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Acid-catalyzed oligomerization via activated proton transfer to aromatic and unsaturated monomers in Nafion membranes: a step forward in the in situ synthesis of conjugated composite membranes

Sagar Jain, Sapana Tripathi, Sanjay Tripathi, Giuseppe Spoto, Tomas Edvinsson

RSC Adv., Volume: 6, Issue: 106, Pages: 104782 - 104792

Swansea University Author: Sagar Jain

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DOI (Published version): 10.1039/C6RA23105E

Abstract

An approach to perform controlled acid-catalyzed oligomerization via vapor pressure control of the reactions inside Nafion membranes is presented. The interaction of Nafion with several classes of aromatic (pyrrol, furan, thiophene) and unsaturated (methyl-acetylene) gas phase monomers was studied a...

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Published in: RSC Adv.
ISSN: 2046-2069
Published: 2016
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URI: https://cronfa.swan.ac.uk/Record/cronfa32893
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spelling 2017-10-04T17:31:06.4629208 v2 32893 2017-04-02 Acid-catalyzed oligomerization via activated proton transfer to aromatic and unsaturated monomers in Nafion membranes: a step forward in the in situ synthesis of conjugated composite membranes 7073e179bb5b82db3e3efd3a8cd07139 Sagar Jain Sagar Jain true false 2017-04-02 EEN An approach to perform controlled acid-catalyzed oligomerization via vapor pressure control of the reactions inside Nafion membranes is presented. The interaction of Nafion with several classes of aromatic (pyrrol, furan, thiophene) and unsaturated (methyl-acetylene) gas phase monomers was studied as a function of contact time and temperature by in situ vibrational (FTIR) and electronic (UV-Vis) spectroscopy with the support from theoretical linear response and time dependent DFT calculations to monitor the vibrations and the effective number of conjugated double bonds. The formation of H-bonded adduct as seen from IR spectroscopy transforms the hydrogen bonded species into positively charged oligomers through an activated proton transfer mechanism where oligomerization progress through increasing contact time with the respective gas phase reactants at room temperature. The activated proton transfer oligomerization proceeds through the stepwise growth propagation cycles via carbocationic intermediates, finally leads to the formation of irreversible, conjugated charged oligomers as a product. The colored, conjugated oligomeric Nafion composite products are formed at room temperature as a function of reaction time and are irreversible after complete degassing of the gas phase reactants as well stable in ambient environment stored for many days in pure oxygen or air and cannot be extracted with common solvents, appearing strongly encapsulated inside Nafion membranes. This is crucial for future applications of the presented route for direct production of conjugated species inside Nafion and thus production and control of composite membrane materials of interest in fuel cells and catalysis. Journal Article RSC Adv. 6 106 104782 104792 2046-2069 24 10 2016 2016-10-24 10.1039/C6RA23105E COLLEGE NANME Engineering COLLEGE CODE EEN Swansea University 2017-10-04T17:31:06.4629208 2017-04-02T00:11:00.8855549 Faculty of Science and Engineering School of Engineering and Applied Sciences - Uncategorised Sagar Jain 1 Sapana Tripathi 2 Sanjay Tripathi 3 Giuseppe Spoto 4 Tomas Edvinsson 5
title Acid-catalyzed oligomerization via activated proton transfer to aromatic and unsaturated monomers in Nafion membranes: a step forward in the in situ synthesis of conjugated composite membranes
spellingShingle Acid-catalyzed oligomerization via activated proton transfer to aromatic and unsaturated monomers in Nafion membranes: a step forward in the in situ synthesis of conjugated composite membranes
Sagar Jain
title_short Acid-catalyzed oligomerization via activated proton transfer to aromatic and unsaturated monomers in Nafion membranes: a step forward in the in situ synthesis of conjugated composite membranes
title_full Acid-catalyzed oligomerization via activated proton transfer to aromatic and unsaturated monomers in Nafion membranes: a step forward in the in situ synthesis of conjugated composite membranes
title_fullStr Acid-catalyzed oligomerization via activated proton transfer to aromatic and unsaturated monomers in Nafion membranes: a step forward in the in situ synthesis of conjugated composite membranes
title_full_unstemmed Acid-catalyzed oligomerization via activated proton transfer to aromatic and unsaturated monomers in Nafion membranes: a step forward in the in situ synthesis of conjugated composite membranes
title_sort Acid-catalyzed oligomerization via activated proton transfer to aromatic and unsaturated monomers in Nafion membranes: a step forward in the in situ synthesis of conjugated composite membranes
author_id_str_mv 7073e179bb5b82db3e3efd3a8cd07139
author_id_fullname_str_mv 7073e179bb5b82db3e3efd3a8cd07139_***_Sagar Jain
author Sagar Jain
author2 Sagar Jain
Sapana Tripathi
Sanjay Tripathi
Giuseppe Spoto
Tomas Edvinsson
format Journal article
container_title RSC Adv.
container_volume 6
container_issue 106
container_start_page 104782
publishDate 2016
institution Swansea University
issn 2046-2069
doi_str_mv 10.1039/C6RA23105E
college_str Faculty of Science and Engineering
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hierarchy_top_id facultyofscienceandengineering
hierarchy_top_title Faculty of Science and Engineering
hierarchy_parent_id facultyofscienceandengineering
hierarchy_parent_title Faculty of Science and Engineering
department_str School of Engineering and Applied Sciences - Uncategorised{{{_:::_}}}Faculty of Science and Engineering{{{_:::_}}}School of Engineering and Applied Sciences - Uncategorised
document_store_str 0
active_str 0
description An approach to perform controlled acid-catalyzed oligomerization via vapor pressure control of the reactions inside Nafion membranes is presented. The interaction of Nafion with several classes of aromatic (pyrrol, furan, thiophene) and unsaturated (methyl-acetylene) gas phase monomers was studied as a function of contact time and temperature by in situ vibrational (FTIR) and electronic (UV-Vis) spectroscopy with the support from theoretical linear response and time dependent DFT calculations to monitor the vibrations and the effective number of conjugated double bonds. The formation of H-bonded adduct as seen from IR spectroscopy transforms the hydrogen bonded species into positively charged oligomers through an activated proton transfer mechanism where oligomerization progress through increasing contact time with the respective gas phase reactants at room temperature. The activated proton transfer oligomerization proceeds through the stepwise growth propagation cycles via carbocationic intermediates, finally leads to the formation of irreversible, conjugated charged oligomers as a product. The colored, conjugated oligomeric Nafion composite products are formed at room temperature as a function of reaction time and are irreversible after complete degassing of the gas phase reactants as well stable in ambient environment stored for many days in pure oxygen or air and cannot be extracted with common solvents, appearing strongly encapsulated inside Nafion membranes. This is crucial for future applications of the presented route for direct production of conjugated species inside Nafion and thus production and control of composite membrane materials of interest in fuel cells and catalysis.
published_date 2016-10-24T03:40:27Z
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score 11.013148

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