JPH0598571A - Liquid softener composition - Google Patents
Liquid softener compositionInfo
- Publication number
- JPH0598571A JPH0598571A JP3283966A JP28396691A JPH0598571A JP H0598571 A JPH0598571 A JP H0598571A JP 3283966 A JP3283966 A JP 3283966A JP 28396691 A JP28396691 A JP 28396691A JP H0598571 A JPH0598571 A JP H0598571A
- Authority
- JP
- Japan
- Prior art keywords
- group
- quaternary ammonium
- ammonium salt
- carbon atoms
- diester
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
Landscapes
- Biological Depolymerization Polymers (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Abstract
(57)【要約】
【目的】 優れた柔軟性及び帯電防止性付与効果を有す
る上、生分解性に優れ、かつ、保存安定性の良好な液体
柔軟剤組成物を得る。
【構成】 下記一般式（Ｉ）で示されるジエステル型第
４級アンモニウム塩と下記一般式（ＩＩ）で示されるモ
ノエステル型第４級アンモニウム塩とを重量比９５〜７
０：５〜３０の割合で含み、かつ一般式（Ｉ）のジエス
テル型アンモニウム塩が１重量％含有されるように脱イ
オン水で希釈した時のｐＨが２．５〜５の範囲にあるこ
とを特徴とする液体柔軟剤組成物。
【化１】
（但し、式中Ｒ1，Ｒ2はそれぞれ炭素数１１〜２３のア
ルキル基又はアルケニル基、Ｒ3，Ｒ4はそれぞれ炭素数
１〜４のアルキル基又はヒドロキシアルキル基、Ｒ5，
Ｒ6はそれぞれ炭素数２〜４のアルキレン基であり、Ｘ-
は陰イオン、ｎは１〜４の数である。）(57) [Summary] [Object] To obtain a liquid softener composition having excellent flexibility and antistatic property-imparting effect, excellent biodegradability, and good storage stability. [Structure] A diester type quaternary ammonium salt represented by the following general formula (I) and a monoester type quaternary ammonium salt represented by the following general formula (II) in a weight ratio of 95 to 7
The pH is in the range of 2.5 to 5 when diluted with deionized water so as to contain the diester type ammonium salt of the general formula (I) in an amount of 0: 5 to 30 and 1% by weight. A liquid softener composition comprising: [Chemical 1] (However, in the formula, R 1 and R 2 are respectively an alkyl group or an alkenyl group having 11 to 23 carbon atoms, R 3 and R 4 are respectively an alkyl group or a hydroxyalkyl group having 1 to 4 carbon atoms, R 5 ,
R 6 are each an alkylene group having 2 to 4 carbon atoms, X -
Is an anion and n is a number from 1 to 4. )
Description
【０００１】[0001]
【産業上の利用分野】本発明は、各種衣料へ柔軟性及び
帯電防止性を付与する効果が良好な上、生分解性に優
れ、かつ、保存安定性の良好な液体柔軟剤組成物に関す
る。BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a liquid softener composition having excellent effects of imparting flexibility and antistatic properties to various kinds of clothes, excellent biodegradability, and good storage stability.
【０００２】[0002]
【従来の技術及び発明が解決しようとする課題】従来、
洗濯後の衣料に柔軟性と帯電防止性とを付与するために
各種の液体柔軟剤組成物が使用されている。これら柔軟
剤組成物としては、ジ長鎖アルキルジ短鎖アルキル第４
級アンモニウム塩を主成分としたものが一般的である。
しかし、このジ長鎖アルキルジ短鎖アルキル第４級アン
モニウム塩を配合した柔軟剤組成物は各種衣料に対して
良好な柔軟効果と帯電防止効果とを付与することができ
るものの、生分解性に劣るために河川の汚染の一因とさ
れている。2. Description of the Related Art Conventionally, the problems to be solved by the invention
Various liquid softener compositions have been used to impart flexibility and antistatic properties to clothes after washing. These softener compositions include di-long chain alkyl di-short chain alkyl quaternary
It is common to use a primary ammonium salt as a main component.
However, although the softener composition containing this di-long-chain alkyldi-short-chain alkyl quaternary ammonium salt can impart good softening effect and antistatic effect to various clothing, it is inferior in biodegradability. Therefore, it is said to be one of the causes of river pollution.
【０００３】一方、最近、柔軟剤組成物の主成分として
炭素数１２〜２２の長鎖アルキルエステル基を有する第
４級アンモニウム塩が生分解性が良好なことから注目さ
れている（特開昭６３−６１６８号公報記載）が、この
第４級アンモニウム塩を配合した柔軟剤組成物も上記柔
軟剤組成物と同様に柔軟性付与効果等は良好であるが、
保存安定性の点で満足できるものではない。On the other hand, recently, a quaternary ammonium salt having a long-chain alkyl ester group having 12 to 22 carbon atoms as a main component of a softener composition has been attracting attention because of its good biodegradability (Japanese Patent Laid-Open Publication No. Sho. 63-6168 gazette), the softening agent composition containing this quaternary ammonium salt has a good flexibility-imparting effect and the like like the above-mentioned softening agent composition,
It is not satisfactory in terms of storage stability.
【０００４】従って、柔軟性及び帯電防止性付与効果に
加えて、生分解性及び保存安定性に優れた液体柔軟剤組
成物の開発が望まれている。Therefore, it is desired to develop a liquid softening agent composition which is excellent in biodegradability and storage stability in addition to the effect of imparting flexibility and antistatic property.
【０００５】[0005]
【課題を解決するための手段及び作用】本発明者は、上
記要望に応えるため鋭意検討を行った結果、下記一般式
（Ｉ）で示されるジエステル型第４級アンモニウム塩
（以下、ジエステル体と略記する）と下記一般式（Ｉ
Ｉ）で示されるモノエステル型第４級アンモニウム塩
（以下、モノエステル体と略記する）とを併用するこ
と、しかもこの場合ジエステル体とモノエステル体とを
重量比９５〜７０：５〜３０という特定割合で併用する
と共に、上記ジ及びモノエステル体を含む液体柔軟剤組
成物を脱イオン水でジエステル体の含有量が１重量％に
なるように希釈した時、該脱イオン水希釈液のｐＨが
２．５〜５の範囲にあるように組成物を調製することに
より、各種衣料へ良好な柔軟性及び帯電防止性を付与し
得る上、生分解性に優れ、環境汚染の問題が殆んどな
く、しかも、保存安定性の良好な液体柔軟剤組成物を得
ることができることを知見し、本発明をなすに至った。Means and Actions for Solving the Problems As a result of intensive studies to meet the above-mentioned demands, the present inventor has found that a diester type quaternary ammonium salt represented by the following general formula (I) (hereinafter referred to as a diester body) Abbreviated) and the following general formula (I
I) in combination with a monoester type quaternary ammonium salt (hereinafter abbreviated as a monoester form), and in this case, the diester form and the monoester form are referred to as a weight ratio of 95 to 70: 5 to 30. When the liquid softener composition containing the above di- and monoesters is diluted with deionized water so that the content of the diesters becomes 1% by weight, the pH of the deionized water diluted solution is used in combination with a specific ratio. By adjusting the composition so that the ratio is in the range of 2.5 to 5, good flexibility and antistatic properties can be imparted to various kinds of clothes, and the biodegradability is excellent, so that there is almost no problem of environmental pollution. It was found that a liquid softener composition having excellent storage stability can be obtained, and the present invention has been completed.
【０００６】[0006]
【化２】 （但し、式中Ｒ1，Ｒ2はそれぞれ炭素数１１〜２３のア
ルキル基又はアルケニル基、Ｒ3，Ｒ4はそれぞれ炭素数
１〜４のアルキル基又はヒドロキシアルキル基、Ｒ5，
Ｒ6はそれぞれ炭素数２〜４のアルキレン基であり、Ｘ-
は陰イオン、ｎは１〜４の数である。）[Chemical 2] (However, in the formula, R 1 and R 2 are respectively an alkyl group or an alkenyl group having 11 to 23 carbon atoms, R 3 and R 4 are respectively an alkyl group or a hydroxyalkyl group having 1 to 4 carbon atoms, R 5 ,
R 6 are each an alkylene group having 2 to 4 carbon atoms, X -
Is an anion and n is a number from 1 to 4. )
【０００７】以下、本発明につき更に説明すると、本発
明の液体柔軟剤組成物は、上記一般式（Ｉ）のジエステ
ル体と一般式（ＩＩ）のモノエステル体とが併用配合さ
れたものである。The present invention will be further described below. The liquid softener composition of the present invention is a composition in which the diester of the general formula (I) and the monoester of the general formula (II) are used in combination. ..
【０００８】ここで、上記一般式（Ｉ）及び（ＩＩ）に
おいて、Ｒ1、Ｒ2はそれぞれ炭素数１１〜２３、好まし
くは１５〜２１のアルキル基又はアルケニル基であり、
例えばＲ1−ＣＯ、Ｒ2−ＣＯで示される基が通常オレイ
ン酸、エライジン酸、リノール酸、リノレイン酸等の不
飽和高級脂肪酸、ステアリン酸、パルミチン酸等の飽和
高級脂肪酸、牛脂、豚脂、パーム油、大豆油、サフラワ
ー油、ヒマワリ油、オリーブ油等の天然油脂を分解・精
製して得られる脂肪酸、これらの硬化脂肪酸から由来す
るものであるが、これらの中でも特にオレイン酸、ステ
アリン酸、牛脂脂肪酸、硬化牛脂脂肪酸、パーム油脂肪
酸、硬化パーム油脂肪酸が好適である。なお、不飽和高
級脂肪酸としては立体異性構造がシス体又はトランス体
であっても、あるいは両者の混合物であってもよいが、
特にシス体／トランス体の比率が２５〜１００／０〜７
５であることが好ましい。In the above general formulas (I) and (II), R 1 and R 2 are each an alkyl group or an alkenyl group having 11 to 23 carbon atoms, preferably 15 to 21 carbon atoms,
For example, the groups represented by R 1 -CO and R 2 -CO are usually unsaturated higher fatty acids such as oleic acid, elaidic acid, linoleic acid and linoleic acid, saturated higher fatty acids such as stearic acid and palmitic acid, beef tallow, lard, Palm oil, soybean oil, safflower oil, sunflower oil, fatty acids obtained by decomposing and purifying natural oils and fats such as olive oil, which are derived from these hardened fatty acids, among them, oleic acid, stearic acid, Tallow fatty acid, hardened tallow fatty acid, palm oil fatty acid, and hardened palm oil fatty acid are preferred. As the unsaturated higher fatty acid, the stereoisomeric structure may be cis or trans, or a mixture of the two,
In particular, the ratio of cis isomer / trans isomer is 25 to 100/0 to 7
It is preferably 5.
【０００９】また、Ｒ3、Ｒ4はそれぞれ炭素数１〜４の
アルキル基又はヒドロキシアルキル基であり、具体的に
はメチル基、エチル基、プロピル基、ブチル基、ヒドロ
キシメチル基、ヒドロキシエチル基、ヒドロキシプロピ
ル基、ヒドロキシブチル基が挙げられるが、特にメチル
基、エチル基、ヒドロキシエチル基が好ましく用いられ
る。Ｒ5、Ｒ6はそれぞれＣmＨ2m（但し、ｍ＝２〜４）
で示されるアルキレン基であり、具体的にはエチレン
基、プロピレン基、ブチレン基が挙げられ、直鎖状でも
分岐鎖状でもよい。Further, R 3 and R 4 are each an alkyl group having 1 to 4 carbon atoms or a hydroxyalkyl group, specifically, a methyl group, an ethyl group, a propyl group, a butyl group, a hydroxymethyl group, a hydroxyethyl group. Examples thereof include a hydroxypropyl group and a hydroxybutyl group, with a methyl group, an ethyl group and a hydroxyethyl group being particularly preferred. R 5 and R 6 are each C m H 2m (however, m = 2 to 4)
And an ethylene group, a propylene group, and a butylene group are specifically mentioned, and may be linear or branched.
【００１０】更に、Ｘ-は陰イオンであり、具体的には
塩素、臭素、ヨウ素等のハロゲン原子アニオン、Ｒ7Ｓ
Ｏ4（Ｒ7は炭素数１〜３のアルキル基であり、具体的に
はメチル基、エチル基、プロピル基が挙げられるが、特
にメチル基が好適である。）で示される基のアニオンな
どが例示される。Further, X − is an anion, specifically, a halogen atom anion such as chlorine, bromine or iodine, R 7 S
An anion of a group represented by O 4 (R 7 is an alkyl group having 1 to 3 carbon atoms, specifically, a methyl group, an ethyl group, and a propyl group are mentioned, and a methyl group is particularly preferable). Is exemplified.
【００１１】このような式（Ｉ）のジエステル体として
は、具体的にジ（ステアロイルオキシエチル）ジメチル
４級アンモニウムクロライド、ジ（オレオイルオキシエ
チル）ジメチル４級アンモニウムクロライド、ジ（パル
ミトイルオキシエチル）ジメチル４級アンモニウムメト
サルフェート、ジ（ステアロイルオキシイソプロピル）
ジメチル４級アンモニウムクロライド、ジ（オレオイル
オキシイソプロピル）ジメチル４級アンモニウムクロラ
イド、ジ（オレオイルオキシブチル）ジメチル４級アン
モニウムクロライド等が例示され、これらの１種類を単
独で使用しても、２種類以上を混合して使用してもよ
い。Specific examples of the diester of formula (I) include di (stearoyloxyethyl) dimethyl quaternary ammonium chloride, di (oleoyloxyethyl) dimethyl quaternary ammonium chloride and di (palmitoyloxyethyl). Dimethyl quaternary ammonium methosulfate, di (stearoyloxyisopropyl)
Examples include dimethyl quaternary ammonium chloride, di (oleoyloxyisopropyl) dimethyl quaternary ammonium chloride, and di (oleoyloxybutyl) dimethyl quaternary ammonium chloride. Even if one of these is used alone, two types are used. The above may be mixed and used.
【００１２】一方、式（ＩＩ）のモノエステル体として
は、ステアロイルオキシエチル・ジメチル・オキシエチ
ル４級アンモニウムクロライド、オレイルオキシエチル
・ジメチル・オキシエチル４級アンモニウムクロライ
ド、パルミトイルオキシエチル・ジメチル・オキシエチ
ル４級アンモニウムクロライド、ステアロイルオキシイ
ソプロピル・ジメチル・オキシイソプロピル４級アンモ
ニウムクロライド、ステアロイルオキシイソプロピル・
ジメチル・オキシイソプロピル４級アンモニウムクロラ
イド、オレオイルオキシ・イソプロピル・ジメチルオキ
シイソプロピル４級アンモニウムクロライド、オレオイ
ルオキシブチル・ジメチル・オキシブチル４級アンモニ
ウムクロライド等が例示され、これらの１種類を単独で
使用しても、２種類以上を混合して使用してもよい。On the other hand, as the monoester of the formula (II), stearoyloxyethyl dimethyl oxyethyl quaternary ammonium chloride, oleyloxyethyl dimethyl oxyethyl quaternary ammonium chloride, palmitoyloxyethyl dimethyl oxyethyl quaternary ammonium chloride Chloride, stearoyloxyisopropyl ・ dimethyl ・ oxyisopropyl quaternary ammonium chloride, stearoyloxyisopropyl ・
Examples include dimethyl oxyisopropyl quaternary ammonium chloride, oleoyloxy isopropyl dimethyl oxyisopropyl quaternary ammonium chloride, oleoyl oxybutyl dimethyl oxybutyl quaternary ammonium chloride, etc. Also, two or more kinds may be mixed and used.
【００１３】なお、上記式（Ｉ）のジエステル体は、例
えば高級脂肪酸又は高級脂肪酸エステルと相応する（ポ
リオキシアルキレン）アルカノールアミンとのモル比を
２：１としてエステル化又はエステル交換した後、４級
化の反応を進めるなどして通常の方法で製造することが
できる。また、式（ＩＩ）のモノエステル体は、上記モ
ル比を１：１とする以外は上記ジエステル体の製法と同
様にして製造することができる。The diester of the above formula (I) is esterified or transesterified with a molar ratio of, for example, a higher fatty acid or higher fatty acid ester and a corresponding (polyoxyalkylene) alkanolamine to 2: 1, and then 4 It can be produced by a usual method, for example, by proceeding with the grading reaction. Further, the monoester form of the formula (II) can be produced in the same manner as in the production process of the diester form except that the above molar ratio is 1: 1.
【００１４】本発明は、式（Ｉ）のジエステル体と式
（ＩＩ）のモノエステル体とを併用するものであるが、
その併用割合は重量比でジエステル体／モノエステル体
＝９５〜７０：５〜３０とする必要がある。ジエステル
体の割合が上記範囲より多い場合、ジエステル体の加水
分解を生じ、保存安定性が不良となる。逆に、ジエステ
ル体の割合が上記範囲より少ないと、柔軟性及び帯電性
が不良となる。The present invention uses a diester of formula (I) and a monoester of formula (II) in combination.
The ratio of the combined use should be diester / monoester = 95 to 70: 5 to 30 by weight. When the proportion of the diester is higher than the above range, the diester is hydrolyzed, resulting in poor storage stability. On the other hand, if the proportion of the diester is less than the above range, the flexibility and chargeability will be poor.
【００１５】この場合、ジエステル体の配合量は、組成
物全体の０．５〜３０％（重量％、以下同様）、特に３
〜２０％とすることが好ましく、配合量が０．５％に満
たないと柔軟性付与効果に劣る場合があり、３０％を超
えると柔軟剤組成物がゲル化して均一な組成物にならな
い場合がある。In this case, the compounding amount of the diester compound is 0.5 to 30% (weight%, the same applies hereinafter) of the total composition, especially 3%.
If it is less than 0.5%, the softening effect may be poor, and if it exceeds 30%, the softening agent composition may gel and a uniform composition may not be obtained. There is.
【００１６】また、本発明の液体柔軟剤組成物は、式
（Ｉ）のジエステル体の１％濃度脱イオン希釈液、即ち
該組成物を脱イオン水でジエステル体の濃度が１％にな
るように希釈することにより得られた溶液のｐＨが２．
５〜５の範囲にあることが必要である。このｐＨが２．
５未満の場合及び５を越えた場合はジエステル体の加水
分解が生じ、保存安定性が不良になる。このため、組成
物は必要に応じて有機又は無機の酸又はアルカリを使用
してｐＨを調整する。ｐＨ調整剤としては、例えば塩
酸、硫酸、アルカリ金属水酸化物、アルカリ金属炭酸
塩、アルカリ金属珪酸塩などの無機化合物、リン酸、多
価カルボン酸、高分子カルボン酸、高分子アクリル酸、
有機アミン化合物等の有機化合物などが挙げられる。Further, the liquid softener composition of the present invention is a 1% concentration deionized diluent of the diester of formula (I), that is, the composition is deionized water so that the concentration of the diester is 1%. The pH of the solution obtained by diluting to 2.
It must be in the range of 5-5. This pH is 2.
When it is less than 5 or more than 5, hydrolysis of the diester body occurs, resulting in poor storage stability. Therefore, the pH of the composition is adjusted by using an organic or inorganic acid or alkali as needed. Examples of the pH adjuster include inorganic compounds such as hydrochloric acid, sulfuric acid, alkali metal hydroxides, alkali metal carbonates and alkali metal silicates, phosphoric acid, polycarboxylic acid, high molecular carboxylic acid, high molecular acrylic acid,
Examples thereof include organic compounds such as organic amine compounds.
【００１７】本発明の液体柔軟剤組成物には上記必須成
分以外にその他の任意成分として、通常柔軟剤組成物に
配合される公知の成分を本発明の効果を妨げない範囲で
配合することができる。In addition to the above-mentioned essential components, the liquid softener composition of the present invention may contain, as other optional components, known components which are usually incorporated in the softener composition, within a range that does not impair the effects of the present invention. it can.
【００１８】任意成分としては、例えば上記式（Ｉ）及
び式（ＩＩ）の第４級アンモニウム塩以外の公知の柔軟
剤基剤（例えばジ長鎖アルキルジ短鎖アルキル第４級ア
ンモニウム塩等）、更にステアリン酸、オレイン酸等の
高級脂肪酸、及びジメチル・ジ（ヒドロキシエチル）４
級アンモニウム塩を配合することができる。これら任意
成分の配合量は組成物全体の５〜３０％、特に５〜１５
％とすることが好ましい。As an optional component, for example, a known softener base other than the quaternary ammonium salts of the above formulas (I) and (II) (for example, dilong-chain alkyldishort-chain alkyl quaternary ammonium salts, etc.), Furthermore, higher fatty acids such as stearic acid and oleic acid, and dimethyl di (hydroxyethyl) 4
A graded ammonium salt can be added. The content of these optional components is 5 to 30% of the total composition, especially 5 to 15%.
% Is preferable.
【００１９】また、ステアリルアルコールのエチレンオ
キシド付加物、牛脂アミンのエチレンオキシド付加物、
ステアリルモノエタノールアミドのエチレンオキシド付
加物、オクチルフェノールのエチレンオキシド付加物、
牛脂脂肪酸のエチレンオキシド付加物、オレイルアルコ
ールのエチレンオキシド付加物、オレイルアミンのエチ
レンオキシド付加物等の炭素数１１〜２２のアルコー
ル、アミン、アルカノールアミド及び脂肪酸から選ばれ
る化合物にアルキレンオキシドが平均付加モル数５〜１
５０において付加したノニオン界面活性剤（このノニオ
ン界面活性剤の配合量は組成物全体の０．０５〜３０
％、特に０．１〜２０％とすることが好ましい）、２−
エチルヘキサン酸とグリセリン又はペンタエリスリトー
ルとの部分エステル化物等のノニオン界面活性剤などの
界面活性剤、食塩、塩化アンモニウム、塩化カルシウム
等の水溶性塩、エチルアルコール、イソプロピルアルコ
ール、プロピレングリコール、エチレングリコール等の
溶剤、尿素、殺菌剤、酸化防止剤、顔料、染料、シリコ
ーン類、炭化水素、セルロース誘導体、紫外線吸収剤、
蛍光増白剤、香料等が挙げられる。なお、これら任意成
分の配合量は本発明の効果を妨げない範囲で通常量とす
ることができる。Further, ethylene oxide adduct of stearyl alcohol, ethylene oxide adduct of tallow amine,
Ethylene oxide adduct of stearyl monoethanolamide, ethylene oxide adduct of octylphenol,
Compounds selected from alcohols having 11 to 22 carbon atoms such as ethylene oxide adducts of beef tallow fatty acids, ethylene oxide adducts of oleyl alcohol, ethylene oxide adducts of oleylamine, amines, alkanolamides and fatty acids, and alkylene oxides on average 5 to 5
The nonionic surfactant added at 50 (the amount of this nonionic surfactant is 0.05 to 30 of the total composition).
%, Particularly preferably 0.1 to 20%), 2-
Nonionic surfactants such as partial esterification products of ethylhexanoic acid and glycerin or pentaerythritol, water-soluble salts such as sodium chloride, ammonium chloride, calcium chloride, ethyl alcohol, isopropyl alcohol, propylene glycol, ethylene glycol, etc. Solvent, urea, bactericide, antioxidant, pigment, dye, silicones, hydrocarbon, cellulose derivative, UV absorber,
Fluorescent brighteners, fragrances and the like can be mentioned. In addition, the compounding amounts of these optional components can be set to normal amounts within a range that does not impair the effects of the present invention.
【００２０】[0020]
【発明の効果】本発明の液体柔軟剤組成物は、特定のジ
エステル型４級アンモニウム塩とモノエステル型４級ア
ンモニウム塩とを特定比率で併用し、かつ、液体柔軟剤
組成物のｐＨを特定値に規定したことにより、柔軟性及
び帯電防止性に優れ、かつ、ジエステル型４級アンモニ
ウム塩の加水分解が抑制されて、保存安定性が向上し、
しかも生分解性に優れているものである。INDUSTRIAL APPLICABILITY The liquid softener composition of the present invention comprises a specific diester type quaternary ammonium salt and a monoester type quaternary ammonium salt in a specific ratio, and the pH of the liquid softener composition is specified. By specifying the value, flexibility and antistatic properties are excellent, and hydrolysis of the diester type quaternary ammonium salt is suppressed, and storage stability is improved.
Moreover, it has excellent biodegradability.
【００２１】[0021]
【実施例】以下、実施例及び比較例を示して本発明を具
体的に説明するが、本発明は下記実施例に制限されるも
のではない。なお、各例中の％はいずれも重量％であ
る。また、各例の評価は下記方法によった。EXAMPLES The present invention will be specifically described below with reference to Examples and Comparative Examples, but the present invention is not limited to the following Examples. In addition,% in each example is% by weight. The evaluation of each example was based on the following method.
【００２２】（１）仕上げ処理方法 市販の綿タオルを市販衣料用洗剤「ハイトップ」（商品
名、ライオン（株）製）により電気洗濯機を用いて５０
℃で２回繰り返し洗濯後、常温の水道水で充分すすぎ、
これを試験布とした。(1) Finishing method A commercially available cotton towel was washed with a commercially available laundry detergent "Hitop" (trade name, manufactured by Lion Corporation) using an electric washing machine.
After washing twice at ℃, rinse thoroughly with tap water at room temperature,
This was used as a test cloth.
【００２３】次に、２５℃の水道水３０リットルに対し
柔軟剤組成物を第４級アンモニウム塩の添加量として１
ｇになるように加えて均一溶液とした。この溶液中に浴
比３０倍で各試験布を浸して３分間処理した後、２分間
脱水した。このように処理した布を風乾した後、２５
℃、６５％ＲＨの条件で２４時間放置し、評価試験に用
いた。Next, the softener composition was added to 1 liter of quaternary ammonium salt in 30 liters of tap water at 25 ° C.
It was added so as to be g to make a uniform solution. Each test cloth was immersed in this solution at a bath ratio of 30 times for 3 minutes, and then dehydrated for 2 minutes. After air-drying the thus treated cloth, 25
The sample was left for 24 hours under the conditions of ℃ and 65% RH and used for the evaluation test.
【００２４】（２）柔軟性評価方法 表１に示すジメチルジ硬化牛脂アンモニウムクロライド
を柔軟剤基剤として配合した柔軟剤組成物（比較例）で
処理した布を対照にして一対比較を行い、下記基準にて
評価した。 ＋２：対照より柔らかい ＋１：対照よりやや柔らかい ０：対照と同じ −１：対照のほうがやや柔らかい −２：対照のほうが柔らかい(2) Softness Evaluation Method A pair of comparisons was carried out using a cloth treated with a softener composition (comparative example) containing dimethyldi-hardened beef tallow ammonium chloride shown in Table 1 as a softener base, and the following criteria were used. Was evaluated. +2: Softer than control +1: Slightly softer than control 0: Same as control -1: Slightly softer control -2: Softer control
【００２５】（３）保存安定性評価方法 液体柔軟剤組成物を５０℃で１か月間恒温室に放置した
後、その外観を以下の基準にて肉眼判定により評価し
た。 ○：均一な状態を保持 △：一部不均一 ×：液分離又はゲル化(3) Storage stability evaluation method The liquid softener composition was allowed to stand in a thermostatic chamber at 50 ° C. for 1 month, and its appearance was evaluated by the naked eye based on the following criteria. ◯: Maintains a uniform state Δ: Partially non-uniform ×: Liquid separation or gelation
【００２６】〔実施例，比較例〕エチレングリコール３
％、ポリオキシエチレン（ＥＯ付加モル数２０）牛脂ア
ルキルアミン０．５％、食塩０．０１％、表１に示す第
４級アンモニウム塩を所定量、及び水を残部配合した液
体柔軟剤組成物を調製し、柔軟性と保存安定性を評価し
た。結果を表１に示す。Examples and Comparative Examples Ethylene glycol 3
%, Polyoxyethylene (20 moles added EO) beef tallow alkylamine 0.5%, salt 0.01%, a predetermined amount of the quaternary ammonium salt shown in Table 1, and the balance of water, and a liquid softener composition. Was prepared and the flexibility and storage stability were evaluated. The results are shown in Table 1.
【００２７】なお、表１において、Ｄ（ジエステル体）
及びＭ（モノエステル体）は下記の通りである。 Ｄ1：ジ（ステアロイルオキシエチル）・ジメチル・ア
ンモニウムクロライド Ｄ2：ジ（オレオイルオキシエチル）・ジメチル・アン
モニウムクロライド Ｍ1：ステアロイルオキシエチル・ジメチル・オキシエ
チルアンモニウムクロライド Ｍ2：オレオイルオキシエチル・ジメチル・オキシエチ
ルアンモニウムクロライドIn Table 1, D (diester form)
And M (monoester form) are as follows. D 1 : Di (stearoyloxyethyl) ・ dimethyl ・ ammonium chloride D 2 : Di (oleoyloxyethyl) ・ dimethyl ・ ammonium chloride M 1 : Stearoyloxyethyl ・ dimethyl ・ oxyethylammonium chloride M 2 : oleoyloxyethyl ・Dimethyl oxyethyl ammonium chloride
【００２８】また、ｐＨは、組成物のｐＨを酸又はアル
カリで調整し、次いでこれをジエステル型４級アンモニ
ウム塩が１％濃度になるように脱イオン水で希釈した時
のｐＨである。The pH is the pH when the pH of the composition is adjusted with an acid or alkali and then diluted with deionized water so that the diester type quaternary ammonium salt has a concentration of 1%.
【００２９】[0029]
【表１】 [Table 1]
【００３０】表１の結果より、本発明の組成物は柔軟
性、保存安定性が良好であることがわかる。また、上記
本発明の組成物は、生分解性も良好であったが、対照は
生分解性が不良であった。From the results shown in Table 1, it can be seen that the composition of the present invention has good flexibility and storage stability. Further, the composition of the present invention had good biodegradability, but the control had poor biodegradability.
Claims (1)
型第４級アンモニウム塩と下記一般式（ＩＩ）で示され
るモノエステル型第４級アンモニウム塩とを重量比９５
〜７０：５〜３０の割合で含み、かつ一般式（Ｉ）のジ
エステル型アンモニウム塩が１重量％含有されるように
脱イオン水で希釈した時のｐＨが２．５〜５の範囲にあ
ることを特徴とする液体柔軟剤組成物。 【化１】 （但し、式中Ｒ1，Ｒ2はそれぞれ炭素数１１〜２３のア
ルキル基又はアルケニル基、Ｒ3，Ｒ4はそれぞれ炭素数
１〜４のアルキル基又はヒドロキシアルキル基、Ｒ5，
Ｒ6はそれぞれ炭素数２〜４のアルキレン基であり、Ｘ-
は陰イオン、ｎは１〜４の数である。）1. A diester-type quaternary ammonium salt represented by the following general formula (I) and a monoester-type quaternary ammonium salt represented by the following general formula (II) in a weight ratio of 95.
˜70: 5 to 30 and the pH is 2.5 to 5 when diluted with deionized water so that the diester type ammonium salt of the general formula (I) is contained at 1% by weight. A liquid softener composition comprising: [Chemical 1] (However, in the formula, R 1 and R 2 are respectively an alkyl group or an alkenyl group having 11 to 23 carbon atoms, R 3 and R 4 are respectively an alkyl group or a hydroxyalkyl group having 1 to 4 carbon atoms, R 5 ,
R 6 are each an alkylene group having 2 to 4 carbon atoms, X -
Is an anion and n is a number from 1 to 4. )
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP28396691A JP2970132B2 (en) | 1991-10-04 | 1991-10-04 | Liquid softener composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP28396691A JP2970132B2 (en) | 1991-10-04 | 1991-10-04 | Liquid softener composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH0598571A true JPH0598571A (en) | 1993-04-20 |
| JP2970132B2 JP2970132B2 (en) | 1999-11-02 |
Family
ID=17672538
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP28396691A Expired - Fee Related JP2970132B2 (en) | 1991-10-04 | 1991-10-04 | Liquid softener composition |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP2970132B2 (en) |
Cited By (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1995016766A1 (en) * | 1993-12-13 | 1995-06-22 | The Procter & Gamble Company | Viscosity stable concentrated liquid fabric softener compositions |
| US5474690A (en) * | 1994-11-14 | 1995-12-12 | The Procter & Gamble Company | Concentrated biodegradable quaternary ammonium fabric softener compositions containing intermediate iodine value fatty acid chains |
| US5545340A (en) * | 1993-03-01 | 1996-08-13 | The Procter & Gamble Company | Concentrated biodegradable quaternary ammonium fabric softener compositions and compounds containing intermediate iodine value unsaturated fatty acid chains |
| WO2001036737A1 (en) * | 1999-11-12 | 2001-05-25 | Kao Corporation | Softener composition |
| US6780833B1 (en) | 1999-11-12 | 2004-08-24 | Kao Corporation | Softener composition |
| JP2005023452A (en) * | 2003-06-30 | 2005-01-27 | Kao Corp | Liquid softener composition |
| JP2007502921A (en) * | 2003-06-11 | 2007-02-15 | デグサ アクチエンゲゼルシャフト | MDEA ester quat with high content of monoester admixed with TEA ester quart |
| WO2010067885A1 (en) * | 2008-12-11 | 2010-06-17 | 花王株式会社 | Softener composition |
| WO2011111674A1 (en) * | 2010-03-09 | 2011-09-15 | 花王株式会社 | Softener composition |
| JP2013525617A (en) * | 2010-04-01 | 2013-06-20 | ザ プロクター アンド ギャンブル カンパニー | Thermally stable softener |
| CN103668965A (en) * | 2013-11-28 | 2014-03-26 | 南通市通州区大达麻纺织有限公司 | Towel softening treatment agent and preparation method thereof |
| JP2020158426A (en) * | 2019-03-26 | 2020-10-01 | 三菱ケミカル株式会社 | Mixtures, aqueous dispersions and antioxidants |
-
1991
- 1991-10-04 JP JP28396691A patent/JP2970132B2/en not_active Expired - Fee Related
Cited By (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5545340A (en) * | 1993-03-01 | 1996-08-13 | The Procter & Gamble Company | Concentrated biodegradable quaternary ammonium fabric softener compositions and compounds containing intermediate iodine value unsaturated fatty acid chains |
| WO1995016766A1 (en) * | 1993-12-13 | 1995-06-22 | The Procter & Gamble Company | Viscosity stable concentrated liquid fabric softener compositions |
| US5474690A (en) * | 1994-11-14 | 1995-12-12 | The Procter & Gamble Company | Concentrated biodegradable quaternary ammonium fabric softener compositions containing intermediate iodine value fatty acid chains |
| WO2001036737A1 (en) * | 1999-11-12 | 2001-05-25 | Kao Corporation | Softener composition |
| US6780833B1 (en) | 1999-11-12 | 2004-08-24 | Kao Corporation | Softener composition |
| JP2007502921A (en) * | 2003-06-11 | 2007-02-15 | デグサ アクチエンゲゼルシャフト | MDEA ester quat with high content of monoester admixed with TEA ester quart |
| KR101016929B1 (en) * | 2003-06-11 | 2011-02-25 | 에보닉 데구사 게엠베하 | MDA ester quarts with high monoesters blended with TEA quarts |
| JP2005023452A (en) * | 2003-06-30 | 2005-01-27 | Kao Corp | Liquid softener composition |
| JP2010159529A (en) * | 2008-12-11 | 2010-07-22 | Kao Corp | Softener composition |
| WO2010067885A1 (en) * | 2008-12-11 | 2010-06-17 | 花王株式会社 | Softener composition |
| CN102245828A (en) * | 2008-12-11 | 2011-11-16 | 花王株式会社 | Softener composition |
| US8497235B2 (en) | 2008-12-11 | 2013-07-30 | Kao Corporation | Softener composition comprising ethoxylated esterquats |
| WO2011111674A1 (en) * | 2010-03-09 | 2011-09-15 | 花王株式会社 | Softener composition |
| CN102791921A (en) * | 2010-03-09 | 2012-11-21 | 花王株式会社 | Softener composition |
| US8778865B2 (en) | 2010-03-09 | 2014-07-15 | Kao Corporation | Softener composition |
| JP2013525617A (en) * | 2010-04-01 | 2013-06-20 | ザ プロクター アンド ギャンブル カンパニー | Thermally stable softener |
| CN103668965A (en) * | 2013-11-28 | 2014-03-26 | 南通市通州区大达麻纺织有限公司 | Towel softening treatment agent and preparation method thereof |
| JP2020158426A (en) * | 2019-03-26 | 2020-10-01 | 三菱ケミカル株式会社 | Mixtures, aqueous dispersions and antioxidants |
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