Efficient Solvent-free Synthesis of Chloropropene Carbonate from the Coupling Reaction of CO2 and Epichlorohydrin Catalyzed by Magnesium Porphyrins as Chlorophyll-like Catalysts

Chin.J.Chem.Eng. ›› 2011, Vol. 19 ›› Issue (3): 446-451.

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Efficient Solvent-free Synthesis of Chloropropene Carbonate from the Coupling Reaction of CO₂ and Epichlorohydrin Catalyzed by Magnesium Porphyrins as Chlorophyll-like Catalysts

WANG Mei^1,2, SHE Yuanbin¹, ZHOU Xiantai², JI Hongbing²

1. Institute of Green Chemistry & Fine Chemicals, Beijing University of Technology, Beijing 100022, China;
2. School of Chemistry and Chemical Engineering/Key Laboratory of Low-carbon Chemistry&Energy Conservation of Guangdong Province, Sun Yat-sen University, Guangzhou 510275, China

Received:2010-06-12 Revised:2011-03-12 Online:2011-06-28 Published:2011-06-28
Supported by:
Supported by the National Natural Science Foundation of China(21036009,20776003,20976203);the Funding Project for Academic Human Resources Development in Institutions of Higher Learning under the Jurisdiction of Beijing Municipality(PHR201107104,PHR200907105);the Higher-level Talent Project for Guangdong Provincial Universities and the Fundamental Research Funds for the Central Universities

Efficient Solvent-free Synthesis of Chloropropene Carbonate from the Coupling Reaction of CO₂ and Epichlorohydrin Catalyzed by Magnesium Porphyrins as Chlorophyll-like Catalysts

王梅^1,2, 佘远斌¹, 周贤太², 纪红兵²

1. Institute of Green Chemistry & Fine Chemicals, Beijing University of Technology, Beijing 100022, China;
2. School of Chemistry and Chemical Engineering/Key Laboratory of Low-carbon Chemistry&Energy Conservation of Guangdong Province, Sun Yat-sen University, Guangzhou 510275, China

通讯作者: SHE Yuanbin, E-mail: sheyb@bjut.edu.cn;JI Hongbing, E-mail: jihb@mail.sysu.edu.cn
基金资助:
Supported by the National Natural Science Foundation of China(21036009,20776003,20976203);the Funding Project for Academic Human Resources Development in Institutions of Higher Learning under the Jurisdiction of Beijing Municipality(PHR201107104,PHR200907105);the Higher-level Talent Project for Guangdong Provincial Universities and the Fundamental Research Funds for the Central Universities

Abstract

Abstract: Highly efficient solvent-free coupling reaction of carbon dioxide(CO₂)and epichlorohydrin catalyzed by meso-tetraphenyl porphyrin magnesium(MgTPP)in the presence of triethylamine as co-catalysts is reported.As a chlorophyll-like catalyst,MgTPP showed excellent activity for the coupling reaction of CO₂ and epichlorohydrin to chloropropene carbonate,in which the turnover number could reach up to 9200.Moreover,different factors including the amount of catalyst,reaction temperature,pressure and time were systematically investigated and the optimal reaction conditions were obtained(epichlorohydrin 50 mmol,MgTPP 5.0×10^-3mmol,triethylamine 6.25×10^-3mmol,140℃,1.5 MPa,8 h).A plausible two-pathway mechanism for the coupling reaction of CO₂ and epichlorohydrin is proposed to propound the catalysis of MgTPP.

Key words: magnesium prophyrin, chlorophyll-like, epichlorohydrin, carbon dioxide

摘要： Highly efficient solvent-free coupling reaction of carbon dioxide(CO₂)and epichlorohydrin catalyzed by meso-tetraphenyl porphyrin magnesium(MgTPP)in the presence of triethylamine as co-catalysts is reported.As a chlorophyll-like catalyst,MgTPP showed excellent activity for the coupling reaction of CO₂ and epichlorohydrin to chloropropene carbonate,in which the turnover number could reach up to 9200.Moreover,different factors including the amount of catalyst,reaction temperature,pressure and time were systematically investigated and the optimal reaction conditions were obtained(epichlorohydrin 50 mmol,MgTPP 5.0×10^-3mmol,triethylamine 6.25×10^-3mmol,140℃,1.5 MPa,8 h).A plausible two-pathway mechanism for the coupling reaction of CO₂ and epichlorohydrin is proposed to propound the catalysis of MgTPP.

关键词: magnesium prophyrin, chlorophyll-like, epichlorohydrin, carbon dioxide

WANG Mei, SHE Yuanbin, ZHOU Xiantai, JI Hongbing. Efficient Solvent-free Synthesis of Chloropropene Carbonate from the Coupling Reaction of CO₂ and Epichlorohydrin Catalyzed by Magnesium Porphyrins as Chlorophyll-like Catalysts[J]. Chin.J.Chem.Eng., 2011, 19(3): 446-451.

王梅, 佘远斌, 周贤太, 纪红兵. Efficient Solvent-free Synthesis of Chloropropene Carbonate from the Coupling Reaction of CO₂ and Epichlorohydrin Catalyzed by Magnesium Porphyrins as Chlorophyll-like Catalysts[J]. Chinese Journal of Chemical Engineering, 2011, 19(3): 446-451.

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Efficient Solvent-free Synthesis of Chloropropene Carbonate from the Coupling Reaction of CO₂ and Epichlorohydrin Catalyzed by Magnesium Porphyrins as Chlorophyll-like Catalysts

Efficient Solvent-free Synthesis of Chloropropene Carbonate from the Coupling Reaction of CO₂ and Epichlorohydrin Catalyzed by Magnesium Porphyrins as Chlorophyll-like Catalysts

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