JPS61178913A - Permanent wave second agent composition - Google Patents

Permanent wave second agent composition

Info

Publication number
JPS61178913A
JPS61178913A JP3698786A JP3698786A JPS61178913A JP S61178913 A JPS61178913 A JP S61178913A JP 3698786 A JP3698786 A JP 3698786A JP 3698786 A JP3698786 A JP 3698786A JP S61178913 A JPS61178913 A JP S61178913A
Authority
JP
Japan
Prior art keywords
hair
agent
keratin
acid
permanent wave
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
JP3698786A
Other languages
Japanese (ja)
Other versions
JPH0160448B2 (en
Inventor
Toshiyuki Nemoto
根本 利之
Yukio Naito
幸雄 内藤
Yasuhiro Ikeda
康弘 池田
Rikio Tsushima
津嶌 力雄
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Kao Corp
Original Assignee
Kao Corp
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Kao Corp filed Critical Kao Corp
Priority to JP3698786A priority Critical patent/JPS61178913A/en
Publication of JPS61178913A publication Critical patent/JPS61178913A/en
Publication of JPH0160448B2 publication Critical patent/JPH0160448B2/ja
Granted legal-status Critical Current

Links

Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/002Preparations for repairing the hair, e.g. hair cure
    • 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
    • A61K8/64Proteins; Peptides; Derivatives or degradation products thereof
    • A61K8/65Collagen; Gelatin; Keratin; Derivatives or degradation products thereof

Abstract

PURPOSE:The titled composition suppressing deterioration of hair by permanent wave treatment, providing the hair with good touch, having improved wave retention, obtained by blending the titled second agent base with a specific decomposition product of keratin substance. CONSTITUTION:A permanent wave second agent base is blended with 0.01-10wt%, preferably 0.1-5wt% one or more decomposition derivatives of keratin substance selected from (a) an oxidation decomposition product of keratin substance and (b) a derivative at a thiol group of reduction decomposition product of keratin substance, so deterioration of the hair caused by elution of protein and amino acid during permanent wave treatment is prevented. The decomposition derivatives of keratin substance can be directly blended with the second agent and preferably they are made into alkali salts or used with an anionic surface active agent or an ampholytic surface active agent.

Description

【発明の詳細な説明】 〔産業上の利用分野〕 本発明は、e−マネントウエーブ第2剤組成物、更に詳
細には、Q−マネントウエーブ処理による毛髪の劣化を
抑制し1毛髪に良好な感触性を賦与し、しかもパーマネ
ントウエーブ保持性の優れたノQ−マネントウエーブ第
2剤組成物に関する。
DETAILED DESCRIPTION OF THE INVENTION [Field of Industrial Application] The present invention is directed to an e-manent wave second agent composition, more specifically, to suppress hair deterioration caused by Q-manent wave treatment and to improve the composition of one hair. The present invention relates to a NoQ permanent wave second agent composition that provides good touch and has excellent permanent wave retention.

〔従来の技術およびその問題点〕[Conventional technology and its problems]

髪に所望のウェーブを付与するための、e−マネントウ
エーブ法は、チオグリコール酸。
The e-manent wave method for giving hair the desired waves uses thioglycolic acid.

システィン等の還元剤を主成分とする。9−マネントウ
エーブ第1剤(以下「第1剤」という)を用いて毛髪中
のS−S結合を還元開鎖し、次いで臭素酸塩、過ホウ酸
塩、過酸化水素水等の酸化剤を主成分とするパーマネン
トウエーブ第2剤(以下「第2剤」という)で酸化閉鎖
する方法である。
The main component is a reducing agent such as cysteine. 9-Manent Wave 1st agent (hereinafter referred to as ``1st agent'') is used to reduce and open the S-S bonds in the hair, and then an oxidizing agent such as bromate, perborate, hydrogen peroxide, etc. This is a method of oxidative closure using a permanent wave second agent (hereinafter referred to as "second agent") whose main component is

しかし、この方法によると、酸化・還元という悪条件に
逼らされるため、毛髪の強度の低下、触感の劣化等の現
象が生じ、この様な毛髪は、ヘアスタイルを整えるため
に毛髪の手入をする際、ブラシあるいは櫛通りが悪く。
However, this method is subject to adverse conditions such as oxidation and reduction, which causes phenomena such as a decrease in the strength of the hair and a deterioration of the texture. The brush or comb does not go through well when applying hair.

ひっかけ等が生じ、毛小皮の剥離、枝毛、切毛となって
損傷される。
This causes the hair to get caught, resulting in peeling of the hair epidermis, split ends, and cut hair, resulting in damage.

毛髪の劣化現象は、パーマネントウエーブ処理の各々の
段階で発生する。すなわち、第1剤は主として還元剤及
びアルカリ剤で構成されているので、これらによって髪
が膨潤し、毛髪中のケラチン蛋白質が破壊され、蛋白質
やアミノ酸として処理液中に溶出される。次いでこの膨
潤した毛髪は第2剤による処理において酸化剤により損
傷される。
Hair deterioration phenomena occur at each stage of permanent wave processing. That is, since the first agent is mainly composed of a reducing agent and an alkaline agent, these agents swell the hair, destroy keratin proteins in the hair, and elute them as proteins and amino acids into the treatment solution. This swollen hair is then damaged by an oxidizing agent in treatment with a second agent.

しかしながら、第1剤による斯る現象は毛髪中のS−S
結合を還元開鎖するために避けられないものであり、し
たがって、IQ−?ネントウエーブ処理による毛髪の劣
化を防止するためKは、第2剤の酸化による損傷をでき
るだけ少なくすることが重要である。
However, this phenomenon caused by the first agent is due to the S-S in the hair.
is unavoidable for reductive opening of the bond and therefore IQ-? In order to prevent hair deterioration due to the Nentwave treatment, it is important for K to minimize damage caused by oxidation of the second agent.

従来、第2剤による毛髪の損傷を防止する方法としては
、当該組成中に油剤、湿潤剤等を配合する方法がとられ
ているが、これも未だ満足のゆくものではなかった。
Conventionally, a method for preventing hair damage caused by the second agent has been to incorporate an oil agent, a humectant, etc. into the composition, but this method has also not been satisfactory.

〔問題点を解決するだめの手段〕[Failure to solve the problem]

本発明者らは、ノq−マネントウエーブ剤、特に第2剤
による毛髪損傷の低減につき種々検討をおこなつ念結果
、第2剤基剤中に特定のケラチン物質分解誘導体を配合
すれば蛋白質、アミノ酸の溶出による毛髪の劣化を抑制
し1毛髪に好ましい感触を賦与し、しかも従来の第2剤
組成物と比べ優れたウェーブ保持効果を有する第2剤組
成物が得られることを見出し、本発明を完成した。
The present inventors conducted various studies on reducing hair damage caused by Noq-Manent Wave agents, especially the second agent, and found that if a specific keratin substance decomposition derivative is blended into the second agent base, the protein discovered that it is possible to obtain a second part composition that suppresses hair deterioration due to the elution of amino acids, gives a preferable feel to the hair, and has an excellent wave-holding effect compared to conventional second part compositions, and the present invention Completed the invention.

すなわち、本発明は第2剤基剤に■ケラチン物質の酸化
分解物及び■ケラチン物質の還元分解物のチオール基に
おける誘導体からなる群より選ばれたケラチン物質分解
誘導体の一種又は二種以上を配合した第2剤組成物を提
供するものである。
That is, in the present invention, one or more decomposed derivatives of keratin substances selected from the group consisting of (1) oxidative decomposition products of keratin substances and (2) derivatives in thiol groups of reductive decomposition products of keratin substances are blended into the second agent base. The present invention provides a second agent composition.

本発明のケラチン物質分解誘導体は、ケラチン物質を酸
化分解し、必要によりこれをアルカリ塩とするか;ケラ
チン物質を還元分解したのち、そのチオール基を化学修
飾して誘導体とし、必要によりこれをアルカリ塩とする
方法のいずれかにより製造される。
The decomposed derivatives of keratin substances of the present invention can be obtained either by oxidatively decomposing the keratin substance and converting it into an alkali salt if necessary; Manufactured by any of the following methods:

原料のケラチン物質としては1例えば獣毛。An example of a keratin material used as a raw material is animal hair.

毛髪1羽毛、爪、角、蹄、鱗等が挙げられるが、就中羊
毛1毛髪及び羽毛が%に好ましい。
Examples include hair, feathers, nails, horns, hooves, scales, etc. Among them, wool, hair and feathers are preferred.

これらケラチン物質はそのまま酸化又は還元反応に付す
こともできるが、必要に応じて。
These keratin substances can be directly subjected to oxidation or reduction reactions, if necessary.

適当な大きさに切断又は粉砕するとか、洗浄。Cut or crush into appropriate size, or wash.

脱脂等の前処理を行ってもよい。Pretreatment such as degreasing may also be performed.

ケラチン物質の分解は次のいずれかの方法によねおこな
われる。
The decomposition of keratin substances is carried out by one of the following methods.

(1) 酸化反応 ケラチン物質の酸化は、自体公知の各檻方法[N、H,
L@an;Textll@Programs、 7巻、
1頁(1975)]によって行われる。酸化剤としては
、ケラチン構造中のジスルフィド結合(S−S結合)に
対して親電子的に作用するタイプの有機又は無機の酸化
剤が好ましく。
(1) Oxidation reaction The oxidation of the keratin material is carried out using various cage methods known per se [N, H,
L@an;Textll@Programs, Volume 7,
1 (1975)]. The oxidizing agent is preferably an organic or inorganic oxidizing agent that acts electrophilically on disulfide bonds (SS bonds) in the keratin structure.

例えば有機過酸、無機、e−オキソ醗又はその塩、過マ
ンガン酸又はその塩、クロム酸又はその関連化合物、ハ
ロゲン、過酸化物、酸素酸又はその塩等が例示でれるが
、就中過酢酸。
Examples include organic peracids, inorganic, e-oxo acids or salts thereof, permanganic acid or salts thereof, chromic acid or related compounds, halogens, peroxides, oxygen acids or salts thereof, among others. Acetic acid.

過ギ酸、過安息香酸等の有機過酸が特に好ましい。Organic peracids such as performic acid and perbenzoic acid are particularly preferred.

酸化反応は、ケラチン物質中のゾスルフイ  (2ド結
合に対し過剰量、通常ジスルフィド結合1個に対して2
倍当量以上、好ましくは4〜10倍当量の酸化剤を使用
して、液体媒質中で行う。反応は酸性ないしアルカリ性
の何れにおいても行い一得るが、酸性、特に弱酸性条件
下行うのが好ましい。反応温度、圧力等の条件は、使用
する酸化剤、ケラチン物質の種類等によって異なり、特
に制限されず、温度は一般に室温で充分であるが、必要
に応じて加熱することもでき、また圧力も常圧で充分で
あるが、減圧下又は加圧下行ってもよい。
The oxidation reaction is caused by the oxidation reaction of zosulfide in keratin materials (excess amount with respect to 2-do bond, usually 2 with respect to 1 disulfide bond).
It is carried out in a liquid medium using more than double equivalents of oxidizing agent, preferably 4 to 10 times equivalents. The reaction can be carried out under either acidic or alkaline conditions, but it is preferably carried out under acidic, particularly weakly acidic conditions. Conditions such as reaction temperature and pressure vary depending on the oxidizing agent used, the type of keratin material, etc., and are not particularly limited. Room temperature is generally sufficient, but heating can be performed as necessary, and the pressure may also be adjusted. Normal pressure is sufficient, but it may also be carried out under reduced pressure or increased pressure.

斯くするとき、ケラチン物質のジスルフィド結合は開裂
されてスルホン酸(−SO,U )を生成する。
In doing so, the disulfide bonds of the keratin material are cleaved to produce sulfonic acid (-SO,U).

1 還元分解及び化学修飾反応 ケラチン物質を還元するために使用される還元剤として
は、当該構造中のジスルフィド結合を開裂してチオール
基(−sg )を与えるもの、一般にはジスルフィド結
合に対して求核的に作用するタイプの有機又は無機還元
剤が好ましい。具体的には、メルカプトエタノール、チ
オグリコール酸、ペンシルメルカプタン、1.4−ゾチ
オスライドール、トリブチルホスフィン等の有機還元剤
;亜硫酸水素ナトリウム、水硫化ナトリウム等の硫化物
1. Reductive Decomposition and Chemical Modification Reactions Reducing agents used to reduce keratin materials include those that cleave disulfide bonds in the structure to give thiol groups (-sg), and generally those that have a demand for disulfide bonds. Organic or inorganic reducing agents of the nuclear-acting type are preferred. Specifically, organic reducing agents such as mercaptoethanol, thioglycolic acid, pencil mercaptan, 1,4-zothioslidele, and tributylphosphine; sulfides such as sodium bisulfite and sodium hydrosulfide.

水素化アルミニウムリチウム等の金属水素化物のごとき
無機還元剤が例示される。
Examples include inorganic reducing agents such as metal hydrides such as lithium aluminum hydride.

還元剤の量は、ケラチン物質中のジスルフィド結合に対
して2〜10倍当量用いるのが一般的である。反応系の
p■は2〜12、特に6〜11の範囲が好ましく、この
範囲をでると加水分解が併記するので好ましくない。
The amount of reducing agent used is generally 2 to 10 times equivalent to the disulfide bonds in the keratin material. The p■ value of the reaction system is preferably in the range of 2 to 12, particularly 6 to 11; anything outside this range is not preferred because hydrolysis occurs.

反応温度は室温で充分であるが、加熱して反応時間を短
縮することもできる。反応時間は通常2〜3時間あるい
はそれ以上を要する。
Room temperature is sufficient for the reaction temperature, but the reaction time can also be shortened by heating. The reaction time usually requires 2 to 3 hours or more.

また、この還元によって生ずるチオール基が実質的に酸
化されないことが必要であり、このため操作を不活性ガ
ス雰囲気中で行うのがよい結果を与える。
It is also necessary that the thiol groups produced by this reduction are not substantially oxidized, and therefore good results are obtained if the operation is carried out in an inert gas atmosphere.

斯くして得られたケラチン物質の還元分解物は、そのチ
オール基を化学修飾してその誘導体(以下これを[ケラ
チン物質還元誘導体」という)とする。当該チオール基
における誘導体としては1次のものが例示される。
The thus obtained reductive decomposition product of the keratin substance is made into a derivative thereof (hereinafter referred to as a ``keratin substance reduced derivative'') by chemically modifying its thiol group. Examples of derivatives of the thiol group include primary ones.

菅3 一8Ctl、OH,C0NHCCH,So、[(、−8
CH,OH,So、CH,C0OH寝 しい。
Suga3 -8Ctl,OH,C0NHCCH,So,[(,-8
CH, OH, So, CH, C0OH.

チオール基の化学修飾法は、自体公知の手段1例えば、
 N、H6Loom;T@xtile Progres
s 。
The method for chemically modifying a thiol group can be carried out by means 1 known per se, for example,
N, H6 Room; T@xtile Progress
s.

7巻、1頁(1975)、大饗茂著「有機イオウ化合物
」、化学同人発行(1968)及び奥正已著「高分子実
験学講座」、12巻。
Vol. 7, p. 1 (1975), "Organic Sulfur Compounds" by Shigeru Oki, published by Kagaku Dojin (1968), and "Polymer Experimental Course" by Masami Oku, Vol. 12.

共立出版(1957)K基いて行われる。その代表的な
方法としては次のものがある。
Based on Kyoritsu Shuppan (1957) K. Typical methods include the following.

■ SH基の求核的置換反応を利用する方法に−8)t
+几−R4に−8−R+f(L(式中、Kはケラチン化
合部残基、Rは導入される化学修飾基、Lはハロゲン原
子、酸残基等の脱離性の原子または基を示す) この方法により反応する化合物としては。
■ Method using nucleophilic substitution reaction of SH group-8)t
+R4 to -8-R+f(L (wherein, K is a keratin compound residue, R is a chemical modification group to be introduced, and L is an eliminable atom or group such as a halogen atom or an acid residue) ) Compounds that react with this method include:

例えばヨード酢酸、ブロム酢酸、クロル酢酸。For example, iodoacetic acid, bromoacetic acid, and chloroacetic acid.

などのハロダン化合物が挙げられる。Examples include halodane compounds such as.

■ SEE基の炭素間2重結合に対する求核的付加反応
を利用する方法 (式中S R1b R1% ”l及びR4のうち少なく
とも1個はその中にカルボキシル基またはスルホン酸基
を有する基を示し、残余はアルキル基″1九は水素原子
を示す、には前記した意味を有する) この方法により反応する化合物としては、例えばアクリ
ル酸、メタアクリル酸、クロトン酸、マレイン酸、フマ
ル酸、ビニルカルボキシメチルスルボン酸、ピールスル
ホン酸、スチレンスルホン酸、2−アクリルアミド−2
−メテルゾロノqンスルホン酸などを挙げることができ
る。
■ A method that utilizes a nucleophilic addition reaction to the carbon-carbon double bond of the SEE group (in the formula S , the remainder is an alkyl group (19 represents a hydrogen atom) has the meaning described above. Examples of compounds that can be reacted by this method include acrylic acid, methacrylic acid, crotonic acid, maleic acid, fumaric acid, and vinylcarboxylic acid. Methyl sulfonic acid, peel sulfonic acid, styrene sulfonic acid, 2-acrylamide-2
-Metelzolonoq sulfonic acid, etc. can be mentioned.

■ SH基と亜硫酸化合物との置換反応を用いる方法 に−8tI+NaH3O34K−8−30,EIK−8
H+ N ays o、→K S−8OsH空気 (式中、Xは前記した意味を有する) ■ SH基をスルホン酸基へ酸化する方法に一3H→に
一8o3H 酸化 (式中、には前記した意味を有する) この反応に用いられる酸化剤としては、例えばハロゲン
、過マンガン酸塩を挙げることができる。
■ -8tI+NaH3O34K-8-30, EIK-8 for the method using substitution reaction between SH group and sulfite compound
H + N ays o, →K S-8OsH air (in the formula, Examples of the oxidizing agent used in this reaction include halogens and permanganates.

これらのケラチン物質分解誘導体は、そのま″!第2剤
中に配合することもできるが、アルカリ塩とするか又は
アニオン性界面活性剤若しくは両性界面活性剤と併用し
配合するのがよい結果を与える。
These keratin substance decomposition derivatives can be blended into the second agent as is, but better results can be obtained by blending them in the form of an alkali salt or in combination with an anionic surfactant or an amphoteric surfactant. give.

ケラチン物質の酸化分解物及びケラチン物質還元誘導体
のアルカリ塩としては、ナトリウム、カリウム等の無機
アルカリ金属塩、アンモニウム塩、あるいはエタノール
アミン、ゾエタノールアジン、トリエタノールアミン。
Examples of the alkali salts of oxidative decomposition products of keratin substances and reduced derivatives of keratin substances include salts of inorganic alkali metals such as sodium and potassium, ammonium salts, ethanolamine, zoethanolazine, and triethanolamine.

2−アミノ−2−メチルゾロノQノール、アミノメルカ
ゾトプロノqンゾオール、トリイソデロノQノールアミ
ン、グリシン、ヒスチジン。
2-Amino-2-methylzolonoQnol, aminomercazotopronoqnzool, trisoderonoQnolamine, glycine, histidine.

アルギニン等の有機塩基との塩が挙げられる。Examples include salts with organic bases such as arginine.

これらは別の系で調製して第2剤基剤に配合することも
できるが、ケラチン物質の酸化分(5)平均lO〜20
の炭素原子を1分子中に有するアルカンスルホン酸塩。
These can also be prepared in a separate system and blended into the second agent base, but the oxidation content (5) of the keratin substance ranges from 1O to 20
Alkanesulfonate having carbon atoms in one molecule.

(6)平均炭素数lO〜20の直鎖又は分岐鎖アルキル
基を有し、1分子中に平均0.5〜8モルのエチレンオ
キサイドを付加させたアルキルエトキシカルゼン醸塩。
(6) An alkyl ethoxycarzene brew salt having a linear or branched alkyl group having an average carbon number of 10 to 20 and having an average of 0.5 to 8 moles of ethylene oxide added to each molecule.

(7)  次の式。(7) The following formula.

R,−Cf(COOX。R, -Cf(COOX.

又はアルケニル基を%X1及びX、はそれぞれ対イオン
又は水素原子を示す) で表わされるコハク酸誘導体。
or a succinic acid derivative represented by an alkenyl group (%X1 and X each represent a counter ion or a hydrogen atom).

(8)平均炭素数10〜20の直鎖又は分岐鎖の飽和又
は不飽和炭化水素鎖を有する脂肪酸塩。
(8) Fatty acid salt having a linear or branched saturated or unsaturated hydrocarbon chain having an average carbon number of 10 to 20.

(9)次の式。(9) The following formula.

A −P −OX。A-P-OX.

〔式中1人は 飽和の炭化水素基をs ’?は水素原子又はメチル基を
%mはθ〜6の数を、nは1〜6の数を示す)を示し、
Bは一0X4又は人を示し。
[In the formula, one person represents the saturated hydrocarbon group as s'? represents a hydrogen atom or a methyl group (%m represents the number of θ to 6, n represents the number of 1 to 6),
B indicates 10X4 or person.

X、及びX、はそれぞれ水素原子又は対イオンを示す〕 で表わされるリン酸エステル塩系活性剤。X and X each represent a hydrogen atom or a counter ion] A phosphate ester salt-based activator represented by:

(2) たとえば、商品名[ラメ?ンB J (GRU
NEAU社)として市販されている(8)とコラーゲン
加水分解物の縮合環。
(2) For example, the product name [lame? N B J (GRU
A condensed ring of (8) and a collagen hydrolyzate commercially available as NEAU Co., Ltd.

ttU  次の式、 R,C0NHCH2C00X。ttU The following formula, R,C0NHCH2C00X.

岐鎖の飽和又は不飽和の炭化水素基を、X。A branched saturated or unsaturated hydrocarbon group is represented by X.

及び為はそれぞれ水素原子又は対イオンを示す) で表わでれるN−アシルグルタミン酸塩。and for indicate a hydrogen atom or counter ion, respectively) N-acylglutamate represented by

これらアニオン性活性剤のX、 % X、で表わブれる
対イオンとしては、ナトリウム、カリウム等のアルカリ
金属イオン;カルシウム。
The counter ions represented by X, %X, of these anionic activators include alkali metal ions such as sodium and potassium; calcium;

マグネシウム等のアルカリ土類イオン;アンモニウムイ
オン、炭素数2又は3のフルカノール基を1〜3個有す
るアルカノールアミン(例えばモノエタノールアミン、
ゾエタノールアジン、トリエタノールアミン、トリイソ
プロノQノールアミンなど)、リジン、オルニチン、ア
ルギニン等の塩基性アミノ酸を挙げることができる。
Alkaline earth ions such as magnesium; ammonium ions; alkanolamines having 1 to 3 C2 or C3 furkanol groups (e.g. monoethanolamine,
Examples include basic amino acids such as zoethanolazine, triethanolamine, triisopronoQ-nolamine, etc.), lysine, ornithine, and arginine.

ケラチン物質分解誘導体と併用でれる両性界面活性剤と
しては1例えば次のものが挙げられる。
Examples of amphoteric surfactants that can be used in combination with keratin substance decomposition derivatives include the following.

(1)次の式。(1) The following formula.

几■ (式中、R9は炭素数10〜20のアルキル基又はアル
ケニル基をs ”1゜、R71はそれぞれ炭素数1〜4
のアルキル基を、Pは1〜3の整数を示し、X、は−C
006父は一8O5゜基を示す)で表わされるアルキル
ベタイン又はスルホベタイン。
几■ (In the formula, R9 represents an alkyl group or alkenyl group having 10 to 20 carbon atoms, and R71 represents an alkyl group or alkenyl group having 1 to 4 carbon atoms, respectively.
an alkyl group, P represents an integer of 1 to 3, and X represents -C
Alkylbetaine or sulfobetaine represented by the formula 006 represents a -8O5° group.

(2)  次の式。(2) The following formula.

や・・ R,−N→O RI! (式中、R1!、aSSは同−又は異なって炭素数1〜
3のアルキル基を示し、Roは前記した意味を有する) で表わされるアルキルアミンオキサイド。
Ya... R, -N→O RI! (In the formula, R1!, aSS are the same or different and have 1 to 1 carbon atoms.
3, and Ro has the meaning described above.

(3)  例えば、商品名「ミラノールJ (MIl’
LAN0L社)として市販されているイミダシリン型両
性界面活性剤。
(3) For example, the product name "Milanol J (MIl'
An imidacillin-type amphoteric surfactant commercially available as LAN0L.

(4)  次の式。(4) The following formula.

(式中s ”14は炭素数6〜2oのアルキル又はアル
ケニル基を* ”Isは水素原子、−C,f(、Of(
又は−C,I(、QC,H,C00X、を、”taは−
C,H20H%−C2)1.QC,H,C00X、又は
−C,H4C00X、をh FLI?は水素原子又は−
C,f(、C00X、を示し、X、は水素原子、アルカ
リ金属、アンモニウム又は有機アンモニウムを示す) で表わされるアミドアミン型両性界面活性剤。
(In the formula, s "14 is an alkyl or alkenyl group having 6 to 2 carbon atoms * "Is is a hydrogen atom, -C, f(, Of(
or -C,I(,QC,H,C00X,"ta is -
C, H20H%-C2)1. QC, H, C00X, or -C, H4C00X, h FLI? is a hydrogen atom or -
An amidoamine type amphoteric surfactant represented by C, f (represents C00X, where X represents a hydrogen atom, an alkali metal, ammonium or organic ammonium).

これらのアニオン性界面活性剤、両性界面活性剤のうち
、特にアルキル基の平均炭素数が8ないし20の?リオ
キシエチレン及び/又はプロピレンアルキル硫酸塩(平
均付加モル数0.5〜8)、平均炭素数10ないし14
のアルキルアミンオキサイド、アルキルベタイン及びイ
ミダシリン型両性界面活性剤が好ましい。
Among these anionic surfactants and amphoteric surfactants, those whose alkyl group has an average carbon number of 8 to 20 are particularly suitable. Lyoxyethylene and/or propylene alkyl sulfate (average added mole number 0.5 to 8), average carbon number 10 to 14
Preferred are amphoteric surfactants of the alkyl amine oxide, alkyl betaine and imidacilline type.

アニオン性界面活性剤、両性界面活性剤を併用する場合
は第2剤組成中に0.1ないし20重量%(以下単に%
で示す)好ましくは1ないし10%となるよう配合する
のがよい。
When using an anionic surfactant or an amphoteric surfactant in combination, 0.1 to 20% by weight (hereinafter simply %) in the second agent composition.
(denoted by ) is preferably blended in an amount of 1 to 10%.

また、本発明のノq−マネントウエーブ第2剤組成物の
基剤たる酸化剤としては、一般に使用されているものけ
何れも使用でき1例えば臭素酸ナトリウム、臭素酸カリ
ウム等の臭素酸アルカリ金属塩、過酸化水素、過炭酸ナ
トリウム、過ホウ酸ナトリウム等が挙げられるが、この
うち臭素酸アルカリ金属塩が特に好適である。
In addition, as the oxidizing agent which is the base of the Noq-manent Wave second agent composition of the present invention, any commonly used oxidizing agent can be used. For example, alkali bromates such as sodium bromate and potassium bromate Examples include metal salts, hydrogen peroxide, sodium percarbonate, sodium perborate, and among these, alkali metal bromate salts are particularly preferred.

本発明の第2剤組成物は常法に従って、酸化剤を1〜3
0%、好ましくは3〜20%含む第2剤基剤にケラチン
物質分解誘導体の一種又は二種以上を0.01〜10%
、好ましくは091〜5%となるように配合することに
より製造される。
The second agent composition of the present invention is prepared by adding 1 to 3 oxidizing agents according to a conventional method.
0.01 to 10% of one or more types of keratin substance decomposition derivatives to the second agent base containing 0%, preferably 3 to 20%.
, preferably 0.91 to 5%.

第2剤組成物中に配合される酸化剤の量は、第2剤組成
物を溶剤に溶解した秒、または希釈して使用する場合の
希釈度によって相違する。
The amount of the oxidizing agent blended into the second agent composition varies depending on the time at which the second agent composition is dissolved in the solvent or the degree of dilution when used diluted.

また、ケラチン物質分解誘導体の配合量が10%を超え
る場合は高湿時に毛髪がべたつくという欠点を生じる。
Furthermore, if the amount of the keratin substance decomposition derivative exceeds 10%, there will be a drawback that the hair will become sticky at high humidity.

本発明の第2剤組成物には、以上の必須成分の他に本発
明の効果を損なわない量の非イオン性界面活性剤、カチ
オン性界面活性剤。
In addition to the above-mentioned essential ingredients, the second agent composition of the present invention contains a nonionic surfactant and a cationic surfactant in an amount that does not impair the effects of the present invention.

カチオン性高分子化合物、水溶性シリコーン。Cationic polymer compound, water-soluble silicone.

尿素、適当な油剤、湿潤剤、香料1色素等の任意成分を
添加配合することができる。
Optional ingredients such as urea, suitable oils, wetting agents, fragrances, and pigments can be added and blended.

これら任意成分のうち、カチオン性高分子化合物として
は、カチオン性セルローズ誘導体、カチオン性澱粉、シ
アリル4級アンモニウム塩又はシア11ル4級アンモニ
ウム塩ドアクリルアミドの共重合物、?リグリコール・
破りアミン縮合物、メタクリロキシエチルトリメチルア
ンモニウム塩又はメタクリロキシエチルトリメチルアン
モニウム塩と?リピニルぎロリドンの共重合物などが挙
げられるが、なかでも商品名「?リマーJ凡」K代表さ
れるカチオン性セルローズ、商品名「マーコート100
Jに代表されるシアリル4級アンモニウム塩、および商
品名「マーコー)550」K代表されるシアリル4級ア
ンモニウム塩/アクリルアミド共重合物が特に有効でお
る・これらカチオン性高分子化合物の添加量は、0.0
1〜5%が好ましく、特に0.05〜2%が良い。
Among these optional components, examples of the cationic polymer compound include a cationic cellulose derivative, cationic starch, a copolymer of sialyl quaternary ammonium salt or sialyl quaternary ammonium salt doacrylamide, ? Riglycol・
Broken amine condensate, methacryloxyethyltrimethylammonium salt or methacryloxyethyltrimethylammonium salt? Examples include copolymers of lipinyl glycirolidone, among which are cationic cellulose represented by the product name "?Rimmer J-Fan" and K, product name "Marquat 100".
Sialyl quaternary ammonium salts typified by J and sialyl quaternary ammonium salt/acrylamide copolymers typified by the trade name "Marko 550" K are particularly effective. The amount of these cationic polymer compounds added is as follows: 0.0
It is preferably 1 to 5%, particularly 0.05 to 2%.

斯くして得られた第2剤組成物は、その5%水溶液のp
flが9以下、好ましくは3.5〜6.5となるよう調
整される。
The thus obtained second agent composition has a 5% aqueous solution of p
It is adjusted so that fl is 9 or less, preferably 3.5 to 6.5.

〔実施例〕〔Example〕

次に、参考例及び実施例を挙げ本発明を説明する。 Next, the present invention will be described with reference to reference examples and examples.

参考例1 ケラチン物質の酸化分解誘導体の合成:(イ)羊毛繊維
10gを、700’lの8%過酢酸水溶液に、室温で1
日浸漬し、酸化反応を行なわせた。得られた酸化処理羊
毛を濾過、水洗し、70Qtの0.INアンモニア水中
に。
Reference Example 1 Synthesis of oxidatively decomposed derivatives of keratin substances: (a) 10 g of wool fiber was added to 700'l of 8% peracetic acid aqueous solution at room temperature for 1 hour.
The sample was soaked for 1 day to carry out an oxidation reaction. The obtained oxidized wool was filtered, washed with water, and 70Qt 0. IN ammonia in water.

室温で一日浸漬すると、約90%の羊毛がアンモニア水
中で可溶化した。約1gの不溶部を濾過て除き、得られ
た羊毛ケラチンの酸化分解物であるケラドースのアンモ
ニア水溶液に2N塩酸を加えてpH4,0とすると、α
−ケラドースが沈澱として析出してきた。これを濾過し
アセトンにて洗浄し、乾燥して、5.49のα−ケラド
ースを得た。
Approximately 90% of the wool was solubilized in aqueous ammonia after one day of soaking at room temperature. Approximately 1 g of insoluble parts are removed by filtration, and 2N hydrochloric acid is added to an ammonia aqueous solution of keradose, which is an oxidative decomposition product of wool keratin, to adjust the pH to 4.0.
-Keradose has been deposited as a precipitate. This was filtered, washed with acetone, and dried to obtain 5.49 α-keradose.

←)羊毛繊維を高圧容器中にて6KF/C1l”の飽和
水蒸気で6分間加圧加熱した後、大気中に急激に放出し
て多孔質の膨化物を得た。これを粉砕した4の109.
ギ酸250f、30%過酸化水素水溶液509を500
−容の三つロフラスコに入れ、室温で1日浸漬した。
←) Wool fibers were heated under pressure in a high-pressure container with saturated steam of 6KF/Cl" for 6 minutes, and then rapidly released into the atmosphere to obtain a porous puffed product. This was crushed into 109 of 4 ..
Formic acid 250f, 30% hydrogen peroxide aqueous solution 509
- in a three-necked flask and soaked for one day at room temperature.

この時粉末の形はなく泡状のかた)りが上層に浮遊して
いた。この反応混合物を濾過し。
At this time, there was no powder form, and a foam-like mass was floating in the upper layer. Filter the reaction mixture.

F液を水1.5を中に注ぎ、塩酸でpH48C調整した
。析出した沈澱を戸数し、水50〇−で洗浄し、α−ケ
ラドース4.5gを得た。更に反応物を戸数した不溶部
に水350−を加え、アンモニア水でpH1lとし、室
温で1日浸漬した。これを濾過し、P液部に塩酸を加え
てpH4とし、析出した沈澱を戸数し、α−ケラドース
0.7fを得た。不溶部1.4fは主にβ−ケラドース
でめった。
1.5 parts of water was poured into solution F, and the pH was adjusted to 48C with hydrochloric acid. The deposited precipitate was collected and washed with 500 ml of water to obtain 4.5 g of α-keradose. Further, 350 g of water was added to the insoluble portion containing the reactant, the pH was adjusted to 1 l with aqueous ammonia, and the mixture was immersed at room temperature for 1 day. This was filtered, hydrochloric acid was added to the P liquid part to adjust the pH to 4, and the precipitate was collected to obtain 0.7 f of α-keradose. The insoluble portion 1.4f was mainly filled with β-keradose.

参考例2 ケラチン物質の還元分解誘導体の合成=(イ)羊毛繊維
10Fを8M尿素及び0.OI M )リス緩衝剤濃度
の水溶液600−中に浸漬し。
Reference Example 2 Synthesis of reductive decomposition derivative of keratin material = (a) Wool fiber 10F was mixed with 8M urea and 0.5M urea. OIM) Immersed in an aqueous solution with a concentration of lithium buffer 600-.

還元剤として6−の2−メルヵゾトエタノールを加えた
後、5N苛性カリ水溶液にてpH10に調整し、窒素気
流下室温で還元反応を行った。約3時間後に、羊毛は反
応液中に約85%可溶化した。そして系のpHが7以下
とならないように5N苛性カリ水溶液忙て調整しながら
、ヨード酢酸16−5gを徐々に加え、最終的に系のp
Hを8.5とし、カルメキシメチル化反応を室温で2時
間行った。反応液を濾過して不溶部を除き、得られたF
液をセルロースチューブ中に入れ、イオン交換水に対し
て透析を行い、尿素を始めとする低分子不純物を除去し
た。尿素が透析されるに従い、セルロースチューブ内は
水不溶性成分であるHGT (グリシン、チロシン含量
の高い成分)が析出し白濁してくる。透析終了後、HG
Tを遠心分離により除き、得られたS −カルボキシメ
チルケラチン(SCMKA )の中性透明水溶液から1
等電点沈澱法によりSCMKAを得た。すなわち、IN
塩酸にて系のpitを4.4とする事によりSCMKA
は不溶性とな抄、沈澱として析出してくる。これを戸別
しエタノールで洗浄後乾燥して4.29のSCMKAを
得た。
After adding 6-2-mercazotoethanol as a reducing agent, the pH was adjusted to 10 with a 5N aqueous solution of potassium hydroxide, and a reduction reaction was carried out at room temperature under a nitrogen stream. After about 3 hours, the wool was about 85% solubilized in the reaction solution. Then, while carefully adjusting the 5N caustic potassium aqueous solution so that the pH of the system does not go below 7, 16-5 g of iodoacetic acid is gradually added, and finally the pH of the system is adjusted.
H was set to 8.5, and the carbexymethylation reaction was carried out at room temperature for 2 hours. The reaction solution was filtered to remove the insoluble portion, and the obtained F
The liquid was placed in a cellulose tube and dialyzed against ion-exchanged water to remove low-molecular impurities including urea. As urea is dialyzed, HGT (a component with a high content of glycine and tyrosine), which is a water-insoluble component, precipitates inside the cellulose tube and becomes cloudy. After dialysis, HG
T was removed by centrifugation, and from the resulting neutral transparent aqueous solution of S-carboxymethylkeratin (SCMKA),
SCMKA was obtained by isoelectric precipitation method. That is, IN
SCMKA by adjusting the pit of the system to 4.4 with hydrochloric acid.
is insoluble and precipitates out as a precipitate. This was taken from house to house, washed with ethanol, and dried to obtain an SCMKA of 4.29.

(ロ) 参考例2(イ)において、羊毛繊維の代りに羽
毛を高圧容器中で6’−9/CIL”、240℃の過熱
水蒸気で6分間加熱した後大気中に急激に放出して得ら
れる多孔質の膨化物を用い、ヨード酢酸の代りにマレイ
ン酸17.59を用いる以外は参考例2(イ)と同様の
操作により。
(B) In Reference Example 2 (A), instead of wool fibers, feathers were heated in a high-pressure container at 6'-9/CIL'' with superheated steam at 240°C for 6 minutes and then rapidly released into the atmosphere. The procedure was the same as in Reference Example 2 (a), except that 17.59% of maleic acid was used instead of iodoacetic acid.

5.39の8−(1,2−ジカルボキシエチル)−ケラ
チンを得た。
5.39 of 8-(1,2-dicarboxyethyl)-keratin was obtained.

ρう 参考例2(イ)において、羊毛繊維の代りに馬の
ひずめの粉砕物を用い、ヨード酢酸の代りにアクリル酸
11fを用いる以外は参考例2(イ)と同様の操作によ
り、4.29の8−(2−カルボキシエチル)−ケラチ
ンを得た。
ρ U In Reference Example 2 (A), 4. was carried out in the same manner as in Reference Example 2 (A), except that pulverized horse hoof was used instead of wool fiber and acrylic acid 11f was used instead of iodoacetic acid. 29 of 8-(2-carboxyethyl)-keratin was obtained.

(−1参考例2(イ)において、ヨード酢酸の代りにス
チレンスルホン酸28gを用いる以外は参考例2(イ)
と同様の操作により4.89の8−(スルホフェニルビ
ニル)−ケラテンヲ得た。
(-1 Reference Example 2 (A) except that 28 g of styrene sulfonic acid is used instead of iodoacetic acid in Reference Example 2 (A))
By the same operation as above, 4.89 8-(sulfophenylvinyl)-keratene was obtained.

(ホ)羊毛繊維89をn−デロノ9ノール300s/、
0、1 N トIJス緩衝液300−に分散させ、窒素
置換した後トリーn−ブチルホスフィン3.2−を加え
、室温で24時間攪拌した。これを戸数した後、不溶部
に水400−、マレイア酸9.289および5N水酸化
カリウム約30−を加えpf18.0とした後、室温で
6時間攪拌した。28%アンモニア水溶液約20dを加
えてpH11,5とした後、さらに室温で18時間攪拌
し九。反応液を炉遇して不溶物を除き、*られたF液を
セルロースチューブに入れ、イオン交換水に対して透析
を行い。
(e) wool fiber 89 n-delononol 300s/,
After dispersing the mixture in 0.1N IJS buffer 300- and purging with nitrogen, 3.2-tri-n-butylphosphine was added, and the mixture was stirred at room temperature for 24 hours. After this was mixed, 400% of water, 9.289% of maleic acid and about 30% of 5N potassium hydroxide were added to the insoluble portion to bring the pf to 18.0, followed by stirring at room temperature for 6 hours. About 20 d of 28% ammonia aqueous solution was added to adjust the pH to 11.5, and the mixture was further stirred at room temperature for 18 hours. The reaction solution was heated in a furnace to remove insoluble matter, and the *F solution was placed in a cellulose tube and dialyzed against ion-exchanged water.

低分子不純物を除去した。透析終了後、セルロースチュ
ーブ内の不溶成分を遠心分離により除き、得られた中性
透明水溶液を、IN塩酸約5.51R1を加えてPH4
,4とし、析出した沈澱を戸数してエタノールで洗浄後
乾燥して3.99の5−(1,2−ジカルボキシエチル
)−ケラチンを得た。
Low molecular impurities were removed. After the dialysis, insoluble components in the cellulose tube were removed by centrifugation, and the resulting neutral transparent aqueous solution was adjusted to pH4 by adding about 5.51 R1 of IN hydrochloric acid.
, 4, and the precipitate was washed with ethanol and dried to obtain 5-(1,2-dicarboxyethyl)-keratin with a weight of 3.99.

(へ)参考例2に)において、羊毛繊維の代りに羊毛を
高圧容器中で6 K9 / c*2の飽和水蒸気で6分
間加熱した径大°気中に急激に放出して得られる多孔質
の膨化物を粉砕したものを用い。
(f) In Reference Example 2), a porous material obtained by heating wool instead of wool fibers in a high-pressure container with saturated steam of 6 K9/c*2 for 6 minutes and then rapidly releasing it into the atmosphere. Use pulverized puffed material.

マレイン酸の代りVc2−アクリルアミド−2−メチル
ゾロ、Qンスルホン酸16.5ft−用いる以外は参考
例2(ホ)と同様の操作により。
The same procedure as in Reference Example 2 (e) was carried out except that 16.5 ft of Vc2-acrylamido-2-methylzolo and Q sulfonic acid were used instead of maleic acid.

4.5gのケラチン−8−(2−アクリルアミド−2−
メチルデロノQンスルホン酸)を得た。
4.5 g of keratin-8-(2-acrylamide-2-
methylderonoQ sulfonic acid) was obtained.

実施例1 次に示す組成の第1剤及び第2剤を用いて、e−マネン
トウエーブ処理をおこない、その間の毛髪の損傷の種度
を処理前後の毛髪の重量変化を測定することにより判定
した。毛髪重量測定法及び評価基準は下に示す通りであ
る。
Example 1 An e-manent wave treatment was performed using the first and second agents having the following compositions, and the degree of hair damage during the treatment was determined by measuring the change in hair weight before and after the treatment. did. The hair weight measurement method and evaluation criteria are as shown below.

〔組成〕〔composition〕

(第1剤処方) チオグリコール酸          7.0%?リオ
キシエチレン硬化ヒマシ油    1.0香料    
   0.2 アンモニア水、水           バランス(p
Hをアンモニア水で9.0に調整)(第2剤処方) 第2剤基剤 臭素酸ナトリウム            5.0%香
料        0.1 ケラチン物質分解誘導体(第1表)2.0水     
                  28,7ユ〔毛
髪重量測定法〕 長さ1Ocszのパーシンヘアーをラウリル硫醗す) 
IJウムの0.5%水溶液で洗浄風乾し、これを被検毛
髪とした。この毛髪的1gを束ね、五液化リンを乾燥剤
としたデシケータ−中に設置し、更に減圧によって一週
間乾燥させた時点の毛髪重量をバーシンヘアの絶乾重量
とした。次にこの毛髪を第1剤中に30℃で10分間浸
漬した抜水で充分すすぎ1次いでノQ−マネントウエー
ブ第2剤に30℃で10分間浸漬した。水で充分すすい
だ後風乾し、再度前記の方法で乾燥してその重量を、Q
−マネントウエーブへアの絶乾重量とした。
(First agent prescription) Thioglycolic acid 7.0%? Lioxyethylene hydrogenated castor oil 1.0 Fragrance
0.2 Ammonia water, water balance (p
H adjusted to 9.0 with aqueous ammonia) (2nd agent formulation) 2nd agent base Sodium bromate 5.0% Fragrance 0.1 Keratin substance decomposition derivative (Table 1) 2.0 Water
28.7 units [Hair weight measurement method] 1Ocsz long persyn hair is diluted with lauryl sulfate)
The hair was washed with a 0.5% aqueous solution of IJum and air-dried, and this was used as test hair. One gram of this hair was bundled, placed in a desiccator using penta-liquid phosphorus as a desiccant, and further dried under reduced pressure for one week.The weight of the hair at the time was defined as the absolute dry weight of Versine hair. Next, the hair was immersed in the first agent at 30° C. for 10 minutes, thoroughly rinsed with water, and then immersed in the NoQ-Manent Wave second agent at 30° C. for 10 minutes. After rinsing thoroughly with water, air dry, dry again as described above, and weigh the Q
- The absolute dry weight of Manent Wave Hair.

〔評価基準〕〔Evaluation criteria〕

評価   内容 ◎ バーシンヘアとノQ−マネントウエーブへアの絶乾
重量差が1%未満 ○ パーシンヘアとノQ−マネントウエーブへアの絶乾
重量差が1%以上5% 未満 × バーシンヘアと/Q−マネントウエーブへアの絶乾
重量差が5%以上 以下余白 〔結果〕 第1表 実施例2 次の組成の第2剤組成物を調製し1.その使用感を官能
評価した。試験方法は、10gのトレスを実施例1の第
1剤及び下記第2剤を使用して実施例1と同方法で、Q
−マネントウエーブ処理をした後、温湯で2回すすぎ、
風乾したものKついて20名の女性専門、Qネラーが毛
髪の感触、くし通りを官能評価することによりおこなっ
た。
Evaluation Details ◎ Difference in absolute dry weight between Versine hair and NOQ-Manent Wave hair is less than 1%○ Difference in absolute dry weight between Persin hair and NOQ-Manent Wave hair is 1% or more and less than 5% × Versine hair and /Q - Difference in absolute dry weight of manent wave hair is 5% or more or less [Results] Table 1 Example 2 A second part composition having the following composition was prepared.1. The feeling of use was sensory evaluated. The test method was to apply 10g of tress in the same manner as in Example 1 using the first agent of Example 1 and the second agent below.
-After the Manentwave treatment, rinse twice with warm water.
After drying the hair, 20 professional female hair conditioners (Q) conducted a sensory evaluation of the feel of the hair and how it was combed.

この結果は第2表の通りである。The results are shown in Table 2.

第2剤組成: 臭素酸ナトリウム            5.0%ケ
ラチン物質分解誘導体(第2表)2.02−アミノ−2
−メチル−1−デロノqノール    0.5香料  
     0.1 水                       バ
ランス(pa7.o) 結果: 第2表 評  点     内容 実施例3 実施例1の第1剤及び下記組成の第2剤組成物を使用し
、/Q−マネントウエーブ処理した後のウェーブ度及び
ウェーブ保持性を次の方法で求め友。この結果は第3表
に示す。
Second agent composition: Sodium bromate 5.0% Keratin substance decomposition derivative (Table 2) 2.02-amino-2
-Methyl-1-delononol 0.5 fragrance
0.1 Water balance (pa7.o) Results: Table 2 Rating Contents Example 3 After using the first agent of Example 1 and the second agent composition of the following composition, /Q-manent wave treatment Determine the wave degree and wave retention of the wave using the following method. The results are shown in Table 3.

〔組成〕〔composition〕

第2剤基剤 臭素酸ナトリウム            5.0%香
料        0.1 ケラチン物質分解誘導体(第3表)5.0水     
                       2z
う7ツ(pH7,0) 〔測定法〕 ウェーブ度及びウェーブ保持性測定試験:(1)下記毛
髪20本を一束としウェーブ度測定板(直径2mm、長
さ1.51:11の細い円柱をちどり状に2列に配列固
定した板)の円柱(固定する。これを(A)(Elで示
した組成の第1剤に30℃で10分間浸漬した抜水で充
分にすすぎ1次いで第1表に示したおのおのの第2剤に
30℃10分間浸漬する。水で充分すすいだ後にウェー
ブ度測定板から取りはずし、静止した水中で次式よりウ
ェーブ度を算出する。
2nd agent base Sodium bromate 5.0% Fragrance 0.1 Keratin substance decomposition derivative (Table 3) 5.0 Water
2z
U7tsu (pH 7,0) [Measurement method] Wavyness and wave retention measurement test: (1) Use the following 20 hairs as a bundle and use a wavyness measuring plate (a thin cylinder with a diameter of 2 mm and a length of 1.51:11). Fix the cylinders (plates arranged and fixed in two rows in a diagonal pattern). This is thoroughly rinsed with drained water that has been immersed in the first agent of the composition shown in (A) (El) at 30°C for 10 minutes. Immerse in each of the second agents shown in Table 1 for 10 minutes at 30°C. After rinsing thoroughly with water, remove from the wave degree measuring plate and calculate the wave degree using the following formula in still water.

毛髪:長fi20(:Itのバーシンヘアーをラウリル
硫酸ナトリウムの0.5%水溶液で洗浄風乾したもの。
Hair: Long fi20(:It) virgin hair was washed with a 0.5% aqueous solution of sodium lauryl sulfate and air-dried.

X:ちどり状配列円柱の一方の列のはなれた2点AB間
に固定された毛髪の長さ Y:A1間の距離 2:測定板から取りはずした後の静水中での毛髪のA、
BK接していた点間の距離 (ii)(i)で使用した毛髪を下記洗髪条件で5回洗
髪し、その時のウェーブ度を洗髪前のウェーブ度と比較
してこれをウェーブ保持性とした。
X: Length of the hair fixed between two separate points AB in one row of the zigzag arranged cylinder Y: Distance between A1 2: A of the hair in still water after being removed from the measuring plate,
The hair used in distance (ii) (i) between the points that were in contact with BK was washed five times under the following washing conditions, and the degree of wave at that time was compared with the degree of wave before washing, and this was taken as wave retention.

洗髪条件 毛髪をラウリル硫酸ナトリウムの0.5%水溶液に1分
間浸漬したままで、軽く動かし洗浄した抜水で充分すす
ぎ、1日間風乾する。
Hair Washing Conditions Hair was immersed in a 0.5% aqueous solution of sodium lauryl sulfate for 1 minute, then gently moved, thoroughly rinsed with the washed water, and air-dried for 1 day.

この操作の5回目の繰返し時、水で充分すすいだ後静止
した水中で上述の2を測定しウェーブ度を求める。
When this operation is repeated for the fifth time, after rinsing thoroughly with water, the above-mentioned 2 is measured in still water to determine the wave degree.

〔結果〕〔result〕

第3表 Table 3

Claims (1)

【特許請求の範囲】 1、パーマネントウエーブ第2剤基剤中に(1)ケラチ
ン物質の酸化分解物及び(2)ケラチン物質の還元分解
物のチオール基における誘導体からなる群より選ばれた
ケラチン物質分解誘導体の一種又は二種以上を配合した
ことを特徴とするパーマネントウエーブ第2剤組成物。 2、ケラチン物質分解誘導体の配合量が0.01〜10
重量%である特許請求の範囲第1項記載のパーマネント
ウエーブ第2剤組成物。
[Scope of Claims] 1. A keratin material selected from the group consisting of (1) an oxidative decomposition product of a keratin material and (2) a thiol group derivative of a reductive decomposition product of a keratin material in a permanent wave second agent base. A permanent wave second agent composition comprising one or more decomposed derivatives. 2. The amount of keratin substance decomposition derivative is 0.01 to 10
% by weight of the permanent wave second agent composition according to claim 1.
JP3698786A 1986-02-21 1986-02-21 Permanent wave second agent composition Granted JPS61178913A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP3698786A JPS61178913A (en) 1986-02-21 1986-02-21 Permanent wave second agent composition

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP3698786A JPS61178913A (en) 1986-02-21 1986-02-21 Permanent wave second agent composition

Related Parent Applications (1)

Application Number Title Priority Date Filing Date
JP1642181A Division JPS57130911A (en) 1981-02-06 1981-02-06 Second composition for permanent wave treatment

Publications (2)

Publication Number Publication Date
JPS61178913A true JPS61178913A (en) 1986-08-11
JPH0160448B2 JPH0160448B2 (en) 1989-12-22

Family

ID=12485098

Family Applications (1)

Application Number Title Priority Date Filing Date
JP3698786A Granted JPS61178913A (en) 1986-02-21 1986-02-21 Permanent wave second agent composition

Country Status (1)

Country Link
JP (1) JPS61178913A (en)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2601975A1 (en) * 1986-07-24 1988-01-29 Shigesaburo Mizushima PROCESS FOR PRODUCING WOOL AND ANIMAL FURS STORING THE FORM
JPH01275519A (en) * 1988-04-26 1989-11-06 Hoyu Co Ltd Hair-dye composition
DE4406922C2 (en) * 1994-02-28 2002-11-21 Gabriele Wyeth Ohg Kosmetik Be Hair treatment process
JP2009057335A (en) * 2007-08-31 2009-03-19 Nakano Seiyaku Kk Permanent wave second agent and hair treatment agent
KR101160342B1 (en) 2012-03-09 2012-06-26 주식회사 시노펙스 Hollow fibers membrane module

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3842848A (en) * 1971-05-27 1974-10-22 Wilson Sinclair Co Keratin polypeptide hydrolyzates as hair treating agents
DE2338518A1 (en) * 1973-07-30 1975-02-13 Henkel & Cie Gmbh IMPROVED PRODUCTS FOR BLACHING AND COLORING HAIR
DE2345621A1 (en) * 1973-09-10 1975-03-20 Henkel & Cie Gmbh IMPROVED MEANS OF PERMANENTLY CHANGING THE SHAPE OF HUMAN HAIR
JPS5589216A (en) * 1978-12-01 1980-07-05 Seiwa Kasei:Kk Cold wave lotion
US4232123A (en) * 1977-02-11 1980-11-04 Firma Carl Freudenberg Method for making water-soluble hydrolyzates of keratinaceous materials

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3842848A (en) * 1971-05-27 1974-10-22 Wilson Sinclair Co Keratin polypeptide hydrolyzates as hair treating agents
DE2338518A1 (en) * 1973-07-30 1975-02-13 Henkel & Cie Gmbh IMPROVED PRODUCTS FOR BLACHING AND COLORING HAIR
DE2345621A1 (en) * 1973-09-10 1975-03-20 Henkel & Cie Gmbh IMPROVED MEANS OF PERMANENTLY CHANGING THE SHAPE OF HUMAN HAIR
US4232123A (en) * 1977-02-11 1980-11-04 Firma Carl Freudenberg Method for making water-soluble hydrolyzates of keratinaceous materials
JPS5589216A (en) * 1978-12-01 1980-07-05 Seiwa Kasei:Kk Cold wave lotion

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2601975A1 (en) * 1986-07-24 1988-01-29 Shigesaburo Mizushima PROCESS FOR PRODUCING WOOL AND ANIMAL FURS STORING THE FORM
JPH01275519A (en) * 1988-04-26 1989-11-06 Hoyu Co Ltd Hair-dye composition
DE4406922C2 (en) * 1994-02-28 2002-11-21 Gabriele Wyeth Ohg Kosmetik Be Hair treatment process
JP2009057335A (en) * 2007-08-31 2009-03-19 Nakano Seiyaku Kk Permanent wave second agent and hair treatment agent
KR101160342B1 (en) 2012-03-09 2012-06-26 주식회사 시노펙스 Hollow fibers membrane module

Also Published As

Publication number Publication date
JPH0160448B2 (en) 1989-12-22

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