Optoelectronic Properties of Alternating Copolymers Based on 3,4-Ethylenedioxythiophene and Various Dibromoarenes and Organic Solar Cells Prepared Thereof
High molecular weight π-conjugated alternating copolymers were obtained by direct arylation polycondensation of 3,4-ethylenedioxythiophene (EDOT) with various dibromoarenes in the presence of a solid-supported palladium catalyst, PITS (palladium immobilized on thiol-modified silica gel). The counter...
Gespeichert in:
| Veröffentlicht in: | KOBUNSHI RONBUNSHU 2019/03/25, Vol.76(2), pp.179-183 |
|---|---|
| Hauptverfasser: | , , , , |
| Format: | Artikel |
| Sprache: | eng ; jpn |
| Schlagworte: | |
| Online-Zugang: | Volltext |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| container_end_page | 183 |
|---|---|
| container_issue | 2 |
| container_start_page | 179 |
| container_title | KOBUNSHI RONBUNSHU |
| container_volume | 76 |
| creator | UEGAKI, Kaoru NAKABAYASHI, Kazuhiro YAMAMOTO, Shin-ichi HAYASHI, Shotaro KOIZUMI, Toshio |
| description | High molecular weight π-conjugated alternating copolymers were obtained by direct arylation polycondensation of 3,4-ethylenedioxythiophene (EDOT) with various dibromoarenes in the presence of a solid-supported palladium catalyst, PITS (palladium immobilized on thiol-modified silica gel). The counter part of the EDOT unit controlled the electrochemical HOMO and LUMO levels of the polymers. The existence of a diketopyrroropyrole electron-acceptor unit and/or a bithiophene electron-donor unit strongly affected HOMO and LUMO levels and their band gap. Poly(EDOT-alt-dithienyldiketopyrrolopyrole), PEDOTDPT, exhibited the narrowest electrochemical HOMO-LUMO band gap (1.15 eV) and an extremely wide light absorption region. An organic solar cell made with PEDOTDPT, [ITO/PEDOT:PSS/PEDOTDPT:PC61BM/Ca/Al/], showed an efficiency of 0.20%. |
| doi_str_mv | 10.1295/koron.2018-0060 |
| format | Article |
| fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_journals_2239626621</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2239626621</sourcerecordid><originalsourceid>FETCH-LOGICAL-c256t-460e92d2c512b97e4f973c6107c3be4ef17c73e6f4f0b3b73141469e82b2e9613</originalsourceid><addsrcrecordid>eNo9kU9v1DAQxS0EEqvSM1dLXEnrP4kTH8uyFKRKi0Tbq-U4k42LNxNsr8R-lX5akt3Si0fW-70ZzTxCPnJ2xYWurn9jxPFKMN4UjCn2hqx40_CiUk31lqyYbFQheKPek8uUfMtYpRnXTK3I83bKCAFcnht4R39GnCBmD4liT29Chjja7McdXeOE4biHmOgXm6CjOFL5uSw2eTgGGKHz-PeYB4_TMP-oHTv6aKPHQ6JffRtxjzbOQjop27izy7hfGGykawghzaNhmpGO3g8QAfsP5F1vQ4LLl3pBHr5t7tffi7vt7Y_1zV3hRKVyUSoGWnTCVVy0uoay17V0irPayRZK6HntagmqL3vWyraWvOSl0tCIVoBWXF6QT-e-U8Q_B0jZPOFh3jokI4TUSiglFur6TLmIKUXozRT93saj4cwsGZhTBmbJwCwZzI7N2fGUst3BK2_n87oAL3ytjDg9_32vuhtsNDDKf2G3ljs</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2239626621</pqid></control><display><type>article</type><title>Optoelectronic Properties of Alternating Copolymers Based on 3,4-Ethylenedioxythiophene and Various Dibromoarenes and Organic Solar Cells Prepared Thereof</title><source>J-STAGE Free</source><creator>UEGAKI, Kaoru ; NAKABAYASHI, Kazuhiro ; YAMAMOTO, Shin-ichi ; HAYASHI, Shotaro ; KOIZUMI, Toshio</creator><creatorcontrib>UEGAKI, Kaoru ; NAKABAYASHI, Kazuhiro ; YAMAMOTO, Shin-ichi ; HAYASHI, Shotaro ; KOIZUMI, Toshio</creatorcontrib><description>High molecular weight π-conjugated alternating copolymers were obtained by direct arylation polycondensation of 3,4-ethylenedioxythiophene (EDOT) with various dibromoarenes in the presence of a solid-supported palladium catalyst, PITS (palladium immobilized on thiol-modified silica gel). The counter part of the EDOT unit controlled the electrochemical HOMO and LUMO levels of the polymers. The existence of a diketopyrroropyrole electron-acceptor unit and/or a bithiophene electron-donor unit strongly affected HOMO and LUMO levels and their band gap. Poly(EDOT-alt-dithienyldiketopyrrolopyrole), PEDOTDPT, exhibited the narrowest electrochemical HOMO-LUMO band gap (1.15 eV) and an extremely wide light absorption region. An organic solar cell made with PEDOTDPT, [ITO/PEDOT:PSS/PEDOTDPT:PC61BM/Ca/Al/], showed an efficiency of 0.20%.</description><identifier>ISSN: 0386-2186</identifier><identifier>EISSN: 1881-5685</identifier><identifier>DOI: 10.1295/koron.2018-0060</identifier><language>eng ; jpn</language><publisher>Tokyo: The Society of Polymer Science, Japan</publisher><subject>Conjugated Polymers ; Copolymers ; Direct Arylation Polycondensation ; Donor-Acceptor ; Electromagnetic absorption ; Energy gap ; Molecular orbitals ; Optoelectronics ; Organic chemistry ; Palladium ; Photovoltaic cells ; Silica gel ; Silicon dioxide ; Solar Cells</subject><ispartof>KOBUNSHI RONBUNSHU, 2019/03/25, Vol.76(2), pp.179-183</ispartof><rights>2019 The Society of Polymer Science, Japan</rights><rights>Copyright Japan Science and Technology Agency 2019</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><cites>FETCH-LOGICAL-c256t-460e92d2c512b97e4f973c6107c3be4ef17c73e6f4f0b3b73141469e82b2e9613</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,1876,27903,27904</link.rule.ids></links><search><creatorcontrib>UEGAKI, Kaoru</creatorcontrib><creatorcontrib>NAKABAYASHI, Kazuhiro</creatorcontrib><creatorcontrib>YAMAMOTO, Shin-ichi</creatorcontrib><creatorcontrib>HAYASHI, Shotaro</creatorcontrib><creatorcontrib>KOIZUMI, Toshio</creatorcontrib><title>Optoelectronic Properties of Alternating Copolymers Based on 3,4-Ethylenedioxythiophene and Various Dibromoarenes and Organic Solar Cells Prepared Thereof</title><title>KOBUNSHI RONBUNSHU</title><addtitle>KOBUNSHI RONBUNSHU</addtitle><description>High molecular weight π-conjugated alternating copolymers were obtained by direct arylation polycondensation of 3,4-ethylenedioxythiophene (EDOT) with various dibromoarenes in the presence of a solid-supported palladium catalyst, PITS (palladium immobilized on thiol-modified silica gel). The counter part of the EDOT unit controlled the electrochemical HOMO and LUMO levels of the polymers. The existence of a diketopyrroropyrole electron-acceptor unit and/or a bithiophene electron-donor unit strongly affected HOMO and LUMO levels and their band gap. Poly(EDOT-alt-dithienyldiketopyrrolopyrole), PEDOTDPT, exhibited the narrowest electrochemical HOMO-LUMO band gap (1.15 eV) and an extremely wide light absorption region. An organic solar cell made with PEDOTDPT, [ITO/PEDOT:PSS/PEDOTDPT:PC61BM/Ca/Al/], showed an efficiency of 0.20%.</description><subject>Conjugated Polymers</subject><subject>Copolymers</subject><subject>Direct Arylation Polycondensation</subject><subject>Donor-Acceptor</subject><subject>Electromagnetic absorption</subject><subject>Energy gap</subject><subject>Molecular orbitals</subject><subject>Optoelectronics</subject><subject>Organic chemistry</subject><subject>Palladium</subject><subject>Photovoltaic cells</subject><subject>Silica gel</subject><subject>Silicon dioxide</subject><subject>Solar Cells</subject><issn>0386-2186</issn><issn>1881-5685</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2019</creationdate><recordtype>article</recordtype><recordid>eNo9kU9v1DAQxS0EEqvSM1dLXEnrP4kTH8uyFKRKi0Tbq-U4k42LNxNsr8R-lX5akt3Si0fW-70ZzTxCPnJ2xYWurn9jxPFKMN4UjCn2hqx40_CiUk31lqyYbFQheKPek8uUfMtYpRnXTK3I83bKCAFcnht4R39GnCBmD4liT29Chjja7McdXeOE4biHmOgXm6CjOFL5uSw2eTgGGKHz-PeYB4_TMP-oHTv6aKPHQ6JffRtxjzbOQjop27izy7hfGGykawghzaNhmpGO3g8QAfsP5F1vQ4LLl3pBHr5t7tffi7vt7Y_1zV3hRKVyUSoGWnTCVVy0uoay17V0irPayRZK6HntagmqL3vWyraWvOSl0tCIVoBWXF6QT-e-U8Q_B0jZPOFh3jokI4TUSiglFur6TLmIKUXozRT93saj4cwsGZhTBmbJwCwZzI7N2fGUst3BK2_n87oAL3ytjDg9_32vuhtsNDDKf2G3ljs</recordid><startdate>20190325</startdate><enddate>20190325</enddate><creator>UEGAKI, Kaoru</creator><creator>NAKABAYASHI, Kazuhiro</creator><creator>YAMAMOTO, Shin-ichi</creator><creator>HAYASHI, Shotaro</creator><creator>KOIZUMI, Toshio</creator><general>The Society of Polymer Science, Japan</general><general>Japan Science and Technology Agency</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8FD</scope><scope>JG9</scope></search><sort><creationdate>20190325</creationdate><title>Optoelectronic Properties of Alternating Copolymers Based on 3,4-Ethylenedioxythiophene and Various Dibromoarenes and Organic Solar Cells Prepared Thereof</title><author>UEGAKI, Kaoru ; NAKABAYASHI, Kazuhiro ; YAMAMOTO, Shin-ichi ; HAYASHI, Shotaro ; KOIZUMI, Toshio</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c256t-460e92d2c512b97e4f973c6107c3be4ef17c73e6f4f0b3b73141469e82b2e9613</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng ; jpn</language><creationdate>2019</creationdate><topic>Conjugated Polymers</topic><topic>Copolymers</topic><topic>Direct Arylation Polycondensation</topic><topic>Donor-Acceptor</topic><topic>Electromagnetic absorption</topic><topic>Energy gap</topic><topic>Molecular orbitals</topic><topic>Optoelectronics</topic><topic>Organic chemistry</topic><topic>Palladium</topic><topic>Photovoltaic cells</topic><topic>Silica gel</topic><topic>Silicon dioxide</topic><topic>Solar Cells</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>UEGAKI, Kaoru</creatorcontrib><creatorcontrib>NAKABAYASHI, Kazuhiro</creatorcontrib><creatorcontrib>YAMAMOTO, Shin-ichi</creatorcontrib><creatorcontrib>HAYASHI, Shotaro</creatorcontrib><creatorcontrib>KOIZUMI, Toshio</creatorcontrib><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><jtitle>KOBUNSHI RONBUNSHU</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>UEGAKI, Kaoru</au><au>NAKABAYASHI, Kazuhiro</au><au>YAMAMOTO, Shin-ichi</au><au>HAYASHI, Shotaro</au><au>KOIZUMI, Toshio</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Optoelectronic Properties of Alternating Copolymers Based on 3,4-Ethylenedioxythiophene and Various Dibromoarenes and Organic Solar Cells Prepared Thereof</atitle><jtitle>KOBUNSHI RONBUNSHU</jtitle><addtitle>KOBUNSHI RONBUNSHU</addtitle><date>2019-03-25</date><risdate>2019</risdate><volume>76</volume><issue>2</issue><spage>179</spage><epage>183</epage><pages>179-183</pages><issn>0386-2186</issn><eissn>1881-5685</eissn><abstract>High molecular weight π-conjugated alternating copolymers were obtained by direct arylation polycondensation of 3,4-ethylenedioxythiophene (EDOT) with various dibromoarenes in the presence of a solid-supported palladium catalyst, PITS (palladium immobilized on thiol-modified silica gel). The counter part of the EDOT unit controlled the electrochemical HOMO and LUMO levels of the polymers. The existence of a diketopyrroropyrole electron-acceptor unit and/or a bithiophene electron-donor unit strongly affected HOMO and LUMO levels and their band gap. Poly(EDOT-alt-dithienyldiketopyrrolopyrole), PEDOTDPT, exhibited the narrowest electrochemical HOMO-LUMO band gap (1.15 eV) and an extremely wide light absorption region. An organic solar cell made with PEDOTDPT, [ITO/PEDOT:PSS/PEDOTDPT:PC61BM/Ca/Al/], showed an efficiency of 0.20%.</abstract><cop>Tokyo</cop><pub>The Society of Polymer Science, Japan</pub><doi>10.1295/koron.2018-0060</doi><tpages>5</tpages><oa>free_for_read</oa></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0386-2186 |
| ispartof | KOBUNSHI RONBUNSHU, 2019/03/25, Vol.76(2), pp.179-183 |
| issn | 0386-2186 1881-5685 |
| language | eng ; jpn |
| recordid | cdi_proquest_journals_2239626621 |
| source | J-STAGE Free |
| subjects | Conjugated Polymers Copolymers Direct Arylation Polycondensation Donor-Acceptor Electromagnetic absorption Energy gap Molecular orbitals Optoelectronics Organic chemistry Palladium Photovoltaic cells Silica gel Silicon dioxide Solar Cells |
| title | Optoelectronic Properties of Alternating Copolymers Based on 3,4-Ethylenedioxythiophene and Various Dibromoarenes and Organic Solar Cells Prepared Thereof |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-26T01%3A02%3A47IST&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=Optoelectronic%20Properties%20of%20Alternating%20Copolymers%20Based%20on%203,4-Ethylenedioxythiophene%20and%20Various%20Dibromoarenes%20and%20Organic%20Solar%20Cells%20Prepared%20Thereof&rft.jtitle=KOBUNSHI%20RONBUNSHU&rft.au=UEGAKI,%20Kaoru&rft.date=2019-03-25&rft.volume=76&rft.issue=2&rft.spage=179&rft.epage=183&rft.pages=179-183&rft.issn=0386-2186&rft.eissn=1881-5685&rft_id=info:doi/10.1295/koron.2018-0060&rft_dat=%3Cproquest_cross%3E2239626621%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=2239626621&rft_id=info:pmid/&rfr_iscdi=true |