Synthesis and Characterization of a Non-Conjugated Backbone Polymer Bearing [1]Benzothieno[3,2-b][1]benzothiophene with a Herringbone Packing Motif
Conjugated polymers encompassing delocalized π-electrons in their backbones exhibit high photoabsorption and efficient charge carrier transport through the intermolecular π-π stacking suitable for organic photovoltaics (OPV). By contrast, small molecules such as [1]benzothieno[3,2-b][1]benzothiophen...
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| Veröffentlicht in: | Journal of Photopolymer Science and Technology 2022/12/16, Vol.35(3), pp.205-211 |
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| container_issue | 3 |
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| container_title | Journal of Photopolymer Science and Technology |
| container_volume | 35 |
| creator | Kranthiraja, Kakaraparthi Nomura, Mayuka Ishiwari, Fumitaka Saeki, Akinori |
| description | Conjugated polymers encompassing delocalized π-electrons in their backbones exhibit high photoabsorption and efficient charge carrier transport through the intermolecular π-π stacking suitable for organic photovoltaics (OPV). By contrast, small molecules such as [1]benzothieno[3,2-b][1]benzothiophene (BTBT) derivatives, which demonstrates high field-effect transistor hole mobilities owing to their 2-dimensional herringbone packing, have not yet been applied to OPVs. Here we report a non-conjugated backbone polymer bearing phenyl- and decyl-substituted BTBT (Ph-BTBT-10) as the pendant conjugated unit, which was synthesized by ring opening polymerization of epoxy append. The polymer showed an X-ray diffraction pattern ascribed to the layered lamellar and less ordered herringbone packing. In addition, a model molecule of Ph-BTBT-10 showed charge separation upon photoexcitation when blended with a non-fullerene acceptor (ITIC) or fullerene (PCBM). |
| doi_str_mv | 10.2494/photopolymer.35.205 |
| format | Article |
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By contrast, small molecules such as [1]benzothieno[3,2-b][1]benzothiophene (BTBT) derivatives, which demonstrates high field-effect transistor hole mobilities owing to their 2-dimensional herringbone packing, have not yet been applied to OPVs. Here we report a non-conjugated backbone polymer bearing phenyl- and decyl-substituted BTBT (Ph-BTBT-10) as the pendant conjugated unit, which was synthesized by ring opening polymerization of epoxy append. The polymer showed an X-ray diffraction pattern ascribed to the layered lamellar and less ordered herringbone packing. 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Photopol. Sci. Technol.</addtitle><description>Conjugated polymers encompassing delocalized π-electrons in their backbones exhibit high photoabsorption and efficient charge carrier transport through the intermolecular π-π stacking suitable for organic photovoltaics (OPV). By contrast, small molecules such as [1]benzothieno[3,2-b][1]benzothiophene (BTBT) derivatives, which demonstrates high field-effect transistor hole mobilities owing to their 2-dimensional herringbone packing, have not yet been applied to OPVs. Here we report a non-conjugated backbone polymer bearing phenyl- and decyl-substituted BTBT (Ph-BTBT-10) as the pendant conjugated unit, which was synthesized by ring opening polymerization of epoxy append. The polymer showed an X-ray diffraction pattern ascribed to the layered lamellar and less ordered herringbone packing. In addition, a model molecule of Ph-BTBT-10 showed charge separation upon photoexcitation when blended with a non-fullerene acceptor (ITIC) or fullerene (PCBM).</description><subject>Benzothieno[3,2-b]benzothiophene (BTBT)</subject><subject>Benzothiophene</subject><subject>Carrier transport</subject><subject>Current carriers</subject><subject>Diffraction patterns</subject><subject>Field effect transistors</subject><subject>Fullerenes</subject><subject>Herringbone</subject><subject>Non-fullerene acceptor</subject><subject>Organic solar cell</subject><subject>Photoabsorption</subject><subject>Photoconductivity</subject><subject>Photoexcitation</subject><subject>Photovoltaic cells</subject><subject>Pi-electrons</subject><subject>Polymers</subject><subject>Ring opening polymerization</subject><subject>Semiconductor devices</subject><issn>0914-9244</issn><issn>1349-6336</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2022</creationdate><recordtype>article</recordtype><recordid>eNplkc1qGzEURkVpoG6aJ-hG0G3H1a89WtamaQppG0h2IQiN5soj15GmkkxwXqMvXJkxodCV4PKdc9F3EXpPyZwJJT6NQyxxjLvDI6Q5l3NG5Cs0o1yoZsH54jWaEUVFo5gQb9DbnLeEcC6lmqE_t4dQBsg-YxN6vB5MMrZA8s-m-BhwdNjgHzE06xi2-40p0OOVsb-6GADfTBvxCkzyYYPv6cMKwnMsg4cQ7_lH1nQPddidhnEcoGJPvgzVegXpSE2mqjwavsfi3Tt05swuw8XpPUd3l1_u1lfN9c-v39afrxsrCC2NJdD1qnWMUkWMtLRjqpUArWyZk52wnRRLQqlVjgkmeQ-mc72rXyeSt8DP0YdJO6b4ew-56G3cp1A3arZsF0smKeM1xaeUTTHnBE6PyT-adNCU6GP5-t_yNZe6ll-py4na5mI28MKYVLzdwX8MP4EvAVsPoSHwv9gEmMc</recordid><startdate>20221216</startdate><enddate>20221216</enddate><creator>Kranthiraja, Kakaraparthi</creator><creator>Nomura, Mayuka</creator><creator>Ishiwari, Fumitaka</creator><creator>Saeki, Akinori</creator><general>The Society of Photopolymer Science and Technology(SPST)</general><general>Japan Science and Technology Agency</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7SP</scope><scope>7SR</scope><scope>7U5</scope><scope>8FD</scope><scope>JG9</scope><scope>L7M</scope></search><sort><creationdate>20221216</creationdate><title>Synthesis and Characterization of a Non-Conjugated Backbone Polymer Bearing [1]Benzothieno[3,2-b][1]benzothiophene with a Herringbone Packing Motif</title><author>Kranthiraja, Kakaraparthi ; Nomura, Mayuka ; Ishiwari, Fumitaka ; Saeki, Akinori</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c401t-c0ebd98f21190a5c1b2985ee8582f5b4cb547011c9f24253deabfdf0030538e3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2022</creationdate><topic>Benzothieno[3,2-b]benzothiophene (BTBT)</topic><topic>Benzothiophene</topic><topic>Carrier transport</topic><topic>Current carriers</topic><topic>Diffraction patterns</topic><topic>Field effect transistors</topic><topic>Fullerenes</topic><topic>Herringbone</topic><topic>Non-fullerene acceptor</topic><topic>Organic solar cell</topic><topic>Photoabsorption</topic><topic>Photoconductivity</topic><topic>Photoexcitation</topic><topic>Photovoltaic cells</topic><topic>Pi-electrons</topic><topic>Polymers</topic><topic>Ring opening polymerization</topic><topic>Semiconductor devices</topic><toplevel>online_resources</toplevel><creatorcontrib>Kranthiraja, Kakaraparthi</creatorcontrib><creatorcontrib>Nomura, Mayuka</creatorcontrib><creatorcontrib>Ishiwari, Fumitaka</creatorcontrib><creatorcontrib>Saeki, Akinori</creatorcontrib><collection>CrossRef</collection><collection>Electronics & Communications Abstracts</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>Journal of Photopolymer Science and Technology</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Kranthiraja, Kakaraparthi</au><au>Nomura, Mayuka</au><au>Ishiwari, Fumitaka</au><au>Saeki, Akinori</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis and Characterization of a Non-Conjugated Backbone Polymer Bearing [1]Benzothieno[3,2-b][1]benzothiophene with a Herringbone Packing Motif</atitle><jtitle>Journal of Photopolymer Science and Technology</jtitle><addtitle>J. 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The polymer showed an X-ray diffraction pattern ascribed to the layered lamellar and less ordered herringbone packing. In addition, a model molecule of Ph-BTBT-10 showed charge separation upon photoexcitation when blended with a non-fullerene acceptor (ITIC) or fullerene (PCBM).</abstract><cop>Hiratsuka</cop><pub>The Society of Photopolymer Science and Technology(SPST)</pub><doi>10.2494/photopolymer.35.205</doi><tpages>7</tpages><oa>free_for_read</oa></addata></record> |
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| ispartof | Journal of Photopolymer Science and Technology, 2022/12/16, Vol.35(3), pp.205-211 |
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| subjects | Benzothieno[3,2-b]benzothiophene (BTBT) Benzothiophene Carrier transport Current carriers Diffraction patterns Field effect transistors Fullerenes Herringbone Non-fullerene acceptor Organic solar cell Photoabsorption Photoconductivity Photoexcitation Photovoltaic cells Pi-electrons Polymers Ring opening polymerization Semiconductor devices |
| title | Synthesis and Characterization of a Non-Conjugated Backbone Polymer Bearing [1]Benzothieno[3,2-b][1]benzothiophene with a Herringbone Packing Motif |
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