JP3827867B2 - Softener composition - Google Patents

Softener composition Download PDF

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JP3827867B2
JP3827867B2 JP20388898A JP20388898A JP3827867B2 JP 3827867 B2 JP3827867 B2 JP 3827867B2 JP 20388898 A JP20388898 A JP 20388898A JP 20388898 A JP20388898 A JP 20388898A JP 3827867 B2 JP3827867 B2 JP 3827867B2
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JP2000034673A (en
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徹 加藤
康規 大田和
洋平 金子
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Kao Corp
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Kao Corp
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Description

【0001】
【発明の属する技術分野】
本発明は柔軟仕上げ剤組成物に関するものである。
【0002】
【従来の技術及び発明が解決しようとする課題】
繊維用柔軟仕上げ剤として市販されている商品はほとんどが、ジ(長鎖アルキル)ジメチルアンモニウムクロライドに代表される1分子中に2つの長鎖アルキル基を有する第4級アンモニウム塩を含む組成物である。
しかしながら、上記第4級アンモニウム塩は、処理後の残存物が河川などの自然界に放出された場合、ほとんどが生分解されずに蓄積されるという問題点がある。
【0003】
このような問題点の改良品としてN−メチル−N,N−ビス(長鎖アルカノイルオキシエチル)−N−(2−ヒドロキシエチル)アンモニウムメチルサルフェートや、N,N−ジメチル−N,N−ビス(アルカノイルオキシエチル)アンモニウムクロライドなどが上市されているが、これらは、上記第4級アンモニウム塩に比べ、生分解性は改善されているものの、柔軟性が充分満足できる基剤とは言えない。
従って、本発明の目的は、柔軟性に優れ、かつ、生分解性の良好な柔軟基剤を含有する柔軟仕上げ剤組成物を提供することにある。
【0004】
【課題を解決するための手段】
本発明は次の(A)成分及び(B)成分を含有する柔軟仕上げ剤組成物である。
(A) 炭素数5〜36のアルキル基又はアルケニル基を少なくとも1つ有し、アミド結合を有するノニオン性化合物
(B) エステル結合基、アミド結合基又はエーテル結合基が挿入されていてもよい炭素数5〜36のアルキル基又はアルケニル基を2つ以上有するアミノ化合物又はその塩もしくはその第4級アンモニウム塩
【0005】
【発明の実施の形態】
本発明の(A) 成分としては、一般式(I)、(II)又は(III) で表されるノニオン性化合物又はそれらの混合物が好ましく、一般式(I)又は(II)で表されるノニオン性化合物が更に好ましい。
【0006】
【化6】

Figure 0003827867
【0007】
(式中、R1は炭素数5〜35の直鎖もしくは分岐鎖のアルキル基又はアルケニル基を、R2は水素原子又は-COR1 を、R3は水素原子、炭素数1〜3のアルキル基もしくはヒドロキシアルキル基、-(AO)mR2、又は-A-NHCOR1 を、A はエチレン基又はプロピレン基を、n及びmは1〜10の数を示す。)
【0008】
【化7】
Figure 0003827867
【0009】
(式中、R1及びR2は上記の意味を示し、R4は水素原子、炭素数1〜3のアルキル基もしくはヒドロキシアルキル基を、B は炭素数3〜6のアミノポリオールからアミノ基とヒドロキシル基を除いた基を示し、qは2〜5の整数を示す。尚、q個のR2は同一でも異なっても良い。)
【0010】
【化8】
Figure 0003827867
【0011】
(式中、R1及びR4は上記の意味を示し、R5は炭素数1〜36の直鎖もしくは分岐鎖のアルキル基、アルケニル基、ヒドロキシアルキル基又はヒドロキシアルケニル基を示す。)
一般式(I)で表されるノニオン性化合物は、例えばジエタノールアミンのような第2級アミノアルコール、アミノエチルエタノールアミンのようなジアミノアルコール、エタノールアミンのようなアミノアルコールを脂肪酸もしくはその低級アルキルエステルでアミド化し、場合によってはエチルオキサイド、プロピレンオキサイドなどのアルキレンオキサイドを付加し、さらにエステル化して合成される。この際、アミド化とエステル化を同時に行っても良い。合計のアシル化度は1〜2.5 が好ましく、 1.5〜2.3 が更に好ましい。ここで用いる脂肪酸もしくはその低級アルキルエステルのアシル基部分の炭素数は6〜36であり、8〜22が更に好ましく、例えばヤシ脂肪酸、牛脂脂肪酸、硬化牛脂脂肪酸、パームステアリン酸、硬化パームステアリン酸もしくはそれらの低級アルキルエステルが特に好ましい。またヤシ油、牛脂、硬化牛脂、パームステアリン、硬化パームステアリンなどの油脂を用いても良い。
【0012】
一般式(I)で表されるノニオン性化合物としては、下記一般式(Ia)又は(Ib)で表される化合物もしくはそれらの混合物が好ましい。
【0013】
【化9】
Figure 0003827867
【0014】
(式中、R1及びn は前記の意味を示す。)
一般式(II)で表されるノニオン性化合物は、例えばアミノプロパンジオール、N−メチルグルカミンのようなアミノポリオールを脂肪酸もしくはその低級アルキルエステルでアミド化し、さらにエステル化して合成される。合計のアシル化度は1〜2.5 が好ましく、1.5 〜2.3 が更に好ましい。用いる脂肪酸もしくはその低級アルキルエステルは上記のものが好ましい。
【0015】
一般式(II)で表されるノニオン性化合物としては、下記一般式(IIa)又は(IIb)で表される化合物もしくはそれらの混合物が好ましい。
【0016】
【化10】
Figure 0003827867
【0017】
(式中、R1は前記の意味を示す。)
一般式(III) で表されるノニオン性化合物は、例えば長鎖脂肪酸を長鎖アミンでアミド化して合成される。長鎖アミンの炭素数は6〜36が好ましく、8〜22が更に好ましい。長鎖アミンとしては、例えばヤシアミン、牛脂アミン、硬化牛脂アミン、パームステアリルアミン、硬化パームステアリルアミンが特に好ましい。用いる脂肪酸もしくはその低級アルキルエステルは上記のものが好ましい。
【0018】
本発明の(B) 成分としては、一般式(IV)又は(V)で表されるアミノ化合物又はその塩又はその4級化物、あるいはそれらの混合物が好ましい。
【0019】
【化11】
Figure 0003827867
【0020】
(式中、R6は水素原子、炭素数1〜3のアルキル基、ヒドロキシアルキル基もしくはアミノアルキル基、-(AO)nH 又はR7を示し、A 及びnは上記の意味を示し、R7及びR8は同一もしくは異なって、エステル結合基、アミド結合基又はエーテル結合基が挿入されていてもよい炭素数5〜36のアルキル基又はアルケニル基を示す。)
【0021】
【化12】
Figure 0003827867
【0022】
(式中、R9及びR10 は同一もしくは異なって、エステル結合基、アミド結合基又はエーテル結合基が挿入されていてもよい炭素数5〜36のアルキル基又はアルケニル基を示す。)
一般式 (IV) で表されるアミノ化合物としては、ジ長鎖アルキル又はアルケニルアミン、ジ長鎖アルキル又はアルケニルメチルアミン、ジ長鎖アルキル又はアルケニル(2−ヒドロキシエチル)アミン又はそのアルキレンオキサイド付加物、ジ長鎖アルキル又はアルケニルプロパンジアミン等が挙げられる。長鎖アルキル又はアルケニル基としては炭素数6〜36のものが好ましく、炭素数8〜22のものが更に好ましい。ヤシアルキル、牛脂アルキル等も好ましい。
【0023】
また長鎖アルキル又はアルケニル基はエステル結合基、アミド結合基が挿入されたものも好ましく、長鎖アルカノイルオキシエチル基、長鎖アルカノイルアミノプロピル基、長鎖アルカノイルアミノエチル基、長鎖アルコキシカルボニルメチル基、長鎖アルキルアミノカルボニルメチル基等が特に好ましい。長鎖アルキル又はアルケニル基もしくはアシル基としては、炭素数6〜36のものが好ましく、炭素数8〜22のものが更に好ましい。ヤシ油、牛脂、パームステアリン等から誘導されたものも好ましい。
【0024】
一般式(V)で表されるアミノ化合物は、エチレンジアミン、ジエチレントリアミン等と脂肪酸を縮合、環化させて合成される。脂肪酸のアシル基部分の炭素数は6〜36が好ましく、8〜22が更に好ましく、ヤシ脂肪酸、牛脂脂肪酸、硬化牛脂脂肪酸、パームステアリン酸、硬化パームステアリン酸もしくはそれらの低級アルキルエステルが特に好ましい。またヤシ油、牛脂、硬化牛脂、パームステアリン、硬化パームステアリン等の油脂を用いても良い。
【0025】
これらのアミノ化合物の塩は、定法に従って、無機あるいは有機酸、例えば塩酸、硫酸、酢酸、グリコール酸、クエン酸等で中和することにより合成できる。
また、これらのアミノ化合物の4級化物は、定法に従って、これらのアミノ化合物を4級化剤で4級化することにより合成できる。4級化剤としては、ジメチル硫酸等のジ低級アルキル硫酸、メチルクロライド等の低級アルキルハライド等が挙げられる。
【0026】
本発明の組成物中の(A) 成分と(B) 成分の配合割合は、重量比で1/9〜9/1が好ましく、優れた柔軟性能の点で2/8〜8/2が更に好ましい。
(A) 成分及び(B) 成分は合計量で3〜50重量%を水に分散させることにより液体柔軟仕上げ剤とすることができる。この場合、あらかじめ(A) 成分と(B) 成分を混合してから水を投入しても良いし、順次投入しても良い。また、別々に水に分散し、それを混合しても良い。
【0027】
また、更に柔軟性能を向上させるために、高級アルコール、高級脂肪酸を、保存安定剤として、エタノール、イソプロパノール等の低級アルコール、グリコール、ポリオール、さらにはそれらのエチレンオキサイド、プロピレンオキサイド付加物、更には通常のノニオン界面活性剤、無機塩、pH調整剤、ハイドロトロープ剤、香料、消泡剤、顔料等を必要に応じて添加することができる。
【0028】
【実施例】
実施例1−1〜1−7
(A) 成分としてジエタノールアミンと硬化牛脂脂肪酸の1:2(モル比)反応物(A-1) を、(B) 成分としてトリエタノールアミンと硬化牛脂脂肪酸の1:2(モル比)反応物(B-1) を用い、表1に示した配合量で水に分散し、更に塩酸を滴下してpH2.5 に調整して各種柔軟仕上げ剤組成物を得た。この組成物について下記の方法で柔軟性評価を行った。結果を表2に示す。
【0029】
<柔軟性の評価方法>
▲1▼ (A) 成分、(B) 成分及びその他の成分の混合物を融解し、撹拌しながら水中に滴下し、更に無機又は有機酸を滴下し、所定の固形分濃度及びpHになるように分散液を調製した。また比較対照試料として、N−メチル−N,N−ビス(牛脂アルカノイルオキシエチル)−N−(2−ヒドロキシエチル)アンモニウムメチルサルフェートについても同様に5%分散液を調製した。
【0030】
▲2▼ 処理方法
市販の木綿タオル2kg、又はアクリルジャージ2kgを、30リットル洗濯機を用い、 3.5°DH硬水にて市販洗剤アタック(花王株式会社製、登録商標)で5回繰り返し洗濯した後、上記分散液を25ml投入し、25℃、1分間撹拌下で処理した。
【0031】
▲3▼ 柔軟性評価方法
上記方法で処理した布を室温で風乾後、25℃、65%RHの恒温、恒湿室にて 24時間放置した。これらの布について柔軟性の評価を行った。評価はN−メチル−N,N−ビス(牛脂アルカノイルオキシエチル)−N−(2−ヒドロキシエチル)アンモニウムメチルサルフェートで処理した布を対照にして一対比較を行った。評価は次の基準で表す。
【0032】
+2;対照より柔らかい
+1;対照よりやや柔らかい
0;対照と柔らかさが同等
−1;対照よりややかたい
−2;対照よりかたい
実施例2〜13
実施例1と同様に表1に記載の(A) 成分及び(B) 成分を表1に示した配合量で水に分散し、更に必要により表1に示す酸を用いて表1に示すpHに調整して柔軟仕上げ剤組成物を得、実施例1と同様に柔軟性評価を行った。結果を表2に示す。
【0033】
比較例1〜6
表1に示すように、(A)成分とノニオン性化合物(N-1) の混合物、あるいは(B)成分のみを表1に示した配合量で水に分散し、更に必要により表1に示す酸を用いて表1に示すpHに調整して柔軟仕上げ剤組成物を得、実施例1と同様に柔軟性評価を行った。結果を表2に示す。
【0034】
【表1】
Figure 0003827867
【0035】
表1中の略号の説明
A−1:ジエタノールアミンと硬化牛脂脂肪酸の1:2(モル比)反応物
A−2:RCONH(CH2CH2O)nCOR (RCOは硬化牛脂由来、 nは平均5)
A−3:1−アミノ−2,3−プロパンジオールと牛脂脂肪酸メチルエステルの1:1.8(モル比) 反応物
A−4:N−メチルグルカミンと硬化牛脂脂肪酸メチルエステルの1:2.3(モル比) 反応物
B−1:トリエタノールアミンと硬化牛脂脂肪酸の1:2(モル比)反応物
(モノ、ジ、トリエステル比、23:46:31(モル比))
B−2:トリエタノールアミンと硬化牛脂脂肪酸の1:2.8(モル比) 反応物
(モノ、ジ、トリエステル比、1:17:82(モル比))
B−3:N−メチル−N,N−ビス(牛脂アルカノイルオキシエチル)アミン
B−4:N,N−ジ(2−ヒドロキシエチル)−1,3−プロパンジアミンと牛脂脂肪酸の1:2反応物
(モノ、ジ、トリアシル化物比、26:50:24(モル比))
B−5:N,N−ジ(2−ヒドロキシエチル)−1,3−プロパンジアミンと牛脂脂肪酸の1:2.8 反応物
(モノ、ジ、トリアシル化物比、0:18:82(モル比))
B−6: B−1のジメチル硫酸4級化物
B−7: B−2のジメチル硫酸4級化物
B−8: B−3のメチルクロライド4級化物
B−9: B−4のジメチル硫酸4級化物
B−10: B−5のジメチル硫酸4級化物
N−1:ドデシルアルコールのエチレンオキサイド20モル付加物
【0036】
【表2】
Figure 0003827867
[0001]
BACKGROUND OF THE INVENTION
The present invention relates to a softener composition.
[0002]
[Prior art and problems to be solved by the invention]
Most of the products marketed as fabric softeners are compositions containing a quaternary ammonium salt having two long-chain alkyl groups in one molecule represented by di (long-chain alkyl) dimethylammonium chloride. is there.
However, the quaternary ammonium salt has a problem that most of the quaternary ammonium salt is accumulated without being biodegraded when the residue after treatment is released into the natural world such as a river.
[0003]
N-methyl-N, N-bis (long-chain alkanoyloxyethyl) -N- (2-hydroxyethyl) ammonium methyl sulfate and N, N-dimethyl-N, N-bis are improved products for such problems. (Alkanoyloxyethyl) ammonium chloride and the like have been put on the market, but these are not bases with sufficiently satisfactory flexibility, although their biodegradability is improved as compared with the quaternary ammonium salts.
Accordingly, an object of the present invention is to provide a softening agent composition containing a softening base that has excellent flexibility and good biodegradability.
[0004]
[Means for Solving the Problems]
The present invention is a softener composition containing the following components (A) and (B).
(A) Nonionic compound having at least one alkyl group or alkenyl group having 5 to 36 carbon atoms and having an amide bond
(B) an amino compound or a salt thereof or a quaternary ammonium salt thereof having two or more alkyl groups or alkenyl groups having 5 to 36 carbon atoms into which an ester bond group, an amide bond group or an ether bond group may be inserted; 0005
DETAILED DESCRIPTION OF THE INVENTION
The component (A) of the present invention is preferably a nonionic compound represented by the general formula (I), (II) or (III) or a mixture thereof, represented by the general formula (I) or (II). Nonionic compounds are more preferred.
[0006]
[Chemical 6]
Figure 0003827867
[0007]
(In the formula, R 1 is a linear or branched alkyl group or alkenyl group having 5 to 35 carbon atoms, R 2 is a hydrogen atom or —COR 1 , R 3 is a hydrogen atom, and an alkyl group having 1 to 3 carbon atoms. A group or a hydroxyalkyl group,-(AO) m R 2 , or -A-NHCOR 1 , A represents an ethylene group or a propylene group, and n and m represent a number of 1 to 10.
[0008]
[Chemical 7]
Figure 0003827867
[0009]
(Wherein R 1 and R 2 represent the above meanings, R 4 represents a hydrogen atom, an alkyl group having 1 to 3 carbon atoms or a hydroxyalkyl group, and B represents an amino group from an amino polyol having 3 to 6 carbon atoms) A group excluding a hydroxyl group, q represents an integer of 2 to 5. Note that q R 2 may be the same or different.
[0010]
[Chemical 8]
Figure 0003827867
[0011]
(Wherein R 1 and R 4 represent the above meanings, and R 5 represents a linear or branched alkyl group, alkenyl group, hydroxyalkyl group or hydroxyalkenyl group having 1 to 36 carbon atoms.)
Nonionic compounds represented by the general formula (I) include, for example, secondary amino alcohols such as diethanolamine, diaminoalcohols such as aminoethylethanolamine, and aminoalcohols such as ethanolamine as fatty acids or lower alkyl esters thereof. It is synthesized by amidation, optionally adding an alkylene oxide such as ethyl oxide or propylene oxide, and further esterifying. At this time, amidation and esterification may be performed simultaneously. The total acylation degree is preferably 1 to 2.5, more preferably 1.5 to 2.3. The carbon number of the acyl group part of the fatty acid used here or its lower alkyl ester is 6 to 36, more preferably 8 to 22, for example, coconut fatty acid, beef tallow fatty acid, hardened beef tallow fatty acid, palm stearic acid, hardened palm stearic acid or Those lower alkyl esters are particularly preferred. Moreover, you may use fats and oils, such as palm oil, beef tallow, hardened beef tallow, palm stearin, and hardened palm stearin.
[0012]
As the nonionic compound represented by the general formula (I), a compound represented by the following general formula (Ia) or (Ib) or a mixture thereof is preferable.
[0013]
[Chemical 9]
Figure 0003827867
[0014]
(In the formula, R 1 and n have the above-mentioned meanings.)
The nonionic compound represented by the general formula (II) is synthesized, for example, by amidating an amino polyol such as aminopropanediol or N-methylglucamine with a fatty acid or a lower alkyl ester thereof and further esterifying it. The total acylation degree is preferably 1 to 2.5, more preferably 1.5 to 2.3. The fatty acids or lower alkyl esters thereof used are preferably those described above.
[0015]
As the nonionic compound represented by the general formula (II), a compound represented by the following general formula (IIa) or (IIb) or a mixture thereof is preferable.
[0016]
[Chemical Formula 10]
Figure 0003827867
[0017]
(In the formula, R 1 has the above-mentioned meaning.)
The nonionic compound represented by the general formula (III) is synthesized, for example, by amidating a long-chain fatty acid with a long-chain amine. 6-36 are preferable and, as for carbon number of a long chain amine, 8-22 are still more preferable. As the long-chain amine, for example, coconut amine, beef tallow amine, hardened beef tallow amine, palm stearylamine, and hardened palm stearylamine are particularly preferable. The fatty acids or lower alkyl esters thereof used are preferably those described above.
[0018]
The component (B) of the present invention is preferably an amino compound represented by the general formula (IV) or (V), a salt thereof, a quaternized product thereof, or a mixture thereof.
[0019]
Embedded image
Figure 0003827867
[0020]
(In the formula, R 6 represents a hydrogen atom, an alkyl group having 1 to 3 carbon atoms, a hydroxyalkyl group or an aminoalkyl group,-(AO) n H or R 7 , A 1 and n represent the above meanings, R 7 and R 8 are the same or different and each represents an alkyl group or alkenyl group having 5 to 36 carbon atoms into which an ester bond group, an amide bond group or an ether bond group may be inserted.
[0021]
Embedded image
Figure 0003827867
[0022]
(In the formula, R 9 and R 10 are the same or different and each represents an alkyl group or alkenyl group having 5 to 36 carbon atoms into which an ester bond group, an amide bond group or an ether bond group may be inserted.)
Examples of the amino compound represented by the general formula (IV) include dilong chain alkyl or alkenylamine, dilong chain alkyl or alkenylmethylamine, dilong chain alkyl or alkenyl (2-hydroxyethyl) amine or an alkylene oxide adduct thereof. , Di-long-chain alkyl or alkenylpropanediamine. The long-chain alkyl or alkenyl group preferably has 6 to 36 carbon atoms, and more preferably has 8 to 22 carbon atoms. Palm alkyl, beef tallow alkyl and the like are also preferable.
[0023]
Further, the long chain alkyl or alkenyl group preferably has an ester bond group or an amide bond group inserted therein, a long chain alkanoyloxyethyl group, a long chain alkanoylaminopropyl group, a long chain alkanoylaminoethyl group, a long chain alkoxycarbonylmethyl group. A long chain alkylaminocarbonylmethyl group and the like are particularly preferable. The long-chain alkyl or alkenyl group or acyl group preferably has 6 to 36 carbon atoms, and more preferably has 8 to 22 carbon atoms. Those derived from coconut oil, beef tallow, palm stearin and the like are also preferred.
[0024]
The amino compound represented by the general formula (V) is synthesized by condensing and cyclizing ethylenediamine, diethylenetriamine, and the like with a fatty acid. 6-36 are preferable, as for carbon number of the acyl-group part of a fatty acid, 8-22 are still more preferable, and coconut fatty acid, beef tallow fatty acid, hardened beef tallow fatty acid, palm stearic acid, hardened palm stearic acid, or those lower alkyl esters are especially preferable. Moreover, you may use fats and oils, such as palm oil, beef tallow, hardened beef tallow, palm stearin, and hardened palm stearin.
[0025]
These amino compound salts can be synthesized by neutralization with an inorganic or organic acid, for example, hydrochloric acid, sulfuric acid, acetic acid, glycolic acid, citric acid or the like, according to a conventional method.
In addition, quaternized products of these amino compounds can be synthesized by quaternizing these amino compounds with a quaternizing agent according to a conventional method. Examples of the quaternizing agent include di-lower alkyl sulfates such as dimethyl sulfate and lower alkyl halides such as methyl chloride.
[0026]
The blending ratio of the component (A) and the component (B) in the composition of the present invention is preferably 1/9 to 9/1 in terms of weight ratio, and more preferably 2/8 to 8/2 in terms of excellent flexibility performance. preferable.
The component (A) and the component (B) can be made into a liquid softening agent by dispersing 3 to 50% by weight in total in water. In this case, water may be added after mixing the components (A) and (B) in advance, or may be added sequentially. Alternatively, it may be dispersed separately in water and mixed.
[0027]
Furthermore, in order to further improve the flexibility performance, higher alcohols and higher fatty acids are used as storage stabilizers, lower alcohols such as ethanol and isopropanol, glycols, polyols, and their ethylene oxide and propylene oxide adducts, and more usually Nonionic surfactants, inorganic salts, pH adjusters, hydrotropes, fragrances, antifoaming agents, pigments and the like can be added as necessary.
[0028]
【Example】
Examples 1-1 to 1-7
(A) 1: 2 (molar ratio) reaction product of diethanolamine and hardened beef tallow fatty acid as component (A-1), and 1: 2 (molar ratio) reaction product of triethanolamine and hardened beef tallow fatty acid as component (B) ( B-1) was used and dispersed in water at the blending amounts shown in Table 1, and hydrochloric acid was added dropwise to adjust the pH to 2.5 to obtain various softening finish compositions. This composition was evaluated for flexibility by the following method. The results are shown in Table 2.
[0029]
<Flexibility evaluation method>
(1) Melt the mixture of component (A), component (B) and other components, drop them into water while stirring, and then add inorganic or organic acid dropwise so that the solids concentration and pH are as specified. A dispersion was prepared. As a comparative control sample, a 5% dispersion was similarly prepared for N-methyl-N, N-bis (tallow alkanoyloxyethyl) -N- (2-hydroxyethyl) ammonium methyl sulfate.
[0030]
(2) Treatment method After washing 2 kg of a commercially available cotton towel or 2 kg of an acrylic jersey with a 30 liter washing machine in a 3.5 ° DH hard water repeatedly with a commercial detergent attack (registered trademark by Kao Corporation) five times, 25 ml of the above dispersion was charged and treated under stirring at 25 ° C. for 1 minute.
[0031]
(3) Flexibility evaluation method The cloth treated by the above method was air-dried at room temperature, and then allowed to stand for 24 hours in a constant temperature and humidity room at 25 ° C and 65% RH. These fabrics were evaluated for flexibility. The evaluation was made as a pair comparison using a cloth treated with N-methyl-N, N-bis (beef tallow alkanoyloxyethyl) -N- (2-hydroxyethyl) ammonium methyl sulfate as a control. Evaluation is expressed by the following criteria.
[0032]
+2; softer than control +1; slightly softer than control 0; softer than control -1; slightly softer than control-2; harder than control Examples 2-13
In the same manner as in Example 1, the components (A) and (B) described in Table 1 were dispersed in water at the blending amounts shown in Table 1, and if necessary, the pH shown in Table 1 using the acid shown in Table 1 To obtain a softener composition, and the softness evaluation was performed in the same manner as in Example 1. The results are shown in Table 2.
[0033]
Comparative Examples 1-6
As shown in Table 1, a mixture of component (A) and nonionic compound (N-1), or only component (B) is dispersed in water in the amount shown in Table 1, and further shown in Table 1 if necessary. A softener composition was obtained by adjusting the pH shown in Table 1 using an acid, and the flexibility was evaluated in the same manner as in Example 1. The results are shown in Table 2.
[0034]
[Table 1]
Figure 0003827867
[0035]
Explanation of abbreviations in Table 1
A-1: 1: 2 (molar ratio) reaction product of diethanolamine and hardened beef tallow fatty acid
A-2: RCONH (CH 2 CH 2 O) n COR (RCO is derived from hard beef tallow, n is 5 on average)
A-3: 1: 1.8 (molar ratio) reaction product of 1-amino-2,3-propanediol and beef tallow fatty acid methyl ester
A-4: 1: 2.3 (molar ratio) reaction product of N-methylglucamine and hardened tallow fatty acid methyl ester
B-1: 1: 2 (molar ratio) reaction product of triethanolamine and hardened beef tallow fatty acid (mono, di, triester ratio, 23:46:31 (molar ratio))
B-2: Triethanolamine and hardened tallow fatty acid 1: 2.8 (molar ratio) reaction product (mono, di, triester ratio, 1:17:82 (molar ratio))
B-3: N-methyl-N, N-bis (tallow alkanoyloxyethyl) amine
B-4: 1: 2 reaction product of N, N-di (2-hydroxyethyl) -1,3-propanediamine and beef tallow fatty acid (mono, di, triacylated product ratio, 26:50:24 (molar ratio))
B-5: 1: 2.8 reaction product of N, N-di (2-hydroxyethyl) -1,3-propanediamine and beef tallow fatty acid (mono, di, triacylated product ratio, 0:18:82 (molar ratio))
B-6: Dimethyl sulfate quaternized product of B-1
B-7: Dimethyl sulfate quaternized product of B-2
B-8: B-3 methyl chloride quaternized product
B-9: Dimethyl sulfate quaternized product of B-4
B-10: Dimethyl sulfate quaternized product of B-5
N-1: Dodecyl alcohol ethylene oxide 20 mol adduct
[Table 2]
Figure 0003827867

Claims (4)

次の(A)成分及び(B)成分を含有する柔軟仕上げ剤組成物。
(A) 一般式(Ia)、(Ib)又は( II )で表されるノニオン性化合物又はそれらの混合物
Figure 0003827867
(式中、 R 1 は炭素数5〜 35 の直鎖もしくは分岐鎖のアルキル基又はアルケニル基を、nは1〜 10 の数を示す。)
Figure 0003827867
(式中、 R 1 は上記の意味を示し、 R 2 は水素原子又は -COR 1 を、 R 4 は水素原子、炭素数1〜3のアルキル基又はヒドロキシアルキル基を、 B は炭素数3〜6のアミノポリオールからアミノ基とヒドロキシル基を除いた基を示し、qは2〜5の整数を示す。尚、q個の R 2 は同一でも異なっても良い。)
(B) エステル結合基、アミド結合基又はエーテル結合基が挿入されていてもよい炭素数5〜36のアルキル基又はアルケニル基を2つ以上有するアミノ化合物又はその塩もしくはその第4級アンモニウム塩
A softener composition comprising the following components (A) and (B):
(A) Nonionic compound represented by general formula (Ia), (Ib) or ( II ) or a mixture thereof
Figure 0003827867
(In the formula, R 1 represents a linear or branched alkyl group or alkenyl group having 5 to 35 carbon atoms , and n represents a number of 1 to 10. )
Figure 0003827867
(In the formula, R 1 represents the above meaning, R 2 represents a hydrogen atom or —COR 1 , R 4 represents a hydrogen atom, an alkyl group having 1 to 3 carbon atoms or a hydroxyalkyl group, and B represents 3 to 3 carbon atoms. 6 represents a group obtained by removing an amino group and a hydroxyl group from aminopolyol 6, and q represents an integer of 2 to 5. Note that q R 2 may be the same or different.
(B) an amino compound or a salt thereof or a quaternary ammonium salt thereof having two or more alkyl groups or alkenyl groups having 5 to 36 carbon atoms into which an ester bond group, an amide bond group or an ether bond group may be inserted
(A)成分と (B)成分の重量比が1/9〜9/1である請求項1記載の柔軟仕上げ剤組成物。   The softener composition according to claim 1, wherein the weight ratio of the component (A) to the component (B) is 1/9 to 9/1. (B)成分が一般式(IV)又は(V)で表されるアミノ化合物又はその塩又はその4級化物、あるいはそれらの混合物である、請求項1又は2記載の柔軟仕上げ剤組成物。
Figure 0003827867
(式中、R6は水素原子、炭素数1〜3のアルキル基、ヒドロキシアルキル基もしくはアミノアルキル基、-(AO)nH 又はR7を示し、A はエチレン基又はプロピレン基を、nは1〜 10 の数を示し、R7及びR8は同一もしくは異なって、エステル結合基、アミド結合基又はエーテル結合基が挿入されていてもよい炭素数5〜36のアルキル基又はアルケニル基を示す。)
Figure 0003827867
(式中、R9及びR10は同一もしくは異なって、エステル結合基、アミド結合基又はエーテル結合基が挿入されていてもよい炭素数5〜36のアルキル基又はアルケニル基を示す。)
The softener composition according to claim 1 or 2 , wherein the component (B) is an amino compound represented by the general formula (IV) or (V), a salt thereof, a quaternized product thereof, or a mixture thereof.
Figure 0003827867
(In the formula, R 6 represents a hydrogen atom, an alkyl group having 1 to 3 carbon atoms, a hydroxyalkyl group or an aminoalkyl group,-(AO) n H or R 7 , A represents an ethylene group or a propylene group, and n represents 1 shows a number of 10, R 7 and R 8 are the same or different, indicates an ester bond group, an amide bond group or an ether bond group inserted carbon atoms and optionally 5 to 36 alkyl or alkenyl group .)
Figure 0003827867
(In the formula, R 9 and R 10 are the same or different and each represents an alkyl group or alkenyl group having 5 to 36 carbon atoms into which an ester bond group, an amide bond group or an ether bond group may be inserted.)
(A)成分と (B)成分の合計含有量が3〜50重量%である請求項1〜のいずれか一項に記載の液体柔軟仕上げ剤組成物。The liquid softener composition according to any one of claims 1 to 3 , wherein the total content of the component (A) and the component (B) is 3 to 50% by weight.
JP20388898A 1998-07-17 1998-07-17 Softener composition Expired - Fee Related JP3827867B2 (en)

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