CuI/2,2'-Bipyridine/2,2,6,6-Tetramethylpiperidinooxy Catalytic Oxidation Process of Alcohol to Nitrile

doi:10.11944/j.issn.1000-0518.2018.11.170446

Chinese Journal of Applied Chemistry ›› 2018, Vol. 35 ›› Issue (11): 1335-1341.DOI: 10.11944/j.issn.1000-0518.2018.11.170446

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CuI/2,2'-Bipyridine/2,2,6,6-Tetramethylpiperidinooxy Catalytic Oxidation Process of Alcohol to Nitrile

XU Kunlun,CAO Zubin(),QIAO Haiyan,HAN Dongyun,SHI Weiwei

Liaoning Shihua University,College of Chemistry,Chemical Engineering and Environmental Engineering,Fushun,Liaoning 113001,China

Received:2017-12-11 Accepted:2018-02-09 Published:2018-10-31 Online:2018-11-01
Contact: CAO Zubin
Supported by:
Supported by the National Natural Science Foundation of China(No.21276253), Research Foundation of Liaoning Shihua University(No.2016XJJ-017)

Abstract

Abstract:

CuI/Bipy(2,2'-bipyridine)/TEMPO(2,2,6,6-Tetramethylpiperidinooxy) catalytic oxidation process was optimized for nitriles synthesis using alcohols as starting material with aqueous ammonia as nitrogen source and molecular oxygen as the oxidant in a pressurized reactor. The effect of copper salts, catalyst loading, solvent, reaction temperature and reaction time were studied using benzyl alcohol as a model substrate. It is shown that low catalyst loading(1% molar fraction for aromatic alcohols, 5% molar fraction for aliphatic alcohols) and short reaction time(8 hours) are required for oxidizing both aromatic and aliphatic alcohols to their corresponding nitriles over 90% conversion rate and 90% yield under 40×10⁵ Pa presure of O₂(8% volume fraction)-N₂ gas mixture at 120 ℃.

Key words: alcohols, nitriles, catalytic oxidation, high pressure reactor

XU Kunlun,CAO Zubin,QIAO Haiyan,HAN Dongyun,SHI Weiwei. CuI/2,2'-Bipyridine/2,2,6,6-Tetramethylpiperidinooxy Catalytic Oxidation Process of Alcohol to Nitrile[J]. Chinese Journal of Applied Chemistry, 2018, 35(11): 1335-1341.

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CuI/2,2'-Bipyridine/2,2,6,6-Tetramethylpiperidinooxy Catalytic Oxidation Process of Alcohol to Nitrile

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