Hair cleansing agent composition
A transparent liquid hair cleansing composition using potassium cocoyl-β-alanine and other surfactants achieves viscosity and stability in shampoos without high polymer or nonionic surfactants, ensuring easy rinsing and refreshing feel.
Patent Information
- Authority / Receiving Office
- JP · JP
- Patent Type
- Patents
- Current Assignee / Owner
- KAWAKEN FINE CHEM CO LTD
- Filing Date
- 2022-03-29
- Publication Date
- 2026-06-02
AI Technical Summary
Amino acid-type surfactants are difficult to thicken and lack temporal stability in shampoo formulations, requiring high concentrations of polymers or nonionic surfactants, which can affect rinsability and refreshing feeling.
A transparent liquid hair cleansing composition comprising potassium cocoyl-β-alanine, N-acyl amino acid salt, amphoteric surfactant, nonionic surfactant, and cationized polymer, within specific ratios and pH range, to achieve viscosity without high polymer or nonionic surfactant concentrations.
The composition provides easy rinsing, refreshing feeling, and excellent long-term stability, while maintaining transparency and viscosity in shampoo formulations.
Smart Images

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Abstract
Description
Technical Field
[0001] The present invention relates to a transparent and liquid hair cleaning composition that can build viscosity in a shampoo formulation without using a high content of polymers or nonionic surfactants for an amino acid type surfactant that is considered difficult to thicken, is easy to rinse during hair washing, and has excellent temporal stability and a refreshing feeling after hair washing.
Background Art
[0002] Amino acid type surfactants are surfactants with high safety for the body and have been widely used as main bases in shampoos in recent years. In addition to performance such as detergency, foaming, and foam quality, shampoos also require a viscosity for using an appropriate amount during washing. However, it is known that amino acid-based surfactants are bases that are difficult to form a high-viscosity formulation during blending. Generally, in order to build viscosity in shampoos, polymers or nonionic surfactants are often used (Non-Patent Document 1). For example, in Patent Document 1, thickening is achieved by blending a nonionic surfactant, but there are cases where temporal stability is lacking.
Prior Art Documents
Non-Patent Documents
[0003]
Non-Patent Document 1
Patent Documents
[0004]
Patent Document 1
Summary of the Invention
Problems to be Solved by the Invention
[0005] To solve these problems, the main objective of the present invention is to provide a transparent, liquid hair cleansing composition that can moderately thicken formulations using amino acid-type surfactants without requiring high concentrations of polymers or nonionic surfactants, and that also exhibits excellent stability over time, ease of rinsing during shampooing, and a refreshing feeling after shampooing. [Means for solving the problem]
[0006] The inventors of this invention conducted extensive research to solve the above problems and found that the above problems can be solved with a transparent liquid hair cleansing composition in a specific pH range, comprising potassium cocoyl-β-alanine, a specific N-acyl amino acid salt, an amphoteric surfactant, a nonionic surfactant, and a cationized polymer. Furthermore, they found that the problematic aspects of long-term stability, rinsability during washing, and the refreshing feeling after washing were also improved, thus completing the present invention.
[0007] In other words, the present invention is as follows: (1) (A) 0.5 to 4.0% by weight of potassium cocoyl-β-alanine represented by general formula (1), [ka] (In the above general formula (1), RCO is a coconut fatty acid residue, or palm nuclear (Indicates fatty acid residues.) (B) N-acyl amino acid salt 3.0-15.0% by weight, (C) Amphoteric surfactant 2.0-12.0% by weight, (D) Nonionic surfactant 0.5-5.0% by weight, (E) Cationic polymer 0.2-0.8% by weight, Includes, Furthermore, the ratio of component (A) to component (B) is 0.03 to 1.33, and the combined ratio of component (A) to component (B) is 3.5 to 19.0% by weight. Its composition is In component (C), the concentration of sodium chloride contained in the amphoteric surfactant is 1.0% by weight or less. The pH is between 4.5 and 6.0. , transparent liquidHair cleansing agent composition. (2) (B) is a hair cleansing composition of (1), wherein the N-acyl amino acid salt, which is component (B), is at least one of acylalanine salt, acylsarcosine salt, acylmethyltaurine salt, acylglutamate salt, and acylaspartate salt. (3) (C) component is an amphoteric surfactant ga ra A hair cleansing composition according to (1) or (2), comprising at least one of uramidopropyl betaine, lauramidopropyl hydroxysultaine, and hydroxyalkyl (C12-14) hydroxyethyl sarcosine. (4) (D) is a hair cleansing composition of any of (1) to (3), wherein the nonionic surfactant component is PPG-2 cocamide. (5) (E) is a hair cleansing composition of any of (1) to (4), wherein the cationized polymer component is at least one of polyquaternium-10 and polyquaternium-7. [Effects of the Invention]
[0008] According to the present invention, it is possible to achieve viscosity in a shampoo formulation without using high concentrations of polymers or nonionic surfactants, which are considered difficult to thicken with amino acid-type surfactants. This provides a transparent, liquid hair cleansing composition that is easy to rinse during washing, leaves the hair feeling refreshed after washing, and has excellent long-term stability.
[0009] <Inventive Thickening Mechanism> Generally, amino acid-type surfactants have large hydrophilic groups and small critical packing parameters, making them prone to forming spherical micelles. On the other hand, potassium cocoyl-β-alanine is a secondary amide-type surfactant with a smaller hydrophilic group compared to conventional amino acid-type surfactants. Therefore, it is presumed that incorporating potassium cocoyl-β-alanine increases the critical packing parameter, leading to a change in micelle structure from spherical to rod-shaped and then to string-shaped micelles, thereby increasing viscosity.
Mode for Carrying Out the Invention
[0010] Hereinafter, embodiments of the present invention will be described. The component (A) is cocoil-β-alanine potassium represented by the general formula (1).
Chemical Formula
[0011] As a method for producing cocoil-β-alanine potassium, for example, it can be obtained by subjecting coconut fatty acid chloride or palm kernel fatty acid chloride and β-alanine to a nucleophilic substitution reaction under alkaline conditions. Coconut fatty acid chloride and palm kernel fatty acid chloride may be used alone or in combination of two or more. Further, cocoil-β-alanine potassium may contain free fatty acids by-produced during the nucleophilic substitution reaction.
[0012] The component (A) is preferably added to the hair cleansing composition at 0.5 to 4.0% by weight. More preferably, it is 1.0 to 3.0% by weight. If it is less than 0.5% by weight, the thickening effect, the ease of rinsing during hair washing, and the refreshing feeling after hair washing of the amino acid type surfactant of the present invention may not be felt. If it exceeds 4.0% by weight, the component (A) may precipitate, resulting in poor stability over time.
[0013] (B) Examples of N-acyl amino acid salts that constitute component (B) include N-acylmethylalanine salt, N-acylsarcosine salt, N-acylmethyltaurine salt, N-acylglutamate salt, N-acylaspartate salt, and N-acylglycine salt. Specifically, examples of N-acylmethylalanine salts include cocoylmethylalanine salt (available commercially as Alanone® ACE manufactured by Kawaken Fine Chemicals Co., Ltd.), myristoylmethylalanine salt (available commercially as Alanone AME manufactured by Kawaken Fine Chemicals Co., Ltd.), and lauroylmethylalanine salt (available commercially as Alanone ALE and ALTA manufactured by Kawaken Fine Chemicals Co., Ltd.). Examples of N-acyl sarcosine salts include oleoyl sarcosine salt, cocoyl sarcosine salt (commercially available product: Soypon® SCE from Kawaken Fine Chemicals Co., Ltd.), palmitoyl sarcosine salt, myristoyl sarcosine salt (commercially available product: Soypon M-30 from Kawaken Fine Chemicals Co., Ltd.), and lauroyl sarcosine salt (commercially available products: Soypon SLE, SLTA from Kawaken Fine Chemicals Co., Ltd.). Examples of N-acyl methyl taurine salts include oleoyl methyl taurine salt, caproyl methyl taurine salt, cocoyl methyl taurine salt, stearoyl methyl taurine salt, palmitoyl methyl taurine salt, myristoyl methyl taurine salt, and lauroyl methyl taurine salt. Examples of N-acyl glutamates include olive oil fatty acid glutamate, capryloyl glutamate, cocoyl glutamate, stearoyl glutamate, palm fatty acid glutamate, palmitoyl glutamate, myristoyl glutamate, lauroyl glutamate, hydrogenated tallow glutamate, horse oil acyl glutamate, horse oil fatty acid glutamate, (coconut fatty acid / palm fatty acid / sunflower fatty acid) glutamate, and (coconut fatty acid / hydrogenated beef tallow fatty acid) glutamate. Examples of N-acyl aspartates include acyl (C12,14) aspartate, myristyl aspartate, myristyl aspartate taurine salt, lauryl aspartate, lauryl aspartate taurine salt, and lauroyl aspartate.Examples of N-acylglycine salts include capryloylglycine salt, cocoylglycine salt, palmitoylglycine salt, and lauroylglycine salt. Other examples of N-acylamino acid salts include lauroyl hydroxyethyl-β-alanine salt. As the N-acylamino acid salt for component (B), lauroyl methylalanine salt, lauroyl sarcosine salt, cocoyl methyl taurate salt, cocoyl glutamate salt, and lauroyl aspartate salt are preferred, and sodium lauroyl methylalanine, sodium lauroyl sarcosinate, sodium cocoyl methyl taurate, sodium cocoyl glutamate, and sodium lauroyl aspartate are particularly preferred.
[0014] The content of component (B) in the hair cleansing composition is preferably 3.0 to 15.0% by weight. More preferably 4.0 to 12.0% by weight. If it is less than 3.0% by weight, the thickening effect of the N-acyl amino acid salt of the present invention, ease of rinsing during hair washing, and refreshing feeling after washing may not be felt. If it is more than 15.0% by weight, the thickening effect of the N-acyl amino acid salt, ease of rinsing during hair washing, and refreshing feeling after washing may not be felt. Component (B) may be used alone or in combination of two or more types.
[0015] The ratio of component (A) to component (B) should preferably be between 0.03 and 1.33. If the ratio of component (A) to component (B) is less than 0.03, the thickening effect, ease of rinsing during shampooing, and refreshing feeling after shampooing may not be felt. If the ratio of component (A) to component (B) exceeds 1.33, component (A) may precipitate, resulting in poor stability over time. The ratio of component (A) + component (B) should preferably be between 3.5 and 19.0% by weight. If the ratio of component (A) + component (B) is less than 3.5% by weight, the balance of the hair cleansing agent composition may be disrupted, resulting in poor stability over time. In addition, thickening effect may not be obtained. If the ratio of component (A) + component (B) exceeds 19.0% by weight, component (A) and component (B) of the hair cleansing agent composition may precipitate, resulting in poor stability over time.
[0016] <Desalting and purification of amphoteric surfactants> It is preferable to use desalted and purified amphoteric surfactants. Methods for desalting and purifying amphoteric surfactants include reverse osmosis, electrodialysis, ion exchange resin, solvent extraction, and recrystallization. By desalting and purifying amphoteric surfactants, salts such as sodium chloride are removed, and amphoteric surfactants with a low salt concentration are produced.
[0017] Examples of amphoteric surfactants that are component (C) include amidobetaine-type amphoteric surfactants, sulfobetaine-type amphoteric surfactants, carbobetine-type amphoteric surfactants, and imidazoline-type amphoteric surfactants. Specifically, examples of amidobetaine-type amphoteric surfactants include lauramidopropyl betaine (available commercially, such as Softazolin® LPB-R manufactured by Kawaken Fine Chemicals Co., Ltd.), cocamidopropyl betaine (available commercially, such as Softazolin CPB-R manufactured by Kawaken Fine Chemicals Co., Ltd.), palm kernel fatty acid amidopropyl betaine (available commercially, such as Softazolin PKPB manufactured by Kawaken Fine Chemicals Co., Ltd.), (capryl / capramido)propyl betaine, myristamidopropyl betaine, and undecyrenamidopropyl betaine. Examples of sulfobetaine-type amphoteric surfactants include lauramidopropyl hydroxysultaine (commercially available product: Softazolin LSB-R from Kawaken Fine Chemicals), lauryl hydroxysultaine, and cocamidopropyl hydroxysultaine. Examples of carbobetaine-type amphoteric surfactants include hydroxyalkyl (C12-14) hydroxyethyl sarcosine (commercially available product: Softazolin LMEB-R from Kawaken Fine Chemicals). Examples of imidazoline-type surfactants include sodium cocoamphoacetate (commercially available products: Softazolin CH-R, CL-R from Kawaken Fine Chemicals), sodium lauroamphoacetate (commercially available product: Softazolin LHL-SF from Kawaken Fine Chemicals), and sodium palmamphoacetate. Furthermore, imidazoline-type amphoteric surfactants that do not contain salt depending on the manufacturing method include sodium cocoamphopropionate (available commercially, such as Softazoline NS, SF, and SFD from Kawaken Fine Chemicals Co., Ltd.) and disodium cocoamphodipropionate. Additionally, amine oxide-type amphoteric surfactants that do not contain salt depending on the manufacturing method include lauramidopropylamine oxide (available commercially, such as Softazoline LAO-C from Kawaken Fine Chemicals Co., Ltd.), cocamidopropylamine oxide, lauramine oxide, and cocoamine oxide.(C) The amphoteric surfactant component is preferably cocamidopropyl betaine, lauramidopropyl betaine, lauramidopropyl hydroxysultaine, or hydroxyalkyl (C12-14) hydroxyethyl sarcosine, with lauramidopropyl betaine, lauramidopropyl hydroxysultaine, or hydroxyalkyl (C12-14) hydroxyethyl sarcosine being particularly preferred.
[0018] The content of component (C) in the hair cleansing composition is preferably 2.0 to 12.0% by weight. More preferably 3.0 to 10.0% by weight. If it is less than 2.0% by weight, the balance of the hair cleansing composition may be impaired and its stability over time may be poor. In addition, viscosity and ease of rinsing during shampooing may not be obtained. If it exceeds 12.0% by weight, the stability over time may be poor due to the effect of salts contained in the amphoteric surfactant. In addition, ease of rinsing during shampooing may not be obtained. Component (C) may be used alone or in combination of two or more types.
[0019] (C) The sodium chloride concentration of the amphoteric surfactant is preferably 1.0% by weight or less relative to the total weight of the aqueous solution of the amphoteric surfactant component. The amphoteric surfactant does not need to contain salt. If the sodium chloride concentration of the amphoteric surfactant exceeds 1.0% by weight, the long-term stability of the hair cleansing composition may deteriorate due to the effect of the salt contained in the amphoteric surfactant.
[0020] (D) As nonionic surfactants of component (D), specifically, PPG-2 cocamide (available commercially, Amizet® 1PC from Kawaken Fine Chemicals Co., Ltd.), cocamide MEA (available commercially, Amizole® CME from Kawaken Fine Chemicals Co., Ltd.), cocamide DEA (Amizole CDE-G from Kawaken Fine Chemicals Co., Ltd.), palm kernel fatty acid amide DEA (Amizole KD-1 from Kawaken Fine Chemicals Co., Ltd.), lauramide DEA (Amizole LDE-G from Kawaken Fine Chemicals Co., Ltd.), (lauramide / myristamide) DEA ( Amizole LMDE-Y (manufactured by Kawaken Fine Chemicals Co., Ltd.), Lauramide MIPA (Amizole PLME-A (manufactured by Kawaken Fine Chemicals Co., Ltd.), PEG-3 Lauramide (Amizet 2L-Y (manufactured by Kawaken Fine Chemicals Co., Ltd.)), (Lauryl / Myristyl) Glycol Hydroxypropyl Ether (Viscosafe® LMPE (manufactured by Kawaken Fine Chemicals Co., Ltd.)), Cocamide Methyl MEA, 2-Ethylhexyl Glyceryl Ether, Glyceryl 2-Ethylhexanoate, (Behenate / Eicosanedioate) Glyceryl, (Behenate / Eicosanedioate) Polyglyceryl, A Glucoside, alkyl glucoside, alkyl saccharide, ethylene oxide derivatives of alkylphenol formalin condensates, alkyl polyglucoside, alkylene glycol fatty acid esters, polyoxyethylene glyceryl isostearate, isodecyl glyceryl ether, polyethylene glycol ether of oleic acid and methyl glucose diester or triester, glycerin alkyl ether, glycerin fatty acid ester, PEG-120 methyl glucose dioleate, ethylene glycol distearate, polyethylene glycol dipolyhydroxystearate, sucrose fatty acid esters, sorbitan sesquioleate, ceteareth-60 myristyl glycol, sorbitan monostearate, sorbitan fatty acid esters, sorbitan fatty acid ester, polyoxyethylene sorbitan tetraisostearate, tetraglycerin monolauryl ether, tetrapolyoxyalkylene ethylenediamine condensates, tri(caprylic / capric acid) glyceryl, Pluronic® type, propylene glycol fatty acid ester, pentaerythritol fatty acid ester,Polyethylene glycol monooleate, polyethylene glycol-type nonionic surfactant, polyethylene glycol fatty acid ester, polyoxyalkylene alkyl copolymerized organopolysiloxane, polyoxyalkylene alkyl ethers, polyoxyalkylene alkylphenyl ether, polyoxyalkylene alkenyl ether, polyoxyalkylene ether, polyoxyalkylene esters, polyoxyalkylene glycol, polyoxyalkylene glycol fatty acid ester, polyoxyalkylene glycerin fatty acid ester, polyoxyalkylene dimethyl dimer diol ether, polyoxyalkylene sorbitan fatty acid ester, polyoxyalkylene sorbitan fatty acid ester, polyoxyalkylene castor oil derivative, polyoxyalkylene hydrogenated castor oil derivative, polyoxyalkylene fatty acid amide, polyoxyalkylene fatty acid ester, polyoxyalkylene-modified organopolysiloxane, polyoxyethylene POP alkyl ethers, polyoxyethylene alkylamine, polyoxyethylene alkyl allyl ether, polyoxyethylene alkyl ether Polyoxyethylene alkylthioethers, polyoxyethylene alkylphenyl ethers, polyoxyethylene isostearyl ether, polyoxyethylene octyldodecyl ether, polyoxyethylene glyceryl cocoate, polyoxyethylene glycerin monoisostearate, polyoxyethylene glycerin fatty acid esters, polyoxyethylene cholestanol ether, polyoxyethylene cholesteryl ether, polyoxyethylene stanol ether, polyoxyethylene stearyl ether, polyoxyethylene sterol ether, polyoxyethylene cetostearyl hydroxymyristylene ether, polyoxyethylene sorbitan monofatty acid esters such as polyoxyethylene sorbitan monolaurate, polyoxyethylene sorbitan fatty acid esters, polyoxyethylene sorbitan monolaurate, polyoxyethylene sorbitol fatty acid esters, polyoxyethylene nonylphenyl ether, polyoxyethylene castor oil, polyoxyethylene phytostanol ether,Polyoxyethylene phytosteryl ether, polyoxyethylene phytosterol ether, polyoxyethylene propylene glycol fatty acid ester, polyoxyethylene polyoxypropylene butyl ether, polyoxyethylene polyoxypropylene alkyl ether, polyoxyethylene polyoxypropylene glycol, polyoxyethylene polyoxypropylene glyceryl ether, polyoxyethylene methyl glucoside, polyoxyethylene coconut oil fatty acid PEG-glyceryl, polyoxyethylene lauryl ether, polyoxyethylene lanolin alcohol, polyoxyethylene lanolin derivative, polyoxyethylene hydrogenated castor oil, polyoxyethylene hydrogenated castor oil fatty acid ester, polyoxyethylene hydrogenated castor oil derivative, polyoxyethylene fatty acid ester, polyoxyethylene fatty acid diester, polyoxybutylene / polyoxyethylene / polyoxypropylene glyceryl ether, polyoxypropylene alkyl ether, polyoxypropylene diglyceryl ether, Examples include polyoxypropylene monooctyl ether, polyglyceryl ether, polyglyceryl monoalkyl ether, polyglycerin alkyl ether, polyglycerin laurate ester, polyglycerin fatty acid ester, polysorbate, polypropylene glycol caprylyl ether, monoalkyl glyceryl ether, monoalkenyl glyceryl ether, ethylene glycol monooleate, monoglyceride derivatives, monoglycerin alkyl ether, polyoxyethylene sorbitan monostearate, polyoxyethylene sorbitan monolaurate, PEG-4 laurate, diethylene glycol laurate, propylene glycol laurate, hydrogenated castor oil derivatives, higher fatty acid sucrose ester, fatty acid oxybutylene, fatty acid glycol ester, fatty acid glycerin ester, fatty acid dioxybutylene, block polymers containing aliphatic alkyl groups, polyhydric alcohol type nonionic surfactants, polyhydric alcohol fatty acid ester, sugar alcohol fatty acid ester, sugar ether-based surfactants, and sugar ester-based surfactants. (D) As the nonionic surfactant component, PPG-2 cocamide, cocamide DEA, and palm kernel fatty acid amide DEA are preferred, with PPG-2 cocamide being particularly preferred.
[0021] The content of component (D) in the hair cleansing composition is preferably 0.5 to 5.0% by weight. More preferably 1.0 to 4.0% by weight. If it is less than 0.5% by weight, the balance of the hair cleansing composition may be impaired and its stability over time may be poor. In addition, viscosity and ease of rinsing during shampooing may not be obtained. If it exceeds the high concentration of 5.0% by weight, viscosity and ease of rinsing during shampooing may not be obtained. The nonionic surfactant, which is component (D), may be used alone or in combination of two or more types.
[0022]
[0023] The content of component (E) in the hair cleansing composition is preferably 0.2 to 0.8% by weight. More preferably 0.3 to 0.7% by weight. If it is less than 0.2% by weight, component (A) may precipitate, resulting in poor stability over time. Also, thickening properties may not be obtained. If it exceeds the high concentration of 0.8% by weight, the balance of the hair cleansing composition may be disrupted, resulting in poor stability over time. Also, ease of rinsing during hair washing may not be obtained. The cationized polymer, which is component (E), may be used alone or in combination of two or more types.
[0024] The pH of the hair cleansing composition is preferably 4.5 to 6.0, more preferably 5.0 to 5.9. If it is below 4.5, component (A) may precipitate, resulting in poor stability over time, and if it is above 6.0, viscosity and ease of rinsing during shampooing may not be obtained. Examples of pH adjusters used in hair cleansing compositions include alkali metal hydroxides such as KOH and NaOH, alkanolamines such as triethanolamine, and organic acids such as citric acid, lactic acid, glutamic acid, and malic acid. If inorganic acids such as hydrochloric acid are used, inorganic salts may be formed, which may result in poor stability over time.
[0025] In addition, the hair cleansing composition of the present invention may contain other components as needed, within a qualitative and quantitative range that does not substantially impair the effects of the present invention. However, for components that may inhibit the effects of component (A), it may be necessary to control the amount added.
[0026] Other components include, for example, (aminoethylaminopropyl methicone / dimethicone) copolymer, (divinyldimethicone / dimethicone) copolymer, (dimethicone / vinyldimethicone) crosspolymer, (methacrylic silicone graft copolymer, (meth)acrylic modified silicone, 1,1,1-triphenyl-3,3-dialkyl-3-alkenyldisiloxane, EO modified silicone, PEG / PPG-dimethicone, PEG-dimethicone, acrylic silicones, amide alkyl modified polysiloxane, and silicones having aminoalkyl side chains. Aminoethylaminopropylmethylsiloxane, aminoglycol-modified polysiloxane, aminophenyl-modified polysiloxane, aminopropyldimethicone, aminopropyltrialkoxysilane, aminoethylaminopropylmethicone / dimethicone copolymer, aminopropylmethylsiloxane-dimethylsiloxane copolymer, aminopolyether-modified silicone, amino-modified silicone, amino-modified silicone-polyether block copolymer, amodimethicone, alkyl-modified silicone, alcohol-modified silicone, alkoxy-modified silicone Epoxy-modified silicone, epoxy-aminosilane copolymer, polysiloxane having an oxyranyl group or an oxetanyl group, carbinol-modified polysiloxane, carboxy-modified silicone, glyceryl-modified silicone, diphenylpolysiloxane, dimethiconol, dimethicone, dimethicone copolyol, dimethicone copolymer, dimethylsiloxane-methyl(polyoxyethylene)siloxane copolymer, dimethylsiloxane copolymer, silanol-terminated dimethylpolysiloxane, silicone elastomer, silicone quaternium-16 / glyceride Doxydimethicone crosspolymer, silicone graft polymer, silicone phosphate triester, silicone wax, decyltrisiloxane carboxylic acid, trimethylsilyl amodimethicone, trimethylsilyl-terminated dimethylpolysiloxane, trimethylsiloxysilicate, silicone quaternium-2 panthenylsuccinate, bis(alkoxy)PG amodimethicone, bis(PEG / PPG) dimethicone, biscetearyl amodimethicone, hydroxypropyl polysiloxane hydrolyzed wheat protein, phenyl trimethicone, fluorine-modified silicone,Fluoroalkyl-containing organopolysiloxanes, betaine-modified silicones, polyamino-modified silicones, polyether-alkyl copolymerized polysiloxanes, polyether-modified silicones, polyoxyalkylene-alkyl copolymerized silicones, polyoxyalkylene-modified silicones, silicones having polyoxyalkylene side chains, aminopolyether-modified silicones containing polyoxyalkylene structures, polyoxyethylene / polyoxypropylene copolymer-modified polysiloxanes, polyglycidol-modified silicones, polyglycerin-alkyl copolymerized polysiloxanes Xane, polyglycerin-modified polysiloxane, polysilicone, methylhydrogenpolysiloxane, methylphenylpolysiloxane, meadowfoam oil fatty acid PEG-dimethicone, mercapto-modified silicone, linoleamidopropyl PG-dimonium chloride phosphate dimethicone, cross-linked organopolysiloxane, cross-linked silicone POA copolymer, cross-linked polyether-modified silicone, cross-linked polyglycerin-modified silicone, highly polymerized amino-modified silicone, highly polymerized dimethicone, highly polymerized dimethyl silicone, low polymerized dimethyl silicone, highly polymerized methyl Silicones such as polysiloxane, highly polymerized methylpolysiloxane emulsion, silicone polymers having a three-dimensional crosslinked structure, fatty acid modified silicone, quaternary ammonium group-containing silylated urethane polymer, quaternary cation modified silicone, long-chain alkyl modified acrylate silicone, linear amino polyether modified silicone, linear amino polyether modified polysiloxane, non-emulsifying crosslinked type, partially crosslinked type organopolysiloxane polymer silicone, etc., glycerin derivatives such as glycerin and diglycerin, 1,3-butylene glycol, methylene glycol, glycerin Glycols such as diethylene glycol, triethylene glycol, propylene glycol, dipropylene glycol, tripropylene glycol, pentylene glycol, neopentyl glycol, hexylene glycol, caprylyl glycol, decylen glycol, lauryl glycol, lauryl glycol hydroxypropyl ether, propanediol, 1,2-butanediol, 1,4-butanediol, 2,3-butanediol, 1,5-pentanediol, 1,2-pentanediol, isopentyldiol, hexanediol,Diols such as 1,2-hexanediol, 1,10-decanediol, ethylhexanediol, octanediol, butylethylpropanediol, methylpropanediol, 2-amino-2-hydroxymethyl-1,3-propanediol, pentaerythritol, xylitol, fructose, sorbitol, mannitol, inositol, glucose, lactose, maltitol, sucrose, and other sugars, polyols such as sugar alcohols, hydroxyalkylated cyclodextrin, hydroxypropylcellulose, acylated pullulan, ste Alloxyhydroxypropyl methylcellulose, allitol, talitol, sugar derivatives such as trehalose isostearate ester, trehalose, hyaluronic acid, acetylated hyaluronic acid, collagen, carboxymethyl chitosan succinamide, PPG-2 arginine, sodium dilauroyl glutamate lysine, amidinoproline, mulberry sap, honey, pyrrolidone carboxylic acids, glucosamines, alanyl glutamine, glyceryl-N-(2-hydroxyethyl) carbamate, glucamines and other humectants, PEG / PPG / polybutylene glycol- Hair conditioning agents such as water-soluble moisturizing oils like 8 / 5 / 3 glycerin, diglucosyl gallic acid, glycylglycine, panthenol, cationized hydroxypropyl cellulose, carnitine, proteoglycan, betaine, tripolyhydroxy fatty acid dipentaerythrityl, sericin, phosphorylcholine-like group-containing compounds obtained by ring-opening an intermediate obtained by reacting a higher alcohol with 2-chloro-2-oxo-1,3,2-dioxaphosphoran in the presence of an organic base with dimethylalkylamine, and sodium poly(styrene sulfonate). Salt, polyelectrolytes such as poly(diallyldimethylammonium chloride), (ammonium acryloyldimethyltaurate / beheneth methacrylate) crosspolymer, (PEG / decyltetradeceth / HDI) copolymer, xanthan gum, carboxymethylcellulose, sodium carboxymethylcellulose, polymethacryloyloxyethyl phosphorylcholine, quaternary ammonium group-containing silylated urethane polymer, (sodium acrylate / sodium acryloyldimethyltaurate) copolymer, (styrene / acrylates / methacrylic acid) copolymer,Carboxyvinyl polymers, phosphorylcholine group-containing polymers, phosphate-crosslinked starch derivatives, hydroxypropyl starch phosphate, sodium polystyrene sulfonate, (methacryloylethyldimethyl betaine / methacryloylethyltrimethylammonium chloride / methoxypolyethylene glycol methacrylate) copolymer, alkyl acrylate / alkyl methacrylate / polyoxyethylene copolymer, polymethoxypolyethylene glycol methacrylate, methacrylic copolymers, hydrogenated polyisobutene, 2-methacryloyloxyethyl phosphorylcholine / butyl methacrylate copolymer, polyuronic acid, polymers such as 2-(meth)acryloyloxy)ethyl-2'-(trimethylammonio)ethyl phosphate polymer, and lactones such as γ-docosalactone, gluconolactone, and erucalactone.
[0027] Furthermore, other ingredients include, for example, cetyl 2-ethylhexanoate, di-2-heptyl undecyl adipate, diglyceryl adipate mixed fatty acid ester, isostearyl isostearate, octyldodecyl isostearate, phytosteryl isostearate, propylene glycol isostearate, isodecyl benzoate, isotridecyl isononanoate, isononyl isononanoate, polyglyceryl eicosanedioic acid / tetradecanedioic acid, cetyl octanoate, ethyl olive fatty acid, ethyl oleate, phytomethyl oleate Tosteryl, di-2-ethylhexyl succinate, diethylhexyl succinate, bis(diethylene glycol ethyl ether) succinate, diglyceryl diisostearate, propylene glycol dicaprylate, neopentyl glycol dicaprate, tripylene glycol dieopentanoate, ester of dipentaerythritol with mixed fatty acids such as hydroxystearic acid / stearic acid / rosinic acid, di(phytostearyl / isostearyl / cetyl / stearyl / behenyl) dilinoleate, isocetyl stearate, ste Stearyl stearate, hydrogenated castor oil stearate, diethyl sebacate, diethyl sebatate, dextrin fatty acid ester, pentaerythrityl tetra-2-ethylhexanoate, pentaerythritol tetra-2-ethylhexanoate, caprylic / capric triglyceride, glyceryl tri-2-ethylhexanoate, triethylhexanoin, isodecyl neopentanoate, isopropyl palmitate, ethylhexyl palmitate, octyl palmitate, hydrogenated castor oil hydroxystearate, phytosteryl isostearate , isopropyl myristate, octyldodecyl myristate, myristyl myristate, diisostearyl malate, etc. ester oils, isopropyl lauroyl sarcosinate, lauroyl glutamate (phytosteryl / behenyl / octyldodecyl / isostearyl), lauroyl glutamate di(cholesteryl / behenyl / octyldodecyl), lauroyl glutamate diisostearyl, lauroyl glutamate dioctyldodeceth-2, lauroyl glutamate disteareth-2, lauroyl glutamate dihexyldecyl,Acyl amino acid esters such as myristoylmethyl-β-alanine (phytosteryl / decyltetradecyl), branched fatty acids such as 18-methyleicosanoic acid, 14-methylpentadecanoic acid, 14-methylhexadecanoic acid, 15-methylhexadecanoic acid, 15-methylheptadecanoic acid, 16-methylheptadecanoic acid, 16-methyloctadecanoic acid, 17-methyloctadecanoic acid, and 17-methylnonadecanoic acid, as well as their ester oils, extracts from lanolin such as lanolin fatty acids and their salts, sphingosine, natural ceramides or natural-type ceramides, and their derivatives. Conductors, natural oils such as camellia oil, macadamia nut oil, corn oil, olive oil, avocado oil, castor oil, safflower oil, jojoba oil, sunflower oil, rapeseed oil, sesame oil, soybean oil, meadowfoam oil, lavender oil, eucalyptus oil, geranium oil, cypress oil, rose oil, carbanum oil, pepper oil, basil oil, palm rose oil, pine needle oil, ylang-ylang oil, petitgrain oil, thyme oil, chamomile oil, acai fruit oil, argan oil, baobab oil, orange roughy oil, hydrogenated coconut oil, hydrogenated palm oil, hydrogenated castor oil, hydrogenated rapeseed oil, hydrogenated palm oil, hydrogenated hop Hydrogenated oils such as hoba oil, liquid paraffin, liquid isoparaffin, petrolatum, squalene, squalane, 2,2,4,6,6-pentamethylheptane, hydrocarbon oils such as terpenes, aloe vera extract, scutellaria baicalensis root extract, ginseng extract, persimmon tannin extract, rosehip extract, chamomile flower extract, molluscum album extract, pear branch extract, centifolia rose extract, green tea leaf extract, calendula extract, witch hazel extract, linden extract, mulberry extract, cornflower extract, yuzu extract, Roman chamomile extract, royal jelly - Extracts such as Japanese pepper extract, cypress extract, hop extract, gentian extract, jujube extract, kiwi extract, hawthorn extract, apple extract, Alpinia katsumadai seed extract, ginger extract, adzuki bean seed extract, marshmallow extract, sage extract, rice bran ferment extract, milk thistle extract, white willow extract, grapefruit extract, Adonis extract, etc., turmeric extract, ginseng extract, bladderwrack extract, beech bud extract, rice bran extract, camellia extract, peach kernel extract, Sophora flavescens extract, chlorella extract,Marjoram extract, Pyrola extract, Alpinia zerumbet leaf extract, Broccoli extract, Impatiens extract, Horse chestnut extract, Licorice extract, Butcher's broom extract, Mimosa extract, Pteris crenata extract, Clary sage extract, Juniper berry extract, Honeysuckle extract, Uncaria rhynchophylla extract, Humus extract, Saffron extract, Manuka extract, Coix lacryma-jobi seed extract, Soybean seed extract, Pomegranate flower extract, Yuzu fruit extract, Coix lacryma-jobi seed extract, Soybean seed extract, Pomegranate extract, Yuzu extract, Coffee tree extract, Himalayan saxifrage extract, Sumo Mo extract, bilberry extract, tea extract, extract obtained from fermented grass fruits, soybean ferment extract, brown algae extract, rosehip extract, thornless extract, wild rose extract, giant germ rice brown rice ferment extract, rose petal and placenta-containing pistil extract, mangosteen extract, fleabane extract, curry plant extract, ginkgo extract, ginger extract, calendula extract, quince seed extract, longan fruit extract, apricot extract, pecan extract, cherry blossom extract, cat's whisker extract, black raspberry extract, Himalayan raspberry extract, Walnut extract, Diarrhea indum extract, Phellodendron amurense extract, Coptis japonica extract, Pueraria lobata extract, Lithospermum erythrorhizon extract, Peony extract, Swertia japonica extract, Birch extract, Sage extract, Loquat extract, Carrot extract, Aloe vera extract, Mallow extract, Iris extract, Grape extract, Coix seed extract, Loofah extract, Lily extract, Saffron extract, Cnidium officinale extract, Ginger extract, St. John's wort extract, Rosemary extract, Garlic extract, Chili pepper extract, Sanguisorba officinalis extract Natural extracts such as ethanol, natural extract components, proteins or hydrolysates thereof obtained from seashells or pearls with nacreous layers, proteins or hydrolysates thereof obtained from silk, protein-containing extracts obtained from leguminous plant seeds, anti-dandruff agents such as zinc pyrithione, trichlorocarbanilide, sulfur, dipotassium glycyrrhizate, and benzalkonium chloride, antistatic agents such as glyoxylic acid, glyoxylic acid hydrate, glyoxylate, and glyoxylamide, thickeners, viscosity modifiers, lower alcohols such as ethanol, surfactants such as naphthalene sulfonic acid, emulsifiers, and turbidifiers.Metal ion chelating agents such as phytic acid, UV absorbers, antioxidants such as sulforaphane, nicotinamide, tannic acid, arginyl flucotosyl glucose, retinoic acid tocopheryl, polyphenols, preservatives, powder components, urethane resins, hydrophobic modified polyether urethanes, polyurethane gels and other urethanes, blood circulation promoters, local irritants, hair follicle activators, hair nutrients, anti-androgen agents, anti-seborrheic agents, anti-aging agents, emollients, keratolytic agents, glycyrrhetinic acid, cholesterol, phytosterols, retinol, retinyl acetate, retinyl palmitate, menthol, alkoxysalicylic acid, salicylic acid, astaxanthin, N-benzoylglycylglycine, humic acid, fulvic acid, 1-indanidene derivatives, allantoin, glycosaminoglycans, beeswax, candelilla wax, polyglutamic acids, nicotinic acid Examples include skin conditioning agents such as cotinic acid, phosphoserine, stigmasterol, oleanolic acid, trehangelin, tocopheryl phosphate, ascorbyl ethyl, flavanones, costunolide, dehydrocostuslactone, ascorbic acid-2-phosphate-6-fatty acid, whey, glycerophosphocholine, glucoheptonic acid, and glyceryl-1-octadecylurethane; antiseptics such as miconazole; preservatives; anti-inflammatory agents such as tranexamic acid; cooling agents; amino acids; vitamins such as tocopherol, ascorbic acid, and glucopyranosylascorbic acid; vitamin derivatives; herbal extracts; hair growth agents such as minoxidil, methylglyoxal, and isoliquitigenin; deep sea water; pigments; dyes such as ultramarine; colorants; dyeing agents such as melanin precursors; and fragrances such as benzyl alcohol and geraniol.
[0028] The hair cleansing composition of the present invention is a transparent liquid and can be used in products such as hair shampoos. [Examples]
[0029] The effects of the present invention will be described in more detail by the following examples, but the present invention is not limited to these examples. In the examples, unless otherwise specified, the components used were purchased from Fujifilm Wako Pure Chemical Industries, Ltd.
[0030] Manufacturing example (Production of potassium cocoyl-β-alanine) In a 500 ml four-neck separatory funnel, 169 g of soft water, 27.4 g of β-alanine, and 68.8 g of a 48 wt% aqueous solution of potassium hydroxide were added and stirred until completely dissolved. 69.1 g of coconut oil fatty acid chloride (HAIHANG INDOUSTRY) was then added dropwise over approximately 1 hour. After the addition was complete, the mixture was stirred for at least 30 minutes, and then 33.2 g of 75 wt% sulfuric acid was added and the mixture was separated. The oil layer was washed with 136 g of soft water and then diluted again with soft water to the desired concentration (25-30%). A 48 wt% aqueous solution of potassium hydroxide was added dropwise to adjust the pH to 8.5-9.0 to obtain the target product. The structure of the target product is: 1 This was confirmed using 1H-NMR (JEOL Ltd., JNM-E CZ400S). 1 ¹H-NMR chemical shifts were 0.65-0.80 ppm (3H m), 1.0-1.3 ppm (17H m), 1.4 ppm (2H m), 2.1 ppm (2H m), 2.3 ppm (2H m), and 3.2 ppm (2H m). The lauric acid content was quantified by high-performance liquid chromatography (column: Inertsil® ODS-2, 150 mm, manufactured by GL Sciences Co., Ltd.). The result was 1.5% by weight. Since coconut oil fatty acid chloride with a composition ratio of 50.8% lauric acid chloride was used, the total free fatty acid content was 3.0% by weight.
[0031] Test method Hair cleansing compositions with the compositions shown in Tables 1-3 were prepared according to standard methods. The pH was adjusted with citric acid. The pH was measured at 25°C using a pH / ION METER (Horiba, Ltd., LAQUA® F-72). Hair cleansing compositions described in Examples 1-15 and Comparative Examples 1-10 were obtained. The numerical values in the composition represent the weight percentage of the pure content. The obtained hair cleansing compositions were evaluated as follows. The results are shown in Tables 1-3.
[0032] Evaluation method Method for evaluating stability over time 100g samples of the hair cleansing agent compositions prepared in Examples 1-15 and Comparative Examples 1-10 were taken and filled into glass containers (Daiichi Glass Co., Ltd.: PS-13K). The appearance of the samples after storage at 25°C and 50°C for 4 weeks was then evaluated according to the following criteria. <Criteria for evaluating stability over time> ○: Appearance is colorless and transparent; no change. △: The exterior is semi-transparent and slightly cloudy. ×: Precipitation present on the surface.
[0033] How to evaluate ease of rinsing during hair washing and the refreshing feeling after washing. Ten in-house expert panelists washed hair using 5g samples of the hair cleansing agent compositions prepared in Examples 1-15 and Comparative Examples 1-10, using hair strands measuring 30cm in length and 5cm in width (Beaulux Co., Ltd., Hair Strand 5, 100% black hair, root-aligned). After rinsing with running water for 1 minute, the hair was towel-dried. The ease of rinsing during washing and the refreshing feeling after washing were evaluated according to the following criteria. The evaluation was based on the following criteria, and the samples were ranked based on the average score of the evaluation points from the 10 participants. <Ease of rinsing during hair washing> 4: It rinses off easily and leaves a strong impression of being very easy to wash away. 3: It rinses off fairly well and feels relatively easy to rinse. 2: I can't say either way. 1: I don't feel it's easy to rinse at all. The rankings were as follows: ◎: 4-3.5, ○: less than 3.5-3, △: less than 3-2, ×: less than 2-1. 4: I feel a strong sense of freshness. 3: I feel a slight refreshing sensation. 2: I can't say either way. 1: I don't feel any refreshing sensation at all. The rankings were as follows: ◎: 4-3.5, ○: less than 3.5-3, △: less than 3-2, ×: less than 2-1.
[0034] Method for evaluating viscosity The hair cleansing agent composition samples prepared in Examples 1-15 and Comparative Examples 1-10 were measured using a Type B viscometer (Toki Sangyo Co., Ltd.: TVB-10) at 25°C. The results were then evaluated according to the following criteria. <Evaluation Criteria for Thickening Properties> ◎: Viscosity of 1500 mPa·s or higher ○: Viscosity of 1000-1499 mPa·s △: Viscosity of 100-999 mPa·s ×: Viscosity is less than 100 mPa·s
[0035] [Table 1] *1: Alanon ALE (Kawaken Fine Chemical Co., Ltd.), *2: Soypon SLE (Kawaken Fine Chemical Co., Ltd.), *3: NIKKOL (registered trademark) CMT-30 (Nikko Chemicals Co., Ltd.), *4: AminoSurfact (registered trademark) ACDS-L (Asahi Kasei Finechem Co., Ltd.), *5: Aminoformer (registered trademark) FLDS-L (Asahi Kasei Finechem Co., Ltd.), *6: Softazolin LPB-R (Kawaken Fine Chemical Co., Ltd., sodium chloride) 0.9% by weight, *7: Softazoline LSB-R (Kawaken Fine Chemicals Co., Ltd., sodium chloride 0.9% by weight), *8: Softazoline LMEB-R (Kawaken Fine Chemicals Co., Ltd., sodium chloride 0.9% by weight), *9: Amizet 1PC (Kawaken Fine Chemicals Co., Ltd.), *10: Catinal® HC-200 (Toho Chemical Industry Co., Ltd.), *11: Lipoflo® MN (Lion Specialty Chemicals Co., Ltd.)
[0036] [Table 2]
[0037] [Table 3]
[0038] result Examples 1 to 15, which were prepared within the range of the hair cleansing compositions of the present invention, exhibited excellent viscosity, were easy to rinse during washing, and provided a refreshing feeling after washing. Furthermore, they also showed excellent stability over time at 25°C and 50°C. On the other hand, in Comparative Example 1, where component (A) was outside the range, component (B) was below the range, component (A) / component (B) was outside the range, and pH was outside the range, the stability over time was poor. In Comparative Example 2, where component (A) was below the range, component (B) was outside the range, component (A) / component (B) was below the range, and component (A) + component (B) was outside the range, the stability over time, viscosity, ease of rinsing during shampooing, and refreshing feeling after shampooing were poor. In Comparative Example 3, where component (C) was outside the range, the stability over time, ease of rinsing during shampooing, and refreshing feeling after shampooing were poor. In Comparative Example 4, where component (C) was below the range, the stability over time, viscosity, ease of rinsing during shampooing, and refreshing feeling after shampooing were poor. In Comparative Example 5, where component (D) was outside the range, the stability over time, viscosity, ease of rinsing during shampooing, and refreshing feeling after shampooing were poor. In Comparative Example 6, where component (D) was below the range, the stability over time, viscosity, ease of rinsing during shampooing, and refreshing feeling after shampooing were inferior. In Comparative Example 7, where component (E) was outside the range, the stability over time, ease of rinsing during shampooing, and refreshing feeling after shampooing were inferior. In Comparative Example 8, where component (E) was below the range and the pH was outside the range, the stability over time, viscosity, ease of rinsing during shampooing, and refreshing feeling after shampooing were inferior. In Comparative Example 9, where component (A) was below the range, component (B) was below the range, and component (A) + component (B) were below the range, the stability over time, viscosity, ease of rinsing during shampooing, and refreshing feeling after shampooing were inferior. In Comparative Example 10, where the sodium chloride concentration in the amphoteric surfactant was outside the range, the stability over time was inferior.
Claims
1. (A) Potassium cocoyl-β-alanine represented by general formula (1) 0.5 to 4.0% by weight and, 【Chemistry 1】 (In the above general formula (1), RCO represents a coconut fatty acid residue or a palm kernel fatty acid residue.) (B) N-acyl amino acid salt 3.0 to 15.0% by weight, (C) Amphoteric surfactant 2.0 to 12.0% by weight, (D) Nonionic surfactant 0.5 to 5.0% by weight, (E) Cationic polymer 0.2 to 0.8% by weight, Includes, Furthermore, the ratio of component (A) to component (B) is 0.03 to 1.33, and the total weight of component (A) plus component (B) is 3.5 to 19.0%. Its composition is In component (C), the concentration of sodium chloride contained in the amphoteric surfactant is 1.0% by weight or less. A transparent liquid hair cleansing composition with a pH of 4.5 to 6.
0.
2. The hair cleansing composition according to claim 1, wherein the N-acyl amino acid salt, which is component (B), is at least one of acylalanine salt, acylsarcosine salt, acylmethyltaurine salt, acylglutamate salt, and acylaspartate salt.
3. The hair cleansing composition according to claim 1 or claim 2, wherein the amphoteric surfactant component (C) is at least one of lauramidopropyl betaine, lauramidopropyl hydroxysultaine, and hydroxyalkyl (C12-14) hydroxyethyl sarcosine.
4. The hair cleansing composition according to any one of claims 1 to 3, wherein the nonionic surfactant component (D) is PPG-2 cocamide.
5. The hair cleansing composition according to any one of claims 1 to 4, wherein the cationic polymer component (E) is at least one of polyquaternium-10 and polyquaternium-7.