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US 4,058,629 AGranted
Polyhydroxyl monosulfoxide shampoo compositions
AssigneeL'oreal
InventorsGuy Vanlerberghe, Henri Sebag
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AssigneeL'oreal
InventorsGuy Vanlerberghe, Henri Sebag
Estimating the term…
A polyhydroxyl monosulfoxide surfactant, usefully employed, for instance, in a cosmetic composition such as a shampoo, a hair dye formulation or a bath foam composition, has the formula ##STR1## wherein R is selected from the group consisting of linear or branched aliphatic saturated or unsaturated hydrocarbon having 8-22 carbon atoms, alkylbenzyl having 8-22 carbon atoms and mixtures thereof, and n has a statistical mean value greater than 1 and equal to or less than 10, and preferably 2-7.
A composition for use as a shampoo or foamable bath composition comprising an aqueous solution of at least one compound having the formula ##STR10## wherein R is selected from the group consisting of linear or branched, saturated or unsaturated hydrocarbon having 8 to 22 carbon atoms, alkylbenzyl having 8 to 22 carbon atoms, and a mixture thereof, and n has a statistical mean value of 2 to 10, said compound being present in an amount of 1 to 80 percent by weight of said composition.
In an emulsion composition, the improvement comprising, as the emulsifying agent therefor, at least one compound having the formula ##STR11## wherein R is selected from the group consisting of linear or branched, saturated or unsaturated, hydrocarbon having 8 to 22 carbon atoms, alkylbenzyl having 8 to 22 carbon atoms, and a mixture thereof, and n has a statistical mean value of 2 to 10, said emulsifying agent being present in an amount of 1 to 80 percent by weight of said emulsion.
An oil-in-water emulsion comprising 10-50 weight percent oil, 5-20 weight percent emulsifying agent and 30-70 weight percent water, said emulsifying agent comprising at least one compound having the formula ##STR12## wherein R is selected from the group consisting of linear or branched, saturated or unsaturated, hydrocarbon having 8 to 22 carbon atoms, alkylbenzyl having 8 to 22 carbon atoms, and a mixture thereof, and n has a statistical mean value of 2 to 10.
Dependencies are inferred from the claim text.
From the US filing history. Foreign family members aren’t listed.
Containing organic compounds: containing sulfur
Preparations for care of the hair: preparations for cleaning the hair
Preparations for care of the skin: washing or bathing preparations
Sulfones
Term ended 15 Nov 1994 (estimated)
USPTO file history isn’t available for this patent, so only indexed dates are shown.
The present invention relates to a new non-ionic surfactant which contains one or more polyhydroxyl monosulfoxides having the formula: ##STR2## in which R is selected from the group consisting of a hydrocarbon group with 8 to 22 carbon atoms, the said hydrocarbon being linear or branched, saturated or unsaturated aliphatic, especially an alkyl, alkenyl or hydroxyalkyl group, or an alkylbenzyl group with 8 to 22 carbon atoms, or a mixture thereof; n has a statistical mean value greater than 1 and equal to or less than 10, preferably between 2-7.
Polyhydroxyl monosulfoxides can be prepared by condensation of the glycidol of the formula ##STR3## on aliphatic or aryl aliphatic mercaptan having the formula
R--S--H (III)
Preparation of a mixture of compounds corresponding to general formula (I) in which R is the alkyl radical C.sub.12 H.sub.25 and n has a mean statistical value of 2.5.
To 630 g (3 moles) lauryl mercaptan there are added 28 g of a methanol solution of sodium methylate 4.6 meq/g (meq/g = milliequivalent/gram), and then in thirty minutes, under nitrogen atmosphere, 245 g glycidol (3 equivalents epoxide) at a temperature of 30.degree. to 60.degree. C. The temperature is then raised to 150.degree. C, driving off the methanol, and then in the course of 1 hour and 40 minutes there are added, drop by drop, 369 g glycidol (4.5 equivalents). The temperature is held at 150.degree. C for another 5 or 10 minutes after the end of the addition.
To 1,200 g of the product thus obtained there are added 6 ml acetic acid, and then at a temperature of 30.degree. to 35.degree. C, 248 ml hydrogen peroxide, to 11.65 moles/liter. The reaction is exothermal. The reaction mixture is held at a temperature below 40.degree. C by cooling in a water bath.