CN101132756A - Personal care composition containing hydrophobically modified polymers - Google Patents

Personal care composition containing hydrophobically modified polymers Download PDF

Info

Publication number
CN101132756A
CN101132756A CNA2006800065245A CN200680006524A CN101132756A CN 101132756 A CN101132756 A CN 101132756A CN A2006800065245 A CNA2006800065245 A CN A2006800065245A CN 200680006524 A CN200680006524 A CN 200680006524A CN 101132756 A CN101132756 A CN 101132756A
Authority
CN
China
Prior art keywords
hair
cosmetically acceptable
acceptable composition
polymer
hydrophobically modified
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
CNA2006800065245A
Other languages
Chinese (zh)
Other versions
CN101132756B (en
Inventor
劳拉雷·勃兰特
杰弗里·克拉姆
丹姆岩蒂·帕特尔
伊恩·Z·海塞弗特
韦恩·M·卡尔森
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Lubrizol Advanced Materials Inc
Original Assignee
Ondeo Nalco Co
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Ondeo Nalco Co filed Critical Ondeo Nalco Co
Publication of CN101132756A publication Critical patent/CN101132756A/en
Application granted granted Critical
Publication of CN101132756B publication Critical patent/CN101132756B/en
Expired - Fee Related legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/88Polyamides
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/817Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Compositions or derivatives of such polymers, e.g. vinylimidazol, vinylcaprolactame, allylamines (Polyquaternium 6)
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • A61Q19/10Washing or bathing preparations
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/02Preparations for cleaning the hair
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/04Preparations for permanent waving or straightening the hair
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/06Preparations for styling the hair, e.g. by temporary shaping or colouring
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/12Preparations containing hair conditioners

Abstract

A cosmetically acceptable composition comprising one or more hydrophobically modified polyacrylamides prepared by incorporating hydrophobic moieties into a polymer composed acrylamide, one or more cationic monomers and optionally one or more anionic monomers. The composition may be incorporated into products for treating hair, skin and nails and also into household products such as household cleaners and laundry detergents.

Description

Personal care compositions containing hydrophobically modified polymers
Technical Field
The present invention relates to a cosmetically (cosmetically) acceptable composition containing polyacrylamide consisting of acrylamide, one or more cationic monomers and optionally one or more anionic monomers, wherein the polyacrylamide is modified by incorporation of hydrophobic groups, and to a method for treating hair, skin and nails (nails) using said composition.
Background
Over the past 20 years, the personal care industry has developed into a range of hydrophobic modified polymers, primarily in the thickening field. Such ingredients include modified hydroxyethyl cellulose and acrylate/Beheneth-25 Methacrylate.
The principle of preparing new polymers containing various alkyl groups is to introduce properties that cannot be achieved by unmodified acrylate or acrylamide polymers alone. Despite the continued introduction of new polymeric products, monomeric quaternary fatty amines and fatty alcohols, as well as emollients, continue to play a very important role in personal care products. Many products contain at least small amounts of these materials. However, these modulators may accumulate on a substrate (e.g., hair) over time, thereby reducing the strength (volume) of the hair. Therefore, there is an ongoing need for new products having properties that cannot be obtained by conventional polymers and which do not have the drawbacks associated with the monomer materials currently used.
Summary of The Invention
The present invention is a cosmetically acceptable composition of one or more hydrophobically modified polyacrylamides, wherein the polyacrylamide is comprised of acrylamide, one or more cationic monomers, and optionally one or more anionic monomers.
The hydrophobically modified polyacrylamides improve properties such as creaminess, slip, feel, viscosity and moisturization depending on the type of hydrophobic moiety incorporated into the polymer.
Detailed Description
By "anionic monomer" is meant a monomer as defined herein which has a net negative charge above a certain pH value. Representative anionic monomers include: acrylic acid, methacrylic acid, itaconic acid, base addition salts of 2-acrylamido-2-methyl-1-propanesulfonic acid, thiopropyl acrylate or methacrylate, or other water soluble forms of these or other polymeric carboxylic or sulfonic acids, thiomethylated acrylamides, allyl sulfonate, styrene sulfonic acid, sodium vinyl sulfonate, and the like. Preferred anionic monomers are acrylic acid and 2-acrylamido-2-methyl-1-propanesulfonic acid.
"base addition salt" means a salt formed by the reaction: carboxylic acids (-CO) 2 H) The group is reacted with a suitable base (e.g., hydroxide, or carbonate or bicarbonate of a metal cation or tetraalkylammonium cation) or with ammonia or an organic, sufficiently basic primary, secondary or tertiary amine to produce a salt having a carboxylic acid group. Representative alkali or alkaline earth metal salts include sodium, lithium, potassium, calcium, magnesium, and the like. Representative organic amines useful for the formation of base addition salts include ethylamine, diethylamine, ethylenediamine, ethanolamine, diethanolamine, piperazine and the like. Preferred base addition salts include sodium and ammonium salts.
By "cationic monomer" is meant a vinyl monomer suitable for copolymerization with acrylamide under free radical generating conditions and capable of retaining a net positive charge after transamidation reactions as described herein. Representative cationic monomers include, but are not limited to, monomers having the formula
Figure A20068000652400061
Wherein R is 1 -R 13 Independently selected from H, -CH 3 and-CH 2 CH 3 And n is 2 or 3.
"IV" represents the intrinsic viscosity, which is the RSV extrapolated to the limit of infinite dilution, where the polymer concentration equals zero.
"hydrophobic alkyl" means an alkyl, alkenyl, cycloalkyl, aryl, or aralkyl group of about 4 to about 22 carbon atoms. The alkyl and alkenyl groups may be straight-chain or branched and may be interrupted by one or more-OSi (R ') (R') -and-Si (R ') (R') -groups, wherein R 'and R' are C 1 -C 4 An alkyl group.
"hydrophobic amine" means a compound that: containing at least one hydrophobic alkyl group and at least one amino hydrogen atom, which is capable of reacting with an amide (-C (O) NH) of a polyacrylamide as defined herein 2 ) Transamidation of the groups occurs to produce a hydrophobically modified polyacrylamide. containing-OSi (R ') (R') -and-Si (R ') (R') -the hydrophobic amine of the group is also referred to as an "amino-functionalized silane". Representative hydrophobic amines include benzylamine, cyclohexylamine, hexylamine, methylhexylamine, phenylethylamine, octylamine, oleylamine, decylamine, dodecylamine, octadecylamine and the like.
Representative amino-functional silanes include: an amine of the formula
Wherein p is from about 5 to about 500, available from Aldrich, milwaukee, WI; aminoethylpropylsilane compounds available from Noveon, cleveland, OH (trade name Ultrasil) and Siltech Corporation, toronto, ontario, canada (trade name Silamine); and amine functional silicones, including Dow Corning 8220, dow Corning 939, dow Corning 949, dow Corning 2-8194 and Silicone SM 253 available from General Electric, waterford, N.Y., all available from Dow Corning, midland, MI.
"hydrophobically modified polymer" and "hydrophobically modified polyacrylamide" mean polyacrylamide as defined herein, wherein along a portion of the polymer backbone amide groups (-C (O) NH) are present 2 ) The groups are modified by transamidation of hydrophobic amines. Thus, in addition to the repeating units derived from the cationic monomer and any anionic monomer, the hydrophobically modified polymer comprises repeating units having the structure wherein NRaRb represents a hydrophobic group formed by transamidation with a hydrophobic amine and M is H or a base addition salt.
Figure A20068000652400072
"Polyacrylamide" means a polymer formed by polymerization of acrylamide, one or more cationic monomers, and any anionic monomer, as defined herein, under free radical generating conditions. Suitable polyacrylamide is commercially available in the form of emulsions, dispersions, solutions and powders, or can be prepared by standard methods for free radical polymerization of vinyl monomers.
"RSV" stands for reduced viscosity. In a series of essentially linear or well solvated Polymer isotypes, measurements of the "reduced viscosity" (RSV) of the diluted Polymer solution indicate Polymer chain length and average Molecular weight according to Paul J. Flory, in "Principles of Polymer Chemistry", commell University Press, ithaca, NY., 1953, chapter VII, "Determination of Molecular Weights", pages 266-316. RSV was measured at the given polymer concentration and temperature and calculated as follows:
η = viscosity of polymer solution
η o = viscosity of solvent at same temperature
c = concentration of polymer in solution
The concentration units "c" are (g/100 ml or g/dl). Thus, the unit of RSV is dL/g. In this patent application, a 1.0 molar sodium chloride solution was used for measuring RSV, unless otherwise stated. The polymer concentration in the solvent was 0.100g/dL. RSV was measured at 30 ℃. Eta and eta were measured using a Cannon Ubbelohde semimicrodilution viscometer (size 75) o Viscosity of (2). The viscometer is placed in a constant temperature bath adjusted to 30 plus or minus 0.02 ℃ in a completely vertical state. The error inherent in the calculation of RSV is about 2dL/g. When two homologues in a series have similar RSV, it is indicated that they have similar molecular weights.
By "cosmetically acceptable vehicle" is meant a non-toxic, non-irritating substance which, when mixed with the hydrophobically modified polymer of the present invention, renders the polymer more suitable for application to hair or skin.
In one embodiment, the amide (-C (O) NH) of cationic polyacrylamide is carried out by heating at elevated temperature and pressure using about 0.1 to about 10 mole% of one or more hydrophobic amines 2 ) Transamidation of the groups to prepare the hydrophobically modified polymer of the present invention. A base may be added to maintain the hydrophobic amine in its basic, but non-protonated, form. Suitable bases include ammonia and hydroxides and carbonates of alkali and alkaline earth metals.
In one embodiment, the cationic polyacrylamide is mixed with a hydrosulfite solution made from sodium sulfite and sodium hydroxide in a stainless steel pressure reactor at a pH of about 9-10. The hydrophobic amine was added and nitrogen was used to displace the air in the reactor. The mixture is heated at about 120 ℃ to about 180 ℃ for about 0.5 hours to about 8 hours. In one embodiment, the mixture is inHeated at about 140 ℃ for about 5 hours. The resulting hydrophobically modified polymer is then polymerized using waterDiluted to the desired concentration and optionally treated with one or more preservatives at elevated temperature. In one embodiment, the hydrophobically modified polymer solution is treated with methyl paraben and propyl paraben at 85 to 90 ℃ for 1 hour. By measuring the viscosity, 13 CNMR, GC and GPC methods identify the product.
In one embodiment, the cationic polyacrylamide consists of at least about 50 mole percent acrylamide.
In one embodiment, the hydrophobically modified polymer has a RSV of about 0.1 to about 8dL/g.
In one embodiment, the cationic monomer is selected from diallyldimethylammonium chloride and methacrylamidopropyltrimethylammonium chloride.
In one embodiment, the hydrophobic amine is selected from C 6 -C 22 Alkyl amines and amino functionalized siloxanes.
In one embodiment, the hydrophobically modified polymer has an RSV of from about 1 to about 5.
In one embodiment, the cationic polyacrylamide is an acrylamide/diallyldimethylammonium chloride copolymer.
In one embodiment, the cationic polyacrylamide is an acrylamide/diallyldimethylammonium chloride/acrylic acid terpolymer.
In one embodiment, the alkylamine is selected from the group consisting of octylamine, dodecylamine, and hexadecylamine.
In one embodiment, the composition further comprises one or more cosmetically acceptable excipients.
In one embodiment, the cosmetically acceptable composition includes from about 0.01 to about 40 weight percent hydrophobically modified polymer based on polymer solids.
In one embodiment, the cosmetically acceptable excipient is selected from the group consisting of sugars, surfactants, humectants, and emollients,Petrolatum, mineral oil, fatty alcohols, fatty ester softeners, waxes and silicone-containing waxes, silicone oils, silicone fluids, silicone surfactants volatile hydrocarbon oils, quaternary nitrogen compounds, amine functionalized silicones, conditioning polymers, rheology modifiers, antioxidants, sunscreen actives,From about C 10 To C 22 Of a double long-chain amine of from about C 10 To C 22 Long-chain fatty amine, fatty alcohol, ethoxylated fatty alcohol, and di-tailed phospholipid.
<xnotran> , , , , , , (arabinoxylens), , , , () , , , , , , , , , , (cocodimonium) , ( -N - ), , , (dermatinsulfate), , , , , , (emulsan), , ( ), , , , , , , , , , , , , , , , ( ), , , , , (koniac mannan), , , (laurdimonium) , (okragum), , , </xnotran> Pectin, polyglucose, polyquaternium-4, polyquaternium-10, polyquaternium-28, potato starch,Protopectin, psyllium gum (psyllium seed gum), pullulan, sodium hyaluronate, starch diethylaminoethyl ether, starch hydroxypropyltrimethylammonium chloride (starchy hydroxypropyltrimonium chloride), hydroxypropyl starch phosphate, stearyl dimethylammonium (steardimonium) hydroxyethyl cellulose, raffinose, rhamsan gum (rhamsan), tapioca, whelan, levan, scleroglucan (scleroglucan), sodium alginate, stachyose, succinoglycan, wheat starch, xanthan gum, xylan, xyloglucan, and mixtures thereof. Microbial sugars are described inKirk-Othmer Encyclopedia of Chemical Technology.Fourth edition, volume 16, john Wiley and Sons, NY, pp.578-611 (1994), which is incorporated herein by reference in its entirety. Complex carbohydrates can be found inKirk-Othmer Encyclopedia of Chemical Technology,Fourth edition, volume 4, john Wiley and Sons, NY, pages 930-948, 1995, which is incorporated herein by reference.
The cosmetically acceptable composition of this invention may include a surfactant. Surfactants include surfactants, which typically provide detersive functionality to the formulation or act merely as wetting agents. Surfactants are generally classified into anionic surfactants, cationic surfactants, nonionic surfactants, amphoteric surfactants, and zwitterionic surfactants.
Anionic surfactants useful herein include those disclosed in U.S. Pat. No. 5,573,709, incorporated herein by reference. Examples include alkyl sulfates and alkyl ether sulfates. Specific examples of alkyl ether sulfates useful in the present invention are the following sodium and ammonium salts: lauryl sulfuric acid, lauryl ether sulfuric acid, coconut alkyl triethylene glycol ether sulfuric acid; tallow alkyl triethylene glycol ether sulfuric acid and tallow alkyl hexaoxyethylene sulfuric acid. Preferred alkyl ether sulfates are those comprising a mixture of individual compounds having an average alkyl chain length of from about 12 to about 16 carbon atoms and an average degree of ethoxylation of from about 1 to about 6 moles of ethylene oxide.
Another suitable class of anionic surfactants are alkyl sulfates. Important examples are hydrocarbons of the methane series (including iso-, neo-, ineso-, and n-alkanes having from about 8 to about 24 carbon atoms, preferably from about 12 to about 18 carbon atoms) and sulfonating agents (such as SO) obtained according to known sulfonation processes, including bleaching and hydrolysis 3 、H 2 SO 4 Fuming sulfuric acid). Preferred are alkali metal and ammonium sulfated C 12-18 Normal paraffins.
Other synthetic anionic surfactants include olefin sulfonates, beta-alkoxy alkane sulfonates and fatty acid reaction products esterified with isethionic acid and neutralized with sodium hydroxide, and succinamates. Specific examples of succinamates include: disodium N-octadecyl sulfosuccinamate; n- (1,2 dicarboxyethyl) -N-octadecyl sulfosuccinamate tetrasodium; diamyl ester of sodium sulfosuccinic acid; dihexyl ester of sodium sulfosuccinic acid; dioctyl ester of sodium sulfosuccinic acid;
preferred anionic surfactants for use in the cosmetically acceptable composition of this invention include ammonium lauryl sulfate, polyoxyethylene alkyl (laureth) ammonium sulfate, triethylamine lauryl sulfate (trlethylamine), polyoxyethylene alkyl triethylamine sulfate, triethanolamine lauryl sulfate, polyoxyethylene alkyl triethanolamine sulfate, monoethanolamine lauryl sulfate, polyoxyethylene alkyl monoethanolamine sulfate monoethanol amine, diethanolamine lauryl sulfate, polyoxyethylene alkyl diethanolamine sulfate, sodium lauryl monoglyceride sulfate, sodium lauryl sulfate, polyoxyethylene alkyl sodium sulfate, potassium lauryl sulfate, polyoxyethylene alkyl potassium sulfate, sodium lauryl sarcosinate, sodium lauroyl sarcosinate, lauryl sarcosine, cocoyl sarcosine, ammonium cocoyl sulfate, ammonium lauroyl sulfate, sodium cocoyl sulfate, sodium lauroyl sulfate, sodium lauryl sulfate, potassium cocoyl sulfate, potassium lauryl sulfate, triethanolamine lauryl sulfate (trlethanolamine), triethanolamine lauryl sulfate, monoethanolamine cocoyl sulfate, monoethanolamine lauryl sulfate, sodium tridecyl benzene sulfonate, and sodium dodecyl benzene sulfonate.
Amphoteric surfactants which may be used in the cosmetically acceptable composition of this invention include derivatives of aliphatic secondary and tertiary amines in which the aliphatic substituent contains from about 8 to 18 carbon atoms and an anionic water-solubilizing group, e.g., carboxy, sulfonic acid, sulfuric acid, phosphoric acid, or phosphonic acid. Representative examples include sodium 3-dodecyl-aminopropionate, sodium 3-dodecylaminopropane sulfonate, sodium lauryl sarcosinate, N-alkyltaurates (e.g., salts prepared by reacting dodecylamine with sodium isethionate as described in U.S. Pat. No. 2,658,072), N-higher alkyl aspartic acids (as described in U.S. Pat. No. 2,438,091), and the salt under the trade name MIRANOL TM Products sold (as described in U.S. patent 2,528,378). Other sarcosinate and sarcosinate derivatives can be found in CTFA cosmetic ingredient handbook, fifth edition, 1988, page 42, which is incorporated herein by reference.
Cationic surfactants generally include, but are not limited to, fatty quaternary ammonium compounds containing from about 8 to about 18 carbon atoms. The anion of the quaternary ammonium compound can be a homoion, such as chloride, ethosulfate, methosulfate, acetate, bromide, lactate, nitrate, phosphate, or tosylate, and mixtures thereof. The long chain alkyl groups may include additional or substituted carbon or hydrogen atoms or ether linkages. Other substitutions on the quaternary nitrogen may be hydrogen, benzyl or short chain alkyl or hydroxyalkyl groups, such as methyl, ethyl, hydroxymethyl or hydroxyethyl, hydroxypropyl or combinations thereof. The structure of a representative quaternary ammonium compound is provided in CTFA Cosmetic Ingredient Handbook, fifth edition, 1988, page 40.
Examples of quaternary ammonium compounds include, but are not limited to: behenyltrimethylammonium chloride, cocoyltrimethylammonium chloride, cetyldimonium chloride, dimethyldimonium chloride, benzyldimethylammonium chloride, dimethyldimonium chloride, hydroxyhexadecyldimethylammonium chloride, hydroxyhexadecylhydroxyethyldimethylammonium chloride, and mixtures thereof hydroxyethyl behenamidopropyldimethyl ammonium chloride (hydroxyethyl cetyltrimethylammonium chloride), hydroxyethyl tallowdimonium chloride (hydroxyethyl tallowdimonium chloride), tetradecyldimethylbenzylammonium chloride (myristyl dimonium chloride), PEG-2 oleyl methyl ammonium chloride (PEG-2 oleyl chloride), PEG-5 stearyl methyl ammonium chloride (steardimonium chloride), PEG-15 oleyl quaternary ammonium chloride 4, PEG-2 octadecyl dimethyl benzyl ammonium 4, lauryl trimethyl ammonium chloride (lauryltrimethonium chloride); quaternary ammonium salt-16; quaternary ammonium salt-18, lauryldimethylbenzylammonium chloride (lauryldimethylbenzylammonium chloride), oleyldimethylbenzylammonium chloride (oleakmonum chloride), cetylpyridinium chloride, polyquaternary ammonium salt-5, polyquaternary ammonium salt-6, polyquaternary ammonium salt-7, polyquaternary ammonium salt-10, polyquaternary ammonium salt-22, polyquaternary ammonium salt-37, polyquaternary ammonium salt-39, polyquaternary ammonium salt-47, polyquaternary ammonium salt-55, cetyltrimethylammonium chloride (cetyltrimethylammonium chloride), dilauryldimethylammonium chloride (dilauryldimethylammonium chloride), cetylammonium chloride, dicetyldimethylammonium chloride (dicetylimminidium chloride), soyatrimonium chloride (soyatrimonium chloride), stearyloctyldimethylammonium sulfate (stearyl dimethylsulfate), and mixtures thereof. Other quaternary ammonium compounds are listed in the CTFA Cosmetic Ingredient Handbook, first edition, pages 41-42, which is incorporated herein by reference.
The cosmetically acceptable composition may include from about C 10 To C 22 Of a long-chain double amine of from about C 10 To C 22 And mixtures thereof. Specific examples include dihexadecylamine, lauramidopropyldimethyl, stearamidopropyldimethyl amine.
The cosmetically acceptable composition of this invention may also include fatty alcohols (typically monohydric alcohols),Ethoxylated fatty alcohols and di-tail phospholipids, which can be used to stabilize cosmetically acceptable compositions in the form of emulsions or dispersions. It also provides a cosmetically acceptable viscosity. The choice of fatty alcohol is not critical, but those characterized by having C are generally used 10 To C 32 Preferably C 14 To C 22 The fatty chain is an alcohol of an alkanol which is substantially saturated. Examples include stearyl alcohol, cetyl alcohol, cetearyl alcohol, tetradecyl alcohol, behenyl alcohol, arachidyl alcohol, isostearyl alcohol, and isohexadecyl alcohol. Cetyl alcohol is preferred and may be used alone or in combination with other fatty alcohols, preferably stearyl alcohol. When used, the concentration of fatty alcohol included in the formulations of the present invention preferably ranges from about 1 to about 8% by weight, more preferably about 2 to about 6% by weight. The fatty alcohol may also be ethoxylated. Specific examples include cetereth-20, steareth-21 and mixtures thereof. Phospholipids such as phosphatidylserine and phosphatidylcholine and mixtures thereof may also be included.
Nonionic surfactants useful in the cosmetically acceptable composition of this invention include compounds broadly defined as those formed by the condensation of alkylene oxide groups (hydrophilic in nature) using an organic hydrophobic compound (which may be aliphatic or alkyl aromatic in nature). Examples of preferred classes of nonionic surfactants are: long chain alkanolamides; polyethylene oxide condensates of alkyl phenols; condensation products of aliphatic alcohols (in either a straight or branched chain conformation) having from about 8 to about 18 carbon atoms with ethylene oxide; long chain tertiary amine oxides; long chain tertiary phosphine oxides; long chain dialkyl sulfoxides containing one short chain alkyl or hydroxyalkyl group of from about 1 to about 3 carbon atoms; and Alkyl Polysaccharide (APS) surfactants, such as alkyl polyglycolides; polyethylene glycol (PEG) glycerol fatty ester.
Zwitterionic surfactants (e.g., betaines) may also be used in the cosmetically acceptable composition of this invention. Examples of betaines for use herein include high alkyl betaines, such as coco dimethyl carboxymethyl betaine, coco amidePropyl betaine, coco betaine, lauramidopropyl betaine, oleyl betaine, lauryl dimethyl carboxymethyl betaine, lauryl dimethyl alpha carboxyethyl betaine, cetyl dimethyl carboxymethyl betaine, lauryl bis- (2-hydroxyethyl) carboxymethyl betaine, stearyl bis- (2-hydroxypropyl) carboxymethyl betaine, oleyl dimethyl gamma-carboxypropyl betaine, and lauryl bis- (2-hydroxypropyl) alpha-carboxyethyl betaine. The thiobetaine may be represented by coco dimethyl sulfopropyl betaine, stearyl dimethyl sulfopropyl betaine, lauryl dimethyl sulfoethyl betaine, lauryl bis- (2-hydroxyethyl) sulfopropyl betaine, etc.; amidobetaines and amidothiobetaines are also useful in the present invention, where RCONH (CH) 2 ) 3 The group is attached to the nitrogen atom of the betaine.
The anionic, cationic, nonionic, amphoteric or zwitterionic surfactants useful in the cosmetically acceptable composition of this invention are generally present in an amount of from about 0.1 to 50% by weight, preferably from about 0.5 to about 40% by weight, more preferably from about 1 to about 20% by weight.
The cosmetically acceptable composition of this invention may include humectants, which act as moisture absorbents, increasing the amount of water absorbed, maintained and retained. Suitable humectants for use in the formulations of the invention include, but are not limited to: acetamide MEA, ammonium lactate, chitosan and its derivatives, colloidal oat, arabinogalactan (galactoarabinan), glutamic acid glucose, glecanth-7, glygeryth-12, glycereth-26, glycereth-31, glycerol, lactamide MEA, lactamide DEA, lactic acid, methyl gluceth-10, methyl gluceth-20, panthenol, propylene glycol, sorbitol, polyethylene glycol, 1,3-butanediol, 1,2,6-hexanetriol, hydrogenated starch hydrolysate, inositol, mannitol, PEG-5 pentaerythritol ester, polyglyceryl sorbitol, xylitol, sucrose, sodium hyaluronate, sodium PCA, and combinations thereof. Glycerin is a particularly preferred humectant. The humectant is present in the composition at a concentration of from about 0.5 to about 40% by weight, preferably from about 0.5 to about 20% by weight and more preferably from about 0.5 to about 12% by weight.
The cosmetically acceptable composition of this invention may include petrolatum or mineral oil components, which when selected are generally USP or NF grade. Petrolatum may be white or yellow. The viscosity or consistency grade of the petrolatum is not critical. Petrolatum may be partially replaced by a mixture of hydrocarbon materials, which may be formulated to resemble petrolatum in appearance and consistency. For example, mixtures of petrolatum or mineral oil with different waxes and the like may be combined. Preferred waxes include bayberry wax, candelilla wax, ceresin wax, jojoba esters, lanolin wax, montan wax, ozokerite (ozokerite), polyglyceryl-3-beeswax, polyglyceryl-6-pentastearate, microcrystalline wax, paraffin wax, isoparaffin, petrolatum solid paraffin, squalene, oligomer olefin, beeswax, synthetic candelilla wax, synthetic wax palm, synthetic beeswax, and the like may be mixed together. Alkylmethylsiloxanes with varying degrees of substitution can be used to increase the water retained by the skin. Siloxanes such as stearyl dimethicone (referred to as 2503 Wax), C30-45 alkyl methicone (referred to as AMS-C30 Wax), and stearyl oxytrimethylsilane (and) stearyl alcohol (referred to as 580 Wax), each available from Dow Corning @, midland, MI, USA. Other alkyl and phenyl silicones may be used to improve moisturizing properties. Resins such as dimethicone (and) trimethicone (known as Dow Corning @ 593) or cyclopropanemethicone (and) trimethicone (known as Dow Corning @ 749 fluid) can be used to enhance film formation of skin care products. When used, the petrolatum, wax or hydrocarbon or oil component is included in the formulation at a concentration of about 1 to about 20% by weight, more preferably about 1 to about 12% by weight. When used, the silicone resin may be included in an amount of about 0.1 to about 10.0% by weight.
Emollients are defined as substances that help maintain the soft, smooth, and sleek appearance of skin. Emollients function by their ability to remain on the skin surface or in the stratum corneum. The cosmetically acceptable composition of this invention may include fatty ester emollients, listed in International cosmetic ingredient dictionary, english edition, 2000, 1 stPages 768 to 1773. Specific examples of suitable fatty esters for use in the formulations of the present invention include isopropyl myristate, isopropyl palmitate, caprylic/capric triglyceride, cetyl lactate, cetyl palmitate, hydrogenated castor oil, glycerides, hydroxycetyl isostearate, hydroxycetyl phosphate, isopropyl isostearate, isostearyl isostearate, diisopropyl sebacate, PPG-5-Ceteth-20, 2-ethylhexyl isononylAcid ester (isononate), 2-ethylhexyl stearate, C 12 To C 16 Fatty alcohol lactate, isopropyl lanolate, 2-ethyl-hexyl salicylate, and mixtures thereof. Presently preferred fatty esters are isopropyl myristate, isopropyl palmitate, PPG-5-Ceteth-20 and caprylic/capric triglyceride. When used, the fatty ester emollient is preferably included in the formulations of the present invention at a concentration of about 1 to about 8% by weight, more preferably about 2 to about 5% by weight.
The compositions of the present invention may also include a silicone compound. Preferably, the viscosity of the silicone component is from about 0.5 to about 12,500cps at 25 ℃. Examples of suitable materials are dimethylpolysiloxane, diethylpolysiloxane, dimethylpolysiloxane-diphenylpolysiloxane, cyclomethicone, trimethylpolysiloxane, diphenylpolysiloxane and mixtures thereof. Dimethicone (dimethylpolysiloxane endblocked with trimethyl units) is a preferred example. Dimethicone with a viscosity between 50 and 1,000cps is particularly preferred. When used, the silicone oil is preferably included in the formulation of the present invention at a concentration of 0.1 to 5% by weight, more preferably 1 to 2% by weight.
The cosmetically acceptable composition of this invention may include volatile and nonvolatile silicone oils or fluids. The silicone compound may be a linear or cyclic polydimethylsiloxane having a viscosity of from about 0.5 to about 100 centistokes. Most preferred linear polydimethylsiloxane compounds have a viscosity ranging from about 0.5 to about 50 centistokes. An example of a linear, low molecular weight volatile polydimethylsiloxane is octamethyltrisiloxane available under the trade name Dow Corning 200 fluid and having a viscosity of about 1 centistokes. When used, the silicone oil is preferably included in the formulations of the present invention at a concentration of from 0.1 to 30% by weight, more preferably from 1 to 20% by weight.
The cosmetically acceptable composition of this invention may include volatile cyclic low molecular weight polydimethyisiloxanes (cyclomethicones). Preferred cyclic volatile silicones can be polydimethylcyclosiloxanes having an average repeat unit of from 4 to 6 and a viscosity of from about 2.0 to about 7.0 centistokes and mixtures thereof. Preferred cyclomethicones are available from Dow Corning, midland, MI, USA under the trade names Dow Corning 244 fluid, dow Corning 245 fluid, dow Corning 246, dow Corning 344 fluid and Dow Corning 345 fluid, and siloxanes SF-1173 and SF-1202 from General Electric, waterford, NY, USA. When used, the silicone oil is preferably included in the formulations of the present invention at a concentration of from 0.1 to 30% by weight, more preferably from 1 to 20% by weight.
Silicone surfactants or emulsifiers with polyoxyethylene or polyoxypropylene side chains may also be used in the compositions of the present invention. Preferred examples include: dimethicone copolyols, dow coming 3225C and 5225C Formulation Aids, available from Dow coming, midland, MI, USA; and siloxane SF-1528, available from General Electric, waterford, NY, USA. The side chain may also include an alkyl group, such as lauryl or cetyl. Preferred are lauryl methyl silicone copolyol (known as Dow Corning 5200 Formulation Aid) and cetyl dimethyl silicone copolyol (known as Abil EM-90 available from Goldschmidt Chemical Corporation, hopewell, va.). Also preferred is lauryl dimethicone, known as Belsil LDM 3107 VP, available from Wacker-Chemie, munchen, GER. When used, the silicone surfactant is preferably included in the formulations of the present invention at a concentration of from 0.1 to 30% by weight, more preferably from 1 to 15% by weight.
Amine functional silicones and emulsions are useful in the present invention. Preferred examples include Dow Corning 8220, dow Corning 939, dow Corning 949, dow Corning 2-8194, all can be obtained from Dow Corning, midland, MI, USA. Also preferred is Silicone SM 253, available from General Electric, waterford, NY, USA. When used, the amine-functional silicone is preferably included in the formulations of the present invention at a concentration of 0.1 to 5% by weight, more preferably 0.1 to 2.0% by weight.
The cosmetically acceptable composition of this invention may include a volatile hydrocarbon oil. The volatile hydrocarbon comprises about C 6 To C 22 An atom. The preferred volatile hydrocarbon is a chain length of about C 6 To C 16 Aliphatic hydrocarbons of carbon atoms. Examples of such compounds include isohexadecane, available under the trade name Permethyl101A from Presperse, southPolainfield, NJ, USA. Another example of a preferred hydrocarbon is C 12 To C 14 Isoalkanes, available under the trade name isopar m from Exxon, baytown, TX, USA. When used, the volatile hydrocarbon is preferably included in the formulation of the present invention at a concentration of from 0.1 to 30% by weight, more preferably from 1 to 20% by weight.
The cosmetically acceptable composition of this invention may include cationic and amphoteric modulating polymers. Examples of such include, but are not limited to, those listed below: published by International Cosmetic Ingredient Dictionary, the Cosmetic, toiletry, and Fragrance Association (CTFA), 1101 17th street, N.W., suite 300, washington, D.C.20036. 1. Typical examples include quaternary derivatives of cellulose ethers, quaternary derivatives of guar gum, homo and copolymers of DADMAC, homo and copolymers of MAPTAC, and quaternary derivatives of starch. Using CTFA nomenclature, specific examples include, but are not limited to, polyquaternium-10, guar hydroxypropyl trimethyl ammonium chloride (Guar hydroxypropyl chloride), polyquaternium-4, polyquaternium-5, polyquaternium-6, polyquaternium-7, polyquaternium-14, polyquaternium-15, polyquaternium-22, polyquaternium-24, polyquaternium-28, polyquaternium-32, polyquaternium-33, polyquaternium-36, polyquaternium-37, polyquaternium-39, polyquaternium-45, polyquaternium-47, and polymethacrylamidopropyltrimethyl ammonium chloride (polymethacrylamidopropyltrimethyl ammonium chloride), polyquaternium-55, and mixtures thereof. When used, the conditioning polymer is preferably included in the cosmetically acceptable composition of this invention at a concentration of from 0.1 to 10% by weight, preferably from 0.2 to 6% by weight and most preferably from 0.2 to 5% by weight.
The cosmetically acceptable composition of this invention may include one or more rheology modifiers. Rheology modifiers useful in the present invention include, but are not limited to: high molecular weight homopolymers of acrylic acid and acrylics/C10-30 AIKyl acrylics Crossplastomers, for example Carbopol and Pemulen series, both available from Noveon, inc., cleveland, OH, USA; anionic acrylate polymers, for example Salcare AST and cationic acrylate polymers, for example Salcare SC96, obtainable from Ciba Specialties, high Point, NC, USA; acrylamidopropyltrimethylammonium chloride/acrylamide; hydroxyethyl methacrylate polymer, steareth-10 Allyl Ether/Acrylate Copolymer; acrylates/Beheneth-25 Metaacrylate Copolymer, referred to as Aculyn 28, available from Rohm and Haas/International Specialties, wayne, NJ, USA; glyceryl polymethacrylates, acrylates/Beheneth-20 Metacrylate Copolymer; bentonite; gums such as alginates, carageenan, gum arabic, gum ghatti, gum karaya, gum tragacanth, guar gum; guar hydroxypropyltrimethylammonium chloride, xanthan gum or gel gum; cellulose derivatives such as sodium carboxymethyl cellulose, hydroxyethyl cellulose, hydroxymethyl carboxyethyl cellulose, hydroxymethyl carboxypropyl cellulose, ethyl cellulose, sulfated cellulose, hydroxypropyl cellulose, methyl cellulose, hydroxypropyl methyl cellulose, microcrystalline cellulose; agar; pectin; gelatin; starch and its derivatives; chitosan and its derivatives, such as hydroxyethyl chitosan; polyvinyl alcohol, PVM/MA copolymers, PVM/MA decadiene crosspolymers, poly (ethylene oxide) -based thickeners, sodium carbomer, and mixtures thereof. When used, the rheology modifier is preferably included in the cosmetically acceptable composition of this invention at a concentration of from 0.01 to 12% by weight, preferably from 0.05 to 10% by weight, and most preferably from 0.1 to 6% by weight.
The cosmetically acceptable composition of this invention may include one or more antioxidants including, but not limited to, ascorbic acid, BHT, BHA, erythorbic acid, sodium bisulfite, thioglycolate, tocopherol, sodium metabisulfite, vitamin E acetate, and ascorbyl palmitate. The antioxidant will comprise from 0.01 to 5% by weight, preferably from 0.1 to 3% by weight and most preferably from 0.2 to 2% by weight of the cosmetically acceptable composition.
The cosmetically acceptable composition of this invention may include one or more sunscreen actives. Examples of sunscreen actives include, but are not limited to, octyl methoxycinnamate (ethylhexyl p-methoxycinnamate), octyl salicylate oxybenzone (benzophenone-3), benzophenone-4, menthyl anthranilate, dihydroxybenzone, aminobenzoic acid, amyl dimethyl PABA, diethanolamine p-methoxycinnamate, ethyl 4-bis (hydroxypropyl) aminobenzoate, 2-ethylhexyl 1-2-cyano-3,3-diphenylpropenoate, homomenthyl salicylate, glyceryl aminobenzoate, dihydroxyacetone, octyl dimethyl PABA, 2-phenylbenzimidazole-5-sulfonic acid, triethanolamine salicylate, zinc oxide, and titanium oxide, and mixtures thereof. The amount of sunscreen used in the cosmetically acceptable composition of this invention will vary depending on the particular UV absorption wavelength of the particular sunscreen active used and may be from 0.1 to 10% by weight, from 2 to 8% by weight.
The cosmetically acceptable composition of this invention may include one or more preservatives. Examples of preservatives include, but are not limited to: 1,2-dibromo-2,4-dicyanobutane (methyl dibromoglutaronitrile, referred to as MERGARD, ondeo Nalco Company, naperville, IL, USA), benzyl alcohol, imidazolidinyl urea, 1,3-bis (hydroxymethyl) -5,5-dimethyl-2,3-imidazolidinone (e.g., DMDM hydantoin, referred to as GLYDANT, lonza, fairlawn, NJ, USA.), methylchloroisothiazolinone and methylisothiazolinone (e.g., kathon, rohm & Haas Co., philadelphia, PA, USA), methyl paraben, propyl paraben, phenoxyethanol and sodium benzoate, and mixtures thereof.
The cosmetically acceptable composition of this invention may include any other ingredients normally used in cosmetics. Examples of such ingredients include, but are not limited to: buffers, fragrances, chelating agents, coloring additives or dyes that can be used to color the composition itself or the stratum corneum, masking agents, emollients, foam boosters, foam stabilizers, solar filters, and peptizers.
The surface of the pigment (e.g., titanium dioxide, zinc oxide, talc, calcium carbonate, or kaolin) may be treated with an anionic polymer as described herein and then used in the cosmetically acceptable composition of this invention. The treated pigments are more effective as sunscreen actives and are used to color cosmetics (e.g., make-up and eyebrow stains).
The cosmetically acceptable composition of this invention may contain water and may also contain any cosmetically acceptable solvent. Examples of acceptable solvents include, but are not limited to: monohydric alcohols, for example alkanols having 1 to 8 carbon atoms (like ethanol, isopropanol, benzyl alcohol and phenylethyl alcohol); polyols, such as alkylene glycols (like glycerol, ethylene glycol and propylene glycol); and glycol ethers such as mono-, di-and tri-ethylene glycol monoalkyl ethers such as ethylene glycol monomethyl ether and diethylene glycol monomethyl ether, used alone or in admixture. These solvents may be present up to 70% by weight, for example from 0.1 to 70% by weight, relative to the weight of the total composition.
The cosmetically acceptable composition of this invention may also contain electrolytes such as aluminum chlorohydrate, alkali metal salts (e.g., sodium, potassium or lithium salts, preferably halides (e.g., chloride or bromide) and sulfates or organic acid salts (e.g., acetic or lactic acid)) and alkaline earth metal salts, preferably carbonates, silicates, nitrates, acetates, gluconates, pantothenates and lactates of calcium, magnesium and strontium.
Compositions for treating the skin include aftershave, sunscreen, lotion, hand and body creams, liquid soaps, bar soaps, bath oil sticks (bath oil bars), shaving creams, dishwashing liquids, shower gels, bubble baths, and the like.
The skin care compositions of the present invention may be formulated as oil-in-water, water-in-oil emulsions, triple emulsions or dispersions.
Preferred oil-in-water emulsions are prepared by first forming an aqueous mixture of water-soluble (e.g., unsaturated quaternary ammonium compound, humectant, water-soluble preservative) components and then adding water-insoluble components. The water-insoluble components include emulsifiers, water-insoluble preservatives, petrolatum or mineral oil components, fatty alcohol components, fatty ester softeners, and silicone oil components. The input of mixing energy is high and will be for a time sufficient to form a water-in-oil emulsion having a smooth appearance (indicating the presence of relatively small particles in the emulsion). Preferred dispersions are generally prepared by forming an aqueous mixture of the water-soluble components and then adding a thickener having suspending power for the water-insoluble materials.
The cosmetically acceptable composition of this invention may also be packaged as an aerosol, where it may be applied in the form of an aerosol spray or in the form of an aerosol foam. As propellant gases for these aerosols, it is possible in particular to use dimethyl ether, carbon dioxide, nitrogen, nitrous oxide, air and volatile hydrocarbons, such as butane, isobutane and propane.
Compositions for treating hair include bath preparations such as bubble baths, soaps, and oils, shampoos, conditioners, hair decolourizers, hair colorants, temporary and permanent hair color agents, color conditioners, hair brighteners, dyed and non-dyed hair conditioners, hair dyes, hair waving fixatives, permanent waving, straightening, hair dressing aids, hair tonics, hair grooming and oxidation products. The hydrophobically modified polymers are also useful in styling leave-in products such as gels, mousses (mosses), spritzes, styling creams, styling waxes, pomades, balms, and the like, alone or in combination with other polymers or structuring agents, to provide control and hair compliance, and with a clean, natural, non-tacky feel.
The hair care compositions of the present invention provide a smooth feel and are easily rinsed off of the hair due to the presence of the hydrophobically modified polymers, volatile silicones, other polymers, surfactants or other compounds which can alter the deposition of materials on the hair.
In the case of cleansing formulations, such as shampoos or liquid hand soaps for shampooing or shower gels for cleansing the skin, the compositions contain anionic, cationic, nonionic, zwitterionic or amphoteric surfactants, typically in amounts of from about 3 to about 50% by weight, preferably from about 3 to about 20% by weight, and typically have a pH in the range of from about 3 to about 10.
Preferred shampoos of the invention contain cationic surfactants in combination with zwitterionic and/or amphoteric surfactants. Particularly preferred shampoos contain from about 0 to about 16% active alkyl sulfate, from 0 to about 50% by weight ethoxylated alkyl sulfate and from 0 to about 50% by weight of an optional surfactant selected from the group consisting of nonionic, amphoteric and zwitterionic surfactants and being at least 5% by weight of the alkyl sulfate, ethoxylated alkyl sulfate or mixtures thereof and a total surfactant level of from about 10 to about 25%.
Shampoos for shampooing may also contain other conditioning additives commonly used in shampoos, such as silicones and conditioning polymers. U.S. Pat. No. 5,573,709 provides a series of nonvolatile silicone conditioning agents useful in hair shampoos. Conditioning polymers for use in the present invention are listed in cosmetics, toiletries and Fragrance Associations (CTFA) dictionary. Specific examples include polyquaternary ammonium salts (e.g., polyquaternium-1 to polyquaternium-53), guar hydroxypropyltrimethylammonium chloride, starch hydroxypropyltrimethylammonium chloride, and polymethacrylamidopropylammonium chloride.
Other preferred embodiments consist of the application of a rinse lotion form, which is primarily used before or after the shampoo. These lotions are usually aqueous or alcoholic solutions, emulsions, thickened lotions or gels. If the composition is present as an emulsion, it may be nonionic, anionic or cationic. The nonionic emulsion consists essentially of a mixture of oils and/or fatty alcohols with polyoxyethylated alcohols (e.g., polyoxyethylated stearyl or cetyl/stearyl alcohols), and cationic surfactants may be added to these compositions. The anionic emulsion is substantially generated from soap.
If the composition is in the form of a thickened lotion or gel, it may contain a thickening agent with or without a solvent. Thickeners which may be used are essentially: resins, acrylic thickeners, available from b.f. goodrich; xanthan gum; sodium alginate; gum arabic; cellulose derivatives and thickeners based on poly (ethylene oxide), and it is possible to achieve thickening by means of mixtures of polyethylene glycol stearates or distearates or by means of mixtures of phosphoric acid esters and amides. The concentration of the thickener is generally from 0.05 to 15% by weight. If the composition is in the form of a styling lotion, a shaping lotion or a fixative lotion, it generally comprises the ampholyte polymer as defined above in water, alcohol or an aqueous alcohol solution.
In the case of hair fixatives, the composition may contain one or more additional hair fixative polymers. When present, the additional hair fixative polymers are present in a total amount of from about 0.25 to about 10% by weight. As long as the additional hair fixative resin is compatible with a given hydrophobically modified polymer, it may be selected from: <xnotran> , / , / , , , / , , /VA , / , , / , AMP / , AMPD / , / , PVM /MA , PVM/MA / , / / , / / - , / / , PVM/MA , PVM/MA , , / , / / , / , // , / / , , , , , , -1, </xnotran> <xnotran> -2, -4, -5, -6, -7, -8, -9, -10, -11, -12, -13, -14, -15, -39, -47, , , , , PVM/MA , PVP, PVP/ , PVP/ , PVP/ / , PVP/ , PVP/VA , PVP/ / , , , /Acrylnitrogens , / , , , / , / / , / / / , / , / , / , / / -1 , </xnotran> Vinyl acetate/crotonic acid/vinyl neodecanoate copolymers and mixtures thereof. Synthetic Polymers useful for forming styling aids are described in "The History of hair care Polymers (The History of Polymers in Haircare)", cosmetics and Toiletries,103 (1988), which is incorporated herein by reference. Other synthetic polymers useful in the present invention may be referenced to CTFA Dictionary, fifth edition, 2000, which is incorporated herein by reference.
If the compositions according to the invention are intended for dyeing keratin fibres and in particular human hair, they generally contain, in addition to the hydrophobically modified polymer, at least one oxidation dye precursor and/or one direct dye. It may also contain any other adjuvant normally used in such compositions.
The pH of the dye composition is generally from 7 to 11 and can be adjusted to the desired value by addition of an accelerator or a deactivator.
The compositions according to the invention can also be used for curling or straightening hair. In this case, the compositions generally contain, in addition to the hydrophobically modified polymer, one or more reducing agents and, if appropriate, further adjuvants normally used in such compositions; such compositions are contemplated for use in combination with neutralizing compositions.
In one embodiment, the present invention is a method of treating a substrate selected from the group consisting of hair, skin, and nails, comprising applying to the substrate a cosmetically acceptable composition comprising one or more hydrophobically modified polyacrylamides, wherein the polyacrylamide consists of acrylamide and one or more cationic monomers.
In another embodiment, the substrate is hair.
In another embodiment, the present invention is a household cleaner or laundry detergent comprising one or more hydrophobically modified polyacrylamides, wherein the polyacrylamide consists of acrylamide, one or more cationic monomers, and optionally one or more anionic monomers.
The foregoing may be better understood by reference to the following examples, which are presented for purposes of illustration and are not intended to limit the scope of the invention.
Example 1 modification of acrylamide-diallyldimethylammonium chloride copolymer with hexadecylamine.
To a Parr reactor was added a mixture of aqueous acrylamide-diallyldimethylammonium chloride copolymer solution (69.5: 30.5 mol%, 20% polymer active, 225 g), aqueous sodium hydroxide (50%, 2.3 g) and aqueous sodium metabisulfite (15%, 19.2 g) and deionized water (200 g). Finely ground hexadecylamine was then added and the mixture was stirred well. The reactor was then sealed, the agitation set to the maximum setting, and the reactor pressurized with nitrogen and vented (5 replicates). The reactor was then sealed, heated to 140 ℃ and held at 140 ℃ for 5 hours. The heating was then stopped and the reactor was cooled to room temperature to provide an aqueous solution of hydrophobically modified polymer. The properties of representative hydrophobically modified polymers are shown in table 1. In table 1, acAm stands for acrylamide, DADMAC for diallyldimethylammonium chloride, MAPTAC for methacrylamidopropyltrimethylammonium chloride.
TABLE 1
Polymer and method of making same Unmodified polymer monomer content (mol%) Regulator (mol%) Unmodified poly Compound RSV (dL/g) Modified poly(s) Compound solution Concentration of Modified Polymer and method of making same RSV (dL/g)
AcAm DADMAC MAPTAC
I 69.3 30.5 - Hexadecylamine (3) 1.2 12 1.1
II 69.5 30.5 - Dodecyl amine (0.5) 1.2 8 1.8
III 69.5 30.5 - Octyl amine (3) 1.2 8 1.7
IV 69.5 30.5 - Dodecyl amine (1) 3.2 5 3.2
V 50 - 50 Dodecyl amine (0.6) 3.7 19 3.7
VI 80 - 20 Dodecyl amine (0.75) 5.3 8 4.9
VII 80 - 20 Hexadecylamine (1.0) 5.3 8 4.9
VIII 80 - 20 Octyl amine (10) 5.3 8 3.5
IX 69.5 30.5 - Amino-functionalized silicon Siloxane 1 (0.3) 1.4 8 1.6
X 69.5 30.5 - Amino-functionalized silicon Siloxane 2 (0.3) 1.4 8 1.6
1 Amino-functional siloxanes of the formula H 2 N(CH 2 ) 3 [Si(CH 3 ) 2 O] p Si(CH 3 ) 2 (CH 2 ) 3 NH 2 Wherein p is about 50, aldrich, milwaukee, wis
2 Ultrasil TM A-23,Noveon,Cleveland,OH。
Example 2 preparation of a hydrophobically modified polymer solution.
The aqueous polymer solution of example 1 (445 g) was transferred to a flask and heated to 85 ℃ with stirring. A mixture of methyl paraben (0.6 g), propyl paraben (0.12 g), and deionized water (30 g) was heated to dissolve the parabens and then added to the hot polymer solution. The mixture was stirred at 85 ℃ for 1 hour and then cooled to room temperature to provide the hydrophobically modified polymer solution.
In the examples described below, "C8 polymer" means a 69.5 mole percent acrylamide/30.5 mole percent diallyldimethylammonium chloride copolymer modified with octylamine. "C12 Polymer" means a 69.5 mole percent acrylamide/30.5 mole percent diallyldimethylammonium chloride copolymer modified with dodecylamine. "C16 Polymer" means a 69.5 mole percent acrylamide/30.5 mole percent diallyldimethylammonium chloride copolymer modified with hexadecylamine.
Example 3 preparation of a representative shampoo.
The components shown in table 2 were added in the order listed with thorough mixing after each addition. The batch is heated to 55 to 65 ℃ to melt the cocamide MIPA and the pH of the batch is adjusted to 5.5 to 6.5 using lactic acid. Preservatives are added at temperatures below about 40 ℃. The polymer was diluted with water to produce a total batch of about 200g and the mixture was stirred for about 15 minutes. The shampoo was degassed prior to viscosity testing to remove any entrapped air.
TABLE 2
Basic shampoo formulations
Composition comprising a metal oxide and a metal oxide C-8 modified polymers C-12 modified polymers
Composition (I) By weight% By weight%
DI water 50.166 48.166
Ammonium lauryl sulfate, 28% 20.00 20.00
Sodium lauryl sulfate, 29% 20.00 20.00
Cocamidopropyl betaine, 30% 3.00 3.00
Cocamide MIPA 3.00 3.00
C8 Polymer, 8% 3.125 0.00
C12 Polymer, 5% 0.00 5.00
Lactic acid 0.059 0.059
Sodium chloride 0.300 0.300
EDTA disodium salt 0.10 0.10
Kathon CG 0.05 0.05
DMDM hydantoin 0.10 0.10
Fragrance composition 0.10 0.10
Example 4 evaluation of base shampoos containing different levels of hydrophobically modified polymer.
Representative shampoo formulations prepared according to the method of example 3 were tested for foam stability and viscosity. Viscosity measurements were obtained using a Brookfield DV-I + Visometer (Middleboro, MA). The results are described in table 3. Clearly, representative polymers show a viscosity synergistic effect with shampoo systems. Viscosity plays a relatively important role in hair care products, as viscosity is thick and can be perceived by consumers as a luxury or luxury. The lathering properties of the shampoos with and without the polymer were also tested. Polymers, particularly conditioning polymers, often adversely affect the lathering properties of the shampoo. The addition of representative polymers to the shampoo increased lather time by nearly 3-fold.
TABLE 3
Evaluation of base shampoos containing varying levels of hydrophobically modified polymers
Sample (I) Viscosity 5/20 (cps) Foaming
Polymer level 0.25% 0.5% 1.0% 0.25% 0.5% 1.0%
Control shampoo 11,220 12,880 9850 Creamy food Creamy product Creamy food
1 mol of a C12 Polymer 14,100 15,340 17,620 More cream-like More like cream More like cream
0.40 mol of C12 Polymer 15,240 17,360 23,800 More like cream More cream-like More cream-like
Example 5 preparation of a natural shampoo formulation.
Natural shampoo formulations were prepared using the ingredients shown in table 4.
TABLE 4
Natural shampoo formulations
Composition comprising a metal oxide and a metal oxide
Composition (I) INCI name By weight%
Deionized water Water (W) QS
Geropon SBFA-30 Polyoxyethylene alkyl-3-sulfosuccinic acid disodium salt 3.00
Standapol A Ammonium lauryl sulfate, 30% 30.00
Plantacare 818UP Coconut oil-glucoside 3.00
Glucamate Doe-120 PEG-120 methyl glucose dioleate 2.10
Velvetex AB-45 Coconut oil-betaine 8.00
P-hydroxybenzoic acid methyl ester P-hydroxybenzoic acid methyl ester 0.20
Propyl p-hydroxybenzoate Propyl p-hydroxybenzoate 0.10
Tween 20 Polysorbate 20 0.00
Polymer and method of making same Polymer and process for producing the same 0.25
Citric acid, 50% Citric acid, 50% QS
Example 6 evaluation of natural shampoos containing representative hydrophobically modified polymers.
The natural shampoo formulations prepared as described in example 5 were evaluated for viscosity, foam washout time and glide. The shampoo was slightly viscous due to glucose/ethoxy ester (ethoxuate). The results are shown in Table 5. The formulations were modified by the addition of hydrophobically modified polymers which reduced the sticky feel of the control substrate. In summary, the hydrophobically modified polymer added to the shampoo made the lather feel slightly more creamy than the control without the polymer.
TABLE 5
Evaluation of Natural shampoos containing Hydrophobically modified polymers
Sample (I) Viscosity 5/20 (cps) Visual observation Foaming of foam Elution time (seconds) Sliding motion
Control Natural shampoo 9,360 Clarification Creamy food 1-2 (viscous) 4
0.5 mol of C16 Polymer 11,080 Clarification Creamy food 2 4
Example 7 evaluation of a commercial shampoo containing a representative hydrophobically modified polymer.
Will C 8 And C 12 Representative polymers of the invention modified with alkyl groups (0.25% by weight) were placed into Suave shampoo to confirm that the shampoo remained clear. The suavenaturalstawberry shampoo was also examined to demonstrate the principle that hydrophobically modified polymers can be later added to existing formulations. Typically, the conditioning polymers added to these systems produce turbidity. C added to these systems 8 And C 12 The polymer maintains better clarity and increased glide and creaminess of the formulation. After 3 months, contain C 8 And C 12 The Suave Mount Strawberry shampoo matrix of the polymer remained clear. Is then added toPolyquaternium-7 (an example of a typical conditioning polymer) of the formulation remains cloudy. Incorporation of the hydrophobically modified polymer to increase ALS/ALES surface of potential surfactants with Suave shampoo baseCompatibility of the surfactant system.
Example 8 evaluation of lather properties of shampoos containing representative hydrophobically modified polymers.
Representative shampoo compositions prepared using C12 alkyl modified polymers containing the ingredients shown in table 6 were prepared and tested in Hart de George foam experiments. This experiment shows that the hydrophobically modified polymer produced more stable shampoo foam and thus longer drainage times (23 seconds for shampoo formulations prepared using C12 hydrophobe modified polymers versus 8.3 seconds for shampoo formulations prepared using unmodified polymers).
TABLE 6
Formula of shampoo used in Hart de George foam experiment
Composition (A) By weight%
DI water 48.266
Sodium lauryl sulfate, 29% 10.00
Sodium lauryl ether sulfate, 28% 30.00
Cocamidopropyl betaine, 30% 3.00
Cocamide MIPA 1.00
C12 Polymer 5.00
Citric acid, 100%(s)
Sodium chloride
EDTA disodium salt 0.10
Methylchloroisothiazolinone Methylisothiazolinone 0.05
DMDM hydantoin 0.10
Example 9 Instrumental wet combing (instrument wet combing) evaluation of hydrophobically modified polymers.
Wet combing is a common test method used to describe the conditioning properties of materials added to hair care formulations. The hair tresses were treated with 0.5% active solution and then washed. The combing force (combing force) of the treated hair tresses was then tested in a DiaStron tension Tester (MTT 160, hampshire, UK). The smaller amount of combing force required in the test indicates that the hair tress is well conditioned. Tables 7 and 8 below show that hair tresses treated with representative polymers have excellent combing properties.
TABLE 7
Statistics for combing analysis
Level of Number of Average Standard error of Less than 95% More than 95 percent
C-8 Polymer 4 215.000 79.174 21.27 408.73
Control 4 551.250 79.174 357.52 744.98
TABLE 8
Statistics for combing analysis
Level of Number of Average Standard error of Less than 95% More than 95 percent
C-12 Polymer 6 64.117 33.822 -11.2 139.48
Control 6 512.333 33.822 437.0 587.69
Example 10 evaluation of sensory wet combing and lubricity properties in modulator formulations.
A conditioning formulation containing the ingredients shown in table 9 was prepared as follows.
Hydroxyethyl cellulose (HEC) was sprayed into water and mixed at medium speed for 30 minutes. The solution was heated to 40 ℃ to ensure that the solution was clear and homogeneous. Stearamidopropyl dimethylamine was then added, the pH adjusted to 4.0 using citric acid, and dicetyl dimethyl ammonium chloride was then added. The thickened mixture was heated to 70 ℃ and a blend of cetyl, stearyl and Promulgen G (and behenyl) was added. The mixture was heated to 80-85 ℃ and maintained for 30 minutes. Cooling was then started and cold deionized water was slowly added. The mixture was mixed and cooled and the siloxane blend was added below 55 ℃. EDTA0.05/30 dilution was added slowly at 40 ℃ and finally preservative was added at 35 ℃.
TABLE 9
Conditioning formulations
Composition comprising a metal oxide and a metal oxide PEG-2/DCQ PEG-2/DCQ
1%C16 1%C8
Composition (I)
Deionized water 45.00 45.00
Hydroxyethyl cellulose (HEC) 0.20 0.20
Citric acid, 50% 0.12 0.12
Stearamidopropyl dimethylamine 0.50 0.50
Dicetyldimethylammonium chloride, 67% 2.00 2.00
PEG-2 oleylmethylammonium chloride, 69% 0.50 0.50
Behenyl dimethyl sulfate trimethyl ammonium sulfate (50%) And cetyl alcohol and 1,3 butanediol 0.00 0.00
Cetyl alcohol (C95) 3.00 3.00
Stearyl alcohol (S95) 2.00 2.00
Stearyl alcohol (70%) and Ceteaeth-20 (30%) 1.00 1.00
Siloxanes 0.50 0.50
Deionized water cooled to 50-55 deg.C 21.03 21.03
EDTA disodium salt 0.05 0.05
Deionized water 2.90 2.90
DBDCB (and) dipropylene glycol 0.10 0.10
DMDM hydantoin 0.10 0.10
Deionized water * (Dilute the Polymer Using DI) 20.00 20.00
Deionized water 0.00 0.00
C16 Polymer 1.00 1.00
C8 Polymer 0.00 0.00
Example 11 sensory wet combing and lubricity evaluation in conditioner formulations.
Wet detangling (wet detangling) wet combing and lubricity panel (lube panel) tests were performed to evaluate the conditioner formulations prepared as in example 10, as follows.
1. A trained evaluator capable of reliably distinguishing between damaged hair strands and treated hair strands performed the test.
2. Three tests were run for each group.
3. For each test, untreated black bleached hair tresses and conditioner treated hair tresses were used as references.
4. Each tress was treated with 1ml of product and worked into tresses for 60 seconds, followed by rinsing with tap water at 38 ℃ for 30 seconds.
5. The tresses are detangled and the groups are set. Each tress was dipped three times in 500ml of deionized water to reintroduce the tangles. Excess water was then removed with gloved hands.
6. Panelists (Panelists) detangled 2 times with the wide ends of a black plastic Sally comb.
7. Next, the panelists wet-comb the hair tresses twice using the small tooth portion.
8. Lubricity was evaluated by combing the tress under and over four cycles to evaluate interfiber friction.
9. After each test, the tress was soaked three times in deionized water to reintroduce the tangles, and excess water was removed with the gloved hand.
Five panelists generally rated the tresses (1 = high friction to 5= low friction). The results are shown in tables 10-12. Higher disentangled wet combing and lubricity figures indicate better performance.
Watch 10
Wet detangling and carding of C16 hydrophobically modified polymers containing modifiers
Composition comprising a fatty acid ester and a fatty acid ester Wet detangling Wet carding Lubricity of
Untreated 1.94 1.56 1.49
C16 Polymer 4.07 3.73 3.57
TABLE 11
Wet detangling and carding of C8 hydrophobes with conditioning agents
Composition comprising a metal oxide and a metal oxide Wet detangling Wet carding Lubricity of
Untreated 2.13 1.71 1.50
C8 Polymer 4.26 3.96 3.79
TABLE 12
Wet detangling and carding of C16 hydrophobes with conditioning agents
Composition comprising a fatty acid ester and a fatty acid ester Wet detangling Wet carding Lubricity of
Untreated 2.29 2.04 1.63
C12 Polymer 3.67 3.37 3.27
As shown in tables 10-12, the hydrophobically modified polymers of the present invention provide superior wet properties significantly better than untreated black, discolored hair.
Example 12 evaluation of smoothing and film evaluation of moisturizing smoothie gel
Smoothing and film evaluation of Smoothie gel formulations was performed using the following set of tests
Watch 13
Moisturizing Smoothie gel
Composition comprising a metal oxide and a metal oxide Control C-8 Polymer C-12 Polymer Polyquaternium-7
Composition (I) By weight% By weight% By weight% By weight%
Water (W) Qs Qs qs qs
Hydroxyethyl cellulose 0.53 0.53 0.53 0.53
Polyquaternium-4 0.17 0.17 0.17 0.17
C8 Polymer (8%) 0.00 4.00 0.00 0.00
C12 Polymer (5%) 0.00 0.00 4.00 0.00
Polyquaternium-7 0.00 0.00 0.00 4.00
Seed oil of Miscanthus albus 0.025 0.025 0.025 0.025
DMDM hydantoin 0.20 0.20 0.20 0.20
Fragrance composition 0.10 0.10 0.10 0.10
Oleth-20 0.20 0.20 0.20 0.20
Group test for smooth feel and film.
1. A1 gram sample was prepared of 6 inches length of each virgin Hair (International Hair injectors, bellerose, new York, USA).
2. 1 gram of polymer was applied to the hair tresses. The hair tress was rubbed 25 times to ensure coverage.
3. The wide ends of the Sally styling comb were used to comb through the individual hair strands for detangling.
4. The sample was allowed to air dry.
5. Random panelists slid their fingers over the tress from top to bottom and rated the tress according to density (1 = not smooth to 5= very smooth) and film stiffness (1 = not stiff to 5= very stiff).
The smooth feel can contribute to the aesthetics of the product and allow the hair fibers to slide over each other. This is an important goal for any regulated product. The panel evaluated the smooth and slick feel of the formulations from the above formulations using the following protocol. The results are shown in Table 14.
TABLE 14
Workgroup evaluation of moisturizing Smoothie gels
Preparation Smooth feeling (n = 4) Film hardness (n = 4)
Water (W) 4.0 1.0
Polyquaternium-7 2.9 3.6
Control formulation 2.8 4.3
C8 Polymer 3.0 4.8
C16 Polymer 3.0 4.8
As set forth in table 14, the hydrophobically modified polymers of the present invention exhibit improved hardness and smoothness over the control formulations.
Examples 13 to 16
Representative hair care formulations containing hydrophobically modified polymers were formulated as shown in examples 13-16.
Watch 15
Moisturizing shampoo
Composition (A) By weight%
DI water 49.11
Sodium lauryl sulfate, 29% 20.00
Sodium lauryl ether sulfate, 28% 20.00
Cocamidopropyl betaine, 30% 3.00
Lauramide DEA 3.00
Fatty acid/PG-2 0.50
C8 Polymer 3.13
Citric acid, 100%(s) 0.60
Sodium chloride 1.36
EDTA disodium salt 0.10
DMDM hydantoin 0.10
Yellow colour 0.038
Green 0.041
The viscosity after 30 seconds at spindle/speed 5/20 was 13480cps. The shampoo produced a very creamy foam.
Example 14Less volume leave in modulators
TABLE 16
Less-Volume Leave-in modulators
Composition comprising a metal oxide and a metal oxide
Composition (I) By weight% Weight percent
Water (W)
Hydroxyethyl cellulose 1.00 1.00
Dicetyldimethylammonium chloride (Varisoft 432 CG) 3.00 3.00
Amodimethione (and) cetrimonium chloride (and)Nonoxynol-10(DC949 0.25 0.25
C8 Polymer, 8% 12.50 0.00
Herbaceous apple fragrance 0.10 0.10
DMDM hydantoin 0.40 0.20
When used in this formulation, the C8 hydrophobically modified polymer acts on the hair to provide smooth, glossy and straightened hair. When 1% active polymer was used it was more effective in straightening and smoothing than the control formulation without polymer.
Example 15 human (ethnic) modulators.
TABLE 17
Race regulator
Composition comprising a metal oxide and a metal oxide
Composition (I) By weight% By weight%
Deionized water qs qs
Hydroxyethyl cellulose 0.30 0.30
Stearamidopropyl dimethylamine 0.35 0.35
Dicetyldimethylammonium chloride (Varisoft 432 CG) 3.00 3.00
Cetyl alcohol 5.00 5.00
Stearyl alcohol and Ceteareth-20 2.00 2.00
Citric acid, 50% qs Qs
C8 Polymer 3.00 0.00
C16 Polymer 0.00 3.00
Cyclomethicone 1.00 1.00
Dimethicone 10CS 0.20 0.20
DMDM hydantoin 0.20 0.20
The ethnic group regulator produces good spreading and coverage of the hair shaft.
Example 16 Hair lotion.
The hair lotion was produced to smooth the hair.
TABLE 16
Hair lotion
Composition (I) By weight% By weight%
Deionized water qs qs
Cocamidopropyl betaine 2.00 2.00
Hydroxyethyl cellulose 0.50 0.50
acrylamide/DADMAC/acrylic acid polymers 2.00 2.00
C8 Polymer 5.00 0.00
C12 Polymer 0.00 5.00
PEG-40 hydrogenated Castor oil 0.20 0.20
Fragrance composition 0.10 0.10
DMDM hydantoin 0.20 0.20
Example 17 evaluation of hydrophobically modified polymers in hair styling applications.
Representative formulations containing hydrophobically modified polymers were tested for curl retention, which is an evaluation tool for styling applications.
6-inch long, bleached and prepackaged Hair tresses were obtained from International Hair implants and Products Inc.
6-inch long, bleached and hand-made hair tresses were obtained from DeMeO Brothers Inc.
The hair tresses used for the test were prepared by cutting 1/8 "wide hair from the pre-wrapped tresses (0.4 g per tress). The tress was wetted with water and then 0.3g of sodium polyoxyethylene alkyl sulfate was pushed down on the tress from top to bottom for 1 minute. Then rinsed with tap water at 40 + -2 deg.C for 1 minute. The washed hair tresses were soaked in deionized water overnight.
The clean hair tresses were soaked in a 0.5% by weight aqueous polymer solution for 2 minutes. Excess solution was squeezed out of the tress with gloved fingers. The wide ends of the Sally styling comb were used to comb each tress for detangling, and then the hair was wound onto a roller (11/16 "diameter). The hair roll was placed in a 50% relative humidity room overnight. The next day, the hair was unwound from each roller and the curled hair was placed in a chamber at 90% relative humidity. The length of the roll (fall-out) was measured every 15 minutes for 2 hours and the curl retention was calculated by the following equation:
equation 1: curl Retention calculation
Wherein L = length of hair strand fully extended
Lo = strand length at the start of the test
Lt = strand length at measurement
The following table describes the curl retention of C-16 to a benchmark (methacrylic acid/sodium acrylamidomethylpropane sulfonate copolymer)
Watch 19
Curl retention
Time Control C-16 Polymer Reference(s)
15 51.10 78.24 85.32
30 38.05 68.00 75.30
45 33.41 64.87 71.51
60 32.25 63.29 69.06
75 30.86 62.50 68.18
90 30.38 61.97 67.51
105 30.15 61.45 67.51
120 29.45 60.67 66.17
The data in table 19 show that the crimp retention of representative hydrophobically modified polymers is comparable to the benchmark.
Examples 18-21 representative hair styling formulations.
Examples 18-21 show representative polymers in hair styling formulations.
The styling cream formulations prepared with or without the representative polymers of the invention and the reference polymer are shown in table 20.
Watch 20
Setting pastes containing representative polymers
Composition comprising a metal oxide and a metal oxide
Composition (I) By weight% By weight%
Deionized water qs qs
Polyquaternary ammonium salt-37/propylene glycol/dicaprylate didecyl ester And PPG-1Trideceth-6 1 ,50% 4.00 4.00
C16 Polymer 1.00 0.00
Deionized water 10.00 10.00
Polyvinylpyrrolidone 2 0.00 0.25
Cyclopentasiloxane 3 1.00 1.00
1 Salcare SC96,Ciba Specialty Chemicals,Highpoint,NC,USA。
2 PVP-K30,International Specialties Products,Wayne,NJ,USA。
3 DoW Corning®245 fluid,Dow Corning,Midland,MI,USA。
Example 19 styling mousse.
Styling mousse formulations prepared using hydrophobically modified polymers increase creaminess and smooth hair. Representative formulations are shown in table 21.
TABLE 21
Styling mousse
Composition comprising a metal oxide and a metal oxide C-12 Polymer C-8 Polymer
Composition (I) By weight% By weight%
Deionized water Qs Qs
SD alcohol 40 20.00 20.00
C12 Polymer 4.00 0.00
C8 Polymer 0.00 4.00
Cetyl trimethyl ammonium chloride 1.00 1.00
Preservative Qs Qs
Fragrance composition Qs Qs
Example 20 mineral oil gel
Mineral oil gels prepared using hydrophobically modified polymers provide additional conditioning and compliance to the gel. Representative formulations are shown in table 22.
TABLE 22
Mineral oil gel
Composition comprising a metal oxide and a metal oxide C-12 Polymer C-8 Polymer
Composition (I) By weight% By weight%
Deionized water Qs Qs
C12 Polymer 2.00 0.00
C8 Polymer 0.00 2.00
Mineral oil 10.00 10.00
Oleth-10 21.00 21.00
PEG-25 hydrogenated Castor oil 10.00 10.00
Glycerol 8.00 8.00
Preservative Qs Qs
Fragrance composition Qs Qs
Example 21 retained (Leave-on) or eluted (rinse-off) hair slurry.
The formulations were tested on hair for their ability to deeply condition hair. The formulation is allowed to dry on the hair and then rinsed off to give a soft, moist feel. The addition of C12 or C8 polymers allows for a silky rinsing sensation and increased regulation. Representative formulations are shown in table 23.
TABLE 23
Retained (Leave-on) or eluted (rinse-off) hair slurry
Composition (I) Weight percent By weight%
Water (W) 91.04 90.50
Polyacrylamide (and) C13-14 isoparaffin (and) Polyoxyethylene alkyl-7 4.00 4.00
Cyclomethicone 1.00 1.00
PEG-10 methyl cellulose ether 2.00 2.00
C12 Polymer (5%) 1.96 0.00
C8 Polymer (8%) 0.00 2.50
Preservative qs qs
Example 22 evaluation of spreading ability of various surfactants and polymers for skin care Parafilm.
This study was conducted as a rapid screening method for proper wetting behavior as described below.
1.50. Mu.l of a 0.2%, 1.0% solution or dispersion was pipetted onto a 10cmx10cm Parafilm Wax plate.
After 2.5 minutes, the largest diameter drop was measured. Three samples were measured. The test was carried out under ambient conditions (room temperature 23 ℃).
3. The diffusion factor is calculated as the ratio of the diameter of the test solution to the diameter of the distilled water (0.6 cm or the measured average of three droplets).
The results are shown in Table 24.
Watch 24
Relative spreading of various surfactants on parafilm surface under ambient conditions
System Diameter (cm) Diffusion factor Surface tension of literature (dyne/cm)
Deionized water 0.58 1.00 72.8
Cyclomethicone, clear 3.37 5.81 20-35
C8 Polymer, 0.2% 0.58 1.00 NA
C12 Polymer, 0.2% 0.58 1.00 NA
C16 Polymer, 0.2% 0.58 1.00 NA
C8 Polymer, 1.0% 0.60 1.03 NA
C12 Polymer, 1.0% 0.63 1.05 NA
C16 Polymer, 1.0% 0.70 1.17 NA
Sodium lauryl sulfate, 0.1% 0.70 1.20 44.3
Formulations containing hydrophobically modified polymers (even with low hydrophobic substitution) were found to be surface active. The results show that the surface activity increases with alkyl chain length. The C16 polymer is more surface active than the C12, and the C12 combination itself is more surface active than the C8 polymer due to its foamy, sticky nature.
Examples 23-26 representative skin care formulations containing hydrophobically modified polymers.
The polymers of the present invention are also useful for treating skin. Without being bound by any theory, the polymers of the present invention may form a protective film on the skin or nails. Skin care lotion formulations are shown in examples 23-26.
In facial smoothing creams, the addition of hydrophobically modified polymers produces very good viscosity build that cannot be obtained using salt alone. Representative formulations are shown in table 25.
TABLE 25
Face smoothing cream
Composition (I) By weight% By weight%
Deionized water 80.00 80.00
Magnesium aluminum silicate 1 1.90 1.90
Xanthan gum 2 1.27 1.27
Glycerol 0.40 0.40
Dimethicone copolol 3 0.10 0.10
DMDM hydantoin 0.20 0.20
Deionized water 6.13 6.13
C8 Polymer (5%) 0.00 5.00
Deionized water 10.00 5.00
1 Veegum HV,R.T.Vanderbilt Company,Norwalk,CTUSA。
2 Keltrol CG-F,CP Kelco,Leatherhead,Surrey UK。
3 Dow193Fluid, dimethicone polyol, dow Corning, midland, MI USA.
4 Glydant,Lonza,Fairlawn,NJUSA。
The viscosity of the facial smoothing cream base [1.27% xanthan gum/1.9% Magnesium Aluminum Silicate (MAS) ] was significantly increased by the addition of 0.25% C8 polymer. The original viscosity of the matrix without polymer was (5/20 30 sec, 23.5 ℃ C.). The viscosity after addition of 0.25% C8 polymer was 16000cps (6/20).
The hydrophobically modified polymer may be used as a primary or secondary regulator. It can be used in secondary stages for thickening, wetting, foam enhancement, film formation and perhaps stabilizing emulsions or dispersions.
Example 24 foam bath.
The hydrophobically modified polymers produce a soft and silky skin after the feel of the foam bath article. Representative formulations are shown in Table 26
Watch 26
Foam bath lotion
Composition (I) By weight% Weight percent
Deionized water qs qs
Ammonium lauryl sulfate, 29% 35.00 35.00
Cocamidopropyl hydroxyalkyl sulphobetaines (Cocamidopropyl Hydroxysultaine) 5.00 5.00
Lauramide DEA 4.00 4.00
Polyoxyethylene alkyl sulfosuccinic acid disodium salt 8.00 8.00
Ethylene glycol 2.00 2.00
C12 Polymer 3.00 0.00
C8 Polymer 0.00 3.00
Citric acid, 100%(s) QspH6.0 QspH6.0
Sodium chloride 1.36 1.36
EDTA disodium salt 0.10 0.10
DMDM hydantoin 0.10 0.10
Fragrance box Qs Qs
Example 25 moisturizing lotion.
The hydrophobically modified polymers provide softness and smoothness upon touching the skin and aid in the spreading of the emulsion of the moisturizing lotion formulation. Representative formulations are shown in table 27.
Watch 27
Moisturizing lotion
Composition (I) By weight% Weight percent
Water (W) qs qs
Hydroxyethyl cellulose 0.25 0.25
Glycerol 2.00 2.00
Vaseline 2.00 2.00
Mineral oil 4.00 4.00
Cetyl alcohol 3.00 3.00
Stearyl alcohol 2.00 2.00
Polawax NF 1.00 1.00
Dimethyl silicone oil 100cs 0.50 0.50
acrylate/C10-30 alkyl acrylate crosslinked polymers 0.30 0.30
Triethanolamine 0.25 0.25
C12 Polymer (5%) 5.00 0.00
C8 Polymer (8%) 0.00 3.125
Preservative qs qs
Example 26 evaluation of viscosity increase of liquid hand soap formulations containing hydrophobically modified polymers representative liquid hand soap formulations are shown in table 28. The viscosity data is shown in table 29.
Watch 28
Liquid hand soap formula
Composition (I) By weight%
DI water qs
Sodium lauryl sulfate, 29% 10.00
Sodium lauryl Ether sulfate, 1 mol EO,28% 8.21
Sodium cocoyl isethionate 2.00
C8 Polymer 0.00
C12 Polymer 5.00
Citric acid, 100%(s) 0.006
Sodium chloride qs
EDTA disodium salt 0.10
Kathon CG 0.05
DMDM hydantoin 0.10
Watch 29
Viscosity measurement
Sample (I) Viscosity at 1.0% NaCl 4/20
Contrast hand soap 2540
C12 Polymer 3410
Benchmark, hydroxypropyl methylcellulose 1880
As shown in table 29, the C12 hydrophobic polymer combined with 1% sodium chloride provided a higher viscosity than the control and benchmark hydroxypropyl methylcellulose materials.
Example 27 comb evaluation of a panel of silicon containing hydrophobically modified polymer.
Two tresses were treated with two silicon modified polymers. The treated tresses were then rinsed under deionized water for 15 seconds. This process was repeated two more times. Hair combing includes detangling and wet combing. The scale is from 1 to 5. The highest numbers indicate that hair is easier to detangle and comb. The following table summarizes the test results from the trained panelists. It shows that both types of silicon modified polymers are better than the control carding.
Watch 30
Group carding of silicon modified polymers
Name (R) Detangling Carding grade
Control 2 2
Polymer IX 4.4 3.6
Polymer X 4.1 3.0
Example 28 laundry detergent formulation
The hydrophobically modified polymers exhibit good compatibility with anionic surfactants and viscosity building. These advantages have led to representative polymers being formulated into household cleaners and laundry detergents. Representative laundry detergent formulations are shown in table 31. The formulations were prepared by adding the ingredients in the order listed and dissolving the ingredients completely using moderate agitation. Color and fragrance additives may be added if desired.
Watch 31
Laundry detergent performance values
Composition (I) %wt
Water (W) qs
C12 Polymer 2
EDTA tetrasodium (38%) 0.2
C 12/14 Alkyl glycosides 4.0
Alkyl ethoxy ester 3.5
Linear sodium alkyl benzene sulfonate 6.5
Monoethanolamine 1.0
Although the invention has been described in detail for the purpose of illustration, it is to be understood that: such detail is solely for that purpose and many modifications, variations and changes therein may be made by those skilled in the art without departing from the spirit and scope of the invention except as it may be limited by the claims. All changes which come within the meaning and range of equivalency of the claims are to be embraced within their scope.

Claims (18)

1. A cosmetically acceptable composition comprising one or more hydrophobically modified polyacrylamides, wherein the polyacrylamides consist of acrylamide, one or more cationic monomers, and optionally one or more anionic monomers.
2. The cosmetically acceptable composition of claim 1 wherein the polyacrylamide is comprised of at least about 50 mole percent acrylamide.
3. The cosmetically acceptable composition of claim 2 wherein the polyacrylamide is modified by transamidation of about 0.1 to about 10 mole percent of one or more hydrophobic amines.
4. The cosmetically acceptable composition of claim 3 wherein the hydrophobically modified polymer has a RSV of about 0.1 to about 8dL/g.
5. The cosmetically acceptable composition of claim 4 wherein the cationic monomer is selected from the group consisting of diallyldimethylammonium chloride and methacrylamidopropyltrimethylammonium chloride.
6. The cosmetically acceptable composition of claim 5 wherein the hydrophobic amine is selected from C 6 -C 22 Alkyl amines and amino functionalized siloxanes.
7. The cosmetically acceptable composition of claim 6 wherein the hydrophobically modified polymer has a RSV of about 1 to about 5.
8. The cosmetically acceptable composition of claim 7 wherein the polyacrylamide is an acrylamide/diallyldimethylammonium chloride copolymer.
9. The cosmetically acceptable composition of claim 7 wherein the polyacrylamide is an acrylamide/diallyldimethylammonium chloride/acrylic acid terpolymer.
10. The cosmetically acceptable composition of claim 8 wherein the alkyl amine is selected from the group consisting of octyl amine, dodecyl amine, and hexadecyl amine.
11. The cosmetically acceptable composition of claim 8 wherein the alkyl amine is selected from the group consisting of amino-functionalized silanes.
12. The cosmetically acceptable composition of claim 1 further comprising one or more cosmetically acceptable excipients.
13. The cosmetically acceptable composition of claim 12 comprising about 0.01 to about 40 weight percent hydrophobically modified polymer based on polymer solids.
14. The cosmetically acceptable composition of claim 12 wherein the vehicle is selected from the group consisting of water, sugars, surfactants, humectants, petrolatum, mineral oil, fatty alcohols, fatty ester emollients, waxes and silicone-containing waxes, silicone oils, silicone fluids, silicone surfactants, volatile hydrocarbon oils, quaternary nitrogen compounds, amine functionalized silicones, conditioning polymers, rheology modifiers, antioxidants, sunscreen actives, from about C 10 To C 22 Of a double long-chain amine of from about C 10 To C 22 Long chain fatty amines, fatty alcohols, ethoxylated fatty alcohols and di-tail phospholipids.
15. The cosmetically acceptable composition of claim 1 selected from the group consisting of: hair shampoos, aftershave lotions, sunscreens, lotions, hand and body creams, liquid soaps, bar soaps, body wash sticks, shaving creams, dishwashing liquids, conditioners, permanent waving agents, hair relaxers, hair detangling lotions, styling gels, spray foams, styling creams, styling waxes, styling lotions, mousses, spray gels, pomades, shower gels, foam baths, hair colorants, temporary and permanent hair colorants, color conditioners, hair brighteners, dyed and non-dyed hair conditioners, hair dyes, hair fixatives, permanent waving agents, hair straighteners, hair styling aids, hair tonics, hair grooming and oxidation products, spritzes, styling waxes and balms.
16. A method of treating a substrate selected from hair, skin or nails comprising applying the cosmetically acceptable composition of claim 1 to the substrate.
17. The method of claim 16, wherein the substrate is hair.
18. The cosmetically acceptable composition of claim 1 selected from household cleaners and laundry detergents.
CN2006800065245A 2005-01-27 2006-01-27 Personal care composition containing hydrophobically modified polymers Expired - Fee Related CN101132756B (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US4438305A 2005-01-27 2005-01-27
US11/044,383 2005-01-27
PCT/US2006/003086 WO2006081496A2 (en) 2005-01-27 2006-01-27 Personal care composition containing hydrophobically modified polymers

Publications (2)

Publication Number Publication Date
CN101132756A true CN101132756A (en) 2008-02-27
CN101132756B CN101132756B (en) 2012-07-04

Family

ID=36741116

Family Applications (1)

Application Number Title Priority Date Filing Date
CN2006800065245A Expired - Fee Related CN101132756B (en) 2005-01-27 2006-01-27 Personal care composition containing hydrophobically modified polymers

Country Status (11)

Country Link
EP (1) EP1855637A4 (en)
JP (1) JP5164577B2 (en)
KR (1) KR101276021B1 (en)
CN (1) CN101132756B (en)
AU (1) AU2006207974B2 (en)
BR (1) BRPI0606346B1 (en)
EA (1) EA013329B1 (en)
MX (1) MX2007009020A (en)
UA (1) UA92479C2 (en)
WO (1) WO2006081496A2 (en)
ZA (1) ZA200707173B (en)

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102573782A (en) * 2009-03-27 2012-07-11 赫尔克里士公司 Aminated polymers and their use in water-borne compositions
CN102796222A (en) * 2012-08-28 2012-11-28 山东大学 Synthesis method of hydrophobically associated polyacrylamide
CN103764112A (en) * 2011-09-02 2014-04-30 宝洁公司 Personal care composition comprising butylated hydroxyanisole compound
CN108350401A (en) * 2015-10-23 2018-07-31 巴斯夫欧洲公司 The solid solution of odoring substance and aromatic and vinyl lactam polymer
CN108366561A (en) * 2015-10-12 2018-08-03 路博润先进材料公司 Biocidal activity polymer composition
CN114727935A (en) * 2019-10-04 2022-07-08 生活实验公司 Cosmetic composition comprising chitosan and hydroxypropylmethylcellulose and its use for improving hair strength and related properties

Families Citing this family (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8241618B2 (en) * 2005-01-27 2012-08-14 Lubrizol Advanced Materials, Inc. Process for producing a hydrophobically modified polymer for use with personal care compositions
US20090069522A1 (en) * 2007-09-11 2009-03-12 Hessefort Yin Z Hydrophobically modified polymers
US20110219552A1 (en) * 2007-12-31 2011-09-15 Yan Zhou Method of Protecting Dyed Hair Color from Fading or Wash-Out
KR101441025B1 (en) * 2008-03-05 2014-09-17 주식회사 엘지생활건강 Hair conditioning composition
JP5467672B2 (en) * 2009-01-29 2014-04-09 株式会社マンダム Gel hair conditioner
KR101004288B1 (en) * 2010-07-01 2011-01-03 고도윤 Preparing method of composition with enhanced efficacy of blending aromatic oil for improving condition of hair and scalp
ES2393028B1 (en) * 2011-03-24 2013-11-05 Martín BAENA JIMÉNEZ PROCEDURE FOR OBTAINING A HAND CREAM.
ES2395011B1 (en) * 2011-03-25 2013-12-27 Martín BAENA JIMÉNEZ PROCEDURE FOR OBTAINING A BODY MILK
KR101488376B1 (en) * 2012-12-28 2015-02-02 동아대학교 산학협력단 Zizania Bath Bubble Bomb composition and Preparing Method thereof
JP5913475B2 (en) * 2014-08-06 2016-04-27 株式会社 資生堂 Raw materials for cosmetics
CN107405291A (en) 2014-11-25 2017-11-28 陶氏环球技术有限责任公司 Personal care composition containing cationic polymer
BR112017011108B1 (en) 2014-11-25 2020-11-17 Dow Global Technologies Llc hair compositions containing cationic polymers
JP2017002133A (en) * 2015-06-05 2017-01-05 東邦化学工業株式会社 Detergent composition
SG11201806845VA (en) 2016-02-12 2018-09-27 Rodan & Fields Llc Moisturizing compositions and uses thereof
EA201992565A1 (en) * 2017-06-15 2020-05-25 Юнилевер Н.В. COMPOSITION FOR HAIR CONDITIONING FOR IMPROVEMENT OF WASHABILITY
CN110809462A (en) * 2017-06-15 2020-02-18 荷兰联合利华有限公司 Hair conditioning composition with improved rinsing properties
CN112041418A (en) 2018-05-02 2020-12-04 奈克斯特阿普有限公司 Laundry sheet

Family Cites Families (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3172845D1 (en) * 1980-11-19 1985-12-12 Du Pont Aqueous cleaning emulsion
US4731419A (en) * 1986-02-24 1988-03-15 Nalco Chemical Company Alkoxylated/cationically modified amide-containing polymers
JPH0813938B2 (en) * 1986-06-24 1996-02-14 味の素株式会社 Surface modifiers for inorganic and organic pigments
US5128419A (en) * 1990-08-20 1992-07-07 Nalco Chemical Company Synthesis of tagged polymers by post-polymerization (trans) amidation reaction
CA2072319C (en) * 1991-06-28 2005-11-22 Shih-Ruey T. Chen Ampholyte terpolymers providing superior conditioning properties in skin and nail care products
CA2072185C (en) * 1991-06-28 2002-10-01 Shih-Ruey T. Chen Ampholyte terpolymers providing superior conditioning properties in shampoos and other hair care products
US5167828A (en) * 1991-10-07 1992-12-01 Nalco Chemical Company Phosphinate-containing polymers for controlling scale in underground petroleum-containing formations and equipment associated therewith
FR2683224A1 (en) * 1991-10-30 1993-05-07 Bristol Myers Squibb Co MODIFIED HYDROPHOBIC COPOLYMERS WITH INTERNAL LOAD.
US6361768B1 (en) * 1998-12-29 2002-03-26 Pmd Holdings Corp. Hydrophilic ampholytic polymer
US6207778B1 (en) * 1999-05-07 2001-03-27 Isp Investments Inc. Conditioning/styling terpolymers

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102573782A (en) * 2009-03-27 2012-07-11 赫尔克里士公司 Aminated polymers and their use in water-borne compositions
CN103764112A (en) * 2011-09-02 2014-04-30 宝洁公司 Personal care composition comprising butylated hydroxyanisole compound
CN103764112B (en) * 2011-09-02 2017-04-12 宝洁公司 Personal care composition comprising butylated hydroxyanisole compound
CN102796222A (en) * 2012-08-28 2012-11-28 山东大学 Synthesis method of hydrophobically associated polyacrylamide
CN102796222B (en) * 2012-08-28 2014-07-23 山东大学 Synthesis method of hydrophobically associated polyacrylamide
CN108366561A (en) * 2015-10-12 2018-08-03 路博润先进材料公司 Biocidal activity polymer composition
CN108350401A (en) * 2015-10-23 2018-07-31 巴斯夫欧洲公司 The solid solution of odoring substance and aromatic and vinyl lactam polymer
CN108350401B (en) * 2015-10-23 2021-06-04 巴斯夫欧洲公司 Solid solutions of odorants and fragrances with vinyllactam polymers
CN114727935A (en) * 2019-10-04 2022-07-08 生活实验公司 Cosmetic composition comprising chitosan and hydroxypropylmethylcellulose and its use for improving hair strength and related properties

Also Published As

Publication number Publication date
KR101276021B1 (en) 2013-06-20
ZA200707173B (en) 2008-09-25
EP1855637A2 (en) 2007-11-21
AU2006207974B2 (en) 2011-03-03
UA92479C2 (en) 2010-11-10
CN101132756B (en) 2012-07-04
AU2006207974A1 (en) 2006-08-03
WO2006081496A3 (en) 2007-01-11
MX2007009020A (en) 2008-01-16
WO2006081496A2 (en) 2006-08-03
JP5164577B2 (en) 2013-03-21
BRPI0606346A2 (en) 2009-06-16
JP2008528619A (en) 2008-07-31
KR20070110300A (en) 2007-11-16
BRPI0606346B1 (en) 2015-11-17
EA013329B1 (en) 2010-04-30
EA200701574A1 (en) 2008-02-28
EP1855637A4 (en) 2008-03-05

Similar Documents

Publication Publication Date Title
AU2006207974B2 (en) Personal care composition containing hydrophobically modified polymers
EP1383462B1 (en) Cosmetic compositions containing dispersion polymers
US8241618B2 (en) Process for producing a hydrophobically modified polymer for use with personal care compositions
JP5374163B2 (en) Low molecular weight amphoteric polymer for personal care
EP2188336B1 (en) Composition comprising one or more hydrophobically modified polyacrylamides and method of using said composition
US7455848B2 (en) Skin care composition containing an anionic polymer
US7115254B1 (en) Personal care compositions containing N,N-diallyldialkylammonium halide/N-vinylpyrrolidone polymers

Legal Events

Date Code Title Description
C06 Publication
PB01 Publication
C10 Entry into substantive examination
SE01 Entry into force of request for substantive examination
ASS Succession or assignment of patent right

Owner name: LUBRIZOL ADVANCED MATERIALS CORPORATION

Free format text: FORMER OWNER: ONDEO NALCO CO.

Effective date: 20110921

C41 Transfer of patent application or patent right or utility model
TA01 Transfer of patent application right

Effective date of registration: 20110921

Address after: ohio

Applicant after: Lubrizol Advanced Materials Corporation

Address before: Illinois

Applicant before: Ondeo Nalco Co.

C14 Grant of patent or utility model
GR01 Patent grant
CF01 Termination of patent right due to non-payment of annual fee
CF01 Termination of patent right due to non-payment of annual fee

Granted publication date: 20120704

Termination date: 20180127