Ionic Liquid-mediated Catalytic Oxidation of Isoeugenol to Vanillin via Oxovanadium 1,3,5-Benzenetricarboxylate

doi:10.3724/SP.J.1095.2014.30510

Chinese Journal of Applied Chemistry

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Ionic Liquid-mediated Catalytic Oxidation of Isoeugenol to Vanillin via Oxovanadium 1,3,5-Benzenetricarboxylate

HUANG Hongmei^1,2, XIAO Yi^1,2, YANG Xiya¹, BIAN Wenhuan¹, YIN Dulin^1,2*, MAO Liqiu^1,2

(1.National & Local Joint Engineering Laboratory for New Petro-chemical Materials and Fine Utilization of Resources;
2.Key Laboratory of Chemical Biology and Traditional Chinese Medicine Research,Ministry of Education,
College of Chemistry and Chemical Engineering,Hunan Normal University,Changsha 410081,China)

Received:2013-10-14 Revised:2014-01-10 Published:2014-08-10 Online:2014-08-10
Contact: Yin Dulin

Abstract

Abstract: A series of oxovanadium 1,3,5-benzenetricarboxylate complex catalysts was prepared and characterized by FT-IR, diffuse reflectance UV-Vis(DR UV-Vis) and TG, respectively. The effects of catalyst, promoter such as ionic liquid, ionic liquid amount and reaction time on the oxidation of isoeugenol to vanillin were investigated systematically. VO(BTC)-1 with a molar ratio of VO2+ and BTC(1,3,5-benzenetricarboxylate) as 1∶1 exhibits better catalytic performance. Complete conversion of isoeugenol and 87.2% yield of vanillin are achieved using VO(BTC)-1 as catalyst, 1-dodecyl-3-methylimidazolium chloride([C12mim]Cl) as additive with the molar ratio of isoeugenol, H2O2 and [C12mim]Cl as 1∶2∶0.01 after 24 h reaction at 20 ℃ in acetone. The formation of a highly effective oxidation system from [C12mim]Cl/VO(BTC)-1 and H2O2 is beneficial in the mild conversion of isoeugenol, as indicated by spectral characterization and the reaction results.

Key words: oxovanadium benzenetricarboxylate, vanillin, catalytic oxidation, ionic liquid, isoeugenol

CLC Number:

HUANG Hongmei1,2, XIAO Yi1,2, YANG Xiya1, BIAN Wenhuan1, YIN Dulin1,2*, MAO Liqiu1,2. Ionic Liquid-mediated Catalytic Oxidation of Isoeugenol to Vanillin via Oxovanadium 1,3,5-Benzenetricarboxylate[J]. Chinese Journal of Applied Chemistry, DOI: 10.3724/SP.J.1095.2014.30510.

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Ionic Liquid-mediated Catalytic Oxidation of Isoeugenol to Vanillin via Oxovanadium 1,3,5-Benzenetricarboxylate

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