4.8 Article

Synthesis of Poly(indene carbonate) from Indene Oxide and Carbon Dioxide-A Polycarbonate with a Rigid Backbone

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 133, Issue 46, Pages 18610-18613

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ja208711c

Keywords

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Funding

  1. National Science Foundation [CHE-0543133, CHE-1057743]
  2. Robert A. Welch Foundation [A-0923]
  3. Department of Energy Office of Science (DOE SCGF)
  4. ORISE-ORAU [DE-AC05-06OR23100]
  5. Direct For Mathematical & Physical Scien
  6. Division Of Chemistry [1057743] Funding Source: National Science Foundation
  7. Division Of Chemistry
  8. Direct For Mathematical & Physical Scien [0755207] Funding Source: National Science Foundation

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The catalytic coupling of carbon dioxide with indene oxide utilizing (salen)Co(III)-2,4-dinitrophenoxide in the presence of an onium salt is presented. X-ray structural data for indene oxide monomer as well as cis-indene carbonate display near planarity of the fused cyclopentene and benzene rings. Low temperature (0 degrees C) is required to selectively afford copolymer vs cyclic carbonate from the coupling reactions of CO2 and indene oxide. The produced poly(indene carbonate) samples have molecular weights of up to 7100 Da, with corresponding glass transition temperatures of up to 134 degrees C, the highest yet reported for polycarbonates produced from CO2/epoxides coupling. Poly(indene carbonate) is thermally stable up to 249 degrees C. The polymerizations are well controlled, with PDI values <= 1.3.

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