Synthesis of cyclic carbonates and dimethyl carbonate using CO2 as a building block catalyzed by MOF-5/KI and MOF-5/KI/K2CO3

doi:10.1007/s11458-011-0225-x

Front Chem Chin

2011, Vol. 6

Issue (1) : 21-30 https://doi.org/10.1007/s11458-011-0225-x

RESEARCH ARTICLE

Synthesis of cyclic carbonates and dimethyl carbonate using CO₂ as a building block catalyzed by MOF-5/KI and MOF-5/KI/K₂CO₃

Jinliang SONG, Binbin ZHANG, Tao JIANG, Guanying YANG, Buxing HAN(

)

Beijing National Laboratory for Molecular Sciences, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China

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Abstract

The synthesis of cyclic carbonates or dimethyl carbonate (DMC) using CO₂ as a building block is a very interesting topic. In this work, we found that the metal-organic framework-5 (MOF-5)/KI was an active and a selective catalytic system for the synthesis of cyclic carbonates from CO₂ and epoxides, and MOF-5/KI/K₂CO₃ was efficient for the preparation of DMC from CO₂, propylene, and methanol by a sequential route. The impacts of temperature, pressure, and reaction time length on the reactions were investigated, and the mechanism of the reactions is proposed on the basis of the experimental results.

Keywords carbon dioxide cyclic carbonates dimethyl carbonate (DMC) metal-organic framework-5 (MOF-5) sequential route propylene oxide

Corresponding Author(s): HAN Buxing,Email:Hanbx@iccas.ac.cn

Issue Date: 05 March 2011

Cite this article:

Jinliang SONG,Binbin ZHANG,Tao JIANG, et al. Synthesis of cyclic carbonates and dimethyl carbonate using CO₂ as a building block catalyzed by MOF-5/KI and MOF-5/KI/K₂CO_{3[J]. Front Chem Chin,
2011, 6(1): 21-30.}

URL:

https://academic.hep.com.cn/fcc/EN/10.1007/s11458-011-0225-x
https://academic.hep.com.cn/fcc/EN/Y2011/V6/I1/21

Fig.1 The phosgene process (1) and the oxidative carbonylation process (2).

Fig.2 The two-step transesterification process.

Fig.3 The alcoholysis of epoxides.

Fig.4 Powder X-ray diffraction pattern of MOF-5.

Fig.5 Thermogram of MOF-5.

Fig.6 FTIR spectra of MOF-5.

Tab.1 Coupling of CO and propylene oxide catalyzed by different catalysts

Fig.7 The effect of CO pressure on PC yield. Reaction conditions were 20 mmol PO with 2.5 mol% KI, 0.1 g MOF-5, reaction temperature 90°C, and reaction time 2 h.

Fig.8 The effect of reaction temperature on PC yield. Reaction conditions were 20 mmol PO with 2.5 mol% KI, 0.1 g MOF-5, CO pressure 6 MPa, and reaction time 2 h.

Fig.9 The influence of reaction time on PC yield. Reaction conditions were 20 mmol PO with 2.5 mol% KI, 0.1 g MOF-5, CO pressure 6 MPa, and reaction temperature 90°C.

Fig.10 Coupling of CO with different epoxides.

Tab.2 Various carbonates synthesis catalyzed by MOF-5 in the presence of KI

Fig.11 A plausible reaction mechanism for the coupling reaction of CO with epoxide catalyzed by MOF-5 and KI.

Tab.3 Transesterification of PC and methanol

Fig.12 Influence of reaction time on the transesterification reaction of PC and methanol. Reaction conditions are 20 mmol PC with 2.5 mol% KCO, 200 mmol methanol, 0.1 g MOF-5, and reaction temperature 130°C.

Fig.13 Influence of reaction time on the transesterification reaction of PC and methanol. Reaction conditions are 20 mmol PC with 2.5 mol% KCO, 200 mmol methanol, 0.1 g MOF-5, and reaction time 2 h.

Tab.4 The effect of molar ratio of methanol to PC on the yield of DMC and PG

Fig.14 DMC synthesis from CO, propylene oxide, and methanol by a sequential route.

Tab.5 Different reaction routes

Fig.15 A plausible reaction mechanism by a sequential route.

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