JPS6019782B2 - anionic dye formulation - Google Patents

anionic dye formulation

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Publication number
JPS6019782B2
JPS6019782B2 JP4135479A JP4135479A JPS6019782B2 JP S6019782 B2 JPS6019782 B2 JP S6019782B2 JP 4135479 A JP4135479 A JP 4135479A JP 4135479 A JP4135479 A JP 4135479A JP S6019782 B2 JPS6019782 B2 JP S6019782B2
Authority
JP
Japan
Prior art keywords
dye
solution
weight
sulfonic acid
anionic 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.)
Expired
Application number
JP4135479A
Other languages
Japanese (ja)
Other versions
JPS55133461A (en
Inventor
修平 橋爪
貞治 安部田
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.)
Sumitomo Chemical Co Ltd
Original Assignee
Sumitomo Chemical 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 Sumitomo Chemical Co Ltd filed Critical Sumitomo Chemical Co Ltd
Priority to JP4135479A priority Critical patent/JPS6019782B2/en
Publication of JPS55133461A publication Critical patent/JPS55133461A/en
Publication of JPS6019782B2 publication Critical patent/JPS6019782B2/en
Expired legal-status Critical Current

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Description

【発明の詳細な説明】 本発明は、水および水性酸性液に極めてよく溶解する1
ーアミノー4(4−アセトアミ/フェニル)アミノアン
トラキノン−2ースルホン酸またはその塩の染料調合物
に関する。
DETAILED DESCRIPTION OF THE INVENTION The present invention provides 1
- Dye preparations of amino-4(4-acetami/phenyl)aminoanthraquinone-2-sulfonic acid or its salts.

更に詳しくは、本発明は、 1ーアミノー4(4一アセトアミノフヱニル)アミノア
ントラキノン一2ースルホン酸またはその塩
20一8の重量%アントラキノン−2−ス
ルホン酸 80一2の重量%非イオン活性剤(HLBI
O−20) 0一6の重量%からなることを特徴とする
アニオン染料調合物である。
More specifically, the present invention provides 1-amino-4(4-acetaminophenyl)aminoanthraquinone-2-sulfonic acid or a salt thereof.
20-8 wt% anthraquinone-2-sulfonic acid 80-2 wt% nonionic active agent (HLBI
O-20) An anionic dye formulation characterized in that it consists of 0-6% by weight.

本発明の目的は水または水性酸性液に対して極めて良好
な溶解度及び溶解性を示すアニオン染料調合物を提供す
ることにある。
It is an object of the present invention to provide anionic dye formulations which exhibit very good solubility and solubility in water or aqueous acidic liquids.

通常、アニオン染料は、ポリアミド繊維材料の染色に際
し、酸性染格で使用されるものであり、このときアニオ
ン染料は普通は酸折され、溶解度が著しく低下する。
Usually, anionic dyes are used in acid dyeing when dyeing polyamide fiber materials, and in this case, anionic dyes are usually acid-cleaved and their solubility is significantly reduced.

このため、浸染では予め熱水に溶解してこれをストック
液とし、染色のたびに染液へ注入する方式をとつている
。また、濃厚な染色液が必要な連続染色用梁液の調製や
捺染糊の調製においては、従来酸性濃厚液の調製が可能
な低温溶解性の良好なアニオン染料しか使用できなかつ
た。1−アミノー4(4−アセトアミノフエニル)アミ
/アントラキノン−2−スルホン酸またはその塩からな
るアニオン染料は、均梁性、耐光性、色相等に優れた性
質を有するにもかかわらず、低温溶解性が著しく低く、
酸性条件では酸析が著しく、またアルカリ性でも低温で
は水溶液のゲル化が発生する。
For this reason, in immersion dyeing, a method is used in which the dye is dissolved in hot water in advance and used as a stock solution, which is then injected into the dye solution each time dyeing is carried out. In addition, in the preparation of beam solutions for continuous dyeing and the preparation of printing pastes, which require a concentrated dyeing solution, conventionally only anionic dyes with good low-temperature solubility that can be prepared in acidic concentrated solutions could be used. Anionic dyes made of 1-amino-4(4-acetaminophenyl)ami/anthraquinone-2-sulfonic acid or its salts have excellent properties such as beam uniformity, light resistance, and hue, but they can be used at low temperatures. Solubility is extremely low,
Under acidic conditions, acid precipitation is significant, and even under alkaline conditions, gelation of the aqueous solution occurs at low temperatures.

このため連続染色や捺染に使用した場合、著しい斑点む
らが発生することから、裕比の大きな浸染にしか使用で
きなかった。本発明者らは、上記のような問題を解決す
べ〈鋭意検討した結果、弱アルカリ性〜酸性水溶液(p
H8〜2)の条件下で染料の析出、溶液のゲル化が発生
せず、連続染色や捺染用染格の調製が容易で、かつ斑点
むらの発生しない染色物を得ることができるアニオン性
染料調合物を見し、出した。
For this reason, when used for continuous dyeing or textile printing, significant unevenness occurs, so it could only be used for dyeing with a large thickness. The inventors of the present invention have found a solution to the above-mentioned problems.
An anionic dye that does not cause dye precipitation or solution gelation under the conditions of H8-2), facilitates the preparation of dyes for continuous dyeing and textile printing, and can obtain dyed products without uneven spots. I looked at the concoction and put it out.

本発明において、1ーアミノー4(4一アセトアミノフ
エニル)アミノアントラキノン一2ースルホン酸または
その塩とは、下記の構造式(1)で示されるアニオン染
料である。(M=日、Na、Li、K、N比など) 本発明において、非イオン活性剤(HLBIO−20)
とは、たとえばポリエチレングリコールのアルキルエー
テル、アルキルエステルもしくはアルキルフヱニルェー
テルであり、好ましくは、エチレンオキシドとノニルフ
エノール、オクチルフエノールまたはドデシルフエノー
ルとのHLBが12一20の縮合物があげられる。
In the present invention, 1-amino-4(4-acetaminophenyl)aminoanthraquinone-2-sulfonic acid or a salt thereof is an anionic dye represented by the following structural formula (1). (M=day, Na, Li, K, N ratio, etc.) In the present invention, a nonionic activator (HLBIO-20)
is, for example, an alkyl ether, alkyl ester or alkyl phenyl ether of polyethylene glycol, and preferably a condensate of ethylene oxide and nonylphenol, octylphenol or dodecylphenol having an HLB of 12-20.

本発明の調合物の組成割合は、染料(1)を20一8の
重量%と、好ましくは染料(1)のナトリウム塩30−
4の重量%と、アントラキノンー2ースルホソ酸20−
8の重量%、好ましくは30一6の重量%および非イオ
ン活性剤0一6の重量%、好ましくは0一4の重量%か
らなる。
The composition proportions of the formulations according to the invention are 20-8% by weight of dye (1) and preferably 30-8% by weight of the sodium salt of dye (1).
4% by weight and 20% of anthraquinone-2-sulfosoic acid
8% by weight, preferably 30-6% by weight and 0-16% by weight, preferably 0-14% by weight of a non-ionic active agent.

本発明の調合物には、必要に応じて通常の増量剤として
、例えばデキストリン、ショ糖、粉塵飛散防止剤として
錫油乳化物等を含んでいてもよい。
The formulations of the present invention may optionally contain conventional bulking agents such as dextrin, sucrose, and tin oil emulsion as a dust-scattering agent.

本発明の染料調合物は、通常の増量剤とから成る製品に
対し、優れた低温溶解性を有する。
The dye formulations of the invention have excellent low temperature solubility for products made with conventional fillers.

例えば、従来の製品では、純染料換算で5夕/そ以上の
水溶液においては、2500では染料の析出、溶液のゲ
ル化を発生し、これは酸性条件では更に著しいのに対し
、本発明の調合物では、純染料換算で20一30夕/そ
まで常温での液安定性が保たれ、染料の析出、溶液のゲ
ル化を発生しない。更に本発明の調合物の水溶液は、有
機酸の添加による酸性条件下(pH2)においても染料
溶液の安定性が保たれ、染料の析出、溶液のゲル化が発
生しない。従って本発明の調合物により従釆溶解剤(有
機溶剤など)を使用しても十分に成し得なかったポリア
ミド繊維材料の連続染色用梁液の調製および捺染用色糊
の調製が著しく容易となり、本染料(1)の該染色加工
分野への応用が可能となった。例えば、ポリアミドカ−
ペットの連続染色においては、本染料調合物40夕/夕
、酒石酸2夕/その染液よりパッド、スチーミング方式
により濃色の染色が可能であり、またナイロンタフタに
対して、斑点のない捺染物が淡色から濃色に至るまで得
ることができる。本発明の調合物は、染料の合成工程中
、または合成後の製品化工程中の任意の工程において、
アントラキノン−2−スルホン酸と非イオン活性剤を添
加して製造することができる。
For example, in conventional products, in an aqueous solution of 5 days or more in terms of pure dye, precipitation of the dye and gelation of the solution occur at 2500 ml, and this is even more severe in acidic conditions, whereas the preparation of the present invention In terms of pure dye, the solution maintains stability at room temperature for up to 20 to 30 days, and does not cause dye precipitation or gelation of the solution. Furthermore, in the aqueous solution of the formulation of the present invention, the stability of the dye solution is maintained even under acidic conditions (pH 2) due to the addition of an organic acid, and precipitation of the dye and gelation of the solution do not occur. Therefore, the preparation of the present invention significantly facilitates the preparation of beam solution for continuous dyeing of polyamide fiber materials and the preparation of color paste for textile printing, which could not be achieved satisfactorily even with the use of secondary solubilizers (organic solvents, etc.). , it has become possible to apply this dye (1) to the field of dyeing processing. For example, polyamide carbon
In the continuous dyeing of pets, it is possible to dye deep colors using the pad and steaming methods using this dye mixture for 40 days/day and tartaric acid for 2 nights/day, and it also produces spotless printing on nylon taffeta. You can get anything from light to dark colors. The formulation of the present invention can be used at any step during the dye synthesis process or post-synthesis product production process.
It can be produced by adding anthraquinone-2-sulfonic acid and a nonionic surfactant.

以下、実施例によって本発明を説明する。The present invention will be explained below with reference to Examples.

文中、部は重量部を意味する。実施例 1 純染料含量80%の1ーアミノー4(4−アセトアミノ
フエニル)アミノアントラキノン一2ースルホン酸ナト
リウム35部、アントラキノンー2ースルホン酸25部
およびデキストリン4礎都をナゥターミキサー中で混合
し、更に粉塵飛散防止剤として鍵油乳化物を0.5部添
加混合して染料調合物を得た。
In the text, parts mean parts by weight. Example 1 35 parts of sodium 1-amino-4(4-acetaminophenyl)aminoanthraquinone-2-sulfonate with a pure dye content of 80%, 25 parts of anthraquinone-2-sulfonic acid and 40% of dextrin were mixed in a Nauter mixer. Further, 0.5 part of key oil emulsion was added and mixed as a dust scattering prevention agent to obtain a dye preparation.

得られた染料調合物40夕を熱湯にて溶解し、これに水
を加えてl000の‘とする。
40 ml of the resulting dye preparation is dissolved in boiling water and water is added to make 1000 ml.

染料溶液は、放冷後1昼夜以上安定で、染料の析出、溶
液のゲル化は全く認められなかった。染料溶液に酒石酸
2夕を添加し、縄梓溶解後、ポリアミドタフテツドカー
ペットを溶液にパツドし、絞液後、ピックアップ率20
0%にてスチーマー中100qCで10分間スチーミン
グし、水洗、乾燥して仕上げた。
The dye solution was stable for more than one day and night after being left to cool, and no precipitation of the dye or gelation of the solution was observed. Add 2 tsp of tartaric acid to the dye solution, and after dissolving the rope, pad a polyamide tufted carpet in the solution, and after squeezing, the pick-up rate is 20.
It was steamed for 10 minutes at 100 qC in a steamer at 0%, washed with water, and dried to finish.

濃色鮮明な青色に染色された、耐光性良好なる染色物が
得られた。実施例 2 純染料舎量80%の1−アミノ−4(4−アセトアミノ
フエニル)アミノアントラキノン一2ースルホン酸ナト
リウム35部、アントラキノン−2−スルホン酸25部
およびポリエチレングリコールノニルフェニルェーテル
(HLB16)25部から成る混合物を3倍量の水中に
投入し、解コゥ機により練り、スラリーとし頃霧乾燥し
て粉体染料調合物を得た。
A dyed product was obtained which was dyed in a deep clear blue color and had good light fastness. Example 2 35 parts of sodium 1-amino-4(4-acetaminophenyl)aminoanthraquinone-2-sulfonate, 25 parts of anthraquinone-2-sulfonic acid and polyethylene glycol nonylphenyl ether (80% pure dyestuff) A mixture consisting of 25 parts of HLB16) was poured into 3 times the amount of water, kneaded in a decourgator to form a slurry, and then spray-dried to obtain a powder dye preparation.

得られた粉末調合物85部に、デキストリン15部を加
え配合機中にて混合する。
15 parts of dextrin are added to 85 parts of the resulting powder formulation and mixed in a blender.

更に粉塵飛散防止剤として鍵油乳化物0.5部を添加し
て混合し仕上げた。得られた製品調合物60夕を熱湯に
て溶解し、水を加えて1000の‘とし放冷した染料溶
液を一昼夜放置しても染料の析出、溶液のゲル化は認め
られなかった。更に酒石酸2夕を添加しても溶液安定性
は良好であった。
Furthermore, 0.5 part of key oil emulsion was added as a dust scattering prevention agent, and the mixture was mixed and finished. 60% of the obtained product formulation was dissolved in boiling water, water was added to make it 1000%, and the dye solution was allowed to cool. Even when the dye solution was allowed to stand for a day and night, no precipitation of the dye or gelation of the solution was observed. Furthermore, the solution stability was good even when 20% of tartaric acid was added.

また製品調合物4部を温湯45部に溶解させ、次いで酒
石酸1部を加え、櫨梓溶解させた。
Further, 4 parts of the product formulation was dissolved in 45 parts of hot water, and then 1 part of tartaric acid was added to dissolve the lily pad.

Claims (1)

【特許請求の範囲】 1 1−アミノ−4(4−アセトアミノフエニル)アミ
ノアントラキノン−2−スルホン酸またはその塩20−
80重量%アントラキノン−2−スルホン酸80−20
重量%非イオン活性剤(HLB10−20)0−60重
量%からなることを特徴とするアニオン染料調合物。 2 非イオン活性剤がポリエチレングリコールアルキル
フエニルエーテル(HLB12−20)である特許請求
の範囲第1項に記載の調合物。
[Scope of Claims] 1 1-amino-4(4-acetaminophenyl)aminoanthraquinone-2-sulfonic acid or a salt thereof 20-
80% by weight anthraquinone-2-sulfonic acid 80-20
Anionic dye formulation characterized in that it consists of 0-60% by weight of non-ionic activator (HLB 10-20). 2. A formulation according to claim 1, wherein the nonionic activator is polyethylene glycol alkyl phenyl ether (HLB 12-20).
JP4135479A 1979-04-04 1979-04-04 anionic dye formulation Expired JPS6019782B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP4135479A JPS6019782B2 (en) 1979-04-04 1979-04-04 anionic dye formulation

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP4135479A JPS6019782B2 (en) 1979-04-04 1979-04-04 anionic dye formulation

Publications (2)

Publication Number Publication Date
JPS55133461A JPS55133461A (en) 1980-10-17
JPS6019782B2 true JPS6019782B2 (en) 1985-05-17

Family

ID=12606159

Family Applications (1)

Application Number Title Priority Date Filing Date
JP4135479A Expired JPS6019782B2 (en) 1979-04-04 1979-04-04 anionic dye formulation

Country Status (1)

Country Link
JP (1) JPS6019782B2 (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3104605A1 (en) * 1981-02-10 1982-08-19 Hoechst Ag, 6000 Frankfurt DYE PREPARATIONS AND THEIR USE

Also Published As

Publication number Publication date
JPS55133461A (en) 1980-10-17

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