Sugar derivatives, method for preparation thereof, their use as surface-active agents

A composition (C) comprising per 100% of its mass:

• from 0.5% to 30% of one or more alcohols of the formula (IV):
• R1-OH (IV)
• in which R1 represents a saturated or unsaturated, linear or branched aliphatic radical having from 8 to 36 carbon atoms, optionally substituted with one or more hydroxyl groups, and
• from 70% to 99.5% of one or more compounds of formula (I):
• in which R represents a linear or branched alkyl radical having from one to eight carbon atoms optionally substituted with one or more hydroxyl radicals, n represents an integer greater than or equal to 1 and less than or equal to 10, R1 is as defined previously for formula (IV), at least one of the radicals Z1 or Z2 represents a radical:
• in which —S— represents the divalent residue of a reducing sugar and p represents a decimal number greater than or equal to 1 and less than or equal to 10 and the other one of the radicals Z1 or Z2 represents a hydrogen atom or said radical:

A method of preparing a composition (C) comprising per 100% of its mass:

• from 0.5% to 30% of one or more alcohols of the formula (IV):
• R1-OH (IV)
• in which R1 represents a saturated or unsaturated, linear or branched aliphatic radical having from 8 to 36 carbon atoms, optionally substituted with one or more hydroxyl groups, and
• from 70% to 99.5% of one or more compounds of formula (I):
• in which R represents a linear or branched alkyl radical having from one to eight carbon atoms optionally substituted with one or more hydroxyl radicals, n represents an integer greater than or equal to 1 and less than or equal to 10, R1 is as defined previously for formula (IV), at least one of the radicals Z1 or Z2 represents a radical:
• in which —S— represents the divalent residue of a reducing sugar and p represents a decimal number greater than or equal to 1 and less than or equal to 10 and the other one of the radicals Z1 or Z2 represents a hydrogen atom or said radical:
• comprising the following successive stages of chemical reactions:
• a) the reaction of an alcohol of formula (IV):
• R1-OH (IV)
• in which R1 represents a saturated or unsaturated, linear or branched aliphatic radical having from 8 to 36 carbon atoms, optionally substituted with one or more hydroxyl groups or of a mixture of alcohols of formula (IV), with a 3,3-disubstituted oxetane of formula (V):
• in which R represents a linear or branched alkyl radical having from one to eight carbon atoms optionally substituted with one or more hydroxyl radicals, leading to a mixture (M) comprising the alcohol of formula (IV) that had not reacted and one or more compounds of formulas (II):
• in which R and R1 are as defined previously and n represents an integer greater than or equal to 1 and less than or equal to 10;
• and
• b) the reaction of said mixture (M) with a reducing sugar of formula (III):
• S—H (III)
• to obtain said composition (C).

A cosmetic or pharmaceutical composition, wherein said cosmetic or pharmaceutical composition contains as a surfactant a composition (C) comprising per 100% of its mass:

• from 0.5% to 30% of one or more alcohols of the formula (IV):
• R1-OH (IV)
• in which R1 represents a saturated or unsaturated, linear or branched aliphatic radical having from 8 to 36 carbon atoms, optionally substituted with one or more hydroxyl groups, and
• from 70% to 99.5% of one or more compounds of formula (I):
• in which R represents a linear or branched alkyl radical having from one to eight carbon atoms optionally substituted with one or more hydroxyl radicals, n represents an integer greater than or equal to 1 and less than or equal to 10, R1 is as defined previously for formula (IV), at least one of the radicals Z1 or Z2 represents a radical:
• in which —S— represents the divalent residue of a reducing sugar and p represents a decimal number greater than or equal to 1 and less than or equal to 10 and the other one of the radicals Z1 or Z2 represents a hydrogen atom or said radical: