JP2009102229A - Composition for hair - Google Patents

Composition for hair Download PDF

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JP2009102229A
JP2009102229A JP2007272836A JP2007272836A JP2009102229A JP 2009102229 A JP2009102229 A JP 2009102229A JP 2007272836 A JP2007272836 A JP 2007272836A JP 2007272836 A JP2007272836 A JP 2007272836A JP 2009102229 A JP2009102229 A JP 2009102229A
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JP5010428B2 (en
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Takuji Nozawa
卓司 野澤
Takuya Toriyama
拓也 鳥山
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Toho Chemical Industry Co Ltd
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Abstract

<P>PROBLEM TO BE SOLVED: To provide a composition for the hair, excellently imparting good slipperiness and flexibility even to the damaged hair during the process from wetting to drying, and also imparting excellent slipperiness, flexibility and settling properties after drying. <P>SOLUTION: The composition for the hair contains (A) a reaction mixture prepared by reacting a compound of general formula (1) (wherein, R is a linear or branched 4-24C alkyl, alkenyl or hydroxyalkyl group; R<SP>1</SP>and R<SP>2</SP>are the same or different and each a 1-3C alkyl or hydroxyalkyl group; n is 0 or 1; and m is an integer of 1-5) with one or more kinds selected from the group consisting of a guanidine derivative, and (B) an inorganic acid and/or an organic acid. <P>COPYRIGHT: (C)2009,JPO&INPIT

Description

本発明は、毛髪用組成物に関し、更に詳しくはダメージヘアに対しても湿潤時から乾燥後まで良好な滑り性、柔軟性、並びに乾燥後の滑り性、柔軟性、纏まり感の付与に優れる毛髪用組成物に関する。   The present invention relates to a composition for hair, and more particularly to hair that is excellent in imparting good slipperiness and flexibility from wet to dryness as well as slipperiness, flexibility, and feeling of tightness after drying, even for damaged hair. The present invention relates to a composition for use.

毛髪をシャンプー等で洗髪すると毛髪の汚れのみならず、毛髪表面を保護している油分も同時に除去されてしまい、毛髪の柔軟性が失われ、艶のないくし通りの悪い髪となり、毛髪の損傷、枝毛、切れ毛が発生し易くなる。そこで毛髪にコンディショニング効果(柔軟性、滑り性、サラサラ感、潤い感)を付与する目的で、カチオン界面活性剤である第4級アンモニウム塩を主成分とする毛髪用組成物で処理するが、乾燥後の滑り性、柔軟性、潤い感が十分でない場合があり、乾燥後の滑り性を向上させるためにシリコーン油等を配合する方法が知られている。しかしながら、シリコーン油等を配合する場合、配合量により系の安定性等に影響を及ぼすことがあり配合量の制約を受けることもある。   Washing the hair with shampoo removes not only the hair stains, but also the oil that protects the hair surface, and loses the flexibility of the hair. , Split ends and cut hairs are likely to occur. Therefore, for the purpose of imparting conditioning effects (flexibility, slipperiness, smoothness, moistness) to the hair, it is treated with a hair composition mainly composed of a quaternary ammonium salt, which is a cationic surfactant, but is dried. There are cases where the slipperiness, flexibility and moist feeling afterwards are not sufficient, and a method of blending silicone oil or the like to improve the slipperiness after drying is known. However, when blending silicone oil or the like, the blending amount may affect the stability of the system and may be restricted by the blending amount.

そこで、第4級アンモニウム塩の代わりにビスアミドカチオンを配合し、毛髪のコンディショニング効果(滑り性、サラサラ感)に優れ、低刺激で生分解性が良好な毛髪用組成物(特許文献1)やビスカチオンを配合した毛髪用組成物(特許文献2)が提案されている。しかしながら、これらの提案では染毛剤やパーマ剤等の化学的損傷、洗髪後のドライヤーによる熱やブラッシング等の摩擦による物理的損傷により発生するダメージヘアに対して、十分満足のいく湿潤時から乾燥後までの良好な滑り性、柔軟性、並びに乾燥後の滑り性、柔軟性、纏まり感の付与に優れる毛髪用組成物は得られていない。
特開2003−113045号公報(1−7頁) 特開2006−199636号公報(1−9頁)
Therefore, a bisamide cation is blended in place of the quaternary ammonium salt, and the hair composition (Patent Document 1) or biscation is excellent in hair conditioning effects (slipperiness, smoothness), low irritation and good biodegradability. A hair composition (Patent Document 2) in which is added is proposed. However, with these proposals, it is possible to dry the hair from a sufficiently satisfactory wet condition for damaged hair caused by chemical damage such as hair dyes and permanents, and physical damage caused by friction such as heat or brushing after hair washing. A composition for hair that is excellent in imparting good slipperiness and flexibility until later, as well as slipperiness, flexibility, and tightness after drying has not been obtained.
JP2003-113045 (page 1-7) JP 2006-199636 A (page 1-9)

ダメージヘアは、毛髪表面が親水化している上、内部のタンパク質や脂質などが溶出しているため、十分なコンディショニング効果が得られる毛髪用組成物を得るのはこれまで以上に困難である。本発明は、ダメージヘアに対しても湿潤時から乾燥後まで良好な滑り性、柔軟性、並びに乾燥後の滑り性、柔軟性、纏まり感の付与に優れる毛髪用組成物を開発することにある。   Damaged hair is more difficult than ever to obtain a hair composition that provides a sufficient conditioning effect because the hair surface is hydrophilized and internal proteins and lipids are eluted. It is an object of the present invention to develop a composition for hair that is excellent in imparting good slipperiness and flexibility from wet to dryness as well as slipperiness, flexibility, and feeling of tightness even after damaged hair. .

本発明者らは上記課題を解決すべく鋭意検討を重ねた結果、
(A)下記一般式(1)

Figure 2009102229
(Rは直鎖又は分岐した炭素数4〜24のアルキル基、アルケニル基もしくはヒドロキシアルキル基で表され、R、Rは同一又は異なる炭素数1〜3のアルキル基、ヒドロキシアルキル基、nは0又は1、mは1〜5の整数を表す。)で表される3級アミン化合物と、尿素、尿素誘導体、グアニジン塩及びグアニジン誘導体からなる群より選ばれる1種又は2種以上とを反応させることによって得られる反応混合物と、(B)無機酸及び/又は有機酸を含有することにより、上記要件を満たす毛髪用組成物が得られることを見出し、本発明を完成させた。 As a result of intensive studies to solve the above problems, the present inventors have
(A) The following general formula (1)
Figure 2009102229
(R is a linear or branched alkyl group having 4 to 24 carbon atoms, an alkenyl group or a hydroxyalkyl group, and R 1 and R 2 are the same or different alkyl groups having 1 to 3 carbon atoms, hydroxyalkyl group, n Is an integer of 1 to 5), and one or more selected from the group consisting of urea, urea derivatives, guanidine salts and guanidine derivatives. It has been found that a hair composition satisfying the above requirements can be obtained by containing a reaction mixture obtained by the reaction and (B) an inorganic acid and / or an organic acid, thereby completing the present invention.

すなわち、本発明によれば(A)特定のビス3級アミン化合物と(B)有機酸及び/又は無機酸を含有する毛髪用組成物が、ダメージヘアに対しても湿潤時から乾燥後まで良好な滑り性、柔軟性、並びに乾燥後の滑り性、柔軟性、纏まり感を付与することができる。   That is, according to the present invention, the hair composition containing (A) a specific bis-tertiary amine compound and (B) an organic acid and / or an inorganic acid is good from damaged to dry hair. Smooth slipperiness and flexibility, as well as slipperiness, flexibility, and feeling of grouping after drying can be imparted.

本発明の好ましい態様として、前記反応混合物が、下記一般式(2)で表されるビス3級アミン化合物を含有するものである前記の毛髪用組成物がある。

Figure 2009102229
(Rは直鎖又は分岐した炭素数4〜24のアルキル基、アルケニル基もしくはヒドロキシアルキル基で表され、R〜Rは同一又は異なる炭素数1〜3のアルキル基、ヒドロキシアルキル基、nは0又は1、mは1〜5の整数、Aは下記のいずれかの置換基を表す。)
Figure 2009102229
(Xは酸素原子又は硫黄原子を示し、q、rは0又は1〜6の整数を表す。) As a preferred embodiment of the present invention, there is the hair composition described above, wherein the reaction mixture contains a bis-tertiary amine compound represented by the following general formula (2).
Figure 2009102229
(R is a linear or branched alkyl group having 4 to 24 carbon atoms, an alkenyl group, or a hydroxyalkyl group, and R 1 to R 4 are the same or different alkyl groups having 1 to 3 carbon atoms, hydroxyalkyl groups, n Is 0 or 1, m is an integer of 1 to 5, and A represents any of the following substituents.)
Figure 2009102229
(X represents an oxygen atom or a sulfur atom, and q and r each represents 0 or an integer of 1 to 6.)

以下に、本発明の毛髪用組成物について詳述する。
前記一般式(1)及び(2)において、Rは直鎖又は分岐した炭素数8〜24、好ましくは炭素数12〜24、更に好ましくは炭素数14〜22のアルキル基、アルケニル基もしくはヒドロキシアルキル基であり、R〜Rは同一又は異なる炭素数1〜3のアルキル基、ヒドロキシアルキル基、特に好ましくはメチル基、ヒドロキシエチル基、nは0又は1、mは1〜5の整数であり1〜3が特に好ましい。Aは前記のいずれかの置換基を表し、q、rは0又は1〜6整数であり、0又は1〜4が特に好ましい。
Below, the composition for hair of this invention is explained in full detail.
In the general formulas (1) and (2), R represents a linear or branched alkyl group, alkenyl group or hydroxyalkyl having 8 to 24 carbon atoms, preferably 12 to 24 carbon atoms, more preferably 14 to 22 carbon atoms. R 1 to R 4 are the same or different alkyl groups having 1 to 3 carbon atoms and hydroxyalkyl groups, particularly preferably methyl groups and hydroxyethyl groups, n is 0 or 1, and m is an integer of 1 to 5. Yes to 1-3 are particularly preferred. A represents any of the above substituents, q and r are 0 or an integer of 1 to 6, and 0 or 1 to 4 is particularly preferable.

本発明に使用される(A)成分としての反応混合物の製造方法としては特に限定はないが、高級アルコールにエピハロヒドリンを付加させ、次にアルカリによりエポキシを閉環し製造したアルキルグリシジルエーテルか、1,2−エポキシアルカンをジアミンと反応させ、次に尿素、尿素誘導体、グアニジン塩及びグアニジン誘導体からなる群より選ばれる1種又は2種以上と反応させることで製造可能である。   There is no particular limitation on the method for producing the reaction mixture as the component (A) used in the present invention, but an alkyl glycidyl ether produced by adding an epihalohydrin to a higher alcohol and then ring-closing an epoxy with an alkali, It can be produced by reacting 2-epoxyalkane with diamine and then reacting with one or more selected from the group consisting of urea, urea derivatives, guanidine salts and guanidine derivatives.

具体的には、高級アルコール(1モル)とBFエーテル錯体(BF純分対高級アルコール0.5%)を仕込み、50〜90℃に加熱撹拌しながらエピクロルヒドリン1〜1.5モル)を1〜2時間かけて滴下し、更にそのままの温度で約5時間熟成を行い、1−クロロ−3−アルコキシ−2−ヒドロキシプロパンを得る。また、得られた1−クロロ−3−アルコキシ−2−ヒドロキシプロパンは減圧蒸留等を行い精製することもできる。次に、1−クロロ−3−アルコキシ−2−ヒドロキシプロパン(1モル)と25%NaOH(1.5〜2モル)を仕込み50〜90℃で8時間熟成を行い、熟成後撹拌を止め2層分離し、水層をカット後必要であれば更に温水で洗浄し、脱水後してアルキルグリシジルエーテルを得る。また、得られたアルキルグリシジルエーテルは減圧蒸留等を行い精製することもできる。 Specifically, a higher alcohol (1 mol) and a BF 3 ether complex (BF 3 pure component to higher alcohol 0.5%) were charged, and epichlorohydrin 1 to 1.5 mol) was heated and stirred at 50 to 90 ° C. The solution is added dropwise over 1 to 2 hours, and further aged at the same temperature for about 5 hours to obtain 1-chloro-3-alkoxy-2-hydroxypropane. The obtained 1-chloro-3-alkoxy-2-hydroxypropane can also be purified by distillation under reduced pressure. Next, 1-chloro-3-alkoxy-2-hydroxypropane (1 mol) and 25% NaOH (1.5-2 mol) are added and aged at 50-90 ° C. for 8 hours. The layers are separated, the aqueous layer is cut, and if necessary, further washed with warm water and dehydrated to obtain alkyl glycidyl ether. The obtained alkyl glycidyl ether can also be purified by distillation under reduced pressure.

次に、ジアミン(1〜10モル)にアルキルグリシジルエーテル又は1,2−エポキシアルカン(1モル)を常温〜120℃で2〜5時間かけて添加し、同温度で5時間〜20時間熟成する。本反応にはアセトン等のケトン類或いはエタノール、イソプロパノール等の低級アルコールなどの溶剤或いは水混合溶媒を用いても良い。更に、同温〜150℃で過剰のジアミン及び溶剤、水を用いた場合はそれらを減圧留去或いは水洗等により除去し中間体の3級アミン化合物を得る。また、得られた3級アミン化合物は減圧蒸留等で精製することもできる。   Next, alkyl glycidyl ether or 1,2-epoxyalkane (1 mol) is added to diamine (1 to 10 mol) at room temperature to 120 ° C. over 2 to 5 hours and aged at the same temperature for 5 to 20 hours. . For this reaction, a solvent such as ketones such as acetone, a lower alcohol such as ethanol or isopropanol, or a water mixed solvent may be used. Further, when excess diamine, solvent, and water are used at the same temperature to 150 ° C., they are removed by distillation under reduced pressure or washing with water to obtain an intermediate tertiary amine compound. The obtained tertiary amine compound can also be purified by distillation under reduced pressure.

更に、3級アミン化合物に70〜200℃で尿素、尿素誘導体、グアニジン塩及びグアニジン誘導体からなる群より選ばれる1種又は2種以上(1〜5モル)を添加し、120〜200℃で5〜10時間かけて脱アンモニアを行い、目的の反応混合物が得られる。得られた反応混合物は、そのまま本発明品の配合成分として用いることもできるが、通常の精製方法により前記一般式(2)で表されるビス3級アミン化合物が残るように精製して用いることもできる。ビス3級アミン化合物は他の方法でも製造できるが製造方法としては特に限定はない。   Furthermore, 1 type (s) or 2 or more types (1-5 mol) chosen from the group which consists of urea, a urea derivative, a guanidine salt, and a guanidine derivative are added to a tertiary amine compound at 70-200 degreeC, and 5 at 120-200 degreeC. Deammonification is carried out over 10 hours to obtain the desired reaction mixture. The obtained reaction mixture can be used as it is as a blending component of the product of the present invention, but it is used after purification so that the bis-tertiary amine compound represented by the general formula (2) remains by an ordinary purification method. You can also. The bis-tertiary amine compound can be produced by other methods, but the production method is not particularly limited.

本反応に用いられるアルキルグリシジルエーテルの具体的な例としては、飽和又は不飽和の天然又は合成高級アルコールとエピクロロヒドリンを反応させることにより得られる、デシルグリシジルエーテル、ドデシルグリシジルエーテル、テトラデシルグリシジルエーテル、ステアリルグリシジルエーテル等が挙げられ、単一組成でも2種以上の任意の割合の混合物でも良い。工業的に入手可能なアルキルグリシジルエーテルとしては、日本油脂(株)製のエピオールL−41(デシルグリシジルエーテル)、エピオールSK(ステアリルグリシジルエーテル)、エイ・シー・アイ・ジャパン・リミテッド製のへロキシ8(デシルグリシジルエーテル及びテトラデシルグリシジルエーテルとの混合物)、ナガセ化成工業(株)製のデナコールEX−192(ドデシルグリシジルエーテル及びテトラデシルグリシジルエーテルとの混合物)、阪本薬品工業(株)製のSY−25L(ドデシルグリシジルエーテル及びドデシルグリシジルエーテルとの混合物)等が挙げられるが、特に限定されるものではない。   Specific examples of the alkyl glycidyl ether used in this reaction include decyl glycidyl ether, dodecyl glycidyl ether, tetradecyl glycidyl obtained by reacting a saturated or unsaturated natural or synthetic higher alcohol with epichlorohydrin. Ether, stearyl glycidyl ether and the like can be mentioned, and a single composition or a mixture of two or more arbitrary ratios may be used. Industrially available alkyl glycidyl ethers include Epiol L-41 (decyl glycidyl ether), Epiol SK (stearyl glycidyl ether) manufactured by Nippon Oil & Fats Co., Ltd., Hexoxy manufactured by ACI Japan Limited. 8 (mixture with decyl glycidyl ether and tetradecyl glycidyl ether), Denacol EX-192 (mixture with dodecyl glycidyl ether and tetradecyl glycidyl ether) manufactured by Nagase Chemical Industries, Ltd., SY manufactured by Sakamoto Pharmaceutical Co., Ltd. -25L (a mixture with dodecyl glycidyl ether and dodecyl glycidyl ether) and the like are exemplified, but not particularly limited.

また1,2−エポキシアルカンの具体的な例としては、ダイセル化学工業(株)製「AOEX」シリーズ、(株)ADEKA製「アデカオレフィンオキサイド」シリーズなどが挙げられるが、特に限定されるものではない。   Specific examples of 1,2-epoxyalkanes include “AOEX” series manufactured by Daicel Chemical Industries, Ltd., “Adeka Olefin Oxide” series manufactured by ADEKA Co., Ltd., etc. Absent.

本反応に用いられるジアミンの具体的な例としては、ジエチルアミノエチルアミン、ジメチルアミノプロピルアミン、ジエチルアミノプロピルアミン等が挙げられるが、特に限定されるものではない。   Specific examples of the diamine used in this reaction include diethylaminoethylamine, dimethylaminopropylamine, diethylaminopropylamine and the like, but are not particularly limited.

本反応に用いられる尿素、尿素誘導体、グアニジン塩及びグアニジン誘導体としては、尿素、ビュレット、チオ尿素、グアニル尿素、メチル尿素、ジメチル尿素等の尿素化合物、塩酸グアニジン、硝酸グアニジン、炭酸グアニジン等のグアニジン塩、塩酸アミノグアニジン、硝酸アミノグアニジン、重炭酸アミノグアニジン等のアミノグアニジン塩などが挙げられ、これらの中で尿素、炭酸グアニジンが特に好適に用いられる。本発明ではこれらの尿素、尿素誘導体、グアニジン塩及びグアニジン誘導体からなる群より選ばれる1種又は2種以上を任意に用いることができる。   Urea, urea derivatives, guanidine salts and guanidine derivatives used in this reaction include urea compounds such as urea, burette, thiourea, guanylurea, methylurea and dimethylurea, and guanidine salts such as guanidine hydrochloride, guanidine nitrate and guanidine carbonate. And aminoguanidine salts such as aminoguanidine hydrochloride, aminoguanidine nitrate, and aminoguanidine bicarbonate. Among these, urea and guanidine carbonate are particularly preferably used. In this invention, 1 type, or 2 or more types chosen from the group which consists of these urea, a urea derivative, a guanidine salt, and a guanidine derivative can be used arbitrarily.

(A)成分の毛髪用組成物中の配合量は、0.1〜10質量%が好ましく、0.5〜8質量%がより好ましく、1〜5質量%が特に好ましい。(A)成分の配合量が少なすぎると毛髪に十分なコンディショニング効果が得られず、多すぎても効果が向上せず好ましくない。   (A) As for the compounding quantity in the composition for hair in a component, 0.1-10 mass% is preferable, 0.5-8 mass% is more preferable, 1-5 mass% is especially preferable. If the blending amount of the component (A) is too small, a sufficient conditioning effect on the hair cannot be obtained, and if too large, the effect is not improved, which is not preferable.

本発明に使用される(B)無機酸としては、具体的には、塩酸、硫酸、リン酸等が挙げられ、有機酸としては酢酸、乳酸、グリコール酸、クエン酸、グルタミン酸、リンゴ酸、コハク酸等が挙げられ、これらの中で乳酸、リンゴ酸が特に好適に用いられる。本発明ではこれらの無機酸/有機酸の中から1種または2種以上を任意に用いることができる。   Specific examples of the (B) inorganic acid used in the present invention include hydrochloric acid, sulfuric acid, phosphoric acid and the like, and examples of the organic acid include acetic acid, lactic acid, glycolic acid, citric acid, glutamic acid, malic acid, and succinic acid. Examples of the acid include lactic acid and malic acid. In the present invention, one or more of these inorganic acids / organic acids can be arbitrarily used.

(B)成分の毛髪用組成物中の配合量は、(A)成分1モルに対して0.3〜5モル倍が好ましく、0.5〜3モル倍がより好ましい。本毛髪用組成物は毛髪の感触、製品の安定性よりpH2〜8、特に3〜6に調整されるのが好ましい。   The blending amount of the component (B) in the hair composition is preferably 0.3 to 5 moles, more preferably 0.5 to 3 moles per mole of the component (A). The hair composition is preferably adjusted to pH 2-8, particularly 3-6, from the feel of the hair and the stability of the product.

本発明の毛髪用組成物には、(C)高級アルコールを配合することができる。具体的には、ミリスチルアルコール、セチルアルコール、ステアリルアルコール、セトステアリルアルコール、ベヘニルアルコール、バチルアルコール、イソステアリルアルコール等が挙げられ、これらの中でもセトステアリルアルコール、ステアリルアルコールが特に好適に用いられる。本発明では、これらの高級アルコ−ルの中から1種又は2種以上を任意に用いることができる。   (C) Higher alcohol can be mix | blended with the composition for hair of this invention. Specific examples include myristyl alcohol, cetyl alcohol, stearyl alcohol, cetostearyl alcohol, behenyl alcohol, batyl alcohol, isostearyl alcohol, and among these, cetostearyl alcohol and stearyl alcohol are particularly preferably used. In the present invention, one or more of these higher alcohols can be arbitrarily used.

(C)成分の毛髪用組成物中の配合量は、優れたコンディショニング効果や使用後の感触が得られる点で0.1〜20質量%が好ましく、特に3〜8質量%がより好ましい。   The blending amount of the component (C) in the hair composition is preferably from 0.1 to 20% by mass, and more preferably from 3 to 8% by mass, from the viewpoint of obtaining an excellent conditioning effect and feel after use.

更に、本発明の毛髪用組成物には、(D)成分のシリコーンおよび/又はシリコーン誘導体を配合することができる。具体的には、ジメチコン、ジメチコノール、メチルフェニルポリシロキサン、ジフェニルポリシロキサン等の鎖状ポリシロキサン、デカメチルシクロペンタシロキサン、ドデカメチルシクロペンタシロキサン等の環状ポリシロキサン、3次元網目構造を有するシリコーン樹脂、シリコーンゴム、アミノ変性シリコーン、脂肪酸変性ポリシロキサン、アルコール変性シリコーン、脂肪族変性ポリシロキサン、ポリエーテル変性シリコーン、エポキシ変性シリコーン、フッ素変性シリコーン、アルキル変性シリコーン等の変性シリコーン誘導体が挙げられるが、特に限定されるものではない。   Furthermore, the hair composition of the present invention may contain silicone (D) and / or a silicone derivative as component (D). Specifically, chain polysiloxanes such as dimethicone, dimethiconol, methylphenylpolysiloxane, diphenylpolysiloxane, cyclic polysiloxanes such as decamethylcyclopentasiloxane and dodecamethylcyclopentasiloxane, silicone resins having a three-dimensional network structure, Modified silicone derivatives such as silicone rubber, amino-modified silicone, fatty acid-modified polysiloxane, alcohol-modified silicone, aliphatic-modified polysiloxane, polyether-modified silicone, epoxy-modified silicone, fluorine-modified silicone, alkyl-modified silicone, etc. are particularly limited. Is not to be done.

(D)成分の毛髪用組成物中の配合量は、優れたコンディショニング効果や安定性が得られる点で0.1〜10質量%、好ましくは0.5〜3質量%である。   The blending amount of the component (D) in the hair composition is 0.1 to 10% by mass, preferably 0.5 to 3% by mass in terms of obtaining an excellent conditioning effect and stability.

更に、本発明の毛髪用組成物には、(E)多価アルコールを配合することができる。具体的には、エチレングリコール、ジエチレングリコール、プロピレングリコール、1,3−ブチレングリコール、グリセリン等が挙げられるが、特に限定されるものではない。   Furthermore, (E) polyhydric alcohol can be mix | blended with the composition for hair of this invention. Specific examples include ethylene glycol, diethylene glycol, propylene glycol, 1,3-butylene glycol, and glycerin, but are not particularly limited.

(E)成分の毛髪用組成物全量中の配合量は、優れたコンディショニング効果が得られ、かつべとつきが生じない点で0.01〜10質量%が好ましく、0.5〜3質量%がより好ましい。   The blending amount of the component (E) in the total amount of the hair composition is preferably 0.01 to 10% by mass, more preferably 0.5 to 3% by mass in terms of obtaining an excellent conditioning effect and preventing stickiness. preferable.

本発明に使用される(F)成分の芳香族アルコールとしては、具体的にはフェノキシエタノール、ベンジルアルコール、ベンジルオキシエタノール、クレゾール、p-クロロ−m−キシレノール、フェネチルアルコール、フェネチルプロピルアルコール、p−tert−ブチルフェノール、カテコール、ヒドロキシキノン、フェニルエチルアルコール、レゾルシノール、フェノールなどが挙げられ、これらの中で、フェノキシエタノール、ベンジルアルコール、ベンジルオキシエタノールが特に好適に用いられる。本発明ではこれらの芳香族アルコールの中から1種または2種以上を任意に用いることができる。   Specific examples of the aromatic alcohol (F) used in the present invention include phenoxyethanol, benzyl alcohol, benzyloxyethanol, cresol, p-chloro-m-xylenol, phenethyl alcohol, phenethylpropyl alcohol, p-tert. -Butylphenol, catechol, hydroxyquinone, phenylethyl alcohol, resorcinol, phenol and the like can be mentioned, among which phenoxyethanol, benzyl alcohol and benzyloxyethanol are particularly preferably used. In the present invention, one or more of these aromatic alcohols can be arbitrarily used.

(F)成分の毛髪用組成物中の配合量は、十分なコンディショニング効果や防腐効果が得られる点で0.01〜10質量%が好ましく、0.05〜5質量%がより好ましく、0.1〜2質量%が特に好ましい。   The blending amount of the component (F) in the hair composition is preferably 0.01 to 10% by mass, more preferably 0.05 to 5% by mass in terms of obtaining a sufficient conditioning effect and antiseptic effect. 1-2 mass% is particularly preferable.

更に、本発明の毛髪用組成物には、(G)下記一般式(3)で表されるジアルキル3級アミン化合物を配合することができる。

Figure 2009102229
(Rは直鎖又は分岐した炭素数4〜24のアルキル基、アルケニル基もしくはヒドロキシアルキル基で表され、R、Rは同一又は異なる炭素数1〜3のアルキル基、ヒドロキシアルキル基、nは0又は1、mは1〜5の整数を表す。) Furthermore, (G) the dialkyl tertiary amine compound represented by the following general formula (3) can be mix | blended with the composition for hair of this invention.
Figure 2009102229
(R is a linear or branched alkyl group having 4 to 24 carbon atoms, an alkenyl group or a hydroxyalkyl group, and R 1 and R 2 are the same or different alkyl groups having 1 to 3 carbon atoms, hydroxyalkyl group, n Represents 0 or 1, and m represents an integer of 1 to 5.)

上記一般式(3)において、Rは直鎖又は分岐した炭素数8〜24、好ましくは炭素数12〜24、更に好ましくは炭素数14〜22のアルキル基、アルケニル基もしくはヒドロキシアルキル基であり、R、Rは同一又は異なる炭素数1〜3のアルキル基、ヒドロキシアルキル基、特に好ましくはメチル基、ヒドロキシエチル基、nは0又は1、mは1〜5の整数であり1〜3が特に好ましい。 In the above general formula (3), R is a linear or branched alkyl group having 8 to 24 carbon atoms, preferably 12 to 24 carbon atoms, more preferably 14 to 22 carbon atoms, an alkenyl group or a hydroxyalkyl group. R 1 and R 2 are the same or different alkyl groups having 1 to 3 carbon atoms and hydroxyalkyl groups, particularly preferably a methyl group and a hydroxyethyl group, n is 0 or 1, m is an integer of 1 to 5, Is particularly preferred.

(G)成分のジアルキル3級アミン化合物としては、本発明の(A)成分の製造中間体として得られる3級アミン化合物と同様の製造方法によって、アルキルグリシジルエーテル或いは1,2−エポキシアルカン(2モル)を用い、ジアミン(0.9〜1.1モル)と反応させて得られるジアルキル3級アミン化合物の中から1種又は2種以上を任意に用いることができる。   As the dialkyl tertiary amine compound of component (G), alkyl glycidyl ether or 1,2-epoxyalkane (2) is produced by the same production method as the tertiary amine compound obtained as the production intermediate of component (A) of the present invention. 1 type or 2 types or more can be arbitrarily used from the dialkyl tertiary amine compound obtained by making it react with diamine (0.9-1.1 mol).

(G)成分の毛髪用組成物中の含有量は、十分なコンディショニング効果を得る点で0.01〜10質量%、好ましくは0.05〜5質量%、より好ましくは0.1〜3質量%である。   The content of the component (G) in the hair composition is 0.01 to 10% by mass, preferably 0.05 to 5% by mass, more preferably 0.1 to 3% by mass, from the viewpoint of obtaining a sufficient conditioning effect. %.

本発明は、以上の各成分を特定の配合組成で混合することによって製造される。その配合組成は、開発担当者が通常行っている配合試験によって決定することができる。   This invention is manufactured by mixing the above each component with a specific compounding composition. The blending composition can be determined by a blending test usually performed by a developer.

本発明の毛髪用組成物には、さらに化粧料、医薬品などに通常使用される界面活性剤、薬効剤、抗炎症剤、殺菌剤、防腐剤、紫外線吸収剤、酸化防止剤、有機および無機粉体、粘度調整剤、色素などを必要に応じて配合することができる。また、発明の効果を損なわない範囲で固形油分、半固形油分を加えることができる。具体的には、化粧料などで通常使用されるものでよく、使用目的や要求機能などにより適宜選択され、例えば、流動パラフィン、ワセリン、スクワラン等の炭化水素類、イソプロピルパルミテート、オクタン酸セチル、オレイン酸オレイル等のエステル油、ポリオキシエチレンステアリルエーテル、トリオクタン酸グリセリル、ポリグリセリン脂肪酸エステル、ポリオキシエチレン脂肪酸エステル、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界面活性剤、ツバキ油、オリーブ油、アボガド油、ホホバ油等の動植物油脂類等、カチオン化セルロース、カチオン化グアガム、ジアリルジメチルアンモニウム系高分子等の陽イオン変性水溶性高分子類、香料などが挙げられる。   The hair composition of the present invention further includes surfactants, medicinal agents, anti-inflammatory agents, bactericides, preservatives, ultraviolet absorbers, antioxidants, organic and inorganic powders commonly used in cosmetics, pharmaceuticals and the like. A body, a viscosity modifier, a pigment | dye, etc. can be mix | blended as needed. Moreover, a solid oil part and a semi-solid oil part can be added in the range which does not impair the effect of invention. Specifically, it may be one normally used in cosmetics, etc., and is appropriately selected depending on the purpose of use and required function, for example, hydrocarbons such as liquid paraffin, petrolatum, squalane, isopropyl palmitate, cetyl octanoate, Nonionic surfactants such as ester oils such as oleic oleate, polyoxyethylene stearyl ether, glyceryl trioctanoate, polyglycerin fatty acid ester, polyoxyethylene fatty acid ester, polyoxyethylene sorbitan fatty acid ester, camellia oil, olive oil, avocado oil And animal and vegetable fats and oils such as jojoba oil, cation-modified water-soluble polymers such as cationized cellulose, cationized guar gum and diallyldimethylammonium polymers, and fragrances.

本発明の毛髪用組成物は、毛髪に使用する任意の組成物に適用可能であり、シャンプー等の毛髪洗浄剤、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、ヘアスプレー、スタイリング剤等の毛髪処理剤等が挙げられ、使用形態も毛髪に塗布し全体になじませた後すすぎ流すものや、洗い流さないもの等いずれも含まれるが、本発明の毛髪用組成物は塗布後すすぎ流して使用するヘアリンス、ヘアコンディショナー、ヘアトリートメントに特に好適である。   The composition for hair of the present invention can be applied to any composition used for hair, and is a hair treatment such as a hair cleansing agent such as shampoo, hair rinse, hair conditioner, hair treatment, hair pack, hair spray, styling agent and the like. The hair composition of the present invention is a hair rinse that is used after rinsing after application. It is particularly suitable for hair conditioners and hair treatments.

次に、本発明を実施例及び製造例により更に詳細に説明するが、本発明は実施例及び製造例に限定されるものではない。なお、表1に本明細書記載の方法で合成したジアルキル3級アミン化合物1〜3を示し、比較に用いたビスカチオン化合物を表2に示した。また、実施例1〜15及び比較例1〜10に係るヘアリンス剤を常法により調製し、効果の測定を実施し、結果を表3〜7に示した。含有量は質量%である。   EXAMPLES Next, although an Example and a manufacture example demonstrate this invention further in detail, this invention is not limited to an Example and a manufacture example. Table 1 shows dialkyl tertiary amine compounds 1 to 3 synthesized by the method described in this specification, and Table 2 shows biscation compounds used for comparison. Moreover, the hair rinse agent which concerns on Examples 1-15 and Comparative Examples 1-10 was prepared by a conventional method, the effect was measured, and the result was shown to Tables 3-7. Content is mass%.

製造例1
2L容の4つ口丸底フラスコに、ジメチルアミノプロピルアミン816g(8mol)を入れ、撹拌しながらドデシルグリシジルエーテル193.6g(0.8mol)を必要に応じて冷却しながら90℃以下を維持し5時間かけて滴下し、更に10時間撹拌した。ガスクロマトグラフィーによりグリシジルエーテルがなくなったことを確認した後、同温で水を加えて洗浄を行い過剰のアミンが除去できるまで洗浄操作を繰り返し、その後110℃で減圧脱水を行い中間体の粗3級アミンを得た。粗3級アミンをカラムクロマトグラフ法(充填剤;ワコーシルC−200(和光純薬工業(株)),溶離液;クロロホルム/メタノール=7/3(v/v))により精製し、中間体3級アミン180g(収率17.8%)を得た。得られた中間体3級アミンは液体高速クロマトグラフィー(カラム;TSKgelG1000HHR、溶離液;THF)により単一物であることを確認した。
Production Example 1
Place 816 g (8 mol) of dimethylaminopropylamine in a 2 L four-necked round bottom flask, and maintain at 90 ° C. or lower while cooling 193.6 g (0.8 mol) of dodecylglycidyl ether while stirring. The solution was added dropwise over 5 hours and further stirred for 10 hours. After confirming the absence of glycidyl ether by gas chromatography, washing was performed by adding water at the same temperature until the excess amine was removed, and then the washing operation was repeated, followed by dehydration under reduced pressure at 110 ° C. A tertiary amine was obtained. Crude tertiary amine was purified by column chromatography (filler; Wakosil C-200 (Wako Pure Chemical Industries, Ltd.), eluent: chloroform / methanol = 7/3 (v / v)), and intermediate 3 180 g of primary amine (yield 17.8%) was obtained. The obtained intermediate tertiary amine was confirmed to be a single substance by liquid high performance chromatography (column; TSKgel G1000HHR, eluent: THF).

次に500mL容の4つ口丸底フラスコに、中間体3級アミン172g(0.5mol)を入れ加温溶解し、撹拌下、窒素を流しながら100℃で尿素18g(0.3mol)を加え、150℃まで3時間かけて昇温し、アンモニアを留去しながら5時間反応させ、粗ビス3級アミンを得た。粗ビス3級アミンをカラムクロマトグラフ法(充填剤;ワコーシルC−200(和光純薬工業(株)),溶離液;クロロホルム/メタノール=7/3(v/v))により精製しビス3級アミン144g(収率75.8%)を得た。得られた中間体アミンは液体高速クロマトグラフィー(カラム;TSKgelG1000HHR、溶離液;THF)により単一物であることを確認した。   Next, 172 g (0.5 mol) of the intermediate tertiary amine was placed in a 500 mL four-necked round bottom flask, dissolved by heating, and 18 g of urea (0.3 mol) was added at 100 ° C. with nitrogen flowing under stirring. The mixture was heated to 150 ° C. over 3 hours and reacted for 5 hours while distilling off ammonia to obtain a crude bis-tertiary amine. Crude bis-tertiary amine was purified by column chromatography (filler; Wakosil C-200 (Wako Pure Chemical Industries, Ltd.), eluent: chloroform / methanol = 7/3 (v / v)) and bis-tertiary. 144 g (yield 75.8%) of amine were obtained. The obtained intermediate amine was confirmed to be a single substance by liquid high performance chromatography (column; TSKgel G1000HHR, eluent: THF).

製造例2
原料アミンをジエチルアミノエチルアミン928g(8mol)に代え、オクタデシルグリシジルエーテル326g(1mol)と製造例1と同様の方法で反応、精製し、中間体3級アミン296g(収率23.6%)を得た。中間体3級アミン221g(0.5mol)に尿素31.8g(0.53mol)を加え、製造例1と同様の方法で反応、精製し、ビス3級アミン197g(収率77.9%)を得た。
Production Example 2
The raw material amine was replaced with 928 g (8 mol) of diethylaminoethylamine, and 326 g (1 mol) of octadecyl glycidyl ether was reacted and purified in the same manner as in Production Example 1 to obtain 296 g of intermediate tertiary amine (yield 23.6%). . 31.8 g (0.53 mol) of urea was added to 221 g (0.5 mol) of the intermediate tertiary amine, and the reaction and purification were performed in the same manner as in Production Example 1 to obtain 197 g of bis tertiary amine (yield 77.9%). Got.

製造例3
原料アミンをジエチルアミノプロピルアミン910g(7mol)に代え、1,2−エポキシオクタデカン(ADEKA製アデカオレフィンオキサイドC18)268g(1mol)と製造例1と同様の方法で反応し、精製中間体3級アミン259g(収率22.0%)を得た。中間体3級アミン199g(0.5mol)にビウレット62.4g(0.3mol)を加え、製造例1と同様の方法で反応し、精製ビス3級アミン183g(収率70.0%)を得た。
Production Example 3
The raw material amine is replaced with diethylaminopropylamine 910 g (7 mol), and 268 g (1 mol) of 1,2-epoxyoctadecane (ADEKA olefin oxide C18 manufactured by ADEKA) is reacted in the same manner as in Production Example 1 to obtain 259 g of purified intermediate tertiary amine (Yield 22.0%) was obtained. Biuret 62.4 g (0.3 mol) was added to 199 g (0.5 mol) of the intermediate tertiary amine and reacted in the same manner as in Production Example 1 to obtain 183 g of purified bis tertiary amine (yield 70.0%). Obtained.

製造例4
原料アミンをジエチルアミノプロピルアミン910g(7mol)に代え、C12,C14エポキシ(ダイセル化学製AOEX−24)157.4g(0.8mol)と製造例1と同様の方法で反応し、精製中間体3級アミン183g(収率17.1%)を得た。中間体3級アミン163.4g(0.5mol)にビウレット62.4g(0.6mol)を加え、製造例1と同様の方法で反応し、精製ビス3級アミン165g(収率73.1%)を得た。
Production Example 4
The raw material amine was replaced with diethylaminopropylamine 910 g (7 mol), and C12, C14 epoxy (AOEX-24 manufactured by Daicel Chemical Industries) was reacted with 157.4 g (0.8 mol) in the same manner as in Production Example 1 to produce a purified intermediate intermediate 183 g (yield 17.1%) of amine was obtained. 63.4 g (0.6 mol) of biuret was added to 163.4 g (0.5 mol) of the intermediate tertiary amine and reacted in the same manner as in Production Example 1 to obtain 165 g of purified bis tertiary amine (yield 73.1%). )

製造例5
原料アミンをジメチルアミノプロピルアミン816g(8mol)に代え、ドデシルグリシジルエーテル242g(1mol)と製造例1と同様の方法で反応し、精製中間体3級アミン212g(収率20.0%)を得た。中間体3級アミン172.0g(0.5mol)に炭酸グアニジン108g(0.6mol)を加え、反応温度を180℃とした以外は製造例1と同様の方法で反応し、精製ビス3級アミン170g(収率60.7%)を得た。
Production Example 5
The raw material amine is replaced with 816 g (8 mol) of dimethylaminopropylamine, and 242 g (1 mol) of dodecylglycidyl ether is reacted in the same manner as in Production Example 1 to obtain 212 g (yield 20.0%) of a purified intermediate tertiary amine. It was. Purified bis tertiary amine was reacted in the same manner as in Production Example 1 except that 108 g (0.6 mol) of guanidine carbonate was added to 172.0 g (0.5 mol) of the intermediate tertiary amine and the reaction temperature was 180 ° C. 170 g (yield 60.7%) was obtained.

Figure 2009102229
Figure 2009102229

Figure 2009102229
Figure 2009102229

本実施例中で用いた試験方法は下記の通りである。   The test methods used in this example are as follows.

(柔軟性、滑り性、纏まり感と総合評価)
ブリーチ処理等施していない健康黒髪(健常毛)20g(長さ20cm)を束ねて、アニオン界面活性剤を主成分とする市販のシャンプーで洗浄した。続いて表3〜6に示す処方により調整したヘアリンス剤1.0gを均一に塗布し、30秒間40℃の流水ですすいだ。塗布時〜(すすぎ時)〜タオルドライまでの湿潤時の柔軟性、滑り性、並びに乾燥後の柔軟性、滑り性、纏まり感を10名の専門パネラーにて、官能的に比較し、下記基準で評価した。また健康黒髪にブリーチ処理を30分行った損傷毛髪束(20g×20cm)についても同様の処理を施し、塗布時〜(すすぎ時)〜タオルドライまでの湿潤時の柔軟性、滑り性、並びに乾燥後の柔軟性、滑り性、纏まり感を10名の専門パネラーにて、同様の評価を行った。
◎:良いと答えた人が9人以上の場合
○:良いと答えた人が6〜8人の場合
△:良いと答えた人が3〜5人の場合
×:良いと答えた人が2人以下の場合
また総合評価については、官能評価の結果をポイント制(◎:3ポイント、○:2ポイント、△:1ポイント、×:0ポイント)にしてその合計より、下記基準で評価した。
◎:13ポイント以上
○:9〜12ポイント
△:5〜8ポイント
×:4ポイント以下
(Flexibility, slipperiness, sense of group and comprehensive evaluation)
20 g (length 20 cm) of healthy black hair (healthy hair) not subjected to bleaching treatment was bundled and washed with a commercially available shampoo mainly composed of an anionic surfactant. Subsequently, 1.0 g of a hair rinse adjusted according to the formulations shown in Tables 3 to 6 was uniformly applied and rinsed with running water at 40 ° C. for 30 seconds. From the time of application to (in the case of rinsing) to the wetness from towel drying to softness, slipperiness, and softness after drying, slipperiness, and feeling of grouping by 10 expert panelists, and compared the following criteria It was evaluated with. The same treatment is applied to a damaged hair bundle (20 g × 20 cm) that has been bleached for 30 minutes for healthy black hair, and the flexibility, slipperiness, and drying at the time of application to (drying) to towel drying. The same evaluation was performed by 10 professional panelists on the later flexibility, slipperiness and sense of grouping.
◎: If there are more than 9 people who answered good
○: When there are 6-8 people who answered good
△: 3 to 5 people answered good
×: When there are 2 or less people who answered that it is good For comprehensive evaluation, the sensory evaluation result is point system (◎: 3 points, ○: 2 points, △: 1 point, ×: 0 points) From the total, the following criteria were evaluated.
A: 13 points or more
○: 9 to 12 points
Δ: 5-8 points
×: 4 points or less

Figure 2009102229
Figure 2009102229

Figure 2009102229
Figure 2009102229

Figure 2009102229
Figure 2009102229

Figure 2009102229
Figure 2009102229

実施例1〜15及び比較例1〜5より明らかなように、 本発明の毛髪用組成物は、毛髪に対して塗布からすすぎ、乾燥までの湿潤時の滑り性、柔軟性、並びに乾燥後の滑り性、柔軟性、纏まり感及び総合評価で、いずれも優れた性能を示した。   As is clear from Examples 1 to 15 and Comparative Examples 1 to 5, the hair composition of the present invention was applied to the hair, rinsed from the hair, slipped when wet until drying, flexibility, and after drying. All showed excellent performance in terms of slipperiness, flexibility, sense of packing and comprehensive evaluation.

本発明の毛髪用組成物はまた、毛髪のコンディショニング効果に優れ、特にダメージヘアに対しても湿潤時から乾燥後まで良好な滑り性、柔軟性、並びに乾燥後の滑り性、柔軟性、纏まり感を与えることは明らかである。
The hair composition of the present invention is also excellent in the conditioning effect of hair, and in particular, good slipperiness and softness from wet to dryness as well as slipperiness, softness and feeling of tightness after drying. It is obvious to give

Claims (9)

(A)下記一般式(1)で表される3級アミン化合物と、尿素、尿素誘導体、グアニジン塩及びグアニジン誘導体からなる群より選ばれる1種又は2種以上とを反応させることによって得られる反応混合物と、(B)無機酸及び/又は有機酸を含有する毛髪用組成物。
Figure 2009102229
(Rは直鎖又は分岐した炭素数4〜24のアルキル基、アルケニル基もしくはヒドロキシアルキル基で表され、R、Rは同一又は異なる炭素数1〜3のアルキル基、ヒドロキシアルキル基、nは0又は1、mは1〜5の整数を表す。)
(A) Reaction obtained by reacting a tertiary amine compound represented by the following general formula (1) with one or more selected from the group consisting of urea, urea derivatives, guanidine salts and guanidine derivatives. The composition for hair containing a mixture and (B) inorganic acid and / or organic acid.
Figure 2009102229
(R is a linear or branched alkyl group having 4 to 24 carbon atoms, an alkenyl group or a hydroxyalkyl group, and R 1 and R 2 are the same or different alkyl groups having 1 to 3 carbon atoms, hydroxyalkyl group, n Represents 0 or 1, and m represents an integer of 1 to 5.)
前記反応混合物が、下記一般式(2)で表されるビス3級アミン化合物を含有するものである請求項1に記載の毛髪用組成物。
Figure 2009102229
(Rは直鎖又は分岐した炭素数4〜24のアルキル基、アルケニル基もしくはヒドロキシアルキル基で表され、R〜Rは同一又は異なる炭素数1〜3のアルキル基、ヒドロキシアルキル基、nは0又は1、mは1〜5の整数、Aは下記のいずれかの置換基を表す。)
Figure 2009102229
(Xは酸素原子又は硫黄原子を示し、q、rは0又は1〜6の整数を表す。)
The hair composition according to claim 1, wherein the reaction mixture contains a bis-tertiary amine compound represented by the following general formula (2).
Figure 2009102229
(R is a linear or branched alkyl group having 4 to 24 carbon atoms, an alkenyl group, or a hydroxyalkyl group, and R 1 to R 4 are the same or different alkyl groups having 1 to 3 carbon atoms, hydroxyalkyl groups, n Is 0 or 1, m is an integer of 1 to 5, and A represents any of the following substituents.)
Figure 2009102229
(X represents an oxygen atom or a sulfur atom, and q and r each represents 0 or an integer of 1 to 6.)
毛髪用組成物全量中に、(A)成分を0.1〜10質量%、(B)成分を(A)成分1モルに対して0.3〜10モル倍を配合してなる請求項1又は2に記載の毛髪用組成物。 2. The hair composition as a whole, comprising 0.1 to 10% by mass of component (A) and 0.3 to 10 moles of component (B) relative to 1 mole of component (A). Or the composition for hair of 2. 更に、(C)高級アルコールを0.1〜10質量%配合してなる請求項1〜3のいずれか1項に記載の毛髪用組成物。 Furthermore, the composition for hair of any one of Claims 1-3 formed by mix | blending 0.1-10 mass% of (C) higher alcohol. 更に、(D)シリコーンおよび/又はシリコーン誘導体を0.1〜20質量%配合してなる請求項1〜4のいずれか1項に記載の毛髪用組成物。 Furthermore, (D) The composition for hair of any one of Claims 1-4 formed by mix | blending 0.1-20 mass% of silicone and / or a silicone derivative. 更に、(E)多価アルコールを0.01〜10質量%配合してなる請求項1〜5のいずれか1項に記載の毛髪用組成物。 Furthermore, (E) Polyhydric alcohol is mix | blended 0.01-10 mass%, The composition for hair of any one of Claims 1-5 formed. 更に、(F)芳香族アルコールを0.01〜10質量%配合してなる請求項1〜6のいずれか1項に記載の毛髪用組成物。 Furthermore, the composition for hair of any one of Claims 1-6 formed by mix | blending 0.01-10 mass% of (F) aromatic alcohol. 成分(F)の芳香族アルコールがフェノキシエタノール、ベンジルアルコール、ベンジルオキシエタノールから選ばれる1種又は2種以上である請求項1〜7のいずれか1項にのいずれか1項に記載の毛髪用組成物。 The composition for hair according to any one of claims 1 to 7, wherein the aromatic alcohol of component (F) is one or more selected from phenoxyethanol, benzyl alcohol, and benzyloxyethanol. object. 更に、(G)下記一般式(3)で表されるジアルキル3級アミン化合物を0.01〜10質量%配合してなる請求項1〜8のいずれか1項に記載の毛髪用組成物。
Figure 2009102229
(Rは直鎖又は分岐した炭素数4〜24のアルキル基、アルケニル基もしくはヒドロキシアルキル基で表され、R、Rは同一又は異なる炭素数1〜3のアルキル基、ヒドロキシアルキル基、nは0又は1、mは1〜5の整数を表す。)
Furthermore, (G) The composition for hair of any one of Claims 1-8 formed by mix | blending 0.01-10 mass% of dialkyl tertiary amine compounds represented by following General formula (3).
Figure 2009102229
(R is a linear or branched alkyl group having 4 to 24 carbon atoms, an alkenyl group or a hydroxyalkyl group, and R 1 and R 2 are the same or different alkyl groups having 1 to 3 carbon atoms, hydroxyalkyl group, n Represents 0 or 1, and m represents an integer of 1 to 5.)
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Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH08301747A (en) * 1995-05-11 1996-11-19 Kanebo Ltd Cosmetic
JP2003509570A (en) * 1999-09-13 2003-03-11 サゾル ジャーマニー ゲーエムベーハー Surfactant compositions containing gemini-type surfactants and their use for skin cleansing and hair cleansing
JP2004323495A (en) * 2003-04-24 2004-11-18 Toho Chem Ind Co Ltd Composition for hair
JP2007161605A (en) * 2005-12-09 2007-06-28 Shiseido Co Ltd Hair cosmetic

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH08301747A (en) * 1995-05-11 1996-11-19 Kanebo Ltd Cosmetic
JP2003509570A (en) * 1999-09-13 2003-03-11 サゾル ジャーマニー ゲーエムベーハー Surfactant compositions containing gemini-type surfactants and their use for skin cleansing and hair cleansing
JP2004323495A (en) * 2003-04-24 2004-11-18 Toho Chem Ind Co Ltd Composition for hair
JP2007161605A (en) * 2005-12-09 2007-06-28 Shiseido Co Ltd Hair cosmetic

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