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US 5,667,789 AGranted
Salicylic acid derivative as a stabilizer for an oil-in-water emulsion
AssigneeL'oreal
InventorsNathalie Collin, Eric Quemin, Didier Candau
Life of this patent
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Abstract
The invention relates to the use of a salicylic acid derivative salified with a base, as a stabilizer for an oil-in-water emulsion. This salified derivative has the same properties as its acidic homologue, while at the same time having a less irritating nature. This salified derivative is, in particular, an n-alkanoyl-5-salicylic acid salified with an amphoteric base such as lysine or arginine. The present compositions are more especially intended for the cosmetic and dermatological fields.
Claims23
A method of stabilizing a dispersion of an oily phase in an aqueous phase, comprising mixing said oily phase and said aqueous phase with a salicylic acid derivative salified with a base, without adding any emulsifying agent,
- wherein said salicylic acid derivative has the following formula (I);
- ##STR3## in which;
- R represents a saturated, linear or branched aliphatic, alkoxy, alkanoyl, or alkyl carboxy group, each group having 2 to 22 carbon atoms and each optionally substituted with at least one substituent selected from the group consisting of halogen, trifluoromethyl, hydroxyl, hydroxyl esterified with a carboxylic acid having 1 to 6 carbon atoms, carboxyl, and carboxyl esterified with a lower alcohol having 1 to 6 carbon atoms;
- or an unsaturated, linear or branched alkenyl, alkenyloxy, alkenoyloxy, alkenoyl, or alkenyl carboxy group having one or more conjugated or non-conjugated double bonds, each group having 2 to 22 carbon atoms and each group optionally substituted with at least one substituent selected from the group consisting of halogen, trifluoromethyl, hydroxyl esterified with an carboxylic acid having 1 to 6 carbon atoms, carboxyl, and carboxyl esterified with a lower alcohol having 1 to 6 carbon atoms;
- R' represents a hydroxyl group or an ester function of formula:
- ##STR4## where R.sub.1 is saturated or unsaturated aliphatic group having 1 to 18 carbon atoms.
3 more elements
A method of stabilizing a dispersion of an oily phase in an aqueous phase comprising mixing said oily phase and said aqueous phase with a salicylic acid derivative salified with a base, without adding any emulsifying agent;
- wherein said base is an amino acid, and wherein said salicylic acid derivative has the following formula (I);
- ##STR5## in which;
- R represents a saturated, linear or branched aliphatic, alkoxy, alkanoyloxy, alkanoly, or alkyl carboxy group, each group having 2 to 22 carbon atoms and each groups optionally substituted with at least one substituent selected from the group consisting of halogen, trifluoromethyl, hydroxyl, hydroxyl esterified with a carboxylic acid having 1 to 6 carbon atoms, carboxyl, and carboxyl esterified with a lower alcohol having 1 to 6 carbon atoms;
- or an unsaturated, linear or branches alkenyl, alkenyloxy, alkenoyloxy, alkenoyl, or alkenyl carboxy group having one or more conjugated or non-conjugated double bonds, each group having 2 to 22 carbon atoms and each group optionally substituted with at least one substituted selected from the group consisting of halogen, trifluoromethyl, hydroxyl, hydroxyl esterified with an carboxylic acid having 1 to 6 carbon atoms, carboxyl, and carboxyl esterified with a lower alcohol having 1 to 6 carbon atoms;
- R' represents a hydroxyl group or an ester function of formula;
- ##STR6## where R.sub.1 is a saturated or unsaturated aliphatic group having 1 to 18 carbon atoms.
3 more elements
A of stabilizing a dispersion of an oily phase in an aqueous phase comprising mixing said oily phase and said aqueous phase with a salicylic acid derivative salified with a base, without adding any emulsifying agent;
- and
- said base is selected from the group consisting of arginine and lysine, and
- wherein said salicylic acid derivative has the following formula (I);
- ##STR7## in which;
- R represents a saturated, linear or branched aliphatic, alkoxy, alkanoyloxy, alkanoyl, or alkyl carboxy group, each group having 2 to 22 carbon atoms and each group optionally substituted with at least one substituent selected from the group consisting of halogen, trifluoromethyl, hydroxyl, hydroxyl esterified with a carboxylic acid having 1 to 6 carbon atoms, carboxyl, and carboxyl esterified with a lower alcohol having 1 to 6 carbon atoms;
- or unsaturated, linear or branched alkenyl, alkenyloxy, alkenoyloxy, alkenoyl, or alkenyl carboxy group having one or more conjugated or non-conjugated double bonds, each group having 2 to 22 carbon atoms and each group optionally substituted with al least one substituent selected from the group consisting of halogen, trifluoromethyl, hydroxyl, hydroxyl, esterified with an carboxylic acid having 1 to 6 carbon atoms, carboxyl, and carboxyl esterified with a lower alcohol having 1 to 6 carbon atoms;
- R' represents a hydroxyl group or an ester function of formula:
- ##STR8## where R.sub.1 is a saturated or unsaturated aliphatic group having 1 to 18 carbon atoms.
5 more elements
A cosmetic and/or dermatological emulsion, free of emulsifying agent comprising:
- (a) an oil phase;
- (b) an aqueous phase;
- and
- (c) at least one salicylic acid derivative of formula (I) below, salified with a base:
- ##STR9## in which:
- R represents a saturated linear or branched aliphatic, alkoxy, alkanoyloxy, alkanoyl, or alkyl carboxy group, each group having 2 to 22 carbon atoms and each group optionally substituted with at least one substituent selected from the group consisting of halogen, trifluoromethyl, hydroxyl, hydroxyl esterified with a carboxylic acid having 1 to 6 carbon atoms, carboxyl, and carboxyl esterified with a lower alcohol having 1 to 6 carbon atoms;
- or an unsaturated, linear or branched alkenyl, alkenyloxy, alkenoyloxy, alkenoyl, or alkenyl carboxy group having one or more conjugated or non-conjugated double bonds, each group having 2 to 22 carbon atoms and each group optionally substituted with at least one substituent selected from the group consisting of halogen, trifluoromethyl, hydroxyl, hydroxyl esterified with a carboxylic acid having 1 to 6 carbon atoms, carboxyl, and carboxyl esterified with a lower alcohol having 1 to 6 carbon atoms;
- R' represents a hydroxyl group or an ester function of formula:
- ##STR10## wherein R.sub.1 is a saturated or unsaturated aliphatic group having 1 to 18 carbon atoms,
- wherein at least a portion of said salicylic acid derivative is at the oil-water interface.
7 more elements
A cosmetic and/or dermatological emulsion, comprising:
- (a) an oil phase;
- (b) an aqueous phase;
- and
- (c) at least one salicylic acid derivative of formula (I) below, salified with a base:
- ##STR11## in which:
- R represents a saturated, linear or branched aliphatic, alkoxy, alkanoyloxy, alkanoyl, or alkyl carboxy group, each group having 2 to 22 carbon atoms and each group optionally substituted with at least one substituent selected from the group consisting of halogen, trifluoromethyl, hydroxyl, hydroxyl esterified with a carboxylic acid having 1 to 6 carbon atoms, carboxy1, and carboxy1 esterified with a lower alcohol having 1 to 6 carbon atoms;
- or an unsaturated, linear, or branched alkenyl, alkenyloxy, alkenoyloxy, alkenoyl, or alkenyl carboxy group having one or more conjugated or non-conjugated double bonds, each group having 2 to 22 carbon atoms and each group optionally substituted with at least one substituent selected from the group consisting of halogen, trifluoromethyl, hydroxyl, hydroxyl esterified with a carboxylic acid having 1 to 6 carbon atoms, carboxyl, and carboxy1 esterified with a lower alcohol having 1 to 6 carbon atoms;
- R' represents a hydroxyl group or an ester function of formula:
- ##STR12## wherein R.sub.1 is a saturated or unsaturated aliphatic group having 1 to 18 carbon atoms,
- wherein at least a portion of said salicylic acid derivative is at the oil-water interface;
- and
- said base is an amino acid without an emulsifying agent added there to.
9 more elements
A cosmetic and/or dermatological emulsion, comprising:
- (a) an oil phase;
- (b) an aqueous phase;
- and
- (c) at least one salicylic acid derivative of formula (I) below, salified with a base:
- ##STR13## in which:
- R represents a saturated, linear or branched aliphatic, alkoxy, alkanoyloxy, alkanoyl, or alkyl carboxy group, each group having 2 to 22 carbon atoms and each group optionally substituted with at least one substituent selected from the group consisting of halogen, trifluoromethyl, hydroxyl, hydroxyl esterified with a carboxylic acid having 1 to 6 carbon atoms, carboxyl, and carboxyl esterified with a lower alcohol having 1 to 6 carbon atoms;
- or an unsaturated, linear, or branched alkenyl, alkenyloxy, alkenoyloxy, alkenoyl, or alkenyl carboxy group having one or more conjugated or non-conjugated double bonds, each group having 2 to 22 carbon atoms and each group optionally substituted with at least one substituent selected from the group consisting of halogen, trifluoromethyl, hydroxyl, hydroxyl esterified with a carboxylic acid having 1 to 6 carbon atoms, carboxy1, and carboxyl esterified with a lower alcohol having 1 to 6 carbon atoms;
- R' represents a hydroxyl group or an ester function of formula:
- ##STR14## wherein R.sub.1 is a saturated or unsaturated aliphatic group having 1 to 18 carbon atoms,
- wherein at least a portion of said salicylic acid derivative is at the oil-water interface;
- and
- said base is selected from the group consisting of arginine and lysine without an emulsifying agent added there to.
9 more elements
A cosmetic and/or dermatological emulsion, comprising:
- (a) an oil phase;
- (b) an aqueous phase;
- and
- (c) at least one salicylic acid derivative of formula (I) below, salified with lysine or arginine:
- ##STR15## in which:
- R represents a saturated, linear or branched aliphatic, alkoxy, alkanoyloxy, alkanoyl, or alkyl carboxy group, each group having 2 to 22 carbon atoms and each group optionally substituted with at least one substituent selected from the group consisting of halogen, trifluoromethyl, hydroxyl, hydroxyl esterified with a carboxylic acid having 1 to 6 carbon atoms, carboxyl, and carboxyl esterified with a lower alcohol having 1 to 6 carbon atoms;
- or an unsaturated, linear or branched alkenyl, alkenyloxy, alkenoyloxy, alkenoyl, or alkenyl carboxy group having one or more conjugated or non-conjugated double bonds, each group having 2 to 22 carbon atoms and each group optionally substituted with at least one substituent selected from the group consisting of halogen, trifluoromethyl, hydroxyl, hydroxyl esterified with a carboxylic acid having 1 to 6 carbon atoms, carboxyl, and carboxyl esterified with a lower alcohol having 1 to 6 carbon atoms;
- R' represents a hydroxyl group or an ester function of formula:
- ##STR16## wherein R.sub.1 is a saturated or unsaturated aliphatic group having 1 to 18 carbon atoms;
- and at least a portion of said salicylic acid derivative is at the oil-water interface without an emulsifying agent added there to.
7 more elements
A method for treating or combating acne, greasy skin, the ageing, pigmentation and combinations thereof of the skin, comprising applying an emulsion to the skin, said emulsion comprising:
- (a) an oil phase;
- (b) an aqueous phase;
- and
- (c) at least one salicylic acid derivative of formula (I) below, salified with a base:
- ##STR17## in which:
- R represents a saturated, linear or branched aliphatic, alkoxy, alkanoyloxy, alkanoyl, or alkyl carboxy group, each group having 2 to 22 carbon atoms and each group optionally substituted with at least one substituent selected from the group consisting of halogen, trifluoromethyl, hydroxyl, hydroxyl esterified with a carboxylic acid having 1 to 6 carbon atoms, carboxyl, and carboxyl esterified with a lower alcohol having 1 to 6 carbon atoms;
- or an unsaturated, linear or branched alkenyl, alkenyloxy, alkenoyloxy, alkenoyl, or alkenyl carboxy group having one or more conjugated or non-conjugated double bonds, each group having 2 to 22 carbon atoms and each group optionally substituted with at least one substituent selected from the group consisting of halogen, trifluoromethyl, hydroxyl, hydroxyl esterified with a carboxylic acid having 1 to 6 carbon atoms, carboxyl, and carboxyl esterified with a lower alcohol having 1 to 6 carbon atoms;
- R' represents a hydroxyl group or an ester function of formula:
- ##STR18## wherein R.sub.1 is a saturated or unsaturated aliphatic group having 1 to 18 carbon atoms,
- wherein at least a portion of said salicylic acid derivative is at the oil-water interface without an emulsifying agent added there to.
7 more elements
Dependencies are inferred from the claim text.