WO2014005821A2 - Prémélange et composition - Google Patents

Prémélange et composition Download PDF

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Publication number
WO2014005821A2
WO2014005821A2 PCT/EP2013/062352 EP2013062352W WO2014005821A2 WO 2014005821 A2 WO2014005821 A2 WO 2014005821A2 EP 2013062352 W EP2013062352 W EP 2013062352W WO 2014005821 A2 WO2014005821 A2 WO 2014005821A2
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WIPO (PCT)
Prior art keywords
premix
surfactant
polymer
nonionic
composition
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PCT/EP2013/062352
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English (en)
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WO2014005821A3 (fr
Inventor
Qunhua Cao
Sungmin Cho
Amit Jayaswal
Jihye Lee
Yun Wang
Liansong XIE
Jia Xu
Shuhong Yuan
Original Assignee
Unilever N.V.
Unilever Plc
Conopco, Inc., D/B/A Unilever
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Application filed by Unilever N.V., Unilever Plc, Conopco, Inc., D/B/A Unilever filed Critical Unilever N.V.
Publication of WO2014005821A2 publication Critical patent/WO2014005821A2/fr
Publication of WO2014005821A3 publication Critical patent/WO2014005821A3/fr

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    • 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
    • A61K8/27—Zinc; 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
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/41—Amines
    • A61K8/416—Quaternary ammonium compounds
    • 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
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
    • A61K8/442—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof substituted by amido group(s)
    • 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
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/4906—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom
    • A61K8/4933—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having sulfur as an exocyclic substituent, e.g. pyridinethione
    • 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
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/86—Polyethers
    • 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
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/87—Polyurethanes
    • 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
    • A61Q5/006—Antidandruff preparations
    • 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
    • A61Q5/02—Preparations for cleaning 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
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/58—Metal complex; Coordination compounds
    • 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
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/59—Mixtures
    • A61K2800/596—Mixtures of surface active compounds

Definitions

  • the present invention relates to a premix comprising metal pyrithione, surfactant comprising cationic surfactant, nonionic surfactant, amphoteric surfactant, or a mixture thereof, and further comprising polymer which comprises at least 90% of nonionic polymer by weight of the polymer. Moreover, the present invention also relates to a hair/scalp care composition obtainable from the premix.
  • Metal pyrithiones are known antidandruff agents and widely used in hair/scalp care compositions. Usually metal pyrithiones are dispersed with the aid of anionic surfactants prior to the manufacture of hair/scalp composition. Such standard metal pyrithione dispersions have good compatibility with some hair/scalp care compositions, for example shampoos. However, when using such standard metal pyrithiones dispersions to produce some other hair/scalp care compositions, for example conditioners, a problem of silicone fouling to the process equipment may be apparent. Such problem would restrict the application of metal pyrithione in hair/scalp care composition.
  • a premix of metal pyrithione which can be used in hair/scalp care composition with less silicone fouling to the process equipment. It has surprisingly been found that using a premix comprising metal pyrithione, surfactant comprising cationic surfactant, nonionic surfactant, amphoteric surfactant, or a mixture thereof, and further comprising polymer which comprises at least 90% of nonionic polymer by weight of the polymer to manufacture the hair/scalp composition can reduce or even eliminate the silicone fouling to the process equipment.
  • the present invention is directed to a premix comprising metal pyrithione, surfactant comprising cationic surfactant, nonionic surfactant, amphoteric surfactant, or a mixture thereof, and further comprising polymer which comprises at least 90% of nonionic polymer by weight of the polymer.
  • the present invention is directed to a hair/scalp care composition obtainable irom any embodiment of the premix according to present invention.
  • the present invention is directed to a process for preparing a hair/scalp composition comprising the steps of
  • the 'ftemix refers to the mixture formed separately and prior to the formation of final composition.
  • the metal pyrithione is present in the premix by weight of the premix with higher concentration than in the composition by weight of the composition.
  • the premix will typically comprise at least 5% of metal pyrithione by weight of the premix.
  • Particle size refers to diameter size and reported as a weight average particle size. 'Diameter” refers to the longest length measurable in any dimension in the event the particle is not a perfect sphere. Particle size can be measured, for example by dynamic light scattering (DLS). 'Hydrophobically-modified” as used herein refers to modification to improve the hydrophobicity of the polymer, for example, by attaching alkyl and/or aralkyl group.
  • the metal pyrithione comprises zinc pyrithione, copper pyrithione, silver pyrithione, zirconium pyrithione, or a mixture thereof. More preferably, the metal pyrithione is zinc pyrithione.
  • the metal pyrithione may be in any form of particulate but preferably in platelet particle form
  • the preferred diameter of metal pyrithione is from 0.01 to 20 microns. More preferably, the diameter of metal pyrithione is from 0.1 to 10 microns, even more preferably from 0.5 to 5 microns, and most preferably from 1 to 3 microns.
  • the metal pyrithione is present in the premix in amount from 10 to 90% by weight of the premix, more preferably from 20 to 70 % by weight of the premix, even more preferably from 25 to 60 % by weight of the premix, and most preferably from 30 to 55 % by weight of the premix.
  • the polymer is preferably different from the surfactant. More preferably, the polymer is a rheological modifier, even more preferably, the polymer is a thickener. Preferably from 95% to 100% by weight of polymer is nonionic polymer. Most preferably the polymer is nonionic polymer.
  • the polymer is substantially free from cationic polymer. More preferably, less than 5% by weight of polymer is cationic polymer. Even more preferably, less than 1 % by weight of polymer is cationic polymer. Most preferably, less than 0.1 % by weight of polymer is cationic polymer,
  • the weight-average molecular weight of the polymer of the present invention is preferably in the range from 1 ,000 to 2,000,000, more preferably from 8,000 to 1 ,000,000, even more preferably from 20,000 to 500,000.
  • the nonionic polymer according to the present invention is nonionic hydrophobically- modified polymer.
  • the nonionic polymer suitable for use in the premix of the present invention includes, for example, hydrophobically modified nonionic hydroxyalkyl cellulose polymer, hydrophobically modified nonionic polyol, nonionic hydrophobically-modifiedurethane polymer, or a mixture thereof. More preferably, the nonionic polymer is or at least comprises nonionic hydrophobically-modified urethane polymer.
  • the nonionic polymer also preferably comprises polglycol ester. The most preferred nonionic polymer is nonionic hydrophobically-modified ethoxylated urethane.
  • the preferred nonionic hydrophobically-modified ethoxylated urethane has the following general structure:
  • E n is polyethylene glycol with structure (CH 2 CH 2 0) n , n is preferably in the range from 20 to
  • Ri and R 2 are independently selected from straight or branched chain alkyl, alkenyl, or aromatic group.
  • Ri and/or R 2 contain functional group such as for example COOH, NH 2 and/or OH.
  • the most preferred nonionic hydrophobically-modified ethoxylated urethane has ICNI name of
  • Suitable nonionic polymer of the present invention includes, for example, Aculyn 46, and AculynTM 44 from Dow Chemical.
  • the nonionic polymer is present in the premix in amount from 0.01 to 10% by weight of the premix, more preferably from 0.05 to 6% by weight of the premix, even more preferably from 0.2 to 3% by weight of the premix, and most preferably from 0.4 to 2% by weight of the premix.
  • the surfactant suitable for use in the premix of the present invention comprises cationic surfactant, nonionic surfactant, amphoteric surfactant, or a mixture thereof.
  • the surfactant in the premix comprises a cationic surfactant.
  • surfactant in the premix comprises a cationic surfactant
  • the cationic surfactant is a quaternary ammonium salt.
  • the cationic surfactants have the formula NVR 2 R 3 R 4 wherein R 1 , R 2 , R 3 and R 4 are independently (Q to C 30 ) alkyl or benzyl.
  • R 1 , R 2 , R 3 and R 4 are independently (C 4 to C 3 o) alkyl and the other R 1 , R 2 , R 3 and R 4 group or groups are ( -Ce) alkyl or benzyl.
  • Alkyl groups may be straight chain or branched and, for alkyl groups having 3 or more carbon atoms, cyclic.
  • the alkyl groups may be saturated or may contain one or more carbon-carbon double bonds (eg, oleyl).
  • the alkyl groups comprise one or more ester (-OCO- or -COO-) and/or ether (-0-) linkages within the alkyl chain. More preferably, the alkyl groups comprise one or more ether linkages within the alkyl chain.
  • the most preferred cationic surfactant is benzethonium chloride.
  • surfactant in the premix comprises a nonionic surfactant
  • the nonionic surfactant comprising ether and/or ester.
  • the ether comprises condensation product of aliphatic (C8 - CI 8) primary or secondary linear or branched chain alcohol or aromatic alcohol with alkylene oxide, usually ethylene oxide and generally having from 2 to 30 ethylene oxide groups.
  • Alkyl ethoxylates are particularly preferred. Most preferred are alkyl ethoxylates having the formula R-(OCH 2 CH 2 ) n OH, where R is H or an alkyl chain, and n is 6 to 20.
  • Aromatic alcohol preferably comprises phenol or naphtol.
  • Suitable ester includes, for example, glycerol alkyl ester, polyoxyethylene glycol sorbitan alkyl ester, sorbitan alkyl ester.
  • the alkyl group has 4 to 30 carbon atoms.
  • the preferred ester is polyoxyethylene glycol sorbitan alkyl ester, more preferably polysorbate.
  • the most preferred nonionic surfactant comprises polyoxyethylene ⁇ -naphtol ether, poly(oxy-l,2-ethanediyl), polysorbate 80, or a mixture thereof
  • amphoteric surfactant comprises, for example, alkyl amine oxides, alkyl betaines, alkyl amidopropyl betaines, alkyl sulphobetaines (sultaines), alkyl glycinates, alkyl carboxyglycinates, alkyl amphoacetates, alkyl amphopropionates, alkylamphoglycinates, alkyl amidopropyl hydroxy sultaines, acyl taurates and acyl glutamates, wherein the alkyl and acyl groups have from 8 to 19 carbon atoms.
  • Particularly preferred amphoteric surfactant comprises alkyl amphoacetates, wherein the alkyl group has 8 to 19 carbon atoms.
  • the most preferred amphoteric surfactant is disodium cocoamphoacetate.
  • the surfactant is present in the premix in amount from 0.01 to 10% by weight of the premix, more preferably from 0.05 to 5% by weigh of the premix, even more preferably from 0.1 to 3% by weight of the premix and most preferably from 0.3 to 2% by weigh of the premix.
  • the premix is preferably substantially free from anionic surfactant. More preferably, less than 3% of surfactant in the premix by weight of the surfactant in premix is anionic surfactant. Even more preferably, less than less than 1 % of surfactant in the premix by weight of the surfactant in premix is anionic surfactant. Most preferably, less than less than 0.1 % of surfactant in the premix by weight of the surfactant in premix is anionic surfactant.
  • the weight ratio of surfactant to polymer is preferably in the range from 1:20 to 20:1, more preferably from 1:10 to 10:1, and even more preferably from 1:5 to 5:1.
  • the premix also comprise from 10 to 89% of water by weigh of the premix, more preferably, the water is present in the premix in amount from 20 to 75% by weight of the premix, even more preferably from 35 to 70 % by weight of the premix, most preferably from 50 to 65 % by weight of the premix.
  • a hair/scalp care composition obtainable from the premix is also included in the present invention.
  • the hair/scalp care composition comprises the premix as mention above.
  • the premix is present in the composition in amount from 0.01 to 10 % by weight of the composition, more preferably from 0.1 to 5% by weight of the composition, even more preferably from 0.15 to 3% by weight of the composition, most preferably from 0.2 to 2.5% by weight of the composition.
  • the composition may further comprise a conditioning agent, preferably a silicone, and more preferably emulsified droplets of a silicone for enhanced conditioning performance.
  • a conditioning agent preferably a silicone
  • the silicone is preferably a non-volatile silicone.
  • the non-volatile silicone means that the silicone has vapor pressure less than 0.1 mm Hg (13.3 Pa), preferably less than 0.05 mm Hg, more preferably less than 0.01 mm Hg at 25 °C and atmospheric pressure.
  • Suitable silicones include polydiorganosiloxanes, in particular polydimethylsiloxanes which have the CTFA designation dimethicone. Also suitable for use in compositions of the invention are polydimethyl siloxanes having hydroxyl end groups, which have the CTFA designation dimethiconol. Also suitable for use in compositions of the invention are silicone gums having a slight degree of cross-linking, as are described for example in WO 96/31188.
  • the viscosity of the emulsified silicone itself (not the emulsion or the final hair conditioning composition) is typically at least 10,000 cSt (centi-Stokes) at 25 °C and is preferably at least 60,000 cSt, most preferably at least 500,000 cSt, ideally at least 1,000,000 cSt. Preferably the viscosity does not exceed 10 9 cSt for ease of formulation.
  • Viscosity of silicone can be determined, for example, by the relevant international standard, such as ISO 3104.
  • Emulsified silicones for use in the compositions of the invention will typically have a size in the composition of less than 30 microns, preferably less than 20 microns, more preferably less than 15 microns.
  • the average silicone droplet size is greater than 0.5 micron, more preferably greater than 1 micron, ideally from 2 to 8 microns.
  • Silicone particle size may be measured by means of a laser light scattering technique, for example using a 2600D Particle Sizer from Malvern Instruments.
  • Suitable pre-formed emulsions include XiameterTM MEM 1785 and microemulsion DC2-1865 available from Dow Corning. These are emulsions /microemulsions of dimethiconol. Cross-linked silicone gums are also available in a pre-emulsified form, which is advantageous for ease of formulation.
  • a further preferred class of silicones for inclusion in the compositions of the invention are amino functional silicones.
  • amino functional silicone is meant a silicone containing at least one primary, secondary or tertiary amine group, or a quaternary ammonium group.
  • suitable amino functional silicones include: polysiloxanes having the CTFA designation "amodimethicone", Specific examples of amino functional silicones suitable for use in the invention are the aminosilicone oils DC2-8220, DC2-8166 and DC2-8566 (all ex Dow Coming).
  • Suitable quaternary silicone polymers are described in EP-A-0 530 974.
  • a preferred quaternary silicone polymer is K3474, ex Goldschmidt.
  • emulsions of amino functional silicone oils with non ionic and/or cationic surfactant are also suitable.
  • Pre-formed emulsions of amino functional silicone are also available from suppliers of silicone oils such as Dow Corning and General Electric. Specific examples include DC939 Cationic Emulsion and the nonionic emulsions DC2-7224, DC2-8467, DC2-8177 and DC2-8154 (all ex Dow Coming).
  • the total amount of silicone is preferably from 0.01 wt% to 10 %wt of the total composition more preferably from 0.1 wt% to 5 wt%, most preferably 0.5 wt% to 3 wt% is a suitable level.
  • the composition further comprises conditioning surfactants included those selected from cationic surfactants, used singly or in admixture.
  • the cationic surfactants have the formula NVR 2 R 3 R 4 wherein R 1 , R 2 , R 3 and R 4 are independently (Q to C 30 ) alkyl or benzyl.
  • R 1 , R 2 , R 3 and R 4 are independently (Q to C 30 ) alkyl or benzyl.
  • R , R , R and R are independently (C 4 to C 3 o) alkyl and the other R , R , R and R 4 group or groups are (Q-Q) alkyl or benzyl. More preferably, one or two of R 1 , R 2 , R 3 and R 4 are independently (C 6 to C30) alkyl and the other R 1 , R 2 , R 3 and R 4 groups are ( -Ce) alkyl or benzyl groups.
  • the alkyl groups may comprise one or more ester (-OCO- or -COO-) and/or ether (-0-) linkages within the alkyl chain.
  • Alkyl groups may optionally be substituted with one or more hydroxyl groups.
  • Alkyl groups may be straight chain or branched and, for alkyl groups having 3 or more carbon atoms, cyclic.
  • the alkyl groups may be saturated or may contain one or more carbon-carbon double bonds (eg, oleyl).
  • Alkyl groups are optionally ethoxylated on the alkyl chain with one or more ethyleneoxy groups.
  • Suitable conditioning surfactants for use in compositions according to the invention include cetyltrimethylammonium chloride, behenyltrimethylammonium chloride, cetylpyridinium chloride, tetramethylammonium chloride, tetraethylammonium chloride, octyltrimethylammonium chloride, dodecyltrimethylammonium chloride, hexadecyltrimethylammonium chloride, octyldimethylbenzylammonium chloride, decyldimethylbenzylammonium chloride, stearyldimethylbenzylammonium chloride, didodecyldimethylammonium chloride, dioctadecyldimethylammonium chloride, taUowtrimethylammonium chloride, dihydrogenated tallow dimethyl ammonium chloride (eg, Arquad 2HT/75 from Akzo Nobel), cocotrimethylammonium chloride, P
  • Suitable cationic surfactants include those materials having the CTFA designations Quaternium-5, Quaternium-31 and Quaternium-18. Mixtures of any of the foregoing materials may also be suitable.
  • a particularly useful cationic surfactant for use in compositions according to the invention is cetyltrimethylammonium chloride, available commercially, for example as GENAMIN CTAC, ex Hoechst Celanese.
  • Another particularly useful cationic surfactant for use in compositions according to the invention is behenyltrimethylammonium chloride, available commercially, for example as GENAMIN KDMP, ex Clariant.
  • Another example of a class of suitable conditioning surfactants for use in the invention, either alone or together with one or more other cationic surfactants, is a combination of (i) and (ii) below:
  • RR 22 aannddRR 33 aarree iinnddeeppeennddeennttllyy sseelleecctted from hydrocarbyl chains of from 1 to 10 carbon atoms, and m is an integer from 1 to about 10;
  • hydrocarbyl chain means an alkyl or alkenyl chain.
  • Preferred amidoamine compounds are those corresponding to formula (I) in which
  • R 1 is a hydrocarbyl residue having from about 11 to about 24 carbon atoms
  • R 2 and R 3 are each independently hydrocarbyl residues, preferably alkyl groups, having from 1 to about 4 carbon atoms, and m is an integer from 1 to about 4.
  • R 2 and R 3 are methyl or ethyl groups.
  • m is 2 or 3, i.e. an ethylene or propylene group.
  • Preferred amidoamines useful herein include stearamido-propyldimethylamine, stearamidopropyldiethylamine, stearamidoethyldiethylamine, stearamidoethyldimethylamine, palmitamidopropyldimethylamine, palmitamidopropyl-diethylamine, palmitamidoethyldiethylamine, palmitamidoethyldimethylamine, behenamidopropyldimethyl-amine, behenamidopropyldiethylmine, behenamidoethyldiethyl-amine, behenamidoethyldimethylamine, arachidamidopropyl- dimethylamine, arac damidopropyldiethylamine, arac d-amidoethyldiethylamine, ste
  • amidoamines useful herein are stearamidopropyldimethylamine, stearamidoethyldiethylamine, and mixtures thereof.
  • amidoamines useful herein include: stearamidopropyldimethylamine with tradenames LEXAMINE S-13 available from Inolex (Philadelphia Pennsylvania, USA) and AMIDOAMINE MSP available from Nikko (Tokyo, Japan), stearamidoethyldiethylamine with a tradename AMIDOAMINE S available from Nikko, behenamidopropyldimethylamine with a tradename INCROMINE BB available from Croda (North Humberside, England), and various amidoamines with tradenames SCHERCODINE series available from Scher (Clifton New Jersey, USA).
  • a protonating acid may be present.
  • Acid may be any organic or mineral acid which is capable of protonating the amidoamine in the composition.
  • Suitable acids useful herein include hydrochloric acid, acetic acid, tartaric acid, fumaric acid, lactic acid, malic acid, succinic acid, and mixtures thereof.
  • the acid is selected from the group consisting of acetic acid, tartaric acid, hydrochloric acid, fumaric acid, lactic acid and mixtures thereof.
  • the primary role of the acid is to protonate the amidoamine in the hair treatment composition thus forming a tertiary amine salt (TAS) in situ in the hair treatment composition.
  • TAS tertiary amine salt
  • the TAS in effect is a non-permanent quaternary ammonium or pseudo-quaternary ammonium cationic surfactant.
  • the acid is included in a sufficient amount to protonate more than 95 mole% (293 K) of the amidoamine present.
  • the level of cationic surfactant will generally range from 0.01 % to
  • compositions according to the present invention preferably also comprise a dispersed, non-volatile, water-insoluble oily conditioning agent which is not a silicone.
  • insoluble is meant that the material is not soluble in water (distilled or equivalent) at a concentration of 0.1% (w/w), at 25°C.
  • Suitable materials include oily or fatty materials selected from hydrocarbon oils, fatty esters and mixtures thereof.
  • Straight chain hydrocarbon oils will preferably contain from about 12 to about 30 carbon atoms.
  • polymeric hydrocarbons of alkenyl monomers such as C 2 -C 6 alkenyl monomers.
  • suitable hydrocarbon oils include paraffin oil, mineral oil, saturated and unsaturated dodecane, saturated and unsaturated tridecane, saturated and unsaturated tetradecane, saturated and unsaturated pentadecane, saturated and unsaturated hexadecane, and mixtures thereof Branched-chain isomers of these compounds, as well as of higher chain length hydrocarbons, can also be used.
  • Suitable fatty esters are characterised by having at least 10 carbon atoms, and include esters with hydrocarbyl chains derived irom fatty acids or alcohols, Monocarboxylic acid esters include esters of alcohols and/or acids of the formula R'COOR in which R and R independently denote alkyl or alkenyl radicals and the sum of carbon atoms in R and R is at least 10, preferably at least 20. Di- and trialkyl and alkenyl esters of carboxylic acids can also be used.
  • Particularly preferred fatty esters are mono-, di- and triglycerides, more specifically the mono-, di-, and tri-esters of glycerol and long chain carboxylic acids such as Q-C22 carboxylic acids.
  • Preferred materials include cocoa butter, palm stearin, sunflower oil, soyabean oil and coconut oil.
  • the oily or fatty material is suitably present at a level of from 0.05 wt% to 10 wt%, preferably from 0.2 wt% to 5 wt%, more preferably from about 0.5 wt% to 3 wt%.
  • compositions of the invention will preferably also incorporate a fatty alcohol.
  • fatty alcohols and cationic surfactants in conditioning compositions is believed to be especially advantageous, because this leads to the formation of a lamellar phase, in which the cationic surfactant is dispersed.
  • Representative fatty alcohols comprise from 8 to 22 carbon atoms, more preferably 16 to 22.
  • Fatty alcohols are typically compounds containing straight chain alkyl groups.
  • suitable fatty alcohols include cetyl alcohol, stearyl alcohol and mixtures thereof.
  • the use of these materials is also advantageous in that they contribute to the overall conditioning properties of compositions of the invention.
  • the level of fatty alcohol in compositions of the invention will generally range irom 0.01 to 10%, preferably irom 0.1 % to 8%, more preferably from 0.2 % to 7 %, most preferably from 0.3 % to 6 % by weight of the composition.
  • the weight ratio of cationic surfactant to fatty alcohol is suitably from 1:1 to 1:10, preferably from 1:1.5 to 1:8, optimally from 1:2 to 1:5. If the weight ratio of cationic surfactant to fatty alcohol is too high, this can lead to eye irritancy from the composition. If it is too low, it can make the hair feel squeaky for some consumers.
  • composition of the invention may contain other ingredients for enhancing performance and/or consumer acceptability.
  • ingredients include fragrance, dyes and pigments, pH adjusting agents, pearlescers or opacifiers, viscosity modifiers, and preservatives or antimicrobials.
  • fragrance e.g., advantame, advantame, advantame, advantame, advantame, advantame, sorbitol, sorbitol, sorbitol, sorbitol, sorbitol, sorbitol, sorbitol, sorbitol, sorbitol, sorbitol, sorbitol, sorbitol, sorbitol, sorbitol, sorbitol, sorbitol, sorbitol, sorbitol, sorbitol, sorbitol, sorbitol, sorbitol, sorbitol,
  • the hair/scalp care composition is preferably a conditioner.
  • Hair/scalp care compositions of the invention are primarily intended for topical application to at least a portion of the hair/scalp of an individual, either in rinse-off or leave-on compositions, for the treatment of dry and/or wet, damaged and/or unmanageable hair.
  • the invention also provides a process for preparing a hair/scalp composition comprising the steps of
  • the step (i) comprises the treatment of milling; more preferably comprises the treatment of milling and filtering.
  • the treatment of milling is conducted for from 1 to 100 hours.
  • the cosmetically acceptable carrier comprises an ingredient comprising conditioning agent, cationic surfactant, or a mixture thereof
  • the weight ratio of the premix to the cosmetically acceptable carrier is in the range irom 1:10000 to 100: 1, more preferably from 1:2000 to 5:1, even more preferably from 1:500 to 1:2, most preferably from 1 : 100 to 1 : 10.
  • Further optional ingredients as described above may suitably be added between steps (i) and (ii) or during or after (ii).
  • This example demonstrates the preparation of control sample.
  • Control samples were prepared according to the similar procedure as described above. The ingredient and concentration follows Table 2. These control samples do not contain nonionic polymer.
  • the premixes and control samples were formulated to hair treatment compositions having an identical composition except for premix components. Then, these compositions were used to test the silicone fouling.
  • the test of silicone fouling was conducted by mimicking the cleaning step of equipment in factory and following the steps in sequence of:
  • the value of silicone fouling is calculated as the ratio of the weight increase of the dried beaker, paddle, and stainless sieve to the amount of silicone in testing composition by weight.
  • compositions of the present invention were made by standard processes with the formulations given in Table 4.

Abstract

L'invention concerne un prémélange comprenant de la pyrithione métallique, un agent tensioactif, comprenant un agent tensioactif cationique, un agent tensioactif non ionique, un agent tensioactif amphotère ou un mélange correspondant, et comprenant en outre un polymère qui comprend au moins 90 % de polymère non ionique en poids du polymère ; et une composition de soin des cheveux/du cuir chevelu pouvant être obtenue à partir du prémélange. Le prémélange peut réduire l'encrassement dû à la silicone lors de la fabrication de la composition.
PCT/EP2013/062352 2012-07-03 2013-06-14 Prémélange et composition WO2014005821A2 (fr)

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Application Number Priority Date Filing Date Title
CN2012078122 2012-07-03
CNPCT/CN2012/078122 2012-07-03
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EP12182865.1 2012-09-04

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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2014100709A1 (fr) * 2012-12-21 2014-06-26 Arch Personal Care Products, Lp Dispersion de pyrithione cationique
WO2020005735A1 (fr) * 2018-06-28 2020-01-02 The Procter & Gamble Company Composition de soin du cuir chevelu avec des agents bénéfiques pour le cuir chevelu particulaires bien dispersés

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1999018929A1 (fr) * 1997-10-14 1999-04-22 The Procter & Gamble Company Compositions d'hygiene personnelle renfermant des tensioactifs ramifies a chaine moyenne
US20020197282A1 (en) * 1999-02-23 2002-12-26 Mohseni Saeed H. Sonic method of enhancing chemical reactions to provide uniform, non-agglomerated particles
WO2003088957A1 (fr) * 2002-04-22 2003-10-30 The Procter & Gamble Company Compositions pour soins d'hygiene personnelle comprenant un materiau a base de zinc dans une composition aqueuse de tensioactif
US20070128147A1 (en) * 2002-06-04 2007-06-07 The Procter & Gamble Company Composition comprising a particulate zinc material, a pyrithione or a polyvalent metal salt of a pyrithione and a gel network

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1999018929A1 (fr) * 1997-10-14 1999-04-22 The Procter & Gamble Company Compositions d'hygiene personnelle renfermant des tensioactifs ramifies a chaine moyenne
US20020197282A1 (en) * 1999-02-23 2002-12-26 Mohseni Saeed H. Sonic method of enhancing chemical reactions to provide uniform, non-agglomerated particles
WO2003088957A1 (fr) * 2002-04-22 2003-10-30 The Procter & Gamble Company Compositions pour soins d'hygiene personnelle comprenant un materiau a base de zinc dans une composition aqueuse de tensioactif
US20070128147A1 (en) * 2002-06-04 2007-06-07 The Procter & Gamble Company Composition comprising a particulate zinc material, a pyrithione or a polyvalent metal salt of a pyrithione and a gel network

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2014100709A1 (fr) * 2012-12-21 2014-06-26 Arch Personal Care Products, Lp Dispersion de pyrithione cationique
WO2020005735A1 (fr) * 2018-06-28 2020-01-02 The Procter & Gamble Company Composition de soin du cuir chevelu avec des agents bénéfiques pour le cuir chevelu particulaires bien dispersés

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