Oxidation of Isoeugenol with Hydrogen Peroxide Catalyzed by Nano/Microscale Copper Metal-Organic Frameworks

doi:10.11944/j.issn.1000-0518.2016.10.150465

Chinese Journal of Applied Chemistry ›› 2016, Vol. 33 ›› Issue (10): 1168-1174.DOI: 10.11944/j.issn.1000-0518.2016.10.150465

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Oxidation of Isoeugenol with Hydrogen Peroxide Catalyzed by Nano/Microscale Copper Metal-Organic Frameworks

XIAO Yi^a^b,YANG Xiya^a,JIANG Xiaoying^a,SHI Huizhen^a,HUANG Hongmei^a^b^*(),YIN Dulin^a^b^*(),MAO Liqiu^a^b

^aNational & Local Joint Engineering Laboratory for New Petro-chemical Materials and Fine Utilization of Resources
^bKey Laboratory of Chemical Biology and Traditional Chinese Medicine Research,Ministry of Education,College of Chemistry and Chemical Engineering,Hu'nan Normal University,Changsha 410081,China

Received:2015-12-29 Accepted:2016-03-29 Published:2016-10-08 Online:2016-10-08
Contact: HUANG Hongmei,YIN Dulin
Supported by:
Supported by the National Natural Science Foundation of China(No.21475042), the Scientific Research Fund of Hu'nan Provincial Education Department(No.12B077, No.12CY004)

Abstract

Abstract:

Nano/microscale copper metal-organic framework(MOF) catalysts were synthesized via hydrothermal method or precipitation and characterized by FT-IR, TG and TEM, respectively. The effects of these catalysts, solvent, and reaction time on the oxidation of isoeugenol to vanillin were investigated. Cu-BTC containing BTC(1,3,5-benzenetricarboxylate) ligand is found to exhibit the best catalytic performance. When employing Cu-BTC as catalyst, 30%(mass fraction)H₂O₂ as oxidant, 94.4% conversion of isoeugenol and 81.8% yield of vanillin are achieved with n(isoeugenol):n(H₂O₂)=1:2.4 after 8 h reaction at 50 ℃ in acetonitrile. Additionally, nano/microscale Cu-BTC(diameter ca. 30~300 nm) exhibits good reusability and ~90% conversion of isoeugenol can be maintained in 5 recycles.

Key words: copper metal-organic framework, nano/microscale, vanillin, hydrogen peroxide, isoeugenol

XIAO Yi, YANG Xiya, JIANG Xiaoying, SHI Huizhen, HUANG Hongmei, YIN Dulin, MAO Liqiu. Oxidation of Isoeugenol with Hydrogen Peroxide Catalyzed by Nano/Microscale Copper Metal-Organic Frameworks[J]. Chinese Journal of Applied Chemistry, 2016, 33(10): 1168-1174.

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Oxidation of Isoeugenol with Hydrogen Peroxide Catalyzed by Nano/Microscale Copper Metal-Organic Frameworks

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