Classifications

• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
  • A61Q5/00—Preparations for care of the hair
  • A61Q5/12—Preparations containing hair conditioners
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • 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
  • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
  • A61K8/34—Alcohols
  • A61K8/342—Alcohols having more than seven atoms in an unbroken chain
• • 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
  • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
  • A61K8/37—Esters of carboxylic acids
  • A61K8/375—Esters of carboxylic acids the alcohol moiety containing more than one hydroxy group
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
  • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
  • A61K8/42—Amides
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
  • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
  • A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
  • A61K8/442—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof substituted by amido group(s)
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
  • A61K8/46—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
  • A61K8/466—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur containing sulfonic acid derivatives; Salts
• • 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
  • A61K8/494—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
  • A61K8/498—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom having 6-membered rings or their condensed derivatives, e.g. coumarin
• • 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
  • A61K8/60—Sugars; Derivatives thereof
  • A61K8/604—Alkylpolyglycosides; Derivatives thereof, e.g. esters
• • 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
  • A61K8/84—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
  • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
  • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
  • A61K2800/42—Colour properties
  • A61K2800/43—Pigments; Dyes
  • A61K2800/434—Luminescent, Fluorescent; Optical brighteners; Photosensitizers

Definitions

• the present invention relates to a hair care composition comprising optical brighteners which provide UV protection.
• the present invention further relates to a hair care composition comprising optical brighteners and scattering particles.
• UV light radiation is known to be a factor which damages the hair.
• incorporación of sunscreen agents to hair care compositions have been suggested in the art.
• sunscreens for application to the hair require substantivity to the hair, and compatibility in hair care formulations which are often water-based.
• Many sunscreen agents do not fully meet these requirements.
• the level of sunscreen agents that could be included in hair care compositions and/or the level of sunscreen agents that could deposit on the hair were limited. Consequently, hair care compositions including conventional sunscreen agents could provide only moderate UV protection. Hair damage by UV light 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 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. However, dyeing the hair is generally time-consuming, cumbersome, and messy. Thus, hair dye products are not suitable for daily use. Dyestuff may also be chemically harsh to the hair, scalp, and skin. Thus, the hair can be further damaged by dyeing.
• optical brighteners or compounds otherwise described by names such as fluorescent whitening agents, fluorescent brighteners, or fluorescent dyes, in the hair care field has been known in the art, such as in United States Patent 3,658,985, United States Patent 4,312,855, Canadian Patent 1 ,255,603, United States Patent 3,577,528, Great England Patent Specification 1 ,328,108, South African Application 676,049, European Publication 87,060, and Great England Patent Specification 2,307,639.
• Optical brighteners are a class of material which absorb UV light and re-emit the energy in the form of visible light, wherein the ultraviolet absorption is relatively strong in a broad spectrum.
• the present invention is directed to a hair care composition
• a hair care composition comprising: (a) an effective amount of an optical brightener having a molar extinct coefficient of at least about 28,000; and (b) a hair care active selected from the group consisting of a detersive surfactant, a conditioning agent, a fixative polymer, and mixtures thereof.
• the present invention is further directed to a hair care composition
• a hair care composition comprising: (a) an effective amount of an optical brightener having a molar extinct coefficient of at least about 28,000; (b) a scattering particle having an average particle size of at least about 0.03 ⁇ m; and (c) a carrier.
• the present invention is still further directed to a method of protecting the hair from UV light by applying an optical brightener to the hair.
• 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.
• the selected optical brighteners useful herein have a molar extinct coefficient of at least about 28,000, preferably at least about 50,000 of an absorption peak between a wavelength between about 1nm and about 420nm. Optical brighteners having such molar extinct coefficient provides effective UV protection to the hair, even when included at relatively low levels. Further, the selected optical brighteners useful herein have a strong absorption in a wide range of UV spectra, thereby provide effective UV protection in both the far-UV and near-UV regions.
• the molar extinct coefficient of the optical brighteners useful herein can be measured by any UV spectrophotometer known in the art.
• the molar extinct coefficient is measured by two UV-visible spectrophotometers, Shimadzu UV-160 and UV-2200, respectively, with the wavelength from 200nm to 600nm using a quartz cell with 1cm optical path length containing a solution of the optical brightener at an appropriate concentration.
• the molar extinct coefficients are derived from the peak positions.
• optical brighteners in general are based on the structures of aromatic and heteroaromatic systems which provide these unique characteristics.
• the optical brighteners useful in the present invention can be classified according to their base structures, as described hereafter.
• Preferable optical brighteners herein include polystyrylstilbenes, triazinstilbenes, hydroxycoumarins, aminocoumarins, triazoles, pyrazolines, oxazoles, pyrenes, porphyrins, and imidazoles.
• the selected optical brighteners of the present invention are included at a level of from about 0.001% to about 20%, more preferably from about 0.01% to about 10% of the hair care composition.
• Polystyrylstilbenes are included at a level of from about 0.001% to about 20%, more preferably from about 0.01% to about 10% of the hair care composition.
• 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 10 is H, OH, SO 3 M, COOM, OSO3M, OPO(OH)OM, wherein M is H, Na, K, Ca, Mg, ammonium, mono-, di-, tri- or tetra-C ⁇
• R 0 and R 05 independently, are CN, COO(C ⁇
• each R 1 06 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 polystyrylstilbenes include disodium-1 , 4'-bis(2-sulfostyryl) bisphenyl (Cl. Fluorescent Brightener 351) with tradename Tinopal CBS-X available from Ciba Specialty Chemicals, 1 ,4-bis(2-cyanostyryl)benzene (Cl. Fluorescent Brightener 199) with tradename 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):
• R10? and R 1 ⁇ independently, are phenylamino, mono- or disulfonated phenylamino, morpholino, N(CH2CH2OH)2, N(CH3)(CH 2 CH2OH), NH 2 , N(C ⁇
• An " is an anion of a carboxylate, sulfate, sulfonate, or phosphate, and M is as previously defined, wherein the compound has a trans-coplanar orientation or cis-coplanar orientation; preferably R ⁇ O?
• each R107 is 2, 5-disulfophenylamino and each R ⁇ 08 j s morpholino; or each R107 is 2, 5-disulfophenylamino and each R108 J S (C2H5)2; or each R10 7 is 3-sulfophenyl and each R108 J S NH(CH2CH 2 OH) or N(CH2CH2OH)2; or each R 107 is 4-sulfophenyl and each R 1 08 j s N(CH2CH2OH)2; and in each case, the sulfo group is SO3M in which M is sodium; wherein the compound has a trans-coplanar orientation.
• 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-
• Hydroxycoumahns useful in the present invention include those having formulae (5):
• R 201 is H, OH, Cl, CH 3 , CH 2 COOH, CH2SO3H, CH2OSO3H, or CH2OPO(OH)OH
• R 202 is H, phenyl, COO-C ⁇
• R 203 is OH, or O-C ⁇ -C 30 -alkyl, and R 2 &4 j s OH or O-C1-C30 alkyl, glycoside, or a group of the following formula (7):
• R 2 ⁇ 5 and R 2 06 are independently, phenylamino, mono- or disulfonated phenylamino, morpholino, N(CH 2 CH2OH) 2 , N(CH3)(CH 2 CH 2 OH), NH2, N(C ⁇
• Suitable hydroxycoumahns include 6,7-dihydroxycoumarin available from
• Wako Chemicals 4-methyl-7-hydroxycoumarin available from Wako Chemicals,
• Aminocoumarins are a class of compounds having the base coumarin structure and having at least one amino moiety.
• Aminocoumarins useful in the present inventions include those having formulae (8):
• R 2 0 7 is H, Cl, CH 3 , CH 2 COOH, CH2SO3H, CH 2 OSO3H, or CH 2 OPO(OH)OH
• R 2 08 j s H, phenyl, or COOC-
• R 2 09 and R 210 are independently H, NH2, N(C-
• Suitable aminocoumarins include 4-methyl-7,7'-diethylamino coumarin with tradename Calcofluor-RWP available from BASF, 4-methyl-7,7'- dimethylamino coumarin with tradename Calcofluor-LD available from BASF. Triazoles
• Triazoles are a class of compounds having the following base structure:
• Triazoles useful in the present inventions include those having formulae
• R801 and R 302 independently, are H, C ⁇
• An- and M are as previously defined, wherein the compound has a trans-coplanar orientation or cis-coplanar orientation; preferably R301 J S phenyl, R802 J S H and M is sodium; wherein the compound has a trans- coplanar orientation;
• R 303 is H or Cl;
• R 304 is SO3M, S ⁇ 2N(C ⁇ -C3fj-alkyl)2, SO2O-phenyl or CN;
• R 305 is H, SO3M, COOM, OSO3M, or OPO(OH)OM; and M is as previously defined, wherein the compound has a trans-coplanar orientation or cis-coplanar orientation; preferably R 3 03 anc
• R305 are H anc j R304 J S SO3M in which M is Na; wherein the compound has a trans-coplanar orientation;
• R312 independently represents H, a sulfonic acid group or the salts, esters or amides thereof, a carboxylic acid group or the salts, esters or amides thereof, 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 3 ⁇ 7 and R 3 ⁇ 3 they represent a methylenedioxy, ethylenedioxy, methylenoxymethylenoxy, trimethylene, tetramethylene, propenylene, butenylene or butadienylene radical, each of R 3 ⁇
• Q ⁇ denotes one of the ring systems (13) or (14);
• R 317 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 30 carbon atoms, or Cl, or, conjointly with R 3 ⁇ denotes alkylene with 3 to 30 carbon atoms, R 3 ⁇ denotes H or alkyl with 1 to 30 carbon atoms or, conjointly with R 3 1 7 , denotes alkylene with 3 to 30 carbon atoms, R 3 ⁇ 9 denotes H or methyl, R 32 ⁇ denotes H, alkyl with 1 to 30 carbon atoms, phenyl, alkoxy with 1 to 30 carbon atoms, or Cl, or, conjointly with R 32 ⁇ , denotes a fused benzene ring, R 3 1 denotes H or Cl or conjointly with R 32( denotes a fused benzene ring, R 3
• R 322 denotes H, Cl, methyl, phenyl, benzyl, cyclohexyl or methoxy
• R323 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 324 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 3 4 conjointly with R 3 ⁇ denotes a fused benzene radical
• R 32 ⁇ denotes H or methyl or R 325 conjointly with R 32 4 denotes a fused benzene radical
• R 32 ⁇ 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 327 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:
• R401 j s H, Cl or N(C 1 -C 3 o-alkyl) 2
• R 402 is H, Cl, SO 3 M, SO 2 NH 2 , SO2NH-(C -C 30 alkyl), COO-C ⁇ -C 3 oalkyl, SO 2 -C ⁇ -C3oalkyl, SO2NH(CH 2 )i_ 4 N + (CH 3 ) 3 or SO2(CH2)i-4N + H(C ⁇
• An-, R 4 03 an d R404 are the same or different and each is H, C ⁇ -C3Qalkyl or phenyl and R 4 05 J S H or Cl; and An- and M are as previously defined, preferably R401 J S Cl, R 4 02 J S SO2CH2 CH2N + H(C-
• 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, 1- ⁇ 4- ⁇ N-[3-(N,N,N-trimethylammonio)propyl]-amidosulfonyl ⁇ phenyl>- 3-(4-chlorophenyl)-2-pyrazoline methylsulfate, and 1- ⁇ 4- ⁇ 2-[1-methyl-2-(N,N- dimethylamino)ethoxy]ethyls
• Oxazoles are a class of compounds having the following base structure:
• Oxazoles useful in the present inventions include those having formulae (24), (25), (26) and (27):
• R 50 and R 502 independently, are H, Cl, C ⁇
• R 505 and R 506 are the atoms required to form a fused benzene ring or R506 an R508 independently, are H or C-
• R509 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
• R510 denotes H or alkyl with 1 to 30 carbon atoms
• Q5 denotes a radical
• R ⁇ 11 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 (28) and (29):
• each R601 independently, is C-
• each R602 ] independently, is H, OH, or SO3M, wherein M is as previously defined, sulfonated phenylamino, or anilino.
• Suitable pyrenes include 2,4-dimethoxy-6-(1'-pyrenyl)-1 ,3,5-triazine (Cl. Fluorescent Brightener 179) with tradename Fluolite XMF, 8-hydroxy-1 ,3,6- pyrenetrisulfonic acid (D&C Green No.8), and 3-hydroxy-5,8,10-trisulphanilic pyrene. Porphyrins
• Porphyrins useful in the present invention include those having formulae (30), (31), and (32):
• R 701 is CH3 or CHO
• R 702 is H or COOC ⁇
• R 703 is H or an alkyl group having 1 to 30 carbons
• each R 704 independently, is H, SO3M, COOM, OSO3M, or OPO(OH)OM, wherein M is as previously defined, halide, 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. Imidazoles
• Imidazoles are a class of compounds having the following base structure:
• Imidazoles useful in the present invention include those having formulae
• Suitable imidazoles include those with tradename of Cl. Fluorescence Brightener 352, or Uvtex AT available from Ciba Speciality Chemical.
• the hair care compositions of the present invention herein including optical brighteners provide benefits to the hair in three areas.
• optical brighteners herein protect the hair from ultraviolet light by absorbing ultraviolet light, as described in detail above.
• optical brighteners herein alter the color of the hair by emitting light in the visible range.
• optical brighteners herein enhance the shine of the hair by emitting light in the visible range.
• HAIR CARE ACTIVE The hair care compositions of the present invention comprise a component which characterizes the form and function of the product.
• Product forms useful herein include, but are not limited to, shampoo, conditioner, treatment, mousse, spray, lotion, gel, and cream products, all of which can be designed for rinse-off or leave-on convenience.
• Product functions useful herein include, but are not limited to, cleaning, conditioning, and styling products.
• a hair care active selected from the group consisting of a detersive surfactant, a conditioning agent, a fixative polymer, and mixtures thereof are comprised.
• the hair care actives and their levels are selected by one skilled in the art depending on the desired characteristic of the product. DETERSIVE SURFACTANT
• compositions herein may include a detersive surfactant.
• the detersive surfactants herein are those suitable for cleansing the hair.
• Detersive surfactants useful herein include anionic surfactants, amphoteric and zwitterionic surfactants, and nonionic surfactants.
• the detersive surfactants, when present, are preferably included at a level of from about 0.01% to about 75% by weight of the composition. Two or more surfactants can be used.
• Anionic surfactants useful herein include alkyl and alkyl ether sulfates. These materials have the respective formulae ROSOgM and RO(C 2 H 4 O) ⁇ SO 3 M, wherein R is alkyl or alkenyl of from about 8 to about 30 carbon atoms, x is 1 to about 10, and M is hydrogen or a cation such as ammonium, alkanolammonium (e.g., triethanolammonium), a monovalent metal cation (e.g., sodium and potassium), or a polyvalent metal cation (e.g., magnesium and calcium).
• M should be chosen such that the anionic surfactant component is water soluble.
• the anionic surfactant or surfactants should be chosen such that the Krafft temperature is about 15°C or less, preferably about 10°C or less, and more preferably about 0°C or less. It is also preferred that the anionic surfactant be soluble in the composition hereof.
• Krafft temperature refers to the point at which solubility of an ionic surfactant becomes determined by crystal lattice energy and heat of hydration, and corresponds to a point at which solubility undergoes a sharp, discontinuous increase with increasing temperature.
• Each type of surfactant will have its own characteristic Krafft temperature.
• Krafft temperature for ionic surfactants is, in general, well known and understood in the art.
• R has from about 8 to about 18 carbon atoms in both the alkyl and alkyl ether sulfates.
• the alkyl ether sulfates are typically made as condensation products of ethylene oxide and monohydric alcohols having from about 8 to about 24 carbon atoms.
• the alcohols can be derived from fats, e.g., coconut oil, palm oil, tallow, or the like, or the alcohols can be synthetic. Lauryl alcohol and straight chain alcohols derived from coconut oil and palm oil are preferred herein.
• Such alcohols are reacted with 1 to about 10, and especially about 3, molar proportions of ethylene oxide and the resulting mixture of molecular species having, for example, an average of 3 moles of ethylene oxide per mole of alcohol, is sulfated and neutralized.
• alkyl ether sulfates which can be used are sodium and ammonium salts of coconut alkyl triethylene giycol ether sulfate; tallow alkyl triethylene giycol ether sulfate, and tallow alkyl hexaoxyethylene sulfate.
• Highly preferred alkyl ether sulfates are those comprising a mixture of individual compounds, said mixture having an average alkyl chain length of from about 8 to about 16 carbon atoms and an average degree of ethoxylation of from 1 to about 4 moles of ethylene oxide.
• Such a mixture also comprises from 0% to about 20% by weight C 12 _i3 compounds; from about 60% to about 100% by weight of
• Suitable anionic surfactants are the water-soluble salts of organic, sulfuric acid reaction products of the general formula [RI-SO3-M] where R1 is selected from the group consisting of a straight or branched chain, saturated aliphatic hydrocarbon radical having from about 8 to about 24, preferably about 8 to about 18, carbon atoms; and M is as previously described above in this section.
• surfactants are the salts of an organic sulfuric acid reaction product of a hydrocarbon of the methane series, including iso-, neo-, and n-paraffins, having about 8 to about 24 carbon atoms, preferably about 8 to about 18 carbon atoms and a sulfonating agent, e.g., SO3, H2SO4, obtained according to known sulfonation methods, including bleaching and hydrolysis.
• a sulfonating agent e.g., SO3, H2SO4
• alkali metal and ammonium sulfonated Cg-i ⁇ n-paraffins are preferred.
• anionic surfactants are the reaction products of fatty acids esterified with isethionic acid and neutralized with sodium hydroxide where, for example, the fatty acids are derived from coconut or palm oil; or sodium or potassium salts of fatty acid amides of methyl tauride in which the fatty acids, for example, are derived from coconut oil.
• Other similar anionic surfactants are described in U.S. Patents 2,486,921 , 2,486,922, and 2,396,278, which are incorporated by reference herein in their entirety.
• anionic surfactants suitable for use in the shampoo compositions are the ⁇ -alkyloxy alkane sulfonates. These compounds have the following formula:
• R 1 is a straight chain alkyl group having from about 6 to about 20 carbon atoms
• R 2 is a lower alkyl group having from about 1 , preferred, to about 3 carbon atoms
• M is as hereinbefore described.
• anionic surfactants suitable for use in the shampoo compositions are described in McCutcheon's, Emulsifiers and Detergents, 1989 Annual, published by M. C. Publishing Co., and in U.S. Patent 3,929,678, which descriptions are incorporated herein by reference in their entirety.
• Preferred anionic surfactants for use in the shampoo compositions include ammonium lauryl sulfate, ammonium laureth sulfate, triethylamine lauryl sulfate, triethylamine laureth sulfate, triethanolamine lauryl sulfate, triethanolamine laureth sulfate, monoethanolamine lauryl sulfate, monoethanolamine laureth sulfate, diethanolamine lauryl sulfate, diethanolamine laureth sulfate, lauric monoglyceride sodium sulfate, sodium lauryl sulfate, sodium laureth sulfate, potassium lauryl sulfate, potassium laureth sulfate, ammonium cocoyl sulfate, ammonium lauroyl sulfate, sodium cocoyl sulfate, sodium lauroyl sulfate, potassium cocoyl sulfate, potassium la
• anionic surfactants for use herein include polyhydrophilic anionic surfactants.
• polyhydrophilic herein, is meant a surfactant that has at least two hydrophilic groups which provide a hydrophilic nature.
• Polyhydrophilic surfactants useful herein are only those having at least two hydrophilic groups in the molecule, and is not intended to encompass those which only have one hydrophilic group.
• One molecule of the polyhydrophilic anionic surfactant herein may comprise the same hydrophilic groups, or different hydrophilic groups.
• the polyhydrophilic anionic surfactants comprise at least one group selected from the group consisting of carboxy, hydroxy, sulfate, sulfonate, and phosphate.
• Suitable polyhydrophilic anionic surfactants are those which comprise at least one of a carboxy, sulfate, or sulfonate group, more preferably those which comprise at least one carboxy group.
• Nonlimiting examples of polyhydrophilic anionic surfactants include N-acyl- L-glutamates such as N-cocoyl-L-glutamate and, N-lauroyl-L-glutamate, laurimino diproprionate, N-acyl-L-aspartate, di-(N-lauroyl N-methyl taurate), polyoxyethylene laurylsulfosuccinate, disodium N-octadecylsulfosuccinate; disodium lauryl sulfosuccinate; diammonium lauryl sulfosuccinate; tetra sodium N-(1 ,2-dicarboxyethyl)-N-octadecylsulfosuccinate; the diamyl ester of sodium sulfosuccinic acid; the dihexyl ester of sodium sulfosuccinic acid; and the dioctyl ester of sodium sulfos
• R is an alkyl of 8 to 18 carbons.
• Other polyhydrophilic anionic surfactants include olefin sulfonates having about 10 to about 24 carbon atoms.
• olefin sulfonates is used herein to mean compounds which can be produced by the sulfonation of alpha-olefins by means of uncomplexed sulfur trioxide, followed by neutralization of the acid reaction mixture in conditions such that any sulfones which have been formed in the reaction are hydrolyzed to give the corresponding hydroxy-alkanesulfonates.
• the sulfur trioxide can be liquid or gaseous, and is usually, but not necessarily, diluted by inert diluents, for example by liquid SO2, chlorinated hydrocarbons, etc., when used in the liquid form, or by air, nitrogen, gaseous SO2, etc., when used in the gaseous form.
• the ⁇ -olefins from which the olefin sulfonates are derived are mono-olefins having about 8 to about 24 carbon atoms, preferably about 10 to about 16 carbon atoms. Preferably, they are straight chain olefins.
• the olefin sulfonates can contain minor amounts of other materials, such as alkene disulfonates depending upon the reaction conditions, proportion of reactants, the nature of the starting olefins and impurities in the olefin stock and side reactions during the sulfonation process.
• alkene disulfonates depending upon the reaction conditions, proportion of reactants, the nature of the starting olefins and impurities in the olefin stock and side reactions during the sulfonation process.
• a specific ⁇ -olefin sulfonate mixture of the above type is described more fully in U.S. Patent 3,332,880, to Pflaumer and Kessler, issued July 25, 1967, which is incorporated by reference herein in its entirety.
• polyhydrophilic anionic surfactants are amino acid surfactants which are surfactants that have the basic chemical structure of an amino acid compound, i.e., that contains a structural component of one of the naturally-occurring amino acids. It is understood by the artisan that some surfactants may be regarded as both a polyhydrophilic anionic surfactant, and an amino acid surfactant. These surfactants are suitable anionic surfactants.
• Nonlimiting examples of amino acid surfactants include, N- cocoylalaninate, N-acyl-N-methyl- ⁇ -alanate, N-acylsarcosinate; N-alkylamino propionates and N-alkyliminodipropionates, specific examples of which include N-lauryl- ⁇ -amino propionic acid or salts thereof, and N-lauryl- ⁇ -imino- dipropionate, N-acyl-DL-alaninate, sodium lauryl sarcosinate, sodium lauroyl sarcosinate, lauryl sarcosine, cocoyl sarcosine, N-acyl-N-methyl taurate, lauroyl taurate, and lauroyl lactylate.
• anionic surfactants suitable are N-acyl-L- glutamate with a tradename AMISOFT CT-12S, N-acyl potassiumglycine with a tradename AMILITE GCK-12, lauroyl glutamate with a tradename AMISOFT LS- 11 , and N-acyl-DL-alaninate with tradename AMILITE ACT12 supplied by Ajinomoto; acylaspartate with tradenames ASPARACK and AAS supplied by Mitsubishi Chemical; and acyl derivaties of tradename ED3A supplied by Hampshire Chemical Corp.
• the counter ion of anionic surfactants may be polyvalent cations.
• Cationic conditioning agents may be included in the present composition to provide a shampoo which both cleanse and condition the hair from a single product.
• Coacervate formulation is dependent upon a variety of criteria such as molecular weight, component concentration, and ratio of interacting ionic components ionic strength, charge density of the cationic and anionic components, pH, and temperature. Coacervate systems and the effect of these parameters are known in the art.
• the anionic surfactants and the polyvalent metal cations at certain levels are believed to readily deposit on the hair upon diluting the coacervate with abundant water, i.e., rinsing of the shampoo.
• the coacervates provide two major effects to the present shampoo composition.
• CMC Critical Micelle Concentration
• the reduction of the CMC relates to reduction of the surface tension, thereby improving lather performance.
• the cationic conditioning agents in the composition are mainly delivered to the hair via these coacervates, expansion of the coacervate region results in delivery of more cationic conditioning agents to the hair. Consequently, compositions which both cleanse and condition the hair from a single product, which have improved overall conditioning benefits and improved lathering are provided.
• Amphoteric surfactants for use herein include the derivatives of aliphatic secondary and tertiary amines in which the aliphatic radical is straight or branched and one of the aliphatic substituents contains from about 8 to about 18 carbon atoms and one contains an anionic water solubilizing group, e.g., carboxy, sulfonate, sulfate, phosphate, or phosphonate.
• an anionic water solubilizing group e.g., carboxy, sulfonate, sulfate, phosphate, or phosphonate.
• Zwitterionic surfactants for use herein include the derivatives of aliphatic quaternary ammonium, phosphonium, and sulfonium compounds, in which the aliphatic radicals are straight or branched, and wherein one of the aliphatic substituents contains from about 8 to about 18 carbon atoms and one contains an anionic group, e.g., carboxy, sulfonate, sulfate, phosphate, or phosphonate.
• a general formula for these compounds is:
• R contains an alkyl, alkenyl, or hydroxy alkyl radical of from about 8 to about 18 carbon atoms, from 0 to about 10 ethylene oxide moieties and from 0 to about 1 glyceryl moiety;
• Y is selected from the group consisting of nitrogen,
• R is an alkyl or monohydroxyalkyl group containing 1 to about 3 carbon atoms
• X is 1 when Y is a sulfur atom, and 2 when
• Y is a nitrogen or phosphorus atom
• R is an alkylene or hydroxyalkylene of from
• Z is a radical selected from the group consisting of carboxylate, sulfonate, sulfate, phosphonate, and phosphate groups.
• amphoteric and zwitterionic surfactants also include sultaines and amidosultaines.
• Sultaines including amidosultaines, include for example, cocodimethylpropylsultaine, stearyldimethylpropylsultaine, lauryl-bis-(2- hydroxyethyl)propylsultaine and the like; and the amidosultaines such as cocamidodimethylpropylsultaine, stearylamidododimethylpropylsultaine, laurylamido-bis-(2-hydroxyethyl)propylsultaine, and the like.
• amidohydroxysultaines such as the C8-C-
• 8 hydrocarbylamidopropyl hydroxysultaines especially C8-C-14 hydrocarbylamidopropylhydroxysultaines, e.g., laurylamidopropylhydroxysultaine and cocamidopropylhydroxysultaine.
• Other sultaines are described in U.S. Patent 3,950,417, which is incorporated herein by reference in its entirety.
• amphoteric surfactants are the aminoalkanoates of the formula RNH(CH2)nCOOM, the iminodialkanoates of the formula RN[(CH2)m OOM]2 and mixtures thereof; wherein n and m are numbers from 1 to about 4, R is C8 - C22 alkyl or alkenyl, and M is hydrogen, alkali metal, alkaline earth metal, ammonium or alkanolammonium.
• amphoteric surfactants include those represented by the formula :
• R ⁇ is C ⁇ - C22 alkyl or alkenyl, preferably C ⁇ - C-
• R 2 and R 3 is independently selected from the group consisting of hydrogen, -CH2CO2M, - CH2CH2OH, -CH2CH2OCH2CH2COOM, or -(CH 2 CH2 ⁇ ) m H wherein m is an integer from 1 to about 25, and R 4 is hydrogen, -CH2CH2OH, or CH2CH2OCH2CH2COOM, Z is CO2M or CH2CO2M, n is 2 or 3, preferably 2, M is hydrogen or a cation, such as alkali metal (e.g., lithium, sodium, potassium), alkaline earth metal (beryllium, magnesium, calcium, strontium, barium), or ammonium.
• alkali metal e.g., lithium, sodium, potassium
• alkaline earth metal beryllium, magnesium, calcium, strontium, barium
• This type of surfactant is sometimes classified as an imidazoline- type amphoteric surfactant, although it should be recognized that it does not necessarily have to be derived, directly or indirectly, through an imidazoline intermediate.
• Suitable materials of this type are marketed under the tradename MIRANOL and are understood to comprise a complex mixture of species, and can exist in protonated and non-protonated species depending upon pH with respect to species that can have a hydrogen at R 2 . All such variations and species are meant to be encompassed by the above formula.
• Examples of surfactants of the above formula are monocarboxylates and di-carboxylates. Examples of these materials include cocoamphocarboxypropionate, cocoamphocarboxypropionic acid, cocoamphocarboxyglycinate (alternately referred to as cocoamphodiacetate), and cocoamphoacetate.
• amphoteric surfactants include those sold under the trade names MIRANOL C2M CONC N.P., MIRANOL C2M CONC O.P., MIRANOL C2M SF, MIRANOL CM SPECIAL (Miranol, Inc.); ALKATERIC 2CIB (Alkaril Chemicals); AMPHOTERGE W-2 (Lonza, Inc.); MONATERIC CDX-38, MONATERIC CSH-32 (Mona Industries); REWOTERIC AM-2C (Rewo Chemical Group); and SCHERCOTERIC MS-2 (Scher Chemicals).
• Betaine surfactants i.e. zwitterionic surfactants, suitable for use in the conditioning compositions are those represented by the formula: 0 R4 R2
• R1 is a member selected from the group consisting of
• R 2 is lower alkyl or hydroxyalkyl
• R 3 is lower alkyl or hydroxyalkyl
• R 4 is a member selected from the group consisting of hydrogen and lower alkyl
• R ⁇ is higher alkyl or alkenyl
• Y is lower alkyl, preferably methyl
• m is an integer from 2 to 7, preferably from 2 to 3
• n is the integer 1 or 0
• M is hydrogen or a cation, as previously described, such as an alkali metal, alkaline earth metal, or ammonium.
• lower alkyl or "hydroxyalkyl” means straight or branch chained, saturated, aliphatic hydrocarbon radicals and substituted hydrocarbon radicals having from one to about three carbon atoms such as, for example, methyl, ethyl, propyl, isopropyl, hydroxypropyl, hydroxyethyl, and the like.
• higher alkyl or alkenyl means straight or branch chained saturated (i.e., “higher alkyl") and unsaturated (i.e., “higher alkenyl”) aliphatic hydrocarbon radicals having from about 8 to about 20 carbon atoms such as, for example, lauryl, cetyl, stearyl, oleyl, and the like. It should be understood that the term “higher alkyl or alkenyl” includes mixtures of radicals which may contain one or more intermediate linkages such as ether or polyether linkages or non-functional substituents such as hydroxyl or halogen radicals wherein the radical remains of hydrophobic character.
• surfactant betaines of the above formula wherein n is zero which are useful herein include the alkylbetaines such as cocodimethylcarboxymethylbetaine, lauryldimethylcarboxymethylbetaine, lauryldimethyl- ⁇ -carboxyethylbetaine, cetyldimethylcarboxymethylbetaine, lauryl- bis-(2-hydroxyethyl)-carboxymethylbetaine, stearyl-bis-(2-hydroxypropyl) carboxymethylbetaine, oleyldimethyl- ⁇ -carboxypropylbetaine, lauryl-bis-(2- hydroxypropyl)- ⁇ -carboxyethylbetaine, etc.
• alkylbetaines such as cocodimethylcarboxymethylbetaine, lauryldimethylcarboxymethylbetaine, lauryldimethyl- ⁇ -carboxyethylbetaine, cetyldimethylcarboxymethylbetaine, lauryl- bis-(2-hydroxyeth
• the sulfobetaines may be represented by cocodimethylsulfopropylbetaine, stearyldimethylsulfopropyl betaine, lauryl-bis-(2-hydroxyethyl)-sulfopropylbetaine, and the like.
• amido betaines and amidosulfobetaines useful in the conditioning compositions include the amidocarboxybetaines, such as cocamido dimethylcarboxymethylbetaine, laurylamidodimethylcarboxymethylbetaine, cetylamidodimethylcarboxymethylbetaine, laurylamido-bis-(2-hydroxyethyl) carboxymethylbetaine, cocamido-bis-(2-hydroxyethyl)-carboxymethylbetaine, etc.
• amidosulfobetaines may be represented by cocamidodimethyl sulfopropylbetaine, stearylamidodimethylsulfopropylbetaine, laurylamido-bis-(2- hydroxyethyl)-sulfopropylbetaine, and the like.
• compositions of the present invention can comprise a nonionic surfactant.
• Nonionic surfactants include those compounds produced by condensation of alkylene oxide groups, hydrophilic in nature, with an organic hydrophobic compound, which may be aliphatic or alkyl aromatic in nature.
• Preferred nonlimiting examples of nonionic surfactants for use in the shampoo compositions include the following:
• polyethylene oxide condensates of alkyl phenols e.g., the condensation products of alkyl phenols having an alkyl group containing from about 6 to about 20 carbon atoms in either a straight chain or branched chain configuration, with ethylene oxide, the said ethylene oxide being present in amounts equal to from about 10 to about 60 moles of ethylene oxide per mole of alkyl phenol;
• Rl R 2 R 3 N ⁇ O long chain tertiary amine oxides of the formula [ Rl R 2 R 3 N ⁇ O ] where Rl contains an alkyl, alkenyl or monohydroxy alkyl radical of from about 8 to about 18 carbon atoms, from 0 to about 10 ethylene oxide moieties, and from 0 to about 1 glyceryl moiety, and R 2 and R 3 contain from about 1 to about 3 carbon atoms and from 0 to about 1 hydroxy group, e.g., methyl, ethyl, propyl, hydroxyethyl, or hydroxypropyl radicals; (5) long chain tertiary phosphine oxides of the formula [RR'R"P ⁇ O] where R contains an alkyl, alkenyl or monohydroxyalkyl radical ranging from about 8 to about 18 carbon atoms in chain length, from 0 to about 10 ethylene oxide moieties and from 0 to 1 glyceryl moieties and R' and
• alkyl polyglycosides examples of which are described in U.S. Patent 4,565,647, which is incorporated herein by reference in its entirety, and which discloses APS surfactants having a hydrophobic group with about 6 to about 30 carbon atoms and a polysaccharide (e.g., polyglycoside) as the hydrophilic group; optionally, there can be a polyalkylene-oxide group joining the hydrophobic and hydrophilic moieties; and the alkyl group (i.e., the hydrophobic moiety) can be saturated or unsaturated, branched or unbranched, and unsubstituted or substituted (e.g., with hydroxy or cyclic rings); a preferred material is alkyl polyglucoside which is commercially available from Henkel, ICI Americas, and Seppic; and (8) polyoxyethylene alkyl ethers such as those of the formula
• RO(CH2CH2) n H and polyethylene giycol (PEG) glyceryl fatty esters such as those of the formula R(O)OCH2CH(OH)CH2(OCH2CH2) n OH, wherein n is from 1 to about 200, preferably from about 20 to about 100, and R is an alkyl having from about 8 to about 22 carbon atoms.
• CONDITIONING AGENTS Compositions herein may include a conditioning agent. Conditioning agents useful herein are those suitable for conditioning or treating the hair.
• Conditioning agents useful herein include cationic surfactants, high melting point compounds, oily compounds, cationic polymers, silicone compounds, and nonionic polymers.
• the conditioning agents when present, are preferably included at a level of from about 0.01% to about 30% by weight of the composition. When two or more conditioning agents are used, preferably each conditioning agents does not exceed about 20% by weight of the composition.
• the cationic surfactants useful herein are any known to the artisan.
• cationic surfactants useful herein are those corresponding to the general formula (I):
• R 1 , R 2 , R 3 , and R 4 is selected from an aliphatic group of from 8 to 30 carbon atoms or an aromatic, alkoxy, polyoxyalkylene, alkylamido, hydroxyalkyl, aryl or alkylaryl group having up to about 22 carbon atoms
• the remainder of Ri , R 2 , R 3 , and R 4 are independently selected from an aliphatic group of from 1 to about 22 carbon atoms or an aromatic, alkoxy, polyoxyalkylene, alkylamido, hydroxyalkyl, aryl or alkylaryl group having up to about 22 carbon atoms
• X is a salt-forming anion such as those selected from halogen, (e.g.
• the aliphatic groups can contain, in addition to carbon and hydrogen atoms, ether linkages, and other groups such as amino groups.
• the longer chain aliphatic groups e.g., those of about 12 carbons, or higher, can be saturated or unsaturated. Preferred is when R1 , R 2 , R 3 , and R4 are independently selected from C-
• Nonlimiting examples of cationic surfactants useful include the materials having the following CTFA designations: quaternium-8, quaternium-24, quaternium-26, quaternium-27, quaternium-30, quaternium-33, quaternium-43, quaternium-52, quaternium-53, quaternium-56, quaternium-60, quaternium-62, quaternium-70, quatemium-72, quaternium-75, quaternium-77, quatemium-78, quaternium-80, quatemium-81 , quaternium-82, quaternium-83, quaternium-84, and mixtures thereof.
• CTFA designations quaternium-8, quaternium-24, quaternium-26, quaternium-27, quaternium-30, quaternium-33, quaternium-43, quaternium-52, quaternium-53, quaternium-56, quatern
• hydrophilically substituted cationic surfactants in which at least one of the substituents contain one or more aromatic, ether, ester, amido, or amino moieties present as substituents or as linkages in the radical chain, wherein at least one of the R ⁇ - R 4 radicals contain one or more hydrophilic moieties selected from alkoxy (preferably C-
• the hydrophilically substituted cationic conditioning surfactant contains from 2 to about 10 nonionic hydrophile moieties located within the above stated ranges.
• Preferred hydrophilically substituted cationic surfactants include those of the formula (II) through (VII) below: z i
• VII hydrophilically substituted cationic surfactants
• n is from 8 to about 28, x+y is from 2 to about 40, Z ⁇ is a short chain alkyl, preferably a C1 - C3 alkyl, more preferably methyl, or - (CH2CH2O)zH wherein x+y+z is up to 60, and X is a salt forming anion as defined above;
• R5 is independently an C-
• the remainder are - CH2CH2OH
• one or two of R8, R9, and R10 are independently an C-
• remainder are - CH2CH2OH
• X is a salt forming anion as mentioned above;
• Z 3 wherein Z 2 is an alkyl, preferably a Ci - C3 alkyl, more preferably methyl, and Z 3 is a short chain hydroxyalkyl, preferably hydroxymethyl or hydroxyethyl, p and q independently are integers from 2 to 4, inclusive, preferably from 2 to 3, inclusive, more preferably 2, R ⁇ and R ⁇ 2 , independently, are substituted or unsubstituted hydrocarbyls, preferably C12 - 20 alkyl or alkenyl, and X is a salt forming anion as defined above;
• R1 3 is a hydrocarbyl, preferably a C1 - C3 alkyl, more preferably methyl
• Z 4 and Z ⁇ are, independently, short chain hydrocarbyls, preferably C2 - C4 alkyl or alkenyl, more preferably ethyl
• a is from 2 to about 40, preferably from about 7 to about 30, and
• X is a salt forming anion as defined above;
• R 14 and R 15 are C-
• Z 6 is a C12 - C22 hydrocarbyl, alkyl carboxy or alkylamido
• A is a protein, preferably a collagen, keratin, milk protein, silk, soy protein, wheat protein, or hydrolyzed forms thereof
• X is a salt forming anion as defined above;
• R ⁇ 6 and R ⁇ 7 independently are C-i - C3 hydrocarbyls preferably methyl
• X is a salt forming anion as defined above.
• hydrophilically substituted cationic surfactants useful include the materials having the following CTFA designations: quaternium-16, quaternium- 61 , quaternium-71 , quaternium-79 hydrolyzed collagen, quaternium-79 hydrolyzed keratin, quaternium-79 hydrolyzed milk protein, quaternium-79 hydrolyzed silk, quaternium-79 hydrolyzed soy protein, and quaternium-79 hydrolyzed wheat protein.
• Highly preferred compounds include commercially available materials of the following tradenames; VARIQUAT K1215 and 638 from Witco Chemical, MACKPRO KLP, MACKPRO WLW, MACKPRO MLP, MACKPRO NSP, MACKPRO NLW, MACKPRO WWP, MACKPRO NLP, MACKPRO SLP from Mclntyre, ETHOQUAD 18/25, ETHOQUAD O/12PG, ETHOQUAD C/25, ETHOQUAD S/25, and ETHODUOQUAD from Akzo, DEHYQUAT SP from Henkel, and ATLAS G265 from ICI Americas.
• Salts of primary, secondary, and tertiary fatty amines are also suitable cationic surfactants.
• the alkyl groups of such amines preferably have from about 12 to about 22 carbon atoms, and can be substituted or unsubstituted. Particularly useful are amido substituted tertiary fatty amines.
• Such amines include stearamidopropyldimethylamine, stearamidopropyldiethylamine, stearamidoethyldiethylamine, stearamidoethyldimethylamine, palmitamidopropyldimethylamine, palmitamidopropyldiethylamine, palmitamidoethyldiethylamine, palmitamidoethyldimethylamine, behenamidopropyldimethylamine, behenamidopropyldiethylamine, behenamidoethyldiethylamine, behenamidoethyldimethylamine, arachidamidopropyldimethylamine, arachidamidopropyldiethylamine, arachidamidoethyldiethylamine, arachidamidoethyldimethylamine, diethylaminoethylstearamide.
• dimethylstearamine dimethylsoyamine, soyamine, myristylamine, tridecylamine, ethylstearylamine, N-tallowpropane diamine, ethoxylated (with 5 moles of ethylene oxide) stearylamine, dihydroxyethylstearylamine, and arachidylbehenylamine.
• These amines can also be used in combination with acids such as L-glutamic acid, lactic acid, hydrochloric acid, malic acid, succinic acid, acetic acid, fumaric acid, tartaric acid, citric acid, L-glutamic hydrochloride, and mixtures thereof; more preferably L-glutamic acid, lactic acid, citric acid.
• Cationic amine surfactants included among those useful are disclosed in U.S. Patent 4,275,055, Nachtigal, et al., issued June 23, 1981 , which is incorporated by reference herein in its entirety.
• the cationic surfactants for use herein may also include a plurality of ammonium quaternary moieties or amino moieties, or a mixture thereof.
• High Melting Point Compound The 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. Without being bound by theory, it is believed that 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 giycol ethers of cetyl alcohol, wherein the numeric designation indicates the number of ethylene giycol moieties present; the steareth series of compounds such as steareth-1 through 10, which are ethylene giycol ethers of steareth alcohol, wherein the numeric designation indicates the number of ethylene giycol moieties present; ceteareth 1 through ceteareth-10, which are the ethylene giycol 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. Nonlimiting examples of the oily 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 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
• 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 TP3SO 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.
• 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 Chemicals (Chicago Illinois, USA), mineral oil with tradename BENOL available from Witco, isoparaffin with tradename ISOPAR from Exxon Chemical Co.
• the term "polymer” shall include materials whether made by polymerization of one type of monomer or made by two (i.e., copolymers) or more types of monomers.
• the cationic polymer is a water-soluble cationic polymer.
• water soluble cationic polymer is a polymer which is sufficiently soluble in water to form a substantially clear solution to the naked eye at a concentration of 0.1% in water (distilled or equivalent) at 25°C
• the preferred polymer will be sufficiently soluble to form a substantially clear solution at 0.5% concentration, more preferably at 1.0% concentration.
• the cationic polymers hereof will generally have a weight average molecular weight which is at least about 5,000, typically at least about 10,000, and is less than about 10 million. Preferably, the molecular weight is from about 100,000 to about 2 million.
• the cationic polymers will generally have cationic nitrogen-containing moieties such as quaternary ammonium or cationic amino moieties, and mixtures thereof.
• the cationic charge density is preferably at least about 0.1 meq/gram, more preferably at least about 1.5 meq/gram, even more preferably at least about 1.1 meq/gram, still more preferably at least about 1.2 meq/gram.
• Cationic charge density of the cationic polymer can be determined according to the Kjeldahl Method. Those skilled in the art will recognize that the charge density of amino-containing polymers may vary depending upon pH and the isoelectric point of the amino groups. The charge density should be within the above limits at the pH of intended use. Any anionic counterions can be utilized for the cationic polymers so long as the water solubility criteria is met. Suitable counterions include halides (e.g., Cl, Br, I, or F, preferably Cl, Br, or I), sulfate, and methylsulfate. Others can also be used, as this list is not exclusive.
• the cationic nitrogen-containing moiety will be present generally as a substituent, on a fraction of the total monomer units of the cationic hair conditioning polymers.
• the cationic polymer can comprise copolymers, terpolymers, etc. of quaternary ammonium or cationic amine-substituted monomer units and other non-cationic units referred to herein as spacer monomer units.
• spacer monomer units Such polymers are known in the art, and a variety can be found in the CTFA Cosmetic Ingredient Dictionary, 3rd edition, edited by Estrin, Crosley, and Haynes, (The Cosmetic, Toiletry, and Fragrance Association, Inc., Washington, D.C, 1982).
• Suitable cationic polymers include, for example, copolymers of vinyl monomers having cationic amine or quaternary ammonium functionalities with water soluble spacer monomers such as acrylamide, methacrylamide, alkyl and dialkyl acrylamides, alkyl and dialkyl methacrylamides, alkyl acrylate, alkyl methacrylate, vinyl caprolactone, and vinyl pyrrolidone.
• the alkyl and dialkyl substituted monomers preferably have C-
• Other suitable spacer monomers include vinyl esters, vinyl alcohol (made by hydrolysis of polyvinyl acetate), maleic anhydride, propylene giycol, and ethylene giycol.
• the cationic amines can be primary, secondary, or tertiary amines, depending upon the particular species and the pH of the composition. In general, secondary and tertiary amines, especially tertiary amines, are preferred.
• Amine-substituted vinyl monomers can be polymerized in the amine form, and then optionally can be converted to ammonium by a quaternization reaction. Amines can also be similarly quaternized subsequent to formation of the polymer.
• tertiary amine functionalities can be quaternized by reaction with a salt of the formula R'X wherein R' is a short chain alkyl, preferably a C-
• Suitable cationic amino and quaternary ammonium monomers include, for example, vinyl compounds substituted with dialkylaminoalkyl acrylate, dialkylaminoalkyl methacrylate, monoalkylaminoalkyl acrylate, monoalkylaminoalkyl methacrylate, trialkyl methacryloxyalkyl ammonium salt, trialkyl acryloxyalkyl ammonium salt, diallyl quaternary ammonium salts, and vinyl quaternary ammonium monomers having cyclic cationic nitrogen-containing rings such as pyridinium, imidazolium, and quaternized pyrrolidone, e.g., alkyl vinyl imidazolium, alkyl vinyl pyridinium, alkyl vinyl pyrrolidone salts.
• the alkyl portions of these monomers are preferably lower alkyls such as the C ⁇ - C3 alkyls, more preferably Ci and C2 alkyls.
• Suitable amine-substituted vinyl monomers for use herein include dialkylaminoalkyl acrylate, dialkylaminoalkyl methacrylate, dialkylaminoalkyl acrylamide, and dialkylaminoalkyl methacrylamide, wherein the alkyl groups are preferably Ci - C7 hydrocarbyls, more preferably C-
• the cationic polymers hereof can comprise mixtures of monomer units derived from amine- and/or quaternary ammonium-substituted monomer and/or compatible spacer monomers.
• Suitable cationic hair conditioning polymers include, for example: copolymers of 1-vinyl-2-pyrrolidone and 1-vinyl-3-methylimidazolium salt (e.g., chloride salt) (referred to in the industry by the Cosmetic, Toiletry, and Fragrance Association, "CTFA", as Polyquaternium-16), such as those commercially available from BASF Wyandotte Corp.
• CTFA Cosmetic, Toiletry, and Fragrance Association
• cationic polymers that can be used include polysaccharide polymers, such as cationic cellulose derivatives and cationic starch derivatives.
• Cationic polysaccharide polymer materials suitable for use herein include those of the formula:
• A is an anhydroglucose residual group, such as a starch or cellulose anhydroglucose residual
• R is an alkylene oxyalkylene, polyoxyalkylene, or hydroxyalkylene group, or combination thereof
• R1 , R 2 , and R 3 independently are alkyl, aryl, alkylaryl, arylalkyl, alkoxyalkyl, or alkoxyaryl groups, each group containing up to about 18 carbon atoms, and the total number of carbon atoms for each cationic moiety (i.e., the sum of carbon atoms in R1 , R 2 and R 3 ) preferably being about 20 or less
• X is an anionic counterion, as previously described.
• Cationic cellulose is available from Amerchol Corp. (Edison, NJ, USA) in their Polymer JR® and LR® series of polymers, as salts of hydroxyethyl cellulose reacted with trimethyl ammonium substituted epoxide, referred to in the industry (CTFA) as Polyquaternium 10.
• CTFA trimethyl ammonium substituted epoxide
• Another type of cationic cellulose includes the polymeric quaternary ammonium salts of hydroxyethyl cellulose reacted with lauryl dimethyl ammonium-substituted epoxide, referred to in the industry (CTFA) as Polyquaternium 24. These materials are available from Amerchol Corp. (Edison, NJ, USA) under the tradename Polymer LM-200®.
• cationic polymers that can be used include cationic guar gum derivatives, such as guar hydroxypropyltrimonium chloride (commercially available from Celanese Corp. in their Jaguar R series).
• Other materials include quaternary nitrogen-containing cellulose ethers (e.g., as described in U.S. Patent 3,962,418, incorporated herein by reference), and copolymers of etherified cellulose and starch (e.g., as described in U.S. Patent 3,958,581 , incorporated herein by reference.)
• 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 polyalkyisiloxanes 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.
• 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.”
• references disclosing suitable 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.
• 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.
• 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, poly(dimethylsiloxane 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 TospearfT from 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 ⁇ 5
• Q denotes the quadri- or tetra-functional unit Si ⁇ 2-
• 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.
• Nonionic Polymer Nonionic polymers useful herein include cellulose derivatives, hydrophobically modified cellulose derivatives, ethylene oxide polymers, and ethylene oxide/propylene oxide based polymers.
• Suitable nonionic polymers are cellulose derivatives including methylcellulose with tradename BENECEL, hydroxyethyl cellulose with tradename NATROSOL, hydroxypropyl cellulose with tradename KLUCEL, cetyl hydroxyethyl cellulose with tradename POLYSURF 67, all supplied by Herculus.
• Other suitable nonionic polymers are ethylene oxide and/or propylene oxide based polymers with tradenames CARBOWAX PEGs, POLYOX WASRs, and UCON FLUIDS, all supplied by Amerchol.
• Polvalkylene Glycols are examples of polyethylene oxide and/or propylene oxide based polymers with tradenames CARBOWAX PEGs, POLYOX WASRs, and UCON FLUIDS, all supplied by Amerchol.
• the polvalkylene giycol is typically used at a level from about 0.025% to about 1.5%, preferably from about 0.05% to about 1%, and more preferably from about 0.1% to about 0.5% of the compositions.
• R wherein R is selected from the group consisting of H, methyl, and mixtures thereof.
• these materials are polymers of ethylene oxide, which are also known as polyethylene oxides, polyoxyethylenes, and polyethylene glycols.
• R is methyl
• these materials are polymers of propylene oxide, which are also known as polypropylene oxides, polyoxypropylenes, and polypropylene glycols.
• R is methyl
• various positional isomers of the resulting polymers can exist.
• n has an average value of from about 1500 to about 25,000, preferably from about 2500 to about 20,000, and more preferably from about 3500 to about 15,000.
• Polyethylene giycol polymers useful herein are PEG-2M wherein R equals H and n has an average value of about 2,000 (PEG-2M is also known as Polyox WSR® N-10, which is available from Union Carbide and as PEG-2,000); PEG-5M wherein R equals H and n has an average value of about 5,000 (PEG-5M is also known as Polyox WSR® N-35 and Polyox WSR® N-80, both available from Union Carbide and as PEG-5,000 and Polyethylene Giycol 300,000); PEG-7M wherein R equals H and n has an average value of about 7,000 (PEG-7M is also known as Polyox WSR® N-750 available from Union Carbide); PEG-9M wherein R equals H and n has an average value of about 9,000 (PEG 9-M is also known as Polyox WSR® N-3333 available from Union Carbide); and PEG-14 M wherein R equals H and n has an average value of about 1
• Compositions herein may include a fixative polymer.
• the fixative polymers useful herein are those which provide a styling or setting benefit to the hair, including amphoteric fixative polymers, anionic fixative polymers, cationic fixative polymers, nonionic fixative polymers, and silicone grafted copolymers.
• the fixative polymers in this section can be distinguished from the conditioning agent polymers mentioned above and the suspending agent polymers as mentioned below, in that they have a film-forming characteristic, and that the 3% aqueous solution of fixative polymers herein provide a viscosity of no more than about 2,000 cps.
• fixative polymers when present, are preferably included at a level of from about 0.01% to about 10% by weight of the composition. When two or more fixative polymers are used, 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 fixative polymers as described in (3) and (4) below.
• Betanized Amphoteric Fixative Polymers (1) Useful herein are polymers of betainized dialkylaminoalkyl
• Rl 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 R4 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 ⁇ preferably denotes an alkyl or alkenyl group having 1 to 3 carbon atoms and R1 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, R 2 denotes the group -C2H4-, R 1 , 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 100,000.
• This polymer is sold under the trademark "Yukaformer” or "Diaformer” supplied by Mitsubishi Chemical Corporation.
• R 3 R 5 wherein R1 denotes a polymerisable unsaturated group, such as an acrylate, methacrylate, acrylamide or methacrylamide group, x and y independently represent an integer from 1 to 3, R 2 and R 3 independently represent hydrogen, methyl, ethyl or propyl, and R 4 and R 5 independently represent a hydrogen atom or an alkyl radical such that the sum of the carbon atoms in R 4 and R5 does not exceed 10.
• R1 denotes a polymerisable unsaturated group, such as an acrylate, methacrylate, acrylamide or methacrylamide group
• x and y independently represent an integer from 1 to 3
• R 2 and R 3 independently represent hydrogen, methyl, ethyl or propyl
• R 4 and R 5 independently represent a hydrogen atom or an alkyl radical such that the sum of the carbon atoms in R 4 and R5 does not exceed 10.
• Highly preferred betainized amphoteric polymers include commercially available material such as YUKAFORMER SM, YUKAFORMER FH, YUKAFORMER 301 , YUKAFORMER 204WL, YUKAFORMER 510,
• 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 quatemisation 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.-butylaminoethyl methacrylates.
• 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. Cationic Fixative Polymer
• 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 denotes a radical containing two amino groups, preferably a piperazinyl radical
• Z " 1 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 urethane group; ii) polymers containing units of the formula:
• A denotes a radical containing two amino groups, preferably a piperazinyl radical, and Z' denotes the symbol Z 3 and Z4 while denoting the symbol z4 at least once;
• Z 3 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 alky
• 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 polyaikylene-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, F4 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+r 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 1 R 3
• R 1 , R 2 , R 3 , 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 1 , R 2 , R 3 , and R4 represent a group CH2CHR' 3 R'4 wherein R' 3 denoting hydrogen or lower alkyl and R' 4 denoting SO, CN,
• R'6 denoting hydrogen or lower alkyl
• R' 7 denoting alkylene
• D denoting a quaternary ammonium group
• a and B independently represent a polymethylene group containing from 2 to 20 carbon atoms, which can be linear or branched, saturated or unsaturated and can contain, inserted in the main chain one or more groups -CH2-Y-CH2- wherein Y denotes benzene, oxygen, sulfur, SO, SO2, SS,
• R'9 denoting lower alkyl, or alternatively A and R1 and R 3 form a piperazine ring with the two nitrogen atoms to which they are attached.
• 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 giycol radical of the formula -O-Z-O-, in which Z denotes a linear or branched hydrocarbon radical or a group corresponding to the fomulae:
• 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-NH-, in which Y denotes a linear or branched hydrocarbon radical or the divalent radical
• 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 giycol 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 emul
• cationic polymers which can be used are 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 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
• R 2 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 polvalkylene giycol, such as polyethylene giycol, and optionally corsslinked.
• a monoethylenic monomer such as ethylene, styrene, a vinyl or allyl ester or acrylic or methacrylic acid ester
• a polvalkylene giycol such as polyethylene giycol
• optionally corsslinked optionally grafted onto a polvalkylene giycol, such as polyethylene giycol, 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 Cyana
• 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
• Any conventionally used base, organic or inorganic, may be used for neutralisation of acidic polymers provided they are utilised as specified herein. Hydroxides of alkali, alkaline earth and amino alcohols are suitable neutralisers.
• 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.
• 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),
• 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.
• 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 acrylic acid, N,N-dimethylacrylamide, dimethylaminoethylmethacrylate, diallyldimethylammonium chloride, 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.
• Preferred silicone grafted copolymers are those having a Tg above about -20°C, and a molecular weight of from about 10,000
• 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.
• the hair care composition of the present invention comprises a scattering particle having an average particle size of at least about 0.03 ⁇ m, preferably from about 0.03 ⁇ m to about 50 ⁇ m, more preferably from about 0.1 ⁇ m to about 50 ⁇ m.
• the scattering particle can be any compound which is compatible, stable, and safe to use in a hair care composition, so long as they meet the required particle size as explained above.
• the size of the particles are selected as such that they provide effective multiple light scattering, thereby prolonging the path of UV light radiation. Therefore, these scattering particles enhance the UV light absorbency of the optical brighteners.
• Hair care compositions comprising a combination of optical brighteners and scattering particles provide effective UV light protection.
• the scattering particles of the present invention are included at a level of from about 0.01% to about 20%, more preferably from about 0.05% to about 15% of the hair care composition.
• Scattering particles useful herein include silicones, oils, antimicrobial agents, crystalline suspending agents, metal oxides, and mixtures thereof. It is understood by one skilled in the art that these compounds may provide not only UV light scattering benefits, but also other benefits due to the characteristic of the compound. For example, silicones and oils may provide hair conditioning benefits, and metal oxides may provide aesthetic benefits. Silicone Scattering Particles Silicone scattering particles useful herein include any silicone compound as described above under the section for conditioning agent, so long as it has the required particle size.
• silicone scattering particles suitable herein include Silicone emulsion SM2169 available from G. E. having an average particle size of about 0.25 ⁇ m, Silicone blend SE76 available from G. E. having an average particle size of about 15 ⁇ m, Silicone emulsion X65-4829 available from Toshiba Silicone having an average particle size of about 0.5 ⁇ m, and 15/85 Silicone blend available from Shinetsu having an average particle size of from about 10 ⁇ m to about 30 ⁇ m.
• Oil scattering particles useful herein include those which have a melting point of not more than about 25°C, and have the required particle size.
• the oils may be volatile or non-volatile. Some oils may be the same compounds as those described above under the section for conditioning agents.
• Oils useful herein include fatty acids, fatty acid derivatives, and hydrocarbons.
• the fatty acids useful herein include those having from about 10 to about
• 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 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, pentaerythritol tetrao
• hydrocarbons useful herein include straight chain, cyclic, and branched chain hydrocarbons which can be either saturated or unsaturated.
• 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
• 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.
• hydrocarbon materials include paraffin oil, mineral oil, dodecane, isododecane, hexadecane, isohexadecane, eicosene, isoeicosene, tridecane, tetradecane, polybutene, polyisobutene, and mixtures thereof.
• hydrocarbons selected from the group consisting of mineral oil, isododecane, isohexadecane, polybutene, polyisobutene, and mixtures thereof.
• Commercially available oil scattering particles suitable herein include
• Mineral oil obtained by Amerchol having an average particle size from about 1 ⁇ m to about 10 ⁇ m.
• Antimicrobial Agent Scattering Particle obtained by Amerchol having an average particle size from about 1 ⁇ m to about 10 ⁇ m.
• Antimicrobial agent scattering particles useful herein include pyridinethione salts such as 1-hydroxy-2-pyridinethione salts of zinc, tin, caminium, magnesium, aluminium, and zirconium; selenium sulfide, sulfur, octopirox, and propyl paraben.
• antimicrobial agent scattering particles suitable herein include zinc pyridinethione available from Olin having an average particle size of about 5 ⁇ m.
• Crystalline suspending agent scattering particles herein include acyl derivatives, alkanol amides of fatty acids, and N,N-dihydrocarbyl amido benzoic acid and soluble salts thereof.
• the acyl derivatives useful herein include ethylene giycol stearates, both mono and distearate, long chain amine oxides such as alkyl (C16-C22) dimethyl amine oxides, e.g., stearyl dimethyl amine oxide, and mixtures thereof.
• these preferred suspending agents are present in the composition in crystalline form. These suspending agents are described in U.S. Patent 4,741 ,855.
• Alkanol amides of fatty acids useful herein include those having from about 16 to about 22 carbon atoms, more preferably about 16 to 18 carbon atoms, preferred examples of which include stearic monoethanolamide, cocomonoethanolamide, stearic diethanolamide, stearic monoisopropanolamide and stearic monoethanolamide stearate.
• N,N-dihydrocarbyl amido benzoic acid and soluble salts thereof useful herein include sodium and potassium salts of N,N-di(hydrogenated) C ⁇
• crystalline suspending agent scattering particles suitable herein include ethylene giycol distearate with tradename EGDS available from Th. Goldschmidt AG having an average particle size of about 10 ⁇ m.
• Metal Oxide Scattering Particle Metal oxide scattering particles useful herein include titanium dioxide, zinc oxide, chromium oxide, cobalt oxide, tin oxides, silicates, and alloy compounds thereof, micas, titanated micas, and clays such as montmorillonite, zeolite, beidellite, nontronite, saponite, vermiculite, kaolinite, and bentonite.
• metal oxide scattering particles suitable herein include titanated mica with tradename TimironMP-1005 available from Merck having an average particle size of about 15 ⁇ m, and montmorillonite with tradename Southern Clay available from Gelwhite having an average particle size of from about 1 to about 10 ⁇ m.
• CARRIER Compositions herein may include a carrier. The level and species of the carrier are selected according to the compatibility with other components, and desired characteristic of the product. For example, a high percentage of volatile solvents of low boiling point and/or propellant are suitably used for product forms aimed to be left on the hair. On the other hand, water solutions of volatile and non-volatile solvents are suitably used for product forms aimed to be rinsed off the hair after washing or treating the hair with the product.
• the carrier useful in the present invention include volatile solvents, nonvolatile solvents, propellants, and mixtures thereof.
• Volatile solvents useful herein include water, lower alkyl alcohols having from 1 to 3 carbons, and hydrocarbons having from about 5 to about 8 carbons,
• the preferred volatile solvents are water, ethanol, isopropanol, pentane, hexane, and heptane.
• the water useful herein include deionized water and water from natural sources containing mineral cations. Deionized water is preferred.
• Non-volatile solvents useful herein include alkyl alcohols having more than 3 carbons, and polyhydric alcohols.
• the polyhydric alcohols useful herein include 1 ,2-proprane diol or propylene giycol, 1 ,3-propane diol, hexylene giycol, glycerin, diethylene giycol, dipropylene giycol, 1 ,2-butylene giycol, and 1 ,4- butylene giycol.
• 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 available from DuPont, dimethylether, and hydrocarbons such as propane, isobutane, n-butane, mixture of hydrocarbons such as LPG (liquid petroleum gas), carbon dioxide, nitrous oxide, nitrogen, and compressed air.
• fluorohydrocarbons such as difluoroethane 152a available from DuPont, dimethylether, and hydrocarbons such as propane, isobutane, n-butane, mixture of hydrocarbons such as LPG (liquid petroleum gas), carbon dioxide, nitrous oxide, nitrogen, and compressed air.
• compositions of the present invention may include a variety of additional components, which may be selected by the artisan according to the desired characteristics of the final product. Additional components include, for example, polyvalent metal cations, and other additional components.
• Suitable polyvalent metal cations include divalent and trivalent metals, divalent metals being preferred.
• Exemplary metal cations include alkaline earth metals, such as magnesium, calcium, zinc, and copper, and trivalent metals such as aluminum and iron. Preferred are calcium and magnesium.
• the polyvalent metal cation can be added as an inorganic salt, organic salt, or as a hydroxide.
• the polyvalent metal cation may also be added as a salt with anionic surfactants, as mentioned above.
• the polyvalent metal cation is introduced as an inorganic salt or organic salt.
• Inorganic salts include chloride, bromide, iodine, nitrate, or sulfate, more preferably chloride or sulfate.
• Organic salts include L-glutamate, lactate, malate, succinate, acetate, fumarate, L-glutamic acid hydrochloride, and tartarate.
• 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; emulsifying surfactants for dispersing water insoluble components in the carrier; 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;
• Tinopal CBS-X available from Ciba Geigy *2 4,4'-bis[(4-anilino-6-bis(2-hydroxyethyl) amino-1 ,3,5-triazin-2- yl)amino]stilbene-2,2'-disulfonic acid : Tinopal UNPA-GX available from Ciba Geigy *3 4,4 ' -bis(5-methylbenzoxazol-2-yl)stilbene : 4,4 ' -bis(5-methylbenzoxazol-2- yl)stilbene available from TCI *4 2,4-dimethoxy-6-(1'-pyrenyl)-1 ,3,5-trizaine : 2,4-dimethoxy-6-(1'-pyrenyl)- 1 ,3,5-trizaine available from Ciba Geigy *5 Mineral oil (1-10 ⁇ m)
• compositions of Examples 1 through 10 as shown above can be prepared by any conventional method well known in the art. Suitable methods are described below.
• the shampoo compositions of Examples 1 through 6 can be suitably prepared as follows: polymer and surfactants are dispersed in water to form a homogeous mixture. To this mixture are added the other ingredients except for silicone emulsion (if present), perfume, and salt; the obtained mixture is agitated. If present, the silicone emulsion is made with Dimethicone, a small amount of detersive surfactant, and a portion of water. The obtained mixture is then passed through a heat exchanger to cool, and the silicone emulsion, perfume, and salt are added. The obtained compositions are poured into bottles to make hair shampoo compositions.
• water and surfactants and any other solids that need to be melted can be mixed together at elevated temperature, e.g., above about 70°C, to speed the mixing into shampoo. Additional ingredients can be added either to this hot premix or after cooling the premix. The ingredients are mixed thoroughly at the elevated temperature and then pumped through a high shear mill and then through a heat exchanger to cool them to ambient temperature. If present in the composition, silicone emulsified at room temperature in concentrated surfactant is added to the cooled mix.
• the conditioning hair sprays, lotions and conditioners of Examples 7 through 10 are suitably made as follows: If included in the formula, polymeric materials are dispersed in water at room temperature. If required, the polymeric materials such as Carbomer and Acrylates/Steareth-20 Methacrylate Copolymer may be neutralized after dispersing. The mixture is then heated up to above 60° C, and fatty alcohols and emulsifiers are added if included in the formulation. After cooling down to below 50°C, the remaining components are added with agitation then cooled down to about 30°C Ethanol is added here if included in the formula. A triblender and mill can be used if necessary to disperse the materials. As appropriate, the mixture thus obtained can be packed into an aerosol can with propellant.
• the polymeric materials such as Carbomer and Acrylates/Steareth-20 Methacrylate Copolymer may be neutralized after dispersing.
• the mixture is then heated up to above 60° C, and fatty alcohols and
• Examples 1 through 10 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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• 1997
  • 1997-09-17 EP EP97912653A patent/EP1011614A1/en not_active Withdrawn
  • 1997-09-17 WO PCT/US1997/016406 patent/WO1999013844A1/en not_active Application Discontinuation
  • 1997-09-17 JP JP2000511470A patent/JP2001516705A/ja active Pending
  • 1997-09-17 AU AU49770/97A patent/AU4977097A/en not_active Abandoned
• 1998
  • 1998-09-07 ZA ZA9808151A patent/ZA988151B/xx unknown
  • 1998-09-14 PE PE1998000875A patent/PE114399A1/es not_active Application Discontinuation
  • 1998-09-16 CO CO98053357A patent/CO4970734A1/es unknown
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