Turning into poly(ionic liquid)s as a tool for polyimide modification: synthesis, characterization and CO2 separation properties

Alexander S. Shaplov; Sofia M. Morozova; Elena I. Lozinskaya; Petr S. Vlasov; Andreia S. L. Gouveia; Liliana C. Tomé; Isabel M. Marrucho; Yakov S. Vygodskii

doi:10.1039/C5PY01553G

Turning into poly(ionic liquid)s as a tool for polyimide modification: synthesis, characterization and CO₂ separation properties†

Alexander S. Shaplov,

*^a Sofia M. Morozova,^a Elena I. Lozinskaya,^a Petr S. Vlasov,^b Andreia S. L. Gouveia,^c Liliana C. Tomé,

^c Isabel M. Marrucho^c and Yakov S. Vygodskii^a

Author affiliations

* Corresponding authors

^a A.N. Nesmeyanov Institute of Organoelement Compounds Russian Academy of Sciences (INEOS RAS), Vavilov St., 28, Moscow, Russia
E-mail: shaplov@ineos.ac.ru
Fax: +7 499 1355085
Tel: +7 499 1359244

^b Department of Macromolecular Chemistry, Saint-Petersburg State University, Universitetsky pr. 26, Saint-Petersburg, Russia

^c Instituto de Tecnologia Química e Biológica António Xavier, Universidade Nova de Lisboa, Av. da República, 2780-157 Oeiras, Portugal

Abstract

In an attempt to improve the mechanical and thermal properties of poly(ionic liquid)s (PILs), a new synthetic method for the modification of polyimides is reported here for the first time. The proposed methodology consists of the transformation of polyimides into their ionic forms via subsequent N-alkylation and quaternization of benzimidazole or quinuclidine moieties. Finally, an ion exchange reaction was also carried out in order to prepare polymers bearing the bis(trifluoromethylsulfonyl)imide anion. The elaboration of optimal conditions for the reactions afforded the preparation of high molecular weight (M_n = 2.2–9.7 × 10⁴) cationic polyelectrolytes with a degree of quaternization as high as 96%. Among the unique features of these new PILs are the preservation of excellent mechanical and thermal properties inherent in polyimides, the adjustable surface wettability with variable water contact angles from 70.5 to 94.3°, the enhanced hydrolytic stability (up to 9 h in boiling water) and improved gas transport properties (CO₂ permeability up to 28.9 Barrer for a neat film and 85.0 Barrer for a filled membrane at 20 °C and 100 kPa).

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Article information

DOI: https://doi.org/10.1039/C5PY01553G
Article type: Paper
Submitted: 25 Sep 2015
Accepted: 06 Nov 2015
First published: 09 Nov 2015

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Polym. Chem., 2016,7, 580-591

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Turning into poly(ionic liquid)s as a tool for polyimide modification: synthesis, characterization and CO₂ separation properties

A. S. Shaplov, S. M. Morozova, E. I. Lozinskaya, P. S. Vlasov, A. S. L. Gouveia, L. C. Tomé, I. M. Marrucho and Y. S. Vygodskii, Polym. Chem., 2016, 7, 580 DOI: 10.1039/C5PY01553G

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Polymer Chemistry