JP2763651B2 - Soft finish - Google Patents
Soft finishInfo
- Publication number
- JP2763651B2 JP2763651B2 JP14835090A JP14835090A JP2763651B2 JP 2763651 B2 JP2763651 B2 JP 2763651B2 JP 14835090 A JP14835090 A JP 14835090A JP 14835090 A JP14835090 A JP 14835090A JP 2763651 B2 JP2763651 B2 JP 2763651B2
- Authority
- JP
- Japan
- Prior art keywords
- compound represented
- general formula
- soft finish
- component
- acid
- 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.)
- Expired - Fee Related
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- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
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。Description: TECHNICAL FIELD The present invention relates to a soft finish, and more particularly, a liquid soft finish capable of imparting excellent flexibility and elasticity (fluffiness) to various fibers. It is about.
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１分子中に１〜２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。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。Currently, most of the products commercially available as household softeners are compositions mainly composed of quaternary ammonium salts having one to two long-chain alkyl groups in one molecule. The reason for this is that the quaternary ammonium salt has a good softening effect on various fibers in a small amount.
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。The above quaternary ammonium salts have a remarkable softening effect on cotton, but are not sufficiently effective on synthetic fibers such as acrylic, polyester and polyamide. If the treatment is performed at a high concentration, the elasticity of the garment is reduced, and the texture may be impaired.
また、長期保存をする場合は、特に低温で増粘した
り、ゲル状になったり、分離したりするすることがあ
る。In the case of long-term storage, the viscosity may increase, the gel may be formed, or the separation may occur, particularly at low temperatures.
このため柔軟成分以外の各種のポリオキシアルキレン
系の非イオン活性剤や電解質、溶剤を必要とし、これら
を配合して安定化を行なっているものが多いが、未だ効
果は充分でない。For this reason, various polyoxyalkylene-based nonionic activators, electrolytes, and solvents other than the soft component are required, and many of them require stabilization by blending them, but the effect is still insufficient.
本発明者らは、上記欠点を解決すべく鋭意研究の結
果、本発明に至った。Means for Solving the Problems The present inventors have conducted intensive studies to solve the above-mentioned drawbacks, and as a result, have reached the present invention.
すなわち本発明は、以下に示す（ａ）成分及び（ｂ）
成分を必須とする水性分散物からなり、（ａ）成分及び
（ｂ）成分の重量比が、（ａ）／（ｂ）＝1/9〜9/1であ
る柔軟仕上剤を提供するものである。That is, the present invention provides the following (a) component and (b)
A soft finish comprising an aqueous dispersion essentially comprising the components, wherein the weight ratio of the components (a) and (b) is (a) / (b) = 1/9 to 9/1. is there.
（ａ） 成分：下記一般式（Ｉ）で表される化合物の無
機又は有機酸中和物。(A) Component: A neutralized inorganic or organic acid compound represented by the following general formula (I).
〔式中、 R1，R2：炭素数11〜21の飽和又は不飽和の直鎖又は分
岐鎖のアルキル基又はアルケニル基 を意味する。〕 （ｂ） 成分：下記（ｂ−１）及び／又は（ｂ−２） （ｂ−１）；一般式（II）で表される化合物の無機又は
有機酸中和物。 [Wherein, R 1 and R 2 represent a saturated or unsaturated linear or branched alkyl or alkenyl group having 11 to 21 carbon atoms. (B) Ingredient: The following (b-1) and / or (b-2) (b-1); a neutralized inorganic or organic acid of the compound represented by the general formula (II).
（ｂ−２）；一般式（II）で表される化合物を４級化し
て得られる一般式（III）で表される化合物。 (B-2): a compound represented by the general formula (III) obtained by quaternizing the compound represented by the general formula (II).
〔式中、 R1，R2：炭素数11〜21の飽和又は不飽和の直鎖又は分岐
鎖のアルキル基又はアルケニル基 R3，R4：メチル基 X:Cl、CH3SO4又はC2H5SO4 m:2又は３ を意味する。〕 本発明の（ａ）成分はジエチレントリアミンと該当す
る脂肪酸又はそれらのメチルエステル等のエステル類と
の縮合閉環反応で得られる（Ｉ）式の化合物を無機又は
有機酸により中和して得られることができる。（Ｉ）式
の化合物を得る際に又は柔軟剤として保存中に一部開環
した化合物等の副生物が生成するが、本発明の柔軟仕上
剤には副生物が混入しても本発明の効果を損なわない範
囲であれば問題はない。 [Wherein, R 1 , R 2 : a saturated or unsaturated linear or branched alkyl or alkenyl group having 11 to 21 carbon atoms R 3 , R 4 : a methyl group X: Cl, CH 3 SO 4 or C 2 H 5 SO 4 m: means 2 or 3. The component (a) of the present invention is obtained by neutralizing a compound of the formula (I) obtained by a condensation and ring-closing reaction of diethylenetriamine with a corresponding fatty acid or an ester such as a methyl ester with an inorganic or organic acid. Can be. When the compound of the formula (I) is obtained or during storage as a softening agent, by-products such as partially opened compounds are formed. There is no problem as long as the effect is not impaired.
本発明の（ｂ）成分は、一般的にはメチルアミンやエ
チルアミンにエチレンオキシド又はプロピレンオキシド
を付加した後、これと、該当する脂肪酸又はそれらのメ
チルエステル等のエステル類との縮合反応により得られ
る一般式（II）で表される化合物を無機又は有機酸によ
り中和して（ｂ−１）を、また一般式（II）で表される
化合物を４級化して（ｂ−２）を得ることができる
（ｂ）成分を製造する際に反応溶媒として用いる低級ア
ルコールとの不均一化等により副生物が生成するが、本
発明の柔軟仕上剤には副生物が混入しても本発明の効果
を損なわない範囲であれば問題はない。The component (b) of the present invention is generally obtained by adding ethylene oxide or propylene oxide to methylamine or ethylamine, and then subjecting this to a condensation reaction with the corresponding fatty acid or an ester such as a methyl ester thereof. (B-1) by neutralizing the compound represented by the formula (II) with an inorganic or organic acid, and quaternizing the compound represented by the general formula (II) to obtain (b-2) By-products are produced due to heterogeneity with the lower alcohol used as a reaction solvent when producing the component (b), but the effects of the present invention can be obtained even if the by-products are mixed in the softener of the present invention. There is no problem as long as the range is not impaired.
一般式（Ｉ）又は（II）で表される化合物を中和して
（ａ）成分又は（ｂ−１）を得るのに用いられる無機酸
としては、塩酸、硫酸、ホウ酸、リン酸等が挙げられ、
また有機酸としては、乳酸、グリコール酸、マレイン
酸、コハク酸、フマール酸、シュウ酸、リング酸、酒石
酸、クエン酸等が挙げられるが、最もパフォーマンス／
コストの高い点で塩酸を用いるのが望ましい。The inorganic acid used to neutralize the compound represented by the general formula (I) or (II) to obtain the component (a) or (b-1) includes hydrochloric acid, sulfuric acid, boric acid, phosphoric acid and the like. And
Examples of organic acids include lactic acid, glycolic acid, maleic acid, succinic acid, fumaric acid, oxalic acid, ring acid, tartaric acid, and citric acid.
It is desirable to use hydrochloric acid because of its high cost.
本発明の柔軟仕上剤における（ａ）成分及び（ｂ）成
分の配合比率は、重量比で（ａ）／（ｂ）＝1/9〜9/1、
好ましくは2/8〜8/2である。（ａ）／（ｂ）重量比が1/
9以下であると木綿に対する弾性力が低下し、また9/1以
上であると化繊に対する柔軟性が低下する。組成物中の
（ａ）成分と（ｂ）成分の和は４〜35重量％、好ましく
は10〜25重量％である。The mixing ratio of the component (a) and the component (b) in the softening agent of the present invention is (a) / (b) = 1/9 to 9/1 by weight.
Preferably it is 2/8 to 8/2. (A) / (b) weight ratio is 1 /
If it is 9 or less, the elastic force against cotton decreases, and if it is 9/1 or more, the flexibility against synthetic fibers decreases. The sum of the components (a) and (b) in the composition is 4 to 35% by weight, preferably 10 to 25% by weight.
本発明の柔軟仕上剤は、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等で
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
り吸水性能を損なうことなく、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
（ａ）成分＋（ｂ）成分総量に対し0.3〜５重量％配合
されるのが好ましい。The soft finish of the present invention may further comprise a silicone compound such as dimethylpolysiloxane, dimethylpolysiloxane partially modified with an amino group or a polyoxyalkylene group, and particularly preferably dimethyl partially modified with a polyoxyalkylene or the like. By blending the polysiloxane, the texture of the soft-treated clothing can be improved without impairing the water absorption performance. These silicone compounds are preferably blended in an amount of 0.3 to 5% by weight based on the total amount of the component (a) + the component (b).
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。The softening agent of the present invention has almost the same softening effect as that of di-hardened tallow alkyldimethylammonium chloride which has been widely used in the past, but surprisingly, it was found that elastic softness was obtained. .
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 softening agent, it is desirable to add 0.05 to 0.4% by weight of an inorganic electrolyte such as sodium chloride, calcium chloride or magnesium chloride for adjusting the viscosity.
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
12〜24）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、長鎖脂肪酸等を併用してもよい。Although the soft finish of the present invention has high stability for long-term storage, it is preferable to use polyoxyethylene (5 to 50 mol) alkyl or alkenyl (C) for stabilization under severe storage conditions.
12-24 ) A nonionic surfactant such as ether, a solvent such as propylene glycol or ethylene glycol, or urea can be blended. Further, known esters, nonionic or cationic compounds, long-chain alcohols, long-chain fatty acids and the like may be used in combination as a soft base.
また、製品の外観のために顔料又は染料を、仕上がり
の白さのために蛍光増白剤を、そして使用時及び仕上が
り後のために香料を配合することもできる。Pigments or dyes can also be incorporated for product appearance, optical brighteners for finished whiteness, and fragrances for use and after finishing.
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 soft finish of the present invention can impart sufficient flexibility and antistatic properties to various fibers, and can provide excellent elasticity.
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 described in detail with reference to examples, but the present invention is not limited to these examples.
実施例及び比較例を用いた（ａ）成分及び（ｂ）成分
を表１及び表２に示す。Tables 1 and 2 show the components (a) and (b) using the examples and comparative examples.
実施例１〜８ 表３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 3 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、アクリルジャージー1kgを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）にて５回繰り返し洗濯（30l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３の配合組
成物を有効成分として1.5kgを投入し、25℃、１分間撹
拌下で処理した。<Evaluation of flexibility and elasticity> (1) Treatment method 3.5 kg of 2 kg of commercially available cotton towel and 1 kg of acrylic jersey
After washing five times with a commercially available detergent attack (manufactured by Kao Corporation, registered trademark) in DH hard water (30 liter washing machine) to remove the fiber treating agent attached to each fiber, the composition in Table 3 was used. 1.5 kg of the active ingredient was added, and the mixture was treated at 25 ° C. for 1 minute with 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（ａ）成分及び（ｂ）成分の
総量に対して１重量％配合した。In each case, 1% by weight of the polyoxyethylene-modified dimethylpolysiloxane was blended with respect to the total amount of the components (a) and (b).
（２） 評価方法 上記方法で処理した布を室内で風乾後、25℃、65％RH
の恒温恒湿室にて24時間放置した。(2) Evaluation method After air-drying the cloth treated by the above method indoors, 25 ° C, 65% RH
In a constant temperature and humidity room 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 evaluation of flexibility and elasticity was carried out by a pair comparison using a cloth treated with 10 cc of a softener comprising 15% by weight of dihydrogenated 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３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硬化が得られ
る。+2; softer or more elastic than control +1; slightly softer or slightly more elastic than control 0; same as control -1; control slightly softer or slightly less elastic than control -2; softer or more control Lower elasticity As shown in Table 3, by using the compound of the present invention, curing satisfying both flexibility and elasticity can be obtained.
実施例９〜11、比較例4,5 表４に示す配合の組成物について弾力性を評価するた
め、木綿タオルの積み上げ高さを測定した。 Examples 9 to 11, Comparative Examples 4 and 5 In order to evaluate the elasticity of the compositions having the compositions shown in Table 4, the pile height of cotton towels was measured.
〈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/cm2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 in eight, three of them were stacked and pressed, and pressed at a pressure of 5 g / cm 2 for 5 minutes. Was measured. The higher the height of the towel, the better the elasticity.
───────────────────────────────────────────────────── フロントページの続き (72)発明者 白土 和隆 栃木県芳賀郡市貝町市塙4594 花王城見 寮305 (58)調査した分野(Int.Cl.6，ＤＢ名) D06M 13/00 - 13/535 D06M 15/00 - 15/715──────────────────────────────────────────────────続 き Continuing on the front page (72) Inventor Kazutaka Shirato 4594 Hanawa, Kaimachi-cho, Haga-gun, Tochigi Pref. 305 (58) Field surveyed (Int.Cl. 6 , DB name) / 535 D06M 15/00-15/715
Claims (3)
須とする水性分散物からなり、（ａ）成分及び（ｂ）成
分の重量比が（ａ）／（ｂ）＝1/9〜9/1である柔軟仕上
剤。 （ａ） 成分：下記一般式（Ｉ）で表される化合物の無
機又は有機酸中和物。 〔式中、 R1，R2：炭素数11〜21の飽和又は不飽和の直鎖又は分岐
鎖のアルキル基又はアルケニル基 を意味する。〕 （ｂ） 成分：下記（ｂ−１）及び／又は（ｂ−２） （ｂ−１）；一般式（II）で表される化合物の無機又は
有機酸中和物。 （ｂ−２）；一般式（II）で表される化合物を４級化し
て得られる一般式（III）で表される化合物。 〔式中、 R1，R2：炭素数11〜21の飽和又は不飽和の直鎖又は分岐
鎖のアルキル基又はアルケニル基 R3，R4：メチル基 X:Cl、CH3SO4又はC2H5SO4 m:2又は３ を意味する。〕An aqueous dispersion essentially comprising the following components (a) and (b), wherein the weight ratio of the components (a) and (b) is (a) / (b) = 1 / Soft finish that is 9 to 9/1. (A) Component: A neutralized inorganic or organic acid compound represented by the following general formula (I). [Wherein, R 1 and R 2 represent a saturated or unsaturated linear or branched alkyl or alkenyl group having 11 to 21 carbon atoms. (B) Ingredient: The following (b-1) and / or (b-2) (b-1); a neutralized inorganic or organic acid of the compound represented by the general formula (II). (B-2): a compound represented by the general formula (III) obtained by quaternizing the compound represented by the general formula (II). [Wherein, R 1 , R 2 : a saturated or unsaturated linear or branched alkyl or alkenyl group having 11 to 21 carbon atoms R 3 , R 4 : a methyl group X: Cl, CH 3 SO 4 or C 2 H 5 SO 4 m: means 2 or 3. ]
合物の塩酸塩である請求項１記載の柔軟仕上剤。2. The softener according to claim 1, wherein the component (a) is a hydrochloride of the compound represented by the general formula (I).
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を（ａ）成分及び（ｂ）成
分総量に対して0.3〜５重量％含有してなる請求項１又
は２記載の柔軟仕上剤。3. A dimethylpolysiloxane and / or a dimethylpolysiloxane partially modified with an amino group or a polyoxyalkylene group is contained in an amount of 0.3 to 5% by weight based on the total amount of the components (a) and (b). The soft finish according to claim 1 or 2, wherein the soft finish is prepared.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP14835090A JP2763651B2 (en) | 1990-06-06 | 1990-06-06 | Soft finish |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP14835090A JP2763651B2 (en) | 1990-06-06 | 1990-06-06 | Soft finish |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH0441773A JPH0441773A (en) | 1992-02-12 |
| JP2763651B2 true JP2763651B2 (en) | 1998-06-11 |
Family
ID=15450799
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP14835090A Expired - Fee Related JP2763651B2 (en) | 1990-06-06 | 1990-06-06 | Soft finish |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP2763651B2 (en) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA2157178C (en) * | 1993-03-01 | 2002-08-20 | Errol Hoffman Wahl | Concentrated biodegradable quaternary ammonium fabric softener compositions and compounds containing intermediate iodine value unsaturated fatty acid chains |
| 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 |
| KR100351236B1 (en) * | 1999-12-15 | 2002-09-09 | 주식회사 아이씨켐 | A composition for treating synthetic fiber |
| JP4926909B2 (en) * | 2007-10-15 | 2012-05-09 | 株式会社タイガーカワシマ | Grain sorting device |
| JP4949286B2 (en) * | 2008-01-31 | 2012-06-06 | 株式会社タイガーカワシマ | Grain sorting device |
| CN105970621A (en) * | 2016-05-31 | 2016-09-28 | 太仓协大申泰羊毛衫有限公司 | Softening agent special for wool fabric and preparation method of softening agent |
-
1990
- 1990-06-06 JP JP14835090A patent/JP2763651B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0441773A (en) | 1992-02-12 |
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