US2007261179A1PendingUtilityA1
Cosmetic composition comprising at least one polymerizable cyanoacrylate monomer and at least one conditioning agent and/or at least one particular additional compound, for improving the color of artificially dyed keratin fibers
Est. expiryApr 13, 2026(expired)· nominal 20-yr term from priority
A61Q 5/004A61K 8/361A61K 8/40A61K 8/922A61K 8/892A61K 8/36
51
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Claims
Abstract
Disclosed herein are processes for improving the color of artificially dyed keratin fibers, for protecting the color of artificially dyed keratin fibers and also their cosmetic properties with respect to washing, and/or for unifying the color of keratin fibers after dyeing them, comprising applying to the fibers a cosmetic composition comprising at least one polymerizable cyanoacrylate monomer and at least one conditioning agent and/or at least one additional compound chosen from fillers, mineral and organic bases, and C 1 -C 8 lower alcohols.
Claims
exact text as granted — not AI-modified1 . A process for improving the color of artificially dyed keratin fibers comprising applying to the fibers at least one cosmetic composition comprising at least one polymerizable cyanoacrylate monomer and at least one conditioning agent and/or at least one additional compound chosen from fillers, mineral or organic bases, and C 1 -C 8 lower alcohols.
2 . A process for protecting the color of keratin fibers and their cosmetic properties after washing comprising applying to the fibers at least one cosmetic composition comprising at least one polymerizable cyanoacrylate monomer and at least one conditioning agent and/or at least one additional compound chosen from fillers, mineral or organic bases, and C 1 -C 8 lower alcohols.
3 . A process for improving the unison of the color of artificially dyed keratin fibers comprising applying to the fibers at least one cosmetic composition comprising at least one polymerizable cyanoacrylate monomer and at least one conditioning agent and/or at least one additional compound chosen from fillers, mineral or organic bases, and C 1 -C 8 lower alcohols.
4 . The process of claim 1 , wherein the at least one cyanoacrylate monomer is chosen from those of formula (I):
wherein:
X is chosen from NH, S, and O,
R1 and R2, which may be identical or different, are chosen from sparingly electron-withdrawing groups and non-electron-withdrawing groups,
R is chosen from saturated and unsaturated, linear, branched and cyclic hydrocarbon-based groups comprising from 1 to 20 carbon atoms, and optionally comprising at least one atom chosen from nitrogen, oxygen, and sulfur, and optionally substituted with at least one entity chosen from —OR′, —COOR′, —COR′, —SH, —SR′, —OH, and halogens, and polymer residues obtained by a process chosen from free-radical polymerization, polycondensation, and ring opening, wherein R′ is chosen from C 1 -C 10 alkyl groups;
R′3 is chosen from hydrogen and saturated and unsaturated, linear, branched and cyclic hydrocarbon-based groups comprising from 1 to 20 carbon atoms, and optionally comprising at least one atom chosen from nitrogen, oxygen, and sulfur, and optionally substituted with at least one entity chosen from —OR′, —COOR′, —COR′, —SH, —SR′, —OH, and halogens, and polymer residues obtained by a process chosen from free-radical polymerization, polycondensation, and ring opening, wherein R′ is chosen from C 1 -C 10 alkyl groups.
5 . The process of claim 4 , wherein R1 and R2, which may be identical or different, are chosen from:
hydrogen, saturated and unsaturated, linear, branched and cyclic hydrocarbon-based groups comprising from 1 to 20 carbon atoms, and optionally comprising at least one atom chosen from nitrogen, oxygen, and sulfur, and optionally substituted with at least one entity chosen from —OR, —COOR, —COR, —SH, —SR, —OH, and halogens, modified and unmodified polyorganosiloxane residues, and polyoxyalkylene groups.
6 . The process of claim 4 , wherein the at least one cyanoacrylate monomer of formula (I) is chosen from the alkyl and alkoxyalkyl 2-cyanoacrylates of formula (IV):
wherein:
R1 and R2 have the same meaning as for formula (I), and
R′3 is chosen from C 1 -C 10 alkyl radicals and (C 1 -C 4 )alkoxy(C 1 -C 10 )alkyl radicals.
7 . The process of claim 6 , wherein the at least one cyanoacrylate monomer is chosen from ethyl 2-cyanoacrylate, methyl 2-cyanoacrylate, n-propyl 2-cyanoacrylate, isopropyl 2-cyanoacrylate, tert-butyl 2-cyanoacrylate, n-butyl 2-cyanoacrylate, isobutyl 2-cyanoacrylate, 3-methoxybutyl cyanoacrylate, 2-methoxypropyl 2-cyanoacrylate, allyl 2-cyanoacrylate, n-decyl cyanoacrylate, hexyl 2-cyanoacrylate, 2-ethoxyethyl 2-cyanoacrylate, 2-methoxyethyl 2-cyanoacrylate, 2-octyl 2-cyanoacrylate, 2-propoxyethyl 2-cyanoacrylate, n-octyl 2-cyanoacrylate, and isoamyl cyanoacrylate.
8 . The process of claim 7 , wherein the at least one cyanoacrylate monomer is chosen from C 6 -C 10 alkyl 2-cyanoacrylates.
9 . The process of claim 8 , wherein the at least one cyanoacrylate monomer is chosen from the octyl 2-cyanoacrylates of formula (V):
wherein:
R1 and R2 have the same meaning as for formula (I), and
R′3 is chosen from:
—(CH 2 ) 7 —CH 3 ;
—CH(CH 3 )—(CH 2 ) 5 —CH 3 ;
—CH 2 —CH(C 2 H 5 )—(CH 2 ) 3 —CH 3 ;
—(CH 2 ) 5 —CH(CH 3 )—CH 3 ; and
—(CH 2 ) 4 —CH(C 2 H 5 )—CH 3 .
10 . The process of claim 9 , wherein the 2-cyanoacrylate monomer is methylheptyl cyanoacrylate.
11 . The process of claim 1 , wherein the at least one cyanoacrylate monomer of formula (I) is covalently bonded to at least one support chosen from polymers, oligomers, and dendrimers.
12 . The process of claim 1 , wherein the at least one cyanoacrylate monomer of formula (I) is present in the cosmetic composition in an amount ranging from 0.1% to 50% by weight relative to the total weight of the cosmetic composition.
13 . The process of claim 12 , wherein the at least one cyanoacrylate monomer of formula (I) is present in the cosmetic composition in an amount ranging from 1% to 30% by weight relative to the total weight of the cosmetic composition.
14 . The process of claim 1 , wherein the at least one conditioning agent is chosen from organic acids and oils.
15 . The process of claim 14 , wherein the at least one conditioning agent is a C 1 -C 12 organic acid bearing at least one group chosen from carboxylic groups and sulfonic groups.
16 . The process of claim 15 , wherein the at least one organic acid is chosen from benzenesulfonic acid, toluenesulfonic acid, acetic acid, formic acid, propionic acid, benzoic acid, mono-, di-, or trichloroacetic acid, salicylic acid, trifluoroacetic acid, citric acid, octanoic acid, heptanoic acid, and hexanoic acid.
17 . The process of claim 16 , wherein the at least one organic acid is chosen from acetic acid, citric acid, and octanoic acid.
18 . The process of claim 15 , wherein the at least one organic acid is present in the cosmetic composition in an amount ranging from 0.01% to 30% by weight relative to the total weight of the cosmetic composition.
19 . The process of claim 18 , wherein the at least one organic acid is present in the cosmetic composition in an amount ranging from 0.1% to 15% by weight relative to the total weight of the cosmetic composition.
20 . The process of claim 14 , wherein the at least one conditioning agent is chosen from mineral oils, organic oils, and plant oils.
21 . The process of claim 20 , wherein the at least one conditioning agent is a plant oil chosen from olive oil, castor oil, rapeseed oil, coconut oil, wheatgerm oil, sweet almond oil, avocado oil, polybutene oil, macadamia oil, apricot kernel oil, isononyl isononanoate, safflower oil, candlenut oil, isostearyl malate, jojoba oil, sunflower oil, sesame seed oil, groundnut oil, grapeseed oil, soybean oil, corn oil, hazelnut oil, shea butter, palm oil, beauty-leaf oil, camelina oil, tamanu kernel oil, pentaerythrityl tetraisostearate, tridecyl trimellitate, and lemon oil.
22 . The process of claim 21 , wherein the plant oil is olive oil.
23 . The process of claim 20 , wherein the at least one conditioning agent is an oil chosen from volatile silicone oils.
24 . The process of claim 23 , wherein the at least one volatile silicone oil is chosen from octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, cyclocopolymers of the dimethylsiloxane/methylalkylsiloxane type, and mixtures of cyclic silicones with organosilicon compounds.
25 . The process of claim 24 , wherein the at least one volatile silicone oil is chosen from mixtures of octamethylcyclotetrasiloxane and of tetrakis(trimethylsilyl)pentaerythritol (50/50) and mixtures of octamethylcyclotetrasiloxane and of oxy-1,1′-bis[2,2,2′,2′,3,3′-hexakis(trimethylsilyloxy)]neopentane.
26 . The process of claim 24 , wherein the at least one volatile silicone oil is decamethylcyclopentasiloxane.
27 . The process of claim 20 , wherein the at least one conditioning agent is a fluid silicone chosen from:
decamethylcyclopentasiloxane and dimethiconol mixtures, decamethylcyclopentasiloxane and dimethicone mixtures, and fluid PDMS and dimethiconol mixtures.
28 . The process of claim 20 , wherein the at least one conditioning agent is present in the cosmetic composition in an amount ranging from 1% to 99.9% by weight relative to the total weight of the cosmetic composition.
29 . The process of claim 28 , wherein the at least one conditioning agent is present in the cosmetic composition in an amount ranging from 20% to 85% by weight relative to the total weight of the cosmetic composition.
30 . The process of claim 1 , wherein the at least one additional compound is a filler chosen from mineral and organic fillers.
31 . The process of claim 30 , wherein the at least one filler is chosen from talc, mica, silica, fumed silica optionally surface-treated with a hydrophobic agent, kaolin, bentone, polyamide powder, poly-β-alanine powder and polyethylene powder, tetrafluoroethylene polymer powders, lauroyllysine, starch, boron nitride, hollow polymer microspheres, elastomeric polyorganosiloxane particles, precipitated calcium carbonate, magnesium carbonate, magnesium hydrogen carbonate, hydroxyapatite, hollow silica microspheres, glass and ceramic microcapsules, and metal soaps derived from organic carboxylic acids comprising from 8 to 22 carbon atoms.
32 . The process of claim 1 , wherein the hollow polymer microspheres are chosen from polyvinylidene chloride/acrylonitrile copolymer microspheres, acrylic acid copolymer microspheres, and silicone resin microbeads.
33 . The process of claim 31 , wherein the at least one metal soap is chosen from zinc stearate, magnesium stearate, lithium stearate, zinc laurate, and magnesium myristate.
34 . The process of claim 31 , wherein the at least one filler is chosen from fumed silicas optionally surface-treated with a hydrophobic agent and boron nitride.
35 . The process of claim 30 , wherein the at least one filler is present in the cosmetic composition in an amount ranging from 0.01% to 50% by weight relative to the total weight of the composition.
36 . The process of claim 35 , wherein the at least one filler is present in the cosmetic composition in an amount ranging from 0.01% to 30% by weight relative to the total weight of the cosmetic composition.
37 . The process of claim 1 , wherein the at least one additional compound is a mineral or organic base chosen from aqueous ammonia, monoethanolamine, diethanolamine, triethanolamine, 1,3-propanediamine, alkali metal carbonates and bicarbonates, ammonium carbonates and bicarbonates, organic carbonates, and alkali metal hydroxides.
38 . The process of claim 37 , wherein the at least one mineral or organic base is present in the cosmetic composition in an amount ranging from 0.01% to 30% by weight relative to the total weight of the cosmetic composition.
39 . The process of claim 38 , wherein the at least one mineral or organic base is present in the cosmetic composition in an amount ranging from 0.01% to 5% by weight relative to the total weight of the cosmetic composition.
40 . The process of claim 1 , wherein the at least one additional compound is a C 1 -C 8 lower alcohol chosen from lower monoalcohols comprising from 1 to 5 carbon atoms and glycols comprising from 2 to 8 carbon atoms.
41 . The process of claim 40 , wherein the at least one C 1 -C 8 lower alcohol is ethanol.
42 . The process of claim 40 , wherein the at least one C 1 -C 8 lower alcohol is present in the cosmetic composition in an amount ranging from 0.01% to 30% by weight relative to the total weight of the cosmetic composition.
43 . The process of claim 42 , wherein the at least one C 1 -C 8 lower alcohol is present in the cosmetic composition in an amount ranging from 0.01% to 5% by weight relative to the total weight of the cosmetic composition.
44 . The process of claim 1 , wherein the at least one cosmetic composition further comprises at least one polymerization inhibitor.
45 . The process of claim 44 , wherein the at least one polymerization inhibitor is present in the cosmetic composition in an amount ranging from 10 ppm to 5% by weight relative to the total weight of the composition.
46 . The process of claim 1 , wherein the at least one cosmetic composition further comprises at least one organic UV-screening agent.
47 . The process of claim 1 , wherein the at least one cosmetic composition further comprises at least one polymer.
48 . The process of claim 1 , wherein the at least one cosmetic composition is in an anhydrous support.
49 . The process of claim 1 , wherein the at least one cosmetic composition comprises a support comprising at least one ingredient chosen from aromatic alcohols, liquid fatty alcohols comprising at least 12 carbon atoms, oxyethylenated and/or non-oxyethylenated waxes, paraffins, alkanes, fatty acids comprising at least 12 carbon atoms, fatty amides, and fatty esters.
50 . The process of claim 1 , wherein the at least one cosmetic composition comprises at least one common cosmetic additive chosen from reducing agents, oxidizing agents, sequestrants, polymeric and non-polymeric thickeners, moisturizers, emollients, plasticizers, optical brighteners, clays, colloidal minerals, colloidal metals, semi-conductive particles of “quantum well” type based on metals or on silicon, photochromic and thermochromic compounds, nacreous agents, fragrances, peptizers, preserving agents, proteins, vitamins, anti-dandruff agents, oxyethylenated and non-oxyethylenated waxes, anionic, cationic, and amphoteric fixing and non-fixing polymers, and anionic, cationic, amphoteric, and nonionic surfactants.
51 . The process of claim 1 , wherein the at least one cosmetic composition on the keratin fibers further comprises at least one nucleophilic agent; said nucleophilic agent being either in a mixture in the cosmetic composition according to claim 1 , or contained separately prior to application.
52 . The process of claim 51 , wherein the at least one nucleophilic agent is water.
53 . A dyeing process comprising applying a dye composition (A) to keratin fibers, for a time that is sufficient to develop the color, and applying, in the presence of at least one nucleophilic agent, a composition (B) comprising a cosmetic composition, following or preceding the application of the dye composition (A);
wherein the at least one nucleophilic agent is mixed at the time of use into the cosmetic composition (B) or applied separately; wherein the dye composition (A) is chosen from:
dye compositions containing at least one direct dye (A1),
lightening direct dye compositions containing at least one direct dye and at least one oxidizing agent (A2),
dye compositions comprising at least one oxidation dyeing base and optionally at least one coupler (A3), and
dye compositions comprising at least one oxidation dyeing base, optionally at least one coupler, and at least one direct dye (A4); and
wherein the cosmetic composition comprises at least one polymerizable cyanoacrylate monomer and at least one conditioning agent and/or at least one additional compound chosen from fillers, mineral and organic bases, and C 1 -C 8 lower alcohols.
54 . A multi-component coloring kit comprising
at least one first component comprising a dye composition (A), at least one second component comprising a composition (B) containing a cosmetic composition,
optionally at least one third component comprising a composition (C) comprising at least one oxidizing agent, and
optionally at least one fourth component comprising a composition (D) containing at least one nucleophilic agent;
wherein the dye composition (A) is chosen from:
dye compositions containing at least one direct dye (A1),
lightening direct dye compositions containing at least one direct dye and at least one oxidizing agent (A2),
dye compositions comprising at least one oxidation dyeing base and optionally at least one coupler (A3), and
dye compositions comprising at least one oxidation dyeing base, optionally at least one coupler, and at least one direct dye (A4); and
wherein the cosmetic composition (B) comprises at least one polymerizable cyanoacrylate monomer and at least one conditioning agent and/or at least one additional compound chosen from fillers, mineral and organic bases, and C 1 -C 8 lower alcohols.
55 . The process of claim 2 , wherein the at least one cyanoacrylate monomer is chosen from those of formula (I):
wherein:
X is chosen from NH, S, and O,
R1 and R2, which may be identical or different, are chosen from sparingly electron-withdrawing groups and non-electron-withdrawing groups,
R is chosen from saturated and unsaturated, linear, branched and cyclic hydrocarbon-based groups comprising from 1 to 20 carbon atoms, and optionally comprising at least one atom chosen from nitrogen, oxygen, and sulfur, and optionally substituted with at least one entity chosen from —OR′, —COOR′, —COR′, —SH, —SR′, —OH, and halogens, and polymer residues obtained by a process chosen from free-radical polymerization, polycondensation, and ring opening, wherein R′ is chosen from C 1 -C 10 alkyl groups;
R′3 is chosen from hydrogen and saturated and unsaturated, linear, branched and cyclic hydrocarbon-based groups comprising from 1 to 20 carbon atoms, and optionally comprising at least one atom chosen from nitrogen, oxygen, and sulfur, and optionally substituted with at least one entity chosen from —OR′, —COOR′, —COR′, —SH, —SR′, —OH, and halogens, and polymer residues obtained by a process chosen from free-radical polymerization, polycondensation, and ring opening, wherein R′ is chosen from C 1 -C 10 alkyl groups.
56 . The process of claim 55 , wherein R1 and R2, which may be identical or different, are chosen from:
hydrogen, saturated and unsaturated, linear, branched and cyclic hydrocarbon-based groups comprising from 1 to 20 carbon atoms, and optionally comprising at least one atom chosen from nitrogen, oxygen, and sulfur, and optionally substituted with at least one entity chosen from —OR, —COOR, —COR, —SH, —SR, —OH, and halogens, modified and unmodified polyorganosiloxane residues, and polyoxyalkylene groups.
57 . The process of claim 55 , wherein the at least one cyanoacrylate monomer of formula (I) is chosen from the alkyl and alkoxyalkyl 2-cyanoacrylates of formula (IV):
wherein:
R1 and R2 have the same meaning as for formula (I), and
R′3 is chosen from C 1 -C 10 alkyl radicals and (C 1 -C 4 )alkoxy(C 1 -C 10 )alkyl radicals.
58 . The process of claim 57 , wherein the at least one cyanoacrylate monomer is chosen from ethyl 2-cyanoacrylate, methyl 2-cyanoacrylate, n-propyl 2-cyanoacrylate, isopropyl 2-cyanoacrylate, tert-butyl 2-cyanoacrylate, n-butyl 2-cyanoacrylate, isobutyl 2-cyanoacrylate, 3-methoxybutyl cyanoacrylate, 2-methoxypropyl 2-cyanoacrylate, allyl 2-cyanoacrylate, n-decyl cyanoacrylate, hexyl 2-cyanoacrylate, 2-ethoxyethyl 2-cyanoacrylate, 2-methoxyethyl 2-cyanoacrylate, 2-octyl 2-cyanoacrylate, 2-propoxyethyl 2-cyanoacrylate, n-octyl 2-cyanoacrylate, and isoamyl cyanoacrylate.
59 . The process of claim 58 , wherein the at least one cyanoacrylate monomer is chosen from C 6 -C 10 alkyl 2-cyanoacrylates.
60 . The process of claim 59 , wherein the at least one cyanoacrylate monomer is chosen from the octyl 2-cyanoacrylates of formula (V):
wherein:
R1 and R2 have the same meaning as for formula (I), and
R′3 is chosen from:
—(CH 2 ) 7 —CH 3 ;
—CH(CH 3 )—(CH 2 ) 5 —CH 3 ;
—CH 2 —CH(C 2 H 5 )—(CH 2 ) 3 —CH 3 ;
—(CH 2 ) 5 —CH(CH 3 )—CH 3 ; and
—(CH 2 ) 4 —CH(C 2 H 5 )—CH 3 .
61 . The process of claim 60 , wherein the 2-cyanoacrylate monomer is methylheptyl cyanoacrylate.
62 . The process of claim 2 , wherein the at least one cyanoacrylate monomer of formula (I) is covalently bonded to at least one support chosen from polymers, oligomers, and dendrimers.
63 . The process of claim 2 , wherein the at least one cyanoacrylate monomer of formula (I) is present in the cosmetic composition in an amount ranging from 0.1% to 50% by weight relative to the total weight of the cosmetic composition.
64 . The process of claim 63 , wherein the at least one cyanoacrylate monomer of formula (I) is present in the cosmetic composition in an amount ranging from 1% to 30% by weight relative to the total weight of the cosmetic composition.
65 . The process of claim 2 , wherein the at least one conditioning agent is chosen from organic acids and oils.
66 . The process of claim 65 , wherein the at least one conditioning agent is a C 1 -C 12 organic acid bearing at least one group chosen from carboxylic groups and sulfonic groups.
67 . The process of claim 66 , wherein the at least one organic acid is chosen from benzenesulfonic acid, toluenesulfonic acid, acetic acid, formic acid, propionic acid, benzoic acid, mono-, di-, or trichloroacetic acid, salicylic acid, trifluoroacetic acid, citric acid, octanoic acid, heptanoic acid, and hexanoic acid.
68 . The process of claim 67 , wherein the at least one organic acid is chosen from acetic acid, citric acid, and octanoic acid.
69 . The process of claim 66 , wherein the at least one organic acid is present in the cosmetic composition in an amount ranging from 0.01% to 30% by weight relative to the total weight of the cosmetic composition.
70 . The process of claim 69 , wherein the at least one organic acid is present in the cosmetic composition in an amount ranging from 0.1% to 15% by weight relative to the total weight of the cosmetic composition.
71 . The process of claim 65 , wherein the at least one conditioning agent is chosen from mineral oils, organic oils, and plant oils.
72 . The process of claim 71 , wherein the at least one conditioning agent is a plant oil chosen from olive oil, castor oil, rapeseed oil, coconut oil, wheatgerm oil, sweet almond oil, avocado oil, polybutene oil, macadamia oil, apricot kernel oil, isononyl isononanoate, safflower oil, candlenut oil, isostearyl malate, jojoba oil, sunflower oil, sesame seed oil, groundnut oil, grapeseed oil, soybean oil, corn oil, hazelnut oil, shea butter, palm oil, beauty-leaf oil, camelina oil, tamanu kernel oil, pentaerythrityl tetraisostearate, tridecyl trimellitate, and lemon oil.
73 . The process of claim 72 , wherein the plant oil is olive oil.
74 . The process of claim 71 , wherein the at least one conditioning agent is an oil chosen from volatile silicone oils.
75 . The process of claim 74 , wherein the at least one volatile silicone oil is chosen from octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, cyclocopolymers of the dimethylsiloxane/methylalkylsiloxane type, and mixtures of cyclic silicones with organosilicon compounds.
76 . The process of claim 75 , wherein the at least one volatile silicone oil is chosen from mixtures of octamethylcyclotetrasiloxane and of tetrakis(trimethylsilyl)pentaerythritol (50/50) and mixtures of octamethylcyclotetrasiloxane and of oxy-111′-bis[2,2,2′,2′,3,3′-hexakis(trimethylsilyloxy)]neopentane.
77 . The process of claim 75 , wherein the at least one volatile silicone oil is decamethylcyclopentasi loxane.
78 . The process of claim 71 , wherein the at least one conditioning agent is a fluid silicone chosen from:
decamethylcyclopentasiloxane and dimethiconol mixtures, decamethylcyclopentasiloxane and dimethicone mixtures, and fluid PDMS and dimethiconol mixtures.
79 . The process of claim 71 , wherein the at least one conditioning agent is present in the cosmetic composition in an amount ranging from 1% to 99.9% by weight relative to the total weight of the cosmetic composition.
80 . The process of claim 79 , wherein the at least one conditioning agent is present in the cosmetic composition in an amount ranging from 20% to 85% by weight relative to the total weight of the cosmetic composition.
81 . The process of claim 2 , wherein the at least one additional compound is a filler chosen from mineral and organic fillers.
82 . The process of claim 81 , wherein the at least one filler is chosen from talc, mica, silica, fumed silica optionally surface-treated with a hydrophobic agent, kaolin, bentone, polyamide powder, poly-β-alanine powder and polyethylene powder, tetrafluoroethylene polymer powders, lauroyllysine, starch, boron nitride, hollow polymer microspheres, elastomeric polyorganosiloxane particles, precipitated calcium carbonate, magnesium carbonate, magnesium hydrogen carbonate, hydroxyapatite, hollow silica microspheres, glass and ceramic microcapsules, and metal soaps derived from organic carboxylic acids comprising from 8 to 22 carbon atoms.
83 . The process of claim 2 , wherein the hollow polymer microspheres are chosen from polyvinylidene chloride/acrylonitrile copolymer microspheres, acrylic acid copolymer microspheres, and silicone resin microbeads.
84 . The process of claim 82 , wherein the at least one metal soap is chosen from zinc stearate, magnesium stearate, lithium stearate, zinc laurate, and magnesium myristate.
85 . The process of claim 82 , wherein the at least one filler is chosen from fumed silicas optionally surface-treated with a hydrophobic agent and boron nitride.
86 . The process of claim 81 , wherein the at least one filler is present in the cosmetic composition in an amount ranging from 0.01% to 50% by weight relative to the total weight of the composition.
87 . The process of claim 86 , wherein the at least one filler is present in the cosmetic composition in an amount ranging from 0.01% to 30% by weight relative to the total weight of the cosmetic composition.
88 . The process of claim 2 , wherein the at least one additional compound is a mineral or organic base chosen from aqueous ammonia, monoethanolamine, diethanolamine, triethanolamine, 1,3-propanediamine, alkali metal carbonates and bicarbonates, ammonium carbonates and bicarbonates, organic carbonates, and alkali metal hydroxides.
89 . The process of claim 88 , wherein the at least one mineral or organic base is present in the cosmetic composition in an amount ranging from 0.01% to 30% by weight relative to the total weight of the cosmetic composition.
90 . The process of claim 89 , wherein the at least one mineral or organic base is present in the cosmetic composition in an amount ranging from 0.01% to 5% by weight relative to the total weight of the cosmetic composition.
91 . The process of claim 2 , wherein the at least one additional compound is a C 1 -C 8 lower alcohol chosen from lower monoalcohols comprising from 1 to 5 carbon atoms and glycols comprising from 2 to 8 carbon atoms.
92 . The process of claim 91 , wherein the at least one C 1 -C 8 lower alcohol is ethanol.
93 . The process of claim 91 , wherein the at least one C 1 -C 8 lower alcohol is present in the cosmetic composition in an amount ranging from 0.01% to 30% by weight relative to the total weight of the cosmetic composition.
94 . The process of claim 93 , wherein the at least one C 1 -C 8 lower alcohol is present in the cosmetic composition in an amount ranging from 0.01% to 5% by weight relative to the total weight of the cosmetic composition.
95 . The process of claim 2 , wherein the at least one cosmetic composition further comprises at least one polymerization inhibitor.
96 . The process of claim 95 , wherein the at least one polymerization inhibitor is present in the cosmetic composition in an amount ranging from 10 ppm to 5% by weight relative to the total weight of the composition.
97 . The process of claim 2 , wherein the at least one cosmetic composition further comprises at least one organic UV-screening agent.
98 . The process of claim 2 , wherein the at least one cosmetic composition further comprises at least one polymer.
99 . The process of claim 2 , wherein the at least one cosmetic composition is in an anhydrous support.
100 . The process of claim 2 , wherein the at least one cosmetic composition comprises a support comprising at least one ingredient chosen from aromatic alcohols, liquid fatty alcohols comprising at least 12 carbon atoms, oxyethylenated and/or non-oxyethylenated waxes, paraffins, alkanes, fatty acids comprising at least 12 carbon atoms, fatty amides, and fatty esters.
101 . The process of claim 2 , wherein the at least one cosmetic composition comprises at least one common cosmetic additive chosen from reducing agents, oxidizing agents, sequestrants, polymeric and non-polymeric thickeners, moisturizers, emollients, plasticizers, optical brighteners, clays, colloidal minerals, colloidal metals, semi-conductive particles of “quantum well” type based on metals or on silicon, photochromic and thermochromic compounds, nacreous agents, fragrances, peptizers, preserving agents, proteins, vitamins, anti-dandruff agents, oxyethylenated and non-oxyethylenated waxes, anionic, cationic, and amphoteric fixing and non-fixing polymers, and anionic, cationic, amphoteric, and nonionic surfactants.
102 . The process of claim 2 , wherein the at least one cosmetic composition on the keratin fibers further comprises at least one nucleophilic agent; said nucleophilic agent being either in a mixture in the cosmetic composition according to claim 1 , or contained separately prior to application.
103 . The process of claim 102 , wherein the at least one nucleophilic agent is water.
104 . The process of claim 3 , wherein the at least one cyanoacrylate monomer is chosen from those of formula (I):
wherein:
X is chosen from NH, S, and O,
R1 and R2, which may be identical or different, are chosen from sparingly electron-withdrawing groups and non-electron-withdrawing groups,
R is chosen from saturated and unsaturated, linear, branched and cyclic hydrocarbon-based groups comprising from 1 to 20 carbon atoms, and optionally comprising at least one atom chosen from nitrogen, oxygen, and sulfur, and optionally substituted with at least one entity chosen from —OR′, —COOR′, —COR′, —SH, —SR′, —OH, and halogens, and polymer residues obtained by a process chosen from free-radical polymerization, polycondensation, and ring opening, wherein R′ is chosen from C 1 -C 10 alkyl groups;
R′3 is chosen from hydrogen and saturated and unsaturated, linear, branched and cyclic hydrocarbon-based groups comprising from 1 to 20 carbon atoms, and optionally comprising at least one atom chosen from nitrogen, oxygen, and sulfur, and optionally substituted with at least one entity chosen from —OR′, —COOR′, —COR′, —SH, —SR′, —OH, and halogens, and polymer residues obtained by a process chosen from free-radical polymerization, polycondensation, and ring opening, wherein R′ is chosen from C 1 -C 10 alkyl groups.
105 . The process of claim 104 , wherein R1 and R2, which may be identical or different, are chosen from:
hydrogen, saturated and unsaturated, linear, branched and cyclic hydrocarbon-based groups comprising from 1 to 20 carbon atoms, and optionally comprising at least one atom chosen from nitrogen, oxygen, and sulfur, and optionally substituted with at least one entity chosen from —OR, —COOR, —COR, —SH, —SR, —OH, and halogens, modified and unmodified polyorganosiloxane residues, and polyoxyalkylene groups.
106 . The process of claim 104 , wherein the at least one cyanoacrylate monomer of formula (I) is chosen from the alkyl and alkoxyalkyl 2-cyanoacrylates of formula (IV):
wherein:
R1 and R2 have the same meaning as for formula (I), and
R′3 is chosen from C 1 -C 10 alkyl radicals and (C 1 -C 4 )alkoxy(C 1 -C 10 )alkyl radicals.
107 . The process of claim 106 , wherein the at least one cyanoacrylate monomer is chosen from ethyl 2-cyanoacrylate, methyl 2-cyanoacrylate, n-propyl 2-cyanoacrylate, isopropyl 2-cyanoacrylate, tert-butyl 2-cyanoacrylate, n-butyl 2-cyanoacrylate, isobutyl 2-cyanoacrylate, 3-methoxybutyl cyanoacrylate, 2-methoxypropyl 2-cyanoacrylate, allyl 2-cyanoacrylate, n-decyl cyanoacrylate, hexyl 2-cyanoacrylate, 2-ethoxyethyl 2-cyanoacrylate, 2-methoxyethyl 2-cyanoacrylate, 2-octyl 2-cyanoacrylate, 2-propoxyethyl 2-cyanoacrylate, n-octyl 2-cyanoacrylate, and isoamyl cyanoacrylate.
108 . The process of claim 107 , wherein the at least one cyanoacrylate monomer is chosen from C 6 -C 10 alkyl 2-cyanoacrylates.
109 . The process of claim 108 , wherein the at least one cyanoacrylate monomer is chosen from the octyl 2-cyanoacrylates of formula (V):
wherein:
R1 and R2 have the same meaning as for formula (I), and
R′3 is chosen from:
—(CH 2 ) 7 —CH 3 ;
—CH(CH 3 )—(CH 2 ) 5 —CH 3 ;
—CH 2 —CH(C 2 H 5 )—(CH 2 ) 3 —CH 3 ;
—(CH 2 ) 5 —CH(CH 3 )—CH 3 ; and
(CH 2 ) 4 —CH(C 2 H 5 )—CH 3 .
110 . The process of claim 109 , wherein the 2-cyanoacrylate monomer is methylheptyl cyanoacrylate.
111 . The process of claim 3 , wherein the at least one cyanoacrylate monomer of formula (I) is covalently bonded to at least one support chosen from polymers, oligomers, and dendrimers.
112 . The process of claim 3 , wherein the at least one cyanoacrylate monomer of formula (I) is present in the cosmetic composition in an amount ranging from 0.1% to 50% by weight relative to the total weight of the cosmetic composition.
113 . The process of claim 112 , wherein the at least one cyanoacrylate monomer of formula (I) is present in the cosmetic composition in an amount ranging from 1% to 30% by weight relative to the total weight of the cosmetic composition.
114 . The process of claim 3 , wherein the at least one conditioning agent is chosen from organic acids and oils.
115 . The process of claim 114 , wherein the at least one conditioning agent is a C 1 -C 12 organic acid bearing at least one group chosen from carboxylic groups and sulfonic groups.
116 . The process of claim 115 , wherein the at least one organic acid is chosen from benzenesulfonic acid, toluenesulfonic acid, acetic acid, formic acid, propionic acid, benzoic acid, mono-, di-, or trichloroacetic acid, salicylic acid, trifluoroacetic acid, citric acid, octanoic acid, heptanoic acid, and hexanoic acid.
117 . The process of claim 116 , wherein the at least one organic acid is chosen from acetic acid, citric acid, and octanoic acid.
118 . The process of claim 115 , wherein the at least one organic acid is present in the cosmetic composition in an amount ranging from 0.01% to 30% by weight relative to the total weight of the cosmetic composition.
119 . The process of claim 118 , wherein the at least one organic acid is present in the cosmetic composition in an amount ranging from 0.1% to 15% by weight relative to the total weight of the cosmetic composition.
120 . The process of claim 114 , wherein the at least one conditioning agent is chosen from mineral oils, organic oils, and plant oils.
121 . The process of claim 120 , wherein the at least one conditioning agent is a plant oil chosen from olive oil, castor oil, rapeseed oil, coconut oil, wheatgerm oil, sweet almond oil, avocado oil, polybutene oil, macadamia oil, apricot kernel oil, isononyl isononanoate, safflower oil, candlenut oil, isostearyl malate, jojoba oil, sunflower oil, sesame seed oil, groundnut oil, grapeseed oil, soybean oil, corn oil, hazelnut oil, shea butter, palm oil, beauty-leaf oil, camelina oil, tamanu kernel oil, pentaerythrityl tetraisostearate, tridecyl trimellitate, and lemon oil.
122 . The process of claim 121 , wherein the plant oil is olive oil.
123 . The process of claim 120 , wherein the at least one conditioning agent is an oil chosen from volatile silicone oils.
124 . The process of claim 123 , wherein the at least one volatile silicone oil is chosen from octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, cyclocopolymers of the dimethylsiloxane/methylalkylsiloxane type, and mixtures of cyclic silicones with organosilicon compounds.
125 . The process of claim 124 , wherein the at least one volatile silicone oil is chosen from mixtures of octamethylcyclotetrasiloxane and of tetrakis(trimethylsilyl)pentaerythritol (50/50) and mixtures of octamethylcyclotetrasiloxane and of oxy-111′-bis[2,2,2′,2′,3,3′-hexakis(trimethylsilyloxy)]neopentane.
126 . The process of claim 124 , wherein the at least one volatile silicone oil is decamethylcyclopentasiloxane.
127 . The process of claim 120 , wherein the at least one conditioning agent is a fluid silicone chosen from:
decamethylcyclopentasiloxane and dimethiconol mixtures, decamethylcyclopentasiloxane and dimethicone mixtures, and fluid PDMS and dimethiconol mixtures.
128 . The process of claim 120 , wherein the at least one conditioning agent is present in the cosmetic composition in an amount ranging from 1% to 99.9% by weight relative to the total weight of the cosmetic composition.
129 . The process of claim 128 , wherein the at least one conditioning agent is present in the cosmetic composition in an amount ranging from 20% to 85% by weight relative to the total weight of the cosmetic composition.
130 . The process of claim 3 , wherein the at least one additional compound is a filler chosen from mineral and organic fillers.
131 . The process of claim 130 , wherein the at least one filler is chosen from talc, mica, silica, fumed silica optionally surface-treated with a hydrophobic agent, kaolin, bentone, polyamide powder, poly-β-alanine powder and polyethylene powder, tetrafluoroethylene polymer powders, lauroyllysine, starch, boron nitride, hollow polymer microspheres, elastomeric polyorganosiloxane particles, precipitated calcium carbonate, magnesium carbonate, magnesium hydrogen carbonate, hydroxyapatite, hollow silica microspheres, glass and ceramic microcapsules, and metal soaps derived from organic carboxylic acids comprising from 8 to 22 carbon atoms.
132 . The process of claim 3 , wherein the hollow polymer microspheres are chosen from polyvinylidene chloride/acrylonitrile copolymer microspheres, acrylic acid copolymer microspheres, and silicone resin microbeads.
133 . The process of claim 131 , wherein the at least one metal soap is chosen from zinc stearate, magnesium stearate, lithium stearate, zinc laurate, and magnesium myristate.
134 . The process of claim 131 , wherein the at least one filler is chosen from fumed silicas optionally surface-treated with a hydrophobic agent and boron nitride.
135 . The process of claim 130 , wherein the at least one filler is present in the cosmetic composition in an amount ranging from 0.01% to 50% by weight relative to the total weight of the composition.
136 . The process of claim 135 , wherein the at least one filler is present in the cosmetic composition in an amount ranging from 0.01% to 30% by weight relative to the total weight of the cosmetic composition.
137 . The process of claim 3 , wherein the at least one additional compound is a mineral or organic base chosen from aqueous ammonia, monoethanolamine, diethanolamine, triethanolamine, 1,3-propanediamine, alkali metal carbonates and bicarbonates, ammonium carbonates and bicarbonates, organic carbonates, and alkali metal hydroxides.
138 . The process of claim 137 , wherein the at least one mineral or organic base is present in the cosmetic composition in an amount ranging from 0.01% to 30% by weight relative to the total weight of the cosmetic composition.
139 . The process of claim 138 , wherein the at least one mineral or organic base is present in the cosmetic composition in an amount ranging from 0.01% to 5% by weight relative to the total weight of the cosmetic composition.
140 . The process of claim 3 , wherein the at least one additional compound is a C 1 -C 8 lower alcohol chosen from lower monoalcohols comprising from 1 to 5 carbon atoms and glycols comprising from 2 to 8 carbon atoms.
141 . The process of claim 140 , wherein the at least one C 1 -C 8 lower alcohol is ethanol.
142 . The process of claim 140 , wherein the at least one C 1 -C 8 lower alcohol is present in the cosmetic composition in an amount ranging from 0.01% to 30% by weight relative to the total weight of the cosmetic composition.
143 . The process of claim 142 , wherein the at least one C 1 -C 8 lower alcohol is present in the cosmetic composition in an amount ranging from 0.01% to 5% by weight relative to the total weight of the cosmetic composition.
144 . The process of claim 3 , wherein the at least one cosmetic composition further comprises at least one polymerization inhibitor.
145 . The process of claim 144 , wherein the at least one polymerization inhibitor is present in the cosmetic composition in an amount ranging from 10 ppm to 5% by weight relative to the total weight of the composition.
146 . The process of claim 3 , wherein the at least one cosmetic composition further comprises at least one organic UV-screening agent.
147 . The process of claim 3 , wherein the at least one cosmetic composition further comprises at least one polymer.
148 . The process of claim 3 , wherein the at least one cosmetic composition is in an anhydrous support.
149 . The process of claim 3 , wherein the at least one cosmetic composition comprises a support comprising at least one ingredient chosen from aromatic alcohols, liquid fatty alcohols comprising at least 12 carbon atoms, oxyethylenated and/or non-oxyethylenated waxes, paraffins, alkanes, fatty acids comprising at least 12 carbon atoms, fatty amides, and fatty esters.
150 . The process of claim 3 , wherein the at least one cosmetic composition comprises at least one common cosmetic additive chosen from reducing agents, oxidizing agents, sequestrants, polymeric and non-polymeric thickeners, moisturizers, emollients, plasticizers, optical brighteners, clays, colloidal minerals, colloidal metals, semi-conductive particles of “quantum well” type based on metals or on silicon, photochromic and thermochromic compounds, nacreous agents, fragrances, peptizers, preserving agents, proteins, vitamins, anti-dandruff agents, oxyethylenated and non-oxyethylenated waxes, anionic, cationic, and amphoteric fixing and non-fixing polymers, and anionic, cationic, amphoteric, and nonionic surfactants.
151 . The process of claim 3 , wherein the at least one cosmetic composition on the keratin fibers further comprises at least one nucleophilic agent; said nucleophilic agent being either in a mixture in the cosmetic composition according to claim 1 , or contained separately prior to application.
152 . The process of claim 151 , wherein the at least one nucleophilic agent is water.Join the waitlist — get patent alerts
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