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Understanding the effects of backbone chemistry and anion type on the structure and thermal behaviors of imidazolium polyimide‐ionenes

Journal Article · · Polymer International
DOI:https://doi.org/10.1002/pi.5825· OSTI ID:1510359
Abstract

Advancements in the performance and properties of ionenes can be achieved via rational molecular design strategies which combine structural elements of ionic liquids (ILs) and high‐performance polymers. The use of imidazole‐amine molecules with asymmetric reactivity has enabled the synthesis of new bis(imidazole) diimide monomers which are then polymerized via the Menshutkin reaction, followed by anion exchange to various molecular species well known in the IL literature. In this work, three types of imidazolium polyimide‐ionene backbones were synthesized starting from 1‐(3‐aminopropyl)imidazole and pyromellitic dianhydride (PMDA) or 4,4′‐(hexafluoroisopropylidene)diphthalic anhydride (6FDA) or from 1‐(4‐aminophenyl)imidazole and 6FDA, with these monomers then reacted with para ‐dichloroxylene. The Cl anions on the resultant ionenes were then exchanged with one of six molecular anions yielding a total of 18 distinct polymer compositions. The functional groups present within the cationic backbone as well as the anion type were observed to strongly influence both the thermal and organizational properties of these new ionenes. © 2019 Society of Chemical Industry

Sponsoring Organization:
USDOE
Grant/Contract Number:
SC0018181
OSTI ID:
1510359
Journal Information:
Polymer International, Journal Name: Polymer International Journal Issue: 9 Vol. 68; ISSN 0959-8103
Publisher:
Wiley Blackwell (John Wiley & Sons)Copyright Statement
Country of Publication:
United Kingdom
Language:
English

References (28)

Synthesis of Novel Polycations Using the Chemistry of Ionic Liquids journal January 2005
Ionic gelators: oligomeric and polymeric electrolytes as novel gel forming materials journal July 2010
Fabrication of a proton exchange membrane via blended sulfonimide functionalized polyamide journal January 2014
An imidazolium-based ionene blended with crosslinked PEO as a novel polymer membrane for selective CO2 separation journal August 2014
Synthesis and properties of polymerized ionic liquids journal May 2017
Phase transition and decomposition temperatures, heat capacities and viscosities of pyridinium ionic liquids journal June 2005
Main-chain imidazolium polymer membranes for CO2 separations: An initial study of a new ionic liquid-inspired platform journal September 2010
Pure- and mixed-gas permeation properties of highly selective and plasticization resistant hydroxyl-diamine-based 6FDA polyimides for CO2/CH4 separation journal May 2016
A mechanically robust porous single ion conducting electrolyte membrane fabricated via self-assembly journal June 2016
Highly porous single ion conducting polymer electrolyte for advanced lithium-ion batteries via facile water-induced phase separation process journal December 2018
Ionene segmented block copolymers containing imidazolium cations: Structure–property relationships as a function of hard segment content journal March 2010
Imidazole- and imidazolium-containing polymers for biology and material science applications journal May 2010
Anion exchanged polymerized ionic liquids: High free volume single ion conductors journal March 2011
Gas separation performance of 6FDA-based polyimides with different chemical structures journal October 2013
Polyimides containing aliphatic/alicyclic segments in the main chains journal May 2019
Vibrational Spectroscopy of Ionic Liquids journal January 2017
Ionic Polyimides: Hybrid Polymer Architectures and Composites with Ionic Liquids for Advanced Gas Separation Membranes journal April 2017
Cross-Linked Thermally Rearranged Poly(benzoxazole- co -imide) Membranes Prepared from ortho -Hydroxycopolyimides Containing Pendant Carboxyl Groups and Gas Separation Properties journal April 2015
Mechanically Tough, Thermally Rearranged (TR) Random/Block Poly(benzoxazole- co -imide) Gas Separation Membranes journal July 2015
Perylene Diimide-Based Ionene and Zwitterionic Polymers: Synthesis and Solution Photophysical Properties journal September 2017
Facile Synthesis of a Hydroxyl-Functionalized Tröger’s Base Diamine: A New Building Block for High-Performance Polyimide Gas Separation Membranes journal December 2017
From Polymerizable Ionic Liquids to Poly(ionic liquid)s: Structure-Dependent Thermal, Crystalline, Conductivity, and Solution Thermoresponsive Behaviors journal January 2019
Design and Synthesis of Imidazolium-Mediated Tröger’s Base-Containing Ionene Polymers for Advanced CO 2 Separation Membranes journal February 2019
Thermal Stability of Ionic Liquids for Their Application as New Absorbents journal October 2013
Thermal Decomposition Mechanisms of Alkylimidazolium Ionic Liquids with Cyano-Functionalized Anions journal November 2014
Ionic liquids based on imidazolium, ammonium and pyrrolidinium salts of the dicyanamide anion journal July 2002
Synthesis and Characterization of Ionene-Polyamide Materials as Candidates for New Gas Separation Membranes journal January 2018
Thermal stability of imidazolium-based ionic liquids journal January 2016

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