Hair cleansing composition

The use of anionic and amphoteric surfactants with fatty acid amidoamines in hair cleansing compositions addresses the challenge of enhancing conditioning post-shampooing by improving conditioner adhesion and hydrophobicity, resulting in healthier and smoother hair.

JP2026072098APending Publication Date: 2026-04-30NIKKO CHEM
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Patent Information

Application Number
JP2025175042
Authority / Receiving Office
JP · JP
Patent Type
Applications
Current Assignee / Owner
Priority Date
2024-10-17
Filing Date
2025-10-16
Publication Date
2026-04-30

AI Technical Summary

Technical Problem

Existing hair cleansing compositions face challenges in enhancing conditioning properties post-shampooing due to the difficulty of conditioner adhesion and environmental concerns associated with cationized polymers.

Method used

A hair cleansing composition containing anionic and/or amphoteric surfactants, along with fatty acid amidoamines, which enhance hydrophobicity and improve conditioner adhesion, resulting in improved conditioning effects.

Benefits of technology

The composition ensures better compatibility with conditioner components, leading to healthier, smoother, and more manageable hair after drying.

✦ Generated by Eureka AI based on patent content.

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Abstract

The objective was to find a hair cleansing composition that enhances the conditioning effect during post-shampoo treatment. [Solution] Using fatty acid amidoamines in the hair cleansing composition enhanced the conditioning effect after washing.
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Description

Technical Field

[0001] The present invention relates to a hair cleaning composition that enhances the conditioning property of a treatment agent after shampooing.

Background Art

[0002] As consumers' awareness of damage care increases, friction during shampooing is one of the causes of hair damage. In order to improve the feel and squeak during shampooing, formulation devises such as adding cationized cellulose have been made. When cationized cellulose is blended in shampoo, it is known that a complex (coacervate) formed by an anionic surfactant and cationized cellulose adheres to the hair surface during shampooing, improving the feel.

[0003] The coacervate generated during shampooing improves the feel during shampooing, but there is a problem that the components of the treatment after shampooing are difficult to adhere due to remaining on the hair surface. Therefore, methods for reducing squeak during shampooing and improving the adhesion of the conditioner have been studied using cationized polymers having a specific molecular structure. In Non-Patent Document 1, it is reported that by using a cationized polymer into which a hydrophobic group is introduced, it is possible to reduce squeak due to the generation of coacervate in shampoo and enhance the conditioning property by the hydrophobic interaction between the polymer remaining after shampooing and the conditioner component. In addition, in Non-Patent Document 2, it is shown that by blending a polymer of a silicone resin and a cationized polymer in shampoo, the slipperiness and smoothness of the hair after treatment are improved regardless of the presence or absence of cationized cellulose.

[0004] However, generally, cationized polymers are known to be difficult to undergo biodegradation due to their large molecular weight, and there are concerns about the environmental load. Therefore, there is a need to study a cleaning composition that enhances the conditioning property of the treatment agent with components other than polymers.

Prior Art Documents

[0005] [Non-Patent Document 1] J.Soc.Cosmet.Chem.Jpn.53(2):106-111, 2019 [Non-Patent Document 2] J.Soc.Cosmet.Chem.Jpn.57(4):318-323, 2023 [Overview of the project] [Problems that the invention aims to solve]

[0006] The objective of this invention is to find a hair washing composition that enhances the conditioning effect after washing the hair. [Means for solving the problem]

[0007] The inventors diligently researched how to find a hair cleansing composition that provides excellent conditioning after washing, and as a result, they found that a hair cleansing composition containing fatty acid amidoamine is extremely effective in achieving these effects.

[0008] In other words, the present invention is a hair cleansing composition containing (A-1) an anionic surfactant and / or (A-2) an amphoteric surfactant, and (B) a fatty acid amidoamine represented by general formula (1).

[0009] [ka] (In the formula, R is an alkyl group characterized by having a branched structure, and represents isopalmitic acid or isostearic acid.) [Effects of the Invention]

[0010] When the fatty acid amidoamine of the present invention is used in a hair cleansing composition, it remains on the hair surface after washing, increasing the hydrophobicity of the hair. As a result, hair with a high degree of hydrophobicity can be obtained, improving its compatibility with conditioner components contained in the treatment agent after washing, improving conditioning after drying, and resulting in healthy, clean-feeling hair. [Modes for carrying out the invention]

[0011] Embodiments of the present invention will be described below.

[0012] <Hair cleansing composition> The hair cleansing composition of the present invention contains (A-1) an anionic surfactant and / or (A-2) an amphoteric surfactant, and (B) a fatty acid amidoamine represented by general formula (1).

[0013] The component (A-1) anionic surfactant of the present invention is not particularly limited, but can be selected from N-acyl amino acid salts, alkyl ether carboxylates, α-olefin sulfonates, alkyl sulfosuccinates, acyl isethionates, N-acyl-N-methyl taurate salts, alkyl sulfate esters, alkyl ether sulfate esters, and combinations thereof.

[0014] Examples of the above N-acyl amino acid salts include sodium cocoyl glutamate, sodium lauroyl methylalanine, and sodium lauroyl sarcosinate, while examples of alkyl ether carboxylates include sodium laureth-4 carboxylate and sodium laureth-6 carboxylate. Examples of the α-olefin sulfonate of component (A-1) include sodium olefin (C14-16) sulfonate, examples of alkyl sulfosuccinates include disodium lauryl sulfosuccinate, disodium laureth sulfosuccinate, and sodium diethylhexyl sulfosuccinate, examples of acyl isethionate include sodium cocoyl isethionate and sodium lauroyl isethionate, examples of N-acyl-N-methyl taurate include sodium cocoyl methyl taurate, examples of alkyl sulfate esters include sodium lauryl sulfate and TEA lauryl sulfate, and examples of alkyl ether sulfate esters include sodium laureth sulfate and TEA laureth sulfate. In particular, N-acyl amino acid salts such as sodium cocoyl glutamate, sodium lauroyl methylalanine, sodium lauroyl sarcosinate, and N-acyl-N-methyl taurate salt such as sodium cocoyl methyl taurate are preferred from the viewpoint of obtaining a hair cleansing composition that has excellent conditioning properties as a treatment agent after shampooing.

[0015] The content of component (A-1) in the hair cleansing composition is 1 to 20% by mass, preferably 3 to 15% by mass, and more preferably 5 to 10% by mass.

[0016] The amphoteric surfactant component (A-2) of the present invention is not particularly limited, but can be selected from alkyl amino acid salts, alkyldimethylaminoacetic acid betaine, alkyldimethylaminosulfobetaine, and combinations thereof.

[0017] Examples of the above alkyl amino acid salts include Na coco amphoacetate, Na lauro amphoacetate, Na lauraminopropionate, Na lauriminodipropionate, etc. Examples of alkyl dimethylaminoacetic acid betaines include lauryl betaine, myristyl betaine, lauramidopropyl betaine, cocoamidopropyl betaine, etc. Examples of alkyl dimethylaminosulfobetaines include lauryl hydroxysultaine, cocoamidopropyl hydroxysultaine, etc. Among them, lauramidopropyl betaine which is an alkyl dimethylaminoacetic acid betaine and cocoamidopropyl betaine which is an alkyl dimethylaminosulfobetaine are preferable from the viewpoint of obtaining a hair cleansing composition having excellent conditioning properties as a treatment agent after shampooing.

[0018] The content of the component (A-2) in the hair cleansing composition is 1 to 20% by mass, preferably 3 to 15% by mass, more preferably 5 to 10% by mass.

[0019] The fatty acid amide amine represented by the general formula (1) of the component (B) of the present invention can be produced by a known method. For example, it can be obtained by an amidation reaction of a fatty acid and an amine compound having a specific number of carbon atoms. The alkyl group of the fatty acid used in the present invention has a branched chain and is isopalmitic acid or isostearic acid, and isopalmitic acid or isostearic acid with a purity of 90% or more is preferable. As the amine compound used in the present invention, 3-dimethylaminopropylamine can be used.

[0020] The content of the component (B) in the hair cleansing composition composed of the fatty acid amide amine represented by the general formula (1) is 0.1 to 10% by mass, preferably 0.2 to 2% by mass.

[0021] The hair cleansing composition of the present invention can contain components other than surfactants. For example, water, solvents, fragrances, dyes, preservatives, moisturizers, antibacterial agents, anti-dandruff agents, pearlescent agents, vitamin agents, thickeners, pH adjusters, bleaching agents, chelating agents, water-soluble salts, and oils, etc. can be mentioned.

Examples

[0022] Examples are given below to explain the product of the present invention more specifically, but the present invention is not limited thereto. Also, the mass% shown below refers to the mass% with respect to the whole composition. is as follows.

[0023] (Production Example 1) Isostearamidopropyldimethylamine was prepared using dimethylaminopropylamine and isostearic acid. Isostearic acid (purity of isostearic acid: 90% or more) manufactured by Fujifilm Wako Pure Chemical Corporation and dimethylaminopropylamine were placed in a reaction vessel and stirred. The mixture was heated with stirring until reflux started, and after confirming the start of reflux, the reaction was carried out for 6 hours. After the reaction, the pressure was reduced at 80 °C to remove excess amine, and isostearamidopropyldimethylamine was obtained.

[0024] (Production Example 2) Isopalmitamidopropyldimethylamine was prepared using dimethylaminopropylamine and isopalmitic acid. Isopalmitic acid manufactured by Tokyo Chemical Industry Co., Ltd. or isopalmitic acid (purity of isopalmitic acid: 90% or more) manufactured by Sigma-Aldrich and dimethylaminopropylamine were placed in a reaction vessel and stirred. The mixture was heated with stirring until reflux started, and after confirming the start of reflux, the reaction was carried out for 6 hours. After the reaction, the pressure was reduced at 80 °C to remove excess amine, and isopalmitamidopropyldimethylamine was obtained.

[0025] 1. Conditioning effect of treatment agent by shampoo containing isostearamidopropyldimethylamine (Preparation of shampoo) The shampoos shown in Examples 1 to 2 described in Table 1 were prepared. For comparison, the shampoos shown in Comparative Products 1 to 2 that do not contain isostearamidopropyldimethylamine were prepared and the same evaluation was carried out. At 80 °C, the a phase was added to the b phase and mixed, and then slowly cooled at room temperature. After adding the c phase at 50 °C or lower, the mixture was mixed until it became uniform, and the preparation was completed. (Preparation of Treatment 1) ​The following treatment formulations were prepared and used to treat hair that had been treated with the above-mentioned shampoo, and a sensory evaluation was conducted. Treatment 1 (Formulation) Mass % A phase water remainder Propylene glycol 3.0 Steartrimonium chloride 2.0 Phenoxyethanol 0.5 Citric acid (10% aqueous solution) 0.6 Sodium citrate (10% aqueous solution) 0.1 Phase b: Cetostearyl alcohol 6.0 Glyceryl stearate 0.5 Ethylhexyl palmitate 2.0 Total 100.0 (Preparation method) Add phase a to phase b at 80°C and emulsify, then slowly cool to room temperature to complete the preparation.

[0026] (Sensory evaluation) A sensory evaluation was conducted using the samples prepared as described above. One beautician and five panelists scored each item on a scale of 0 to 4 points. An average score of 3 points or higher was marked with ◎, an average score of 2 points or higher with ○, and an average score of less than 2 points with ×. Rating: 0 points: Very bad 1 point: Bad 2 points: normal 3 points: Good 4 points: Very good Evaluation criteria: (1) How easily the treatment can be applied to the hair (2) Softness when applying treatment (3) Smoothness when applying treatment (4) Smoothness of the hair when rinsing out the treatment (5) How smooth your fingers can run through your fingers after drying (6) Cohesion after drying

[0027] (Sensory evaluation results) The results in Table 1 show that the hair cleansing composition containing isostearamidopropyldimethylamine of the present invention exhibits excellent conditioning properties during application of Treatment 1, rinsing, and after drying. Furthermore, the hair remains smooth and manageable after drying, resulting in healthy and clean-looking hair. [Table 1]

[0028] The following are examples of applications of the present invention. The amounts are expressed in mass percent.

[0029] (Example 3) Shampoo 1 (Formulation) Mass % A phase water remainder Polyquaternium-10 (*1) 0.5 Isostearamidopropyldimethylamine (Production Example 1) 0.5 Sodium benzoate 0.6 Citric acid (10% aqueous solution) 1.0 Sodium citrate (1% aqueous solution) 1.0 Cocamidopropyl betaine (30% aqueous solution) (*2) 20.0 Phase b: Sodium cocoyl methyl taurate (30% aqueous solution) (*3) 20.0 c-phase Propylene glycol laurate 2.0 Fragrance 0.5 Total 100.0 (Preparation method) Add phase a to phase b at 80°C and mix. Allow to cool slowly at room temperature. Add phase c at 50°C or below and mix until homogeneous to complete the preparation. (Preparation of Treatment 2) The following treatment formulations were prepared and applied to hair that had been treated with shampoo, and a sensory evaluation was conducted. Treatment 2 (Formulation) Mass % A phase water remainder Propylene glycol 3.0 Stearamidopropyldimethylamine 2.0 Lactic acid 0.8 Phenoxyethanol 0.5 Citric acid (10% aqueous solution) 0.6 Sodium citrate (10% aqueous solution) 0.1 Phase b: Behenyl alcohol 6.0 Glyceryl stearate 0.5 Mineral oil 2.0 Total 100.0 (Preparation method) Add phase a to phase b at 80°C and emulsify, then slowly cool to room temperature to complete the preparation. (Evaluation Results) Sensory evaluation revealed that Treatment 2 improved in terms of ease of application to the hair, softness, smoothness of combing, and ease of combing during rinsing. In addition, the manageability and smoothness of the hair after drying were also good.

[0030] (Example 4) Shampoo 2 (Formulation) Mass % A phase water remainder Isopalmitamidopropyldimethylamine (Production Example 2) 2.0 Sodium benzoate 0.6 Citric acid (10% aqueous solution) 2.0 Sodium citrate (1% aqueous solution) 1.0 Cocamidopropyl betaine (30% aqueous solution) (*2) 20.0 Phase b: Sodium cocoyl glutamate (*4) 6.0 c phase fragrance 0.5 Total 100.0 *4: Amisoft CS-11 (manufactured by Ajinomoto Healthy Supply Co., Ltd.) (Preparation method) Add phase a to phase b at 80°C and mix. Allow to cool slowly at room temperature. Add phase c at 50°C or below and mix until homogeneous to complete the preparation. (Preparation of Treatment 3) The following treatment formulations were prepared and applied to hair that had been treated with shampoo, and a sensory evaluation was conducted. Treatment 3 (Formulation) Mass % A phase water remainder Behentrimonium chloride 3.0 Phenoxyethanol 0.5 Citric acid (10% aqueous solution) 0.6 Sodium citrate (10% aqueous solution) 0.1 Phase b: Cetostearyl alcohol 6.0 Glyceryl stearate 0.5 Ethylhexyl palmitate 2.0 c-phase amodimethicone 0.5 Total 100.0 (Preparation method) Add phase a to phase b at 80°C and emulsify, then slowly cool to 35°C at room temperature, and finally mix in phase c to complete the preparation. (Evaluation Results) Sensory evaluation results showed that Treatment 3 improved in terms of ease of application to the hair, softness, smoothness of combing, and ease of combing during rinsing. In addition, the manageability and smoothness of the hair after drying were also good.

[0031] (Example 5) Shampoo 3 (Formulation) Mass % A phase water remainder Polyquaternium-10 (*1) 0.5 Isostearamidopropyldimethylamine (Production Example 1) 10.0 Sodium benzoate 0.6 Citric acid (10% aqueous solution) 2.0 Sodium citrate (1% aqueous solution) 1.0 Lauramidopropyl betaine (30% aqueous solution) (*5) 3.5 Phase b: Sodium lauroyl methylalanine (30% aqueous solution) (*6) 3.5 c phase fragrance 0.5 Total 100.0 *5: Softazolin (registered trademark) LPB (manufactured by Kawaken Fine Chemical Co., Ltd.) *6: NIKKOL Alaninate LN-30 (manufactured by Nikko Chemicals Co., Ltd.) (Preparation method) Add phase a to phase b at 80°C and mix. Allow to cool slowly at room temperature. Add phase c at 50°C or below and mix until homogeneous to complete the preparation. (Evaluation Results) Sensory evaluation revealed that Treatment 1 improved in terms of how easily it blended into the hair during application, its softness, the smoothness of the hair when combed, and the ease of combing during rinsing. In addition, the manageability and smoothness of the hair after drying were also good.

[0032] (Example 6) Shampoo 4 (Formulation) Mass % A phase water remainder Polyquaternium-10 (*1) 0.5 Isostearamidopropyldimethylamine (Production Example 1) 0.2 Sodium benzoate 0.6 Citric acid (10% aqueous solution) 2.0 Sodium citrate (1% aqueous solution) 1.0 Cocamidopropyl hydroxysultaine (50% aqueous solution) (*7) 34.0 Phase b: Sodium lauroyl sarcosinate (30% aqueous solution) (*8) 60.0 c phase fragrance 0.5 Total 100.0 *7: Colateric CBS-HP (manufactured by Colonial Chemical Corporation) *8: NIKKOL Sarcosinate LN-30 (manufactured by Nikko Chemicals Co., Ltd.) (Preparation method) Add phase a to phase b at 80°C and mix. Allow to cool slowly at room temperature. Add phase c at 50°C or below and mix until homogeneous to complete the preparation. (Evaluation Results) Sensory evaluation revealed that Treatment 2 improved in terms of ease of application to the hair, softness, smoothness of combing, and ease of combing during rinsing. In addition, the manageability and smoothness of the hair after drying were also good.

[0033] (Example 7) Shampoo 5 (Formulation) Mass % A phase water remainder Polyquaternium-10 (*1) 0.5 Isopalmitamidopropyldimethylamine (Production Example 2) 5.0 Sodium benzoate 0.6 Citric acid (10% aqueous solution) 2.0 Sodium citrate (1% aqueous solution) 1.0 Sodium cocoyl methyl taurate (30% aqueous solution) (*3) 60.0 B phase fragrance 0.5 Total 100.0 (Preparation method) Mix phase a at 80°C, allow to cool slowly at room temperature, add phase b at 50°C or below, and mix until homogeneous to complete the preparation. (Evaluation Results) Sensory evaluation results showed that Treatment 3 improved in terms of ease of application to the hair, softness, smoothness of combing, and ease of combing during rinsing. In addition, the manageability and smoothness of the hair after drying were also good.

[0034] (Example 8) Shampoo 6 (Formulation) Mass % A phase water remainder Polyquaternium-10 (*1) 0.5 Isostearamidopropyldimethylamine (Production Example 1) 5.0 Sodium benzoate 0.6 Citric acid (10% aqueous solution) 2.0 Sodium citrate (1% aqueous solution) 1.0 Cocamidopropyl betaine (30% aqueous solution) (*2) 60.0 B phase fragrance 0.5 Total 100.0 (Preparation method) Mix phase a at 80°C, allow to cool slowly at room temperature, add phase b at 50°C or below, and mix until homogeneous to complete the preparation. (Evaluation Results) Sensory evaluation revealed that Treatment 1 improved in terms of how easily it blended into the hair during application, its softness, the smoothness of the hair when combed, and the ease of combing during rinsing. In addition, the manageability and smoothness of the hair after drying were also good. [Industrial applicability]

[0035] The hair cleansing composition of the present invention has excellent effects in enhancing the conditioning properties of treatments, and therefore makes a significant contribution to industry.

Claims

[Claim 1] A hair cleansing composition comprising (A-1) an anionic surfactant and / or (A-2) an amphoteric surfactant, and (B) a fatty acid amidoamine represented by general formula (1). 【Chemistry 1】 (In the formula, R is an alkyl group characterized by having a branched structure, and represents isopalmitic acid or isostearic acid.)