Polysulfone ionomers functionalized with benzoyl(difluoromethylenephosphonic acid) side chains for proton-conducting fuel-cell membranes
Lafitte, Benoit LU and Jannasch, Patric LU
(2007)
In Journal of Polymer Science. Part A, Polymer Chemistry
45(2).
p.269-283
- Abstract
- Polysulfones carrying benzoyl(difluoromethylenephosphonic acid) side chains were prepared and investigated for use as proton-conducting fuel-cell membranes. In the first step, polysulfones were lithiated and reacted with methyl iodobenzoates to prepare p- and o-iodobenzoyl polysulfones. Next, the phosphonated polysulfones were prepared via CuBr-mediated cross-coupling reactions between the iodinated polymer and [(diethoxyphosphinyl)difluoromethyl]zinc bromide. Finally, dealkylation with bromotrimethylsilane afforded highly acidic -CF2-PO3H2 derivatives. The replacement of the iodine atoms by -CF2-PO3Et2 units was almost quantitative in the case of o-iodobenzoyl polysulfone. Membranes based on ionomers having 0.90 mmol of phosphonic acid... (More)
- Polysulfones carrying benzoyl(difluoromethylenephosphonic acid) side chains were prepared and investigated for use as proton-conducting fuel-cell membranes. In the first step, polysulfones were lithiated and reacted with methyl iodobenzoates to prepare p- and o-iodobenzoyl polysulfones. Next, the phosphonated polysulfones were prepared via CuBr-mediated cross-coupling reactions between the iodinated polymer and [(diethoxyphosphinyl)difluoromethyl]zinc bromide. Finally, dealkylation with bromotrimethylsilane afforded highly acidic -CF2-PO3H2 derivatives. The replacement of the iodine atoms by -CF2-PO3Et2 units was almost quantitative in the case of o-iodobenzoyl polysulfone. Membranes based on ionomers having 0.90 mmol of phosphonic acid units/g of dry polymer took up 6 wt % water when immersed at room temperature, and conductivities up to 5 mS cm-1 at 100 °C were recorded. This level of conductivity was comparable to that reached by a membrane based on a sulfonated polysulfone having 0.86 mmol of sulfonic acid/g of dry polymer. Thermogravimetry revealed that the aryl-CF2-PO3H2 arrangement decomposed at approximately 230 °C via cleavage of the C-P bond. (Less)
Please use this url to cite or link to this publication:
https://lup.lub.lu.se/record/163598
- author
- Lafitte, Benoit
LU
and Jannasch, Patric
LU
- organization
- publishing date
- 2007
- type
- Contribution to journal
- publication status
- published
- subject
- in
- Journal of Polymer Science. Part A, Polymer Chemistry
- volume
- 45
- issue
- 2
- pages
- 269 - 283
- publisher
- John Wiley & Sons Inc.
- external identifiers
-
- wos:000243242700010
- scopus:33846621065
- ISSN
- 0887-624X
- DOI
- 10.1002/pola.21755
- language
- English
- LU publication?
- yes
- additional info
- The information about affiliations in this record was updated in December 2015. The record was previously connected to the following departments: Polymer and Materials Chemistry (LTH) (011001041)
- id
- 51d1c79b-2d0a-4dc1-b978-abdb4f8f5871 (old id 163598)
- date added to LUP
- 2016-04-01 16:18:06
- date last changed
- 2022-03-14 23:35:16
@article{51d1c79b-2d0a-4dc1-b978-abdb4f8f5871,
abstract = {{Polysulfones carrying benzoyl(difluoromethylenephosphonic acid) side chains were prepared and investigated for use as proton-conducting fuel-cell membranes. In the first step, polysulfones were lithiated and reacted with methyl iodobenzoates to prepare p- and o-iodobenzoyl polysulfones. Next, the phosphonated polysulfones were prepared via CuBr-mediated cross-coupling reactions between the iodinated polymer and [(diethoxyphosphinyl)difluoromethyl]zinc bromide. Finally, dealkylation with bromotrimethylsilane afforded highly acidic -CF2-PO3H2 derivatives. The replacement of the iodine atoms by -CF2-PO3Et2 units was almost quantitative in the case of o-iodobenzoyl polysulfone. Membranes based on ionomers having 0.90 mmol of phosphonic acid units/g of dry polymer took up 6 wt % water when immersed at room temperature, and conductivities up to 5 mS cm-1 at 100 °C were recorded. This level of conductivity was comparable to that reached by a membrane based on a sulfonated polysulfone having 0.86 mmol of sulfonic acid/g of dry polymer. Thermogravimetry revealed that the aryl-CF2-PO3H2 arrangement decomposed at approximately 230 °C via cleavage of the C-P bond.}},
author = {{Lafitte, Benoit and Jannasch, Patric}},
issn = {{0887-624X}},
language = {{eng}},
number = {{2}},
pages = {{269--283}},
publisher = {{John Wiley & Sons Inc.}},
series = {{Journal of Polymer Science. Part A, Polymer Chemistry}},
title = {{Polysulfone ionomers functionalized with benzoyl(difluoromethylenephosphonic acid) side chains for proton-conducting fuel-cell membranes}},
url = {{http://dx.doi.org/10.1002/pola.21755}},
doi = {{10.1002/pola.21755}},
volume = {{45}},
year = {{2007}},
}