ANHYDROUS COMPOSITION COMPRISING AT LEAST ONE AMINO SILICONE, AT LEAST ONE ALKOXYSILANE AND AT LEAST ONE COLORING AGENT

Abstract

The present invention relates to an anhydrous composition comprising at least one amino silicone, at least one alkoxysilane of formula (VIII), and at least one coloring agent chosen from pigments, direct dyes and mixtures thereof. The present invention also relates to a process for treating keratin fibers such as the hair.

Claims

1-17. (canceled)

18. A composition comprising: a) at least one amino silicone, b) at least one alkoxysilane chosen from the compounds of formula (VIII) below, oligomers thereof and/or mixtures thereof:
R.sup.1.sub.xSi(OR.sup.2).sub.(4-x)  (VIII), wherein in formula (VIII): R.sup.1 represents an alkoxy group containing from 1 to 10 carbon atoms; or a linear or branched, saturated or unsaturated, cyclic or acyclic C.sub.1 to C.sub.22 hydrocarbon-based radical; which may be substituted with at least one group chosen from a hydroxyl group (OH); a thiol group; an amino group NH.sub.2; an alkylamino group NHR in which R denotes a linear or branched alkyl radical containing from 1 to 20 carbon atoms, or an alkoxy group containing from 1 to 10 carbon atoms; a cycloalkyl containing from 3 to 40 carbon atoms; an aryl containing from 6 to 30 carbon atoms; R.sup.1 possibly being interrupted with at least one heteroatom chosen from O, S, NH or a carbonyl group (CO); R.sup.2 represents a hydrogen atom or an alkyl group containing from 1 to 20 carbon atoms; x denotes an integer ranging from 1 to 3; and c) at least one coloring agent chosen from pigments, direct dyes, or mixtures thereof.

19. The composition of claim 18, wherein the at least one amino silicone is chosen from silicones of formula (I) below: ##STR00013## wherein in formula (I): which may be identical or different, represents a hydrogen atom, a phenyl group, a hydroxyl group, a C.sub.1-C.sub.8 alkyl group, or a C.sub.1-C.sub.6 alkoxy group; R.sub.2 represents a monovalent radical of formula —CqH2qL, wherein q is a number ranging from 2 to 8 and L is an optionally quaternized amino group chosen from the following groups:
—N(R″).sub.2,—N+(R″).sub.3A.sup.−,—NR″-Q-N(R″).sub.2, or —NR″-Q-N.sup.+(R″).sub.3A.sup.−, wherein R″, which may be identical or different, represents a hydrogen atom, a phenyl group, a benzyl group, or a saturated monovalent hydrocarbon-based radical; Q denotes a linear or branched group of formula CrH.sub.2r, r being an integer ranging from 2 to 6; and A.sup.− represents a cosmetically acceptable anion; R.sub.3, which may be identical or different, represents a C.sub.1-C.sub.8 alkyl group, or a monovalent radical of formula —CqH2qL, wherein q is a number ranging from 2 to 8 and L is an optionally quaternized amine group chosen from the following groups:
—N(R″).sub.2;—N+(R″).sub.3A.sup.−;—NR″-Q-N(R″).sub.2 and —NR″-Q-N.sup.+(R″).sub.3A.sup.−, wherein R″, which may be identical or different, represents a hydrogen atom, a phenyl group, a benzyl group, or a saturated monovalent hydrocarbon-based radical; Q denotes a linear or branched group of formula CrH.sub.2r, r being an integer ranging from 2 to 6; and A.sup.− represents a cosmetically acceptable anion; and m and n are numbers such that the sum (n+m) ranges from 1 to 2000, m denoting a number from 0 to 1999, and n denoting a number from 1 to 2000.

20. The composition of claim 18, wherein the at least one amino silicone is chosen from the silicones of formula (II) below: ##STR00014## wherein in formula (II): m and n are numbers such that the sum (m+n) ranges from 1 to 1000, n denoting a number between 0 and 999, and m denoting a number from 1 to 1000; R.sub.1 and R.sub.2, which may be identical or different, represent a C.sub.1-C.sub.8 alkyl group, a hydroxyl group, or a C.sub.1 to C.sub.6 alkoxy group; R.sub.3 represents a monovalent radical of formula —CqH2qL, wherein q is a number ranging from 2 to 8 and L is an amino group chosen from the following groups:
—N(R.sub.4).sub.2;
—N(R.sub.4)—CH.sub.2—CH.sub.2—N(R.sub.4).sub.2; wherein R.sub.4 represents a hydrogen atom, a phenyl group, a benzyl group, or a saturated monovalent hydrocarbon-based radical; and R.sub.5 represents a hydroxyl group, a C.sub.1-C.sub.8 alkyl group, or a C.sub.1-C.sub.-6 alkoxy group.

21. The composition of claim 18, wherein the at least one amino silicone is chosen from the silicones of formula (III) below: ##STR00015## wherein in formula (III): m and n are numbers such that the sum (m+n) ranges from 1 to 1000, n denoting a number between 0 and 999, and m denoting a number from 1 to 1000; R.sub.1 and R.sub.2, which may be identical or different, represent a C.sub.1 to C.sub.4 alkoxy group; a denotes an integer ranging from 0 to 6; b denotes an integer ranging from 1 to 6; and c denotes an integer equal to 0 or 1.

22. The composition of claim 18, wherein the at least on amino silicone is present in a total amount ranging from 0.1% to 40% by weight, relative to the total weight of the composition.

23. The composition of claim 18, wherein the at least one amino silicone is present in a total amount ranging from 1% to 20% by weight, relative to the total weight of the composition.

24. The composition of claim 18, wherein the at least one alkoxysilane is chosen from compounds of formulae (VIIIa) and (VIIIb) below, alone or as a mixture: ##STR00016## wherein in formulae (VIIIa) and (VIIIb): Ra and Rb, which may be identical or different, represent a hydrogen atom, an alkyl group containing from 1 to 20 carbon atoms, a cycloalkyl group containing from 3 to 20 carbon atoms, an aryl group containing from 6 to 12 carbon atoms, an aminoalkyl group containing from 1 to 20 carbon atoms, a hydroxyalkyl group containing from 1 to 20 carbon atoms, an alkoxy group containing from 1 to 10 carbon atoms, or an alkylcarbonyl group containing from 1 to 10 carbon atoms; Rc represents a hydrogen atom, an alkyl group containing from 1 to 20 carbon atoms, an alkoxy group containing from 1 to 10 carbon atoms, or an alkylaryl group containing from 7 to 12 carbon atoms; Rd and Re, which may be identical or different, represent an alkyl group containing from 1 to 20 carbon atoms; k denotes an integer ranging from 0 to 20; and Rf represents a hydrogen atom, an alkyl group containing from 1 to 20 carbon atoms, or a group of formula (IX) below: ##STR00017## wherein Rn represents a hydroxyl group or an alkyl group containing from 1 to 20 carbon atoms.

25. The composition of claim 18, wherein the at least one alkoxysilane is chosen from compounds of formula (VIIIa) below: ##STR00018## wherein in formula (VIIIa): Ra and Rb, which are identical, represent a hydrogen atom; Rc represents an alkyl group containing from 1 to 20 carbon atoms, or an alkoxy group containing from 1 to 10 carbon atoms; Rd and Re, which may be identical or different, represent an alkyl group containing from 1 to 20 carbon atoms; and k denotes an integer ranging from 0 to 20.

26. The composition of claim 18, wherein the at least one alkoxysilane chosen from compounds of formula (VIII) is chosen from 3-aminopropyltriethoxysilane (APTES), 3-aminopropylmethyldiethoxysilane (APMDES), N-cyclohexylaminomethyltriethoxysilane, tetraethoxysilane (TEOS), methyltriethoxysilane (MTES), dimethyldiethoxysilane (DMDES), diethyldiethoxysilane, dipropyldiethoxysilane, propyltriethoxysilane, isobutyltriethoxysilane, phenyltriethoxysilane, phenylmethyldiethoxysilane, diphenyldiethoxysilane, benzyltriethoxysilane, benzylmethyldiethoxysilane, dibenzyldiethoxysilane, acetoxymethyltriethoxysilane, or mixtures thereof.

27. The composition of claim 26, wherein the at least one alkoxysilane chosen from compounds of formula (VIII) comprises 3-aminopropyltriethoxysilane (APTES).

28. The composition of claim 18, wherein the at least one alkoxysilane chosen from compounds of formula (VIII) is present in a total amount ranging from 0.1% to 30% by weight, relative to the total weight of the composition.

29. The composition of claim 18, further comprising at least one oil chosen from C.sub.8-C.sub.16 alkanes.

30. The composition of claim 29, wherein the at least one oil is chosen from isododecane, isohexadecane, tetradecane, or mixtures thereof.

31. The composition of claim 18, wherein the composition further comprises at least one pigment present in a total content ranging from 0.05% to 30% by weight, relative to the total weight of the composition.

32. The composition of claim 18, further comprising a water content of less than 3% by weight, relative to the total weight of the composition.

33. The composition of claim 18, wherein the composition is free of water.

34. The composition of claim 18, wherein the mass ratio of the at least one alkoxysilane chosen from of formula (VIII) to the at least one amino silicone ranges from 95:5 to 5:95.

35. A process for dyeing human keratin fibers comprising applying to the keratin fibers a first composition comprising: a) at least one amino silicone, b) at least one alkoxysilane chosen from the compounds of formula (VIII) below, oligomers thereof and/or mixtures thereof:
R.sup.1.sub.xSi(OR.sup.2).sub.(4-x)  (VIII), wherein in formula (VIII): R.sup.1 represents alkoxy group containing from 1 to 10 carbon atoms, or a linear or branched, saturated or unsaturated, cyclic or acyclic C.sub.1 to C.sub.22 hydrocarbon-based radical, which may be substituted with at least one group chosen from a hydroxyl group (OH); a thiol group; an amino group NH.sub.2; an alkylamino group NHR in which R denotes a linear or branched alkyl radical containing from 1 to 20 carbon atoms, or an alkoxy group containing from 1 to 10 carbon atoms; a cycloalkyl containing from 3 to 40 carbon atoms; an aryl containing from 6 to 30 carbon atoms; R.sup.1 possibly being interrupted with at least one heteroatom chosen from 0, S, NH or a carbonyl group (CO); R.sup.2 represents a hydrogen atom or an alkyl group containing from 1 to 20 carbon atoms; x denotes an integer ranging from 1 to 3; and c) at least one colouring agent chosen from pigments, direct dyes, or mixtures thereof.

36. The process of claim 35, further comprising: after the application of the first composition, applying to the keratin fibers a makeup-removing composition comprising at least one hydrocarbon-based oil.

37. A kit for treating keratin fibers, comprising: an anhydrous composition; and a makeup-removing composition comprising at least one hydrocarbon-based oil; wherein the anhydrous composition comprises: a) at least one amino silicone, b) at least one alkoxysilane chosen from the compounds of formula (VIII) below, oligomers thereof and/or mixtures thereof:
R.sup.1.sub.xSi(OR.sup.2).sub.(4-x)  (VIII), wherein in formula (VIII): R.sup.1 represents alkoxy group containing from 1 to 10 carbon atoms, or a linear or branched, saturated or unsaturated, cyclic or acyclic C.sub.1 to C.sub.22 hydrocarbon-based radical, which may be substituted with at least one group chosen from a hydroxyl group (OH); a thiol group; an amino group NH.sub.2; an alkylamino group NHR in which R denotes a linear or branched alkyl radical containing from 1 to 20 carbon atoms, or an alkoxy group containing from 1 to 10 carbon atoms; a cycloalkyl containing from 3 to 40 carbon atoms; an aryl containing from 6 to 30 carbon atoms; R.sup.1 possibly being interrupted with at least one heteroatom chosen from 0, S, NH or a carbonyl group (CO); R.sup.2 represents a hydrogen atom or an alkyl group containing from 1 to 20 carbon atoms; x denotes an integer ranging from 1 to 3; and c) at least one colouring agent chosen from pigments, direct dyes, or mixtures thereof.

Description

EXAMPLE

Example 1

[0345] Dye composition: Compositions (g/100 g)

TABLE-US-00001 TABLES 1 A B C D Composition (invention) (comparative) (invention) (comparative) Amodimethicone.sup.1) 8 8 — — Amodimethicone.sup.2) — — 8 8 Aminopropyltriethoxysilane .sup.(3) 3 3 3 3 Red 7 lake (and) 5 5 5 5 Isopropyl titanium triisostearate (and) Triethoxysilylethyl polydimethylsiloxyethyl) Cetyl PEG/PPG- — 1 — 1 10/1 dimethicone.sup.(4) Isododecane qs 100 12  qs 100 12  Water — qs 100 — qs 100 .sup.1)sold under the trade name KF857 by the company Shin-Etsu, .sup.2)sold under the trade name KF862 by the company Shin-Etsu, .sup.(3) sold under the trade name Silsoft A-1100 by the company Momentive Performance Materials, .sup.(4)sold under the trade name Abil EM 90 by the company Evonik Goldschmidt.
(1) sold under the trade name KF857 by the company Shin-Etsu,
(2) sold under the trade name KF862 by the company Shin-Etsu,
(3) sold under the trade name Silsoft A-1100 by the company Momentive Performance Materials,
(4) sold under the trade name Abil EM 90 by the company Evonik Goldschmidt.

[0346] Compositions A and C according to the invention are anhydrous compositions. Comparative compositions B and D are in the form of an O/W emulsion.

[0347] Protocol:

[0348] Compositions A and C according to the invention and comparative compositions B and D are applied to locks of natural hair containing 90% white hairs, at a rate of 0.5 g of composition per gram of lock.

[0349] The locks of hair are then combed and dried with a hairdryer.

[0350] The locks of hair thus dyed are then subjected to a test of several repeated shampoo washes so as to evaluate the resistance (persistence) of the coloring obtained with respect to shampoo washing.

[0351] Shampoo Wash Protocol:

[0352] The locks are washed with a standard shampoo (Gamier Ultra Doux) respectively at T=24 hours after the application of the dye composition to the keratin fibers.

[0353] The locks of hair are then rinsed, combed and dried with a hairdryer.

[0354] The next shampoo wash is then performed on the locks thus dried.

[0355] Results:

[0356] The persistence of the color of the locks was evaluated in the CIE L*a*b* system, using a Minolta Spectrophotometer CM3600D colorimeter (illuminant D65, angle 10°, specular component included).

[0357] In this L*a*b* system, L* represents the intensity of the color, a* indicates the green/red color axis and b* the blue/yellow color axis.

[0358] The persistence of the coloring is evaluated by the color difference ΔE between the dyed locks before shampooing, then after having undergone five shampoo washes according to the protocol described above. The lower the value of ΔE, the more persistent the color with respect to shampoo washing.

TABLE-US-00002 TABLES 2 Number of shampoo Compositions washes L* a* b* ΔE Composition A 0 32.83 36.97 11.4 — 5 56.52 14.16 9.41 32.95 Composition B 0 29.69 41.36 20.26 — 5 54.47 15.94 7.75 37.64 Composition C 0 35.12 42.19 15.4 — 5 48.82 19.06 8.43 27.77 Composition D 0 31.61 40.75 17.54 — 5 51.79 15.06 7.91 34.06

[0359] The hair treated with the compositions according to the invention has a natural feel and the strands of hair may be separated with the fingers or by using a comb and/or a brush.

[0360] The locks of hair dyed with the anhydrous compositions A and C according to the invention and washed with five shampoo washes have ΔE values that are lower than those of the locks of hair dyed with the comparative compositions B and D in O/W emulsion form.

[0361] Thus, the colored coating of the keratin fibers obtained with the anhydrous compositions A and C according to the invention shows good persistence with respect to shampoo washing. Specifically, the locks of hair dyed with the anhydrous compositions A and C according to the invention and washed with five shampoo washes have better persistence of the color than the locks of hair dyed with the comparative compositions B and D in O/W emulsion form.

Example 2

[0362] Dye composition: Compositions (g/100 g)

TABLE-US-00003 TABLES 3 E F G H Composition (invention) (comparative) (invention) (comparative) Amodimethicone.sup.1) 8 8 — — Amodimethicone.sup.2) — — 8 8 Aminopropyltriethoxysilane .sup.(3) 3 3 3 3 Pigment green 7 5 5 5 5 (CI 74260) Cetyl PEG/PPG- — 1 — 1 10/1 dimethicone.sup.(4) Isododecane qs 100 12  qs 100 12  Water — qs 100 — qs 100 .sup.1)sold under the trade name KF857 by the company Shin-Etsu, .sup.2)sold under the trade name KF862 by the company Shin-Etsu, .sup.(3) sold under the trade name Solsoft A-1100 by the company Momentive Performance Materials, .sup.(4)sold under the trade name Abil EM 90 by the company Evonik Goldschmidt.
(1) sold under the trade name KF857 by the company Shin-Etsu,
(2) sold under the trade name KF862 by the company Shin-Etsu,
(3) sold under the trade name Silsoft A-1100 by the company Momentive Performance Materials,
(4) sold under the trade name Abil EM 90 by the company Evonik Goldschmidt.

[0363] Compositions E and G according to the invention are anhydrous compositions. Comparative compositions F and H are in the form of an O/W emulsion.

[0364] Protocol:

[0365] Compositions E and G according to the invention and comparative compositions F and H are applied to locks of natural hair containing 90% white hairs, at a rate of 0.5 g of composition per gram of lock.

[0366] The locks of hair are then combed and dried with a hairdryer.

[0367] The locks of hair thus dyed are then subjected to a test of several repeated shampoo washes so as to evaluate the resistance (persistence) of the coloring obtained with respect to shampoo washing.

[0368] Shampoo Wash Protocol:

[0369] The locks are washed with a standard shampoo (Gamier Ultra Doux) respectively at T=24 hours after the application of the dye composition to the keratin fibers.

[0370] The locks of hair are then rinsed, combed and dried with a hairdryer.

[0371] The next shampoo wash is then performed on the locks thus dried.

[0372] Results:

[0373] The persistence of the color of the locks was evaluated in the CIE L*a*b* system, using a Minolta Spectrophotometer CM3600D colorimeter (illuminant D65, angle 10°, specular component included).

[0374] In this L*a*b* system, L* represents the intensity of the color, a* indicates the green/red color axis and b* the blue/yellow color axis.

[0375] The persistence of the coloring is evaluated by the color difference ΔE between the dyed locks before shampooing, then after having undergone five shampoo washes according to the protocol described above. The lower the value of ΔE, the more persistent the color with respect to shampoo washing.

TABLE-US-00004 TABLES 4 Number of shampoo Compositions washes L* a* b* ΔE Composition E 0 31.5 −28.28 4.2 — 5 57.6 −26.66 10.79 26.97 Composition F 0 26.3 −28.63 3.67 — 5 61.98 −18.55 14.5 38.63 Composition G 0 35.69 −31.58 5.64 — 5 53.21 −19.06 10.86 22.16 Composition H 0 31.54 −28.46 4.8 — 5 59.4 −17.27 13.38 31.23

[0376] The hair treated with the compositions according to the invention has a natural feel and the strands of hair may be separated with the fingers or by using a comb and/or a brush.

[0377] The locks of hair dyed with the anhydrous compositions E and G according to the invention and washed with five shampoo washes have ΔE values that are lower than those of the locks of hair dyed with the comparative compositions F and H in O/W emulsion form.

[0378] Thus, the colored coating of the keratin fibers obtained with the anhydrous compositions E and G according to the invention shows good persistence with respect to shampoo washing. Specifically, the locks of hair dyed with the anhydrous compositions E and G according to the invention and washed with five shampoo washes have better persistence of the color than the locks of hair dyed with the comparative compositions F and H in 0/W emulsion form.

Example 3

[0379] Dye composition: Compositions (g/100 g)

TABLE-US-00005 TABLES 5 I J K Composition (invention) (comparative) (comparative) Amodimethicone.sup.1) 8 8 8 Aminopropyltriethoxysilane .sup.(2) 3 — — Hexamethyldisiloxane .sup.(3) — 3 — Red 7 lake (and) Isopropyl 5 5 5 titanium triisostearate (and) Triethoxysilylethyl polydimethylsiloxyethyl) Isododecane qs 100 qs 100 qs 100 .sup.1)sold under the trade name KF857 by the company Shin-Etsu, .sup.(2) sold under the trade name Silsoft A-1100 by the company Momentive Performance Materials, .sup.(3) sold under the trade name Xiameter PMX-200 silicone fluid .65 cst by the company Dow Corning.
(1) sold under the trade name KF857 by the company Shin-Etsu,
(2) sold under the trade name Silsoft A-1100 by the company Momentive Performance Materials,
(3) sold under the trade name Xiameter PMX-200 silicone fluid 0.65 cst by the company Dow Corning.

[0380] Protocol:

[0381] Composition I according to the invention and comparative compositions J and K are applied to locks of natural hair containing 90% white hairs, at a rate of 0.5 g of composition per gram of lock.

[0382] The locks of hair are then combed and dried with a hairdryer.

[0383] The locks of hair thus dyed are then subjected to a test of several repeated shampoo washes so as to evaluate the resistance (persistence) of the coloring obtained with respect to shampoo washing.

[0384] Shampoo Wash Protocol:

[0385] The locks are washed with a standard shampoo (Gamier Ultra Doux) respectively at T=24 hours after the application of the dye composition to the keratin fibers.

[0386] The locks of hair are then rinsed, combed and dried with a hairdryer.

[0387] The next shampoo wash is then performed on the locks thus dried.

[0388] Results:

[0389] The persistence of the color of the locks was evaluated in the CIE L*a*b* system, using a Minolta Spectrophotometer CM3600D colorimeter (illuminant D65, angle 10°, specular component included).

[0390] In this L*a*b* system, L* represents the intensity of the color, a* indicates the green/red color axis and b* the blue/yellow color axis.

[0391] The persistence of the coloring is evaluated by the color difference ΔE between the dyed locks before shampooing, then after having undergone three shampoo washes according to the protocol described above. The lower the value of ΔE, the more persistent the color with respect to shampoo washing.

TABLE-US-00006 TABLES 6 Number of shampoo Compositions washes L* a* b* ΔE Composition I 0 32.72 42.75 15.76 — 3 45.14 26.41 7.05 22.30 Composition J 0 32.24 45.21 18.56 — 3 50.69 20.75 6.16 33.05 Composition K 0 32.36 41.51 16.91 — 3 51.43 16.92 4.71 33.42

[0392] The locks of hair dyed with the anhydrous composition I according to the invention and washed with three shampoo washes have ΔE values that are lower than those of the locks of hair dyed with the comparative compositions J and K.

[0393] Thus, the colored coating of the keratin fibers obtained with the anhydrous composition I according to the invention shows good persistence with respect to shampoo washing. Specifically, the locks of hair dyed with the anhydrous composition I according to the invention and washed with three shampoo washes have better persistence of the color than the locks of hair dyed with the comparative compositions J and K.

[0394] Make-up removing composition: (g/100 g)

TABLE-US-00007 TABLES 7 Composition L Polysorbate 21 30 Isopropyl myristate 30 Isononyl isononanoate 30 Ethanol 3 Caprylyl glycol 0.5 Preservative Qs Water qs 100

[0395] Protocol:

[0396] The make-up removing composition L is applied to locks of hair dyed with compositions I, J and K, at a rate of 1 gr of composition per gram of lock. The locks are then kneaded from top to tip for 5 min before rinsing.

[0397] This manipulation was repeated a second time before drying the locks with a hairdryer.

[0398] Results:

[0399] The efficacy of the make-up removing composition was evaluated in the CIE L*a*b* system, using a Minolta Spectrophotometer CM3600D colorimeter (illuminant D65, angle 10°, specular component included) as described above.

[0400] The efficacy of the make-up removing composition is evaluated by the color difference ΔE between the dyed locks before applying the make-up removing composition L, then after applying the make-up removing composition L according to the protocol described above. The higher the value of ΔE, the more color is removed from the dyed locks.

TABLE-US-00008 TABLES 8 Compositions Step L* a* b* ΔE Composition I after dyeing 32.72 42.75 15.76 — after applying 58.30 7.50 9.76 43.96 composition L Composition J after dyeing 32.24 45.21 18.56 — after applying 57.99 9.56 9.81 44.84 composition L Composition K after dyeing 32.36 41.51 16.91 — after applying 58.44 7.44 9.85 43.48 composition L

[0401] The application of the makeup-removing composition L on the locks of hair dyed with composition I, J or K leads to high values of ΔE, therefore to a significant loss of color on the locks on hair dyed.