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WO1999013841A1 - Compositions de coiffage contenant des azurants optiques non ioniques et amphoteres - Google Patents

Compositions de coiffage contenant des azurants optiques non ioniques et amphoteres Download PDF

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Publication number
WO1999013841A1
WO1999013841A1 PCT/US1997/016313 US9716313W WO9913841A1 WO 1999013841 A1 WO1999013841 A1 WO 1999013841A1 US 9716313 W US9716313 W US 9716313W WO 9913841 A1 WO9913841 A1 WO 9913841A1
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Prior art keywords
fixative polymer
hair
silicone
alkyl
fixative
Prior art date
Application number
PCT/US1997/016313
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English (en)
Inventor
Jian-Zhong Yang
Arata Mitsumatsu
Original Assignee
The Procter & Gamble Company
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Publication date
Application filed by The Procter & Gamble Company filed Critical The Procter & Gamble Company
Priority to AU43492/97A priority Critical patent/AU4349297A/en
Priority to PCT/US1997/016313 priority patent/WO1999013841A1/fr
Publication of WO1999013841A1 publication Critical patent/WO1999013841A1/fr

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    • 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
    • A61Q5/06—Preparations for styling the hair, e.g. by temporary shaping or colouring
    • 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
    • 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
    • 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
    • A61K8/4913—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having five membered rings, e.g. pyrrolidone carboxylic acid
    • 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
    • A61K8/494—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
    • A61K8/4966—Triazines or their condensed derivatives
    • 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
    • A61K8/4973—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom
    • 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
    • A61K8/73—Polysaccharides
    • 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
    • A61K8/73—Polysaccharides
    • A61K8/731—Cellulose; Quaternized cellulose derivatives
    • 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
    • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8105—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
    • 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
    • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8141—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • A61K8/8147—Homopolymers or copolymers of acids; Metal or ammonium salts thereof, e.g. crotonic acid, (meth)acrylic acid; Compositions of derivatives of such polymers
    • 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
    • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8141—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • A61K8/8152—Homopolymers or copolymers of esters, e.g. (meth)acrylic acid esters; Compositions of derivatives of such polymers
    • 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
    • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8141—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • A61K8/8158—Homopolymers or copolymers of amides or imides, e.g. (meth) acrylamide; Compositions of derivatives of such polymers
    • 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
    • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8164—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical, and containing at least one other carboxyl radical in the molecule, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers, e.g. poly (methyl vinyl ether-co-maleic anhydride)
    • 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
    • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/817—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Compositions or derivatives of such polymers, e.g. vinylimidazol, vinylcaprolactame, allylamines (Polyquaternium 6)
    • A61K8/8182—Copolymers of vinyl-pyrrolidones. Compositions of derivatives of such polymers
    • 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
    • A61K8/89—Polysiloxanes
    • A61K8/891—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
    • 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
    • A61K8/89—Polysiloxanes
    • A61K8/891—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
    • A61K8/894—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone modified by a polyoxyalkylene group, e.g. cetyl dimethicone copolyol
    • 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
    • A61K8/89—Polysiloxanes
    • A61K8/895—Polysiloxanes containing silicon bound to unsaturated aliphatic groups, e.g. vinyl dimethicone

Definitions

  • the present invention relates to a hair care composition comprising optical brighteners which alter the color of the hair, while enhancing the shininess of the hair, and protecting the hair from further damage. More specifically, the present invention relates to a hair styling composition comprising nonionic and amphoteric optical brighteners and selected fixative polymers.
  • BACKGROUND The desire to regain the natural color and shine of damaged hair and the desire to alter the color of the hair to be more appealing are widely held. Damaged hair is perceived by the consumer as unfavorable appearances and less manageability of the hair. Such unfavorable appearances include alteration and fading of original color, less shine, and less luster.
  • a common way for alleviating the unfavorable appearances of damaged hair and to achieve appealing hair color is to dye the hair to the color desired.
  • Dyeing the hair would provide the consumer with a stable color of hair for a relatively long period.
  • dyeing the hair is generally time-consuming, cumbersome, and messy.
  • Dyestuff may also be chemically harsh to the hair, scalp, and skin.
  • the hair can be further damaged by dyeing.
  • hair dye products are not suitable for daily use. Further, dyeing can leave the hair with a dull appearance, making the hair look less shiny.
  • optical brighteners with a charge are mixed with hair fixative polymers of the opposite charge in a liquid media, it forms an insoluble complex, which could cause incompatibility and/or instability in the formulation.
  • a stable hair styling composition comprising optical brighteners which is compatible with a wide range of hair fixative polymers.
  • the present invention is directed to a hair styling composition
  • a hair styling composition comprising: (a) an effective amount of an optical brightener selected from the group consisting of a nonionic optical brightner, an amphoteric optical brightener and mixtures thereof; (b) a fixative polymer selected from the group consisting of an amphoteric fixative polymer, an anionic fixative polymer, a cationic fixative polymer, a nonionic fixative polymer, a silicone grafted copolymer, and mixtures thereof; wherein the 3% aqueous solution of the hair fixative polymer provides a viscosity of no more than about 2,000 cps; and (c) a carrier.
  • optical brighteners are compounds which absorb ultraviolet light and re- emit the energy in the form of visible light.
  • the optical brighteners useful herein have an absorption, preferably a major absorption peak, between a wavelength of about 1nm and about 420nm, and an emission, preferably a major emission peak, between a wavelength of about 360nm and about 830nm; wherein the major absorption peak has a shorter wavelength than the major emission peak.
  • the optical brighteners useful herein have a major absorption peak between a wavelength of about 200nm and about 420nm, and a major emission peak between a wavelength of about 400nm and about 780nm.
  • Optical brighteners may or may not have minor absorption peaks in the visible range between a wavelength of about 360nm and about 830nm.
  • Optical brighteners can be described by other names in the art and in other industries, such as fluorescent whitening agents, fluorescent brighteners, and fluorescent dyes.
  • optical brighteners herein provide benefits to the hair in three areas.
  • Optical brighteners in general are based on the structures of aromatic and heteroaromatic systems which provide these unique characteristics. Optical brighteners can be classified according to their charge type. The nonionic and amphoteric optical brighteners useful in the present invention are those bearing no charge or having both a positive group and a negative group.
  • nonionic and amphoteric optical brighteners useful in the present invention can be further classified according to their base structures, as described hereafter.
  • Preferable nonionic and amphoteric optical brighteners herein include polystyrylstilbenes, triazinstilbenes, hydroxycoumarins, triazoles, pyrazolines, oxazoles, pyrenes, and porphyrins.
  • optical brighteners herein are included in the hair care composition of the present invention at a level by weight of from about 0.001% to about 20%, more preferably from about 0.01% to about 10%.
  • Polystyrylstilbenes include polystyrylstilbenes, triazinstilbenes, hydroxycoumarins, triazoles, pyrazolines, oxazoles, pyrenes, and porphyrins.
  • optical brighteners herein are included in the hair care composition of the present invention at a level by weight of from about 0.001% to about 20%, more preferably from about 0.01% to
  • Polystyrylstilbenes are a class of compounds having two or more of the following base structure:
  • Polystyrylstilbenes useful in the present invention include those having formulae (1) (2), and (3):
  • R 101 , R 102 , and R 103 independently, are H or OH; and x is 0 or 1 ; wherein the compound has a trans-coplanar orientation or cis-coplanar orientation; preferably x is 1 , R 101 , R 102 , and R 103 are H; wherein the compound has a trans-coplanar orientation;
  • R 104 and R 105 independently, are CN, COO(C-
  • each R 106 independently, is H, or alkyl of 1 to 30 carbons; and wherein the compound has a trans-coplanar orientation or cis-coplanar orientation, preferably a trans-coplanar orientation.
  • Suitable polystyrylstilbene include 1 ,4-bis(2-cyanostyryl)benzene (Cl. Fluorescent Brightener 199), and Ultraphor RN available from BASF. Triazinstilbenes
  • Triazinstilbenes are a class of compounds having both triazin and stilbene structures in the same molecule.
  • Triazinstilbenes useful in the present invention include those having formulae (4):
  • R 107 and R 108 are phenylamino, mono- or disulfonated phenylamino, morpholino, N(CH 2 CH 2 OH) 2 , N(CH 3 )(CH 2 CH 2 OH), NH 2 , N(C-
  • Suitable triazinstilbenes include 4,4'-bis-[(4-anilino-6-bis(2- hydroxyethyl)amino-1 ,3,5-triazin-2-yl)amino]stilbene-2,2'-disulfonic acid with tradename Tinopal UNPA-GX available from Ciba Specialty Chemicals, 4,4'-bis- [(4-anilino-6-morpholine-1 ,3,5-triazin-2-yl)amino]stilbene-2,2'-disodium sulfonate with tradename Tinopal AMS-GX available from Ciba Specialty Chemicals, 4,4'- bis-[(4-anilino-6-(2-hydroxyethyl)methyl amino-1 ,3,5-thazin-2-yl)amino]stilbene- 2,2'-disodium sulfonate with tradename Tinopal 5BM-GX available from Ciba Specialty Chemicals, 4'4-
  • Hydroxycoumarins are a class of compounds having the following base coumarin structure and having at least one hydroxy moiety:
  • Hydroxycoumarins useful in the present invention include those having formulae (5):
  • R201 j s H, OH, Cl, CH 3 , or COOH
  • R202 is H , phenyl, COO-C- j -Csn- alkyl, glucose, or a group of formula (6):
  • R 2 °3 j s OH, or O-C-i-Cso-alkyl, and R 2 ⁇ >4 is OH or O-C-1-C30 alkyl, glycoside, or a group of the following formula (7): 9
  • R 205 and R 206 are independently, phenylamino, mono- or disulfonated phenylamino, morpholino, N(CH 2 CH 2 OH) 2 , N(CH 3 )(CH 2 CH 2 OH), NH 2 , N(C 1 -C 30 -alkyl)2, OCH 3 , Cl, NH-CH 2 CH 2 S0 3 H or NH-CH 2 CH 2 OH.
  • Suitable hydroxycoumarins include 6,7-dihydroxycoumarin available from Wako Chemicals, 4-methyl-7-hydroxycoumarin available from Wako Chemicals, 4-methyl-6,7-dihydroxycoumarin available from Wako Chemicals, esculin available from Wako Chemicals, and umbelliferone (4-hydroxycoumarin) available from Wako Chemicals. Triazoles
  • Triazoles are a class of compounds having the following base structure:
  • Triazoles useful in the present inventions include those having formulae (8) through (10) and (13) through (18):
  • R 301 is H or Cl; R302 J S SO 2 N(C 1 -C 30 -alkyl) 2 , S0 2 0-phenyl or CN; wherein the compound has a trans-coplanar orientation or cis-coplanar orientation;
  • each of R 304 and R 310 independently represents H, a sulfonic acid ester or amide, a carboxylic acid ester or amide, a cyano group, a halogen atom, an unsubstituted or substituted alkylsulfonyl, arylsulfonyl, alkyl, alkoxy, aralkyl, aryl, aryloxy, aralkoxy or cycloalkyl radical, an unsubstituted or substituted 5- membered heterocyclic ring containing 2 to 3 nitrogen atoms or one oxygen atom and 1 or 2 nitrogen atoms, or together with R 305 and R 31 they represent a methylenedioxy, ethylenedioxy, methylenoxymethylenoxy, trimethylene, tetramethylene, propenylene, butenylene or butadienylene radical, each of R 305 and R 31 1 independently represents H, a sulfonic acid ester or amide, a
  • Q 1 denotes one of the ring systems (11) or (12);
  • R 315 denotes H, alkyl with 1 to 30 carbon atoms, cyclohexyl, phenylalkyl with C1-C30 carbon atoms in the alkyl part, phenyl, alkoxy with 1 to
  • R 316 denotes alkylene with 3 to 30 carbon atoms
  • R 316 denotes H or alkyl with 1 to 30 carbon atoms or, conjointly with R 315 , denotes alkylene with 3 to 30 carbon atoms
  • R 317 denotes H or methyl
  • R 318 denotes H, alkyl with 1 to 30 carbon atoms, phenyl, alkoxy with 1 to 30 carbon atoms, or Cl, or, conjointly with R 319 , denotes a fused benzene ring
  • R 319 denotes H or Cl or conjointly with R 318 , denotes a fused benzene ring,
  • R 313 denotes H, alkyl with 1 to 30 carbon atoms, alkoxy with 1 to 30 carbon atoms or Cl
  • R 314 denotes H or Cl
  • Q 2 denotes H
  • Q 3 denotes H or Cl
  • the compound has a trans- coplanar orientation or cis-coplanar orientation, preferably a trans-coplanar orientation
  • R 320 denotes H, Cl, methyl, phenyl, benzyl, cyclohexyl or methoxy
  • R 321 denotes H or methyl
  • Z denotes O or S
  • the compound has a trans-coplanar orientation or cis-coplanar orientation, preferably a trans-coplanar orientation
  • R 322 denotes H, Cl, alkyl with 1 to 30 carbon atoms, phenylalkyl with 1 to 30 carbon atoms, phenyl or alkoxy with 1 to 30 carbon atoms, or R 322 conjointly with R 323 denotes a fused benzene radical
  • R 323 denotes H or methyl or R 323 conjointly with R 322 denotes a fused benzene radical
  • R 324 denotes H, alkyl with 1 to 30 carbon atoms, alkoxy with 1 to 30 carbon atoms, Cl, carbalkoxy with 1 to 30 carbon atoms or alkylsulfonyl with 1 to 30 carbon atoms
  • R 325 denotes H, Cl, methyl or methoxy; wherein the compound has a trans-coplanar orientation or cis-coplanar orientation, preferably a trans-coplanar orientation.
  • Suitable triazoles include 2-(4-styryl-3-sulfophenyl)-2H-naptho[1 ,2-d] triazole (Cl. Fluorescent Brightener 46) with tradename Tinopal RBS available from Ciba Specialty Chemicals. Pyrazolines
  • Pyrazolines are a class of compounds having the following base structure:
  • Pyrazolines useful in the present invention include those having formulae (19) and (20):
  • R401 j s H, Cl or N(C 1 -C 3 o-alkyl) 2
  • R 402 is H, Cl, S0 2 NH 2 , S0 2 NH-(C-
  • R 4 ° 3 and R 404 independently, are H, C ⁇ Cs ⁇ alkyl or phenyl and R 405 is H or Cl;
  • Suitable pyrazolines include 1-(4-amidosulfonylphenyl)-3-(4- chlorophenyl)-2-pyrazoline (Cl. Fluorescent Brightener 121) with tradename Blankophor DCB available from Bayer, 1-[4-(2-sulfoethylsulfonyl)phenyl]-3-(4- chlorophenyl)-2-pyrazoline, 1-[4-(2-sulfoethylsulfonyl)phenyl]-3-(3,4-dichloro-6- methylphenyl)-2-pyrazoline.
  • Oxazoles 1-(4-amidosulfonylphenyl)-3-(4- chlorophenyl)-2-pyrazoline (Cl. Fluorescent Brightener 121) with tradename Blankophor DCB available from Bayer, 1-[4-(2-sulfoethylsulfonyl)phenyl]-3-(4- chlorophenyl)-2-pyr
  • Oxazoles are a class of compounds having the following base structure:
  • Oxazoles useful in the present inventions include those having formulae (21), (22), (23) and (24):
  • R 501 and R 502 independently, are H, Cl, C-
  • R 503 independently, is H, C(CH 3 ) 3 , C(CH 3 ) 2 -phenyl, C ⁇
  • -C 3 oalkyl or COO-C ⁇ Csoalkyl, preferably H and Q 4 is -CH CH-;
  • R 504 is CN, Cl, COO-C-i-Csoalkyl or phenyl
  • R 505 and R 506 are the atoms required to form a fused benzene ring or R 506 and R 508 , independently, are H or C ⁇
  • R 507 is H, C-
  • the compound has a trans-coplanar orientation or cis-coplanar orientation
  • R504 J S a 4-phenyl group and each of R 505 to R 508 is H; wherein the compound has a trans-coplanar orientation
  • R 509 denotes H, Cl, alkyl with 1 to 30 carbon atoms, cyclohexyl, phenylalkyl with 1 to 3 carbon atoms in the alkyl part, phenyl or alkoxy with 1 to 30 carbon atoms, R 5 0 denotes H or alkyl with 1 to 30 carbon atoms, and Q 5 denotes a radical;
  • R 51 1 represents H, alkyl with 1 to 30 carbon atoms, alkoxy with 1 to 30 carbon atoms, Cl, carbalkoxy with 1 to 30 carbon atoms, unsubstituted sulfamoyl or sulfamoyl which is monosubstituted or disubstituted by alkyl or hydroxyalkyl with 1 to 30 carbon atoms or represents alkylsulfonyl with 1 to 30 carbon atoms; wherein the compound has a trans-coplanar orientation or cis-coplanar orientation, preferably a trans-coplanar orientation.
  • Suitable oxazoles include 4,4'-bis(5-methylbenzoxazol-2-yl)stilbene, and 2-(4-methoxycarbonylstyryl)benzoxazole.
  • Pyrenes useful in the present invention include those having formulae (25) and (26):
  • each R 601 independently, is C-
  • each R 602 independently, is H, OH, sulfonated phenylamino, or anilino.
  • Porphyrins useful in the present invention include those having formulae (27), (28), and (29):
  • R 701 is CH3 or CHO
  • R 702 is H or COOC ⁇ Cao alkyl
  • R 703 is H or an alkyl group having 1 to 30 carbons
  • each R?04 independently, is H, or alkyl of 1 to 30 carbons; and Q ⁇ is Cu, Mg, Fe, Cr, Co, or mixtures thereof with cationic charges.
  • Suitable porphyrins include porphyrin available from Wako Chemicals and Copper II phthalocyanine available from Wako Chemicals.
  • fixative polymers useful herein are those which provide a styling or setting benefit to the hair, and are selected from the group consisting of amphoteric fixative polymers, anionic fixative polymers, cationic fixative polymers, nonionic fixative polymers, silicone grafted copolymers, and mixtures thereof.
  • the fixative polymers in this section can be distinguished from the conditioning agent polymers and thickening polymers as mentioned below in that they have a film-forming characteristic, and that the 3% aqueous solution of fixative polymers herein provide a visocisty of no more than about 2,000 cps.
  • Nonionic and amphoteric optical brighteners of the present invention provide benefits to the hair by depositing on the surface of the hair.
  • styling compositions are liquid based.
  • the formulation containing the nonionic or amphoteric optical brightener can effectively deliver the nonionic or amphoteric optical brightener to the hair in liquid media.
  • the fixative polymers from the group consisting of amphoteric fixative polymers, anionic fixative polymers, cationic fixative polymers, nonionic fixative polymers, silicone grafted copolymers, and mixtures thereof, a styling composition which can effectively deliver the nonionic and amphoteric optical brightener and also provide good styling benefits is obtained.
  • Preferred fixative polymer combinations of the present invention include the combination of betainized amphoteric fixative polymer and non-betainized amphoteric fixative polymer, the combination of amphoteric fixative polymer and anionic fixative polymer, the combination of amphoteric fixative polymer and cationic fixative polymer, and the combination of cationic fixative polymer and nonionic fixative polymer.
  • a mousse product with good foaming characteristics can be obtained with or without propellant.
  • Such mousse product typically contains no more than about 30% volatile solvent in the composition.
  • fixative polymers are preferably included at a level of from about 0.01% to about 10% by weight of the composition.
  • the total preferably does not exceed about 10% by weight of the composition; more preferably, each fixative polymer does not exceed about 5% by weight of the composition.
  • amphoteric fixative polymers useful herein include betainized amphoteric fixative polymers as described in (1) and (2) below, and non- betainized amphoteric fixative polymers as described in (3) and (4) below. Betainized Amphoteric Fixative Polymers
  • R 1 denotes a hydrogen atom or a methyl group
  • R 2 denotes an alkylene group having 1 to 4 carbon atoms
  • Y denotes O or -NH-
  • R 3 and R 4 independently of one another denote hydrogen or alkyl having 1 to 4 carbon atoms
  • one cationic derivative consisting of a cationic surfactant containing at least one nitrogen atom joined to one or more fatty chains and optionally quaternised, or consisting of a cationic polymer of the polyamine, polyaminopolyamide or poly-(quaternary ammonium) type, the amine or ammonium groups forming part of the polymer chain or being joined thereto.
  • These polymers usually have a molecular weight of 500 to 2,000,000.
  • amphoteric polymers containing units corresponding to the above formula (I) are generally in the form of copolymers which contain, in addition to the units of the above mentioned formula (I), at least units of the formula:
  • R1 is as defined above and R ⁇ represents an alkyl or alkenyl radical having from 4 to 24 carbon atoms or a cycloalkyl radical having from 4 to 24 carbon atoms. It is also possible to use terpolymers, tetrapolymers or pentapolymers which contain, in addition to the units (I) and (II) defined above, units of the formula: R 1 ( I I I )
  • R preferably denotes an alkyl or alkenyl group having 1 to 3 carbon atoms and R ⁇ is as defined above.
  • the units of the formula (I) are preferably present in an amount of 25 to
  • units of the formula (II) are preferably present in an amount of 5 to 65% by weight, and units of the formula (III) are preferably present in an amount up to 50% by weight, relative to the total weight of the polymer.
  • a particularly preferred polymer is the copolymer containing units of the formulae (I), (II) and (III) in which Y denotes an oxygen atom, R2 denotes the group -C2H4-, R1 , R 3 and R 4 denote methyl, R 5 denotes an alkyl group having 4 to 18 carbon atoms and R ⁇ denotes an alkyl group having 1 to 3 carbon atoms.
  • the average molecular weight of this polymer is preferably from 50,000 to
  • R ⁇ denotes a polymerisable unsaturated group, such as an acrylate, methacrylate, acryiamide or methacrylamide group
  • x and y independently represent an integer from 1 to 3
  • R2 and R 3 independently represent hydrogen, methyl, ethyl or propyl
  • R 4 and R ⁇ independently represent a hydrogen atom or an alkyl radical such that the sum of the carbon atoms in R 4 and R ⁇ does not exceed 10.
  • betainized amphoteric polymers include commercially available material such as YUKAFORMER SM, YUKAFORMER FH, YUKAFORMER 301 , YUKAFORMER 204WL, YUKAFORMER 510, YUKAFORMER M-75, YUKAFORMER R250S, Diaformer Z-SM, and Diaformer Z-W supplied by Mitsubishi Chemical Corporation.
  • YUKAFORMER SM YUKAFORMER FH
  • YUKAFORMER 301 YUKAFORMER 204WL
  • YUKAFORMER 510 YUKAFORMER M-75
  • YUKAFORMER R250S Diaformer Z-SM
  • Diaformer Z-W supplied by Mitsubishi Chemical Corporation.
  • non-betainized amphoteric polymers resulting from the copolymerisation of a vinyl monomer carrying at least one carboxyl group, such as acrylic acid, methacrylic acid, maleic acid, itaconic acid, fumaric acid, crotonic acid, or alphachloroacrylic acid, and a basic monomer which is a substituted vinyl compound containing at least one basic nitrogen atom, such as dialkylaminoalkyl methacrylates and acrylates and dialkylaminoalkylmethacrylamides and -acrylamides.
  • a vinyl monomer carrying at least one carboxyl group such as acrylic acid, methacrylic acid, maleic acid, itaconic acid, fumaric acid, crotonic acid, or alphachloroacrylic acid
  • a basic monomer which is a substituted vinyl compound containing at least one basic nitrogen atom, such as dialkylaminoalkyl methacrylates and acrylates and dialkylaminoalkylmethacrylamide
  • non-betainized amphoteric polymers containing units derived from i) at least one monomer chosen from amongst acrylamides or methacrylamides substituted on the nitrogen by an alkyl radical, ii) at least one acid comonomer containing one or more reactive carboxyl groups, and iii) at least one basic comonomer, such as esters, with primary, secondary and tertiary amine substituents and quarternary ammonium substituents, of acrylic and methacrylic acids, and the product resulting from the quaternisation of dimethylaminoethyl methacrylate with dimethyl or diethyl sulphate.
  • the N-substituted acrylamides or methacrylamides which are most particularly preferred are the groups in which the alkyl radicals contain from 2 to 12 carbon atoms, especially N-ethylacrylamide, N-tert.-butylacrylamide, N-tert.- octylacrylamide, N-octylacrylamide, N-decylacrylamide and N-dodecylacrylamide and also the corresponding methacrylamides.
  • the acid comonomers are chosen more particularly from amongst acrylic, methacrylic, crotonic, itaconic, maleic and fumaric acids and also the alkyl monoesters of maleic acid or fumaric acid in which alkyl has 1 to 4 carbon atoms.
  • the preferred basic comonomers are aminoethyl, butylaminoethyl, N,N'- dimethylaminoethyl and N-tert.-butyiaminoethyl methacrylates.
  • Highly preferred non-betainized amphoteric polymers include commercially available material such as octylacrylamine/acrylates/butylaminoethyl methoacrylate copolymers with the tradenames AMPHOMER, AMPHOMER SH701 , AMPHOMER 28-4910, AMPHOMER LV71 , and AMPHOMER LV47 supplied by National Starch & Chemical.
  • the cationic fixative polymers useful herein are:
  • Vinylpyrrolidone / quaternized dialkylaminoalkyl acrylate or methacrylate copolymers such as those sold under the tradename Gafquat 734 and 755N by the Gaf Corp.
  • Cationic polymers chosen from the group comprising: i) polymers containing units of the formula: -A-Z 1 -A-Z 2 - (I) wherein A denotes a radical containing two amino groups, preferably a piperazinyl radical, and Zl and Z 2 independently denote a divalent radical which is a straight-chain or branched-chain alkylene radical which contains up to about 7 carbon atoms in the main chain, is unsubstituted or substituted by one or more hydroxyl groups and can also contain one or more oxygen, nitrogen and sulphur atoms and 1 to 3 aromatic and/or heterocyclic rings, the oxygen, nitrogen and sulphur atoms generally being present in the form of an ether or thioether, sulphoxide, sulphone, sulphonium, amine, alkylamine, alkenylamine, benzylamine, amine oxide, quaternary ammonium, amide, imide, alcohol, ester and/or
  • A denotes a radical containing two amino groups, preferably a piperazinyl radical, and Z' denotes the symbol 7? and Z 4 while denoting the symbol Z 4 at least once;
  • Z ⁇ denotes a divalent radical which is a straight-chain or branched-chain alkylene or hydroxyalkylene radical having up to about 7 carbon atoms in the main chain, and
  • Z 4 is a divalent radical which is a straight- chain or branched-chain alkylene radical which has up to about 7 carbon atoms in the main chain, is unsubstituted and substituted by one or more hydroxyl radicals and is interrupted by one or more nitrogen atoms, the nitrogen atom being substituted by an alkyl chain having from 1 to 4 carbon atoms, preferably 4 carbon atoms, which is optionally interrupted by an oxygen atom and optionally contains one or more hydroxyl groups; and iii) the alkylation products, with alkyl
  • the acid compound can be organic dicarboxylic acids, aliphatic monocarboxylic and dicarboxylic acids containing a double bond, esters of the abovementioned acids, preferably the esters with lower alkanols having from 1 to 6 carbon atoms, and mixtures thereof.
  • the polyamine is a bis- primary or mono- or bis-secondary polyalkylene-polyamine wherein up to 40 mol% of this polyamine can be a bis-primary amine, preferably ethylenediamine, or a bis-secondary amine, preferably piperazine, and up to 20 mol% can be hexamethylenediamine.
  • the above mentioned polyamino-polyamides can be alkylated and/or crosslinked.
  • the alkylation can be carried out with glycidol, ethylene oxide, propylene oxide or acrylamide.
  • the crosslinking is carried out by means of a crosslinking agent such as: i) epihalogenohydrins, diepoxides, dianhydrides, unsaturated anhydrides and bis-saturated derivatives, in proportions of 0.025 to 0.35 mol of crosslinking agent per amine group of the polyamino-polyamide; ii) bis-halogenohydrins, bis-azetidinium compounds, bishalogeno acyldiamines and bis-(alkyl halides); iii) oligomers obtained by reacting a compound chosen from the group comprising bis-halogenohydrins, bis-azetidinium compounds, bis- halogenoacyl-diamines, bis-(alkyl halides
  • Useful polymers are adipic acid/dimethylaminohydroxypropyl- diethylenetriamine copolymers sold under the name Cartaretine F, F 4 or F ⁇ by SANDOZ.
  • Useful polymers are those sold under the name HERCOSETT 57 by Hercules Incorporated, and that sold under the name PD 170 or DELSETTE 101 by Hercules.
  • Cyclic polymers generally having a molecular weight of 20,000 to 3,000,000 such as homopolymers containing, as the main constituent of the chain, units corresponding to the formula (III) or (III')
  • R in which p and t are 0 or 1 , and p+/ 1 , R" denotes hydrogen or methyl, R and R' independently of one another denote an alkyl group having from 1 to 22 carbon- atoms, a hydroxylalkyl group in which the alkyl group preferably has 1 to 5 carbon atoms, or a lower amidoalkyl group, and R and R' can denote, together with the nitrogen atom to which they are attached, heterocyclic groups such as piperidinyl or morpholinyl, and Y is bromide, chloride, acetate, borate, citrate, tartrate, bisulphate, bisulphite, sulphate or phosphate.
  • Copolymers containing units of the formula III and III' may also contain units derived from acrylamide or from diacetoneacrylamide.
  • quaternary ammonium polymers of the type defined above, those which are preferred are the dimethyldiallylammonium chloride homopolymer sold under the name MERQUAT 100 and having a molecular weight of less than 100,000, and the dimethyldiallylammonium chloride/acrylamide copolymer having a molecular weight of more than 500,000 and sold under the name MERQUAT 550 by CALGON Corporation. (10) Poly-(quaternary ammonium) compounds of the formula
  • R ⁇ , R2, R3_ and R 4 are independently aliphatic, alicyclic or arylaliphatic radicals containing a maximum of 20 carbon atoms, or lower hydroxyaliphatic radicals, or alternatively, with the nitrogen atoms to which they are attached, heterocyclic rings optionally containing a second hetero-atom other than nitrogen, or alternatively
  • R , R 2 , R3, and R 4 represent a group CH2CHR' 3 R' 4 wherein R' 3 denoting hydrogen or lower alkyl and R' 4 denoting SO, CN, CON(R'6) 2 , COOR' 5 , COR' 5 , COOR' D, or CONHR' 7 D; R'5 denoting lower alkyl, R'6 denoting hydrogen or lower alkyl, R' 7 denoting alkylene and D denoting a quaternary ammonium group;
  • a and B independently represent a polymethylene group containing from 2 to 20 carbon atoms, which can
  • A denotes a linear or branched, saturated or unsaturated alkylene or hydroxyalkylene radical
  • B can also denote a group: -(CH2)n-CO-D-OC-(CH2)n- ; wherein n is selected so that the molecular weight is generally between 1 ,000 and 100,000; and D denotes: i) a glycol radical of the formula -O-Z-O-, in which Z denotes a linear or branched hydrocarbon radical or a group corresponding to the fomulae: -[CH2-CH2-0-J -CH2-CH2- or -[CH2-C(CH3)H-0-]y-CH 2 -C(CH3)H- wherein x and y denote an integer from 1 to 4, representing a definite and unique degree of polymerisation; ii) a bis-secondary diamine radical, such as a piperazine derivative; iii) a bis-primary diamine radical of the formula: -N-H-Y-
  • R 5 R 6 R 3 x- R3 X wherein R1 is H or CH3, A is a linear or branched alkyl group having 1 to 6 carbon atoms or a hydroxyalkyl group having 1 to 4 carbon atoms, R2, R 3 and R 4 independently denote an alkyl group having 1 to 18 carbon atoms or a benzyl group, R5 and R ⁇ denote H or alkyl having 1 to 6 carbon atoms and X denotes methosulphate or halide, such as chloride or bromide.
  • the comonomer or comonomers which can be used typically belong to the family comprising: acrylamide, methacrylamide, diacetone-acrylamide, acrylamide and methacrylamide substituted on the nitrogen by one or more lower alkyls, alkyl esters of acrylic and methacrylic acids, vinylpyrrolidone and vinyl esters.
  • Useful polymers are Quaternium 38, 37, 49 and 42 in the CTFA, acrylamide/beta-methacryloyloxyethyl-trime-thylammonium methosulphate copolymers sold under the names Teten 205,210,220 and 240 by Hercules, and aminoethylacrylate phosphate/acrylate copolymer sold under the name Catrex by National Starch & Chemicals, and the crosslinked graft cationic copolymers having a molecular weight of 10,000 to 1 ,000,000, and preferably of 15,000 to 500,000, and resulting from the copolymerisation of: at least one cosmetic monomer, dimethylaminoethyl methacrylate, polyethylene glycol and a polyunsaturated crosslinking agent, such as those mentioned in the CTFA dictionary under the name AMODIMETHICONE, such as the product marketed as a mixture with other ingredients under the name DOW CORNING 929 cationic emulsion.
  • polyalkyleneimines in particular polyethyleneimines, polymers containing vinylpyridine units or vinylpyridinium units in the chain, condensates of polyamines and of epichlorohydrin, poly-(quaternary ureylenes) and chitin derivatives.
  • Highly preferred cationic fixative polymers include commercially available material such as Polyquaternium 4 under the tradenames CELQUAT H100 and CELQUAT L200 supplied by National Starch & Chemicals, and Polyquaternium 11 under the tradename GAFQUAT 755N supplied by ISP.
  • Anionic Fixative Polymer
  • the anionic fixative polymers useful herein include polymers containing units derived from carboxylic, sulphonic or phosphoric acid and usually have a molecular weight of 500 to 5,000,000. These polymers are water-soluble polymers, it being possible for this solubility to be obtained by neutralisation.
  • the carboxylic acid groups can be provided by unsaturated monocarboxylic or dicarboxylic acids, such as those corresponding to the formula:
  • n is 0 or an integer from 1 to 10
  • A denotes a methylene group optionally joined to the carbon atom of the saturated group, or to the adjacent methylene group in the case where n is greater than 1 , via a heteroatom, such as oxygen or sulphur
  • R1 denotes a hydrogen atom or a phenyl or benzyl group
  • R2 denotes a hydrogen atom, a lower alkyl group or a carboxyl group
  • R 3 denotes a hydrogen atom, a lower alkyl group, CH2COOH, or a phenyl or benzyl group.
  • the preferred polymers containing carboxylic acid groups are:
  • Copolymers of acrylic or methacrylic acid with a monoethylenic monomer such as ethylene, styrene, a vinyl or allyl ester or acrylic or methacrylic acid ester, optionally grafted onto a polyalkylene glycol, such as polyethylene glycol, and optionally corsslinked.
  • a monoethylenic monomer such as ethylene, styrene, a vinyl or allyl ester or acrylic or methacrylic acid ester
  • a polyalkylene glycol such as polyethylene glycol, and optionally corsslinked.
  • Other such copolymers contain an optionally N-alkylated and/or N-hydroxylated acrylamide unit in their chain, such as those sold under the name QUADRAMER 5 by American Cyanamid.
  • Copolymers derived from crotonic acid such as those containing, in their chain, vinyl acetate or propionate units and optionally other monomers such as allyl of methallyl esters, a vinyl ether or a vinyl ester of a saturated linear or branched carboxylic acid with a hydrocarbon chain of at least 5 carbon atoms, if appropriate, for these polymers to be grafted and corsslinked, or also a vinyl, allyl or methallyl ester of an ⁇ - or ⁇ -cyclic carboxylic acid. Included in this class are those with the tradename RESYN 28-2930, 28-2913, and 28-1310 sold by National Starch & Chemicals.
  • Other polymers included in this class are copolymers of maleic, citraconic and itaconic anhydrides with an allyl or methallyl ester optionally containing an acrylamido or methacrylamido group, or with an ⁇ -olefine, acrylic or methacrylic acid ester, acrylic or methacrylic acid or vinylpyrrolidone unit in their chain; the anhydride groups can be monoesterified or monoamidified.
  • Polyacrylamides containing carboxylate groups include polymers containing vinylsulphonic, styrenesulphonic, lignosulphonic or naphthalenesulphonic units. These polymers are chosen, in particular, from amongst: i) Polyvinylsulphonic acid salts having a molecular weight of 1 ,000 to
  • the anionic hair fixative polymers herein which include anionic monomers are preferably utilised in at least partially neutralised form in order to aid shampoo removability of the liquid hair cosmetic compositions.
  • the neutralisation of a polymer may be achieved by use of an inorganic base, preferably KOH.
  • organic base preferably AMP (amino methyl propanol) and mixture of inorganic and organic base may also be used to effect the desired level of neutralisation in hair styling compositions.
  • AMP amino methyl propanol
  • suitable organic neutralizing agents which may be included in the compositions of the present invention include amines, especially amino alcohols such as 2-amino-2-methyl-1 , 3-propanediol (AMPD), 2-amine-2ethyl-1 , 3-propanediol (AEPD), 2-amino-2-methyl-1-propanol (AMP), 2-amino-1-butanol (AB), monethanolamine (MEA), diethanolamine (DEA), triethanolamine (TEA), monoisopropanolamine (MIPA), diisopropanolamine (DIPA), triisopropanolamine (TIPA), dimethylsteramine (DMS) and amino methyl propanol (AMP) and mixtures thereof.
  • Preferred neutralising agents for use in hair care compositions of the present invention are potassium and sodium hydroxides.
  • Highly preferred anionic fixative polymers include commercially available material such as vinyl acetate/crotonic acid/vinyl neodecanoate copolymers and vinyl acetate/crotonic acid copolymers with the tradenames RESYN 28-2930, RESYN 28-2913, and RESYN 28-1310 supplied by National Starch & Chemicals, and acrylates copolymers and acrylates/acrylamide copolymers with tradenames LUVIMER 100P, ULTRAHOLD 8, and ULTRAHOLD STRONG supplied by BASF Corporation.
  • commercially available material such as vinyl acetate/crotonic acid/vinyl neodecanoate copolymers and vinyl acetate/crotonic acid copolymers with the tradenames RESYN 28-2930, RESYN 28-2913, and RESYN 28-1310 supplied by National Starch & Chemicals, and acrylates copolymers and acrylates/acrylamide copolymers with
  • Nonionic Fixative Polymers useful herein are homopolymer of vinylpyrrolidone or vinylcaprolactum and copolymers of vinylpyrrolidone with vinylacetate such as those with tradenames LUVISKOL K grades and LUVISKOL VA grades supplied by BASF Corporation. Silicone Grafted Copolymers The silicone grafted copolymers useful herein include those which have a vinyl polymeric backbone (A and B monomers), and grafted to such backbone a polydimethylsiloxane macromer (C macromer) having a weight average molecular weight of from about 1 ,000 to about 50,000.
  • a and B monomers grafted to such backbone a polydimethylsiloxane macromer (C macromer) having a weight average molecular weight of from about 1 ,000 to about 50,000.
  • these copolymers contain from and from about 50.0% to about 99.9% of the combination of A and B monomers, and from about 0.1 % to about 50.0% of C macromer, wherein A is a lipophilic, low polarity free radically polymerizable vinyl monomer, such as methacrylic or acrylic esters; B is a hydrophilic polar monomer which is copolymerizable with A, such as N,N-dimethylacrylamide, dimethylaminoethylmethacrylate, vinyl pyrrolidone, or quaternized dimethylaminoethyl methacrylate; and C is a silicone-containing macromer having a weight average molecular weight of from about 1 ,000 to about 50,000, based on polydimethylsiloxane.
  • A is a lipophilic, low polarity free radically polymerizable vinyl monomer, such as methacrylic or acrylic esters
  • B is a hydrophilic polar monomer which is copolyme
  • Preferred silicone grafted copolymers are those having a Tg above about -20°C, and a molecular weight of from about 10,000 to about 1 ,000,000.
  • Suitable silicone grafted copolymers herein include those listed below wherein the numbers indicate the weight ratio of monomers and macromers in the copolymer, silicone macromer S1 is a dimethylpolysiloxane having a molecular weight of about 20,000, and silicone macromer S2 is a dimethylpolysiloxane having a molecular weight of about 10,000. 1) 20/63/17 acrylic acid/t-butyl methacrylate/silicone macromer S2, having a copolymer molecular weight about 100,000
  • the styling composition of the present invention comprises a carrier.
  • the level and species of the carrier are selected according to the compatibility with other components, and desired characteristic of the product.
  • the styling compositions herein can be in any product form including, but not limited to, hair sprays, mists, mousses, gels, and creams.
  • the carrier useful in the present invention include water, volatile solvents, propellants, and mixtures thereof.
  • the water useful herein include deionized water and water from natural sources containing mineral cations. Deionized water is preferred.
  • Volatile solvents useful herein include lower alkyl alcohols having from 1 to 3 carbons, and hydrocarbons having from about 5 to about 8 carbons.
  • the preferred volatile solvents are, ethanol, isopropanol, pentane, hexane, and heptane
  • Propellants may be used for mousse and hair spray product forms. Propellants, when used in the present invention, are selected depending on variables such as the remainder of components, the package, and whether the product is designed to be used standing or invert.
  • Propellants useful herein include fluorohydrocarbons such as difluoroethane 152a (supplied by DuPont), dimethylether, and hydrocarbons such as propane, isobutane, n-butane, mixtures of hydrocarbons such as LPG
  • the styling composition of the present invention may include an emulsifying surfactant to disperse the water insoluble components in the carrier.
  • Water insoluble components may include hydrophobic fixative polymers mentioned above, and hydrophobic thickening polymers, high melting point conditioning agents, and oily conditioning agents mentioned below.
  • the level and species of the emulsifying surfactant are selected according to the compatibility with other components, and desired characteristic of the product.
  • Emulsifying surfactants are selected from the group consisting of nonionic surfactants, anionic surfactants, cationic surfactants, amphoteric surfactants, and mixtures thereof. CONDITIONING AGENTS
  • the styling composition of the present invention may include a conditioning agent.
  • Conditioning agents useful herein include high melting point compounds, oily compounds, silicone compounds, non-volatile solvents, and mixtures thereof. High Melting Point Compound
  • compositions may comprise a high melting point compound having a melting point of at least about 25°C selected from the group consisting of fatty alcohols, fatty acids, fatty alcohol derivatives, fatty acid derivatives, hydrocarbons, steroids, and mixtures thereof.
  • a high melting point compound having a melting point of at least about 25°C selected from the group consisting of fatty alcohols, fatty acids, fatty alcohol derivatives, fatty acid derivatives, hydrocarbons, steroids, and mixtures thereof.
  • these high melting point compounds cover the hair surface and reduce friction, thereby resulting in providing smooth feel on the hair and ease of combing.
  • the compounds disclosed in this section of the specification can in some instances fall into more than one classification, e.g., some fatty alcohol derivatives can also be classified as fatty acid derivatives.
  • a given classification is not intended to be a limitation on that particular compound, but is done so for convenience of classification and nomenclature.
  • certain compounds having certain required carbon atoms may have a melting point of less than about 25°C Such compounds of low melting point are not intended to be included in this section.
  • Nonlimiting examples of the high melting point compounds are found in International Cosmetic Ingredient Dictionary, Fifth Edition, 1993, and CTFA Cosmetic Ingredient Handbook, Second Edition, 1992, both of which are incorporated by reference herein in their entirety.
  • the fatty alcohols useful herein are those having from about 14 to about 30 carbon atoms, preferably from about 16 to about 22 carbon atoms. These fatty alcohols can be straight or branched chain alcohols and can be saturated or unsaturated. Nonlimiting examples of fatty alcohols include, cetyl alcohol, stearyl alcohol, behenyl alcohol, and mixtures thereof.
  • the fatty acids useful herein are those having from about 10 to about 30 carbon atoms, preferably from about 12 to about 22 carbon atoms, and more preferably from about 16 to about 22 carbon atoms. These fatty acids can be straight or branched chain acids and can be saturated or unsaturated. Also included are diacids, triacids, and other multiple acids which meet the requirements herein. Also included herein are salts of these fatty acids. Nonlimiting examples of fatty acids include lauric acid, palmitic acid, stearic acid, behenic acid, sebacic acid, and mixtures thereof.
  • the fatty alcohol derivatives and fatty acid derivatives useful herein include alkyl ethers of fatty alcohols, alkoxylated fatty alcohols, alkyl ethers of alkoxylated fatty alcohols, esters of fatty alcohols, fatty acid esters of compounds having esterifiable hydroxy groups, hydroxy-substitued fatty acids, and mixtures thereof.
  • Nonlimiting examples of fatty alcohol derivatives and fatty acid derivatives include materials such as methyl stearyl ether; the ceteth series of compounds such as ceteth-1 through ceteth-45, which are ethylene glycol ethers of cetyl alcohol, wherein the numeric designation indicates the number of ethylene glycol moieties present; the steareth series of compounds such as steareth-1 through 10, which are ethylene glycol ethers of steareth alcohol, wherein the numeric designation indicates the number of ethylene glycol moieties present; ceteareth 1 through ceteareth-10, which are the ethylene glycol ethers of ceteareth alcohol, i.e.
  • Hydrocarbons useful herein include compounds having at least about 20 carbons.
  • Steroids useful herein include compounds such as cholesterol.
  • High melting point compounds of a single compound of high purity are preferred.
  • Single compounds of pure fatty alcohols selected from the group of pure cetyl alcohol, stearyl alcohol, and behenyl alcohol are highly preferred.
  • pure herein, what is meant is that the compound has a purity of at least about 90%, preferably at least about 95%.
  • High melting point compounds useful herein include: cetyl alchol, stearyl alcohol, and behenyl alcohol having tradenames KONOL series available from New Japan Chemical (Osaka, Japan), and NAA series available from NOF (Tokyo, Japan); pure behenyl alcohol having tradename 1-DOCOSANOL available from WAKO (Osaka, Japan), various fatty acids having tradenames NEO-FAT available from Akzo (Chicago Illinois, USA), HYSTRENE available from Witco Corp. (Dublin Ohio, USA), and DERMA available from Vevy (Genova, Italy); and cholesterol having tradename NIKKOL AGUASOME LA available from Nikko. Oily Compound
  • compositions comprise an oily compound having a melting point of not more than about 25°C selected from the group consisting of a first oily compound, a second oily compound, and mixtures thereof.
  • the oily compounds useful herein may be volatile or nonvolatile. Without being bound by theory, it is believed that, the oily compounds may penetrate the hair to modify the hydroxy bonds of the hair, thereby resulting in providing softness and flexibility to the hair.
  • the oily compound may comprise either the first oily compound or the second oily compound as described herein. Preferably, a mixture of the first oily compound and the second oily compound is used.
  • the oily compounds of this section are to be distinguished from the high melting point compounds described above.
  • fatty alcohols useful herein include those having from about 10 to about 30 carbon atoms, preferably from about 12 to about 22 carbon atoms, and more preferably from about 16 to about 22 carbon atoms. These fatty alcohols can be straight or branched chain alcohols and can be saturated or unsaturated alcohols, preferably unsaturated alcohols.
  • Nonlimiting examples of these compounds include oleyl alcohol, palmitoleic alcohol, isostearyl alcohol, isocetyl alchol, undecanol, octyl dodecanol, octyl decanol, octyl alcohol, caprylic alcohol, decyl alcohol and lauryl alcohol.
  • the fatty acids useful herein include those having from about 10 to about 30 carbon atoms, preferably from about 12 to about 22 carbon atoms, and more preferably from about 16 to about 22 carbon atoms. These fatty acids can be straight or branched chain acids and can be saturated or unsaturated. Suitable fatty acids include, for example, oleic acid, linoleic acid, isostearic acid, linolenic acid, ethyl linolenic acid, ethyl linolenic acid, arachidonic acid, and ricinolic acid.
  • the fatty acid derivatives and fatty alcohol derivatives are defined herein to include, for example, esters of fatty alcohols, alkoxylated fatty alcohols, alkyl ethers of fatty alcohols, alkyl ethers of alkoxylated fatty alcohols, and mixtures thereof.
  • Nonlimiting examples of fatty acid derivatives and fatty alcohol derivatives include, for example, methyl linoleate, ethyl linoleate, isopropyl linoleate, isodecyl oleate, isopropyl oleate, ethyl oleate, octyldodecyl oleate, oleyl oleate, decyl oleate, butyl oleate, methyl oleate, octyldodecyl stearate, octyldodecyl isostearate, octyldodecyl isopalmitate, octyl isopelargonate, octyl pelargonate, hexyl isostearate, isopropyl isostearate, isodecyl isononanoate, Oleth-2, pentaeryth
  • first oily compounds useful herein include: oleyl alcohol with tradename UNJECOL 90BHR available from New Japan Chemical, pentaerythritol tetraisostearate and trimethylolpropane triisostearate with tradenames KAKPTI and KAKTTI available from Kokyu Alcohol (Chiba, Japan), pentaerythritol tetraoleate having the same tradename as the compound name available from New Japan Chemical, trimethylolpropane trioleate with a tradename ENUJERUBU series available from New Japan Chemical, various liquid esters with tradenames SCHERCEMOL series available from Scher, and hexyl isostearate with a tradename HIS and isopropryl isostearate having a tradename ZPIS available from Kokyu Alcohol.
  • the second oily compounds useful herein include straight chain, cyclic, and branched chain hydrocarbons which can be either saturated or unsaturated, so long as they have a melting point of not more than about 25°C These hydrocarbons have from about 12 to about 40 carbon atoms, preferably from about 12 to about 30 carbon atoms, and preferably from about 12 to about 22 carbon atoms. Also encompassed herein are polymeric hydrocarbons of alkenyl monomers, such as polymers of C2-6 alkenyl monomers. These polymers can be straight or branched chain polymers. The straight chain polymers will typically be relatively short in length, having a total number of carbon atoms as described above. The branched chain polymers can have substantially higher chain lengths.
  • the number average molecular weight of such materials can vary widely, but will typically be up to about 500, preferably from about 200 to about 400, and more preferably from about 300 to about 350.
  • mineral oils are liquid mixtures of hydrocarbons that are obtained from petroleum. Specific examples of suitable hydrocarbon materials include paraffin oil, mineral oil, dodecane, isododecane, hexadecane, isohexadecane, eicosene, isoeicosene, tridecane, tetradecane, polybutene, polyisobutene, and mixtures thereof.
  • Preferred for use herein are hydrocarbons selected from the group consisting of mineral oil, isododecane, isohexadecane, polybutene, polyisobutene, and mixtures thereof.
  • second oily compounds useful herein include isododecane, isohexadeance, and isoeicosene with tradenames PERMETHYL 99A, PERMETHYL 101 A, and PERMETHYL 1082, available from Presperse (South Plainfield New Jersey, USA), a copolymer of isobutene and normal butene with tradenames INDOPOL H-100 available from Amoco
  • the conditioning agents useful herein include silicone compounds.
  • the silicone compounds hereof can include volatile soluble or insoluble, or nonvolatile soluble or insoluble silicone conditioning agents.
  • soluble what is meant is that the silicone compound is miscible with the carrier of the composition so as to form part of the same phase.
  • insoluble what is meant is that the silicone forms a separate, discontinuous phase from the carrier, such as in the form of an emulsion or a suspension of droplets of the silicone.
  • Suitable silicone fluids include polyalkyl siloxanes, polyaryl siloxanes, polyalkylaryl siloxanes, polyether siloxane copolymers, and mixtures thereof. Other nonvolatile silicone compounds having hair conditioning properties can also be used.
  • silicone compounds herein also include polyalkyl or polyaryl siloxanes with the following structure (I)
  • R is alkyl or aryl
  • x is an integer from about 7 to about 8,000.
  • A represents groups which block the ends of the silicone chains.
  • the alkyl or aryl groups substituted on the siloxane chain (R) or at the ends of the siloxane chains (A) can have any structure as long as the resulting silicone remains fluid at room temperature, is dispersible, is neither irritating, toxic nor otherwise harmful when applied to the hair, is compatible with the other components of the composition, is chemically stable under normal use and storage conditions, and is capable of being deposited on and conditions the hair.
  • Suitable A groups include hydroxy, methyl, methoxy, ethoxy, propoxy, and aryloxy.
  • the two R groups on the silicon atom may represent the same group or different groups.
  • the two R groups represent the same group.
  • Suitable R groups include methyl, ethyl, propyl, phenyl, methylphenyl and phenylmethyl.
  • the preferred silicone compounds are polydimethylsiloxane, polydiethylsiloxane, and polymethylphenylsiloxane. Polydimethylsiloxane, which is also known as dimethicone, is especially preferred.
  • the polyalkylsiloxanes that can be used include, for example, polydimethylsiloxanes. These silicone compounds are available, for example, from the General Electric Company in their ViscasilR and SF 96 series, and from Dow Corning in their Dow Corning 200 series.
  • Polyalkylaryl siloxane fluids can also be used and include, for example, polymethylphenylsiloxanes. These siloxanes are available, for example, from the General Electric Company as SF 1075 methyl phenyl fluid or from Dow Corning as 556 Cosmetic Grade Fluid.
  • highly arylated silicone compounds such as highly phenylated polyethyl silicone having refractive index of about 1.46 or higher, especially about 1.52 or higher.
  • a spreading agent such as a surfactant or a silicone resin, as described below to decrease the surface tension and enhance the film forming ability of the material.
  • the silicone compounds that can be used include, for example, a polypropylene oxide modified polydimethylsiloxane although ethylene oxide or mixtures of ethylene oxide and propylene oxide can also be used.
  • the ethylene oxide and polypropylene oxide level should be sufficiently low so as not to interfere with the dispersibility characteristics of the silicone. These material are also known as dimethicone copolyols.
  • Other silicone compounds include amino substituted materials. Suitable alkylamino substituted silicone compounds include those represented by the following structure (II)
  • R is CH3 or OH
  • x and y are integers which depend on the molecular weight, the average molecular weight being approximately between 5,000 and 10,000.
  • This polymer is also known as "amodimethicone”.
  • Suitable amino substituted silicone fluids include those represented by the formula (III)
  • R2 is chosen from the group consisting of hydrogen, phenyl, benzyl, a saturated hydrocarbon radical, preferably an alkyl radical containing from 1 to 20 carbon atoms, and A " denotes a halide ion.
  • An especially preferred amino substituted silicone corresponding to formula (III) is the polymer known as "trimethylsilylamodimethicone", of formula (IV):
  • n and m are selected depending on the exact molecular weight of the compound desired.
  • R 3 denotes a monovalent hydrocarbon radical having from 1 to 18 carbon atoms, preferably an alkyl or alkenyl radical such as methyl;
  • R4 denotes a hydrocarbon radical, preferably a C-
  • Q " is a halide ion, preferably chloride;
  • r denotes an average statistical value from 2 to 20, preferably from 2 to 8;
  • s denotes an average statistical value from 20 to 200, and preferably from 20 to 50.
  • a preferred polymer of this class is available from Union Carbide under the name "UCAR SILICONE ALE 56.”
  • Nonvolatile dispersed silicone compounds include U.S. Patent No. 2,826,551 , to Geen; U.S. Patent No. 3,964,500, to Drakoff, issued June 22, 1976; U.S. Patent No. 4,364,837, to Pader; and British Patent No. 849,433, to Woolston, all of which are incorporated herein by reference in their entirety. Also incorporated herein by reference in its entirety is "Silicon Compounds" distributed by Petrarch Systems, Inc., 1984. This reference provides an extensive, though not exclusive, listing of suitable silicone compounds. Another nonvolatile dispersed silicone that can be especially useful is a silicone gum.
  • silicone gum means a polyorganosiloxane material having a viscosity at 25°C of greater than or equal to 1 ,000,000 centistokes. It is recognized that the silicone gums described herein can also have some overlap with the above-disclosed silicone compounds. This overlap is not intended as a limitation on any of these materials. Silicone gums are described by Petrarch, and others including U.S. Patent No. 4,152,416, to Spitzer et al., issued May 1 , 1979 and Noll, Walter, Chemistry and Technology of Silicones, New York: Academic Press 1968. Also describing silicone gums are General Electric Silicone Rubber Product Data Sheets SE 30, SE 33, SE 54 and SE 76.
  • the "silicone gums” will typically have a mass molecular weight in excess of about 200,000, generally between about 200,000 and about 1 ,000,000. Specific examples include polydimethylsiloxane, polydimethylsiloxane methylvinylsiloxane) copolymer, polydimethylsiloxane diphenylsiloxane methylvinylsiloxane) copolymer and mixtures thereof.
  • silicone resins which are highly crosslinked polymeric siloxane systems.
  • the crosslinking is introduced through the incorporation of tri- functional and tetra-functional silanes with mono-functional or di-functional, or both, silanes during manufacture of the silicone resin.
  • the degree of crosslinking that is required in order to result in a silicone resin will vary according to the specific silane units incorporated into the silicone resin.
  • silicone materials which have a sufficient level of trifunctional and tetrafunctional siloxane monomer units, and hence, a sufficient level of crosslinking, such that they dry down to a rigid, or hard, film are considered to be silicone resins.
  • the ratio of oxygen atoms to silicon atoms is indicative of the level of crosslinking in a particular silicone material.
  • Silicone materials which have at least about 1.1 oxygen atoms per silicon atom will generally be silicone resins herein.
  • the ratio of oxygen:silicon atoms is at least about 1.2:1.0.
  • Silanes used in the manufacture of silicone resins include monomethyl-, dimethyl-, trimethyl-, monophenyl-, diphenyl-, methylphenyl-, monovinyl-, and methylvinylchlorosilanes, and tetrachlorosilane, with the methyl substituted silanes being most commonly utilized.
  • Preferred resins are offered by General Electric as GE SS4230 and SS4267.
  • silicone resins will generally be supplied in a dissolved form in a low viscosity volatile or nonvolatile silicone fluid.
  • the silicone resins for use herein should be supplied and incorporated into the present compositions in such dissolved form, as will be readily apparent to those skilled in the art. Without being bound by theory, it is believed that the silicone resins can enhance deposition of other silicone compounds on the hair and can enhance the glossiness of hair with high refractive index volumes.
  • silicone resin powders such as the material given the CTFA designation polymethylsilsequioxane, which is commercially available as TospearfTM f rom Toshiba Silicones.
  • Silicone materials and silicone resins in particular can conveniently be identified according to a shorthand nomenclature system well known to those skilled in the art as the "MDTQ" nomenclature. Under this system, the silicone is described according to the presence of various siloxane monomer units which make up the silicone.
  • M denotes the mono-functional unit (CH3)3SiO) 5
  • D denotes the difunctional unit (CH3)2SiO
  • T denotes the trifunctional unit (CH3)SiO-
  • Q denotes the quadri- or tetra-functional unit Si ⁇ 2- Primes of the unit symbols, e.g., M', D', T', and Q' denote substituents other than methyl, and must be specifically defined for each occurrence.
  • Typical alternate substituents include groups such as vinyl, phenyl, amino, hydroxyl, etc.
  • the molar ratios of the various units either in terms of subscripts to the symbols indicating the total number of each type of unit in the silicone, or an average thereof, or as specifically indicated ratios in combination with molecular weight, complete the description of the silicone material under the MDTQ system.
  • Higher relative molar amounts of T, Q, T and/or Q' to D, D', M and/or or M' in a silicone resin is indicative of higher levels of crosslinking.
  • the overall level of crosslinking can also be indicated by the oxygen to silicon ratio.
  • the silicone resins for use herein which are preferred are MQ, MT, MTQ, MQ and MDTQ resins.
  • the preferred silicone substituent is methyl.
  • MQ resins wherein the M:Q ratio is from about 0.5:1.0 to about 1.5:1.0 and the average molecular weight of the resin is from about 1000 to about 10,000.
  • Non-volatile solvents useful herein include alkyl alcohols having more than 3 carbons, and polyhydric alcohols.
  • the polyhydric alcohols useful herein include 1,2-propane diol or propylene glycol, 1,3-propane diol, hexylene glycol, glycerin, diethylene glycol, dipropylene glycol, 1 ,2-butylene glycol, and 1 ,4- butylene glycol.
  • compositions may include a thickening polymer.
  • Thickening polymers are preferred for hair gel.
  • the thickening polymer functions as a viscosity-building agent, and can be distinguished from the fixative polymers mentioned above.
  • the thickening polymer will generally comprise from about 0.1% to about 10.0%, and more typically from about 0.2% to about 3.0%, by weight, of the composition.
  • Useful thickening polymers herein include crosslinked carboxyvinyl polymers. Preferred among these polymers are the copolymers of acrylic acid crosslinked with polyallylsucrose as described in U.S. Patent 2,798,053, which is incorporated herein by reference in its entirety. Examples of these polymers include the carbomers, which are hompolymers of acrylic acid crosslinked with an allyl ether of pentaerythrotol, an allyl ether of sucrose, or an allyl ether of propylene. Other preferred thickening polymers include the cross-linked copolymers of methyl vinyl ether and maleic acid. Examples of these polymers include Stabilezes.
  • Preferred carboxyvinyl polymers have a molecular weight of at least about 750,000; more preferred are carboxyvinyl polymers having a molecular weight of at least about 1,250,000; most preferred are carboxyvinyl polymers having a molecular weight of at least about 3,000,000.
  • thickening polymers useful herein include those that can impart a gel-like viscosity to the composition, such as water soluble or colloidally water soluble polymers like cellulose ethers such as hydroxyethyl cellulose and hydrophobically modified cellulose, and materials such as guar gum, xanthan gum, polyvinyl alcohol, polyvinyl pyrrolidone, hydroxypropyl guar gum, starch and starch derivatives.
  • water soluble or colloidally water soluble polymers like cellulose ethers such as hydroxyethyl cellulose and hydrophobically modified cellulose
  • materials such as guar gum, xanthan gum, polyvinyl alcohol, polyvinyl pyrrolidone, hydroxypropyl guar gum, starch and starch derivatives.
  • a wide variety of other additional ingredients can be formulated into the present compositions. These include: other conditioning agents such as hydrolyzed collagen with tradename Peptein 2000 available from Hormel, Vitamin E with tradename Emix-d available from Eisai, panthenol available from Roche, panthenyl ethyl ether available from Roche, hydrolysed keratin, proteins, plant extracts, and nutrients; preservatives such as benzyl alcohol, methyl paraben, propyl paraben and imidazolidinyl urea; pH adjusting agents, such as citric acid, sodium citrate, succinic acid, phosphoric acid, sodium hydroxide, sodium carbonate; salts, in general, such as potassium acetate and sodium chloride; coloring agents, such as any of the FD&C or D&C dyes; hair oxidizing (bleaching) agents, such as hydrogen peroxide, perborate and persulfate salts; hair reducing agents such as the thioglycolates; perfumes; and se
  • Optical Brightener 1 1 ,4-bis(2-cyanostyryl)benzene *2
  • Optical Brightener 2 6,7-dihydroxy coumarin *3
  • Optical Brightener 3 4-methyl-7-hydroxy coumarin
  • Optical Brightener 4 4,4'-bis(5-methylbenzoxazol-2-yl)stilbene *5
  • Optical Brightener 5 2,4-dimethyoxy-6-(1'-pyrenyl)-1 ,3,5-triazine *6
  • Optical Brightener 6 porphyrin
  • Optical Brightener 7 4,4'-bis[(4-anilino-6-methylamino-1 ,3,5-triazin-2- yl)amino]stilbene-2,2'-disulfonic acid
  • Optical Brightener 8 4,4'-bis[(4-anilino-6-ethylamino-1 ,3,5-triazin-2- yl)amino]stilbene-2,2'-disulfonic acid * 9 Optical Brightener 9: 4,4'-bis[(4-anilino-6-(2-hydroxyethyl)methylamino-1 ,3,5- triazin-2-yl)amino]stilbene-2,2'-disulfonic acid *10 Silicone grafted copolymer 1 : 20/63/17 acrylic acid/t-butyl methacrylate/silicone macromer S2, polymer molecular weight about
  • Silicone grafted copolymer 2 25/65/10 acrylic acid/isopropyl methacrylate/silicone macromer S2, polymer molecular weight about
  • Luviskol VA64 Copolymer of vinylprrolidone and vinyl acetate, commercially available from BASF.
  • 16 Luviquat PQ 11 Copolymer of vinylprrolidone and N,N'- dimethylaminoethyl methacrylate diethyl sulfate salt, commercially available from BASF.
  • Amphomer LV71 Copolymer of octylacrylamide, alkyl acrylates, butylaminoethyl methacrylate, commercially available from National Starch and Chemical Company.
  • 18 Yukaformer R205 Copolymer of methoacryloyl ethyl betaine and alkyl acrylates, commercially available from Mitsubishi Chemical Corporation.
  • Amphomer 28-4910 Copolymer of octylacrylamide, alkyl acrylates, butylaminoethyl methacrylate, commercially available from National Starch and Chemical Company.
  • 2 4 Yukaformer 510 Copolymer of methoacryloyl ethyl betaine and alkyl acrylates, commercially available from Mitsubishi Chemical Corporation.
  • 25 Celquat L-200 and Celquat H-100 Versions of copolymers of hydroxyethylcellulose and dimethyldiallylammonium chloride, commercially available from National Starch and Chemical Company.
  • DC BY22-009 Silicone microemulsion commercially available from Dow Corning.
  • Copolymer 958 Copolymer of vinylprrolidone and dimethylaminoethyl methacrylate, commercially available from ISP.
  • Yukaformer SM Copolymer of methoacryloyl ethyl betaine and alkyl acrylates, commercially available from Mitsubishi Chemical Corporation.
  • Carbopol 940 Cross-linked polyacrylic acid, commercially available from
  • Gantrez ES-225 Copolymer of vinyl methyl ether and ethyl ester of maleic acid, commercially available from ISP. Method of Preparation
  • the hair spray products of Examples 1 through 8 are suitably made as follows: Hair fixative polymer is dissolved in a portion of water and ethanol. In case an anionic fixative polymer such as Ultrahold 8 is used, it is neutralized with aminomethylpropanol in a portion of water and ethanol. To this is added the remaining components except isobutane/propane blend. The obtained mixture is mixed until homogeneous. Finally, the concentrate thus obtained is packed into an aerosol can with isobutane/propane blend.
  • an anionic fixative polymer such as Ultrahold 8
  • the hair mousse products of Examples 12 through 21 are suitably made as follows: Hair fixative polymer is dissolved in a portion of water. In case an anionic fixative polymer such as Ultrahold Strong is used, it is neutralized with aminomethylpropanol in a portion of water. To this is added the remaining ingredients except isobutane/propane blend. The obtained mixture is mixed until homogeneous. The concentrate thus obtained is packed into an aerosol can with isobutane/propane blend.
  • the hair setting gel products of Examples 22 through 31 are suitably made as follows: Carbopol 940 is dissolved in a portion of water. To this is added sodium hydroxide. In a separate container, the remaining components are dissolved in a portion of water. The two premixes are blended with agitation. Examples 1 through 31 have many advantages. For example, they can be used daily, and provide color alteration, shininess, and UV protection to the hair. It is understood that the examples and embodiments described herein are for illustrative purposes only and that various modifications or changes in light thereof will be suggested to one skilled in the art without departing from its spirit and scope.

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Abstract

Cette invention se rapporte à une composition de coiffage comprenant: (a) une quantité efficace d'un azurant optique choisi dans le groupe constitué par un azurant optique non ionique, un azurant optique amphotère et des mélanges de ceux-ci; (b) un polymère fixatif choisi dans le groupe constitué par un polymère fixatif amphotère, un polymère anionique, un polymère fixatif cationique, un polymère fixatif non ionique, un copolymère greffé à la silicone et des mélanges de ceux-ci; les 3 % de solution aqueuse du polymère fixatif fournissant une viscosité ne dépassant pas 2000 cps environ; et (c) un excipient.
PCT/US1997/016313 1997-09-17 1997-09-17 Compositions de coiffage contenant des azurants optiques non ioniques et amphoteres WO1999013841A1 (fr)

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AU43492/97A AU4349297A (en) 1997-09-17 1997-09-17 Hair styling compositions comprising nonionic and amphoteric optical brighteners
PCT/US1997/016313 WO1999013841A1 (fr) 1997-09-17 1997-09-17 Compositions de coiffage contenant des azurants optiques non ioniques et amphoteres

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WO2003021041A3 (fr) * 2001-09-03 2003-09-04 Basf Ag Procede pour augmenter la blancheur du papier a l'aide de polyelectrolytes cationiques
EP1464327A1 (fr) * 2003-04-01 2004-10-06 L'oreal Composition de coloration pour matieres keratiniques humaines comprenant un colorant fluorescent et un polyol, procédé et utilisation
EP1464326A1 (fr) * 2003-04-01 2004-10-06 L'oreal Composition de coloration des cheveux comprenant un colorant fluorescent et un polymère associatif
US6808701B2 (en) 2000-03-21 2004-10-26 Johnson & Johnson Consumer Companies, Inc. Conditioning compositions
EP1719499A1 (fr) * 2005-05-02 2006-11-08 Beiersdorf AG Combinaison de polymères pour gels capillaires
US7147673B2 (en) 2003-04-01 2006-12-12 L'oreal S.A. Composition for dyeing human keratin materials, comprising at least one fluorescent dye and at least one insoluble polyorganosiloxane conditioning polymer, process therefor and use thereof
US7150764B2 (en) 2003-04-01 2006-12-19 L'oreal S.A. Composition for dyeing a human keratin material, comprising at least one fluorescent dye and at least one insoluble conditioning agent, process thereof, use thereof, and devices thereof
US7186278B2 (en) 2003-04-01 2007-03-06 L'oreal S.A. Composition for dyeing human keratin materials, comprising at least one fluorescent dye and at least one compound comprising an acid functional group and processes therefor
US7192454B2 (en) 2003-04-01 2007-03-20 L'oreal S.A. Composition for dyeing human keratin materials, comprising a fluorescent dye and a particular sequestering agent, process therefor and use thereof
US7195651B2 (en) 2003-04-01 2007-03-27 L'oreal S.A. Cosmetic composition for dyeing human keratin materials, comprising at least one fluorescent dye and at least one cationic polymer, and a dyeing process therefor
US7195650B2 (en) 2003-04-01 2007-03-27 L'oreal S.A. Process for dyeing, with a lightening effect, human keratin fibers that have been permanently reshaped, using at least one composition comprising at least one fluorescent dye
US7198650B2 (en) 2003-04-01 2007-04-03 L'oreal S.A. Method of dyeing human keratin materials with a lightening effect with compositions comprising at least one fluorescent dye and at least one amphoteric or nonionic surfactant, composition thereof, process thereof, and device therefor
US7204860B2 (en) 2003-04-01 2007-04-17 L'oreal Composition for dyeing human keratin materials, comprising at least one fluorescent dye and at least one polyol, process therefor and use thereof
US7208018B2 (en) 2003-04-01 2007-04-24 L'oreal Composition for dyeing human keratin materials, comprising at least one fluorescent dye and at least one associative polymer, process therefor and use thereof
US7217296B2 (en) 2001-09-28 2007-05-15 L'oreal S.A. Dyeing composition with a lightening effect for human keratin materials comprising at least one fluorescent dye
US7250064B2 (en) 2003-04-01 2007-07-31 L'oreal S.A. Dye composition comprising at least one fluorescent dye and a non-associative thickening polymer for human keratin materials, process therefor, and method thereof
US7261744B2 (en) 2002-12-24 2007-08-28 L'oreal S.A. Method for dyeing or coloring human keratin materials with lightening effect using a composition comprising at least one fluorescent compound and at least one optical brightener
US7303589B2 (en) 2003-04-01 2007-12-04 L'oreal S.A. Process for dyeing human keratin fibers, having a lightening effect, comprising at least one fluorescent compound and compositions of the same
WO2013087308A3 (fr) * 2011-12-16 2013-08-22 Henkel Ag & Co. Kgaa Agent pour la mise en forme temporaire de fibres kératiniques et procédé pour la mise en forme temporaire de cheveux

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GB1328108A (en) * 1970-01-06 1973-08-30 Unilever Ltd Hair preparations
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Cited By (23)

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US6808701B2 (en) 2000-03-21 2004-10-26 Johnson & Johnson Consumer Companies, Inc. Conditioning compositions
WO2003021041A3 (fr) * 2001-09-03 2003-09-04 Basf Ag Procede pour augmenter la blancheur du papier a l'aide de polyelectrolytes cationiques
US7217296B2 (en) 2001-09-28 2007-05-15 L'oreal S.A. Dyeing composition with a lightening effect for human keratin materials comprising at least one fluorescent dye
US7261744B2 (en) 2002-12-24 2007-08-28 L'oreal S.A. Method for dyeing or coloring human keratin materials with lightening effect using a composition comprising at least one fluorescent compound and at least one optical brightener
US7186278B2 (en) 2003-04-01 2007-03-06 L'oreal S.A. Composition for dyeing human keratin materials, comprising at least one fluorescent dye and at least one compound comprising an acid functional group and processes therefor
US7195650B2 (en) 2003-04-01 2007-03-27 L'oreal S.A. Process for dyeing, with a lightening effect, human keratin fibers that have been permanently reshaped, using at least one composition comprising at least one fluorescent dye
JP2006273866A (ja) * 2003-04-01 2006-10-12 L'oreal Sa 蛍光染料とポリオールを含有するヒトのケラチン物質を染色するための組成物、その方法及びその使用
US7303589B2 (en) 2003-04-01 2007-12-04 L'oreal S.A. Process for dyeing human keratin fibers, having a lightening effect, comprising at least one fluorescent compound and compositions of the same
US7147673B2 (en) 2003-04-01 2006-12-12 L'oreal S.A. Composition for dyeing human keratin materials, comprising at least one fluorescent dye and at least one insoluble polyorganosiloxane conditioning polymer, process therefor and use thereof
US7150764B2 (en) 2003-04-01 2006-12-19 L'oreal S.A. Composition for dyeing a human keratin material, comprising at least one fluorescent dye and at least one insoluble conditioning agent, process thereof, use thereof, and devices thereof
FR2853240A1 (fr) * 2003-04-01 2004-10-08 Oreal Composition de coloration pour matieres keratiniques humaines comprenant un colorant fluorescent et un polymere associatif, procede et utilisation
US7192454B2 (en) 2003-04-01 2007-03-20 L'oreal S.A. Composition for dyeing human keratin materials, comprising a fluorescent dye and a particular sequestering agent, process therefor and use thereof
US7195651B2 (en) 2003-04-01 2007-03-27 L'oreal S.A. Cosmetic composition for dyeing human keratin materials, comprising at least one fluorescent dye and at least one cationic polymer, and a dyeing process therefor
FR2853236A1 (fr) * 2003-04-01 2004-10-08 Oreal Composition de coloration pour matieres keratiniques humaines comprenant un colorant fluorescent et un polyol, procede et utilisation
US7198650B2 (en) 2003-04-01 2007-04-03 L'oreal S.A. Method of dyeing human keratin materials with a lightening effect with compositions comprising at least one fluorescent dye and at least one amphoteric or nonionic surfactant, composition thereof, process thereof, and device therefor
US7204860B2 (en) 2003-04-01 2007-04-17 L'oreal Composition for dyeing human keratin materials, comprising at least one fluorescent dye and at least one polyol, process therefor and use thereof
US7208018B2 (en) 2003-04-01 2007-04-24 L'oreal Composition for dyeing human keratin materials, comprising at least one fluorescent dye and at least one associative polymer, process therefor and use thereof
EP1464326A1 (fr) * 2003-04-01 2004-10-06 L'oreal Composition de coloration des cheveux comprenant un colorant fluorescent et un polymère associatif
US7250064B2 (en) 2003-04-01 2007-07-31 L'oreal S.A. Dye composition comprising at least one fluorescent dye and a non-associative thickening polymer for human keratin materials, process therefor, and method thereof
EP1464327A1 (fr) * 2003-04-01 2004-10-06 L'oreal Composition de coloration pour matieres keratiniques humaines comprenant un colorant fluorescent et un polyol, procédé et utilisation
EP1719499A1 (fr) * 2005-05-02 2006-11-08 Beiersdorf AG Combinaison de polymères pour gels capillaires
WO2013087308A3 (fr) * 2011-12-16 2013-08-22 Henkel Ag & Co. Kgaa Agent pour la mise en forme temporaire de fibres kératiniques et procédé pour la mise en forme temporaire de cheveux
US9072685B2 (en) 2011-12-16 2015-07-07 Henkel Ag & Co. Kgaa Medium for the temporary deformation of keratin fibres and method for temporary hair deformation

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