JP2004067607A - Surfactant composition - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide a very safe surfactant composition having excellent operability and dispersibility in water; and to provide a hair rinse and a softening agent containing the surfactant composition. <P>SOLUTION: (1) The surfactant composition comprises (a) 1-99 wt.% quaternary ammonium salt-type surfactant and (b) 1-99 wt.% compound represented by formula (1): RO(AO)<SB>x</SB>(BO)<SB>y</SB>(AO)<SB>z</SB>H (1) (wherein, R is an 8-24C alkyl group, alkenyl group or acyl group; A is an ethylene group; B is a butylene group; x, y and z are each an average number of added moles, and satisfy the expressions: 0≤x≤10, 1≤y≤5, 0≤z≤60 and 0≤x+z≤60). (2) The hair rinse contains 1-20 wt.% surfactant composition of (1). (3) The softening agent contains 1-50 wt.% surfactant composition of (1). <P>COPYRIGHT: (C)2004,JPO

Description

【００１０】
【化２】

【００１１】
【化３】

【００１２】
【化４】

【００１３】
（式中、Ｒ^１およびＲ^１６は炭素数８〜２２のアルキル基またはアルケニル基；Ｒ^２およびＲ^３はＲ^１と同一であるかまたは炭素数１〜３のアルキル基、ヒドロキシアルキル基、ベンジル基または−（ＣＨ_２ＣＨ_２０）_ｎ−Ｈ（ｎ：２〜５である）；Ｒ^４、Ｒ^８、Ｒ^１４、Ｒ^１５およびＲ^１７は炭素数１〜３のアルキル基、ヒドロキシアルキル基、ベンジル基または−（ＣＨ_２ＣＨ_２０）_ｎ−Ｈ（ｎ：２〜５である）；
Ｒ^５、Ｒ^１０、Ｒ^１１およびＲ^１８は炭素数８〜２２のアシル基；Ｒ^９、Ｒ^１２およびＲ^１３は炭素数１〜３のアルキレン基；Ｒ^６およびＲ^７は、−Ｒ^５ＯＲ^９、炭素数１〜３のアルキル基、ヒドロキシアルキル基または−（ＣＨ_２ＣＨ_２０）_ｎ−Ｈ（ｎ：２〜５である）；Ｘ⁻はハロゲン、ＣＨ_３ＳＯ_４またはＣ_２Ｈ_５ＳＯ_４を示す。）
【００１４】
アルキル型４級アンモニウム塩としては、例えば、ドデシルトリメチルアンモニウムクロリド、ヘキサデシルトリメチルアンモニウムクロリド、オクタデシルジメチルエチルアンモニウムクロリド、オクタデセニルジメチルベンジルアンモニウムクロリド、ドコシルトリメチルアンモニウムクロリド、ジヘキサデシルジメチルアンモニウムブロミド、ジ硬化牛脂アルキルジメチルアンモニウムクロリド、ジオクタデセニルジメチルアンモニウムメチルサルフェート、ジエイコシルジメチルアンモニウムクロリド等が挙げられる。エステル型４級アンモニウム塩としては、例えば、Ｎ，Ｎ−ジオクタデカノイルオキシエチル，Ｎ−ヒドロキシエチル，Ｎ−メチルアンモニウムメチルサルフェート、Ｎ−硬化牛脂アシルオキシエチル，Ｎ−ヒドロキシエチル，Ｎ，Ｎ−ジメチルアンモニウムメチルサルフェート、Ｎ−オクタデセノイルオキシエチル，Ｎ，Ｎ，Ｎ−トリメチルアンモニウムクロリド等が挙げられる。アミド型４級アンモニウム塩としては、例えば、ジ（２−ドデカノイルアミノエチル）ジメチルアンモニウムクロリド、２−オクタデカノイルアミノエチルトリメチルアンモニウムエチルサルフェート、ジ（２−牛脂アシルアミノプロピル）メチルエチルアンモニウムクロリド等が挙げられる。イミダゾリニウム型４級アンモニム塩としては、例えば、メチル−１−牛脂アミドエチル−２−牛脂アルキルイミダゾリニウムメチルサルフェート、エチル−１−オクタデセノイルアミドエチル−２−ヘプタデセニルイミダゾリニウムエチルサルフェート、２−ヘプタデシル−１−メチル−（２−オクタデカノイルアミノ）エチルイミダゾリニウムメチルサルフェート等が挙げられる。これらは単独で、あるいは複数を組み合わせて使用することができる。
【００１５】
本発明の界面活性剤組成物に用いるｂ成分である式（１）で示される化合物は、アルカリ触媒下、アルコールあるいは脂肪酸にブチレンオキシドをまず付加反応するか、あるいはエチレンオキシド付加反応後、ブチレンオキシドを付加し、さらにエチレンオキシドを付加することにより得られる。
【００１６】
Ｒは炭素数８〜２４のアルキル基、アルケニル基またはアシル基である。アルキル基としては、例えば、オクチル基、イソオクチル基、ノニル基、イソノニル基、デシル基、イソデシル基、ウンデシル基、イソウンデシル基、ドデシル基、イソドデシル基、トリデシル基、イソトリデシル基、テトラデシル基、イソテトラデシル基、ペンタデシル基、イソペンタデシル基、ヘキサデシル基、イソヘキサデシル基、ヘプタデシル基、イソヘプタデシル基、オクタデシル基、イソオクタデシル基、ノナデシル基、イソノナデシル基、エイコシル基、イソエイコシル基、ヘンエイコシル基、イソヘンエイコシル基、ドコシル基、イソドコシル基、トリコシル基、イソトリコシル基、テトラコシル基、イソテトラコシル基などが挙げられる。アルケニル基としては、例えば、テトラデセニル基、ヘキサデセニル基、オクタデセニル基、エイコセニル基、ドコセニル基などが挙げられる。また、アシル基としては、例えば、オクタノイル基、デカノイル基、ドデカノイル基、テトラデカノイル基、ヘキサデカノイル基、オクタデカノイル基、エイコサノイル基、ドコサノイル基、テトラコサノイル基、２−エチルヘキサノイル基、ヘキサデセノイル基、オクタデセノイル基などが挙げられる。好ましくは、炭素数１０〜２２のアルキル基、アルケニル基、アシル基であり、さらに好ましくは炭素数１０〜２２のアシル基である。これらは単独で、あるいは複数を組み合わせて使用することができる。
炭素数が８未満の場合や２４を超える場合は、水に対する分散性が低下し、さらにハンドリングが不良となる場合があり好ましくない。
【００１７】
平均付加モル数であるｘは０〜１０であり、好ましくは０〜８である。ｘが１０を超える場合は水への分散性が悪くなるため好ましくない。平均付加モル数であるｙは１〜５であり、１〜３が好ましい。ｙが５を超える場合や１未満の場合は水への分散性が低下し、さらにハンドリング性が悪化する。平均付加モル数であるｚは０〜６０であり、好ましくは０〜５０である。また、ｘ＋ｚは０〜６０であり、１０〜５０が好ましい。ｚが６０を超える場合や、ｘ＋ｚが６０を超える場合は、水への分散性が悪くなるため好ましくない。
【００１８】
本発明の界面活性剤組成物においてａ成分、ｂ成分の含有量はいずれも１〜９９重量％であるが、好ましいａ成分の含有量は１０〜９５重量％、ｂ成分は５〜９０重量％である。
【００１９】
本発明の界面活性剤組成物においては、４級アンモニウム塩の製造工程においてエタノール、イソプロピルアルコール等の低級アルコールを溶剤としてａ成分に添加した４級アンモニウム塩をａ成分として使用することも可能である。しかし、安全性の点から４級アンモニウム塩の製造工程において、ｂ成分を溶剤として用いて得られる組成物、すなわち３級アミンとｂ成分を加熱溶解混合後反応装置に仕込み、反応温度７０〜９０℃で３級アミンを１．０倍〜１．１倍モル等量のメチルクロリド、ベンジルクロリド等などで４級化することによって得られる界面活性剤組成物が好ましい。
【００２０】
本発明のヘアリンス剤は、上記の界面活性剤組成物を１〜２０重量％、好ましくは２〜１０重量％含有する。含有量が１重量％未満の場合は、毛髪に対して指通り、櫛通りなどのコンディショニング性を充分付与しにくい場合がある。２０重量％を超える場合は、粘度が高くなりすぎて毛髪に塗布する際に伸びやなじみが悪くなる場合がある。
【００２１】
本発明のヘアリンス剤に用いるａ成分としては、前述の界面活性剤組成物にａ成分として挙げた４級アンモニウム塩型界面活性剤を使用可能であるが、好ましくは、式（４）で示されるアルキル型４級アンモニウム塩、式（５）で示されるエステル型４級アンモニウム塩である。特に好ましくは、炭素数１６〜２２の長鎖アルキル基またはアシル基を分子中に１個、または２個有するモノ（ジ）アルキル型４級アンモニウム塩、２個有するジエステル型４級アンモニウム塩であり、例えば、オクタデシルトリメチルアンモニウムクロリド、ドコシルトリメチルアンモニウムクロリド、ジオクタデシルジメチルアンモニウムクロリド、Ｎ，Ｎ−ジ（硬化牛脂アシルオキシエチル），Ｎ−ヒドロキシエチル，Ｎ−メチルアンモニウムメチルサルフェートが挙げられる。
【００２２】
本発明のヘアリンス剤に用いるｂ成分としては、本発明の界面活性剤組成物に用いる式（１）で示される化合物を使用可能であるが、毛髪に対するしっとり感や、塗布時の伸びやなじみをさらに改善する目的で、ｂ成分は式（２）で示される化合物（ｂ−１）の使用がより好ましい。
ＲＯ（ＡＯ）_ｘ（ＢＯ）_ｙ（ＡＯ）_ｚＨ　…（２）
（式中Ｒは炭素数１６〜２４のアルキル基、アルケニル基またはアシル基であり、Ａはエチレン基、Ｂはブチレン基を表す。ｘ、ｙおよびｚは平均付加モル数を示し、０≦ｘ≦５、１≦ｙ≦５、０≦ｚ≦５、０≦ｘ＋ｚ≦５である。）
【００２３】
式（２）で示される化合物（ｂ−１）において、Ｒは炭素数１６〜２４のアルキル基、アルケニル基またはアシル基である。アルキル基としてはヘキサデシル基、イソヘキサデシル基、ヘプタデシル基、イソヘプタデシル基、オクタデシル基、イソオクタデシル基、ノナデシル基、イソノナデシル基、エイコシル基、イソエイコシル基、ヘンエイコシル基、イソヘンエイコシル基、ドコシル基、イソドコシル基、トリコシル基、イソトリコシル基、テトラコシル基、イソテトラコシル基などが挙げられる。アルケニル基としてはヘキサデセニル基、オクタデセニル基、エイコセニル基、ドコセニル基などが挙げられる。また、アシル基としてはヘキサデカノイル基、オクタデカノイル基、エイコサノイル基、ドコサノイル基、テトラコサノイル基、ヘキサデセノイル基、オクタデセノイル基などが挙げられる。炭素数が１６〜２４の場合は、毛髪に対するしっとり感や、毛髪に塗布する際の伸びやなじみが良好である。
好ましくは、炭素数１８〜２２のアルキル基、アルケニル基、アシル基であり、さらに好ましくは炭素数１８〜２２のアシル基である。
【００２４】
平均付加モル数であるｘは０〜５であり、好ましくは０〜３である。ｘが０〜５の場合は、毛髪に塗布する際の伸びやなじみがさらに良好である。
平均付加モル数であるｙは１〜５であり、１〜３が好ましい。ｙが５を超える場合は、経時的に増粘し、毛髪に塗布した際の指通り、櫛通りが悪くなる傾向がある。ｙが１より小さい場合は経時的に粘度が上昇する場合がある。
平均付加モル数であるｚは０〜５であり、好ましくは０〜３である。また、ｘ＋ｚは０〜５であり、好ましくは０〜３である。ｚが０〜５かつｘ＋ｚが０〜５の場合は、毛髪に塗布した際の伸びやなじみがさらに良好であり、最適にはＸが０かつｚが０である。
【００２５】
本発明のヘアリンス剤に用いるｂ成分としては、毛髪に対するしっとり感や、塗布時の伸びやなじみをさらに改善する点から、前述の式（２）で示される化合物（ｂ−１）の使用が好ましいが、経時的な増粘を抑制する効果の点から、式（３）で示される化合物（ｂ−２）を併用することがさらに好ましい。
ＲＯ（ＡＯ）_ｘ（ＢＯ）_ｙ（ＡＯ）_ｚＨ　…（３）
（式中Ｒは炭素数８〜２４のアルキル基、アルケニル基またはアシル基であり、Ａはエチレン基、Ｂはブチレン基を表す。ｘ、ｙおよびｚは平均付加モル数を示し、０≦ｘ≦１０、１≦ｙ≦５、１０≦ｚ≦６０、１０≦ｘ＋ｚ≦６０である。）
【００２６】
式（３）で示される化合物（ｂ−２）において、Ｒは炭素数８〜２４のアルキル基、アルケニル基またはアシル基であり、式（１）で示される化合物ｂに例示した化合物が同様に挙げられる。好ましくは、炭素数１０〜１８のアルキル基、アルケニル基、アシル基であり、さらに好ましくは炭素数１０〜１８のアシル基である。
【００２７】
平均付加モル数であるｘは０〜１０であり、好ましくは０〜５である。ｘが１０を超える場合は、毛髪に塗布した際の伸びやなじみが悪くなる傾向がある。
平均付加モル数であるｙは１〜５であり、好ましくは１〜３である。ｙが５を超える場合は、経時的に増粘し、毛髪に塗布した際の指通り、櫛通りが悪くなる傾向がある。ｙが１より小さい場合は経時的に粘度が上昇する場合がある。
平均付加モル数であるｚは１０〜６０であり、好ましくは１０〜４０である。また、ｘ＋ｚは１０〜６０であり、好ましくは１０〜４０である。ｚが１０〜６０かつｘ＋ｚが１０〜６０の場合、経時的な増粘を抑制する効果がさらに良好である。
【００２８】
本発明のヘアリンス剤のｂ成分として、化合物（ｂ−１）と化合物（ｂ−２）を併用する場合、（ｂ−１）と（ｂ−２）の重量比は１／１０〜５０／１であることが経時的な増粘を抑制する効果の点から好ましく、さらに好ましくは、１／１〜１０／１である。
【００２９】
本発明の界面活性剤組成物のａ成分、ｂ成分の含有量はいずれも１〜９９重量％であるが、ヘアリンス剤に使用する場合、ａ成分は１０〜５０重量％、ｂ成分は５０〜９０重量％であることが好ましい。
【００３０】
本発明のヘアリンス剤においては、本発明の効果を阻害しない範囲で、ａ、ｂ成分以外にも通常使用されている成分や添加剤を配合することが可能である。
例えば、高級脂肪酸モノグリセリド、ポリオキシエチレンモノステアレ−ト、ポリオキシエチレンジステアレ−ト、アルキルアミンオキシド、アルキレングリコールモノ脂肪酸エステル等の非イオン性界面活性剤；ココイルアミドプロピルベタイン等の両性界面活性剤；パルミチン酸イソプロピル、流動パラフィン、ワセリン、蛋白誘導体、スクワラン、ホホバ油、オリ−ブ油、ヒマシ油、ヒマワリ油、レシチン等の油性成分；ジメチルポリシロキサン、ポリエ−テル変性シリコ−ン、アルキル変性シリコ−ン、カチオン変性シリコ−ン、アミノ変性シリコ−ン等のシリコ−ン誘導体；グリセリン、エチレングリコ−ル、プロピレングリコ−ル、１，３−ブチレングリコ−ル、ジプロピレングリコ−ル等の保湿剤；第四級窒素含有セルロースエーテル誘導体、ヒドロキシエチルセルロ−ス、カルボキシメチルセルロ−ス、カルボキシビニルポリマ−等の水溶性ポリマ−；殺菌剤、防腐剤、キレ−ト剤、紫外線吸収剤、ｐＨ調整剤、動植物由来の天然エキス、色素、香料などを含むことができる。
【００３１】
本発明の柔軟剤は、上記の界面活性剤組成物を１〜５０重量％、好ましくは１０〜３５重量％含有する。１重量％未満の場合は、衣類に対して充分な柔軟性を与えられない。５０重量％を超える場合は、保存安定性や衣類への吸水性が低下する場合がある。
【００３２】
本発明の柔軟剤に用いるａ成分としては、前述の界面活性剤組成物にａ成分として挙げる４級アンモニウム塩型界面活性剤を使用可能であるが、式（４）で示されるジアルキル型４級アンモニウム塩、式（５）で示されるジエステル型４級アンモニウム塩、式（６）で示されるジアルキルジアミド型４級アンモニウム塩、式（７）で示されるジアルキルイミダゾリニウム型４級アンモニウム塩のうち、炭素数１６〜２２の長鎖アルキル基またはアシル基を分子中に２個有する化合物が好ましく、例えば、ジオクタデシルジメチルアンモニウムクロリド、Ｎ，Ｎ−ジ（硬化牛脂アシルオキシエチル），Ｎ−ヒドロキシエチル，Ｎ−メチルアンモニウムメチルサルフェート、ジ（２−オクタデカノイルアミノエチル）メチルエチルアンモニウムエチルサルフェート、メチル−１−ヘキサデカノイルアミドエチル−２−ペンタデシルイミダゾリニウムクロリドが挙げられる。
【００３３】
本発明の柔軟剤に用いるｂ成分としては、本発明の界面活性剤組成物に用いる式（１）で示される化合物を使用可能であるが、衣類に吸水性を付与し、保存安定性を高める目的で、ｂ成分は式（３）で示される化合物（ｂ−２）の使用がより好ましい。
ＲＯ（ＡＯ）_ｘ（ＢＯ）_ｙ（ＡＯ）_ｚＨ　…（３）
（式中Ｒは炭素数８〜２４のアルキル基、アルケニル基またはアシル基であり、Ａはエチレン基、Ｂはブチレン基を示す。ｘ、ｙおよびｚは平均付加モル数を示し、０≦ｘ≦１０、１≦ｙ≦５、１０≦ｚ≦６０、１０≦ｘ＋ｚ≦６０である。）
【００３４】
式（３）で示される化合物（ｂ−２）において、Ｒは炭素数８〜２４のアルキル基、アルケニル基またはアシル基であり、式（１）で示される化合物ｂに例示した化合物が同様に挙げられる。好ましくは、炭素数１０〜１４のアルキル基、アルケニル基、アシル基であり、さらに好ましくは炭素数１０〜１４のアシル基である。
【００３５】
平均付加モル数であるｘは０〜１０であり、好ましくは０〜８である。ｘが１０を超える場合は、吸水性が低下する場合がある。
平均付加モル数であるｙは１〜５であり、１〜３が好ましい。ｙが５を超える場合は吸水性、保存安定性が低下する場合がある。ｙが１より小さい場合は、柔軟性、吸水性とも不充分となりやすいため、好ましくない。
平均付加モル数であるｚは１０〜６０であり、好ましくは２０〜５０である。また、ｘ＋ｚは１０〜６０であり、好ましくは２０〜５０である。ｚが１０〜６０かつｘ＋ｚが１０〜６０の場合、衣類に吸水性を付与し、保存安定性を高める効果が、さらに良好である。
【００３６】
本発明の界面活性剤組成物のａ成分、ｂ成分の含有量はいずれも１〜９９重量％であるが、柔軟剤に使用する場合、ａ成分は５０〜９０重量％、ｂ成分は１０〜５０重量％であることが好ましい。
【００３７】
本発明の柔軟剤においては、本発明の効果を阻害しない範囲で、ａ、ｂ成分以外にも通常使用されている成分や添加剤を配合することが可能である。
例えば、塩化カルシウム、食塩、塩化アンモニウムなどの粘度調整剤；クエン酸、塩酸、水酸化ナトリウムなどのｐＨ調整剤；エチレングリコール、プロピレングリコール、エチルアルコールなどの溶剤；高重合メチルポリシロキサン、ジメチルシロキサン、メチル（ポリオキシエチレン）シロキサン重合体などのシリコン誘導体；酸化防止剤、香料、色剤防腐剤などを配合することができる。
【００３８】
【実施例】
本発明を実施例により具体的に説明する。
界面活性剤組成物の調製
（１）調製例１
全アミン価１８８．９のオクタデシルジメチルアミン３４１．８　ｇ（　１．１５モル）と、表１に示すＢ−１成分４００ｇを耐圧反応装置に仕込み、６０℃にて気相部を窒素置換したのち、攪拌下９０℃で６１．１ｇ（１．２１モル）のメチルクロリドを４時間反応させた。反応終了後、減圧下でメチルクロリドを除去し、全アミン価が０．１未満の界面活性剤組成物１を８００ｇ得た。この界面活性剤組成物は、オクタデシルトリメチルアンモニウムクロリド（ａ成分：Ａ−１成分）とＢ−１成分からなり、その重量比は１／１であった。
（２）調製例２〜９
全アミン価１８８．９のオクタデシルジメチルアミンと、表１に示すＢ−２〜Ｂ−９成分を用いて、調製例１と同様の方法で、界面活性剤組成物２〜９を得た。各界面活性剤組成物中のＡ−１成分とＢ−２〜Ｂ−９成分の重量比を表３に示す。
（３）比較調製例１〜６
全アミン価１８８．９のオクタデシルジメチルアミンと、表２に示すＢ’−１〜Ｂ’−６成分を用いて、調製例１と同様の方法で、界面活性剤組成物の比較組成物１〜６を得た。各界面活性剤組成物中のＡ−１成分とＢ’−１〜Ｂ’−６成分の重量比は１／３である。
【００３９】
【表１】

【００４０】
【表２】

【００４１】
【表３】

【００４２】
界面活性剤組成物の評価
調製例１〜９、および比較調製例１〜６で得られた界面活性剤組成物について、以下の方法で評価した。評価結果を表４および表５に示す。
（１）水への分散時間
攪拌子と水９５ｇを入れた２００ｍｌビーカー中に界面活性剤組成物５ｇを加え、スターラーにて攪拌したときの状態について下記の基準で判定した。
○：１分以内で、水に均一に分散した。
△：１分を超え５分以内で、水に均一に分散した。
×：水に均一に分散しない、あるいは分散に５分を超える時間を要した。
（２）ハンドリング性（分散時の性状）
攪拌子と水９５ｇを入れた２００ｍｌビーカー中に界面活性剤組成物５ｇを加え、スターラーにて攪拌したときの状態について下記の基準で判定した。
〇：分散時にゲル化せず、容易に攪拌可能な場合。
×：分散時にゲル化し、攪拌が困難あるいは不能の場合。
【００４３】
【表４】

【００４４】
【表５】

【００４５】
調製例１〜９の界面活性剤組成物は、ハンドリング性が良好で、水に速やかに分散した。また、低級アルコール臭が認められなかった。これに対して、比較調製例１および比較調製例２の界面活性剤組成物は、ｂ成分がブチレンオキシドが付加されていない化合物であるため、比較調製例３の界面活性剤組成物は、ｂ成分のブチレンオキシドの付加モル数（ｙ）が多いため、ハンドリング性、水に対する分散性が不良であった。比較調製例４の界面活性剤組成物は、ｂ成分のエチレンオキシドの付加モル数（ｚ、ｘ＋ｚ）が多いため、水に対する分散性が不良であった。比較調製例５の界面活性剤組成物は、ｂ成分としてブチレンオキシドの代わりにプロピレンオキシドを付加した化合物を用いているため、水に対する分散性が不良であった。比較調製例６の界面活性剤組成物は、ｂ成分の代わりにセタノールを用いているため、ハンドリング性、水に対する分散性が不良であった。
【００４６】
ヘアリンス剤の調製
調製例１と同様に、３級アミンに１．０５倍のメチルクロリドを反応させて、以下の７種類のａ成分と、表１のｂ成分を表６に示す割合で含有する界面活性剤組成物１０〜１５を得た。また、ａ成分と表２の比較ｂ成分を表７に示す割合で含有する界面活性剤組成物の比較組成物７〜１２を得た。
【００４７】
＜ａ成分＞
＜Ａ−１＞
式（４）において、Ｒ^１がオクタデシル基、Ｒ^２、Ｒ^３およびＲ^４がメチル基、Ｘ⁻が塩素である、オクタデシルトリメチルアンモニウムクロリド。
＜Ａ−２＞
式（４）において、Ｒ^１がドコシル基、Ｒ^２、Ｒ^３およびＲ^４がメチル基、Ｘ⁻が塩素である、ドコシルトリメチルアンモニウムクロリド。
＜Ａ−３＞
式（５）において、Ｒ^５がオクタデカノイル基、Ｒ^６、Ｒ^７およびＲ^８がメチル基、Ｒ^９がエチル基、Ｘ⁻がＣＨ_３ＳＯ_４である、Ｎ−オクタデカノイルオキシエチル，Ｎ，Ｎ，Ｎ−トリメチルアンモニウムメチルサルフェート。
＜Ａ−４＞
式（５）において、Ｒ^５がオクタデカノイル基、Ｒ^７がヒドロキシエチル基、Ｒ^８がメチル基、Ｒ^９がエチル基、Ｒ^６がオクタデカノイルオキシエチル基、Ｘ⁻がＣＨ_３ＳＯ_４である、Ｎ，Ｎ−ジオクタデカノイルオキシエチル，Ｎ−ヒドロキシエチル，Ｎ−メチルアンモニウムメチルサルフェート。
＜Ａ−５＞
式（４）において、Ｒ^１、Ｒ^２がオクタデシル基、Ｒ^３およびＲ^４がメチル基、Ｘ⁻が塩素である、ジオクタデシルジメチルアンモニウムクロリド。
＜Ａ−６＞
式（６）において、Ｒ^１０、Ｒ^１１がオクタデカノイル基、Ｒ^１２、Ｒ^１３がエチレン基、Ｒ^１４がメチル基、Ｒ^１５がエチル基、Ｘ⁻がＣ_２Ｈ_５ＳＯ_４である、ジ（２−オクタデカノイルアミノエチル）メチルエチルアンモニウムエチルサルフェート。
＜Ａ−７＞
式（７）において、Ｒ^１６がペンタデシル基、Ｒ^１７がメチル基、Ｒ^１８がヘキサデカノイル基、Ｘ⁻が塩素である、メチル−１−ヘキサデカノイルアミドエチル−２−ペンタデシルイミダゾリニウムクロリド。
【００４８】
【表６】

【００４９】
【表７】

【００５０】
表６に示す界面活性剤組成物１０〜１５を用い、表８に示す成分および配合量でヘアリンス組成物（実施例１〜６）を調製し、下記の評価を行った。評価結果を表８に併せて示す。表中の配合量は重量％である。
また、表７に示す界面活性剤組成物の比較組成物７〜１２を用い、比較用として表９に示す成分および配合量でヘアリンス組成物（比較例１〜６）を調製した。評価結果を併せて表９に示す。表中の配合量は重量％である。
【００５１】
ヘアリンス剤の評価
（１）毛髪のしっとり感
男女各１０名をパネラーとして、通常使用しているシャンプ−で洗髪後に、試料５ｇを用いて処理し、乾燥後の毛髪のしっとり感について下記のように判定し、２０名の平均値を求めて、平均値１．５点以上を乾燥後の毛髪にしっとり感を与えるヘアリンス剤と評価した。
２点：毛髪にしっとり感にあると感じた。
１点：毛髪にしっとり感がややあると感じた。
０点：毛髪にしっとり感がないと感じた。
【００５２】
（２）毛髪塗布時の伸び
男女各１０名をパネラーとして、通常使用しているシャンプ−で洗髪後に、試料５ｇを塗布した際の伸びついて下記のように判定し、２０名の平均値を求めて、平均値１．５点以上を毛髪塗布時に伸びがあるヘアリンス剤と評価した。
２点：毛髪塗布時に伸びがあると感じた。
１点：毛髪塗布時に伸びがややあると感じた。
０点：毛髪塗布時に伸びがないと感じた。
【００５３】
（３）毛髪塗布時のなじみ
男女各１０名をパネラーとして、通常使用しているシャンプ−で洗髪後に、試料５ｇを塗布した際のなじみについて下記のように判定し、２０名の平均値を求めて、平均値１．５点以上を毛髪塗布時になじみがあるヘアリンス剤と評価した。
２点：毛髪塗布時になじみがあると感じた。
１点：毛髪塗布時になじみがややあると感じた。
０点：毛髪塗布時になじみがないと感じた。
【００５４】
（４）経時的な増粘
試料を直径３ｍｍのヒンジキャップ容器（容量３００ｍｌ）に入れ、４０℃で１ヶ月保存後、逆さにして吐出する状態を以下の基準で評価した。
◎：調製直後の試料と比較して増粘がほとんど認められず、自然に吐出する。
○：調製直後の試料と比較してやや増粘が認められるが、自然に吐出する。
△：調製直後の試料と比較して明らかに増粘し、容器を軽く押さえるか振ることで吐出する。
×：調製直後の試料と比較して明らかに増粘し、容器を強く押さえるか強く振ることで吐出する。
【００５５】
（５）使用時の指通り
男女各１０名をパネラーとして、通常使用しているシャンプ−で洗髪後に、試料５ｇを塗布してすすいだ時の指通りについて下記のように判定し、２０名の平均値を求めて、平均値１．５点以上を使用時の指通りが良好なヘアリンス剤と評価した。
２点：指通りが良いと感じた。
１点：指通りがやや良いと感じた。
０点：指通りが悪いと感じた。
【００５６】
（６）乾燥後の櫛通り
男女各１０名をパネラーとして、通常使用しているシャンプ−で洗髪後に、試料５ｇを塗布してすすいだ後の乾燥後の櫛通りについて下記のように判定し、２０名の平均値を求めて、平均値１．５点以上を乾燥後の櫛通りが良好なヘアリンス剤と評価した。
２点：乾燥後の櫛通りが良いと感じた。
１点：乾燥後の櫛通りがやや良いと感じた。
０点：乾燥後の櫛通りが悪いと感じた。
【００５７】
【表８】

【００５８】
【表９】

【００５９】
本発明のヘアリンス剤は、毛髪にしっとり感を与え、塗布時の伸び、なじみ、使用時の指通り、乾燥後の櫛通りが良好で、経時的に増粘が見られない組成物であった。
これに対して、比較例１のヘアリンス剤は、ｂ成分を含有しないため、塗布時の伸び、なじみ、使用時の指通りおよび乾燥後の櫛通りが不良であり、経時的な増粘が認められた。比較例２のヘアリンス剤は、ｂ成分がブチレンオキシドが付加されていない化合物であるため、経時的な増粘が認められた。比較例３のヘアリンス剤は、ｂ成分のブチレンオキシドの付加モル数（ｙ）が多いため、また比較例４のヘアリンス剤は、ｂ成分のエチレンオキシドの付加モル数（ｚ、ｘ＋ｚ）が多いため、毛髪に与えるしっとり感が不足し、塗布時の伸び、なじみが悪く、経時的な増粘が認められた。比較例５のヘアリンス剤は、ｂ成分としてブチレンオキシドの代わりにプロピレンオキシドを付加した化合物を用いているため、塗布時の伸び、なじみ、使用時の指通りおよび乾燥後の櫛通りが悪く、また経時的な増粘が認められた。比較例６のヘアリンス剤は、ｂ成分の代わりにセタノールを用いているため、塗布時の伸び、なじみが悪く、経時的な増粘が認められた。
【００６０】
柔軟剤の調製
調製例１と同様に、３級アミンに１．０５倍のメチルクロリドを反応させて、ヘアリンス剤で使用した７種類のａ成分と、表１のｂ成分を表１０に示す割合で含有する界面活性剤組成物１６〜２０を得た。また、ａ成分と表２の比較ｂ成分を表１１に示す割合で含有する界面活性剤組成物の比較組成物１３〜１６を得た。
【００６１】
【表１０】

【００６２】
【表１１】

【００６３】
表１０に示す界面活性剤組成物１６〜２０を用い、表１２に示す成分および配合量で柔軟剤組成物（実施例７〜１１）を調製し、下記の評価を行った。評価結果を表１２に併せて示す。表中の配合量は重量％である。
また、表１１に示す界面活性剤組成物の比較組成物７および１３〜１６を用い、比較用として表１３に示す成分および配合量で柔軟剤組成物（比較例７〜１１）を調製した。評価結果を併せて表１３に示す。表中の配合量は重量％である。
【００６４】
柔軟剤の評価
（１）柔軟性評価
市販の木綿タオルまたは木綿メリヤス肌着をアタック（花王株式会社　登録商標）にて５回繰り返し洗濯し、タオルに付着している洗剤を除去した。容量７リットルの小型洗濯機に、実施例および比較例で得た柔軟剤組成物の２．２重量％水溶液を調製し、これにタオルを投入し、２５℃、浴比１／３０で３分間攪拌処理を行った。タオルを室温下で自然乾燥後、２５℃、６５％ＲＨの恒温恒湿室に２４時間放置した。このように処理したタオルについて柔軟性および吸水性の評価を行った。
処理後の木綿タオル３枚を重ねたものを１サンプルとし、２０名の女性のパネラーが柔軟性について官能評価を行った。柔軟性が十分認められると感じた場合を３点、柔軟性がやや認められると感じた場合を２点、柔軟性がほとんど認められないと感じた場合を１点、柔軟性が全く認められないと感じた場合を０点とし、２０名の平均値を求め、平均値が２．０以上のものを柔軟性に優れた柔軟剤組成物と評価した。
【００６５】
（２）吸水性評価
前記処理後の木綿メリヤス肌着を２．５×１５ｃｍの短冊状に切り取り、その一端１ｃｍを１０分間水に浸し、水位の上昇を測定した。上昇水位が７．５ｃｍ以上のものを吸水性に優れた柔軟剤組成物と評価した。
【００６６】
（３）低温保存安定性評価
柔軟剤組成物を−５℃の恒温槽に１か月間保存後、２５℃における粘度を測定した。調製直後の２５℃における粘度と比べ、低温保存によって生じた粘度上昇を、以下の式から与えられる粘度上昇率として計算し、粘度上昇率が３０％未満のものを低温保存安定性が良好な柔軟剤組成物と評価した。
粘度は、ブルックフィールド型粘度計を用い、２号ローター、回転数６０ｒｐｍ、測定時間１００ｓｅｃの測定条件で測定した。
粘度上昇率（％）＝［低温保存後の粘度（ｃｐｓ）−初期粘度（ｃｐｓ）］／初期粘度（ｃｐｓ）×１００
【００６７】
（４）低温復元性テスト
柔軟剤組成物を−１５℃で凍結後、２０℃で解凍した。解凍した際に元の状態に復元したものに関しては再度−１５℃で凍結後、２０℃で解凍した。元の状態に復元しなくなるまでこの操作を繰り返した。３回以上凍結を繰り返しても液性を回復した場合を低温復元性が良好な柔軟剤組成物と評価した。
【００６８】
【表１２】

【００６９】
【表１３】

【００７０】
本発明の柔軟剤は、柔軟性および吸水性付与効果に優れ、低温保存安定性、低温復元性に優れた組成物であった。
これに対して、比較例７の柔軟剤は、ｂ成分を含有しないため、柔軟性、吸水性付与効果がともに低く、低温保存安定性、低温復元性も不良であった。比較例８の柔軟剤は、ｂ成分がブチレンオキシドが付加されていない化合物であるため、柔軟性、吸水性付与効果がともに低かった。比較例９の柔軟剤は、ｂ成分のブチレンオキシドの付加モル数（ｙ）が多いため、また比較例１０の柔軟剤は、ｂ成分のエチレンオキシドの付加モル数（ｚ、ｘ＋ｚ）が多いため、吸水性付与効果が低く、低温保存安定性、低温復元性も不良であった。比較例１１の柔軟剤は、ｂ成分としてブチレンオキシドの代わりにプロピレンオキシドを付加した化合物を用いているため、吸水性付与効果が低く、低温保存安定性、低温復元性が不良であった。
【００７１】
【発明の効果】
本発明の界面活性剤組成物は、低級アルコール臭が無く、ハンドリング性が良く、水に対する分散性に優れている。また、本発明の界面活性剤組成物を用いたヘアリンス剤は、経時的な増粘がなく、毛髪にしっとり感を付与し、毛髪に塗布する際に伸びやなじみが優れており、指通り、櫛通りが良好な組成物である。さらに、本発明の界面活性剤組成物を用いた柔軟剤は、衣類に対して柔軟性と同時に優れた吸水性を与え、低温保存安定性、低温復元性に優れた組成物である。[0001]
TECHNICAL FIELD OF THE INVENTION
The present invention relates to a surfactant composition, and more particularly, to a surfactant composition excellent in safety, workability and dispersibility in water, and a hair rinse and softener containing the same.
[0002]
[Prior art]
Quaternary ammonium salt-type surfactants are widely used in fiber treatment agents such as softeners, hair cosmetics such as hair rinse agents, and antistatic agents for plastics.
The quaternary ammonium salt type surfactant has poor handling properties and dispersibility in water, and thus has been used in a form mixed with other compounds. For example, the method most commonly used is a method using a lower alcohol such as ethyl alcohol or isopropyl alcohol as a solvent. However, in this method, lower alcohol is volatilized at the time of use, and it is not always perfect in terms of safety for workers using the lower alcohol. In order to solve this problem, JP-A-63-2917 discloses a composition comprising a quaternary ammonium salt type surfactant and an aliphatic monohydric alcohol as a cosmetic base composition. However, this composition requires a large mechanical force and working time when dispersed and emulsified, and has a problem that it is difficult to uniformly disperse and emulsify. In addition, a method of using a polyhydric alcohol having a high boiling point as a solvent for a quaternary ammonium salt type surfactant is known, but a composition containing a quaternary ammonium salt type surfactant which is difficult to uniformly disperse is known. In some cases, it became paste-like, causing a problem in handling properties.
As described above, at present, a surfactant composition containing a quaternary ammonium salt-type surfactant having excellent safety, workability, and dispersibility in water has not been developed.
[0003]
In the case of a hair rinse, a quaternary ammonium salt type surfactant represented by monoalkyltrimethylammonium chloride and dialkyldimethylammonium chloride is used for imparting conditioning effects such as finger passing, combing and smoothness to hair. The agent is used in combination with an oil component or the like. For example, JP-A-61-103535 and JP-B-4-46926 disclose a hair rinse composition containing a higher alcohol such as cetyl alcohol, stearyl alcohol or behenyl alcohol as an oily component. Japanese Unexamined Patent Publication No. 59-199622 discloses a hair rinse composition combining a keratin derivative and Japanese Patent Publication No. 6-15454 discloses a hair rinse composition combining light liquid isoparaffin and silicone oil. Discloses a hair rinse composition comprising a combination of a higher alcohol and a polysaccharide.
However, any of the hair rinse compositions tend to thicken over time, making it difficult to remove them from the container, and in terms of elongation and conformability during hair application, a hair rinse composition that is not necessarily satisfactory can be obtained. It is not currently being done.
[0004]
Further, in the softener, a quaternary ammonium salt type surfactant such as dialkyldimethylammonium chloride and diacyloxyethyldimethylammonium chloride is used for imparting flexibility and water absorbency to clothes, sheets, towels and the like after washing. Have been used in combination with non-ionic surfactants. For example, JP-A-63-6099 discloses a softener composition containing a quaternary ammonium salt type surfactant using a fatty acid having a specific iodine value and a polyoxyethylene addition type nonionic surfactant. Is disclosed. This composition has good water absorption, but not enough flexibility. Further, a softener composition comprising a combination of a quaternary ammonium salt type surfactant and a polyoxyalkylene type nonionic surfactant having a specific structure is disclosed in JP-A-63-223099 and JP-A-2-47363. And JP-A-4-333666. However, these compositions have good flexibility and storage stability, but are poor in water-absorbing effect.
As described above, at present, there is no softener that gives good flexibility and water absorption to clothing and has excellent storage stability.
[0005]
[Problems to be solved by the invention]
An object of the present invention is to provide a surfactant composition excellent in safety, workability and dispersibility in water, and a hair rinse agent and a softener containing the same.
[0006]
[Means for Solving the Problems]
The present inventors have intensively studied to solve these problems, and as a result, a surfactant composition in which a specific alkylene oxide derivative having butylene oxide in a molecule is combined with a quaternary ammonium salt type surfactant. Was found to be excellent in safety and workability, and to enhance the dispersibility of a quaternary ammonium salt type surfactant in water. In addition, when the surfactant composition is used as a hair rinse, no thickening is observed over time, giving the hair a moist feeling, elongation at the time of application, conformity, fingering at the time of use, and after drying. The combing hair rinse agent, when used as a softener, gives good flexibility and water absorption to clothing, and obtained the finding that a softener with excellent storage stability can be obtained. The present invention has been completed.
[0007]
That is, the present invention
(1) A surfactant composition containing 1 to 99% by weight of the following component a and 1 to 99% by weight of component b.
a. Quaternary ammonium salt type surfactant
b. Compound represented by formula (1)
RO (AO) _x (BO) _y (AO) _z H ... (1)
(Wherein R represents an alkyl group, alkenyl group or acyl group having 8 to 24 carbon atoms, A represents an ethylene group, B represents a butylene group. X, y and z represent the average number of moles added, and 0 ≦ x ≦ 10, 1 ≦ y ≦ 5, 0 ≦ z ≦ 60, and 0 ≦ x + z ≦ 60.)
(2) The surfactant composition according to the above (1), wherein the component a is a compound obtained by heating and dissolving and mixing the tertiary amine and the component b, followed by quaternization.
(3) A hair rinse containing the surfactant composition according to (1) or (2) in an amount of 1 to 20% by weight.
(4) The hair rinse according to the above (3), wherein the component b is the compound (b-1) represented by the formula (2).
RO (AO) _x (BO) _y (AO) _z H ... (2)
(Wherein R represents an alkyl group, alkenyl group or acyl group having 16 to 24 carbon atoms, A represents an ethylene group, B represents a butylene group, x, y and z represent the average number of moles added, and 0 ≦ x ≦ 5, 1 ≦ y ≦ 5, 0 ≦ z ≦ 5, and 0 ≦ x + z ≦ 5.)
(5) The component b contains the compound (b-1) represented by the formula (2) and the compound (b-2) represented by the formula (3), and the weight ratio thereof is (b-1) / (b-2). ) Is 50/1 to 1/10.
RO (AO) _x (BO) _y (AO) _z H ... (3)
(Wherein R represents an alkyl group, alkenyl group or acyl group having 8 to 24 carbon atoms, A represents an ethylene group, B represents a butylene group. X, y and z represent the average number of moles added, and 0 ≦ x ≦ 10, 1 ≦ y ≦ 5, 10 ≦ z ≦ 60, and 10 ≦ x + z ≦ 60.)
(6) A softener containing 1 to 50% by weight of the surfactant composition according to (1) or (2).
(7) The softener according to (6), wherein the component b is the compound (b-2) represented by the formula (3).
[0008]
BEST MODE FOR CARRYING OUT THE INVENTION
The component a used in the surfactant composition of the present invention is a quaternary ammonium salt type surfactant, and is an alkyl type quaternary ammonium salt represented by the formula (4) and an ester type quaternary salt represented by the formula (5). Examples include an ammonium salt, an amide-type quaternary ammonium salt represented by the formula (6), and an imidazolinium-type quaternary ammonium salt represented by the formula (7).
[0009]
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[0010]
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[0011]
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[0012]
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[0013]
(Where R ¹ And R ¹⁶ Is an alkyl or alkenyl group having 8 to 22 carbon atoms; ² And R ³ Is R ¹ Or an alkyl group having 1 to 3 carbon atoms, a hydroxyalkyl group, a benzyl group or-(CH ₂ CH ₂ 0) _n -H (n: 2 to 5); R ⁴ , R ⁸ , R ¹⁴ , R ^Fifteen And R ¹⁷ Is an alkyl group having 1 to 3 carbon atoms, a hydroxyalkyl group, a benzyl group or-(CH ₂ CH ₂ 0) _n -H (n: 2 to 5);
R ⁵ , R ¹⁰ , R ¹¹ And R ¹⁸ Is an acyl group having 8 to 22 carbon atoms; ⁹ , R ¹² And R ¹³ Is an alkylene group having 1 to 3 carbon atoms; R ⁶ And R ⁷ Is -R ⁵ OR ⁹ , An alkyl group having 1 to 3 carbon atoms, a hydroxyalkyl group or-(CH ₂ CH ₂ 0) _n -H (n: 2 to 5); X ⁻ Is halogen, CH ₃ SO ₄ Or C ₂ H ₅ SO ₄ Is shown. )
[0014]
Examples of the alkyl type quaternary ammonium salt include, for example, dodecyltrimethylammonium chloride, hexadecyltrimethylammonium chloride, octadecyldimethylethylammonium chloride, octadecenyldimethylbenzylammonium chloride, docosyltrimethylammonium chloride, dihexadecyldimethylammonium bromide, Examples include di-hardened tallow alkyl dimethyl ammonium chloride, dioctadecenyl dimethyl ammonium methyl sulfate, diecosyl dimethyl ammonium chloride, and the like. Examples of the ester type quaternary ammonium salt include N, N-dioctadecanoyloxyethyl, N-hydroxyethyl, N-methylammonium methyl sulfate, N-hardened tallow acyloxyethyl, N-hydroxyethyl, N, N- Dimethylammonium methyl sulfate, N-octadecenoyloxyethyl, N, N, N-trimethylammonium chloride and the like can be mentioned. Examples of the amide-type quaternary ammonium salt include di (2-dodecanoylaminoethyl) dimethylammonium chloride, 2-octadecanoylaminoethyltrimethylammonium ethyl sulfate, di (2-tallowacylaminopropyl) methylethylammonium chloride and the like. Is mentioned. Examples of the imidazolinium-type quaternary ammonium salts include, for example, methyl-1-tallowamidoethyl-2-tallowalkylimidazolinium methyl sulfate, ethyl-1-octadecenoylamidoethyl-2-heptadecenylimidazolinium Ethyl sulfate, 2-heptadecyl-1-methyl- (2-octadecanoylamino) ethylimidazolinium methyl sulfate and the like can be mentioned. These can be used alone or in combination of two or more.
[0015]
The compound represented by the formula (1), which is the component b used in the surfactant composition of the present invention, is obtained by first adding butylene oxide to an alcohol or a fatty acid in the presence of an alkali catalyst, or by adding butylene oxide to an ethylene oxide addition reaction. And further obtained by adding ethylene oxide.
[0016]
R is an alkyl group, alkenyl group or acyl group having 8 to 24 carbon atoms. Examples of the alkyl group include, for example, octyl group, isooctyl group, nonyl group, isononyl group, decyl group, isodecyl group, undecyl group, isoundecyl group, dodecyl group, isododecyl group, tridecyl group, isotridecyl group, tetradecyl group, isotetradecyl group , Pentadecyl group, isopentadecyl group, hexadecyl group, isohexadecyl group, heptadecyl group, isoheptadecyl group, octadecyl group, isooctadecyl group, nonadecyl group, isononadecyl group, eicosyl group, isoeicosyl group, heneicosyl group, isogeneicosyl group , Docosyl group, isodocosyl group, tricosyl group, isotricosyl group, tetracosyl group, isotetracosyl group and the like. Examples of the alkenyl group include a tetradecenyl group, a hexadecenyl group, an octadecenyl group, an eicosenyl group, a docosenyl group, and the like. Examples of the acyl group include octanoyl, decanoyl, dodecanoyl, tetradecanoyl, hexadecanoyl, octadecanoyl, eicosanoyl, docosanoyl, tetracosanoyl, 2-ethylhexanoyl, and hexadecenoyl. And octadecenoyl groups. Preferably, it is an alkyl group, an alkenyl group, or an acyl group having 10 to 22 carbon atoms, and more preferably, an acyl group having 10 to 22 carbon atoms. These can be used alone or in combination of two or more.
When the number of carbon atoms is less than 8 or more than 24, dispersibility in water is reduced, and handling may be further unfavorable.
[0017]
X, which is the average number of moles added, is 0 to 10, preferably 0 to 8. When x exceeds 10, the dispersibility in water is deteriorated, which is not preferable. Y which is an average number of moles added is 1 to 5, and preferably 1 to 3. When y is more than 5 or less than 1, the dispersibility in water decreases, and the handleability further deteriorates. Z which is an average number of moles added is 0 to 60, preferably 0 to 50. X + z is 0 to 60, preferably 10 to 50. When z exceeds 60 or when x + z exceeds 60, dispersibility in water is deteriorated, which is not preferable.
[0018]
In the surfactant composition of the present invention, the content of each of the component a and the component b is 1 to 99% by weight, but the content of the component a is preferably 10 to 95% by weight, and the content of the component b is 5 to 90% by weight. It is.
[0019]
In the surfactant composition of the present invention, a quaternary ammonium salt obtained by adding a lower alcohol such as ethanol or isopropyl alcohol to the component a as a solvent in the step of producing the quaternary ammonium salt can be used as the component a. . However, in the production process of the quaternary ammonium salt from the viewpoint of safety, the composition obtained by using the component b as a solvent, that is, the tertiary amine and the component b are heated and dissolved and mixed, and then charged into a reaction apparatus, and the reaction temperature is 70 to 90 A surfactant composition obtained by quaternizing a tertiary amine at 1.0 ° C. with 1.0 to 1.1 molar equivalents of methyl chloride, benzyl chloride, or the like is preferable.
[0020]
The hair rinse of the present invention contains the above surfactant composition in an amount of 1 to 20% by weight, preferably 2 to 10% by weight. If the content is less than 1% by weight, it may be difficult to impart sufficient conditioning properties to hair such as finger passage and comb passage. If it exceeds 20% by weight, the viscosity may be so high that elongation and adaptation may be poor when applied to hair.
[0021]
As the component a used in the hair rinse agent of the present invention, the quaternary ammonium salt type surfactants mentioned as the component a in the above-mentioned surfactant composition can be used, and preferably represented by the formula (4). An alkyl-type quaternary ammonium salt and an ester-type quaternary ammonium salt represented by the formula (5). Particularly preferred are mono (di) alkyl quaternary ammonium salts having one or two long-chain alkyl groups or acyl groups having 16 to 22 carbon atoms in the molecule, and diester quaternary ammonium salts having two. For example, octadecyltrimethylammonium chloride, docosyltrimethylammonium chloride, dioctadecyldimethylammonium chloride, N, N-di (hardened tallow acyloxyethyl), N-hydroxyethyl, N-methylammonium methylsulfate can be mentioned.
[0022]
As the component (b) used in the hair rinse agent of the present invention, the compound represented by the formula (1) used in the surfactant composition of the present invention can be used, but it has a moist feeling to the hair, and elongation and conformity during application. For the purpose of further improvement, use of the compound (b-1) represented by the formula (2) as the component b is more preferable.
RO (AO) _x (BO) _y (AO) _z H ... (2)
(Wherein R represents an alkyl group, alkenyl group or acyl group having 16 to 24 carbon atoms, A represents an ethylene group, and B represents a butylene group. X, y and z represent the average number of moles added, and 0 ≦ x ≦ 5, 1 ≦ y ≦ 5, 0 ≦ z ≦ 5, and 0 ≦ x + z ≦ 5.)
[0023]
In the compound (b-1) represented by the formula (2), R is an alkyl group, alkenyl group or acyl group having 16 to 24 carbon atoms. Examples of the alkyl group include hexadecyl group, isohexadecyl group, heptadecyl group, isoheptadecyl group, octadecyl group, isooctadecyl group, nonadecyl group, isononadecyl group, eicosyl group, isoeicosyl group, heneicosyl group, isohenicosyl group, docosyl group, isodocosyl Group, tricosyl group, isotricosyl group, tetracosyl group, isotetracosyl group and the like. Examples of the alkenyl group include a hexadecenyl group, an octadecenyl group, an eicosenyl group, and a docosenyl group. Examples of the acyl group include a hexadecanoyl group, an octadecanoyl group, an eicosanoyl group, a docosanoyl group, a tetracosanoyl group, a hexadecenoyl group, and an octadecenoyl group. When the number of carbon atoms is from 16 to 24, a moist feeling to the hair, and elongation and adaptation when applied to the hair are good.
Preferably, it is an alkyl group, an alkenyl group, or an acyl group having 18 to 22 carbon atoms, and more preferably, an acyl group having 18 to 22 carbon atoms.
[0024]
X which is the average number of moles added is 0 to 5, preferably 0 to 3. When x is from 0 to 5, elongation and adaptability when applied to hair are more favorable.
Y which is an average number of moles added is 1 to 5, and preferably 1 to 3. If y exceeds 5, the viscosity increases with time, and the finger and comb when applied to hair tend to be poor. When y is smaller than 1, the viscosity may increase with time.
Z, which is the average number of moles, is 0 to 5, preferably 0 to 3. X + z is 0 to 5, preferably 0 to 3. When z is from 0 to 5 and x + z is from 0 to 5, the elongation and conformability when applied to the hair are even better, and most preferably, X is 0 and z is 0.
[0025]
As the component (b) used in the hair rinse agent of the present invention, use of the compound (b-1) represented by the above formula (2) is preferable from the viewpoint of further improving the moist feeling on hair and the elongation and conformability at the time of application. However, it is more preferable to use the compound (b-2) represented by the formula (3) in combination with the effect of suppressing the increase in viscosity over time.
RO (AO) _x (BO) _y (AO) _z H ... (3)
(Wherein R represents an alkyl group, alkenyl group or acyl group having 8 to 24 carbon atoms, A represents an ethylene group, and B represents a butylene group. X, y and z represent the average number of moles added, and 0 ≦ x ≦ 10, 1 ≦ y ≦ 5, 10 ≦ z ≦ 60, and 10 ≦ x + z ≦ 60.)
[0026]
In the compound (b-2) represented by the formula (3), R is an alkyl group, an alkenyl group or an acyl group having 8 to 24 carbon atoms, and the compound exemplified as the compound b represented by the formula (1) No. It is preferably an alkyl group, an alkenyl group, or an acyl group having 10 to 18 carbon atoms, and more preferably an acyl group having 10 to 18 carbon atoms.
[0027]
X which is the average number of moles added is 0 to 10, preferably 0 to 5. When x exceeds 10, elongation and adaptation when applied to hair tend to be poor.
Y, which is the average number of moles added, is 1 to 5, preferably 1 to 3. If y exceeds 5, the viscosity increases with time, and the finger and comb when applied to hair tend to be poor. When y is smaller than 1, the viscosity may increase with time.
Z, which is the average number of moles, is 10 to 60, preferably 10 to 40. X + z is 10 to 60, preferably 10 to 40. When z is 10 to 60 and x + z is 10 to 60, the effect of suppressing the increase in viscosity over time is more favorable.
[0028]
When the compound (b-1) and the compound (b-2) are used in combination as the b component of the hair rinse agent of the present invention, the weight ratio of (b-1) to (b-2) is 1/10 to 50/1. Is preferred from the viewpoint of the effect of suppressing the increase in viscosity over time, and more preferably 1/1 to 10/1.
[0029]
The content of each of the component a and the component b of the surfactant composition of the present invention is 1 to 99% by weight, but when used for a hair rinse agent, the component a is 10 to 50% by weight, and the component b is 50 to 50% by weight. Preferably it is 90% by weight.
[0030]
In the hair rinsing agent of the present invention, components and additives which are generally used in addition to the components a and b can be blended as long as the effects of the present invention are not impaired.
For example, nonionic surfactants such as higher fatty acid monoglyceride, polyoxyethylene monostearate, polyoxyethylene distearate, alkylamine oxide, alkylene glycol monofatty acid ester; amphoteric surfactant such as cocoylamide propyl betaine Agents: oily components such as isopropyl palmitate, liquid paraffin, petrolatum, protein derivatives, squalane, jojoba oil, olive oil, castor oil, sunflower oil, lecithin; dimethylpolysiloxane, polyether-modified silicone, alkyl-modified Silicone derivatives such as silicone, cation-modified silicone and amino-modified silicone; glycerin, ethylene glycol, propylene glycol, 1,3-butylene glycol, dipropylene glycol and the like; Moisturizer; quaternary nitrogen-containing cellulose Water-soluble polymers such as ether derivatives, hydroxyethyl cellulose, carboxymethyl cellulose, carboxyvinyl polymer; disinfectants, preservatives, chelating agents, ultraviolet absorbers, pH adjusters, natural extracts derived from animals and plants. , Dyes, fragrances and the like.
[0031]
The softener of the present invention contains the above surfactant composition in an amount of 1 to 50% by weight, preferably 10 to 35% by weight. If the amount is less than 1% by weight, sufficient flexibility cannot be given to clothing. If it exceeds 50% by weight, the storage stability and the water absorption of clothing may decrease.
[0032]
As the component a used in the softener of the present invention, the quaternary ammonium salt type surfactants mentioned as the component a in the above-mentioned surfactant composition can be used, but the dialkyl type quaternary represented by the formula (4) can be used. Ammonium salt, diester type quaternary ammonium salt represented by formula (5), dialkyl diamide type quaternary ammonium salt represented by formula (6), and dialkyl imidazolinium type quaternary ammonium salt represented by formula (7) Compounds having two long-chain alkyl groups or acyl groups having 16 to 22 carbon atoms in the molecule are preferable, for example, dioctadecyldimethylammonium chloride, N, N-di (hardened tallow acyloxyethyl), N-hydroxyethyl, N-methylammonium methyl sulfate, di (2-octadecanoylaminoethyl) methylethylammonium Le sulfate, methyl-1-hexa-decanoyl amide ethyl-2-pentadecyl imidazolinium chloride.
[0033]
As the component b used in the softener of the present invention, the compound represented by the formula (1) used in the surfactant composition of the present invention can be used, but it imparts water absorbency to clothing and enhances storage stability. For the purpose, the component (b) is more preferably a compound (b-2) represented by the formula (3).
RO (AO) _x (BO) _y (AO) _z H ... (3)
(Wherein R represents an alkyl group, alkenyl group or acyl group having 8 to 24 carbon atoms, A represents an ethylene group, B represents a butylene group. X, y and z represent the average number of moles added, and 0 ≦ x ≦ 10, 1 ≦ y ≦ 5, 10 ≦ z ≦ 60, and 10 ≦ x + z ≦ 60.)
[0034]
In the compound (b-2) represented by the formula (3), R is an alkyl group, an alkenyl group or an acyl group having 8 to 24 carbon atoms, and the compound exemplified as the compound b represented by the formula (1) No. Preferably, it is an alkyl group, an alkenyl group or an acyl group having 10 to 14 carbon atoms, and more preferably an acyl group having 10 to 14 carbon atoms.
[0035]
X, which is the average number of moles added, is 0 to 10, preferably 0 to 8. When x exceeds 10, the water absorption may decrease.
Y which is an average number of moles added is 1 to 5, and preferably 1 to 3. If y exceeds 5, the water absorption and storage stability may decrease. When y is smaller than 1, both the flexibility and the water absorption tend to be insufficient, and therefore, it is not preferable.
Z, which is the average number of moles, is 10 to 60, preferably 20 to 50. X + z is 10 to 60, preferably 20 to 50. When z is 10 to 60 and x + z is 10 to 60, the effect of imparting water absorption to the clothes and increasing the storage stability is more favorable.
[0036]
The content of each of the components a and b of the surfactant composition of the present invention is 1 to 99% by weight, but when used for a softener, the component a is 50 to 90% by weight and the component b is 10 to 90% by weight. Preferably it is 50% by weight.
[0037]
In the softener of the present invention, commonly used components and additives other than the components a and b can be blended as long as the effects of the present invention are not impaired.
For example, viscosity modifiers such as calcium chloride, salt, and ammonium chloride; pH regulators such as citric acid, hydrochloric acid, and sodium hydroxide; solvents such as ethylene glycol, propylene glycol, and ethyl alcohol; highly polymerized methylpolysiloxane, dimethylsiloxane, Silicon derivatives such as methyl (polyoxyethylene) siloxane polymer; antioxidants, fragrances, coloring agents, preservatives and the like can be added.
[0038]
【Example】
The present invention will be specifically described with reference to examples.
Preparation of surfactant composition
(1) Preparation Example 1
341.8 g (1.15 mol) of octadecyldimethylamine having a total amine value of 188.9 and 400 g of the B-1 component shown in Table 1 were charged into a pressure-resistant reactor, and the gas phase was replaced with nitrogen at 60 ° C. Under stirring at 90 ° C., 61.1 g (1.21 mol) of methyl chloride was reacted for 4 hours. After completion of the reaction, methyl chloride was removed under reduced pressure to obtain 800 g of a surfactant composition 1 having a total amine value of less than 0.1. This surfactant composition was composed of octadecyltrimethylammonium chloride (a component: A-1 component) and B-1 component, and the weight ratio was 1/1.
(2) Preparation Examples 2 to 9
Surfactant compositions 2 to 9 were obtained in the same manner as in Preparation Example 1, using octadecyldimethylamine having a total amine value of 188.9 and the components B-2 to B-9 shown in Table 1. Table 3 shows the weight ratio of the A-1 component and the B-2 to B-9 components in each surfactant composition.
(3) Comparative Preparation Examples 1 to 6
Using octadecyldimethylamine having a total amine value of 188.9 and B′-1 to B′-6 components shown in Table 2, in the same manner as in Preparation Example 1, comparative compositions 1 to 5 of the surfactant compositions were used. 6 was obtained. The weight ratio of the A-1 component and the B'-1 to B'-6 components in each surfactant composition is 1/3.
[0039]
[Table 1]

[0040]
[Table 2]

[0041]
[Table 3]

[0042]
Evaluation of surfactant composition
The surfactant compositions obtained in Preparation Examples 1 to 9 and Comparative Preparation Examples 1 to 6 were evaluated by the following methods. Tables 4 and 5 show the evaluation results.
(1) Dispersion time in water
5 g of the surfactant composition was added to a 200 ml beaker containing a stirrer and 95 g of water, and the state of stirring with a stirrer was determined according to the following criteria.
○: Dispersed uniformly in water within 1 minute.
Δ: Dispersed uniformly in water within more than 1 minute and within 5 minutes.
×: Not uniformly dispersed in water, or required more than 5 minutes for dispersion.
(2) Handling (Dispersion properties)
5 g of the surfactant composition was added to a 200 ml beaker containing a stirrer and 95 g of water, and the state of stirring with a stirrer was determined according to the following criteria.
〇: When it does not gel during dispersion and can be easily stirred.
×: Gelation occurs during dispersion and stirring is difficult or impossible.
[0043]
[Table 4]

[0044]
[Table 5]

[0045]
The surfactant compositions of Preparation Examples 1 to 9 had good handling properties and were promptly dispersed in water. Also, no lower alcohol odor was observed. On the other hand, in the surfactant compositions of Comparative Preparation Example 1 and Comparative Preparation Example 2, since the component b is a compound to which butylene oxide has not been added, the surfactant composition of Comparative Preparation Example 3 has b Since the number of added moles (y) of butylene oxide as a component was large, handleability and dispersibility in water were poor. In the surfactant composition of Comparative Preparation Example 4, the dispersibility in water was poor because the number of moles of addition (z, x + z) of ethylene oxide of the component b was large. The surfactant composition of Comparative Preparation Example 5 was poor in dispersibility in water because a compound obtained by adding propylene oxide instead of butylene oxide was used as the component b. Since the surfactant composition of Comparative Preparation Example 6 used cetanol instead of the component b, the handleability and the dispersibility in water were poor.
[0046]
Preparation of hair rinse
A surfactant composition containing the following seven types of a component and the b component of Table 1 in the proportions shown in Table 6 by reacting a tertiary amine with methyl chloride 1.05 times in the same manner as in Preparation Example 1. Products 10 to 15 were obtained. In addition, comparative compositions 7 to 12 of surfactant compositions containing the component a and the comparative b component in Table 2 at a ratio shown in Table 7 were obtained.
[0047]
<a component>
<A-1>
In the formula (4), R ¹ Is an octadecyl group, R ² , R ³ And R ⁴ Is a methyl group, X ⁻ Octadecyltrimethylammonium chloride, wherein is chlorine.
<A-2>
In the formula (4), R ¹ Is a docosyl group, R ² , R ³ And R ⁴ Is a methyl group, X ⁻ Is docosyltrimethylammonium chloride, wherein is chlorine.
<A-3>
In the formula (5), R ⁵ Is an octadecanoyl group, R ⁶ , R ⁷ And R ⁸ Is a methyl group, R ⁹ Is an ethyl group, X ⁻ Is CH ₃ SO ₄ N-octadecanoyloxyethyl, N, N, N-trimethylammonium methyl sulfate.
<A-4>
In the formula (5), R ⁵ Is an octadecanoyl group, R ⁷ Is a hydroxyethyl group, R ⁸ Is a methyl group, R ⁹ Is an ethyl group, R ⁶ Is an octadecanoyloxyethyl group, X ⁻ Is CH ₃ SO ₄ N, N-dioctadecanoyloxyethyl, N-hydroxyethyl, N-methylammonium methyl sulfate.
<A-5>
In the formula (4), R ¹ , R ² Is an octadecyl group, R ³ And R ⁴ Is a methyl group, X ⁻ Is dioctadecyl dimethyl ammonium chloride.
<A-6>
In equation (6), R ¹⁰ , R ¹¹ Is an octadecanoyl group, R ¹² , R ¹³ Is an ethylene group, R ¹⁴ Is a methyl group, R ^Fifteen Is an ethyl group, X ⁻ Is C ₂ H ₅ SO ₄ Di (2-octadecanoylaminoethyl) methylethylammonium ethyl sulfate.
<A-7>
In equation (7), R ¹⁶ Is a pentadecyl group, R ¹⁷ Is a methyl group, R ¹⁸ Is a hexadecanoyl group, X ⁻ Is methyl-1-hexadecanoylamidoethyl-2-pentadecylimidazolinium chloride, wherein is chlorine.
[0048]
[Table 6]

[0049]
[Table 7]

[0050]
Using the surfactant compositions 10 to 15 shown in Table 6, the hair rinse compositions (Examples 1 to 6) were prepared with the components and the amounts shown in Table 8, and the following evaluations were performed. The evaluation results are also shown in Table 8. The compounding amount in the table is% by weight.
Also, hair rinse compositions (Comparative Examples 1 to 6) were prepared using comparative compositions 7 to 12 of the surfactant compositions shown in Table 7 with the components and amounts shown in Table 9 for comparison. Table 9 also shows the evaluation results. The compounding amount in the table is% by weight.
[0051]
Evaluation of hair rinse
(1) Moist feeling of hair
After washing the hair with a commonly used shampoo and treating with 5 g of the sample as a paneler with 10 men and women each as a panelist, the moist feeling of the dried hair is determined as follows, and the average value of the 20 hairs is determined. The average value of 1.5 or more was evaluated as a hair rinse agent that gives a moist feeling to the dried hair.
2 points: The hair felt moist.
1 point: I felt that the hair was slightly moist.
0 point: I felt that the hair had no moist feeling.
[0052]
(2) Elongation when applying hair
After washing the hair with a shampoo which is usually used, the stretch of when 5 g of the sample was applied was determined as follows, and the average value of 20 persons was determined as the panelists, and the average value of 20 persons was determined. The above was evaluated as a hair rinse agent having elongation during hair application.
2 points: I felt that there was elongation when applying the hair.
1 point: I felt that the hair was slightly stretched when applied to the hair.
0 point: I felt that there was no elongation when applying the hair.
[0053]
(3) familiarity when applying hair
After washing the hair with a commonly used shampoo, as a paneler, each of 10 men and women was judged as follows for the familiarity when 5 g of the sample was applied, and the average value of 20 people was determined to obtain an average value of 1.5 points. The above was evaluated as a hair rinsing agent having familiarity with hair application.
2 points: Feel familiar when applying hair.
1 point: I felt that there was some familiarity when applying the hair.
0 point: I felt that there was no familiarity when applying the hair.
[0054]
(4) Thickening over time
The sample was placed in a hinge cap container having a diameter of 3 mm (capacity: 300 ml), stored at 40 ° C. for one month, and then inverted and discharged according to the following criteria.
◎: Little increase in viscosity was observed compared to the sample immediately after preparation, and the sample was discharged spontaneously.
：: Slightly thickened compared to the sample immediately after preparation, but discharged spontaneously.
Δ: Viscosity is clearly increased as compared with the sample immediately after preparation, and is discharged by slightly pressing or shaking the container.
×: Viscosity is clearly increased as compared with the sample immediately after preparation, and is discharged by strongly pressing or shaking the container.
[0055]
(5) Fingering at the time of use
After washing the hair with a shampoo that is commonly used as a paneler with 10 men and women each as a panelist, 5 g of a sample was applied and rinsed, and the finger was judged as follows. The average value of 20 people was obtained, and the average value was obtained. A hair rinse agent with 1.5 or more points was evaluated as having good finger passing during use.
2 points: I felt that finger passing was good.
1 point: I felt that finger passing was somewhat good.
0 points: I felt that finger passing was poor.
[0056]
(6) Comb after drying
After washing the hair with a commonly used shampoo, 10 genders each were used as panelists, 5 g of a sample was applied, rinsed, and then dried and the comb was determined as follows. An average value of 1.5 or more was evaluated as a hair rinse agent that had good combability after drying.
2 points: I felt that the combability after drying was good.
1 point: I felt that the combability after drying was somewhat good.
0 point: I felt that the combability after drying was poor.
[0057]
[Table 8]

[0058]
[Table 9]

[0059]
The hair rinsing agent of the present invention was a composition that gave a moist feeling to the hair, had good elongation at the time of application, conformability, passed through the fingers during use, and passed through the comb after drying, and showed no thickening over time. .
On the other hand, since the hair rinse agent of Comparative Example 1 did not contain the component b, elongation at the time of application, conformability, finger passage at the time of use and combing after drying were poor, and thickening over time was recognized. Was done. In the hair rinsing agent of Comparative Example 2, since the component b was a compound to which butylene oxide had not been added, time-dependent thickening was observed. The hair rinse agent of Comparative Example 3 has a large addition mole number (y) of butylene oxide of the component b, and the hair rinse agent of Comparative Example 4 has a large addition mole number (z, x + z) of ethylene oxide of the component b. Moist feeling given to the hair was insufficient, elongation at the time of application, poor conformability, and thickening over time were observed. Since the hair rinse agent of Comparative Example 5 used a compound to which propylene oxide was added instead of butylene oxide as the component b, elongation during application, conformability, fingering during use and combing after drying were poor, and A time-dependent increase in viscosity was observed. Since the hair rinse agent of Comparative Example 6 used cetanol instead of the component b, elongation during application and conformability were poor, and thickening with time was observed.
[0060]
Preparation of softener
As in Preparation Example 1, a tertiary amine was reacted with methyl chloride 1.05 times, and an interface containing the seven types of a component used in the hair rinse agent and the b component of Table 1 in the ratio shown in Table 10 was used. Activator compositions 16-20 were obtained. In addition, comparative compositions 13 to 16 of surfactant compositions containing the component a and the comparative b component in Table 2 at a ratio shown in Table 11 were obtained.
[0061]
[Table 10]

[0062]
[Table 11]

[0063]
Using the surfactant compositions 16 to 20 shown in Table 10, the softener compositions (Examples 7 to 11) were prepared with the components and compounding amounts shown in Table 12, and the following evaluations were made. The evaluation results are also shown in Table 12. The compounding amount in the table is% by weight.
Using comparative compositions 7 and 13 to 16 of the surfactant compositions shown in Table 11, softener compositions (Comparative Examples 7 to 11) were prepared for comparison using the components and amounts shown in Table 13. Table 13 also shows the evaluation results. The compounding amount in the table is% by weight.
[0064]
Evaluation of softener
(1) Flexibility evaluation
A commercially available cotton towel or cotton knit underwear was repeatedly washed five times with an attack (Kao Corporation registered trademark) to remove the detergent adhering to the towel. In a small washing machine having a capacity of 7 liters, a 2.2% by weight aqueous solution of the softener composition obtained in each of Examples and Comparative Examples was prepared, and a towel was added thereto. Stirring was performed. After the towels were air-dried at room temperature, they were left in a thermo-hygrostat at 25 ° C. and 65% RH for 24 hours. The towels thus treated were evaluated for flexibility and water absorption.
One sample was obtained by stacking three cotton towels after the treatment, and 20 female panelists performed a sensory evaluation on flexibility. 3 points when feeling that flexibility is sufficiently recognized, 2 points when feeling that flexibility is somewhat recognized, 1 point when feeling that flexibility is hardly recognized, and no flexibility at all The score of 0 was regarded as zero, and the average value of 20 persons was obtained. Those having an average value of 2.0 or more were evaluated as softener compositions having excellent flexibility.
[0065]
(2) Water absorption evaluation
The cotton knitted underwear after the above treatment was cut into a strip of 2.5 × 15 cm, and one end thereof was immersed in water for 10 minutes, and the rise in water level was measured. Those having a rising water level of 7.5 cm or more were evaluated as softener compositions having excellent water absorption.
[0066]
(3) Low-temperature storage stability evaluation
After storing the softener composition in a thermostat at -5 ° C for one month, the viscosity at 25 ° C was measured. Compared with the viscosity at 25 ° C. immediately after preparation, the increase in viscosity caused by low-temperature storage is calculated as the viscosity increase rate given by the following formula. The composition was evaluated as an agent composition.
The viscosity was measured using a Brookfield viscometer under the conditions of No. 2 rotor, rotation speed of 60 rpm, and measurement time of 100 sec.
Viscosity increase rate (%) = [viscosity after low temperature storage (cps) −initial viscosity (cps)] / initial viscosity (cps) × 100
[0067]
(4) Low temperature recovery test
The softener composition was frozen at −15 ° C. and then thawed at 20 ° C. Those that were restored to the original state when thawed were frozen again at -15 ° C and then thawed at 20 ° C. This operation was repeated until the original state could not be restored. The case where the liquidity was recovered even after repeated freezing three or more times was evaluated as a softener composition having good low-temperature restorability.
[0068]
[Table 12]

[0069]
[Table 13]

[0070]
The softener of the present invention was a composition having excellent flexibility and water-absorbing effect, and excellent in low-temperature storage stability and low-temperature resilience.
On the other hand, since the softener of Comparative Example 7 did not contain the component b, both the flexibility and the effect of imparting water absorption were low, and the low-temperature storage stability and the low-temperature restorability were also poor. In the softener of Comparative Example 8, since the component b was a compound to which butylene oxide was not added, both the softness and the water-absorbing effect were low. The softener of Comparative Example 9 has a large addition mole number (y) of butylene oxide of the b component, and the softener of Comparative Example 10 has a large addition mole number (z, x + z) of ethylene oxide of the b component. The effect of imparting water absorption was low, and the low-temperature storage stability and low-temperature resilience were poor. Since the softener of Comparative Example 11 used a compound to which propylene oxide was added instead of butylene oxide as the component b, the effect of imparting water absorption was low, and the low-temperature storage stability and low-temperature resilience were poor.
[0071]
【The invention's effect】
The surfactant composition of the present invention has no lower alcohol odor, has good handling properties, and has excellent water dispersibility. Further, the hair rinse agent using the surfactant composition of the present invention does not thicken over time, imparts a moist feeling to the hair, and has excellent elongation and conformability when applied to the hair. Combing is a good composition. Furthermore, the softener using the surfactant composition of the present invention is a composition that gives garment flexibility and excellent water absorption, and is excellent in low-temperature storage stability and low-temperature restorability.

Claims (7)

A surfactant composition containing 1 to 99% by weight of the following component a and 1 to 99% by weight of component b.
a. Quaternary ammonium salt type surfactant b. Compound represented by formula (1) RO (AO) _x (BO) _y (AO) _z H (1)
(Wherein R represents an alkyl group, alkenyl group or acyl group having 8 to 24 carbon atoms, A represents an ethylene group, B represents a butylene group. X, y and z represent the average number of moles added, and 0 ≦ x ≦ 10, 1 ≦ y ≦ 5, 0 ≦ z ≦ 60, and 0 ≦ x + z ≦ 60.) The surfactant composition according to claim 1, wherein the component (a) is a compound obtained by heating and dissolving and mixing the tertiary amine and the component (b), followed by quaternization. A hair rinse containing the surfactant composition according to claim 1 or 2 by weight. The hair rinse according to claim 3, wherein the component (b) is a compound (b-1) represented by the formula (2).
RO (AO) _x (BO) _y (AO) _zH ... (2)
(Wherein R represents an alkyl group, alkenyl group or acyl group having 16 to 24 carbon atoms, A represents an ethylene group, B represents a butylene group, x, y and z represent the average number of moles added, and 0 ≦ x ≦ 5, 1 ≦ y ≦ 5, 0 ≦ z ≦ 5, and 0 ≦ x + z ≦ 5.) The component b contains the compound (b-1) represented by the formula (2) and the compound (b-2) represented by the formula (3), and the weight ratio (b-1) / (b-2) is 50. The hair rinse according to claim 3, wherein the ratio is from 1/1 to 1/10.
RO (AO) _x (BO) _y (AO) _zH ... (3)
(Wherein R represents an alkyl group, alkenyl group or acyl group having 8 to 24 carbon atoms, A represents an ethylene group, B represents a butylene group. X, y and z represent the average number of moles added, and 0 ≦ x ≦ 10, 1 ≦ y ≦ 5, 10 ≦ z ≦ 60, and 10 ≦ x + z ≦ 60.) A softener containing 1 to 50% by weight of the surfactant composition according to claim 1 or 2. The softener according to claim 6, wherein the component b is a compound (b-2) represented by the formula (3).
RO (AO) _x (BO) _y (AO) _zH ... (3)
(Wherein R represents an alkyl group, alkenyl group or acyl group having 8 to 24 carbon atoms, A represents an ethylene group, B represents a butylene group. X, y and z represent the average number of moles added, and 0 ≦ x ≦ 10, 1 ≦ y ≦ 5, 10 ≦ z ≦ 60, and 10 ≦ x + z ≦ 60.)