Article (Scientific journals)
CO2-sourced α-alkylidene cyclic carbonates: a Step forward in the quest for functional regioregular poly(urethane)s and poly(carbonate)s
Gennen, Sandro; Grignard, Bruno; Tassaing, Thierry et al.
2017In Angewandte Chemie International Edition, 56 (35), p. 10394–10398
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Keywords :
supercritical carbon dioxide; polyurethane; polycarbonate
Abstract :
[en] We describe a robust platform for the synthesis of a large diversity of novel functional CO2 -sourced polymers by exploiting the regio-controlled and site selective ring-opening of α- alkylidene carbonates by various nucleophiles. The remarkable reactivity of α-alkylidene carbonates is dictated by the exocyclic olefinic group that selectively orients the cyclic carbonate ring- opening with the formation of an enol species. The polyaddition of CO2 -sourced bis-α-alkylidene carbonates (bis-αCCs) with primary and secondary diamines provides novel regioregular functional poly(urethane)s. The reactivity of bis-αCCs is also exploited for producing new poly(β-oxo-carbonate)s by organocatalyzed polyaddition with a diol. All polyadditions were feasible under ambient conditions. This synthesis platform provides new functional variants of world-class leading polymers families (polyurethanes, polycarbonates) and valorises CO2 as a chemical feedstock.
Research center :
Center for Education and Research on Macromolecules (CERM)
Disciplines :
Materials science & engineering
Chemistry
Author, co-author :
Gennen, Sandro ;  University of Liège - ULiège > Complex and Entangled Systems from Atoms to Materials (CESAM), Center for Education and Research on Macromolecules (CERM)
Grignard, Bruno ;  University of Liège - ULiège > Complex and Entangled Systems from Atoms to Materials (CESAM), Center for Education and Research on Macromolecules (CERM)
Tassaing, Thierry;  University of Bordeaux, CNRS, Institute of Molecular Sciences, Talence, France
Jérôme, Christine  ;  University of Liège - ULiège > Complex and Entangled Systems from Atoms to Materials (CESAM), Center for Education and Research on Macromolecules (CERM)
Detrembleur, Christophe ;  University of Liège - ULiège > Complex and Entangled Systems from Atoms to Materials (CESAM), Center for Education and Research on Macromolecules (CERM)
Language :
English
Title :
CO2-sourced α-alkylidene cyclic carbonates: a Step forward in the quest for functional regioregular poly(urethane)s and poly(carbonate)s
Publication date :
21 August 2017
Journal title :
Angewandte Chemie International Edition
ISSN :
1433-7851
eISSN :
1521-3773
Publisher :
Wiley-VCH, Weinheim, Germany
Volume :
56
Issue :
35
Pages :
10394–10398
Peer reviewed :
Peer Reviewed verified by ORBi
Name of the research project :
CESAM Complex and Entangled Systems from Atoms to Materials (CESAM)
Funders :
BELSPO - SPP Politique scientifique - Service Public Fédéral de Programmation Politique scientifique
F.R.S.-FNRS - Fonds de la Recherche Scientifique [BE]
The Walloon Region in the frame of the "CO2Green" and "Flycoat" projects
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since 29 June 2017

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