WO2000000164A1 - Leave-on hair compositions which contain a diol - Google Patents

Leave-on hair compositions which contain a diol Download PDF

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Publication number
WO2000000164A1
WO2000000164A1 PCT/US1999/014766 US9914766W WO0000164A1 WO 2000000164 A1 WO2000000164 A1 WO 2000000164A1 US 9914766 W US9914766 W US 9914766W WO 0000164 A1 WO0000164 A1 WO 0000164A1
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WO
WIPO (PCT)
Prior art keywords
hair
leave
hair care
care composition
weight
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Application number
PCT/US1999/014766
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French (fr)
Inventor
Daniel Wayne Michael
Errol Hoffman Wahl
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The Procter & Gamble Company
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Filing date
Publication date
Application filed by The Procter & Gamble Company filed Critical The Procter & Gamble Company
Priority to AU48465/99A priority Critical patent/AU4846599A/en
Priority to EP99932075A priority patent/EP1091727A1/en
Priority to BR9911639-1A priority patent/BR9911639A/en
Priority to JP2000556749A priority patent/JP2002519313A/en
Publication of WO2000000164A1 publication Critical patent/WO2000000164A1/en

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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • 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
    • A61K8/345Alcohols containing more than one hydroxy group

Definitions

  • the present invention relates to leave-on hair care compositions which provide improved hair conditioning properties
  • These compositions comprise a diol selected from either 1,2 C 5 -C 8 -alkane diols or C 2 -C ⁇ 0 -alkyl glyceryl ethers
  • These products deliver unexpected reduction of hair f ⁇ zziness without leaving an oily feel to the hair
  • the leave-on hair-care products are easy to remove, and therefore do not build up on the hair with repeated use
  • the compositions are used in leave-on products such as hair tonics, hair sprays, gels, mousses, and the like
  • Scalp hair becomes soiled due to its contact with the surrounding environment and from sebum secreted from the hair follicles
  • the build-up of sebum and environmental soiling can cause the hair to have a dirty or greasy feel, and an unattractive appearance
  • conditioner formulations which are applied to the hair as a separate step from shampooing, usually subsequent to shampooing
  • These hair conditioners are typically either rinse-off conditioners, used immediately after shampooing in the shower, bath or sink, or leave-on conditioning products, used separately from the shampooing step
  • Rinse-off conditioners typically contain sihcone conditioning agents or quaternary ammonium compounds which deposit on the hair
  • typical rinse-off conditioners also do not provide sufficient frizz reduction to benefit people with frizzy hair
  • Leave-on conditioners are sold as gels, tonics, sprays or mousses depending on the mode chosen for dispensing the product for application to the hair
  • These leave-on conditioners also generally contain sihcone conditioning agents or quaternary ammonium compounds
  • These leave-on conditioners generally provide high levels of the conditioning compounds
  • the leave-on conditioners result m frizz reduction, the high level of deposited quaternary compounds and/or sihcones result in hair feeling slick, oily and dirty
  • typical leave-on conditioners build up with use, even with regular shampooing of the hair This build-up accentuates the oily, dirty hair feel characteristics of typical products
  • Polyols have been widely used in hair care compositions as humectants and moistu ⁇ zers Polyols, including 1,2 hexanediol, have been studied for their impact on hair damage and hair flexibility by Hosokawa et al in "The Effects of Polyols on Human Hair", J_ Soc Cosmet Chem Jpn .
  • Hosokawa teaches polyols, such as glycerin, hexylene glycol, and 3-methyl-l,3-butaned ⁇ ol, as having the effect of making hair more flexible
  • Hosokawa also teaches that polyols having long carbon chain lengths (e g 1,2 hexanediol) have higher permeability of hair
  • leave-on hair care compositions containing 1,2 C 5 -C 8 -alkane diols or C 2 -C ⁇ 0 -alkyl glyceryl ethers provide both conditioning sufficient to reduce the frizzy appearance from damaged, split end, or naturally curly hair, and a clean feel
  • hair care compositions for application to the hair which are not ⁇ nsed off after use, which provide this combination of conditioning and clean feel
  • the invention hereof can comprise, consist of, or consist essentially of the essential elements, desc ⁇ bed herein as well as any of the preferred or other optional ingredients described herein
  • the present invention relates to leave-on hair care compositions comprising from about 3% to 30%, by weight, of a C 2 -C ]0 -alkyl glyceryl ether, and from about 70% to about 97%, by weight, of a polar solvent selected from the group consisting of water, C2-C3 monohyd ⁇ c alkanols, and mixtures thereof
  • a polar solvent selected from the group consisting of water, C2-C3 monohyd ⁇ c alkanols, and mixtures thereof
  • the invention also relates to leave-on hair care compositions composing from about 3% to 30%, by weight, of a 1,2 Cs-Cg-alkane diols and from about 70% to about 97%, by weight, of a polar solvent selected from the group consisting of leave- on vehicle comprising a hair care ingredient selected from the group consisting of C2-C3 monohyd ⁇ c alkanols and mixtures of C2-C3 monohyd ⁇ c alkanol
  • compositions compnsing from about 3% to 30%, by weight, of a diol selected from the group consisting of 1,2 Cs-Cg-alkane diols, C 2 -C ]0 -alkyl glyceryl ethers, and mixtures thereof, from about 70% to about 97%, by weight, of a polar solvent selected from the group consisting of water, C2-C3 monohyd ⁇ c alkanols, and mixtures thereof, and from about 0 015 to about 20%, by weight, of a hair care ingredient selected from the group comprising conditioning agents, noniomc surfactants, thickeners, perfumes, preservatives, pH adjusting agents, colo ⁇ ng agents, propellants, vitamins and derivatives thereof, vitamin penetration aids, hair spray spray modifiers, and mixtures thereof, wherein the hair care composition is comprises less than about 0 1% of hair reducing agents DETAILED DESCRIPTION OF THE INVENTION
  • leave-on as expressed herein to modify the term "hair care composition” is used to mdicate that the compositions of the present invention are intended to be applied to and allowed to remain on the hair
  • leave-on compositions are to be distinguished from “nnse-off compositions which are applied to the hair and subsequently removed, either immediately or after a few minutes, either by washing, rinsing, wiping or the like
  • the composition of the present invention must remain on the hair at least until the hair is dry
  • compositions of the present invention may be of any product form which is applied to the hair and not ⁇ nsed off
  • Product forms may be selected from the group consisting of gels, tonics, lotions, mousses, and sprays
  • compositions of the present invention comprise from about 3% to about 30%, preferably from about 4% to about 25%, more preferably from about 5% to about 20%, and most preferably from about 7% to about 15% of a diol
  • the diol may be a 1, 2 Cs-C 8 -alkane diol, a C 2 -C ⁇ o-alkyl glyceryl ether, or a mixture thereof
  • the 1,2 C 5 -C 8 -alkane diols are compounds of the formula R 1 - CHOH-CH 2 OH where R 1 is an propyl, butyl, pentyl, or hexyl group R 1 may be straight chain or branched groups, preferably straight chain
  • the preferred alkane diols are 1,2 n-pentane diol, 1,2 n- hexane diol, 1,2 n-heptane diol, or mixtures thereof Most preferred is 1,2 n-hexane diol, where R 1 is n-butyl
  • the C 2 C ⁇ o-alkyl glyceryl ethers are compounds of the formula R 2 - O- CH 2 -CHOH-CH 2 OH where R 2 is an ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, or decyl group R2 may be straight chain or branched groups, preferably straight chain
  • R2 is an ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, or decyl group
  • R2 may be straight chain or branched groups, preferably straight chain
  • the preferred glyceryl ethers are n-propyl-, n-butyl-, n-pentyl-, n-hexyl glycerol ethers and mixtures thereof Most preferred is n-hexyl glyceryl
  • the leave-on hair care compositions of the present invention also comprise a polar solvent as a liquid vehicle for the diol
  • a polar solvent is any solvent material with a dielectric constant at 25°C greater than about 5 0, preferably greater than about 7 5 and more preferably greater than about 10 0
  • the polar solvent of the present invention comprises one or more polar solvents that are present in the hair care compositions at a level of from about 70% to about 97%, preferably from about 80% to about 95%, more preferably from about 85% to about 93% of the total composition
  • the polar solvents essential to the present compositions are selected from the group consisting of water, C2-C3 monohyd ⁇ c alkanols, and mixtures thereof If present, C3 alkanols, such as isopropanol, should be used at levels no greater than about 15% by weight of the composition, preferably no greater than about 12%, more preferably no greater than about 10% High levels of C3 monohydnc alcohols are undesirable in the present compositions due to potential odor issues they can create Preferred polar solvent phases contain water, ethanol, or mixtures thereof
  • the water content of the compositions is generally m the range of from about 0 5% to about 99%, by weight of the total composition
  • the alcohol solvents are generally present in the range of from 0 5% to about 99%, by weight of the total composition Hair Care Ingredient
  • compositions of the present invention can comprise a wide range of additional hair care ingredients suitable for rendering such compositions more cosmeticall ⁇ or aesthetically acceptable or to provide them with additional usage benefits
  • additional hair care ingredients include other conditioning agents, surfactants, such as anionic, nonionic, amphote ⁇ c, and zwitte ⁇ onic surfactants, thickeners, such as xanthan gum, guar gum, hydroxyethyl cellulose, methyl cellulose, hydroxyethylcellulose, starch and starch derivatives, Carbomers®, perfumes, preservatives, polymers, pH adjusting agents, coloring agents, such as any of the FD&C or D&C dyes, polymer plasticizing agents, such as glycerin, disobutyl adipate, butyl stearate, and propylene glycol, propellants vitamins and derivative
  • Non-limiting examples of preservatives which may be used in the leave-on composition of the present invention are benzyl alcohol, methyl paraben, propyl paraben, DMDM hydanoin, methylchloroisothiaohne, methyhsothiazolinone, and lmidazohdinyl urea
  • Preservatives are used in the compositions of the present invention at levels of from about 0 001% to about 1% Amomc Surfactant
  • compositions of the present invention may contain low levels anionic surfactant
  • the anionic surfactant may be present at levels of from about 0 01% to about 2%, preferably from about 0 05% to about 1%, and more preferably from about 0 1% to about 0 5%
  • Nonhmiting examples of anionic lathering surfactants useful in the compositions of the present invention are disclosed in McCutcheon's, Detergents and Emulsifiers, North A e ⁇ can edition (1990), published by The Manufacturing Confectioner Publishing Co , McCutcheon's, Functional Materials. North Ame ⁇ can Edition (1992), and U S Patent No 3,929,678, to Laughhn et al , issued December 30, 1975, all of which are incorporated by reference
  • anionic lathering surfactants include those selected from the group consisting of alkyl and alkyl ether sulfates, sulfated monoglyce ⁇ des, sulfonated olefins, alkyl aryl sulfonates, pnmary or secondary alkane sulfonates, alkyl sulfosuccinates, acyl taurates, acyl lsethionates, alkyl glycerylether sulfonate, sulfonated methyl esters, sulfonated fatty acids, alkyl phosphates, acyl glutamates, acyl sarcosinates, alkyl sulfoacetates, acylated peptides, alkyl ether carboxylates, acyl lactylates, and anionic fluorosurfactants Mixtures of anionic lathering surfactants
  • compositions of the present invention may contain a nomonic surfactant
  • the nomonic surfactants useful herein include any of the well-known nomonic surfactants that are liquid at room temperature, have an HLB of from about 4 to about 20 depending on the class of nomonic surfactant chosen
  • the leave-on hair care compositions of the present invention can comprise from about 0 01% to about 20%, preferably from about 0 1% to about 5%, more preferably from about 0 5% to about 3%, of nomonic surfactant
  • nomonic surfactant Two typical groups of nomonic surfactants are the alkoxylated (especially ethoxylated) alcohols and the alkyl pyrrohdones, and the like, which are well-known from the surfactant art In general, such no onic surfactants contain a C4.
  • the oleyl alkenyl group Ethoxylated surfactant generally contain from about 2 to about 12, preferably from about 2 5 to about 10, more preferably from about 3 to about 8, ethylene oxide groups, to give an HLB of from about 4 to about 10, preferably from about 5 to about 9, and more preferably from about 6 to about 8 Ethoxylated alcohols are especially preferred in the compositions of the present invention
  • ethoxylated no onic surfactants useful herein include octyl polyethoxylates (2 5) and (5), decyl polyethoxylates (2 5) and (5), dccyl polyethoxylate (6), dodecyl polyethoxylate (3), t ⁇ decyl polyethoxylate (3), coconut alk ⁇ l poK ethowlate (6 5), oleyl polyethoxylate (3), and mixtures thereof
  • onic surfactants which are block copolymers of propylene glycol and ethylene glycol
  • These nomonic surfactants have the formula
  • R(EO) n (PO) m (EO) n R wherein EO is ethylene oxide, PO is propylene oxide, each of n and m are selected to give a surfactant having a total molecular weight of from about 200 to about 8,000, and each R being selected from hydrogen (preferred) and hydrocarbon groups, preferably C hydrocarbon groups
  • surfactants can have m and n vary to provide any EO content
  • Such surfactants typically have an HLB of from about 4 to about 10, preferably from about 5 to about 9, and more preferably from about 6 to about 8 as required heretofore
  • Preferable block copolymers of propylene glycol and ethylene glycol have a total molecular weight of from about 3,000 to about 10,000, preferably from about 4,000 to about 8,000, and each R being selected from hydrogen (preferred) and hydrocarbon groups, preferably C hydrocarbon groups
  • R being selected from hydrogen (preferred) and hydrocarbon groups, preferably C hydrocarbon groups
  • These preferable nomonic surfactants have an EO content of from about 20% to about 80%, preferably from about 20% to about 40%
  • Another preferable block copolymers of propylene glycol and ethylene glycol have a total molecular weight of from about 200 to about 2,000, preferably from about 500 to about 1,000, and each R being hydrogen , and having an EO content of less than about 50%, preferably less than about 10% and most preferably equal to 0%, I e 100% polypropylene glycol
  • sihcone surfactants such as sihcone copolyols, or polydimethyl siloxanes
  • the polydimethyl siloxanes which may be used in the compositions of the present invention are disclosed m Gruning, B, and Koerner, G , "Sihcone Surfactants", Tenside Surf Det 26 (1989) 5, 312-317, and Schaefer, D , "Sihcone Surfactants", Tenside Surf Det 27 (1990) 3, 154-158, incorporated herein by reference
  • These sihcone surfactants may have the formula
  • n can range from about 5 to about 25, preferably from about 10 to about 20, m, can range from about 1 to about 10, preferably from about 3 to about 7, and m 2 can be 0, 1, or 2, preferably 0
  • hydrophihc modifying groups preferably have the formula
  • sihcone surfactants have an HLB from about 10 to about 20, preferably from about 15 to about 19 and a cloud point (1% in water) from about 10°C to about 100°C, preferably from about 50°C to about 90°C
  • Preferred sihcone surfactants have the formula represented in formula (2), wherein RI has the formula
  • n ranges from 13 to 20
  • mi is 5
  • m 2 is 0, x and y vaiy such that the weight ratio of EO PO ranges from about 75 25 to about 100 0 and the total molecular weight of the sihcone surfactant is from about 2,000 to about 10,000.
  • silicone surfactants are Abil® B8843 and Abil® B8851, manufactured by Goldschmidt Chemical
  • the leave-on hair care compositions of the present invention may also preferably contain a silicone graft copolymer.
  • the silicone graft copolymer when used, may comprise from about 0.1 to about 5%, preferably from about 0.25% to about 2%, more preferably from about 0.5% to about 1% of the silicone graft copolymer.
  • Such graft copolymers can be prepared by a number of methods known to those skilled in the art, including:
  • silicone macromonomers in free radical polymerization.
  • Such silicone functional polymers include the silicone graft copolymers described, along with methods of making them, in U.S. Patent 5,658,557, Bolich et al., issued August 19, 1997, U.S. Patent 4,693,935, Mazurek, issued September 15, 1987, and U.S. Patent 4,728,571, Clemens et al., issued March 1, 1988, each incorporated herein by reference.
  • the silicone grafted polymers are characterized by polysiloxane moieties covalently bonded to and pendant from a polymeric carbon-based backbone.
  • the backbone will preferably be a carbon chain derived from polymerization of ethylenically unsaturated monomers, but can also be, cellulosic chains or other carbohydrate-derived polymeric chains to which polysiloxane moieties are pendant.
  • the backbone can also include ether groups, i.e., C-O-C.
  • the polysiloxane moieties can be substituted on the polymer or can be made by co- polymerization of polysiloxane-containing polymerizable monomers (e.g.
  • the polysiloxane-grafted polymer should have a weight average molecular weight of at least about 20,000 There is no upper limit for molecular weight except that which limits applicability of the invention for practical reasons, such as processing, aesthetic characte ⁇ stics, formulateabihty, etc
  • the weight average molecular weight will be less than about 10,000,000, more generally less than about 5,000,000, and typically less than about 3,000,000
  • the weight average molecular weight will be between about 50,000 and about 2,000,000, more preferably between about 75,000 and about 1,000,000, most preferably between about 100,000 and about 750,000
  • the grafted-polymers hereof when dried to form a film have a Tg or Tm of at least about -20°C, preferably at least about 20°C, so that they are not unduly sticky, or "tacky" to the touch
  • Tg refers to the glass transition temperature of the non-polysiloxane backbone of the polymer
  • Tm refers to the crystalline melting point of the non-siloxane backbone, if such a transition exists for a given polymer
  • both the Tg and the Tm, if any, are above about -20°C, more preferably above about 20°C
  • sihcone grafted polymers which may be used in the compositions of the present invention include "sihcone-containing" (or “polysiloxane-containing”) monomers, which form the sihcone macromer pendant from the backbone, and non-sihcone-containing monomers, which form the organic backbone of the polymer
  • the prefe ⁇ ed sihcone grafted polymers comprise an organic backbone preferably a carbon backbone derived from ethylenically unsaturated monomers, such as a vinyl polymeric backbone, and a polysiloxane macromer (especially preferred are polydialkylsiloxane, most preferably polydimethylsiloxane) grafted to the backbone
  • the polysiloxane macromer should have a weight average molecular weight of at least about 500, preferably from about 1,000 to about 100,000, more preferably from about 2,000 to about 50,000, most preferably about 5,000 to about 20,000
  • Organic backbones contemplated include those that are derived from polymerizable, ethylenically unsaturated monomers, including vinyl monomers, and other condensation monomers (e g , those that polymerize to form polyamides and polyesters), ⁇ ng-opening monomers (e g , ethyl oxazohne and caprolactone), etc Also contemplat
  • Suitable silicone grafted polymers are also disclosed in EPO Application 90307528 1, published as EPO Application 0 408 311 A2 on January 1 1, 1991, Hayama, et al , U S Patent 5,061,481, issued October 29, 1991, Suzuki et al , U S Patent 5,106,609, Bohch et al , issued April 21, 1992, U S Patent 5,100,658, Bohch et al , issued March 31, 1992, U S Patent 5,100,657, Ansher-Jackson, et al , issued March 31, 1992, U S Patent 5,104,646, Bohch et al , issued April 14, 1992, U S Serial No 07/758,319. Bolich et al, filed August 27, 1991, and U S Serial No 07/758,320, Torgerson et al , filed August 27, 1991, all of which are incorporated by reference herein
  • the preferred sihcone grafted polymers are comprised of monomer units derived from at least one free radically polymerizable ethylenically unsaturated monomer or monomers and at least one free radically polyme ⁇ zable polysiloxane-containing ethylenically unsaturated monomer or monomers
  • the si cone grafted polymers hereof generally comprise from about 1 % to about 50%, by weight, of polysiloxane-containing monomer units i e , monomer units polysiloxane-containing monomers (referred to herein as "C" monomers), and from about 50% to about 99% by weight, of non-polysiloxane-containing monomers
  • the non-polysiloxane-containing monomer units can be derived from polar, or hydrophihc, monomers, "A” monomers, or mixtures of polar hydrophihc monomers and low polarity, or hydrophobic, "B" monomers
  • Hydrophobic monomers means monomers which fo ⁇ n substantiall) water insoluble homopolymers
  • Hydrophihc monomers means monomers which do not form substantially water insoluble homopolymers
  • Substantially water soluble shall refer to monomers that form homopolymers that are soluble in distilled (or equivalent) water, at 25°C, at a concentration of 0 2% by weight, and are preferably soluble at 1 0% by weight
  • Substantially water insoluble shall refer to monomers that form homopolymers that are not soluble in distilled (or equivalent) water, at 25°C, at a concentration of 0 2% by weight, and preferably not soluble at 0 1% by weight
  • the weight average molecular weight for purposes of determining substantial water solubility or insolubility shall be about 100,000, although solubility at higher molecular weight shall also be indicative of solubility at about 100,000
  • A, B, and C monomers can vary as long as the polymer backbone is soluble in the polar solvent hereof and the sihcone grafted copolymer exhibits phase separation when dried
  • a monomers include acrylic acid, methacryhc acid, N,N- dimethylacrylamide, dimethyl aminoethyl methacrylate, quatermzed dimethylaminoethyl methacrylate, methacrylamide, N-t-butyl acrylamide, maleic acid maleic anh ⁇ d ⁇ de and its half esters, crotonic acid, itaconic acid, acrylamide, acrylate alcohols, hydroxyethyl methacrylate, diallyldimethyl ammonium chloride, vinyl pyrrohdone, v ⁇ n ⁇ l ethers (such as methyl vinyl ether), maleimides, vinyl py ⁇ dine, vinyl lmidazole, other polar vinyl heterocychcs, styrene sulfonate, allyl alcohol, vinyl alcohol (such as that produced by the hydrolysis of vinyl acetate after polymerization), vinyl caprolactam, salts of any acids and amines listed above, and mixtures thereof P
  • B monomers are acrylic or methacrylic acid esters of C j - Ci g alcohols, such as methanol, ethanol, methoxy ethanol, 1-propanol, 2-propanol, 1- butanol, 2 -methyl- 1-propanol, 1-pentanol, 2-pentanol, 3-pentanol, 2 -methyl- 1 -butanol, 1- methyl-1-butanol, 3-methyl-l -butanol, 1 -methyl- 1-pentanol, 2-methyl- 1-pentanol, 3-methyl- 1-pentanol, t-butanol(2-methyl-2-propanol), cyclohexanol, neodecanol, 2-eth ⁇ 1-1 -butanol, 3- heptanol, benzyl alcohol, 2-octanol, 6-methyl-l-heptanol, 2-ethyl-l-hexanol, 3,5
  • X is an ethylenically unsaturated group copolymerizable with the A and B monomers, such as a vinyl group
  • Y is a divalent linking group
  • R is a hydrogen, hydroxyl, lower alkyl (e g C 1 -C4), aryl, alkaryl, alkoxy, or alkylamino
  • Z is a monovalent siloxane polymeric moiety having a number average molecular weight of at least about 500, is essentially unreactive under copolyme ⁇ zation conditions, and is pendant from the vinyl polyme ⁇ c backbone described above
  • n is 0 or 1
  • m is an integer from 1 to 3
  • C has a weight average molecular weight as desc ⁇ bed above
  • the C monomer has a formula selected from the following group
  • R 1 is hydrogen or -COOH
  • R 2 is hydrogen, methyl or -CH 2 COOH
  • Z is
  • R 4 is alkyl, alkoxy, alkylamino, aryl, or hydroxyl (preferably R 4 is alkyl); and r is an integer from about 5 to about 700.
  • the silicone grafted polymer will preferably comprise from about 50% to about 99%, more preferably from about 60% to about 98%, most preferably from about 75% to about 95%, by weight of the polymer, of non-silicone macromer-containing monomer units, e.g. the total A and B monomer units, and from about 1% to about 50%, preferably from about 1% to about 40%, more preferably from about 2% to about 25%, of silicone macromer-containing monomer units, e.g. the C monomer units.
  • the level of A monomer units can be from about 1% to about 99%, preferably from about 5% to about 80%, more preferably from about 10% to about 50%, most preferably from about 15% to about 40%; the level of B monomer units, can be from 0% to about 99%, preferably from about 1% to about 90%, more preferably from about 5% to about 85%. most preferably from about 15% to about 80%, and the level of C monomer units, from about 1% to about 50%, preferably from about 1% to about 40%, more preferably from about 2% to about 25%
  • any particular silicone grafted polymer will help determine its formulational properties By approp ⁇ ate selection and combination of particular A, B and C components, the sihcone grafted polymer can be optimized for inclusion in specific vehicles
  • the backbone of the sihcone grafted polymer included in the compositions hereof must be soluble in the polar solvent, which is hereinafter referred to as the sihcone grafted polymer, as a whole, being soluble in the polar solvent This is determined according to whether the polymer can stay in solution or precipitates out of solution at 25°C at the concentration present in the composition or whether the range of concentrations for sihcone grafted polymer disc ⁇ bed herein It is well within the skill of one in the art to select monomers for incorporation into the polymers for formulateabihty and solubility in selected polar solvent systems
  • Exemplary sihcone grafted polymers for use in the present invention include the following
  • Aerosol hair spray and mousse product forms further comprise a propellant
  • the propellant is used at levels from about 3% to about 15%, and preferably from about 5 to about 12% of the leave-on hair care composition
  • the propellant can compose a hydrocarbon propellant selected from the group consisting of propane, n-butane, isobutane, n-pentane, isopentane, and hexane, and mixtures thereof or non-hydrocarbon propellants selected from the group consisting of carbon dioxide, nitrous oxide (especially N2O), fluorohydrocarbons, flourochlorohydrocarbons, and mixtures thereof, or mixtures of hydrocarbon and non-hydrocarbon propellants
  • a prefe ⁇ ed propellant identified by the industry designation A-46 is a mixture of n-butane, isobutane, and propane in proportions chosen such that the blend has a vapor pressure of 46 psig at 70°F
  • Another prefe ⁇ ed propellant for the present invention comprises
  • the hair care compositions of the present invention may also optionally include sihcone conditioning agents, including nonvolatile soluble or insoluble sihcone conditioning agents, or volatile sihcone conditioning agents
  • sihcone hair conditioning agent must be used at very low levels
  • the sihcone conditioning agents are used at levels less than about 1%, preferably less than 0 5%, and more preferably less than 0 25%, by weight of the hair care composition
  • the hare care compositions of the present invention are essentially free of sihcone conditioning agents By essentialh free it is meant is that there less than about 0 1 % of the sihcone conditioning agents in the leave-on hair care composition
  • Use of the sihcone conditioning agents at levels higher than 1% could result in higher than desired deposition of the agent resulting in dirty, oily feel Also, high levels of sihcone deposition from a leave-on product would lead to build-up problems
  • Sihcone conditioning agents as well know in the art References disclosing suitable sihcone conditioning agents include U S Pat No 5,674,478, Dodd, U S Pat No 2,826,551, Geen, U S Pat No 3,964,500, Drakoff, U S Pat No 4,364.837, Pader, and U S Pat No 4,152,416, Spitzer et al All of these patents are incorporated herein by reference Quaternary Conditioning Agent
  • the hair conditioning component of the hair care compositions of the present invention may also optionally include quaternary ammonium conditioning agents
  • the quaternary ammonium conditioning agent must be used in the leave-on hair care compositions of the present invention at very low levels
  • the quaternary ammonium conditioning agents are preferably used at levels less than about 2%, preferably less than 1 0%, and more preferably less than 0 5%, by weight of the hair care composition
  • the hair care compositions of the present invention are essentially free of the quaternary ammonium conditioning agents
  • the composition contains less than about 0 1% of the quaternary ammonium conditioning agent Leave-on compositions with higher levels of quaternary conditioners could deposit higher than desired levels of the agent resulting in dirty hair feel and build-up problems
  • Quaternium ammonium conditioning agent which may be used include, but are not limited to, ester substituted quaternary ammonium compounds, such as monoester, diester and t ⁇ ester quaternary ammonium compounds, and amide substituted quaternary ammonium compounds, such as monoamide, diamide and t ⁇ amide quaternary ammonium compounds
  • Quaternary ammonium conditioning agents also include dialkyldimethylammonium chlorides, wherein the alkyl groups have from about 12 to about 22 carbon atoms and are derived from long-chain fatty acids, such as hydrogenated tallow fatty acid Hair Reducing Agents
  • the leave-on hair care compositions of the present invention are free of any hair reducing agents including thioglycohc acid, thioglycohc acid derivatives, cysteine, N- acylcystemes, salts of these compounds, thioglyceryl alkyl ethers, mercaptoalkylamides, sulfites and hydrogensulfites Use of these hair reducing agents can potentially damage the hair and, in fact, make f ⁇ zz more severe
  • the compositions of the present invention should contain less than 0 1%, and preferably less than 0 01% of these reducing agents
  • the leave-on hair conditioning compositions of the present invention are made via art recognized techniques for the various forms of personal cleansing products
  • the leave-on hair care compositions of the present invention are used in conventional ways to provide the frizz reduction benefits of the present invention
  • from about lg to about 50g is applied to the hair on the scalp
  • the composition is dist ⁇ ubbed throughout the hair by, typically by rubbing or massaging the hair and scalp with ones' hands, by another's hands or using a comb or brush
  • the composition is applied to wet or damp hair prior to drying of the hair
  • compositions are applied to the hair, the hair is combed or brushed to achieve a styled in accordance with the desires of the user, and then dried Alternately, the composition may be applied to dry hair, and the hair is then combed or styled in accordance with the desires of the user, and dried or allowed to dry
  • Polypropylene Glycol (M.W. 725) 0.00 0.00 0.00 0.00 0.00 1.00 0.00
  • Silicone Grafted Copolymer 1 0.00 0.75 0.00 0.50 0.00 0.50
  • compositions 1 - 60% t-butyl acrylate/20% acrylic acid/20% silicone macromer (weight average molecular weight of silicone macromer of about 10,000), having a weight average molecular weight of about 150,000.
  • the composition is made by mixing the above components together in a conventional manner. These compositions provide useful leave-on hair care products, which provide frizz reduction benefits to hair.
  • Non-aerosol Hair Sprays are prepared as follows:
  • sihcone macromer - 60% t-butyl acrylate/20% acrylic ac ⁇ dV20% sihcone macromer (weight average molecular weight of sihcone macromer of about 10,000), having a weight average molecular weight of about 150,000
  • compositions provide useful leave-on hair care products, which provide f ⁇ zz reduction benefits to hair
  • compositions are made by blending all of the ingredients except isobutane at ambient temperature until well mixed Aluminum aerosol cans are then filled with 93 parts of this batch, affixed with a valve which is crimped into position, and lastly pressure filled with 7 parts isobutane
  • compositions provide useful leave-on hair care products, which provide frizz reduction benefits to hair
  • Aerosol Hair Spray An aerosol hair spray composition of the present invention is prepared as follows Premix Example No
  • compositions provide useful leave-on hair care products, which provide frizz reduction benefits to hair Gel Hair treatment gel compositions of the present invention is prepared as follows
  • sihcone macromer 1 - 60% t-butyl acrylate/20% acrylic acid 20% sihcone macromer (weight average molecular weight of sihcone macromer of about 10,000), having a weight average molecular weight of about 150,000
  • An leave-on hair treatment lotion composition of the present invention is prepared as follows
  • composition is made by mixing the above components together in a conventional manner This composition provides useful leave-on hair care products, which provide frizz reduction benefits to hair

Abstract

The present invention relates to a leave-on hair care composition comprising from about 3 % to 30 %, by weight, of a diol selected from the group consisting of 1,2 C5-C8-alkane diols, C2-C10-alkyl glyceryl ethers, and mixtures thereof; from about 70 % to about 97 %, by weight, of a polar solvent selected from the group consisting of water, C2-C3 monohydric alkanols, and mixtures thereof; and from about 0.015 to about 20 %, by weight, of a hair care ingredient.

Description

LEAVE-ON HAIR COMPOSITIONS WHICH CONTAIN A DIOL
CROSS-REFERENCE TO RELATED APPLICATIONS This application claims the benefit under 35 USC § 119(e) of the U S provisional application of Daniel Wayne Michael and Errol Hoffman Wahl having Serial No 60/091,016, filed June 29, 1998, and the U S provisional application of Daniel Wayne Michael and Errol Hoffman Wahl having Seπal No 60/110,435, filed December 1, 1998
TECHNICAL FIELD
The present invention relates to leave-on hair care compositions which provide improved hair conditioning properties These compositions comprise a diol selected from either 1,2 C5-C8-alkane diols or C2-Cι0-alkyl glyceryl ethers These products deliver unexpected reduction of hair fπzziness without leaving an oily feel to the hair The leave-on hair-care products are easy to remove, and therefore do not build up on the hair with repeated use The compositions are used in leave-on products such as hair tonics, hair sprays, gels, mousses, and the like
BACKGROUND OF THE INVENTION
Scalp hair becomes soiled due to its contact with the surrounding environment and from sebum secreted from the hair follicles The build-up of sebum and environmental soiling can cause the hair to have a dirty or greasy feel, and an unattractive appearance In order to ameliorate these effects, it is necessary to shampoo the hair \\ ith regularity
Shampooing the hair removes excess sebum and other environmental soiling, but has the disadvantage of leaving the hair in a wet, tangled, and relatively unmanageable state Frequent shampooing can also result in the hair becoming dry due to the removal of natural oils or other hair moisturizing materials After shampooing, the hair can also suffer from a perceived loss of "softness " Frequent shampooing also contributes to the phenomena of "split ends," particularly for long hair Split ends refers to a condition wherein the ends of the hair are split into two or more shafts, resulting in a frizzy appearance
Also, many people have hair which by its curly nature has a high volume or fhzzy appearance Many people regularly perm and/or color their hair It is known that these types of treatments generally can dry out, and even damage the hair This damaged hair is less soft and will have a fhzzy appearance Often, people whose hair has a frizzy appearance wish to reduce the volume of their hair thereby reducing the frizzy look Traditionally, people have used a general hair conditioner to help reduce frizz A variety of approaches have been developed to condition the hair These range from post-shampooing hair rmses, to leave-on hair conditioner tonics and sprays, to the inclusion of hair conditioning components in shampoos Although many consumers prefer the ease and convenience of a shampoo which includes conditioners, typical shampoo-and-conditioner combinations alone do not provide sufficient conditioning to reduce the frizzy appearance from damaged hair, hair with split ends, or naturally curly hair
Also, a substantial proportion of consumers prefer using the conditioner formulations which are applied to the hair as a separate step from shampooing, usually subsequent to shampooing These hair conditioners are typically either rinse-off conditioners, used immediately after shampooing in the shower, bath or sink, or leave-on conditioning products, used separately from the shampooing step Rinse-off conditioners typically contain sihcone conditioning agents or quaternary ammonium compounds which deposit on the hair These conditioners are generally applied to wet hair immediately after shampooing and then rinsed from the hair However, typical rinse-off conditioners also do not provide sufficient frizz reduction to benefit people with frizzy hair
Leave-on conditioners are sold as gels, tonics, sprays or mousses depending on the mode chosen for dispensing the product for application to the hair These leave-on conditioners also generally contain sihcone conditioning agents or quaternary ammonium compounds These leave-on conditioners generally provide high levels of the conditioning compounds However, while the leave-on conditioners result m frizz reduction, the high level of deposited quaternary compounds and/or sihcones result in hair feeling slick, oily and dirty Also, typical leave-on conditioners build up with use, even with regular shampooing of the hair This build-up accentuates the oily, dirty hair feel characteristics of typical products
Polyols have been widely used in hair care compositions as humectants and moistuπzers Polyols, including 1,2 hexanediol, have been studied for their impact on hair damage and hair flexibility by Hosokawa et al in "The Effects of Polyols on Human Hair", J_ Soc Cosmet Chem Jpn . 31(2), 167 -175 (1997) Hosokawa teaches polyols, such as glycerin, hexylene glycol, and 3-methyl-l,3-butanedιol, as having the effect of making hair more flexible Hosokawa also teaches that polyols having long carbon chain lengths (e g 1,2 hexanediol) have higher permeability of hair
It has been found, in the present invention, that leave-on hair care compositions containing 1,2 C5-C8-alkane diols or C2-Cι0-alkyl glyceryl ethers provide both conditioning sufficient to reduce the frizzy appearance from damaged, split end, or naturally curly hair, and a clean feel It is an object of this invention to provide hair care compositions for application to the hair, which are not πnsed off after use, which provide this combination of conditioning and clean feel It is also an objective of the present invention to provide a method for conditioning hair to reduce frizzy appearance with the above compositions
These and other objects and benefits of the present invention as may be set forth herein as may now or later become apparent to those skilled in the art can be provided according to the invention which is described herein
The invention hereof can comprise, consist of, or consist essentially of the essential elements, descπbed herein as well as any of the preferred or other optional ingredients described herein
All percentages herein are by weight of the total composition unless otherwise indicated All ratios are weight ratios unless otherwise indicated Unless otherwise indicated, all percentages, ratios, and levels of ingredients referred to herein are based on the actual amount of the ingredient, and do not include solvents, fillers, or other mateπals with which the ingredient may be combined in commercially available products All measurements are at 25 °C or room temperature , unless otherwise designated
All documents referred to herein, including all patents, all patent applications, all articles, all bulletins, all pamphlets, and all technical data sheets are incorporated herein by reference in their entirety
SUMMARY OF THE INVENTION
The present invention relates to leave-on hair care compositions comprising from about 3% to 30%, by weight, of a C2-C]0-alkyl glyceryl ether, and from about 70% to about 97%, by weight, of a polar solvent selected from the group consisting of water, C2-C3 monohydπc alkanols, and mixtures thereof The invention also relates to leave-on hair care compositions composing from about 3% to 30%, by weight, of a 1,2 Cs-Cg-alkane diols and from about 70% to about 97%, by weight, of a polar solvent selected from the group consisting of leave- on vehicle comprising a hair care ingredient selected from the group consisting of C2-C3 monohydπc alkanols and mixtures of C2-C3 monohydπc alkanols and water
Further embodiments of these inventions relate to leave-on hair care compositions compnsing from about 3% to 30%, by weight, of a diol selected from the group consisting of 1,2 Cs-Cg-alkane diols, C2-C]0-alkyl glyceryl ethers, and mixtures thereof, from about 70% to about 97%, by weight, of a polar solvent selected from the group consisting of water, C2-C3 monohydπc alkanols, and mixtures thereof, and from about 0 015 to about 20%, by weight, of a hair care ingredient selected from the group comprising conditioning agents, noniomc surfactants, thickeners, perfumes, preservatives, pH adjusting agents, coloπng agents, propellants, vitamins and derivatives thereof, vitamin penetration aids, hair spray spray modifiers, and mixtures thereof, wherein the hair care composition is comprises less than about 0 1% of hair reducing agents DETAILED DESCRIPTION OF THE INVENTION
The term "leave-on", as expressed herein to modify the term "hair care composition", is used to mdicate that the compositions of the present invention are intended to be applied to and allowed to remain on the hair These leave-on compositions are to be distinguished from "nnse-off compositions which are applied to the hair and subsequently removed, either immediately or after a few minutes, either by washing, rinsing, wiping or the like In order to achieve the hair conditioning benefits, the composition of the present invention must remain on the hair at least until the hair is dry
The leave-on compositions of the present invention may be of any product form which is applied to the hair and not πnsed off Product forms may be selected from the group consisting of gels, tonics, lotions, mousses, and sprays
The essential ingredients as well as a non-inclusive list of preferred and optional ingredients are described below
The compositions of the present invention comprise from about 3% to about 30%, preferably from about 4% to about 25%, more preferably from about 5% to about 20%, and most preferably from about 7% to about 15% of a diol The diol may be a 1, 2 Cs-C8-alkane diol, a C2-Cιo-alkyl glyceryl ether, or a mixture thereof
The 1,2 C5-C8-alkane diols are compounds of the formula R1 - CHOH-CH2OH where R1 is an propyl, butyl, pentyl, or hexyl group R1 may be straight chain or branched groups, preferably straight chain The preferred alkane diols are 1,2 n-pentane diol, 1,2 n- hexane diol, 1,2 n-heptane diol, or mixtures thereof Most preferred is 1,2 n-hexane diol, where R1 is n-butyl
The C2Cιo-alkyl glyceryl ethers are compounds of the formula R2 - O- CH2-CHOH-CH2OH where R2 is an ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, or decyl group R2 may be straight chain or branched groups, preferably straight chain The preferred glyceryl ethers are n-propyl-, n-butyl-, n-pentyl-, n-hexyl glycerol ethers and mixtures thereof Most preferred is n-hexyl glyceryl ether Polar Solvent
The leave-on hair care compositions of the present invention also comprise a polar solvent as a liquid vehicle for the diol A polar solvent is any solvent material with a dielectric constant at 25°C greater than about 5 0, preferably greater than about 7 5 and more preferably greater than about 10 0 The polar solvent of the present invention comprises one or more polar solvents that are present in the hair care compositions at a level of from about 70% to about 97%, preferably from about 80% to about 95%, more preferably from about 85% to about 93% of the total composition
The polar solvents essential to the present compositions are selected from the group consisting of water, C2-C3 monohydπc alkanols, and mixtures thereof If present, C3 alkanols, such as isopropanol, should be used at levels no greater than about 15% by weight of the composition, preferably no greater than about 12%, more preferably no greater than about 10% High levels of C3 monohydnc alcohols are undesirable in the present compositions due to potential odor issues they can create Preferred polar solvent phases contain water, ethanol, or mixtures thereof
Where water and alcohol mixtures are used, for instance, water-ethanol or water- lsopropanol-ethanol, the water content of the compositions is generally m the range of from about 0 5% to about 99%, by weight of the total composition In such mixtures, the alcohol solvents are generally present in the range of from 0 5% to about 99%, by weight of the total composition Hair Care Ingredient
The compositions of the present invention can comprise a wide range of additional hair care ingredients suitable for rendering such compositions more cosmeticall} or aesthetically acceptable or to provide them with additional usage benefits The CTFA Cosmetic Ingredient Handbook, Second Edition, 1992, which is incorporated by reference herein in its entirely, describes a wide variety of nonhmiting cosmetic ingredients commonly used in the hair care industry These additional ingredients include other conditioning agents, surfactants, such as anionic, nonionic, amphoteπc, and zwitteπonic surfactants, thickeners, such as xanthan gum, guar gum, hydroxyethyl cellulose, methyl cellulose, hydroxyethylcellulose, starch and starch derivatives, Carbomers®, perfumes, preservatives, polymers, pH adjusting agents, coloring agents, such as any of the FD&C or D&C dyes, polymer plasticizing agents, such as glycerin, disobutyl adipate, butyl stearate, and propylene glycol, propellants vitamins and derivatives thereof, such as panthenol and other derivatives of pantothenic acid, pantothenic ethers, vitamin penetration aids, such as polyethylene glycol or polypropylene glycol having from 3 to about 12 ethylene glycol or propylene glycol units, hair spray spray modifiers, such as polyethylene glycol having from about 2000 to about 25,000 ethylene glycol units Such optional ingredients generally are used individually at levels from about 0 01% to about 20 0%, preferably from about 0 05% to about 15 0%, more preferabH from about 0 1% to about 10%, even more preferably from about 0 5% to about 8%, most preferabh from about 1% to about 5% of the composition Detailed descriptions of preferred hair care ingredients follow Perfume /Preservative Preferred leave-on hair care compositions comprise a perfume and a preservative Perfumes are well known in the art to deliver aesthetically pleasing aroma to the hair in addition to reduced frizz and clean feel of the diol of the present invention Perfumes are used in the compositions of the present invention at levels of from about 0 01% to about 4%, preferably from about 0 05% to about 2 5%
Non-limiting examples of preservatives which may be used in the leave-on composition of the present invention are benzyl alcohol, methyl paraben, propyl paraben, DMDM hydanoin, methylchloroisothiaohne, methyhsothiazolinone, and lmidazohdinyl urea Preservatives are used in the compositions of the present invention at levels of from about 0 001% to about 1% Amomc Surfactant
Preferred compositions of the present invention may contain low levels anionic surfactant The anionic surfactant may be present at levels of from about 0 01% to about 2%, preferably from about 0 05% to about 1%, and more preferably from about 0 1% to about 0 5% Nonhmiting examples of anionic lathering surfactants useful in the compositions of the present invention are disclosed in McCutcheon's, Detergents and Emulsifiers, North A eπcan edition (1990), published by The Manufacturing Confectioner Publishing Co , McCutcheon's, Functional Materials. North Ameπcan Edition (1992), and U S Patent No 3,929,678, to Laughhn et al , issued December 30, 1975, all of which are incorporated by reference
A wide variety of anionic surfactants are potentially useful herein Nonhmiting examples of anionic lathering surfactants include those selected from the group consisting of alkyl and alkyl ether sulfates, sulfated monoglyceπdes, sulfonated olefins, alkyl aryl sulfonates, pnmary or secondary alkane sulfonates, alkyl sulfosuccinates, acyl taurates, acyl lsethionates, alkyl glycerylether sulfonate, sulfonated methyl esters, sulfonated fatty acids, alkyl phosphates, acyl glutamates, acyl sarcosinates, alkyl sulfoacetates, acylated peptides, alkyl ether carboxylates, acyl lactylates, and anionic fluorosurfactants Mixtures of anionic surfactants can be used effectively in the present invention Preferrable anionic surfactants are alkyl and alkyl ether sulfates Ammonium and sodium lauryl sulfate are most preferred Nomonic Surfactant
Preferred compositions of the present invention may contain a nomonic surfactant The nomonic surfactants useful herein include any of the well-known nomonic surfactants that are liquid at room temperature, have an HLB of from about 4 to about 20 depending on the class of nomonic surfactant chosen
The leave-on hair care compositions of the present invention can comprise from about 0 01% to about 20%, preferably from about 0 1% to about 5%, more preferably from about 0 5% to about 3%, of nomonic surfactant Two typical groups of nomonic surfactants are the alkoxylated (especially ethoxylated) alcohols and the alkyl pyrrohdones, and the like, which are well-known from the surfactant art In general, such no onic surfactants contain a C4.22, preferably Cβ \β, more preferably all C8 14 alkyl group Also, preferred is nomonic surfactant containing a Cm group, the oleyl alkenyl group Ethoxylated surfactant generally contain from about 2 to about 12, preferably from about 2 5 to about 10, more preferably from about 3 to about 8, ethylene oxide groups, to give an HLB of from about 4 to about 10, preferably from about 5 to about 9, and more preferably from about 6 to about 8 Ethoxylated alcohols are especially preferred in the compositions of the present invention
Specific examples of ethoxylated no onic surfactants useful herein include octyl polyethoxylates (2 5) and (5), decyl polyethoxylates (2 5) and (5), dccyl polyethoxylate (6), dodecyl polyethoxylate (3), tπdecyl polyethoxylate (3), coconut alkλ l poK ethowlate (6 5), oleyl polyethoxylate (3), and mixtures thereof
Also preferred in the present invention are no onic surfactants which are block copolymers of propylene glycol and ethylene glycol These nomonic surfactants have the formula
R(EO)n(PO)m(EO)nR wherein EO is ethylene oxide, PO is propylene oxide, each of n and m are selected to give a surfactant having a total molecular weight of from about 200 to about 8,000, and each R being selected from hydrogen (preferred) and hydrocarbon groups, preferably C hydrocarbon groups These surfactants can have m and n vary to provide any EO content Such surfactants typically have an HLB of from about 4 to about 10, preferably from about 5 to about 9, and more preferably from about 6 to about 8 as required heretofore
A detailed listing of suitable nomonic surfactants, of the above types, for the leave-on hair care compositions herein can be found in U S Pat No 4,557,853, Collins, issued Dec 10, 1985, incorporated by reference herein Commercial sources of such surfactants can be found in McCutcheon's EMULSIFIERS AND DETERGENTS, North American Edition, 1984, McCutcheon Division, MC Publishing Company, also incorporated herein by reference
Preferable block copolymers of propylene glycol and ethylene glycol have a total molecular weight of from about 3,000 to about 10,000, preferably from about 4,000 to about 8,000, and each R being selected from hydrogen (preferred) and hydrocarbon groups, preferably C hydrocarbon groups These preferable nomonic surfactants have an EO content of from about 20% to about 80%, preferably from about 20% to about 40%
Another preferable block copolymers of propylene glycol and ethylene glycol have a total molecular weight of from about 200 to about 2,000, preferably from about 500 to about 1,000, and each R being hydrogen , and having an EO content of less than about 50%, preferably less than about 10% and most preferably equal to 0%, I e 100% polypropylene glycol
Also preferred in the present invention are nomonic sihcone surfactants such as sihcone copolyols, or polydimethyl siloxanes
The polydimethyl siloxanes which may be used in the compositions of the present invention are disclosed m Gruning, B, and Koerner, G , "Sihcone Surfactants", Tenside Surf Det 26 (1989) 5, 312-317, and Schaefer, D , "Sihcone Surfactants", Tenside Surf Det 27 (1990) 3, 154-158, incorporated herein by reference These sihcone surfactants may have the formula
or
CH3
Figure imgf000010_0001
wherein R and Ri represent a hydrophihc modifying group and R2 represents a hpophilic modifying group Preferred sihcone surfactants must comprise substantially more hydrophihc modifying groups than hpophilic modifying groups n can range from about 5 to about 25, preferably from about 10 to about 20, m, can range from about 1 to about 10, preferably from about 3 to about 7, and m2 can be 0, 1, or 2, preferably 0
The hydrophihc modifying groups preferably have the formula
-(CH2)3-0(EO)x(PO)y-H wherein EO is ethylene oxide and PO is propylene oxide and x and y are selected to give the hydrophihc modifying group molecular weight of from about 300 to about 1000 Preferred sihcone surfactants have an HLB from about 10 to about 20, preferably from about 15 to about 19 and a cloud point (1% in water) from about 10°C to about 100°C, preferably from about 50°C to about 90°C
Preferred sihcone surfactants have the formula represented in formula (2), wherein RI has the formula
-(CH2)3-0(EO)x(PO)y-H, n ranges from 13 to 20, mi is 5, m2 is 0, x and y vaiy such that the weight ratio of EO PO ranges from about 75 25 to about 100 0 and the total molecular weight of the sihcone surfactant is from about 2,000 to about 10,000. Most preferred examples of these silicone surfactants are Abil® B8843 and Abil® B8851, manufactured by Goldschmidt Chemical
Corporation.
Silicone Grafted Polymer
The leave-on hair care compositions of the present invention may also preferably contain a silicone graft copolymer. The silicone graft copolymer, when used, may comprise from about 0.1 to about 5%, preferably from about 0.25% to about 2%, more preferably from about 0.5% to about 1% of the silicone graft copolymer.
Such graft copolymers can be prepared by a number of methods known to those skilled in the art, including:
1. Incorporation of silicone macromonomers in free radical polymerization. Such silicone functional polymers include the silicone graft copolymers described, along with methods of making them, in U.S. Patent 5,658,557, Bolich et al., issued August 19, 1997, U.S. Patent 4,693,935, Mazurek, issued September 15, 1987, and U.S. Patent 4,728,571, Clemens et al., issued March 1, 1988, each incorporated herein by reference.
2. Incorporation of silicone macromonomer in atom transfer radical polymerization. A method of making these types of polymers is generally described in Beers et al, "The Use of 'Living' Radical Polymerization to Synthesize Graft Copolymers," Polymer Preprints, pp 571-572, March, 1996, incorporated herein by reference.
3. Incorporation of vinyl polymeric grafts onto a silicone backbone by chain transfer to a pendant sulfhvdryl group. Such sulfur linked silicone copolymers are described in detail in U.S. Patent No. 5,468,477, to Kumar et al., issued November 21, 1995, and PCT Application No. WO 95/03776, assigned to 3M, published February 9, 1995, which are incorporated by reference herein in their entirety. Additional patents with sulfur linked structures include U.S. 5,032,460, to Kanter et al, issued July 16,1991, assigned to 3M and U.S. 5,362,485, to Hayama et al, issued Nov. 8,1994, assigned to Mitsubishi Chem. Co.
The silicone grafted polymers are characterized by polysiloxane moieties covalently bonded to and pendant from a polymeric carbon-based backbone. The backbone will preferably be a carbon chain derived from polymerization of ethylenically unsaturated monomers, but can also be, cellulosic chains or other carbohydrate-derived polymeric chains to which polysiloxane moieties are pendant. The backbone can also include ether groups, i.e., C-O-C. The polysiloxane moieties can be substituted on the polymer or can be made by co- polymerization of polysiloxane-containing polymerizable monomers (e.g. ethylenically unsaturated monomers, ethers, and/or epoxides) with non-polysiloxane-containing polymerizable monomers. The polysiloxane-grafted polymer should have a weight average molecular weight of at least about 20,000 There is no upper limit for molecular weight except that which limits applicability of the invention for practical reasons, such as processing, aesthetic characteπstics, formulateabihty, etc In general, the weight average molecular weight will be less than about 10,000,000, more generally less than about 5,000,000, and typically less than about 3,000,000 Preferably, the weight average molecular weight will be between about 50,000 and about 2,000,000, more preferably between about 75,000 and about 1,000,000, most preferably between about 100,000 and about 750,000
Preferably, the grafted-polymers hereof when dried to form a film have a Tg or Tm of at least about -20°C, preferably at least about 20°C, so that they are not unduly sticky, or "tacky" to the touch As used herein, the abbreviation "Tg" refers to the glass transition temperature of the non-polysiloxane backbone of the polymer, and the abbreviation "Tm" refers to the crystalline melting point of the non-siloxane backbone, if such a transition exists for a given polymer Preferably, both the Tg and the Tm, if any, are above about -20°C, more preferably above about 20°C
The sihcone grafted polymers which may be used in the compositions of the present invention include "sihcone-containing" (or "polysiloxane-containing") monomers, which form the sihcone macromer pendant from the backbone, and non-sihcone-containing monomers, which form the organic backbone of the polymer
The prefeπed sihcone grafted polymers comprise an organic backbone preferably a carbon backbone derived from ethylenically unsaturated monomers, such as a vinyl polymeric backbone, and a polysiloxane macromer (especially preferred are polydialkylsiloxane, most preferably polydimethylsiloxane) grafted to the backbone The polysiloxane macromer should have a weight average molecular weight of at least about 500, preferably from about 1,000 to about 100,000, more preferably from about 2,000 to about 50,000, most preferably about 5,000 to about 20,000 Organic backbones contemplated include those that are derived from polymerizable, ethylenically unsaturated monomers, including vinyl monomers, and other condensation monomers (e g , those that polymerize to form polyamides and polyesters), πng-opening monomers (e g , ethyl oxazohne and caprolactone), etc Also contemplated are backbones based on cellulosic chains, ether-containing backbones, etc
Examples of useful polymers and how they are made are described in detail in U S Patent 4,693,935, Mazurek, issued September 15, 1987, and U S Patent 4,728,571, Clemens et al , issued March 1, 1988, both of which are incorporated herein by reference
Suitable silicone grafted polymers are also disclosed in EPO Application 90307528 1, published as EPO Application 0 408 311 A2 on January 1 1, 1991, Hayama, et al , U S Patent 5,061,481, issued October 29, 1991, Suzuki et al , U S Patent 5,106,609, Bohch et al , issued April 21, 1992, U S Patent 5,100,658, Bohch et al , issued March 31, 1992, U S Patent 5,100,657, Ansher-Jackson, et al , issued March 31, 1992, U S Patent 5,104,646, Bohch et al , issued April 14, 1992, U S Serial No 07/758,319. Bolich et al, filed August 27, 1991, and U S Serial No 07/758,320, Torgerson et al , filed August 27, 1991, all of which are incorporated by reference herein
The preferred sihcone grafted polymers are comprised of monomer units derived from at least one free radically polymerizable ethylenically unsaturated monomer or monomers and at least one free radically polymeπzable polysiloxane-containing ethylenically unsaturated monomer or monomers
The si cone grafted polymers hereof generally comprise from about 1 % to about 50%, by weight, of polysiloxane-containing monomer units i e , monomer units polysiloxane-containing monomers (referred to herein as "C" monomers), and from about 50% to about 99% by weight, of non-polysiloxane-containing monomers
The non-polysiloxane-containing monomer units can be derived from polar, or hydrophihc, monomers, "A" monomers, or mixtures of polar hydrophihc monomers and low polarity, or hydrophobic, "B" monomers
Hydrophobic monomers means monomers which foπn substantiall) water insoluble homopolymers Hydrophihc monomers means monomers which do not form substantially water insoluble homopolymers Substantially water soluble shall refer to monomers that form homopolymers that are soluble in distilled (or equivalent) water, at 25°C, at a concentration of 0 2% by weight, and are preferably soluble at 1 0% by weight Substantially water insoluble shall refer to monomers that form homopolymers that are not soluble in distilled (or equivalent) water, at 25°C, at a concentration of 0 2% by weight, and preferably not soluble at 0 1% by weight The weight average molecular weight for purposes of determining substantial water solubility or insolubility shall be about 100,000, although solubility at higher molecular weight shall also be indicative of solubility at about 100,000
The particular relative amounts of A, B, and C monomers can vary as long as the polymer backbone is soluble in the polar solvent hereof and the sihcone grafted copolymer exhibits phase separation when dried
Representative examples of A monomers include acrylic acid, methacryhc acid, N,N- dimethylacrylamide, dimethyl aminoethyl methacrylate, quatermzed dimethylaminoethyl methacrylate, methacrylamide, N-t-butyl acrylamide, maleic acid maleic anh\dπde and its half esters, crotonic acid, itaconic acid, acrylamide, acrylate alcohols, hydroxyethyl methacrylate, diallyldimethyl ammonium chloride, vinyl pyrrohdone, vιn\l ethers (such as methyl vinyl ether), maleimides, vinyl pyπdine, vinyl lmidazole, other polar vinyl heterocychcs, styrene sulfonate, allyl alcohol, vinyl alcohol (such as that produced by the hydrolysis of vinyl acetate after polymerization), vinyl caprolactam, salts of any acids and amines listed above, and mixtures thereof Preferred A monomers include acr hc acid, N.N- dimethyl acrylamide, dimethylaminoethyl methacrylate, quatermzed dimethy l aminoethyl methacrylate, vinyl pyrrohdone, salts of acids and amines listed above, and mixtures thereof
Representative examples of B monomers are acrylic or methacrylic acid esters of C j - Ci g alcohols, such as methanol, ethanol, methoxy ethanol, 1-propanol, 2-propanol, 1- butanol, 2 -methyl- 1-propanol, 1-pentanol, 2-pentanol, 3-pentanol, 2 -methyl- 1 -butanol, 1- methyl-1-butanol, 3-methyl-l -butanol, 1 -methyl- 1-pentanol, 2-methyl- 1-pentanol, 3-methyl- 1-pentanol, t-butanol(2-methyl-2-propanol), cyclohexanol, neodecanol, 2-eth\ 1-1 -butanol, 3- heptanol, benzyl alcohol, 2-octanol, 6-methyl-l-heptanol, 2-ethyl-l-hexanol, 3,5-dιmethyl-l- hexanol, 3,5,5-tπ methyl- 1 -hexanol, 1-decanol, 1-dodecanol, l-he\adecanol, 1-octa decanol, and the like, the alcohols having from about 1-18 carbon atoms with the number of carbon atoms preferably being from about 1-12, styrene, polystyrene macromer, vinyl acetate, vinyl chlonde, vinyhdene chloπde, vinyl propionate, alpha-methylstyrene, t-butylstyrene, butadiene, cyclohexadiene, ethylene, propylene, vinyl toluene, and mixtures thereof Preferred B monomers include n-butyl methacrylate, isobutyl methacrylate, t-but\ 1 acrylate, t-butyl methacrylate, 2-ethylhexyl methacrylate, methyl methacrylate, and mixtures thereof Most preferably, B is selected from t-butyl acrylate, t-butyl methacrylate, and mixtures thereof
Polymeπzable polysiloxane-containing monomers (C monomer) are exemplified by the general formula
X(Y)nS.(R)3_mZm wherein X is an ethylenically unsaturated group copolymerizable with the A and B monomers, such as a vinyl group, Y is a divalent linking group, R is a hydrogen, hydroxyl, lower alkyl (e g C 1 -C4), aryl, alkaryl, alkoxy, or alkylamino, Z is a monovalent siloxane polymeric moiety having a number average molecular weight of at least about 500, is essentially unreactive under copolymeπzation conditions, and is pendant from the vinyl polymeπc backbone described above, n is 0 or 1, and m is an integer from 1 to 3 C has a weight average molecular weight as descπbed above Preferably, the C monomer has a formula selected from the following group
X - C - O -(CH2)q-(O)p- Si(R4)3-m Zm (I)
Figure imgf000014_0001
X- <Q>-(CH2)q-(O)p- Si(R4)3-m Zm
Figure imgf000015_0001
OH R"
X- ?C — O -CH2-CH-CH2— N— (CH2)q— Si(R Z„ (VI)
X— ? C - O-CH2CH2-N v- ?C -N r- (CH2)q- Si(R4) -m Zn (VII)
In those structures, m is 1, 2 or 3 (preferably m = 1); p is 0 or 1, preferably 0; R" is alkyl or hydrogen; q, in all but (III), is an integer from 2 to 6; and q in (III) is an integer from 0 to 6; X is
CH = C—
R1 R^ (VIII)
R1 is hydrogen or -COOH; R2 is hydrogen, methyl or -CH2COOH; Z is
Figure imgf000015_0002
R4 is alkyl, alkoxy, alkylamino, aryl, or hydroxyl (preferably R4 is alkyl); and r is an integer from about 5 to about 700.
In general, the silicone grafted polymer will preferably comprise from about 50% to about 99%, more preferably from about 60% to about 98%, most preferably from about 75% to about 95%, by weight of the polymer, of non-silicone macromer-containing monomer units, e.g. the total A and B monomer units, and from about 1% to about 50%, preferably from about 1% to about 40%, more preferably from about 2% to about 25%, of silicone macromer-containing monomer units, e.g. the C monomer units. The level of A monomer units can be from about 1% to about 99%, preferably from about 5% to about 80%, more preferably from about 10% to about 50%, most preferably from about 15% to about 40%; the level of B monomer units, can be from 0% to about 99%, preferably from about 1% to about 90%, more preferably from about 5% to about 85%. most preferably from about 15% to about 80%, and the level of C monomer units, from about 1% to about 50%, preferably from about 1% to about 40%, more preferably from about 2% to about 25%
The composition of any particular silicone grafted polymer will help determine its formulational properties By appropπate selection and combination of particular A, B and C components, the sihcone grafted polymer can be optimized for inclusion in specific vehicles The backbone of the sihcone grafted polymer included in the compositions hereof must be soluble in the polar solvent, which is hereinafter referred to as the sihcone grafted polymer, as a whole, being soluble in the polar solvent This is determined according to whether the polymer can stay in solution or precipitates out of solution at 25°C at the concentration present in the composition or whether the range of concentrations for sihcone grafted polymer discπbed herein It is well within the skill of one in the art to select monomers for incorporation into the polymers for formulateabihty and solubility in selected polar solvent systems
Exemplary sihcone grafted polymers for use in the present invention include the following
(I) acrylic acid n-butylmethacrylate/polydimethylsiloxane (PDMS) macromer 20,000 molecular weight macromer
(n) dimethylaminoethyi methacrylate/isobutyl methacrylate/2- ethylhexyl-methacrylate/PDMS macromer-20,000 molecular weight macromer
(in) t-butylacrylate/acryhc acid/PDMS macromer- 10,000 molecular weight macromer
(IV) t-butylacrylate/acryhc acid/PDMS macromer-20,000 molecular weight macromer Propellant
Aerosol hair spray and mousse product forms further comprise a propellant When used, the propellant is used at levels from about 3% to about 15%, and preferably from about 5 to about 12% of the leave-on hair care composition The propellant can compose a hydrocarbon propellant selected from the group consisting of propane, n-butane, isobutane, n-pentane, isopentane, and hexane, and mixtures thereof or non-hydrocarbon propellants selected from the group consisting of carbon dioxide, nitrous oxide (especially N2O), fluorohydrocarbons, flourochlorohydrocarbons, and mixtures thereof, or mixtures of hydrocarbon and non-hydrocarbon propellants A prefeπed propellant identified by the industry designation A-46 is a mixture of n-butane, isobutane, and propane in proportions chosen such that the blend has a vapor pressure of 46 psig at 70°F Another prefeπed propellant for the present invention comprises 85% isopentane and 15% isobutane When no propellant is used, a non-aerosol composition may be provided in standard non-aerosol spray pumps or in a package equipped with an air or gas mixing device to achieve a non-aerosol foam Sihcone Conditioning Agent
The hair care compositions of the present invention may also optionally include sihcone conditioning agents, including nonvolatile soluble or insoluble sihcone conditioning agents, or volatile sihcone conditioning agents However, the sihcone hair conditioning agent must be used at very low levels The sihcone conditioning agents are used at levels less than about 1%, preferably less than 0 5%, and more preferably less than 0 25%, by weight of the hair care composition It is most preferable that the hare care compositions of the present invention are essentially free of sihcone conditioning agents By essentialh free it is meant is that there less than about 0 1 % of the sihcone conditioning agents in the leave-on hair care composition Use of the sihcone conditioning agents at levels higher than 1% could result in higher than desired deposition of the agent resulting in dirty, oily feel Also, high levels of sihcone deposition from a leave-on product would lead to build-up problems
Sihcone conditioning agents as well know in the art References disclosing suitable sihcone conditioning agents include U S Pat No 5,674,478, Dodd, U S Pat No 2,826,551, Geen, U S Pat No 3,964,500, Drakoff, U S Pat No 4,364.837, Pader, and U S Pat No 4,152,416, Spitzer et al All of these patents are incorporated herein by reference Quaternary Conditioning Agent
The hair conditioning component of the hair care compositions of the present invention may also optionally include quaternary ammonium conditioning agents However, the quaternary ammonium conditioning agent must be used in the leave-on hair care compositions of the present invention at very low levels The quaternary ammonium conditioning agents are preferably used at levels less than about 2%, preferably less than 1 0%, and more preferably less than 0 5%, by weight of the hair care composition It is preferable that the hair care compositions of the present invention are essentially free of the quaternary ammonium conditioning agents Again, by essentially free it is meant that the composition contains less than about 0 1% of the quaternary ammonium conditioning agent Leave-on compositions with higher levels of quaternary conditioners could deposit higher than desired levels of the agent resulting in dirty hair feel and build-up problems
Quaternium ammonium conditioning agent which may be used include, but are not limited to, ester substituted quaternary ammonium compounds, such as monoester, diester and tπester quaternary ammonium compounds, and amide substituted quaternary ammonium compounds, such as monoamide, diamide and tπamide quaternary ammonium compounds Quaternary ammonium conditioning agents also include dialkyldimethylammonium chlorides, wherein the alkyl groups have from about 12 to about 22 carbon atoms and are derived from long-chain fatty acids, such as hydrogenated tallow fatty acid Hair Reducing Agents
The leave-on hair care compositions of the present invention are free of any hair reducing agents including thioglycohc acid, thioglycohc acid derivatives, cysteine, N- acylcystemes, salts of these compounds, thioglyceryl alkyl ethers, mercaptoalkylamides, sulfites and hydrogensulfites Use of these hair reducing agents can potentially damage the hair and, in fact, make fπzz more severe The compositions of the present invention should contain less than 0 1%, and preferably less than 0 01% of these reducing agents
METHODS OF MANUFACTURE
The leave-on hair conditioning compositions of the present invention are made via art recognized techniques for the various forms of personal cleansing products
METHOD OF USE
The leave-on hair care compositions of the present invention are used in conventional ways to provide the frizz reduction benefits of the present invention Such method of use depends upon the type of composition employed but generally involves application of a safe and effective amount of the product to the hair of a person in need of such treatment, combing or brushing the hair, and drying the hair or allowing the hair to dr\ B> "effective amount" is meant an amount sufficient enough to provide a hair conditioning benefit In general, from about lg to about 50g is applied to the hair on the scalp The composition is distπbuted throughout the hair by, typically by rubbing or massaging the hair and scalp with ones' hands, by another's hands or using a comb or brush
Preferably, the composition is applied to wet or damp hair prior to drying of the hair
After such compositions are applied to the hair, the hair is combed or brushed to achieve a styled in accordance with the desires of the user, and then dried Alternately, the composition may be applied to dry hair, and the hair is then combed or styled in accordance with the desires of the user, and dried or allowed to dry
EXAMPLES
The following examples illustrate the present invention It will be appreciated that other modifications of the present invention within the skill of those in the hair care formulation art can be undertaken without departing from the spirit and scope of this invention
All parts, percentages, and ratios herein are by weight unless otherwise specified
Some components are obtained from suppliers as dilute solutions The levels given reflect the weight percent of the active material, unless otherwise specified Hair Grooming Tonic The following is a hair grooming tonic composition representative of the present invention.
Example No.
Component (wt%) I 2 3 4 5 6
1,2 Pentane diol 0.00 10.00 0.00 0.00 0.00 0.00
1, 2 Hexane diol 15.00 0.00 0.00 12.00 4.00 0.00 n-Hexyl glyceryl ether 0.00 0.00 10.00 0.00 6.00 6.00
1, 2 Octane diol 0.00 2.00 5.00 0.00 0.00 0.00
C12/C13 Polyethoxylate(3) 0.00 0.00 0.00 1.00 0.00 0.00
Ammonium Lauryl Sulfate 0.00 0.00 0.00 0.00 0.25 0.10
Polypropylene Glycol (M.W. 725) 0.00 0.00 0.00 0.00 1.00 0.00
Abil® B 8843 0.00 0.00 0.00 0.00 0.00 2.50
Silicone Grafted Copolymer1 0.00 0.75 0.00 0.50 0.00 0.50
Perfume 0.10 0.10 0.10 0.10 0.20 0.20
Preservative 0.15 1.50 0.15 0.15 0.34 0.34
Ethanol 0.00 81.40 70.00 0.00 0.00 0.00
Water 84.75 4.25 14.75 86.25 88.21 90.36
100.00 100.00 100.00 100.00 100.00 100.00
1 - 60% t-butyl acrylate/20% acrylic acid/20% silicone macromer (weight average molecular weight of silicone macromer of about 10,000), having a weight average molecular weight of about 150,000. The composition is made by mixing the above components together in a conventional manner. These compositions provide useful leave-on hair care products, which provide frizz reduction benefits to hair.
Non-aerosol Hair Sprays Non-aerosol hair conditioning spray compositions of the present invention are prepared as follows:
Example No.
Component wt%) 7 8 9 10 ii 11 11
1,2 Pentane diol 10.00 0.00 10.00 0.00 0.00 0.00 0.00
1,2 Hexane diol 0.00 12.00 0.00 0.00 0.00 4.00 0.00 n-Hexyl glyceryl ether 0.00 0.00 0.00 25.00 10.00 6.00 6.00
1, 2 Octyl diol 0.00 1.00 5.00 2.00 5.00 0.00 0.00
Ammonium Lauryl 0.00 0.00 0.00 0.00 0.00 0.25 0.10
Sulfate
Polypropylene Glycol 0.00 0.00 0.00 0.00 0.00 1.00 0.00
(M.W. 725) Abιl® B8851 0 00 0 00 0 00 0 00 0 00 0 00 2 50
Sihcone Grafted Copolymer'O 00 0 75 0 00 0 50 0 00 0 50 0 75
Preservative 0 35 0 35 0 35 0 35 0 35 0 35 0 35
Perfume 1 00 1 00 1 00 1 00 0 05 0 20 0 20
Ethanol 0 00 70 00 0 00 70 00 0 00 0 00 0 00
Panthenol 0 05 0 02 0 00 0 02 0 05 0 00 0 00
Water 88 60 14 88 83 65 1 13 84 55 87 70 90 10
100 00 100 00 100 00 100 00 100 00 100 00 100 00
- 60% t-butyl acrylate/20% acrylic acιdV20% sihcone macromer (weight average molecular weight of sihcone macromer of about 10,000), having a weight average molecular weight of about 150,000
These products are prepared by dissolving the diol in the water and/or ethanol and mixing for several minutes until all of the premix is dissolved The remaining ingredients are then added Perfume is added last All ingredients are added under mixing conditions The product can be packaged in conventional non-aerosol pump spray containers and compressed air pump spray aerosol containers
These compositions provide useful leave-on hair care products, which provide fπzz reduction benefits to hair
Mousse The following is a hair mousse composition representative of the present invention
Premix Example : Nθ
Component (wt%) 14 15 16
1, 2 Hexane diol 15 00 7 50 0 00 n-Butyl Glycerol Ether 0 00 0 00 10 00
Ethanol 16 13 16 13 16 13
Cocamine oxide 0 65 0 65 0 65
Cocamide DEA 0 32 0 32 0 32
C2/C13 Polyethoxylate(3) 0 00 0 00 2 00
Sihcone Grafted Copolymer1 0 50 0 00 0 75
Perfume 0 11 0 1 1 0 1 1
Water 67 29 75 29 70 04
Total Premix 100 00 100 00 100 00
Mousse
Premix 93 00 93 00 93 00
Isobutane Propellant 7 00 7 00 7 00
100 00 100 00 100 00
1 - 60% t-butyl acrylate/20% acrylic acid/20% sihcone macromer (weight average molecular weight of sihcone macromer of about 10,000), having a weight average molecular weight of about 150,000
The compositions are made by blending all of the ingredients except isobutane at ambient temperature until well mixed Aluminum aerosol cans are then filled with 93 parts of this batch, affixed with a valve which is crimped into position, and lastly pressure filled with 7 parts isobutane
These compositions provide useful leave-on hair care products, which provide frizz reduction benefits to hair
Aerosol Hair Spray An aerosol hair spray composition of the present invention is prepared as follows Premix Example No
Component (wt%) 11 1, 2 Hexane diol 1000 Polyethylene Glycol 4 050 Panthenol 015
Sihcone Grafted Copolymer1 075 Ethanol 7435 Perfume 100
Disodium EDTA 020 Water 1305 Hair Spray Premix 100 00
Aerosol Hair Spray
Hair Spray Premix 79 00
Isobutane Propellant 15 00
Difluoroethane Propellant 6 00 100 00
- 60% t-butyl acrylate/20% acrylic acid/20% sihcone macromer (weight average molecular weight of sihcone macromer of about 10.000), having a weight average molecular weight of about 150,000
All of the premix ingredients are mixed together at ambient temperature until the polymer is dissolved The mixture is placed in an aerosol can which is then equipped with a conventional aerosol spray can valve which is vacuum crimped in place The propellants are then filled through the valve and the can is equipped with a conventional aerosol spray can activator
These compositions provide useful leave-on hair care products, which provide frizz reduction benefits to hair Gel Hair treatment gel compositions of the present invention is prepared as follows
Example No Component (wt%) 18 1,2 Hexane diol 10 0 Carbomer 940 1 0 Tπethanolamine 0 6 Isosteareth-20 0 5 Benzophenone-4 0 1 Polyquaternιum-11 0 5 Sihcone Grafted Copolymer1 0 75 Perfume 1 0 Preservative 0 1 Water 85 45 100 0
1 - 60% t-butyl acrylate/20% acrylic acid 20% sihcone macromer (weight average molecular weight of sihcone macromer of about 10,000), having a weight average molecular weight of about 150,000
Lotion An leave-on hair treatment lotion composition of the present invention is prepared as follows
Example No
Component (wt%) 19
1, 2 Hexane diol 15 0
Xanthan Gum 1 0
Sodium Benzoate 0 25
Cocamidopropyl betaine 0 08
Magnesium sulfate Heptahydrate 3 00
Sihcone Grafted Copolymer1 0 05
Perfume 0 05
Water 80 57
100 00
- 60% t-butyl acrylate/20% acrylic acid/20% sihcone macromer (weight
Figure imgf000023_0001
molecular weight of sihcone macromer of about 10,000), having a weight average molecular weight of about 150,000 The composition is made by mixing the above components together in a conventional manner This composition provides useful leave-on hair care products, which provide frizz reduction benefits to hair

Claims

WHAT IS CLAIMED IS
1 A leave-on hair care composition compnsing
(a) from about 3% to 30%, by weight, of a C2-C|0-alkyl glyceryl ether, and
(b) from about 70% to about 97%, by weight, of a polar solvent selected from the group consisting of water, C2-C3 monohydπc alkanols, and mixtures thereof
2 A leave-on hair care composition compnsing
(a) from about 3% to 30%, by weight, of a 1,2 C5-C8-alkane diols, and
(b) from about 70% to about 97%, by weight, of a polar solvent selected from the group consisting of leave-on vehicle compnsing a hair care ingredient selected from the group consisting of C2-C3 monohydnc alkanols and mixtures of C2-C3 monohydπc alkanols and water
3 A leave-on hair care composition compnsing
(a) from about 3% to 30%, by weight, of a diol selected from the group consisting of 1,2 Cs-Cg-alkane diols, C -C╬╣o-alkyl glyceryl ethers, and mixtures thereof,
(b) from about 70% to about 97%, by weight, of a polar solvent selected from the group consisting of water, C2-C3 monohydπc alkanols, and mixtures thereof, and
(c) from about 0 015 to about 20%, by weight, of a hair care ingredient selected from the group compnsing conditioning agents, anionic surfactants, nomonic surfactants, thickeners, polymers, perfumes, preservatives, pH adjusting agents, coloring agents, propellants, vitamins and denvatives thereof, vitamin penetration aids, hair spray spray modifiers, and mixtures thereof, wherein the hair care composition compnses less than about 0 1% of hair reducing agents
4 A leave-on hair care composition according to claim 3 wherein the hair care ingredient compnses an anionic surfactant selected from the group consisting of alkyl and alkyl ether sulfates, sulfated monoglyceπdes, sulfonated olefins, alkyl aryl sulfonates, pnmary or secondary alkane sulfonates, alkyl sulfosuccmates, acyl taurates, acyl lsethionates, alkvl glycerylether sulfonate, sulfonated methyl esters, sulfonated fatty acids, alkyl phosphates, acyl glutamates, acyl sarcosmates, alkyl sulfoacetates, acylated peptides, alkyl ether carboxylates, acyl lactylates, and a omc fluorosurfactants
5 A leave-on hair care composition according to claim 4 wherein the hair care agent further compnses a noniomc surfactant selected from the group compnsing sihcone surfactants, block copolymers of ethylene oxide and propylene oxide, and mixtures thereof
6. A leave-on hair care composition according to claim 5 wherein the hair care composition comprises less than about 2% quaternized ammonium conditioning agents.
7. A leave-on hair care composition according to Claim 6, which comprises less than about 1% silicone conditioning agent.
8. A leave-on hair care composition according to Claim 7, which comprises less than 0.1% of the quaternized ammonium conditioning agent.
9. A leave-on hair care composition according to Claim 8, which comprises less than 0.1% of silicone conditioning agent.
10. A leave-on hair care composition according to Claim 9, which further comprises from about 0.1% to about 5% of a silicone grafted copolymer.
11. A leave-on hair care composition according to Claim 3, wherein said diol is selected from the group consisting of 1,2 pentane diol, 1,2 hexane diol, 1 ,2 heptane diol, n-hexyl glyceryl ether, and mixtures thereof
12. A leave-on hair care composition according to Claim 1 1, wherein said diol is selected from the group consisting of 1,2 pentane diol, 1,2 hexane diol, 1,2 heptane diol, n-hexyl glyceryl ether, and mixtures thereof
13. A leave-on hair care composition according to Claim 12, wherein said diol is 1, 2 hexane diol.
14. A leave-on hair care composition according to Claim 12, wherein said diol is n-hexyl glyceryl ether.
15. A leave-on hair care composition according to Claim 1, wherein the leave-on hair care composition is of a product form selected from the group consisting of a gel, a tonic, a lotion, a mousse, and a spray.
16. A leave-on hair care composition according to Claim 12, wherein the leave-on hair care composition is of a product form selected from the group consisting of a gel, a tonic, a lotion, a mousse, and a spray.
17 A leave-on hair care composition according to Claim 3 wherein the product form is selected from the group comprising a tonic and a non-aerosol hair spray , and the hair care ingredient compnses from about 0.01% to about 4%, by weight of the composition, of a perfume, and from about 0.001% to about 1%, by weight of the composition, of a preservative
18. A leave-on hair care composition according to Claim 3 wherein the product form is selected from the group consisting of an aerosol hair spray and a mousse, and the hair care ingredient compnses: from about 0 01% to about 4%, by weight of the composition, of a perfume, from about 0 001% to about 1%, by weight of the composition, of a preservative, and a propellant
19 A leave-on hair care composition according to Claim 3 wherein the product form is selected from the group consisting of a gel and a lotion: from about 0.01% to about 4%, by weight of the composition, of a perfume, from about 0.001% to about 1%, by weight of the composition, of a preservative, and a thickener.
20. A method for reducing frizzed hair comprising:
(a) application of a safe and effective amount of the composition of Claim 1 to hair in need of such treatment.
21 A method for reducing frizzed hair compnsing
(a) application of a safe and effective amount of the composition of Claim 2 to hair in need of such treatment.
22. A method for reducing frizzed hair comprising:
(a) application of a safe and effective amount of the composition of Claim 3 to hair in need of such treatment.
23. A method for reducing frizzed hair comprising:
(a) application of a safe and effective amount of the composition of Claim 12 to hair in need of such treatment.
PCT/US1999/014766 1998-06-29 1999-06-29 Leave-on hair compositions which contain a diol WO2000000164A1 (en)

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US6221816B1 (en) 1998-12-25 2001-04-24 Kao Corporation Detergent composition comprising a monoglyceryl ether
US7582681B2 (en) 2002-02-19 2009-09-01 Symrise Gmbh & Co. Kg Synergistic mixtures of 1,2-alkane diols
WO2004006874A1 (en) * 2002-07-10 2004-01-22 Unilever N.V. Hair treatment compositions

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CN1305365A (en) 2001-07-25
BR9911639A (en) 2001-03-20
AU4846599A (en) 2000-01-17
JP2002519313A (en) 2002-07-02
EP1091727A1 (en) 2001-04-18

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