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CN108517132A - 一种1,8-萘酰亚胺类活性荧光染料 - Google Patents

一种1,8-萘酰亚胺类活性荧光染料 Download PDF

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Publication number
CN108517132A
CN108517132A CN201810287312.3A CN201810287312A CN108517132A CN 108517132 A CN108517132 A CN 108517132A CN 201810287312 A CN201810287312 A CN 201810287312A CN 108517132 A CN108517132 A CN 108517132A
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CN
China
Prior art keywords
fluorescent dye
reactive fluorescent
reactive
dye
naphthalimides
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Pending
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CN201810287312.3A
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English (en)
Inventor
张艳
张伟
王慧玲
周彬
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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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Priority to CN201810287312.3A priority Critical patent/CN108517132A/zh
Publication of CN108517132A publication Critical patent/CN108517132A/zh
Pending legal-status Critical Current

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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
    • C09B62/02—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group directly attached to a heterocyclic ring
    • C09B62/36—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group directly attached to a heterocyclic ring to some other heterocyclic ring
    • 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
    • C09B62/02—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group directly attached to a heterocyclic ring
    • C09B62/36—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group directly attached to a heterocyclic ring to some other heterocyclic ring
    • C09B62/365—Specific dyes not provided for in groups C09B62/38 - C09B62/42
    • 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
    • D06P1/382—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 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
    • D06P3/58—Material containing hydroxyl groups
    • D06P3/60—Natural or regenerated cellulose
    • D06P3/66—Natural or regenerated cellulose using reactive dyes
    • D06P3/663—Natural or regenerated cellulose using reactive dyes reactive group directly attached to heterocyclic group
    • 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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  • Engineering & Computer Science (AREA)
  • Chemical & Material Sciences (AREA)
  • Textile Engineering (AREA)
  • Organic Chemistry (AREA)
  • Materials Engineering (AREA)
  • Coloring (AREA)

Abstract

本发明公开了一种1,8‑萘酰亚胺类活性荧光染料。该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，是一种适用性强的活性荧光染料。

Description

一种1,8-萘酰亚胺类活性荧光染料
技术领域
本发明涉及一种荧光染料，特别是涉及一种1,8-萘酰亚胺类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，可以对棉和黏胶纤维、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：
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(β-硫酸酯乙烯砜基）苯胺，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。
该染料对纤维染色工艺为：化合物（Ⅰ）用量0.05～10%(o.w.f，对织物重)，浴比1：20～1：100，室温入染，加元明粉10～20%(o.w.f，对织物重)，2℃/min升温到40～60℃，加纯碱10～20%(o.w.f，对织物重)，保温40～60min，染毕，水洗、皂洗、水洗。
本发明所生产的活性染料，含有乙烯砜反应基，该反应基团可以与纤维素纤维上的羟基反应形成共价键，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：
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(β-硫酸酯乙烯砜基）苯胺，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。
该染料对纤维染色工艺为：
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%(o.w.f，对织物重)，浴比1：50，室温入染，加元明粉10%(o.w.f，对织物重)，2℃/min升温到60℃，加纯碱15%(o.w.f，对织物重)，保温40～60min，染毕，水洗、皂洗、水洗。

Claims (2)

1.一种1,8-萘酰亚胺类活性荧光染料，其具有如式（Ⅰ）所示的结构
（Ⅰ）。
2.一种如权利要求 1 所述的1,8-萘酰亚胺类活性荧光染料的应用，其特征在于作为活性染料对棉或黏胶纤维、纱线或织物进行染色。
CN201810287312.3A 2018-03-31 2018-03-31 一种1,8-萘酰亚胺类活性荧光染料 Pending CN108517132A (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
何瑾馨: "《染料化学》", 30 June 2004 *
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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