JPH04108178A - Softening finish - Google Patents

Softening finish

Info

Publication number
JPH04108178A
JPH04108178A JP22174490A JP22174490A JPH04108178A JP H04108178 A JPH04108178 A JP H04108178A JP 22174490 A JP22174490 A JP 22174490A JP 22174490 A JP22174490 A JP 22174490A JP H04108178 A JPH04108178 A JP H04108178A
Authority
JP
Japan
Prior art keywords
acid
elasticity
long chain
neutralized
alkyl
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.)
Pending
Application number
JP22174490A
Other languages
Japanese (ja)
Inventor
Masaaki Yamamura
正明 山村
Junichi Inokoshi
猪腰 淳一
Kazutaka Shirato
和隆 白土
Toru Hayase
徹 早瀬
Toru Kato
徹 加藤
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Kao Corp
Original Assignee
Kao Corp
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Kao Corp filed Critical Kao Corp
Priority to JP22174490A priority Critical patent/JPH04108178A/en
Publication of JPH04108178A publication Critical patent/JPH04108178A/en
Pending legal-status Critical Current

Links

Abstract

PURPOSE:To provide the title finish capable of imparting various kinds of textiles with excellent flexibility, antistatic nature and elasticity, containing an inorganic or 1-6C organic acid-neutralized or quaternarized product of a specific (di-long chain type) tertiary amine. CONSTITUTION:The objective water-based finish with excellent storage stability for a long period of time, containing, as softening base material, 4-40wt.% of an inorganic or l-6C organic acid (pref. hydrochloric acid)-neutralized or quaternarized product of a tertiary amine compound of the formula (R<1> and R<2> are each 11-22C alkyl or alkenyl; l and m are each 2 or 3; n is 0 or 2). Said compound can be prepared by hydrogenation of a reaction product from (A) a two-chain type long chain alkyl or long chain alkenyl ketone formed by e.g. the decarboxylation of a fatty acid and (B) a hydroxyalkyl group- containing primary amine.

Description

【発明の詳細な説明】 〔産業上の利用分野〕 本発明は、柔軟仕上剤に関し、詳しくは各種の繊維に対
して、優れた柔軟性及び弾力性(ふっくら感)を付与で
きる液体柔軟仕上剤に関するものである。
[Detailed Description of the Invention] [Industrial Application Field] The present invention relates to a fabric softener, and more specifically, a liquid fabric softener that can impart excellent flexibility and elasticity (fluffiness) to various fibers. It is related to.

[従来の技術及び発明が解決しようとする課B]現在、
家庭用柔軟仕上剤として市販されている商品は殆どがジ
(硬化牛脂アルキル)ジメチルアンモニウムクロライド
に代表されるような1分子中に2個の長鎖アルキル基を
有する第4級アンモニウム塩を主成分とした組成物であ
る。
[Question B to be solved by the prior art and the invention] Currently,
Most commercially available household fabric softeners contain quaternary ammonium salts with two long-chain alkyl groups in each molecule, such as di(hardened tallow alkyl)dimethylammonium chloride. It is a composition with

この理由としては第4級アンモニウム塩は少量で各種繊
維に対して良好な柔軟効果を有するからである。
The reason for this is that a small amount of quaternary ammonium salt has a good softening effect on various fibers.

しかしながら、上記の第4級アンモニウム塩は、木綿類
に対しては著しい柔軟効果を有しているが、アクリル系
、ポリエステル系、ポリアミド系などの合成繊維に対し
ては効果が十分とは言い難く、更に高濃度で処理すると
衣料の弾力性が低下し、風合いが損なわれてしまうこと
がある。
However, although the above-mentioned quaternary ammonium salts have a remarkable softening effect on cotton, it is difficult to say that the effect is sufficient on synthetic fibers such as acrylic, polyester, and polyamide. If treated at an even higher concentration, the elasticity of clothing may decrease and the texture may be impaired.

更に、上記第4級アンモニウム塩は疎水性が強いためす
すぎ水中に投入する際、攪拌力が弱い場合は水への分散
性が悪く、そのため衣料に対してムラ付きするおそれが
ある。また、特に低温で長期保存をする場合は、増粘し
たり、ゲル状になったり、分離したりすることがある。
Furthermore, since the quaternary ammonium salt has strong hydrophobicity, if the agitation force is weak when adding it to the rinsing water, the dispersibility in water is poor, and therefore there is a risk that it will be uneven on clothing. In addition, especially when stored for a long time at low temperatures, it may thicken, become gel-like, or separate.

市販の柔軟剤は上記の第4級アンモニウム塩の他にポリ
オキシエチレン系の非イオン界面活性剤、電解質及び溶
剤等の添加剤を配合し、水への分散性及び長期保存安定
性を改良しているが、その効果は未だ不充分である。
Commercially available softeners contain additives such as polyoxyethylene nonionic surfactants, electrolytes, and solvents in addition to the above-mentioned quaternary ammonium salts to improve dispersibility in water and long-term storage stability. However, the effects are still insufficient.

また、従来より各種アミンを柔軟基剤とする液体柔軟仕
上剤が知られている。例えば、特開昭52−59796
号公報にはメチルジ(硬化牛脂アルキル)アミンのよう
な長鎖アルキルアミンを含有する繊維に柔軟性を付与す
る組成物が、特開昭58−60070号公報にはアシル
化アルカノールアミン、水溶性第4級アンモニウム塩及
び脂肪酸エステルを含有する繊維に平滑性、快適な手触
りを与える繊維材料仕上剤が、特開昭61−16708
3号公報には第4級アンモニウム化合物、高級脂肪酸と
ヒドロキシ低級アルキルポリアミンとの縮合反応物及び
アルキルアミンポリグリコールエーテルを含有する分散
性の良い柔軟剤が、特開昭61−275474号公報に
はジ(高級アルキル)環式アミン及びブレンステッド酸
を含有する織物処理用の安定な水性分散液が、特開昭6
4−85368号公報にはジ長鎖アルキルアミン陰イオ
ン性界面活性剤イオン対複合体、非シリコーンロウ及び
液体担体を含む柔軟化組成物が、特開平2−6662号
公報にはヒドロキシ低級アルキルアルキレンジアミンと
高級脂肪酸の縮合物等のアミン及び両性布地コンデイシ
ョニング剤を含有する布地コンディショニング組成物が
、特開平2−14076号公報にはジ長鎖アルキルアミ
ン−多官能カルボン酸錯体を含有する柔軟性、帯電防止
性を付与する布類コンディショニング組成物が記載され
ている。
Furthermore, liquid softeners using various amines as softening bases have been known. For example, JP-A-52-59796
JP-A-58-60070 discloses a composition that imparts flexibility to fibers containing a long-chain alkylamine such as methyldi(hardened tallow alkyl)amine, and JP-A-58-60070 discloses a composition that imparts flexibility to fibers containing a long-chain alkylamine such as methyldi(hardened tallow alkyl)amine. A fiber material finishing agent containing a quaternary ammonium salt and a fatty acid ester that gives smoothness and a comfortable feel to the fibers is disclosed in JP-A-61-16708.
No. 3 discloses a softener with good dispersibility containing a quaternary ammonium compound, a condensation reaction product of a higher fatty acid and a hydroxy lower alkyl polyamine, and an alkylamine polyglycol ether; A stable aqueous dispersion for textile treatment containing a di(higher alkyl)cyclic amine and a Brønsted acid was disclosed in JP-A-6
No. 4-85368 discloses a softening composition containing a di-long chain alkylamine anionic surfactant ion pair complex, a non-silicone wax, and a liquid carrier; A fabric conditioning composition containing an amine such as a condensate of a diamine and a higher fatty acid and an amphoteric fabric conditioning agent is disclosed in JP-A-2-14076, a fabric conditioning composition containing a di-long chain alkylamine-polyfunctional carboxylic acid complex. Fabric conditioning compositions have been described that provide antistatic and antistatic properties.

更に、特開昭52−5394号公報にはモノ又はジ長鎖
アルキルアルキレンジアミン静電気抑制剤及び第4級ア
ンモニウム系柔軟剤を含有する布類状態調節組成物が記
載されている。
Further, JP-A-52-5394 describes a fabric conditioning composition containing a mono- or di-long chain alkyl alkylene diamine static electricity suppressant and a quaternary ammonium softener.

しかしながら、これらアミンを含有する柔軟剤は分散性
、保存安定性は第4級アンモニウム塩を含有する柔軟剤
に比べ比較的良いが、柔軟性能は未だ充分でない。
However, although these amine-containing softeners have relatively better dispersibility and storage stability than those containing quaternary ammonium salts, their softening ability is still insufficient.

〔課題を解決するための手段〕[Means to solve the problem]

本発明者らは、アミンを含有する柔軟剤について鋭意研
究した結果、特殊な(ジ長鎖型)アミン化合物の中和物
又は第4級化物が柔軟性に優れ、しかも衣類に弾力性(
ふっくら感)を付与できることを見出し、本発明を完成
するに至った。
As a result of intensive research into fabric softeners containing amines, the present inventors found that neutralized or quaternized products of special (di-long chain type) amine compounds have excellent flexibility and give elasticity to clothing.
The present inventors have discovered that it is possible to impart a feeling of plumpness to the skin, and have completed the present invention.

すなわち本発明は、下記の一般式(I)〔式中、 R’、R”:炭素数11〜22のアルキル基又はアルケ
ニル基 j!、m:2又は3 n : 0〜2 を意味する。〕 で表される化合物の無機酸又は炭素数1〜6の有機酸の
中和物又は第4級化物を柔軟基剤として含有する柔軟仕
上剤を提供するものである。
That is, the present invention refers to the following general formula (I) [wherein R', R'': an alkyl group or alkenyl group having 11 to 22 carbon atoms, j!, m: 2 or 3 n: 0 to 2]. ] The present invention provides a softening agent containing a neutralized or quaternized product of an inorganic acid or an organic acid having 1 to 6 carbon atoms of the compound represented by the following as a softening base.

本発明に係わる一般式(1)で表される化合物は、脂肪
酸の脱炭酸反応等により得られる二鎖型の長鎖アルキル
又は長鎖アルケニルケトンとヒドロキシアルキル基を有
する1級アミンの反応物の水素添加により得ることがで
きる。
The compound represented by the general formula (1) according to the present invention is a reaction product of a two-chain long-chain alkyl or long-chain alkenyl ketone obtained by decarboxylation of a fatty acid or the like and a primary amine having a hydroxyalkyl group. It can be obtained by hydrogenation.

一般式(1)で表される化合物から本発明の中和物を得
るための酸としては塩酸、硝酸、リン酸等の無機酸や、
酢酸、乳酸、グリコール酸、クエン酸、マレイン酸等の
炭素数6以下の有機酸が挙げられるが、塩酸が最も安価
で高性能である。また、中和工程は一般式(I)で表さ
れる化合物を予め中和したものを水に分散してもよいし
、酸水溶液中に一般式(1)で表される化合物を液状又
は固体状で投入してもよい。もちろん一般式(I)で表
される化合物と酸成分を同時に投入してもよい。
Examples of acids for obtaining the neutralized product of the present invention from the compound represented by general formula (1) include inorganic acids such as hydrochloric acid, nitric acid, and phosphoric acid;
Examples include organic acids having 6 or less carbon atoms such as acetic acid, lactic acid, glycolic acid, citric acid, and maleic acid, but hydrochloric acid is the cheapest and has the highest performance. In addition, in the neutralization step, the compound represented by general formula (I) may be neutralized in advance and dispersed in water, or the compound represented by general formula (1) may be dissolved in liquid or solid form in an acid aqueous solution. You can also put it in the form. Of course, the compound represented by general formula (I) and the acid component may be added at the same time.

また、一般式(I)で表される化合物の第4級化物はメ
チルクロリドやジアルキル硫酸等のを用いて公知の方法
により得ることができる。
Further, a quaternized product of the compound represented by the general formula (I) can be obtained by a known method using methyl chloride, dialkyl sulfuric acid, or the like.

本発明に係わる化合物を必須とする柔軟仕上剤を製品化
する際、製品の粘性及びハンドリング性を考慮すると本
発明に係わる化合物の総量は4〜40重量%、好ましく
は6〜30重量%、特に好ましくは10〜30重量%で
ある。
When commercializing a fabric softener that essentially includes the compound according to the present invention, the total amount of the compound according to the present invention is 4 to 40% by weight, preferably 6 to 30% by weight, especially considering the viscosity and handling properties of the product. Preferably it is 10 to 30% by weight.

本発明の柔軟仕上剤に、更にジメチルポリシロキサン、
部分的にアミノ基又はポリオキシアルキレン基で変性さ
れたジメチルポリシロキサン等のシリコーン化合物、特
に好ましくは部分的にポリオキシアルキレン基で変性さ
れたジメチルポリシロキサンを配合することにより吸水
性能う損なうことなく柔軟処理された衣料の肌ざわりを
改良できる。これらのシリコーン化合物は本発明に係わ
る化合物の総量に対し0.3〜5重量%配合されるのが
好ましい。
The softening agent of the present invention further includes dimethylpolysiloxane,
By incorporating a silicone compound such as dimethylpolysiloxane partially modified with an amino group or a polyoxyalkylene group, particularly preferably a dimethylpolysiloxane partially modified with a polyoxyalkylene group, water absorption performance can be maintained without deterioration. The feel of softened clothing can be improved. These silicone compounds are preferably blended in an amount of 0.3 to 5% by weight based on the total amount of compounds related to the present invention.

本発明の柔軟仕上剤は、従来広く用いられているジ硬化
牛脂アルキルジメチルアンモニウムクロライドに比較す
ると柔軟効果はほぼ同等であるが、驚くべきことに弾力
性のある柔らかさが得られることが分かった。
It has been found that the softening agent of the present invention has almost the same softening effect as dihardened tallow alkyldimethylammonium chloride, which has been widely used in the past, but surprisingly provides elastic softness. .

本発明の組成物を水系液体柔軟仕上剤とする際には粘度
の調整のために塩化ナトリウム、塩化カルシウム、塩化
マグネシウム等の無機電解質を0.05〜0.4重量%
添加するのが望ましい。
When the composition of the present invention is used as an aqueous liquid softener, 0.05 to 0.4% by weight of an inorganic electrolyte such as sodium chloride, calcium chloride, or magnesium chloride is added to adjust the viscosity.
It is desirable to add

本発明の柔軟仕上剤は長期保存に対して安定性は高いが
、更に苛酷な保存条件下での安定化のためにポリオキシ
エチレン(5〜50モル)アルキル又はアルケニル(C
+□、4)エーテル等のノニオン界面活性剤、プロピレ
ングリコールやエチレングリコールのような溶剤又は尿
素などを配合することができる。また、柔軟基剤として
既知のエステル、非イオン或いはカチオン化合物、長鎖
アルコール等を併用してもよい。
The fabric softener of the present invention has high stability during long-term storage, but in order to stabilize it under even more severe storage conditions, polyoxyethylene (5 to 50 mol) alkyl or alkenyl (C
+□, 4) A nonionic surfactant such as ether, a solvent such as propylene glycol or ethylene glycol, or urea can be blended. In addition, known esters, nonionic or cationic compounds, long chain alcohols, etc. may be used in combination as flexible bases.

また、製品の外観のために顔料又は染料を、仕上がりの
白さのために螢光増白剤を、そして使用時及び仕上がり
後の趣向を良くするために香料を配合することもできる
In addition, pigments or dyes can be added to improve the appearance of the product, fluorescent brighteners can be added to improve the whiteness of the finished product, and fragrances can be added to improve the taste during use and after finishing.

〔発明の効果〕〔Effect of the invention〕

本発明の柔軟仕上剤は各種繊維に対して、十分な柔軟性
、帯電防止性を与え、且つ優れた弾力性を付与し得る。
The fabric softener of the present invention can impart sufficient flexibility, antistatic properties, and excellent elasticity to various fibers.

〔実 施 例〕〔Example〕

次に本発明を実施例をもって詳述するが、本発明はこれ
らの実施例に限定されるものではない。
Next, the present invention will be explained in detail with reference to Examples, but the present invention is not limited to these Examples.

実施例及び比較例で用いた化合物を以下に示表 】 す。The compounds used in Examples and Comparative Examples are shown below. ] vinegar.

■)一般式(B)を以下に示す。(2) General formula (B) is shown below.

実施例1〜8 表2に示す配合の組成物について、以下の方法により柔
軟性、弾力性の評価を行った。
Examples 1 to 8 The compositions having the formulations shown in Table 2 were evaluated for flexibility and elasticity by the following methods.

〈柔軟性、弾力性の評価〉 (1)処理方法 市販の木綿タオル2kg、アクリルシャーシー1kgを
3.5°OH硬水にて市販洗剤アタック(花王株式会社
製、登録商標)にて5回繰り返し洗濯(30!洗濯機)
をし、各繊維についていた繊維処理剤を除去した後、表
2の配合組成物を有効成分として1.5 gを投入し、
25°C11分間撹拌下で処理した。
<Evaluation of flexibility and elasticity> (1) Processing method 2 kg of commercially available cotton towels and 1 kg of acrylic chassis were washed 5 times with commercially available detergent Attack (manufactured by Kao Corporation, registered trademark) in 3.5°OH hard water. Laundry (30! Washing machine)
After removing the fiber treatment agent attached to each fiber, 1.5 g of the blended composition shown in Table 2 was added as an active ingredient,
The mixture was treated at 25° C. for 11 minutes under stirring.

なお、いずれの配合の場合もポリオキシエチレン変性ジ
メチルポリシロキサンを本発明の化合物の総量に対して
1重量%配合した。
In each case, 1% by weight of polyoxyethylene-modified dimethylpolysiloxane was blended based on the total amount of the compound of the present invention.

(2)評価方法 上記方法で処理した布を室内で風乾後、25°C165
%RHの恒温恒湿室にて24時間放置した。
(2) Evaluation method After drying the cloth treated with the above method indoors at 25°C165
It was left in a constant temperature and humidity room at %RH for 24 hours.

これらの布について柔軟性、弾力性の評価を行った。These fabrics were evaluated for flexibility and elasticity.

柔軟性及び弾力性の評価は、ジ水素添加牛脂アルキルジ
メチルアンモニウムクロライド15重量%からなる柔軟
剤10ccで処理した布を対照にして一対比較を行った
。評価は次のように表す。
The softness and elasticity were evaluated using a pair of fabrics treated with 10 cc of a fabric softener containing 15% by weight of dihydrogenated beef tallow alkyldimethylammonium chloride as a control. The evaluation is expressed as follows.

+2;対照より柔らかい又は弾力性が高い+1;対照よ
りやや柔らかい又は弾力性がやや高い 0;対照と同じ −1;対照がやや柔らかい又は対照より弾力性がやや低
い −2;対照が柔らかい又は対照より弾力性が低い 表2に示すように、本発明の化合物を使用することによ
り、柔軟性と弾力性の両者を満足する効果が得られる。
+2; softer or more elastic than the control +1; slightly softer or more elastic than the control 0; same as the control -1; control is slightly softer or slightly less elastic than the control -2; control is soft or the control As shown in Table 2, which has lower elasticity, by using the compound of the present invention, an effect that satisfies both flexibility and elasticity can be obtained.

表 柔軟性、弾力性 価するため、木綿タオルの積み上げ高さを測定した。table flexibility, elasticity To evaluate the results, we measured the stacking height of cotton towels.

く弾力性の評価〉 実施例1〜8と同様に処理した木綿タオルを8つ折りに
して3枚重ねて積み上げ、5g/dの圧力で5分間加圧
した後、圧力を取り除き、タオルの高さを測定した。タ
オルの高さが高い程、弾力性は良好である。
Evaluation of elasticity〉 Cotton towels treated in the same manner as in Examples 1 to 8 were folded into 8 and stacked in 3 layers, and after applying pressure at 5 g/d for 5 minutes, the pressure was removed and the height of the towel was adjusted. was measured. The higher the height of the towel, the better the elasticity.

表 3 弾力性の評価(タオルの積み上げ高さ)実施例
9〜11、比較例3,4 表3に示す配合の組成物について弾力性を評出願大代理
人 古谷 馨 (外3名) 手続補正書 (自 発) 平成3年11月22日
Table 3 Evaluation of elasticity (height of stacked towels) Examples 9 to 11, Comparative Examples 3 and 4 Elasticity evaluation of the compositions shown in Table 3 Application representative Kaoru Furuya (3 others) Procedure amendment Written (spontaneous) November 22, 1991

Claims (1)

【特許請求の範囲】 1 下記の一般式( I ) ▲数式、化学式、表等があります▼( I ) 〔式中、 R^1、R^2:炭素数11〜22のアルキル基又はア
ルケニル基 l、m:2又は3 n:0〜2を意味する。〕 で表される化合物の無機酸又は炭素数1〜6の有機酸の
中和物又は第4級化物を柔軟基剤として含有する柔軟仕
上剤。
[Claims] 1 The following general formula (I) ▲ Numerical formulas, chemical formulas, tables, etc. are included ▼ (I) [In the formula, R^1, R^2: an alkyl group or alkenyl group having 11 to 22 carbon atoms 1, m: 2 or 3 n: 0-2. ] A softening agent containing a neutralized or quaternized product of an inorganic acid or an organic acid having 1 to 6 carbon atoms of the compound represented by the above as a softening base.
JP22174490A 1990-08-22 1990-08-22 Softening finish Pending JPH04108178A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP22174490A JPH04108178A (en) 1990-08-22 1990-08-22 Softening finish

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP22174490A JPH04108178A (en) 1990-08-22 1990-08-22 Softening finish

Publications (1)

Publication Number Publication Date
JPH04108178A true JPH04108178A (en) 1992-04-09

Family

ID=16771547

Family Applications (1)

Application Number Title Priority Date Filing Date
JP22174490A Pending JPH04108178A (en) 1990-08-22 1990-08-22 Softening finish

Country Status (1)

Country Link
JP (1) JPH04108178A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2367571A1 (en) * 2008-11-10 2011-09-28 Alnylam Pharmaceuticals Inc. Novel lipids and compositions for the delivery of therapeutics

Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
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