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Study On The Synthesis Of Cyclohexene Carbonate And Its Transesterification Reaction

Posted on:2016-06-28Degree:DoctorType:Dissertation
Country:ChinaCandidate:K CuiFull Text:PDF
GTID:1221330461951194Subject:Applied Chemistry
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Cyclic carbonate can be used as a polar aprotic solvent, organic synthetic intermediate, and cyclohexene carbonate is a kind of very important cyclic carbonate, which has a double-ring structure, has good oil solubility and excellent reaction activity. This thesis mainly studies on the synthesis of cyclohexene carbonate from carbon dioxide and cyclohexane oxide, and the transesterification reaction of cyclohexene carbonate. The specific contents are as follows:(1) The cyclohexene carbonate was synthesized catalyzing by supported catalysts, and the products were characterized. The effects of different reaction conditions on the yield and selectivity of cyclohexene carbonate were studied, furthermore, the optimal conditions were determined as follows: cyclohexane oxide 20 mmol, catalyst PS-DEG-2ap-Zn Cl2 0.07 mmol, TBAB 0.9 mmol, 5 MPa,120 ℃,6.5 h and 300 r?min-1. The yield of cyclohexene carbonate maintained at above 95% under this optimal conditions in several times of repeating experiment. This research result has been listed into national patent: Methods of cyclohexene carbonate synthesis catalyzing with supported catalysts(ZL2013 1 0003379.7).(2) A series of polystyrene-divinylbenzene cross-linked resin(PS) supported metal salt catalysts were designed and developed successfully. Moreover, the preparation process was optimized. This research result has been listed into national patent: Methods of preparation of supported metal salt composite catalysts(ZL 2013 1 0003395.6).(3) The transesterification reaction of cyclohexene carbonate was studied. Several products such as dimethyl carbonate, diethyl carbonate, dipropyl carbonate and diphenyl carbonate were obtained, and their yields reached 75%、50%、30% and 17% respectively. Furthermore, the optimal conditions of the transesterification of cyclohexene carbonate and methanol were determined as follows: cyclohexane carbonate 5 mmol, catalyst 0.9 mmol, methanol 50 mmol, 65 ℃ and 60 min. The conversion rates of cyclohexene carbonate maintained at above 95%, the yields of dimethyl carbonate and 1,2-cyclohexanediol were around 75% and 80%.(4) A series of supported catalysts were designed and developed successfully, and were used in the transesterification reaction of cyclohexene carbonate. In addition, the preparation process was optimized by studying the effects of the loading amount of active component, calcination temperature and calcination time on catalytic activity.
Keywords/Search Tags:Carbon dioxide, Cyclohexane oxide, Cycloaddition reaction, Cyclohexene carbonate, Transesterification reaction, Supported catalysts
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