Efficient Synthesis of High-Performance Anion Exchange Membranes by Applying Clickable Tetrakis(dialkylamino)phosphonium Cations

Tetrakis(dialkylamino)phosphonium (TKDAAP) compounds exhibit extraordinary base resistance, a prerequisite feature for high-performance anion exchange membranes (AEMs). It is, however, challenging to synthesize a TKDAAP compound with reactive functionality that can be used to link the cation to a po...

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Main Authors: Yu Wang, Yudong Wang, Sushant Sahu, August A. Gallo, Xiao-Dong Zhou
Format: Article
Language:English
Published: MDPI AG 2023-01-01
Series:Polymers
Subjects:
Online Access:https://www.mdpi.com/2073-4360/15/2/352
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author Yu Wang
Yudong Wang
Sushant Sahu
August A. Gallo
Xiao-Dong Zhou
author_facet Yu Wang
Yudong Wang
Sushant Sahu
August A. Gallo
Xiao-Dong Zhou
author_sort Yu Wang
collection DOAJ
description Tetrakis(dialkylamino)phosphonium (TKDAAP) compounds exhibit extraordinary base resistance, a prerequisite feature for high-performance anion exchange membranes (AEMs). It is, however, challenging to synthesize a TKDAAP compound with reactive functionality that can be used to link the cation to a polymer backbone. In this study, two TKDAAP compounds with alkyne functionality were synthesized and incorporated into an azide-modified SBS triblock copolymer backbone via Cu(I)-catalyzed alkyne–azide cycloaddition (CuAAC) “click” chemistry. The properties of the resulting AEMs were characterized. It was found that (1) the triazole linker between the cation and the polymer backbone was stable under alkaline conditions; (2) varying the substituents of TKDAAP compounds could dramatically alter the stability; and (3) increasing the hydrophilicity of the AEM was an efficient way to enhance its ionic conductivity. Using clickable TKDAAP compounds makes it easy to combine various cations into polymer backbones with adjustable cation content, thus potentially leading to an efficient way to screen a wide variety of polyelectrolyte structures to identify the most promising candidates for high-performance AEMs.
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spelling doaj.art-1bfee02b7b354fc88f781d95268226e22023-12-01T00:08:35ZengMDPI AGPolymers2073-43602023-01-0115235210.3390/polym15020352Efficient Synthesis of High-Performance Anion Exchange Membranes by Applying Clickable Tetrakis(dialkylamino)phosphonium CationsYu Wang0Yudong Wang1Sushant Sahu2August A. Gallo3Xiao-Dong Zhou4Department of Chemistry, University of Louisiana at Lafayette, Lafayette, LA 70504, USAInstitute for Materials Research and Innovation, University of Louisiana at Lafayette, Lafayette, LA 70504, USADepartment of Chemistry, University of Louisiana at Lafayette, Lafayette, LA 70504, USADepartment of Chemistry, University of Louisiana at Lafayette, Lafayette, LA 70504, USAInstitute for Materials Research and Innovation, University of Louisiana at Lafayette, Lafayette, LA 70504, USATetrakis(dialkylamino)phosphonium (TKDAAP) compounds exhibit extraordinary base resistance, a prerequisite feature for high-performance anion exchange membranes (AEMs). It is, however, challenging to synthesize a TKDAAP compound with reactive functionality that can be used to link the cation to a polymer backbone. In this study, two TKDAAP compounds with alkyne functionality were synthesized and incorporated into an azide-modified SBS triblock copolymer backbone via Cu(I)-catalyzed alkyne–azide cycloaddition (CuAAC) “click” chemistry. The properties of the resulting AEMs were characterized. It was found that (1) the triazole linker between the cation and the polymer backbone was stable under alkaline conditions; (2) varying the substituents of TKDAAP compounds could dramatically alter the stability; and (3) increasing the hydrophilicity of the AEM was an efficient way to enhance its ionic conductivity. Using clickable TKDAAP compounds makes it easy to combine various cations into polymer backbones with adjustable cation content, thus potentially leading to an efficient way to screen a wide variety of polyelectrolyte structures to identify the most promising candidates for high-performance AEMs.https://www.mdpi.com/2073-4360/15/2/352anion exchange membraneAEMtetrakis(dialkylamino)phosphonium“click” chemistry
spellingShingle Yu Wang
Yudong Wang
Sushant Sahu
August A. Gallo
Xiao-Dong Zhou
Efficient Synthesis of High-Performance Anion Exchange Membranes by Applying Clickable Tetrakis(dialkylamino)phosphonium Cations
Polymers
anion exchange membrane
AEM
tetrakis(dialkylamino)phosphonium
“click” chemistry
title Efficient Synthesis of High-Performance Anion Exchange Membranes by Applying Clickable Tetrakis(dialkylamino)phosphonium Cations
title_full Efficient Synthesis of High-Performance Anion Exchange Membranes by Applying Clickable Tetrakis(dialkylamino)phosphonium Cations
title_fullStr Efficient Synthesis of High-Performance Anion Exchange Membranes by Applying Clickable Tetrakis(dialkylamino)phosphonium Cations
title_full_unstemmed Efficient Synthesis of High-Performance Anion Exchange Membranes by Applying Clickable Tetrakis(dialkylamino)phosphonium Cations
title_short Efficient Synthesis of High-Performance Anion Exchange Membranes by Applying Clickable Tetrakis(dialkylamino)phosphonium Cations
title_sort efficient synthesis of high performance anion exchange membranes by applying clickable tetrakis dialkylamino phosphonium cations
topic anion exchange membrane
AEM
tetrakis(dialkylamino)phosphonium
“click” chemistry
url https://www.mdpi.com/2073-4360/15/2/352
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