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...
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Veröffentlicht in: | Macromolecular chemistry and physics 2009-11, Vol.210 (22), p.1966-1972 |
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container_end_page | 1972 |
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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 |
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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 & 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 >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 >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> |
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language | eng |
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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 |
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