A range of organic carbonates was synthesised from dimethylcarbonate (DMC) and different alcohols by base-catalysed carbonate interchange reactions (CIRs). Dimethyl carbonate-used as a green and efficient reagent as well as the reaction solvent-was coupled to methanol-removing systems to break the reaction equilibrium and thus obtain near quantitative yields of the desired carbonates. Two different methanol-removing systems are described, one based on azeotropic distillation (reactive azeotropic distillation, RAD) and one based on methanol absorption (reactive vapour absorption, RVA). A comparison between the two systems is described and some conclusions based on reaction metrics are discussed. The methods were applied to the synthesis of aliphatic asymmetric alkyl-methyl carbonates and to the synthesis of catechol carbonate, using both homogeneous (NaOMe and trioctylmethylphosphonium methylcarbonate, P8881-MC) as well as heterogeneous (MgO) catalysts.

Process systems for the carbonate interchange reactions of DMC and alcohols: Efficient synthesis of catechol carbonate

CAILOTTO, SIMONE;STRACHAN, JYAH HARVEY SUTTON;Maschmeyer, Thomas;Perosa, Alvise
;
Cavani, Fabrizio
2018-01-01

Abstract

A range of organic carbonates was synthesised from dimethylcarbonate (DMC) and different alcohols by base-catalysed carbonate interchange reactions (CIRs). Dimethyl carbonate-used as a green and efficient reagent as well as the reaction solvent-was coupled to methanol-removing systems to break the reaction equilibrium and thus obtain near quantitative yields of the desired carbonates. Two different methanol-removing systems are described, one based on azeotropic distillation (reactive azeotropic distillation, RAD) and one based on methanol absorption (reactive vapour absorption, RVA). A comparison between the two systems is described and some conclusions based on reaction metrics are discussed. The methods were applied to the synthesis of aliphatic asymmetric alkyl-methyl carbonates and to the synthesis of catechol carbonate, using both homogeneous (NaOMe and trioctylmethylphosphonium methylcarbonate, P8881-MC) as well as heterogeneous (MgO) catalysts.
2018
8
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/10278/3700480
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