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WO2013071182A1 - Compositions et procédés pour modifier l'aspect de cheveux - Google Patents

Compositions et procédés pour modifier l'aspect de cheveux Download PDF

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Publication number
WO2013071182A1
WO2013071182A1 PCT/US2012/064545 US2012064545W WO2013071182A1 WO 2013071182 A1 WO2013071182 A1 WO 2013071182A1 US 2012064545 W US2012064545 W US 2012064545W WO 2013071182 A1 WO2013071182 A1 WO 2013071182A1
Authority
WO
WIPO (PCT)
Prior art keywords
hair
color
composition
chosen
altering
Prior art date
Application number
PCT/US2012/064545
Other languages
English (en)
Inventor
Michael Degeorge
Jeremy Puco
Frederic Legrand
Original Assignee
L'oreal
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by L'oreal filed Critical L'oreal
Priority to CN201280055022.7A priority Critical patent/CN104066423A/zh
Priority to EP12848141.3A priority patent/EP2787962A4/fr
Priority to BR112014011300A priority patent/BR112014011300A2/pt
Publication of WO2013071182A1 publication Critical patent/WO2013071182A1/fr
Priority to US14/274,263 priority patent/US9565915B2/en
Priority to ZA2014/03523A priority patent/ZA201403523B/en

Links

Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/20—Halogens; Compounds thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/22—Peroxides; Oxygen; Ozone
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/23—Sulfur; Selenium; Tellurium; Compounds thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/10—Preparations for permanently dyeing the hair
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/12—Preparations containing hair conditioners
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/80—Process related aspects concerning the preparation of the cosmetic composition or the storage or application thereof
    • A61K2800/88—Two- or multipart kits
    • A61K2800/884—Sequential application

Definitions

  • Another problem with hair chemical treatments is that they may prevent the hair's color or shade from being lightened, bleached, dyed or altered correctly after the chemical treatment and therefore, prevent the consumer from achieving the desired lightening or shade/color effects, especially when the lightening, bleaching, coloration or color-altering step is conducted immediately after the chemical treatment.
  • a waiting period of at least 24 hours is generally recommended in order to reduce the chance of having a reaction between the different chemical treatments, for example, straightening then bleaching the hair, that could potentially result in an undesirable hair color or shade
  • the present disclosure is directed to methods and compositions for altering the appearance of hair.
  • exemplary methods comprise applying a pre- alkallzing composition to the hair, and subsequently applying a color-altering composition to the hair, in at least certain exemplary embodiments, the methods and compositions described allow for successive chemical treatments of the hair, while minimizing damage to the hair and/or skin (e.g. scalp).
  • tone height or level which describes the degree or level of lightening.
  • tone heights or color levels range from 1 (black) to 10 (light blond), one unit corresponding to one tone; thus, the higher the number, the lighter the shade.
  • the methods and compositions described allow one to achieve a desired level of color "lift" in tone, i.e. to a higher number, while minimizing damage to the hair and/or skin.
  • the methods and compositions described below allow one to provide a means for lightening the color of hair in a more controlled manner, without resulting in a significant loss of color.
  • Various exemplary methods according to the disclosure comprise:
  • a pre-alkalizing composition having a pH of from about 8 to about 14 to form pre-alkalized hair
  • the color-altering composition comprises, in a cosmetically acceptable carrier, at least one oxidizing agent chosen from peroxides, persulfates, perborates, percarbonates, peracids, bromates, their salts and mixtures thereof;
  • pH of the color-altering composition ranges from about 1 to about 7;
  • the color-altering compositions according to various embodiments of the disclosure may further comprise at least one additional ingredient chosen from fatty substances, de-dusting agents, alkoxyaminosilicones, sitane compounds, ceramide compounds, and metal catalyst compounds.
  • the at least one color-altering composition may comprise a bleach composition and a developer composition.
  • compositions useful for altering the appearance of the hair, and for minimizing damage to the hair are also disclosed.
  • FIG. 1 demonstrates results of a study of lift over time of compositions according to various embodiments of the disclosure and prior art compositions.
  • Exemplary embodiments of the disclosure comprise applying a pre- alkalizing composition to the hair, and subsequently applying a color-altering composition to the hair.
  • Various embodiments of the present invention provide for applying a pre-alkalizing composition to the hair in a first step of the methods described herein.
  • a pre-alkalizing composition By first applying a pre-alkalizing composition to the hair, the hair is in a pre-alkalized form prior to further chemical treatments.
  • the pre-alkalizing step opens the hair cuticle, thereby rendering it more susceptible to penetration by the subsequently-applied composition. This in turn is believed to render the hair coloring, straightening, relaxing, etc., process more efficient and less time-consuming, while minimizing damage.
  • the pre-alkalizing step may, for example, use an alkaline composition having a pH ranging from about 8 to about 14, such as about 8 to about 10.5, or about 8.5 to about 9.5.
  • Acceptable alkaline compositions useful herein are known in the art.
  • any conventional base whether alkaline hydroxide or non-hydroxide, may be chosen as the pre-alkalizing composition, so long as it results in the formation of a pre-alkalizing composition having the above-disclosed pH range.
  • the precise amount of conventional base used will depend on the specific base or bases chosen, which can be determined through routine experimentation by those of ordinary skill in the art.
  • the pre-alkalizing composition may further comprise a cosmetically acceptable carrier.
  • the pre-alkalizing composition may be employed in any suitable form, so long as the hair, after application of the pre-alkalizing composition, has a pH that is alkaline. Examples include, but are not limited to, an alkaline shampoo, an alkaline conditioner, or an alkaline solution in general.
  • the pre-alkalizing composition may be a chemical treatment composition that is alkaline and that causes a chemical reaction on the hair, such as, for example, relaxing, straightening, waving, perming, lightening the color, and/or permanent, semi-permanent or demi-permanent coloring of the hair.
  • the pre-alkalizing composition is in the form of an alkaline shampoo which would facilitate both the pre-alkalizing and cleaning of the hair at the same time.
  • the pre-alkalizing composition may optionally comprise at least one auxiliary ingredient.
  • auxiliary ingredients useful in the pre-alkalizing composition according to various exemplary embodiments
  • embodiments of the disclosure include, but are not limited to, surfactants, rheology- modifying agents, chelants, fatty substances, ceramides, substantive polymers (cationic and/or amphoteric), an anhydrous and/or inert liquid, alkoxyaminosilicones, and silanes, as well as other components typically used in cosmetic compositions, such as, for example, fragrances.
  • the pre-alkalizing composition may be applied to the hair and remain in contact with the hair for a period of time sufficient to form pre-alkalized hair.
  • the pre-alkalizing composition may be left on the hair for up to one hour, such as from about 5 minutes to about 50 minutes, from about 10 minutes to about 40 minutes, or from about 15 minutes to about 30 minutes.
  • the pre-alkalizing composition may be left on the hair for up to about 20 minutes, such as up to about 15 minutes, or up to about 10 minutes.
  • the pre-alkalizing composition may, optionally, be rinsed off the hair before further chemical treatment is applied.
  • the hair may optionally be shampooed and rinsed before further chemical treatment is applied.
  • a color-altering composition may be applied to the pre-alkalized hair.
  • the color- altering composition may, in at least certain embodiments, be in a ready-to-use form.
  • the color-altering composition may, in various embodiments, be applied onto the hair within about 24 hours, such as less than 24 hours or less than 12 hours, after the pre-alkalizing step. In at least certain exemplary embodiments, the color-altering composition may be applied to the hair within a few hours (e.g. about 1 to about 6 hours) or a few minutes (e.g. up to about 60 minutes) after the pre-al kali zing step.
  • the color-altering composition may comprise, in a cosmetically acceptable carrier at least one oxidizing agent chosen from peroxides, persulfates, perborates, percarbo nates, peracids, bromates, their salts and mixtures thereof,
  • the at least one oxidizing agent may, optionally, be water-soluble.
  • Optional peroxides useful herein include, for example, hydrogen peroxide, magnesium peroxide, PVP-peroxide, calcium peroxide, and sodium peroxide.
  • Exemplary, non-limiting persulfates include potassium persulfate, sodium persulfate, and ammonium persulfate.
  • exemplary oxidizing agents may be chosen from sodium perborate and sodium percarbonate,
  • exemplary peracids may be chosen from organic peracids having the general formula (I):
  • R is chosen from saturated or unsaturated, substituted or unsubstituted, straight or branched chain, alkyl, aryl or alkaryl groups having from 1 to 22 carbon atoms.
  • mixtures of two or more oxidizing agents chosen from persulfates, perborates, percarbonates, peracids, bromates, and salts thereof, may be chosen,
  • the at least one oxidizing agent is chosen from alkali metal salts of perborates, percarbonates, bromates, and persulfates, such as, for example, ammonium, sodium, and potassium salts.
  • the color-altering composition may also comprise a cosmetically acceptable carrier.
  • the cosmetically acceptable carrier may, for example, be present in the color-altering composition in an amount ranging from about 1% to about 40% by weight, such as from about 5% to about 35% by weight, or about 10% to about 30% by weight of the color-altering composition.
  • auxiliary ingredients may be added to the color-altering composition.
  • auxiliary ingredients useful in the color-altering composition according to various embodiments of the disclosure include, but are not limited to, rheology- modifying agents, bleach activators and co-bleach activators, direct dyes, chelants, fatty substances, ceramides, alkoxyaminosilicones, silanes, and lift- enhancing agents, such as nitrogen-containing compounds and metal catalyst compounds.
  • the color-altering composition may also contain acid and alkali pH adjusters, which are well known in the art in the cosmetic treatment of keratin fibers, such as hair.
  • pH adjusters include, but are not limited to, sodium metasilicate, silicate compounds, citric acid, ascorbic acid, and carbonate compounds.
  • the pH adjusters may, in various embodiments, be present in the color-altering composition in an amount effective to provide the color-altering composition with a pH of not greater than 7, such as a pH ranging from about 1 to about 7, from about 2 to about 6, or from about 3 to about 5.
  • the amount of pH adjuster may be present, in various embodiments, in an amount of at least about 0.01 %, such as at least about 0.1%, at least about 0.2%, or at least about 0.5%.
  • the color-altering composition may be left on the hair for a period of time sufficient to achieve the desired alteration in hair tone.
  • the color- altering composition may be left on the hair for up to one hour, such as from about 3 minutes to about 45 minutes, from about 5 minutes to about 30 minutes, or from about 10 minutes to about 20 minutes.
  • the color-altering composition may be left on the hair for a period up to about 30 minutes, such as, for example, from about 1 to about 30 minutes, about 1 to about 10 minutes, or about 1 W to about 5 minutes.
  • various embodiments according to the disclosure may provide for an increase of 1 to 4 in the tone height of the hair.
  • the color-altering composition may, optionally, be rinsed off the hair.
  • the color-altering composition is formed by combining, in a cosmetically acceptable carrier, a bleach composition comprising the at least one oxidizing agent chosen from persulfates, perborates, percarbonates, peracids, bromates, their salts and mixtures thereof, and a developer composition comprising hydrogen peroxide.
  • the bleach composition comprises at least one oxidizing agent chosen from persulfates, perborates, percarbonates, peracids, bromates, their salts, and mixtures thereof, such as those described above.
  • the at least one oxidizing agent is chosen from alkali metal salts of perborates, percarbonates, bromates, and persulfates, such as, for example, ammonium, sodium, and potassium salts.
  • the bleach composition may also optionally comprise a cosmetically acceptable carrier.
  • the at least one oxidizing agent of the bleach compositions is utilized in an amount sufficient to lighten or "bleach" hair.
  • the at least one oxidizing agent of the bleach composition may be present in an amount ranging from about 10% by weight to about 100% by weight, such as from about 20% to about 90% by weight, from about 30% to about 80% by weight, or from about 40% to about 75% by weight, based on the total weight of the bleach composition.
  • the at least one oxidizing agent of the bleach composition may be present in an amount ranging from about 5% to about 50%, such as about 10% to about 45%, or about 15% to about 40%.
  • the at least one oxidizing agent of the bleach composition may be present in an amount of at least 40% by weight, based on the total weight of the bleach composition.
  • the bleach composition may be in any form, such as, for example, in the form of a powder, gel, liquid, foam, lotion, cream, mousse, and emulsion.
  • the bleach composition may be anhydrous.
  • water may be added as an activator, by mixing it with the bleach composition.
  • the bleach composition of the present invention may also contain acid and alkali pH adjusters, which are well known in the art in the cosmetic treatment of keratin fibers, such as hair.
  • pH adjusters include, but are not limited to, sodium metasilicate, silicate compounds, citric acid, ascorbic acid, and carbonate compounds.
  • the pH adjusters may, in various embodiments, be present in the bleach composition in an amount effective to provide the color-altering composition with a pH ranging from about 1 to about 7 when the bleach composition is combined with the developer composition.
  • the amount of pH adjuster may be present, in various embodiments, in an amount of at least about 0.01 %, such as at least about 0.1 %, at least about 0.2%, or at least about 0.5%.
  • the bleach composition is acidic, with the pH ranging from about 1 to about 7. According to a further exemplary embodiment, the bleach composition has a pH higher than about 7,
  • the pH may be measured in a 1% soiution in water.
  • the bleach composition may, in various embodiments, comprise additional components such as, for example, at least one auxiliary ingredient chosen from rheo!ogy-modifying agents, chelants, fatty substances, ceramides, alkoxyaminosilicones, and silanes, and any other component known in the art to be useful in a bleach composition.
  • additional components such as, for example, at least one auxiliary ingredient chosen from rheo!ogy-modifying agents, chelants, fatty substances, ceramides, alkoxyaminosilicones, and silanes, and any other component known in the art to be useful in a bleach composition.
  • the bleach composition may optionally contain dessicants, such as silica.
  • dessicants such as silica.
  • the silica may be present in an amount of from about 1% to about 3% by weight of the dessicant, based on the total weight of the bleach composition.
  • de-dusting agents may also be incorporated in the bleach compositions, e.g. when the bleach composition is in powder form and/or in cream form.
  • exemplary de-dusting agents include anhydrous and/or inert liquids, such as oils, esters, alkanes, alkenes, and mixtures thereof.
  • the de-dusting agent may comprise less than about 35% by weight, based on the total weight of the bleach composition, such as, for example, from about 0.5% to about 35%, or from about 1% to about 25% by weight, based on the total weight of the bleach
  • Colorants may also optionally be present in the bleach compositions described herein.
  • the colorants useful according to various embodiments of the disclosure are those colorants that are stable in the bleach composition, and can impart additional toning and coloring to hair.
  • Exemplary hair colorants include, but are not limited to, pigments, liposoluble dyes, direct dyes, nacreous pigments, pearling agents, leuco dyes, optical lightening colorants, natural colorants and optically-variable pigments.
  • the colorants present in the compositions according to the disclosure are non-oxidative colorants or dyes.
  • the developer composition comprises hydrogen peroxide.
  • the developer composition may also optionally comprise a cosmetically acceptable carrier.
  • hydrogen peroxide is present in an amount of at least about 1% by weight, based on the total weight of the developer composition. In further embodiments, hydrogen peroxide is present in an amount ranging from about 0.1 % to about 80% by weight, such as from about 1.0% to about 75% by weight, or from about 2% to about 10% by weight, based on the total weight of the developer composition. In further exemplary embodiments, the hydrogen peroxide may be present in the developer composition in an amount ranging from about 2% to about 25%, such as about 4% to about 20%, about 6% to about 15%, or about 7% to about 10%.
  • the cosmetically acceptable carrier of the developer composition may, for example, be present in an amount ranging from about 0.5% to about 99% by weight, such as from about 5% to about 95% by weight, relative to the total weight of the developer composition.
  • the pH of the developer composition can range from about 1 to about
  • pH adjusters that are well known in the art in the cosmetic treatment of keratin fibers, including, for example, those described herein.
  • the developer composition may be in the form of a powder, gel, liquid, foam, lotion, cream, mousse, and emulsion.
  • the developer composition may be anhydrous.
  • water may be added as an activator, by mixing it with the developer composition.
  • the developer composition may, in various embodiments, comprise additional components such as, for example, at least one auxiliary ingredient chosen from rheology-modifying agents, chelants, fatty substances, ceramides,
  • alkoxyaminosilicones and silanes, and any other component known in the art to be useful in a developer composition.
  • the bleach composition may be mixed with the developer composition to form the color-altering composition right before (e.g. within a few minutes before) applying the color-altering composition onto the hair.
  • the bleach composition and developer composition may be combined to form the lightening composition in a ratio of bleach composition to developer composition ranging from about 1 :1 to about 1 :5, such as from about 1 :2 to about 1 :4.
  • the color-altering composition may, in addition to the bleach composition comprising at least one oxidizing agent chosen from persulfates, perborates, percarbonates, peracids, bromates, their salts and mixtures thereof, and the developer composition comprising hydrogen peroxide, further comprise a cosmetically acceptable carrier and/or additional auxiliary ingredients, such as described above.
  • the bleach composition comprising at least one oxidizing agent chosen from persulfates, perborates, percarbonates, peracids, bromates, their salts and mixtures thereof
  • the developer composition comprising hydrogen peroxide
  • a post-treatment composition may be applied to the hair.
  • the post-treatment step may be performed at any time subsequent to the pre-alkalizing and color-altering steps.
  • the post-treatment composition may be any composition for treating hair, and may include, for example, a conditioning composition, a permanent waving composition, a straightening composition, and/or a composition for coloring the hair.
  • the post-treatment composition may be in any form, such as, for example, the form of a shampoo, a rinse conditioner, a non-rinse conditioner, or a leave-on treatment composition.
  • the post-treatment composition may be chosen from a surfactant-based composition.
  • the surfactant- based composition may contain at least one surfactant chosen from anionic, amphoteric, non-ionic, zwitterionic, and cationic surfactants, and mixtures thereof.
  • the exemplary surfactant-based composition may also comprise a cosmetically acceptable carrier.
  • the at least one surfactant in the surfactant-based composition may be present in an amount ranging from about 0.01% to about 40%, such as from about 0,05% to about 30%, relative to the total weight of the surfactant-based composition.
  • the post-treatment composition may optionally further comprise at least one auxiliary ingredient
  • auxiliary ingredients that may be useful in the post-treatment composition according to various embodiments of the disclosure include, but are not limited to, rheology- modifying agents, chelants, fatty substances, ceramides, alkoxyaminosilicones, and silanes.
  • Cosmetically acceptable carriers useful according to various embodiments described herein may, by way of non-limiting example, be chosen from water, organic solvents, natural oils, synthetic oils, esters, hydrocarbons, silicones, and mixtures thereof.
  • Non-limiting examples of cosmetically acceptable carriers include alcohols, such as ethanol, isopropyl alcohol, benzyl alcohol and phenyl ethyl alcohol; glycols and glycol ethers, such as propylene glycol, hexylene glycol, ethylene glycol monomelhyl, monoethyl or monobutyl ether, propylene glycol and its ethers, such as propylene glycol monomethyl ether, butylene glycol, dipropylene glycol, and also diethylene glycol alkyl ethers, such as diethylene glycol monoethyl ether and monobutyl ether; hydrocarbons such as straight chain hydrocarbons, mineral oil, polybutene, hydrogenated polyisobutene, hydrogenated polydecene, poly
  • the pre-alkalizing composition, the color-altering composition ⁇ in the bleach composition, the developer composition, and/or as an added component to the color-altering composition), and/or the post-treatment composition may, optionally, comprise one or more auxiliary ingredients chosen from rheology- modifying agents, bleach activators and co-bleach activators, direct dyes, chelants, fatty substances, ceramides, alkoxyaminosilicones, silanes, and lift-enhancing agents, such as nitrogen-containing compounds and metal catalyst compounds.
  • Exemplary rheology-modifying agents that may be used according to the disclosure include, but are not limited to, nonionic, anionic, cationic, or amphoteric polymers, and other rheology modifiers such as cellulose-based thickeners (e.g. hydroxyethylcellulose, hydroxypropylcellulose,
  • compositions according to the disclosure may comprise at least one polymer chosen from nonionic, anionic, cationic or amphoteric amphiphilic polymers.
  • amphiphilic polymers may, optionally, contain a hydrophobic chain that is a saturated or unsaturated, aromatic or non-aromatic, linear or branched CB-C30 hydrocarbon-based chain, optionally comprising one or more oxyaikylene (oxyethylene and/or oxypropylene) units.
  • Exemplary, non-limiting cationic amphiphilic polymers comprising a hydrophobic chain that may be chosen are cationic polyurethanes or cationic copolymers comprising vtnyllactam units, such as vinylpyrrolidone units.
  • nonlonic amphiphilic polymers containing a hydrophobic chain mention may be made, inter alia, of;
  • groups comprising at least one hydrophobic chain as defined, for example Jaguar XC-95/3 (C 14 alkyl chain-sold by the company Rhodia Chimie); Esaflor H 22 (C 22 alkyl chain-sold by the company Lamberti); RE210- 8 (C-u alkyl chain) and RE205-1 (C 20 alkyl chain-sold by the company Rhodia Chimie);
  • linear (block structure), grafted, or starburst polyurethane polyethers comprising in their chain at least one hydrophilic block, which is generally a polyoxyethylene block which may comprise between 50 and 1000 oxyethylene units approximately, and at least one hydrophobic block, which may comprise aliphatic groups alone, optionally combined with cycloaliphatic and/or aromatic blocks.
  • the polyurethane polyethers comprise at least two C 6 -C3o hydrocarbon-based hydrophobic chains, separated by a hydrophilic block; the hydrophobic chains may be pendent chains or chains with one or more of the end groups of the hydrophilic block(s).
  • the polyurethane polyethers may comprise a urethane bond between the hydrophilic blocks, but may also contain hydrophilic blocks linked to the lipophilic blocks via other chemical bonds.
  • Examples of polyurethane polyethers that may be used include, but are not limited to, Nuvis FX 1100 (European and US INCI name "Steareth-100/PEG-136/HMD1 Copolymer" sold by the company Elementis
  • the product DW 1206B ® from Rohm and Haas comprising a ⁇ 3 ⁇ 4 alkyl chain and comprising a urethane bond, provided at a solids content of 20 percent in water, can also be used.
  • Use may also be made of solutions or dispersions of these polymers, for example in water or in an aqueous/alcoholic medium, such as polymers of Rheolate ® 255, Rheolate ® 278 and Rheolate®244, sold by Rheox, and DW 1206F and DW 1206J provided by Rohm and Haas.
  • the anionic amphiphilic polymers containing a hydrophobic chain that may be used may comprise, as hydrophobic chain, at least one saturated or unsaturated, aromatic or non-aromatic, linear or branched Ce-Cao hydrocarbon- based chain.
  • the anionic amphiphilic polymers comprising at least one hydrophobic chain which are crosslinked or non-crosslinked, comprise at least one hydrophilic unit derived from one or more ethylenically unsaturated monomers bearing a carboxylic acid function, or a sulphonic function which is free or partially or totally neutralized, and at (east one hydrophobic unit derived from one or more ethylenically unsaturated monomers bearing a hydrophobic side chain, and optionally at least one crosslinking unit derived from one or more polyunsaturated monomers.
  • the amphiphilic polymers may also optionally comprise at least one sulphonic group, in free or partially- or totally-neutralized form, and at least one hydrophobic portion.
  • APMS acrylamido-2-methyl-2-propanesulphonic
  • methylenebisacrylamide consisting of 75% by weight of AMPS units neutralized by NH3 and 25% by weight of Genapol® T-250 acrylate units
  • Carbopol® ETD-2020 (acrylic acid/Cw-Cso alkyl methacrylate crosslinked copolymer sold by the company Noveon); Carbopol® 1382, Pemulen TR1 and Pemulen TR2 (acrylic acid/C 10 -C 3 o alkyl acrylate crosslinked copolymers-sold by the company Noveon), the methacrylic acid/ethyl acrylate/oxyethylenated stearyl methacrylate copolymer (55/35/10); the (meth)acrylic acid/ethyl acrylate/25 EO oxyethylenated behenyl methacrylate copolymer
  • anionic thickening polymers chosen from crosslinked terpolymers of methacrylic acid, ethyl acrylate, and polyethylene glycol (10 EO) stearyl alcohol ether (Steareth 10), such as the products sold by the company ALLIED COLLOIDS under the names SALCARE® SC 80 and SALCARE® SC 90, which are aqueous emulsions comprising 30% of a crosslinked terpolymer of methacrylic acid, of ethyl acrylate and of steareth- 0-allyl ether (40/50/10).
  • Anionic thickening polymers comprising at least one fatty chain can also be chosen from: (1) terpolymers formed from maleic anhydride C3o-C3e alpha- olefin/alkyl maleate such as the product (maleic anhydride/ C3o-C 3a alpha- olefin/isopropyl maleate copolymer) sold under the name PERFORMA®1608 by the company NEWPHASE TECHNOLOGIESTM, (2) acrylic terpolymers formed from:
  • monourethane which is the product of the reaction of a monohydric surfactant with a monoisocyanate with monoethylenic unsaturation
  • copolymers formed from at least two monomers wherein at least one of said at least two monomers Is chosen from a carboxylic acid with a, ⁇ -monoethylenic unsaturation, an ester of a carboxylic acid with a, ⁇ -monoethylenic unsaturation, and art oxyalkylenated fatty alcohol; and (4) copolymers formed from at least three monomers, wherein at least one of said at least three monomers is chosen from a carboxylic acid with a, ⁇ -monoethylenic unsaturation, at least one of said at least three monomers is chosen from an ester of a carboxylic acid with a, ⁇ -monoethylenic unsaturation and at least one of said at least three monomers Is chosen from an oxyalkylenated fatty alcohol.
  • these compounds can also comprise, as monomer, a carboxylic acid ester comprising an a, ⁇ -monoethylenic unsaturation and a Ci-C 4 alcohol.
  • a carboxylic acid ester comprising an a, ⁇ -monoethylenic unsaturation and a Ci-C 4 alcohol.
  • ACULYN® 22 sold by the company ROHM and HAAS, which is an oxyalkylenated stearyl methacrylate/ethyl acrylate/methacrylic acid terpolymer.
  • compositions according to various embodiments of the disclosure comprise one or more amphiphilic polymer(s) containing a hydrophobic chain
  • this or these polymer(s) generally represent(s) from about 0.01% to about 20% by weight, such as, for example, from about 0.05% to about 10% by weight of the total weight of each composition,
  • the rheology modifier(s) that may be chosen according to various embodiments of the disclosure include polymers of natural origin and synthetic polymers, and may optionally be chosen from those conventionally used in cosmetics
  • Non-limiting examples of synthetic polymers include polyvinylpyrrolidone, polyacrylic acid, polyacrylamide, non-cross!inked poly(2-acryt- amidopropanesulphonic acid) (SimugelTM EG from the company SEPPIC), crosslinked poly(2-acrylamido-2-methylpropanesulphonic acid), free or partially neutralized with ammonia (Hostacerin® AMPS from Clariant), mixtures of non- crosslinked poly(2-acryiamido-2-methylpropanesulphonic acid) with - hydroxyalkylcellulose ethers or with polyethylene oxide)s, such as described in patent US 4540510; mixtures of polyftmethJacrytamidotCrC ⁇ alkylsulphonic acid), which is optionally crosslinked, with a crosslinked copolymer of ma!eic anhydride and of a (Ci-C 5 )alkyl vinyl ether (Hostacerin® AMPS/S
  • the polymers of natural origin may include, for example, thickening polymers comprising at least one sugar unit, for instance nonionic guar gums, optionally modified with CrC 6 hydroxyalkyl groups; biopolysaccharide gums of microbial origin, such as scleroglucan gum or xanthan gum; gums derived from plant exudates, such as gum arabic, ghatti gum, karaya gum, gum tragacanth,
  • carrageenan gum agar gum and carob gum
  • pectins alginates
  • starches starches
  • monosaccharide i.e. monosaccharide or oside or simple sugar
  • oligosaccharide portion short chains formed from a sequence of monosaccharide units, which may be different
  • polysaccharide portion long chains consisting of monosaccharide units, which may be different, i.e. polyhofosides or polyosides.
  • the saccharide units may also be substituted with alkyl, hydroxyalkyl, alkoxy, acyloxy or carboxyl radicals, the alkyl radicals containing from 1 to 4 carbon atoms.
  • Non-limiting examples of nonionic, unmodified guar gums that may be used in various embodiments include Guargel D/15 (Noveon); Vidogum GH 175 (Unipectine), Meypro-Guar 50 and Jaguar C (Meyhal!/Rhodia Chimie).
  • Non-limiting examples of modified nonionic guar gums include Jaguar HP8, HP60, HP120, DC 293 and HP 105 (Meyhall/Rhodia Chimie); Galactasol 4H4FD2 (Aqualon).
  • scleroglucans such as, for example, Actigum CS from Sanofi Bio Industries; Amigel from Alban Muller International, and also the glyoxal-treated scleroglucans described in FR2633940); xanthan gums, for instance Keltrol®, Keltrol® T, Keltrot® Tf, Keltrol® Bt, Keltrol® Rd, Keltrol® Cg (Nutrasweet Kelco), Rhodicare® S and Rhodicare® H (Rhodia Chimie); starch derivatives, for instance Primogel® (Avebe); hydroxyethylcelluloses such as Cellosize® QP3L, QP4400H, QP30000H, HEC30000A and Polymer PCG10 (Amerchol), Natrosol 250HHR®, 250MR, 250M, 250HHXR, 250HHX, 250HR, HX (Hercules) and Tylose® H1000 (Ho
  • Associative polymers may be chosen from, by way of example only, those described in W011076792, incorporated by reference herein, including but not limited to associative polyurethanes which are cationic or nonionic, associative cellulose derivatives which are cationic or nonionic, associative vinyllactams, associative unsaturated polyacids, associative aminoplast ethers, and associative polymers or copolymers comprising at least one monomer comprising ethylenic unsaturation, and comprising a sulpho group.
  • an associative polyurethanes is methacrylic acid/methyl acrylate/ethoxylated (40 EO) behenyl alcohol dimethylfmeta- isopropenyl)benzyl isocyanate terpolymer as a 25 percent aqueous dispersion, known by the trade name, Viscophobe® DB 1000 and commercially available from Amerchol.
  • a polyether polyurethane capable of being obtained by polycondensation of at least three compounds comprising (i) at least one polyethylene glycol comprising from 150 to 180 mol of ethylene oxide, (ii) stearyl alcohol or decyl alcohol and (iii) at least one diisocyanate.
  • ACULYN 46® is a polycondensate of polyethylene glycol comprising 150 or 180 mol of ethylene oxide, of stearyl alcohol and of methylene is(4-cyclohex l isocyanate) (SMDI), at 15 percent by weight in a matrix of maltodextrin (4 %) and of water (81 %
  • ACULYN 44® is a polycondensate of polyethylene glycol comprising 150 or 180 mol of ethylene oxide, of decyl alcohol and of methylenebis(4-cyc!ohexyl isocyanate) (SMDI), at 35 percent) by weight in a mixture of propylene glycol (39 %) and of water (26 %)].
  • Associative celluloses may also be used, such as quaternized cationic celluloses and quaternized cationic hydroxyethy!celluloses modified by groups comprising at least one hydrophobic chain, such as alkyl, arylalkyi or alkylaryl groups comprising at least 8 carbon atoms, or blends thereof.
  • the alkyl radicals carried by the above quaternized celluloses or hydroxyethylcelluloses may, in various embodiments, comprise from 8 to 30 carbon atoms.
  • the aryl radicals may, for example, denote the phenyl, benzyl, naphthyl or anthryl groups.
  • quaternized alkylhydroxy- ethylcelluloses comprising a C8-C30 hydrophobic chain
  • Nonionic cellulose derivatives may be chosen, such as
  • hydroxyethylcelluloses modified by groups comprising at least one hydrophobic chain, such as alkyl, arylalkyl or alkylaryl groups, or their blends, and in which the alkyl groups are, for example, C 8 -C22 alkyl groups, such as the product Natroso! Plus Grade 330 CS® (Cie alkyls) sold by Aqualon or the product Bermocoll EHM 100® sold by Berol Nobel.
  • groups comprising at least one hydrophobic chain, such as alkyl, arylalkyl or alkylaryl groups, or their blends, and in which the alkyl groups are, for example, C 8 -C22 alkyl groups, such as the product Natroso! Plus Grade 330 CS® (Cie alkyls) sold by Aqualon or the product Bermocoll EHM 100® sold by Berol Nobel.
  • Cellulose derivatives modified by alkylphenyl polyalkylene glycol ether groups may also be chosen, such as the product Amercell Polymer HM-1500® sold by Amerchol,
  • the associative polyvinyllactams mention may be made, by way of example only, of the polymers described in particular in FR 0101106.
  • the said polymers are more particularly cationic polymers and Use may in particular be made, as po ly(vinyllactam) polymers, of vinylpyrrolidone/dimethylaminopropyl- methacrylamide/dodecyldtmethylmethacrylamidopropylammonium tosyiate terpolymers, vinytpyrro !idone/dimethylaminopropylmethacrylamide/cocoyldimettv ylmethacrylamidopropylammonium tosyiate terpolymers or vinylpyrrolidone/dimethyl- aminopropylmethacrylamide/lauryldimethylmethacrylamidopropylammonium tosyiate or chloride terpolymers.
  • the vinylpyrrolidone/dimethylaminopropylmethacrylamide/ tauryldimethylmethacry!amidopropylammonium chloride terpolymer is provided at 20 percent in water by ISP under the name Styleze® W20.
  • Associative po!yvinyllactam derivatives can also be nonionic copolymers of vinylpyrrolidone and of hydrophobic monomers comprising a hydrophobic chain, for example, the products Antaron V216® or Ganex V2 16® (v!nylpyrro lidone/hexadecene copolymer) sold by ISP, or the products Antaron V220® or Ganex V220® (vinylpyrrolidone/eicosene copolymer) sold by ISP.
  • associative polymers comprising an aminoplast ether backbone are the products Pure-Thix® L ⁇ PEG- 1 80/Octoxynol-40 TMMG
  • Associative polymers may also be chosen from water-soluble thickening polymers.
  • the at least one rheology- modifying agent may be chosen from thickening polymers comprising at least one fatly chain, such as described in US7771492; thickening polymers chosen from (i) copolymers resulting from the polymerization of at least one monomer (a) chosen from carboxylic acids possessing ⁇ , ⁇ -ethylinic unsaturation or their esters with at least one monomer (b) possessing ethylinic unsaturation comprising a hydrophobic group, (ii) polymers comprising at least one monomer possessing a sulpho group, and mixtures thereof, such as described in US20110088711 ;
  • Theological agents such as crystalline and semi-crystalline polymers, esters of dextrin and a fatty acid, modified hydrophobic polysaccharides, crystalline olefin copolymers, crystalline polycondensates, lipophilic miners structure-forming agents, lipophilic polyamide polymers, lipophilic polyureas and poly
  • the rheology-modifying agents are chosen from cellulose derivatives, polysaccharides, gums, clays, fumed silica, acrylates, polyacrylamides, crosslinked polyacrylic acids, crosslinked acrylamide polymers and copolymers, crosslinked methacryloyloxyethltrimethyl-ammonium chloride homopolymers, and associative polymers.
  • Said rheology-modifying agents may include, in particular embodiments, xanthan gum, gum arabic, ghatti gum, karaya gum, gum tragacanth, carrageenan gum, agar gum, carob gum, pectins, alginates, starches, hydroxyiCVCe ⁇ lkylceHuloses, carboxy(Ci-C6)alkylcelluloses, and mixtures thereof.
  • the at least one rheology-modifying agent may be present in an amount ranging from about 0.1 % to about 40% by weight, such as from about 0.1 % to about 30% by weight, from about 0.5% to about 30% by weight, from about 0.5% to about 25% by weight, or from about 1 % to about 20% by weight, based on the total weight of the composition. In at least one exemplary embodiment, the at least one rheology-modifying agent may be present in an amount of at least about 1 % by weight, based on the total weight of the composition. Chelants
  • Exemplary chelants that may be useful in various embodiments according to the disclosure include, but are not limited to, diamine-N,N'-dipolyacid, monoamine monoamide-r ⁇ N'-dtpolyacid, and N,N'-bis(2-hydroxybenzyl)- ethylenediamine-N.N'-diacetic acid chelants, carboxylic acids (e.g. aminocarboxylic acids), phosphonlc acids (e.g. aminophosphonic acids), and polyphosphoric acids (e.g., linear polyphosphoric acids), and salts and derivatives thereof.
  • carboxylic acids e.g. aminocarboxylic acids
  • phosphonlc acids e.g. aminophosphonic acids
  • polyphosphoric acids e.g., linear polyphosphoric acids
  • Chelants are well known in the art, and a non-exhaustive list thereof can be found in A E artell and R Smith, Critical Stability Constants, Vol, 1, Plenum Press, New York and London (1974), and A E Martell and R D Hancock, Metal Complexes in Aqueous Solution, Plenum Press, New York and London (1996), the disclosures of which are incorporated herein by reference.
  • salts and derivatives thereof is intended to mean all salts and derivatives comprising the same functional structure as the chelant they are referring to, and that have similar or better chelating properties.
  • these terms include, for example, alkali metal, alkaline earth, ammonium, substituted ammonium salts (e.g.
  • derivatives also includes "chelating surfactant” compounds (i.e. chelants modified to bear a surfactant moiety while keeping the same chelating functionality).
  • derivatives also includes large molecules comprising one or more chelating groups having the same functional structure as the parent chelants, such as, for example, polymeric ethylenediamine- ⁇ , ⁇ '-disuccinic acid (EDDS).
  • EDDS polymeric ethylenediamine- ⁇ , ⁇ '-disuccinic acid
  • aminocarboxylic acid chelants may be chosen from chelants having at least one carboxylic acid moiety (— COOH) and at least one nitrogen atom.
  • Non-limiting examples of aminocarboxylic acid chelants suitable for use according to various embodiments of the disclosure include diethylenetriamine pentaacetic acid (DTPA), ethylenediamine-N.N'-disuccinic acid (EDDS), ethytenediamine diglutaric acid (EDGA), 2-hydroxypropylenediamine disuccinic acid (HPDS), glycinamide-N.N'-disuccinic acid (GADS), ethylenediamine-N-N'-diglutaric acid (EDDG), 2-hydroxypropylenediamine-N-N'-disuccinic acid (HPDDS), ethylenediaminetetraacetic acid (EDTA), ethylenedicysteic acid (EDC), EDDHA (ethylenediamine-N-N'-bisiort o-hydroxy-hydroxy
  • acetic acid diaminoalkyldi- (sulfosuccinic acids) (DDS), N.N'-bista-hydroxybenzylJet ylenediamine-N.N'-diacetic acid (HBED), and salts and derivatives thereof.
  • DDS diaminoalkyldi- (sulfosuccinic acids)
  • HBED N.N'-bista-hydroxybenzylJet ylenediamine-N.N'-diacetic acid
  • suitable non-limiting aminocarboxylic type chelants are iminodiacetic acid derivatives, such as N-2-hydroxyethyl N.N diacetic acid or glyceryl imino diacetic acid, iminodiacetic acid-N-2-hydroxypropyl sulfonic acid and aspartic acid, N-carboxymethyl N-2-hydroxypropyl-3-sulfonic acid, beta-alanine-N.N'-diacetic acid, aspartic acid-N,N'-diacetic acid, aspartic acid-N-monoacetic acid, and iminodisuccinic acid chelants, ethanoldiglycine acid, and salts and derivatives thereof. Dipicolinic acid and 2-phosphonobutane-1 ,2,4-tricarboxylic acid are also suitable.
  • aminophosphonic acid type chelants may be chosen.
  • Aminophosphonic acid-type chelants include, for example, chelants comprising an amino-phosphonic acid moiety (— PO3H2) or its derivative— P0 3 R2 , wherein R2is a Ci to Ce alkyl or aryl radical.
  • Non-limiting aminophosphonic acid-type chelants may be chosen from aminotri-(1-ethylphosphonic acid), ethylenediaminetetra-(1- ethylphosphonic acid), aminotri-(1-propylphosphonic acid), and aminotri- (Isopropylphosphonic acid).
  • the aminophosphonic acid-type chelants include, for example, chelants comprising an amino-phosphonic acid moiety (— PO3H2) or its derivative— P0 3 R2 , wherein R2is a Ci to Ce alkyl or aryl radical.
  • Non-limiting aminophosphonic acid-type chelants may be chosen from aminotri-(1-ethyl
  • aminophosphonic acid type chelant may be chosen from aminotri(methylene- phosphonic acid), ethylene-diamine-tetra-(methylenephosphonic acid) (EDT P), diethylene-triamine-penta-(methylenephosphonic add) (DTPMP), or mixtures thereof.
  • embodiments of the disclosure include, but are not limited to, quercetin
  • polyethyleneimines polyphosphoric acid chelants, editronic acid, methylglycine diacetic acid, N-(2-hydroxyethyl)iminodiacetic acid, iminodisuccinnic acid, N,N- Dicarboxymethyl-L-glutamic acid and M-lauroyl-N,N',N-ethylenediamine diacetic acid.
  • the compositions comprise one or more chelants chosen from diethylenetriamine pentaacetic acid (DTPA), ethylenediamine-N,N'-disuccinic acid (EDDS), ethylenediairiine-N.N'-diglutaric acid (EDDG), 2-hydroxypropylenediamine-N,N'-disuccinic acid (HPDDS), glycinamide- ⁇ , ⁇ '-disuccinic acid (GADS), ethylenediamine-N-N'-bis(ormo-hydroxyphenyl acetic acid) ⁇ EDDHA), diethy!ene-triamine-penta-(methylenephosphonic acid) (DTPMP), salts thereof, derivatives thereof, or mixtures thereof.
  • DTPA diethylenetriamine pentaacetic acid
  • EDDS ethylenediamine-N,N'-disuccinic acid
  • EDDG ethylenediairiine-N.N'-diglutaric acid
  • HPDDS 2-hydroxyprop
  • the chelant may be chosen from ethylenediamine-N,N'-disuccinic acid (EDDS), In at least one further exemplary embodiment, the chelant may be chosen from etidronic acid. In various embodiments, one or both of these chelants may be chosen for their efficiency, safety, and/or biodegradability.
  • EDDS ethylenediamine-N,N'-disuccinic acid
  • the chelant may be chosen from etidronic acid.
  • one or both of these chelants may be chosen for their efficiency, safety, and/or biodegradability.
  • the at least one chelant may be present in an amount sufficient to reduce the amount of metals available to interact with formulation components, such as oxidizing agents.
  • the at least one chelant may be present in an amount up to about 10% by weight, such as an amount ranging from about 0.01% to about 5% by weight, about 0.25% to about 3% by weight, or about 0.5% to about 1% by weight, based on the total weight of the composition.
  • the chelant may be present in an amount of at least 0.25%, such as at least 0.5%.
  • the composition comprises from about 0.1% to about 5% by weight of diethylene- triamine-penta-(methylenephosphonic acid), and from about 0.1% to about 5% by weight of ethylenediamine-N,N'-disuccinic acid.
  • At least one fatty substance may be included in the pre-alkalizing composition, the color-altering composition, and/or the post-treatment composition.
  • Exemplary fatty substances that may be used in various embodiments of the disclosure include, but are not limited to, organic compounds that are insoluble in water at normal temperature (25°C and at atmospheric pressure (760 mmHg) (solubility below 5% and such as below 1% and further such as below 0.1%).
  • Fatty substances have in their structure a chain of at least two siloxane groups, or at least one hydrocarbon chain having at least 6 carbon atoms.
  • fatty substances are generally soluble in organic solvents in the same conditions of temperature and pressure, for example in chloroform, ethanol, benzene or decamethylcyclopenta- siloxane.
  • Fatty substances may be, for example, chosen from lower alkanes, fatty alcohols, esters of fatty acid, esters of fatty alcohol, oils such as mineral, vegetable, animal and synthetic non-silicone oils, non-silicone waxes and silicones.
  • the alcohols and esters have at least one linear or branched, saturated or unsaturated hydrocarbon group, comprising 6 to 30 carbon atoms, optionally substituted, for example, with at least one hydroxy! group (for example 1 to 4). If they are unsaturated, these compounds can have one to three, conjugated or unconjugated, carbon-carbon double bonds.
  • alkanes in some embodiments, these have from 6 to 16 carbon atoms and are linear or branched, optionally cyclic.
  • alkanes can be chosen from hexane and dodecane, isoparaffins such as isohexadecane and isodecane.
  • hydrocarbon oils of animal origin such as perhydrosqualene
  • hydrocarbon oils of vegetable origin such as liquid triglycerides of fatty acids having from 6 to 30 carbon atoms such as triglycerides of heptanoic or octanoic acids, or for example sunflower oil, maize oil, soya oil, cucurbit oil, grapeseed oil, sesame oil, hazelnut oil, apricot oil, macadamia oil, arara oil, sunflower oil, castor oil, avocado oil, triglycerides of caprylic/capric acids such as those sold by the company Stearineries Dubois or those sold under the names MIGLYOL® 810, 812 and 818 by the company Dynamit Nobel, jojoba oil, shea butter oil; hydrocarbons with more than 16 carbon atoms, linear or branched, of mineral or synthetic origin, such as paraffin oils, petroleum jelly, liquid paraffin, polydecenes,
  • Fluorochemicals perfluoro-1 ,2-dimethylcyc!obutane; perfluoroalkanes such as dodecafluoropentane and tetradecafluorohexane, sold under the names "PF 5050®” and "PF 5060®” by the 3 Company, or bromoperfluorooctyl sold under the name "FORALKYL®” by the company Atochem; nonafluoro-methoxybutane and nonafluoroethoxyisobutane; derivatives of perfluoromorpholine, such as 4- trifluoromethyl perfluoromorpholine sold under the name "PF 5052®” by the 3M Company.
  • the fatty alcohols that may be chosen as the at least one fatty substance include, but are not limited to, non-alkoxylated, saturated or unsaturated, linear or branched, and have from 6 to 30 carbon atoms and more particularly from 8 to 30 carbon atoms.
  • cetyl alcohol, steary! alcohol and their mixture cetylstearyl alcohof
  • octyldodecanol, 2-butyloctanol, 2-hexyldecanol, 2- undecylpentadecanol, oleic alcohol or linoleic alcohol may be chosen.
  • the exemplary non-silicone wax or waxes that can be used may be chosen from carnauba wax, candelilla wax, Alfa wax, paraffin wax, ozokerite, vegetable waxes such as olive wax, rice wax, hydrogenated jojoba wax, or absolute waxes of flowers, such as the essential wax of blackcurrant flower sold by the company BERTIN (France), animal waxes such as beeswaxes, or modified beeswaxes (cerabellina).
  • Further waxes or waxy raw materials usable according to the disclosure are, for example, marine waxes such as that sold by the company SOPHIM under reference M82, waxes of polyethylene or of polyolefins in general.
  • the exemplary fatty acid esters are the esters of saturated or unsaturated, linear or branched C1-C26 aliphatic mono- or polyacids and of saturated or unsaturated, linear or branched C C Z 6 aliphatic mono- or polyalcohols, the total number of carbons of the esters being, for example, greater than or equal to 10.
  • dihydroabietyl behenate octyldodecyl behenate; isocetyl behenate; cetyl lactate; C12-C15 alkyl lactate; isostearyl lactate; lauryl lactate; linoleyl lactate; oleyl lactate; (iso)stearyl octanoate; isocetyl octanoate; octyl octanoate; cetyl octanoate; decyl oleate; isocetyl isostearate; isocetyl laurate; isocetyl stearate; isodecyl octanoate; isodecyl oleate; isononyl isononanoate; isostearyl palmitate; methy) acetyl ricinoleate;
  • esters include esters of C 4 -C Z2 di- or tricarboxylic acids and of C C22 alcohols and the esters of mono-, di- or tricarboxylic acids and of C2-C26 di-, tri-, tetra- or pentahydroxy alcohols.
  • esters include: diethyl sebacate; diisopropyl sebacate; diisopropyl adipate; di-n-propyl adipate; dioctyl adipate;
  • diisostearyl adipate dioctyl maleate; glyceryl undecylenate; octyldodecyl stearoyl stearate; pentaerythrityl monoricinoleate; pentaerythrityl tetraisononanoate;
  • pentaerythrityl tetrapelargonate pentaerythrityl tetraisostearate
  • pentaerythrityl tetraoctanoate propylene glycol dicaprylate; propylene glycol dicaprate, tridecyl erucate; triisopropyl citrate; triisotearyl citrate; glyceryl trilactate; glyceryl trioctanoate; trioctyldodecyl citrate; trioleyl citrate, propylene glycol dioctanoate; neopentyl glycol diheptanoate; diethylene glycol diisanonate; and polyethylene glycol distearates.
  • esters include ethyl, isopropyl, myristyl, cetyl, stearyl palmitates, ethyl-2-hexyl palmitate, 2-octyldecyl palmitate, alkyl myristates such as isopropyl, butyl, cetyl, 2-octyldodecyl myristate, hexyl stearate, butyl stearate, isobutyl stearate; dioctyl malate, hexyl laurate, 2- hexyldecyl laurate and isononyl isononanate, cetyl octanoate.
  • the composition can also comprise, as fatty ester, esters and di- esters of sugars of C6-C 30 , such as C12-C22 fatty acids.
  • “Sugar” as used here means oxygen-containing hydrocarbon compounds that possess several alcohol functions, with or without aldehyde or ketone functions, and having at least 4 carbon atoms. These sugars can be monosaccharides, oligosaccharides or polysaccharides.
  • suitable sugars include sucrose, glucose, galactose, ribose, fucose, maltose, fructose, mannose, arabinose, xylose, lactose, and their derivatives, for example alkylated, such as methylated derivatives such as methylglucose.
  • the esters of sugars and of fatty acids may be, for example, chosen from the esters or mixtures of esters of sugars described previously and of linear or branched, saturated or unsaturated Ce-Ceo, such as C12-C22 fatty acids. If they are unsaturated, these compounds can have one to three, conjugated or unconjugated, carbon-carbon double bonds.
  • esters according to at least one embodiment can also be chosen from mono-, di-, tri- and tetra-esters, polyesters and mixtures thereof.
  • esters can be, for example, oleate, laurate, palmitate, myristate, behenate, cocoate, stearate, linoteate, linolenate, caprate, arachidonates, or mixtures thereof such as the oleo-palmitate, oleo-stearate, palmito-stearate mixed esters.
  • the mono- and di-esters can be used, and such as the mono- or di-oleate, stearate, behenate, oleo palmitate, linoleate, linolenate, oleostearate, of sucrose, of glucose or of methylglucose.
  • One non-limiting example useful in various embodiments includes the product sold under the name GLUCATE® DO by the company Amerchol, which is a dioleate of methylglucose.
  • esters or mixtures of esters of sugar of fatty acid include: the products sold under the names F160, F140, F1 10, F90, F70, SL40 by the company Crodesta, denoting respectively the palmito-stearates of sucrose formed from 73% of monoester and 27% of di- and tri-ester, from 61% of monoester and 39% of di-, tri-, and tetra-ester, from 52% of monoester and 48% of di-, tri-, and tetra- ester, from 45% of monoester and 55% of di-, tri-, and tetra-ester, from 39% of monoester and 61% of di-, tri-, and tetra-ester, and the mono-laurate of sucrose; the products sold under the name Ryoto Sugar Esters for example with the reference B370 and corresponding to the behenate of sucrose formed from 20% of monoester and 80% of di-triester-polyester;
  • Silicones usable in the composition of the present disclosure include but are not limited to volatile or non-volatile, cyclic, linear or branched silicones, modified or not with organic groups, having a viscosity from 5 x 10 '6 to 2.5 m 2 /s at 25°C, such as from 1 x 10 "5 to 1 m 2 /s.
  • the silicones usable according to the disclosure can be in the form of oils, waxes, resins or gums.
  • the silicone may be chosen from the polydialkylsiloxanes, such as the polydimethylsiloxanes (PDMS), and the organo- modified polysfloxanes having at least one functional group chosen from the po!y(alkoxylated) groups, the amine groups and the alkoxy groups.
  • PDMS polydimethylsiloxanes
  • organopolysiloxanes are defined in more detail in the work of Walter NOLL “Chemistry and Technology of Silicones” (1968), Academic Press. They can be volatile or non-volatile.
  • the silicones are, for example, chosen from those with a boiling point between 60°C and 260°C.
  • the silicones may be chosen from cyclic polydialkylsiloxanes having from 3 to 7, such as from 4 to 5, silicon atoms.
  • Various exemplary silicones may be the
  • octamethylcyclotetrasiloxane marketed under the name VOLATILE SILICONE® 7207 by UNION CARBIDE or SI LBIONE® 70045 V2 by RHODIA, the
  • decamethylcyclopentasiloxane marketed under the name VOLATILE SILICONE® 7158 by UNION CARBIDE, and SILBIONE® 70045 V5 by RHODIA, and mixtures thereof.
  • Non-limiting examples may also include the cyclocopolymers of the dimetbyisiloxanes/methylalkylsiloxane type, such as SILICONE VOLATILE® FZ 3109 marketed by the company UNION CARBIDE, of the following formula (II):
  • Non-limiting examples may include mixtures of cyclic polydialkylsiloxanes with organic compounds derived from silicon, such as the mixture of octamethylcyclotetrasiloxane and tetratrimethylsilylpentaerythritol (50/50) and the mixture of octamethylcyclotetrasiloxane and ox -l . l'-ihe a ⁇ ' ⁇ '.S.S'- trimethylsilyloxy) bis-neopentane.
  • polydialkylsiloxanes having 2 to 9 silicon atoms and with a viscosity less than or equal to 5 x 10 "6 m 2 /s at 25°C.
  • decamethyltetrasiloxane marketed under the name "SH 200" by the company TORAY SILICONE. Silicones included in this class are also described in the article published in Cosmetics and Toiletries, Vol. 91 , Jan. 76, p. 27-32-TODD BYERS "Volatile Silicone fluids for cosmetics,” which is incorporated by reference herein.
  • non-volatile polydialkylsiloxanes gums and resins of polydialkylsiloxanes, polyorganosiloxanes modified with the aforementioned organofunctional groups, and mixtures thereof.
  • These silicones may be, for example, chosen from the
  • polydialkylsiloxanes such as the polydimethylsiloxanes with trimethylsilyl end groups.
  • the viscosity of the silicones is measured at 25"C according to Standard Test Method for Kinematic Viscosity of Transparent and Opaque Liquids (and Calculation of Dynamic Viscosity).
  • polydialkylsiloxanes mention can be made of, non- exhaustively, the following commercial products: the SILBIONE® oils of series 47 and 70 047 or the MIRASIL® oils marketed by RHODIA, for example the oil 70 047 V 500,000; the oils of the MIRASIL® series marketed by the company RHODIA; the oils of the 200 series from the company DOW CORNING such as DC200, with a viscosity of 60,000 mm 2 /s; the VISCASIL® oils from GENERAL ELECTRIC and certain oils of the SF series (SF 96, SF 18) from GENERAL ELECTRIC.
  • the SILBIONE® oils of series 47 and 70 047 or the MIRASIL® oils marketed by RHODIA for example the oil 70 047 V 500,000
  • the oils of the MIRASIL® series marketed by the company RHODIA the oils of the 200 series from the company DOW CORNING such as DC200, with a viscosity of 60,000 mm 2 /s
  • CTFA dimethiconol
  • the silicone gums usable according to the disclosure are, for example, polydialkylsiloxanes, such as polydimethylsiloxanes with high number- average molecular weights between 200,000 and 1 ,000,000 used alone or mixed in a solvent.
  • This solvent can be chosen from the volatile silicones, the
  • PDMS polydimethylsiloxane
  • PPMS polyphenylmethylsiloxane
  • isoparaffins the polyisobutylenes
  • methylene chloride pentane, dodecane, tridecane and mixtures thereof.
  • Products useful according to various embodiments of the disclosure include, for example, mixtures such as those formed from a chain end hydroxylated polydimethylsiloxane, or dimethiconol (CTFA) and a cyclic polydimethylsiloxane also called cyclomethicone (CTFA), such as the product Q2 1401 marketed by the company DOW CORNING; mixtures of a polydimethylsiloxane gum and a cyclic silicone such as the product SF 1214 Silicone Fluid from the company GENERAL ELECTRIC, said product being a gum SF 30 corresponding to a dimethicone, having a number-average molecular weight of 500,000, dissolved in the oil SF 1202 Silicone Fluid corresponding to decamethylcyc!opentasiloxane; mixtures of two PDMS of different viscosities, for example, of a PDMS gum and a PDMS oil, such as the product SF 1236 from the company GENE
  • the product SF 1236 is a mixture of a gum SE 30 as defined above having a viscosity of 20 m 2 /s and an oil SF 96 with a viscosity of 5 x 10 "6 m 2 /s.
  • This product for example, has 15% of gum SE 30 and 85% of oil SF 96.
  • the organopolysiloxane resins usable according to the disclosure include, but are not limited to, crosslinked siloxane systems containing the units: R 2 Si022, R3S1O1/2, RSi0 3 / 2 and SiO ⁇ , wherein R represents an a!kyl having from 1 to 16 carbon atoms.
  • R may denote a C1-C4 lower alkyl group, such as methyl.
  • organomodified silicones usable according to the disclosure include but are not limited to silicones as defined previously, having in their structure at least one organofunctional group fixed by a hydrocarbon group.
  • the organomodified silicones can be polydiaryl siloxanes, such as polydiphenylsi!oxanes, and polyalkyl- arytsiloxanes functionalized by the aforementioned organofunctional groups.
  • the polyatkary!siloxanes are, for example, chosen from the polydimethyl/methylphenylsiloxanes, the polydimethyl/diphenylsiloxanes, linear and/or branched, with viscosity ranging from 1 x 10 "5 to 5 x 10 2 m 2 /s at 25°C.
  • organomodified silicones non-!imiting mention can be made of the polyorganosiloxanes having: poiyoxyethylene and/or polyoxypropylene groups optionaily with C e -C 2 4 alkyl groups such as the products called dimethicone copolyoi marketed by the company DOW CORNING under the name DC 1248 or the oils S!LWET® L 722, L 7500, L 77, L 711 from the company UNION CARBIDE and the alkyl (Ci2)-methicone copolyol marketed by the company DOW CORNING under the name Q2 5200; substituted or unsubstituted amine groups such as the products marketed under the name GP 4 Silicone Fluid and GP 7100 by the company GENESEE or the products marketed under the names Q2 8220 and DOW
  • the substituted amine groups are, for example, C1-C4 aminoalkyl groups; alkoxylated groups, such as the product marketed under the name "SILICONE COPOLYMER F-755" by SWS SILICONES and ABIL WAX® 2428, 2434 and 2440 by the company
  • the at least one fatty substance is neither alkoxylated, nor glycerolated.
  • the at least one fatty substance may be chosen from compounds that are liquid or pasty at room temperature and atmospheric pressure.
  • the at least one fatty substance may be a compound that is liquid at a temperature of 25°C, and atmospheric pressure.
  • Exemplary fatty substances may be, for example, chosen from the lower alkanes, fatty alcohols, esters of fatty acid, esters of fatty alcohol, and oils such as non-silicone mineral, vegetable and synthetic oils, the silicones.
  • the at least one fatty substance is chosen from liquid paraffin, polydecenes, liquid esters of fatty acids and of fatty alcohols, and mixtures thereof, for example, the at least one fatty substance of the composition according to the disclosure can be non-silicone.
  • the at least one fatty substance is chosen from alkanes, hydrocarbons and silicones.
  • the at least one fatty substance may be chosen from fatty acids.
  • fatty acids having from about 6 to about 40 carbon atoms may be chosen, including but not limited to Arachidic Acid, Arachidonic Acid, Beeswax Acid, Capric Acid, Caproic Acid, Caprylic Acid, coconut Acid, Isostearic Acid, Why Acid, Lino!eic Acid, Linolenic Acid, Myristic Acid, Oleic Acid, Olive Acid, Palmitic Acid, Rapeseed Acid, Stearic Acid, Tallow Acid, Undecanoic Acid, Undecylenic Acid, Wheat Germ Acid.
  • fatty acids having from about 6 to about 40 carbon atoms are chosen from Capric Acid, Caprylic Acid, Why Acid, Oleic Acid, Isostearic Acid, and Stearic Acid.
  • the at least one fatty substance is optionally included in the color-altering composition. In other exemplary embodiments, the fatty substance is required in the color-aitering composition. When present, the at least one fatty substance may be present in an amount of at least about 10% by weight, such as from about 10% to about 80% by weight, such as from about 15% to about 65% by weight, or from about 20% to about 55% by weight, based on the total weight of the composition.
  • Ceramide compounds that may be useful according to various embodiments include ceramides, glycoceramides, pseudoceramides, and mixtures thereof.
  • the ceramides which may be used include, but are not limited to, those described by DOWNING in Arch. Dermatol, Vol. 123, 1381 - 1384 (1987),
  • ceramides that may be used according to various embodiments of the disclosure include, but are not limited to, compounds of the general formula (III): OH
  • Rig are, independently, chosen from alkyl- or alkenyl groups with 10 to 22 carbon atoms
  • -R 20 is chosen from methyl, ethyl, n-propyl or isopropyl groups, and
  • -n is a number ranging from 1 to 6, such as, for example, 2 or 3.
  • ceramide compounds may be chosen from compounds of formula (IV), as described in US20050191251 and US20090282623, both of which are incorporated by reference herein: wherein, in formula (IV):
  • -Ri is chosen from either a saturated or unsaturated, linear or branched Ci- C 50 , e.g. C5-C50, hydrocarbon radical, it being possible for this radical to be substituted with one or more hydroxy! groups optionally esterified with an acid R7COOH, R 7 being an optionally mono- or polyhydroxylated, linear or branched, saturated or unsaturated C1-C35 hydrocarbon radical, it being possible for the hydroxyl(s) of the radical Rr to be esterified with an optionally mono- or polyhydroxylated, linear or branched, saturated or unsaturated Ci- C 35 fatty acid, or a radical R"--(NR--CO)--R', R being chosen from a hydrogen atom or a mono- or polyhydroxylated, e.g.
  • R' and R" chosen from, independently, hydrocarbon radicals of which the sum of the carbon atoms is between 9 and 30, R' being a divalent radical, or a radical Rs--0--CO-(CH2)p, Re denoting a C C 20 hydrocarbon radical, p being an integer varying from 1 to 12;
  • -R 2 being chosen from a hydrogen atom, a saccharide-type radical, in particular a (glycosyl)n, (galactosyl)m and sulphogalactosyl radical, a sulphate or phosphate residue, a phosphorylethylamine radical and a
  • n is an integer varying from 1 to 4 and m is an integer varying from 1 to 8;
  • -R3 chosen from a hydrogen atom or a hydroxylated or nonhydroxylated, saturated or unsaturated, C1-C33 hydrocarbon radical, it being possible for the hydroxyl(s) to be esterified with an inorganic acid or an acid R 7 COOH, R 7 having the same meanings as above, and it being possible for the hydroxyf(s) to be etherified with a (glycosyt)n, ⁇ galactosyl )m, sulphogalactosyl, phosphorylethylamine or phosphorylethylammonium radical, it being also possible for R 3 to be substituted with one or more C1-C14 alkyl radicals;
  • -R 4 being chosen from a hydrogen atom, a methyl or ethyl radical, an optionally hydroxylated, linear or branched, saturated or unsaturated C3-C50 hydrocarbon radical or a radical --CH 2 "CHOH--CH2--0--R6 in which R 6 denotes a CnrC 2 e hydrocarbon radical or a radical
  • Re ⁇ 0--CO"(CH 2 )p Rg chosen from a C1-C20 hydrocarbon radical, p being an integer varying from 1 to 12;
  • -R 5 denotes a hydrogen atom or an optionally mono- or polyhydroxylated, linear or branched, saturated or unsaturated C C30 hydrocarbon radical, it being possible for the hydroxy!(s) to be etherified with a (glycosyl)n,
  • R 4 does not denote a hydrogen atom, or a methyl or ethyl radical.
  • ceramides of formula (IV) may be chosen from those wherein R t is an optionally hydroxylated, saturated or unsaturated alkyl radical derived from C14-C22 fatty acids; R ⁇ is a hydrogen atom; and R3 is an optionally hydroxylated, saturated, linear C11-C17, e.g. C 13 -Ci 5 radical.
  • ceramide compounds useful according to the disclosure may be chosen from compounds of the general formula (V):
  • -Ri is chosen from a linear or branched, saturated or unsaturated alkyl group, derived from C 4 -C3o fatty acids, it being possible for this group to be substituted with a hydroxyl group in the alpha-position, or a hydroxyl group in the omega-position esterified with a saturated or unsaturated Cie-C 30 fatty acid;
  • -R 2 is chosen from a hydrogen atom or a (giycosyl) n , (galactosyl)m or sulphogalactosyl group, in which n is an integer ranging from 1 to 4 and m is an integer ranging from 1 to 8; and
  • R3 is chosen from a C 5 -C 26 hydrocarbon-based group, saturated or unsaturated in the alpha-position, it being possible for this group to be substituted with one or more Ci - C 14 alkyl groups; it being understood that, in the case of natural ceramtdes or glycoceramides, R3 may also be chosen from a C6-C26 alpha-hydroxyalkyl group, the hydroxyl group being optionally esterified with a C16-C30 alpha-hydroxy acid.
  • Exemplary ceramides of formula (V) which may be chosen include compounds wherin is chosen from a saturated or unsaturated alkyl derived from CB-C22 fatty acids; R 2 is chosen from a hydrogen atom; and R3 is chosen from a linear, saturated C 15 group.
  • such compounds may be chosen from N-linoleoyldihydrosphingosine, N-oleoyldihydrosphingosine, N- pa!mitoyldihydro-sphingosine, N-stearoyldihydrosphingosine, N- behenoyldihydrosphingosine, or mixtures thereof.
  • ceramides compounds wherein Ri is chosen from a saturated or unsaturated alkyl group derived from fatty acids; ⁇ 3 ⁇ 4 is chosen from a galactosyl or sulphogalactosyi group; and R3 is chosen from the group -CH-CH-(CH 2 )i2-CH3 group, may be used.
  • the product consisting of a mixture of these compounds, sold under the trade name Glycocer, by the company Waitaki International Biosciences, may be used.
  • ceramide compounds useful according to the disclosure may be chosen from compounds of the general formula (VI):
  • Ri2 are, independently, chosen from alkyl or alkenyl groups with 10 to 22 carbon atoms,
  • -Ri3 is an alkyl or hydroxy! alkyl group with 1 to 4 carbon atoms
  • -n is a number ranging from 1 to 6, such as, for example, 2 or 3.
  • the at least one ceramide compound is chosen from cetyl-PG-hydroxyethylpalrnitamide.
  • the at least one ceramide compound is chosen from propanediamide, N,N-dihexadecyl- N,N-bis-(2-hydroxyethyl), such as that sold commercially as Questamide H or Pseudoceramide H by the company Quest International Australia Ply. Ltd.
  • the at least one ceramide compound is chosen from Cetyl-PG Hydroxylpalmatide/decy! glucossde/water, sold as SOFCARE P100H by Kao.
  • ceramides may be chosen as auxiliary ingredients for their conditioning and/or color-enhancing benefits.
  • the at least one ceramide may be present in an amount ranging from about 0.01% to about 2% by weight, such as from about 0.01 % to about 1 % by weight, based on the total weight of the composition.
  • alkoxyaminosilicones that may be used according to the disclosure include, but are not limited to, alkoxyaminosilicones of the general formula (VII):
  • -n is a number ranging from about 0 to about 999, such as, for example, from about 49 to about 249, such as from about 1 5 to about 175;
  • -m is a number ranging from about 1 to about 1000, such as, for example, from about 1 to about 10, such as from about 1 to about 5;
  • -m and n are numbers with a sum (n+m) ranging, for example, from about 1 to about 1000, such as, for example, from about 50 to about 250 and still further, for example, from about 00 to about 200;
  • R R2 and R 3 are independently chosen from a hydroxyl radical and Ci - C4 alkoxy radicals, wherein at least one of the radicals R R2 and R 3 are chosen from alkoxy radicals.
  • the a!koxy radical may be, for example, a methoxy radical.
  • the hydroxy /alkoxy molar ratio may, for example, range from about
  • 0.2:1 to about 0.4:1 such as, for example, from about 0.25:1 to about 0.35:1 and further, for example, may be equal to about 0.3.
  • the at least one aminosilicone of formula (VII) may have a weight- average molecular mass ranging, for example, from 2000 to 1 ,000,000, for example from 3500 to 200,000.
  • alkoxyaminosilicone product provided by the company Wacker under the name Belsil ADM 652®, may be chosen.
  • Further exemplary alkoxyaminosilicones that may be used according to the disclosure include, but are not limited to, alkoxyaminosilicones of the general formula (VIII):
  • -p is a number ranging from 0 to 999, for example from 49 to 349, and further, for example, from 159 to 239;
  • -q is a number ranging from 1 to 1000, for example, from 1 to 10, and further, for example, from 1 to 5;
  • - p and q are numbers with a sum (p+q), for example, ranging from 1 to 1000, for example from 50 to 350 and further, for example, from 150 to 250;
  • R -Ri and R2 are independently chosen from a hydroxyl radical and Ci - C alkoxy radicals, wherein at least one of the radicals Ri and R 2 are chosen from alkoxy radicals.
  • the alkoxy radical may be, for example, a methoxy radical.
  • the hydroxy/alkoxy molar ratio may, for example, range from about
  • the at least one aminosilicone of formula (VIII) may have a weight- average molecular mass ranging, for example, from 2000 to 200,000, for example from 5000 to 100,000, and further, for example, from 10,000 to 50,000.
  • the weight-average molecular mass of the at least one aminosilicone are measured by gel permeation chromatography (GPC) at ambient temperature in polystyrene equivalents.
  • the columns used are ⁇ Styragel columns.
  • the eluent is THF and the flow rate is 1 ml/min. 200 ⁇ of a 0.5% by weight solution of silicone in THF are injected. Detection may be carried out by refractometry and UV metry.
  • the alkoxyaminosrlicone products provided by the company Wacker under the name Fluid WR 1300® and Be!stl ADM 6057® may be chosen.
  • the at least one aminosilicone chosen from formulae (VII) and (VIII) may be employed, for example, in an oil-in-water emulsion.
  • the oil-in-water emulsion may further comprise at least one surfactant.
  • the at least one surfactant may be chosen, for example, from cationic and non-ionic surfactants.
  • a particle of the at least one aminosilicone in the emulsion may have an average size ranging from, for example, about 3 to about 500 nanometres. Such particle sizes are measured with a laser granulometer particle of the at least one aminosilicone in the emulsion may have an average size ranging, for example, from about 3 to about 500 nanometres. Such particle sizes are measured with a laser granulometer.
  • the at least one aminosilicone of formula (Vl!l) may be used, for example, in a microemulsion.
  • the at least one aminosilicone of formula (Vllt) may have a size ranging from 5 to 60 nanometres and, for example, from 10 to 50 nanometres.
  • a microemulsion of the at least one aminosilicone of formula (VIII) may be available, for example, under the name Finish CT 96 E® or SLM 28020® by the company Wacker.
  • the at least one aminosilicone chosen from formulae (VII) and (VIII) may be selected, for example, such that the contact angle with water of a hair treated with a composition comprising 2% AS (active substance) of the at least one aminosilicone ranges from 90*C to 180°C, for example from 90°C to 130°C.
  • a composition comprising the at least one aminosilicone chosen from formulae (VII) and (Vlll) may be such that the contact angle of a hair treated with the composition ranges from 90°C to 180°C, for example from 90°C to 130 tt C.
  • the alkoxyaminosilicone may be provided as part of the composition Wacker-Belsil ADM Log 1® (Wacker Chemie AG (Munich, Germany)), which consists of amodirnet icone at 15%, Glycerin at 3.5%, Trideceth-5 at 6% and Trideceth-10 at 1.5%, or as part of the cationic aqueous emulsion Dow Corning 2-8299 Cationic Emulsion (Dow Corning).
  • aikoxyaminosilicones may be chosen as auxiliary ingredients for their conditioning, fade-resistance, and/or porosity-reducing benefits, and/or for their ability to impart improved cosmetic properties to the hair, such as, for example, softness, smoothness, and/or ease of disentangling and styling.
  • the at least one alkoxyaminosilicone may be present in an amount ranging from about 0.01 % to about 20% by weight, such as from about 0.1 % to about 5% by weight, from about 0.5% to about 0% by weight, based on the total weight of the composition.
  • embodiments of the disclosure include, but are not limited to, organosilanes and derivatives thereof, such as alkylsilanes, allyisilanes, alkoxysilanes, and the like.
  • the at least one silane compound may be chosen from alkoxysilanes comprising at least one solubilizing functional group.
  • silanes may be chosen from
  • methoxysi lanes such as aminopropyltriethoxysilane, , methyltriethoxysilane, and derivatives thereof.
  • the term "at least one solubilizing functional group” means any functional chemical group facilitating the bringing into solution of the alkoxysilane in the solvent or in a combination of solvents of the composition, for example, in solvents chosen from water, water-alcoholic mixtures, organic solvents, polar solvents and non-polar solvents.
  • Suitable solubilizing functional groups include, but are not limited to, primary, secondary, and tertiary amine, aromatic amine, alcohol, carboxylic acid, sulfonic acid, anhydride, carbamate, urea, guanidine, aldehyde, ester, amide, epoxy, pyrrole, dihydroimidazole, gluconamide, pyridyle, and polyether groups.
  • the at least one alkoxysilane comprising at least one solubilizing functional group present in the composition may, in at least one embodiment, comprise two or three alkoxy functions.
  • the alkoxy functional groups are chosen from methoxy and ethoxy functional groups.
  • the at least one alkoxysilane comprising at least one soiubilizing functional group present in the composition of the present disclosure is chosen from compounds of formula (IX):
  • -R4 IS chosen from halogen atoms, OR' groups, and Rn groups;
  • -R5 IS chosen from halogen atoms, OR" groups, and R 1Z groups;
  • -R 6 is chosen from halogen atoms, OR'" groups, and R13 groups;
  • R2, 3, R', R", R'", R11 , R12, and Ri 3l which may be identical or different, are chosen from linear and branched, saturated and unsaturated hydrocarbon groups, optionally bearing at least one additional chemical group, wherein Ri, R 2l R', R", and R'" may also be chosen from hydrogen; at least two groups R4, R 5 , and e are different from R11 , R 12 , and Ri 3 , and at least two groups R', R", and R"' are not hydrogen.
  • the at least one alkoxysilane comprising at least one soiubilizing functional group may also be chosen from compounds of formula (X):
  • R 9 and R1 0 is not a halogen
  • R' 9 and R'- ⁇ which may be identical or different, are chosen from hydrogen, and linear and branched, saturated and unsaturated C-i-Cn hydrocarbon groups; wherein at least one of R 9 and io is not hydrogen;
  • -R7 IS a non hydrolyzable functional group providing a cosmetic effect
  • -Re is a non hydrolyzable functional group bearing at least one function chosen from: amines, carboxylic acids and salts thereof, sulfonic acids and salts thereof, polyois such as glycol, polyethers such as polyalkylene ether, and phosphoric acids and salts thereof.
  • the term "functional group providing a cosmetic effect” means a group derived from an entity chosen from reducing agents, oxidizing agents, coloring agents, polymers, surfactants, antibacterial agents, and UV absorbing filters.
  • the at least one alkoxysilane comprising at least one solubilizing functional group may be chosen from
  • -Ri2 is chosen from halogen atoms, OR' 12 groups, and Ro groups;
  • -Ri 3 is chosen from halogen atoms, OR'i 3 groups, and RO groups;
  • -Ri4 is chosen from halogen atoms, OR'14 groups, and R" 0 groups;
  • -Rii is a group chosen from groups bearing at least one function chosen from: carboxylic acids and salts thereof, sulfonic acids and salts thereof, and polyalkylethers;
  • R'o, R'o, R"o, R'i2, R' 13l and R'u which may be identical or different, are chosen from linear and branched, saturated and unsaturated, C 1 -C14 hydrocarbon groups optionally bearing at least one additional chemical functional group chosen from: carboxylic acids and salts thereof, sulfonic acids and salts thereof, and polyalkylether functions, wherein R' 12 , R'i 3 . and Ri4 may also be chosen from hydrogen, and wherein at least two of the groups R'12, R' 13l and R' 14 are not hydrogen.
  • the at least one alkoxysilane comprising at least one solubilizing functional group may be chosen from compounds of formula (XII): ( 2iOWR az ) y Si-(A)p-[NR 23 -(A p'] q -[NR , 2 (A H )p.] q --Si-(R' 22 ) (OR , 21 ) x . wherein, in formula (XII):
  • R21, R22, R'21 , and R'22 which may be identical or different, are chosen from linear and branched, saturated and unsaturated hydrocarbon chains, optionally comprising at least one heteroatom, optionally interrupted by or substituted with at least one group chosen from ether, ester, amine, amide, carboxyi, hydroxyl, and carbonyl groups,
  • -x is an integer ranging from 1 to 3
  • -x' is an integer ranging from 1 to 3
  • -p, ', p", q , and q' can each be 0 or 1, wherein at least one of q or q' is not equal to zero,
  • -A, A', and A" which may be identical or different, are chosen from linear and branched C C2o a'k lene divalent radicals, and
  • -R 23 and R'23 which may be identical or different, are chosen from hydrogen and linear and branched, saturated and unsaturated hydrocarbon chains, optionally comprising at least one heteroatom, optionally interrupted by or substituted with at least one entity chosen from: ether, Ci-C 20 alcohol ester, amine, carboxyi, alkoxysilane, C 6 -C 3 o aryl, hydroxyl, and carbonyl groups, and aromatic, heterocyclic, and non-heterocyclic rings, optionally substituted with at least one group chosen from C3-C20 alcohol ester, amine, amide, carboxyi, alkoxysilane, hydroxyl, carbonyl, and acyl groups.
  • the at least one alkoxysilane comprising at least one solubilizing functional group may also be chosen from compounds of formula (XIII):
  • R24 and R25 which may be identical or different, are chosen from linear and branched, saturated and unsaturated hydrocarbon chains, optionally comprising at least one eteroatom, optionally interrupted by or substituted with at least one group chosen from ether, ester, amine, amide, carboxyl, hydroxyl, and carbonyl groups,
  • -E and E' which may be identical or different, are chosen from linear and branched d-Cso alkylene divalent radicals,
  • R 26 and R 2 are chosen from hydrogen and linear and branched, saturated and unsaturated hydrocarbon chains, optionally comprising at least one heteroatom, optionally interrupted by or substituted with at least one entity chosen from: ether, C1-C20 alcohol ester, amine, carboxyl, alkoxysilane, C 6 -C 3 o aryl, hydroxyl, and carbonyl groups, and aromatic, heterocyclic, and non-heterocyclic rings, optionally substituted with at least one group chosen from: CrC2o alcohol ester, amine, amide, carboxyl, alkoxysilane, hydroxyl, carbonyl, and acyl groups,
  • -r is an integer ranging from 0 to 4,
  • -R 28 which may be identical or different, is chosen from hydrogen and linear and branched, saturated and unsaturated hydrocarbon chains, comprising, optionally at least one heteroatom, optionally interrupted by or substituted with at least one entity chosen from: ether, alkyl alcohol ester, amine, carboxyl, alkoxysilane, alkyl aryl, hydroxyl, and carbonyl groups, and aromatic, heterocyclic, and non-heterocyclic rings.
  • the at least one alkoxysilane comprising at least one solubilizing functional group may be chosen from compounds of formula (XIV):
  • -Ai is chosen from linear and branched C C 2 o alkylene divalent radicals, optionally interrupted by or substituted with at least one group chosen from C 1 -C30 alcohol ester, amine, carboxyi, alkoxysilane, C 6 -C3o aryl, hydroxyl, and carbonyl groups, and
  • the at least one alkoxysilane comprising at least one solubilizing functional group is chosen from compounds of formula (XV):
  • R radicals which may be identical or different, are chosen from CrCe alky! radicals and n is an integer ranging from 1 to 6, for example, from 2 to 4.
  • alkoxysilanes useful in the present disclosure can be chosen from alkoxysilanes comprising a silicon atom of formula R ⁇ Si n, wherein X is a hydrolysable group such as methoxy, ethoxy or 2-methoxyethoxy, R is a monovalent organic radical which contains 1 to 12 carbon atoms and may contain groups such as mercapto, epoxy, acrylyl, methacrylyl, amino or urea, and n is an integer from 1 to 4, and according to at least one embodiment is 3.
  • X is a hydrolysable group such as methoxy, ethoxy or 2-methoxyethoxy
  • R is a monovalent organic radical which contains 1 to 12 carbon atoms and may contain groups such as mercapto, epoxy, acrylyl, methacrylyl, amino or urea
  • n is an integer from 1 to 4, and according to at least one embodiment is 3.
  • alkoxysilanes include, but are not limited to, 3-mercaptopropyltriethoxysilane and aminoalkyltrialkoxysilanes such as 3-arninopropyltriethoxysilarie, as described in French Patent Application No. FR2789896, incorporated by reference herein.
  • Other useful alkoxysilanes are cited, for example, in EP1216022, incorporated by reference herein, which describes alkoxysilanes comprising at least one hydrocarbon chain containing a non-basic solubilizing chemical function. In this respect, non-limiting mention may be made of the HCI-neutralized sodium N-[(3- trimethoxysilyl)propyl]ethylenediaminetriacetate supplied by GELEST.
  • the alkoxysilanes may comprise at least one hydrocarbon chain containing fluorine atoms.
  • Possible examples include but are not limited to the 3,3,3-trifluoropropyltriethoxysilane or Iridecaftuorooctyltriethoxysilane compounds described in EP1510197, incorporated by reference herein.
  • the useful alkoxysilanes may be any suitable alkoxysilanes.
  • alkoxysilanes which carry a group having a cosmetic functional group, such as aromatic nitro dyes or anthraquinone, napthoquinone, benzoquinone, azo, xanthene, triarylmethane, azine, indoaniline, indophenolic or indoamine dyes; groups having a reductive effect, such as thiol groups, sulphinic acid or sulphinic salt, it being possible for these alkoxysilanes to carry a solubilizing non-hydrolysable group such as amino groups, carboxylic acids, sulphonic acids, sulphates, quaternary ammoniums, polyalcohols, polyether and phosphates.
  • a cosmetic functional group such as aromatic nitro dyes or anthraquinone, napthoquinone, benzoquinone, azo, xanthene, triarylmethane, azine, indoaniline,
  • alkoxysilanes of the present disclosure may be amino aryl alkoxysilanes.
  • Non-limiting examples include the following, all of which are provded by GELEST:
  • N-(2-aminoethy!aminomethyl)phenethyltrimethoxysilane of the formula:
  • the alkoxysilanes of the present disclosure may be silanes having an aldehyde or acetal functional group.
  • the alkoxysilanes may also be silanes containing non-primary amines, such as the bis[3- ⁇ triethoxysilyl)propyl]amine of the formula (CH3CH2C 3— Si(CH 2 ) 3 NH(CH 2 ) 3 Si(OCH2CH;>)3 provided by Fluorochem, the bis[trimethoxysilyl- propy!]amine of the formula (CH 3 0) 3 — Si ⁇ CH 2 )3NH(CH2)3Si(OCH 3 )3 provided by Gelest, the bis[methy!diethoxysilylpropyl]amine of the formula
  • the silane compound may be chosen from octadecyltrichlorosilane and derivatives thereof.
  • the at least one silane compound may be chosen from those described In US 20080184495, incorporated by reference herein, including, for example, alkoxysilane compounds comprising at least one --Si--OR portion, wherein R is an alkyl group comprising from 1 to 6 carbon atoms.
  • the at least one silane may be chosen from organosiloxanes comprising at least 2 alkoxysilane end groups and/or trialkoxysilane end groups.
  • the at least one silane may be chosen from Bis-PEG-18 Methyl Ether Dimethyl Silane, sold by Dow Corning.
  • the at least one silane is a trialkoxysilane comprising an amino substituent.
  • the at least one silane is y-aminopropyltriethoxysilane, also known as 3-aminopropyltriethoxysilane, commercially available under the tradename, KBE-903TM, from Shin-Etsu, and also under the tradename, Si!soft® A-1 100, from omentive Performance Materials.
  • the at least one silane may be present in an amount ranging from about 0.1% to about 40% by weight, such as from about 0.1% to about 30% by weight, from about 0.5% to about 30% by weight, from about 0.5% to about 25% by weight, or from about 1% to about 20% by weight, based on the total weight of the composition.
  • one or more phases of the compositions described herein may comprise at least one bleach activator.
  • bleach activators increase the lightening effect of other components, thereby providing compositions having superior lightening power in less time, and therefore minimizing the damage to the hair and/or skin. This is likewise believed to be even more useful when, as in various embodiments herein, successive chemical treatments are applied to the hair in a short period of time.
  • Exemplary bleach activators that may be used according to various embodiments of the disclosure include, but are not limited to, cationic pyridinium derivatives, such as those disclosed in WO2010054981 ; cationic acylpyridinium derivatives, such as those disclosed in US2011232669, US201 1047712, and US2011146006; saccharin derivatives, such as those disclosed in
  • DE102010043497 cationic phthalamide derivatives, such as those disclosed in WO201 1079974; cationic 3,4-dihydroisoquinolinium derivatives, such as those disclosed in US2011146005; sulfonimine derivatives, such as those disclosed in WO2011064007; 1 ,2-dihydropyrimidtnium derivatives, such as those disclosed in DE102006031470; diacylated 2,5-diketopiperizine derivatives, such as those disclosed in US Patent No. 3,775,332; N-acylated-2,4,6,8-tetraazabicyclo-(3,3,1 )- nonan-3,7-diones, such as those disclosed in US Patent No. 3,825,543; and acylated glycoluril derivatives, such as those disclosed in US Patent No. 3,715,184, all of which are incorporated by reference herein,
  • the at least one bleach activator may be present in an amount ranging from about 0.01 % to about 15% by weight, such as from about 0.1% to about 12% by weight, from about 0.5% to about 5% by weight, based on the total weight of the composition.
  • one or more phases of the compositions described herein may comprise at least one co-bleach activator.
  • co-bleach activators also increase the lightening effect of other components, thereby providing compositions having superior lightening power in less time and minimizing the damage to the hair and/or skin.
  • co-bleach activators that may be used in the composition include, but are not limited to, aliphatic and carboxylic co-bleach activators.
  • co-bleach activators contain a hydroxyl group, a carboxylic acid, a sulfuric acid monoester, a phosphoric acid monoester, and/or a
  • co-bleach activators may be chosen from compounds of the general formula (XVI): wherein, in formula (XVI):
  • -Y is a carbonyl group, a direct bond or methylene group
  • -R1 is hydrogen, a CT - C 4 alkyl group, a physiologically acceptable cation or an S0 3 " or a P0 3 2' group;
  • -R2 is an amino, a methylamino, a dimethylamino, a trimethylammonio group, phenyl, benzyl, phenoxymethyl, 1-naphthyl, 2-naphthyl, 2-, 3-, 4-toluoyl, or an R4-0-(CH 2 CH20) n group, wherein R4 is a C 6 - C 20 alkyl group and n is a number 15 or greater; and
  • -R3 is hydrogen or an optionally branched Ci - C 6 alkyl group
  • R1 is hydrogen, a Ci - C 4 alkyl group or a physiologically acceptable cation
  • R2 is an amino, a methylamino, a dimethylamino or a trimethylammonio group
  • R3 is hydrogen or an optionally branched Ci - C 6 alky! group
  • R1 is hydrogen
  • R2 is phenyl, benzyl, phenoxymethyl, 1- naphthyl, 2-naphthyl, 2-, 3- or 4-toluoyl
  • R3 is hydrogen or an optionally branched C - Ce alkyl group
  • R1 is an S0 3 " or a P0 3 z' group
  • R2 is an R4-0- (CH2CH20) n group
  • R4 is a C e - C20 alkyl group and n is a number greater than 15
  • R3 is hydrogen
  • Non-limiting examples of co-bleach activators useful according to embodiments of the disclosure include activators such as glycine, N-methyl glycine, ⁇ , ⁇ -dimethyl glycine, alanine, N-methyt alanine, ⁇ , ⁇ -dimethyl alanine, leucine, N- methyl leucine, ⁇ , ⁇ -dimethyl leucine, isoleucine, N-methyl isoleucine, N,N-dimethyl isoleucine, and physiologically acceptable salts thereof.
  • the co-bleach activator may be chosen from glycine, aromatic alcohols, and physiologically acceptable salts thereof.
  • aromatic alcohols may include benzyl alcohol, 2-phenylethyl alcohol, -phenylethyl alcohol, 2-phenoxyethanol, 1 -hydroxymethylnaphthalene and/or 2- hydroxymethylnaphthalene.
  • co-bleach activators may be chosen from physiologically acceptable salts of an alkyl ether sulfate having the general formula (XVII):
  • R4 0(CH 2 CH 2 0) m S0 3 Y wherein, in formula (XVII), R4 is a C 0 - C 20 alkyl group; m is a number from 15 or greater; and Y is an alkali metal and/or alkaline earth metal, ammonium, alkylammonium or alkano!ammonium.
  • the co-bleach activator may be Sodium Coceth-30 Sulfate and is distributed by Cognis as a 31-33 wt% aqueous solution under the trade name Disponil® FES 77.
  • the co-bleach activator contains a structural unit which allows a plurality of spatial arrangements, such as substituted double bonds or centers of asymmetry, it is understood that ail possible stereoisomers are included. It may optionally, however, also be possible to use either just one stereoisomer, or a mixture of two or more stereoisomers.
  • the at least one co-bleach activator may be present in an amount ranging from about 0.01 % to about 10% by weight, such as from about 0.1% to about 5% by weight, based on the total weight of the
  • synthetic direct dyes that are suitable for use, mention may be made of azo direct dyes, methine direct dyes, carbonyl direct dyes, azine direct dyes, nitro (hetero) aryl direct dyes, especially nitrobenzene dyes, and tri (hetero) arylmethane direct dyes, and the addition salts thereof; alone or as mixtures,
  • dyes of the carbonyl family examples that may be mentioned include dyes chosen from acridone, benzoquinone, anthraquinone, naphthoquinone, benzanthrone, anthranthrone, pyranthrone, pyrazol- anthrone, pyrimidinoanthrone, flavanthrone, idanthrone, flavone, (iso) violanthrone, isoindolinone, benzimid- azolone, isoquinolinone, anthrapyridone, pyrazolo- quinazolone, perinone, quinacridone, quinophthalone, indigoid, thioindigo, naphthalimide, anthrapyrimidine, diketopyrrolopyrrole and coumarin dyes.
  • dyes of the azine family mention may be made, for example, of azine, xanthene, thioxanthene, fluorindine, acridine, (di)oxazine, (di)thiazine and pyronin dyes.
  • the nitro (hetero) aromatic dyes are more particularly nitrobenzene or nitropyridine direct dyes.
  • cationic or non-cationic compounds optionally comprising one or more metals or metal ions, for instance alkali metals, alkaline-earth metals, zinc and silicon.
  • Suitable synthetic direct dyes include nitrobenzene dyes; azo direct dyes; methine direct dyes; azomethine direct dyes, with, more particularly, diazacarbocyanins and isomers thereof and
  • tetraazacarbocyanins tetraazapentamethines
  • quinone direct dyes and in particular anthraquinone, naphthoquinone or benzoquinone dyes
  • azine direct dyes xanthene direct dyes
  • triarylmethane direct dyes indoamine direct dyes
  • indigoid direct dyes phthalocyanin and porphyrin direct dyes
  • the direct dyes may be chosen from nitrobenzene dyes; azo dyes; azomethine dyes, with diazacarbocyanins and isomers thereof, and tetraazacarbocyanins (tetraazapentamethines); anthraquinone direct dyes; triarylmethane direct dyes; alone or as mixtures.
  • these direct dyes are chosen from nitrobenzene dyes; azo direct dyes; azomethine direct dyes, with diazacarbocyanins and isomers thereof, and tetraazacarbocyanins (tetraaza pentamethines); alone or as a mixture.
  • nitrobenzene direct dyes that may be used, mention may be made in a non-limiting manner of the following compounds: 1 , 4-diamino-2- nitrobenzene; l-amino-2-nitro-4-hydroxyethylaminobenzene; l-amino-2-nitro-4-bis ( beta -hydroxyeth l) aminobenzene; 1 , 4-bis ( beta -hydroxyethylamino) -2- nitrobenzene; l-hydroxyethylamino-2-nitro-4-bis ( beta -hydroxy- ethylamino) benzene; 1-beta-hydroxyethy1amino-2 -nitro-4 -aminobenzene; l- hydroxyethylamino-2-nitro-4- (ethyl) (beta -hydroxy- ethyl) aminobenzene; l-amino- 3-methyl-4-hydroxyethylamino-6-nitro-nitro-
  • the synthetic direct dyes may be chosen from monochromophoric cationic direct dyes of the following types: azos; methines; azomethines with diazacarbocyanins and isomers thereof, and
  • -D represents a nitrogen atom or the -CH group
  • -Ri and R 2 which may be identical or different, represent a hydrogen atom; a Ci-C4 alkyl radical which may be substituted with a -CN, -OH or -NH 2 radical, or form, with a carbon atom of the benzene ring, an optionally oxygenous or nitrogenous heterocycle that may be substituted with one or more C 1 -C4 alkyl radicals; a 4'-aminophenyl radical,
  • R3 and R'3 which are identical or different, represent a hydrogen or halogen atom chosen from chlorine, bromine, iodine and fluorine, or a cyano, C 1 -C4 alkyl, Ci-C4 alkoxy or acetyloxy radical,
  • -X " represents an anion chosen from chloride, methyl sulfate and acetate
  • -A represents a group chosen from the following structures:
  • R 4 represents a C 1 -C4 alkyl radical that may be substituted with a hydroxy radical ;
  • R 5 represents a hydrogen atom, a C1-C4 alkoxy radical or a halogen atom such as bromine, chlorine, iodine or fluorine
  • R 6 represents a hydrogen atom or a C1-C4 alkyl radical or forms, with a carbon atom of the benzene ring, a heterocycle that is optionally oxygenous and/or substituted with one or more C1-C4 alkyl groups
  • -R? represents a hydrogen or halogen atom such as bromine, chlorine, iodine or fluorine,
  • -X " represents a cosmetically acceptable anion that is chosen from chloride, iodide, methyl sulfate, ethyl sulfate and acetate,
  • -E represents a group chosen from the following structures:
  • -R' represents a C1-C4 alkyl radical
  • dyes that may be used according to the invention, mention may also be made, among the azo direct dyes, of the following dyes, which are described in the Colour Index international, 3rd edition, incorporated by reference herein: Disperse Red 17; Disperse Red 13; Basic Red 22; Basic Red 76; Basic Yellow 57; Basic Brown 16; Basic Brown 17; Disperse Green 9; Disperse Black 9; Solvent Black 3; Disperse Blue 148; Disperse Violet 63; and Solvent Orange 7.
  • Disperse Red 15 Disperse Violet 13; Solvent Blue 14; Disperse Violet 1; Disperse Violet 4; Disperse Blue 1 ; Disperse Violet 8; Disperse Blue 3; Disperse Red 11; Disperse Blue 7; Disperse Blue 14; Basic Blue 22; Disperse Violet 15;
  • azine dyes that may be mentioned are the following compounds: Basic Blue 7; Basic Red 2; Solvent Orange 15.
  • triarylmethane dyes that may be used according to the invention, mention may be made of the following compounds: Basic Green 1; Basic Violet 3; Basic Violet 14; Basic Blue 7; Basic Blue 26.
  • indoamine dyes that may be used according to the invention, mention may be made of the following compounds: 2-hydroxyethylamino- 5- [bis (beta -4' - hydroxyethyl) amino] anilino-1 , 4-benzoquinone; 2- hydroxyethylamino-5- (2 , -methoxy-4'-amino)anilino-1 ) 4-benzoquinone; 3-N(2'-chloro- 4' -hydroxy) phenylacetylamino- 6-methoxy-1 ,4-benzoquinone imine; 3-N(3'-chloro-4' -methylamino) phenylureido- 6-methyl-1 ,4-benzoquinone imine; 3- [ 4 ' -N- (ethylcarbamylmethyl) amino ] phenylureido- 6- methyl-1 , 4-benzoquinone imine.
  • the cationic direct dyes may be, for example, chosen from direct dyes of the following types: azos, methines; azomethines, with diazacarbocyanins and isomers thereof, and tetraazacarbocyanins (tetraazapentamethines);
  • nonionic dyes compounds with a logP of greater than or equal to 2 may be chosen.
  • the logP value conventionally represents the partition coefficient of the dye between octanol and water.
  • the logP may be calculated according to the method described in the article by eylan and Howard: Atom/Fragment contribution method for estimating octanot-water partition coefficients, J. Pharm. Sci., 84: 83-92, 1995, incorporated by reference herein. This value may also be calculated using numerous commercially available software packages, which determine the logP as a function of the structure of a molecule. By way of example, mention may be made of the Epiwin software from the United States Environmental Agency.
  • the dyes that are suitable for use in the invention are chosen from the following compounds, alone or as a mixture:
  • the direct dyes of the invention are chosen from cationic dyes of the following types: azos; methines; azomethines, with diazacarbocyanins and isomers thereof, and tetraaza- carbocyanins (tetraazapentamethines);
  • anthraquinones alone or as a mixture, and in particular dyes (Al) to (A6) mentioned previously, and also nonionic dyes with a logP of greater than or equal to 2.
  • anionic direct dyes mention may be made in particular of those described in the Colour Index International 3rd edition under the name Acid, and in particular-. Disperse Red 17; Acid Yellow 9; Acid Black 1; Acid Yellow 36; Acid Orange 7; Acid Red 33; Acid Red 35; Acid Yellow 23; Acid Orange 24; Acid Violet 43; Acid Blue 62; Acid Blue 9; Acid Violet 49; and Acid Blue 7.
  • Exemplary direct dyes that may be used include those that are nonionic, anionic, and cationic.
  • the direct dye may be chosen from nitrobenzene dyes, and acridine, acridone, anthranthrone, anthrapyrimidine, anthraquinone, azine, azo, azomethine, benzanthrone, benzimidazole,
  • direct dyes include, but are not limited to, cationic direct dyes, such as cationic mixed dyes including at least one
  • chromophore such as at least two chromophores, including those described in US71 2633 and US7582122, both of which are incorporated by reference herein.
  • cationic mixed dye means a dye whose cationic charge can form an integral part of the chromophore and/or of the linker, or alternatively a dye whose cationic charge is present via a substituent on the chromophore and/or on the linker.
  • chromophore means a radical derived from a dye, i.e. a radical of a molecule that has at least one absorption maximum in the visible region between 400 and 800 nm, this absorbance requiring no prior oxidation or any combination with other chemical species.
  • the at least one chromophore may be chosen from acridine, acridone, anthrarithrone, anthrapyrimidine, anthraquinone, azine, azo, azomethine, benzanthrone, benzimidazole, benzimidazolone, benzindole, benzoxazole, benzopyran, benzothiazole, benzoquinone, bis-azine, bis-isoindoline, carboxanilide, coumarin, cyanins, diazine, diketopyrrolopyrrole, dioxazine, diphenylamine, diphenylmethane and dithiazine chromophores, flavonoids, fiuorindines, formazans, hydrazones, hydroxy ketones, indamines, indanthrones, indig
  • naphtholactams naphthoquinones, nitro dyes, oxadiazoles, oxazines, perilones, perinones, perylenes, phenazines, phenothiazines, phthalocyanin,
  • polyenes/carotenoids porphyrins, pyranthrones, pyrazoia nth rones, pyrazolones, pyrimidinoanthrones, pyronines, quinacridones, quinolines, quinophthalones, squaranes, stilbenes, tetrazoliums, thiazines, thioindigo, thiopyronines,
  • cationic direct dyes may be chosen from compounds of formula (XIX):
  • -L is a linker chosen from cationic and non-cationic atoms or groups of atoms separating the chromophores from the mixed dye
  • R are independently chosen from an alkyl radical, for example Cf-C 6 , optionally substituted with one or more hydroxyl, Ci-C 2 a!koxy, C2-C4 (poly)hydroxyalkoxy, amino, C r C 2 (di)alkytamino or optionally substituted aryl radicals, and
  • R2 and R2 1 are independently chosen from a C Ce alkyl radical, optionally substituted with one or more hydroxyl, C1-C2 alkoxy, C2-C4 (poly)hydroxyalkoxy, amino, C1-C 2 (di)alkylamtno radicals; an optionally substituted phenyl radical; and
  • -An represents one or more identical or different, monovalent or multivalent anions.
  • direct dyes of formula (XIII) that may be chosen include the following:
  • the at least one direct dye may be chosen from dyes of formula (XX), such as those described in US7220286, incorporated by reference herein:
  • -W1 is chosen from --NR8-- or --0--;
  • -X1 represents N or CR9
  • -R1 and R2 independently, are chosen from a hydrocarbon chain
  • R3 and R4 independently, are chosen from a hydrogen atom, a halogen atom, a nitro group, a cyano group or a hydrocarbon chain;
  • -R5 to R9 independently, are chosen from a hydrogen atom or a hydrocarbon chain
  • -L represents one of the groups chosen from the following:
  • -R10 to R13 independently, are chosen from a hydrocarbon chain
  • -Y is chosen from a halogen atom, e.g. fluorine or chlorine;
  • -X represents a cosmetically acceptable organic or mineral anion.
  • Direct dyes of formula (XX) also comprise a cosmetically acceptable anion that is organic or mineral in nature.
  • a cosmetically acceptable anion that is organic or mineral in nature.
  • anions that are mineral in nature mention may be made of halides, such as chlorides; hydroxides, sulphates; hydrogen sulphates.
  • suitable anions are, for instance, acetate; citrate; tartrate; alkyl sulphates for which the linear or branched alkyl portion is a C C 6 alkyl, such as the methosulphate or ethosulphate ion; alkylsulphonates for which the linear or branched alkyl portion is a Ci-C e alkyl; arylsulphonates for which the aryl, e.g. phenyl, portion is optionally substituted with one or more C1-C4 a!kyl radicals.
  • Exemplary direct dyes of formula (XX) include, but are not limited to, : 2-( ⁇ E)- ⁇ 4-[(3- ⁇ bis[3-( ⁇ 4-[(E)-(1 ,3-dimethy
  • the at least one direct dye is chosen from hydroxyethyl-2-nitro-p-toluidine and 3-methy!amino-4- nitrophenoxyethanol.
  • the at least one direct dye may be present in an amount ranging from about 0.001% to about 20% by weight, such as from about 0.005% to about 10% by weight, or from about 0.01% to about 5% by weight, based on the total weight of the composition.
  • Lift-enhancing agents that may be useful in various embodiments include, but are not limited to, metal catalysts, ammonium salts, amino acids, and urea and derivatives thereof.
  • Metal catalysts that may be used include, for example, magnesium hydroxide and magnesium carbonate.
  • Exemplary ammonium salts may be chosen from ammonium chloride, ammonium sulphate, ammonium nitrate, ammonium phosphate, ammonium acetate, ammonium carbonate, ammonium hydrogen carbonate, ammonium carbamate, and mixtures thereof.
  • Quaternary ammonium or diammonium salts may optionally be used.
  • those described in US2005071933, incorporated by reference herein may be chosen, such as, for example, those of the general formula (XXI):
  • R1 and R4 may independently be chosen from saturated or unsaturated, linear or branched, aliphatic hydrocarbon radicals comprising from 1 to about 30 carbon atoms, or an alkoxy, aikoxycarbonylalkyl, polyoxyalkylene, alkylamido, alkylamidoalkyl, hydroxyalkyl, aromatic, aryl or alkylaryl radical comprising from about 12 to about 30 carbon atoms, with at least one radical among R1 , R2, R3 and R4 denoting a radical comprising from 8 to 30 carbon atoms; and
  • -X " is an anion chosen from the group comprising halides, phosphates, acetates, lactates and alkyl sulphates; and/or genera! formula (XXII):
  • -R6 denotes an aliphatic radical comprising from about 16 to 30 carbon atoms
  • R7, R8, R9, R10 and R1 1 are independently chosen from hydrogen or an alkyl radical comprising from 1 to 4 carbon atoms, and
  • -X " is an anion chosen from the group comprising halides, acetates, phosphates and sulphates.
  • Quaternary ammonium and diammonium salts include, for example, distearyldimethylammonium chloride, cetyltrimethylammonium chloride, behenyltrimethylammonium chloride, oleocetyldimethylhydroxyethylammonium chloride, stearamidopropyldimethyl (myristyl acetate) ammonium chloride, di(Ci-C2 alkyl)( Cia-C 22 alkyl)hydroxy(C 1 -C 2 alkyl)ammonium salt, such as dialkyldimethylammonium or alkyltrimethylammonium salt in which the alkyl radical comprises 12 to 22 carbon atoms, and propanetallowdiammonium dichloride.
  • Imidazolium salts may also be used, such as, for example, the product sold as REWOQUAT W 7500 by the company REWO.
  • the at least one lift-enhancing agent may be present in an amount ranging from about 0.01 % to about 0% by weight, such as from about 0.05% to about 5% by weight, based on the total weight of the composition.
  • compositions of the present invention can also comprise any additive typically used in cosmetic or hair treatment compositions.
  • additives can be present in the pre-alkalizing composition, the color-altering composition ⁇ in the bleach composition, the developer composition, and/or the final cotor-altering composition), and/or the post-treatment composition.
  • Exemplary additives may include waxes, organogelators, thickening agents such as organophilic clays, dispersants, oils, preserving agents, fragrances, fillers, neutralizing agents, hydroxy acids, UV filters, acidifying agents, buffering agents, conditioning agents, surfactants, antioxidants, fragrances, vitamins, and provitamins.
  • the composition according to the invention may comprise one or more natural dyes.
  • natural dyes that may be chosen include lawsone, juglone, alizarin, purpurin, carminic acid, kermesic acid, laccaic acid, purpurogallin, anthragallol, protocatechaldehyde, indigo, isatin, curcumin, spinulosis chlorophylls, chlorophyllines, orceins, haematin, haematoxylin, brazilin, brazileine, safflower dyes (for instance carthamine), flavonoids (with, for example, morin, apigenidin and sandalwood), anthocyans (of the apigeninidin type), carotenoids, tannins, sorghum and cochineal carmine, or mixtures thereof.
  • lawsone juglone, alizarin, purpurin, carminic acid, kermesic acid, laccaic acid, purpurogallin, anthrag
  • Extracts or decoctions containing these natural dyes, and especially henna-based extracts, may also be used.
  • the natural dyes are chosen from lawsone, juglone, alizarin, purpurin, carminic acid, kermesic acid, laccaic acid, purpurogallin, protocatechaldehyde, indigo, isatin, curcumin, spinulosis apigenidin, chlorophylline, sorghum, orceins, cochineal carmine, haematin, haematoxylin, brazilin and brazileine, and mixtures thereof.
  • These dyes may optionally be used in the presence of mordants (for example zinc, manganese, aluminium, iron, etc. salts).
  • mordants for example zinc, manganese, aluminium, iron, etc. salts.
  • the natural dyes when they are present, may, for example, represent from about 0.001% to about 0% by weight, such as from about 0.01% to about 8% by weight, or from about 0.1% to about 5% by weight, relative to the weight of the composition.
  • the hair may be treated with heat.
  • the heat treatment may optionally be effectuated by any means known, such as, for example, by use of a hair dryer/hood, hot/flat iron, exposure to ultraviolet (UV) light, etc.
  • the step of exposing the hair to heat may last for any amount of time, such as about 0.1 second to about 1 hour, for example from about 5 minutes to about 50 minutes, about 10 to about 45 minutes, such as about 30 minutes.
  • the heat treatment may be at a temperature of at least about 50°C, such as at least about 75°C, at least about 100°C, or at least 150*C.
  • the temperature may range from about 50X to about 250°C.
  • the heat treatment may optionaly be accompanied by a smoothing step.
  • compositions according to various embodiments of the disclosure may be in any form known to those of skill in the art, and may be applied to the hair by any method known.
  • the compositions may be provided in a multiple-agent container, e.g. as a foam.
  • methods for altering the color of hair comprise discharging a composition as described herein in the form of a foam from a squeeze container, aerosol container, and the like, for example as described in WO2008136433, GB2219352A, JP5155742A2, and US20030084517, all of which are incorporated by reference herein.
  • the term “hair” is meant to include keratinous fibers.
  • the term “hair” may include “living” hair, i.e. on a living body, or may be "non-living” i.e. in a wig, hairpiece or other aggregation of non-living fibers, such as though used in textiles and fabrics.
  • Mammalian hair e.g. human hair, is preferred in various embodiments.
  • wool, fur and other melanin-containing fibers are suitable for use in the methods and with the compositions described herein.
  • anhydrous as used herein is intended to mean that the composition is either completely free of unbound water or contains substantially no unbound water, such as, for example, no more than about 1% by weight, such as no more than about 0.5% by weight, based on the weight of each composition.
  • salts and derivatives thereof is intended to mean all salts and derivatives comprising the same functional structure as the compound they are referring to, and that have similar properties,
  • pre-alkalizing and “pre-alkalized” mean that the hair has a higher pH than when it has not been subjected to chemical treatment, as described herein.
  • color-altering composition means a composition that brings about a change in hair color, including, for example, bleaching, lightening, dyeing, etc.
  • ready-to-use composition means a composition intended to be applied in unmodified form to the keratin fibers, i.e. it may be stored in unmodified form before use or may result from the extemporaneous mixing of two or more compositions.
  • the expression "chemically altering” means contacting the hair with at least one composition containing at least one chemical ingredient that changes or contributes to changing the shape and/or the color of the hair, to any degree.
  • applying a composition to the hair or “treating” the hair with a composition is intended to mean contacting the hair with at least one of the compositions of the invention, in any manner.
  • the terms “straightening” or “straighten” or “relaxing” or “relax” the hair mean to remove the curl from the hair or reduce the degree of curl of the hair. It also means changing the shape of hair or the degree of curl in the hair to make the hair more straight. It can also mean removing or reducing the frizziness of the hair.
  • cosmetically acceptable means that the item in question is compatible with any human keratin materia! and in particular human keratinous fibers, such as human hair.
  • cosmetically acceptable carrier means a carrier that is compatible with any human keratin material and in particular human keratinous fibers, such as human hair.
  • percently contacted means that the time period between contacting the hair with a chemical composition according to various methods is not more than about twenty four hours.
  • natural hair color refers to the color of hair resulting from the melanin pigments present in the hair.
  • conditioning means imparting to at least one keratinous fiber at least one property chosen from combability, manageability, moisture-retentivity, luster, shine, and softness.
  • level of conditioning is evaluated by measuring, and comparing, the ease of combability of the treated hair and of the untreated hair in terms of combing work (gm-in).
  • formed from means obtained from chemical reaction of, wherein “chemical reaction,” includes spontaneous chemical reactions and induced chemical reactions.
  • the phrase “formed from” is open ended and does not limit the components of the composition to those listed.
  • rheology-modifying agent or “rheology modifier” means any compound capable of giving a viscosity to the oxidizing composition such that, once it is applied onto hair, this composition does not run, and remains perfectly localized at the point of application.
  • rheology-modifying agent or “rheology modifier” means any compound capable of giving a viscosity to the oxidizing composition such that, once it is applied onto hair, this composition does not run, and remains perfectly localized at the point of application.
  • the methods and compositions disclosed may be used on the hair that has not been artificially dyed or pigmented.
  • compositions disclosed may be also used on the hair that has been artificially dyed or pigmented.
  • Bleach Composition (alkaline pH):
  • Example 2 was formed by mixing 13 grams of the alkaline bleach composition with 30 grams of the developer
  • composition and applied to the relaxed hair. This mixture was left on the hair for 5 minutes (only 5 minutes to obtain equal degree of lift as in Example 1 above), and then rinsed with water and dried.
  • PH Determination The treated hair was soaked in 250 mL deionized water for 5 minutes. The pH of the water was then measured in order to determine the pH of the color-altering composition formed by combining the bleach composition and the developer composition.
  • Colorimetric study The lightness of the color of the treated hair was measured by colorimetric measurements using a Minolta CM2002 colorimeter in the L*a*b* system. According to this system, the greater the value of L, the lighter or less intense the color. Conversely, the lower the value of L, the darker or more intense the color.
  • EXAMPLE 3 BLEACH COMPOSITION IN THE FORM OF A FOAM
  • the invention was also tested for the efficacy of removing color from hair in order to correct the color of hair that was just dyed.
  • the invention was compared to a commercial alkaline hair color corrector.
  • the alkaline hair color corrector involves a first step of applying a persulfate-containing bleach/peroxide developer alkaline mixture which strips the color of the hair, followed by a second step where the hair has to be re-colored in order to achieve the desired final color.
  • EXAMPLE 6 ALTERING THE COLOR OF PERMED HAIR
  • the invention was tested by perming hair first (pre-alkalizing step) then treating the hair with the color-altering composition (following the procedure described above). Hair at two different tone levels, L3 and L6, were used for this study. L a B Delta E pH of Hair
  • compositions according to various embodiments of the disclosure were evaluated.
  • the following compositions were made according to various embodiments of the disclosure.
  • the first composition (7A.1) comprised Dow Corning 2-8299 Cationic Emulsion (an alkoxyaminosilicone), and the second composition (7A.2) did not.
  • composition 7A.1 or 7A.2 was applied to Level 3 relaxed hair, and the level of conditioning of the hair was evaluated by ten testers. Eight out of the ten testers rated the hair treated with the first composition, 7A.1 , comprising the aikoxyaminosilicone, as more conditioned.
  • composition 7B.1 with silane added Bleach Composition
  • Either composition 7B.1 or 7B.2 was applied to Level 3 relaxed hair, and the level of conditioning of the hair was evaluated by ten testers. Six out of the ten testers rated the hair treated with the first composition, 7B.1 , comprising the silane, as more conditioned.
  • compositions were prepared as follows:
  • compositions according to various embodiments of the invention (ALT-Cream), relative to prior art compositions (Comparative formula A).
  • ALT-Cream compositions according to various embodiments of the invention
  • Comparative formula A Composition L* a* b* Time (rnln)
  • compositions were made according to an embodiment of the disclosure.
  • the compositions were identical, except for the addition of the metal catalyst.
  • compositions were applied to either Level 3 or Level 7 virgin hair, as indicated below.

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Abstract

La présente invention concerne des procédés et des compositions pour modifier la couleur de cheveux, comprenant le traitement des cheveux avec une composition pré-alcalinisante et ensuite le traitement des cheveux avec une composition modifiant la couleur comprenant au moins un agent oxydant choisi parmi des peroxydes, des persulfates, des perborates, des percarbonates, des peracides, des bromates, leurs sels et des mélanges de ceux-ci.
PCT/US2012/064545 2011-11-09 2012-11-09 Compositions et procédés pour modifier l'aspect de cheveux WO2013071182A1 (fr)

Priority Applications (5)

Application Number Priority Date Filing Date Title
CN201280055022.7A CN104066423A (zh) 2011-11-09 2012-11-09 一种改变头发外观的组合物及方法
EP12848141.3A EP2787962A4 (fr) 2011-11-09 2012-11-09 Compositions et procédés pour modifier l'aspect de cheveux
BR112014011300A BR112014011300A2 (pt) 2011-11-09 2012-11-09 métodos para alterar a aparência do cabelo e para minimizar o dano ao cabelo durante um processo para clarear o cabelo
US14/274,263 US9565915B2 (en) 2011-11-09 2014-05-09 Compositions and methods for altering the appearance of hair
ZA2014/03523A ZA201403523B (en) 2011-11-09 2014-05-15 Compositions and methods for altering the appearance of hair

Applications Claiming Priority (12)

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US201161557895P 2011-11-09 2011-11-09
US201161557902P 2011-11-09 2011-11-09
US201161557903P 2011-11-09 2011-11-09
US201161557901P 2011-11-09 2011-11-09
US201161557894P 2011-11-09 2011-11-09
US201161557906P 2011-11-09 2011-11-09
US61/557,901 2011-11-09
US61/557,894 2011-11-09
US61/557,902 2011-11-09
US61/557,906 2011-11-09
US61/557,895 2011-11-09
US61/557,903 2011-11-09

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WO2014074812A1 (fr) * 2012-11-09 2014-05-15 L'oreal Procédés pour modifier la couleur et l'aspect de cheveux
US9566221B2 (en) 2012-11-09 2017-02-14 L'oreal Methods for altering the color and appearance of hair
US9565916B2 (en) 2011-11-09 2017-02-14 L'oreal Compositions and methods for altering the appearance of hair
US11975092B2 (en) 2018-10-31 2024-05-07 L'oreal Hair treatment compositions, methods, and kits for treating hair
US12048759B2 (en) 2015-11-24 2024-07-30 L'oreal Compositions for treating the hair

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ES2914404T3 (es) * 2017-12-29 2022-06-10 Oreal Composiciones para alterar el color del cabello
CN110101153B (zh) * 2019-04-22 2021-08-31 太和县金意成毛发制品有限公司 一种修复假发中角质蛋白活性的处理方法
CN114727931B (zh) * 2019-11-29 2023-10-20 莱雅公司 用于护理/化妆角蛋白纤维的组合物
CN111962285A (zh) * 2020-08-04 2020-11-20 天津工业大学 一种牦牛绒的漂白剂及处理方法
CN113683947B (zh) * 2021-08-30 2022-03-08 黄山中邦孚而道涂料有限公司 一种机车用高耐磨耐候耐腐蚀涂料、制备方法及其应用

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Publication number Priority date Publication date Assignee Title
US9565916B2 (en) 2011-11-09 2017-02-14 L'oreal Compositions and methods for altering the appearance of hair
WO2014074812A1 (fr) * 2012-11-09 2014-05-15 L'oreal Procédés pour modifier la couleur et l'aspect de cheveux
US9474700B2 (en) 2012-11-09 2016-10-25 L'oreal Methods for altering the color and appearance of hair
US9566221B2 (en) 2012-11-09 2017-02-14 L'oreal Methods for altering the color and appearance of hair
US12048759B2 (en) 2015-11-24 2024-07-30 L'oreal Compositions for treating the hair
US11975092B2 (en) 2018-10-31 2024-05-07 L'oreal Hair treatment compositions, methods, and kits for treating hair

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ZA201403523B (en) 2016-10-26
BR112014011300A2 (pt) 2017-04-25
EP2787962A1 (fr) 2014-10-15
CN104066423A (zh) 2014-09-24
EP2787962A4 (fr) 2015-12-02

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