Mixed Chromophore Perfluorocyclobutyl (PFCB) Copolymers for Tailored Light Emission

Mixed Chromophore Perfluorocyclobutyl (PFCB) Copolymers for Tailored Light Emission

Versatile intermediates 4-bromo(trifluorovinyloxy)benzene or 4-trifluorovinyloxyphenylboronic acid pinacol ester undergo a one step Suzuki coupling reaction with commercial aryl diboronic acids or aryl dibromides and afforded three new aryltrifluorovinylether chromophore monomers. The structures of...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Macromolecules 2007-12, Vol.40 (26), p.9378-9383
Hauptverfasser: Neilson, Andrew R, Budy, Steven M, Ballato, John M, Smith, Dennis W
Format: Artikel
Sprache:eng
Schlagworte:
Applied sciences
Exact sciences and technology
Organic polymers
Physicochemistry of polymers
Polymers with particular properties
Preparation, kinetics, thermodynamics, mechanism and catalysts
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 9383
container_issue 26
container_start_page 9378
container_title Macromolecules
container_volume 40
creator Neilson, Andrew R
Budy, Steven M
Ballato, John M
Smith, Dennis W
description Versatile intermediates 4-bromo(trifluorovinyloxy)benzene or 4-trifluorovinyloxyphenylboronic acid pinacol ester undergo a one step Suzuki coupling reaction with commercial aryl diboronic acids or aryl dibromides and afforded three new aryltrifluorovinylether chromophore monomers. The structures of these monomers were confirmed by 1H, 19F, and 13C NMR spectroscopy and elemental (C, H, and N) combustion analysis. The monomers were readily polymerized via thermal [2 + 2] cyclopolymerization to form chromophore containing PFCB polymers with high molecular weights (Mn = 16 700−22 000), superb thermal stability T d > 450 °C, and excellent processability. Photoluminescence studies reveal that the fluorinated ether linkage has no effect on lumiphore emission wavelength or solution quantum yields. Copolymerization affords a facile route to tailored emission from a linear polymeric system that includes a broad range of the visible spectrum. The properties of these polymers were analyzed by differential scanning calorimetry (DSC), thermogravimetric analysis (TGA), gel permeation chromatography (GPC), and absorbance and photoluminescence spectroscopy.
doi_str_mv 10.1021/ma0717688
format Article
fullrecord <record><control><sourceid>acs_cross</sourceid><recordid>TN_cdi_crossref_primary_10_1021_ma0717688</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>b431227708</sourcerecordid><originalsourceid>FETCH-LOGICAL-a289t-7879509287074abbc8176238ecd8433124f7b881fcf7e1ee5142488762dbd4043</originalsourceid><addsrcrecordid>eNptkEFLwzAAhYMoWKcH_0EugjtUkzQxyVHLpsLEgfNc0jSxGelSkg3Wf29l4i6e3uV7j_ceANcY3WFE8H2nEMf8QYgTkGFGUM5EwU5BhhChuSSSn4OLlNYIYcxokYGPN7c3DSzbGLrQtyEauDTR-l2IQQ_ah3q3HTy8Xc7LpyksQx_80JmYoA0RrpTzo6OBC_fVbuGscym5sLkEZ1b5ZK5-dQI-57NV-ZIv3p9fy8dFroiQ25wLLhmSRHDEqaprLcbipBBGN4IWBSbU8loIbLXlBhvDMCVUiJFp6oYiWkzA9JCrY0gpGlv10XUqDhVG1c8b1d8bI3tzYHuVtPI2qo126WiQklEs6ZFTOlXrsIubccE_ed9VmWm7</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype></control><display><type>article</type><title>Mixed Chromophore Perfluorocyclobutyl (PFCB) Copolymers for Tailored Light Emission</title><source>ACS Publications</source><creator>Neilson, Andrew R ; Budy, Steven M ; Ballato, John M ; Smith, Dennis W</creator><creatorcontrib>Neilson, Andrew R ; Budy, Steven M ; Ballato, John M ; Smith, Dennis W</creatorcontrib><description>Versatile intermediates 4-bromo(trifluorovinyloxy)benzene or 4-trifluorovinyloxyphenylboronic acid pinacol ester undergo a one step Suzuki coupling reaction with commercial aryl diboronic acids or aryl dibromides and afforded three new aryltrifluorovinylether chromophore monomers. The structures of these monomers were confirmed by 1H, 19F, and 13C NMR spectroscopy and elemental (C, H, and N) combustion analysis. The monomers were readily polymerized via thermal [2 + 2] cyclopolymerization to form chromophore containing PFCB polymers with high molecular weights (Mn = 16 700−22 000), superb thermal stability T d &gt; 450 °C, and excellent processability. Photoluminescence studies reveal that the fluorinated ether linkage has no effect on lumiphore emission wavelength or solution quantum yields. Copolymerization affords a facile route to tailored emission from a linear polymeric system that includes a broad range of the visible spectrum. The properties of these polymers were analyzed by differential scanning calorimetry (DSC), thermogravimetric analysis (TGA), gel permeation chromatography (GPC), and absorbance and photoluminescence spectroscopy.</description><identifier>ISSN: 0024-9297</identifier><identifier>EISSN: 1520-5835</identifier><identifier>DOI: 10.1021/ma0717688</identifier><identifier>CODEN: MAMOBX</identifier><language>eng</language><publisher>Washington, DC: American Chemical Society</publisher><subject>Applied sciences ; Exact sciences and technology ; Organic polymers ; Physicochemistry of polymers ; Polymers with particular properties ; Preparation, kinetics, thermodynamics, mechanism and catalysts</subject><ispartof>Macromolecules, 2007-12, Vol.40 (26), p.9378-9383</ispartof><rights>Copyright © 2007 American Chemical Society</rights><rights>2008 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a289t-7879509287074abbc8176238ecd8433124f7b881fcf7e1ee5142488762dbd4043</citedby><cites>FETCH-LOGICAL-a289t-7879509287074abbc8176238ecd8433124f7b881fcf7e1ee5142488762dbd4043</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://pubs.acs.org/doi/pdf/10.1021/ma0717688$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/ma0717688$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>315,781,785,2766,27081,27929,27930,56743,56793</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&amp;idt=19954194$$DView record in Pascal Francis$$Hfree_for_read</backlink></links><search><creatorcontrib>Neilson, Andrew R</creatorcontrib><creatorcontrib>Budy, Steven M</creatorcontrib><creatorcontrib>Ballato, John M</creatorcontrib><creatorcontrib>Smith, Dennis W</creatorcontrib><title>Mixed Chromophore Perfluorocyclobutyl (PFCB) Copolymers for Tailored Light Emission</title><title>Macromolecules</title><addtitle>Macromolecules</addtitle><description>Versatile intermediates 4-bromo(trifluorovinyloxy)benzene or 4-trifluorovinyloxyphenylboronic acid pinacol ester undergo a one step Suzuki coupling reaction with commercial aryl diboronic acids or aryl dibromides and afforded three new aryltrifluorovinylether chromophore monomers. The structures of these monomers were confirmed by 1H, 19F, and 13C NMR spectroscopy and elemental (C, H, and N) combustion analysis. The monomers were readily polymerized via thermal [2 + 2] cyclopolymerization to form chromophore containing PFCB polymers with high molecular weights (Mn = 16 700−22 000), superb thermal stability T d &gt; 450 °C, and excellent processability. Photoluminescence studies reveal that the fluorinated ether linkage has no effect on lumiphore emission wavelength or solution quantum yields. Copolymerization affords a facile route to tailored emission from a linear polymeric system that includes a broad range of the visible spectrum. The properties of these polymers were analyzed by differential scanning calorimetry (DSC), thermogravimetric analysis (TGA), gel permeation chromatography (GPC), and absorbance and photoluminescence spectroscopy.</description><subject>Applied sciences</subject><subject>Exact sciences and technology</subject><subject>Organic polymers</subject><subject>Physicochemistry of polymers</subject><subject>Polymers with particular properties</subject><subject>Preparation, kinetics, thermodynamics, mechanism and catalysts</subject><issn>0024-9297</issn><issn>1520-5835</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2007</creationdate><recordtype>article</recordtype><recordid>eNptkEFLwzAAhYMoWKcH_0EugjtUkzQxyVHLpsLEgfNc0jSxGelSkg3Wf29l4i6e3uV7j_ceANcY3WFE8H2nEMf8QYgTkGFGUM5EwU5BhhChuSSSn4OLlNYIYcxokYGPN7c3DSzbGLrQtyEauDTR-l2IQQ_ah3q3HTy8Xc7LpyksQx_80JmYoA0RrpTzo6OBC_fVbuGscym5sLkEZ1b5ZK5-dQI-57NV-ZIv3p9fy8dFroiQ25wLLhmSRHDEqaprLcbipBBGN4IWBSbU8loIbLXlBhvDMCVUiJFp6oYiWkzA9JCrY0gpGlv10XUqDhVG1c8b1d8bI3tzYHuVtPI2qo126WiQklEs6ZFTOlXrsIubccE_ed9VmWm7</recordid><startdate>20071225</startdate><enddate>20071225</enddate><creator>Neilson, Andrew R</creator><creator>Budy, Steven M</creator><creator>Ballato, John M</creator><creator>Smith, Dennis W</creator><general>American Chemical Society</general><scope>IQODW</scope><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>20071225</creationdate><title>Mixed Chromophore Perfluorocyclobutyl (PFCB) Copolymers for Tailored Light Emission</title><author>Neilson, Andrew R ; Budy, Steven M ; Ballato, John M ; Smith, Dennis W</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a289t-7879509287074abbc8176238ecd8433124f7b881fcf7e1ee5142488762dbd4043</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2007</creationdate><topic>Applied sciences</topic><topic>Exact sciences and technology</topic><topic>Organic polymers</topic><topic>Physicochemistry of polymers</topic><topic>Polymers with particular properties</topic><topic>Preparation, kinetics, thermodynamics, mechanism and catalysts</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Neilson, Andrew R</creatorcontrib><creatorcontrib>Budy, Steven M</creatorcontrib><creatorcontrib>Ballato, John M</creatorcontrib><creatorcontrib>Smith, Dennis W</creatorcontrib><collection>Pascal-Francis</collection><collection>CrossRef</collection><jtitle>Macromolecules</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Neilson, Andrew R</au><au>Budy, Steven M</au><au>Ballato, John M</au><au>Smith, Dennis W</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Mixed Chromophore Perfluorocyclobutyl (PFCB) Copolymers for Tailored Light Emission</atitle><jtitle>Macromolecules</jtitle><addtitle>Macromolecules</addtitle><date>2007-12-25</date><risdate>2007</risdate><volume>40</volume><issue>26</issue><spage>9378</spage><epage>9383</epage><pages>9378-9383</pages><issn>0024-9297</issn><eissn>1520-5835</eissn><coden>MAMOBX</coden><abstract>Versatile intermediates 4-bromo(trifluorovinyloxy)benzene or 4-trifluorovinyloxyphenylboronic acid pinacol ester undergo a one step Suzuki coupling reaction with commercial aryl diboronic acids or aryl dibromides and afforded three new aryltrifluorovinylether chromophore monomers. The structures of these monomers were confirmed by 1H, 19F, and 13C NMR spectroscopy and elemental (C, H, and N) combustion analysis. The monomers were readily polymerized via thermal [2 + 2] cyclopolymerization to form chromophore containing PFCB polymers with high molecular weights (Mn = 16 700−22 000), superb thermal stability T d &gt; 450 °C, and excellent processability. Photoluminescence studies reveal that the fluorinated ether linkage has no effect on lumiphore emission wavelength or solution quantum yields. Copolymerization affords a facile route to tailored emission from a linear polymeric system that includes a broad range of the visible spectrum. The properties of these polymers were analyzed by differential scanning calorimetry (DSC), thermogravimetric analysis (TGA), gel permeation chromatography (GPC), and absorbance and photoluminescence spectroscopy.</abstract><cop>Washington, DC</cop><pub>American Chemical Society</pub><doi>10.1021/ma0717688</doi><tpages>6</tpages></addata></record>
fulltext fulltext
identifier ISSN: 0024-9297
ispartof Macromolecules, 2007-12, Vol.40 (26), p.9378-9383
issn 0024-9297
1520-5835
language eng
recordid cdi_crossref_primary_10_1021_ma0717688
source ACS Publications
subjects Applied sciences
Exact sciences and technology
Organic polymers
Physicochemistry of polymers
Polymers with particular properties
Preparation, kinetics, thermodynamics, mechanism and catalysts
title Mixed Chromophore Perfluorocyclobutyl (PFCB) Copolymers for Tailored Light Emission
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2024-12-12T08%3A57%3A08IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-acs_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Mixed%20Chromophore%20Perfluorocyclobutyl%20(PFCB)%20Copolymers%20for%20Tailored%20Light%20Emission&rft.jtitle=Macromolecules&rft.au=Neilson,%20Andrew%20R&rft.date=2007-12-25&rft.volume=40&rft.issue=26&rft.spage=9378&rft.epage=9383&rft.pages=9378-9383&rft.issn=0024-9297&rft.eissn=1520-5835&rft.coden=MAMOBX&rft_id=info:doi/10.1021/ma0717688&rft_dat=%3Cacs_cross%3Eb431227708%3C/acs_cross%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