JP3446977B2 - Hair dye - Google Patents
Hair dyeInfo
- Publication number
- JP3446977B2 JP3446977B2 JP32150494A JP32150494A JP3446977B2 JP 3446977 B2 JP3446977 B2 JP 3446977B2 JP 32150494 A JP32150494 A JP 32150494A JP 32150494 A JP32150494 A JP 32150494A JP 3446977 B2 JP3446977 B2 JP 3446977B2
- Authority
- JP
- Japan
- Prior art keywords
- hair
- general formula
- peptide
- dye
- amino acid
- 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.)
- Expired - Fee Related
Links
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- 239000005018 casein Substances 0.000 description 1
- BECPQYXYKAMYBN-UHFFFAOYSA-N casein, tech. Chemical compound NCCCCC(C(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(CC(C)C)N=C(O)C(CCC(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(C(C)O)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(COP(O)(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(N)CC1=CC=CC=C1 BECPQYXYKAMYBN-UHFFFAOYSA-N 0.000 description 1
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- 238000010828 elution Methods 0.000 description 1
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- 239000008103 glucose Substances 0.000 description 1
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- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
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- 229920003303 ion-exchange polymer Polymers 0.000 description 1
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- 239000000463 material Substances 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
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- 150000004702 methyl esters Chemical class 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
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- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- XNOPRXBHLZRZKH-DSZYJQQASA-N oxytocin Chemical compound C([C@H]1C(=O)N[C@H](C(N[C@@H](CCC(N)=O)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CSSC[C@H](N)C(=O)N1)C(=O)N1[C@@H](CCC1)C(=O)N[C@@H](CC(C)C)C(=O)NCC(N)=O)=O)[C@@H](C)CC)C1=CC=C(O)C=C1 XNOPRXBHLZRZKH-DSZYJQQASA-N 0.000 description 1
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- 239000002304 perfume Substances 0.000 description 1
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 description 1
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- 239000000049 pigment Substances 0.000 description 1
- 229920002643 polyglutamic acid Polymers 0.000 description 1
- 108010094020 polyglycine Proteins 0.000 description 1
- 229920000232 polyglycine polymer Polymers 0.000 description 1
- 229920000656 polylysine Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000002952 polymeric resin Substances 0.000 description 1
- 229920001184 polypeptide Polymers 0.000 description 1
- 108010000222 polyserine Proteins 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- ZZYXNRREDYWPLN-UHFFFAOYSA-N pyridine-2,3-diamine Chemical class NC1=CC=CN=C1N ZZYXNRREDYWPLN-UHFFFAOYSA-N 0.000 description 1
- VHNQIURBCCNWDN-UHFFFAOYSA-N pyridine-2,6-diamine Chemical compound NC1=CC=CC(N)=N1 VHNQIURBCCNWDN-UHFFFAOYSA-N 0.000 description 1
- 229940079877 pyrogallol Drugs 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 230000001603 reducing effect Effects 0.000 description 1
- 239000005871 repellent Substances 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 1
- 229960001755 resorcinol Drugs 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 229960001922 sodium perborate Drugs 0.000 description 1
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- YKLJGMBLPUQQOI-UHFFFAOYSA-M sodium;oxidooxy(oxo)borane Chemical compound [Na+].[O-]OB=O YKLJGMBLPUQQOI-UHFFFAOYSA-M 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 229940001941 soy protein Drugs 0.000 description 1
- 238000003892 spreading Methods 0.000 description 1
- 230000007480 spreading Effects 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- PJANXHGTPQOBST-UHFFFAOYSA-N stilbene Chemical compound C=1C=CC=CC=1C=CC1=CC=CC=C1 PJANXHGTPQOBST-UHFFFAOYSA-N 0.000 description 1
- 235000021286 stilbenes Nutrition 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000001017 thiazole dye Substances 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- FGMPLJWBKKVCDB-UHFFFAOYSA-N trans-L-hydroxy-proline Natural products ON1CCCC1C(O)=O FGMPLJWBKKVCDB-UHFFFAOYSA-N 0.000 description 1
- AAAQKTZKLRYKHR-UHFFFAOYSA-N triphenylmethane Chemical compound C1=CC=CC=C1C(C=1C=CC=CC=1)C1=CC=CC=C1 AAAQKTZKLRYKHR-UHFFFAOYSA-N 0.000 description 1
- OUYCCCASQSFEME-UHFFFAOYSA-N tyrosine Natural products OC(=O)C(N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-UHFFFAOYSA-N 0.000 description 1
- 238000000108 ultra-filtration Methods 0.000 description 1
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- 229960003726 vasopressin Drugs 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
Description
【０００１】[0001]
【産業上の利用分野】本発明は、染毛剤に関し、さらに
詳しくは、染毛時の毛髪の損傷が少なく、毛髪の状態を
良好に保ち、染毛後の毛髪に艶や潤いを付与することが
できる染毛剤に関するものである。BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a hair dye, and more specifically, there is little damage to the hair during dyeing, the hair is kept in a good condition, and the hair after dyeing is provided with luster and moisture. The present invention relates to a hair dye that can be used.
【０００２】[0002]
【従来の技術】染毛剤には、一時染毛剤、永久染毛剤な
どがあり、いずれも美容の目的で広く使用されている。2. Description of the Related Art Hair dyes include temporary hair dyes and permanent hair dyes, both of which are widely used for cosmetic purposes.
【０００３】永久染毛剤では、酸化染料（染料中間体）
を含む第１剤と過酸化水素などの酸化剤を含む第２剤と
からなる酸化型染毛剤が、種々の色調が得られる上に、
染毛力が優れていることから、広く使用されている。Permanent hair dyes include oxidative dyes (dye intermediates)
In addition to providing various color tones, an oxidative hair dye, which comprises a first agent containing a and a second agent containing an oxidizing agent such as hydrogen peroxide,
It is widely used because of its excellent hair dyeing power.
【０００４】一方、一時染毛剤は、１回のシャンプーで
洗い落とすことができるため、いわゆる「おしゃれ染
め」として広く用いられている。On the other hand, temporary hair dyes are widely used as so-called "fashion dyeing" because they can be washed off with one shampoo.
【０００５】[0005]
【発明が解決しようとする課題】しかしながら、これま
での染毛剤では、染毛時に毛髪の損傷が激しく、染毛後
の毛髪がパサついたり、櫛通り性が悪くなるという問題
があった。However, the conventional hair dyes have problems that the hair is severely damaged at the time of dyeing, the hair after dyeing is dry, and the combability is poor.
【０００６】例えば、酸化型染毛剤では、一般に酸化染
料の均一な浸透を促進するためにアルカリ剤を含有させ
ているので、ｐＨが１０以上と高く、そのため、刺激性
があり、毛髪が損傷しやすく、毛髪中のタンパク（蛋
白）成分が流出しやすいという問題があった。[0006] For example, in an oxidative hair dye, since an alkaline agent is generally contained in order to promote uniform penetration of the oxidative dye, the pH is as high as 10 or higher, which is irritating and damages the hair. However, there is a problem that the protein component in the hair easily flows out.
【０００７】そのため、アルカリ剤を含まない酸性染毛
剤を使用することも行われているが、この酸性染毛剤
も、染毛時には、毛髪中のメラニンを破壊してブリーチ
（漂白）するための酸化を行うので、上記酸化型染毛剤
ほどではないにしても、毛髪が損傷しやすく、毛髪の光
沢が失われ、櫛通り性が悪くなるという問題があった。[0007] Therefore, an acidic hair dye containing no alkaline agent is also used, but this acid hair dye also bleaches by destroying melanin in the hair during hair dyeing. However, there is a problem in that the hair is easily damaged, the gloss of the hair is lost, and the combability is deteriorated, though not so much as the above-mentioned oxidation type hair dye.
【０００８】また、一時染毛剤の多くは、染料を毛小皮
に付着させて染色するので、染色効果を高める必要か
ら、染料濃度を高くしたり、展着剤や高分子樹脂などを
多量に添加しているため、染毛後の毛髪が硬くなり、櫛
通り性が悪くなって、毛髪が損傷を受けやすいという問
題があった。Further, since many temporary hair dyes are dyed by adhering a dye to the hair bark, it is necessary to enhance the dyeing effect. Therefore, it is necessary to increase the dye concentration or to spread a large amount of a spreading agent or a polymer resin. However, there is a problem that the hair after dyeing becomes hard and combability becomes poor, and the hair is easily damaged.
【０００９】さらに最近では、アルカリ剤を含まない酸
性のシャンプータイプの染毛剤の使用が増えてきている
が、このタイプの染毛剤は、ヤシ油脂肪酸ジエタノール
アミド、ポリオキシエチエレンノニルフェニルエーテ
ル、ベンジルアルコールなどの浸透剤を含んでいるの
で、この浸透剤により毛髪の損傷や毛髪中のタンパク成
分の流出などが生じやすく、染毛後に毛髪がパサついた
り、櫛通り性が悪くなるといった問題があった。More recently, the use of acidic shampoo-type hair dyes that do not contain alkali agents has been increasing, and this type of hair dyes includes coconut oil fatty acid diethanolamide and polyoxyethienylene nonyl phenyl ether. Since it contains a penetrating agent such as benzyl alcohol, this penetrating agent is likely to cause damage to the hair or the outflow of protein components in the hair, resulting in dryness of the hair after dyeing and poor combability. was there.
【００１０】そこで、これらの問題を解決し、かつ染毛
剤の均染効果を高める目的で、タンパク加水分解物（ペ
プチド）やその誘導体、シリコーンなどを染毛剤に含有
させることが提案されている（例えば、特開昭６１−５
５８８７号公報、特公平３−６３５２８号公報、特公平
４−４２８９号公報、特開平５−２７１０４０号公報な
ど）。Therefore, in order to solve these problems and enhance the leveling effect of the hair dye, it has been proposed to incorporate a protein hydrolyzate (peptide) or its derivative, silicone or the like into the hair dye. (For example, JP-A-61-5
5887, Japanese Patent Publication No. 3-63528, Japanese Patent Publication No. 4-4289, Japanese Patent Laid-Open No. 271040, and the like).
【００１１】しかし、上記のタンパク加水分解物やその
誘導体は、損傷した毛髪によく収着するので毛髪に潤い
を付与することはできるものの、毛髪の艶や櫛通り性の
改善の点では、満足できるほどのものではなかった。However, although the above protein hydrolyzate and its derivatives are well sorbed on damaged hair, they can moisturize the hair, but are satisfactory in terms of improving the luster and combability of the hair. It wasn't as good as it could be.
【００１２】また、シリコーンは、毛髪上に被膜を形成
するため、表面上のパサツキ感を軽減し、毛髪に艶を付
与することはできるものの、毛髪中からのタンパク成分
の溶出による毛髪の損傷に対する根本的な回復作用がな
く、毛髪に潤いを付与することもできない。また、毛髪
上に形成されたシリコーンの被膜のため、毛髪がブリー
チや染毛などの化学的処理を受けにくくなるという問題
があり、さらに、シリコーンは一般に疎水性物質で、水
溶液の染毛剤には、シリコーンが分離してくるため、配
合しにくいという問題があった。[0012] Since silicone forms a film on the hair, it can reduce the feeling of dryness on the surface and impart gloss to the hair, but it does not damage the hair due to the elution of protein components from the hair. It does not have a fundamental recovery effect, and cannot moisturize the hair. In addition, since the silicone film formed on the hair makes it difficult for the hair to undergo chemical treatment such as bleaching and dyeing, silicone is generally a hydrophobic substance and is used as a hair dye in aqueous solutions. However, there is a problem that it is difficult to mix the silicone because the silicone separates.
【００１３】従って、本発明は、染毛に伴う毛髪の損傷
が少なく、毛髪の状態を良好に保ち、染毛後の毛髪に
艶、潤いを付与し、良好な櫛通り性を付与する染毛剤を
提供することを目的とする。Therefore, the present invention is a hair dye which causes less damage to the hair due to hair dyeing, keeps the hair in good condition, imparts gloss and moisturizing to the hair after dyeing, and imparts good combability. The purpose is to provide an agent.
【００１４】[0014]
【課題を解決するための手段】本発明者らは、上記目的
を達成するため鋭意研究を重ねた結果、アミノ酸側鎖の
アミノ基を含むペプチドのアミノ基にケイ素原子をただ
一つ含む官能基が共有結合した下記の一般式（Ｉ）Means for Solving the Problems As a result of intensive studies to achieve the above object, the present inventors have found that a functional group containing only one silicon atom in the amino group of a peptide containing the amino group of the amino acid side chain. The following general formula (I) covalently bonded to
【００１５】[0015]
【化３】 [Chemical 3]
【００１６】〔式中、Ｒ1 、Ｒ2 、Ｒ3 のうち２個は水
酸基を示し、残りはメチル基を示す。Ｒ4 は側鎖の末端
にアミノ基を有する塩基性アミノ酸の末端アミノ基を除
く残基を示し、Ｒ5 はＲ4 以外のアミノ酸の側鎖を示
し、ａは１または３で、ｍは０より大きく５０以下、ｎ
は１〜２００、ｍ＋ｎは２〜２００である（ただし、ｍ
およびｎはアミノ酸の数を示すのみで、アミノ酸配列の
順序を示すものではない）〕で表されるシリル化ペプチ
ド、または、下記の一般式（II）[In the formula, two of R 1 , R 2 and R 3 represent a hydroxyl group, and the rest represent a methyl group. R 4 represents a residue excluding the terminal amino group of a basic amino acid having an amino group at the end of the side chain, R 5 represents a side chain of an amino acid other than R 4 , a is 1 or 3, and m is 0. Greater than 50 or less, n
Is 1 to 200 and m + n is 2 to 200 (however, m
And n only indicate the number of amino acids, not the order of amino acid sequences)] or a silylated peptide represented by the following general formula (II)
【００１７】[0017]
【化４】 [Chemical 4]
【００１８】〔式中、Ｒ1 、Ｒ2 、Ｒ3 のうち２個は水
酸基を示し、残りはメチル基を示す。Ｒ4 は側鎖の末端
にアミノ基を有する塩基性アミノ酸の末端アミノ基を除
く残基を示し、Ｒ5 はＲ4 以外のアミノ酸の側鎖を示
し、ａは１または３で、ｍは０より大きく５０以下、ｎ
は１〜２００、ｍ＋ｎは２〜２００である（ただし、ｍ
およびｎはアミノ酸の数を示すのみで、アミノ酸配列の
順序を示すものではない）〕で表されるシリル化ペプチ
ドを染毛剤に配合するときは、染毛後の毛髪の損傷を防
止し、毛髪の状態を良好に保ち、染毛後の毛髪に艶や潤
い、良好な櫛通り性などを付与できることを見出し、本
発明を完成するにいたった。[In the formula, two of R 1 , R 2 and R 3 represent a hydroxyl group, and the rest represent a methyl group. R 4 represents a residue excluding the terminal amino group of a basic amino acid having an amino group at the end of the side chain, R 5 represents a side chain of an amino acid other than R 4 , a is 1 or 3, and m is 0. Greater than 50 or less, n
Is 1 to 200 and m + n is 2 to 200 (however, m
And n only show the number of amino acids, and do not show the order of amino acid sequences)], when the silylated peptide represented by the formula is incorporated into a hair dye, it prevents damage to the hair after dyeing, The inventors have found that the condition of the hair can be maintained in good condition, and that the hair after dyeing can have luster and moisturization, good combability, and the like, and have completed the present invention.
【００１９】すなわち、上記シリル化ペプチドがペプチ
ド部分の収着作用で毛髪に収着し、染毛時に毛髪を保護
して、染毛に潤いを付与するとともに、シリル官能基部
分もペプチド部分を介して毛髪に収着するので、毛髪の
表面をなめらかにし、毛髪に艶や光沢を付与する。ま
た、このシリル化ペプチドは、通常のペプチドの収着機
構で毛髪に収着するので、染毛処理を妨げることがな
く、所望どおりの染毛をすることができる。That is, the silylated peptide is sorbed on the hair by the sorption action of the peptide portion, protects the hair at the time of dyeing and moisturizes the hair, and the silyl functional group portion also intercalates the peptide portion. As it sorbs to the hair, it smoothes the surface of the hair and gives the hair gloss and luster. Further, since this silylated peptide is sorbed on the hair by a normal peptide sorption mechanism, hair can be dyed as desired without disturbing the hair dyeing treatment.
【００２０】上記シリル化ペプチドについて、さらに詳
しく説明すると、以下の通りである。The above-mentioned silylated peptide will be described in more detail below.
【００２１】〔シリル化ペプチド〕
上記一般式（Ｉ）で表されるシリル化ペプチドは、例え
ば、下記の一般式（III)[Silylated Peptide] The silylated peptide represented by the above general formula (I) is, for example, the following general formula (III)
【００２２】[0022]
【化５】 [Chemical 5]
【００２３】〔式中、Ｒ6 、Ｒ7 、Ｒ8 のうちの１個は
メチル基を示し、残りの２個は炭素数１〜３のアルコキ
シ基、水酸基またはハロゲン原子を示す。ａは１または
３で、ＸはＣｌ、Ｂｒ、Ｆ、Ｉなどのハロゲン原子を示
す〕で表されるシリル化合物と、下記の一般式（IV）[In the formula, one of R 6 , R 7 and R 8 represents a methyl group, and the remaining two represent an alkoxy group having 1 to 3 carbon atoms, a hydroxyl group or a halogen atom. a is 1 or 3, and X is a halogen atom such as Cl, Br, F, or I], and the following general formula (IV)
【００２４】[0024]
【化６】 [Chemical 6]
【００２５】〔式中、Ｒ4 は側鎖の末端にアミノ基を有
する塩基性アミノ酸のアミノ基を除く残基を示し、Ｒ5
はＲ4 以外のアミノ酸の側鎖を示し、ｍは０より大きく
５０以下、ｎは１〜２００、ｍ＋ｎは２〜２００であ
る〕で表されるペプチド類とを縮合反応させることによ
って得られる。[In the formula, R 4 represents a residue of a basic amino acid having an amino group at the end of the side chain, excluding the amino group, and R 5
Represents a side chain of an amino acid other than R 4 , m is greater than 0 and 50 or less, n is 1 to 200, and m + n is 2 to 200] and is obtained by a condensation reaction.
【００２６】また、一般式（II）で表されるシリル化ペ
プチドは、例えば、下記の一般式（Ｖ）The silylated peptide represented by the general formula (II) is, for example, the following general formula (V)
【００２７】[0027]
【化７】 [Chemical 7]
【００２８】〔式中、Ｒ6 、Ｒ7 、Ｒ8 のうちの１個は
メチル基を示し、残りの２個は炭素数１〜３のアルコキ
シ基、水酸基またはハロゲン原子を示す。ａは１または
３を示す〕で表されるシリル化合物と、上記の一般式
（VI）で表されるペプチド類とを縮合反応させることに
よって得られる。[In the formula, one of R 6 , R 7 and R 8 represents a methyl group, and the remaining two represent an alkoxy group having 1 to 3 carbon atoms, a hydroxyl group or a halogen atom. a represents 1 or 3] and the peptide represented by the general formula (VI) are subjected to a condensation reaction.
【００２９】〔シリル化ペプチドの特性〕
一般式（Ｉ）で表されるシリル化ペプチドや一般式（I
I）で表されるシリル化ペプチドは、その化学構造式か
らも明らかなように、それぞれ一般式（III)で表される
シリル化合物や一般式（Ｖ）で表されるシリル化合物に
基づくケイ素原子を含むシリル官能基部分と、一般式
（IV）で表されるペプチド類に基づくペプチド部分を有
するので、これを染毛剤に配合すると、シリル官能基部
分の有する伸展性、摩擦低減性、艶や光沢の付与作用、
撥水性の付与作用などと、ペプチド部分の有する毛髪へ
の収着作用、保護作用、保湿作用などを同時に発揮させ
ることができる。[Characteristics of Silylated Peptide] The silylated peptide represented by the general formula (I) and the general formula (I
As is clear from the chemical structural formula, the silylated peptide represented by I) is a silicon atom based on the silyl compound represented by the general formula (III) or the silyl compound represented by the general formula (V). Since it has a silyl functional group moiety containing a and a peptide moiety based on the peptides represented by the general formula (IV), when this is incorporated into a hair dye, the silyl functional group moiety has extensibility, friction reducing property, and gloss And gloss effect,
It is possible to simultaneously exert a water-repellent imparting action, a sorption action on the hair having the peptide portion, a protective action, a moisturizing action, and the like.
【００３０】従って、このシリル化ペプチドを染毛剤に
配合すると、染毛時の毛髪の損傷を防止し、毛髪に艶や
潤いを付与し、毛髪をなめらかにし、かつ毛髪の櫛通り
性などを改善し、枝毛、切毛の発生を防止する。Therefore, when this silylated peptide is added to a hair dye, the hair is prevented from being damaged at the time of dyeing, the hair is given gloss and moisturizing, the hair is smoothed, and the combability of the hair is improved. Improve and prevent split ends and cut hair.
【００３１】例えば、従来のようにシリコーンで毛髪に
ハリを付与する時には、高分子量のものが必要になる
が、高分子量のシリコーンは一旦毛髪に付着すると取れ
にくく、そのため、ブリーチ、染毛などの化学的処理が
行ないにくくなる上に、ペプチドの毛髪への収着作用を
減少させる。しかし、上記一般式（Ｉ）で表されるシリ
ル化ペプチドや一般式（II）で表されるシリル化ペプチ
ドは、ペプチド部分に低分子量のシリル官能基が結合し
たものであって、毛髪には通常のペプチドの収着機構で
収着するので、ペプチドを含まない洗浄剤で洗浄するこ
とにより、可逆的にシリル化ペプチドを毛髪から脱着す
ることができ、上記のような弊害を生じない。For example, when a conventional silicone is used to impart firmness to hair, a high molecular weight one is required, but once a high molecular weight silicone adheres to the hair, it is difficult to remove it. Therefore, bleaching, dyeing, etc. In addition to making chemical treatment difficult, it reduces the sorption effect of peptides on hair. However, the silylated peptide represented by the general formula (I) or the silylated peptide represented by the general formula (II) has a low molecular weight silyl functional group bonded to the peptide portion, Since it sorbs by a normal peptide sorption mechanism, the silylated peptide can be reversibly desorbed from the hair by washing with a peptide-free detergent, and the above-mentioned adverse effects do not occur.
【００３２】しかも、一般式（Ｉ）で表されるシリル化
ペプチドや一般式（II）で表されるシリル化ペプチド
は、一物質中にシリル官能基部分とペプチド部分を有す
るので、従来のシリコーンとポリペプチドを混合したも
のとは異なり、シリル官能基部分の毛髪への収着性が高
い。In addition, since the silylated peptide represented by the general formula (I) and the silylated peptide represented by the general formula (II) have a silyl functional group portion and a peptide portion in one substance, the conventional silicone In contrast to the mixture of and the polypeptide, the silyl functional group has high sorption on hair.
【００３３】一般式（Ｉ）で表されるシリル化ペプチド
または一般式（II）で表されるシリル化ペプチドにおい
て、Ｒ1 、Ｒ2 、Ｒ3 のうち２個を水酸基にし、残りを
メチル基に特定しているのは、一般式（Ｉ）で表される
シリル化ペプチドまたは一般式（II）で表されるシリル
化ペプチドが、水溶性を有し、染毛剤中で良好な保存安
定性を保つためである。また、ａを１または３と特定し
ているのは、ａが２の場合は一般式（III)で表されるシ
リル化合物または一般式（Ｖ）で表されるシリル化合物
の状態での保存安定性が悪く、ａが３より大きくなると
分子全体中でシリル官能基部分の占める割合が小さくな
り、シリル官能基部分の有する特性を充分に発揮できな
くなるからである。In the silylated peptide represented by the general formula (I) or the silylated peptide represented by the general formula (II), two of R 1 , R 2 and R 3 are hydroxyl groups and the rest are methyl groups. The silylated peptide represented by the general formula (I) or the silylated peptide represented by the general formula (II) is water-soluble and has good storage stability in a hair dye. This is to maintain sex. Further, a is specified as 1 or 3 when a is 2, the storage stability in the state of the silyl compound represented by the general formula (III) or the silyl compound represented by the general formula (V). This is because the property is poor and when a is larger than 3, the ratio of the silyl functional group portion in the entire molecule becomes small, and the characteristics of the silyl functional group portion cannot be fully exhibited.
【００３４】〔シリル化ペプチドにおけるペプチド部
分〕
一般式（Ｉ）で表されるシリル化ペプチドまたは一般式
（II）で表されるシリル化ペプチドにおいて、Ｒ4 は側
鎖の末端にアミノ基を有する塩基性アミノ酸の末端アミ
ノ基を除く残基であるが、上記のような側鎖の末端にア
ミノ基を有する塩基性アミノ酸としては、例えば、リシ
ン、アルギニン、ヒドロキシリシンなどが挙げられる。
また、Ｒ5 はＲ4 以外のアミノ酸の側鎖を示すが、その
ようなアミノ酸としては、例えば、グルタミン酸、アス
パラギン酸、アラニン、セリン、トレオニン、バリン、
メチオニン、ロイシン、イソロイシン、チロシン、フェ
ニルアラニン、プロリン、ヒドロキシプロリンなどが挙
げられる。[Peptide Part in Silylated Peptide] In the silylated peptide represented by the general formula (I) or the silylated peptide represented by the general formula (II), R 4 has an amino group at the terminal of the side chain. Examples of the basic amino acid having a terminal amino group at the terminal of the side chain, which is a residue excluding the terminal amino group of the basic amino acid, include lysine, arginine, hydroxylysine, and the like.
R 5 represents a side chain of an amino acid other than R 4 , and examples of such an amino acid include glutamic acid, aspartic acid, alanine, serine, threonine, valine,
Methionine, leucine, isoleucine, tyrosine, phenylalanine, proline, hydroxyproline and the like can be mentioned.
【００３５】一般式（Ｉ）で表されるシリル化ペプチド
または一般式（II）で表されるシリル化ペプチドにおい
て、ｍは０より大きく５０以下（０＜ｍ≦５０）であっ
て、好ましくは０より大きく１０以下（０＜ｍ≦１０）
であり、ｎは１〜２００であって、好ましくは１〜１０
０、より好ましくは２〜４０であり、ｍ＋ｎは２〜２０
０であって、好ましくは２〜１００、より好ましくは３
〜５０であるが、これは次の理由によるものである。In the silylated peptide represented by the general formula (I) or the silylated peptide represented by the general formula (II), m is greater than 0 and 50 or less (0 <m ≦ 50), preferably m Greater than 0 and less than or equal to 10 (0 <m ≦ 10)
And n is 1 to 200, preferably 1 to 10
0, more preferably 2 to 40, and m + n is 2 to 20.
0, preferably 2 to 100, more preferably 3
˜50, which is due to the following reason.
【００３６】すなわち、ｍが上記範囲より大きくなる
と、側鎖のアミノ基に結合するシリル官能基が増え、ペ
プチド本来の毛髪への収着作用が減少し、ｎが上記範囲
より大きくなると、ペプチド部分に対するシリル官能基
部分の割合が少なくなり、シリル官能基部分が有する効
果を充分に発揮することができなくなり、ｍ＋ｎが上記
範囲より大きくなると、ペプチドとしての毛髪への収着
性や浸透性が低分子量のペプチドに比べて減少する上
に、保存中に凝集しやすくなり、保存安定性が低下す
る。なお、上記のｍ、ｎやｍ＋ｎは、理論的には整数で
あるが、ペプチド部分が後述するような加水分解タンパ
クである場合は、該加水分解タンパクが分子量の異なる
ものの混合物として得られるため、測定値は平均値にな
る。That is, when m is larger than the above range, the number of silyl functional groups bonded to the amino group of the side chain is increased, the sorption function of the peptide on the original hair is reduced, and when n is larger than the above range, the peptide moiety is The ratio of the silyl functional group portion to the silyl functional group portion is reduced, and the effect of the silyl functional group portion cannot be sufficiently exerted. In addition to the decrease in molecular weight of the peptide, it tends to aggregate during storage, resulting in poor storage stability. The above m, n and m + n are theoretically integers, but when the peptide portion is a hydrolyzed protein as described below, the hydrolyzed protein is obtained as a mixture of those having different molecular weights. The measured value is an average value.
【００３７】上記一般式（IV）で表されるペプチド類に
は、ペプチドまたはペプチドのエステルが含まれる。The peptides represented by the above general formula (IV) include peptides or esters of peptides.
【００３８】上記ペプチドは、天然ペプチド、合成ペプ
チド、タンパク質（蛋白質）を酸、アルカリまたは酵素
で部分加水分解して得られる加水分解ペプチドなどであ
る。The above-mentioned peptide is a natural peptide, a synthetic peptide, a hydrolyzed peptide obtained by partially hydrolyzing a protein (protein) with an acid, an alkali or an enzyme.
【００３９】天然ペプチドとしては、例えば、グルタチ
オン、バシトラシンＡ、インシュリン、グルカゴン、オ
キシトシン、バソプレシンなどが挙げられ、合成ペプチ
ドとしては、例えば、ポリグリシン、ポリリシン、ポリ
グルタミン酸、ポリセリンなどが挙げられる。Examples of natural peptides include glutathione, bacitracin A, insulin, glucagon, oxytocin, vasopressin and the like, and examples of synthetic peptides include polyglycine, polylysine, polyglutamic acid, polyserine and the like.
【００４０】加水分解ペプチドとしては、コラーゲン
（その変成物であるゼラチンも含む）、ケラチン、絹フ
ィブロイン、セリシン、カゼイン、コンキオリン、エラ
スチン、鶏、あひるなどの卵の卵黄タンパク、卵白タン
パク、大豆タンパク、小麦タンパク、トウモロコシタン
パク、米（米糠）タンパク、ジャガイモタンパクなどの
動植物由来のタンパク、あるいは、サッカロミセス属、
カンディタ属、エンドミコプシス属の酵母菌や、いわゆ
るビール酵母、清酒酵母といわれる酵母菌より分離した
酵母タンパク、キノコ類（担子菌）より抽出したタンパ
ク、クロレラより分離したタンパクなどの微生物由来の
タンパクを、酸、アルカリまたは酵素で部分的に加水分
解して得られるペプチドなどが挙げられる。なお、この
加水分解タンパク中には、前記種々のアミノ酸で構成さ
れるペプチドの混合物で、そのアミノ酸の量体が２〜２
００であるものも含まれる。The hydrolyzed peptides include collagen (including its modified product gelatin), keratin, silk fibroin, sericin, casein, conchiolin, elastin, egg yolk protein such as chicken and duck, egg white protein, soy protein, Proteins derived from plants and animals such as wheat protein, corn protein, rice (rice bran) protein, potato protein, or Saccharomyces,
Proteins derived from microorganisms such as yeasts belonging to the genus Candita and Endomycopsis, yeast proteins isolated from so-called brewer's yeast, yeasts called sake yeast, proteins extracted from mushrooms (basidiomycetes), proteins isolated from Chlorella Examples of the peptide include a peptide obtained by partially hydrolyzing a. With an acid, an alkali, or an enzyme. In addition, in this hydrolyzed protein, a mixture of peptides composed of the various amino acids described above and the amount of the amino acid is 2 to 2
Also included are those that are 00.
【００４１】また、上記のペプチドのエステルとして
は、上記ペプチドのカルボキシル基における炭素数１〜
２０の炭化水素アルコールとのエステル、例えば、メチ
ルエステル、エチルエステル、プロピルエステル、イソ
プロピルエステル、ラウリルエステル、セチルエステ
ル、２−エチルヘキシルエステル、２−ヘキシルデシル
エステル、ステアリルエステルなどが挙げられる。The ester of the above-mentioned peptide has 1 to 1 carbon atoms in the carboxyl group of the above-mentioned peptide.
Ester of 20 with hydrocarbon alcohol, for example, methyl ester, ethyl ester, propyl ester, isopropyl ester, lauryl ester, cetyl ester, 2-ethylhexyl ester, 2-hexyldecyl ester, stearyl ester and the like can be mentioned.
【００４２】〔シリル化ペプチドの合成〕
上記一般式（Ｉ）で表されるシリル化ペプチドまたは一
般式（II）で表されるシリル化ペプチドは、上記一般式
（III)で表されるシリル化合物または一般式（Ｖ）で表
されるシリル化合物と一般式（IV）で表されるペプチド
類とを接触反応させることによって得られるものである
が、この一般式（III)で表されるシリル化合物または一
般式（Ｖ）で表されるシリル化合物は、シランカップリ
ング剤として市販されているものを使用することができ
る。そのようなシランカップリング剤としては、例え
ば、東芝シリコーン（株）製のＴＳＬ８３９０、ＴＳＬ
８２１９、ＴＳＬ８３９５、ＴＳＬ８３２６、ＴＳＬ８
３２５、ＴＳＬ８３２０、ＴＳＬ８３５５、ＴＳＬ８３
５０（いずれも、商品名）、日本ユニカー（株）製のＡ
−１４３（商品名）、東レ・ダウコーニング・シリコー
ン（株）製のＳＨ６０４０、ＳＨ６０７６（いずれも、
商品名）、信越シリコーン（株）製のＫＢＭ４０３、Ｋ
ＢＭ４０２、ＫＢＭ７０３（いずれも、商品名）などが
挙げられる。[Synthesis of Silylated Peptide] The silylated peptide represented by the general formula (I) or the silylated peptide represented by the general formula (II) is a silyl compound represented by the general formula (III). Alternatively, the silyl compound represented by the general formula (III) is obtained by catalytically reacting the silyl compound represented by the general formula (V) with the peptides represented by the general formula (IV). Alternatively, the silyl compound represented by the general formula (V) may be a commercially available silane coupling agent. Examples of such a silane coupling agent include TSL8390 and TSL8 manufactured by Toshiba Silicone Co., Ltd.
8219, TSL8395, TSL8326, TSL8
325, TSL8320, TSL8355, TSL83
50 (all are trade names), A made by Nippon Unicar Co., Ltd.
-143 (trade name), SH6040, SH6076 (both manufactured by Toray Dow Corning Silicone Co., Ltd.)
Trade name), Shin-Etsu Silicone Co., Ltd. KBM403, K
Examples thereof include BM402 and KBM703 (both are trade names).
【００４３】上記一般式（III)で表されるシリル化合物
または一般式（Ｖ）で表されるシリル化合物と一般式
（IV）で示されるペプチド類との反応は、まず、シリル
化合物を３０〜５０℃の水中で５〜２０分間攪拌して加
水分解することにより、ケイ素原子に結合するアルコキ
シ基やハロゲン原子を水酸基に変換した後、この水酸基
化したシリル化合物を一般式（IV）で表されるペプチド
類の溶液に滴下し、両者を接触させることによって行わ
れる。The reaction of the silyl compound represented by the general formula (III) or the silyl compound represented by the general formula (V) with the peptides represented by the general formula (IV) is carried out by first adding 30 to 30 parts of the silyl compound. After stirring in water at 50 ° C. for 5 to 20 minutes to hydrolyze, an alkoxy group or a halogen atom bonded to a silicon atom is converted to a hydroxyl group, the hydroxylated silyl compound is represented by the general formula (IV). It is carried out by dropping it into a solution of the peptides and bringing them into contact with each other.
【００４４】上記反応に際して、ペプチド類は３０〜５
０重量％程度の水溶液にするのが好ましく、水酸基化し
たシリル化合物の滴下は３０分〜５時間で終了するのが
好ましい。In the above reaction, the peptides were 30 to 5
The aqueous solution is preferably about 0% by weight, and the dropping of the hydroxylated silyl compound is preferably completed in 30 minutes to 5 hours.
【００４５】一般式（III)で表されるシリル化合物を用
いる場合は、反応時、反応によってハロゲン化水素が生
成して、反応液のｐＨが低下するので、反応と同時に水
酸化ナトリウム、水酸化カリウムなどのアルカリ溶液を
滴下して、反応系内のｐＨを８〜１１、特に９〜１０に
保つことが好ましい。また、一般式（Ｖ）で表されるシ
リル化合物を用いる場合は、反応によるｐＨの低下は生
じないが、反応は塩基性側で進行するので、ペプチド溶
液のｐＨを８〜１１、特に９〜１０に保つことが好まし
い。When the silyl compound represented by the general formula (III) is used, hydrogen halide is produced during the reaction and the pH of the reaction solution is lowered. It is preferable to maintain the pH in the reaction system at 8 to 11, particularly 9 to 10 by dropping an alkaline solution such as potassium. Further, when the silyl compound represented by the general formula (V) is used, the pH does not decrease due to the reaction, but the reaction proceeds on the basic side, so the pH of the peptide solution is 8 to 11, particularly 9 to 10. It is preferable to keep it at 10.
【００４６】反応は常温でも進行するが、温度が高くな
るほど反応速度が速くなる。しかし、ｐＨが高い状態で
温度が高くなるとシリル化合物の加水分解が促進される
ため、高くても７０℃以下にすることが好ましく、特に
４０〜６０℃で行うのが好ましい。The reaction proceeds even at room temperature, but the higher the temperature, the faster the reaction rate. However, since the hydrolysis of the silyl compound is promoted when the temperature rises in a high pH state, it is preferably at most 70 ° C. or lower, and particularly preferably 40 to 60 ° C.
【００４７】反応の進行と終了は、ファン・スレーク
（Ｖａｎ Ｓｌｙｋｅ）法により、反応中のペプチド類
のアミノ態窒素量を測定することによって確認すること
ができる。The progress and termination of the reaction can be confirmed by measuring the amino nitrogen content of the peptides in the reaction by the Van Slyke method.
【００４８】反応終了後、反応液は中和した後、適宜濃
縮して、イオン交換樹脂、透析膜、電気透析、ゲル濾
過、限外濾過などによって精製し、液体のまま、あるい
は粉末化して染毛剤の調製に供される。After the completion of the reaction, the reaction solution is neutralized, then appropriately concentrated, and purified by ion exchange resin, dialysis membrane, electrodialysis, gel filtration, ultrafiltration, etc., and is dyed as a liquid or powder. Used for the preparation of hair agents.
【００４９】上記一般式（Ｉ）で表されるシリル化ペプ
チドにおいて、ペプチドのアミノ基へのシリル官能基
（すなわち、ケイ素原子をただ一つ含む官能基）の導入
率は５０％以上８５％以下が好ましい。シリル官能基の
導入率が５０％より少ない場合はシリル化合物に基づく
特性が充分に発揮されなくなるおそれがあり、また８５
％より多くなると疎水性が増して親水性が減少するおそ
れがある。In the silylated peptide represented by the above general formula (I), the introduction rate of the silyl functional group (that is, the functional group containing only one silicon atom) into the amino group of the peptide is 50% or more and 85% or less. Is preferred. If the introduction rate of the silyl functional group is less than 50%, the properties based on the silyl compound may not be sufficiently exhibited, and
If it is more than%, the hydrophobicity may increase and the hydrophilicity may decrease.
【００５０】また、一般式（II）で表されるシリル化ペ
プチドにおいて、ペプチドのアミノ基へのシリル官能基
の導入率は５０％以上７５％以下が好ましい。シリル官
能基の導入率が５０％より少ない場合はシリル化合物に
基づく特性が充分に発揮されなくなるおそれがあり、ま
た７５％より多くなると疎水性が増して親水性が減少す
るおそれがある。In the silylated peptide represented by the general formula (II), the introduction rate of the silyl functional group into the amino group of the peptide is preferably 50% or more and 75% or less. If the introduction rate of the silyl functional group is less than 50%, the properties based on the silyl compound may not be sufficiently exhibited, and if it is more than 75%, the hydrophobicity may increase and the hydrophilicity may decrease.
【００５１】〔シリル化ペプチド配合染毛剤〕
上記一般式（Ｉ）で表されるシリル化ペプチドまたは一
般式（II）で表されるシリル化ペプチドは、それぞれ単
独で用いてもよいし、また２種以上を混合して用いても
よい。そして、シリル化ペプチドの染毛剤への配合量
（染毛剤中での含有量）としては、０．１〜１５重量
％、特に０．５〜１０重量％の範囲にするのが好まし
い。すなわち、シリル化ペプチドの染毛剤への配合量が
上記範囲より少ない場合は、毛髪を保護して毛髪の損傷
を防止したり、毛髪に艶、潤いを付与する効果が充分に
発揮されず、また、シリル化ペプチドの染毛剤への配合
量が上記範囲より多くなっても、配合量の増加に伴う効
果の増加がほとんど認められず、またシリル化ペプチド
の過剰吸着により毛髪がベトつくようになるおそれがあ
る。[Silylated Peptide-Containing Hair Dye] The silylated peptide represented by the general formula (I) or the silylated peptide represented by the general formula (II) may be used alone or in combination. You may mix and use 2 or more types. Then, the amount of the silylated peptide to be added to the hair dye (content in the hair dye) is preferably 0.1 to 15% by weight, particularly preferably 0.5 to 10% by weight. That is, when the amount of the silylated peptide to be added to the hair dye is less than the above range, the effects of protecting the hair to prevent damage to the hair, imparting luster and moisture to the hair are not sufficiently exerted, Moreover, even if the amount of the silylated peptide added to the hair dye exceeds the above range, almost no increase in the effect due to the increased amount of the compound is observed, and excessive adsorption of the silylated peptide may make the hair sticky. May be.
【００５２】本発明の染毛剤は、シリル化ペプチド以外
を配合する以外、従来と同様の構成を採用することがで
きる。従って、本発明の染毛剤においては、シリル化ペ
プチド以外の成分に関して、染毛剤に使用可能なもので
あれば、いずれも使用することができる。また、染毛剤
としては、永久染毛剤、一時染毛剤などのいずれにも使
用できる。そして、本発明の染毛剤の調製は、既に調製
済みの染毛剤にシリル化ペプチドを添加することによっ
て行ってもよいし、染毛剤の調製時にシリル化ペプチド
を他の成分と一緒に加えて調製してもよい。The hair dye of the present invention may have the same constitution as the conventional one, except that a compound other than the silylated peptide is added. Therefore, in the hair dye of the present invention, any component other than the silylated peptide can be used as long as it can be used in the hair dye. Further, as the hair dye, any of a permanent hair dye and a temporary hair dye can be used. The hair dye of the present invention may be prepared by adding a silylated peptide to an already prepared hair dye, or when the hair dye is prepared, the silylated peptide is added together with other components. In addition, it may be prepared.
【００５３】シリル化ペプチドを永久染毛剤の２剤型染
毛剤に配合する場合は、第１剤、第２剤のいずれでもよ
いが、通常、第１剤に配合するのが適している。When the silylated peptide is compounded in a two-component hair dye, which is a permanent hair dye, either the first agent or the second agent may be used, but it is usually suitable to be compounded in the first agent. .
【００５４】２剤型の酸化型染毛剤の場合、通常、第１
剤には酸化染料（染料中間体）および必要に応じてカッ
プラーが配合され、第２剤には酸化剤が配合される。In the case of a two-component oxidative hair dye, it is usually the first
An oxidizing dye (dye intermediate) and, if necessary, a coupler are added to the agent, and an oxidizing agent is added to the second agent.
【００５５】第１剤の酸化染料（染料中間体）として
は、従来同様のものを使用することができ、例えば、ｐ
−フェニレンジアミン、Ｎ−フェニル−ｐ−フェニレン
ジアミンなどのフェニレンジアミン類、トルエン−２，
５−ジアミン、トルエン−３，４−ジアミンなどのトル
エンアミン類、ｐ−アミノフェノール、ｐ−メチルアミ
ノフェノールなどのアミノフェノール類、ｏ−アミノ−
ｍ−ニトロフェノールなどのアミノニトロフェノール
類、２，６−ジアミノピリジンなどのジアミノピリジン
などが使用できる。As the oxidative dye (dye intermediate) of the first agent, the same ones as before can be used, for example, p
-Phenylenediamines, phenylenediamines such as N-phenyl-p-phenylenediamine, toluene-2,
Tolueneamines such as 5-diamine and toluene-3,4-diamine, aminophenols such as p-aminophenol and p-methylaminophenol, o-amino-
Aminonitrophenols such as m-nitrophenol and diaminopyridines such as 2,6-diaminopyridine can be used.
【００５６】また、カップラーとしては、例えば、ｍ−
フェニレンジアミン、トルエン−２，４−ジアミン、ｍ
−アミノフェノール、レゾルシン、カテコールなどが一
般に使用される。As the coupler, for example, m-
Phenylenediamine, toluene-2,4-diamine, m
-Aminophenol, resorcin, catechol and the like are commonly used.
【００５７】第２剤の酸化剤としては、例えば、過酸化
水素、過ホウ酸ナトリウム、過酸化ナトリウムなどが使
用できる。As the oxidizing agent of the second agent, for example, hydrogen peroxide, sodium perborate, sodium peroxide, etc. can be used.
【００５８】さらに、本発明の効果を損なわない範囲内
の量において、各種のものを配合することができる。Further, various materials can be blended within the range that does not impair the effects of the present invention.
【００５９】例えば、第１剤には非イオン性界面活性
剤、アニオン性界面活性剤、カチオン性界面活性剤、両
性界面活性剤などの界面活性剤、グリセリン、プロピレ
ングリコールなどの溶解剤、保湿剤、カルボキシメチル
セルロース、ヒドロキシエチルセルロースなどの粘度調
整剤、その他、ｐＨ調整剤、香料などの物質を配合する
ことができる。For example, the first agent is a nonionic surfactant, an anionic surfactant, a cationic surfactant, a surfactant such as an amphoteric surfactant, a solubilizer such as glycerin or propylene glycol, and a moisturizer. A viscosity adjusting agent such as carboxymethyl cellulose and hydroxyethyl cellulose, and a substance such as a pH adjusting agent and a fragrance can be added.
【００６０】一時染毛剤には、例えば、酸化チタン、カ
ーボンブラックなどの顔料、トリフェニルメタン染料、
アゾ染料、キノリン染料、ザンセン染料、アクリジン染
料、アジン染料、オキサジン染料、イソジゴイド染料、
アントラキノン染料、スチルベン染料、チアゾール染料
などの従来同様の染料を使用することができる。Examples of the temporary hair dye include pigments such as titanium oxide and carbon black, triphenylmethane dye,
Azo dyes, quinoline dyes, zanthene dyes, acridine dyes, azine dyes, oxazine dyes, isodigoide dyes,
Conventional dyes such as anthraquinone dye, stilbene dye and thiazole dye can be used.
【００６１】また、一時染毛剤には、例えば、アクリル
酸エステル、メタクリル酸エステルなどの共重合体、
Ｎ，Ｎ−ジメチルアミノエチルメタクリレートのモノク
ロル酢酸アミン塩変性物とメタクリル酸エステルとの共
重合体、ビニルピロリドンと酢酸ビニルとの共重合体な
どの樹脂を必要に応じて配合することができる。The temporary hair dye may be, for example, a copolymer such as acrylic acid ester or methacrylic acid ester,
Resins such as a copolymer of N, N-dimethylaminoethyl methacrylate modified with monochloroacetic acid amine salt and a methacrylic acid ester and a copolymer of vinylpyrrolidone and vinyl acetate can be blended as necessary.
【００６２】さらに、一時染毛剤においても、必要に応
じ、前記した粘度調整剤、界面活性剤、ｐＨ調整剤、保
湿剤、香料などを配合することができる。Further, in the temporary hair dye, the above-mentioned viscosity adjusting agent, surfactant, pH adjusting agent, moisturizing agent, perfume and the like can be added, if necessary.
【００６３】[0063]
【発明の効果】本発明の染毛剤は、染毛時の毛髪の損傷
が少なく、毛髪の状態を良好に保ち、染毛後の毛髪に艶
や潤いを付与することができる。すなわち、本発明の染
毛剤では、シリル化ペプチドの有する毛髪の保護作用や
損傷した毛髪の回復作用により、染毛時の毛髪の損傷を
防止することができる。また、シリル化ペプチドが毛髪
に吸着して、毛髪に潤い、艶を付与し、毛髪を柔軟に
し、かつ、毛髪をなめらかにするので、本発明の染毛剤
では、染毛による毛髪のパサツキ、櫛通り性の悪さが解
消され、染毛後の毛髪の状態が良好に保たれる。EFFECTS OF THE INVENTION The hair dye of the present invention causes less damage to the hair during dyeing, keeps the hair in good condition, and imparts luster and moisture to the hair after dyeing. That is, in the hair dye of the present invention, damage to the hair during dyeing can be prevented by the protective effect of the silylated peptide on the hair and the effect of recovering the damaged hair. In addition, since the silylated peptide is adsorbed to the hair, moisturizes the hair, imparts luster, softens the hair, and smoothes the hair, the hair dye of the present invention makes the hair dry and dry. The poor combability is eliminated, and the condition of the hair after dyeing is kept good.
【００６４】また、本発明の染毛剤では、シリル化ペプ
チドが通常のペプチドの収着機構で毛髪に収着し、従来
の高分子シリコーンのように毛髪にシリコーンの被膜を
形成するものではないので、脱色や染毛作用を低下させ
ることがなく、染毛剤の有する染毛作用がほぼそのまま
発揮され、所望どおりの染毛をすることができる。Further, in the hair dye of the present invention, the silylated peptide is sorbed on the hair by a normal peptide sorption mechanism and does not form a silicone film on the hair unlike conventional polymer silicones. Therefore, the decolorization and the hair dyeing action are not reduced, and the hair dyeing action of the hair dye is exhibited almost as it is, and the hair dyeing can be performed as desired.
【００６５】さらに、本発明の染毛剤は、シリル化ペプ
チドが水溶性を有しているので、シリコーンのように分
離してくるおそれがない。Further, in the hair dye of the present invention, since the silylated peptide has water solubility, there is no risk of separation as in silicone.
【００６６】[0066]
【実施例】つぎに実施例を挙げて本発明をより具体的に
説明する。ただし、本発明はそれらの実施例のみに限定
されるものではない。なお、実施例に先立ち、実施例中
で実施する毛髪の引張り強度試験、毛髪中のシステイン
酸量の測定方法について示す。EXAMPLES Next, the present invention will be described more specifically with reference to Examples. However, the present invention is not limited to only those examples. Prior to the examples, a tensile strength test for hair and a method for measuring the amount of cysteic acid in hair will be described.
【００６７】〔毛髪の引張り強度試験〕
毛髪の引張り強度を測定する部位（実施例中では１０ｃ
ｍの毛髪の中央部位）の長径および短径をマイクロメー
タで測定し、断面積を計算する。つぎに、その点を中心
に前後０．５ｍｍずつの間隔をあけ、粘着テープ〔スコ
ッチフィラメントテープ、住友スリーエム（株）製〕を
毛髪に固定する。このテープを固着した部分を引張り強
度試験機〔不動工業（株）製、レオメータ〕のクランプ
に固定し、毛髪の切断時の強度を測定し、先に求めてお
いた断面積より、断面積当りの引張り強度（ｋｇｆ／ｍ
ｍ2 ）を算出する。一試料につき３０本の毛髪の引張り
強度を測定し、試料ごとに平均値を求め、結果をその平
均値で示す。[Hair Tensile Strength Test] A portion for measuring the hair tensile strength (10c in the examples).
The major axis and the minor axis of the central part of the hair (m) are measured with a micrometer, and the cross-sectional area is calculated. Next, an adhesive tape [Scotch filament tape, manufactured by Sumitomo 3M Ltd.] is fixed to the hair with an interval of 0.5 mm in the front and back around the point. The section to which this tape was fixed was fixed to the clamp of a tensile strength tester (Rheometer, manufactured by Fudo Kogyo Co., Ltd.), the strength at the time of cutting hair was measured, and the cross-sectional area was calculated based on the cross-sectional area previously obtained. Tensile strength (kgf / m
m 2 ) is calculated. The tensile strength of 30 hairs per sample was measured, the average value was calculated for each sample, and the result is shown by the average value.
【００６８】〔毛髪中のシステイン酸量〕
毛髪０．０１ｇに６Ｎ塩酸２ｇを加え、１０５℃で２０
時間完全加水分解を行い、アミノ酸自動分析機により、
システイン酸量（モル％）を求める。なお、毛髪中のシ
ステイン酸量は、毛髪の損傷の度合いを示すものであ
り、その値が小さいほど、毛髪の損傷が少ないことを示
す。[Amount of Cysteinic Acid in Hair] To 0.01 g of hair, 2 g of 6N hydrochloric acid was added, and the mixture was kept at 105 ° C. for 20 minutes.
After complete hydrolysis for an hour, an amino acid automatic analyzer
Determine the amount of cysteic acid (mol%). The amount of cysteic acid in the hair indicates the degree of damage to the hair, and the smaller the value, the less the damage to the hair.
【００６９】実施例１および比較例１〜２
表１に示す組成の３種類の酸化型染毛剤の第１剤を調製
した。Example 1 and Comparative Examples 1 and 2 The first agents of three types of oxidative hair dyes having the compositions shown in Table 1 were prepared.
【００７０】この実施例１では、シリル化ペプチドとし
て、一般式（II）において、Ｒ1 ＝ＣＨ3 、Ｒ2 および
Ｒ3 ＝ＯＨ、ａ＝３、ｍの平均値＝１、ｎの平均値＝
７、ｍ＋ｎ＝８でシリル官能基の導入率６２％のシリル
化加水分解小麦タンパクを用い、比較例１では、シリル
化ペプチドに代えて、シリコーンとしてメチルポリシロ
キサン〔東レ・ダウコーニング・シリコーン（株）製Ｓ
Ｈ２００Ｃ−１００ｃｓ（商品名）〕を用い、比較例２
では、それらのいずれも用いていない。In Example 1, as the silylated peptide, in the general formula (II), R 1 ═CH 3 , R 2 and R 3 ═OH, a = 3, the average value of m = 1, and the average value of n = 1. =
7, m + n = 8 and a silylated hydrolyzed wheat protein having a silyl functional group introduction rate of 62% were used. In Comparative Example 1, instead of the silylated peptide, methylpolysiloxane was used as a silicone (Toray Dow Corning Silicone Co., Ltd. ) Made S
H200C-100cs (trade name)] and Comparative Example 2
Then, neither of them is used.
【００７１】なお、表中の各成分の配合量は重量基準に
よるものであり、配合量が固形分量でないものについて
は、成分名の後に括弧書きで固形分濃度を示している。
また、濃度を示す％は重量％である。これらは、以後の
実施例、比較例でも同様である。The blending amounts of the respective components in the table are based on weight, and when the blending amount is not the solid content, the solid content concentration is shown in parentheses after the component name.
Further,% indicating the concentration is% by weight. These are the same in the following Examples and Comparative Examples.
【００７２】[0072]
【表１】 [Table 1]
【００７３】上記第１剤に対し、第２剤は実施例１およ
び比較例１〜２とも共通で、下記の配合からなるもので
ある。ただし、配合量は重量部である。In contrast to the above-mentioned first agent, the second agent is common to Example 1 and Comparative Examples 1 and 2, and has the following formulation. However, the blending amount is parts by weight.
【００７４】第２剤 ステアリン酸 １．０ モノステアリン酸グリセリン １．５ ポリオキシエチレンオレイルエーテル １．０ 過酸化水素水（３５％） １５．０ 精製水 計１００とする Second agent stearic acid 1.0 Glycerin monostearate 1.5 Polyoxyethylene oleyl ether 1.0 Hydrogen peroxide water (35%) 15.0 Purified water Total 100
【００７５】上記実施例１および比較例１〜２の染毛剤
を用いて、それぞれ重さ１ｇで長さ１０ｃｍの毛束を染
毛した。染毛処理は、第１剤と第２剤を同量ずつ混合
し、その混合物を毛髪に塗付した後、３０分間放置し、
お湯ですすぎ、ついで２％ポリオキシエチレンノニルフ
ェニルエーテル水溶液で洗浄することによって行った。
染毛処理後、ドライヤーで毛束を乾燥し、毛髪の潤い、
艶および櫛通り性を１０人のパネラーに評価させた。評
価基準は下記の５段階評価によるものである。Using the hair dyes of Example 1 and Comparative Examples 1 and 2, hair bundles each weighing 1 g and having a length of 10 cm were dyed. For hair dyeing, the first agent and the second agent are mixed in equal amounts, the mixture is applied to the hair, and then left for 30 minutes,
This was done by rinsing with hot water and then washing with a 2% aqueous polyoxyethylene nonylphenyl ether solution.
After the hair dyeing process, the hair bundle is dried with a dryer to moisturize the hair,
Gloss and combability were evaluated by 10 panelists. The evaluation standard is based on the following five-level evaluation.
【００７６】評価基準： 非常に良い ５ 良い ４ 普通 ３ 悪い ２ 非常に悪い １ Evaluation criteria: Very good 5 Good 4 Normal 3 Poor 2 Very bad 1
【００７７】また、上記染毛後の毛髪を２％ポリオキシ
エチレンノニルフェニルエーテル水溶液で５回洗浄し、
洗浄後の毛髪の色の濃さ、潤い、艶および櫛通り性を評
価させた。さらに、染毛後の毛束の毛髪の引張り強度お
よび毛髪中のシステイン酸量を測定した。それらの結果
を表２に示す。なお、色の濃さは、染毛直後の毛髪の色
の濃さを５とし、染毛していない毛髪の色の濃さを１と
して５段階評価したものである。従って、５回洗浄後の
毛髪の色の濃さの評価値が高いということは、洗浄によ
る退色が少ないことを示している。また、洗浄後の毛髪
の潤い、艶および櫛通り性は上記と同様の５段階評価に
よるものである。The hair after dyeing is washed 5 times with a 2% polyoxyethylene nonylphenyl ether aqueous solution,
After washing, the hair was evaluated for color strength, moisturization, luster and combability. Furthermore, the tensile strength of the hair of the hair bundle after dyeing and the amount of cysteic acid in the hair were measured. The results are shown in Table 2. The color strength is evaluated on a scale of 5 with 5 being the color strength of the hair immediately after dyeing and 1 being the color strength of the undyed hair. Therefore, a high evaluation value of the color depth of the hair after washing 5 times indicates that discoloration due to washing is small. The moisturization, luster and combability of the hair after washing are based on the same five-level evaluation as above.
【００７８】[0078]
【表２】 [Table 2]
【００７９】表２に示す結果から明らかなように、実施
例１の染毛剤は、毛髪の潤い、艶、櫛通り性など、毛髪
の状態を示すいずれの項目においても、比較例１〜２の
染毛剤より評価値が高く、５回洗浄後も退色が少なく、
毛髪の状態を良好に保つ作用が優れていた。また、毛髪
の引張り強度は、実施例１で染毛した場合が最も大き
く、この実施例１の３１．５ｋｇｆ／ｍｍ2 という値
は、試験に用いたものと同じ毛髪で染色処理していない
ものの引張り強度が３３．３ｋｇｆ／ｍｍ2 （ブランク
値）であることから、引張り強度が染毛前の値の約９５
％程度保たれていることを示していた。As is clear from the results shown in Table 2, the hair dye of Example 1 was used in Comparative Examples 1 to 2 in all items showing the condition of the hair, such as moisturizing, gloss and combability of the hair. The evaluation value is higher than that of the hair dye of No
The effect of keeping the hair in good condition was excellent. Further, the tensile strength of the hair is highest when dyed in Example 1, and the value of 31.5 kgf / mm 2 in this Example 1 is the same as that used in the test but not dyed. Since the tensile strength is 33.3 kgf / mm 2 (blank value), the tensile strength is about 95% of the value before dyeing.
It was shown that it was kept about%.
【００８０】また、実施例１の染毛剤で処理した場合
は、比較例１〜２の染毛剤で処理した場合に比べて、毛
髪中のシステイン酸量が非常に少なく、シリル化ペプチ
ドが染毛に伴う毛髪の損傷を防止していることが明らか
であった。When treated with the hair dye of Example 1, the amount of cysteic acid in the hair was very small and the silylated peptide was less than when treated with the hair dye of Comparative Examples 1-2. It was clear that the hair damage was prevented from being damaged.
【００８１】実施例２および比較例３〜４ 表３に示す組成の非酸化型染毛剤の第１剤を調製した。Example 2 and Comparative Examples 3-4 A first non-oxidative hair dye having the composition shown in Table 3 was prepared.
【００８２】この実施例２では、シリル化ペプチドとし
て、一般式（II）において、Ｒ1 ＝ＣＨ3 、Ｒ2 および
Ｒ3 ＝ＯＨ、ａ＝３、ｍの平均値＝０．５、ｎの平均値
＝９．５、ｍ＋ｎ＝１０でシリル官能基の導入率６３％
のシリル化加水分解フィブロインを用い、比較例３で
は、シリル化ペプチドに代えて、シリコーンとしてメチ
ルフェニルポリシロキサン〔東レ・ダウコーニング・シ
リコーン（株）製ＳＨ５５６（商品名）〕を用い、比較
例４では、それらのいずれも用いていない。In Example 2, as the silylated peptide, in the general formula (II), R 1 ═CH 3 , R 2 and R 3 ═OH, a = 3, the average value of m = 0.5, and n Average value = 9.5, m + n = 10, introduction rate of silyl functional group 63%
In Comparative Example 3, methylphenylpolysiloxane [SH556 (trade name) manufactured by Toray Dow Corning Silicone Co., Ltd.] was used as the silicone instead of the silylated peptide in Comparative Example 4. Then, neither of them is used.
【００８３】[0083]
【表３】 [Table 3]
【００８４】上記第１剤に対して第２剤は、実施例２お
よび比較例３〜４とも共通で、下記の配合よりなるもの
である。ただし、配合量は重量部である。In contrast to the above-mentioned first agent, the second agent is common to Example 2 and Comparative Examples 3 to 4, and has the following formulation. However, the blending amount is parts by weight.
【００８５】第２剤 固形ロッグウッドエキス（ヘマトキシリン含量約５０％） ２．０ ピロガロール ２．０ ブドウ糖 １．０ 硫酸第一鉄 １０．０ 精製水 計１００とする Second agent Solid logwood extract (hematoxylin content of about 50%) 2.0 Pyrogallol 2.0 Glucose 1.0 Ferrous sulfate 10.0 Purified water Total 100
【００８６】上記実施例２および比較例３〜４の染毛剤
を用いて、重さ１ｇで長さ１０ｃｍの毛束を染毛した。
染毛処理は、第１剤を毛束に塗付し、約３０分後、さら
に第２剤を塗付し、約３０分放置した後、水洗すること
によって行った。A hair bundle having a weight of 1 g and a length of 10 cm was dyed using the hair dyes of Example 2 and Comparative Examples 3 to 4 described above.
The hair dyeing treatment was carried out by applying the first agent to the hair bundle, after about 30 minutes, further applying the second agent, leaving it for about 30 minutes, and then washing with water.
【００８７】染毛後の毛髪をドライヤーで乾燥した後、
実施例１と同様に、毛髪の潤い、艶および櫛通り性を１
０人のパネラーに評価させた。また、染毛後の毛髪を実
施例１と同様の方法で５回洗浄し、毛髪の色の濃さ、潤
い、艶および櫛通り性を評価させた。さらに、染毛後の
毛髪の引張り強度および毛髪中のシステイン酸量を測定
した。それらの結果を表４に平均値で示す。After drying the hair after dyeing with a dryer,
As in Example 1, hair moisturization, luster and combability were 1
0 panelists evaluated it. The dyed hair was washed 5 times in the same manner as in Example 1 to evaluate the color depth, moisturization, luster and combability of the hair. Furthermore, the tensile strength of the hair after dyeing and the amount of cysteic acid in the hair were measured. The results are shown in Table 4 as an average value.
【００８８】[0088]
【表４】 [Table 4]
【００８９】表４に示す結果から明らかなように、実施
例２の染毛剤は、毛髪の潤い、艶、櫛通り性など、毛髪
の状態を示すいずれの項目においても、比較例３〜４の
染毛剤より評価値が高く、５回洗浄後も色の退色が少な
く、毛髪の状態を良好に保つ作用が優れていた。また、
実施例２の染毛剤で染毛した場合は、毛髪の引張り強度
が大きく、毛髪中のシステイン酸量も少なかった。As is clear from the results shown in Table 4, the hair dye of Example 2 was used in Comparative Examples 3 to 4 in all items showing the condition of the hair, such as moisturizing, gloss and combability. The evaluation value was higher than that of the above hair dye, and the color fading was less even after washing 5 times, and the effect of keeping the hair in good condition was excellent. Also,
When hair was dyed with the hair dye of Example 2, the tensile strength of the hair was high and the amount of cysteic acid in the hair was also low.
【００９０】実施例３および比較例５〜６
表５に示す組成のシャンプータイプの染毛剤の第１剤を
調製した。Example 3 and Comparative Examples 5-6 A first shampoo type hair dye having the composition shown in Table 5 was prepared.
【００９１】この実施例３では、シリル化ペプチドとし
て、一般式（Ｉ）において、Ｒ1 ＝ＣＨ3 、Ｒ2 ＝Ｏ
Ｈ、Ｒ3 ＝ＯＨ、ａ＝３、ｍの平均値＝２、ｎの平均値
＝８、ｍ＋ｎ＝１０でシリル官能基の導入率６１％のシ
リル化加水分解ケラチンを用い、比較例５では、シリル
化ペプチドに代えて、シリコーンとしてオクタメチルト
リシロキサン〔東レ・ダウコーニング・シリコーン
（株）製ＳＨ２０００Ｃ−１０ｃｓ（商品名）〕を用
い、比較例６では、それらのいずれも用いていない。In Example 3, as the silylated peptide, R 1 ═CH 3 and R 2 ═O in the general formula (I) were used.
H, R 3 = OH, a = 3, average value of m = 2, average value of n = 8, m + n = 10, and a silylated hydrolyzed keratin having a silyl functional group introduction rate of 61% was used. In place of the silylated peptide, octamethyltrisiloxane [SH2000C-10cs (trade name) manufactured by Toray Dow Corning Silicone Co., Ltd.] was used as a silicone, and none of them was used in Comparative Example 6.
【００９２】[0092]
【表５】 [Table 5]
【００９３】上記第１剤に対して第２剤は、実施例３お
よび比較例５〜６とも共通で、下記の配合よりなるもの
である。ただし、配合量は重量部である。In contrast to the above-mentioned first agent, the second agent is common to Example 3 and Comparative Examples 5 to 6, and has the following formulation. However, the blending amount is parts by weight.
【００９４】第２剤 過酸化水素水（３５％） ８．０ セタノール ０．３ ポリオキシエチレンセチルエーテル ０．２ 精製水 計１００とする Second agent Hydrogen peroxide water (35%) 8.0 Cetanol 0.3 Polyoxyethylene cetyl ether 0.2 Purified water Total 100
【００９５】上記実施例３および比較例５〜６の第１剤
と第２剤をそれぞれの等量ずつ混合し、その混合物約２
ｇを用いて、重さ１ｇで長さ１０ｃｍの毛束を染毛し
た。染毛後、毛束をぬるま湯ですすぎ、再度同量の染毛
剤で染毛した。この操作を５回繰り返した後、２％ポリ
オキシエチレンノニルフェニルエーテル水溶液で洗浄
し、ぬるま湯ですすいだ後、ヘアードライヤーで乾燥し
た。乾燥後、毛髪の潤い、艶、櫛通り性について実施例
１と同様に１０人のパネラーに評価させた。また、染毛
後の毛髪を実施例１と同様の方法で５回洗浄し、洗浄後
の毛髪の色の濃さ、潤い、艶および櫛通り性を評価させ
た。さらに染毛後の毛髪の引張り強度および毛髪中のシ
ステイン酸量を測定した。それらの結果を表６に平均値
で示す。The first agent and the second agent of Example 3 and Comparative Examples 5 to 6 were mixed in equal amounts, and the mixture was about 2 parts.
A hair bundle having a weight of 1 g and a length of 10 cm was dyed using g. After dyeing the hair, the hair bundle was rinsed with lukewarm water and again dyed with the same amount of hair dye. This operation was repeated 5 times, washed with a 2% aqueous solution of polyoxyethylene nonylphenyl ether, rinsed with lukewarm water, and then dried with a hair dryer. After drying, 10 panelists evaluated the moisturization, gloss and combability of hair in the same manner as in Example 1. The dyed hair was washed 5 times in the same manner as in Example 1 to evaluate the color strength, moisturization, luster and combability of the washed hair. Further, the tensile strength of the hair after dyeing and the amount of cysteic acid in the hair were measured. The results are shown in Table 6 as an average value.
【００９６】[0096]
【表６】 [Table 6]
【００９７】表６に示す結果から明らかように、実施例
３の染毛剤は、毛髪の潤い、艶、櫛通り性など、毛髪の
状態を示すいずれの項目においても、比較例５〜６の染
毛剤より評価値が高く、その評価値は５回洗浄後もそれ
ほど減少せず、色の退色も少なかった。また、実施例３
で染毛した場合は、毛髪の引張り強度も大きく、毛髪中
のシステイン酸量も少なかった。As is clear from the results shown in Table 6, the hair dye of Example 3 was the same as that of Comparative Examples 5 to 6 in all items showing the condition of the hair, such as moisturizing, gloss and combability of the hair. The evaluation value was higher than that of the hair dye, and the evaluation value did not decrease so much even after washing 5 times, and the color fading was small. In addition, Example 3
When the hair was dyed with, the tensile strength of the hair was high and the amount of cysteic acid in the hair was low.
───────────────────────────────────────────────────── フロントページの続き (72)発明者 仲野 千賀 大阪府東大阪市布市町１丁目２番14号 株式会社成和化成内 (56)参考文献 特開 平３−223207（ＪＰ，Ａ) 特開 平５−39211（ＪＰ，Ａ) 田村健夫，香粧品科学，社団法人 日 本毛髪科学協会，1981年 ８月20日，第 ６版，ｐ．379−392 (58)調査した分野(Int.Cl.7，ＤＢ名) A61K 7/13 ─────────────────────────────────────────────────── ─── Continuation of the front page (72) Inventor Chika Nakano 1-2-14, Nunoichi-cho, Higashi-Osaka City, Osaka Prefecture Seiwa Kasei Co., Ltd. (56) Reference JP-A-3-223207 (JP, A) Kaihei 5-39211 (JP, A) Takeo Tamura, Cosmetic Science, Japan Hair Science Society, August 20, 1981, 6th edition, p. 379-392 (58) Fields investigated (Int.Cl. 7 , DB name) A61K 7/13
Claims (2)
のアミノ基にケイ素原子をただ一つ含む官能基が共有結
合した下記の一般式（Ｉ） 【化１】 〔式中、Ｒ1 、Ｒ2 、Ｒ3 のうち２個は水酸基を示し、
残りはメチル基を示す。Ｒ4 は側鎖の末端にアミノ基を
有する塩基性アミノ酸の末端アミノ基を除く残基を示
し、Ｒ5 はＲ4 以外のアミノ酸の側鎖を示し、ａは１ま
たは３で、ｍは０より大きく５０以下、ｎは１〜２０
０、ｍ＋ｎは２〜２００である（ただし、ｍおよびｎは
アミノ酸の数を示すのみで、アミノ酸配列の順序を示す
ものではない）〕で表されるシリル化ペプチド、また
は、下記の一般式（II） 【化２】 〔式中、Ｒ1 、Ｒ2 、Ｒ3 のうち２個は水酸基を示し、
残りはメチル基を示す。Ｒ4 は側鎖の末端にアミノ基を
有する塩基性アミノ酸の末端アミノ基を除く残基を示
し、Ｒ5 はＲ4 以外のアミノ酸の側鎖を示し、ａは１ま
たは３で、ｍは０より大きく５０以下、ｎは１〜２０
０、ｍ＋ｎは２〜２００である（ただし、ｍおよびｎは
アミノ酸の数を示すのみで、アミノ酸配列の順序を示す
ものではない）〕で表されるシリル化ペプチドを配合し
たことを特徴とする染毛剤。1. A compound represented by the following general formula (I) in which a functional group containing only one silicon atom is covalently bonded to an amino group of a peptide containing an amino group on the side chain of an amino acid. Wherein, R 1, R 2, R 3 2 or Chi caries represents a hydroxyl group,
The rest represent methyl groups. R 4 represents a residue excluding the terminal amino group of a basic amino acid having an amino group at the end of the side chain, R 5 represents a side chain of an amino acid other than R 4 , a is 1 or 3, and m is 0. Greater than 50 and n is 1 to 20
0, m + n is 2 to 200 (however, m and n only indicate the number of amino acids, and do not indicate the order of amino acid sequences)], or the following general formula ( II) [Chemical 2] Wherein, R 1, R 2, R 3 2 or Chi caries represents a hydroxyl group,
The rest represent methyl groups. R 4 represents a residue excluding the terminal amino group of a basic amino acid having an amino group at the end of the side chain, R 5 represents a side chain of an amino acid other than R 4 , a is 1 or 3, and m is 0. Greater than 50 and n is 1 to 20
0, m + n is 2 to 200 (however, m and n only indicate the number of amino acids, and do not indicate the order of amino acid sequences)]. Hair dye.
１５重量％である請求項１記載の染毛剤。2. The amount of the silylated peptide compounded is 0.1 to 10.
The hair dye according to claim 1, which is 15% by weight.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP32150494A JP3446977B2 (en) | 1994-11-29 | 1994-11-29 | Hair dye |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP32150494A JP3446977B2 (en) | 1994-11-29 | 1994-11-29 | Hair dye |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH08157344A JPH08157344A (en) | 1996-06-18 |
| JP3446977B2 true JP3446977B2 (en) | 2003-09-16 |
Family
ID=18133307
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP32150494A Expired - Fee Related JP3446977B2 (en) | 1994-11-29 | 1994-11-29 | Hair dye |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP3446977B2 (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2002226339A (en) * | 2001-02-05 | 2002-08-14 | Hoyu Co Ltd | Oxidative hair dye composition |
| JP2002338443A (en) * | 2001-05-23 | 2002-11-27 | Kanebo Ltd | Hair dye or bleaching agent composition |
-
1994
- 1994-11-29 JP JP32150494A patent/JP3446977B2/en not_active Expired - Fee Related
Non-Patent Citations (1)
| Title |
|---|
| 田村健夫，香粧品科学，社団法人 日本毛髪科学協会，１９８１年 ８月２０日，第６版，ｐ．３７９−３９２ |
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| Publication number | Publication date |
|---|---|
| JPH08157344A (en) | 1996-06-18 |
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