Solubilizing agents

Drug – bio-affecting and body treating compositions – Preparations characterized by special physical form – Cosmetic – antiperspirant – dentifrice

Patent

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Details

424 701, 514547, 514938, 510159, A61K 748

Patent

active

056351909

DESCRIPTION:

BRIEF SUMMARY
The invention relates to the use of monoalkyl citrates as solubilizing agents in perfumery, cosmetics, personal care and household products. The invention particularly relates to cosmetic, personal care and household products consisting of oil-in-water emulsions as well as to hydrophobic cosmetic, personal care and household product ingredients containing such monoalkyl citrates.
Various citric acid esters have been known for different uses in cosmetic preparations.
Thus, in EP 006234, EP 006232, and U.S. Pat. No. 4,010,253 the use of citric acid esters of 1-6C alcohols as deodorants in various cosmetic products is decribed. It is stressed that the trialkyl esters are highly preferred for this purpose. It is also stressed that the cosmetic product should have a low water content, preferably below 5% w/w, unless the citric acid ester is used in conjunction with an antioxidant.
In DE 2361716 the use of mixed esters, obtained by complete esterification of citric acid with a mixture of aliphatic diols and 12-30C aliphatic monoalcohols, as water-in-oil emulsifiers is described. The products are suitable for skin creams and the like.
Certain long-chain 2-hydroxyalkylesters of citric acid, obtained by reacting terminal long-chain epoxides with citric acid have been found to be water-in-oil emulsifiers (P. Lorenz et al, 10th IFSCC Congress, Cosmetic Horizons, Sydney, Australia, 25-27th October 1978, Vol 2.).
In EP 199131 derivatives, such as alkali or alkaline earth metal salts, of mono-, di-, or tri-esters of citric acid and polyoxy(2-4C)alkylated mono-(8-20C)-alcohols have been described as emulsifiers which are useful for e.g. cosmetics.
GB 1,448,792 describes mono- and di-esters prepared from citric acid and 12-22C alkyl lactates and their use as emulsifiers in e.g. cosmetics.
In EP 282289 skin-smoothening compositions are disclosed containing salts of monoesters of citric acid and 10-18C alcohols and (poly)ethoxylated alcohols.
Monoesters of citric acid are also employed in the food technology art. U.S. Pat. No. 2,518,678 (Gooding et al.) describes agents said to retard the development of rancidity and improve moisture retention in glyceridic oil compositions, e.g., margarine. These agents, defined at col. 1, line 45 to col. 2, line 25, include monolauryl citrate and monostearyl citrate. Related U.S. Pat. No. 2,523,792 (Vahlteich et al.) describes edible compositions which are said to retard rancidity in glyceridic oils and which have 15 to 37.5% of selected monoesters of citric acid (including monolauryl, monomyristyl, monopalmityl, monooleyl and monostearyl citrate) dissolved in a solubilizing agent, e.g. lecithin. Monoesters of citric acid are also said to retard deterioration of milk and egg products in U.S. Pat. No. 2,667,419 (Gooding et al.). Citric acid monoesters of decanols, dodecanols, hexadecanols, and octadecanols are particularly disclosed and more particularly monolauryl and monostearyl citrate. Also, U.S. Pat. No. 2,902,372 (Harris) discloses monoesters of citric acid with aliphatic alcohols of less than 3 carbon atoms for the purpose of improving the whipping properties of egg whites. Finally, U.S. Pat. No. 3,004,853 (Julian et al.) discloses citric acid esterified with cetyl alcohol as part of an emulsifier system in a liquid shortening.
In the perfumery, cosmetics, personal care and household products industry there is a need for solubilizers which can be used to prepare clear oil-in-water microemulsions of perfumes or other hydrophobic ingredients, which solubilizers are inoccuous to the skin.
It has now been found that mono-alkyl citrates wherein the alkyl group has 7-10 carbon atoms are excellent solubilizers which may be used to provide stable oil-in-water emulsions of perfumes and other hydrophobic liquid ingredients of cosmetic, personal care and household products. They are especially suitable to provide clear o/w microemulsions. To distinguish clear o/w microemulsions from o/w emulsions in general the former will hereinafter be referred to as "microemulsions". Perfumes and other hydr

REFERENCES:
patent: 5049699 (1991-09-01), Kotick

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