Use of novel indole compounds for dyeing and making up keratin materials, compositions comprising them and dyeing processes

A dye or make-up composition comprising at least one compound of formula (I):

• 8
• wherein:
• X, which may be identical or different, are each chosen from oxygen atoms and nitrogen atoms;
• R1 and R2, which may be identical or different, are each chosen from hydrogen atoms, C1-C4 alkyl groups, C1-C4 monohydroxyalkyl groups, C1-C4 polyhydroxyalkyl groups, acyl(C1-C4 alkyl carbonyl) groups, C1-C4 aminoalkyl groups, C1-C4 polyaminoalkyl groups and C1-C4 aminohydroxyalkyl groups;
• R3, R4 and R5, which may be identical or different, are each chosen from hydrogen atoms and linear and branched, saturated and unsaturated C1-C4 hydrocarbons.

A composition for skin, for mucous membranes, or for keratin fibers comprising at least one compound of formula (I):

• 11
• wherein:
• X, which may be identical or different, are each chosen from oxygen atoms and nitrogen atoms;
• R1 and R2, which may be identical or different, are each chosen from hydrogen atoms, C1-C4 alkyl groups, C1-C4 monohydroxyalkyl groups, C1-C4 polyhydroxyalkyl groups, acyl(C1-C4 alkyl carbonyl) groups, C1-C4 aminoalkyl groups, C1-C4 polyaminoalkyl groups and C1-C4 aminohydroxyalkyl groups;
• R3, R4 and R5, which may be identical or different, are each chosen from hydrogen atoms and linear and branched, saturated and unsaturated C1-C4 hydrocarbons.

A direct-dye composition comprising at least one compound of formula (I):

• 12
• wherein:
• X, which may be identical or different, are each chosen from oxygen atoms and nitrogen atoms;
• R1 and R2, which may be identical or different, are each chosen from hydrogen atoms, C1-C4 alkyl groups, C1-C4 monohydroxyalkyl groups, C1-C4 polyhydroxyalkyl groups, acyl(C1-C4 alkyl carbonyl) groups, C1-C4 aminoalkyl groups, C1-C4 polyaminoalkyl groups and C1-C4 aminohydroxyalkyl groups;
• R3, R4 and R5, which may be identical or different, are each chosen from hydrogen atoms and linear and branched, saturated and unsaturated C1-C4 hydrocarbons.

A body hygiene composition;

• a hair composition;
• a make-up composition;
• a care composition;
• an anti-sun composition;
• or a self-tanning composition comprising at least one compound of formula (I):
• 13
• wherein:
• X, which may be identical or different, are each chosen from oxygen atoms and nitrogen atoms;
• R1 and R2, which may be identical or different, are each chosen from hydrogen atoms, C1-C4 alkyl groups, C1-C4 monohydroxyalkyl groups, C1-C4 polyhydroxyalkyl groups, acyl(C1-C4 alkyl carbonyl) groups, C1-C4 aminoalkyl groups, C1-C4 polyaminoalkyl groups and C1-C4 aminohydroxyalkyl groups;
• R3, R4 and R5, which may be identical or different, are each chosen from hydrogen atoms and linear and branched, saturated and unsaturated C1-C4 hydrocarbons.

A cosmetic process for treating at least one keratin fiber comprising applying to said at least one keratin fiber a composition comprising at least one compound of formula (I):

• 14
• wherein:
• X, which may be identical or different, are each chosen from oxygen atoms and nitrogen atoms;
• R1 and R2, which may be identical or different, are each chosen from hydrogen atoms, C1-C4 alkyl groups, C1-C4 monohydroxyalkyl groups, C1-C4 polyhydroxyalkyl groups, acyl(C1-C4 alkyl carbonyl) groups, C1-C4 aminoalkyl groups, C1-C4 polyaminoalkyl groups and C1-C4 aminohydroxyalkyl groups;
• R3, R4 and R5, which may be identical or different, are each chosen from hydrogen atoms and linear and branched, saturated and unsaturated C1-C4 hydrocarbons.

A process of manufacturing a compound of formula (I):

• 15
• wherein:
• X, which may be identical or different, are each chosen from oxygen atoms and nitrogen atoms;
• R1 and R2, which may be identical or different, are each chosen from hydrogen atoms, C1-C4 alkyl groups, C1-C4 monohydroxyalkyl groups, C1-C4 polyhydroxyalkyl groups, acyl(C1-C4 alkyl carbonyl) groups, C1-C4 aminoalkyl groups, C1-C4 polyaminoalkyl groups and C1-C4 aminohydroxyalkyl groups;
• R3, R4 and R5, which may be identical or different, are each chosen from hydrogen atoms and linear and branched, saturated and unsaturated C1-C4 hydrocarbons;
• comprising oxidizing a compound of formula (III):
• 16
• wherein R1, R2, R3, R5 and X are as defined in said formula (I), under conditions sufficient to obtain said compound of formula (I).

A method of manufacturing a direct dye comprising including in said dye at least one composition comprising at least one compound of formula (I):

• 17
• wherein:
• X, which may be identical or different, are each chosen from oxygen atoms and nitrogen atoms;
• R1 and R2, which may be identical or different, are each chosen from hydrogen atoms, C1-C4 alkyl groups, C1-C4 monohydroxyalkyl groups, C1-C4 polyhydroxyalkyl groups, acyl(C1-C4 alkyl carbonyl) groups, C1-C4 aminoalkyl groups, C1-C4 polyaminoalkyl groups and C1-C4 aminohydroxyalkyl groups;
• R3, R4 and R5, which may be identical or different, are each chosen from hydrogen atoms and linear and branched, saturated and unsaturated C1-C4 hydrocarbons.

A method of manufacturing a make-up product comprising including in said make-up product at least one composition comprising at least one compound of formula (I):

• 18
• wherein:
• X, which may be identical or different, are each chosen from oxygen atoms and nitrogen atoms;
• R1 and R2, which may be identical or different, are each chosen from hydrogen atoms, C1-C4 alkyl groups, C1-C4 monohydroxyalkyl groups, C1-C4 polyhydroxyalkyl groups, acyl(C1-C4 alkyl carbonyl) groups, C1-C4 aminoalkyl groups, C1-C4 polyaminoalkyl groups and C1-C4 aminohydroxyalkyl groups;
• R3, R4 and R5, which may be identical or different, are each chosen from hydrogen atoms and linear and branched, saturated and unsaturated C1-C4 hydrocarbons.

A process of direct dyeing at least one keratin fiber comprising contacting for a sufficient time said at least one keratin fiber with a composition comprising a sufficient amount of at least one compound of formula (I):

• 19
• wherein:
• X, which may be identical or different, are each chosen from oxygen atoms and nitrogen atoms;
• R1 and R2, which may be identical or different, are each chosen from hydrogen atoms, C1-C4 alkyl groups, C1-C4 monohydroxyalkyl groups, C1-C4 polyhydroxyalkyl groups, acyl(C1-C4 alkyl carbonyl) groups, C1-C4 aminoalkyl groups, C1-C4 polyaminoalkyl groups and C1-C4 aminohydroxyalkyl groups;
• R3, R4 and R5, which may be identical or different, are each chosen from hydrogen atoms and linear and branched, saturated and unsaturated C1-C4 hydrocarbons.