| 碳基固体酸在硝基苯加氢制备对氨基苯酚中的应用 |
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| 引用本文： | 黄伟,储政,任磊,李珊.碳基固体酸在硝基苯加氢制备对氨基苯酚中的应用[J].化工进展,2023,42(1):272-281. |
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| 作者姓名： | 黄伟 储政 任磊 李珊 |
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| 作者单位： | 中石化南京化工研究院有限公司，江苏 南京 210048 |
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| 摘 要： | 考察了以马铃薯淀粉为碳源制备的碳基固体酸催化剂和质量分数3%的Pt/C为加氢催化剂作用下硝基苯加氢制备对氨基苯酚的反应条件，在以酸度为2.316mmol/g的固体酸为酸性催化剂时，优化的反应条件下硝基苯的转化率100%，对氨基苯酚的选择性67.6%。总结了硝基苯加氢制备对氨基苯酚的反应机理：(1)硝基苯在Pt/C催化剂上发生加氢反应生成中间产物苯基羟胺；(2)苯基羟胺在固体酸催化剂上发生Bamberger重排反应生成对氨基苯酚；(3)主要的副反应包括：苯基羟胺进一步加氢生成苯胺，苯基羟胺歧化反应生成苯胺和亚硝基苯，苯基羟胺与亚硝基苯发生缩合反应生成副产物氧化偶氮苯。通过机理分析和实验验证，提出要提高对氨基苯酚的收率，需综合考虑硝基苯加氢过程和Bamberger重排反应过程。
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| 关 键 词： | 催化剂 碳基固体酸 加氢 机理研究 合成 |
| 收稿时间： | 2022-03-28 |
Application of carbon-based solid acid in hydrogenation of nitrobenzene to p-aminophenol |
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| HUANG Wei,CHU Zheng,REN Lei,LI Shan.Application of carbon-based solid acid in hydrogenation of nitrobenzene to p-aminophenol[J].Chemical Industry and Engineering Progress,2023,42(1):272-281. |
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| Authors: | HUANG Wei CHU Zheng REN Lei LI Shan |
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| Affiliation: | Sinopec Nanjing Research Institute of Chemical Industry Co. , Ltd. , Nanjing 210048, Jiangsu, China |
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| Abstract: | Using carbon-based solid acid from potato starch as carbon source, and 3%(mass) Pt/C as catalyst, we explored the reaction conditions of hydrogenation of nitrobenzene to p-aminophenol. Under the optimized reaction conditions, when solid acid with acidity of 2.316mmol/g was used as acid catalyst, the conversion of nitrobenzene was 100% and the selectivity of p-aminophenol was 67.6%. The reaction mechanism of hydrogenation of nitrobenzene to p-aminophenol was summarized: ① nitrobenzene was hydrogenated on Pt/C catalyst to produce phenylhydroxylamine intermediate; ② p-aminophenol was produced by Bamberger rearrangement of phenylhydroxylamine on solid acid catalyst; ③ the main side reactions include further hydrogenation of phenylhydroxylamine to aniline, disproportionation of phenylhydroxylamine to aniline and nitrosobenzene, condensation of phenylhydroxylamine with nitrosobenzene to produce by-product azobenzene oxide. Through mechanism analysis and experimental verification, it is proposed that in order to improve the yield of p-aminophenol, the hydrogenation of nitrobenzene and the Bamberger rearrangement process should be comprehensively considered. |
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| Keywords: | catalyst carbon-based solid acid hydrogenation study on mechanism synthesis |
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