US4814162A
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Cosmetic compositions containing hydroxyl derivatives of dibenzoylmethane and their use in protecting the skin against ultraviolet rays and derivatives for use therein
Assignee: L'Oréal SA
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Filing: 1985-11-18
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Granted: 1989-03-21
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Expires: 2005-11-18
Abstract
Abstract A cosmetic composition is disclosed containing, as an agent for protection against light radiation, at least one 2-hydroxydibenzoylmethane of the formula: <IMAGE> (I) in which R1, R2, R3 and R4 independently of one another denote hydrogen or halogen atoms, a straight-chain or branched-chain C1 to C12 alkyl group or a C1 to C4 lower alkoxy group and R denotes a hydrogen atom or a C1 to C4 lower alkyl group, in a cosmetically acceptable medium.
Inventors
- 👤 Gerald Lang
- 👤 Alain Malaval
- 👤 Madeleine Leduc
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-06 01:08
CPC Classifications
A; A61; A61Q; A61Q17/00; A61Q17/04; A61K; A61K8/00; A61K8/18; A61K8/30; A61K8/33; A61K8/35; C; C07; C07C; C07C45/00; C07C45/51; C07C45/54; C07C49/00; C07C49/76; C07C49/82; C07C49/83; C07C49/84; Y; Y10; Y10S; Y10S424/00; Y10S424/04
Claims Analysis
Total Claims: 37
Claim 1
Independent Claim
169 words
A composition for protecting the skin against UV-light radiation in the range of about 280 to 400 nm which comprises, at least one 2-hydroxydibenzoylmethane of the formula: ##STR7## in which R 1 , R 2 , R 3 and R 4 independently of one another denote a hydrogen or halogen atom, a straight-chain or branched-chain alkyl group of up to 12 carbon atoms or a C 1 to C 4 alkoxy group and R denotes a hydrogen atom or a C 1 to C 4 alkyl group, in a cosmetically acceptable medium, said at least one 2-hydroxydibenzoylmethane being present in an amount of about 0.5 to 10% by weight of said composition, and said composition being in a form selected from the group consisting of a lotion, an emulsion, an aqueous-alcoholic gel, an alcoholic gel, and an aerosol, and containing at least one cosmetic adjuvant selected from the group consisting of thickeners, softeners, superfatting agents, humectants, wetting agents, surface-active agents, preservatives, antifoam agents, perfumes, oils, waxes, dyestuffs and pigments.
Claim 2
Dependent Claim
169 words
A composition for protecting the skin against UV-light radiation in the range of about 280 to 400 nm which comprises, at least one 2-hydroxydibenzoylmethane of the formula: ##STR7## in which R 1 , R 2 , R 3 and R 4 independently of one another denote a hydrogen or halogen atom, a straight-chain or branched-chain alkyl group of up to 12 carbon atoms or a C 1 to C 4 alkoxy group and R denotes a hydrogen atom or a C 1 to C 4 alkyl group, in a cosmetically acceptable medium, said at least one 2-hydroxydibenzoylmethane being present in an amount of about 0.5 to 10% by weight of said composition, and said composition being in a form selected from the group consisting of a lotion, an emulsion, an aqueous-alcoholic gel, an alcoholic gel, and an aerosol, and containing at least one cosmetic adjuvant selected from the group consisting of thickeners, softeners, superfatting agents, humectants, wetting agents, surface-active agents, preservatives, antifoam agents, perfumes, oils, waxes, dyestuffs and pigments.
Claim 3
Dependent Claim
52 words
A composition according to claim 1, in which the halogen is chlorine, the straight-chain or branched-chain alkyl group is a methyl, ethyl, propyl, isopropyl, butyl, isobutyl, tert.-butyl or lauryl group, the alkoxy group is a methoxy, ethoxy or butoxy group and R denotes a hydrogen atom or a methyl or butyl group.
Claim 4
Dependent Claim
20 words
A composition according to claim 1 which contains a 2-hydroxydibenzoylmethane of formula (I) in which R denotes a hydrogen atom.
Claim 5
Dependent Claim
26 words
A composition according to claim 3, which contains a 2-hydroxydibenzoylmethane selected from the group consisting of 2-hydroxy-4'-tert.-butyldibenzoylmethane, 2-hydroxy-4-methoxy-4'-tert.-butyldibenzoylmethane, 2-hydroxy-5-methyl-4'-tert.-butyldibenzoylmethane, 2-hydroxy-5-chloro-4'-tert.-butyldibenzoylmethane, 2-hydroxy-5-chloro-2'-methoxydibenzoylmethane, 2-hydroxy-5-tert.-butyl-4'-tert.-butyldibenzoylmethane, 2-hydroxy-5-methyl-2',6'-dimethoxydibenzoylmethane, 2-hydroxydibenzoylmethane and 2-hydroxy-5-lauryl-4'-tert.-butyl-dibenzoylmethane.
Claim 6
Dependent Claim
24 words
A composition according to claim 1 which contains a 2-hydroxydibenzoylmethane of formula (I) in which R denotes a C 1 -C 4 alkyl group.
Claim 7
Dependent Claim
72 words
A composition according to claim 1, which is in the form of an anti-sunburn composition, and which contains a 2-hydroxydibenzoylmethane of formula (I) in which R denotes a hydrogen atom together with a watersoluble or liposoluble sun filter having a filtering action in respect of UV.B rays which is selected from the group consisting of benzylidenecamphor derivatives, coffee bean oil, salicylic acid derivatives, cinnamic acid derivatives, p-aminobenzoic acid derivatives and benzophenone derivatives.
Claim 8
Dependent Claim
48 words
A composition according to claim 1, which is in the form of an anti-sunburn composition and which contains a 2-hydroxydibenzoylmethane of formula (I) in which R denotes a C 1 -C 4 alkyl group and optionally a 2-hydroxydibenzoylmethane of formula (I) in which R denotes a hydrogen atom.
Claim 9
Dependent Claim
43 words
A composition according to claim 1 which is in the form of an emulsion, and wherein said cosmetically acceptable medium contains fatty alcohols, oxyethyleneated fatty alcohols, fatty acid esters, fatty acids, lanolin, natural or synthetic oils and waxes, in the presence of water.
Claim 10
Dependent Claim
163 words
A composition for protecting the skin against UV-light radiation in the range of about 280 to 400 nm which comprises, at least one 2-hydroxydibenzoylmethane of the formula: ##STR8## in which R 1 and R 2 independently of one another denote a hydrogen or halogen atom, a straight-chain or branched-chain alkyl group of up to 12 carbon atoms or a C 1 to C 4 alkoxy group and R denotes a hydrogen atom or a C 1 to C 4 alkyl group, in a cosmetically acceptable medium, said at least one 2-hydroxydibenzoylmethane being present in an amount of about 0.5 to 10% by weight of said composition, and said composition being in a form selected from the group consisting of a lotion, an emulsion, an aqueous-alcoholic gel, an alcoholic gel, and an aerosol, and containing at least one cosmetic adjuvant selected from the group consisting of thickeners, softeners, superfatting agents, humectants, wetting agents, surface-active agents, preservatives, antifoam agents, perfumes, oils, waxes, dyestuffs and pigments.
Claim 11
Dependent Claim
163 words
A composition for protecting the skin against UV-light radiation in the range of about 280 to 400 nm which comprises, at least one 2-hydroxydibenzoylmethane of the formula: ##STR8## in which R 1 and R 2 independently of one another denote a hydrogen or halogen atom, a straight-chain or branched-chain alkyl group of up to 12 carbon atoms or a C 1 to C 4 alkoxy group and R denotes a hydrogen atom or a C 1 to C 4 alkyl group, in a cosmetically acceptable medium, said at least one 2-hydroxydibenzoylmethane being present in an amount of about 0.5 to 10% by weight of said composition, and said composition being in a form selected from the group consisting of a lotion, an emulsion, an aqueous-alcoholic gel, an alcoholic gel, and an aerosol, and containing at least one cosmetic adjuvant selected from the group consisting of thickeners, softeners, superfatting agents, humectants, wetting agents, surface-active agents, preservatives, antifoam agents, perfumes, oils, waxes, dyestuffs and pigments.
Claim 12
Dependent Claim
123 words
A composition for protecting the skin against UV-light radiation in the range of about 280 to 400 nm which comprises, at least one 2-hydroxydibenzoylmethane selected from the group consisting of 2-hydroxy-4'-tert.-butyldibenzoylmethane, 2-hydroxy-4-methoxy-4'-tert.-butyldibenzoylmethane, 2-hydroxy-5-methyl-4'-tert.-butyldibenzoylmethane, 2-hydroxy-5-chloro-4'-tert.-butyldibenzoylmethane, 2-hydroxy-5-chloro-2'-methoxydibenzoylmethane, 2-hydroxy-5-tert.-butyl-4'-tert.-butyldibenzoylmethane, 2-hydroxy-5-methyl-2',6'-dimethoxydibenzoylmethane, 2-hydroxy-5-lauryl-4'-tert.-butyl-dibenzoylmethane, 2-hydroxy-4-butoxy-4'-tert.-butyldibenzoylbutylmethane and 2-hydroxy-4,4'-dibutyloxydibenzoylbutylmethane, in a cosmetically acceptable medium, said at least one 2-hydroxydibenzoylmethane being present in an amount of about 0.5 to 10% by weight of said composition, and said composition being in a form selected from the group consisting of a lotion, an emulsion, an aqueous-alcoholic gel, an alcoholic gel, and an aerosol, and containing at least one cosmetic adjuvant selected from the group consisting of thickeners, softeners, superfatting agents, humectants, wetting agents, surface-active agents, preservatives, antifoam agents, perfumes, oils, waxes, dyestuffs and pigments.
Claim 13
Dependent Claim
123 words
A composition for protecting the skin against UV-light radiation in the range of about 280 to 400 nm which comprises, at least one 2-hydroxydibenzoylmethane selected from the group consisting of 2-hydroxy-4'-tert.-butyldibenzoylmethane, 2-hydroxy-4-methoxy-4'-tert.-butyldibenzoylmethane, 2-hydroxy-5-methyl-4'-tert.-butyldibenzoylmethane, 2-hydroxy-5-chloro-4'-tert.-butyldibenzoylmethane, 2-hydroxy-5-chloro-2'-methoxydibenzoylmethane, 2-hydroxy-5-tert.-butyl-4'-tert.-butyldibenzoylmethane, 2-hydroxy-5-methyl-2',6'-dimethoxydibenzoylmethane, 2-hydroxy-5-lauryl-4'-tert.-butyl-dibenzoylmethane, 2-hydroxy-4-butoxy-4'-tert.-butyldibenzoylbutylmethane and 2-hydroxy-4,4'-dibutyloxydibenzoylbutylmethane, in a cosmetically acceptable medium, said at least one 2-hydroxydibenzoylmethane being present in an amount of about 0.5 to 10% by weight of said composition, and said composition being in a form selected from the group consisting of a lotion, an emulsion, an aqueous-alcoholic gel, an alcoholic gel, and an aerosol, and containing at least one cosmetic adjuvant selected from the group consisting of thickeners, softeners, superfatting agents, humectants, wetting agents, surface-active agents, preservatives, antifoam agents, perfumes, oils, waxes, dyestuffs and pigments.
Claim 14
Dependent Claim
102 words
Process for protecting the human epidermis aganist UV rays in the range of about 280 to 400 nm, which comprises applying thereto an amount of about 0.5 to 10% by weight of a 2-hydroxydibenzoylmethane of the formula: ##STR9## in which R 1 , R 2 , R 3 and R 4 independently of one another denote a hydrogen or halogen atom, a straight-chain or branched-chain alkyl group of up to 12 carbon atoms or a C 1 to C 4 alkoxy group and R denotes a hydrogen atom or a C 1 to C 4 alkyl group, in a cosmetically acceptable medium.
Claim 15
Dependent Claim
102 words
Process for protecting the human epidermis aganist UV rays in the range of about 280 to 400 nm, which comprises applying thereto an amount of about 0.5 to 10% by weight of a 2-hydroxydibenzoylmethane of the formula: ##STR9## in which R 1 , R 2 , R 3 and R 4 independently of one another denote a hydrogen or halogen atom, a straight-chain or branched-chain alkyl group of up to 12 carbon atoms or a C 1 to C 4 alkoxy group and R denotes a hydrogen atom or a C 1 to C 4 alkyl group, in a cosmetically acceptable medium.
Claim 16
Dependent Claim
62 words
Process according to claim 11, which comprises applying to the human epidermis a 2-hydroxydibenzoylmethane of formula (I) wherein the halogen is chlorine, the straight-chain or branched-chain alkyl group is a methyl, ethyl, propyl, isopropyl, butyl, isobutyl, tert.-butyl or lauryl group, the alkoxy group is a methoxy, ethoxy or butoxy group and R denotes a hydrogen atom or a methyl or butyl group.
Claim 17
Dependent Claim
11 words
Process according to claim 11, wherein R denotes a hydrogen atom.
Claim 18
Dependent Claim
24 words
Process according to claim 11, which contains a 2-hydroxydibenzoylmethane selected from the group consisting of 2-hydroxy-4'-tert.-butyldibenzoylmethane, 2-hydroxy-4-methoxy-4'-tert.-butyldibenzoylmethane, 2-hydroxy-5-methyl-4'-tert.-butyldibenzoylmethane, 2-hydroxy-5-chloro-4'-tert.-butyldibenzoylmethane, 2-hydroxy-5-chloro-2'-methoxydibenzoylmethane, 2-hydroxy-5-tert.-butyl-4'-tert.-butyldibenzoylmethane, 2-hydroxy-5-methyl-2',6'-dimethoxydibenzoylmethane, and 2-hydroxy-5-lauryl-4'-tert.-butyl-dibenzoylmethane.
Claim 19
Dependent Claim
61 words
Process according to claim 11 which contains a 2-hydroxybidenzoylmethane of formula (I) in which R denotes a hydrogen atom together with a water-soluble or liposoluble sun filter having a filtering action in respect to UV-B rays which is selected from the group consisting of benzylidenecamphor derivatives, coffee bean oil, salicylic acid derivatives, cinnamic acid derivatives, p-aminobenzoic acid derivatives and benzophenone derivatives.
Claim 20
Dependent Claim
37 words
Process according to claim 11 which contains a 2-hydroxydibenzoylmethane of formula (I) in which R denotes a C 1 -C 4 alkyl group and optionally a 2-hydroxydibenzoylmethane of formula (I) in which R denotes a hydrogen atom.
Claim 21
Dependent Claim
60 words
A compound which corresponds to the formula: ##STR10## in which R 1 and R 2 independently of one another denote a hydrogen or halogen atom, a straight-chain or branched-chain alkyl group of up to 12 carbon atoms or a C 1 to C 4 alkoxy group and R denotes a hydrogen atom or a C 1 -C 4 alkyl group.
Claim 22
Dependent Claim
60 words
A compound which corresponds to the formula: ##STR10## in which R 1 and R 2 independently of one another denote a hydrogen or halogen atom, a straight-chain or branched-chain alkyl group of up to 12 carbon atoms or a C 1 to C 4 alkoxy group and R denotes a hydrogen atom or a C 1 -C 4 alkyl group.
Claim 23
Dependent Claim
51 words
A compound according to claim 17, in which the halogen is chlorine, the straight-chain or branched-chain alkyl group is methyl, ethyl, propyl, isopropyl, butyl, isobutyl, tert.-butyl or lauryl group, the alkoxy group is a methoxy, ethoxy or butoxy group and R denotes a hydrogen atom or a methyl or butyl group.
Claim 24
Dependent Claim
1 words
2-Hydroxy-4'-tert.-butyldibenzoylmethane.
Claim 25
Dependent Claim
1 words
2-Hydroxy-4'-tert.-butyldibenzoylmethane.
Claim 26
Dependent Claim
1 words
2-Hydroxy-4-methoxy-4'-tert.-butyldibenzoylmethane.
Claim 27
Dependent Claim
1 words
2-Hydroxy-4-methoxy-4'-tert.-butyldibenzoylmethane.
Claim 28
Dependent Claim
1 words
2-Hydroxy-5-methyl-4'-tert.-butyl-dibenzoylmethane.
Claim 29
Dependent Claim
1 words
2-Hydroxy-5-methyl-4'-tert.-butyl-dibenzoylmethane.
Claim 30
Dependent Claim
1 words
2-Hydroxy-5-chloro-4'-tert.-butyldibenzoylmethane.
Claim 31
Dependent Claim
1 words
2-Hydroxy-5-chloro-4'-tert.-butyldibenzoylmethane.
Claim 32
Dependent Claim
1 words
2-Hydroxy-5-tert.-butyl-4'-tert.-butyldibenzoylmethane.
Claim 33
Dependent Claim
1 words
2-Hydroxy-5-tert.-butyl-4'-tert.-butyldibenzoylmethane.
Claim 34
Dependent Claim
1 words
2-Hydroxy-4-butoxy-4'-tert.-butyldibenzoylmethane.
Claim 35
Dependent Claim
1 words
2-Hydroxy-4-butoxy-4'-tert.-butyldibenzoylmethane.
Claim 36
Dependent Claim
1 words
2-Hydroxy-5-lauryl-4'-tert.-butyldibenzoylmethane.
Claim 37
Dependent Claim
1 words
2-Hydroxy-5-lauryl-4'-tert.-butyldibenzoylmethane.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1992-03-20 | 1992-09-19 | 1993-03-21 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1996-03-20 | 1996-09-19 | 1997-03-21 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2000-03-20 | 2000-09-19 | 2001-03-21 | $7700.00 | Window Closed / Lapsed |