# US 5,705,165 A · Cosmetic compositions containing hydrofluorocarbon compounds

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- Number: US 5,705,165 A
- Document ID: US5705165A
- Status: Granted
- Kind: A
- Application number: 08/379,530
- Filed: 1995-03-21
- Granted: 1998-01-06
- Earliest claimed: 1993-06-02
- Assignees: L'oreal
- Inventors: Eric Bollens; Claude Mahieu
- Web page: https://patentgrep.com/patent/US5705165A

## CPC

- C07C 317/18: with sulfone or sulfoxide groups bound to acyclic carbon atoms of the carbon skeleton
- A61K 8/70: containing perfluoro groups, e.g. perfluoroethers
- A61Q 1/06: Lipsticks
- A61Q 3/02: Nail coatings
- A61Q 5/02: Preparations for cleaning the hair
- A61Q 5/04: Preparations for permanent waving or straightening the hair
- A61Q 5/10: Preparations for permanently dyeing the hair
- A61Q 11/00: Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses
- A61Q 15/00: Anti-perspirants or body deodorants (deodorisation of air A61L9/00)
- A61Q 17/04: Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
- A61Q 19/00: Preparations for care of the skin
- A61Q 5/065: {Preparations for temporary colouring the hair, e.g. direct dyes}
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS
- A61K: PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES (devices or methods specially adapted for bringing pharmaceutical products into particular physical or administering forms A61J3/00; chemical aspects of, or use of materials for deodorisation of air, for disinfection or sterilisation, or for bandages, dressings, absorbent pads or surgical articles A61L; soap compositions C11D)
- A61Q: SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS

## Abstract

The present invention concerns the use in a cosmetic composition of a hydrofluorocarbon compound with formula (I): R.sub.F --(CH.sub.2).sub.n --X--›C.sub.3 H.sub.5 (OH)!--Y--R.sub.H(I) where C.sub.3 H.sub.5 (OH) represents the structures: ##STR1## R.sub.F represents a perfluorinated C.sub.4 -C.sub.20 alkyl radical or a mixture of perfluorinated C.sub.4 -C.sub.20 alkyl radicals; R.sub.H represents a linear or branched C.sub.1 -C.sub.22 alkyl radical or a mixture of linear or branched C.sub.1 -C.sub.22 alkyl radicals, an aryl radical or an aralkyl radical; n is between 0 and 4; X and Y represent ##STR2## It also concerns certain sulfoxide and sulfone compounds and cosmetic compositions including the compounds of the invention.

## Claims

### Claim 1

A cosmetic composition consisting essentially of at least one compound having formula (I):
R.sub.F --(CH.sub.2).sub.n --X--›C.sub.3 H.sub.5 (OH)!--Y--R.sub.H(I)
where
C.sub.3 H.sub.5 (OH) represents one of the structures: ##STR9## R.sub.F represents a perfluorinated C.sub.4 -C.sub.20 alkyl radical or a mixture of perfluorinated C.sub.4 -C.sub.20 alkyl radicals;
R.sub.H represents a linear or branched C.sub.1 -C.sub.22 alkyl radical or a mixture of linear or branched C.sub.1 -C.sub.22 alkyl radicals, an C.sub.6 -C.sub.10 aryl radical or an C.sub.7 -C.sub.15 aralkyl radical;
n is between 0 and 4;
X and Y represent S, ##STR10## and at least one cosmetic additive.

### Claim 2 (depends on 1)

A cosmetic composition according to claim 1 where in the additive is selected from the group consisting of fatty substances, organic solvents, silicones, thickeners, softeners, UV-A, UV-B and broad spectrum solar filters, anti-foaming agents, moisturising agents, humectants, fragrances, preservatives, surfactants, fillers, sequestrating agents, emulsifiers, anionic, cationic, non-ionic and amphoteric polymers and their mixtures, antiperspirants, alkalinizing agents, dyes, pigments, propellants, anti-oxidizing agents and free radical absorbers.

### Claim 3 (depends on 1)

A cosmetic composition according to claim 1 wherein, in formula (I),
R.sub.F represents a perfluorinated C.sub.6 -C.sub.12 alkyl radical,
R.sub.H represents a linear or branched C.sub.3 -C.sub.18 alkyl radical, a C.sub.6 -C.sub.10 aryl radical or a C.sub.7 -C.sub.15 aralkyl radical,
n equals 2, and
X and Y represent S.

### Claim 4 (depends on 1)

A cosmetic composition according to claim 1 which is in the form of a milk, cream, oily or oleoalcoholic lotion, oily or oleoalcoholic gel, ionic or non-ionic amphiphilic lipid based vesicular dispersion, solid stick, paste, spray or aerosol foam.

### Claim 5 (depends on 1)

A cosmetic composition according to claim 1 which is selected from the group consisting of a skin or hair product, a make-up removing product, a sun protecting product, a shaving cream or foam, an aftershave lotion, a shampoo or conditioner, a body deodorant, a toothpaste, a lacquer, a hair dye composition, a hair perming composition, a lip care product and a nail care product.

### Claim 6 (depends on 1)

A cosmetic composition according to claim 1 characterized in that it comprises 0.1% to 25% by weight of the compound with formula (I).

### Claim 7

A compound with formula:
R.sub.F --(CH.sub.2).sub.n --X--›C.sub.3 H.sub.5 (OH)!--Y--R.sub.H(I')
where
C.sub.3 H.sub.5 (OH) represents the structures: ##STR11## R.sub.F represents a perfluorinated C.sub.4 -C.sub.20 alkyl radical or a mixture of perfluorinated C.sub.4 -C.sub.20 alkyl radicals;
R.sub.H represents a linear or branched C.sub.1 -C.sub.22 alkyl radical or a mixture of linear or branched C.sub.1 -C.sub.22 alkyl radicals, a C.sub.6 -C.sub.10 aryl radical or a C.sub.7 -C.sub.15 aralkyl radical;
n is between 0 and 4;
X and Y represent ##STR12##

### Claim 8 (depends on 7)

A compound according to claim 7 wherein:
R.sub.F represents a perfluorinated C.sub.6 -C.sub.12 alkyl radical;
R.sub.H represents a linear or branched C.sub.3 -C.sub.18 alkyl radical, a C.sub.6 -C.sub.10 aryl radical or a C.sub.7 -C.sub.15 aralkyl radical; and
n equals 2.

### Claim 9 (depends on 1)

A process for the cosmetic treatment of keratinous material comprising applying to the keratinous material the cosmetic composition of claim 1.