CN108485310A - 一种毛用活性荧光染料 - Google Patents

一种毛用活性荧光染料 Download PDF

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Publication number
CN108485310A
CN108485310A CN201810276701.6A CN201810276701A CN108485310A CN 108485310 A CN108485310 A CN 108485310A CN 201810276701 A CN201810276701 A CN 201810276701A CN 108485310 A CN108485310 A CN 108485310A
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fluorescent dye
hair
reactive fluorescent
compound
reactive
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CN201810276701.6A
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张艳
张伟
周彬
王慧玲
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Yancheng Institute of Industry Technology
Yancheng Vocational Institute of Industry Technology
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Yancheng Vocational Institute of Industry Technology
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    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B62/00—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves
    • C09B62/44—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring
    • C09B62/465—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring the reactive group being an acryloyl group, a quaternised or non-quaternised aminoalkyl carbonyl group or a (—N)n—CO—A—O—X or (—N)n—CO—A—Hal group, wherein A is an alkylene or alkylidene group, X is hydrogen or an acyl radical of an organic or inorganic acid, Hal is a halogen atom, and n is 0 or 1
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D221/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00
    • C07D221/02—Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00 condensed with carbocyclic rings or ring systems
    • C07D221/04—Ortho- or peri-condensed ring systems
    • C07D221/06—Ring systems of three rings
    • C07D221/14—Aza-phenalenes, e.g. 1,8-naphthalimide
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K11/00—Luminescent, e.g. electroluminescent, chemiluminescent materials
    • C09K11/06—Luminescent, e.g. electroluminescent, chemiluminescent materials containing organic luminescent materials
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
    • D06P1/38—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using reactive dyes
    • D06P1/384—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using reactive dyes reactive group not directly attached to heterocyclic group
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
    • D06P3/02—Material containing basic nitrogen
    • D06P3/04—Material containing basic nitrogen containing amide groups
    • D06P3/14—Wool
    • D06P3/148—Wool using reactive dyes
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P5/00—Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
    • D06P5/22—Effecting variation of dye affinity on textile material by chemical means that react with the fibre
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
    • C09K2211/10—Non-macromolecular compounds
    • C09K2211/1003—Carbocyclic compounds
    • C09K2211/1007—Non-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
    • C09K2211/10—Non-macromolecular compounds
    • C09K2211/1018—Heterocyclic compounds
    • C09K2211/1025—Heterocyclic compounds characterised by ligands
    • C09K2211/1029—Heterocyclic compounds characterised by ligands containing one nitrogen atom as the heteroatom

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Materials Engineering (AREA)
  • Coloring (AREA)

Abstract

本发明公开了一种毛用活性荧光染料。该毛用活性荧光染料是具有如下通式（Ⅰ）结构的化合物。本发明提供的毛用活性荧光染料制备工艺简单，荧光效果好，产品溶解度高，色泽鲜艳，应用性能优异，使用方便，是一种适用性强的毛用活性荧光染料。

Description

一种毛用活性荧光染料
技术领域
本发明涉及一种荧光染料，特别是涉及一种毛用活性荧光染料的制备和用途。
背景技术
荧光染料的视觉效果既包括对可见光选择吸收后产生的颜色，又包括它们发射出来的荧光。它属于一种功能性染料，既具有常规染料的着色性能，又能发射出荧光，使得织物的饱和度和鲜艳度提高。目前，市场上的纺织品用荧光染料大多数是分散染料和阳离子染料，主要用于涤纶和腈纶的染色，而适用于毛织物染色的活性类荧光染料品种却鲜有报道。
1,8-萘酰亚胺类荧光染料是一类重要的功能染料,目前已广泛用于染料、颜料和荧光增白剂。
发明内容
本发明所要解决的技术问题是提供一种1,8-萘酰亚胺结构的活性荧光染料，可以对羊毛纤维、纱线和织物进行染色，用来制备荧光纤维、纱线和织物。具体地，本发明提供了下式（Ⅰ）的化合物：
（Ⅰ）
该化合物合成方法包括如下步骤：
A、化合物（Ⅱ）的合成
（Ⅱ）
250ml三口瓶中加入0.2mol4-氨基-3,6-二磺基-1,8-萘醛酸酐二钾盐，0.6mol对苯二胺，适量水，加热回流至反应完全。冷却至室温，加入适量醋酸钾盐析，过滤，乙醇洗去醋酸钾，干燥得产品（Ⅱ）。
B、化合物（Ⅰ）的合成
化合物（Ⅱ）与2,3-二溴丙酰氯按照摩尔比1：1～1：1.2在水溶液中进行反应，先将化合物（Ⅱ）到水中，维持温度5～10℃。然后滴入2,3-二溴丙酰氯和丙酮的混合液，滴加时间40～60min，维持温度5～10℃搅拌反应1～3h，反应完后按体积20～25%加食盐盐析，再搅拌1～2h，压滤。到得到化合物（Ⅰ）。
该染料对毛染色工艺为：化合物（Ⅰ）用量0.05～10%(o.w.f，对织物重)，浴比1：20～1：100，醋酸调节pH 值4～5，室温入染，2℃/min升温到85～100℃，保温40～60min，染毕，水洗、皂洗、水洗。
本发明所生产的活性染料，含有α-溴丙烯酰胺反应基，该反应基团可以与羊毛纤维上的氨基反应形成共价键，取代反应固着在纤维上, 具有良好的染色性能。
具体实施方式
上面对本发明活性荧光染料的结构、制备方法及应用进行了说明，下面将通过实施例对本发明工作进一步的说明。
实施例1：
本实施例提供了式（Ⅰ）化合物的制备方法：
具体制备方法如下：
A、化合物（Ⅱ）的合成
250ml三口瓶中加入0.2mol4-氨基-3,6-二磺基-1,8-萘醛酸酐二钾盐，0.6mol对苯二胺，适量水，加热回流至反应完全。冷却至室温，加入适量醋酸钾盐析，过滤，乙醇洗去醋酸钾，干燥得产品（Ⅱ），产率86%。
B、化合物（Ⅰ）的合成
化合物（Ⅱ）与2,3-二溴丙酰氯按照摩尔比1：1.2在水溶液中进行反应，先将化合物（Ⅱ）到水中，维持温度5～10℃。然后滴入2,3-二溴丙酰氯和丙酮的混合液，滴加时间40min，维持温度5℃搅拌反应2h，反应完后按体积25%加食盐盐析，再搅拌1h，压滤。到得到化合物（Ⅰ）。
实施例2：
本实施例提供了式（Ⅰ）化合物对羊毛织物的染色方法：
具体染色方法如下：
化合物（Ⅰ）用量2.0%(o.w.f，对织物重)，浴比1：50，醋酸调节pH 值5，室温入染，2℃/min升温到90℃，保温60min，染毕，水洗、皂洗、水洗。

Claims (2)

1.一种毛用活性荧光染料，其具有如式（Ⅰ）所示的结构：
（Ⅰ）。
2.一种如权利要求 1 所述的毛用活性荧光染料的应用，其特征在于作为活性染料对羊毛纤维、纱线或织物进行染色。
CN201810276701.6A 2018-03-30 2018-03-30 一种毛用活性荧光染料 Pending CN108485310A (zh)

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Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4051134A (en) * 1974-11-23 1977-09-27 Bayer Aktiengesellschaft Reactive dyestuffs
US4473693A (en) * 1978-08-04 1984-09-25 Stewart Walter W Aminonaphthalimide dyes for intracellular labelling

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4051134A (en) * 1974-11-23 1977-09-27 Bayer Aktiengesellschaft Reactive dyestuffs
US4473693A (en) * 1978-08-04 1984-09-25 Stewart Walter W Aminonaphthalimide dyes for intracellular labelling

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
滑钧凯主编: "《服装整理学》", 30 November 2013 *
赵同丰等: "X-型1,8萘酰亚胺类活性荧光染料的研究", 《染料工业》 *

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