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JPS6024229B2 - Dyeing aid for hydrophobic synthetic fiber materials - Google Patents
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JPS6024229B2 - Dyeing aid for hydrophobic synthetic fiber materials - Google Patents

Dyeing aid for hydrophobic synthetic fiber materials

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Publication number
JPS6024229B2
JPS6024229B2 JP58062316A JP6231683A JPS6024229B2 JP S6024229 B2 JPS6024229 B2 JP S6024229B2 JP 58062316 A JP58062316 A JP 58062316A JP 6231683 A JP6231683 A JP 6231683A JP S6024229 B2 JPS6024229 B2 JP S6024229B2
Authority
JP
Japan
Prior art keywords
dyeing
dye
fiber materials
hydrophobic synthetic
synthetic fiber
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
Application number
JP58062316A
Other languages
Japanese (ja)
Other versions
JPS58191283A (en
Inventor
孝義 吉野
光司 島川
肇 福田
泰博 吉川
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.)
Nikka Chemical Industry Co Ltd
Original Assignee
Nikka Chemical Industry Co Ltd
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 Nikka Chemical Industry Co Ltd filed Critical Nikka Chemical Industry Co Ltd
Priority to JP58062316A priority Critical patent/JPS6024229B2/en
Publication of JPS58191283A publication Critical patent/JPS58191283A/en
Publication of JPS6024229B2 publication Critical patent/JPS6024229B2/en
Expired legal-status Critical Current

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Description

【発明の詳細な説明】 本発明は疎水性合成繊維材料用染色助剤に関する。[Detailed description of the invention] The present invention relates to a dyeing aid for hydrophobic synthetic fiber materials.

更に詳しく述べるならば、本発明は疎水性合成繊維又は
疎水性合成繊維を含む混交繊維からなる繊維材料を分散
染料又はアゾィック染料で染色するに当り、効率よく均
一な色相と優れた品質の染色物を得ることのできる梁・
色助剤に関する。ポリエステルなどの疎水性合成繊維材
料の染色に際しては、一般に、分散染料又はアゾィック
染料を用いて大気圧以上の圧力下110〜1400○の
温度での高温高圧染色又は100℃付近の温度における
キャリャー染色が行われている。最近、ポリェステル系
統総の高温高圧染色においては、染色工程の合理化及び
省エネルギーを目的に染色時間を短縮し、梁液量を少な
くする低浴比ラピツド染色が実用化されている。低浴比
ラピッド染色は染液の流速や被染物の移動速度を速め、
かつ被染物に対する梁液量を少なくして、速やかな昇温
を図り、短時間に効率よく染色を行うものである。した
がって、従来の高裕比で低速にて昇温し充分炊き込み時
間をとった染色と比べれば、低俗比になった事から染料
は高濃度液になり、高速昇温の為に急激な加熱がおこな
われ、更にポンプによる衝撃が加わって染料のタール化
が促進される。一方、繊維中から溶出するオリゴマーが
やはり高濃度液となって染料タール化に影響をおよぼす
。この様な梁液状態で染色をおこなえば、染色物の表面
にスペックが発生したり、染色機汚れから繰り返し染色
時のバッチ間の色違いや汚染の問題が発生する。これら
の問題を解決する為、一般に、効率良く均一で高品質の
染色物を得る目的で分散均梁剤を使用しているが、従来
この分散均梁剤として、例えばナフタレンスルホン酸ナ
トリウムのホルムアルデヒド縮合物、ポリオキシェチレ
ンアルキルアリェーテル及びその硫酸ェステル塩、更に
はポリオキシェチレン高級脂肪酸ェステル等が使用され
ている。
More specifically, the present invention provides dyed products with an efficient uniform hue and excellent quality when dyeing fiber materials made of hydrophobic synthetic fibers or mixed fibers containing hydrophobic synthetic fibers with disperse dyes or azoic dyes. Beams that can be obtained
Regarding color aids. When dyeing hydrophobic synthetic fiber materials such as polyester, generally, high-temperature, high-pressure dyeing using disperse dyes or azoic dyes at a temperature of 110 to 1400 °C under pressure above atmospheric pressure or carrier dyeing at a temperature of around 100 °C is carried out. It is being done. Recently, in high-temperature, high-pressure dyeing of all polyester products, low-liquid ratio rapid dyeing has been put into practical use, which shortens the dyeing time and reduces the amount of beam liquid, with the aim of streamlining the dyeing process and saving energy. Low bath ratio rapid dyeing increases the flow rate of the dye solution and the movement speed of the dyed material,
In addition, the amount of liquid applied to the object to be dyed is reduced, the temperature is raised quickly, and dyeing can be carried out efficiently in a short period of time. Therefore, compared to conventional dyeing, which uses a high-yield ratio and heats up at a slow rate to allow sufficient cooking time, the dye becomes a highly concentrated liquid due to the low-yield ratio, and rapid heating occurs due to the high-yield ratio. Further, the impact from the pump is applied to promote taring of the dye. On the other hand, the oligomers eluted from the fibers become a highly concentrated liquid and affect the formation of dye tar. If dyeing is carried out in such a beam condition, specks may appear on the surface of the dyed product, and staining of the dyeing machine may cause problems such as color differences between batches and contamination during repeated dyeing. To solve these problems, dispersion leveling agents are generally used to efficiently obtain uniform, high-quality dyed products. Polyoxyethylene alkyl aryethers and their sulfate ester salts, polyoxyethylene higher fatty acid esters, and the like are used.

しかし、もはやかかる苛酷な染色条件下ではこの様な分
散均染剤では満足できるものではなく、新たにより高度
の分散性、均梁性及び低起泡性の優れた分散均梁剤が望
まれている。本発明者らはかかる要望を満足するべく鋭
意研究の結果、本発明に到達したものである。
However, such dispersion leveling agents are no longer satisfactory under such harsh dyeing conditions, and a new dispersion leveling agent with higher dispersibility, uniformity and low foaming properties is desired. There is. The present inventors have arrived at the present invention as a result of intensive research to satisfy such demands.

本発明によれば即ち新規な疎水性合成繊維材料用染色助
剤が提供されるのであって、この染色助剤は下記一般式
で示される化合物の少なくとも1種を主成分とする。
According to the present invention, a novel dyeing aid for hydrophobic synthetic fiber materials is provided, and this dyeing aid has at least one compound represented by the following general formula as a main component.

上式中、X3,X,X5及び冬はそれぞれ独立に水素原
子又は−S03M基(ここでMはアルカリ金属、アルカ
リ士類金属又はアンモニウム基を表わす)を表わし、R
,及びR2はそれぞれ独立に水素原子又は炭素数1又は
2のアルキル基を表わし、f,g,h,i,j,k,1
,m,n,o,p及びqはそれぞれ独立に1〜100の
整数を表わし、xは2〜6の整数を表わす。
In the above formula, X3,
, and R2 each independently represent a hydrogen atom or an alkyl group having 1 or 2 carbon atoms, f, g, h, i, j, k, 1
, m, n, o, p and q each independently represent an integer of 1 to 100, and x represents an integer of 2 to 6.

本発明に係る化合物は、アルキルジアミンのポリオキシ
アルキレングリコールもしくはアルキレンジアミンのポ
リオキシアルキレングリコール付加物のグリコール類に
スチレンオキシドを付加した重合物又はこれを次いで適
当な硫酸化剤で硫酸化することにより得られる硫酸化物
を適当な中和剤で中和して得られる化合物である。
The compound according to the present invention can be obtained by adding styrene oxide to a polyoxyalkylene glycol of an alkyl diamine or a polyoxyalkylene glycol adduct of an alkylene diamine, or by sulfating this with a suitable sulfating agent. It is a compound obtained by neutralizing the obtained sulfate with a suitable neutralizing agent.

これらのポリオキシアルキレン誘導体に対するスチレン
オキシドの付加は通常の方法で、常圧下又は加圧下にア
ルカリ触媒を添加して高温反応させることにより容易に
実施することができる。また、得られる化合物の硫酸化
は通常の方法で、例えば硫酸、クロルスルホン酸、発煙
硫酸、スルフアミン酸などを用いて常温下又は加熱下に
反応させることによって、実施することができ、これに
より容易に任意の硫酸化物を得ることができる。本発明
の梁色助剤には公知の梁色助剤や染色キャリャ−組成物
などが含まれていてもよい。
Addition of styrene oxide to these polyoxyalkylene derivatives can be easily carried out by a conventional method by adding an alkali catalyst under normal pressure or under pressure and carrying out a high temperature reaction. In addition, sulfation of the obtained compound can be carried out by a conventional method, for example, by reacting with sulfuric acid, chlorosulfonic acid, fuming sulfuric acid, sulfamic acid, etc. at room temperature or under heating. Any sulfate can be obtained. The beam coloring aid of the present invention may contain known beam coloring aids, dyeing carrier compositions, and the like.

本発明の助剤の使用に際しては、分散染料及び酸を含む
梁裕中に染料の重量に対して、この梁色助剤を30〜1
5の重量パーセントの量を添加するのが好ましい。適当
な染料としては分散染料やアゾイック染料などがある。
適当な疎水性合成繊維としてはポリエステルやアセテー
ト等の合成繊維がある。本発明の梁色助剤は通常の/ニ
オン梁色助剤以上の均梁力と通常のアニオン梁色助剤と
同等又はそれ以上の分散性の性能を有する。特に近年に
おいては、染料の高騰に伴い安価なアゾ系分散染料の使
用が多くなってきているが、その構造上内部拡散し‘こ
く〈繊維表面にストラィクした様なチラッキあるいはシ
ラケた染め斑のある落ちつかない梁め上がりとなる傾向
があり、これをカバーする染色助剤が要望されている。
本発明の助剤はスチレンオキシドを付加した事が適当な
カバリング力を付与し、アゾ系染料を使用し染色した場
合でも優れた染め上がりを得ることができるという特徴
を有する。また本発明の硫酸基を含む助剤は構造上ミセ
ル化が損なわれる為従来のアニオン系梁色助剤に比べ特
に低起泡性であり、分散性、缶体汚染性においても芳香
核導入による染料可溶化力が高まる為に低浴比下でも極
めて優れた染料分散性を示し、又染色缶体もほとんど汚
染しない。従って、本発明の助剤によれば染色中繊維材
料表面上の染料スペックの付着や染料タール化物の沈積
がなく均一色相の高品質の染色物を得ることができる。
以下実施例により本発明をさらに説明する。
When using the auxiliary agent of the present invention, it is necessary to add 30 to 1 % of this auxiliary agent to the weight of the dye in Liang Yuan containing disperse dye and acid.
Preferably, an amount of 5% by weight is added. Suitable dyes include disperse dyes and azoic dyes.
Suitable hydrophobic synthetic fibers include synthetic fibers such as polyester and acetate. The beam coloring auxiliary of the present invention has a uniform beam strength that is higher than that of a normal/ionic beam coloring auxiliary and a dispersibility performance that is equal to or better than that of a normal anionic beam coloring auxiliary. Particularly in recent years, cheap azo disperse dyes have been increasingly used due to the rise in dye prices, but due to their structure, they tend to diffuse internally and cause dark spots (flickering or silty dyeing that looks like streaks on the fiber surface). There is a tendency for beams to rise unsteadily, and there is a demand for dyeing aids that can overcome this problem.
The auxiliary agent of the present invention has the characteristic that the addition of styrene oxide gives it an appropriate covering power, and it is possible to obtain excellent dyeing results even when dyeing with an azo dye. In addition, the sulfate group-containing auxiliary agent of the present invention has a particularly low foaming property compared to conventional anionic beam coloring auxiliaries because its structure impairs micellization, and the introduction of aromatic nuclei also improves dispersibility and can contamination. Due to the increased dye solubilizing power, it shows extremely excellent dye dispersibility even at low bath ratios, and hardly stains the dyeing can body. Therefore, according to the auxiliary agent of the present invention, it is possible to obtain a high-quality dyed product with a uniform hue without adhesion of dye speck or deposition of dye tar on the surface of the fiber material during dyeing.
The present invention will be further explained below with reference to Examples.

例中の「部」および「%」は特に断わらない限り重量部
および重量%を示す。実施例 1 平均分子量3000のエチレンジアミンの酸化プロピレ
ン付加物に45モル酸化エチレンを付加反応して得られ
たテトロニック500碇部!こスチレンオキシド70碇
郭を付加触媒として苛性ソーダ10部を加え170〜1
8び0で1時間反応する。
"Parts" and "%" in the examples indicate parts by weight and % by weight unless otherwise specified. Example 1 Tetronic 500 anchor parts obtained by addition reaction of 45 mol ethylene oxide to a propylene oxide adduct of ethylenediamine having an average molecular weight of 3000! Using 70 parts of this styrene oxide as an addition catalyst, 10 parts of caustic soda was added to 170 to 1
React for 1 hour at 8 and 0.

得られた反応物は褐色粘液状〔本発明の梁色助剤(A)
〕で水に可溶である。実施例 2 平均分子量3000のエチレンジアミンの酸化プロピレ
ン付加物に45モル酸化エチレンを付加反応して得られ
たテトロニック5000にスチレンオキシド72碇邦を
苛性ソーダ触媒にて170〜18000で1時間反応を
行う。
The obtained reaction product was in the form of brown viscous liquid [beam color auxiliary agent (A) of the present invention]
] and is soluble in water. Example 2 Tetronic 5,000 obtained by adding 45 moles of ethylene oxide to a propylene oxide adduct of ethylenediamine having an average molecular weight of 3,000 is reacted with 72 moles of styrene oxide at 170 to 18,000 using a caustic soda catalyst for 1 hour.

続いて得られた付加反応物をクロルスルホン酸46碇都
で温度20〜40qoにて、硫酸化反応を行う。反応後
苛性ソーダ20礎部を溶解した水600碇部1ここの硫
酸化反応物を40oo以下で加え中和pH6〜7に調整
、得られた反応物は水に可溶の黄色液状〔本発明の梁色
助剤(B)〕であった。実施例 3本発明の梁色助剤と
従来の染色助剤の性能を比較するため後述の如くして各
種性能試験を行った。
Subsequently, the obtained addition reaction product is subjected to a sulfation reaction at a temperature of 20 to 40 qo using chlorsulfonic acid. After the reaction, 20 parts of caustic soda was dissolved in 600 parts of water, and the sulfated reaction product was added thereto at a concentration of 40 oo or less, and the neutralization pH was adjusted to 6 to 7. beam coloring aid (B)]. Example 3 In order to compare the performance of the beam coloring auxiliary agent of the present invention and the conventional dyeing auxiliary agent, various performance tests were conducted as described below.

本発明の梁色助剤は特に分散性及び均染性にすぐれ、し
かも低起泡性であった。
The beam coloring auxiliary agent of the present invention was particularly excellent in dispersibility and level dyeing property, and also had low foaming property.

結果を下記表に示す。表 性能試験法 ■ 分散性試験(カラーペット者付け法)下記梁液をカ
ラーペット(日本染色機械製)のポットに仕込みホルダ
ーにポリエステル加工系ニットをきつく巻き両端を○バ
ンド‘こて止めたものをセットし1160まで急速昇温
にて染色し直ちに冷却する。
The results are shown in the table below. Surface performance test method ■ Dispersibility test (Colorpet attachment method) Place the following beam liquid in a pot of Colorpet (manufactured by Nippon Senzo Kikai), wrap polyester processed knit tightly around the holder, and secure both ends with a ○ band. Set the temperature to 1160℃ for dyeing, and immediately cool it down.

水洗した後布上のケーシングスポットの多少により分散
性を評価する。染料 ホロンルピンS−20FL(C.
1.DisperseRed167)3% o.w.f
染色助剤 0.5夕/そ80%酢酸 0.3の【
/夕 を含む梁液を使用 裕比 1:30 評価 ◎ケーシングスポツトなし ○ 〃 わずかあり △ 〃 可成あり × 〃 非常に多い ■ 均梁性試験 下記条件で染色したポリエステル加工系織物と同じ未梁
布とを梁色助剤と酢酸のみの水溶液に入れカラーペット
(日本染色機械製)中130℃で1び分間処理し、染色
布の染料が未梁布にどれだけ移築したかを比較する。
After washing with water, the dispersibility is evaluated by the number of casing spots on the cloth. Dye Holonlupine S-20FL (C.
1. DisperseRed167) 3% o. w. f
Dyeing aid 0.5/so 80% acetic acid 0.3 [
/Using a beam solution containing 1:30 Evaluation ◎ No casing spots ○ 〃 Slightly △ 〃 Fair × 〃 Very many■ Evenness test Same unbeamed casing as the polyester processed fabric dyed under the following conditions The cloth was placed in an aqueous solution containing only a dyeing agent and acetic acid, and treated in Colorpet (manufactured by Nippon Senzo Kikai) at 130°C for 1 minute, and the amount of dye transferred from the dyed cloth to the unlianged cloth was compared.

染料 ダイアニツクスオレンジB−SE(C.1.Dj
spemeOrange13) 1.0%o.w.
fダイヤニツクスレツドBN−SE(C.1.Disp
e岱eRed 127) 0.7% 〃ダイヤニ
ツクスフルーGR−6(C.1.DiSpe岱eBlu
e81) 0.3% 〃80%酢酸 0.3の
‘/そを含む溶液を使用 染色機 小型ュニェース(型式30皿) 温度、時間 130℃×60分 裕比 1:30 マイグレーション試験 試験液 染色助剤 0.5夕/夕 80%酢酸 0.3地/そ よりなる水性液を使用。
Dye Dianex Orange B-SE (C.1.Dj
speceOrange13) 1.0%o. w.
f Diamond thread BN-SE (C.1.Disp
eDai eRed 127) 0.7% 〃Dianics Flu GR-6 (C.1. DiSpe eBlu
e81) Use a solution containing 0.3% 〃80% acetic acid 0.3% Dyeing machine Small Nuisée (Model 30 dishes) Temperature, time 130°C x 60 minutes Yield ratio 1:30 Migration test liquid Dyeing assistant Agent: Use an aqueous solution consisting of 0.5% acetic acid, 80% acetic acid, and 0.3% acetic acid.

但し染色布1部と白布1部を使用。裕比 1:30 評価 上記マィグレーション試験で得られた移染布と移梁白布
の反射率を測定し、反応率より下記式により移梁率を算
出し、数字の大きいものを均梁性良好とする。
However, one part of dyed cloth and one part of white cloth are used. Yuhi 1:30 EvaluationMeasure the reflectance of the dye migration fabric and white transfer fabric obtained in the above migration test, calculate the beam transfer rate from the reaction rate using the following formula, and the one with a large number is the uniform beam property. It is considered good.

移染率=(移染白布の濃度相関値/移梁染色布の濃度相
関値)×100濃度相関値コ(1一R+Rc/R)2/
2(R−Rc/R) R:反射率/100Rc:係数 側色機:コルモーゲン社製カラーアィKCS−1裾型■
種泡性試験 下記測定液を1そメスシリンダー(径75帆)にとり、
この中にボールフィルターをシリンダーの底まで差し込
み90qoにてエアーポンプより15夕/分の速度で1
9砂・間空気を吹き込み、発生した泡の高さを吹込み停
止直後、1現砂間及び30秒後にそれぞれ測定する。
Migration rate = (density correlation value of dyed white fabric/density correlation value of dyed fabric) x 100 density correlation value (11R+Rc/R)2/
2 (R-Rc/R) R: Reflectance/100Rc: Coefficient Side color machine: Kollmorgen Color Eye KCS-1 hem type■
Seed foam test Take the following measurement solution into a measuring cylinder (diameter 75),
Insert the ball filter into this until it reaches the bottom of the cylinder and use the air pump at 90 qo at a speed of 15 min/min.
9. Air is blown into the sand, and the height of the bubbles generated is measured immediately after the blowing has stopped, at 1 pm, and after 30 seconds.

(単位弧)。測定液 ダイアニツクスオレンジB一SE (C.1.Disperse仇angel3)1夕/そ
梁色助剤 0.5夕/そ80%酢酸 0.3の‘
/そ を含む染料液300の‘
(unit arc). Measurement solution Dianics Orange B-SE (C.1. Disperse Angel 3) 1 night / Soybean color aid 0.5 night / 80% acetic acid 0.3'
/' of the dye solution 300 containing it.

Claims (1)

【特許請求の範囲】 1 下記一般式で示される化合物の少なくとも1種を主
成分とする疎水性合成繊維材料用染色助剤。 ▲数式、化学式、表等があります▼ 上記式中、X_3,X_4,X_5及びX_6はそれ
ぞれ独立に水素原子又は−SO_3M基(ここでMはア
ルカリ金属、アルカリ土類金属又はアンモニウム基を表
わす)を表わし、R_1及びR_2はそれぞれ独立に水
素原子又は炭素数1又は2のアルキル基を表わし、f,
g,h,i,j,k,l,m,n,o,p及びqはそれ
ぞれ独立に1〜100の整数を表わし、xは2〜6の整
数を表わす。
[Scope of Claims] 1. A dyeing aid for hydrophobic synthetic fiber materials containing at least one compound represented by the following general formula as a main component. ▲There are mathematical formulas, chemical formulas, tables, etc.▼ In the above formula, X_3, X_4, R_1 and R_2 each independently represent a hydrogen atom or an alkyl group having 1 or 2 carbon atoms, f,
g, h, i, j, k, l, m, n, o, p and q each independently represent an integer of 1 to 100, and x represents an integer of 2 to 6.
JP58062316A 1983-04-11 1983-04-11 Dyeing aid for hydrophobic synthetic fiber materials Expired JPS6024229B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP58062316A JPS6024229B2 (en) 1983-04-11 1983-04-11 Dyeing aid for hydrophobic synthetic fiber materials

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP58062316A JPS6024229B2 (en) 1983-04-11 1983-04-11 Dyeing aid for hydrophobic synthetic fiber materials

Publications (2)

Publication Number Publication Date
JPS58191283A JPS58191283A (en) 1983-11-08
JPS6024229B2 true JPS6024229B2 (en) 1985-06-12

Family

ID=13196607

Family Applications (1)

Application Number Title Priority Date Filing Date
JP58062316A Expired JPS6024229B2 (en) 1983-04-11 1983-04-11 Dyeing aid for hydrophobic synthetic fiber materials

Country Status (1)

Country Link
JP (1) JPS6024229B2 (en)

Also Published As

Publication number Publication date
JPS58191283A (en) 1983-11-08

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