JP4509760B2 - Hair cosmetics - Google Patents

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JP4509760B2
JP4509760B2 JP2004355309A JP2004355309A JP4509760B2 JP 4509760 B2 JP4509760 B2 JP 4509760B2 JP 2004355309 A JP2004355309 A JP 2004355309A JP 2004355309 A JP2004355309 A JP 2004355309A JP 4509760 B2 JP4509760 B2 JP 4509760B2
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hair
agent
general formula
surfactant
treatment method
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JP2006160676A (en
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和久 福原
雅規 高井
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Kao Corp
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Kao Corp
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Priority to EP05728472.1A priority patent/EP1736139B1/en
Priority to CN2005800107718A priority patent/CN1937996B/en
Priority to US11/578,146 priority patent/US20070218028A1/en
Priority to PCT/JP2005/006775 priority patent/WO2005097050A1/en
Priority to KR1020067019109A priority patent/KR20060134988A/en
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Priority to US12/819,752 priority patent/US8420064B2/en
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Description

本発明は、毛髪にハリ・コシを付与する毛髪化粧料及び毛髪処理方法に関する。   The present invention relates to a hair cosmetic and a hair treatment method for imparting firmness and firmness to hair.

従来、毛髪の内部に物質を浸透させて毛髪の物性や外観、感触を改質する方法として毛髪成分と類似したコラーゲン、ケラチン等の分解物及び誘導体を補充する方法が提案されているが、未だ十分な効果とはいえない。   Conventionally, a method of replenishing degradation products and derivatives of collagen, keratin, etc. similar to hair components has been proposed as a method for improving the physical properties, appearance, and feel of hair by infiltrating substances into the hair, but it has not yet been proposed. It is not a sufficient effect.

一方、アルカリ処理した毛髪に、アルキルトリアルコキシシランを用いて、毛髪を強化する技術が知られている(例えば、特許文献1参照)。また、有機ケイ素化合物等を用い部分的又は全体的に加水分解し、部分的又は全体的に重合させることで得られる有機ケイ素化合物を、爪、毛髪等のケラチン物質に適用することで、ケラチン物質を保護および強化するための方法も提案されている(例えば、特許文献2及び3参照)。   On the other hand, a technique for strengthening hair using alkyltrialkoxysilane on alkali-treated hair is known (see, for example, Patent Document 1). Further, by applying an organosilicon compound obtained by partial or total hydrolysis using an organosilicon compound or the like and partial or total polymerization to a keratin material such as a nail or hair, a keratin material A method for protecting and strengthening is also proposed (see, for example, Patent Documents 2 and 3).

しかしながら、これらの技術では、有機ケイ素化合物は、ケラチン表面にのみ存在するものであるため、洗浄により効果が無くなったり、ケラチン表面の感触が本来の感触でなくなったりするという問題を有する。
特開昭61-7号公報 特表2000-510167号公報 特開2002-97114号公報
However, in these techniques, since the organosilicon compound exists only on the keratin surface, there is a problem that the effect is lost by washing, or the feel of the keratin surface is not the original feel.
JP 61-7 Special Table 2000-510167 JP 2002-97114 A

本発明は、毛髪繊維、特にハリ・コシがない毛髪(化学処理等で損傷した毛髪、欧米人や高齢者の細い毛髪等)に対し、簡便、確実かつ短時間で、優れたハリ・コシを付与することができる毛髪化粧料及び毛髪処理方法を提供することを目的とする。ここで、ハリ・コシを付与するとは、毛髪弾性を向上させることをいう。   The present invention provides excellent firmness and firmness in a simple, reliable and short period of time for hair fibers, especially hair that does not have firmness and stiffness (hair damaged by chemical treatment, etc., thin hair of Westerners and elderly people, etc.). It aims at providing the hair cosmetics and the hair processing method which can be provided. Here, giving firmness and elasticity means improving hair elasticity.

本発明者は、アルコキシシランを加水分解する際に、有機酸を共存させることにより、加水分解で生成したシラノール化合物の重合を適度な速度に抑制しつつ毛髪に浸透させ、毛髪内部で重合させて優れたハリ・コシを付与できること、更には、上記の系に界面活性剤を共存させることにより、アルコキシシランの加水分解を促進し、また加水分解時の攪拌操作を簡便化することができ、また系の外観が白濁から透明に変化することで加水分解の進行がわかりやすいため、処理の確実性も向上することを見出した。   When the present inventors hydrolyze alkoxysilane, by allowing an organic acid to coexist, the silanol compound produced by hydrolysis is allowed to penetrate into the hair while suppressing the polymerization at an appropriate rate, and polymerized inside the hair. It is possible to impart excellent elasticity, and further, by coexisting a surfactant in the above-mentioned system, it is possible to promote the hydrolysis of alkoxysilane and simplify the stirring operation during the hydrolysis. It has been found that since the appearance of the system changes from white turbidity to transparency, the progress of hydrolysis is easy to understand, so that the reliability of the treatment is improved.

本発明は、次の一般式(1)   The present invention provides the following general formula (1)

1 pSi(OR2)4-p (1) R 1 p Si (OR 2 ) 4-p (1)

〔式中、R1及びR2は、炭素数1〜6の直鎖若しくは分岐鎖のアルキル基又は炭素数2〜6の直鎖若しくは分岐鎖のアルケニル基を示し、p個のR1及び(4−p)個のR2は同一でも異なってもよい。pは0〜3の整数を示す。〕
で表されるアルコキシシラン、有機酸、水及び界面活性剤を配合してなり、pH2〜5である毛髪化粧料を提供するものである。
[Wherein, R 1 and R 2 represent a linear or branched alkyl group having 1 to 6 carbon atoms or a linear or branched alkenyl group having 2 to 6 carbon atoms, and p R 1 and ( 4-p) R 2 may be the same or different. p shows the integer of 0-3. ]
A hair cosmetic composition having a pH of 2 to 5 and comprising an alkoxysilane represented by formula (II), an organic acid, water, and a surfactant is provided.

また本発明は、上記の毛髪化粧料を攪拌混合し、系が透明になったことを確認した後に毛髪に塗布して、一般式(1)で表されるアルコキシシランの加水分解で生成する次の一般式(2)   Further, the present invention stirs and mixes the above-mentioned hair cosmetics, and after applying that it is confirmed to the system to be transparent and applied to the hair, is produced by hydrolysis of the alkoxysilane represented by the general formula (1) General formula (2)

1 pSi(OH)n(OR2)4-p-n (2) R 1 p Si (OH) n (OR 2 ) 4-pn (2)

〔式中、R1、R2及びpは前記と同じ意味を示し、nは1以上(4−p)以下の整数を示す。p個のR1及び(4−p−n)個のR2は同一でも異なってもよい。〕
で表されるシラノール化合物を毛髪に浸透させる毛髪処理方法を提供するものである。
[Wherein R 1 , R 2 and p represent the same meaning as described above, and n represents an integer of 1 or more and (4-p) or less. p R 1 and (4-p−n) R 2 may be the same or different. ]
A hair treatment method for allowing the silanol compound represented by the formula to penetrate into the hair is provided.

本発明によれば、アルコキシシランの加水分解で生成したシラノール化合物を毛髪に浸透させ、かつ毛髪内部で重合させることができるため、毛髪直径が増加する。その結果として、毛髪、特に、ハリ・コシがない毛髪(損傷毛、細い毛髪等)に対し、優れたハリ・コシを付与することができる。更に、毛髪のまとまり性向上効果や、くせ毛の矯正効果も得られる。また、その効果はシャンプーを繰り返しても持続する。また、処理操作も簡便、確実かつ短時間で行うことができる。   According to the present invention, since the silanol compound produced by hydrolysis of alkoxysilane can be penetrated into the hair and polymerized inside the hair, the hair diameter is increased. As a result, excellent firmness and firmness can be imparted to hair, particularly hair that does not have firmness and firmness (damaged hair, fine hair, etc.). Furthermore, the effect of improving the cohesiveness of the hair and the effect of correcting the comb hair are also obtained. In addition, the effect persists even after repeated shampooing. Further, the processing operation can be performed simply, reliably and in a short time.

本発明の毛髪処理方法における「毛髪処理」とは、毛髪をハリ・コシやまとまりのある髪質に改質することをいう。   “Hair treatment” in the hair treatment method of the present invention refers to modifying the hair into a firm, firm, and coherent hair quality.

〔アルコキシシラン(1)〕
一般式(1)中のR1及びR2において、アルキル基としては、メチル基、エチル基、プロピル基、ブチル基、イソプロピル基、イソブチル基、t-ブチル基等が挙げられ、アルケニル基としては、ビニル基、アリル基等が挙げられる。特に、R2としては、加水分解により生じる副生成物の安全性、加水分解反応の反応性等の点から、エチル基が好ましい。
[Alkoxysilane (1)]
In R 1 and R 2 in the general formula (1), examples of the alkyl group include a methyl group, an ethyl group, a propyl group, a butyl group, an isopropyl group, an isobutyl group, and a t-butyl group. , Vinyl group, allyl group and the like. In particular, R 2 is preferably an ethyl group from the viewpoint of safety of by-products generated by hydrolysis, reactivity of hydrolysis reaction, and the like.

アルコキシシラン(1)は、本発明の毛髪化粧料が二剤式の場合には、水を含有しない第1剤に配合され、水を含有する第2剤と混合後、加水分解によって水溶性のシラノール化合物(2)となり、毛髪内への浸透が可能になる。生成するシラノール化合物(2)の物性、毛髪内への浸透性の点から、一般式(1)中のpは0〜2が好ましい。アルコキシシラン(1)としては、アルキル(炭素数1〜6)トリメトキシシラン、アルキル(炭素数1〜6)トリエトキシシラン、ジアルキル(炭素数1〜6)ジエトキシシラン等が挙げられる。   When the hair cosmetic composition of the present invention is a two-component type, the alkoxysilane (1) is blended with the first agent not containing water, mixed with the second agent containing water, and then water-soluble by hydrolysis. It becomes a silanol compound (2) and can penetrate into the hair. From the viewpoint of physical properties of the silanol compound (2) to be produced and penetrability into hair, p in the general formula (1) is preferably 0-2. Examples of the alkoxysilane (1) include alkyl (C1-6) trimethoxysilane, alkyl (C1-6) triethoxysilane, dialkyl (C1-6) diethoxysilane, and the like.

アルコキシシラン(1)の含有量は、架橋反応による反応性の点から、本発明の毛髪化粧料中(二剤式の場合には第1剤と第2剤を合わせた全組成中;以下同じ)の4重量%以上、特に12重量%以上が好ましく、また82重量%以下、特に58重量%以下が好ましい。また、第1剤中のアルコキシシラン(1)の含有量は、保存安定性の点から、70〜100重量%、更には80〜100重量%、特に90〜100重量%が好ましい。   The content of alkoxysilane (1) is in the hair cosmetic composition of the present invention from the point of reactivity due to the crosslinking reaction (in the case of two-component type, in the total composition of the first agent and the second agent; the same applies hereinafter) 4% by weight or more, particularly 12% by weight or more, and preferably 82% by weight or less, particularly preferably 58% by weight or less. Further, the content of the alkoxysilane (1) in the first agent is preferably 70 to 100% by weight, more preferably 80 to 100% by weight, and particularly preferably 90 to 100% by weight from the viewpoint of storage stability.

〔有機酸〕
有機酸としては、シュウ酸(pKa=1.04,3.82)、マレイン酸(pKa=1.75,5.83)、アスパラギン酸(pKa=1.93,3.70)、サリチル酸(pKa=2.81)、酒石酸(pKa=2.82,3.96)、フマル酸(pKa=2.85,4.10)、クエン酸(pKa=2.90,4.34)、リンゴ酸(pKa=3.24,4.71)、コハク酸(pKa=4.00,5.24)、蟻酸(pKa=3.55)、乳酸(pKa=3.66)、グルタル酸(pKa=4.13,5.01)、アジピン酸(pKa=4.26,5.03)、酢酸(pKa=4.56)、プロピオン酸(pKa=4.67)等を例示することができるが、pH調整が容易な点から、第1解離指数(pKa1)が1.9〜5.0、特に3.5〜5.0の範囲にある有機酸が好ましい。なかでも、シラノール化合物(2)の重合反応の制御が容易であるグルタル酸、アジピン酸、酢酸及びプロピオン酸が好ましく、特に、臭気が少ないアジピン酸が好ましい。
[Organic acid]
Organic acids include oxalic acid (pKa = 1.04, 3.82), maleic acid (pKa = 1.75, 5.83), aspartic acid (pKa = 1.93, 3.70), salicylic acid (pKa = 2.81), tartaric acid (pKa = 2.82, 3.96) , Fumaric acid (pKa = 2.85, 4.10), citric acid (pKa = 2.90, 4.34), malic acid (pKa = 3.24, 4.71), succinic acid (pKa = 4.00, 5.24), formic acid (pKa = 3.55), lactic acid ( Examples include pKa = 3.66), glutaric acid (pKa = 4.13, 5.01), adipic acid (pKa = 4.26, 5.03), acetic acid (pKa = 4.56), propionic acid (pKa = 4.67), etc. From the standpoint of ease, an organic acid having a first dissociation index (pKa1) in the range of 1.9 to 5.0, particularly 3.5 to 5.0 is preferable. Of these, glutaric acid, adipic acid, acetic acid, and propionic acid are preferable because the polymerization reaction of the silanol compound (2) can be easily controlled, and adipic acid with a low odor is particularly preferable.

有機酸は、本発明の毛髪化粧料が二剤式の場合には、第1剤に配合されるアルコキシシラン(1)とは別個に第2剤に配合することが溶解性、保存安定性の点から好ましい。有機酸の含有量は、重合反応の抑制の点から、本発明の毛髪化粧料中の0.001〜5重量%、特に0.001〜1重量%が好ましい。   In the case where the hair cosmetic composition of the present invention is a two-component type, the organic acid can be dissolved in the second agent separately from the alkoxysilane (1) compounded in the first agent. It is preferable from the point. The content of the organic acid is preferably 0.001 to 5% by weight, particularly preferably 0.001 to 1% by weight in the hair cosmetic composition of the present invention, from the viewpoint of suppressing the polymerization reaction.

〔水〕
水は、本発明の毛髪化粧料が二剤式の場合には、第1剤に配合されるアルコキシシラン(1)とは別個に、第2剤に配合され、その含有量は、毛髪を十分に膨潤させ、加水分解で生成するシラノール化合物(2)を毛髪へ十分浸透させる観点から、本発明の毛髪化粧料中の20〜95重量%、特に30〜86重量%が好ましい。
〔water〕
When the hair cosmetic composition of the present invention is a two-component type, water is blended in the second agent separately from the alkoxysilane (1) blended in the first agent, and its content is sufficient for the hair. From the viewpoint of allowing the silanol compound (2) produced by hydrolysis to sufficiently penetrate into the hair, it is preferably 20 to 95% by weight, particularly 30 to 86% by weight in the hair cosmetic composition of the present invention.

〔界面活性剤〕
界面活性剤は、本発明の毛髪化粧料が二剤式の場合には、第1剤と第2剤のいずれか少なくとも一方に含有させるが、第2剤に含有させることが好ましい。ただし、第1剤が水分を含有しない場合は第1剤に含有させることもできる。界面活性剤としては、非イオン界面活性剤、アニオン界面活性剤、カチオン性界面活性剤、両性界面活性剤のいずれをも使用することができる。
[Surfactant]
When the hair cosmetic composition of the present invention is a two-component type, the surfactant is contained in at least one of the first agent and the second agent, but is preferably contained in the second agent. However, when the first agent does not contain moisture, it can be contained in the first agent. As the surfactant, any of a nonionic surfactant, an anionic surfactant, a cationic surfactant, and an amphoteric surfactant can be used.

非イオン界面活性剤としては、ポリオキシアルキレンアルキルエーテル、ポリオキシアルキレンアルケニルエーテル、高級脂肪酸ショ糖エステル、ポリグリセリン脂肪酸エステル、高級脂肪酸モノ又はジエタノールアミド、ポリオキシエチレン硬化ヒマシ油、ポリオキシエチレンソルビタン脂肪酸エステル、ポリオキシエチレンソルビット脂肪酸エステル、アルキルサッカライド系界面活性剤、アルキルアミンオキサイド、アルキルアミドアミンオキサイド等が挙げられる。これらのうち、ポリオキシアルキレンアルキルエーテル、ポリオキシエチレン硬化ヒマシ油が好ましく、ポリオキシエチレンアルキルエーテルが特に好ましい。   Nonionic surfactants include polyoxyalkylene alkyl ether, polyoxyalkylene alkenyl ether, higher fatty acid sucrose ester, polyglycerin fatty acid ester, higher fatty acid mono- or diethanolamide, polyoxyethylene hydrogenated castor oil, polyoxyethylene sorbitan fatty acid Examples thereof include esters, polyoxyethylene sorbite fatty acid esters, alkyl saccharide surfactants, alkyl amine oxides, and alkyl amido amine oxides. Of these, polyoxyalkylene alkyl ether and polyoxyethylene hydrogenated castor oil are preferable, and polyoxyethylene alkyl ether is particularly preferable.

アニオン界面活性剤としては、アルキルベンゼンスルホン酸塩、アルキル又はアルケニルエーテル硫酸塩、アルキル又はアルケニル硫酸塩、オレフィンスルホン酸塩、アルカンスルホン酸塩、飽和又は不飽和脂肪酸塩、アルキル又はアルケニルエーテルカルボン酸塩、α-スルホン脂肪酸塩、N-アシルアミノ酸型界面活性剤、リン酸モノ又はジエステル型界面活性剤、スルホコハク酸エステル等が挙げられる。上記界面活性剤のアニオン性残基の対イオンとしては、ナトリウムイオン、カリウムイオン等のアルカリ金属イオン;カルシウムイオン、マグネシウムイオン等のアルカリ土類金属イオン;アンモニウムイオン;炭素数2又は3のアルカノール基を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、ジエタノールアミン、トリエタノールアミン、トリイソプロパノールアミン等)を挙げることができる。またカチオン性残基の対イオンとしては、塩化物イオン、臭化物イオン、ヨウ化物イオン等のハロゲン化物イオン、メトサルフェートイオン、サッカリネートイオンを挙げることができる。   Anionic surfactants include alkyl benzene sulfonates, alkyl or alkenyl ether sulfates, alkyl or alkenyl sulfates, olefin sulfonates, alkane sulfonates, saturated or unsaturated fatty acid salts, alkyl or alkenyl ether carboxylates, Examples include α-sulfone fatty acid salts, N-acyl amino acid type surfactants, phosphate mono- or diester type surfactants, and sulfosuccinate esters. Counter ions of the anionic residue of the surfactant include alkali metal ions such as sodium ion and potassium ion; alkaline earth metal ions such as calcium ion and magnesium ion; ammonium ion; alkanol group having 2 or 3 carbon atoms Alkanolamine having 1 to 3 (for example, monoethanolamine, diethanolamine, triethanolamine, triisopropanolamine, etc.). Examples of the counter ion of the cationic residue include halide ions such as chloride ion, bromide ion and iodide ion, methosulphate ion and saccharinate ion.

カチオン界面活性剤としては、次の一般式(3)で表される第4級アンモニウム塩が挙げられる。   Examples of the cationic surfactant include quaternary ammonium salts represented by the following general formula (3).

〔式中、R3及びR4は各々独立して水素原子、炭素数1〜28のアルキル基又はベンジル基を示し、同時に水素原子又はベンジル基となる場合、及び、炭素数1〜3の低級アルキル基となる場合を除く。An-はアニオンを示す。〕 [In the formula, R 3 and R 4 each independently represent a hydrogen atom, an alkyl group having 1 to 28 carbon atoms or a benzyl group, and simultaneously become a hydrogen atom or a benzyl group; Except when it becomes an alkyl group. An represents an anion. ]

ここでR3及びR4は、その一方が炭素数16〜24、更には22のアルキル基、特に直鎖アルキル基であるのが好ましく、また他方は炭素数1〜3の低級アルキル基、特にメチル基であるのが好ましい。アニオンAn-としては、塩化物イオン、臭化物イオン等のハロゲン化物イオン;エチル硫酸イオン、炭酸メチルイオン等の有機アニオン等が挙げられ、ハロゲン化物イオン、特に塩化物イオンが好ましい。 Here, one of R 3 and R 4 is preferably an alkyl group having 16 to 24 carbon atoms, more preferably 22 alkyl groups, particularly a linear alkyl group, and the other is a lower alkyl group having 1 to 3 carbon atoms, particularly A methyl group is preferred. Examples of the anion An - include halide ions such as chloride ions and bromide ions; organic anions such as ethyl sulfate ions and methyl carbonate ions. Halide ions, particularly chloride ions are preferred.

カチオン界面活性剤としては、モノ長鎖アルキル四級アンモニウム塩が好ましく、具体的には、塩化セチルトリメチルアンモニウム、塩化ステアリルトリメチルアンモニウム、塩化アラキルトリメチルアンモニウム、塩化ベヘニルトリメチルアンモニウム等が挙げられ、特に塩化ステアリルトリメチルアンモニウム、塩化ベヘニルトリメチルアンモニウムが好ましい。   As the cationic surfactant, mono long-chain alkyl quaternary ammonium salts are preferable, and specific examples include cetyltrimethylammonium chloride, stearyltrimethylammonium chloride, aralkyltrimethylammonium chloride, and behenyltrimethylammonium chloride. Stearyl trimethyl ammonium and behenyl trimethyl ammonium chloride are preferable.

両性界面活性剤としてはイミダゾリン系、カルボベタイン系、アミドベタイン系、スルホベタイン系、ヒドロキシスルホベタイン系、アミドスルホベタイン系等が挙げられる。   Examples of amphoteric surfactants include imidazoline series, carbobetaine series, amide betaine series, sulfobetaine series, hydroxysulfobetaine series, and amide sulfobetaine series.

これらのうち、乳化能(アルコキシシラン(1)、有機酸、水及び界面活性剤の混和性)の点から、HLB9〜15、特に11〜14の非イオン界面活性剤が好ましい。なお、ここでのHLBは、グリフィンの方法による計算値を示す。   Among these, from the viewpoint of emulsifying ability (miscibility of alkoxysilane (1), organic acid, water and surfactant), nonionic surfactants of HLB 9-15, particularly 11-14 are preferred. Here, HLB indicates a calculated value by the Griffin method.

界面活性剤は、2種以上を組み合わせて使用することもでき、混合時の乳化、加水分解の促進の点から、その含有量は、本発明の毛髪化粧料中の0.1〜20重量%、更には0.5〜15重量%、特に1〜10重量%が好ましい。   Two or more kinds of surfactants can be used in combination. From the viewpoint of emulsification and hydrolysis at the time of mixing, the content is 0.1 to 20% by weight in the hair cosmetic composition of the present invention, Is preferably 0.5 to 15% by weight, particularly 1 to 10% by weight.

〔pH〕
本発明の毛髪化粧料は、アルコキシシラン(1)を加水分解させ、シラノール化合物(2)を生成させる必要性、及びシラノール化合物(2)を毛髪内に浸透させて毛髪内で重合反応をさせるために、重合反応を遅らせる必要がある。このためにpH(20℃)は2〜5に調整されるが、3〜4が好ましい。なお、二剤式の場合には第2剤のpH(20℃)が上記範囲に調整される。
[PH]
The hair cosmetic composition of the present invention is required to hydrolyze the alkoxysilane (1) to produce the silanol compound (2), and to allow the silanol compound (2) to penetrate into the hair and cause a polymerization reaction in the hair. In addition, it is necessary to delay the polymerization reaction. For this reason, pH (20 degreeC) is adjusted to 2-5, but 3-4 are preferable. In the case of the two-agent type, the pH (20 ° C.) of the second agent is adjusted to the above range.

〔その他の成分〕
また、シラノール化合物(2)を溶解する目的で、メタノール、エタノール等の炭素数1〜3の低級1級アルコール、グリセリン等の水溶性有機溶剤を使用することもできるが、その量が多すぎると、本発明の毛髪化粧料を毛髪に塗布した際に、毛髪が十分に膨潤せず、シラノール化合物(2)が十分に浸透し難くなる。そのため、水溶性有機溶剤の使用量は、本発明の毛髪化粧料中の35重量%以下、特に20重量%以下とすることが好ましい。なお、これ以外に、アルコキシシラン(1)の加水分解後の毛髪化粧料には、副生物としてのR2OHが含有されることになる。
[Other ingredients]
In addition, for the purpose of dissolving the silanol compound (2), a water-soluble organic solvent such as methanol or ethanol having 1 to 3 carbon atoms such as lower primary alcohol or glycerin can be used. When the hair cosmetic composition of the present invention is applied to hair, the hair does not swell sufficiently, and the silanol compound (2) does not sufficiently penetrate. Therefore, the amount of the water-soluble organic solvent used is preferably 35% by weight or less, particularly 20% by weight or less in the hair cosmetic composition of the present invention. In addition to this, the hair cosmetic material after hydrolysis of the alkoxysilane (1) contains R 2 OH as a by-product.

本発明の毛髪化粧料には、その他、pH調整剤、油剤、シリコーン誘導体、カチオン性ポリマー、保湿剤、粘度調整剤、香料、色素、紫外線吸収剤、酸化防止剤、抗菌剤、防腐剤等を、目的に応じて適宜配合することができる。   In addition, the hair cosmetic of the present invention includes pH adjusters, oils, silicone derivatives, cationic polymers, humectants, viscosity modifiers, fragrances, pigments, UV absorbers, antioxidants, antibacterial agents, preservatives, etc. Depending on the purpose, it can be blended appropriately.

〔毛髪化粧料の形態〕
本発明の毛髪化粧料の形態は、長期間の安定性を確保する点から、アルコキシシラン(1)を含有する第1剤と、有機酸及び水を含有しpH2〜5である第2剤から構成され、界面活性剤を第1剤と第2剤のいずれか少なくとも一方に含有する二剤式が好ましいが、使用直前にアルコキシシラン(1)、有機酸、水及び界面活性剤、並びにその他任意成分を混合し、pHを2〜5とすることによって調製されたものであってもよい。
[Form of hair cosmetic]
The form of the hair cosmetic composition of the present invention includes a first agent containing alkoxysilane (1) and a second agent containing an organic acid and water and having a pH of 2 to 5 in order to ensure long-term stability. A two-component system comprising a surfactant in at least one of the first agent and the second agent is preferred, but alkoxysilane (1), organic acid, water and surfactant, and other optional components are used immediately before use. It may be prepared by mixing the components and adjusting the pH to 2-5.

本発明の毛髪化粧料を二剤式とする場合、界面活性剤は第2剤に含有させることが好ましいが、第1剤が水分を含有しない場合は第1剤に含有させることもできる。また、その他の任意成分も、第2剤に含有させることが好ましいが、非水系の液体成分や固体成分であれば、第1剤中に配合することもできる。   When the hair cosmetic composition of the present invention is of a two-component type, the surfactant is preferably contained in the second agent, but can also be contained in the first agent when the first agent does not contain moisture. Moreover, although it is preferable to contain other arbitrary components in the 2nd agent, if it is a non-aqueous liquid component and a solid component, it can also mix | blend in a 1st agent.

本発明の毛髪化粧料を、使用直前にアルコキシシラン(1)、有機酸、水及び界面活性剤、並びにその他任意成分を混合することによって調製する場合、混合する順序は、特に限定されないが、加水分解によって生成したシラノール化合物(2)は、即座に重合反応を開始するので、これを抑制するため、有機酸、水及び界面活性剤を混合した後にアルコキシシラン(1)を混合することが好ましい。   When the hair cosmetic composition of the present invention is prepared by mixing the alkoxysilane (1), organic acid, water and surfactant, and other optional components immediately before use, the mixing order is not particularly limited. Since the silanol compound (2) produced by the decomposition immediately starts a polymerization reaction, in order to suppress this, it is preferable to mix the alkoxysilane (1) after mixing the organic acid, water and the surfactant.

本発明の二剤式毛髪化粧料の第1剤及び第2剤を使用直前に混合することにより、又はアルコキシシラン(1)、有機酸、水及び界面活性剤、並びにその他任意成分を混合することにより、アルコキシシラン(1)は、加水分解によって水溶性のシラノール化合物(2)となり、毛髪内への浸透が可能になる。シラノール化合物(2)の物性、毛髪内への浸透性の点から、一般式(2)中のpは0〜2が好ましく、nは2〜4が好ましく、(4−p−n)は0が好ましい。また、シラノール化合物(2)の分子量は、毛髪内への浸透のし易さから、300以下、特に90〜200が好ましい。   Mixing the first and second agents of the two-component hair cosmetic of the present invention immediately before use, or mixing alkoxysilane (1), organic acid, water and surfactant, and other optional components Thus, the alkoxysilane (1) becomes a water-soluble silanol compound (2) by hydrolysis, and can penetrate into the hair. From the viewpoint of the physical properties of the silanol compound (2) and the penetrability into hair, p in the general formula (2) is preferably 0 to 2, n is preferably 2 to 4, and (4-pn) is 0. Is preferred. Further, the molecular weight of the silanol compound (2) is preferably 300 or less, particularly preferably 90 to 200, from the viewpoint of easy penetration into hair.

〔毛髪処理方法〕
本発明の毛髪化粧料を用いて毛髪を処理するには、本発明の二剤式毛髪化粧料の第1剤及び第2剤を使用直前に混合後、又はアルコキシシラン(1)、有機酸、水及び界面活性剤、並びにその他任意成分を使用直前に混合後、振とう等の手段により攪拌混合して、目視で混合溶液が透明になったことを確認した後に、得られた混合物を毛髪に塗布するのが好ましい。第1剤と第2剤の混合割合(第1剤/第2剤の重量比)は、好ましくは80/20〜1/99、更に好ましくは60/40〜20/80である。混合直後は白濁の乳化状態ないし一部乳化状態であったのが、そのまま静置又は必要に応じ攪拌を継続するうちに透明となることで、アルコキシシラン(1)が加水分解し、シラノール化合物(2)が生成したことを確認することができる。
[Hair treatment method]
In order to treat the hair using the hair cosmetic composition of the present invention, the first and second agents of the two-component hair cosmetic composition of the present invention are mixed immediately before use, or after alkoxysilane (1), organic acid, After mixing water, surfactant, and other optional components immediately before use, the mixture is stirred and mixed by means such as shaking, and it is visually confirmed that the mixed solution has become transparent. It is preferable to apply. The mixing ratio of the first agent and the second agent (weight ratio of the first agent / second agent) is preferably 80/20 to 1/99, more preferably 60/40 to 20/80. Immediately after mixing, it was in a white turbid emulsified state or partially emulsified state, but it remained transparent as it was or continued stirring as necessary, so that the alkoxysilane (1) was hydrolyzed, silanol compound ( It can be confirmed that 2) was generated.

得られた混合物を放置すれば、シラノール化合物(2)の重合反応が進むので、30分以内、特に15分以内に、得られた混合物を毛髪に塗布することが好ましい。これにより、シラノール化合物(2)を毛髪内に浸透させることができる。塗布する毛髪は、濡れていてもよく、乾いていてもよい。乾燥した毛髪1gに対して、前記混合物を、0.5〜3g塗布することが好ましい。塗布する対象は、人の頭髪であってもよく、かつら等の毛髪であってもよい。   If the resulting mixture is allowed to stand, the polymerization reaction of the silanol compound (2) proceeds, so it is preferable to apply the obtained mixture to the hair within 30 minutes, particularly within 15 minutes. This allows the silanol compound (2) to penetrate into the hair. The hair to be applied may be wet or dry. It is preferable to apply 0.5 to 3 g of the mixture to 1 g of dried hair. The target to be applied may be human hair or hair such as a wig.

シラノール化合物(2)を毛髪に十分に浸透させるために、毛髪に塗布しておく時間は、15〜90分、特に20〜60分が好ましい。塗布後一定時間放置することで、シラノール化合物(2)は毛髪内部まで浸透する。この際、毛髪の塗布部を40〜90℃、好ましくは40〜60℃に加温してもよい。毛髪にシラノール化合物(2)を十分に浸透させた後は、必要に応じタオル等で余分な毛髪化粧料を除去した後、毛髪内部のシラノールの重合反応を促進させる目的で、毛髪の温風乾燥、毛髪への酸又は塩基の塗布などを行ってもよい。重合反応後に毛髪表面に付着しているシラノール化合物、及びその重合物は、毛髪乾燥後に被膜となり、毛髪感触の悪化を引き起こす原因になるため、最後にシャンプー等で十分に除去することが好ましい。   In order to allow the silanol compound (2) to sufficiently permeate into the hair, the time applied to the hair is preferably 15 to 90 minutes, particularly preferably 20 to 60 minutes. The silanol compound (2) penetrates into the hair by allowing it to stand for a certain time after application. Under the present circumstances, you may heat the application part of hair to 40-90 degreeC, Preferably it is 40-60 degreeC. After thoroughly infiltrating the silanol compound (2) into the hair, remove excess hair cosmetics with a towel if necessary, and then dry the hair with warm air for the purpose of accelerating the polymerization reaction of silanol inside the hair. The acid or base may be applied to the hair. Since the silanol compound adhering to the hair surface after the polymerization reaction and the polymer thereof become a film after drying the hair and cause a deterioration of the hair feel, it is preferable that the silanol compound is sufficiently removed at the end with a shampoo or the like.

試験例1
300mLナス型フラスコに、イオン交換水74.9gを量り取り、表1に示す各種添加剤(有機酸、無機酸又はアルカリ剤)0.1gを添加し、室温で攪拌して溶解させ、これにメチルトリエトキシシラン25.0gを混合した。この混合物を、40℃恒温水槽中で7cmの半月形テフロン(登録商標)製の攪拌羽根を備えた攪拌棒を用いて200rpmの攪拌速度で攪拌した。当初静置すると2相分離するが、加水分解反応によって生成するメチルシラントリオールは水溶性であるため、反応終了後は透明な均一水溶液(メチルシラントリオール、エタノール、水を含む)となる。なお、添加剤を添加しない場合及びアルカリ剤を用いた場合には、加水分解の終了までに5時間以上を要した。
更に攪拌を続けると、メチルシラントリオールが重合して分子量が増加し、水−エタノール溶液に不溶となるため、溶液が白濁する。この透明溶液が白濁するまでの時間が短いと、メチルシラントリオールが毛髪に十分に浸透せず、毛髪表面近傍で重合してしまうため、毛髪に対する優れたハリ・コシ付与効果が得られない。この加水分解後の透明溶液が白濁するまでの時間を測定し、表1に示した。
Test example 1
To a 300 mL eggplant-shaped flask, weigh 74.9 g of ion-exchanged water, add 0.1 g of various additives (organic acid, inorganic acid, or alkali agent) shown in Table 1, and dissolve by stirring at room temperature. 25.0 g of ethoxysilane was mixed. This mixture was stirred at a stirring speed of 200 rpm using a stirring rod equipped with a stirring blade made of 7-cm half-moon Teflon (registered trademark) in a constant temperature water bath at 40 ° C. When initially allowed to stand, the two phases are separated, but the methylsilanetriol produced by the hydrolysis reaction is water-soluble, so that it becomes a transparent homogeneous aqueous solution (including methylsilanetriol, ethanol, and water) after the reaction is completed. When no additive was added and when an alkali agent was used, it took 5 hours or more to complete the hydrolysis.
When stirring is continued, methylsilanetriol is polymerized to increase the molecular weight and become insoluble in the water-ethanol solution, so that the solution becomes cloudy. If the time until the transparent solution becomes cloudy is short, methylsilanetriol does not sufficiently permeate into the hair and polymerizes in the vicinity of the hair surface, so that it is not possible to obtain an excellent effect of imparting firmness and stiffness to the hair. The time until the transparent solution after the hydrolysis became cloudy was measured and shown in Table 1.

表1から明らかなように、添加剤として無機酸又はアルカリ剤を用いた場合には、加水分解後、シラノール化合物の重合が速く、毛髪内に浸透させることができない。   As is apparent from Table 1, when an inorganic acid or alkali agent is used as an additive, the silanol compound is rapidly polymerized after hydrolysis and cannot be penetrated into the hair.

実施例1
メチルトリエトキシシラン25.0重量%、アジピン酸0.8重量%、表2に示す界面活性剤10重量%及びイオン交換水残部からなる毛髪化粧料(pH3.5〜3.8;20℃)を調製した。直ちに、これらの毛髪化粧料30mLを50mLの密閉容器に入れ、攪拌(容器を手で30回振とうする)した後、静置する。5分ごとに観察し、分離が生じている場合には再度攪拌を行った。なお、pH(25℃)は、HORIBA社製pHメーターにて測定した。
また対照として、メチルトリエトキシシラン25.0重量%、アジピン酸0.8重量%及びイオン交換水残部からなり、界面活性剤を含有しない毛髪化粧料も2つ調製し、一方は上記と同様に攪拌操作を行い、他方はマグネティックスターラーにより連続攪拌した。
Example 1
A hair cosmetic (pH 3.5 to 3.8; 20 ° C.) comprising 25.0% by weight of methyltriethoxysilane, 0.8% by weight of adipic acid, 10% by weight of the surfactant shown in Table 2 and the balance of ion-exchanged water was prepared. Immediately, 30 mL of these hair cosmetics are put into a 50 mL sealed container, stirred (shake the container 30 times by hand), and then left to stand. Observation was made every 5 minutes, and when separation occurred, stirring was performed again. The pH (25 ° C.) was measured with a pH meter manufactured by HORIBA.
As a control, two hair cosmetics containing 25.0% by weight of methyltriethoxysilane, 0.8% by weight of adipic acid and the balance of ion-exchanged water and containing no surfactant were also prepared. The other was continuously stirred with a magnetic stirrer.

〔混和性の評価〕
最初に振とう攪拌してから5分後の混合液の状態を表2に示した。表中の「乳化」とは、目視で溶液全体が均一に白濁している状態を示し、「一部乳化」とは、溶液の上層又は下層の一部が白濁し、残部が透明な状態を示し、「二相分離」とは、透明な液が上下に境界線を伴って分かれている状態を示している。
(Evaluation of miscibility)
Table 2 shows the state of the mixed solution 5 minutes after the first stirring. “Emulsification” in the table indicates a state in which the entire solution is uniformly clouded visually, and “partially emulsified” indicates that the upper layer or a part of the lower layer of the solution is clouded and the remaining is transparent. “Two-phase separation” indicates a state in which a transparent liquid is separated with a boundary line vertically.

〔加水分解の速さの評価〕
最初の振とう攪拌後、混合液が均一透明になるまでの時間を表中に示した。
[Evaluation of hydrolysis speed]
The time until the mixed solution becomes uniform and transparent after the first shaking and stirring is shown in the table.

実施例2
アルコキシシランからなる第1剤と、酸、水、界面活性剤及びpH調整剤(水酸化ナトリウム)を含有する第2剤を混合し、表3に示す毛髪化粧料を調製し、以下に示す評価を行った。この結果を表3に併せて示す。
なお、各毛髪化粧料は、第1剤と第2剤を混合攪拌し、外観が透明になってから毛髪に塗布した。
Example 2
The first agent composed of alkoxysilane and the second agent containing acid, water, surfactant and pH adjuster (sodium hydroxide) are mixed to prepare the hair cosmetic shown in Table 3, and the evaluation shown below Went. The results are also shown in Table 3.
Each hair cosmetic was mixed and stirred with the first agent and the second agent, and applied to the hair after the appearance became transparent.

(1)毛髪へのケイ素化合物の収着量評価、曲げ弾性試験
<毛髪処理方法>
一人の欧米人から採取した化学処理履歴のない毛髪を用いて、5gの毛束を作製した。次いで、この毛束に表3に示す毛髪化粧料10gをむらなく塗布した後、ラップで包み、48℃のオーブン中で1時間静置した。その後、余分な毛髪化粧料をタオルでふき取り、15分間熱風ドライヤーを用いて完全に乾燥し、毛髪内のシラノール化合物を重合した。その後、以下に示す組成のシャンプー及びヘアリンスで処理してから乾燥した。
(1) Evaluation of sorption amount of silicon compound on hair, bending elasticity test <hair treatment method>
A hair bundle of 5 g was prepared using hair without a chemical treatment history collected from one Westerner. Next, 10 g of the hair cosmetic shown in Table 3 was uniformly applied to the hair bundle, and then wrapped in a wrap and allowed to stand in an oven at 48 ° C. for 1 hour. Thereafter, excess hair cosmetic was wiped off with a towel and completely dried using a hot air dryer for 15 minutes to polymerize the silanol compound in the hair. Then, it processed with the shampoo and hair rinse of the composition shown below, and dried.

・シャンプー
(重量%)
ポリオキシエチレン(2.5)ラウリルエーテル硫酸
ナトリウム(25重量%水溶液) 62.00
ラウリン酸ジエタノールアミド 2.28
エデト酸二ナトリウム 0.10
安息香酸ナトリウム 0.50
オキシベンゾン 0.03
リン酸(75重量%水溶液) 0.10
ジブチルヒドロキシトルエン 0.01
塩化ナトリウム 0.80
赤色106号 0.00012
香料 0.26
精製水 バランス
·shampoo
(weight%)
Polyoxyethylene (2.5) sodium lauryl ether sulfate (25% by weight aqueous solution) 62.00
Lauric acid diethanolamide 2.28
Edetate disodium 0.10
Sodium benzoate 0.50
Oxybenzone 0.03
Phosphoric acid (75 wt% aqueous solution) 0.10
Dibutylhydroxytoluene 0.01
Sodium chloride 0.80
Red No. 106 0.00012
Fragrance 0.26
Purified water balance

・ヘアリンス
(重量%)
塩化ステアリルトリメチルアンモニウム(28重量%水溶液) 3.0
セタノール 3.0
プロピレングリコール 3.0
メチルパラベン 0.1
精製水 バランス
・ Hair rinse
(weight%)
Stearyltrimethylammonium chloride (28 wt% aqueous solution) 3.0
Cetanol 3.0
Propylene glycol 3.0
Methylparaben 0.1
Purified water balance

<毛髪へのケイ素化合物の収着量評価方法>
毛髪へのケイ素化合物の収着量評価には「ICP(誘導結合プラズマ)発光分析装置(堀場製作所,JY238ULTRACE)」を用いた。ケイ素化合物の収着量は、灰化/アルカリ溶融/ICP法を用いて測定したケイ素元素の量に基づき、ケイ素元素収着量として求めた。
試料0.1gを白金坩堝に採取し、ヒーターで煙が出なくなるまで炭化後、550℃の電気炉に2時間入れ灰化させる。冷却後、残った灰分上にアルカリ融剤(Na2CO3:H3BO3=5:2)1gを加え、950℃電気炉30分でアルカリ溶融し、冷却後、6N塩酸4mLで溶解して純水で50mLにメスアップしたものを試料溶液とした。吸収波長251.612nm、積分時間3秒で3回測定し、その平均値から、検量線を使用してケイ素元素量を求めた。毛髪へのケイ素元素収着量の計算法は次のとおりである。
<Evaluation method of sorption amount of silicon compound on hair>
An ICP (inductively coupled plasma) emission spectrometer (Horiba, JY238ULTRACE) was used to evaluate the amount of silicon compound sorbed on the hair. The sorption amount of the silicon compound was determined as the sorption amount of silicon element based on the amount of silicon element measured using ashing / alkaline melting / ICP method.
0.1 g of sample is collected in a platinum crucible, carbonized until no smoke is produced with a heater, and then placed in an electric furnace at 550 ° C. for 2 hours for ashing. After cooling, add 1 g of alkaline flux (Na 2 CO 3 : H 3 BO 3 = 5: 2) on the remaining ash, melt in alkali at 950 ° C. for 30 minutes, cool and dissolve in 4 mL of 6N hydrochloric acid. The sample solution was made up to 50 mL with pure water. Measurement was performed three times at an absorption wavelength of 251.512 nm and an integration time of 3 seconds, and the amount of silicon element was determined from the average value using a calibration curve. The calculation method of the silicon element sorption amount to the hair is as follows.

ケイ素元素収着量(%)=〔ケイ素元素量(mg)/毛髪重量(g)〕×0.1   Silicon element sorption amount (%) = [silicon element amount (mg) / hair weight (g)] × 0.1

<曲げ弾性試験方法>
曲げ弾性試験には「純曲げ試験機(カトーテック,KES-FB2-S)」を使用し、毛髪の曲げに要する力(曲げ弾性)の測定を行った。
毛髪は、両端をそれぞれ3cm切り落とし、長さが5cm以上の毛髪のみを評価試験に用いた。また、測定に先立ち少なくとも24時間、65%の相対湿度中に置いた。図1に示すように、10mm間隔で並べた長さ51mm、幅15mmの方眼紙2枚に、50本の人毛を貼り付けたものを測定サンプルとした。これを純曲げ試験機に取り付け、曲げ弾性測定を行った。測定条件は、20℃、相対湿度65%、感度:2×1、最大曲げ曲率:2.5cm-1とした。曲げ弾性は、曲率1.0〜2.0cm-1の間の毛髪1本あたりの曲げに必要な力を直線近似したときの直線の勾配から求めた。
<Bending elasticity test method>
For the bending elasticity test, a “pure bending test machine (Kato Tech, KES-FB2-S)” was used, and the force required for bending the hair (bending elasticity) was measured.
The hair was cut off by 3 cm at both ends, and only hair having a length of 5 cm or more was used for the evaluation test. They were also placed in 65% relative humidity for at least 24 hours prior to measurement. As shown in FIG. 1, a measurement sample was prepared by attaching 50 human hairs to two sheets of graph paper having a length of 51 mm and a width of 15 mm arranged at intervals of 10 mm. This was attached to a pure bending tester and the bending elasticity was measured. The measurement conditions were 20 ° C., relative humidity 65%, sensitivity: 2 × 1, and maximum bending curvature: 2.5 cm −1 . The bending elasticity was determined from the slope of a straight line obtained by linearly approximating the force required for bending per hair having a curvature of 1.0 to 2.0 cm −1 .

(2)官能評価
10名の専門パネラーにより、「毛髪のハリ・コシ向上感」、及び「毛髪のまとまり感」について、下記基準に従って評価し、その合計値を示した。
(2) Sensory evaluation
Ten professional panelists evaluated the “feeling of improving hair stiffness and stiffness” and “feeling of unity hair” according to the following criteria, and indicated the total value.

<毛髪のハリ・コシ向上感>
(未処理毛と処理毛を比較して、処理毛の方が)
3:明らかにハリ・コシがあると感じる
2:ハリ・コシがあると感じる
1:やや、ハリ・コシがあると感じる
0:どちらともいえない
−1:ハリ・コシがないと感じる
<Improve feeling of hair elasticity>
(Comparing untreated hair with treated hair, treated hair is better)
3: Clearly feels firm and firm 2: Feels firm and firm 1: Feels somewhat firm and firm 0: Cannot say either -1: Feels firm or firm

<毛髪のまとまり感>
(未処理毛と処理毛を比較して、処理毛の方が)
3:明らかにまとまりがあると感じる
2:まとまりがあると感じる
1:やや、まとまりがあると感じる
0:どちらともいえない
−1:まとまりがないと感じる
<A feeling of unity hair>
(Comparing untreated hair with treated hair, treated hair is better)
3: I feel that there is clearly a unity 2: I feel that there is a unity 1: Somewhat I feel that there is a unity 0: I can not say either -1: I feel that there is no unity

曲げ弾性試験に用いた測定サンプルを示す図である。It is a figure which shows the measurement sample used for the bending elasticity test.

Claims (5)

次の一般式(1)
1 pSi(OR2)4-p (1)
〔式中、R1及びR2は、炭素数1〜6の直鎖若しくは分岐鎖のアルキル基又は炭素数2〜6の直鎖若しくは分岐鎖のアルケニル基を示し、p個のR1及び(4−p)個のR2は同一でも異なってもよい。pは0〜の整数を示す。〕
で表されるアルコキシシラン、有機酸、水及び界面活性剤を使用直前に撹拌混合してpH2〜5の毛髪化粧料を調製し、混合溶液が透明になったことを確認した後30分以内に毛髪に塗布して、15〜90分間放置することによって、一般式(1)で表されるアルコキシシランの加水分解で生成する次の一般式(2)
1 pSi(OH)n(OR2)4-p-n (2)
〔式中、R1、R2及びpは前記と同じ意味を示し、nは1以上(4−p)以下の整数を示す。p個のR1及び(4−p−n)個のR2は同一でも異なってもよい。〕
で表される分子量300以下のシラノール化合物を毛髪に浸透させ、毛髪内部で重合させる毛髪処理方法。
The following general formula (1)
R 1 p Si (OR 2 ) 4-p (1)
[Wherein, R 1 and R 2 represent a linear or branched alkyl group having 1 to 6 carbon atoms or a linear or branched alkenyl group having 2 to 6 carbon atoms, and p R 1 and ( 4-p) R 2 may be the same or different. p is an integer of 0-2. ]
Alkoxysilane represented in, organic acids, water and surfactant just prior to use by stirring a mixture prepared hair cosmetic composition of PH2~5, the mixed solution within 30 minutes after confirming that became clear The following general formula (2) generated by hydrolysis of alkoxysilane represented by the general formula (1) by applying to hair and leaving it for 15 to 90 minutes
R 1 p Si (OH) n (OR 2 ) 4-pn (2)
[Wherein R 1 , R 2 and p represent the same meaning as described above, and n represents an integer of 1 or more and (4-p) or less. p R 1 and (4-p−n) R 2 may be the same or different. ]
In the represented molecular weight of 300 or less silanol compound to penetrate the hair, the hair treatment method Ru is polymerized inside the hair.
次の一般式(1)
1 pSi(OR2)4-p (1)
〔式中、R1及びR2は、炭素数1〜6の直鎖若しくは分岐鎖のアルキル基又は炭素数2〜6の直鎖若しくは分岐鎖のアルケニル基を示し、p個のR1及び(4−p)個のR2は同一でも異なってもよい。pは0〜の整数を示す。〕
で表されるアルコキシシランを含有する第1剤と、有機酸及び水を含有しpH2〜5である第2剤から構成され、第1剤及び第2剤のいずれか少なくとも一方が、界面活性剤を含有するものである毛髪化粧料の第1剤と第2剤とを使用直前に攪拌混合し、混合溶液が透明になったことを確認した後30分以内に毛髪に塗布して、15〜90分間放置することによって、一般式(1)で表されるアルコキシシランの加水分解で生成する次の一般式(2)
1 pSi(OH)n(OR2)4-p-n (2)
〔式中、R1、R2及びpは前記と同じ意味を示し、nは1以上(4−p)以下の整数を示す。p個のR1及び(4−p−n)個のR2は同一でも異なってもよい。〕
で表される分子量300以下のシラノール化合物を毛髪に浸透させ、毛髪内部で重合させる毛髪処理方法。
The following general formula (1)
R 1 p Si (OR 2 ) 4-p (1)
[Wherein, R 1 and R 2 represent a linear or branched alkyl group having 1 to 6 carbon atoms or a linear or branched alkenyl group having 2 to 6 carbon atoms, and p R 1 and ( 4-p) R 2 may be the same or different. p is an integer of 0-2. ]
And a second agent containing an organic acid and water and having a pH of 2 to 5, and at least one of the first agent and the second agent is a surfactant. those containing hair cosmetic first agent and the stirring mixed immediately before use and a second agent, the mixed solution is applied to the hair within 30 minutes after confirming that it became transparent, 15 The following general formula (2) generated by hydrolysis of the alkoxysilane represented by the general formula (1) by leaving it for 90 minutes
R 1 p Si (OH) n (OR 2 ) 4-pn (2)
[Wherein R 1 , R 2 and p represent the same meaning as described above, and n represents an integer of 1 or more and (4-p) or less. p R 1 and (4-p−n) R 2 may be the same or different. ]
In the represented molecular weight of 300 or less silanol compound to penetrate the hair, the hair treatment method Ru is polymerized inside the hair.
有機酸が、第1解離指数(pKa1)が1.9〜5.0の範囲にある有機酸である請求項1又は2記載の毛髪処理方法。 The hair treatment method according to claim 1 or 2 , wherein the organic acid is an organic acid having a first dissociation index (pKa1) in the range of 1.9 to 5.0. 界面活性剤が、HLB9〜15の非イオン界面活性剤である請求項1〜のいずれかに記載の毛髪処理方法。 The hair treatment method according to any one of claims 1 to 3 , wherein the surfactant is a nonionic surfactant of HLB 9-15. 毛髪化粧料を毛髪に塗布した後、塗布部を加温する、請求項1〜のいずれかに記載の毛髪処理方法。 The hair treatment method according to any one of claims 1 to 4 , wherein the application part is heated after the hair cosmetic is applied to the hair.
JP2004355309A 2004-04-07 2004-12-08 Hair cosmetics Expired - Fee Related JP4509760B2 (en)

Priority Applications (7)

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JP2004355309A JP4509760B2 (en) 2004-12-08 2004-12-08 Hair cosmetics
CN2005800107718A CN1937996B (en) 2004-04-07 2005-04-06 Hair-treating agent and methods of treating hair
US11/578,146 US20070218028A1 (en) 2004-04-07 2005-04-06 Hair-Treating Agent And Methods Of Treating Hair
PCT/JP2005/006775 WO2005097050A1 (en) 2004-04-07 2005-04-06 Hair-treating agent and methods of treating hair
EP05728472.1A EP1736139B1 (en) 2004-04-07 2005-04-06 Hair processing compositions and methods for processing hair
KR1020067019109A KR20060134988A (en) 2004-04-07 2005-04-06 Hair-treating agent and methods of treating hair
US12/819,752 US8420064B2 (en) 2004-04-07 2010-06-21 Hair-treating agent and methods of treating hair

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JP2007099721A (en) * 2005-10-06 2007-04-19 Kao Corp Hair cosmetic

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Publication number Priority date Publication date Assignee Title
JP5244308B2 (en) * 2006-12-18 2013-07-24 花王株式会社 Hair treatment agent
FR3044904B1 (en) * 2015-12-14 2019-05-31 L'oreal COMPOSITION COMPRISING THE ASSOCIATION OF PARTICULAR ALCOXYSILANES AND SURFACTANT

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JPH04270209A (en) * 1990-06-07 1992-09-25 Dow Corning Corp Method and composition for treating hair
JPH06263875A (en) * 1993-09-27 1994-09-20 Toshiba Silicone Co Ltd Production of fine polyorganosililsequioxane particle
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JPS61129186A (en) * 1984-11-28 1986-06-17 Lion Corp Composition containing silicon compound
JPH02160836A (en) * 1988-08-18 1990-06-20 Fraunhofer Ges Method and composition for preparing
JPH04270209A (en) * 1990-06-07 1992-09-25 Dow Corning Corp Method and composition for treating hair
JPH06263875A (en) * 1993-09-27 1994-09-20 Toshiba Silicone Co Ltd Production of fine polyorganosililsequioxane particle
JP2001002989A (en) * 1999-06-21 2001-01-09 Jsr Corp Composition for forming film, formation of film and low- density film
JP2003510261A (en) * 1999-09-27 2003-03-18 ロレアル Cosmetic compositions based on organosilicon compounds containing at least one non-basic, solubilizing functional group
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JP2007099721A (en) * 2005-10-06 2007-04-19 Kao Corp Hair cosmetic

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