Synthesis of 5- to 8-membered cyclic carbonates from diols and CO2: A one-step, atmospheric pressure and ambient temperature procedure

Thomas M. McGuire, Eva M. López-Vidal, Georgina L. Gregory, Antoine Buchard

Research output: Contribution to journalArticlepeer-review

20 Citations (Scopus)
65 Downloads (Pure)

Abstract

6-, 7- and 8-membered ring cyclic carbonates are of particular interest as monomers for ring-opening polymerisation towards more sustainable polymers. They are traditionally synthesised from diols and phosgene derivatives, and while alternative CO2 methods exist to make 5- and 6-membered cyclic carbonates, there is no report of the synthesis of 7- and 8-membered cyclic carbonates made directly from CO2. Herein we report an efficient one-pot synthesis of cyclic carbonates which uses diols, CO2, tosyl chloride and mild bases (NEt3 or TMP), under ambient temperature and 1 atm of CO2 pressure. Fifteen cyclic carbonates were synthesised, including twelve known monomers, and the first examples of 7- and 8-membered cyclic carbonates made using CO2.

Original languageEnglish
Pages (from-to)283-288
Number of pages6
JournalJournal of CO2 Utilization
Volume27
Early online date15 Aug 2018
DOIs
Publication statusPublished - 1 Oct 2018

Keywords

  • Carbon dioxide
  • Cyclic carbonates
  • Cyclization
  • Diols
  • Monomers

ASJC Scopus subject areas

  • Chemical Engineering (miscellaneous)
  • Waste Management and Disposal
  • Process Chemistry and Technology

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