 acyl groups is 1.0-3.0% by weight and
the proportion of unsaturated C 18 acyl groups is 4.0-10.0% by weight,
and where the proportions are based on the total amount of acyl groups present in the at least one acylglycinate, but are calculated not on the basis of the acyl groups but on the basis of the fatty acid chlorides corresponding to the acyl groups
b) at least one substance Q + Cl − in which Q + is as defined for Q + in formula (I), in amounts greater than or equal to 1.0% by weight, based on the overall composition,
c) at least one fatty acid salt of the formula (II)

in which
R 2 CO is as defined for R 1 in formula (I) and
Q + is as defined for Q + in formula (I),
in amounts less than or equal to 3.0% by weight, based on the overall composition, and
d) water,
e) and no organic solvents.

2. The composition as claimed in claim 1 , which comprises 23.0-27.0% by weight of component a), based on the overall composition.

3. The composition as claimed in claim 1 , wherein Q + is Na + .

4. The composition as claimed in claim 1 , which comprises 1.0 to 8.0% by weight of the at least one substance Q + Cl − , based on the overall composition.

5. The composition as claimed in claim 1 , which comprises the at least one fatty acid salt of the formula (II) in amounts of 0.01 to 2.0% by weight, based on the overall composition.

6. The composition as claimed in claim 1 , wherein the purity of the acylglycinate of the formula (I) present therein is 90% or greater, this purity being based on the sum total of fatty acid salt of the formula (II) and acylglycinate of the formula (I), and being calculated as purity of the acylglycinates is equal to the amount of acylglycinate divided by (the amount of acylglycinate plus the amount of fatty acid salt).

7. The composition as claimed in claim 1 , which has a viscosity of less than 5000 mPa·s at 40° C.

8. A process for production of a cosmetic formulation comprising the step of adding a composition as claimed in claim 1 to the cosmetic formulation.

9. A surfactant in a cosmetic formulation comprising at least one composition as claimed in claim 1 .

Assignees

• Klug Peter
• Scherl Franz-Xaver
• Clariant Int Ltd

Inventors

• Klug Peter
• Scherl Franz-Xaver

Classifications

• C07C231/02 Primary

  from carboxylic acids or from esters, anhydrides, or halides thereof by reaction with ammonia or amines · CPC title

• A61K8/442

  substituted by amido group(s) · CPC title

• A61K8/42 Primary

  Amides · CPC title

• A61K8/046

  Aerosols; Foams · CPC title

• A61K8/44

  Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof · CPC title