Organic compounds -- part of the class 532-570 series – Organic compounds – Fatty compounds having an acid moiety which contains the...
Patent
1996-12-13
1998-11-24
Killos, Paul J.
Organic compounds -- part of the class 532-570 series
Organic compounds
Fatty compounds having an acid moiety which contains the...
554163, 514772, 514844, C07C 5100, A01N 2500
Patent
active
058409432
DESCRIPTION:
BRIEF SUMMARY
BACKGROUND OF THE INVENTION
1. Field of the Invention
This invention relates to new polyolpolyhydroxystearates obtainable by esterification of polyhydroxystearic acid with polyols, preferably technical polyglycerol of defined composition, to a process for their production, to formulations containing these substances and to the use of the new polyolpolyhydroxystearates as w/o emulsifiers.
2. Discussion of Related Art
Polyglycerol polyricinoleates have long been known as w/o emulsifiers and 0559013 (Th. Goldschmidt), EP-A1 0440203 (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 the cosmetics field, but only with those oils which fall within a certain polarity range. In addition, these emulsions are limited in their storage life. A major disadvantage is above all the fact that the commercial products are incapable of sufficiently stabilizing emulsions containing highly polar oils, for example vegetable oils. However, this is commercially desirable in view of the particular ecotoxicological compatibility of such emulsions.
Now, the problem addressed by the present invention was to provide new w/o emulsifiers which would form storable emulsions with a broad range of oils.
DESCRIPTION OF THE INVENTION
The present invention relates to polyolpolyhydroxystearates which are obtained by esterifying polyhydroxystearic acid with a degree of self-condensation of 2 to 20 and preferably 2 to 10 with polyols in known manner.
It has surprisingly been found that condensation products of polyols, preferably technical polyglycerol, with polyhydroxystearic acid have distinctly better emulsifying properties than comparable known products based on polyricinoleic acid. In particular, it is even possible to introduce highly polar vegetable oils into stable emulsions. The present invention also includes the observation that even the addition of small quantities of the polyolpolyhy-droxystearates according to the invention to polyolpolyricinoleates produces a lasting improvement in their emulsifying properties. It has also surprisingly been found that the condensation products based on 12-hydroxystearic acid are liquid although the acid used has a melting point of 75.degree. C. Thus, the emulsions may readily be produced not only by the conventional "hot/hot" method, but also by the energy-saving "cold/cold" method.
In one preferred embodiment, the invention relates to polyglycerol polyhydroxystearates which are obtained by esterifying polyhydroxystearic acid having a degree of self-condensation of 2 to 20 and preferably 2 to 10 with a polyglycerol mixture of the following composition (GC method):
The present invention also relates to a process for the production of polyolpolyhydroxystearates in which polyhydroxystearic acid with a degree of self-condensation of 2 to 20 and preferably 2 to 10 is esterified with polyols in known manner.
Polyols in the context of the invention are substances which contain at least 2, preferably 3 to 12 and more preferably 3 to 8 hydroxyl groups and 2 to 12 carbon atoms. Typical examples are: glycol; propane, trimethylol butane, pentaerythritol and dipentaerythritol; 1 to 4 carbon atoms in the alkyl group, for example methyl and butyl glucoside; mannitol,
Among the new emulsifiers, particular significance is attributed to reaction products based on polyglycerol by virtue of their excellent performance properties. It has proved to be of particular advantage to use selected polyglycerols which have the following homolog distribution (the preferred ranges are shown in brackets);
The polyolpolyhydroxystearates may be produced in known manner. In the case of polyglycerol polyhydroxystearates, the polyglycerol is preferably prepared first followed by the polyhydroxystearic acid and, finally, the two are esterified.
The production of a polyglycerol with the composition shown above may be carried out by the self-condensation of glycerol in the presence of suitable catalysts, f
REFERENCES:
patent: 3547828 (1970-12-01), Mansfield
patent: 3707535 (1972-12-01), Lew
patent: 3772269 (1973-11-01), Lew
patent: 3839318 (1974-10-01), Mansfield
patent: 4349669 (1982-09-01), Klahr et al.
patent: 4988456 (1991-01-01), Takahashi et al.
patent: 5391321 (1995-02-01), Gruning et al.
Ansmann Achim
Kawa Rolf
Strauss Gabriele
Von Kries Rainer
Grandmaison Real J.
Henkel Kommanditgesellschaft auf Aktien
Jaeschke Wayne C.
Killos Paul J.
Szoke Ernest J.
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