The Effects of Binding Ligand Variation on the Nickel Catalyzed Externally Initiated Polymerization of 2-Bromo-3-hexyl-5-iodothiophene

The effects of binding ligand variation on the externally initiated Ni catalyzed polymerization of P3HT were investigated using a novel methodology allowing facile screening of ligands. P3HT was synthesized with >80% initiator incorporation for both mono‐ and bidentate phosphine ligands. Variatio...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Macromolecular chemistry and physics 2009-11, Vol.210 (22), p.1966-1972
Hauptverfasser: Doubina, Natalia, Stoddard, Michelina, Bronstein, Hugo A., Jen, Alex K.-Y., Luscombe, Christine K.
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 1972
container_issue 22
container_start_page 1966
container_title Macromolecular chemistry and physics
container_volume 210
creator Doubina, Natalia
Stoddard, Michelina
Bronstein, Hugo A.
Jen, Alex K.-Y.
Luscombe, Christine K.
description The effects of binding ligand variation on the externally initiated Ni catalyzed polymerization of P3HT were investigated using a novel methodology allowing facile screening of ligands. P3HT was synthesized with >80% initiator incorporation for both mono‐ and bidentate phosphine ligands. Variation of the initiating aryl group demonstrated vastly superior results for o‐tolyl over p‐tolyl substituents. The first example of externally initiated P3HT using a bidentate phosphine ligand is reported. A further study into the effects of regioisomerism of the initiating aryl substituent showed the remarkable sensitivity of the initiating species.
doi_str_mv 10.1002/macp.200900375
format Article
fullrecord <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_787086441</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>787086441</sourcerecordid><originalsourceid>FETCH-LOGICAL-c4255-3612debce115ae7c8116f5a2d43a7f845b6169b3be3635a26599c6eb2b896dcf3</originalsourceid><addsrcrecordid>eNqFkMtu2zAQRYWiBZqm3XbNXVd0-RApaZm4zgNwXQdIHzuCooYxG0p0SQax8gH57shwEHQXYIAZXJwzi1sUnymZUULY116b7YwR0hDCK_GmOKKCUcwbLt5ON2EMUy7Y--JDSn8JITVpqqPi8XoDaGEtmJxQsOjUDZ0bbtDS3eihQ790dDq7MKBp8oSunLkFj-Y6az8-QIcWuwxx0N6P6HJweaKncB382EN0D8-uRQyfxtAHzPEGdqPHArvQhbxxYbuBAT4W76z2CT497-Pi59nien6Blz_OL-cnS2xKJgTmkrIOWgOUCg2VqSmVVmjWlVxXti5FK6lsWt4Cl3zKpWgaI6Flbd3Izlh-XHw5_N3G8O8OUla9Swa81wOEu6SquiK1LEs6kbMDaWJIKYJV2-h6HUdFidr3rfZ9q5e-J6E5CPfOw_gKrb6fzNf_u_jgupRh9-LqeKtktcd_r87V-uzP1Yp8WyvOnwDbDZUf</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>787086441</pqid></control><display><type>article</type><title>The Effects of Binding Ligand Variation on the Nickel Catalyzed Externally Initiated Polymerization of 2-Bromo-3-hexyl-5-iodothiophene</title><source>Access via Wiley Online Library</source><creator>Doubina, Natalia ; Stoddard, Michelina ; Bronstein, Hugo A. ; Jen, Alex K.-Y. ; Luscombe, Christine K.</creator><creatorcontrib>Doubina, Natalia ; Stoddard, Michelina ; Bronstein, Hugo A. ; Jen, Alex K.-Y. ; Luscombe, Christine K.</creatorcontrib><description>The effects of binding ligand variation on the externally initiated Ni catalyzed polymerization of P3HT were investigated using a novel methodology allowing facile screening of ligands. P3HT was synthesized with &gt;80% initiator incorporation for both mono‐ and bidentate phosphine ligands. Variation of the initiating aryl group demonstrated vastly superior results for o‐tolyl over p‐tolyl substituents. The first example of externally initiated P3HT using a bidentate phosphine ligand is reported. A further study into the effects of regioisomerism of the initiating aryl substituent showed the remarkable sensitivity of the initiating species.</description><identifier>ISSN: 1022-1352</identifier><identifier>EISSN: 1521-3935</identifier><identifier>DOI: 10.1002/macp.200900375</identifier><language>eng</language><publisher>Weinheim: WILEY-VCH Verlag</publisher><subject>Aromatic compounds ; Binding ; catalysts ; chain ; growth ; Initiators ; Ligands ; Nickel ; Phosphines ; Polymerization ; polymerization (general) ; polythiophene ; Screening ; semiconducting polymers</subject><ispartof>Macromolecular chemistry and physics, 2009-11, Vol.210 (22), p.1966-1972</ispartof><rights>Copyright © 2009 WILEY‐VCH Verlag GmbH &amp; Co. KGaA, Weinheim</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c4255-3612debce115ae7c8116f5a2d43a7f845b6169b3be3635a26599c6eb2b896dcf3</citedby><cites>FETCH-LOGICAL-c4255-3612debce115ae7c8116f5a2d43a7f845b6169b3be3635a26599c6eb2b896dcf3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fmacp.200900375$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fmacp.200900375$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,780,784,1417,27924,27925,45574,45575</link.rule.ids></links><search><creatorcontrib>Doubina, Natalia</creatorcontrib><creatorcontrib>Stoddard, Michelina</creatorcontrib><creatorcontrib>Bronstein, Hugo A.</creatorcontrib><creatorcontrib>Jen, Alex K.-Y.</creatorcontrib><creatorcontrib>Luscombe, Christine K.</creatorcontrib><title>The Effects of Binding Ligand Variation on the Nickel Catalyzed Externally Initiated Polymerization of 2-Bromo-3-hexyl-5-iodothiophene</title><title>Macromolecular chemistry and physics</title><addtitle>Macromol. Chem. Phys</addtitle><description>The effects of binding ligand variation on the externally initiated Ni catalyzed polymerization of P3HT were investigated using a novel methodology allowing facile screening of ligands. P3HT was synthesized with &gt;80% initiator incorporation for both mono‐ and bidentate phosphine ligands. Variation of the initiating aryl group demonstrated vastly superior results for o‐tolyl over p‐tolyl substituents. The first example of externally initiated P3HT using a bidentate phosphine ligand is reported. A further study into the effects of regioisomerism of the initiating aryl substituent showed the remarkable sensitivity of the initiating species.</description><subject>Aromatic compounds</subject><subject>Binding</subject><subject>catalysts</subject><subject>chain</subject><subject>growth</subject><subject>Initiators</subject><subject>Ligands</subject><subject>Nickel</subject><subject>Phosphines</subject><subject>Polymerization</subject><subject>polymerization (general)</subject><subject>polythiophene</subject><subject>Screening</subject><subject>semiconducting polymers</subject><issn>1022-1352</issn><issn>1521-3935</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2009</creationdate><recordtype>article</recordtype><recordid>eNqFkMtu2zAQRYWiBZqm3XbNXVd0-RApaZm4zgNwXQdIHzuCooYxG0p0SQax8gH57shwEHQXYIAZXJwzi1sUnymZUULY116b7YwR0hDCK_GmOKKCUcwbLt5ON2EMUy7Y--JDSn8JITVpqqPi8XoDaGEtmJxQsOjUDZ0bbtDS3eihQ790dDq7MKBp8oSunLkFj-Y6az8-QIcWuwxx0N6P6HJweaKncB382EN0D8-uRQyfxtAHzPEGdqPHArvQhbxxYbuBAT4W76z2CT497-Pi59nien6Blz_OL-cnS2xKJgTmkrIOWgOUCg2VqSmVVmjWlVxXti5FK6lsWt4Cl3zKpWgaI6Flbd3Izlh-XHw5_N3G8O8OUla9Swa81wOEu6SquiK1LEs6kbMDaWJIKYJV2-h6HUdFidr3rfZ9q5e-J6E5CPfOw_gKrb6fzNf_u_jgupRh9-LqeKtktcd_r87V-uzP1Yp8WyvOnwDbDZUf</recordid><startdate>20091124</startdate><enddate>20091124</enddate><creator>Doubina, Natalia</creator><creator>Stoddard, Michelina</creator><creator>Bronstein, Hugo A.</creator><creator>Jen, Alex K.-Y.</creator><creator>Luscombe, Christine K.</creator><general>WILEY-VCH Verlag</general><general>WILEY‐VCH Verlag</general><scope>BSCLL</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>7U5</scope><scope>8FD</scope><scope>JG9</scope><scope>L7M</scope></search><sort><creationdate>20091124</creationdate><title>The Effects of Binding Ligand Variation on the Nickel Catalyzed Externally Initiated Polymerization of 2-Bromo-3-hexyl-5-iodothiophene</title><author>Doubina, Natalia ; Stoddard, Michelina ; Bronstein, Hugo A. ; Jen, Alex K.-Y. ; Luscombe, Christine K.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c4255-3612debce115ae7c8116f5a2d43a7f845b6169b3be3635a26599c6eb2b896dcf3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2009</creationdate><topic>Aromatic compounds</topic><topic>Binding</topic><topic>catalysts</topic><topic>chain</topic><topic>growth</topic><topic>Initiators</topic><topic>Ligands</topic><topic>Nickel</topic><topic>Phosphines</topic><topic>Polymerization</topic><topic>polymerization (general)</topic><topic>polythiophene</topic><topic>Screening</topic><topic>semiconducting polymers</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Doubina, Natalia</creatorcontrib><creatorcontrib>Stoddard, Michelina</creatorcontrib><creatorcontrib>Bronstein, Hugo A.</creatorcontrib><creatorcontrib>Jen, Alex K.-Y.</creatorcontrib><creatorcontrib>Luscombe, Christine K.</creatorcontrib><collection>Istex</collection><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><jtitle>Macromolecular chemistry and physics</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Doubina, Natalia</au><au>Stoddard, Michelina</au><au>Bronstein, Hugo A.</au><au>Jen, Alex K.-Y.</au><au>Luscombe, Christine K.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>The Effects of Binding Ligand Variation on the Nickel Catalyzed Externally Initiated Polymerization of 2-Bromo-3-hexyl-5-iodothiophene</atitle><jtitle>Macromolecular chemistry and physics</jtitle><addtitle>Macromol. Chem. Phys</addtitle><date>2009-11-24</date><risdate>2009</risdate><volume>210</volume><issue>22</issue><spage>1966</spage><epage>1972</epage><pages>1966-1972</pages><issn>1022-1352</issn><eissn>1521-3935</eissn><abstract>The effects of binding ligand variation on the externally initiated Ni catalyzed polymerization of P3HT were investigated using a novel methodology allowing facile screening of ligands. P3HT was synthesized with &gt;80% initiator incorporation for both mono‐ and bidentate phosphine ligands. Variation of the initiating aryl group demonstrated vastly superior results for o‐tolyl over p‐tolyl substituents. The first example of externally initiated P3HT using a bidentate phosphine ligand is reported. A further study into the effects of regioisomerism of the initiating aryl substituent showed the remarkable sensitivity of the initiating species.</abstract><cop>Weinheim</cop><pub>WILEY-VCH Verlag</pub><doi>10.1002/macp.200900375</doi><tpages>7</tpages></addata></record>
fulltext fulltext
identifier ISSN: 1022-1352
ispartof Macromolecular chemistry and physics, 2009-11, Vol.210 (22), p.1966-1972
issn 1022-1352
1521-3935
language eng
recordid cdi_proquest_miscellaneous_787086441
source Access via Wiley Online Library
subjects Aromatic compounds
Binding
catalysts
chain
growth
Initiators
Ligands
Nickel
Phosphines
Polymerization
polymerization (general)
polythiophene
Screening
semiconducting polymers
title The Effects of Binding Ligand Variation on the Nickel Catalyzed Externally Initiated Polymerization of 2-Bromo-3-hexyl-5-iodothiophene
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2024-12-29T10%3A57%3A02IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=The%20Effects%20of%20Binding%20Ligand%20Variation%20on%20the%20Nickel%20Catalyzed%20Externally%20Initiated%20Polymerization%20of%202-Bromo-3-hexyl-5-iodothiophene&rft.jtitle=Macromolecular%20chemistry%20and%20physics&rft.au=Doubina,%20Natalia&rft.date=2009-11-24&rft.volume=210&rft.issue=22&rft.spage=1966&rft.epage=1972&rft.pages=1966-1972&rft.issn=1022-1352&rft.eissn=1521-3935&rft_id=info:doi/10.1002/macp.200900375&rft_dat=%3Cproquest_cross%3E787086441%3C/proquest_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=787086441&rft_id=info:pmid/&rfr_iscdi=true