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Title: Imidazolium Cations with Exceptional Alkaline Stability: A Systematic Study of Structure–Stability Relationships

Journal Article · · Journal of the American Chemical Society
DOI:https://doi.org/10.1021/jacs.5b02879· OSTI ID:1234555
 [1];  [1];  [1]
  1. Department of Chemistry and Chemical Biology, Baker Laboratory, Cornell University, Ithaca, New York 14853-1301, United States

Highly base-stable cationic moieties are a critical component of anion exchange membranes (AEMs) in alkaline fuel cells (AFCs); however, the commonly employed organic cations have limited alkaline stability. To address this problem, we synthesized and characterized the stability of a series of imidazolium cations in 1, 2, or 5 M KOH/CD3OH at 80 °C, systematically evaluating the impact of substitution on chemical stability. The substituent identity at each position of the imidazolium ring has a dramatic effect on the overall cation stability. In conclusion, we report imidazolium cations that have the highest alkaline stabilities reported to date, >99% cation remaining after 30 days in 5 M KOH/CD3OH at 80 °C.

Research Organization:
Energy Frontier Research Centers (EFRC), Washington, D.C. (United States). Energy Materials Center at Cornell (EMC2)
Sponsoring Organization:
USDOE Office of Science (SC), Basic Energy Sciences (BES)
Grant/Contract Number:
SC0001086
OSTI ID:
1234555
Alternate ID(s):
OSTI ID: 1370427
Journal Information:
Journal of the American Chemical Society, Journal Name: Journal of the American Chemical Society Vol. 137 Journal Issue: 27; ISSN 0002-7863
Publisher:
American Chemical SocietyCopyright Statement
Country of Publication:
United States
Language:
English
Citation Metrics:
Cited by: 289 works
Citation information provided by
Web of Science

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