Molybdenum Nanocarbides Encapsulated in Porous Carbon Spheres for Solvent-free Benzyl Amine Oxidative Coupling Reactions

doi:10.6023/A18070301

Acta Chim. Sinica ›› 2019, Vol. 77 ›› Issue (1): 66-71.DOI: 10.6023/A18070301 Previous Articles Next Articles

Article

多孔碳球封装纳米碳化钼催化剂无溶剂催化苄胺偶联反应

李月, 姜宇晨, 蒋平平, 杜盛郁, 姜就胜, 冷炎

江南大学化学与材料工程学院合成与生物胶体教育部重点实验室无锡 214122

投稿日期:2018-07-27 发布日期:2018-10-24
通讯作者: 冷炎 E-mail:yanleng@jiangnan.edu.cn
基金资助:
项目受中央高校自主科研项目（JUSRP51623A）和高等学校学科创新引智计划（B13025）资助.

Molybdenum Nanocarbides Encapsulated in Porous Carbon Spheres for Solvent-free Benzyl Amine Oxidative Coupling Reactions

Li Yue, Jiang Yuchen, Jiang Pingping, Du Shengyu, Jiang Jiusheng, Leng Yan

Key Laboratory of Synthetic and Biological Colloids, Ministry of Education, School of Chemical and Material Engineering, Jiangnan University, Wuxi 214122

Received:2018-07-27 Published:2018-10-24
Contact: 10.6023/A18070301 E-mail:yanleng@jiangnan.edu.cn
Supported by:
Project supported by Fundamental Research Funds for the Central Universities (JUSRP51623A) and the Programme of Introducing Talents of Discipline to Universities for the 111 Project (B13025).

1. Molybdenum Nanocarbides Encapsulated in Porous Carbon Spheres for Solvent-free Benzyl Amine Oxidative Coupling Reactions.PDF(544KB)

Abstract

Imines and their derivatives are versatile chemical intermediates for the synthesis of pharmaceuticals, polymer materials, biologicals and so on. The oxidative coupling of amines was demonstrated to be a promising one pot synthetic procedure for imines, and considerable efforts have been devoted to it. A new type of catalyst based on Mo₂C was successfully prepared by roasting the mixture synthesized by using the interaction between ionic bonds with dopamine (DA) and phosphomolybdate (PMo). In a typical procedure, solid product was pyrolyzed in a tube furnace at 800℃ for 3 h in N₂ with heating rate of 5℃/min, and the sample PDA-PMo-800 was achieved. The catalyst was characterized and analyzed by Fourier transform infrared (FT-IR), N₂ adsorption desorption (BET), scanning electron microscope (SEM), transmission electron microscope (TEM), X-ray diffraction (XRD), and Raman spectrometer (Raman), thermo gravimetric analyzer (TG), energy dispersive spectrometer (EDS). It was found that the catalyst had morphologies of flower shaped spheres and certain specific surface area (102 m²·g^-1). As a catalyst, it can be used in the oxidation coupling reaction of benzyl amine to synthesize the imine under the condition of no solvent and oxygen as oxidant. Typically, amine (5 mmol) and catalyst (0.03 g) was added into a 25 mL sealed round-bottomed flask and kept vigorously stirring at 100℃ under O₂ balloon for 10 h. After completion, the catalyst was separated by centrifugation with N,N-dimethylformamide, washed with ethanol, dried in a vacuum, and reused for the next time. The filtrate was identified by GC-MS, and the conversion and yield were analyzed by GC (SP-6890A) equipped with a FID detector. The results showed that a high conversion rate and selection rate can be achieved. And the catalyst can be used repeatedly and maintained a high conversion rate under the same conditions. The successful design of this catalyst not only combines metal materials with organic materials, but also makes a preparation for transition metals to replace noble metals. In addition, carbonized metal was used as a catalyst for coupling reaction, which provided a new idea for the application of carbonized metals to organic reactions.

Key words: molybdenum carbide, dopamine hydrochloride, phosphomolybdate, polyoxometalates, benzylamine coupling reaction

Cite this article

Li Yue, Jiang Yuchen, Jiang Pingping, Du Shengyu, Jiang Jiusheng, Leng Yan. Molybdenum Nanocarbides Encapsulated in Porous Carbon Spheres for Solvent-free Benzyl Amine Oxidative Coupling Reactions[J]. Acta Chim. Sinica, 2019, 77(1): 66-71.

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多孔碳球封装纳米碳化钼催化剂无溶剂催化苄胺偶联反应

Molybdenum Nanocarbides Encapsulated in Porous Carbon Spheres for Solvent-free Benzyl Amine Oxidative Coupling Reactions

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