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US5000945A Expired / Lapsed US ⏱️ 0.0 years remaining

Method of stabilizing a UVB absorbing compound, a stabilized UV absorber, and a cosmetic composition containing the same

Assignee: Ajinomoto Co Inc
•
Filing: 1988-09-08
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Granted: 1991-03-19
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Expires: 2008-09-08
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Abstract

Abstract A process for stabilizing a specific UVB absorbing compound which comprises adding to said UVB absorbing compound at least one specific UVA absorbing compound in an amount of 0.1-10 parts by weight based on 1 part by weight of UVB absorbing compound is disclosed and also a cosmetic composition and a UV absorber, both containing said specific UVB absorbing compound and said specific UVA absorbing compound, respectively.

Inventors

  • 👤 Toru Kobayashi
  • 👤 Takeshi Miyoshi
  • 👤 Masahiro Takehara

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-04 20:59
CPC Classifications
A; A61; A61Q; A61Q17/00; A61Q17/04; A61K; A61K8/00; A61K8/18; A61K8/30; A61K8/33; A61K8/37; A61K8/40; A61K8/44; A61K8/445; A61K8/49; A61K8/494; A61K8/4946; A61Q1/00; A61Q1/02; A61Q1/04; A61Q1/06; Y; Y10; Y10S; Y10S424/00; Y10S424/01; Y10S424/02

Claims Analysis

Total Claims: 23
Claim 1
Independent Claim 187 words
A sunburn-preventing cosmetic composition containing at least one UVB absorbing compound and at least one UVA absorbing compound in a weight ratio of 1:0.1-1:10, said at least one UVB absorbing compound being selected from the group consisting of p-dimethylaminobenzoic acid esters of the formula (I): ##STR21## wherein R 1 is a C 1 -C 8 linear alkyl group or a C 3 -C 8 branched alkyl group and p-methoxycinnamic acid esters of the formula (II): ##STR22## wherein R 2 is a C 1 -C 8 linear alkyl group or a C 3 -C 8 branched or cyclic alkyl group, and said at least one UVA absorbing compound being selected from the group consisting of benzylidene compounds of the formula (IV): ##STR23## wherein X 1 and X 3 are independently a hydrogen atom or a methoxyl group, X 2 is a hydroxyl group or a methoxyl group, W is a hydrogen atom or a --CH 2 CH 2 CO 2 R 4 group, and R 4 is a C 1 -C 18 linear alkyl group or a C 3 -C 18 branched or substituted or non-substituted cyclohexyl group.
Claim 2
Dependent Claim 187 words
A sunburn-preventing cosmetic composition containing at least one UVB absorbing compound and at least one UVA absorbing compound in a weight ratio of 1:0.1-1:10, said at least one UVB absorbing compound being selected from the group consisting of p-dimethylaminobenzoic acid esters of the formula (I): ##STR21## wherein R 1 is a C 1 -C 8 linear alkyl group or a C 3 -C 8 branched alkyl group and p-methoxycinnamic acid esters of the formula (II): ##STR22## wherein R 2 is a C 1 -C 8 linear alkyl group or a C 3 -C 8 branched or cyclic alkyl group, and said at least one UVA absorbing compound being selected from the group consisting of benzylidene compounds of the formula (IV): ##STR23## wherein X 1 and X 3 are independently a hydrogen atom or a methoxyl group, X 2 is a hydroxyl group or a methoxyl group, W is a hydrogen atom or a --CH 2 CH 2 CO 2 R 4 group, and R 4 is a C 1 -C 18 linear alkyl group or a C 3 -C 18 branched or substituted or non-substituted cyclohexyl group.
Claim 3
Dependent Claim 43 words
The cosmetic composition of claim 1, wherein said at least one UVB absorbing compound and said at least one UVA absorbing compounds are present in said composition in an amount of 0.1 to 15% by weight and 0.01 to 15% by weight, respectively.
Claim 4
Dependent Claim 12 words
The cosmetic composition of claim 1 wherein said weight ratio is 1:0.5-1:5.
Claim 5
Dependent Claim 78 words
The cosmetic composition of claim 1 wherein said benzylidene compounds of the formula (IV) are those compounds of the formula (IV) wherein X 1 and X 2 are each a methoxyl group, X 3 is a hydrogen atom, W is a hydrogen atom or a --CH 2 CH 2 CO 2 R 4 group, and R 4 is a methyl, ethyl, i-propyl, n-butyl, i-butyl, n-amyl, i-amyl, n-hexyl, cyclohexyl, n-octyl, 2-ethylhexyl, 2,2,4-trimethylcyclohexyl, decyl, lauryl, myristyl, cetyl or stearyl group.
Claim 6
Dependent Claim 66 words
The cosmetic composition of claim 1 wherein said benzylidene compounds of the formula (IV) are those compounds of the formula (IV) wherein X 1 and X 2 are each a methoxyl group, X 3 is a hydrogen atom, W is a hydrogen atom or a --CH 2 CH 2 CO 2 R 4 group, and R 4 is a methyl, ethyl, n-butyl, i-butyl, or 2-ethylhexyl group.
Claim 7
Dependent Claim 18 words
The cosmetic composition of claim 1 wherein said benzylidene compounds of the formula (IV) are 2-ethylhexyl 4-(3,4-dimethoxyphenyl methylene)-2,5-dioxo-1-imidazolidinepropionate.
Claim 8
Dependent Claim 36 words
The cosmetic composition of claim 1 wherein said p-dimethylaminobenzoic acid esters of the formula (I) are those compounds of the formula (I) wherein R 1 is an ethyl, n-butyl, i-butyl, n-amyl, i-amyl, n-octyl or 2-ethylhexyl group.
Claim 9
Dependent Claim 18 words
The cosmetic composition of claim 1 wherein said p-dimethylaminobenzoic acid esters of the formula (I) are 2-ethylhexyl p-dimethylaminobenzoate.
Claim 10
Dependent Claim 34 words
The cosmetic composition of claim 1 wherein said p-methoxycinnamic acid esters of the formula (II) are those compound of the formula (II) wherein R 2 is an n-propyl, i-propyl, i-amyl, 2-ethylhexyl or cyclohexyl group.
Claim 11
Dependent Claim 18 words
The cosmetic composition of claim 1 wherein said p-methoxycinnamic acid esters of the formula (II) are 2ethylhexyl p-methoxycinnamate.
Claim 12
Dependent Claim 32 words
The cosmetic composition of claim 1 wherein said UVB absorbing compound is selected from the group consisting of 2-ethylhexyl p-dimethylaminobenzoate and 2-ethylhexyl p-methoxycinnamate and said UVA absorbing compound is 2-ethylhexyl 4-(3,4-dimethoxyphenyl methylene)-2,5-dioxo-1-imidazolidinepropionate.
Claim 13
Dependent Claim 187 words
A UV absorber comprising at least one UVB absorbing compound and at least one UVA absorbing compound in an weight ratio of 1:0.1-1: 10, said at least one UVB absorbing compound being selected from the group consisting of p-dimethylaminobenzoic acid esters of the formula (I): ##STR24## wherein R 1 is a C 1 -C 8 linear alkyl group or a C 3 -C 8 branched alkyl group and p-methoxycinnamic acid esters of the formula (II): ##STR25## wherein R 2 is a C 1 -C 8 linear alkyl group or a C 3 -C 8 branched or cyclic alkyl group, and said at least one UVA absorbing compound being selected from the group consisting of benzylidene compounds of the formula (IV): ##STR26## wherein X 1 and X 3 are independently a hydrogen atom or a methoxyl group, X 2 is a hydroxyl group or a methoxyl group, W is a hydrogen atom or a --CH 2 CH 2 CO 2 R 4 group, and R 4 is a C 1 -C 18 linear alkyl group or a C 3 -C 18 branched or substituted or non-substituted cyclohexyl group.
Claim 14
Dependent Claim 187 words
A UV absorber comprising at least one UVB absorbing compound and at least one UVA absorbing compound in an weight ratio of 1:0.1-1: 10, said at least one UVB absorbing compound being selected from the group consisting of p-dimethylaminobenzoic acid esters of the formula (I): ##STR24## wherein R 1 is a C 1 -C 8 linear alkyl group or a C 3 -C 8 branched alkyl group and p-methoxycinnamic acid esters of the formula (II): ##STR25## wherein R 2 is a C 1 -C 8 linear alkyl group or a C 3 -C 8 branched or cyclic alkyl group, and said at least one UVA absorbing compound being selected from the group consisting of benzylidene compounds of the formula (IV): ##STR26## wherein X 1 and X 3 are independently a hydrogen atom or a methoxyl group, X 2 is a hydroxyl group or a methoxyl group, W is a hydrogen atom or a --CH 2 CH 2 CO 2 R 4 group, and R 4 is a C 1 -C 18 linear alkyl group or a C 3 -C 18 branched or substituted or non-substituted cyclohexyl group.
Claim 15
Dependent Claim 12 words
The UV absorber of claim 12 wherein said weight ratio is 1:0.5-1:5.
Claim 16
Dependent Claim 78 words
The UV absorber of claim 11 wherein said benzylidene compounds of the formula (IV) are those compounds of the formula (IV) wherein X 1 and X 2 are each a methoxyl group, X 3 is a hydrogen atom, W is a hydrogen atom or a --CH 2 CH 2 CO 2 R 4 group, and R 4 is a methyl, ethyl, i-propyl, n-butyl, i-butyl, n-amyl, i-amyl, n-hexyl, cyclohexyl, n-octyl, 2-ethylhexyl, 2,2,4-trimethylcyclohexyl, decyl, lauryl, myristyl, cetyl or stearyl group.
Claim 17
Dependent Claim 66 words
The UV absorber of claim 11 wherein said benzylidene compounds of the formula (IV) are those compounds of the formula (IV) wherein X 1 and X 2 are each a methoxyl group, X 3 is a hydrogen atom, W is a hydrogen atom or a --CH 2 CH 2 CO 2 R 4 group, and R 4 is a methyl, ethyl, n-butyl, i-butyl, or 2-ethylhexyl group.
Claim 18
Dependent Claim 18 words
The UV absorber of claim 12 wherein said benzylidene compounds of the formula (IV) are 2-ethylhexyl 4-(3,4-dimethoxyphenyl methylene)-2,5-dioxo-1-imidazolidinepropionate.
Claim 19
Dependent Claim 36 words
The UV absorber of claim 12 wherein said p-dimethylaminobenzoic acid esters of the formula (I) are those compounds of the formula (I) wherein R 1 is an ethyl, n-butyl, i-butyl, n-amyl, i-amyl, n-octyl or 2-ethylhexyl group.
Claim 20
Dependent Claim 18 words
The UV absorber of claim 11 wherein said p-dimethylaminobenzoic acid esters of the formula (I) are 2-ethylhexyl p-dimethylaminobenzoate.
Claim 21
Dependent Claim 34 words
The UV absorber of claim 12 wherein said p-methoxycinnamic acid esters of the formula (II) are those compound of the formula (II) wherein R 2 is an n-propyl, i-propyl, i-amyl, 2-ethylhexyl or cyclohexyl group.
Claim 22
Dependent Claim 18 words
The UV absorber of claim 12 wherein said p-methoxycinnamic acid esters of the formula (II) are 2-ethylhexyl p-methoxycinnamate.
Claim 23
Dependent Claim 32 words
The UV absorber of claim 12 wherein said UVB absorbing compound is selected from the group consisting of 2-ethylhexyl p-dimethylaminobenzoate and 2-ethylhexyl p-methoxycinnamate and said UVA absorbing compound is 2-ethylhexyl 4-(3,4-dimethoxyphenyl methylene)-2,5-dioxo-1-imidazolidinepropionate.

References Cited (Backward Citations)

FR2375867A1 Cited
US4264581A Cited
GB2083240A Cited
US4710373A Cited
EP0198397A2 Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1994-03-18 1994-09-17 1995-03-19 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1998-03-18 1998-09-17 1999-03-19 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2002-03-18 2002-09-17 2003-03-19 $7700.00 Window Closed / Lapsed

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