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EP0272576A1 Expired / Lapsed EP ⏱️ 0.0 years remaining

Quaternary ammonium halide salts of cinnamate esters as sunscreen agents and compositions containing same

Assignee: Givaudan SA
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Filing: 1987-12-14
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Granted: —
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Expires: 2007-12-14
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Abstract

Abstract Higher alkyl quaternary halide salts of cinnamate esters of the general formula I wherein R¹ is an alkyl group containing from one to four carbon atoms; R² is an alkyl group containing from one to six carbon atoms; R³ is alkylene containing from two to six carbon atoms; R⁴ is an alkyl group containing from sixteen to twenty-two carbon atoms; and X⁻ is a halogen anion are useful as sunscreen agents. Sunscreen compositions containing same and methods of using are provided.

Inventors

  • 👤 Isaac David Cohen

Bibliographic Details

Application Number —
Jurisdiction EP
Data Source google_patents
Last Synchronized 2026-11-02 15:58
CPC Classifications
A; A61; A61Q; A61Q17/00; A61Q17/04; A61K; A61K8/00; A61K8/18; A61K8/30; A61K8/40; A61K8/41; A61K8/416; D; D06; D06M; D06M13/00; D06M13/322; D06M13/46; D06M13/463; D06M2200/00; D06M2200/25

Claims Analysis

Total Claims: 14
Claim 1
Independent Claim 60 words
A compound of the formula wherein R¹ is an alkyl group containing from one to four carbon atoms; R² is an alkyl group containing from one to six carbon atoms; R³ is an alkylene group containing from two to six carbon atoms; R⁴ is an alkyl group containing from sixteen to twenty-two carbon atoms; and X⁻ is a halogen anion.
Claim 2
Dependent Claim 60 words
A compound of the formula wherein R¹ is an alkyl group containing from one to four carbon atoms; R² is an alkyl group containing from one to six carbon atoms; R³ is an alkylene group containing from two to six carbon atoms; R⁴ is an alkyl group containing from sixteen to twenty-two carbon atoms; and X⁻ is a halogen anion.
Claim 3
Dependent Claim 31 words
A compound according to claim 1 wherein R¹ is a methyl group; R² is a methyl or ethyl group; R³ is ethylene, propylene or butylene; and X⁻ is bromide or chloride.
Claim 4
Dependent Claim 22 words
A compound according to claim 1 or 2 wherein R⁴ is an alkyl group containing sixteen, eighteen, twenty or twenty-two carbon atoms.
Claim 5
Dependent Claim 26 words
The compound according to claim 1, 2 or 3 wherein R² methyl; R³ ethylene; and R⁴ is an alkyl group containing sixteen or eighteen carbon atoms.
Claim 6
Dependent Claim 18 words
The compound according to claim 1, 2, 3 or 4 wherein R⁴ is n-octadecyl; and X⁻ is bromide.
Claim 7
Dependent Claim 80 words
An ultraviolet light absorbing composition comprising a compound of the formula wherein R¹ is an alkyl group containing from one to four carbon atoms; R² is an alkyl group containing from one to six carbon atoms; R³ is an alkylene group containing from two to six carbon atoms; R⁴ is an alkyl group containing from sixteen to twenty-two carbon atoms; and X⁻ is a halogen anion, in a suitable carrier, said compound being present in an effective ultraviolet absorbing amount.
Claim 8
Dependent Claim 80 words
An ultraviolet light absorbing composition comprising a compound of the formula wherein R¹ is an alkyl group containing from one to four carbon atoms; R² is an alkyl group containing from one to six carbon atoms; R³ is an alkylene group containing from two to six carbon atoms; R⁴ is an alkyl group containing from sixteen to twenty-two carbon atoms; and X⁻ is a halogen anion, in a suitable carrier, said compound being present in an effective ultraviolet absorbing amount.
Claim 9
Dependent Claim 84 words
Process for the manufacture of compounds of formula wherein R¹ is an alkyl group containing from one to four carbon atoms; R² is an alkyl group containing from one to s1x carbon atoms; R³ is an alkylene group containing from two to six carbon atoms; R⁴ is an alkyl group containing from sixteen to twenty-two carbon atoms; and X⁻ is a halogen anion, comprising reacting an amine of formula with the alkylating agent R⁴X      III wherein R¹ to R⁴ and X are as above.
Claim 10
Dependent Claim 84 words
Process for the manufacture of compounds of formula wherein R¹ is an alkyl group containing from one to four carbon atoms; R² is an alkyl group containing from one to s1x carbon atoms; R³ is an alkylene group containing from two to six carbon atoms; R⁴ is an alkyl group containing from sixteen to twenty-two carbon atoms; and X⁻ is a halogen anion, comprising reacting an amine of formula with the alkylating agent R⁴X      III wherein R¹ to R⁴ and X are as above.
Claim 11
Independent Claim 101 words
A method for protecting skin, hair or fabric from the effects of ultraviolet radiation, which comprises applying to said skin, hair or fabric an effective ultraviolet absorbing amount of a compound of the formula wherein R¹ is an alkyl group containing from one to four carbon atoms; R² is an alkyl group containing from one to six carbon atoms; R³ is an alkylene group containing from two to six carbon atoms; R⁴ is an alkyl group containing from sixteen to twenty-two carbon atoms; and X⁻ is a halogen anion, in a carrier suitable for application to said skin, hair or fabric.
Claim 12
Independent Claim 101 words
A method for protecting skin, hair or fabric from the effects of ultraviolet radiation, which comprises applying to said skin, hair or fabric an effective ultraviolet absorbing amount of a compound of the formula wherein R¹ is an alkyl group containing from one to four carbon atoms; R² is an alkyl group containing from one to six carbon atoms; R³ is an alkylene group containing from two to six carbon atoms; R⁴ is an alkyl group containing from sixteen to twenty-two carbon atoms; and X⁻ is a halogen anion, in a carrier suitable for application to said skin, hair or fabric.
Claim 13
Dependent Claim 66 words
Use of the compounds of the formula wherein R¹ is an alkyl group containing from one to four carbon atoms; R² is an alkyl group containing from one to six carbon atoms; R³ is an alkylene group containing from two to six carbon atoms; R⁴ is an alkyl group containing from sixteen to twenty-two carbon atoms; and X⁻ is a halogen anion, as ultraviolet absorbing agents.
Claim 14
Dependent Claim 66 words
Use of the compounds of the formula wherein R¹ is an alkyl group containing from one to four carbon atoms; R² is an alkyl group containing from one to six carbon atoms; R³ is an alkylene group containing from two to six carbon atoms; R⁴ is an alkyl group containing from sixteen to twenty-two carbon atoms; and X⁻ is a halogen anion, as ultraviolet absorbing agents.

References Cited (Backward Citations)

DE957162C Cited
FR2504530A1 Cited
EP0165710A1 Cited

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