We synthesized anion exchange polymers by a reaction of chloromethylated poly(2,6-dimethyl-1,4-phenylene)oxide (PPO) with strongly basic 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD). TBD contains secondary and tertiary amine groups in the guanidine portion. To favor the functionalization with the secondary amine, TBD was activated with butyl lithium. The yield of amine formation via the reaction of the benzyl chloride moiety with TBD was 85%. Furthermore, we prepared polymers with quaternary ammonium groups by the reaction of PPO-TBD with CH3I. The synthesis pathways and ionomer structure were investigated by NMR spectroscopy. The thermal decomposition of both ionomers, studied by thermogravimetry, started above 200 °C, corresponding to the loss of the basic group. The ion exchange capacities, water uptake and volumetric swelling are also reported. The “intrinsic” anion conductivity of PPO-TBD due to the dissociation of grafted TBD was in the order of 1 mS/cm (Cl form). The quaternized ionomer (PPO-TBD-Me) showed an even larger ionic conductivity, above 10 mS/cm at 80 °C in fully humidified conditions.

Narducci, R., Ercolani, G., Becerra-Arciniegas, R.A., Pasquini, L., Knauth, P., & Di Vona, M.L. (2019). “Intrinsic” anion exchange polymers through the dissociation of strong basic groups: PPO with grafted bicyclic guanidines. MEMBRANES, 9(5) [10.3390/membranes9050057].

“Intrinsic” anion exchange polymers through the dissociation of strong basic groups: PPO with grafted bicyclic guanidines

Narducci, Riccardo;Ercolani, Gianfranco;Di Vona, Maria Luisa
2019

Abstract

We synthesized anion exchange polymers by a reaction of chloromethylated poly(2,6-dimethyl-1,4-phenylene)oxide (PPO) with strongly basic 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD). TBD contains secondary and tertiary amine groups in the guanidine portion. To favor the functionalization with the secondary amine, TBD was activated with butyl lithium. The yield of amine formation via the reaction of the benzyl chloride moiety with TBD was 85%. Furthermore, we prepared polymers with quaternary ammonium groups by the reaction of PPO-TBD with CH3I. The synthesis pathways and ionomer structure were investigated by NMR spectroscopy. The thermal decomposition of both ionomers, studied by thermogravimetry, started above 200 °C, corresponding to the loss of the basic group. The ion exchange capacities, water uptake and volumetric swelling are also reported. The “intrinsic” anion conductivity of PPO-TBD due to the dissociation of grafted TBD was in the order of 1 mS/cm (Cl form). The quaternized ionomer (PPO-TBD-Me) showed an even larger ionic conductivity, above 10 mS/cm at 80 °C in fully humidified conditions.
Pubblicato
Rilevanza internazionale
Articolo
Esperti anonimi
Settore CHIM/05 - Scienza e Tecnologia dei Materiali Polimerici
Settore CHIM/07 - Fondamenti Chimici delle Tecnologie
Settore CHIM/03 - Chimica Generale e Inorganica
Settore CHIM/06
English
ionomers; ionic conductivity; swelling; acid–base equilibria
https://www.mdpi.com/2077-0375/9/5/57
Narducci, R., Ercolani, G., Becerra-Arciniegas, R.A., Pasquini, L., Knauth, P., & Di Vona, M.L. (2019). “Intrinsic” anion exchange polymers through the dissociation of strong basic groups: PPO with grafted bicyclic guanidines. MEMBRANES, 9(5) [10.3390/membranes9050057].
Narducci, R; Ercolani, G; Becerra-Arciniegas, Ra; Pasquini, L; Knauth, P; Di Vona, Ml
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/2108/213237
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