EP2170256A2 - Conditioning composition comprising dual cationic surfactant system, aminosilicone and silicone resin - Google Patents

Conditioning composition comprising dual cationic surfactant system, aminosilicone and silicone resin

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Publication number
EP2170256A2
EP2170256A2 EP08789431A EP08789431A EP2170256A2 EP 2170256 A2 EP2170256 A2 EP 2170256A2 EP 08789431 A EP08789431 A EP 08789431A EP 08789431 A EP08789431 A EP 08789431A EP 2170256 A2 EP2170256 A2 EP 2170256A2
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EP
European Patent Office
Prior art keywords
cationic surfactant
composition
conditioning
ammonium salt
conditioning composition
Prior art date
Legal status (The legal status 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 status listed.)
Withdrawn
Application number
EP08789431A
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German (de)
French (fr)
Inventor
Yujun Li
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Procter and Gamble Co
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Procter and Gamble Co
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Filing date
Publication date
Application filed by Procter and Gamble Co filed Critical Procter and Gamble Co
Publication of EP2170256A2 publication Critical patent/EP2170256A2/en
Withdrawn legal-status Critical Current

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Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34Alcohols
    • A61K8/342Alcohols having more than seven atoms in an unbroken chain
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/41Amines
    • A61K8/416Quaternary ammonium compounds
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89Polysiloxanes
    • A61K8/891Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89Polysiloxanes
    • A61K8/896Polysiloxanes containing atoms other than silicon, carbon, oxygen and hydrogen, e.g. dimethicone copolyol phosphate
    • A61K8/898Polysiloxanes containing atoms other than silicon, carbon, oxygen and hydrogen, e.g. dimethicone copolyol phosphate containing nitrogen, e.g. amodimethicone, trimethyl silyl amodimethicone or dimethicone propyl PG-betaine
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/12Preparations containing hair conditioners

Definitions

  • the present invention relates to a conditioning composition
  • a conditioning composition comprising: (a) a surfactant system comprising: di- and mono-alkyl quaternized ammonium salt cationic surfactants; (b) a high melting point fatty compound; (c) an aminosilicone; (d) a silicone resin; and (e) an aqueous carrier.
  • the composition of the present invention can provide improved wet and dry conditioning benefits while providing durable conditioning and chronic/long lasting color protection benefit.
  • conditioning agents such as cationic surfactants and polymers, high melting point fatty compounds, low melting point oils, silicone compounds, and mixtures thereof.
  • Most of these conditioning agents are known to provide various conditioning benefits.
  • some cationic surfactants when used together with some high melting point fatty compounds, are believed to provide a gel matrix which is suitable for providing a variety of conditioning benefits such as slippery feel during the application to wet hair and softness and moisturized feel on dry hair.
  • Such durable conditioning and chronic/long lasting color protection benefits are, for example, at least one of the folio wings: maintaining good sensory feel long period after coloring hair, preventing color fading of colored hair or minimizing/slowing down color lost until next coloring hair.
  • WO publication No. WO 2005/107682 discloses the conditioning of hair after it has been oxidized in a coloring, bleaching or perming treatment, which comprises conditioning treatment with a conditioning compositions comprising a functionalized silicone such as aminosilicones.
  • WO publication No. WO 2005/107682 also discloses, in Example 3, a hair conditioner comprising: stearamidopropyl dimethylamine; dicetyl dimethyl ammonium chloride; cetyl alcohol; stearyl alcohol; amino-silicone having a tradename TSF4707 and MQ resin having a tradename SRlOOO.
  • the present invention is directed to a conditioning composition comprising by weight:
  • a surfactant system comprising: a dialkyl quaternized ammonium salt cationic surfactant; and a monoalkyl quaternized ammonium salt cationic surfactant;
  • the conditioning compositions of the present invention can provide improved wet and dry conditioning benefits while providing durable conditioning and chronic/long lasting color protection benefits.
  • the composition of the present invention when containing cationic surfactants and/or gel matrix formed by cationic surfactants and high melting point fatty compounds, is substantially free of anionic surfactants and anionic polymers, in view of avoiding undesirable interaction with cationic surfactants and/or in view of stability of the gel matrix.
  • substantially free of anionic surfactants and anionic polymers means that the composition contains 1% or less, preferably 0.5% or less, more preferably totally 0% of total of anionic surfactants and anionic polymers.
  • the composition of the present invention comprises a cationic surfactant system comprising a dialkyl quaternized ammonium salt cationic surfactant and a monoalkyl quaternized ammonium salt cationic surfactant.
  • the cationic surfactant system is included in the composition at a level by weight of from about 0.1% to about 10%, preferably from about 0.3% to about 5%, more preferably from about 0.5% to about 3%.
  • dialkyl and monoalkyl quaternized ammonium salt cationic surfactants can provide improved deposition of the silicones and fatty alcohols of the present invention, compared to other cationic surfactants.
  • Such other cationic surfactants are, for example, other combinations of cationic surfactants or use of a single cationic surfactant, such other combinations including that of a dialkyl quaternized ammonium salt cationic surfactant and an amidoamine cationic surfactant such as stearamidopropyl dimethylamine, behenamidopropyl dimethylamine, and quatermized with glutamic acid.
  • cationic surfactant system such that the weight ratio of the dialkyl quaternized ammonium salt cationic surfactant to the monoalkyl quaternized ammonium salt cationic surfactant is within the range of from about 1:1 to about 1:20, more preferably from about 1:1 to about 1:15, still more preferably from about 1: 1 to about 1:10, (i) Dialkyl quaternized ammonium salt cationic surfactant
  • Dialkyl quaternized ammonium salt cationic surfactants useful herein are those having the formula:
  • R" wherein two of R 7 , R 7 , R 77 and R 78 are selected from an alkyl group of from 12 to 30 carbon atoms or an aromatic, alkoxy, polyoxyalkylene, alkylamido, hydroxyalkyl, aryl or alkylaryl group having up to about 30 carbon atoms with or without an ester group; the remainder of R 75 , R 76 , R 77 and R 78 are independently selected from an alkyl group of from 1 to about 4 carbon atoms or an alkoxy, polyoxyalkylene, alkylamido, hydroxyalkyl, aryl or alkylaryl group having up to about 4 carbon atoms; and X " is a salt-forming anion such as those selected from halogen, (e.g.
  • alkyl groups can contain, in addition to carbon and hydrogen atoms, ether and/or ester linkages, and other groups such as amino groups.
  • the longer chain alkyl groups e.g., those of about 12 carbons, or higher, can be saturated or unsaturated or branched.
  • R 7 , R 7 , R 77 and R 78 are selected from an alkyl group of from 12 to 30 carbon atoms, more preferably from 16 to 22 carbon atoms, still more preferably from 16 to 20 carbon atoms; the remainder of R 75 , R 76 , R 77 and R 78 are independently selected from CH 3 , C 2 H 5 , C 2 H 4 OH, and mixtures thereof; and X is selected from the group consisting of Cl, Br, CH 3 OSO 3 , C 2 H 5 OSO 3 , and mixtures thereof.
  • Nonlimiting examples of preferred dialkyl quaternized ammonium salt cationic surfactants include: dicocodimonium chloride; dicocodimonium bromide; dimyristyldimonium chloride; dimyristyldimonium bromide; dicetyldimonium chloride; dicetyldimonium bromide; dicetylmethylbenzylmonium chloride; distearyldimonium chloride; distearyldimonium bromide; dimetyldi(hydrogenated tallow)monium chloride; hydroxypropylbisstearylmonium chloride; distearylmethylbenzylmonium chloride; dibehenyl/diarachidyldimonium chloride; dibehenyl/diarachidyldimonium bromide; dibehenyldimonium chloride; dibehenyldimonium bromide; dibehenyldimonium m
  • dialkyl quaternized ammonium salt cationic surfactant useful herein asymmetric dialkyl quaternized ammonium salt cationic surfactants. It is believed that the asymmetric dialkyl quaternized ammonium salt cationic surfactant can provide easy-to rinse feel, compared to symmetric dialkyl quaternized ammonium salt cationic surfactants.
  • the asymmetric dialkyl quaternized ammonium salt cationic surfactants useful herein are those having the formula:
  • R 71 is selected from an alkyl group of from 12 to 30 carbon atoms or an aromatic, alkoxy, polyoxyalkylene, alkylamido, hydroxyalkyl, aryl or alkylaryl group having up to about 30 carbon atoms
  • R 72 is selected from an alkyl group of from 5 to 12 carbon atoms or an aromatic, alkoxy, polyoxyalkylene, alkylamido, hydroxyalkyl, aryl or alkylaryl group having up to about 12 carbon atoms
  • R 73 and R 74 are independently selected from an alkyl group of from 1 to about 4 carbon atoms or an aromatic, alkoxy, polyoxyalkylene, alkylamido, hydroxyalkyl, aryl or alkylaryl group having up to about 4 carbon atoms
  • X " is a salt-forming anion such as those selected from halogen, (e.g.
  • alkyl groups can contain, in addition to carbon and hydrogen atoms, ether linkages, ester linkages, and other groups such as amino groups.
  • the longer chain alkyl groups e.g., those of about 12 carbons, or higher, can be saturated or unsaturated and/or straight or branched.
  • R 71 is selected from a non-functionalized alkyl group of from 12 to 30 carbon atoms, preferably from 16 to 22 carbon atoms;
  • R 72 is selected from a non-functionalized alkyl group of from 5 to 12 carbon atoms, more preferably from 6 to 10 carbon atoms, still more preferably 8 carbon atoms;
  • R 73 and R 74 are independently selected from CH 3 , C 2 H 5 , C 2 H 4 OH, and mixtures thereof; and
  • X is selected from the group consisting of Cl, Br, CH 3 OSO 3 , C 2 H 5 OSO 3 , and mixtures thereof.
  • R 71 is a straight, saturated non-functionalized alkyl group
  • R 72 is a branched saturated non-functionalized alkyl group.
  • the branched group of R 72 is a straight, saturated alky group of from 1 to 4 carbon atoms, even more preferably 2 carbon atoms.
  • Nonlimiting examples of preferred asymmetric dialkyl quaternized ammonium salt cationic surfactants include: stearylethylhexylmonium chloride, stearylethylhexylmonium bromide; stearyl ethylhexyl dimonium methosulfate; cetearyl ethylhexyldimonium Methosulfate available, for example, with tradename Varisoft ASQ from Evonik.
  • Mono-alkyl quaternized ammonium salt cationic surfactants useful herein are those having the formula:
  • R" wherein one of R 7 , R 7 , R 77 and R 78 is selected from an alkyl group of from 12 to 30 carbon atoms or an aromatic, alkoxy, polyoxyalkylene, alkylamido, hydroxyalkyl, aryl or alkylaryl group having up to about 30 carbon atoms; the remainder of R 75 , R 76 , R 77 and R 78 are independently selected from an alkyl group of from 1 to about 4 carbon atoms or an alkoxy, polyoxyalkylene, alkylamido, hydroxyalkyl, aryl or alkylaryl group having up to about 4 carbon atoms; and X " is a salt-forming anion such as those selected from halogen, ⁇ e.g.
  • alkyl groups can contain, in addition to carbon and hydrogen atoms, ether and/or ester linkages, and other groups such as amino groups.
  • the longer chain alkyl groups e.g., those of about 12 carbons, or higher, can be saturated or unsaturated.
  • one of R 75 , R 76 , R 77 and R 78 is selected from an alkyl group of from 12 to 30 carbon atoms, more preferably from 16 to 22 carbon atoms, still more preferably from 18 to 22 carbon atoms, even more preferably 22 carbon atoms; the remainder of R 75 , R 76 , R 77 and R 78 are independently selected from CH 3 , C 2 H 5 , C 2 H 4 OH, and mixtures thereof; and X is selected from the group consisting of Cl, Br, CH 3 OSO 3 , C 2 H 5 OSO 3 , and mixtures thereof. It is also believed that the use of alkylsulfate such as methosulfate and ethosulfate as a salt-forming anion may be able to provide better conditioning benefits especially wet conditioning benefits, compared to other salt-forming anions.
  • Nonlimiting examples of such monoalkyl quaternized ammonium salt cationic surfactants include: behenyl trimethyl ammonium salt such as behenyl trimethyl ammonium methosulfate and behenyl trimethyl ammonium chloride; stearyl trimethyl ammonium salt; cetyl trimethyl ammonium salt; and hydrogenated tallow alkyl trimethyl ammonium salt.
  • behenyl trimethyl ammonium salt such as behenyl trimethyl ammonium methosulfate and behenyl trimethyl ammonium chloride
  • stearyl trimethyl ammonium salt cetyl trimethyl ammonium salt
  • hydrogenated tallow alkyl trimethyl ammonium salt include: behenyl trimethyl ammonium salt such as behenyl trimethyl ammonium methosulfate and behenyl trimethyl ammonium chloride; stearyl trimethyl ammonium salt; cetyl trimethyl ammonium salt; and hydrogenated tallow alkyl trimethyl
  • the composition of the present invention comprises a high melting point fatty compound.
  • the high melting point fatty compound is included in the composition at a level of from about 1% to about 15%, preferably from about 2% to about 10%, more preferably from about 3% to about 8% by weight of the composition, in view of providing improved conditioning benefits such as slippery feel during the application to wet hair, softness and moisturized feel on dry hair.
  • the high melting point fatty compound useful herein have a melting point of 25 0 C or higher, and is selected from the group consisting of fatty alcohols, fatty acids, fatty alcohol derivatives, fatty acid derivatives, and mixtures thereof. It is understood by the artisan that the compounds disclosed in this section of the specification can in some instances fall into more than one classification, e.g., some fatty alcohol derivatives can also be classified as fatty acid derivatives. However, a given classification is not intended to be a limitation on that particular compound, but is done so for convenience of classification and nomenclature.
  • certain compounds having certain required carbon atoms may have a melting point of less than 25 0 C. Such compounds of low melting point are not intended to be included in this section.
  • Nonlimiting examples of the high melting point compounds are found in International Cosmetic Ingredient Dictionary, Fifth Edition, 1993, and CTFA Cosmetic Ingredient Handbook, Second Edition, 1992.
  • fatty alcohols are preferably used in the composition of the present invention.
  • the fatty alcohols useful herein are those having from about 14 to about 30 carbon atoms, preferably from about 16 to about 22 carbon atoms. These fatty alcohols are saturated and can be straight or branched chain alcohols.
  • Preferred fatty alcohols include, for example, cetyl alcohol, stearyl alcohol, behenyl alcohol, and mixtures thereof.
  • High melting point fatty compounds of a single compound of high purity are preferred.
  • Single compounds of pure fatty alcohols selected from the group of pure cetyl alcohol, stearyl alcohol, and behenyl alcohol are highly preferred.
  • pure herein, what is meant is that the compound has a purity of at least about 90%, preferably at least about 95%.
  • the conditioning composition of the present invention comprises an aqueous carrier.
  • the level and species of the carrier are selected according to the compatibility with other components, and other desired characteristic of the product.
  • the compositions of the present invention comprise from about 20% to about 99%, preferably from about 30% to about 95%, and more preferably from about 80% to about 95% water.
  • the carrier useful in the present invention includes water and water solutions of lower alkyl alcohols and polyhydric alcohols.
  • the lower alkyl alcohols useful herein are monohydric alcohols having 1 to 6 carbons, more preferably ethanol and isopropanol.
  • the polyhydric alcohols useful herein include propylene glycol, hexylene glycol, glycerin, and propane diol.
  • the aqueous carrier is substantially water.
  • Deionized water is preferably used.
  • Water from natural sources including mineral cations can also be used, depending on the desired characteristic of the product.
  • the above cationic surfactants together with high melting point fatty compounds and an aqueous carrier, form a gel matrix in the composition of the present invention.
  • the gel matrix is suitable for providing various conditioning benefits such as slippery feel during the application to wet hair and softness and moisturized feel on dry hair.
  • the cationic surfactant and the high melting point fatty compound are contained at a level such that the weight ratio of the cationic surfactant to the high melting point fatty compound is in the range of, preferably from about 1:1 to about 1:10, more preferably from about 1: 1 to about 1:6.
  • Water is typically heated to at least about 70 0 C, preferably between about 80 0 C and about 90 0 C.
  • the cationic surfactant and the high melting point fatty compound are combined with the water to form a mixture.
  • the temperature of the mixture is preferably maintained at a temperature higher than both the melting temperature of the cationic surfactant and the melting temperature of the high melting point fatty compound, and the entire mixture is homogenized.
  • the mixture is gradually cooled (e.g., at a rate of from about l°C/minute to about 5°C/minute) to a temperature below 60 0 C, preferably less than about 50 0 C.
  • a significant viscosity increase is observed at between about 50 0 C and about 60 0 C. This indicates the formation of gel matrix. Additional components are then combined with the gel matrix, and cooled to room temperature.
  • the present invention comprises, by weight of the composition, from about 60% to about 99%, preferably from about 70% to about 95%, and more preferably from about 80% to about 95% of a gel matrix, to which optional ingredients such as silicones can be added.
  • the composition containing the above amount of gel matrix is typically characterized by rheology at 95Os-I of from about 40 Pa to about 600 Pa, preferably from about 50 Pa to about 500 Pa, and more preferably from about 70 Pa to about 400Pa, as measured at 26.7 0 C, by means of TA ARlOOO rheometer at shear rate from 0.1s "1 to 1100s "1 with the duration of 1 minutes.
  • composition of the present invention can contain a thickening polymer
  • the composition of the present invention can have the above rheology with the presence of any thickening polymer.
  • the composition of the present invention may contain a thickening polymer
  • the composition of the present invention can have the above viscosity without the presence of any thickening polymer.
  • compositions of the present invention comprise an aminosilicone.
  • the aminosilicone is included in the composition at levels by weight of the composition of from about 0.1% to about 20%, preferably from about 0.25% to about 15%, more preferably from about 0.5% to about 10%, still more preferably from about 1% to about 7%.
  • the aminosilicone useful herein include, but are not limited to silicones of the following structure: wherein: a sum (n+m) ranges from about 2 to about 2000, preferably from about 150 to about 2000, more preferably from about 250 to about 1200, still more preferably from about 300 to about 800; n is a number ranging from about 1 to about 1999, and m is a number ranging from about 1 to about 1999; and n and m are chosen such that a ratio of m:n is from about 1:1000 to about 1: 10, preferably from about 1:1000 to about 1:25, more preferably from about 1:800 to about 1:50, still more preferably from about 1:500 to about 1:50, even more preferably from about 1:400 to about 1: 100;
  • Ri 4 , Ri 5 , Ri 6 which may be identical or different, are chosen from a hydroxyl radical, C1-C4 alkoxy radicals and methyl, preferably R M and R 15 are hydroxyl radical and/or C1-C4 alkoxy radicals and Ri 6 is methyl;
  • A is chosen from linear and branched C3-C8 alkenyl radicals
  • Rn is chosen from H, phenyl, linear or branched C1-C4 alkyl radical, benzyl or preferably linear or branched (C2-C8)NH 2 ;
  • G is chosen from H, phenyl, hydroxyl, C1-C8 alkyl, preferably methyl. These aminosilicones may be of the random or block type.
  • Suitable aminosilicones of the present invention include, but are not limited to, organomodified silicones with amine functionality available commercially under the trade names such as ADMI lOO and ADM1600 from Wacker Silicones, AP6087, DC2-8211, DC8822, DC8822A, DC8803, DC2-8040, DC2-8813, DC2-8630 and DC8566 from Dow Corning Corporation, KF-862, KF-861, KF-862S, KF-8005, KF-8004, KF-867S, KF-873, and X-52-2328 from Shin-Etsu Corporation, and TSF 4702, TSF 4703, TSF 4704, TSF 4705, TSF 4707, TSF 4708, TSF 4709, F42-B3115, SF 1708, SF 1923, SF 1921, SF 1925, OF TP AC3309, OF 7747, OF-NH TP AI3631, OF-NH TP AI3683 from GE Bayer Silicones.
  • Highly preferred aminosilicones of the present invention are organomodified silicones with amine functionality with viscosities of greater than about 4,000mPa.s in view of conditioning efficiency and up to about 100,000mPa.s in view of friendly incorporation processing and spreadability, which include, but are not limited to, commercially available fluids under the trade names ADMIlOO from Wacker Silicones, AP6087, DC8803 from Dow Corning Corporation, and TSF 4707 from GE Bayer Silicones. SILICONE RESIN
  • compositions of the present invention comprise a silicone resin.
  • silicone resins are believed to create a 3-dimensional network within the aminosilicone fluid giving rise to vicoelasticity thereby improving the adhesive properties of the fluid and hence the durability on a fibrous substrate.
  • the silicone resin is insoluble in water.
  • the mixture of the aminosilicone and the silicone resin may be dispersed therewithin in the form of emulsified droplets.
  • the organosiloxane resins according to the invention are solid at about 25°C. Whilst not wishing to be bound to theory, it is believed that solid silicone resin can form an ultrafine dispersion in the aminosilicone which behaves unlike any of the silicone resin per se, the aminosilicone per se, and a blended fluid with the aminosilicone when using fluid silicone resin.
  • the organosiloxane resins according to the invention have a molecular weight range of from about 500 to about 50,000, more preferably from about 750 to about 25,000, still more preferably from about 1,000 to about 10,000 grams/mole. Whilst not wishing to be bound to theory, it is believed that silicone resins of lower or larger molecular weight tend to provide reduced synergy with the aminosilicone.
  • the silicone resin is included in the composition at levels by weight of the composition of from about 0.0001% to about 10%, preferably from about 0.001% to about 5%, more preferably from about 0.002% to about 3%, still more preferably from about 0.003% to about 1%. It is preferred to contain the silicone resin such that the weight ratio of the silicone resin to the aminosilicone is within the scope of from about 1:500 to about 1:3000, more preferably from about 1:800 to about 1:2000, still more preferably from about 1:800 to about 1:1500. It is believed that a lower level of the silicone resin provides reduced synergetic benefit with the aminosilicone, while a higher level of the silicone resin tend to provide poor sensory feel.
  • Organosiloxane resins useful herein are combinations of R 3 SiOm “M” units, R 2 SiO "D” units, Rsi ⁇ 3/ 2 "T” units, SiO 2 "Q” units in ratios to each other that satisfy the relationship R n Si0( 4 - n )/ 2 where n is a value between 1.0 and 1.50 and R is a methyl group. Silanol or alkoxy functionalities may also be present in the resin structure.
  • the organosiloxane resins comprise repeating monofunctional R 3 SiOm "M” units and the quadrafunctional Si ⁇ 2 "Q" units, otherwise known as "MQ" resins.
  • the ratio of the "M” to "Q” functional units is advantageously from 0.7 and the value of n is 1.2.
  • Organosiloxane resins such as these are commercially available as SRlOOO available from GE Bayer Silicones and Wacker 803 from Wacker Silicones. ADDITIONAL COMPONENTS
  • composition of the present invention may include other additional components, which may be selected by the artisan according to the desired characteristics of the final product and which are suitable for rendering the composition more cosmetically or aesthetically acceptable or to provide them with additional usage benefits.
  • additional components generally are used individually at levels of from about 0.001% to about 10%, preferably up to about 5% by weight of the composition.
  • low melting point oils having a melting point of less than 25 0 C including, for example, unsaturated fatty alcohols such as oleyl alcohol and ester oils such as pentaerythritol ester oils; other oils such as safflower seed oil, coconut oil, cationic conditioning polymers including, for example, cationic celluloses and cationic guar gums; polyethylene glycols; other conditioning agents such as hydrolysed collagen with tradename Peptein 2000 available from Hormel, vitamin E with tradename Emix-d available from Eisai, panthenol available from Roche, panthenyl ethyl ether available from Roche, hydrolysed keratin, proteins, hydrolyzed sweet almond protein, plant extracts, and nutrients; preservatives such as benzyl alcohol, methyl paraben, propyl paraben and imidazolidinyl urea; pH adjusting agents, such as citric acid,
  • the conditioning compositions of the present invention can be in the form of rinse-off products or leave-on products, and can be formulated in a wide variety of product forms, including but not limited to creams, gels, emulsions, mousses and sprays.
  • the conditioning composition of the present invention is especially suitable for rinse-off hair conditioner.
  • Such compositions are preferably used with a colorant composition by following steps:
  • conditioning compositions are also used by following steps:
  • compositions are identified by chemical or CTFA name, or otherwise defined below.
  • Asymmetric dialkyl quaternized ammonium salt cationic surfactant- 1 Cetearyl ethylhexyl dimonium methosulfate, available with a tradename Varisoft ASQ from Evonik
  • m and n are numbers with a sum (n+m) ranging from 300 to 800 and are chosen such that ratio of m:n is from 1:400 to 1:100;
  • Ri 4 and R 15 are hydroxyl radical and/or Cl- C4 alkoxy radicals and R 16 is methyl;
  • A is chosen from linear and branched C3-C8 alkenyl radicals;
  • Ri 7 is chosen from linear or branched (C2-C8)NH 2 ; and G is methyl.
  • compositions of "Ex. 1" through “Ex. 8" as shown above can be prepared by any conventional method well known in the art. They are suitably made as follows:
  • Cationic surfactants and high melting point fatty compounds are added to water with agitation, and heated to about 80 0 C. The mixture is cooled down to about 50 0 C. If included, silicone compounds, perfumes, preservatives are added to the mixture with agitation. Then the mixture is cooled down to room temperature.
  • Examples 1 through 8 are hair conditioning compositions of the present invention which are particularly useful for rinse-off use.
  • the embodiments disclosed and represented by the previous "Ex. 1" through “Ex. 8" have many advantages. For example, they can provide improved wet and dry conditioning benefits while providing durable conditioning and chronic/long lasting color protection benefits.

Abstract

Disclosed is a conditioning composition comprising: (a) from about 0.1% to about 10% of a surfactant system comprising: di- and mono-alkyl quaternized ammonium salt cationic surfactants; (b) from about 1% to about 15% of a high melting point fatty compound; (c) from about 0.1 % to about 20% of an aminosilicone; (d) from about 0.0001% to about 10% of a silicone resin; and (e) an aqueous carrier. The composition of the present invention can provide improved wet and dry conditioning benefits while providing chronic/long lasting color protection benefits.

Description

CONDITIONING COMPOSITION COMPRISING DUAL CATIONIC SURFACTANT SYSTEM, AMINOSILICONE AND SILICONE RESIN
FIELD OF THE INVENTION
The present invention relates to a conditioning composition comprising: (a) a surfactant system comprising: di- and mono-alkyl quaternized ammonium salt cationic surfactants; (b) a high melting point fatty compound; (c) an aminosilicone; (d) a silicone resin; and (e) an aqueous carrier. The composition of the present invention can provide improved wet and dry conditioning benefits while providing durable conditioning and chronic/long lasting color protection benefit.
BACKGROUND OF THE INVENTION
A variety of approaches have been developed to condition the hair. A common method of providing conditioning benefit is through the use of conditioning agents such as cationic surfactants and polymers, high melting point fatty compounds, low melting point oils, silicone compounds, and mixtures thereof. Most of these conditioning agents are known to provide various conditioning benefits. For example, some cationic surfactants, when used together with some high melting point fatty compounds, are believed to provide a gel matrix which is suitable for providing a variety of conditioning benefits such as slippery feel during the application to wet hair and softness and moisturized feel on dry hair.
There is a need for hair conditioning compositions which provide durable conditioning and chronic/long lasting color protection benefit while providing improved wet and dry conditioning benefits. Such durable conditioning and chronic/long lasting color protection benefits are, for example, at least one of the folio wings: maintaining good sensory feel long period after coloring hair, preventing color fading of colored hair or minimizing/slowing down color lost until next coloring hair.
WO publication No. WO 2005/107682 discloses the conditioning of hair after it has been oxidized in a coloring, bleaching or perming treatment, which comprises conditioning treatment with a conditioning compositions comprising a functionalized silicone such as aminosilicones. WO publication No. WO 2005/107682 also discloses, in Example 3, a hair conditioner comprising: stearamidopropyl dimethylamine; dicetyl dimethyl ammonium chloride; cetyl alcohol; stearyl alcohol; amino-silicone having a tradename TSF4707 and MQ resin having a tradename SRlOOO.
However, it has been found that; it is still not easy to obtain hair conditioning compositions which provide improved wet and dry conditioning benefits while providing durable conditioning and chronic/long lasting color protection benefit.
Based on the foregoing, there remains a need for conditioning compositions which provide improved wet and dry conditioning benefits while providing durable conditioning and chronic/long lasting color protection benefit.
None of the existing art provides all of the advantages and benefits of the present invention.
SUMMARY OF THE INVENTION
The present invention is directed to a conditioning composition comprising by weight:
(a) from about 0.1% to about 10% of a surfactant system comprising: a dialkyl quaternized ammonium salt cationic surfactant; and a monoalkyl quaternized ammonium salt cationic surfactant;
(b) from about 1% to about 15% of a high melting point fatty compound;
(c) from about 0.1 % to about 20% of an aminosilicone;
(d) from about 0.0001% to about 10% of a silicone resin; and
(e) an aqueous carrier.
The conditioning compositions of the present invention can provide improved wet and dry conditioning benefits while providing durable conditioning and chronic/long lasting color protection benefits.
These and other features, aspects, and advantages of the present invention will become better understood from a reading of the following description, and appended claims.
DETAILED DESCRIPTION OF THE INVENTION
While the specification concludes with claims particularly pointing out and distinctly claiming the invention, it is believed that the present invention will be better understood from the following description. Herein, "comprising" means that other steps and other ingredients which do not affect the end result can be added. This term encompasses the terms "consisting of" and "consisting essentially of".
All percentages, parts and ratios are based upon the total weight of the compositions of the present invention, unless otherwise specified. All such weights as they pertain to listed ingredients are based on the active level and, therefore, do not include carriers or by-products that may be included in commercially available materials.
Herein, "mixtures" is meant to include a simple combination of materials and any compounds that may result from their combination. COMPOSITION
It is believed that; the combination of (i) the cationic surfactant system comprising di- and mono-alkyl quaternized ammonium salt cationic surfactants and (ii) the silicone system comprising aminosilicones and silicone resins, together with other required elements of the present invention, provides improved wet and dry conditioning benefits while providing durable conditioning and chronic/long lasting color protection benefit.
Preferably, when containing cationic surfactants and/or gel matrix formed by cationic surfactants and high melting point fatty compounds, the composition of the present invention is substantially free of anionic surfactants and anionic polymers, in view of avoiding undesirable interaction with cationic surfactants and/or in view of stability of the gel matrix. In the present invention, "substantially free of anionic surfactants and anionic polymers" means that the composition contains 1% or less, preferably 0.5% or less, more preferably totally 0% of total of anionic surfactants and anionic polymers. CATIONIC SURFACTANT SYSTEM
The composition of the present invention comprises a cationic surfactant system comprising a dialkyl quaternized ammonium salt cationic surfactant and a monoalkyl quaternized ammonium salt cationic surfactant. The cationic surfactant system is included in the composition at a level by weight of from about 0.1% to about 10%, preferably from about 0.3% to about 5%, more preferably from about 0.5% to about 3%.
It is believed that; the combination of dialkyl and monoalkyl quaternized ammonium salt cationic surfactants can provide improved deposition of the silicones and fatty alcohols of the present invention, compared to other cationic surfactants. Such other cationic surfactants are, for example, other combinations of cationic surfactants or use of a single cationic surfactant, such other combinations including that of a dialkyl quaternized ammonium salt cationic surfactant and an amidoamine cationic surfactant such as stearamidopropyl dimethylamine, behenamidopropyl dimethylamine, and quatermized with glutamic acid.
In view of improved deposition of such silicones, it is preferred to contain cationic surfactant system such that the weight ratio of the dialkyl quaternized ammonium salt cationic surfactant to the monoalkyl quaternized ammonium salt cationic surfactant is within the range of from about 1:1 to about 1:20, more preferably from about 1:1 to about 1:15, still more preferably from about 1: 1 to about 1:10, (i) Dialkyl quaternized ammonium salt cationic surfactant
Dialkyl quaternized ammonium salt cationic surfactants useful herein are those having the formula:
75
R" wherein two of R7 , R7 , R77 and R78 are selected from an alkyl group of from 12 to 30 carbon atoms or an aromatic, alkoxy, polyoxyalkylene, alkylamido, hydroxyalkyl, aryl or alkylaryl group having up to about 30 carbon atoms with or without an ester group; the remainder of R75, R76, R77 and R78 are independently selected from an alkyl group of from 1 to about 4 carbon atoms or an alkoxy, polyoxyalkylene, alkylamido, hydroxyalkyl, aryl or alkylaryl group having up to about 4 carbon atoms; and X" is a salt-forming anion such as those selected from halogen, (e.g. chloride, bromide), acetate, citrate, lactate, glycolate, phosphate, nitrate, sulfonate, sulfate, alkylsulfate, and alkyl sulfonate radicals. The alkyl groups can contain, in addition to carbon and hydrogen atoms, ether and/or ester linkages, and other groups such as amino groups. The longer chain alkyl groups, e.g., those of about 12 carbons, or higher, can be saturated or unsaturated or branched. Preferably, two of R7 , R7 , R77 and R78 are selected from an alkyl group of from 12 to 30 carbon atoms, more preferably from 16 to 22 carbon atoms, still more preferably from 16 to 20 carbon atoms; the remainder of R75, R76, R77 and R78 are independently selected from CH3, C2H5, C2H4OH, and mixtures thereof; and X is selected from the group consisting of Cl, Br, CH3OSO3, C2H5OSO3, and mixtures thereof.
Nonlimiting examples of preferred dialkyl quaternized ammonium salt cationic surfactants include: dicocodimonium chloride; dicocodimonium bromide; dimyristyldimonium chloride; dimyristyldimonium bromide; dicetyldimonium chloride; dicetyldimonium bromide; dicetylmethylbenzylmonium chloride; distearyldimonium chloride; distearyldimonium bromide; dimetyldi(hydrogenated tallow)monium chloride; hydroxypropylbisstearylmonium chloride; distearylmethylbenzylmonium chloride; dibehenyl/diarachidyldimonium chloride; dibehenyl/diarachidyldimonium bromide; dibehenyldimonium chloride; dibehenyldimonium bromide; dibehenyldimonium methosulfate; dibehenylmethylbenzylmonium chloride; dihydrogenated tallow benzylmonium chloride; dihydrogenated tallowethyl hydroxyethylmonium methosulfate; dihydrogenated tallow hydroxyethylmonium methosulfate; di-C12-15 alkyldimonium chloride; di-C12-18 alkyldimonium chloride; di-C14-18 alkyldimonium chloride; dicocoylethyl hydroxyethylmonium methosulfate; disoyoylethyl hydroxyethylmonium methosulfate; dipalmitoylethyldimonium chloride; dihydrogenated palmoylethyl hydroxyethylmonium methosulfate; dihydrogenated tallowamidoethyl hydroxyethylmonium chloride; dihydrogenated tallowamidoethyl hydroxyethylmonium methosulfate; dihydrogenated tallowoylethyl hydroxyethylmonium methosulfate; distearoylethyl hydroxyethylmonium methosulfate; Quaternium-82.
Another dialkyl quaternized ammonium salt cationic surfactant useful herein asymmetric dialkyl quaternized ammonium salt cationic surfactants. It is believed that the asymmetric dialkyl quaternized ammonium salt cationic surfactant can provide easy-to rinse feel, compared to symmetric dialkyl quaternized ammonium salt cationic surfactants. The asymmetric dialkyl quaternized ammonium salt cationic surfactants useful herein are those having the formula:
71
A74 wherein R71 is selected from an alkyl group of from 12 to 30 carbon atoms or an aromatic, alkoxy, polyoxyalkylene, alkylamido, hydroxyalkyl, aryl or alkylaryl group having up to about 30 carbon atoms; R72 is selected from an alkyl group of from 5 to 12 carbon atoms or an aromatic, alkoxy, polyoxyalkylene, alkylamido, hydroxyalkyl, aryl or alkylaryl group having up to about 12 carbon atoms; R73 and R74 are independently selected from an alkyl group of from 1 to about 4 carbon atoms or an aromatic, alkoxy, polyoxyalkylene, alkylamido, hydroxyalkyl, aryl or alkylaryl group having up to about 4 carbon atoms; and X" is a salt-forming anion such as those selected from halogen, (e.g. chloride, bromide), acetate, citrate, lactate, glycolate, phosphate, nitrate, sulfonate, sulfate, alkylsulfate, and alkyl sulfonate radicals. The alkyl groups can contain, in addition to carbon and hydrogen atoms, ether linkages, ester linkages, and other groups such as amino groups. The longer chain alkyl groups, e.g., those of about 12 carbons, or higher, can be saturated or unsaturated and/or straight or branched. Preferably, R71 is selected from a non-functionalized alkyl group of from 12 to 30 carbon atoms, preferably from 16 to 22 carbon atoms; R72 is selected from a non-functionalized alkyl group of from 5 to 12 carbon atoms, more preferably from 6 to 10 carbon atoms, still more preferably 8 carbon atoms; R73 and R74 are independently selected from CH3, C2H5, C2H4OH, and mixtures thereof; and X is selected from the group consisting of Cl, Br, CH3OSO3, C2H5OSO3, and mixtures thereof. More preferably, R71 is a straight, saturated non-functionalized alkyl group, and R72 is a branched saturated non-functionalized alkyl group. Still more preferably, the branched group of R72 is a straight, saturated alky group of from 1 to 4 carbon atoms, even more preferably 2 carbon atoms. Nonlimiting examples of preferred asymmetric dialkyl quaternized ammonium salt cationic surfactants include: stearylethylhexylmonium chloride, stearylethylhexylmonium bromide; stearyl ethylhexyl dimonium methosulfate; cetearyl ethylhexyldimonium Methosulfate available, for example, with tradename Varisoft ASQ from Evonik.
(ii) Monoalkyl quaternized ammonium salt cationic surfactant
Mono-alkyl quaternized ammonium salt cationic surfactants useful herein are those having the formula:
75 R
R" wherein one of R7 , R7 , R77 and R78 is selected from an alkyl group of from 12 to 30 carbon atoms or an aromatic, alkoxy, polyoxyalkylene, alkylamido, hydroxyalkyl, aryl or alkylaryl group having up to about 30 carbon atoms; the remainder of R75, R76, R77 and R78 are independently selected from an alkyl group of from 1 to about 4 carbon atoms or an alkoxy, polyoxyalkylene, alkylamido, hydroxyalkyl, aryl or alkylaryl group having up to about 4 carbon atoms; and X" is a salt-forming anion such as those selected from halogen, {e.g. chloride, bromide), acetate, citrate, lactate, glycolate, phosphate, nitrate, sulfonate, sulfate, alkylsulfate, and alkyl sulfonate radicals. The alkyl groups can contain, in addition to carbon and hydrogen atoms, ether and/or ester linkages, and other groups such as amino groups. The longer chain alkyl groups, e.g., those of about 12 carbons, or higher, can be saturated or unsaturated. Preferably, one of R75, R76, R77 and R78 is selected from an alkyl group of from 12 to 30 carbon atoms, more preferably from 16 to 22 carbon atoms, still more preferably from 18 to 22 carbon atoms, even more preferably 22 carbon atoms; the remainder of R75, R76, R77 and R78 are independently selected from CH3, C2H5, C2H4OH, and mixtures thereof; and X is selected from the group consisting of Cl, Br, CH3OSO3, C2H5OSO3, and mixtures thereof. It is also believed that the use of alkylsulfate such as methosulfate and ethosulfate as a salt-forming anion may be able to provide better conditioning benefits especially wet conditioning benefits, compared to other salt-forming anions.
Nonlimiting examples of such monoalkyl quaternized ammonium salt cationic surfactants include: behenyl trimethyl ammonium salt such as behenyl trimethyl ammonium methosulfate and behenyl trimethyl ammonium chloride; stearyl trimethyl ammonium salt; cetyl trimethyl ammonium salt; and hydrogenated tallow alkyl trimethyl ammonium salt. HIGH MELTING POINT FATTY COMPOUND
The composition of the present invention comprises a high melting point fatty compound. The high melting point fatty compound is included in the composition at a level of from about 1% to about 15%, preferably from about 2% to about 10%, more preferably from about 3% to about 8% by weight of the composition, in view of providing improved conditioning benefits such as slippery feel during the application to wet hair, softness and moisturized feel on dry hair.
The high melting point fatty compound useful herein have a melting point of 250C or higher, and is selected from the group consisting of fatty alcohols, fatty acids, fatty alcohol derivatives, fatty acid derivatives, and mixtures thereof. It is understood by the artisan that the compounds disclosed in this section of the specification can in some instances fall into more than one classification, e.g., some fatty alcohol derivatives can also be classified as fatty acid derivatives. However, a given classification is not intended to be a limitation on that particular compound, but is done so for convenience of classification and nomenclature. Further, it is understood by the artisan that, depending on the number and position of double bonds, and length and position of the branches, certain compounds having certain required carbon atoms may have a melting point of less than 250C. Such compounds of low melting point are not intended to be included in this section. Nonlimiting examples of the high melting point compounds are found in International Cosmetic Ingredient Dictionary, Fifth Edition, 1993, and CTFA Cosmetic Ingredient Handbook, Second Edition, 1992.
Among a variety of high melting point fatty compounds, fatty alcohols are preferably used in the composition of the present invention. The fatty alcohols useful herein are those having from about 14 to about 30 carbon atoms, preferably from about 16 to about 22 carbon atoms. These fatty alcohols are saturated and can be straight or branched chain alcohols. Preferred fatty alcohols include, for example, cetyl alcohol, stearyl alcohol, behenyl alcohol, and mixtures thereof.
High melting point fatty compounds of a single compound of high purity are preferred. Single compounds of pure fatty alcohols selected from the group of pure cetyl alcohol, stearyl alcohol, and behenyl alcohol are highly preferred. By "pure" herein, what is meant is that the compound has a purity of at least about 90%, preferably at least about 95%. These single compounds of high purity provide good rinsability from the hair when the consumer rinses off the composition. AQUEOUS CARRIER
The conditioning composition of the present invention comprises an aqueous carrier. The level and species of the carrier are selected according to the compatibility with other components, and other desired characteristic of the product. Generally, the compositions of the present invention comprise from about 20% to about 99%, preferably from about 30% to about 95%, and more preferably from about 80% to about 95% water.
The carrier useful in the present invention includes water and water solutions of lower alkyl alcohols and polyhydric alcohols. The lower alkyl alcohols useful herein are monohydric alcohols having 1 to 6 carbons, more preferably ethanol and isopropanol. The polyhydric alcohols useful herein include propylene glycol, hexylene glycol, glycerin, and propane diol.
Preferably, the aqueous carrier is substantially water. Deionized water is preferably used. Water from natural sources including mineral cations can also be used, depending on the desired characteristic of the product. GEL MATRIX
Preferably, the above cationic surfactants, together with high melting point fatty compounds and an aqueous carrier, form a gel matrix in the composition of the present invention.
The gel matrix is suitable for providing various conditioning benefits such as slippery feel during the application to wet hair and softness and moisturized feel on dry hair. In view of providing the above gel matrix, the cationic surfactant and the high melting point fatty compound are contained at a level such that the weight ratio of the cationic surfactant to the high melting point fatty compound is in the range of, preferably from about 1:1 to about 1:10, more preferably from about 1: 1 to about 1:6. For forming gel matrix, it is preferred to prepare the composition by the following method:
Water is typically heated to at least about 700C, preferably between about 800C and about 900C. The cationic surfactant and the high melting point fatty compound are combined with the water to form a mixture. The temperature of the mixture is preferably maintained at a temperature higher than both the melting temperature of the cationic surfactant and the melting temperature of the high melting point fatty compound, and the entire mixture is homogenized. After mixing until no solids are observed, the mixture is gradually cooled (e.g., at a rate of from about l°C/minute to about 5°C/minute) to a temperature below 600C, preferably less than about 500C. During this gradual cooling process, a significant viscosity increase is observed at between about 500C and about 600C. This indicates the formation of gel matrix. Additional components are then combined with the gel matrix, and cooled to room temperature.
Preferably, the present invention comprises, by weight of the composition, from about 60% to about 99%, preferably from about 70% to about 95%, and more preferably from about 80% to about 95% of a gel matrix, to which optional ingredients such as silicones can be added. The composition containing the above amount of gel matrix is typically characterized by rheology at 95Os-I of from about 40 Pa to about 600 Pa, preferably from about 50 Pa to about 500 Pa, and more preferably from about 70 Pa to about 400Pa, as measured at 26.7 0C, by means of TA ARlOOO rheometer at shear rate from 0.1s"1 to 1100s"1 with the duration of 1 minutes. Although the composition of the present invention can contain a thickening polymer, the composition of the present invention can have the above rheology with the presence of any thickening polymer. Although the composition of the present invention may contain a thickening polymer, the composition of the present invention can have the above viscosity without the presence of any thickening polymer. AMINQSILICQNE
The compositions of the present invention comprise an aminosilicone. The aminosilicone is included in the composition at levels by weight of the composition of from about 0.1% to about 20%, preferably from about 0.25% to about 15%, more preferably from about 0.5% to about 10%, still more preferably from about 1% to about 7%.
The aminosilicone useful herein include, but are not limited to silicones of the following structure: wherein: a sum (n+m) ranges from about 2 to about 2000, preferably from about 150 to about 2000, more preferably from about 250 to about 1200, still more preferably from about 300 to about 800; n is a number ranging from about 1 to about 1999, and m is a number ranging from about 1 to about 1999; and n and m are chosen such that a ratio of m:n is from about 1:1000 to about 1: 10, preferably from about 1:1000 to about 1:25, more preferably from about 1:800 to about 1:50, still more preferably from about 1:500 to about 1:50, even more preferably from about 1:400 to about 1: 100;
Ri4, Ri5, Ri6, which may be identical or different, are chosen from a hydroxyl radical, C1-C4 alkoxy radicals and methyl, preferably RM and R15 are hydroxyl radical and/or C1-C4 alkoxy radicals and Ri6 is methyl;
A is chosen from linear and branched C3-C8 alkenyl radicals;
Rn is chosen from H, phenyl, linear or branched C1-C4 alkyl radical, benzyl or preferably linear or branched (C2-C8)NH2; and
G is chosen from H, phenyl, hydroxyl, C1-C8 alkyl, preferably methyl. These aminosilicones may be of the random or block type.
Suitable aminosilicones of the present invention include, but are not limited to, organomodified silicones with amine functionality available commercially under the trade names such as ADMI lOO and ADM1600 from Wacker Silicones, AP6087, DC2-8211, DC8822, DC8822A, DC8803, DC2-8040, DC2-8813, DC2-8630 and DC8566 from Dow Corning Corporation, KF-862, KF-861, KF-862S, KF-8005, KF-8004, KF-867S, KF-873, and X-52-2328 from Shin-Etsu Corporation, and TSF 4702, TSF 4703, TSF 4704, TSF 4705, TSF 4707, TSF 4708, TSF 4709, F42-B3115, SF 1708, SF 1923, SF 1921, SF 1925, OF TP AC3309, OF 7747, OF-NH TP AI3631, OF-NH TP AI3683 from GE Bayer Silicones.
Highly preferred aminosilicones of the present invention are organomodified silicones with amine functionality with viscosities of greater than about 4,000mPa.s in view of conditioning efficiency and up to about 100,000mPa.s in view of friendly incorporation processing and spreadability, which include, but are not limited to, commercially available fluids under the trade names ADMIlOO from Wacker Silicones, AP6087, DC8803 from Dow Corning Corporation, and TSF 4707 from GE Bayer Silicones. SILICONE RESIN
The compositions of the present invention comprise a silicone resin. Without wishing to be bound by theory, silicone resins are believed to create a 3-dimensional network within the aminosilicone fluid giving rise to vicoelasticity thereby improving the adhesive properties of the fluid and hence the durability on a fibrous substrate. Preferably, the silicone resin is insoluble in water. In the case that the fiber treatment composition is an emulsion, the mixture of the aminosilicone and the silicone resin may be dispersed therewithin in the form of emulsified droplets.
Preferably, the organosiloxane resins according to the invention are solid at about 25°C. Whilst not wishing to be bound to theory, it is believed that solid silicone resin can form an ultrafine dispersion in the aminosilicone which behaves unlike any of the silicone resin per se, the aminosilicone per se, and a blended fluid with the aminosilicone when using fluid silicone resin.
Preferably, the organosiloxane resins according to the invention have a molecular weight range of from about 500 to about 50,000, more preferably from about 750 to about 25,000, still more preferably from about 1,000 to about 10,000 grams/mole. Whilst not wishing to be bound to theory, it is believed that silicone resins of lower or larger molecular weight tend to provide reduced synergy with the aminosilicone.
The silicone resin is included in the composition at levels by weight of the composition of from about 0.0001% to about 10%, preferably from about 0.001% to about 5%, more preferably from about 0.002% to about 3%, still more preferably from about 0.003% to about 1%. It is preferred to contain the silicone resin such that the weight ratio of the silicone resin to the aminosilicone is within the scope of from about 1:500 to about 1:3000, more preferably from about 1:800 to about 1:2000, still more preferably from about 1:800 to about 1:1500. It is believed that a lower level of the silicone resin provides reduced synergetic benefit with the aminosilicone, while a higher level of the silicone resin tend to provide poor sensory feel.
Organosiloxane resins useful herein are combinations of R3SiOm "M" units, R2SiO "D" units, Rsiθ3/2 "T" units, SiO2 "Q" units in ratios to each other that satisfy the relationship RnSi0(4-n)/2 where n is a value between 1.0 and 1.50 and R is a methyl group. Silanol or alkoxy functionalities may also be present in the resin structure.
More preferably, the organosiloxane resins comprise repeating monofunctional R3SiOm "M" units and the quadrafunctional Siθ2 "Q" units, otherwise known as "MQ" resins. In this case, the ratio of the "M" to "Q" functional units is advantageously from 0.7 and the value of n is 1.2. Organosiloxane resins such as these are commercially available as SRlOOO available from GE Bayer Silicones and Wacker 803 from Wacker Silicones. ADDITIONAL COMPONENTS
The composition of the present invention may include other additional components, which may be selected by the artisan according to the desired characteristics of the final product and which are suitable for rendering the composition more cosmetically or aesthetically acceptable or to provide them with additional usage benefits. Such other additional components generally are used individually at levels of from about 0.001% to about 10%, preferably up to about 5% by weight of the composition.
A wide variety of other additional components can be formulated into the present compositions. These include: low melting point oils having a melting point of less than 250C including, for example, unsaturated fatty alcohols such as oleyl alcohol and ester oils such as pentaerythritol ester oils; other oils such as safflower seed oil, coconut oil, cationic conditioning polymers including, for example, cationic celluloses and cationic guar gums; polyethylene glycols; other conditioning agents such as hydrolysed collagen with tradename Peptein 2000 available from Hormel, vitamin E with tradename Emix-d available from Eisai, panthenol available from Roche, panthenyl ethyl ether available from Roche, hydrolysed keratin, proteins, hydrolyzed sweet almond protein, plant extracts, and nutrients; preservatives such as benzyl alcohol, methyl paraben, propyl paraben and imidazolidinyl urea; pH adjusting agents, such as citric acid, sodium citrate, succinic acid, phosphoric acid, sodium hydroxide, sodium carbonate; salts, in general, such as potassium acetate and sodium chloride; coloring agents, such as any of the FD&C or D&C dyes; perfumes; and sequestering agents, such as disodium ethylenediamine tetra-acetate; ultraviolet and infrared screening and absorbing agents such as octyl salicylate, octyl methoxycinnamate, benzophenone-3 and benzophenone-4; and antidandruff agents such as zinc pyrithione and salicylic acid. PRODUCT FORMS
The conditioning compositions of the present invention can be in the form of rinse-off products or leave-on products, and can be formulated in a wide variety of product forms, including but not limited to creams, gels, emulsions, mousses and sprays.
The conditioning composition of the present invention is especially suitable for rinse-off hair conditioner. Such compositions are preferably used with a colorant composition by following steps:
(i) applying a colorant composition to the hair for a period of time between 5 and 60 min; (ii) optionally and preferably rinsing the hair with water;
(iii) then, applying an effective amount of the conditioning composition to the hair; and (iv) preferably rinsing the hair with water. Such conditioning compositions are also used by following steps:
(i) after shampooing hair, applying to the hair an effective amount of the conditioning compositions for conditioning the hair; and (ii) then rinsing the hair.
EXAMPLES
The following examples further describe and demonstrate embodiments within the scope of the present invention. The examples are given solely for the purpose of illustration and are not to be construed as limitations of the present invention, as many variations thereof are possible without departing from the spirit and scope of the invention. Where applicable, ingredients are identified by chemical or CTFA name, or otherwise defined below. [Compositions]
Definitions of Components
*1 Distearoylethyl hydroxyethylmonium methosulfate: Dehyquart F-75 from Cognis.
*9 Asymmetric dialkyl quaternized ammonium salt cationic surfactant- 1 : Cetearyl ethylhexyl dimonium methosulfate, available with a tradename Varisoft ASQ from Evonik
*3 Aminosilicone-1: having the following structure:
wherein: m and n are numbers with a sum (n+m) ranging from 300 to 800 and are chosen such that ratio of m:n is from 1:400 to 1:100; Ri4 and R15 are hydroxyl radical and/or Cl- C4 alkoxy radicals and R16 is methyl; A is chosen from linear and branched C3-C8 alkenyl radicals; Ri7 is chosen from linear or branched (C2-C8)NH2; and G is methyl.
*4 Aminosilicone-2: ADMIlOO from Wacker Silicones *5 MQ resin: SRlOOO (Polytrimethyl hydrosilylsilicate) from GE Silicones Method of Preparation
The conditioning compositions of "Ex. 1" through "Ex. 8" as shown above can be prepared by any conventional method well known in the art. They are suitably made as follows:
Cationic surfactants and high melting point fatty compounds are added to water with agitation, and heated to about 800C. The mixture is cooled down to about 500C. If included, silicone compounds, perfumes, preservatives are added to the mixture with agitation. Then the mixture is cooled down to room temperature.
Examples 1 through 8 are hair conditioning compositions of the present invention which are particularly useful for rinse-off use. The embodiments disclosed and represented by the previous "Ex. 1" through "Ex. 8" have many advantages. For example, they can provide improved wet and dry conditioning benefits while providing durable conditioning and chronic/long lasting color protection benefits.
The dimensions and values disclosed herein are not to be understood as being strictly limited to the exact numerical values recited. Instead, unless otherwise specified, each such dimension is intended to mean both the recited value and a functionally equivalent range surrounding that value. For example, a dimension disclosed as "40 mm" is intended to mean "about 40 mm."
Every document cited herein, including any cross referenced or related patent or application, is hereby incorporated herein by reference in its entirety unless expressly excluded or otherwise limited. The citation of any document is not an admission that it is prior art with respect to any invention disclosed or claimed herein or that it alone, or in any combination with any other reference or references, teaches, suggests or discloses any such invention. Further, to the extent that any meaning or definition of a term in this document conflicts with any meaning or definition of the same term in a document incorporated by reference, the meaning or definition assigned to that term in this document shall govern.
While particular embodiments of the present invention have been illustrated and described, it would be obvious to those skilled in the art that various other changes and modifications can be made without departing from the spirit and scope of the invention. It is therefore intended to cover in the appended claims all such changes and modifications that are within the scope of this invention.

Claims

CLAIMSWhat is claimed is:
1. A conditioning composition comprising by weight:
(a) from about 0.1% to about 10% of a surfactant system comprising: a dialkyl quaternized ammonium salt cationic surfactant; and a monoalkyl quaternized ammonium salt cationic surfactant;
(b) from about 1% to about 15% of a high melting point fatty compound;
(c) from about 0.1 % to about 20% of an aminosilicone;
(d) from about 0.0001% to about 10% of a silicone resin; and
(e) an aqueous carrier.
2. The conditioning composition of Claim 1 wherein the weight ratio of the dialkyl quaternized ammonium salt cationic surfactant to the monoalkyl quaternized ammonium salt cationic surfactant is within the range of from about 1:1 to about 1:20.
3. The conditioning composition of Claim 1 wherein the monoalkyl quaternized ammonium salt cationic surfactant comprises an alkylsulfate anion selected from methosulfate or ethosulfate.
4. The conditioning composition of Claim 1 wherein the silicone resin is solid at about 25°C and has a molecular weight range of from about 1,000 to about 10,000 grams.
5. The conditioning composition of Claim 1 wherein the weight ratio of the silicone resin to the aminosilicone is within the scope of from about 1:500 to about 1:3000.
6. The conditioning composition of any of Claim 1 wherein the composition is substantially free of anionic surfactants and anionic polymers.
7. The conditioning composition of Claim 1 which is a rinse-off hair conditioning composition.
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FR2958540B1 (en) * 2010-04-12 2012-05-04 Oreal COLORING PROCESS USING PRESSURE-SENSITIVE ADHESIVE SILICONES WITH A PRE-TREATMENT STEP
WO2012170595A2 (en) * 2011-06-09 2012-12-13 The Procter & Gamble Company Method for preparing personal care composition comprising monoalkyl amine dual surfactant system and soluble salt
CA2846618C (en) 2011-09-15 2017-04-18 The Procter & Gamble Company Method for preparing personal care composition comprising surfactant system and high melting point fatty compound
MX352277B (en) * 2012-03-30 2017-11-16 Procter & Gamble Hair conditioning composition comprising mono-alkyl amine cationic surfactant system, deposition polymer, and silicone.
CA2896264C (en) * 2012-12-24 2021-06-08 Unilever Plc Cosmetic composition
CN105246454B (en) * 2012-12-24 2018-11-13 荷兰联合利华有限公司 Cosmetic composition
EP2934475B1 (en) * 2012-12-24 2022-07-06 Unilever Global IP Limited Cosmetic composition
CN104853717B (en) * 2012-12-24 2019-04-16 荷兰联合利华有限公司 Cosmetic composition
WO2014124067A1 (en) * 2013-02-08 2014-08-14 The Procter & Gamble Company Method of enhancing deposition of antidandruff agents on infundibulum
US20140335040A1 (en) * 2013-02-08 2014-11-13 The Procter & Gamble Company Method of providing cleanness to hair and/or scalp
WO2015047826A1 (en) * 2013-09-30 2015-04-02 The Procter & Gamble Company Hair conditioning composition comprising higher percent of cationic surfactant and deposition polymer
US11058624B2 (en) 2014-02-06 2021-07-13 The Procter And Gamble Company Hair care composition comprising cationic polymers and anionic particulates
US11642353B2 (en) 2014-02-06 2023-05-09 The Procter & Gamble Company Hair care composition comprising antidandruff agent and polyquaternium-6
US20150359727A1 (en) * 2014-06-16 2015-12-17 The Procter & Gamble Company Method of Treating Hair with a Concentrated Conditioner
US9993404B2 (en) * 2015-01-15 2018-06-12 The Procter & Gamble Company Translucent hair conditioning composition
EP3280389A4 (en) 2015-04-09 2019-01-09 Henkel AG & Co. KGaA A hair conditioning composition and a method of treating hair
JP7066412B2 (en) 2015-04-23 2022-05-13 ザ プロクター アンド ギャンブル カンパニー Delivery of surfactant-soluble antidandruff agents
MX2018003296A (en) * 2015-10-14 2018-06-20 Procter & Gamble Hair care composition comprising antidandruff agent and silicone having an amino or a quaternary ammonium group.
EP3423031B1 (en) 2016-03-03 2021-09-08 The Procter & Gamble Company Aerosol antidandruff composition
US20170252287A1 (en) 2016-03-04 2017-09-07 The Procter & Gamble Company Hair care regimen using conditioner comprising silicone resin and aminosilicone
CN109310320B (en) 2016-03-23 2022-09-06 宝洁公司 Imaging method for determining stray fibers
US10835480B2 (en) 2016-04-22 2020-11-17 The Procter And Gamble Company Method of forming a silicone layer
CN109069402A (en) 2016-04-22 2018-12-21 宝洁公司 The method for forming siloxane layer
CN109843383A (en) 2016-10-21 2019-06-04 宝洁公司 For delivering the foam of the desired dose volume of consumer, amount of surfactant and scalp health dosage in optimal formulation space
CN109843382A (en) 2016-10-21 2019-06-04 宝洁公司 For providing the concentrated type shampoo foam of hair-care beneficial effect
US10653590B2 (en) 2016-10-21 2020-05-19 The Procter And Gamble Company Concentrated shampoo dosage of foam for providing hair care benefits comprising an anionic/zwitterionic surfactant mixture
CA3038128C (en) 2016-10-21 2021-10-12 The Procter & Gamble Company Stable compact shampoo products with low viscosity and viscosity reducing agent
CN109843252A (en) 2016-10-21 2019-06-04 宝洁公司 The concentrated type shampoo foam of specified hair volume beneficial effect
CN109843258A (en) 2016-10-21 2019-06-04 宝洁公司 Indicate the concentrated type shampoo foam of hair conditioning benefit
US10441519B2 (en) 2016-10-21 2019-10-15 The Procter And Gamble Company Low viscosity hair care composition comprising a branched anionic/linear anionic surfactant mixture
US10842720B2 (en) 2016-10-21 2020-11-24 The Procter And Gamble Company Dosage of foam comprising an anionic/zwitterionic surfactant mixture
US11679073B2 (en) 2017-06-06 2023-06-20 The Procter & Gamble Company Hair compositions providing improved in-use wet feel
US11224567B2 (en) 2017-06-06 2022-01-18 The Procter And Gamble Company Hair compositions comprising a cationic polymer/silicone mixture providing improved in-use wet feel
US11141370B2 (en) 2017-06-06 2021-10-12 The Procter And Gamble Company Hair compositions comprising a cationic polymer mixture and providing improved in-use wet feel
MX2020003316A (en) 2017-10-10 2021-12-06 Procter & Gamble Compact shampoo composition containing sulfate-free surfactants.
WO2019074993A1 (en) 2017-10-10 2019-04-18 The Procter & Gamble Company Sulfate free clear personal cleansing composition comprising low inorganic salt
EP3694479A1 (en) 2017-10-10 2020-08-19 The Procter and Gamble Company A method of treating hair or skin with a personal care composition in a foam form
JP2020536876A (en) 2017-10-10 2020-12-17 ザ プロクター アンド ギャンブル カンパニーThe Procter & Gamble Company Compact shampoo composition containing amino acid-based anionic surfactant and cationic polymer
MX2020005900A (en) 2017-12-20 2022-03-31 Procter & Gamble Clear shampoo composition containing silicone polymers.
WO2020005309A1 (en) 2018-06-29 2020-01-02 The Procter & Gamble Company Low surfactant aerosol antidandruff composition
WO2020097406A1 (en) 2018-11-08 2020-05-14 The Procter & Gamble Company Low shear stress conditioner composition with spherical gel network vesicles
EA202190938A1 (en) * 2018-12-19 2021-09-27 ЮНИЛЕВЕР АйПи ХОЛДИНГС Б.В. HAIR CONDITIONING COMPOSITION FOR IMPROVED SILICONE SEDIMENTATION
US20220023178A1 (en) * 2018-12-19 2022-01-27 Conopco, Inc., D/B/A Unilever Deposition system for hair
EP3897540A1 (en) * 2018-12-19 2021-10-27 Unilever Global Ip Limited Hair conditioning composition for improved deposition
MX2022005532A (en) 2019-12-01 2022-06-08 Procter & Gamble Hair conditioner compositions with a preservation system containing sodium benzoate and glycols and/or glyceryl esters.
FR3104993B1 (en) * 2019-12-18 2024-01-19 Oreal Cosmetic composition comprising a silicone resin and a particular amino silicone
MX2022009191A (en) 2020-02-27 2022-08-18 Procter & Gamble Anti-dandruff compositions with sulfur having enhanced efficacy and aesthetics.
JP2023553395A (en) * 2020-12-01 2023-12-21 ザ プロクター アンド ギャンブル カンパニー Aqueous hair conditioner compositions containing solubilized anti-dandruff actives
US11819474B2 (en) 2020-12-04 2023-11-21 The Procter & Gamble Company Hair care compositions comprising malodor reduction materials
US20220378684A1 (en) 2021-05-14 2022-12-01 The Procter & Gamble Company Shampoo Compositions Containing a Sulfate-Free Surfactant System and Sclerotium Gum Thickener

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
HU213538B (en) * 1990-12-05 1997-07-28 Procter & Gamble Hair conditioning compositions containing silicone resin
JPH08502491A (en) * 1992-10-22 1996-03-19 ザ、プロクター、エンド、ギャンブル、カンパニー Hair care compositions for imparting conditioning and outstanding shine
GB2316615A (en) * 1996-08-29 1998-03-04 R & C Products Pty Ltd Quaternary ammonium compounds and silicone polymers for hair conditioning
US6143286A (en) * 1998-08-05 2000-11-07 Revlon Consumer Products Corporation Method for improving the fade resistance of hair and related compositions
US20020015686A1 (en) * 1999-02-18 2002-02-07 Daniel Raymond Pyles Mono and dialkyl quats with silicone in conditioning compositions
AU2002301803B2 (en) * 2001-11-08 2004-09-09 L'oreal Cosmetic compositions containing an aminosilicone and a conditioner, and uses thereof

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO2009016555A3 *

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AU2008281390A1 (en) 2009-02-05
CN101778617A (en) 2010-07-14
JP2010533704A (en) 2010-10-28

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