JP2021134192A - Hair washing composition - Google Patents

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JP2021134192A
JP2021134192A JP2020033634A JP2020033634A JP2021134192A JP 2021134192 A JP2021134192 A JP 2021134192A JP 2020033634 A JP2020033634 A JP 2020033634A JP 2020033634 A JP2020033634 A JP 2020033634A JP 2021134192 A JP2021134192 A JP 2021134192A
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hair
extract
composition
arginine
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雄一 坂本
Yuichi Sakamoto
雄一 坂本
裕也 都筑
Yuya Tsuzuki
裕也 都筑
義昭 山本
Yoshiaki Yamamoto
義昭 山本
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Kawaken Fine Chemicals Co Ltd
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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/44Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/44Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
    • A61K8/442Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof substituted by amido group(s)
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/73Polysaccharides
    • A61K8/731Cellulose; Quaternized cellulose derivatives
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/73Polysaccharides
    • A61K8/737Galactomannans, e.g. guar; Derivatives thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/02Preparations for cleaning the hair

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Abstract

To provide a hair washing composition that gives the hair firmness and resilience only with hair shampoo to increase the volume, and also gives the hair a smooth texture from the time of hair washing to after drying.SOLUTION: A hair washing composition has the following composition: (A) succinyl arginine Na represented by general formula (1) 0.1-10.0 wt.%, (B) a specific cationic polymer (at least one of polyquaternium-10 and guar hydroxypropyltrimonium chloride) 0.3-0.8 wt.%, and (C) an ampholytic surfactant that is mixed with the (B) component and produces coacervate in a dilution process of 2.0-10.0 wt.%.SELECTED DRAWING: None

Description

本発明は、乾燥後の髪にハリコシを与え、ボリュームアップさせ、洗髪時から乾燥後までも滑らかな感触を維持する毛髪洗浄剤組成物に関する。 The present invention relates to a hair cleansing composition that imparts elasticity to dried hair, increases the volume, and maintains a smooth feel from the time of washing the hair to the time of drying.

毛髪は加齢により細くなり、ハリコシが失われる事でボリュームダウンの悩みが多くなる。また、毛髪の表面もざらざらに荒れるため、ダメージの意識も高くなる。このような悩みに対応し、近年では高齢者向けに髪のボリュームアップを訴求したヘアシャンプーの需要が高まっている。しかしながら、ヘアシャンプーだけでは十分な効果が得られず、コンディショナーや洗い流さないケア剤と併用して使われているのが実情である。また、一般的に毛髪にハリコシを与えボリュームアップさせる成分としてアルギニンが広く使用されている。アルギニンは毛髪内部に浸透し、ハリコシを与えボリュームアップさせる効果が知られている。しかし、毛髪表面に関しては作用が無く、ボリュームアップはするが、髪がざらざらとした感触になり、結果的にコンディショナーや洗い流さないケア剤と併用して使われる事となる。そこで、アルギニンの誘導体を検討し、ハリコシを与えボリュームアップさせるだけでなく、毛髪表面の感触も向上させる基剤が提案されている(特許文献1)。しかしながら、ヘアシャンプーだけで満足できる感触の向上には至らない場合もあり、当該アルギニン誘導体を配合したコンディショナーを併用する場合もあった。 Hair becomes thinner with aging, and the loss of elasticity increases the problem of volume reduction. In addition, the surface of the hair is also roughened, which raises the awareness of damage. In response to these concerns, in recent years there has been an increasing demand for hair shampoos that appeal to the elderly to increase the volume of their hair. However, hair shampoo alone is not effective enough, and it is actually used in combination with conditioners and care agents that do not wash away. In addition, arginine is generally widely used as a component that gives hair elasticity and increases volume. Arginine is known to have the effect of penetrating into the hair, giving it firmness and increasing its volume. However, it has no effect on the surface of the hair, and although it increases the volume, the hair feels rough, and as a result, it is used in combination with a conditioner and a care agent that does not wash away. Therefore, a derivative of arginine has been studied, and a base has been proposed that not only gives elasticity and increases volume, but also improves the feel of the hair surface (Patent Document 1). However, there are cases where the hair shampoo alone does not improve the feeling of satisfaction, and there are cases where a conditioner containing the arginine derivative is used in combination.

特開2016−64994号公報Japanese Unexamined Patent Publication No. 2016-64994

C. D. Bain, et al. Complexes of surfactants with oppositely charged polymers at surfaces and in balk. Adv. Colloid Interface Sci., 155, 32−49 (2010).C. D. Bain, et al. Complexes of surfactants with surfactant charged polymers at surfactants and in balk. Adv. Colloid Interface Sci. , 155, 32-49 (2010). Y. Kakizawa, et al. Creation of new functions by combination of surfactant and polymer complex coacervation with oppositely charged polymer and surfactant for shampoo and body wash. J. Oleo Sci., 68, 525−539 (2019).Y. Kakizawa, et al. Creation of new combinations by surfactant of surfactant and polymer complex coacervation with opposily charged polymer and surfactant. J. Oilo Sci. , 68, 525-539 (2019).

ヘアシャンプーだけで毛髪にハリコシを与えボリュームアップし、かつ洗髪時から乾燥後まで滑らかな感触となる毛髪洗浄剤組成物の提供。 Providing a hair cleansing composition that gives hair firmness and volume with just a hair shampoo, and gives a smooth feel from the time of washing to the time of drying.

本発明者らは、特許文献1に記載のアルギニン誘導体の性能を最大限に利用し、かつ洗髪時から乾燥後まで滑らかな感触となり、コンディショナーや洗い流さないトリートメントを使用しなくてもよい毛髪洗浄剤組成物を鋭意検討した。この結果、特許文献1に記載のアルギニン誘導体の中でもサクシニルアルギニンNaを一定量添加し、かつ特定の組成とする事で性能の両立が認められた。 The present inventors make full use of the performance of the arginine derivative described in Patent Document 1, and have a smooth feel from the time of washing the hair to after drying, and do not need to use a conditioner or a non-rinse treatment. The composition was diligently examined. As a result, among the arginine derivatives described in Patent Document 1, a certain amount of succinyl arginine Na was added and a specific composition was obtained to achieve both performance.

何故、サクシニルアルギニンNaが、毛髪にハリコシを与えボリュームアップし、かつ洗髪時から乾燥後まで滑らかな感触となる性能を両立できるのか、毛髪への吸着状態をTOF−SIMS(ION−TOF社、TOF.SIMS、株式会社東レリサーチセンターに測定を依頼)にて観察した(図1)。白い部分にサクシニルアルギニンNaが存在することを示す。この結果、サクシニルアルギニンNaは毛髪の表面並びに内部に存在する事がわかった。一方、アルギニンは毛髪の内部のみに存在する事がわかった(図2)。白い部分にアルギニンが存在することを示す。アルギニンは毛髪にハリコシを与える事は広く知られており、内部構造を改質していると推察されるが、毛髪表面には吸着せず、毛髪表面の改質は行われていない。この違いが、サクシニルアルギニンNaがハリコシを与えボリュームアップさせるだけでなく、毛髪表面の感触も向上させる効果に繋がっている。しかしながら、洗髪後のすすぎにおいて、毛髪表面に吸着したサクシニルアルギニンNaが洗い流される場合もあり、ヘアシャンプーだけで満足できる感触の向上には至らない場合もあった。そこで、サクシニルアルギニンNaがすすぎ時にも毛髪表面に留まり、乾燥後も滑らかな感触が続く特定の処方を鋭意検討した。 Why is succinyl arginine Na able to give elasticity to the hair and increase the volume, and also to have a smooth feel from the time of washing the hair to after drying? TOF-SIMS (ION-TOF, TOF) .SIMS 5 , Toray Research Center Co., Ltd. was requested to measure) (Fig. 1). It shows that succinyl arginine Na is present in the white part. As a result, it was found that succinylarginine Na was present on the surface and inside of the hair. On the other hand, it was found that arginine is present only inside the hair (Fig. 2). It shows that arginine is present in the white part. It is widely known that arginine gives elasticity to hair, and it is presumed that it modifies the internal structure, but it is not adsorbed on the hair surface and the hair surface is not modified. This difference leads to the effect that succinyl arginine Na not only gives elasticity and increases volume, but also improves the feel of the hair surface. However, in the rinsing after washing the hair, the succinyl arginine Na adsorbed on the hair surface may be washed away, and the hair shampoo alone may not improve the satisfactory feel. Therefore, we diligently studied a specific formulation in which succinyl arginine Na stays on the hair surface even during rinsing and continues to have a smooth feel even after drying.

鋭意検討の結果、特定の成分で発生するコアセルベートを組み合わせる事により解決する手段を見出した。コアセルベートとは、特定のカチオン性ポリマーと特定の両性界面活性剤を組み合わせる事でコアセルベートが発生する事が知られている(非特許文献1)。コアセルベートとは帯電した界面活性剤とカチオン性ポリマーが水溶液中に共存した際に、界面活性剤のイオン数/ポリマーのポリマー化度が1になった際に生じる不溶性の複合体である。また、コアセルベートはすすぎ時に発生し、毛髪に残る事が知られている(非特許文献2)。即ち、すすぎ時にコアセルベートを発生させ、コアセルベートが毛髪表面に吸着する事でサクシニルアルギニンNaが、毛髪表面から洗い流されるのを防ぎ、乾燥後まで滑らかな感触が持続する事を見出し本発明に至った。 As a result of diligent studies, we have found a means to solve the problem by combining coacervates generated in specific components. It is known that coacervate is generated by combining a specific cationic polymer and a specific amphoteric surfactant (Non-Patent Document 1). The coacervate is an insoluble complex formed when the number of ions of the surfactant / the degree of polymerization of the polymer becomes 1 when the charged surfactant and the cationic polymer coexist in the aqueous solution. It is also known that coacervates occur during rinsing and remain in the hair (Non-Patent Document 2). That is, they have found that coacervates are generated during rinsing, and the coacervates are adsorbed on the hair surface to prevent succinylarginine Na from being washed away from the hair surface, and a smooth feel is maintained until after drying, and the present invention has been made.

即ち本発明は、
(A)一般式(1)で示されるサクシニルアルギニンNa 0.1〜10.0重量%
(B)特定のカチオン性ポリマー(ポリクオタニウム−10、グアーヒドロキシプロピルトリモニウムクロリドのうち少なくとも1種) 0.3〜0.8重量%
(C)(B)成分と混合し、希釈過程でコアセルベートを生じる両性界面活性剤 2.0〜10.0重量%
の組成である毛髪洗浄剤組成物である。

Figure 2021134192
That is, the present invention
(A) Succinylarginine Na represented by the general formula (1) 0.1 to 10.0% by weight
(B) Specific cationic polymer (polyquaternium-10, at least one of guarhydroxypropyltrimonium chloride) 0.3 to 0.8% by weight
(C) Amphoteric tenside agent that produces coacervate in the dilution process when mixed with the components (B) 2.0 to 10.0% by weight
It is a hair cleansing composition which is the composition of.
Figure 2021134192

本発明は、優れた性能を有するアルギニン誘導体を含有し、さらに特定のカチオン性ポリマーと特定の両性界面活性剤を含む組成とする事により、毛髪にハリコシを与え、洗髪から乾燥後まで滑らかな感触を付与し、コンディショナー等を使用しなくても満足できる性能を有するため、毛髪洗浄剤組成物として優れている。 The present invention contains an arginine derivative having excellent performance, and further contains a specific cationic polymer and a specific amphoteric surfactant to give the hair firmness and a smooth feel from washing to drying. It is excellent as a hair cleansing composition because it has a satisfactory performance without using a conditioner or the like.

図1はサクシニルアルギニンNaのTOF−SIMS測定結果。FIG. 1 shows the TOF-SIMS measurement results of succinylarginine Na. 図2はアルギニンのTOF−SIMS測定結果。FIG. 2 shows the TOF-SIMS measurement results of arginine.

以下、本発明の実施形態について説明する。
(A)成分であるサクシニルアルギニンNaは一般式(1)で示される。

Figure 2021134192
(A)成分は、毛髪洗浄剤組成物の中に0.1〜10.0重量%の組成とすることにより本発明の効果が発現する。より好ましくは0.5〜5.0重量%の組成である。0.1重量%を下回る組成では、本発明の十分な効果が得られない場合があり、10.0重量%を超える組成とした場合、ごわつきが感じられる場合がある。 Hereinafter, embodiments of the present invention will be described.
The component (A), succinylarginine Na, is represented by the general formula (1).
Figure 2021134192
The effect of the present invention is exhibited when the component (A) has a composition of 0.1 to 10.0% by weight in the hair cleansing composition. More preferably, the composition is 0.5 to 5.0% by weight. If the composition is less than 0.1% by weight, the sufficient effect of the present invention may not be obtained, and if the composition is more than 10.0% by weight, stiffness may be felt.

(B)成分である特定のカチオン性ポリマーは、ポリクオタニウム−10、グアーヒドロキシプロピルトリモニウムクロリドのうち少なくとも1種である。(B)成分は、毛髪洗浄剤組成物の中に0.3〜0.8重量%の組成とすることにより本発明の効果が発現する。0.3重量%を下回る組成では、本発明の十分な効果が得られない場合があり、0.8重量%を超える組成とした場合、ごわつきが感じられる場合がある。 The specific cationic polymer as the component (B) is at least one of polyquaternium-10 and guarhydroxypropyltrimonium chloride. The effect of the present invention is exhibited when the component (B) has a composition of 0.3 to 0.8% by weight in the hair cleansing composition. If the composition is less than 0.3% by weight, the sufficient effect of the present invention may not be obtained, and if the composition is more than 0.8% by weight, stiffness may be felt.

(C)成分である、(B)成分と混合し、希釈過程でコアセルベートを生じる両性界面活性剤としては、コカミドプロピルベタイン、ラウラミドプロピルベタイン、パーム核油脂肪酸アミドプロピルベタイン、ラウラミドプロピルヒドロキシスルタイン、コカミドプロピルヒドロキシスルタイン、ココアンホ酢酸Na、ラウロアンホ酢酸Na、ココアンホプロピオン酸Na、ラウロアンホプロピオン酸Na、ヤシ油アルキルベタイン、ラウリルベタイン、ラウリルヒドロキシスルタイン、ラウラミドプロピルアミンオキシド、コカミドプロピルアミンオキシド、ジヒドロキシエチルラウラミンオキシド等が挙げられる。 Examples of amphoteric tenside agents that are mixed with the component (C) and produce core selvate in the dilution process include cocamidopropyl betaine, lauramide propyl betaine, palm kernel oil fatty acid amide propyl betaine, and lauramide propyl hydroxy. Sultaine, Cocamidopropyl hydroxysultaine, Na cocoamphoacetate, Na lauroamphoacetate, Na cocoamphopropionate, Na lauroanphopropionate, Alkylbetaine palm oil, Laurylbetaine, Laurylhydroxysultaine, Lauramidepropylamine oxide, Coca Examples thereof include midpropylamine oxide and dihydroxyethyllauramine oxide.

(C)成分は、毛髪洗浄剤組成物の中に2.0〜10.0重量%の組成とすることにより本発明の効果が発現する。2.0重量%を下回る組成では、希釈過程で十分なコアセルベートの生成が起きず、本発明の十分な効果が得られない場合があり、10.0重量%を超える組成とした場合、乾燥後ごわつきが感じられる場合がある。 The effect of the present invention is exhibited when the component (C) has a composition of 2.0 to 10.0% by weight in the hair cleansing composition. If the composition is less than 2.0% by weight, sufficient coacervate may not be produced in the dilution process, and the sufficient effect of the present invention may not be obtained. If the composition is more than 10.0% by weight, after drying. You may feel stiff.

特に、(C)成分の両性界面活性剤をアミドプロピルベタイン型、アミドスルホベタイン型、イミダゾリン型にする事で滑らかさが向上する。
具体的には、アミドプロピルベタイン型の両性界面活性剤として、コカミドプロピルベタイン、ラウラミドプロピルベタイン、パーム核油脂肪酸アミドプロピルベタインなどが挙げられ、入手可能な市販品として、川研ファインケミカル社製のソフタゾリン(登録商標)CPB、CPB−R、LPB、LPB−R、PKPBなどが挙げられる。
アミドスルホベタイン型の両性界面活性剤として、ラウラミドプロピルヒドロキシスルタイン、コカミドプロピルヒドロキシスルタインなどが挙げられ、入手可能な市販品として、川研ファインケミカル社製のソフタゾリンLSB、LSB−Rなどが挙げられる。
イミダゾリン型の両性界面活性剤として、ココアンホ酢酸Na、ラウロアンホ酢酸Na、ココアンホプロピオン酸Na、ラウロアンホプロピオン酸Naなどが挙げられ、入手可能な市販品として、川研ファインケミカル社製のソフタゾリンCH、CH−R、CL、CL−R、LHL、LHL−SF、NS、SF、SFDなどが挙げられる。
In particular, the smoothness is improved by changing the amphoteric tenside of the component (C) to an amide propyl betaine type, an amide sulfobetaine type, or an imidazoline type.
Specific examples of the amidopropyl betaine-type amphoteric surfactant include cocamidopropyl betaine, lauramidpropyl betaine, palm kernel oil fatty acid amide propyl betaine, and the like. Available commercial products are manufactured by Kawaken Fine Chemicals Co., Ltd. Softazoline (registered trademark) CPB, CPB-R, LPB, LPB-R, PKPB and the like.
Examples of the amide sulfobetaine type amphoteric tenside include lauramidopropyl hydroxysultaine and cocamidopropyl hydroxysultaine, and available commercially available products include softazoline LSB and LSB-R manufactured by Kawaken Fine Chemicals Co., Ltd. Can be mentioned.
Examples of the imidazoline-type amphoteric surfactant include sodium cocoamphoacetate, sodium lauroamphoacetate, sodium cocoamphopropionate, sodium lauroamphopropionate, and the like. -R, CL, CL-R, LHL, LHL-SF, NS, SF, SFD and the like can be mentioned.

さらに、毛髪洗浄剤組成物の外観の透明性、粘度の調整、コアセルベート生成量のコントロールなどの効果を求める場合は、両性界面活性剤は脱塩精製品を使用することが好ましい。 Further, when the effects such as the transparency of the appearance of the hair cleansing composition, the adjustment of the viscosity, and the control of the amount of coacervate produced are desired, it is preferable to use a desalted and refined product as the amphoteric surfactant.

(A)成分であるサクシニルアルギニンNaの製造においては、原料である無水コハク酸の未反応物等から由来する、コハク酸が生成する場合がある。コハク酸は、毛髪洗浄剤組成物の中に0.2重量%未満の組成で本発明の効果が発現する。0.2重量%以上のコハク酸が含まれると(A)成分の毛髪への浸透・吸着を阻害し毛髪のハリコシ効果が得られない。 In the production of succinylarginine Na as the component (A), succinic acid derived from an unreacted product of succinic anhydride as a raw material may be produced. Succinic acid exhibits the effects of the present invention in a composition of less than 0.2% by weight in the hair cleansing composition. If 0.2% by weight or more of succinic acid is contained, the penetration / adsorption of the component (A) into the hair is inhibited, and the hair elasticity effect cannot be obtained.

本発明の毛髪洗浄剤組成物は、化粧品、医薬部外品として使用することが出来る。本発明の毛髪洗浄剤組成物には、増泡性などを目的として陰イオン界面活性剤と非イオン界面活性剤を組み合わせて使用する事ができる。 The hair cleansing composition of the present invention can be used as a cosmetic or quasi-drug. In the hair cleansing composition of the present invention, an anionic surfactant and a nonionic surfactant can be used in combination for the purpose of increasing foaming property.

特に限定されるわけではないが、陰イオン界面活性剤としては、アシルメチルアラニン塩(入手可能な市販品として、川研ファインケミカル社製のアラノン(登録商標)ALE、ACE、ALTA、AME)、アシルサルコシン塩(川研ファインケミカル社製のソイポン(登録商標)SLP、SLE,SCE、SLTA、M−30)、アシルシルクアミノ酸塩(川研ファインケミカル社製のカワシルク(登録商標)S)、N−アシルグルタミン酸塩、N−アシルアスパラギン酸塩、N−アシルグリシン塩、N−メチル−N−アシルタウリン塩、N−アシル−N−ヒドロキシエチル−β−アラニン塩、ポリ(1〜10)オキシエチレンラウリルエーテル酢酸塩、ポリ(1〜10)オキシエチレンヤシ油アルキルエーテル酢酸塩、ポリ(1〜10)オキシエチレントリデシルエーテル酢酸塩、ポリ(1〜10)オキシエチレンラウロイルエタノールアミドエーテル酢酸塩、ポリ(1〜10)オキシエチレンヤシ油脂肪酸エタノールアミドエーテル酢酸塩、ポリ(1〜10)N−メチル−ラウロイルエタノールアミドエーテル酢酸塩、ポリ(1〜10)N−エチル−ラウロイルエタノールアミドエーテル酢酸塩、ポリ(1〜10)オキシエチレンN−メチル−ヤシ油脂肪酸エタノールアミドエーテル酢酸塩、ポリ(1〜10)オキシエチレンN−エチル−ヤシ油脂肪酸エタノールアミドエーテル酢酸塩、ポリ(0〜10)オキシエチレンラウリルスルホコハク酸塩、ポリ(0〜10)オキシエチレンヤシ油脂肪酸スルホコハク酸塩、ポリ(0〜10)オキシエチレンラウロイルエタノールアミドスルホコハク酸塩、ポリ(0〜10)オキシエチレンヤシ油脂肪酸エタノールアミドスルホコハク酸塩、ポリ(0〜10)オキシエチレンN−メチル−ラウロイルエタノールアミドスルホコハク酸塩、ポリ(0〜10)オキシエチレンN−メチル−ヤシ油脂肪酸エタノールアミドスルホコハク酸塩、ポリ(0〜10)オキシエチレンN−エチル−ラウロイルエタノールアミドスルホコハク酸塩、ポリ(0〜10)オキシエチレンN−エチル−ヤシ油脂肪酸エタノールアミドスルホコハク酸塩、ポリ(1〜10)オキシエチレンラウリルエーテル硫酸塩等を挙げることが出来る。 Although not particularly limited, the anionic surfactants include acylmethylalanine salts (Alanon® ALE, ACE, ALTA, AME manufactured by Kawaken Fine Chemicals Co., Ltd. as available commercial products) and acyl. Sarcosine salt (Soypon (registered trademark) SLP, SLE, SCE, SLTA, M-30 manufactured by Kawaken Fine Chemicals), acyl silk amino acid salt (Kawasilk (registered trademark) S manufactured by Kawaken Fine Chemicals), N-acylglutamic acid Salt, N-acylasparaginate, N-acylglycine salt, N-methyl-N-acyltaurine salt, N-acyl-N-hydroxyethyl-β-alanine salt, poly (1-10) oxyethylene lauryl ether acetate Salt, poly (1-10) oxyethylene palm oil alkyl ether acetate, poly (1-10) oxyethylene tridecyl ether acetate, poly (1-10) oxyethylene lauroyl ethanolamide ether acetate, poly (1-10) 10) Oxyethylene palm oil fatty acid ethanolamide ether acetate, poly (1-10) N-methyl-lauroylethanolamide ether acetate, poly (1-10) N-ethyl-lauroylethanolamide ether acetate, poly (1) 10) Oxyethylene N-methyl-coconut oil fatty acid ethanolamide ether acetate, poly (1-10) oxyethylene N-ethyl-coconut oil fatty acid ethanolamide ether acetate, poly (0-10) oxyethylene lauryl sulfosuccinic acid Salt, poly (0-10) oxyethylene coconut oil fatty acid sulfosuccinate, poly (0-10) oxyethylene lauroyl ethanolamide sulfosuccinate, poly (0-10) oxyethylene coconut oil fatty acid ethanolamide sulfosuccinate, poly (0-10) Oxyethylene N-methyl-lauroylethanolamide sulfosuccinate, poly (0-10) oxyethylene N-methyl-palm oil fatty acid ethanolamide sulfosuccinate, poly (0-10) oxyethylene N-ethyl -Lauroylethanolamide sulfosuccinate, poly (0-10) oxyethylene N-ethyl-palm oil fatty acid ethanolamide sulfosuccinate, poly (1-10) oxyethylene lauryl ether sulfate and the like can be mentioned.

特に限定されるわけではないが、非イオン界面活性剤としては、コカミドMEA(入手可能な市販品として、川研ファインケミカル社製のアミゾール(登録商標)CME)、PPG−2コカミド(入手可能な市販品として、川研ファインケミカル社製のアミゼット(登録商標)1PC)、コカミドDEA(川研ファインケミカル社製のアミゾールCDE−G)、パーム核油脂肪酸アミドDEA(川研ファインケミカル社製のアミゾールKD−1)、コカミドDEA(1:2)(川研ファインケミカル社製のアミゾールCD)、ラウラミドDEA(川研ファインケミカル社製のアミゾールLDE−G)、(ラウラミド/ミリスタミド)DEA(川研ファインケミカル社製のアミゾールLMDE−Y)、ラウラミドMIPA(川研ファインケミカル社製のアミゾールPLME−A)、PEG−3ラウラミド(川研ファインケミカル社製のアミゼット2L−Y)、PEG−2カプリリルアミン(川研ファインケミカル社製のフォーマイト(登録商標)2E8)、PEG−2コカミン(川研ファインケミカル社製のビスコファイン(登録商標)E2C)、(ラウリル/ミリスチル)グリコールヒドロキシプロピルエーテル(川研ファインケミカル社製のビスコセーフ(登録商標)LMPE)、コカミドメチルMEA、グリセリン脂肪酸エステル類、ポリオキシエチレングリセリン脂肪酸エステル類、ポリグリセリン脂肪酸エステル類、ソルビタン脂肪酸エステル類、ポリオキシエチレンソルビタン脂肪酸エステル類、ポリオキシエチレンソルビット脂肪酸エステル類、ポリエチレングリコール脂肪酸エステル類、ポリオキシエチレンアルキルエーテル類、ポリオキシエチレンポリオキシプロピレンアルキルエーテル類、ポリオキシエチレンアルキルフェニルエーテル類等を挙げることが出来る。 Although not particularly limited, examples of the nonionic surfactant include cocamide MEA (as a commercially available product, Amizole® CME manufactured by Kawaken Fine Chemicals Co., Ltd.) and PPG-2 cocamide (available commercially available product). As products, Amizet (registered trademark) 1PC manufactured by Kawaken Fine Chemical Co., Ltd.), Cocamide DEA (Amizol CDE-G manufactured by Kawaken Fine Chemical Co., Ltd.), Palm kernel oil fatty acid amide DEA (Amizol KD-1 manufactured by Kawaken Fine Chemical Co., Ltd.) , Cocamide DEA (1: 2) (Amizol CD manufactured by Kawaken Fine Chemicals), Lauramide DEA (Amizol LDE-G manufactured by Kawaken Fine Chemicals), (Lauramide / Myristamide) DEA (Amizol LMDE-manufactured by Kawaken Fine Chemicals) Y), Lauramide MIPA (Amizole PLME-A manufactured by Kawaken Fine Chemicals), PEG-3 Lauramide (Amizet 2L-Y manufactured by Kawaken Fine Chemicals), PEG-2 Caprylylamine (Formate manufactured by Kawaken Fine Chemicals) (Registered trademark) 2E8), PEG-2 cocamine (Viscofine (registered trademark) E2C manufactured by Kawaken Fine Chemicals), (lauryl / myristyl) glycol hydroxypropyl ether (Viscosafe (registered trademark) LMPE manufactured by Kawaken Fine Chemicals) , Cocamidomethyl MEA, glycerin fatty acid esters, polyoxyethylene glycerin fatty acid esters, polyglycerin fatty acid esters, sorbitan fatty acid esters, polyoxyethylene sorbitan fatty acid esters, polyoxyethylene sorbit fatty acid esters, polyethylene glycol fatty acid esters, Examples thereof include polyoxyethylene alkyl ethers, polyoxyethylene polyoxypropylene alkyl ethers, and polyoxyethylene alkyl phenyl ethers.

本発明の毛髪洗浄剤組成物には、発明の効果を妨げない範囲で、毛髪改質剤、金属封鎖剤、血行促進剤、抗脂漏剤、pH調整剤等を適宜使用する事ができる。 In the hair cleansing composition of the present invention, a hair modifier, a metal sequestering agent, a blood circulation promoter, an antiseborrheic agent, a pH adjuster and the like can be appropriately used as long as the effects of the present invention are not impaired.

配合できる成分の具体例を示せば、特に限定されるわけではないが、毛髪改質剤として、ジプロピレングリコール、グリセリン、ペンタエリスリトール、プロパンジオール、ソルビトール、ジエチレングリコール、ペンチレングリコール、ブチレングリコール、ジグリセリンなどのポリオール類、システイン、グルタミン、グリシン、N−メチルグリシン、プロリン、チロシン、ヒスチジン、イソロイシン、タウリン、ロイシン、リシン、オルニチン、シトルリン、クレアチン、メチオニン、フェニルアラニン、トレオニン、トリプトファン、バリン、アラニン、β−アラニン、N−メチル−β−アラニン、N−ヒドロキシエチル−β−アラニン、アスパラギン酸、アスパラギン、グルタミン酸、セリンなどのアミノ酸類、金属封鎖剤として、クエン酸ナトリウム、エデト酸二ナトリウム、エデト酸三ナトリウム、ポリリン酸ナトリウム、メタリン酸ナトリウム等、血行促進剤として、ノニル酸ワレニルアミド、ニコチン酸ベンジルエステル、ニコチン酸β−ブトキシエチルエステル、カプサイシン、ジンゲロン、カンタリスチンキ、イクタモール、カフェイン、タンニン酸、α−ボルネオール、ニコチン酸トコフェロール、イノシトールヘキサニコチネート、シクランデレート、シンナリジン、トラゾリン、アセチルコリン、ベラパルミ、セファランチン、γ−オリザノール等、抗脂漏剤として、硫黄、チアントール等、pH調整剤として、クエン酸、NaOH等を挙げることが出来る。 Specific examples of the components that can be blended are not particularly limited, but the hair modifiers include dipropylene glycol, glycerin, pentaerythritol, propanediol, sorbitol, diethylene glycol, pentylene glycol, butylene glycol, and diglycerin. Polycols such as cysteine, glutamine, glycine, N-methylglycine, proline, tyrosine, histidine, isoleucine, taurine, leucine, lysine, ornithine, citric acid, creatine, methionine, phenylalanine, threonine, tryptophan, valine, alanine, β- Amino acids such as alanine, N-methyl-β-alanine, N-hydroxyethyl-β-alanine, aspartic acid, asparagine, glutamate, serine, sodium citrate, disodium edetate, trisodium edetate as metal sequestering agents , Sodium polyphosphate, sodium metaphosphate, etc., as blood circulation promoters, nonylate valenylamide, nicotinic acid benzyl ester, nicotinic acid β-butoxyethyl ester, capsaicin, zingerone, cantalistinki, ictamol, caffeine, tannic acid, α- Borneol, tocopherol nicotinate, inositol hexanicotinate, cyclanderate, cinnaridine, trazoline, acetylcholine, bellapalmi, cepharanthin, γ-oryzanol, etc. And so on.

あるいは多様な目的から、発明の効果を妨げない範囲で、抗老化薬剤、抗炎症剤、抗アンドロゲン剤、育毛剤、保湿剤、酸化防止剤、紫外線吸収剤、界面活性剤、増粘剤、防腐剤、乳化剤、パール化剤、色材、油性成分、水性成分、毛髪栄養剤、香料、清涼剤、生薬等を適宜使用する事ができる。配合できる成分の具体例を示せば、特に限定されるわけではないが、ヒノキチオール、酸化亜鉛、アラントイン、アロエベラエキス、オウゴン根エキス、オタネニンジンエキス、カキタンニンエキス、カニナバラエキス、カミツレ花エキス、セイヨウオドリギソウエキス、セイヨウナシ枝エキス、センチフォリアバラエキス、チャ葉エキス、トウセンカエキス、ハマメリスエキス、フユボダイジュエキス、マグワエキス、ヤグルマギクエキス、ユズエキス、ローマカミツレエキス、ローヤルゼリーエキス、ウコン抽出物、ブナの芽抽出物、加水分解カゼイン、米抽出物加水分解液、米ぬか抽出物、トウニン抽出物、クララ抽出物、チオタウリン、ヒポタウリン、マジョラム抽出物、イチヤクソウ抽出物、キシリトール、セリン、オウバク抽出成分、オウレン抽出成分、カッコン抽出成分、シコン抽出成分、シャクヤク抽出成分、センブリ抽出成分、バーチ抽出成分、セージ抽出成分、ビワ抽出成分、ニンジン抽出成分、アロエ抽出成分、ゼニアオイ抽出成分、アイリス抽出成分、ブドウ抽出成分、ヨクイニン抽出成分、ヘチマ抽出成分、ユリ抽出成分、サフラン抽出成分、センキュウ抽出成分、ショウキョウ抽出成分、オトギリソウ抽出成分、ローズマリー抽出成分、ニンニク抽出成分、トウガラシ抽出成分、ワレモコウ抽出成分、チンピ、トウキ等、レチノール、酢酸レチノール等のビタミンA類、リボフラビン、酪酸リボフラビン、フラビンアデニンヌクレオチド等のビタミンB2類、ピリドキシン塩酸塩、ピリドキシンジオクタノエート等のビタミンB6類、L−アスコルビン酸、L−アスコルビン酸ジパルミチン酸エステル、L−アスコルビン酸−2−硫酸ナトリウム、L−アスコルビン酸リン酸エステル、DL−α−トコフェロール−L−アスコルビン酸リン酸ジエステルジカリウム等のビタミンC類、パントテン酸カルシウム、D−パントテニルアルコール、パントテニルエチルエーテル、アセチルパントテニルエチルエーテル等のパントテン酸類、エルゴカルシフェロール、コレカルシフェロール等のビタミンD類、ニコチン酸、ニコチン酸アミド、ニコチン酸ベンジル等のニコチン酸類、α−トコフェロール、酢酸トコフェロール、ニコチン酸DL−α−トコフェロール、コハク酸DL−α−トコフェロール等のビタミンE類、ビタミンP、ビオチン等のビタミン類、カフェイン、タンニン、トラネキサム酸及びその誘導体、酢酸トコフェロール、グリチルリチン酸及びその誘導体又はその塩、グリチルレチン酸誘導体、サリチル酸誘導体、リゾフォスファチジルコリンやリゾフォスファチジン酸、大豆調製物、グルコース、フルクトース、マンノース、ショ糖、トレハロース等の糖類を挙げることができる。 Alternatively, for various purposes, anti-aging agents, anti-inflammatory agents, anti-androgens, hair growth agents, moisturizers, antioxidants, ultraviolet absorbers, surfactants, thickeners, preservatives, as long as they do not interfere with the effects of the invention. Agents, emulsifiers, pearling agents, coloring materials, oily ingredients, aqueous ingredients, hair nutrients, fragrances, refreshing agents, crude drugs and the like can be appropriately used. Specific examples of the ingredients that can be blended are not particularly limited, but are limited to hinokithiol, zinc oxide, allantin, aloe vera extract, ginger root extract, otane carrot extract, oyster tannin extract, canina rose extract, chamomile flower extract, and blue-green algae. Saw extract, Pear branch extract, Centifolia rose extract, Cha leaf extract, Tosenka extract, Hamamelis extract, Fuyubodaiju extract, Magwa extract, Yagurumagiku extract, Yuzu extract, Roman chamomile extract, Royal jelly extract, Ukon extract, Beech sprout extract , Hydrolyzed casein, Rice extract hydrolyzate, Rice bran extract, Tounin extract, Clara extract, Thiotaurin, Hipotaurin, Majorum extract, Ichiyakuso extract, Xylitol, Serin, Oubaku extract, Ouren extract, Cucumber extract Ingredients, Shikon extract, Shakuyaku extract, Senburi extract, Birch extract, Sage extract, Biwa extract, Carrot extract, Aloe extract, Zeniaoi extract, Iris extract, Grape extract, Yokuinin extract, Hechima extract, lily extract, saffron extract, senkyu extract, ginger extract, otogirisou extract, rosemary extract, garlic extract, peppercorn extract, crackle extract, chimpi, touki, etc., retinol, acetic acid Vitamin A such as retinol, riboflavin, riboflavin butyrate, vitamin B2 such as flavin adenine nucleotide, vitamin B6 such as pyridoxin hydrochloride, pyridoxin dioctanoate, L-ascorbic acid, L-ascorbic acid dipalmitate, Vitamin Cs such as L-ascorbic acid-2-sodium sulfate, L-ascorbic acid phosphate, DL-α-tocopherol-L-ascorbic acid diester dipotassium, calcium pantothenate, D-pantothenyl alcohol, pantothenyl Pantothenic acids such as ethyl ether and acetylpantothenyl ethyl ether, vitamin Ds such as ergocalciferol and cholecalciferol, nicotinic acids such as nicotinic acid, nicotinic acid amide and benzyl nicotinate, α-tocopherol, tocopherol acetate, nicotinic acid Vitamin E such as DL-α-tocopherol and DL-α-tocopherol succinate, vitamins such as vitamin P and biotin, caffeine, tannin, tranexam Acids and derivatives thereof, tocopherol acetate, glycyrrhizic acid and its derivatives or salts thereof, glycyrrhetinic acid derivatives, salicylic acid derivatives, lysophosphatidylcholine and lysophosphatidic acid, soybean preparations, glucose, fructose, mannose, sucrose, trehalose And other sugars can be mentioned.

本発明の効果に関して、以下の実施例によりさらに詳細に説明するが、本発明はこれらの実施例等に限定されるものではない。 The effects of the present invention will be described in more detail with reference to the following examples, but the present invention is not limited to these examples and the like.

製造例(サクシニルアルギニンNaの製造)
500mlの4つ口フラスコに、蒸留水190gを加え、40℃に加温したところへL−(+)−アルギニン(東京化成工業株式会社) 53.8gを入れ、攪拌して完全に溶解させた。そこへ無水コハク酸(30.9g、1当量、東京化成工業株式会社)を加えた。無水コハク酸添加後、pHが低下するため、pHが6〜9となるように、NaOH(東京化成工業株式会社)の48重量%水溶液(25.7g、1当量)を滴下し、無水コハク酸が完全に溶解してpHが6付近で安定するまで攪拌し、目的物を得た。目的物の構造はH−NMR(日本電子株式会社、JNM−ECZ400S)で確認した。H−NMRケミカルシフト:1.5〜1.8ppm(4H m)、2.3ppm(4H m)、3.1ppm(2H m)、4.1ppm(1H m)。コハク酸およびアルギニンの含量については、高速液体クロマトグラフィー(カラム:ジーエルサイエンス株式会社、Inertsil(登録商標) ODS−2、250mm)にて定量を実施した。それぞれ0.4重量%と0.2重量%であった。
Production example (Production of succinylarginine Na)
190 g of distilled water was added to a 500 ml four-necked flask, 53.8 g of L- (+)-arginine (Tokyo Chemical Industry Co., Ltd.) was added to a place heated to 40 ° C., and the mixture was completely dissolved by stirring. .. Succinic anhydride (30.9 g, 1 equivalent, Tokyo Chemical Industry Co., Ltd.) was added thereto. Since the pH drops after the addition of succinic anhydride, a 48 wt% aqueous solution (25.7 g, 1 equivalent) of NaOH (Tokyo Kasei Kogyo Co., Ltd.) was added dropwise so that the pH became 6-9, and succinic anhydride was added. Was completely dissolved and stirred until the pH became stable at around 6, to obtain the desired product. The structure of the target product was confirmed by 1 H-NMR (JEOL Ltd., JNM-ECZ400S). 1 1 H-NMR chemical shift: 1.5 to 1.8 ppm (4 H m), 2.3 ppm (4 H m), 3.1 ppm (2 H m), 4.1 ppm (1 H m). The contents of succinic acid and arginine were quantified by high performance liquid chromatography (column: GL Sciences Co., Ltd., Inertsil® ODS-2, 250 mm). It was 0.4% by weight and 0.2% by weight, respectively.

試験方法
表1、2に示す組成の毛髪洗浄剤組成物を常法に準じて調製し、実施例1〜6および比較例1〜11に記載する毛髪洗浄剤組成物を得た。得られた毛髪洗浄剤組成物について下記評価を行った。その結果を表1、2に示す。
Test Method The hair cleansing composition having the composition shown in Tables 1 and 2 was prepared according to a conventional method to obtain the hair cleansing composition described in Examples 1 to 6 and Comparative Examples 1 to 11. The following evaluation was performed on the obtained hair cleansing composition. The results are shown in Tables 1 and 2.

1.コアセルベート確認試験の測定法
表1、2の実施例および比較例に沿って調製したサンプルと、それらを精製水で重量比20倍希釈した際の濁度(ホワイトバランス)を分光式色差計(日本電色工業株式会社、Spectrophotometer SE2000)により測定した。希釈させた時のホワイトバランスの変動から、コアセルベートの生成を確認した。
<コアセルベートの確認基準>
○:濁る(ホワイトバランスの上昇)
×:透明(ホワイトバランスの変動なし)
〇の場合はコアセルベートが生成していることを示し、×の場合はコアセルベートが生成していないことを示す。
1. 1. Measurement method of core selvate confirmation test The turbidity (white balance) of the samples prepared according to the examples and comparative examples in Tables 1 and 2 and their turbidity (white balance) when diluted 20-fold by weight with purified water is measured by a spectroscopic color difference meter (Japan). It was measured by Nippon Denshoku Industries Co., Ltd., Spectrophotometer SE2000). The formation of coacervates was confirmed from the fluctuation of white balance when diluted.
<Confirmation criteria for coacervate>
○: Cloudy (increased white balance)
×: Transparent (no change in white balance)
A case of ◯ indicates that a coacervate has been generated, and a case of × indicates that a coacervate has not been generated.

2.洗髪時の毛髪の滑らかさを以下の官能評価にて判定した。
洗髪時の毛髪の滑らかさについて評価を行った。6名の専門パネラーが実施例および比較例の毛髪洗浄剤組成物を5日間使用し、洗髪時の毛髪の滑らかさに関して、滑らかになった:5点、やや滑らかになった:4点、変わらない:3点、やや粗くなった:2点、粗くなった:1点の5段評価で判定し、その平均を結果として示した。5点に近いほど滑らかである。
2. The smoothness of the hair during washing was judged by the following sensory evaluation.
The smoothness of the hair during washing was evaluated. Six professional panelists used the example and comparative hair cleansing compositions for 5 days and smoothed the hair during washing: 5 points, slightly smoothed: 4 points, changed. No: 3 points, slightly rough: 2 points, rough: 1 point, judged by a 5-step evaluation, and the average was shown as a result. The closer it is to 5 points, the smoother it is.

3.乾燥後の毛髪の滑らかさの測定
人毛(ビューラックス株式会社、毛髪ストランド5 黒髪100%根元揃え)をブリーチしたブリーチ毛を四分割にし、長さを10cmにした。室温20℃、湿度60%の恒温恒湿室で6日間静置し、摩擦感テスター(カトーテック株式会社、KESSE−STP型)により、乾燥後の毛髪の滑らかさを測定した。試験機に毛束を取り付け、10mm角ピアノワイヤセンサー接触子で擦った際の平均摩擦係数(MIU値)を測定した。測定条件は垂直荷重:25g、速度:0.5mm・s−1
さらに、実施例および比較例に沿って調製したサンプルで10回洗浄、並びに蒸留水でのすすぎを行い、室温20℃、湿度60%の恒温恒湿室で6日間静置後の毛髪を上記と同じ条件でMIU値を測定した。処理前のMIU値に対して処理後のMIU値の変化を、処理前を100%とし、処理後がどの程度変化したか変化率として表1、2に示した。MIU値の変化率が−であれば毛髪表面は滑らかであり、+であれば粗いことを示す。数値が小さいほど滑らかである。
3. 3. Measurement of Hair Smoothness After Drying The bleached hair obtained by bleaching human hair (Burex Co., Ltd., Hair Strand 5 Black Hair 100% Root Alignment) was divided into four parts to make the length 10 cm. The hair was allowed to stand in a constant temperature and humidity chamber at room temperature of 20 ° C. and humidity of 60% for 6 days, and the smoothness of the hair after drying was measured by a friction tester (Kato Tech Co., Ltd., KESSE-STP type). A hair bundle was attached to the testing machine, and the average coefficient of friction (MIU value) when rubbed with a 10 mm square piano wire sensor contactor was measured. The measurement conditions are vertical load: 25 g, speed: 0.5 mm · s -1 .
Further, the samples prepared according to Examples and Comparative Examples were washed 10 times and rinsed with distilled water, and the hair was allowed to stand in a constant temperature and humidity chamber at room temperature of 20 ° C. and humidity of 60% for 6 days as described above. The MIU value was measured under the same conditions. The change in the MIU value after the treatment with respect to the MIU value before the treatment was set to 100% before the treatment, and Tables 1 and 2 show the rate of change as to how much the change was after the treatment. When the rate of change of the MIU value is −, the hair surface is smooth, and when +, it indicates that the hair surface is rough. The smaller the number, the smoother it is.

4.乾燥後の毛髪のハリコシの測定
人毛(ビューラックス株式会社、毛髪ストランド5 黒髪100%根元揃え)をブリーチしたブリーチ毛を四分割にし、長さを10cmにした。室温20℃、湿度60%の恒温恒湿室で6日間静置し、純曲げ試験機(カトーテック株式会社、KESFB2−S型)により、曲げ硬さの変化率を測定した。試験機に毛束の中心部を取り付け、曲げ応力を曲率(K)−1.5〜+1.5cm−1の範囲を0.5cm−1・s−1の変化速度で計測し、得られた曲げ応力−曲率曲線でのK:0.5〜1.0cm−1及び−0.5〜1.0cm−1間における曲線の傾斜から曲げ特性を計測した。さらに、実施例および比較例に沿って調製したサンプルで10回洗浄、並びに蒸留水でのすすぎを行い、室温20℃、湿度60%の恒温恒湿室で6日間静置後の毛髪を上記と同じ条件で曲げ特性を計測した。処理前の曲げ特性値に対して処理後の曲げ特性値の変化を、処理前を100%とし、処理後がどの程度変化したか変化率として表1、2に示した。計算例として、実施例1の場合では、処理前の傾斜が2.35、処理後の傾斜が2.59であり、変化率=2.59/2.35×100=110.2である。故に、処理前よりも処理後に+10.2%毛髪のハリコシが向上したことを示す。曲げ特性値の変化率が+であればハリコシが向上し、−であればハリコシが低下する事を示す。数値が大きいほどハリコシがある。
4. Measurement of firmness of dried hair The bleached hair bleached with human hair (Burex Co., Ltd., Hair Strand 5 100% black hair root alignment) was divided into four parts to make the length 10 cm. The mixture was allowed to stand in a constant temperature and humidity chamber at room temperature of 20 ° C. and humidity of 60% for 6 days, and the rate of change in bending hardness was measured by a pure bending tester (Kato Tech Co., Ltd., KESFB2-S type). The central part of the hair bundle was attached to the testing machine, and the bending stress was measured in the range of curvature (K) -1.5 to +1.5 cm -1 at a rate of change of 0.5 cm -1 · s -1. bending stress - K in curvature curve: the flexural properties were measured from the slope of the curve between 0.5 to 1.0 cm -1 and -0.5~1.0cm -1. Further, the samples prepared according to Examples and Comparative Examples were washed 10 times and rinsed with distilled water, and the hair was allowed to stand in a constant temperature and humidity chamber at room temperature of 20 ° C. and humidity of 60% for 6 days as described above. Bending characteristics were measured under the same conditions. Tables 1 and 2 show the change in the bending characteristic value after the treatment with respect to the bending characteristic value before the treatment as 100% before the treatment and how much the change was after the treatment. As a calculation example, in the case of Example 1, the slope before the treatment is 2.35, the slope after the treatment is 2.59, and the rate of change = 2.59 / 2.35 × 100 = 110.2. Therefore, it is shown that the elasticity of the hair is improved by + 10.2% after the treatment as compared with before the treatment. If the rate of change of the bending characteristic value is +, the elasticity is improved, and if it is −, the elasticity is decreased. The larger the number, the more elastic it is.

実施例

Figure 2021134192
Example
Figure 2021134192

比較例

Figure 2021134192
Comparative example
Figure 2021134192

※1:カチナール(登録商標)HC−200(東邦化学工業社製)、※2:ジャガー(登録商標)C13S(三晶社製)、※3:ソフタゾリンCPB(川研ファインケミカル社製)、※4:ソフタゾリンCH(川研ファインケミカル社製)、※5:ソフタゾリンLSB(川研ファインケミカル社製)、※6:アンヒトール(登録商標)20N(花王社製)、※7:エマール(登録商標)E−27C(花王社製)、※8:アラノンALE(川研ファインケミカル社製)、※9:アミゾールCME(川研ファインケミカル社製)、※10:L−(+)−アルギニン(東京化成工業株式会社)、※11:コハク酸(東京化成工業株式会社) * 1: Katinal (registered trademark) HC-200 (manufactured by Toho Chemical Industry Co., Ltd.), * 2: Jaguar (registered trademark) C13S (manufactured by Sansho Co., Ltd.), * 3: Softazoline CPB (manufactured by Kawaken Fine Chemical Co., Ltd.), * 4 : Softazoline CH (manufactured by Kawaken Fine Chemicals), * 5: Softazoline LSB (manufactured by Kawaken Fine Chemicals), * 6: Anhitor (registered trademark) 20N (manufactured by Kao), * 7: Emar (registered trademark) E-27C (Made by Kao), * 8: Alanon ALE (manufactured by Kawaken Fine Chemicals), * 9: Amizole CME (manufactured by Kawaken Fine Chemicals), * 10: L- (+)-Arginine (Tokyo Chemical Industry Co., Ltd.), * 11: Succinic acid (Tokyo Chemical Industry Co., Ltd.)

評価の結果
本発明の毛髪洗浄剤組成物の範囲内で調製された実施例1〜6は、洗髪から乾燥まで滑らかな感触を持続した上で、乾燥後のハリコシ性能が増加した。一方で範囲外となる比較例1〜11では、いずれかの感触が低下した。特に類似特長を持つアルギニンのハリコシは確認できたが、滑らかさが悪く(比較例2)、また、コハク酸の滑らかさは良いが、ハリコシは十分な性能とならなかった(比較例3)。さらに、アルギニンとコハク酸の両方を加えると、ハリコシの効果が下がる事も確認できた(比較例4)。これはコハク酸が先に毛髪表面に吸着し、アルギニンの浸透を妨げていると推測できる。一方で、(A)成分は毛髪の表面と内部に存在し、性能を両立できる成分といえる。また、性能の持続性に、すすぎ時のコアセルベートによる毛髪表面の保護も重要で、本発明の組み合わせにする事で満足できる性能を満たすことができる。
As a result of the evaluation, Examples 1 to 6 prepared within the range of the hair cleansing composition of the present invention maintained a smooth feel from washing to drying, and increased the elasticity after drying. On the other hand, in Comparative Examples 1 to 11 which were out of the range, one of the feelings was lowered. In particular, the firmness of arginine having similar characteristics was confirmed, but the smoothness was poor (Comparative Example 2), and the smoothness of succinic acid was good, but the firmness did not have sufficient performance (Comparative Example 3). Furthermore, it was also confirmed that the addition of both arginine and succinic acid reduced the effect of firmness (Comparative Example 4). It can be inferred that succinic acid is first adsorbed on the hair surface and hinders the penetration of arginine. On the other hand, the component (A) exists on the surface and inside of the hair, and can be said to be a component capable of achieving both performance. In addition, it is important to protect the hair surface by coacervate during rinsing in order to maintain the performance, and the combination of the present invention can satisfy the satisfactory performance.

本発明、毛髪洗浄剤組成物により、乾燥後の毛髪にハリコシを与え、ボリュームアップさせ、洗髪時から乾燥後までも滑らかな感触の維持を実現することができるため、ヘアシャンプー等の商品価値を高めることが出来る。

With the hair cleansing composition of the present invention, it is possible to give elasticity to the hair after drying, increase the volume, and maintain a smooth feel from the time of washing the hair to the time of drying. Can be enhanced.

Claims (2)

(A)一般式(1)で示されるサクシニルアルギニンNa 0.1〜10.0重量%
(B)特定のカチオン性ポリマー(ポリクオタニウム−10、グアーヒドロキシプロピルトリモニウムクロリドのうち少なくとも1種) 0.3〜0.8重量%
(C)両性界面活性剤 2.0〜10.0重量%
の組成である毛髪洗浄剤組成物。
Figure 2021134192
(A) Succinylarginine Na represented by the general formula (1) 0.1 to 10.0% by weight
(B) Specific cationic polymer (polyquaternium-10, at least one of guarhydroxypropyltrimonium chloride) 0.3 to 0.8% by weight
(C) Amphoteric surfactant 2.0 to 10.0% by weight
Hair cleansing composition which is the composition of.
Figure 2021134192
両性界面活性剤がアミドプロピルベタイン型、アミドスルホベタイン型、イミダゾリン型のうち少なくとも1種である、請求項1記載の毛髪洗浄剤組成物。

The hair cleansing composition according to claim 1, wherein the amphoteric tenside is at least one of an amide propyl betaine type, an amide sulfobetaine type, and an imidazoline type.

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Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2004508387A (en) * 2000-09-14 2004-03-18 ザ、プロクター、エンド、ギャンブル、カンパニー Shampoo compositions having cationic polymers
JP2007099742A (en) * 2005-09-30 2007-04-19 Estate Chemical Kk Shampoo composition
JP2015143213A (en) * 2013-12-24 2015-08-06 クラシエホームプロダクツ株式会社 Hair cleansing agent composition
JP2016064994A (en) * 2014-09-24 2016-04-28 川研ファインケミカル株式会社 Cosmetic composition containing arginine derivative
JP2016124862A (en) * 2014-12-26 2016-07-11 ライオン株式会社 Hair cosmetic
JP2017197499A (en) * 2016-04-28 2017-11-02 ライオン株式会社 Hair cleanser composition
JP2018172338A (en) * 2017-03-31 2018-11-08 株式会社コーセー Shampoo composition
JP2019081715A (en) * 2017-10-30 2019-05-30 ロレアル Composition for washing keratin substance

Patent Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2004508387A (en) * 2000-09-14 2004-03-18 ザ、プロクター、エンド、ギャンブル、カンパニー Shampoo compositions having cationic polymers
JP2007099742A (en) * 2005-09-30 2007-04-19 Estate Chemical Kk Shampoo composition
JP2015143213A (en) * 2013-12-24 2015-08-06 クラシエホームプロダクツ株式会社 Hair cleansing agent composition
JP2016064994A (en) * 2014-09-24 2016-04-28 川研ファインケミカル株式会社 Cosmetic composition containing arginine derivative
JP2016124862A (en) * 2014-12-26 2016-07-11 ライオン株式会社 Hair cosmetic
JP2017197499A (en) * 2016-04-28 2017-11-02 ライオン株式会社 Hair cleanser composition
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JP2019081715A (en) * 2017-10-30 2019-05-30 ロレアル Composition for washing keratin substance

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