JPH026665A - Softening and finishing agent for cloth - Google Patents

Softening and finishing agent for cloth

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Publication number
JPH026665A
JPH026665A JP14339788A JP14339788A JPH026665A JP H026665 A JPH026665 A JP H026665A JP 14339788 A JP14339788 A JP 14339788A JP 14339788 A JP14339788 A JP 14339788A JP H026665 A JPH026665 A JP H026665A
Authority
JP
Japan
Prior art keywords
elasticity
substance
partially amidated
polyethyleneimine
fatty 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.)
Pending
Application number
JP14339788A
Other languages
Japanese (ja)
Inventor
Masaaki Yamamura
正明 山村
Hitoshi Takahashi
仁 高橋
Junichi Inokoshi
猪腰 淳一
Kazuo Shimizu
一雄 清水
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 JP14339788A priority Critical patent/JPH026665A/en
Publication of JPH026665A publication Critical patent/JPH026665A/en
Pending legal-status Critical Current

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Abstract

PURPOSE:To obtain the title finishing agent providing various kinds of fibers with excellent flexibility and elasticity comprising a quaternary salt of a specific partially amidated substance and/or an adduct of the amidated substance with an alkylene oxide or a salt thereof as an essential component. CONSTITUTION:(A) A quaternary salt of a partially amidated substance of a, condensate of >=4N polyalkylenepolyamine or polyethyleneimine and 12-24C fatty acid (e.g., coconut, palm or beef tallow) and/or (B) an adduct of the partially amidated substance of a condensate of >=4N polyalkylenepolyamine or polyethyleneimine and 12-24C fatty acid with an alkylene oxide or a quaternary salt thereof is used as an essential component for a softening base to give a liquid softener for home use providing various kinds of fibers with excellent flexibility and elasticity. A liquid softener comprising the partially amidated substance containing two or more secondary or tertiary amino groups or containing 15-80wt.% di-long-chain alkyl or alkenyldimethylammonium in the softening base is especially preferable with respect to flexibility and elasticity.

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
きる液体柔軟剤に関するものである。
[Detailed Description of the Invention] [Field of Industrial Application] The present invention relates to a fabric softener, and more particularly to a liquid fabric softener that can impart excellent flexibility and elasticity (fluffiness) to various fibers. It is something.

〔従来の技術及び発明が解決しようとする課題〕現在、
家庭用柔軟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。
[Problems to be solved by conventional techniques and inventions] Currently,
Most products commercially available as household softeners are compositions whose main component is a quaternary ammonium salt having one to two long-chain alkyl groups in one molecule. The reason for this is that a small amount of quaternary ammonium salt has a good softening effect on various fibers.

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-mentioned quaternary ammonium salts have a remarkable softening effect on cotton, but it is difficult to say that the effect is sufficient on synthetic fibers such as acrylic, polyester, and polyamide. When treated at high concentrations, the elasticity of clothing may decrease and the texture may be impaired.

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

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。
As a result of intensive research to solve the above drawbacks, the present inventors found that
This led to the present invention.

即ち本発明は、柔軟基剤として、(a)及び/又は(b
)成分を必須成分として含有することを特徴とする衣料
用柔軟仕上剤を提供するものである。
That is, the present invention uses (a) and/or (b) as a flexible base.
The present invention provides a fabric softener characterized by containing the component ) as an essential component.

(a)  窒素の数が4以上のポリアルキレンポリアミ
ン又はポリエチレンイミンと炭素数12〜24の脂肪酸
との縮合物である部分アミド化物の4級塩 (b)窒素の数が4以上のポリアルキレンポリアミン又
はポリエチレンイミンと炭素数12〜24の脂肪酸との
縮合物である部分アミド化物のアルキレンオキシド付加
物又はその4級塩本発明に用いられる窒素の数が4以上
のポリアルキレンポリアミンとしては、トリエチレンテ
トラミン、テトラエチレンペンタミン、ペンタエチレン
へキサミンなどがある。′また、ポリエチレンイミンは
一般的にはエチレンイミンの開環重合により得られるが
、窒素の数は6以上30以下が好ましい。
(a) A polyalkylene polyamine having 4 or more nitrogen atoms or a quaternary salt of a partially amidated product which is a condensation product of polyethyleneimine and a fatty acid having 12 to 24 carbon atoms (b) A polyalkylene polyamine having 4 or more nitrogen atoms Or an alkylene oxide adduct of a partially amidated product which is a condensation product of polyethyleneimine and a fatty acid having 12 to 24 carbon atoms, or a quaternary salt thereof The polyalkylene polyamine having 4 or more nitrogen atoms used in the present invention is triethylene. Examples include tetramine, tetraethylenepentamine, and pentaethylenehexamine. 'Also, polyethyleneimine is generally obtained by ring-opening polymerization of ethyleneimine, and the number of nitrogen atoms is preferably 6 or more and 30 or less.

炭素数12〜24の脂肪酸としては、ヤシ、パーム、牛
脂、ナタネ、魚油等の天然油脂由来のものが一般的であ
るが、化学的に合成した脂肪酸でも使用可能である。
Fatty acids having 12 to 24 carbon atoms are generally derived from natural oils such as coconut, palm, beef tallow, rapeseed, and fish oil, but chemically synthesized fatty acids can also be used.

アミド化反応は常法により行われるが、ポリアミンのア
ミノ基の一部をアミド化させ、分子中にアミド化されて
いない窒素が1個以上、好ましくは2個以上存在するの
が良い。また、アミド化反応では、縮合反応と同時に環
化反応も一部で進行し、イミダシリン環を有する部分ア
ミドイミダシリンが生成し、鎮状化合物との混合物とな
る。アミド化反応の際、ポリアミン化合物と反応させる
脂肪酸の好ましいモル比率は、使用するポリアミンの窒
素の数により異なるが、窒素の数1に対し0.2〜08
モル、更に好ましくは03〜06モルである。
The amidation reaction is carried out by a conventional method, but it is preferable to amidate a portion of the amino groups of the polyamine so that one or more, preferably two or more, non-amidated nitrogen atoms are present in the molecule. In addition, in the amidation reaction, a cyclization reaction partially proceeds at the same time as the condensation reaction, and partially amidacillin having an imidacilline ring is produced, resulting in a mixture with a sedating compound. During the amidation reaction, the preferred molar ratio of the fatty acid to be reacted with the polyamine compound varies depending on the number of nitrogen atoms in the polyamine used, but is 0.2 to 0.8 to 1 nitrogen.
mole, more preferably 0.3 to 0.6 mole.

本発明の(a)成分は、このようにして得られた部分ア
ミド化物中に残存するアミ7基をメチルクロライド、ジ
メチル硫酸、ジエチル硫酸などの4級化剤で4級化物と
したものであり、(b)成分は、このようにして得られ
た部分アミド化物中に残存するアミノ基のうちの1級又
は2級アミノ基にエチレンオキシドやプロピレンオキシ
ドなどのアルキレンオキシドを付加させた化合物又はそ
の4級塩である。
Component (a) of the present invention is a product obtained by quaternizing the amide 7 group remaining in the partially amidated product obtained in this way using a quaternizing agent such as methyl chloride, dimethyl sulfate, or diethyl sulfate. , component (b) is a compound obtained by adding an alkylene oxide such as ethylene oxide or propylene oxide to the primary or secondary amino group among the amino groups remaining in the partially amidated product obtained in this way, or a compound thereof. It is grade salt.

本発明の化合物は、柔軟基剤として従来から広く用いら
れている後述の柔軟基剤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 compound of the present invention has almost the same softening effect as the below-mentioned flexible base that has been widely used as a flexible base, but surprisingly it has been found that elastic softness can be obtained. Ta.

本発明の柔軟仕上剤は、部分アミド化物の誘導体を必須
成分とするが、下記の一般式(1)〜(3)などの従来
から知られているカチオン系の柔軟基剤や、その前駆体
であるアミン又はアミンの中和物を併用することができ
る。また、グリセリンやペンタエリスリトール等のポリ
オールと長鎖脂肪酸の部分エステル、長鎖脂肪酸等を併
用しても良い。
The softening agent of the present invention has a partially amidated derivative as an essential component, but it also includes conventionally known cationic softening bases such as the following general formulas (1) to (3), and their precursors. An amine or a neutralized product of the amine can be used in combination. Furthermore, polyols such as glycerin and pentaerythritol, partial esters of long chain fatty acids, long chain fatty acids, etc. may be used in combination.

i)下記式(1)又は(2)で表されるアンモニウム塩
ii)下記式(3)で族されるイミダゾリニウム塩〔式
中、R,、R2,R6及びR1はそれぞれ炭素数10〜
24のアルキル基、アルケニル基又はβ−ヒドロキシア
ルキル基であり、R3,R,及びR5はそれぞれ炭素数
1〜3のアルキル基もしくはヒドロキシアルキル基、ベ
ンジル基又は−(C2H40)、−H(但し、qは1〜
3である)を示し、Xはノ飄ロゲン又は炭素数1〜3の
アルキル基を有するモノアルキル硫酸塩基を示す。〕 具体的には、塩化ドデシルトリメチルアンモニウム、臭
化ヘキサデシルジメチルエチルアンモニウム、塩化オク
クデシルトリメチルアンモニウム、塩化ジドデシルジメ
チルアンモニウム、塩化ジヘキサデンルジメチルアンモ
ニウム、塩化ジオクタデシルジメチルアンモニウム、塩
化ジ水素添加牛脂アルキルジメチルアンモニウム、塩化
ジ硬化パーム油アルキルジメチルアンモニウム、ビス(
β−ヒドロキシステアリル)ジエチルアンモニウムクロ
ライド、2−ヘプタデシル−1−メチル−1−〔(2−
オクタデカノイルアミノ)エチル〕イミダゾリニウムメ
チルザルフェート、ジ〔(2−ドデカノイルアミノ)エ
チルフジ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)エチルコメチルエチル
アンモニウムエチルサルフェートなどの1種又は2種以
上の混合物。
i) Ammonium salt represented by the following formula (1) or (2) ii) Imidazolinium salt represented by the following formula (3) [wherein R,, R2, R6 and R1 each have 10 to 10 carbon atoms]
24 alkyl group, alkenyl group, or β-hydroxyalkyl group, and R3, R, and R5 are each an alkyl group or hydroxyalkyl group having 1 to 3 carbon atoms, a benzyl group, or -(C2H40), -H (however, q is 1~
3), and X represents a norogen or a monoalkyl sulfate group having an alkyl group having 1 to 3 carbon atoms. ] Specifically, dodecyltrimethylammonium chloride, hexadecyldimethylethylammonium bromide, occudecyltrimethylammonium chloride, didodecyldimethylammonium chloride, dihexadenyldimethylammonium chloride, dioctadecyldimethylammonium chloride, dihydrogenated beef tallow Alkyl dimethyl ammonium, di-hardened palm oil chloride alkyl dimethyl ammonium, bis(
β-hydroxystearyl) diethylammonium chloride, 2-heptadecyl-1-methyl-1-[(2-
octadecanoylamino)ethyl imidazolinium methyl sulfate, di[(2-dodecanoylamino)ethyl fudimethylammonium methyl sulfate, di[
One or a mixture of two or more of (2-octadecanoylamino)ethylcomethylethylammonium ethyl sulfate.

就中、式(1)のジ長鎖アルキル又はアルケニルジメチ
ルアンモニウム塩と併用するのがよく、柔軟基剤中のジ
長鎖アルキル又はアルケニルジメチルアンモニウム塩の
量は15〜80重量%が適当である。
In particular, it is preferable to use it in combination with the di-long chain alkyl or alkenyl dimethyl ammonium salt of formula (1), and the appropriate amount of the di-long chain alkyl or alkenyl dimethyl ammonium salt in the flexible base is 15 to 80% by weight. .

更に、液体柔軟剤とする際には保存安定性の改善及び粘
度の調整のためにポリエチレングリコール系非イオン性
界面活性剤、食塩や塩化アンモニウムのような水溶性塩
、プロピレングリコールやエチレンクリコールのような
溶剤又は尿素などを配合することが可能である。
Furthermore, when making a liquid softener, polyethylene glycol-based nonionic surfactants, water-soluble salts such as common salt and ammonium chloride, propylene glycol and ethylene glycol are used to improve storage stability and adjust viscosity. It is possible to blend such solvents or urea.

また、製品の外観のために顔料又は染料を、仕上がりの
の白さのために蛍光増白剤を、そして使用時及び仕上が
り後のために香料や消泡剤を配合することもできる。
Pigments or dyes can also be added for the appearance of the product, optical brighteners for the whiteness of the finished product, and fragrances and antifoaming agents for 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、且つ弾力性に優れたものである。
The fabric softener of the present invention imparts sufficient flexibility and antistatic properties to various fibers, and has excellent elasticity.

〔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.

本発明に使用されるポリアミド化合物誘導体の製造方法
を合成例によって示す。
A method for producing the polyamide compound derivative used in the present invention will be illustrated by a synthesis example.

合成例 ステアリン酸284gにテトラエチレンペンクミン11
3gを加え、120〜140℃で4時間加熱した。その
時、水が約17g留出した。次に140〜150℃で6
時間加熱すると、酸価2.4の縮合物が得られた。更に
、エタノール/水溶媒中で常法に従ってメチルクロライ
ド210gで4級化し、本発明の化合物1を得た。
Synthesis example 284g of stearic acid and 11g of tetraethylenepencumin
3g was added and heated at 120-140°C for 4 hours. At that time, about 17g of water was distilled out. Then 6 at 140-150℃
After heating for a period of time, a condensate with an acid value of 2.4 was obtained. Further, the mixture was quaternized with 210 g of methyl chloride in an ethanol/water solvent according to a conventional method to obtain Compound 1 of the present invention.

同様にして表1に示す様な本発明の化合物2〜8を合成
した。
Compounds 2 to 8 of the present invention as shown in Table 1 were synthesized in the same manner.

表 1 本発明化合物の組成 1) ポリアミン化合物の窒素の数に対する脂肪酸の比
(モル)2)A:メチルクロライドによる4級化物B:
エチレンオキシド1モル付加物のメチルクロライドによ
る4級化物 C゛エチレンオキシド2モノプロピレンオキシド1モル
付加物のメチルクロライドによる4級化物3) 平均分
子量600 実施例1〜13 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、吸水性の評価を行った。
Table 1 Composition of the compound of the present invention 1) Ratio (mole) of fatty acid to the number of nitrogen atoms in the polyamine compound 2) A: Quaternized product with methyl chloride B:
Quaternized product of 1 mole of ethylene oxide adduct with methyl chloride C゛Quaternized product of 1 mole of ethylene oxide adduct with methyl chloride 3) Average molecular weight 600 Examples 1 to 13 Regarding the compositions of the formulations shown in Table 2, Flexibility, elasticity, and water absorption were evaluated using the following methods.

く柔軟性、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硬水にて市販洗剤ザブ(花王株式会社製、
登録商標)にて5回繰り返し洗濯(30β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
配合組成物の15%分散液1Qccにて25℃、1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 with commercially available detergent Zab (manufactured by Kao Corporation) in 3.5°OH hard water.
After washing (registered trademark) 5 times (30β washing machine) to remove the fiber treatment agent attached to each fiber, 1Qcc of a 15% dispersion of the blended composition in Table 2 was stirred at 25°C for 1 minute. Processed with.

(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 drying the cloth treated with the above method indoors, 25℃, 65%
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重市%からなる柔軟
剤IQcc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 IQcc, a fabric softener containing 15% 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弾力性が やや低い 2;対照が柔らかい又は弾力性が低い 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、木綿にも化繊にも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 2; Control is softer or less elastic Table As shown in 2, by using the compound of the present invention, the effect of satisfying both flexibility and elasticity can be obtained for both cotton and synthetic fibers.

表 2 柔軟性、弾力性、吸水性 実施例14〜16、比較例1.2 表3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。
Table 2 Flexibility, Elasticity, Water Absorption Examples 14 to 16, Comparative Example 1.2 In order to evaluate the elasticity of the compositions with the formulations shown in Table 3, the stacking height of cotton towels was measured.

〈弾力性の評価〉 実施例1〜13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 13 were folded into 8 and stacked in 3 layers, and after pressurizing at a pressure of 5 g/cm2 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)1) 2
−a ;ジ硬化牛脂アルキルジメチルアンモニウムクロ
ライド 2−b ;ペンタエリスリトールジステアレート2−c
;ヘヘニルステアリルジメチルアンモニウムクロライド 2) 化合物/他の柔軟成分(重量比)117す 2−a、ジ硬化牛脂アルキルジメチルアンモニウムクロ
ライド 2−d;ジ硬化牛脂アルキルジメチルアンモニウムクロ
ライド/ジエチレントリアミンとステアリン酸の縮合物
(1,0/1.0)の混合物 化合物/他の柔軟成分(重量比)
Table 3 Elasticity evaluation (towel stacking height) 1) 2
-a; Dihardened beef tallow alkyldimethylammonium chloride 2-b; Pentaerythritol distearate 2-c
; Hehenyl stearyl dimethyl ammonium chloride 2) Compound/Other soft ingredients (weight ratio) 117 2-a, di-hardened beef tallow alkyl dimethyl ammonium chloride 2-d; di-hardened beef tallow alkyl dimethyl ammonium chloride/condensation of diethylene triamine and stearic acid (1.0/1.0) mixture compound/other soft ingredients (weight ratio)

Claims (1)

【特許請求の範囲】 1 柔軟基剤として、(a)及び/又は(b)成分を必
須成分として含有することを特徴とする衣料用柔軟仕上
剤。 (a)窒素の数が4以上のポリアルキレンポリアミン又
はポリエチレンイミンと炭素数12〜24の脂肪酸との
縮合物である部分アミド化物の4級塩 (b)窒素の数が4以上のポリアルキレンポリアミン又
はポリエチレンイミンと炭素数12〜24の脂肪酸との
縮合物である部分アミド化物のアルキレンオキシド付加
物又はその4級塩 2 部分アミド化物が2級又は3級アミノ基を2個以上
有するものである請求項1記載の衣料用柔軟仕上剤。 3 柔軟基剤中にジ長鎖アルキル又はアルケニルジメチ
ルアンモニウム塩を15〜80重量%含有する請求項1
又は2記載の衣料用柔軟仕上剤。
[Scope of Claims] 1. A fabric softening agent characterized by containing components (a) and/or (b) as essential components as a softening base. (a) A polyalkylene polyamine having 4 or more nitrogen atoms or a quaternary salt of a partially amidated product which is a condensation product of polyethyleneimine and a fatty acid having 12 to 24 carbon atoms (b) A polyalkylene polyamine having 4 or more nitrogen atoms or an alkylene oxide adduct of a partially amidated product which is a condensation product of polyethyleneimine and a fatty acid having 12 to 24 carbon atoms, or a quaternary salt thereof 2. The partially amidated product has two or more secondary or tertiary amino groups. The fabric softener according to claim 1. 3. Claim 1, wherein the flexible base contains 15 to 80% by weight of di-long chain alkyl or alkenyl dimethyl ammonium salt.
Or the fabric softener according to 2.
JP14339788A 1988-06-10 1988-06-10 Softening and finishing agent for cloth Pending JPH026665A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP14339788A JPH026665A (en) 1988-06-10 1988-06-10 Softening and finishing agent for cloth

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP14339788A JPH026665A (en) 1988-06-10 1988-06-10 Softening and finishing agent for cloth

Publications (1)

Publication Number Publication Date
JPH026665A true JPH026665A (en) 1990-01-10

Family

ID=15337816

Family Applications (1)

Application Number Title Priority Date Filing Date
JP14339788A Pending JPH026665A (en) 1988-06-10 1988-06-10 Softening and finishing agent for cloth

Country Status (1)

Country Link
JP (1) JPH026665A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8895774B2 (en) 2008-05-15 2014-11-25 Asahi Kasei Chemicals Corporation Process for producing isocyanates using diaryl carbonate
US9233918B2 (en) 2008-05-15 2016-01-12 Asahi Kasei Chemicals Corporation Isocyanate production process

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8895774B2 (en) 2008-05-15 2014-11-25 Asahi Kasei Chemicals Corporation Process for producing isocyanates using diaryl carbonate
US9233918B2 (en) 2008-05-15 2016-01-12 Asahi Kasei Chemicals Corporation Isocyanate production process

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