JP2002338996A - Detergent composition - Google Patents
Detergent compositionInfo
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- JP2002338996A JP2002338996A JP2001151063A JP2001151063A JP2002338996A JP 2002338996 A JP2002338996 A JP 2002338996A JP 2001151063 A JP2001151063 A JP 2001151063A JP 2001151063 A JP2001151063 A JP 2001151063A JP 2002338996 A JP2002338996 A JP 2002338996A
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- hair
- alkyl
- carbon atoms
- washing
- detergent composition
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- Detergent Compositions (AREA)
- Compositions Of Macromolecular Compounds (AREA)
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Abstract
Description
【0001】[0001]
【発明の属する技術分野】本発明は、洗浄剤組成物、特
に洗髪中及び髪を濯いでいる時の指通りが滑らかで、洗
い上がり後に髪がごわつかず、十分なしっとり感を付与
する毛髪用の洗浄剤組成物に関する。BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a detergent composition, and more particularly to a hair composition which gives a smooth feeling through fingers during washing and rinsing of hair, and which does not make the hair firm after washing. The cleaning composition of the present invention.
【0002】[0002]
【従来の技術及び発明が解決しようとする課題】毛髪用
洗浄剤組成物には、洗浄力、起泡性、泡の感触が良好で
あること等の基本性能と共に、毛髪損傷防止等の点から
洗髪中及び髪を濯いでいる時の指通り性も要求される。
通常、毛髪用洗浄剤組成物には、髪を濯いでいる時の指
通り性向上のために、カチオン性ポリマーが配合され、
アニオン性界面活性剤と組み合わせることにより、その
複合体が形成され、毛髪表面に吸着して、指通りが滑ら
かとなる。しかし、乾燥時には髪がごわついたり、べた
ついたりするものが多く、十分満足できるものではなか
った。一方、カチオン性ポリマーを含有しない毛髪用洗
浄剤では、毛髪用洗浄剤使用時の指通りは極めて悪い。2. Description of the Related Art A hair cleaning composition has basic properties such as good detergency, good foaming properties, and good foam feel, as well as hair damage prevention. There is also a need for finger passing during hair washing and rinsing.
Normally, a cationic polymer is blended in the hair cleaning composition in order to improve finger penetration when rinsing hair,
In combination with an anionic surfactant, the complex is formed and adsorbs on the hair surface, smoothing the finger. However, when the hair was dried, the hair often became sticky or sticky, and was not satisfactory. On the other hand, in the case of a hair cleaning agent containing no cationic polymer, fingering when using the hair cleaning agent is extremely poor.
【0003】本発明の課題は、洗髪中及び髪を濯いでい
る時の指通りが滑らかで、洗い上がり後に髪がごわつか
ず、十分なしっとり感を付与する洗浄剤組成物を提供す
ることにある。[0003] An object of the present invention is to provide a detergent composition which allows smooth finger passage during hair washing and rinsing of hair, does not make hair firm after washing, and gives a sufficient moist feeling. .
【0004】[0004]
【課題を解決するための手段】本発明は、一般式(1)
で表される重合単位(以下重合単位(1)という)及び
一般式(2)で表される重合単位(以下重合単位(2)
という)を有するコポリマー、及び両性界面活性剤を含
有する洗浄剤組成物を提供する。According to the present invention, there is provided a compound represented by the general formula (1):
And a polymerized unit represented by the general formula (2) (hereinafter referred to as a polymerized unit (2))
And a detergent composition comprising a copolymer having
【0005】[0005]
【化3】 Embedded image
【0006】(式中、R1は水素原子又は炭素数1〜5
のアルキル基を示し、R2及びR3は、それぞれ独立して
炭素数1〜5のアルキル基を示し、Xはエステル結合又
はアミド結合を示し、nは1〜5の数を示す。)(Wherein R 1 is a hydrogen atom or a group having 1 to 5 carbon atoms)
R 2 and R 3 each independently represent an alkyl group having 1 to 5 carbon atoms, X represents an ester bond or an amide bond, and n represents a number of 1 to 5. )
【0007】[0007]
【化4】 Embedded image
【0008】(式中、R4は水素原子又は炭素数1〜5
のアルキル基を示し、R5及びR6は、それぞれ独立して
水素原子又は炭素数1〜5のアルキル基を示し、R5と
R6の少なくとも一方は水素原子ではない。)(Wherein R 4 is a hydrogen atom or a group having 1 to 5 carbon atoms)
R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 5 carbon atoms, and at least one of R 5 and R 6 is not a hydrogen atom. )
【0009】[0009]
【発明の実施の形態】[コポリマー]重合単位(1)と
しては、R1が水素原子又はメチル基、R2及びR3がメ
チル基、Xがエステル結合又はアミド結合であるものが
好ましい。かかる重合単位(1)は、例えば、N,N−
ジメチルアミノエチルアクリレート、N,N−ジメチル
アミノエチルメタクリレート、N,N−ジメチルアミノ
プロピルアクリルアミド、N,N−ジメチルアミノプロ
ピルメタクリルアミド等をモノマーとして重合すること
により得ることができる。BEST MODE FOR CARRYING OUT THE INVENTION [Copolymer] As the polymerized unit (1), those in which R 1 is a hydrogen atom or a methyl group, R 2 and R 3 are methyl groups, and X is an ester bond or an amide bond are preferred. Such a polymerized unit (1) is, for example, N, N-
It can be obtained by polymerizing dimethylaminoethyl acrylate, N, N-dimethylaminoethyl methacrylate, N, N-dimethylaminopropyl acrylamide, N, N-dimethylaminopropyl methacrylamide or the like as a monomer.
【0010】重合単位(2)としては、特に、R4が水
素原子であるものが好ましく、かかる重合単位(2)
は、例えば、N,N−ジメチルアクリルアミド、N,N
−ジエチルアクリルアミド、N−イソプロピルアクリル
アミド等をモノマーとして重合することにより得ること
ができる。As the polymerized unit (2), particularly preferred are those in which R 4 is a hydrogen atom.
Is, for example, N, N-dimethylacrylamide, N, N
-Diethylacrylamide, N-isopropylacrylamide, or the like as a monomer.
【0011】本発明のコポリマーは、重合単位(1)、
(2)以外の重合単位を有することもできる。かかる重
合単位を与えるモノマーとして、上記のモノマーと共重
合しうるモノマーを使用することができ、例えば、アク
リルアミド、メタクリルアミド、ビニルピロリドン、ヒ
ドロキシエチルメタクリレート、ポリエチレングリコー
ルモノメタクリレート、ブチルアクリレート、アクリル
酸、メタクリル酸等が挙げられる。本発明のコポリマー
として特に好ましいものは、N,N−ジメチルアミノエ
チルアクリレートとN,N−ジメチルアクリルアミドと
を共重合して得られるポリマーである。The copolymer of the present invention comprises a polymerized unit (1),
It may have a polymerization unit other than (2). As the monomer giving such a polymerized unit, a monomer copolymerizable with the above-mentioned monomer can be used. Acids and the like. Particularly preferred as the copolymer of the present invention is a polymer obtained by copolymerizing N, N-dimethylaminoethyl acrylate and N, N-dimethylacrylamide.
【0012】本発明のコポリマーのアミン当量は、10
0〜20000が好ましく、更に150〜3000、特
に250〜500が、洗髪時、及び髪を濯いでいる時の
感触改善効果の点で好ましい。ここでアミン当量とは、
アミノ基1モル当量に対するアミノ基含有ポリマーの質
量をいい、アミン窒素を14グラム含有するアミノ基含
有ポリマーのグラム数に等しい。The amine equivalent of the copolymer of the present invention is 10
It is preferably from 0 to 20,000, more preferably from 150 to 3,000, and particularly preferably from 250 to 500, in view of the effect of improving the feel during hair washing and rinsing. Here, the amine equivalent is
Refers to the mass of the amino group-containing polymer per mole equivalent of amino group and is equal to the number of grams of the amino group-containing polymer containing 14 grams of amine nitrogen.
【0013】本発明のコポリマーは公知の方法、例えば
重合条件下でラジカルを形成する化合物を使用して、溶
液、沈殿又は乳化重合等によって製造することができ
る。The copolymer of the present invention can be produced by a known method, for example, solution, precipitation or emulsion polymerization using a compound which forms a radical under polymerization conditions.
【0014】本発明のコポリマーは、組成物中1種以上
を用いることができ、全組成物中に0.01〜10質量
%、更に0.1〜5質量%、特に0.3〜5質量%配合
するのが、液性及び感触改善効果の点で好ましい。One or more copolymers of the present invention can be used in the composition. The total amount of the copolymer is 0.01 to 10% by mass, more preferably 0.1 to 5% by mass, particularly 0.3 to 5% by mass. % Is preferred from the viewpoint of the liquid property and the effect of improving the feel.
【0015】[両性界面活性剤]本発明で用いられる両
性界面活性剤としては、更にベタイン型であることが、
髪を濯いでいる時の指通りの点で好ましい。ベタイン型
両性界面活性剤としては、例えばカルボベタイン型、ア
ミドベタイン型、スルホベタイン型、アミドスルホベタ
イン型、イミダゾリニウムベタイン型、ホスホベタイン
型等が挙げられ、具体的には、脂肪酸アミドプロピルベ
タイン、2−アルキル−N−カルボキシメチル−N−ヒ
ドロキシエチルイミダゾリニウムベタイン、アルキルジ
メチルアミノ酢酸ベタイン、アルキルヒドロキシスルホ
ベタイン等が挙げられ、脂肪酸(炭素数8〜24)アミ
ドプロピルベタイン、2−アルキル(炭素数8〜24)
−N−カルボキシメチル−N−ヒドロキシエチルイミダ
ゾリニウムベタインが好ましく、イミダゾリニウムベタ
インが特に好ましい。[Amphoteric Surfactant] The amphoteric surfactant used in the present invention may further be a betaine type.
It is preferable in terms of fingering when rinsing hair. Examples of betaine-type amphoteric surfactants include, for example, carbobetaine-type, amidobetaine-type, sulfobetaine-type, amidosulfobetaine-type, imidazolinium betaine-type, and phosphobetaine-type.Specifically, fatty acid amidopropyl betaine , 2-alkyl-N-carboxymethyl-N-hydroxyethylimidazolinium betaine, alkyldimethylaminoacetate betaine, alkylhydroxysulfobetaine and the like, and fatty acids (8 to 24 carbon atoms) amidopropyl betaine, 2-alkyl ( (C8-C24)
-N-Carboxymethyl-N-hydroxyethylimidazolinium betaine is preferred, and imidazolinium betaine is particularly preferred.
【0016】両性界面活性剤は、1種以上を用いること
ができ、全組成物中に0.01〜20質量%、特に0.
3〜10質量%配合するのが好ましく、更に、両性界面
活性剤と本発明のコポリマーとの質量比(両性界面活性
剤/本発明のコポリマー)が0.5〜10となるように
配合するのが、特に髪を濯いでいる時の指通り改善効果
の点で好ましい。また、両性界面活性剤は、全界面活性
剤中の25〜45質量%の範囲で配合するのが好まし
い。One or more amphoteric surfactants can be used, and 0.01 to 20% by mass, especially 0.1 to 20% by mass of the total composition.
It is preferable to mix the compound in an amount of 3 to 10% by mass. Further, the compound is added so that the mass ratio of the amphoteric surfactant to the copolymer of the present invention (amphoteric surfactant / copolymer of the present invention) becomes 0.5 to 10. However, it is preferable in view of the effect of improving finger passage particularly when rinsing hair. Further, it is preferable that the amphoteric surfactant is blended in a range of 25 to 45% by mass based on all the surfactants.
【0017】本発明においては、両性界面活性剤以外に
も、アニオン性界面活性剤を含有することが、液性調
整、洗浄性、感触改善効果の点で好ましい。かかるアニ
オン性界面活性剤としては、通常の毛髪用洗浄剤組成物
に用いられるものであれば特に制限されず、例えばアル
キル又はアルケニル硫酸塩、アルキル又はアルケニルエ
ーテル硫酸塩;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、α−スルホン脂肪
酸塩;N−アシルグルタミン酸塩、N−アシル−β−ア
ラニン塩、N−アシルグリシン塩等のN−アシルアミノ
酸塩;アルキルスルホコハク酸塩、アルキルアミドスル
ホコハク酸塩、アルキルポリエーテルスルホコハク酸塩
等のスルホコハク酸系界面活性剤;(アミド)エーテル
カルボン酸型界面活性剤等が挙げられる。これらのう
ち、アルキル又はアルケニルエーテル(アルキル又はア
ルケニル基の炭素数10〜20、アルキレンオキシド平
均付加モル数0.5〜8)硫酸塩、N−アシル(アシル
基の炭素数8〜24)アミノ酸塩、特にN−アシルグル
タミン酸塩が好ましい。In the present invention, it is preferable to contain an anionic surfactant in addition to the amphoteric surfactant from the viewpoints of adjusting the liquid properties, detergency, and improving the feel. The anionic surfactant is not particularly limited as long as it is used in a usual hair cleansing composition. For example, alkyl or alkenyl sulfate, alkyl or alkenyl ether sulfate; olefin sulfonate, alkane sulfone Acid salts; saturated or unsaturated fatty acid salts, α-sulfone fatty acid salts; N-acyl glutamates, N-acyl-β-alanine salts, N-acyl glycine salts and other N-acyl amino acid salts; alkyl sulfosuccinates, alkyls Sulfosuccinic surfactants such as amide sulfosuccinates and alkyl polyether sulfosuccinates; and (amide) ethercarboxylic acid surfactants. Among them, alkyl or alkenyl ether (alkyl or alkenyl group having 10 to 20 carbon atoms, alkylene oxide average addition mole number of 0.5 to 8) sulfate, N-acyl (acyl group having 8 to 24 carbon atoms) amino acid salt Particularly, N-acyl glutamate is preferred.
【0018】アニオン性界面活性剤は、1種以上を用い
ることができ、全組成物中に0.1〜20質量%、更に
0.5〜20質量%、特に1〜15質量%配合するの
が、泡性能、髪を濯いでいる時の指通りの点で好まし
い。One or more anionic surfactants can be used, and 0.1 to 20% by mass, more preferably 0.5 to 20% by mass, particularly 1 to 15% by mass of the total composition. However, it is preferable in terms of foam performance and finger passing when rinsing hair.
【0019】[洗浄剤組成物]本発明の洗浄剤組成物
は、毛髪用洗浄剤組成物であることが好ましく、更に通
常の毛髪用洗浄剤組成物に用いられる成分、例えば前記
以外の界面活性剤、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、本発明の効果を
損なわない範囲で適宜配合できる。[Cleaning composition] The cleaning composition of the present invention is preferably a hair cleaning composition, and further includes components used in ordinary hair cleaning compositions, for example, surfactants other than those described above. An agent, a silicone derivative, a cationic polymer, a humectant, a viscosity modifier, a fragrance, a dye, an ultraviolet absorber, an antioxidant, an antibacterial agent, a preservative, and the like can be appropriately compounded as long as the effects of the present invention are not impaired.
【0020】本発明の洗浄剤組成物は、常法により製造
でき、pH3.0〜8.0、特にpH5.0〜6.5に
調整されるのが、洗髪時及び髪を濯いでいる時の指通り
の点で好ましい。また、本発明の洗浄剤組成物は、固形
状、粉末状、クリーム状、液状等通常用いられる剤型と
することができる。The detergent composition of the present invention can be produced by a conventional method, and is adjusted to pH 3.0 to 8.0, particularly pH 5.0 to 6.5, when washing hair and rinsing hair. It is preferable in view of the finger. The cleaning composition of the present invention can be in a commonly used dosage form such as a solid, powder, cream, and liquid.
【0021】[0021]
【実施例】合成例1 温度計、還流管、及び窒素導入管を備えた三つ口フラス
コに、モノマーとしてN,N−ジメチルアクリルアミド
15g、N,N−ジメチルアミノエチルアクリレート1
5g、溶媒としてメチルエチルケトン70gとを添加
し、80℃にて還流を行いながら窒素気流下で1時間攪
拌して脱気した。ついで2,2’−アゾビスイソブチロ
ニトリル0.15gを三つ口フラスコに添加し、80℃
で重合を開始した。窒素気流下で攪拌しながら約8時間
重合反応を行った。ポリマー溶液をノルマルヘキサン1
L中に注いで再沈精製した後、減圧下で乾燥した。EXAMPLES Synthesis Example 1 In a three-necked flask equipped with a thermometer, a reflux tube, and a nitrogen inlet tube, 15 g of N, N-dimethylacrylamide and N, N-dimethylaminoethyl acrylate 1 were used as monomers.
5 g and 70 g of methyl ethyl ketone as a solvent were added, and the mixture was stirred for 1 hour under a nitrogen stream while refluxing at 80 ° C., and deaerated. Then, 0.15 g of 2,2′-azobisisobutyronitrile was added to the three-necked flask, and 80 ° C.
To initiate polymerization. The polymerization reaction was carried out for about 8 hours while stirring under a nitrogen stream. Normal hexane 1
The mixture was poured into L, purified by reprecipitation, and then dried under reduced pressure.
【0022】得られた3級アミノ基を有するポリマーの
アミン当量はポリマーのエタノール溶液を濃度既知の塩
酸で滴定することにより測定し、約290であった。分
子量は、ゲル濾過クロマトグラフィー(GPC)で測定
したところ、重量平均分子量約7万であった[装置;東
ソー(株)製HLC−8120GPC、カラム;東ソー
(株)製α−M(2本)、溶離液;LiBr含有DMF
(50mM)、流速1mL/min、カラム温度;40
℃、東ソー(株)製及び西尾工業(株)製のポリスチレ
ン標準サンプルで校正]。The amine equivalent of the obtained polymer having a tertiary amino group was about 290, as determined by titrating an ethanol solution of the polymer with hydrochloric acid having a known concentration. The molecular weight was measured by gel filtration chromatography (GPC) and found to be about 70,000 weight-average molecular weight [apparatus: HLC-8120GPC manufactured by Tosoh Corporation, column: α-M manufactured by Tosoh Corporation (2 pieces) , Eluent; DMF containing LiBr
(50 mM), flow rate 1 mL / min, column temperature; 40
° C, calibration with polystyrene standard samples manufactured by Tosoh Corporation and Nishio Industry Co., Ltd.].
【0023】合成例2 合成例1において、N,N−ジメチルアミノエチルアク
リレートに代えて、N,N−ジメチルアミノプロピルメ
タクリアミド15gを用いた他は、合成例1と同様にし
て、3級アミノ基を有するポリマーを得た。このポリマ
ーのアミン当量及び重量平均分子量を合成例1と同様の
方法で測定したところ、アミン当量は約340、重量平
均分子量は約8万であった 実施例1〜8及び比較例1〜3 表1に示す組成の洗浄剤組成物を常法により製造した。
pHの調整はクエン酸により行った。得られた洗浄剤組
成物について、専門パネラー8名によりこれを使用して
毛髪用洗浄剤組成物としたときの洗髪中、及び髪を濯い
でいる時の指通り性、洗い上がり後の髪のごわつきの無
さ及び洗い上がり後のしっとり感を官能評価し、以下の
基準で判定した。結果を表1に併せて示す。Synthesis Example 2 A tertiary amino acid was prepared in the same manner as in Synthesis Example 1 except that 15 g of N, N-dimethylaminopropyl methacrylamide was used in place of N, N-dimethylaminoethyl acrylate. A polymer having a group was obtained. When the amine equivalent and the weight average molecular weight of this polymer were measured in the same manner as in Synthesis Example 1, the amine equivalent was about 340 and the weight average molecular weight was about 80,000. Examples 1 to 8 and Comparative Examples 1 to 3 A cleaning composition having the composition shown in No. 1 was produced by a conventional method.
The pH was adjusted with citric acid. The resulting cleaning composition was used by eight expert panelists to prepare a hair cleaning composition during hair washing and finger rinsing while rinsing the hair, and for the hair after rinsing. The sensory evaluation of the absence of stiffness and the moist feeling after washing was made and judged according to the following criteria. The results are shown in Table 1.
【0024】<評価基準> (1)洗髪中、及び髪を濯いでいる時の指通り ◎:7名以上が指通りが良いと評価した ○:5〜6名が指通りが良いと評価した △:3〜4名が指通りが良いと評価した ×:2名以下が指通りが良いと評価した (2)洗い上がり後のごわつきの無さ ◎:7名以上がごわつきが無いと評価した ○:5〜6名がごわつきが無いと評価した △:3〜4名がごわつきが無いと評価した ×:2名以下がごわつきが無いと評価した (3)洗い上がり後のしっとり感 ◎:7名以上がしっとりすると評価した ○:5〜6名がしっとりすると評価した △:3〜4名がしっとりすると評価した ×:2名以下がしっとりすると評価した<Evaluation Criteria> (1) Finger passing during shampooing and rinsing hair ◎: 7 or more evaluated that finger passing was good ○: 5 to 6 evaluated that finger passing was good Δ: 3 to 4 people evaluated finger passing good ×: 2 or less evaluated finger passing good (2) No stiffness after washing ◎: 7 or more people evaluated no stiffness :: 5 to 6 people evaluated that there was no stiffness Δ: 3 to 4 people evaluated that there was no stiffness ×: 2 or less evaluated that there was no stiffness (3) Moist feeling after washing ◎: 7 ○: 5 or 6 people evaluated as moist. Δ: 3 to 4 people evaluated as moist. ×: 2 or less evaluated as moist.
【0025】[0025]
【表1】 [Table 1]
【0026】[0026]
【発明の効果】本発明の洗浄剤組成物は、洗髪中及び髪
を濯いでいる時の指通りが滑らかで、洗い上がり後に髪
がごわつかず、十分なしっとり感が得られる。EFFECTS OF THE INVENTION The cleaning composition of the present invention has a smooth finger passage during hair washing and rinsing, and the hair is not rough after washing, so that a sufficient moist feeling can be obtained.
───────────────────────────────────────────────────── フロントページの続き (51)Int.Cl.7 識別記号 FI テーマコート゛(参考) C11D 1/90 C11D 1/90 Fターム(参考) 4C083 AC662 AC711 AC712 AC782 AC792 AD071 AD072 BB07 CC38 DD27 EE06 EE21 4H003 AB09 AB15 AB27 AB31 AD04 DA02 EB28 EB42 ED02 FA21 4J002 BG071 BG121 EN136 EU116 EV176 FD316 GB00 GC00──────────────────────────────────────────────────続 き Continued on the front page (51) Int.Cl. 7 Identification symbol FI theme coat ゛ (reference) C11D 1/90 C11D 1/90 F term (reference) 4C083 AC662 AC711 AC712 AC782 AC792 AD071 AD072 BB07 CC38 DD27 EE06 EE21 4H003 AB09 AB15 AB27 AB31 AD04 DA02 EB28 EB42 ED02 FA21 4J002 BG071 BG121 EN136 EU116 EV176 FD316 GB00 GC00
Claims (3)
般式(2)で表される重合単位を有するコポリマー、及
び両性界面活性剤を含有する洗浄剤組成物。 【化1】 (式中、R1は水素原子又は炭素数1〜5のアルキル基
を示し、R2及びR3は、それぞれ独立して炭素数1〜5
のアルキル基を示し、Xはエステル結合又はアミド結合
を示し、nは1〜5の数を示す。) 【化2】 (式中、R4は水素原子又は炭素数1〜5のアルキル基
を示し、R5及びR6は、それぞれ独立して水素原子又は
炭素数1〜5のアルキル基を示し、R5とR6の少なくと
も一方は水素原子ではない。)1. A detergent composition comprising a copolymer having a polymerization unit represented by the general formula (1) and a polymerization unit represented by the general formula (2), and an amphoteric surfactant. Embedded image (In the formula, R 1 represents a hydrogen atom or an alkyl group having 1 to 5 carbon atoms, and R 2 and R 3 each independently represent 1 to 5 carbon atoms.
X represents an ester bond or an amide bond, and n represents a number of 1 to 5. ) (Wherein, R 4 represents a hydrogen atom or an alkyl group of 1 to 5 carbon atoms, R 5 and R 6 each independently represent a hydrogen atom or an alkyl group of 1 to 5 carbon atoms, R 5 and R At least one of 6 is not a hydrogen atom.)
タインである請求項1記載の洗浄剤組成物。2. The cleaning composition according to claim 1, wherein the amphoteric surfactant is imidazolinium betaine.
剤組成物。3. The cleaning composition according to claim 1, which is used for hair.
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JP2001151063A JP4689076B2 (en) | 2001-05-21 | 2001-05-21 | Cleaning composition |
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JP4689076B2 JP4689076B2 (en) | 2011-05-25 |
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Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2008248105A (en) * | 2007-03-30 | 2008-10-16 | Kose Corp | Detergent composition |
Citations (6)
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---|---|---|---|---|
EP0295877A2 (en) * | 1987-06-15 | 1988-12-21 | Halliburton Company | Method and composition for viscosifying hydrocarbons |
JPH06219921A (en) * | 1992-12-01 | 1994-08-09 | Osaka Organic Chem Ind Ltd | Cosmetic comprising cationic thickening agent |
JPH08208442A (en) * | 1995-01-31 | 1996-08-13 | Shiseido Co Ltd | Hair setting agent composition |
JP2001010935A (en) * | 1999-06-30 | 2001-01-16 | Lion Corp | Shampoo composition |
JP2001031533A (en) * | 1999-06-25 | 2001-02-06 | L'oreal Sa | Cosmetic composition comprising amphoteric polymer and conditioner, and its use |
JP2001048755A (en) * | 1999-08-03 | 2001-02-20 | Osaka Organic Chem Ind Ltd | Base for hair dressing agent |
-
2001
- 2001-05-21 JP JP2001151063A patent/JP4689076B2/en not_active Expired - Fee Related
Patent Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0295877A2 (en) * | 1987-06-15 | 1988-12-21 | Halliburton Company | Method and composition for viscosifying hydrocarbons |
JPH06219921A (en) * | 1992-12-01 | 1994-08-09 | Osaka Organic Chem Ind Ltd | Cosmetic comprising cationic thickening agent |
JPH08208442A (en) * | 1995-01-31 | 1996-08-13 | Shiseido Co Ltd | Hair setting agent composition |
JP2001031533A (en) * | 1999-06-25 | 2001-02-06 | L'oreal Sa | Cosmetic composition comprising amphoteric polymer and conditioner, and its use |
JP2001010935A (en) * | 1999-06-30 | 2001-01-16 | Lion Corp | Shampoo composition |
JP2001048755A (en) * | 1999-08-03 | 2001-02-20 | Osaka Organic Chem Ind Ltd | Base for hair dressing agent |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2008248105A (en) * | 2007-03-30 | 2008-10-16 | Kose Corp | Detergent composition |
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