Hydrogenation of nitrobenzene to p-aminophenol using acidic ionic liquid as catalyst

CUI Yongmei; YUAN Da; WANG Yanji; ZHAO Xinqiang

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Hydrogenation of nitrobenzene to p-aminophenol using acidic ionic liquid as catalyst

更新时间：2025-12-10

- Hydrogenation of nitrobenzene to p-aminophenol using acidic ionic liquid as catalyst
- CIESC Journal Issue 2, Pages: 345-350(2009)
- 作者机构：
  
  河北工业大学绿色化工与高效节能河北省重点实验室
- 作者简介：
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- Online First：05 February 2009，
  
  Published：05 February 2009
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CUI Yongmei, YUAN Da, WANG Yanji, et al. Hydrogenation of nitrobenzene to p-aminophenol using acidic ionic liquid as catalyst[J]. CIESC Journal, 2009, (2): 345-350.
DOI：

CUI Yongmei, YUAN Da, WANG Yanji, et al. Hydrogenation of nitrobenzene to p-aminophenol using acidic ionic liquid as catalyst[J]. CIESC Journal, 2009, (2): 345-350. DOI：

摘要

针对硝基苯催化加氢合成对氨基苯酚(PAP)的过程，提出了Pt/SiO2和新型季铵型Brφnsted酸性离子液体N

N

N-三甲基-N-磺丁基硫酸氢铵(［HSO3-b-N(CH3)3］HSO4)构成的双功能催化体系。考察了离子液体浓度、Pt/SiO2用量及操作条件对对氨基苯酚收率和选择性的影响。并与硫酸体系进行了对比。在85℃、4 h、0.4 MPa条件下，硝基苯转化率96.6%，对氨基苯酚的选择性为81.4%，优于Pt/SiO2和硫酸溶液体系。可能的原因是，离子液体增加了硝基苯溶解度，并且抑制了中间产物苯基羟胺的深度加氢。反应后用减压过滤可分离出Pt/SiO2催化剂;滤液经由萃取、减压蒸馏和结晶析出PAP。结果证明，该双功能催化体系重复使用3次，PAP收率没有明显的下降。

Abstract

A bifunctional catalytic system

Pt/SiO2 and a novel Brφnsted acidic ionic liquid of quaternary ammonium type N

N

N-trimethyl-N-sulfobutyl hydrogen sulfate (［HSO3-b-N(CH3)3］HSO4) was studied for the synthesis of p-aminophenol through the hydrogenation of nitrobenzene.The effect of ionic liquid concentration

amount of Pt/SiO2 and reaction conditions on the p-aminophenol yield and selectivity was investigated

and was compared with the result obtained over H2SO4 and Pt/SiO2 catalytic system.Under the reaction conditions of 85℃

4 h and 0.4 MPa

nitrobenzene conversion was 96.6% and p-aminophenol selectivity was 81.4% over Pt/SiO2 and ［HSO3-b-N(CH3)3］HSO4

superior to the results over Pt/SiO2 and H2SO4.The possible reasons were the enhancement of nitrobenzene solubility influenced by ionic liquid

and the restriction of deep hydrogenation for phenylhydroxylamine.Pt/SiO2 catalyst could be recovered by filtration in vacuum

and p-aminophenol could be obtained from the filtrate by extraction

vacuum distillation and crystallization in sequence.Moreover

the ionic liquid and Pt/SiO2 catalytic system could be used for three times without obvious decrease of p-aminophenol yield.

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