Synthesis of 1,2,4,5-tetraaminobenzene and its hydrochloride

金宁人1

doi:10.3969/j.issn.0438-1157.2012.07.014

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Synthesis of 1,2,4,5-tetraaminobenzene and its hydrochloride

更新时间：2025-12-10

- Synthesis of 1,2,4,5-tetraaminobenzene and its hydrochloride
- CIESC Journal Issue 7, Pages: 2092-2099(2012)
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- DOI：10.3969/j.issn.0438-1157.2012.07.014
  CLC： Q316.342
- Online First：05 July 2012，
  
  Published：05 July 2012
- 稿件说明：
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金宁人1. Synthesis of 1,2,4,5-tetraaminobenzene and its hydrochloride[J]. CIESC Journal, 2012, (7): 2092-2099.
DOI：

金宁人1. Synthesis of 1,2,4,5-tetraaminobenzene and its hydrochloride[J]. CIESC Journal, 2012, (7): 2092-2099. DOI： 10.3969/j.issn.0438-1157.2012.07.014.

摘要

基于目前1

5-四氨基苯（TAB）及其盐酸盐（TAB·4HCl）在国外被开发应用于新材料的发展趋势和国内尚未涉及的现状，研究了聚合级单体TAB·4HCl的合成新方法，并对其合成工艺进行了系统的分析和优化，明确了氨解选择性与压力、温度的关系。结果表明：以4

6-二硝基间二氯苯（DCDNB）为原料，氨水为氨解剂在1.0 MPa的压力下，于1

4-二氧六环溶剂中进行双氨解反应，先制得4

6-二硝基间苯二胺（DADNB），然后在甲醇溶剂中进行催化加氢还原，最后经活性炭吸附脱色制得TAB的溶液后加入盐酸进行成盐，再减压浓缩制得99.3%纯度的TAB·4HCl，总收率79.7%。并在99%的合成可信度和良好实用价值的前提下，最后提出了TAB·4HCl制备过程中溶剂回收和循环使用的产业化方案。

Abstract

Based on the current worldwide trend of using 1

5-tetraaminobenzene (TAB)and its hydrochloride (TAB·4HCl)in new materials and absence of relevant study in China

a new method of synthesizing polymer grade monomer TAB·4HCl was studied

systematic analysis and optimization was made for the synthesis process

and the relationship of the ammonolysis selectivity with pressure and temperature were clarified. The results showed that 4

6-dinitro-1

3-phenylenediamine (DADNB)was prepared by double ammonolysis reaction at 1.0 MPa pressure in 1

4-dioxane solvent from 1

3-dichloro-4

6-dinitrobenzene (DCDNB)ammonia as ammonolysis agent

and then hydrogenated in methanol solvent

the solution containing TAB was obtained after the hydrogenation liquid was decolored with active carbon

then TAB·4HCl was obtained by adding hydrochloric acid and concentrating under reduced pressure and filtering

with 99.3% purity and 79.7% total yield. Finally

with synthesis reliability of 99% and good practical value

a plan for solvent recovery and recycling was proposed for commercialization of TAB·4HCl production.

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