JP2005343860A - Hair cosmetic - Google Patents
Hair cosmetic Download PDFInfo
- Publication number
- JP2005343860A JP2005343860A JP2004168249A JP2004168249A JP2005343860A JP 2005343860 A JP2005343860 A JP 2005343860A JP 2004168249 A JP2004168249 A JP 2004168249A JP 2004168249 A JP2004168249 A JP 2004168249A JP 2005343860 A JP2005343860 A JP 2005343860A
- Authority
- JP
- Japan
- Prior art keywords
- hair
- acid
- fatty acid
- weight
- carbon atoms
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
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- 239000002537 cosmetic Substances 0.000 title claims abstract description 29
- -1 amide amine Chemical class 0.000 claims abstract description 35
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- 125000004432 carbon atom Chemical group C* 0.000 claims description 27
- 150000005846 sugar alcohols Polymers 0.000 claims description 22
- 239000003676 hair preparation Substances 0.000 claims description 7
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- 230000000694 effects Effects 0.000 abstract description 9
- 230000003766 combability Effects 0.000 abstract 1
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Landscapes
- Cosmetics (AREA)
Abstract
Description
本発明は、毛髪に塗布してから洗い流す濯ぎ時に渡って、十分な滑らか感、しっとり感、また乾燥後に十分な滑らかさ、櫛通りの良さを付与でき、且つ切れ毛、枝毛等のダメージ修復効果に優れる毛髪化粧料に関する。 The present invention can provide sufficient smoothness, moistness, sufficient smoothness after drying, and good combing after rinsing off after applying to hair and repairing damage such as broken hairs and split ends The present invention relates to a hair cosmetic that is highly effective.
陰イオン性界面活性剤を主成分とするシャンプー等の毛髪洗浄剤は、洗髪時に毛髪の汚れだけでなく、毛髪表面を保護している油分も同時に取り去ってしまうため、毛髪の柔軟性や光沢が失われ、櫛通りが悪くなることがある。これを改善する目的で、リンス、コンディショナー、トリートメント等の毛髪化粧料が使用されている。これらの毛髪化粧料には毛髪の感触を良好にするために、主成分として第4級アンモニウム塩が配合されており、更に効果感を上げるためにセタノール等の脂肪族アルコールや油剤等を配合し、ゲル状に乳化させた剤形が主に使用されている。しかしながら、これらは決して毛髪に十分な滑らか感としっとり感を付与するとは言えず、更にブラッシング等の外的要因により発生する切れ毛や枝毛といったダメージの修復効果の点でも十分満足し得るものではなかった。また髪、頭皮又は皮膚に対する刺激の低減も十分でないことが知られている。 Hair cleaners such as shampoos, which are mainly composed of an anionic surfactant, remove not only the dirt on the hair but also the oil that protects the hair surface during hair washing. It can be lost and the combing can get worse. In order to improve this, hair cosmetics such as rinses, conditioners and treatments are used. These hair cosmetics contain a quaternary ammonium salt as a main component in order to improve the feel of the hair, and in order to further enhance the effect, an aliphatic alcohol such as cetanol or an oil agent is blended. The dosage form emulsified in a gel form is mainly used. However, these can never be said to give sufficient smoothness and moistness to the hair, and can also be sufficiently satisfied in terms of the effect of repairing damage such as broken hairs and split ends caused by external factors such as brushing. There wasn't. It is also known that the reduction of irritation to hair, scalp or skin is not sufficient.
近年、特定のアミドアミン化合物又はその酸塩が、毛髪に滑らか感や柔軟性を付与出来ることが見いだされ、アミドアミン化合物又はその酸塩を配合した毛髪化粧料が提案されている(特許文献1、特許文献2、特許文献3、特許文献4、特許文献5、特許文献6、特許文献7)。また上記アミドアミン化合物又はその塩は、安全性が高く皮膚等に対して温和な作用を示す毛髪化粧料を提供できることも知られている(特許文献8、非特許文献1)。このような特定のアミドアミンとしてステアリン酸ジメチルアミノプロピルアミドが広く知られているが、脂肪族アルコールや油剤を配合した場合のゲル形成性に課題があり、また毛髪に付与される滑らか感やしっとり感は決して満足できるものではなかった。
本発明の課題は、毛髪に塗布してから洗い流す濯ぎ時に渡って、十分な滑らか感、しっとり感、また乾燥後に十分な滑らかさ、櫛通りの良さを付与でき、且つ切れ毛、枝毛等のダメージ修復効果に優れ、また安全性が高く皮膚等に対して温和な作用を示す毛髪化粧料を提供することにある。 The object of the present invention is to provide sufficient smoothness, moistness, sufficient smoothness after drying, and good combing, and to cut hair, split ends, etc. An object of the present invention is to provide a hair cosmetic that is excellent in damage repair effect, has high safety and exhibits a mild action on the skin and the like.
本発明者等は、アミドアミンの中でも特定のものを選択し、更にエステル化合物、有機酸と脂肪族アルコールを併用することで、上記の要求を満たす毛髪化粧料が得られることを見出した。 The present inventors have found that hair cosmetics satisfying the above requirements can be obtained by selecting specific ones of amidoamines and further using an ester compound, an organic acid and an aliphatic alcohol in combination.
すなわち、本発明は、下記(a)成分、(b)成分、(c)成分及び(d)成分を含有する毛髪化粧料を提供する。
(a)一般式(1)で表されるアミドアミン(以下アミドアミン(1)という)
That is, this invention provides the hair cosmetics containing the following (a) component, (b) component, (c) component, and (d) component.
(A) Amidoamine represented by general formula (1) (hereinafter referred to as amidoamine (1))
[式中、R1COは全脂肪酸残基中、炭素数20以上の脂肪酸残基の割合が60重量%以上、炭素数20の脂肪酸残基の割合が3重量%以上、炭素数22の脂肪酸残基の割合が50〜95重量%である脂肪酸残基を示す。]
(b)エステル化合物
(c)炭素数8〜30の脂肪族アルコール
(d)有機酸
[Wherein, R 1 CO is a fatty acid residue having a ratio of fatty acid residues having 20 or more carbon atoms of 60% by weight or more, 3% by weight or more of fatty acid residues having 20 or more carbon atoms, and 22 carbon atoms in all fatty acid residues. Fatty acid residues having a residue ratio of 50 to 95% by weight are shown. ]
(B) Ester compound (c) C8-C30 aliphatic alcohol (d) Organic acid
本発明の毛髪化粧料は、毛髪に塗布してから洗い流す濯ぎ時に渡って、十分な滑らか感、しっとり感、また乾燥後に十分な滑らかさ、櫛通りの良さを付与することができ、且つ切れ毛、枝毛等のダメージ修復効果に優れ、また安全性が高く皮膚等に対して温和な作用を示す。 The hair cosmetic composition of the present invention can impart sufficient smoothness, moistness, sufficient smoothness after drying, and good combing-like properties during rinsing after being applied to the hair and rinsed. It is excellent in the effect of repairing damages such as split ends, is highly safe, and has a mild action on the skin.
本発明で使用する(a)成分のアミドアミン(1)において、R1COで示される脂肪酸残基の組成は、全脂肪酸残基中、炭素数20以上の脂肪酸残基の割合が60重量%以上、好ましくは75重量%以上、更に好ましくは90重量%以上で、炭素数20の脂肪酸残基の割合が3重量%以上、好ましくは4重量%以上、更に好ましくは5重量%以上で、炭素数22の脂肪酸残基の割合が50〜95重量%、好ましくは55〜95重量%、更に好ましくは70〜95重量%、特に好ましくは80〜95重量%である。なお、本発明において、脂肪酸残基はR1COの部位を意味する。 In the amidoamine (1) as the component (a) used in the present invention, the composition of fatty acid residues represented by R 1 CO is such that the proportion of fatty acid residues having 20 or more carbon atoms is 60% by weight or more in all fatty acid residues. Preferably, it is 75% by weight or more, more preferably 90% by weight or more, and the proportion of fatty acid residues having 20 carbon atoms is 3% by weight or more, preferably 4% by weight or more, more preferably 5% by weight or more. The proportion of 22 fatty acid residues is 50 to 95% by weight, preferably 55 to 95% by weight, more preferably 70 to 95% by weight, and particularly preferably 80 to 95% by weight. In the present invention, the fatty acid residue means a site of R 1 CO.
本発明の毛髪化粧料中の(a)成分の含有量は、毛髪に良好な感触を与え、また製品安定性の観点から、0.1〜15重量%が好ましく、0.5〜10重量%が更に好ましく、0.5〜5重量%が特に好ましい。 The content of the component (a) in the hair cosmetic composition of the present invention is preferably 0.1 to 15% by weight, and preferably 0.5 to 10% by weight from the viewpoint of giving hair a good feel and product stability. Is more preferable, and 0.5 to 5% by weight is particularly preferable.
本発明で用いられる(b)成分はエステル化合物であるが、その中で一般式(2)で表されるエステル化合物(以下エステル化合物(2)という)や、多価アルコール又は多価アルコール縮合物の有機酸エステルが好ましい。 The component (b) used in the present invention is an ester compound, among which an ester compound represented by general formula (2) (hereinafter referred to as ester compound (2)), a polyhydric alcohol or a polyhydric alcohol condensate. These organic acid esters are preferred.
[式中、R2は炭素数3〜27の直鎖又は分岐鎖の炭化水素基、R3は炭素数2〜28の直鎖又は分岐鎖の炭化水素基を示す。]
エステル化合物(2)において、R2としては、炭素数7〜27、更に11〜23の直鎖又は分岐鎖のアルキル基又はアルケニル基が好ましい。R3としては、炭素数3〜24の直鎖又は分岐鎖のアルキル基又はアルケニル基が好ましく、乾燥後のつや感、仕上がり感の観点から、特に炭素数3〜10の直鎖又は分岐鎖のアルキル基又はアルケニル基が好ましい。
[Wherein, R 2 represents a linear or branched hydrocarbon group having 3 to 27 carbon atoms, and R 3 represents a linear or branched hydrocarbon group having 2 to 28 carbon atoms. ]
In the ester compound (2), R 2 is preferably a linear or branched alkyl group or alkenyl group having 7 to 27 carbon atoms and more preferably 11 to 23 carbon atoms. R 3 is preferably a linear or branched alkyl group or alkenyl group having 3 to 24 carbon atoms, and particularly a linear or branched chain group having 3 to 10 carbon atoms from the viewpoint of glossiness after finishing and feeling of finish. An alkyl group or an alkenyl group is preferred.
エステル化合物(2)の具体例としては、パルミチン酸セチル、パルミチン酸ステアリル、ステアリン酸セチル、ステアリン酸ステアリルなど、室温(20℃)で固形状を呈するものや、パルミチン酸イソプロピルや、パルミチン酸2−エチルヘキシル、ミリスチン酸イソプロピル、イソノナン酸イソノニル、イソノナン酸イソトリデシル、イソノナン酸セトステアリル、イソパルミチン酸オクチルなど室温(20℃)で液状を呈するもの、ラノリン脂肪酸オクチルドデシルなど室温でロウ状〜油状を呈するものなどが挙げられる。 Specific examples of the ester compound (2) include cetyl palmitate, stearyl palmitate, cetyl stearate, stearyl stearate and the like which are solid at room temperature (20 ° C.), isopropyl palmitate, 2-palmitate 2- Ethylhexyl, isopropyl myristate, isononyl isononanoate, isotridecyl isononanoate, cetostearyl isononanoate, octyl isopalmitate, and the like that are liquid at room temperature (20 ° C), those that are waxy to oily at room temperature, such as lanolin fatty acid octyldodecyl, etc. Is mentioned.
また、多価アルコール又は多価アルコール縮合物の有機酸エステルにおいて、多価アルコールとして、エチレングリコール、プロピレングリコール、グリセリン、1,3−ブチレングリコール、ネオペンチルグリコール、トリメチロールプロパン、エリスリトール、ペンタエリストリトール、ソルビトール、グルコース、フルクトース等が挙げられ、多価アルコール縮合物としては、先に挙げた多価アルコールの縮合物、すなわち、ジエチレングリコール、ポリエチレングリコール、ジプロピレングリコール、ポリプロピレングリコール、ジグリセリン、ポリグリセリン、ジペンタエリスリトール、トレハロース、スクロース、ショ糖などが挙げられる。また、これらのアルキレンオキシド付加物で、少なくとも1分子中に水酸基を2個以上有する化合物も本発明の多価アルコール又はその縮合物に含まれる。 In addition, in the organic acid ester of polyhydric alcohol or polyhydric alcohol condensate, as polyhydric alcohol, ethylene glycol, propylene glycol, glycerin, 1,3-butylene glycol, neopentyl glycol, trimethylolpropane, erythritol, pentaerythritol Thor, sorbitol, glucose, fructose, etc. are mentioned. As the polyhydric alcohol condensate, the polyhydric alcohol condensate mentioned above, that is, diethylene glycol, polyethylene glycol, dipropylene glycol, polypropylene glycol, diglycerin, polyglycerin. , Dipentaerythritol, trehalose, sucrose, sucrose and the like. Moreover, the compound which has these alkylene oxide adducts and has 2 or more of hydroxyl groups in at least 1 molecule is also contained in the polyhydric alcohol of this invention, or its condensate.
多価アルコール又は多価アルコール縮合物の有機酸エステルを構成する有機酸としては、炭素数8〜22の直鎖又は分岐鎖、飽和又は不飽和の脂肪酸、またこれら有機酸の任意の位置に水酸基が置換したヒドロキシ酸が挙げられる。直鎖脂肪酸としては、デカン酸、ラウリン酸、ミリスチン酸、パルミチン酸、ステアリン酸、ベヘン酸、オレイン酸、エルカ酸等が挙げられ、分岐鎖脂肪酸としては、2−エチルヘキサン酸、3,5,5−トリメチルヘキサン酸、イソパルミチン酸(2−ヘキシルデカン酸)、イソステアリン酸等が挙げられ、ヒドロキシ酸としては、1−ヒドロキシラウリン酸、12−ヒドロキシステアリン酸等が挙げられる。有機酸としては、これらの混合物でも良い。 Examples of the organic acid constituting the organic acid ester of the polyhydric alcohol or polyhydric alcohol condensate include linear or branched, saturated or unsaturated fatty acids having 8 to 22 carbon atoms, and hydroxyl groups at arbitrary positions of these organic acids. May be substituted hydroxy acids. Examples of linear fatty acids include decanoic acid, lauric acid, myristic acid, palmitic acid, stearic acid, behenic acid, oleic acid, erucic acid, and the like, and branched chain fatty acids include 2-ethylhexanoic acid, 3, 5, Examples include 5-trimethylhexanoic acid, isopalmitic acid (2-hexyldecanoic acid), and isostearic acid. Examples of the hydroxy acid include 1-hydroxylauric acid and 12-hydroxystearic acid. As the organic acid, a mixture thereof may be used.
多価アルコール又は多価アルコール縮合物の有機酸エステルとしては、例えば、ラウリン酸プロピレングルコールなどの脂肪酸プロピレングリコール、オレイン酸モノグリセリドなどのグリセリン脂肪酸モノエステル、ジステアリン酸グリセリドなどのグリセリン脂肪酸ジエステル、ヒマワリ油などのグリセリン脂肪酸トリエステル、ヤシ油脂肪酸ショ糖エステルなどが挙げられる。 Examples of the organic acid ester of polyhydric alcohol or polyhydric alcohol condensate include fatty acid propylene glycol such as propylene glycol laurate, glycerin fatty acid monoester such as oleic acid monoglyceride, glycerin fatty acid diester such as distearic acid glyceride, sunflower oil And glycerin fatty acid triester, coconut oil fatty acid sucrose ester and the like.
(b)成分のエステル化合物は、対応するアルコール、多価アルコール又は多価アルコール縮合物に有機酸又は有機酸混合物を常法に従って反応させることにより製造することができる。多価アルコール又は多価アルコール縮合物の有機酸エステルの場合、遊離水酸基を必ずしも全てエステル化する必要はなく、多価アルコール又は多価アルコール縮合物が有する遊離水酸基の20〜100%をエステル化された化合物が好ましく、30〜90%をエステル化された化合物がより好ましく、40〜85%をエステル化された化合物が特に好ましい。これらの比率でエステル化させた化合物を調製する方法としては、多価アルコール又は多価アルコール縮合物が有する遊離水酸基と有機酸の仕込み比率を調製し、通常の方法で合成することが出来る。エステル化の割合が20%未満の場合には、(b)成分の親水性が強くなり、若干コンディショニング効果が低下することもある。 The ester compound of component (b) can be produced by reacting a corresponding alcohol, polyhydric alcohol or polyhydric alcohol condensate with an organic acid or an organic acid mixture according to a conventional method. In the case of an organic acid ester of a polyhydric alcohol or a polyhydric alcohol condensate, it is not always necessary to esterify all the free hydroxyl groups, and 20 to 100% of the free hydroxyl groups possessed by the polyhydric alcohol or polyhydric alcohol condensate are esterified The compound in which 30 to 90% is esterified is more preferable, and the compound in which 40 to 85% is esterified is particularly preferable. As a method for preparing a compound esterified at these ratios, a preparation ratio of a free hydroxyl group and an organic acid possessed by a polyhydric alcohol or a polyhydric alcohol condensate can be prepared and synthesized by a usual method. When the ratio of esterification is less than 20%, the hydrophilicity of the component (b) becomes strong, and the conditioning effect may be slightly reduced.
本発明の毛髪化粧料中の(b)成分の含有量は、毛髪に十分なしなやか感、柔軟性及びしっとり感を付与し、また毛髪が硬くなったり、毛髪に油ぎしみやべたつきを与えないで毛髪に潤いを与え、ダメージを修復する観点から、0.05〜5.0重量%が好ましく、更に0.1〜3.0重量%、特に0.1〜2.0重量%が好ましい。 The content of the component (b) in the hair cosmetic composition of the present invention imparts sufficient suppleness, softness and moistness to the hair, and does not make the hair stiff or give it greasy or sticky. From the viewpoint of moisturizing hair and repairing damage, it is preferably 0.05 to 5.0% by weight, more preferably 0.1 to 3.0% by weight, and particularly preferably 0.1 to 2.0% by weight.
本発明で用いられる(c)成分の炭素数8〜30の脂肪族アルコールとしては、直鎖の脂肪族炭化水素基の割合が脂肪族炭化水素基の総量に対し80重量%以上、好ましくは85重量%以上、更に好ましくは90重量%以上の脂肪族アルコールが好ましい。直鎖の脂肪族炭化水素基としては、炭素数8〜30の直鎖アルキル基又はアルケニル基が好ましく、炭素数10〜26の直鎖アルキル基が特に好ましい。かかる脂肪族アルコールとしては、例えばセチルアルコール、ステアリルアルコール、ベヘニルアルコール等が挙げられる。 As the aliphatic alcohol having 8 to 30 carbon atoms of the component (c) used in the present invention, the proportion of linear aliphatic hydrocarbon groups is 80% by weight or more, preferably 85% with respect to the total amount of aliphatic hydrocarbon groups. A fatty alcohol of not less than wt%, more preferably not less than 90 wt% is preferred. As the linear aliphatic hydrocarbon group, a linear alkyl group or alkenyl group having 8 to 30 carbon atoms is preferable, and a linear alkyl group having 10 to 26 carbon atoms is particularly preferable. Examples of such aliphatic alcohols include cetyl alcohol, stearyl alcohol, and behenyl alcohol.
本発明の毛髪化粧料中の(c)成分の含有量は、0.5〜15重量%が好ましく、1〜10重量%が更に好ましい。 The content of the component (c) in the hair cosmetic composition of the present invention is preferably 0.5 to 15% by weight, and more preferably 1 to 10% by weight.
本発明で用いられる(d)成分の有機酸は、炭素数10以下の有機酸が好ましく、アルキルリン酸、アルキルスルホン酸、アルキル硫酸等の炭素数10以下の短鎖アルキル基を有する酸;L−グルタミン酸、L−アスパラギン酸等の酸性アミノ酸;ピログルタミン酸;安息香酸、p−トルエンスルホン酸等の芳香族酸;ヒドロキシ酸;ジカルボン酸等が挙げられる。ヒドロキシ酸としては、グリコール酸、乳酸、グリセリン酸等のモノヒドロキシカルボン酸、リンゴ酸、酒石酸等のヒドロキシジカルボン酸、クエン酸等のヒドロキシトリカルボン酸が挙げられる。ジカルボン酸としては、シュウ酸、マロン酸、マレイン酸、コハク酸等が挙げられる。中でも毛髪に対する保湿及び柔軟化効果をもたらすという点からヒドロキシ酸、ジカルボン酸、L−グルタミン酸、L−アスパラギン酸、ピログルタミン酸が好ましく、その中でも特にグリコール酸、乳酸、リンゴ酸、L−グルタミン酸、L−アスパラギン酸、ピログルタミン酸がより好ましい。 The organic acid of component (d) used in the present invention is preferably an organic acid having 10 or less carbon atoms, and an acid having a short-chain alkyl group having 10 or less carbon atoms such as alkyl phosphoric acid, alkyl sulfonic acid, and alkyl sulfuric acid; L -Acidic amino acids such as glutamic acid and L-aspartic acid; pyroglutamic acid; aromatic acids such as benzoic acid and p-toluenesulfonic acid; hydroxy acids; dicarboxylic acids and the like. Examples of the hydroxy acid include monohydroxycarboxylic acids such as glycolic acid, lactic acid and glyceric acid, hydroxydicarboxylic acids such as malic acid and tartaric acid, and hydroxytricarboxylic acids such as citric acid. Examples of the dicarboxylic acid include oxalic acid, malonic acid, maleic acid, succinic acid and the like. Of these, hydroxy acid, dicarboxylic acid, L-glutamic acid, L-aspartic acid, and pyroglutamic acid are preferable from the viewpoint of providing a moisturizing and softening effect on the hair. Among them, glycolic acid, lactic acid, malic acid, L-glutamic acid, L- Aspartic acid and pyroglutamic acid are more preferable.
本発明の毛髪化粧料中の(d)成分の含有量は、(a)成分に対し、0.3〜10モル倍が好ましく、0.5〜5モル倍が更に好ましい。 The content of the component (d) in the hair cosmetic composition of the present invention is preferably 0.3 to 10 mol times, more preferably 0.5 to 5 mol times relative to the component (a).
本発明の毛髪化粧料を調製する場合、(a)成分と(d)成分を別々に配合しても良いし、アミドアミン(1)の酸塩をあらかじめ形成させてから配合しても良い。 When preparing the hair cosmetic composition of the present invention, the component (a) and the component (d) may be added separately, or may be added after the acid salt of amidoamine (1) is formed in advance.
本発明の毛髪化粧料は、配合物中でpHを調製することにより一部もしくは完全に塩の形に置換して使用されるが、pH2〜8が好ましく、pH3〜6、特にpH3〜5で使用するのが毛髪の良好な感触、また製品の安定性の観点から好ましい。 The hair cosmetic composition of the present invention is used by partially or completely substituting it into a salt form by adjusting the pH in the formulation, preferably pH 2-8, pH 3-6, especially pH 3-5. It is preferable to use it from the viewpoint of good hair feel and product stability.
本発明の毛髪化粧料には、塗布/濯ぎ時の滑らかさ、滑り感を向上させ、更には乾燥後の毛髪に柔らかさを付与する等の点から、芳香族アルコールを添加することが好ましい。芳香族アルコールとしては、ベンジルアルコール、フェネチルアルコール、フェノキシエタノール、ベンジルオキシエタノール等が挙げられる。これら芳香族アルコールは2種類以上を併用してもよく、またその含有量は、剤の吸着性や、毛髪への弾力性付与の点から、本発明の毛髪化粧料全量に対して、0.1〜20.0重量%、特に0.1〜5.0重量%が好ましい。 It is preferable to add an aromatic alcohol to the hair cosmetic composition of the present invention from the viewpoints of improving smoothness and slipperiness during application / rinsing and further imparting softness to the hair after drying. Examples of the aromatic alcohol include benzyl alcohol, phenethyl alcohol, phenoxyethanol, and benzyloxyethanol. Two or more kinds of these aromatic alcohols may be used in combination, and the content thereof is set to 0. 0 with respect to the total amount of the hair cosmetic composition of the present invention in terms of the adsorptivity of the agent and imparting elasticity to the hair. It is preferably 1 to 20.0% by weight, particularly preferably 0.1 to 5.0% by weight.
本発明の毛髪化粧料には、乾燥後の毛髪にしっとり感、まとまり感を付与し、毛髪本来のつやや鮮やかな色に修復するなど傷んだ毛髪を補修する目的で、毛髪補修成分を添加することが好ましい。毛髪補修成分としては、アミノ酸又はアミノ酸誘導体やビタミン類、スフィンゴシン類、セラミド類が好ましい。 The hair cosmetic composition of the present invention is added with a hair repair component for the purpose of repairing damaged hair such as giving the hair after drying a moist and coherent feeling and repairing the original gloss or vivid color of the hair. It is preferable. As the hair repair component, amino acids or amino acid derivatives, vitamins, sphingosines, and ceramides are preferable.
アミノ酸としては、アルギニン、リジン、ヒスチジン、プロリン、システイン、メチオニン、セリン等を挙げることができる。特に好ましいのはアルギニン、リジンである。 Examples of amino acids include arginine, lysine, histidine, proline, cysteine, methionine, serine and the like. Particularly preferred are arginine and lysine.
アミノ酸誘導体としてはトリメチルグリシンの他、ジペプチド及びトリペプチドなどのペプチド、アシル化されたアミノ酸、アシルアルキルアミノ酸等があげられる。更にアミノ酸誘導体にはケラチン、エラスチン、コラーゲン、カゼイン、α(β)−ラクトアルブミン等の動物由来のタンパク質やこれらの加水分解物、小麦、大豆、シルク等の植物由来のタンパク質やこれらの加水分解物も含まれる。なかでもケラチン、エラスチン、コラーゲン、カゼイン及びこれらの加水分解物、小麦タンパク質、大豆タンパク質、シルクタンパク質及びこれらの加水分解物が好ましい。 Examples of amino acid derivatives include trimethylglycine, peptides such as dipeptides and tripeptides, acylated amino acids, acylalkylamino acids and the like. Furthermore, amino acid derivatives include animal-derived proteins such as keratin, elastin, collagen, casein, α (β) -lactalbumin, and hydrolysates thereof, plant-derived proteins such as wheat, soybean, and silk, and hydrolysates thereof. Is also included. Of these, keratin, elastin, collagen, casein and hydrolysates thereof, wheat protein, soybean protein, silk protein and hydrolysates thereof are preferred.
本発明においては、これらのアミノ酸及びアミノ酸誘導体は、単独でまたは2種以上組み合わせて使用される。またその含有量は、本発明の毛髪化粧料全量に対して、0.01〜7.0重量%、特に0.05〜2.0重量%が好ましい。 In the present invention, these amino acids and amino acid derivatives are used alone or in combination of two or more. Moreover, the content is 0.01 to 7.0 weight% with respect to the hair cosmetics whole quantity of this invention, Especially 0.05 to 2.0 weight% is preferable.
ビタミン類としては、酢酸トコフェロール、アスコルビン酸、ビタミンB1、ビタミンD、ビタミンA、ニコチン酸アミド、パンテノール、パントテニルエチルエーテル等が挙げられ、中でも酢酸トコフェロール、パンテノール、パントテニルエチルエーテルが好ましい。ビタミン類を含有させる場合、その配合量は、本発明の毛髪化粧料全量に対して、0.01〜2.0重量%が好ましく、0.05〜1.0重量%が特に好ましい。 Examples of vitamins include tocopherol acetate, ascorbic acid, vitamin B1, vitamin D, vitamin A, nicotinamide, panthenol, pantothenyl ethyl ether, etc. Among them, tocopherol acetate, panthenol, pantothenyl ethyl ether are preferable. When vitamins are contained, the blending amount is preferably 0.01 to 2.0% by weight, particularly preferably 0.05 to 1.0% by weight, based on the total amount of the hair cosmetic composition of the present invention.
スフィンゴシン類としては、ジヒドロスフィンゴシン、フィトスフィンゴシン等が挙げられる。また、セラミド類としては、合成により又は天然物からの抽出により得られるN−アシル化スフィンゴシン類、N−アシル化フィトスフィンゴシン類、N−アシル化ジヒドロスフィンゴシン類が挙げられる。スフィンゴシン、ジヒドロスフィンゴシン、フィトスフィンゴシンにアシル置換されている置換基は、炭素数8〜22の直鎖又は分岐鎖のアルキル基又はアルケニル基であり、当該基の水素原子の1〜5個が水酸基により置換されていてもよい。例えば、セラミド1、セラミド2、セラミド3、セラミド1A等のほか、スフィンゴリピッドEX(特開平11−209248号公報)、スフィンゴリピッドE(特公平01−042934号公報)等の合成擬似セラミドも使用できる。スフィンゴシン類及びセラミド類は、1種以上を使用することができ、その含有量は毛髪化粧料全量に対して、0.01〜5重量%、更に0.05〜2重量%、特に0.1〜1重量%が好ましい。 Examples of sphingosines include dihydrosphingosine and phytosphingosine. Examples of ceramides include N-acylated sphingosines, N-acylated phytosphingosines, and N-acylated dihydrosphingosines obtained by synthesis or extraction from natural products. The substituent substituted with sphingosine, dihydrosphingosine, or phytosphingosine is a linear or branched alkyl group or alkenyl group having 8 to 22 carbon atoms, and 1 to 5 hydrogen atoms of the group are substituted by a hydroxyl group. May be substituted. For example, in addition to ceramide 1, ceramide 2, ceramide 3, ceramide 1A and the like, synthetic pseudo ceramides such as sphingolipid EX (Japanese Patent Laid-Open No. 11-209248) and sphingolipid E (Japanese Patent Publication No. 01-042934) can also be used. . One or more sphingosines and ceramides can be used, and the content thereof is 0.01 to 5% by weight, more preferably 0.05 to 2% by weight, particularly 0.1%, based on the total amount of the hair cosmetic. ˜1% by weight is preferred.
本発明の毛髪化粧料には、更に乾燥後のさらさらした滑り感や柔軟性、或いは光沢性を付与するなど毛髪保護効果を高める目的でシリコーン成分を添加するのが好ましい。シリコーン成分とは、シリコーンゴム、シリコーン油、官能基変性シリコーンなどを含み、例えば以下の(A)〜(H)等のシリコーンが挙げられる。 In the hair cosmetic composition of the present invention, it is preferable to add a silicone component for the purpose of enhancing the hair protecting effect, for example, by imparting a smooth slipperiness, flexibility or glossiness after drying. The silicone component includes silicone rubber, silicone oil, functional group-modified silicone and the like, and examples thereof include the following silicones (A) to (H).
(A)一般式(3)で表されるジメチルポリシロキサンオイル (A) Dimethylpolysiloxane oil represented by the general formula (3)
(式中、aは0〜650の整数を示す。)
(B)高重合ジメチルポリシロキサン
高重合ジメチルポリシロキサンを本発明の毛髪化粧料中に配合する場合、液状油に溶解して配合するか、予めアミドアミン(1)の酸塩等の陽イオン性界面活性剤やポリオキシエチレンアルキルエーテルなどの非イオン性界面活性剤水溶液中で調製した分散液を配合することが好ましい。液状油としては先に記載した(A)のジメチルポリシロキサンオイルや、下記(E)の環状シリコーン又はイソパラフィン系炭化水素等を挙げることができる。
(In the formula, a represents an integer of 0 to 650.)
(B) Highly polymerized dimethylpolysiloxane When the highly polymerized dimethylpolysiloxane is blended in the hair cosmetic composition of the present invention, it is blended by dissolving in a liquid oil, or a cationic interface such as an acid salt of amidoamine (1) in advance. It is preferable to blend a dispersion prepared in an aqueous solution of a nonionic surfactant such as an activator or polyoxyethylene alkyl ether. Examples of the liquid oil include the dimethylpolysiloxane oil (A) described above and the cyclic silicone or isoparaffinic hydrocarbon (E) described below.
(C)一般式(4)で表されるアミノ変性シリコーン (C) Amino-modified silicone represented by general formula (4)
[式中、R4はメチル基、R5はR6と同一の基又はメチル基又は水酸基を示し、R6は−R7−Z(ここでR7は炭素数3〜6の2価炭化水素基を示し、Zは1〜3級アミノ基含有基又はアンモニウム基含有基を示す。)で表される反応性官能基を示し、b及びcは正の整数で、b+cは分子量に依存する数で、好ましい平均分子量は3000〜100000である。]
アミノ変性シリコーンを水性乳濁液として用いる場合、該水性乳濁液中に含まれるアミノ変性シリコーンの量は20〜60重量%が好ましく、30〜50重量%が更に好ましい。
[Wherein R 4 represents a methyl group, R 5 represents the same group as R 6 , a methyl group or a hydroxyl group, R 6 represents —R 7 —Z (where R 7 is a divalent carbon atom having 3 to 6 carbon atoms) Represents a hydrogen group, Z represents a primary to tertiary amino group-containing group or an ammonium group-containing group.), B and c are positive integers, and b + c depends on the molecular weight. The preferred average molecular weight is 3000 to 100,000. ]
When amino-modified silicone is used as an aqueous emulsion, the amount of amino-modified silicone contained in the aqueous emulsion is preferably 20 to 60% by weight, and more preferably 30 to 50% by weight.
(D)ポリエーテル変性シリコーン
(E)環状シリコーン
(F)フッ素変性シリコーン
(G)アルキル変性シリコーン
(H)一般式(5)で表されるアミノ変性シロキサン−ポリオキシアルキレンブロック共重合体
(D) Polyether-modified silicone (E) Cyclic silicone (F) Fluorine-modified silicone (G) Alkyl-modified silicone (H) Amino-modified siloxane-polyoxyalkylene block copolymer represented by the general formula (5)
[式中、R8は水素原子又は炭素数1〜6の1価の炭化水素基を示し、R9はR8又はEのいずれかを示し、Eは−R10−Z(ここでR10は直接結合手又は炭素数1〜20の2価の炭化水素基を示し、Zは1〜3級アミノ基含有基又はアンモニウム基含有基を示す。)で表される反応性官能基を示し、dは2以上の数を示し、eは1以上の数を示し、sは2〜10の数を示し、f個のsは同一でも異なっていてもよく、fは4以上の数を示し、gは2以上の数を示し、Yは炭素−珪素原子によって隣接珪素原子に、酸素原子によってポリオキシアルキレンブロック鎖に結合している2価の有機基を示す。なお、複数個のR8、R9及びEは同一でも異なっていても良い。]
これらシリコーン成分の中では、(A)ジメチルポリシロキサンオイル、(B)高重合ジメチルポリシロキサン、(E)環状シリコーン、或いはそれらの混合物、(C)アミノ変性シリコーン、(H)アミノ変性シロキサン−ポリオキシアルキレンブロック共重合体が好ましく、その中でも(C)アミノ変性シリコーン、(H)アミノ変性シロキサン−ポリオキシアルキレンブロック共重合体が特に好ましい。
[Wherein, R 8 represents a hydrogen atom or a monovalent hydrocarbon group having 1 to 6 carbon atoms, R 9 represents either R 8 or E, and E represents —R 10 —Z (where R 10 Represents a direct bond or a divalent hydrocarbon group having 1 to 20 carbon atoms, Z represents a primary to tertiary amino group-containing group or an ammonium group-containing group. d represents a number of 2 or more, e represents a number of 1 or more, s represents a number of 2 to 10, f s may be the same or different, f represents a number of 4 or more, g represents a number of 2 or more, and Y represents a divalent organic group bonded to an adjacent silicon atom by a carbon-silicon atom and to a polyoxyalkylene block chain by an oxygen atom. A plurality of R 8 , R 9 and E may be the same or different. ]
Among these silicone components, (A) dimethylpolysiloxane oil, (B) highly polymerized dimethylpolysiloxane, (E) cyclic silicone, or a mixture thereof, (C) amino-modified silicone, (H) amino-modified siloxane-poly Oxyalkylene block copolymers are preferred, and (C) amino-modified silicone and (H) amino-modified siloxane-polyoxyalkylene block copolymers are particularly preferred.
本発明の毛髪化粧料中のシリコーン成分の含有量は、毛髪に良好な感触を与え、且つ他の配合成分との兼ね合いに応じて適宜選択することができるが、本発明の効果を十分に発揮し、良好な使用感を得、濯ぎ時のきしみの発現を防止する観点から、一般的には0.05〜15.0重量%が好ましく、0.1〜10.0重量%が更に好ましく、0.1〜5.0重量%が特に好ましい。 The content of the silicone component in the hair cosmetic composition of the present invention can be selected as appropriate according to the balance with other compounding ingredients and gives a good feel to the hair, but the effects of the present invention are fully exhibited. From the viewpoint of obtaining a good feeling of use and preventing the appearance of squeaks during rinsing, it is generally preferably 0.05 to 15.0% by weight, more preferably 0.1 to 10.0% by weight, 0.1 to 5.0% by weight is particularly preferred.
本発明の毛髪化粧料には、更に毛髪化粧料に一般的に使用されるその他の成分を、目的に応じて配合することができる。例えば、塩化ベヘニルトリメチルアンモニウム、塩化セチルトリメチルアンモニウム等の陽イオン性界面活性剤;ポリオキシエチレンアルキルエーテル、ポリオキシエチレンソルビタン脂肪酸エステル等の非イオン性界面活性剤;カチオン化セルロース、ヒドロキシ化セルロース等の高分子化合物;グリセリン、プロピレングリコール、ジプロピレングリコール等の保湿剤;ステアリン酸、ベヘニン酸、オレイン酸等の高級脂肪酸;流動イソパラフィン、ワセリン、スクワラン等の炭化水素;ジンクピリチオン、塩化ベンザルコニウム等の抗フケ剤;その他パール化剤、溶剤、液晶形成剤、キレート剤、紫外線吸収剤、酸化防止剤、着色剤、香料等が挙げられる。 The hair cosmetic of the present invention may further contain other components generally used for hair cosmetics depending on the purpose. For example, cationic surfactants such as behenyltrimethylammonium chloride and cetyltrimethylammonium chloride; nonionic surfactants such as polyoxyethylene alkyl ether and polyoxyethylene sorbitan fatty acid ester; cationized cellulose, hydroxylated cellulose and the like High molecular weight compounds; humectants such as glycerin, propylene glycol, dipropylene glycol; higher fatty acids such as stearic acid, behenic acid, oleic acid; hydrocarbons such as liquid isoparaffin, petrolatum, squalane; anti-resins such as zinc pyrithione and benzalkonium chloride Dandruff agents; other pearlizing agents, solvents, liquid crystal forming agents, chelating agents, ultraviolet absorbers, antioxidants, colorants, fragrances and the like.
本発明の毛髪化粧料は、常法に従って、水溶液、エタノール溶液、エマルション、サスペンション、ゲル、液晶、エアゾール等の所望の剤型にすることができる。 The hair cosmetic composition of the present invention can be made into a desired dosage form such as an aqueous solution, an ethanol solution, an emulsion, a suspension, a gel, a liquid crystal, and an aerosol according to a conventional method.
本発明の毛髪化粧料は、ヘアリンス、ヘアコンディショナー、ヘアトリートメント、ヘアパック、ヘアクリーム、ヘアカラー、コンディショニングムース、ヘアムース、ヘアスプレー、リーブオントリートメント、ワックス等に用いることができる。 The hair cosmetic composition of the present invention can be used for hair rinse, hair conditioner, hair treatment, hair pack, hair cream, hair color, conditioning mousse, hair mousse, hair spray, leave-on treatment, wax and the like.
以下、%で示すものはすべて重量%である。 In the following, all items in% are by weight.
実施例1〜9及び比較例1〜5
表1に示す組成の毛髪化粧料(ヘアコンディショナー)を以下の方法で調製し、以下の方法で官能評価を行った。結果を表1に示す。
Examples 1-9 and Comparative Examples 1-5
A hair cosmetic composition (hair conditioner) having the composition shown in Table 1 was prepared by the following method, and sensory evaluation was performed by the following method. The results are shown in Table 1.
<調製方法>
1)100mlのビーカーにイオン交換水、酸以外の成分を最終製造量が300gとなる所要量を入れ、65℃に加熱して、均一に溶解させた。
2)500mlのビーカーにイオン交換水、酸を最終製造量が300gとなる所要量を入れ、65℃に加熱し、1)で得た混合物を添加し乳化して、ヘアコンディショナーを調製した。
<Preparation method>
1) In a 100 ml beaker, components other than ion-exchanged water and acid were added in a required amount so that the final production amount would be 300 g, and heated to 65 ° C. to dissolve uniformly.
2) A 500 ml beaker was charged with ion-exchanged water and the required amount of acid to give a final production amount of 300 g, heated to 65 ° C., and the mixture obtained in 1) was added and emulsified to prepare a hair conditioner.
<官能評価方法>
パネラー10名が、陰イオン性界面活性剤を主体とする市販のシャンプーを用いて洗髪後、各ヘアコンディショナーを使用した。これを1日1回2週間繰り返した。各ヘアコンディショナーの塗布時の滑らかさ、柔らかさ、濯ぎ時の滑らかさ、柔らかさ、及び乾燥後の櫛通りの良さ、仕上がり感、枝毛の状態、艶について、下記基準で官能評価した。
A:8人以上が効果あると回答
B:6〜7人が効果あると回答
C:4〜5人が効果あると回答
D:3人以下が効果あると回答
<Sensory evaluation method>
Ten panelists used each hair conditioner after washing their hair using a commercially available shampoo mainly composed of an anionic surfactant. This was repeated once a day for 2 weeks. The following criteria were used for sensory evaluation of the smoothness, softness at the time of application of each hair conditioner, the smoothness at the time of rinsing, the softness, the goodness of the comb after drying, the finished feeling, the state of split ends, and the gloss.
A: 8 or more people are effective B: 6-7 people are effective C: 4-5 people are effective D: 3 people or less are effective
*1 日清製油(株)製 コスモール168AR
*2 東レ・ダウコーニング・シリコーン(株)製 BY25−320
実施例10
アミドアミン(1)として、花王(株)製ルナックBAとジメチルアミノプロピルアミンから合成した、下記式(A)で表されるアミドアミン[純度99.6%(その他、未反応脂肪酸、未反応アミン、水分等を含有)、以下アミドアミンAという]を用い、下記組成のコンディショナーを調製した。このコンディショナーは、湿潤時から乾燥後まで滑らかさ、柔らかさに優れ、抗フケ、抗カユミ効果にも優れていた。
* 1 Nisshin Oil Co., Ltd. Cosmall 168AR
* 2 BY25-320 manufactured by Toray Dow Corning Silicone Co., Ltd.
Example 10
As an amidoamine (1), an amidoamine represented by the following formula (A) synthesized from Lunac BA and dimethylaminopropylamine manufactured by Kao Corporation [purity: 99.6% (others, unreacted fatty acid, unreacted amine, moisture Etc.), and hereinafter referred to as amidoamine A], a conditioner having the following composition was prepared. This conditioner was excellent in smoothness and softness from wet to after drying, and was also excellent in anti-dandruff and anti-dampening effects.
(式中、RCOの組成は、C17H35CO/C19H39CO/C21H43CO/C23H47CO=1%/9%/88%/2%である。)
<コンディショナー組成>
アミドアミンA 1.5%
ステアリルアルコール*1 4.0%
グリセリン 1.0%
ベンジルオキシエタノール 0.3%
シリコーン*2 2.0%
アミノ変性シリコーン−ポリオキシアルキレンブロック共重合体*3 0.5%
乳酸 0.5%
ジペンタエリスルトール脂肪酸エステル*4 0.2%
ヒドロキシエチルセルロース*5 0.2%
高重合ポリエチレングリコール*6 0.05%
酢酸トコフェロール 0.1%
香料、メチルパラベン 適量
精製水 残量
(pH4.5)
*1 花王(株)製 カルコール8098
*2 東レ・ダウコーニング・シリコーン(株)製 BY00−003
*3 日本ユニカー(株)製 FZ−3789
*4 日清製油(株)製 コスモール168AR
*5 ダイセル化学工業(株)製 SE−850
*6 ユニオンカーバイド(株)製 ポリオックスWSRN−60K。
(In the formula, the composition of RCO is C 17 H 35 CO / C 19 H 39 CO / C 21 H 43 CO / C 23 H 47 CO = 1% / 9% / 88% / 2%.)
<Conditioner composition>
Amidoamine A 1.5%
Stearyl alcohol * 1 4.0%
Glycerin 1.0%
Benzyloxyethanol 0.3%
Silicone * 2 2.0%
Amino-modified silicone-polyoxyalkylene block copolymer * 3 0.5%
Lactic acid 0.5%
Dipentaerythritol fatty acid ester * 4 0.2%
Hydroxyethyl cellulose * 5 0.2%
Highly polymerized polyethylene glycol * 6 0.05%
Tocopherol acetate 0.1%
Fragrance, methylparaben appropriate amount Purified water remaining (pH 4.5)
* 1 Calcoal 8098 manufactured by Kao Corporation
* 2 BY00-003 manufactured by Toray Dow Corning Silicone Co., Ltd.
* 3 FZ-3789 manufactured by Nippon Unicar Co., Ltd.
* 4 Nisshin Oil Co., Ltd. Cosmall 168AR
* 5 SE-850 manufactured by Daicel Chemical Industries, Ltd.
* 6 Polyox WSRN-60K manufactured by Union Carbide Corporation.
実施例11
下記組成のヘアコンディショナーを調製した。このヘアコンディショナーは、塗布時、濯ぎ時のリッチ感とその持続性、柔軟性、平滑性、及び乾燥後の柔らか感、櫛通り感が良好で、抗フケ、抗カユミ効果にも優れていた。
Example 11
A hair conditioner having the following composition was prepared. This hair conditioner had a rich feeling during application and rinsing and its durability, flexibility, smoothness, soft feeling after drying, and a feeling of combing, and was also excellent in anti-dandruff and anti-calyzing effects.
<ヘアコンディショナー組成>
アミドアミンA 2.0%
塩化ベヘニルトリメチルアンモニウム 0.3%
ステアリルアルコール 4.5%
ベヘニルアルコール*1 1.5%
イソノナン酸イソノニル*2 0.5%
シリコーン*3 1.0%
アミノ変性シリコーン*4 0.5%
グリコール酸 0.5%
リンゴ酸 0.1%
ジプロピレングリコール 3.0%
ベンジルアルコール 0.3%
アルギニン 0.2%
パントテニルエチルエーテル 0.1%
香料、メチルパラベン 適量
精製水 残量
(pH4.0)
*1 花王(株)製 カルコール22080
*2 日清製油(株)製 サラコス99
*3 東レ・ダウコーニング・シリコーン(株)製 SH200C-5000cs
*4 東レ・ダウコーニング・シリコーン(株)製 SM8704C
<Hair conditioner composition>
Amidoamine A 2.0%
Behenyltrimethylammonium chloride 0.3%
Stearyl alcohol 4.5%
Behenyl alcohol * 1 1.5%
Isononyl isononanoate * 2 0.5%
Silicone * 3 1.0%
Amino-modified silicone * 4 0.5%
Glycolic acid 0.5%
Malic acid 0.1%
Dipropylene glycol 3.0%
Benzyl alcohol 0.3%
Arginine 0.2%
Pantothenyl ethyl ether 0.1%
Fragrance, methylparaben appropriate amount Purified water remaining (pH 4.0)
* 1 Calcoal 22080 manufactured by Kao Corporation
* 2 Saracos 99 manufactured by Nisshin Oil Co., Ltd.
* 3 SH200C-5000cs manufactured by Toray Dow Corning Silicone Co., Ltd.
* 4 SM8704C manufactured by Toray Dow Corning Silicone Co., Ltd.
Claims (4)
(a)一般式(1)で表されるアミドアミン
(b)エステル化合物
(c)炭素数8〜30の脂肪族アルコール
(d)有機酸 A hair cosmetic comprising the following components (a), (b), (c) and (d).
(A) Amidoamine represented by the general formula (1)
(B) Ester compound (c) C8-C30 aliphatic alcohol (d) Organic acid
Furthermore, the hair cosmetics in any one of Claims 1-3 containing aromatic alcohol.
Priority Applications (1)
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JP2004168249A JP4563083B2 (en) | 2004-06-07 | 2004-06-07 | Hair cosmetics |
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JP2004168249A JP4563083B2 (en) | 2004-06-07 | 2004-06-07 | Hair cosmetics |
Publications (2)
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JP4563083B2 JP4563083B2 (en) | 2010-10-13 |
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Cited By (15)
Publication number | Priority date | Publication date | Assignee | Title |
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EP1714677A1 (en) * | 2005-04-22 | 2006-10-25 | Kao Corporation, S.A. | Long chain fatty acid dimethylaminopropylamide as levelling agent for dyeing kerationous fibres, or as thickening agent |
JP2007204377A (en) * | 2006-01-31 | 2007-08-16 | Kanebo Home Products Kk | Hair rinse composition |
JP2007254356A (en) * | 2006-03-23 | 2007-10-04 | Kao Corp | Hair cosmetic |
EP1870080A1 (en) * | 2005-04-11 | 2007-12-26 | Kao Corporation | Hair cosmetic |
JP2008050280A (en) * | 2006-08-23 | 2008-03-06 | Kao Corp | Aqueous hair cosmetic |
JP2008174493A (en) * | 2007-01-19 | 2008-07-31 | Kao Corp | Hair cosmetic |
WO2008096497A1 (en) * | 2007-02-08 | 2008-08-14 | Arimino Co., Ltd. | Emulsion composition for preparation for application to hair |
JP2009120558A (en) * | 2007-11-16 | 2009-06-04 | Kracie Home Products Kk | Hair rinse composition |
JP2010024169A (en) * | 2008-07-17 | 2010-02-04 | Kracie Home Products Ltd | Hair rinse composition |
WO2010101253A1 (en) * | 2009-03-06 | 2010-09-10 | 株式会社 資生堂 | Hair treatment composition |
JP2013028554A (en) * | 2011-07-28 | 2013-02-07 | Kao Corp | Hair cosmetic |
WO2014014053A1 (en) * | 2012-07-18 | 2014-01-23 | 花王株式会社 | Hair cosmetic |
JP2015522641A (en) * | 2012-07-27 | 2015-08-06 | ユニリーバー・ナームローゼ・ベンノートシヤープ | Method |
US9889079B2 (en) | 2012-07-27 | 2018-02-13 | Conopco, Inc. | Process for making a conditioning gel phase |
JP2018095568A (en) * | 2016-12-08 | 2018-06-21 | 株式会社ノエビア | Hair treatment agent |
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JPH05271035A (en) * | 1992-03-26 | 1993-10-19 | Shiseido Co Ltd | Hair treating agent composition |
JPH0687724A (en) * | 1992-07-21 | 1994-03-29 | Kao Corp | Hair cosmetic |
JPH0971715A (en) * | 1995-09-06 | 1997-03-18 | Asahi Chem Ind Co Ltd | Polyacetal resin composition |
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JP2002114648A (en) * | 2000-10-04 | 2002-04-16 | Kao Corp | Hair cosmetic |
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JPH05271035A (en) * | 1992-03-26 | 1993-10-19 | Shiseido Co Ltd | Hair treating agent composition |
JPH0687724A (en) * | 1992-07-21 | 1994-03-29 | Kao Corp | Hair cosmetic |
JPH0971715A (en) * | 1995-09-06 | 1997-03-18 | Asahi Chem Ind Co Ltd | Polyacetal resin composition |
JPH1179947A (en) * | 1997-09-04 | 1999-03-23 | Toho Chem Ind Co Ltd | Composition for hair |
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Cited By (19)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP1870080A4 (en) * | 2005-04-11 | 2013-05-15 | Kao Corp | Hair cosmetic |
EP1870080A1 (en) * | 2005-04-11 | 2007-12-26 | Kao Corporation | Hair cosmetic |
EP1714677A1 (en) * | 2005-04-22 | 2006-10-25 | Kao Corporation, S.A. | Long chain fatty acid dimethylaminopropylamide as levelling agent for dyeing kerationous fibres, or as thickening agent |
JP2007204377A (en) * | 2006-01-31 | 2007-08-16 | Kanebo Home Products Kk | Hair rinse composition |
JP2007254356A (en) * | 2006-03-23 | 2007-10-04 | Kao Corp | Hair cosmetic |
JP2008050280A (en) * | 2006-08-23 | 2008-03-06 | Kao Corp | Aqueous hair cosmetic |
JP2008174493A (en) * | 2007-01-19 | 2008-07-31 | Kao Corp | Hair cosmetic |
WO2008096497A1 (en) * | 2007-02-08 | 2008-08-14 | Arimino Co., Ltd. | Emulsion composition for preparation for application to hair |
JPWO2008096497A1 (en) * | 2007-02-08 | 2010-05-20 | 株式会社アリミノ | Emulsifying composition for hair preparation |
JP2009120558A (en) * | 2007-11-16 | 2009-06-04 | Kracie Home Products Kk | Hair rinse composition |
JP2010024169A (en) * | 2008-07-17 | 2010-02-04 | Kracie Home Products Ltd | Hair rinse composition |
US8273336B2 (en) | 2009-03-06 | 2012-09-25 | Shiseido Company, Ltd. | Hair treatment composition |
WO2010101253A1 (en) * | 2009-03-06 | 2010-09-10 | 株式会社 資生堂 | Hair treatment composition |
JP2013028554A (en) * | 2011-07-28 | 2013-02-07 | Kao Corp | Hair cosmetic |
WO2014014053A1 (en) * | 2012-07-18 | 2014-01-23 | 花王株式会社 | Hair cosmetic |
JP2014037403A (en) * | 2012-07-18 | 2014-02-27 | Kao Corp | Hair cosmetic |
JP2015522641A (en) * | 2012-07-27 | 2015-08-06 | ユニリーバー・ナームローゼ・ベンノートシヤープ | Method |
US9889079B2 (en) | 2012-07-27 | 2018-02-13 | Conopco, Inc. | Process for making a conditioning gel phase |
JP2018095568A (en) * | 2016-12-08 | 2018-06-21 | 株式会社ノエビア | Hair treatment agent |
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