The use of 1H NMR and UV-vis measurements for quantitative determination of trans/cis isomerization of a photo-responsive monomer and its copolymer

Photo‐induced trans–cis isomerization of trans‐4‐methacryloyloxyazobenzene and its copolymer with methylmethacrylate, synthesized in this work, were investigated in a polar protic (CDCl3) and a polar aprotic (DMSO‐d6) solvent, using 1H‐NMR. The results were cross‐correlated with trans–cis isomerizat...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Journal of applied polymer science 2006-04, Vol.100 (2), p.1103-1112
Hauptverfasser: Moniruzzaman, M., Talbot, J. D. R., Sabey, C. J., Fernando, G. F.
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 1112
container_issue 2
container_start_page 1103
container_title Journal of applied polymer science
container_volume 100
creator Moniruzzaman, M.
Talbot, J. D. R.
Sabey, C. J.
Fernando, G. F.
description Photo‐induced trans–cis isomerization of trans‐4‐methacryloyloxyazobenzene and its copolymer with methylmethacrylate, synthesized in this work, were investigated in a polar protic (CDCl3) and a polar aprotic (DMSO‐d6) solvent, using 1H‐NMR. The results were cross‐correlated with trans–cis isomerization calculated from UV–visible spectra. The kinetics of the photoisomerization reaction of the monomer species under UV light irradiation is described by a simple first order exchange between the trans and cis forms of the monomer. The behavior was found to be similar for both solvents. The cis‐to‐trans reversion in the absence of irradiation is about 3% of the back reaction under irradiation. For the polymer in solution, the behavior was more complicated and is described by the sum of two equilibria, each of first order exchange kinetics of the trans form with two different types of cis isomer in the polymer; a first type of isomerization similar in behavior to that of the monomer and the second type much faster in cis/trans exchange rate. This bikinetic behavior is in agreement with that of the azobenzene moiety in PMMA as a solid phase mixture. The relative proportion of the two rates comprising the bikinetic effect is solvent‐dependent. © 2006 Wiley Periodicals, Inc. J Appl Polym Sci 100: 1103–1112, 2006
doi_str_mv 10.1002/app.23490
format Article
fullrecord <record><control><sourceid>wiley_pasca</sourceid><recordid>TN_cdi_pascalfrancis_primary_17534813</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>APP23490</sourcerecordid><originalsourceid>FETCH-LOGICAL-i1740-433538cf7d3db80182f4731f98f410ba730d1a309ab189da744c78b23d7db233</originalsourceid><addsrcrecordid>eNpFkN1OwjAcxRujiYhe-Aa98XLSrh3tLgkRMAEkBjXxpum2LlRZO9uB4mv4wnZg8KZf5_xO_zkAXGN0ixGKe7Kub2NCU3QCOhilLKL9mJ-CTtBwxNM0OQcX3r8hhHGC-h3ws1wpuPEK2hLiCZzPHqE0BXx6jrbaw0pJv3GqUqbxsLQOfmykaXQjG71VsFCNcpU24WZNG9A4aXwvD6D2tlJOfx8lCeuVbWzklK-t8S1eWdOa9v_pkJ_b2q534eUSnJVy7dXV394Fy9HdcjiJpg_j--FgGmnMKIooIQnheckKUmQcYR6XlBFcprykGGWSEVRgSVAqM8zTQjJKc8azmBSsCCvpgptDbC19LtdlGD6MLmqnK-l2ArOEUI5bX-_g-9RrtfvXkWgbF6FxsW9cDBaL_SEQ0YHQvlFfR0K6d9FnhCXiZT4WczoeDV-nMzEjvyPBhwI</addsrcrecordid><sourcetype>Index Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype></control><display><type>article</type><title>The use of 1H NMR and UV-vis measurements for quantitative determination of trans/cis isomerization of a photo-responsive monomer and its copolymer</title><source>Wiley Online Library All Journals</source><creator>Moniruzzaman, M. ; Talbot, J. D. R. ; Sabey, C. J. ; Fernando, G. F.</creator><creatorcontrib>Moniruzzaman, M. ; Talbot, J. D. R. ; Sabey, C. J. ; Fernando, G. F.</creatorcontrib><description>Photo‐induced trans–cis isomerization of trans‐4‐methacryloyloxyazobenzene and its copolymer with methylmethacrylate, synthesized in this work, were investigated in a polar protic (CDCl3) and a polar aprotic (DMSO‐d6) solvent, using 1H‐NMR. The results were cross‐correlated with trans–cis isomerization calculated from UV–visible spectra. The kinetics of the photoisomerization reaction of the monomer species under UV light irradiation is described by a simple first order exchange between the trans and cis forms of the monomer. The behavior was found to be similar for both solvents. The cis‐to‐trans reversion in the absence of irradiation is about 3% of the back reaction under irradiation. For the polymer in solution, the behavior was more complicated and is described by the sum of two equilibria, each of first order exchange kinetics of the trans form with two different types of cis isomer in the polymer; a first type of isomerization similar in behavior to that of the monomer and the second type much faster in cis/trans exchange rate. This bikinetic behavior is in agreement with that of the azobenzene moiety in PMMA as a solid phase mixture. The relative proportion of the two rates comprising the bikinetic effect is solvent‐dependent. © 2006 Wiley Periodicals, Inc. J Appl Polym Sci 100: 1103–1112, 2006</description><identifier>ISSN: 0021-8995</identifier><identifier>EISSN: 1097-4628</identifier><identifier>DOI: 10.1002/app.23490</identifier><identifier>CODEN: JAPNAB</identifier><language>eng</language><publisher>Hoboken: Wiley Subscription Services, Inc., A Wiley Company</publisher><subject>Applied sciences ; azobenzene ; copolymer ; Exact sciences and technology ; NMR ; photo-isomerization ; Physicochemistry of polymers ; Polymers and radiations ; Properties and characterization ; UV-visible</subject><ispartof>Journal of applied polymer science, 2006-04, Vol.100 (2), p.1103-1112</ispartof><rights>Copyright © 2006 Wiley Periodicals, Inc.</rights><rights>2006 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fapp.23490$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fapp.23490$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,780,784,1417,27924,27925,45574,45575</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&amp;idt=17534813$$DView record in Pascal Francis$$Hfree_for_read</backlink></links><search><creatorcontrib>Moniruzzaman, M.</creatorcontrib><creatorcontrib>Talbot, J. D. R.</creatorcontrib><creatorcontrib>Sabey, C. J.</creatorcontrib><creatorcontrib>Fernando, G. F.</creatorcontrib><title>The use of 1H NMR and UV-vis measurements for quantitative determination of trans/cis isomerization of a photo-responsive monomer and its copolymer</title><title>Journal of applied polymer science</title><addtitle>J. Appl. Polym. Sci</addtitle><description>Photo‐induced trans–cis isomerization of trans‐4‐methacryloyloxyazobenzene and its copolymer with methylmethacrylate, synthesized in this work, were investigated in a polar protic (CDCl3) and a polar aprotic (DMSO‐d6) solvent, using 1H‐NMR. The results were cross‐correlated with trans–cis isomerization calculated from UV–visible spectra. The kinetics of the photoisomerization reaction of the monomer species under UV light irradiation is described by a simple first order exchange between the trans and cis forms of the monomer. The behavior was found to be similar for both solvents. The cis‐to‐trans reversion in the absence of irradiation is about 3% of the back reaction under irradiation. For the polymer in solution, the behavior was more complicated and is described by the sum of two equilibria, each of first order exchange kinetics of the trans form with two different types of cis isomer in the polymer; a first type of isomerization similar in behavior to that of the monomer and the second type much faster in cis/trans exchange rate. This bikinetic behavior is in agreement with that of the azobenzene moiety in PMMA as a solid phase mixture. The relative proportion of the two rates comprising the bikinetic effect is solvent‐dependent. © 2006 Wiley Periodicals, Inc. J Appl Polym Sci 100: 1103–1112, 2006</description><subject>Applied sciences</subject><subject>azobenzene</subject><subject>copolymer</subject><subject>Exact sciences and technology</subject><subject>NMR</subject><subject>photo-isomerization</subject><subject>Physicochemistry of polymers</subject><subject>Polymers and radiations</subject><subject>Properties and characterization</subject><subject>UV-visible</subject><issn>0021-8995</issn><issn>1097-4628</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2006</creationdate><recordtype>article</recordtype><recordid>eNpFkN1OwjAcxRujiYhe-Aa98XLSrh3tLgkRMAEkBjXxpum2LlRZO9uB4mv4wnZg8KZf5_xO_zkAXGN0ixGKe7Kub2NCU3QCOhilLKL9mJ-CTtBwxNM0OQcX3r8hhHGC-h3ws1wpuPEK2hLiCZzPHqE0BXx6jrbaw0pJv3GqUqbxsLQOfmykaXQjG71VsFCNcpU24WZNG9A4aXwvD6D2tlJOfx8lCeuVbWzklK-t8S1eWdOa9v_pkJ_b2q534eUSnJVy7dXV394Fy9HdcjiJpg_j--FgGmnMKIooIQnheckKUmQcYR6XlBFcprykGGWSEVRgSVAqM8zTQjJKc8azmBSsCCvpgptDbC19LtdlGD6MLmqnK-l2ArOEUI5bX-_g-9RrtfvXkWgbF6FxsW9cDBaL_SEQ0YHQvlFfR0K6d9FnhCXiZT4WczoeDV-nMzEjvyPBhwI</recordid><startdate>20060415</startdate><enddate>20060415</enddate><creator>Moniruzzaman, M.</creator><creator>Talbot, J. D. R.</creator><creator>Sabey, C. J.</creator><creator>Fernando, G. F.</creator><general>Wiley Subscription Services, Inc., A Wiley Company</general><general>Wiley</general><scope>BSCLL</scope><scope>IQODW</scope></search><sort><creationdate>20060415</creationdate><title>The use of 1H NMR and UV-vis measurements for quantitative determination of trans/cis isomerization of a photo-responsive monomer and its copolymer</title><author>Moniruzzaman, M. ; Talbot, J. D. R. ; Sabey, C. J. ; Fernando, G. F.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-i1740-433538cf7d3db80182f4731f98f410ba730d1a309ab189da744c78b23d7db233</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2006</creationdate><topic>Applied sciences</topic><topic>azobenzene</topic><topic>copolymer</topic><topic>Exact sciences and technology</topic><topic>NMR</topic><topic>photo-isomerization</topic><topic>Physicochemistry of polymers</topic><topic>Polymers and radiations</topic><topic>Properties and characterization</topic><topic>UV-visible</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Moniruzzaman, M.</creatorcontrib><creatorcontrib>Talbot, J. D. R.</creatorcontrib><creatorcontrib>Sabey, C. J.</creatorcontrib><creatorcontrib>Fernando, G. F.</creatorcontrib><collection>Istex</collection><collection>Pascal-Francis</collection><jtitle>Journal of applied polymer science</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Moniruzzaman, M.</au><au>Talbot, J. D. R.</au><au>Sabey, C. J.</au><au>Fernando, G. F.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>The use of 1H NMR and UV-vis measurements for quantitative determination of trans/cis isomerization of a photo-responsive monomer and its copolymer</atitle><jtitle>Journal of applied polymer science</jtitle><addtitle>J. Appl. Polym. Sci</addtitle><date>2006-04-15</date><risdate>2006</risdate><volume>100</volume><issue>2</issue><spage>1103</spage><epage>1112</epage><pages>1103-1112</pages><issn>0021-8995</issn><eissn>1097-4628</eissn><coden>JAPNAB</coden><abstract>Photo‐induced trans–cis isomerization of trans‐4‐methacryloyloxyazobenzene and its copolymer with methylmethacrylate, synthesized in this work, were investigated in a polar protic (CDCl3) and a polar aprotic (DMSO‐d6) solvent, using 1H‐NMR. The results were cross‐correlated with trans–cis isomerization calculated from UV–visible spectra. The kinetics of the photoisomerization reaction of the monomer species under UV light irradiation is described by a simple first order exchange between the trans and cis forms of the monomer. The behavior was found to be similar for both solvents. The cis‐to‐trans reversion in the absence of irradiation is about 3% of the back reaction under irradiation. For the polymer in solution, the behavior was more complicated and is described by the sum of two equilibria, each of first order exchange kinetics of the trans form with two different types of cis isomer in the polymer; a first type of isomerization similar in behavior to that of the monomer and the second type much faster in cis/trans exchange rate. This bikinetic behavior is in agreement with that of the azobenzene moiety in PMMA as a solid phase mixture. The relative proportion of the two rates comprising the bikinetic effect is solvent‐dependent. © 2006 Wiley Periodicals, Inc. J Appl Polym Sci 100: 1103–1112, 2006</abstract><cop>Hoboken</cop><pub>Wiley Subscription Services, Inc., A Wiley Company</pub><doi>10.1002/app.23490</doi><tpages>10</tpages></addata></record>
fulltext fulltext
identifier ISSN: 0021-8995
ispartof Journal of applied polymer science, 2006-04, Vol.100 (2), p.1103-1112
issn 0021-8995
1097-4628
language eng
recordid cdi_pascalfrancis_primary_17534813
source Wiley Online Library All Journals
subjects Applied sciences
azobenzene
copolymer
Exact sciences and technology
NMR
photo-isomerization
Physicochemistry of polymers
Polymers and radiations
Properties and characterization
UV-visible
title The use of 1H NMR and UV-vis measurements for quantitative determination of trans/cis isomerization of a photo-responsive monomer and its copolymer
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-06T03%3A13%3A23IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-wiley_pasca&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=The%20use%20of%201H%20NMR%20and%20UV-vis%20measurements%20for%20quantitative%20determination%20of%20trans/cis%20isomerization%20of%20a%20photo-responsive%20monomer%20and%20its%20copolymer&rft.jtitle=Journal%20of%20applied%20polymer%20science&rft.au=Moniruzzaman,%20M.&rft.date=2006-04-15&rft.volume=100&rft.issue=2&rft.spage=1103&rft.epage=1112&rft.pages=1103-1112&rft.issn=0021-8995&rft.eissn=1097-4628&rft.coden=JAPNAB&rft_id=info:doi/10.1002/app.23490&rft_dat=%3Cwiley_pasca%3EAPP23490%3C/wiley_pasca%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_id=info:pmid/&rfr_iscdi=true