Synthesis of 4,4'-diamino-1,1'-dianthraquinone-3,3'-disulfonic acid in organic solvent systems

ZHANG Tianyong; ZHU Shaodi; LI Bin; LIU Qian; HAI Li; ZHANG Guanghui; ZHANG Xia; LÜ Dongjun

doi:10.11949/j.issn.0438-1157.20161009

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Synthesis of 4,4'-diamino-1,1'-dianthraquinone-3,3'-disulfonic acid in organic solvent systems

更新时间：2025-11-26

- Synthesis of 4,4'-diamino-1,1'-dianthraquinone-3,3'-disulfonic acid in organic solvent systems
- CIESC Journal Issue 1, Pages: 146-153(2017)
- 作者机构：
  
  1. 天津大学化工学院, 天津市应用催化科学与工程重点实验室,天津,300354
  2. 天津化学化工协同创新中心,天津,300354
  3. 天津市功能精细化学品技术工程中心,天津,300354
  4. 山东宇虹新颜料股份有限公司,山东,德州,253000
- 作者简介：
- 基金信息：
- DOI：10.11949/j.issn.0438-1157.20161009
  CLC： Q031.2TQ413.2
- Online First：05 January 2017，
  
  Published：05 January 2017
- 稿件说明：
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ZHANG Tianyong, ZHU Shaodi, LI Bin, et al. Synthesis of 4,4'-diamino-1,1'-dianthraquinone-3,3'-disulfonic acid in organic solvent systems[J]. CIESC Journal, 2017, (1): 146-153.
DOI：

ZHANG Tianyong, ZHU Shaodi, LI Bin, et al. Synthesis of 4,4'-diamino-1,1'-dianthraquinone-3,3'-disulfonic acid in organic solvent systems[J]. CIESC Journal, 2017, (1): 146-153. DOI： 10.11949/j.issn.0438-1157.20161009.

摘要

研究了在有机溶剂体系中催化溴氨酸进行Ullmann偶联反应合成4，4'-二氨基-1，1'-联蒽醌-3，3'-二磺酸（DAS）的工艺。有机溶剂可回收利用，大大减少了工业生产技术中含酸含盐废水的排放，并降低处理费用。考察了单一溶剂、不同组成和比例的混合溶剂对Ullmann偶联反应的影响，确定最优的溶剂体系为DMF：甲醇=1：2的混合溶剂；研究了最优溶剂体系下的反应时间、温度等因素的影响。对不同添加剂和铜粉粒径对反应的影响进行研究，阳离子交换树脂为最佳添加剂，23 μm铜粉催化效果最优。所得DAS的含量最高为91.56%，收率最高为88.43%。

Abstract

Organic solvent systems for synthesizing 4

4'-diamino-1

1'-dianthraquinone-3

3'-disulfonic acid(DAS) by Ullmann coupled reaction were investigated.Organic solvent can be recycled to avoid significant emissions of acidic and salty wastewater produced in the industrial synthetic methods.The effects of different kinds of single solvents

mixed solvent with different composition and proportion were studied.The results showed that the mixed solvent system of DMF:methanol=1:2 was the best.The experiments to find out the optimal factors such as reaction time

temperature were conducted.The influence of additives and different particle sizes of copper powder was researched.The results indicated that the cation exchange resin can improve the content and yield of DAS and can be easily separated from the reaction system.The copper powder(23 μm) was optimal with the best catalytic performance.The highest content and yield of DAS was 91.56% and 88.43%

respectively.

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