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Citation: GAO Fei, JIA Yingping, CUI Yingna, LI Changping, YIN Jingmei. Catalytic Oxidation of Cyclohexene to Trans-1,2-cyclohexanediol by H₂O₂ with the Presence of Ionic Liquids[J]. Chinese Journal of Applied Chemistry, ;2011, 28(6): 662-667. doi: 10.3724/SP.J.1095.2011.00435 shu

Catalytic Oxidation of Cyclohexene to Trans-1,2-cyclohexanediol by H₂O₂ with the Presence of Ionic Liquids

GAO Fei ^a ,
JIA Yingping ^a ,
CUI Yingna ^a ,
LI Changping ^a ,
YIN Jingmei ^a,b,,

1.
aCollege of Environment and Chemical Engineering, Dalian University, Dalian 116622;
2.
b Liaoning Key Laboratory of Bio-Organic Chemistry, Dalian University, Dalian 116622

Corresponding author: YIN Jingmei,
Received Date: 29 July 2010
Available Online: 6 December 2010
Fund Project: 国家自然科学基金(21006007)资助项目 (21006007)

Trans-1,2-cyclohexanediol was synthesized by the oxidation of cyclohexene using H₂O₂ as the oxidant and ionic liquids(ILs) as the catalyst and solvent.The effects of different imidazolium ionic liquids,reaction time,reaction temperature and the amount of H₂O₂ on the yield and selectivity of trans-1,2-cyclohexanediol were investigated.The experimental results showed that ionic liquids based on imidazolium cations containing 1~2 carboxyl groups and [PF₆] anion exhibited the highest catalytic activities among the seven imidazolium ionic liquids.Under optimized conditions:reaction temperature 100℃,n(H₂O₂):n(cyclohexene)=1.1:1,and reaction time 5 h,the yield and selectivity of trans-1,2-cyclohexanediol were 95% and 97% with IL c(0.60 g,2.1 mmol) as the catalyst,and 84% and 90% with IL f(0.20 g,0.6 mmol) as the catalyst,respectively.From the dosage of ionic liquid,it can be seen the catalytic efficiency of IL f containing two carboxyl groups was higher.
- ionic liquids,
- cyclohexene,
- hydrogen peroxide,
- trans-cyclohexanediol
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Catalytic Oxidation of Cyclohexene to Trans-1,2-cyclohexanediol by H₂O₂ with the Presence of Ionic Liquids