Siloxane dyes, compositions containing them and uses thereof

A method of preparing a cosmetic composition comprising adding to said cosmetic composition, as a dye, at least one compound chosen from compounds of formula (1):

• 36
• and formula (2)
• 37
• in which:
• R are independently chosen from linear and branched C1-C10 alkyl, phenyl and 3,3,3-trifluoropropyl radicals, wherein at least 80%, on a number basis, of radicals R are methyl,
• A is chosen from monovalent radicals linked directly to a silicon atom corresponding to formula (3):
• 38
• wherein:
• Z is the divalent radical;
• 39
• x is 1 or2,
• p is an integer ranging from 0 to 10,
• R1 is chosen from hydrogen and C1-C4 alkyl radicals,
• R2 is chosen from hydrogen, C1-C4 alkyl radicals, and said divalent radical Z,
• R3 is chosen from hydrogen and radicals NR5R6, wherein R5 and R5 independently are chosen from hydrogen, C1-C4 alkyl radicals, C2-C4 mono- and dihydroxyalkyl radicals, and said divalent radical Z, with the proviso that at least one of R2, R5 and R6 is said divalent radical Z,
• R4 is chosen from hydrogen, a hydroxy radical, a halogen radical, C1-C4 alkyl radicals and C1-C4 alkoxy radicals;
• B are independently chosen from said radicals R and radical A,
• r is an integer ranging from 0 to 50,
• s is an integer ranging from 0 to 20, with the proviso that if s is zero then at least one of the two symbols B denotes A,
• u is an integer ranging from 1 to 6, and
• t is an integer ranging from 0 to 10, with the proviso that the sum of t+u is at least 3.

A method of directly dyeing keratin fibers comprising applying to said keratin fibers at least one compound chosen from compounds of formula (1):

• 40
• and formula (2)
• 41
• in which:
• R are independently chosen from linear and branched C1-C10 alkyl, phenyl and 3,3,3-trifluoropropyl radicals, wherein at least 80%, on a number basis, of radicals R are methyl,
• A is chosen from monovalent radicals linked directly to a silicon atom corresponding to formula (3):
• 42
• wherein:
• Z is the divalent radical:
• 43
• x is 1 or 2,
• p is an integer ranging from 0 to 10,
• R1 is chosen from hydrogen and C1-C4 alkyl radicals,
• R2 is chosen from hydrogen, C1-C4 alkyl radicals, and said divalent radical Z,
• R3 is chosen from hydrogen and radicals NR5R6, wherein R5 and R6 independently are chosen from hydrogen, C1-C4 alkyl radicals, C2-C4 mono- and dihydroxyalkyl radicals, and said divalent radical Z, with the proviso that at least one of R2, R5 and R6 is said divalent radical Z,
• R4 is chosen from hydrogen, a hydroxy radical, a halogen radical, C1-C4 alkyl radicals and C1-C4 alkoxy radicals;
• B are independently chosen from said radicals R and radical A,
• r is an integer ranging from 0 to 50,
• s is an integer ranging from 0 to 20, with the proviso that if s is zero then at least one of the two symbols B denotes A,
• u is an integer ranging from 1 to 6, and
• t is an integer ranging from 0 to 10, with the proviso that the sum of t+u is at least 3.

A cosmetic make-up composition comprising, in a cosmetically acceptable carrier, at least one compound chosen from compounds of formula (1):

• 44
• and formula (2)
• 45
• in which:
• R are independently chosen from linear and branched C1-C10 alkyl, phenyl and 3,3,3-trifluoropropyl radicals, wherein at least 80%, on a number basis, of radicals R are methyl,
• A is chosen from monovalent radicals linked directly to a silicon atom corresponding to formula (3):
• 46
• wherein:
• Z is the divalent radical:
• 47
• x is 1 or 2,
• p is an integer ranging from 0 to 10,
• R1 is chosen from hydrogen and C1-C4 alkyl radicals,
• R2 is chosen from hydrogen, C1-C4 alkyl radicals, and said divalent radical Z,
• R3 is chosen from hydrogen and radicals NR5R6, wherein R5 and R6 independently are chosen from hydrogen, C1-C4 alkyl radicals, C2-C4 mono- and dihydroxyalkyl radicals, and said divalent radical Z, with the proviso that at least one of R2, R5 and R6 is said divalent radical Z,
• R4 is chosen from hydrogen, a hydroxy radical, a halogen radical, C1-C4 alkyl radicals and C1-C4 alkoxy radicals;
• B are independently chosen from said radicals R and radical A,
• r is an integer ranging from 0 to 50,
• s is an integer ranging from 0 to 20, with the proviso that if s is zero then at least one of the two symbols B denotes A,
• u is an integer ranging from 1 to 6, and
• t is an integer ranging from 0 to 10, with the proviso that the sum of t+u is at least 3.

A dye composition comprising at least one compound chosen from compounds of formula (1):

• 48
• and formula (2)
• 49
• in which:
• R are independently chosen from linear and branched C1-C10 alkyl, phenyl and 3,3,3-trifluoropropyl radicals, wherein at least 80%, on a number basis, of radicals R are methyl,
• A is chosen from monovalent radicals linked directly to a silicon atom corresponding to formula (3):
• 50
• wherein:
• Z is the divalent radical:
• 51
• x is 1 or 2,
• p is an integer ranging from 0 to 10,
• R1 is chosen from hydrogen and C1-C4 alkyl radicals,
• R2 is chosen from hydrogen, C1-C4 alkyl radicals, and said divalent radical Z,
• R3 is chosen from hydrogen and radicals NR5R6, wherein R5 and R6 independently are chosen from hydrogen, C1-C4 alkyl radicals, C2-C4 mono- and dihydroxyalkyl radicals, and said divalent radical Z, with the proviso that at least one of R2, R5 and R6 is said divalent radical Z,
• R4 is chosen from hydrogen, a hydroxy radical, a halogen radical, C1-C4 alkyl radicals and C1-C4 alkoxy radicals;
• B are independently chosen from said radicals R and radical A,
• r is an integer ranging from 0 to 50,
• s is an integer ranging from 0 to 20, with the proviso that if s is zero then at least one of the two symbols B denotes A,
• u is an integer ranging from 1 to 6, and
• t is an integer ranging from 0 to 10, with the proviso that the sum of t+u is at least 3.

A pharmaceutical or food composition comprising, as an ingredient of said pharmaceutical or food composition, at least one compound chosen from compounds of formula (1):

• 52
• and formula (2)
• 53
• in which:
• R are independently chosen from linear and branched C1-C10 alkyl, phenyl and 3,3,3-trifluoropropyl radicals, wherein at least 80%, on a number basis, of radicals R are methyl,
• A is chosen from monovalent radicals linked directly to a silicon atom corresponding to formula (3):
• 54
• wherein:
• Z is the divalent radical:
• 55
• x is 1 or 2,
• p is an integer ranging from 0 to 10,
• R1 is chosen from hydrogen and C1-C4 alkyl radicals,
• R2 is chosen from hydrogen, C1-C4 alkyl radicals, and said divalent radical Z,
• R3 is chosen from hydrogen and radicals NR5R6, wherein R5 and R6 independently are chosen from hydrogen, C1-C4 alkyl radicals, C2-C4 mono- and dihydroxyalkyl radicals, and said divalent radical Z, with the proviso that at least one of R2, R5 and R6 is said divalent radical Z,
• R4 is chosen from hydrogen, a hydroxy radical, a halogen radical, C1-C4 alkyl radicals and C1-C4 alkoxy radicals;
• B are independently chosen from said radicals R and radical A,
• r is an integer ranging from 0 to 50,
• s is an integer ranging from 0 to 20, with the proviso that if s is zero then at least one of the two symbols B denotes A,
• u is an integer ranging from 1 to 6, and
• t is an integer ranging from 0 to 10, with the proviso that the sum of t+u is at least 3.

A process for dyeing human keratin fibers by direct dyeing, comprising:

• applying at least one composition comprising at least one compound chosen from compounds of formula (I) and compounds of formula (II) to wet or dry keratin fibers,
• optionally leaving said composition on said keratin fibers for an exposure time ranging from 3 to 60 minutes,
• optionally rinsing said keratin fibers,
• optionally washing said keratin fibers,
• optionally rinsing said keratin fibers again, and
• dying said keratin fibers, whereby said dyeing of said keratin fibers is accomplished,
• wherein said compounds of formula (1) and compounds of formula (II) are chosen from:
• 56
• and
• 57
• in which:
• R are independently chosen from linear and branched C1-C10 alkyl, phenyl and 3,3,3-trifluoropropyl radicals, wherein at least 80%, on a number basis, of radicals R are methyl,
• A is chosen from monovalent radicals linked directly to a silicon atom corresponding to formula (3):
• 58
• wherein:
• Z is the divalent radical:
• 59
• x is 1 or 2,
• p is an integer ranging from 0 to 10,
• R1 is chosen from hydrogen and C1-C4 alkyl radicals,
• R2 is chosen from hydrogen, C1-C4 alkyl radicals, and said divalent radical Z,
• R3 is chosen from hydrogen and radicals NR5R6, wherein R5 and R6 independently are chosen from hydrogen, C1-C4 alkyl radicals, C2-C4 mono- and dihydroxyalkyl radicals, and said divalent radical Z, with the proviso that at least one of R2, R5 and R6 is said divalent radical Z,
• R4 is chosen from hydrogen, a hydroxy radical, a halogen radical, C1-C4 alkyl radicals and C1-C4 alkoxy radicals;
• B are independently chosen from said radicals R and radical A,
• r is an integer ranging from 0 to 50,
• s is an integer ranging from 0 to 20, with the proviso that if s is zero then at least one of the two symbols B denotes A,
• u is an integer ranging from 1 to 6, and
• t is an integer ranging from 0 to 10, with the proviso that the sum of t+u is at least 3.