New poly(ionic liquid)s based on poly(azomethine-pyridinium) salts and its use as heterogeneous catalysts for CO2 conversion

[Display omitted] •New poly(azomethine pyridinium) salts synthesized under microwave irradiation.•New family of poly(ionic liquid)s contining pyridinium cations and thermally stable backbones.•Hetereogeneous catalysts for the cycloaddition of CO2 to epychlorohydrin. A fast and simple synthetic route...

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Bibliographic Details
Published in:European polymer journal 2019-01, Vol.110, p.107-113
Main Authors: Maya, Eva M., Verde-Sesto, Ester, Mantione, Daniele, Iglesias, Marta, Mecerreyes, David
Format: Article
Language:English
Subjects:
Anion exchange
Anions
Carbon dioxide
Catalysis
Catalysts
CO2 conversion
Conversion
Crosslinking
Cycloaddition
Epichlorohydrin
Heterogeneous catalysts
Ionic liquids
Microwave
Poly(azomethine-pyridinium)salts
Polyazomethines
Polymers
Selectivity
Thermal stability
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Summary:[Display omitted] •New poly(azomethine pyridinium) salts synthesized under microwave irradiation.•New family of poly(ionic liquid)s contining pyridinium cations and thermally stable backbones.•Hetereogeneous catalysts for the cycloaddition of CO2 to epychlorohydrin. A fast and simple synthetic route towards a new family of poly(ionic liquids) based on aromatic crosslinked poly(azomethine-pyridinium) salts is described. These new polymers were prepared in one step from new diamine methyl pyridinium salts and isopthaldehyde, in 30 min under microwave irradiation. By this method, poly(azomethine-pyridinium) containing chloride (Cl), bis(trifluoromethylsulfonyl)imide (TFSI) and hexaflorophosphate (PF6) as counter-anions were synthetized. This new pyridinium poly(ionic liquid)s were obtained as insoluble powders showing high thermal stability. The poly(azomethine-pyridinium)s were tested as heterogeneous catalysts in the cycloaddition of CO2 to epichlorohydrin to obtain chloropropylene carbonate. The polymers containing chloride anion shows high content of catalytically active sites and the best performance of the series, with 100% selectivity towards the chloropropylene carbonate in a reaction without solvent at 3 bar of CO2, 100 °C and low catalyst loading (0.5 mol%).
ISSN:0014-3057
1873-1945
DOI:10.1016/j.eurpolymj.2018.07.030