Hair styling formulations

The hair styling formulation with a specific polymer composition addresses the need for biodegradable and sustainable hair styling, providing effective hair setting even under high humidity conditions.

JP2026511578APending Publication Date: 2026-04-14DOW SILICONES CORP +2
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Patent Information

Authority / Receiving Office
JP · JP
Patent Type
Applications
Current Assignee / Owner
Filing Date
2024-03-18
Publication Date
2026-04-14

AI Technical Summary

Technical Problem

There is a growing demand for hair styling formulations that provide hair setting effects while being bio-derived and biodegradable, and existing hair styling polymers do not adequately meet these sustainability requirements.

Method used

A hair styling formulation comprising a cosmetic-grade carrier and a hair styling polymer, where the polymer consists of 70 to 95% monoethylene unsaturated vinyl alkanoate monomers, 5 to 30% monoethylene unsaturated carboxylic acid/carboxylic acid anhydride functionalized vinyl ester monomers, and optional multiethylene unsaturated crosslinked monomers, ensuring biodegradability and effective hair styling under high humidity conditions.

Benefits of technology

The formulation effectively styles hair under high humidity and exhibits improved sustainability by being biodegradable, meeting the demand for eco-friendly hair styling products.

✦ Generated by Eureka AI based on patent content.

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Abstract

A hair styling polymer is provided, comprising a carrier acceptable as a cosmetic and a hair styling polymer, wherein, based on the dry weight of the polymer, it comprises: 70-95% by weight of monoethylene unsaturated vinyl alkanoate monomer having 4-13 carbon atoms; 5-30% by weight of monoethylene unsaturated carboxylic acid / carboxylic acid anhydride functionalized vinyl ester monomer having 4-12 carbon atoms; 0-5% by weight of multiethylene unsaturated crosslinked monomer structural units based on the dry weight of the hair styling polymer; and 0-20% by weight of other monoethylene unsaturated monomer structural units based on the dry weight of the hair styling polymer, which are different from both the monoethylene unsaturated vinyl alkanoate monomer having 4-13 carbon atoms and the monoethylene unsaturated carboxylic acid / carboxylic acid anhydride functionalized vinyl ester monomer having 4-12 carbon atoms.
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Description

[Technical Field]

[0001] The present invention relates to a hair styling formulation. Specifically, the present invention relates to a hair styling formulation comprising a carrier that is acceptable as a cosmetic and a hair styling polymer, wherein the hair styling polymer comprises, based on the dry weight of the hair styling polymer, 70 to 95% by weight of structural units of monoethylene unsaturated vinyl alkanoate monomers having 4 to 13 carbon atoms; based on the dry weight of the hair styling polymer, 5 to 30% by weight of structural units of monoethylene unsaturated carboxylic acid / carboxylic acid anhydride functionalized vinyl ester monomers having 4 to 12 carbon atoms; based on the dry weight of the hair styling polymer, 0 to 5% by weight of structural units of multiethylene unsaturated crosslinked monomers; and based on the dry weight of the hair styling polymer, 0 to 20% by weight of structural units of other monoethylene unsaturated monomers, which are different from both the monoethylene unsaturated vinyl alkanoate monomers having 4 to 13 carbon atoms and the monoethylene unsaturated carboxylic acid / carboxylic acid anhydride functionalized vinyl ester monomers having 4 to 12 carbon atoms. [Background technology]

[0002] A wide range of consumers use some form of hair styling product as part of their daily grooming routine. Styling products are available in various forms, including aerosol and non-aerosol hair sprays, aerosol and non-aerosol mousses, gels, glazes, styling waters, spray gels, spray mousses, waxes, pastes, pomades, and serums. The overall market for these hair styling products continues to grow.

[0003] A key component in hair styling products is a hair styling polymer or fixative designed to set a temporary style or curl in the hair. Hair styling formulations can be applied to wet hair or after the hair has dried to maintain the shape and style of the hair. Preferably, the hair styling polymer provides hair holding properties and curl retention under a wide range of humidity conditions, leaves little flake or powder when combed, hardens or dries quickly on the hair, is non-sticky, and is easily removed with shampoo.

[0004] Hair-fixing polymers are disclosed in U.S. Patent No. 10,166,179 by Ive et al. Ive et al. disclose a hair-fixing polymer comprising 55-60% by weight of ethyl acrylate, 30-50% by weight of (meth)acrylic acid, 1-5% by weight of an associated monomer containing an oxyalkylated ethylenically unsaturated methacrylic acid ester terminated by a hydrophobic non-aromatic branched chain having 12-22 carbon atoms, and 1-4% by weight of a crosslinking agent.

[0005] Nevertheless, there is a growing demand for hair styling formulations that provide hair setting effects while easily meeting sustainability requirements. The use of bio-based materials as raw materials is a desirable sustainability characteristic for novel hair styling polymers designed for use in hair styling formulations. Furthermore, it is desirable that the hair styling polymers exhibit biodegradability.

[0006] Therefore, there is still a need for novel hair styling formulations containing new hair styling polymers that are bio-derived and / or biodegradable, yet provide a hair setting effect. [Overview of the project]

[0007] The present invention provides a hair styling formulation comprising a carrier that is acceptable as a cosmetic and a hair styling polymer, wherein the hair styling polymer comprises, based on the dry weight of the hair styling polymer, 70 to 95% by weight of structural units of monoethylene unsaturated vinyl alkanoate monomers having 4 to 13 carbon atoms; based on the dry weight of the hair styling polymer, 5 to 30% by weight of structural units of monoethylene unsaturated carboxylic acid / carboxylic acid anhydride functionalized vinyl ester monomers having 4 to 12 carbon atoms; based on the dry weight of the hair styling polymer, 0 to 5% by weight of structural units of multiethylene unsaturated crosslinked monomers; and based on the dry weight of the hair styling polymer, 0 to 20% by weight of structural units of other monoethylene unsaturated monomers, which are different from both the monoethylene unsaturated vinyl alkanoate monomers having 4 to 13 carbon atoms and the monoethylene unsaturated carboxylic acid / carboxylic acid anhydride functionalized vinyl ester monomers having 4 to 12 carbon atoms.

[0008] The present invention provides a hair styling formulation comprising a cosmetic-grade carrier in an amount of 20-99.5% by weight based on the weight of the hair styling formulation, and a hair styling polymer in an amount of 0.5-20% by weight based on the weight of the hair styling formulation, wherein the hair styling polymer comprises 70-95% by weight based on the dry weight of the hair styling polymer, which consists of 4-13 carbon atom monoethylene unsaturated vinyl alkanoate monomer structural units, 5-30% by weight based on the dry weight of the hair styling polymer, which consists of 4-12 carbon atom monoethylene unsaturated carboxylic acid / carboxylic acid anhydride functionalized vinyl ester monomer structural units, and hair styling polymer Based on the dry weight of the hair styling polymer, it comprises 0-5% by weight of structural units of multiethylene unsaturated crosslinked monomers, and based on the dry weight of the hair styling polymer, it comprises 0-20% by weight of structural units of other monoethylene unsaturated monomers, which are different from monoethylene unsaturated vinyl alkanoate monomers having 4-13 carbon atoms and monoethylene unsaturated carboxylic acid / carboxylic acid anhydride functionalized vinyl ester monomers having 4-12 carbon atoms, and the hair styling polymer contains less than 5 mol% of monomer residues having 6-membered heterocycles, and based on the dry weight of the hair styling polymer, it comprises less than 15% by weight of monoethylene unsaturated C 4~6 The hair styling polymer contains structural units of dicarboxylic acid monomers, and comprises structural units of at least two different monoethylenically unsaturated vinyl alkanoate monomers having 4 to 13 carbon atoms.

[0009] The present invention provides a hair styling formulation comprising a cosmetic-permissible carrier, a hair care aid, and a hair styling polymer, wherein the hair styling polymer comprises, based on the dry weight of the hair styling polymer, 70 to 95% by weight of structural units of monoethylene unsaturated vinyl alkanoate monomers having 4 to 13 carbon atoms; based on the dry weight of the hair styling polymer, 5 to 30% by weight of structural units of monoethylene unsaturated carboxylic acid / carboxylic acid anhydride-functionalized vinyl ester monomers having 4 to 12 carbon atoms; based on the dry weight of the hair styling polymer, 0 to 5% by weight of structural units of multiethylene unsaturated crosslinked monomers; and based on the dry weight of the hair styling polymer, 0 to 20% by weight of structural units of other monoethylene unsaturated monomers, which are different from both the monoethylene unsaturated vinyl alkanoate monomers having 4 to 13 carbon atoms and the monoethylene unsaturated carboxylic acid / carboxylic acid anhydride-functionalized vinyl ester monomers having 4 to 12 carbon atoms.

[0010] The present invention provides a hair styling formulation comprising a cosmetic-grade carrier and a hair styling polymer, wherein the hair styling polymer comprises, based on the dry weight of the hair styling polymer, 70-95% by weight of monoethylene unsaturated vinyl alkanoate monomer structural units having 4-13 carbon atoms, 5-30% by weight of monoethylene unsaturated carboxylic acid / carboxylic acid anhydride functionalized vinyl ester monomer structural units having 4-12 carbon atoms, 0-5% by weight of multiethylene unsaturated crosslinked monomer structural units, and based on the dry weight of the hair styling polymer, 0-20% by weight of other monoethylene unsaturated monomer structural units having 4-13 carbon atoms and monoethylene unsaturated vinyl alkanoate monomer structural units having 4-12 carbon atoms. The hair styling polymer contains structural units of other monoethylene unsaturated monomers, which are also different from lentic unsaturated carboxylic acid / carboxylic acid anhydride functionalized vinyl ester monomers, and based on the dry weight of the hair styling polymer, at least 80% by weight comprises structural units of monoethylene unsaturated vinyl alkanoate monomers having 4 to 13 carbon atoms and structural units of carboxylic acid anhydride functionalized vinyl ester monomers having 4 to 12 carbon atoms, the hair styling polymer contains more than 55 mol% of structural units of monoethylene unsaturated vinyl alkanoate monomers having 4 to 13 carbon atoms, the hair styling polymer contains less than 0.1 mol% of structural units of amide-containing monomers, the hair styling polymer contains less than 0.1% by weight of structural units of amino-containing monomers based on the dry weight of the hair styling polymer, and the hair styling polymer contains less than 5% by weight of structural units of formula I based on the dry weight of the hair styling polymer.

[0011] [ka] In the formula, the dotted line (------) represents a bond point along the polymer backbone, and in the formula, R 1 and R2 These are, independently, hydrogen and C 1~3 Selected from alkyl groups, the hair styling polymer contains structural units of diether-containing monomers less than 0.01 mol%, the hair styling polymer contains structural units of alkyl acrylate monomers containing 2 to 10 carbon atoms less than 10 wt% based on the dry weight of the hair styling polymer, the hair styling polymer contains monomer residues having 6-membered heterocycles (e.g., glucose moieties) less than 5 mol%, and the hair styling polymer contains less than 15 wt% monoethylene unsaturated C based on the dry weight of the hair styling polymer. 4~6 It contains structural units of dicarboxylic acid monomers.

[0012] The present invention provides a method for styling hair, the method comprising selecting a hair styling compound, applying the hair styling compound of the present invention to the hair, and styling the hair to provide a styled state, wherein the hair styling compound sets the hair in a styled state. [Modes for carrying out the invention]

[0013] The applicant has surprisingly provided a carrier that is acceptable as a cosmetic, and a hair styling polymer comprising, based on the dry weight of the hair styling polymer, 70-95% by weight of structural units of monoethylene unsaturated vinyl alkanoate monomer having 4-13 carbon atoms, 5-30% by weight of structural units of monoethylene unsaturated carboxylic acid / carboxylic acid anhydride functionalized vinyl ester monomer having 4-12 carbon atoms, 0-5% by weight of structural units of multiethylene unsaturated crosslinked monomer, and hair styling polymer We found that a hair styling polymer containing a hair styling formulation comprising 0-20% by weight of other monoethylene unsaturated monomer structural units, which are different from monoethylene unsaturated vinyl alkanoate monomers having 4-13 carbon atoms and monoethylene unsaturated carboxylic acid / carboxylic acid anhydride functionalized vinyl ester monomers having 4-12 carbon atoms, can effectively style hair (even under high humidity conditions, i.e., relative humidity of 80% or higher), and moreover, exhibits an improved sustainability profile when considering the biodegradability of the hair styling polymer (following the procedure of OECD 302B).

[0014] Unless otherwise specified, ratios, percentages, and parts are expressed by weight. Weight percentages (or weight %) in a composition are based on dry weight, i.e., the percentage excluding all solvents that may be present in the composition. Percentages of monomer units in a polymer are based on solid weight, i.e., the percentage excluding all solvents present in the polymer.

[0015] Where used herein, unless otherwise indicated, "molecular weight" or M WThe term refers to the weight average molecular weight when measured in a conventional manner using conventional standards such as gel permeation chromatography (GPC) and pullulan narrow molecular weight standards in the molecular weight range of 180 to 708,000 daltons. The GPC technique is discussed in detail in Modern Size-Exclusion Liquid Chromatography - Practice of Gel Permeation and Gel Filtration Chromatography, Second Edition, A.M. Striegel, W.W. Yau, J.J. Kirkland, D.D. Bly; John Wiley & Sons, Inc. 2009. Molecular weights are reported herein in units of daltons or equivalently g / mol.

[0016] As used herein and in the appended claims, the term "structural unit" refers to the residue of the designated monomer present in the hair styling polymer, and thus, for example, the structural unit of vinyl acetate is exemplified as follows:

[0017] [Chemical formula] In the formula, the dotted line (------) represents the point of attachment along the polymer backbone.

[0018] Preferably, the hair styling formulations of the present invention are leave-on conditioners, aerosol hair sprays, pump hair sprays, styling gels, spray-on gels, and mousses.

[0019] Preferably, the hair styling formulation of the present invention comprises a cosmetic-grade carrier (preferably 20-99.5% by weight (more preferably 25-98% by weight, even more preferably 30-97% by weight, most preferably 40-96% by weight) of a cosmetic-grade carrier based on the weight of the hair styling formulation), optionally a hair care aid, optionally a pH adjuster, and a hair styling polymer (preferably 0.5-20% by weight (more preferably 2-15% by weight, even more preferably 3-14% by weight, most preferably 4-12% by weight) of a hair styling polymer based on the weight of the hair styling formulation), comprising 70-95% by weight (preferably 72-90% by weight, more preferably 75-87.5% by weight, most preferably 77.5-85% by weight) of structural units of monoethylene unsaturated vinyl alkanoate monomers having 4-13 carbon atoms, based on the dry weight of the hair styling polymer, and 5-30% by weight (preferably The hair styling polymer comprises, more preferably, 10-28% by weight, more preferably 12.5-25% by weight, most preferably 15-22.5% by weight) of structural units of monoethylenically unsaturated carboxylic acid / carboxylic acid anhydride functionalized vinyl ester monomers having 4-12 carbon atoms; 0-5% by weight (preferably 0-2.5% by weight, more preferably 0-1% by weight, most preferably 0-0.5% by weight) of multiethylenically unsaturated crosslinked monomers based on the dry weight of the hair styling polymer; and 0-20% by weight (preferably 0-5% by weight, more preferably 0-4% by weight, most preferably 0-3% by weight) of structural units of other ethylenically unsaturated monomers, which are different from monoethylenically unsaturated vinyl alkanoate monomers having 4-13 carbon atoms and monoethylenically unsaturated carboxylic acid / carboxylic acid anhydride functionalized vinyl ester monomers having 4-12 carbon atoms.

[0020] Preferably, the hair styling formulation of the present invention contains 20 to 99.5% by weight (preferably 25 to 98% by weight, more preferably 30 to 97% by weight, more preferably 40 to 96% by weight) of a cosmetic-acceptable carrier based on the weight of the hair styling formulation. More preferably, the hair styling formulation of the present invention contains 20 to 99.5% by weight (preferably 25 to 98% by weight, more preferably 30 to 97% by weight, most preferably 40 to 96% by weight) of a cosmetic-acceptable carrier based on the weight of the hair styling formulation, and the cosmetic-acceptable carrier is an aqueous carrier. Even more preferably, the hair styling formulation of the present invention contains 20 to 99.5% by weight (preferably 25 to 98% by weight, more preferably 30 to 97% by weight, most preferably 40 to 96% by weight) of a cosmetic-acceptable carrier based on the weight of the hair styling formulation, and the cosmetic-acceptable carrier is water and C 1~4 It is a mixture with alcohol (preferably ethanol, propanol, isopropanol, more preferably ethanol). More preferably, the hair styling formulation of the present invention comprises 20 to 99.5% by weight (preferably 25 to 98% by weight, more preferably 30 to 97% by weight, most preferably 40 to 96% by weight) of a cosmetically acceptable carrier based on the weight of the hair styling formulation, the cosmetically acceptable carrier comprising 5 to 45% by weight (preferably 7.5 to 40% by weight) of water and 55 to 95% by weight (preferably 60 to 92.5% by weight) of C based on the weight of the cosmetically acceptable carrier. 1~4It is a mixture with an alcohol (preferably ethanol, propanol, isopropanol, more preferably ethanol). Most preferably, the hair styling formulation of the present invention contains 20 to 99.5% by weight (preferably 25 to 98% by weight, more preferably 30 to 97% by weight, most preferably 40 to 96% by weight) of a cosmetically acceptable carrier based on the weight of the hair styling formulation. The cosmetically acceptable carrier is a mixture of 5 to 45% by weight (preferably 7.5 to 40% by weight) of water and 55 to 95% by weight (preferably 60 to 92.5% by weight) of ethanol based on the weight of the cosmetically acceptable carrier.

[0021] Preferably, the hair styling formulation of the present invention comprises 0.5 to 20% by weight (preferably 2 to 15% by weight, more preferably 3 to 14% by weight, most preferably 4 to 12% by weight) of a hair styling polymer based on the weight of the hair styling formulation, wherein the hair styling polymer comprises 70 to 95% by weight (preferably 72 to 90% by weight, more preferably 75 to 87.5% by weight, most preferably 77.5 to 85% by weight) of structural units of monoethylene unsaturated vinyl alkanoate monomers having 4 to 13 carbon atoms, based on the dry weight of the hair styling polymer, and 5 to 30% by weight (preferably 10 to 28% by weight, more preferably 12.5 to 25% by weight, most preferably 15 to 22.5% by weight) of monoethylene having 4 to 12 carbon atoms, based on the dry weight of the hair styling polymer. The hair styling polymer comprises structural units of monoethylene unsaturated carboxylic acid / carboxylic acid anhydride-functionalized vinyl ester monomers, 0 to 5% by weight (preferably 0 to 2.5% by weight, more preferably 0 to 1% by weight, most preferably 0 to 0.5% by weight) of multiethylene unsaturated crosslinked monomers based on the dry weight of the hair styling polymer, and 0 to 20% by weight (preferably 0 to 5% by weight, more preferably 0 to 4% by weight, most preferably 0 to 3% by weight) of other ethylenically unsaturated monomers based on the dry weight of the hair styling polymer, which are different from monoethylene unsaturated vinyl alkanoate monomers having 4 to 13 carbon atoms and monoethylene unsaturated carboxylic acid / carboxylic acid anhydride-functionalized vinyl ester monomers having 4 to 12 carbon atoms.

[0022] Preferably, the hair styling polymer of the present invention comprises 70 to 95% by weight (preferably 72 to 90% by weight, more preferably 75 to 87.5% by weight, most preferably 77.5 to 85% by weight) of structural units of monoethylene unsaturated vinyl alkanoate monomers having 4 to 13 carbon atoms, based on the dry weight of the hair styling polymer, wherein the monoethylene unsaturated vinyl alkanoate monomers having 4 to 13 carbon atoms include vinyl acetate, vinyl propionate, vinyl butyrate, vinyl isobutyrate, and penta Vinyl valerate (also known as vinyl valerate), 3-methylbutanoate vinyl, 2-methylbutanoate vinyl, vinyl pivalate, vinyl hexanoate (also known as vinyl caproate), 4-methylpentanoate vinyl, 2-methylpentanoate vinyl, 3,3-dimethylbutanoate vinyl, 2,2-dimethylbutanoate vinyl, heptanoate vinyl, 5-methylhexanoate vinyl, 2-methylhexanoate vinyl, 4,4-dimethylpentanoate vinyl, 2,2-dimethylpentanoate vinyl, vinyl octanoate, 6-methylheptanoate vinyl, 2-methyl Vinyl heptanoate, vinyl 5,5-dimethylhexanoate, vinyl 2,2-dimethylhexanoate, vinyl nonanoate, vinyl 7-methyloctanoate, vinyl 2-methyloctanoate, vinyl 6,6-dimethylheptanoate, vinyl 2,2-dimethylheptanoate, vinyl decanoate, vinyl 8-methylnonanoate, vinyl 2-methylnonanoate, vinyl 7,7-dimethyloctanoate (also known as neodecanoate vinyl), vinyl 2,2-dimethyloctanoate, vinyl undecanoate, vinyl 9-methyldecanoate, vinyl 2-methyldecanoate The hair styling polymer is selected from the group consisting of vinyl 2-methyl-2-propylhexanoate, vinyl 2-ethyl-2-methylheptanoate, vinyl 2,2-dimethyloctanoate, vinyl 2,2-dimethylheptanoate, vinyl 2-ethyl-2-methylhexanoate, vinyl 2-methyl-2-propylpentanoate, vinyl 2-ethylhexanoate, and mixtures thereof (preferably, the hair styling polymer contains structural units of at least two different monoethylenically unsaturated vinyl alkanoate monomers having 4 to 13 carbon atoms).More preferably, the hair styling polymer of the present invention comprises 70 to 95% by weight (preferably 72 to 90% by weight, more preferably 75 to 87.5% by weight, most preferably 77.5 to 85% by weight) of structural units of monoethylene unsaturated vinyl alkanoate monomers having 4 to 13 carbon atoms, based on the dry weight of the hair styling polymer, wherein the monoethylene unsaturated vinyl alkanoate monomers having 4 to 13 carbon atoms include vinyl acetate, vinyl pentanoate, vinyl 3-methylbutanoate, and 2-methylbutanoate. The hairstyling polymer is selected from the group consisting of vinyl, vinyl pivalate, vinyl decanoate, vinyl 8-methylnonanoate, vinyl 2-methylnonanoate, vinyl 7,7-dimethyloctanoate, vinyl 2,2-dimethyloctanoate, vinyl 2-methyl-2-propylhexanoate, vinyl 2-ethyl-2-methylheptanoate, vinyl 2,2-dimethyloctanoate, and mixtures thereof (preferably, the hairstyling polymer contains structural units of at least two different monoethylenically unsaturated vinyl alkanoate monomers having 4 to 13 carbon atoms). More preferably, the hair styling polymer of the present invention comprises 70 to 95% by weight (preferably 72 to 90% by weight, more preferably 75 to 87.5% by weight, most preferably 77.5 to 85% by weight) of structural units of monoethylene unsaturated vinyl alkanoate monomers having 4 to 13 carbon atoms, based on the dry weight of the hair styling polymer, wherein the monoethylene unsaturated vinyl alkanoate monomers are selected from the group consisting of vinyl acetate, vinyl pivalate, vinyl 7,7-dimethyloctanoate, vinyl 2,2-dimethyloctanoate, vinyl 2-methyl-2-propylhexanoate, vinyl 2-ethyl-2-methylheptanoate, vinyl 2,2-dimethyloctanoate, and mixtures thereof (preferably, the hair styling polymer comprises structural units of at least two different monoethylene unsaturated vinyl alkanoate monomers having 4 to 13 carbon atoms).Most preferably, the hair styling polymer of the present invention comprises 70 to 95% by weight (preferably 72 to 90% by weight, more preferably 75 to 87.5% by weight, most preferably 77.5 to 85% by weight) of a monoethylene unsaturated vinyl alkanoate monomer having 4 to 13 carbon atoms, based on the dry weight of the hair styling polymer, wherein the monoethylene unsaturated vinyl alkanoate monomer is selected from the group consisting of vinyl acetate, vinyl pivalate, vinyl 2-methyl-2-propylhexanoate, vinyl 2-ethyl-2-methylheptanoate, vinyl 2,2-dimethyloctanoate, and mixtures thereof (preferably, the hair styling polymer comprises at least two different monoethylene unsaturated vinyl alkanoate monomer structural units having 4 to 13 carbon atoms).

[0023] Preferably, the hair styling polymer of the present invention contains more than 55 mol% (preferably 56 mol% or more, more preferably 60 mol% or more, even more preferably 70 mol% or more, even more preferably 75 mol% or more, and most preferably 80 mol% or more) of structural units of monoethylenically unsaturated vinyl alkanoate monomers having 4 to 13 carbon atoms.

[0024] Preferably, the hair styling polymer of the present invention comprises 5 to 30% by weight (preferably 10 to 28% by weight, more preferably 12.5 to 25% by weight, most preferably 15 to 22.5% by weight) of structural units of carboxylic acid / carboxylic acid anhydride-functionalized vinyl ester monomers having 4 to 12 carbon atoms, based on the dry weight of the hair styling polymer, wherein the carboxylic acid / carboxylic acid anhydride-functionalized vinyl ester monomers having 4 to 12 carbon atoms are 2-oxo-2-(vinyloxy)acetic acid, 3-oxo-3-(vinyloxy)propanoic acid, 4-oxo-4-(vinyloxy)butanoic acid (also known as vinyl hydrogen succinate) Selected from the group consisting of (also known as vinyl succinic acid), 5-oxo-5-(vinyloxy)pentanoic acid, 6-oxo-6-(vinyloxy)hexanoic acid (also known as vinyl adipic acid), (also known as vinyl hydrogen adipate), (also known as 6-ethenoxy-6-oxohexanoic acid), vinyl 2-(2,5-dioxotetrahydrofuran-3-yl)acetate, 2-(2-oxo-2-(vinyloxy)ethyl)succinic acid, 7-oxo-7-(vinyloxy)heptanoic acid, 8-oxo-8-(vinyloxy)octanoic acid, 9-oxo-9-(vinyloxy)nonanoic acid, 10-oxo-10-(vinyloxy)decanoic acid, and mixtures thereof. More preferably, the hair styling polymer of the present invention comprises 5 to 30% by weight (preferably 10 to 28% by weight, more preferably 12.5 to 25% by weight, most preferably 15 to 22.5% by weight) of structural units of carboxylic acid / carboxylic acid anhydride-functionalized vinyl ester monomers having 4 to 12 carbon atoms, and the carboxylic acid / carboxylic acid anhydride-functionalized vinyl ester monomers having 4 to 12 carbon atoms are selected from the group consisting of 4-oxo-4-(vinyloxy)butanoic acid, 5-oxo-5-(vinyloxy)pentanoic acid, 6-oxo-6-(vinyloxy)hexanoic acid, vinyl 2-(2,5-dioxotetrahydrofuran-3-yl)acetate, 2-(2-oxo-2-(vinyloxy)ethyl)succinic acid, 7-oxo-7-(vinyloxy)heptanoic acid, 8-oxo-8-(vinyloxy)octanoic acid, and mixtures thereof.More preferably, the hair styling polymer of the present invention comprises 5 to 30% by weight (preferably 10 to 28% by weight, more preferably 12.5 to 25% by weight, most preferably 15 to 22.5% by weight) of structural units of carboxylic acid / carboxylic acid anhydride-functionalized vinyl ester monomers having 4 to 12 carbon atoms, based on the dry weight of the hair styling polymer, and the carboxylic acid / carboxylic acid anhydride-functionalized vinyl ester monomers having 4 to 12 carbon atoms are selected from the group consisting of 4-oxo-4-(vinyloxy)butanoic acid, 5-oxo-5-(vinyloxy)pentanoic acid, 6-oxo-6-(vinyloxy)hexanoic acid, vinyl 2-(2,5-dioxotetrahydrofuran-3-yl)acetate, 2-(2-oxo-2-(vinyloxy)ethyl)succinic acid, 7-oxo-7-(vinyloxy)heptanoic acid, 8-oxo-8-(vinyloxy)octanoic acid, and mixtures thereof. Most preferably, the hair styling polymer of the present invention comprises 5 to 30% by weight (preferably 10 to 28% by weight, more preferably 12.5 to 25% by weight, most preferably 15 to 22.5% by weight) of structural units of carboxylic acid / carboxylic acid anhydride-functionalized vinyl ester monomers having 4 to 12 carbon atoms, the carboxylic acid / carboxylic acid anhydride-functionalized vinyl ester monomers having 4 to 12 carbon atoms are selected from the group consisting of 4-oxo-4-(vinyloxy)butanoic acid, vinyl 2-(2,5-dioxotetrahydrofuran-3-yl)acetate, 2-(2-oxo-2-(vinyloxy)ethyl)succinic acid, and mixtures thereof.

[0025] Preferably, the hair styling polymer of the present invention comprises 0 to 5% by weight (preferably 0 to 2.5% by weight, more preferably 0 to 1% by weight, most preferably 0 to 0.5% by weight) of structural units of multiethylenically unsaturated crosslinked monomers based on the dry weight of the hair styling polymer, wherein the multiethylenically unsaturated crosslinked monomers are selected from the group consisting of multiethylenically unsaturated crosslinked monomers having an average of 2 or 3 vinyl groups per molecule. More preferably, the hair styling polymer of the present invention comprises 0 to 5% by weight (preferably 0 to 2.5% by weight, more preferably 0 to 1% by weight, most preferably 0 to 0.5% by weight) of structural units of a multiethylenically unsaturated crosslinked monomer based on the dry weight of the hair styling polymer, the multiethylenically unsaturated crosslinked monomer being selected from the group consisting of allyl (meth)acrylate, tripropylene glycol di(meth)acrylate, diethylene glycol di(meth)acrylate, ethylene glycol di(meth)acrylate, 1,6-hexanediol di(meth)acrylate, 1,3-butylene glycol di(meth)acrylate, polyalkylene glycol di(meth)acrylate, diallyl phthalate, trimethylolpropane tri(meth)acrylate, divinylbenzene, divinyltoluene, trivinylbenzene, divinylnaphthalene, and mixtures thereof. Most preferably, the hair styling polymer of the present invention contains 0 to 5% by weight (preferably 0 to 2.5% by weight, more preferably 0 to 1% by weight, most preferably 0 to 0.5% by weight) of structural units of a multiethylenically unsaturated crosslinked monomer based on the dry weight of the hair styling polymer, wherein the multiethylenically unsaturated crosslinked monomer is diallyl phthalate.

[0026] Preferably, the hair styling polymer of the present invention contains structural units of other monoethylenically unsaturated monomers in an amount of 0 to 20% by weight (preferably 0 to 5% by weight, more preferably 0 to 4% by weight, and most preferably 0 to 3% by weight) based on the dry weight of the hair styling polymer, which are different from both monoethylenically unsaturated vinyl alkanoate monomers having 4 to 13 carbon atoms and monoethylenically unsaturated carboxylic acid / carboxylic anhydride-functionalized vinyl ester monomers having 4 to 12 carbon atoms. The other monoethylenically unsaturated monomers are selected from the group consisting of alkyl (meth)acrylates, alkyl (meth)acrylamides, vinyl ethers, vinyl sulfonic acids, styrene sulfonic acids, acrylamidopropylmethanesulfonic acids, (meth)acrylic acids, maleic acids, their salts, and mixtures thereof. More preferably, the hair styling polymer of the present invention contains structural units of other monoethylenically unsaturated monomers in an amount of 0 to 20% by weight (preferably 0.1 to 5% by weight, more preferably 0.5 to 4% by weight, and most preferably 1 to 3% by weight) based on the dry weight of the hair styling polymer, which are different from both monoethylenically unsaturated vinyl alkanoate monomers having 4 to 13 carbon atoms and monoethylenically unsaturated carboxylic acid / carboxylic anhydride-functionalized vinyl ester monomers having 4 to 12 carbon atoms. The other monoethylenically unsaturated monomers are C 1~4 alkyl (meth)acrylate, C 1~4The hair styling polymer of the present invention is selected from the group consisting of alkyl(meth)acrylamide, vinyl ether, vinyl sulfonic acid, styrene sulfonic acid, acrylamidopropylmethanesulfonic acid, (meth)acrylic acid, maleic acid, salts thereof, and mixtures thereof. More preferably, the hair styling polymer of the present invention comprises 0 to 20% by weight (preferably 0.1 to 5% by weight, more preferably 0.5 to 4% by weight, most preferably 1 to 3% by weight) of structural units of other monoethylene unsaturated monomers, based on the dry weight of the hair styling polymer, which are different from monoethylene unsaturated vinyl alkanoate monomers having 4 to 13 carbon atoms and monoethylene unsaturated carboxylic acid / carboxylic acid anhydride functionalized vinyl ester monomers having 4 to 12 carbon atoms, and the other monoethylene unsaturated monomers are selected from the group consisting of methyl(meth)acrylate, ethyl(meth)acrylate, methyl(meth)acrylamide, ethyl(meth)acrylamide, vinyl ether, vinyl sulfonic acid, styrene sulfonic acid, (meth)acrylic acid, maleic acid, salts thereof, and mixtures thereof. Most preferably, the hair styling polymer of the present invention comprises 0 to 20% by weight (preferably 0.1 to 5% by weight, more preferably 0.5 to 4% by weight, most preferably 1 to 3% by weight) of structural units of other monoethylene unsaturated monomers, based on the dry weight of the hair styling polymer, which are different from monoethylene unsaturated vinyl alkanoate monomers having 4 to 13 carbon atoms and monoethylene unsaturated carboxylic acid / carboxylic acid anhydride functionalized vinyl ester monomers having 4 to 12 carbon atoms, wherein the other monoethylene unsaturated monomers are selected from the group consisting of vinyl sulfonic acid, salts of vinyl sulfonic acid, and mixtures thereof.

[0027] Preferably, the hair styling polymer of the present invention comprises, based on the dry weight of the hair styling polymer, at least 80% by weight (preferably 85-99.9% by weight, more preferably 90-99.5% by weight, most preferably 95-99% by weight) of structural units of monoethylene unsaturated vinyl alkanoate monomers having 4-13 carbon atoms, and structural units of carboxylic acid / carboxylic acid anhydride functionalized vinyl ester monomers having 4-12 carbon atoms.

[0028] Preferably, the hair styling polymer of the present invention contains less than 5 mol% (preferably less than 1 mol%, more preferably less than 0.1 mol%, and most preferably less than the undetectable limit) of a monomer residue having a six-membered heterocycle (e.g., a glucose moiety).

[0029] Preferably, the hair styling polymer of the present invention contains less than 15% by weight (preferably less than 10% by weight, more preferably less than 5% by weight, even more preferably less than 1% by weight, even more preferably less than 0.1% by weight, even more preferably less than 0.01% by weight, even more preferably less than 0.001% by weight, most preferably less than the detectable limit) of monoethylene unsaturated C, based on the dry weight of the hair styling polymer. 4~6 It contains structural units of dicarboxylic acid monomers.

[0030] Preferably, the hair styling polymer of the present invention contains less than 5% by weight (preferably less than 1% by weight, more preferably less than 0.5% by weight, even more preferably less than 0.1% by weight, even more preferably less than 0.01% by weight, most preferably less than the detectable limit) of structural units of formula I, based on the dry weight of the hair styling polymer.

[0031] [ka] In the formula, the dotted line (------) represents a bond point along the polymer backbone, R 1 and R 2 These are, independently, hydrogen and C1~3 It is selected from an alkyl group.

[0032] Preferably, the hair styling polymer of the present invention contains structural units of a diether-containing monomer of less than 0.01 mol% (preferably, less than 0.005 mol%, more preferably, less than 0.001 mol%, most preferably, less than the detectable limit).

[0033] Preferably, the hair styling polymer of the present invention contains structural units of an alkyl acrylate monomer containing 2 to 10 carbon atoms of less than 10% by weight (preferably, less than 5% by weight, more preferably, less than 1% by weight, still more preferably, less than 0.1% by weight, even more preferably, less than 0.01% by weight, still even more preferably, less than 0.001% by weight, most preferably, less than the detectable limit) based on the dry weight of the hair styling polymer. More preferably, the hair styling polymer of the present invention contains structural units of an alkyl acrylate monomer containing 2 to 10 carbon atoms of less than 10% by weight (preferably, less than 5% by weight, more preferably, less than 1% by weight, still more preferably, less than 0.1% by weight, even more preferably, less than 0.01% by weight, still even more preferably, less than 0.001% by weight, most preferably, less than the detectable limit), and the alkyl acrylate monomer containing 2 to 10 carbon atoms is selected from the group consisting of methyl acrylate, ethyl acrylate, propyl acrylate, n-butyl acrylate, isobutyl acrylate, 2-ethylhexyl acrylate, methyl methacrylate, ethyl methacrylate, isobutyl methacrylate, 2-ethylhexyl methacrylate, and mixtures thereof.

[0034] Preferably, the hair styling polymer of the present invention contains less than 0.1 mol% (preferably less than 0.01 mol%, more preferably less than 0.001 mol%, most preferably less than the detectable limit) of structural units of an amide-containing monomer. More preferably, the hair styling polymer of the present invention contains less than 0.1 mol% (preferably less than 0.01 mol%, more preferably less than 0.001 mol%, most preferably less than the detectable limit) of structural units of an amide-containing monomer, the amide-containing monomer being selected from the group consisting of N-vinylformamide, (meth)acrylamide, 2-acrylamide-2-methylpropanesulfonic acid (AMPS), 3-(methacrylamide)propyltrimethylammonium chloride (MAPTAC), and mixtures thereof.

[0035] Preferably, the hair styling polymer of the present invention contains less than 0.1% by weight (preferably less than 0.01% by weight, more preferably less than 0.001% by weight, and most preferably less than the detectable limit) of amino-containing monomer structural units based on the dry weight of the hair styling polymer.

[0036] Preferably, the hair styling polymer of the present invention contains 0 to 1.1% by weight (preferably 0 to 1.0% by weight, more preferably 0 to 0.5% by weight, even more preferably 0 to 0.1% by weight, most preferably 0 to 0.01% by weight) of structural units of 2-acrylamido-2-methyl-propanesulfonic acid, based on the dry weight of the hair styling polymer.

[0037] Preferably, the hair styling polymer of the present invention is determined to be biodegradable according to the procedure of OECD 302B. More preferably, the hair styling polymer of the present invention is determined to have intrinsic extremophilicity according to the procedure of OECD 302B.

[0038] The hair styling polymer of the present invention can be produced using conventional or otherwise known polymerization techniques. Preferably, the hair styling polymer of the present invention can be produced using conventional solution polymerization techniques.

[0039] Preferably, the hair styling formulation of the present invention further comprises a volatile organic compound. More preferably, the hair styling formulation of the present invention further comprises a volatile organic compound selected from the group consisting of methane, ethane, propane, isopropane, isobutane, pentane, isopentane, butane, dimethyl ether, diethyl ether, dimethoxymethane, fluorocarbon (e.g., 1,3,3,3-tetrafluoropropene) and mixtures thereof. Even more preferably, the hair styling formulation of the present invention further comprises 0 to 60% by weight (preferably 0 to 55% by weight, more preferably 0 to 53% by weight, most preferably 0 to 52% by weight) of a volatile organic compound based on the weight of the hair styling formulation, wherein the volatile organic compound is selected from the group consisting of methane, ethane, propane, isopropane, isobutane, pentane, isopentane, butane, dimethyl ether, diethyl ether, dimethoxymethane, fluorocarbon (e.g., 1,3,3,3-tetrafluoropropene) and mixtures thereof. More preferably, the hair styling formulation of the present invention further comprises 0 to 60% by weight (preferably 0 to 55% by weight, more preferably 0 to 53% by weight, most preferably 0 to 52% by weight) of a volatile organic compound based on the weight of the hair styling formulation, the volatile organic compound being selected from the group consisting of dimethyl ether, diethyl ether, dimethoxymethane, and mixtures thereof. More preferably, the hair styling formulation of the present invention further comprises 0 to 60% by weight (preferably 0 to 55% by weight, more preferably 0 to 53% by weight, most preferably 0 to 52% by weight) of a volatile organic compound based on the weight of the hair styling formulation, the volatile organic compound being selected from the group consisting of dimethyl ether, diethyl ether, and mixtures thereof. Most preferably, the hair styling formulation of the present invention further comprises 0 to 60% by weight (preferably 0 to 55% by weight, more preferably 0 to 53% by weight, most preferably 0 to 52% by weight) of a volatile organic compound based on the weight of the hair styling formulation, the volatile organic compound being diethyl ether.

[0040] Preferably, the hair styling formulation of the present invention further comprises a hair care aid. Most preferably, the hair styling formulation of the present invention further comprises a hair care aid, the hair care aid being selected from the group consisting of plasticizers, flocculants, silicones, emollients, emulsifiers, surfactants, lubricants, humectants, penetrating agents (e.g., lanolin compounds, protein hydrolysates, other protein derivatives), thickeners, viscosity modifiers, ethylene adducts, polyoxyethylene cholesterol, colorants (e.g., dyes, hair dyes, pigments), fragrances, preservatives, modifiers, pH adjusters, buffers, and mixtures thereof.

[0041] Preferably, the hair styling formulation of the present invention further comprises a pH adjuster. More preferably, the hair styling formulation of the present invention further comprises a pH adjuster, and the hair styling formulation has an adjusted pH of 4 to 10 (preferably 5 to 9, more preferably 6 to 8.75, most preferably 6.5 to 8.5).

[0042] Preferably, the pH adjusting agent is selected from the group consisting of at least one of citric acid, lactic acid, hydrochloric acid, aminoethylpropanediol, triethanolamine, monoethanolamine, sodium hydroxide, potassium hydroxide, and amino-2-methyl-1-propanol. More preferably, the pH adjusting agent is selected from the group consisting of at least one of triethanolamine and amino-2-methyl-1-propanol. Even more preferably, the pH adjusting agent contains amino-2-methyl-1-propanol. Most preferably, the pH adjusting agent is amino-2-methyl-1-propanol.

[0043] Preferably, the hair styling formulation of the present invention contains less than 2% by weight (preferably less than 1% by weight, more preferably less than 0.01% by weight, even more preferably less than 0.001% by weight, most preferably less than the detectable limit) of a drying oil based on the dry weight of the hair styling formulation. Most preferably, the hair styling formulation of the present invention contains less than 2% by weight (preferably less than 1% by weight, more preferably less than 0.01% by weight, even more preferably less than 0.001% by weight, most preferably less than the detectable limit) of a drying oil selected from the group consisting of safflower oil, linseed oil, castor oil, oyster oil, sunflower oil, soybean oil, perilla oil, tall oil, dehydrated castor oil, poppy oil, tuni oil, very long-oil alkyd, long-oil alkyd, and mixtures thereof, based on the dry weight of the hair styling formulation.

[0044] Preferably, the method for styling hair (preferably mammalian body hair, most preferably human hair) of the present invention comprises selecting a hair styling compound of the present invention, applying the selected hair styling compound to the hair, and styling the hair to give it a styled look, wherein the hair styling compound sets the hair in a styled state. More preferably, the method for styling hair of the present invention comprises selecting a hair styling compound of the present invention, applying the hair styling compound to the hair, styling the hair to give it a styled look, and drying the hair styling compound on the hair, wherein the dried hair styling compound sets the hair in a styled state. Most preferably, the method for styling hair according to the present invention further comprises selecting a hair styling compound of the present invention, wetting the hair with water to provide wet hair, applying the hair styling compound to the wet hair, styling the hair to provide a styled look, and drying the hair styling compound on the styled hair, wherein the dried hair styling compound sets the hair in a styled state.

[0045] Herein, several embodiments of the present invention will be described in detail in the following examples.

[0046] Synthetic S1-S4: Hair Styling Polymers Ethyl acetate (115.0 g) was added to a 500 mL four-neck round-bottom reactor equipped with an overhead stirrer, condenser, nitrogen inlet / outlet, and thermocouple, and nitrogen spraying was established. The thermocouple was connected to a J-Kem temperature controller and an input was provided to the heating mantle to achieve the desired temperature control. Stirring was started at a speed of 120 rpm. The monomer mixtures in the amounts listed in Table 1 were added to the reactor one by one and washed into the reactor with ethyl acetate (45 g). Next, azobisisobutyronitrile (0.32 g) was added to the reactor as a solid through the port, and the temperature controller was set to 60°C under nitrogen flow. Once 60°C was reached, the reactor temperature was maintained at 60°C for 6 hours. Next, a second addition of azobisisobutyronitrile (0.32 g) was made to the reactor, and the temperature controller setting was increased to 65°C. Once 65°C was reached, the reactor temperature was maintained at 65°C for 30 minutes. Next, a third addition of azobisisobutyronitrile (0.32 g) was made to the reactor, and the temperature controller was raised to 70°C. Once 70°C was reached, the reactor temperature was maintained at 70°C for 30 minutes. Next, a fourth addition of azobisisobutyronitrile (0.32 g) was made to the reactor, and the temperature controller was raised to 78°C. Once 78°C was reached, the reactor temperature was maintained at 78°C for 30 minutes. The reactor was then cooled to ambient temperature with a continuous stream of nitrogen. After cooling, the contents of the reactor were poured into 1 L of hexane. The precipitate was isolated using a Buchner funnel and washed with additional hexane. The recovered product polymer was dried at room temperature under house vacuum, transferred to a crystallization dish, and further dried overnight in a vacuum oven at 65°C. The product polymer was analyzed for residual vinyl acetate (VA) monomer content and weight-average molecular weight M by gel permeation chromatography. w Number average molecular weight M by gel permeation chromatography n , and the glass transition temperature T determined by differential scanning calorimetry. g We analyzed this. The results are shown in Table 2.

[0047] [Table 1]

[0048] [Table 2]

[0049] Comparative Examples CF1-CF3 and Examples F1-F4: Hair Styling Formulations Hair styling formulations according to the recipes listed in Table 3 were prepared in Comparative Examples CF1-CF3 and Examples F1-F4, respectively. In Step 1, polymer (2.5 g), water (2.5 g), and ethanol (20 g) were combined, and the resulting mixture was sonicated for 1 hour to prepare the formulation. The appearance of the mixture obtained after Step 1 was observed and recorded in Table 3. Next, in Step 2, the pH of this mixture was adjusted to 7 by adding a 2-amino-2-methyl-1-propanol solution (available from ANGUS, 95% AMP-95™). The appearance of the mixture obtained after pH adjustment in Step 2 was observed and recorded in Table 3. Next, in Step 3, the final step in the preparation of the hair styling formulation, diethyl ether (25 g) was added to this mixture and sonicated for 1 hour. The appearance of the hair styling formulation obtained from Step 3 was observed and recorded in Table 3.

[0050] [Table 3]

[0051] Examples F5-F8: Hair styling formulations Hair styling formulations according to the recipes listed in Table 4 were prepared in each of Examples F5 to F8. In Step 1, the formulation was prepared by combining polymer (1.49 g) (as listed in Table 4), water (4.89 g), and ethanol (8.09 g), and sonicating the resulting mixture for 1 hour. Next, in Step 2, the pH of the mixture was adjusted by adding a 2-amino-2-methyl-1-propanol solution (available from ANGUS, 95% AMP-95™). The turbidity of the mixture obtained after pH adjustment was observed and recorded in Table 4.

[0052] [Table 4]

[0053] Curl retention rate The following hair treatment experiments were conducted using 8-inch long, undyed dark brown Caucasian hair bundles (3.5g) purchased from International Hair Importers & Products, Inc. Each bundle was first rinsed with tap water for 30 seconds, washed with 9% by weight sodium lauryl sulfate (SLS, 0.2g per gram of hair) for 30 seconds, rinsed with tap water for 1 minute, and air-dried in a controlled temperature room.

[0054] Next, in each test, a 0.35 g sample of the above hair styling formulation prepared according to one of Comparative Examples CF1-CF2, Examples F1, F5-F8, or a commercially available styling gel containing a styling polymer was applied to a hair bundle, and the hair bundle was treated by rubbing it thoroughly into the hair fibers for 2 minutes until a uniform coating was obtained. Then, while the treated hair bundle was still wet, it was wrapped around a 22 mm x 70 mm curler with a concentric coil configuration and held in place with bobby pins. The curled hair bundle was dried overnight in a room with controlled temperature (25°C) and relative humidity (50%). After drying, the curler was gently removed from the bundle, and the curl was suspended with clips in a humidity-controlled chamber at 25°C and relative humidity RH80%. The length of the curled bundle was then recorded at intervals over 24 hours, i.e., at t=0, 0.5, 1, 2, 6, and 24 hours. The curl retention rate (CR) was defined using the following formula. CR=[{L(0)-L(t)} / {L(0)-L(i)}]×100% In the formula, L(0) is the fully extended length of the hair bundle, L(i) is the initial curl length, and L(t) is the curl length at a specific point in time. A higher value corresponds to better moisture resistance. The curl retention test was performed three times for each hair styling compound. The average results are reported in Table 5.

[0055] [Table 5]

[0056] Curl compression The following hair treatment experiments were conducted using 8-inch long, undyed dark brown Caucasian hair bundles (3.5g) purchased from International Hair Importers & Products, Inc. Each bundle was first rinsed with tap water for 30 seconds, washed with 9% by weight sodium lauryl sulfate (SLS, 0.2g per gram of hair) for 30 seconds, rinsed with tap water for 1 minute, and air-dried in a controlled temperature room.

[0057] Next, in each test, a 0.35 g sample of the above hair styling formulation prepared according to one of Comparative Examples CF1-CF2, Examples F1, F5-F8, or a commercially available styling gel containing a styling polymer was applied to a hair bundle. The hair bundle was then treated by rubbing the formulation thoroughly into the hair fibers for 2 minutes until a uniform coating was obtained. The treated hair bundle was then wrapped around a 22 mm x 70 mm curler with a concentric coil configuration while still wet, and held in place with bobby pins. The curled hair bundle was dried overnight in a room with controlled temperature (25°C) and relative humidity (50%). After drying, the curler was gently removed from the bundle, and a curl compression test was performed using a Dia-Stron UV 1000 control unit. Individual hair curls were clamped in a holder. Next, a 25% curl compression displacement was applied to the hair curl at a speed of 200 mm / min, and the compression force was recorded by a transducer as a function of curl displacement. Each hair styling formulation was tested on three hair curls. The average peak compression force of the treated hair curls for each hair styling formulation is shown in Table 6.

[0058] [Table 6]

Claims

1. A hair styling compound, Carriers that are acceptable as cosmetics, It is a hair styling polymer, Based on the dry weight of the hair styling polymer, 70 to 95% by weight of structural units of monoethylene unsaturated vinyl alkanoate monomer having 4 to 13 carbon atoms, Based on the dry weight of the hair styling polymer, 5 to 30% by weight of structural units of monoethylenically unsaturated carboxylic acid / carboxylic acid anhydride functionalized vinyl ester monomer having 4 to 12 carbon atoms, Based on the dry weight of the hair styling polymer, 0 to 5% by weight of structural units of multi-ethylenically unsaturated crosslinked monomers, Based on the dry weight of the hair styling polymer, the hair styling polymer includes 0 to 20% by weight of structural units of other monoethylene unsaturated monomers, which are different from the monoethylene unsaturated vinyl alkanoate monomers having 4 to 13 carbon atoms and the monoethylene unsaturated carboxylic acid / carboxylic acid anhydride functionalized vinyl ester monomers having 4 to 12 carbon atoms. Hair styling polymers and Hair styling formulations containing [this ingredient].

2. The aforementioned hair styling compound is Based on the weight of the aforementioned hair styling compound, 20 to 99.5% by weight of the carrier acceptable as a cosmetic, Based on the weight of the hair styling compound, 0.5 to 20% by weight of the hair styling polymer and Includes, The hair styling polymer contains less than 5 mol% of monomer residues having a six-membered heterocycle (e.g., glucose moiety), The hair styling polymer contains less than 15% by weight of monoethylene unsaturated C based on the dry weight of the hair styling polymer. 4~6 It contains structural units of dicarboxylic acid monomers, The hair styling polymer comprises structural units of at least two different monoethylenically unsaturated vinyl alkanoate monomers having 4 to 13 carbon atoms. The hair styling compound according to claim 1.

3. The carrier acceptable as a cosmetic is an aqueous carrier, and the aqueous carrier is water and C 1~4 The hair styling compound according to claim 2, comprising a mixture with alcohol.

4. The aqueous carrier consists of 5 to 45% by weight of water and 55 to 95% by weight of C 1~4 A hair styling compound according to claim 3, comprising alcohol.

5. Said C 1~4 The hair styling compound according to claim 4, wherein the alcohol is ethanol.

6. The hair styling formulation according to claim 5, further comprising a volatile organic compound selected from the group consisting of methane, ethane, propane, isopropane, isobutane, pentane, isopentane, butane, dimethyl ether, diethyl ether, dimethoxymethane, fluorocarbons, and mixtures thereof.

7. The hair styling formulation according to claim 1, wherein the hair styling formulation is selected from the group consisting of leave-on conditioner, aerosol hair spray, pump-type hair spray, styling gel, spray-on gel, and mousse.

8. The hair styling compound according to claim 1, further comprising a hair care aid, wherein the hair care aid is selected from the group consisting of plasticizers, flocculants, silicones, emollients, emulsifiers, surfactants, lubricants, humectants, penetrating agents, thickeners, viscosity modifiers, ethylene adducts, polyoxyethylene cholesterol, colorants, fragrances, preservatives, modifiers, pH adjusters, buffers, and mixtures thereof.

9. Based on the dry weight of the hair styling polymer, at least 80% by weight comprises structural units of monoethylene unsaturated vinyl alkanoate monomers having 4 to 13 carbon atoms and structural units of monoethylene unsaturated carboxylic acid / carboxylic acid anhydride functionalized vinyl ester monomers having 4 to 12 carbon atoms. The hair styling polymer contains structural units of a monoethylenically unsaturated vinyl alkanoate monomer having 4 to 13 carbon atoms in an amount exceeding 55 mol%, The hair styling polymer contains structural units of amide-containing monomers in an amount of less than 0.1 mol%, The hair styling polymer contains less than 0.1% by weight of amino acid-containing monomer structural units, based on the dry weight of the hair styling polymer. The hair styling polymer contains less than 5% by weight of structural units of formula I, based on the dry weight of the hair styling polymer. 【Chemistry 1】 In the formula, the dotted line (--------) represents a bond point along the polymer backbone, and in the formula, R 1 and R 2 These are, independently, hydrogen and C 1~3 Selected from alkyl groups, The hair styling polymer contains structural units of diether-containing monomers in an amount of less than 0.01 mol%, The hair styling polymer comprises structural units of an alkyl acrylate monomer containing 2 to 10 carbon atoms in less than 10% by weight, based on the dry weight of the hair styling polymer. The hair styling polymer contains a monomer residue having a six-membered heterocycle in an amount of less than 5 mol%, The hair styling polymer contains less than 15% by weight of monoethylene unsaturated C based on the dry weight of the hair styling polymer. 4~6 Containing structural units of dicarboxylic acid monomers, The hair styling compound according to claim 1.

10. A method of styling hair, Choosing a hair styling product, Applying the hair styling compound described in claim 1 to the hair, To style the aforementioned hair and provide it in a styled state, Includes, The hair styling compound is a method for setting the hair in the styled state.