Use of hydro- and fluorocarbon compounds in cosmetic composition

Details Use of hydro- and fluorocarbon compounds in cosmetic composition Use of hydro- and fluorocarbon compounds in cosmetic composition

1995-02-01

1998-01-06

Gardner-Lane, Sally

Drug, bio-affecting and body treating compositions

Live hair or scalp treating compositions

Polymer containing

424401, 514743, 514749, A61K 700, A61K 707

Patent

active

057051488

DESCRIPTION:

BRIEF SUMMARY
This application has a filing date of Jun. 1, 1994 under 35 USC 371 and a filing date of Jun. 2, 1993 under 35 USC 119.
The present invention concerns the use of hydro- and fluorocarbon compounds in cosmetic compositions, cosmetic compositions containing these compounds and certain novel compounds.
Perfluoropolyethers are known for their use in cleaning, protecting or making up the skin, or for washing hair. These compounds are known to have a low surface tension and are easy to spread, but have very low solubility in most fluids apart from fluorine-containing fluids. This means that they are very difficult to incorporate into cosmetic composition formulations. Some of these compounds, perfluoromethylisopropylethers, are sold by MONTEFLUO under the trade name "FOMBLIN HC".
We have now discovered compounds which have improved solubilities over FOMBLIN compounds in certain of the solvents which are normally used in cosmetics. Their properties mean that they are readily dispersible in certain cosmetic media and render the compositions of which they form a part very stable.
The present invention thus concerns the use of compounds with formula: -R'.sub.F (I) ##STR2##
R.sub.F and R.sub.F', which may be identical or different, represent a perfluorinated linear or branched C.sub.4 -C.sub.20 alkyl radical or a mixture of perfluorinated linear or branched C.sub.4 -C.sub.20 alkyl radicals;
m and n, which may be identical or different, are 0, 1, 2, 3 or 4;
X and Y, which may be identical or different, represent O or S.
Preferred compounds are those in which R.sub.F and R.sub.F' represent a perfluorinated linear or branched C.sub.6 -C.sub.10 radical, X and Y are not both O, n and m equal 2 and --C.sub.3 H.sub.5 (OH)-- is linear.
Of the compounds with formula (I), the following compounds with formula (I') are novel: -R'.sub.F (I') ##STR3##
R.sub.F and R.sub.F', which may be identical or different, represent a perfluorinated linear or branched C.sub.4 -C.sub.20 alkyl radical or a mixture of perfluorinated linear or branched C.sub.4 -C.sub.20 alkyl radicals;
m and n, which may be identical or different, are 0, 1, 2, 3 or 4, and X represents O and Y represents S or X represents S and Y represents O.
Preferred compounds with formula (I') are those in which R.sub.F and R.sub.F, represent a linear or branched C.sub.6 -C.sub.10 perfluorinated radical, n and m equal 2, and C.sub.3 H.sub.5 (OH) represents structure (Ia).
Compounds with formula (I) in accordance with the invention can be prepared by reacting a fluorine-containing compound containing an acidic hydrogen with formula (II): ##STR4## or by reacting a fluorine-containing compound containing an acidic hydrogen with formula (IV): ##STR5## in the presence of an acidic or basic compound which acts as a reactant or as a catalyst, to produce the corresponding compound with formula (I). Substituents RF, RH, n and x have the same meanings in formulae (II), (III), (IV) and (V) as those given for formula (I), and X and Y represent O or S.
Compounds with formula (V) are described in U.S. Pat. No. 3,976,698, in European patent application EP-A-0 300 358 and in German patent application DE-A-2 018 461.
When X represents S in formula (II) or (IV), a basic compound is preferably used.
The compounds which act as a reactant or as a catalyst may thus be basic, such as alkali metals, alkali or alkaline earth metal hydroxides, alkali metal alcoholates such as methylates or tertiobutylates, alkaline hydrides such as sodium hydride, or tertiary amines such as pyridine or triethylamine. They may also be Lewis bases, for example cesium, rubidium or potassium fluoride. These compounds may be supported on a solid support such as alumina. Preferably, an alkali alcoholate such as sodium methylate or a tertiary amine such as pyridine is used.
These compounds may also be acids, in particular when the starting material with formula (II) or (IV) is an alcohol. These acids may be inorganic acids or their tertiary amine salts, or Lewis acids such as boron trifluoride, tin tetrachloride, or antimony pen

REFERENCES:
patent: 4113748 (1978-09-01), Hager et al.
Database WPI, Week 8937, Derwent Publications Ltd.
Patent Abstracts of Japan, vol. 17, No. 067 JP4275248.

Affiliated with

Also associated with

Rating

Use of hydro- and fluorocarbon compounds in cosmetic composition does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Use of hydro- and fluorocarbon compounds in cosmetic composition, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Use of hydro- and fluorocarbon compounds in cosmetic composition will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-2326442