Molecular Packing in Unsubstituted Semiconducting Phenylenevinylene Oligomer and Polymer

p-Bis(p-styrylstyryl)benzene, C38H30, a five-ring phenylene−vinylene model compound for unsubstituted PPV, has been obtained in single-crystal form and the crystal structure has been resolved. The arrangement of the molecules is of the herringbone-type, and its characteristic dimensions correspond r...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Journal of the American Chemical Society 1999-06, Vol.121 (25), p.5910-5918
Hauptverfasser: van Hutten, Paul F, Wildeman, Jurjen, Meetsma, Auke, Hadziioannou, Georges
Format: Artikel
Sprache:eng
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 5918
container_issue 25
container_start_page 5910
container_title Journal of the American Chemical Society
container_volume 121
creator van Hutten, Paul F
Wildeman, Jurjen
Meetsma, Auke
Hadziioannou, Georges
description p-Bis(p-styrylstyryl)benzene, C38H30, a five-ring phenylene−vinylene model compound for unsubstituted PPV, has been obtained in single-crystal form and the crystal structure has been resolved. The arrangement of the molecules is of the herringbone-type, and its characteristic dimensions correspond remarkably well to those of the structure proposed for PPV in 1986. This packing mode is entirely different from what has been found for substituted oligo(phenylenevinylene)s but similar to that observed in other types of conjugated oligomers without lateral substituents. Thin films of the unsubstituted oligomer show electroluminescence at a lower onset voltage and blue-shifted relative to substituted oligo(phenylenevinylene)s.
doi_str_mv 10.1021/ja990934r
format Article
fullrecord <record><control><sourceid>istex_cross</sourceid><recordid>TN_cdi_crossref_primary_10_1021_ja990934r</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>ark_67375_TPS_90FS0PC3_0</sourcerecordid><originalsourceid>FETCH-LOGICAL-a361t-d04fcce310e02332e3024b0a43cf3c45c4db3951f9eb0004b7788f1db8d767f03</originalsourceid><addsrcrecordid>eNptkEtPwzAQhC0EEqVw4B_4woFDYP3I64gqCkhFjdRW4mY5jl3cpg6yE0T_PYmCeuI0u9pPo51B6JbAAwFKHncyzyFn3J-hCYkpRDGhyTmaAACN0ixhl-gqhF2_cpqRCfp4b2qtulp6XEi1t26LrcMbF7oytLbtWl3hlT5Y1biqU-1wLz61O9ba6W87Kl7WdtsctMfSVbho6mM_X6MLI-ugb_50ijbz5_XsNVosX95mT4tIsoS0UQXcKKUZAQ2UMaoZUF6C5EwZpniseFWyPCYm1-XwdJmmWWZIVWZVmqQG2BTdj77KNyF4bcSXtwfpj4KAGCoRp0p6NhpZG1r9cwKl34skZWks1sVK5DBfQTFjYvC-G3mpgtg1nXd9kn98fwFq33Bm</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype></control><display><type>article</type><title>Molecular Packing in Unsubstituted Semiconducting Phenylenevinylene Oligomer and Polymer</title><source>American Chemical Society Journals</source><creator>van Hutten, Paul F ; Wildeman, Jurjen ; Meetsma, Auke ; Hadziioannou, Georges</creator><creatorcontrib>van Hutten, Paul F ; Wildeman, Jurjen ; Meetsma, Auke ; Hadziioannou, Georges</creatorcontrib><description>p-Bis(p-styrylstyryl)benzene, C38H30, a five-ring phenylene−vinylene model compound for unsubstituted PPV, has been obtained in single-crystal form and the crystal structure has been resolved. The arrangement of the molecules is of the herringbone-type, and its characteristic dimensions correspond remarkably well to those of the structure proposed for PPV in 1986. This packing mode is entirely different from what has been found for substituted oligo(phenylenevinylene)s but similar to that observed in other types of conjugated oligomers without lateral substituents. Thin films of the unsubstituted oligomer show electroluminescence at a lower onset voltage and blue-shifted relative to substituted oligo(phenylenevinylene)s.</description><identifier>ISSN: 0002-7863</identifier><identifier>EISSN: 1520-5126</identifier><identifier>DOI: 10.1021/ja990934r</identifier><language>eng</language><publisher>American Chemical Society</publisher><ispartof>Journal of the American Chemical Society, 1999-06, Vol.121 (25), p.5910-5918</ispartof><rights>Copyright © 1999 American Chemical Society</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a361t-d04fcce310e02332e3024b0a43cf3c45c4db3951f9eb0004b7788f1db8d767f03</citedby><cites>FETCH-LOGICAL-a361t-d04fcce310e02332e3024b0a43cf3c45c4db3951f9eb0004b7788f1db8d767f03</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/ja990934r$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/ja990934r$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>314,776,780,2752,27053,27901,27902,56713,56763</link.rule.ids></links><search><creatorcontrib>van Hutten, Paul F</creatorcontrib><creatorcontrib>Wildeman, Jurjen</creatorcontrib><creatorcontrib>Meetsma, Auke</creatorcontrib><creatorcontrib>Hadziioannou, Georges</creatorcontrib><title>Molecular Packing in Unsubstituted Semiconducting Phenylenevinylene Oligomer and Polymer</title><title>Journal of the American Chemical Society</title><addtitle>J. Am. Chem. Soc</addtitle><description>p-Bis(p-styrylstyryl)benzene, C38H30, a five-ring phenylene−vinylene model compound for unsubstituted PPV, has been obtained in single-crystal form and the crystal structure has been resolved. The arrangement of the molecules is of the herringbone-type, and its characteristic dimensions correspond remarkably well to those of the structure proposed for PPV in 1986. This packing mode is entirely different from what has been found for substituted oligo(phenylenevinylene)s but similar to that observed in other types of conjugated oligomers without lateral substituents. Thin films of the unsubstituted oligomer show electroluminescence at a lower onset voltage and blue-shifted relative to substituted oligo(phenylenevinylene)s.</description><issn>0002-7863</issn><issn>1520-5126</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1999</creationdate><recordtype>article</recordtype><recordid>eNptkEtPwzAQhC0EEqVw4B_4woFDYP3I64gqCkhFjdRW4mY5jl3cpg6yE0T_PYmCeuI0u9pPo51B6JbAAwFKHncyzyFn3J-hCYkpRDGhyTmaAACN0ixhl-gqhF2_cpqRCfp4b2qtulp6XEi1t26LrcMbF7oytLbtWl3hlT5Y1biqU-1wLz61O9ba6W87Kl7WdtsctMfSVbho6mM_X6MLI-ugb_50ijbz5_XsNVosX95mT4tIsoS0UQXcKKUZAQ2UMaoZUF6C5EwZpniseFWyPCYm1-XwdJmmWWZIVWZVmqQG2BTdj77KNyF4bcSXtwfpj4KAGCoRp0p6NhpZG1r9cwKl34skZWks1sVK5DBfQTFjYvC-G3mpgtg1nXd9kn98fwFq33Bm</recordid><startdate>19990630</startdate><enddate>19990630</enddate><creator>van Hutten, Paul F</creator><creator>Wildeman, Jurjen</creator><creator>Meetsma, Auke</creator><creator>Hadziioannou, Georges</creator><general>American Chemical Society</general><scope>BSCLL</scope><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>19990630</creationdate><title>Molecular Packing in Unsubstituted Semiconducting Phenylenevinylene Oligomer and Polymer</title><author>van Hutten, Paul F ; Wildeman, Jurjen ; Meetsma, Auke ; Hadziioannou, Georges</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a361t-d04fcce310e02332e3024b0a43cf3c45c4db3951f9eb0004b7788f1db8d767f03</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1999</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>van Hutten, Paul F</creatorcontrib><creatorcontrib>Wildeman, Jurjen</creatorcontrib><creatorcontrib>Meetsma, Auke</creatorcontrib><creatorcontrib>Hadziioannou, Georges</creatorcontrib><collection>Istex</collection><collection>CrossRef</collection><jtitle>Journal of the American Chemical Society</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>van Hutten, Paul F</au><au>Wildeman, Jurjen</au><au>Meetsma, Auke</au><au>Hadziioannou, Georges</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Molecular Packing in Unsubstituted Semiconducting Phenylenevinylene Oligomer and Polymer</atitle><jtitle>Journal of the American Chemical Society</jtitle><addtitle>J. Am. Chem. Soc</addtitle><date>1999-06-30</date><risdate>1999</risdate><volume>121</volume><issue>25</issue><spage>5910</spage><epage>5918</epage><pages>5910-5918</pages><issn>0002-7863</issn><eissn>1520-5126</eissn><abstract>p-Bis(p-styrylstyryl)benzene, C38H30, a five-ring phenylene−vinylene model compound for unsubstituted PPV, has been obtained in single-crystal form and the crystal structure has been resolved. The arrangement of the molecules is of the herringbone-type, and its characteristic dimensions correspond remarkably well to those of the structure proposed for PPV in 1986. This packing mode is entirely different from what has been found for substituted oligo(phenylenevinylene)s but similar to that observed in other types of conjugated oligomers without lateral substituents. Thin films of the unsubstituted oligomer show electroluminescence at a lower onset voltage and blue-shifted relative to substituted oligo(phenylenevinylene)s.</abstract><pub>American Chemical Society</pub><doi>10.1021/ja990934r</doi><tpages>9</tpages></addata></record>
fulltext fulltext
identifier ISSN: 0002-7863
ispartof Journal of the American Chemical Society, 1999-06, Vol.121 (25), p.5910-5918
issn 0002-7863
1520-5126
language eng
recordid cdi_crossref_primary_10_1021_ja990934r
source American Chemical Society Journals
title Molecular Packing in Unsubstituted Semiconducting Phenylenevinylene Oligomer and Polymer
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-02-03T12%3A02%3A52IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-istex_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Molecular%20Packing%20in%20Unsubstituted%20Semiconducting%20Phenylenevinylene%20Oligomer%20and%20Polymer&rft.jtitle=Journal%20of%20the%20American%20Chemical%20Society&rft.au=van%20Hutten,%20Paul%20F&rft.date=1999-06-30&rft.volume=121&rft.issue=25&rft.spage=5910&rft.epage=5918&rft.pages=5910-5918&rft.issn=0002-7863&rft.eissn=1520-5126&rft_id=info:doi/10.1021/ja990934r&rft_dat=%3Cistex_cross%3Eark_67375_TPS_90FS0PC3_0%3C/istex_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