Enhanced Chemical Stability of Tetramethylammonium Head Groups via Deep Eutectic Solvent: A Computational Study

The chemical stability of tetramethylammonium (TMA) head groups, both with and without the presence of a choline chloride and ethylene glycol-based deep eutectic solvent (DES), was studied using Density Functional Theory (DFT) calculations and Molecular Dynamics (MD) simulations. DFT calculations of...

Full description

Saved in:
Bibliographic Details
Published in:Molecules (Basel, Switzerland) Switzerland), 2024-10, Vol.29 (20), p.4869
Main Authors: Karibayev, Mirat, Myrzakhmetov, Bauyrzhan, Wang, Yanwei, Mentbayeva, Almagul
Format: Article
Language:English
Subjects:
anion exchange membranes
chemical stability
Computer software industry
deep eutectic solvent
density functional theory
Density functionals
Efficiency
Electrolytes
Energy
Ethylene glycol
Fuel cells
Hydration
Molecular dynamics
Polymers
Solvents
Specific gravity
tetramethylammonium head groups
Citations: Items that this one cites
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
cited_by
cites cdi_FETCH-LOGICAL-c443t-cea754272092518fe77050486ac95b96dfe095bb24a26225fbcf09137c39d2ca3
container_end_page
container_issue 20
container_start_page 4869
container_title Molecules (Basel, Switzerland)
container_volume 29
creator Karibayev, Mirat
Myrzakhmetov, Bauyrzhan
Wang, Yanwei
Mentbayeva, Almagul
description The chemical stability of tetramethylammonium (TMA) head groups, both with and without the presence of a choline chloride and ethylene glycol-based deep eutectic solvent (DES), was studied using Density Functional Theory (DFT) calculations and Molecular Dynamics (MD) simulations. DFT calculations of transition state energetics (ΔEreaction, ΔGreaction, ΔEactivation, and ΔGactivation) for key degradation mechanisms, ylide formation (YF) and nucleophilic substitution (SN2), suggested that the presence of DES enhances the stability of the TMA head groups compared to systems without DES. MD simulations across hydration levels (HLs) 1 to 5 indicated that without DES, YF dominates at lower HLs, while SN2 does not occur. In contrast, both mechanisms are suppressed in the presence of DES. Temperature also plays a role: without DES, YF dominates at 298 K, while SN2 becomes prominent at 320 K and 350 K. With DES, both degradation mechanisms are inhibited. These findings suggest DES could improve the chemical stability of TMA head groups in anion exchange membranes.
doi_str_mv 10.3390/molecules29204869
format article
fullrecord <record><control><sourceid>gale_doaj_</sourceid><recordid>TN_cdi_doaj_primary_oai_doaj_org_article_76759debc8a3485e90bb5eaba75c65db</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><galeid>A814404256</galeid><doaj_id>oai_doaj_org_article_76759debc8a3485e90bb5eaba75c65db</doaj_id><sourcerecordid>A814404256</sourcerecordid><originalsourceid>FETCH-LOGICAL-c443t-cea754272092518fe77050486ac95b96dfe095bb24a26225fbcf09137c39d2ca3</originalsourceid><addsrcrecordid>eNptkk1v1DAQhiMEoqXwA7ggS1x62eLPJOaCVsvSVqrEoeVsTZzJrldJHBxnpf33eHdL6QLywdb4ncfzjifL3jN6JYSmnzrfop1aHLnmVJa5fpGdM8npTFCpXz47n2VvxnFDKWeSqdfZmdBSaS7UeeaX_Rp6izVZrLFzFlpyH6FyrYs74hvygDFAh3G9a6HrfO-mjtwg1OQ6-GkYydYB-Yo4kOUU0UZnyb1vt9jHz2ROFr4bpgjR-f7Anerd2-xVA-2I7x73i-zHt-XD4mZ29_36djG_m1kpRZxZhEJJXnCquWJlg0VB1d4iWK0qndcN0nSouASec66ayjZUM1FYoWtuQVxkt0du7WFjhuA6CDvjwZlDwIeVgZDKbdEUeaF0jZUtQchSoaZVpRCqVIHNVV0l1pcja5iqDmub3AVoT6CnN71bm5XfGsYU1VrSRLh8JAT_c8Ixms6NFtsWevTTaATjjOZMcJWkH_-SbvwUUv8OKlqUUuvyj2oFyYHrG58etnuomZdMSiq5ypPq6j-qtOr9V_seG5fiJwnsmGCDH8eAzZNJRs1-5Mw_I5dyPjzvzlPG7xkTvwCxD9Pd</addsrcrecordid><sourcetype>Open Website</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>3120784998</pqid></control><display><type>article</type><title>Enhanced Chemical Stability of Tetramethylammonium Head Groups via Deep Eutectic Solvent: A Computational Study</title><source>Publicly Available Content Database</source><source>PubMed Central</source><creator>Karibayev, Mirat ; Myrzakhmetov, Bauyrzhan ; Wang, Yanwei ; Mentbayeva, Almagul</creator><creatorcontrib>Karibayev, Mirat ; Myrzakhmetov, Bauyrzhan ; Wang, Yanwei ; Mentbayeva, Almagul</creatorcontrib><description>The chemical stability of tetramethylammonium (TMA) head groups, both with and without the presence of a choline chloride and ethylene glycol-based deep eutectic solvent (DES), was studied using Density Functional Theory (DFT) calculations and Molecular Dynamics (MD) simulations. DFT calculations of transition state energetics (ΔEreaction, ΔGreaction, ΔEactivation, and ΔGactivation) for key degradation mechanisms, ylide formation (YF) and nucleophilic substitution (SN2), suggested that the presence of DES enhances the stability of the TMA head groups compared to systems without DES. MD simulations across hydration levels (HLs) 1 to 5 indicated that without DES, YF dominates at lower HLs, while SN2 does not occur. In contrast, both mechanisms are suppressed in the presence of DES. Temperature also plays a role: without DES, YF dominates at 298 K, while SN2 becomes prominent at 320 K and 350 K. With DES, both degradation mechanisms are inhibited. These findings suggest DES could improve the chemical stability of TMA head groups in anion exchange membranes.</description><identifier>ISSN: 1420-3049</identifier><identifier>EISSN: 1420-3049</identifier><identifier>DOI: 10.3390/molecules29204869</identifier><identifier>PMID: 39459235</identifier><language>eng</language><publisher>Switzerland: MDPI AG</publisher><subject>anion exchange membranes ; chemical stability ; Computer software industry ; deep eutectic solvent ; density functional theory ; Density functionals ; Efficiency ; Electrolytes ; Energy ; Ethylene glycol ; Fuel cells ; Hydration ; Molecular dynamics ; Polymers ; Solvents ; Specific gravity ; tetramethylammonium head groups</subject><ispartof>Molecules (Basel, Switzerland), 2024-10, Vol.29 (20), p.4869</ispartof><rights>COPYRIGHT 2024 MDPI AG</rights><rights>2024 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/). Notwithstanding the ProQuest Terms and Conditions, you may use this content in accordance with the terms of the License.</rights><rights>2024 by the authors. 2024</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><cites>FETCH-LOGICAL-c443t-cea754272092518fe77050486ac95b96dfe095bb24a26225fbcf09137c39d2ca3</cites><orcidid>0000-0002-2513-9987 ; 0000-0002-6828-0649 ; 0000-0002-8488-9833 ; 0000-0001-9132-1173</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://www.proquest.com/docview/3120784998/fulltextPDF?pq-origsite=primo$$EPDF$$P50$$Gproquest$$Hfree_for_read</linktopdf><linktohtml>$$Uhttps://www.proquest.com/docview/3120784998?pq-origsite=primo$$EHTML$$P50$$Gproquest$$Hfree_for_read</linktohtml><link.rule.ids>230,314,723,776,780,881,25732,27903,27904,36991,36992,44569,53769,53771,74872</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/39459235$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Karibayev, Mirat</creatorcontrib><creatorcontrib>Myrzakhmetov, Bauyrzhan</creatorcontrib><creatorcontrib>Wang, Yanwei</creatorcontrib><creatorcontrib>Mentbayeva, Almagul</creatorcontrib><title>Enhanced Chemical Stability of Tetramethylammonium Head Groups via Deep Eutectic Solvent: A Computational Study</title><title>Molecules (Basel, Switzerland)</title><addtitle>Molecules</addtitle><description>The chemical stability of tetramethylammonium (TMA) head groups, both with and without the presence of a choline chloride and ethylene glycol-based deep eutectic solvent (DES), was studied using Density Functional Theory (DFT) calculations and Molecular Dynamics (MD) simulations. DFT calculations of transition state energetics (ΔEreaction, ΔGreaction, ΔEactivation, and ΔGactivation) for key degradation mechanisms, ylide formation (YF) and nucleophilic substitution (SN2), suggested that the presence of DES enhances the stability of the TMA head groups compared to systems without DES. MD simulations across hydration levels (HLs) 1 to 5 indicated that without DES, YF dominates at lower HLs, while SN2 does not occur. In contrast, both mechanisms are suppressed in the presence of DES. Temperature also plays a role: without DES, YF dominates at 298 K, while SN2 becomes prominent at 320 K and 350 K. With DES, both degradation mechanisms are inhibited. These findings suggest DES could improve the chemical stability of TMA head groups in anion exchange membranes.</description><subject>anion exchange membranes</subject><subject>chemical stability</subject><subject>Computer software industry</subject><subject>deep eutectic solvent</subject><subject>density functional theory</subject><subject>Density functionals</subject><subject>Efficiency</subject><subject>Electrolytes</subject><subject>Energy</subject><subject>Ethylene glycol</subject><subject>Fuel cells</subject><subject>Hydration</subject><subject>Molecular dynamics</subject><subject>Polymers</subject><subject>Solvents</subject><subject>Specific gravity</subject><subject>tetramethylammonium head groups</subject><issn>1420-3049</issn><issn>1420-3049</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2024</creationdate><recordtype>article</recordtype><sourceid>PIMPY</sourceid><sourceid>DOA</sourceid><recordid>eNptkk1v1DAQhiMEoqXwA7ggS1x62eLPJOaCVsvSVqrEoeVsTZzJrldJHBxnpf33eHdL6QLywdb4ncfzjifL3jN6JYSmnzrfop1aHLnmVJa5fpGdM8npTFCpXz47n2VvxnFDKWeSqdfZmdBSaS7UeeaX_Rp6izVZrLFzFlpyH6FyrYs74hvygDFAh3G9a6HrfO-mjtwg1OQ6-GkYydYB-Yo4kOUU0UZnyb1vt9jHz2ROFr4bpgjR-f7Anerd2-xVA-2I7x73i-zHt-XD4mZ29_36djG_m1kpRZxZhEJJXnCquWJlg0VB1d4iWK0qndcN0nSouASec66ayjZUM1FYoWtuQVxkt0du7WFjhuA6CDvjwZlDwIeVgZDKbdEUeaF0jZUtQchSoaZVpRCqVIHNVV0l1pcja5iqDmub3AVoT6CnN71bm5XfGsYU1VrSRLh8JAT_c8Ixms6NFtsWevTTaATjjOZMcJWkH_-SbvwUUv8OKlqUUuvyj2oFyYHrG58etnuomZdMSiq5ypPq6j-qtOr9V_seG5fiJwnsmGCDH8eAzZNJRs1-5Mw_I5dyPjzvzlPG7xkTvwCxD9Pd</recordid><startdate>20241014</startdate><enddate>20241014</enddate><creator>Karibayev, Mirat</creator><creator>Myrzakhmetov, Bauyrzhan</creator><creator>Wang, Yanwei</creator><creator>Mentbayeva, Almagul</creator><general>MDPI AG</general><general>MDPI</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>3V.</scope><scope>7X7</scope><scope>7XB</scope><scope>88E</scope><scope>8FI</scope><scope>8FJ</scope><scope>8FK</scope><scope>ABUWG</scope><scope>AFKRA</scope><scope>AZQEC</scope><scope>BENPR</scope><scope>CCPQU</scope><scope>DWQXO</scope><scope>FYUFA</scope><scope>GHDGH</scope><scope>K9.</scope><scope>M0S</scope><scope>M1P</scope><scope>PIMPY</scope><scope>PQEST</scope><scope>PQQKQ</scope><scope>PQUKI</scope><scope>PRINS</scope><scope>7X8</scope><scope>5PM</scope><scope>DOA</scope><orcidid>https://orcid.org/0000-0002-2513-9987</orcidid><orcidid>https://orcid.org/0000-0002-6828-0649</orcidid><orcidid>https://orcid.org/0000-0002-8488-9833</orcidid><orcidid>https://orcid.org/0000-0001-9132-1173</orcidid></search><sort><creationdate>20241014</creationdate><title>Enhanced Chemical Stability of Tetramethylammonium Head Groups via Deep Eutectic Solvent: A Computational Study</title><author>Karibayev, Mirat ; Myrzakhmetov, Bauyrzhan ; Wang, Yanwei ; Mentbayeva, Almagul</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c443t-cea754272092518fe77050486ac95b96dfe095bb24a26225fbcf09137c39d2ca3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2024</creationdate><topic>anion exchange membranes</topic><topic>chemical stability</topic><topic>Computer software industry</topic><topic>deep eutectic solvent</topic><topic>density functional theory</topic><topic>Density functionals</topic><topic>Efficiency</topic><topic>Electrolytes</topic><topic>Energy</topic><topic>Ethylene glycol</topic><topic>Fuel cells</topic><topic>Hydration</topic><topic>Molecular dynamics</topic><topic>Polymers</topic><topic>Solvents</topic><topic>Specific gravity</topic><topic>tetramethylammonium head groups</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Karibayev, Mirat</creatorcontrib><creatorcontrib>Myrzakhmetov, Bauyrzhan</creatorcontrib><creatorcontrib>Wang, Yanwei</creatorcontrib><creatorcontrib>Mentbayeva, Almagul</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>ProQuest Central (Corporate)</collection><collection>Health &amp; Medical Collection</collection><collection>ProQuest Central (purchase pre-March 2016)</collection><collection>Medical Database (Alumni Edition)</collection><collection>Hospital Premium Collection</collection><collection>Hospital Premium Collection (Alumni Edition)</collection><collection>ProQuest Central (Alumni) (purchase pre-March 2016)</collection><collection>ProQuest Central (Alumni)</collection><collection>ProQuest Central</collection><collection>ProQuest Central Essentials</collection><collection>ProQuest Central</collection><collection>ProQuest One Community College</collection><collection>ProQuest Central</collection><collection>Health Research Premium Collection</collection><collection>Health Research Premium Collection (Alumni)</collection><collection>ProQuest Health &amp; Medical Complete (Alumni)</collection><collection>Health &amp; Medical Collection (Alumni Edition)</collection><collection>Medical Database</collection><collection>Publicly Available Content Database</collection><collection>ProQuest One Academic Eastern Edition (DO NOT USE)</collection><collection>ProQuest One Academic</collection><collection>ProQuest One Academic UKI Edition</collection><collection>ProQuest Central China</collection><collection>MEDLINE - Academic</collection><collection>PubMed Central (Full Participant titles)</collection><collection>DOAJ Directory of Open Access Journals</collection><jtitle>Molecules (Basel, Switzerland)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Karibayev, Mirat</au><au>Myrzakhmetov, Bauyrzhan</au><au>Wang, Yanwei</au><au>Mentbayeva, Almagul</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Enhanced Chemical Stability of Tetramethylammonium Head Groups via Deep Eutectic Solvent: A Computational Study</atitle><jtitle>Molecules (Basel, Switzerland)</jtitle><addtitle>Molecules</addtitle><date>2024-10-14</date><risdate>2024</risdate><volume>29</volume><issue>20</issue><spage>4869</spage><pages>4869-</pages><issn>1420-3049</issn><eissn>1420-3049</eissn><abstract>The chemical stability of tetramethylammonium (TMA) head groups, both with and without the presence of a choline chloride and ethylene glycol-based deep eutectic solvent (DES), was studied using Density Functional Theory (DFT) calculations and Molecular Dynamics (MD) simulations. DFT calculations of transition state energetics (ΔEreaction, ΔGreaction, ΔEactivation, and ΔGactivation) for key degradation mechanisms, ylide formation (YF) and nucleophilic substitution (SN2), suggested that the presence of DES enhances the stability of the TMA head groups compared to systems without DES. MD simulations across hydration levels (HLs) 1 to 5 indicated that without DES, YF dominates at lower HLs, while SN2 does not occur. In contrast, both mechanisms are suppressed in the presence of DES. Temperature also plays a role: without DES, YF dominates at 298 K, while SN2 becomes prominent at 320 K and 350 K. With DES, both degradation mechanisms are inhibited. These findings suggest DES could improve the chemical stability of TMA head groups in anion exchange membranes.</abstract><cop>Switzerland</cop><pub>MDPI AG</pub><pmid>39459235</pmid><doi>10.3390/molecules29204869</doi><orcidid>https://orcid.org/0000-0002-2513-9987</orcidid><orcidid>https://orcid.org/0000-0002-6828-0649</orcidid><orcidid>https://orcid.org/0000-0002-8488-9833</orcidid><orcidid>https://orcid.org/0000-0001-9132-1173</orcidid><oa>free_for_read</oa></addata></record>
fulltext fulltext
identifier ISSN: 1420-3049
ispartof Molecules (Basel, Switzerland), 2024-10, Vol.29 (20), p.4869
issn 1420-3049
1420-3049
language eng
recordid cdi_doaj_primary_oai_doaj_org_article_76759debc8a3485e90bb5eaba75c65db
source Publicly Available Content Database; PubMed Central
subjects anion exchange membranes
chemical stability
Computer software industry
deep eutectic solvent
density functional theory
Density functionals
Efficiency
Electrolytes
Energy
Ethylene glycol
Fuel cells
Hydration
Molecular dynamics
Polymers
Solvents
Specific gravity
tetramethylammonium head groups
title Enhanced Chemical Stability of Tetramethylammonium Head Groups via Deep Eutectic Solvent: A Computational Study
url http://sfxeu10.hosted.exlibrisgroup.com/loughborough?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-26T22%3A52%3A49IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-gale_doaj_&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Enhanced%20Chemical%20Stability%20of%20Tetramethylammonium%20Head%20Groups%20via%20Deep%20Eutectic%20Solvent:%20A%20Computational%20Study&rft.jtitle=Molecules%20(Basel,%20Switzerland)&rft.au=Karibayev,%20Mirat&rft.date=2024-10-14&rft.volume=29&rft.issue=20&rft.spage=4869&rft.pages=4869-&rft.issn=1420-3049&rft.eissn=1420-3049&rft_id=info:doi/10.3390/molecules29204869&rft_dat=%3Cgale_doaj_%3EA814404256%3C/gale_doaj_%3E%3Cgrp_id%3Ecdi_FETCH-LOGICAL-c443t-cea754272092518fe77050486ac95b96dfe095bb24a26225fbcf09137c39d2ca3%3C/grp_id%3E%3Coa%3E%3C/oa%3E%3Curl%3E%3C/url%3E&rft_id=info:oai/&rft_pqid=3120784998&rft_id=info:pmid/39459235&rft_galeid=A814404256&rfr_iscdi=true