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氮掺杂碳材料NCM非均相催化硝基苯液相加氢制苯胺。

Nitrogen-doped carbon material NCM- heterogeneously catalyzed liquid-phase hydrogenation of nitrobenzene to aniline.

作者信息

Gao Wenxiu, Gao Yongping, Liu Bai, Kang Jianing, Zhang Zhihui, Zhang Min, Zou Yongcun

机构信息

College of Chemistry and Pharmaceutical Engineering, Jilin Institute of Chemical Technology Jilin 132000 China

State Key Laboratory of Inorganic Synthesis and Preparative Chemistry, College of Chemistry, Jilin University Changchun 130012 China.

出版信息

RSC Adv. 2024 Feb 7;14(8):5055-5060. doi: 10.1039/d4ra00078a.

Abstract

As an important chemical intermediate, aniline is primarily produced industrially through catalytic hydrogenation of nitrobenzene. Herein, a series of nitrogen-doped carbon materials (referred to as NCM-, with denoting the roasting temperature (°C)) were prepared through high-temperature roasting of sucrose and melamine for the heterogeneous catalytic liquid-phase hydrogenation of nitrobenzene to aniline. A preliminary study of the involved reaction mechanism was performed by combining the results of material characterisation and catalyst evaluation. Experimental results showed that the graphitic N content and the defective sites simultaneously affected the performance of NCM- in catalysing the hydrazine hydrate reduction in the nitrobenzene hydrogenation reaction. The catalyst NCM-800 was reacted in an ethanol solution with hydrazine hydrate as the reducing agent at 80 °C for 5 h. Notably, the nitrobenzene conversion rate was up to 94%, and the aniline selectivity was 100%. The turnover frequency (TOF) could reach up to 7.9 mol g h, and after five recycling cycles, only a small loss of catalytic activity was observed. This shows that the prepared catalyst is a recyclable catalyst that can be used for reducing the nitrobenzene from hydrazine hydrate to aniline.

摘要

作为一种重要的化学中间体,苯胺主要通过硝基苯的催化氢化在工业上生产。在此,通过蔗糖和三聚氰胺的高温焙烧制备了一系列氮掺杂碳材料(称为NCM-,其中表示焙烧温度(°C)),用于硝基苯非均相催化液相加氢制苯胺。通过结合材料表征和催化剂评价结果,对所涉及的反应机理进行了初步研究。实验结果表明,石墨氮含量和缺陷位点同时影响NCM-在硝基苯加氢反应中催化水合肼还原的性能。催化剂NCM-800在乙醇溶液中,以水合肼为还原剂,于80°C反应5小时。值得注意的是,硝基苯转化率高达94%,苯胺选择性为100%。周转频率(TOF)可达7.9 mol g h,经过五次循环后,仅观察到催化活性有少量损失。这表明所制备的催化剂是一种可循环使用的催化剂,可用于将水合肼中的硝基苯还原为苯胺。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8543/10849082/ae3723850bcd/d4ra00078a-f1.jpg

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