JPH0723589B2 - Dye fixing agent for direct dyes - Google Patents
Dye fixing agent for direct dyesInfo
- Publication number
- JPH0723589B2 JPH0723589B2 JP63230097A JP23009788A JPH0723589B2 JP H0723589 B2 JPH0723589 B2 JP H0723589B2 JP 63230097 A JP63230097 A JP 63230097A JP 23009788 A JP23009788 A JP 23009788A JP H0723589 B2 JPH0723589 B2 JP H0723589B2
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- Prior art keywords
- polymer
- fastness
- fixing agent
- hydrochloride
- dye
- 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.)
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Description
【発明の詳細な説明】 〔産業上の利用分野〕 本発明は直接染料の染料固着剤に関する。さらに詳しく
は、直接染料で染色した染色物の堅牢度を向上させる、
改良された染料固着剤に関する。The present invention relates to a dye fixing agent for direct dyes. More specifically, it improves the fastness of the dyed product dyed with a direct dye,
It relates to an improved dye fixing agent.
直接染料は木綿，麻などのセルロース繊維，セルロース
繊維と合成繊維との混紡交織品，紙，木材，皮革等の染
色に多用されている。これは（１）直接染料による染色
操作が簡便で使い易い、（２）コストが比較的低廉で経
済的である。（３）ポリエステル，アクリル繊維などに
対して汚染性がない、（４）色数がきわめて多い、
（５）脱色が比較的簡単で染め直しのきくものが多い、
などの特徴があるためと考えられる。Direct dyes are widely used for dyeing cellulosic fibers such as cotton and hemp, mixed spun woven products of cellulose fibers and synthetic fibers, paper, wood, and leather. This is (1) the dyeing operation with a direct dye is simple and easy to use, and (2) the cost is relatively low and economical. (3) No pollution to polyester, acrylic fiber, etc. (4) Very many colors,
(5) Decolorization is relatively easy and there are many things that can be re-dyed.
It is thought to be due to the characteristics such as.
一方直接染料の堅牢度については従来から問題があっ
た。特に湿潤堅牢度（洗濯堅牢度，水堅牢度等）に関し
ては、該染料がほとんど例外なくスルホン酸基を有し水
に易溶性であるところから良好でない。これに対する対
粗として一般には、染色後に染色物をポリアミン系の染
料固着剤、すなわちジシアンジアミドとポリエチレンポ
リアミンとの縮合物で処理することが行われており、あ
る程度の効果をあげている。しかしこのタイプの染料固
着剤で処理すると他の堅牢度，例えば耐塩素堅牢度，耐
光堅牢度が、未処理の場合にくらべてかえって低下する
という問題が生じている。On the other hand, the fastness of the direct dye has been problematic. In particular, the fastness to wetness (fastness to washing, fastness to water, etc.) is not good because the dye has almost no exception and has a sulfonic acid group and is easily soluble in water. As a countermeasure against this, generally, after dyeing, the dyed product is treated with a polyamine-based dye fixing agent, that is, a condensate of dicyandiamide and polyethylene polyamine, which has some effect. However, treatment with this type of dye fixing agent causes a problem that other fastnesses, such as chlorine fastness and light fastness, are rather lowered as compared with the case of untreated.
他方直接染料自体を改良することにより堅牢度を向上さ
せる努力も続けられており、最近では湿潤堅牢度や耐光
堅牢度が相当程度改良された製品も上市されてきてい
る。しかしながら湿潤堅牢度に関しては未だ十分とは云
えず、染料固着剤の使用による堅牢度の向上は現状では
必須である。On the other hand, efforts are being made to improve the fastness by directly improving the dye itself, and recently, products having considerably improved wet fastness and light fastness have been put on the market. However, the wet fastness is not yet sufficient, and improvement of the fastness by the use of a dye fixing agent is indispensable at present.
したがって直接染料で染色した染色物の湿潤堅牢度を向
上させながら、耐光堅牢度や塩素堅牢度を低下させな
い、望むべくは向上させるような染料固着剤の開発が要
望されていた。Therefore, there has been a demand for the development of a dye fixing agent that improves the wet fastness of a dyed product dyed with a direct dye, while not lowering the light fastness and the chlorine fastness, as desired.
かかる現状に鑑みて本発明は直接染料で染色した染色物
の湿潤堅牢度を向上させつつ、塩素堅牢度を向上させ、
耐光堅牢度の低下を招かないような染料固着剤の開発を
目的とする。In view of the present situation, the present invention improves chlorine fastness while improving wet fastness of a dyed product directly dyed,
The purpose is to develop a dye fixing agent that does not reduce the light fastness.
上述の目的を達成するため本発明者等が鋭意研究を行っ
た結果、一般式 CH2＝CH−CH2−NHR （Ｉ） （式中Ｒは水素又は炭素１〜18のアルキル基，置換アル
キル基，アラルキル基，シクロアルキル基を表わす） で示されるモノアリルアミン誘導体又はその塩の重合体
で直接染料で染色した染色物を処理することで、湿潤堅
牢度や塩素堅牢度を向上させ、かつ耐光堅牢度を低下さ
せないことを発見したことに基いて本発明を完成させ
た。すなわち本発明は直接染料で染色した染色物の染色
堅牢度向上用染料固着剤であって、該固着剤が上記重合
体又は共重合体であることを特徴とする直接染料用染料
固着剤に関するものである。The results the present inventors to achieve the above object has conducted extensive research, the general formula CH 2 = CH-CH 2 -NHR (I) ( wherein R is hydrogen or an alkyl group having a carbon 1 to 18, a substituted alkyl Group, an aralkyl group, or a cycloalkyl group) is treated with a polymer of a monoallylamine derivative or a salt thereof, which is dyed directly with a dye, to improve wet fastness and chlorine fastness and to improve light fastness. The present invention has been completed based on the discovery that it does not reduce the fastness. That is, the present invention relates to a dye fixing agent for improving the dyeing fastness of a dyed product dyed with a direct dye, wherein the fixing agent is the above-mentioned polymer or copolymer. Is.
本発明に用いられる一般式 CH2＝CH−CH2−NHR （Ｉ） （式中Ｒは水素又は炭素１〜18のアルキル基，置換アル
キル基，アラルキル基，シクロアルキル基を表わす） で示されるモノアリルアミン誘導体又はその塩の重合体
を例示すれば、 アリルアミン重合体，アリルアミン塩酸塩重合体，アリ
ルアミン硫酸塩重合体，アリルアミンリン酸塩重合体,N
−メチルアリルアミン重合体（以下対応する塩の重合体
を省略）,N−エチルアリルアミン重合体,N−ｎ−プロピ
ルアリルアミン重合体,N−iso−プロピルアリルアミン
重合体,N−ｎ−ブチルアリルアミン重合体,N−sec−ブ
チルアリルアミン重合体,N−tert−ブチルアリルアミン
重合体,N−iso−ブチルアリルアミン重合体,N−オクチ
ルアリルアミン重合体,N−セチルアリルアミン重合体,N
−ステアリルアリルアミン重合体,N−ヒドロオキシエチ
ルアリルアミン重合体,N−ベンジルアリルアミン重合
体,N−シクロペンチルアリルアミン重合体,N−シクロヘ
キシルアリルアミン重合体等を挙げることができる。It is represented by the general formula CH 2 ═CH—CH 2 —NHR (I) used in the present invention (wherein R represents hydrogen or an alkyl group having 1 to 18 carbon atoms, a substituted alkyl group, an aralkyl group or a cycloalkyl group). Examples of polymers of monoallylamine derivatives or salts thereof include allylamine polymer, allylamine hydrochloride polymer, allylamine sulfate polymer, allylamine phosphate polymer, N
-Methylallylamine polymer (the corresponding salt polymer is omitted below), N-ethylallylamine polymer, N-n-propylallylamine polymer, N-iso-propylallylamine polymer, N-n-butylallylamine polymer , N-sec-butylallylamine polymer, N-tert-butylallylamine polymer, N-iso-butylallylamine polymer, N-octylallylamine polymer, N-cetylallylamine polymer, N
-Stearylallylamine polymer, N-hydroxyethylallylamine polymer, N-benzylallylamine polymer, N-cyclopentylallylamine polymer, N-cyclohexylallylamine polymer and the like can be mentioned.
本発明に用いられる重合体又は共重合体は塩型のもので
もよく、また塩型の一部又は全部がフリーアミン型とな
ったものでもよい。The polymer or copolymer used in the present invention may be a salt type, or a part or all of the salt type may be a free amine type.
塩型の重合体又は共重合体は、対応する一又は二以上の
モノマーの鉱酸塩を、水又は極性溶媒中で、過硫酸アン
モニウム，過酸化ベンゾイル,tert−ブチルハイドロパ
ーオキサイド，アゾビスイソブチロニトリル，アゾビス
（２−アシジノプロパン）塩酸塩等のラジカル重合開始
剤で重合させることにより得ることができる。また生成
ポリマーにカセイソーダ，カセイアルカリなどのアルカ
リを添加すれば、添加アルカリに対応する鉱酸が中和さ
れはずれるので、一部又は全部がフリーアミン型の重合
体又は共重合体を得ることができる。A salt-type polymer or copolymer is a mineral acid salt of one or more corresponding monomers in water or a polar solvent, ammonium persulfate, benzoyl peroxide, tert-butyl hydroperoxide, azobisisobutyrate. It can be obtained by polymerizing with a radical polymerization initiator such as ronitrile or azobis (2-acidinopropane) hydrochloride. When an alkali such as caustic soda or caustic alkali is added to the produced polymer, the mineral acid corresponding to the added alkali is neutralized and released, so that a part or all of the free amine type polymer or copolymer can be obtained. .
本発明に係る前記重合体又は共重合体を用いて染色物を
処理する方法としては特に限定がなく、従来公知の方法
を適宜使用できる。例えば、該重合体又は共重合体の濃
度0.1g/〜5g/の水溶液中に、処理すべき染色物を所
定時間浸漬した後、水洗して乾燥すればよい。浴比は通
常、1:10〜20であり、処理温度は通常温度〜80℃であ
り、また処理時間は通常５〜20分である。The method for treating a dyed product using the polymer or copolymer according to the present invention is not particularly limited, and a conventionally known method can be appropriately used. For example, the dyed product to be treated may be immersed in an aqueous solution of the polymer or copolymer at a concentration of 0.1 g / to 5 g / for a predetermined time, washed with water and dried. The bath ratio is usually 1:10 to 20, the treatment temperature is usually temperature to 80 ° C, and the treatment time is usually 5 to 20 minutes.
本発明をより一層明らかにするために、本発明の染料固
着剤である重合体又は共重合体の製造例を参考例として
示し、次いで本発明の固着剤による染色物の処理、およ
びその結果についての実施例を示す。なお実施例は代表
例であり本発明は実施例に限定されるものではない。In order to further clarify the present invention, a production example of a polymer or a copolymer which is the dye fixing agent of the present invention is shown as a reference example, and then the dyed product is treated with the fixing agent of the present invention, and the result thereof. An example of is shown. The examples are representative examples, and the present invention is not limited to the examples.
参考例１ モノアリルアミン１モルに35％塩酸１モルを加えて、濃
度59.1％のモノアリルアミン塩酸塩を得た。これをロー
ターリエバポレーターで濃度66.7％にまで濃縮した。Reference Example 1 1 mol of 35% hydrochloric acid was added to 1 mol of monoallylamine to obtain a monoallylamine hydrochloride having a concentration of 59.1%. This was concentrated to a concentration of 66.7% with a rotary evaporator.
このモノマー水溶液50gを60℃に加温してから、アゾビ
ス（２−アミジノプロパン）塩酸塩を、モノマーに対し
2.5重量％加え、48時間重合させた。重合終了後、重合
液をメタノールに沈澱させ、濾過後、減圧下に乾燥させ
て白色のモノアリルアミン塩酸塩重合体を得た。重合率
は97％であった。After heating 50 g of this monomer aqueous solution to 60 ° C., azobis (2-amidinopropane) hydrochloride was added to the monomer.
2.5% by weight was added and polymerized for 48 hours. After completion of the polymerization, the polymerization solution was precipitated in methanol, filtered, and dried under reduced pressure to obtain a white monoallylamine hydrochloride polymer. The polymerization rate was 97%.
参考例２ 参考例１で得たモノアリルアミン塩酸塩重合体10gに、
水20gを加えて溶解し、これに水酸化ナトリウムの20％
水溶液22gを加えた。この溶液を中空繊維を用いて、水
に対して24時間透析することにより、副生した食塩を除
去した後に、凍結乾燥することにより、モノアリルアミ
ン重合体を得た。Reference Example 2 To 10 g of the monoallylamine hydrochloride polymer obtained in Reference Example 1,
Add 20 g of water to dissolve it, and add 20% of sodium hydroxide to it.
22 g of aqueous solution was added. This solution was dialyzed against water using hollow fibers for 24 hours to remove the salt produced as a by-product, and then freeze-dried to obtain a monoallylamine polymer.
参考例３ Ｎ−iso−プロピルアリルアミン１モルに、35％塩酸１
モルを加え、Ｎ−iso−プロピルアリルアミン塩酸塩の6
6.7％水溶液を得た。この溶液20gを60℃に加温してか
ら、アゾビス（２−アミジノプロパン）塩酸塩をモノマ
ーに対し2.5重量％加え、48時間重合させた。重合終了
後、この溶液をアセトンに沈澱させた後、濾過，減圧乾
燥させることにより、Ｎ−iso−プロピルアリルアミン
塩酸塩重合体を得た。重合率は94％であった。Reference Example 3 1 mol of N-iso-propylallylamine and 1% of 35% hydrochloric acid
6 mol of N-iso-propylallylamine hydrochloride was added.
A 6.7% aqueous solution was obtained. After heating 20 g of this solution to 60 ° C., 2.5% by weight of azobis (2-amidinopropane) hydrochloride was added to the monomer, and the mixture was polymerized for 48 hours. After completion of the polymerization, this solution was precipitated in acetone, filtered and dried under reduced pressure to obtain a N-iso-propylallylamine hydrochloride polymer. The polymerization rate was 94%.
参考例４ アリルアミン塩酸塩の66.7％水溶液14gと、Ｎ−iso−プ
ロピルアリルアミン塩酸塩の66.7％水溶液20gとを混合
した溶液を、60℃に加温してから、触媒としてアゾビス
（２−アミジノプロパン）塩酸塩を両モノマーに対し2.
5％加え、48時間重合させた。重合終了後、この溶液を
参考例３と同様の方法で処理し、白色のモノアリルアミ
ン塩酸塩/N−iso−プロピルアリルアミン塩酸塩共重合
体を得た。重合率は94％であった。Reference Example 4 A solution obtained by mixing 14 g of a 66.7% aqueous solution of allylamine hydrochloride and 20 g of a 66.7% aqueous solution of N-iso-propylallylamine hydrochloride was heated to 60 ° C., and then azobis (2-amidinopropane) was used as a catalyst. ) Hydrochloride for both monomers 2.
5% was added and polymerized for 48 hours. After the completion of the polymerization, this solution was treated in the same manner as in Reference Example 3 to obtain a white monoallylamine hydrochloride / N-iso-propylallylamine hydrochloride copolymer. The polymerization rate was 94%.
参考例５ ジアリルアミン１モルに35％塩酸１モルを加えて、濃度
66.4％のジアリルアミン塩酸塩の水溶液を得た。この溶
液20gとアリルアミン塩酸塩の66.7％水溶液14gとを混合
し、60℃に加温し、両モノマーに対し2.5重量％のアゾ
ビス（２−アミジノプロパン）塩酸塩を加え、48時間重
合させた。反応終了後この溶液を参考例３と同様な方法
で処理し、アリルアミン塩酸塩／ジアリルアミン塩酸塩
共重合体を得た。収率は100％であった。Reference Example 5 Add 1 mol of 35% hydrochloric acid to 1 mol of diallylamine to give a concentration
An aqueous solution of 66.4% diallylamine hydrochloride was obtained. 20 g of this solution and 14 g of a 66.7% aqueous solution of allylamine hydrochloride were mixed, heated to 60 ° C., 2.5 wt% of azobis (2-amidinopropane) hydrochloride was added to both monomers, and polymerization was carried out for 48 hours. After completion of the reaction, this solution was treated in the same manner as in Reference Example 3 to obtain an allylamine hydrochloride / diallylamine hydrochloride copolymer. The yield was 100%.
参考例６ 濃度59.1％のアリルアミン塩酸塩水溶液16gにジメチル
ジアリルアンモニウムクロライド16g,水5gを加えて溶解
して得た水溶液を60℃に加温して、両モノマーに対し2.
5重量％のアゾビス（２−アミジノプロパン）塩酸塩を
加え重合させた。重合終了後この溶液を参考例３と同様
な方法で処理し、アリルアミン塩酸塩／ジメチルジアリ
ルアンモニウムクロライド共重合体を得た。重合率は92
％であった。Reference Example 6 An aqueous solution obtained by adding 16 g of dimethyldiallylammonium chloride and 5 g of water to 16 g of an aqueous solution of allylamine hydrochloride having a concentration of 59.1% and heating the mixture to 60 ° C. was added to 2.
5% by weight of azobis (2-amidinopropane) hydrochloride was added and polymerized. After completion of the polymerization, this solution was treated in the same manner as in Reference Example 3 to obtain an allylamine hydrochloride / dimethyldiallylammonium chloride copolymer. Polymerization rate is 92
%Met.
参考例７ Ｎ−iso−プロピルアリルアミン塩酸塩の66.7％水溶液1
5gに、ジアリルアミン塩酸塩の66.7％水溶液15gを加え
て得た液に、両モノマーに対し触媒としてアゾビス（２
−アミジノプロパン）塩酸塩を2.5％加え、48時間重合
させた。重合終了後この溶液を参考例３と同様な方法で
処理し、Ｎ−iso−プロピルアリルアミン塩酸塩／ジア
リルアミン塩酸塩共重合体を得た。重合率は97％であっ
た。Reference Example 7 66.7% aqueous solution of N-iso-propylallylamine hydrochloride 1
To a solution obtained by adding 15 g of a 66.7% aqueous solution of diallylamine hydrochloride to 5 g, azobis (2
2.5% of amidinopropane) hydrochloride was added and polymerized for 48 hours. After the completion of the polymerization, this solution was treated in the same manner as in Reference Example 3 to obtain an N-iso-propylallylamine hydrochloride / diallylamine hydrochloride copolymer. The polymerization rate was 97%.
実施例１ 洗濯堅牢度の評価 上記参考例１〜７で得た夫々の重合体及び共重合体の0.
1％水溶液を調製した。次いで下記直接染料を用いて２
％濃度（対繊維重量）で染色した綿布を、重合体又は共
重合体の水溶液に浴比1:20、温度50℃で20分間浸漬処理
した後、水洗して風乾した。用いた染料はシリアススプ
ライエローGD,シリアスプラレッド4BL,シリアススプラ
ブルーＢ（バイエル社製）であった。Example 1 Evaluation of wash fastness of each of the polymers and copolymers obtained in Reference Examples 1 to 7 above.
A 1% aqueous solution was prepared. Then use the following direct dyes 2
A cotton cloth dyed at a% concentration (based on the weight of the fiber) was immersed in an aqueous solution of a polymer or a copolymer at a bath ratio of 1:20 at a temperature of 50 ° C. for 20 minutes, washed with water and air-dried. The dyes used were Serious Supra Yellow GD, Serious Supra Red 4BL, Serious Supra Blue B (manufactured by Bayer).
同様にジシアンジアミドとジエチレントリアミンの縮合
物の0.1％水溶液を調製し、上と同様に処理した。これ
を比較例として示した。Similarly, a 0.1% aqueous solution of a condensate of dicyandiamide and diethylenetriamine was prepared and treated in the same manner as above. This is shown as a comparative example.
次にこの処理染色布の洗濯堅牢度をJIS−Ｌ−0844のＡ
−２法によって評価した。結果をまとめて第１表に示
す。Next, the wash fastness of this treated dyed cloth was measured according to JIS-L-0844 A.
-2 method evaluated. The results are summarized in Table 1.
実施例２ 塩素堅牢度の評価 上記参考例１〜７で得たそれぞれの重合体，共重合体、
及び比較例として用いたジシアンジアミド−ジエチレン
トリアミン縮合物の0.1％水溶液を調製した。次いで下
記直接染料を用いて２％濃度（対繊維重量）で染色した
綿布を、実施例１と同様な方法で処理した。用いた染料
はソロフエニルブル−3RL（チバガイギー社製），スミ
ライトスプラブラウンＧ（住友化学製）、カヤラススプ
ラブルーFFRL（日本化薬製）である。 Example 2 Evaluation of chlorine fastness Each of the polymers and copolymers obtained in Reference Examples 1 to 7 above,
A 0.1% aqueous solution of the dicyandiamide-diethylenetriamine condensate used as a comparative example was prepared. Then, a cotton cloth dyed with the following direct dye at a concentration of 2% (based on the weight of the fiber) was treated in the same manner as in Example 1. The dyes used were Solo Phenyl Bull-3RL (manufactured by Ciba-Geigy), Sumilite Spla Brown G (manufactured by Sumitomo Chemical Co., Ltd.), and Kayaras Supra Blue FFRL (manufactured by Nippon Kayaku).
次にこの処理染色布の塩素堅牢度をJIS−Ｌ−0884の塩
素堅牢試験法の強試験（有効塩素20mg/,pH7,温度27
℃，洛比200:1,時間30分）の方法で調べた。結果をまと
めて第２表に示す。Next, the chlorine fastness of this treated dyed cloth was tested by the strong test of the chlorine fastness test method of JIS-L-0884 (effective chlorine 20 mg /, pH 7, temperature 27
℃, Raku ratio 200: 1, time 30 minutes). The results are summarized in Table 2.
実施例３ 耐光堅牢度の評価 上記参考例１〜７で得たそれぞれの重合体、共重合体、
及び比較例として用いたジシアンジアミド−ジエチレン
トリアミン縮合物の0.1％水溶液を調製した。次いで下
記直接染料を用いて２％濃度（対繊維重量）で染色した
綿布を、実施１と同様な方法で処理した。用いた染料は
スミライドスプライエローBC,スミライトスプラレッド4
BL,スミライトスプラブルーFGL（住友化学社製）であ
る。 Example 3 Evaluation of light fastness Each of the polymers, copolymers obtained in Reference Examples 1 to 7 above,
A 0.1% aqueous solution of the dicyandiamide-diethylenetriamine condensate used as a comparative example was prepared. Then, a cotton cloth dyed with the following direct dye at a concentration of 2% (based on the weight of the fiber) was treated in the same manner as in Example 1. The dyes used are Sumiride Spra Yellow BC and Sumilite Spra Red 4
BL, Sumilite Supura Blue FGL (Sumitomo Chemical Co., Ltd.).
次にこの処理染色布の耐光堅牢度をJIS−Ｌ−0842の方
法でフェードメーターを用いて20時間照射して調べた。Next, the fastness to light of this treated dyed fabric was examined by irradiating it for 20 hours with a fade meter according to the method of JIS-L-0842.
結果を第３表に示す。The results are shown in Table 3.
〔結 果〕 本発明に係る染料固着剤によれば、直線染料で染色した
染色物の染色堅牢度に対し、次のような効果を得ること
ができる。 [Results] According to the dye fixing agent of the present invention, the following effects can be obtained with respect to the dyeing fastness of a dyed product dyed with a linear dye.
１）洗濯堅牢度に関して、従来の直接染料用固着剤と同
程度の改善効果を得ることができる。1) With respect to the fastness to washing, it is possible to obtain the same improvement effect as that of the conventional direct dye fixing agent.
２）従来の固着剤では塩素堅牢度を低下させるのに対
し、本発明の固着剤では逆に上昇する。2) Chlorine fastness is lowered in the conventional adhesive, whereas it is increased in the adhesive of the present invention.
３）また従来の固着剤では耐光堅牢度を低下させるのに
対し、本発明の固着剤では低下させることがない。3) Further, while the conventional fixing agent lowers the light fastness, the fixing agent of the present invention does not lower it.
Claims (1)
上用染料固着剤であって、該固着剤が、一般式 CH2＝CH−CH2−NHR （Ｉ） （式中Ｒは水素又は炭素１〜18のアルキル基，置換アル
キル基，アラルキル基，シクロアルキル基を表わす） で示されるモノアリルアミン誘導体又はその塩の重合体
であることを特徴とする直接染料用染料固着剤。1. A color fastness for enhancing dye fixatives dyeing stained with direct dyes, solid adhesives of the general formula CH 2 = CH-CH 2 -NHR (I) ( wherein R is hydrogen Or a monoallylamine derivative represented by an alkyl group having 1 to 18 carbon atoms, a substituted alkyl group, an aralkyl group, or a cycloalkyl group) or a salt thereof is a dye fixing agent for a direct dye.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP63230097A JPH0723589B2 (en) | 1988-09-16 | 1988-09-16 | Dye fixing agent for direct dyes |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP63230097A JPH0723589B2 (en) | 1988-09-16 | 1988-09-16 | Dye fixing agent for direct dyes |
Related Child Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP6229076A Division JPH07292583A (en) | 1994-08-31 | 1994-08-31 | Dye-fixing agent for direct dye |
| JP6229077A Division JPH07292584A (en) | 1994-08-31 | 1994-08-31 | Colored product dyed with direct dye |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH0280681A JPH0280681A (en) | 1990-03-20 |
| JPH0723589B2 true JPH0723589B2 (en) | 1995-03-15 |
Family
ID=16902504
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP63230097A Expired - Lifetime JPH0723589B2 (en) | 1988-09-16 | 1988-09-16 | Dye fixing agent for direct dyes |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH0723589B2 (en) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2896015B2 (en) * | 1991-06-05 | 1999-05-31 | 日東紡績株式会社 | Dye fixative for direct dye |
| US6268452B1 (en) | 1998-04-17 | 2001-07-31 | Nitto Boseki Co., Ltd. | Process for the production of allylamine polymer |
| KR20060020604A (en) * | 2003-03-26 | 2006-03-06 | 가부시키가이샤 덴엔쵸후 로만 | Coloring composition and coating composition |
| JPWO2005000594A1 (en) * | 2003-06-24 | 2006-08-03 | 株式会社デンエンチョウフ・ロマン | Ink-receiving layer forming agent and water-based ink |
| CN103669041B (en) * | 2013-11-27 | 2016-03-09 | 江苏中新资源集团有限公司 | A kind of fabric aldehyde-free colour stabilizer and preparation method thereof |
| CN110382775B (en) * | 2017-04-14 | 2022-09-09 | 日东纺绩株式会社 | Wet rubbing fastness improver for cellulose fiber, method for producing dyed cellulose fiber using the same, and use thereof |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5571884A (en) * | 1978-11-27 | 1980-05-30 | Nippon Senka Kogyo Kk | Enhancing of dye fastness |
| JPS5653292A (en) * | 1979-10-03 | 1981-05-12 | Nippon Senka Kogyo Kk | Enhancement of dyeing fastness |
| JPS5831185A (en) * | 1981-08-17 | 1983-02-23 | 日東紡績株式会社 | Enhancement of dyeing fastness |
| JPS60110987A (en) * | 1983-11-15 | 1985-06-17 | 日東紡績株式会社 | Enhancement of dyeing fastness |
| JPS61132691A (en) * | 1984-11-26 | 1986-06-20 | 三洋化成工業株式会社 | Chlorine fastness enhancer |
| JPS63182485A (en) * | 1987-01-19 | 1988-07-27 | 日本染化工業株式会社 | Enhancement of dyeing fastness |
-
1988
- 1988-09-16 JP JP63230097A patent/JPH0723589B2/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0280681A (en) | 1990-03-20 |
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