Drug – bio-affecting and body treating compositions – Designated organic nonactive ingredient containing other... – Carboxylic acid ester
Patent
1996-09-23
1998-04-07
Cooney, Jr., John M.
Drug, bio-affecting and body treating compositions
Designated organic nonactive ingredient containing other...
Carboxylic acid ester
424401, 514786, 514937, 514938, 514939, 528272, 528306, A61K 748, A61K 4714
Patent
active
057365814
DESCRIPTION:
BRIEF SUMMARY
BACKGROUND OF THE INVENTION
1. Field of the Invention
This invention relates to new polyglycerol polyricinoleates obtainable by esterification of polyricinoleic acid with technical polyglycerol having a certain composition, to a process for their production, to formulations containing these substances and to the use of the new polyglycerol polyricinoleates as w/o emulsifiers.
2. Statement of Related Art
Polyglycerol polyricinoleates have long been known as w/o emulsifiers and 0559013 (Th. Goldschmidt), EP-A1 044203 (Lotte Co.) and WO 85/04346 (Meiji Milk Prods.)!. However, it has been found that commercial polyglycerol polyricinoleates do not form emulsions with all the oils typically used in cosmetics, but only with those having a certain polarity range. In addition, these emulsions show only limited stability in storage.
Now, the problem addressed by the present invention was to provide new w/o emulsifiers which would form low-viscosity and storage-stable emulsions with a broad range of oils.
DESCRIPTION OF THE INVENTION
The present invention relates to polyglycerol polyricinoleates obtained by esterifying polyricinoleic acid having a degree of autocondensation of 2 to 10 with a polyglycerol mixture of the following composition:
______________________________________ glycerol: 5 to 35 (25 to 25)
% by weight
diglycerols:
15 to 40 (20 to 32)
% by weight
triglycerols:
10 to 35 (15 to 25)
% by weight
tetraglycerols:
8 to 20 (10 to 18)
% by weight
pentaglycerols:
3 to 10 (5 to 9)
% by weight
oligoglycerols:
to 100 % by weight
______________________________________
se.
It has surprisingly been found that the composition of the polyglycerol component has a critical bearing on the performance properties of the emulsifiers. The invention includes the observation that polyglycerol polyricinoleates containing less than 5% by weight or more than 35% by weight of glycerol in their polyglycerol component have significantly poorer emulsifying power.
The present invention also relates to a process for the production of polyglycerol polyricinoleates, in which polyricinoleic acid having a degree of autocondensation of 2 to 10 is esterified with a polyglycerol mixture of the following composition:
______________________________________ glycerol: 5 to 35 (25 to 25)
% by weight
diglycerols:
15 to 40 (20 to 32)
% by weight
triglycerols:
10 to 35 (15 to 25)
% by weight
tetraglycerols:
8 to 20 (10 to 18)
% by weight
pentaglycerols:
3 to 10 (5 to 9)
% by weight
oligoglycerols:
to 100 % by weight
______________________________________
se.
Production of the polyqlycerol polyricinoleates
The polyglycerol polyricinoleates may be produced in known manner. Preferably, the polyglycerol is prepared in a first step and the polyricinoleic acid in a second step and, finally, the two are condensed.
The preparation of a polyglycerol having the composition shown above may be carried out by autocondensation of glycerol in the presence of suitable catalysts, for example silicates according to DE-A1 4029323 (Henkel) or borates according to DE-A1 4117033 (Henkel), at temperatures in the range from 200.degree. to 260.degree. C.
The polyricinoleic acid is prepared, for example, by controlled thermal polycondensation of castor oil fatty acid of which around 90% by weight consists of ricinoleic acid. Linear esterification products containing 2 to 10 and, more particularly, 4 to 6 fatty acid units are preferably formed.
A complex mixture of homologous polyesters is formed in the subsequent condensation of the technical polyglycerol with the polyricinoleic acid. The percentage contents of mono-, di-, tri- and oligoesters in the polyglycerol polyricinoleates according to the invention are determined by the ratios in which the starting compounds are used. In one preferred embodiment of the process according to the invention, a polyglycerol polyricinoleate with particularly favorable performance properties is obtained by subjecting around 1000 kg of castor oil fatty acid to
REFERENCES:
patent: 4988456 (1991-01-01), Takahashi et al.
patent: 5147644 (1992-09-01), Oppenlaender et al.
patent: 5391321 (1995-02-01), Gruning
"Kosmetische Faerbemittel" of the Farbstoffkommission der Deutschen Forschungsgemeinschaft, Verlag Chemie, Weinheim, 1984, pp. 81-106.
Ansmann Achim
Gondek Helga
Kawa Rolf
Strauss Gabriele
Von Kries Rainer
Cooney Jr. John M.
Drach John E.
Henkel Kommanditgesellschaft auf Aktien
Jaeschke Wayne C.
Trzaska Steven J.
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