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An extended quinoid molecule based on bis(thiophene-diketopyrrolopyrrole) with balanced ambipolar semiconducting properties and strong near-infrared absorption
Organic semiconductors that exhibit strong absorption in the near-infrared (NIR) region have received increasing attention as new organic optoelectronic materials. In this paper, we report the synthesis, absorption and semiconducting properties of a new quinoid molecule based on bis(thiophene-diketo...
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Published in: | Organic chemistry frontiers an international journal of organic chemistry 2023-01, Vol.10 (3), p.632-639 |
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container_title | Organic chemistry frontiers an international journal of organic chemistry |
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creator | Shang, Wansong Han, Guangchao Fan, Qingrui Yu, Xiaobo Liu, Dongsheng Cheng, Li Xi-Sha, Zhang Yi, Yuanping Zhang, Guanxin Zhang, Deqing |
description | Organic semiconductors that exhibit strong absorption in the near-infrared (NIR) region have received increasing attention as new organic optoelectronic materials. In this paper, we report the synthesis, absorption and semiconducting properties of a new quinoid molecule based on bis(thiophene-diketopyrrolopyrrole) (2DPP-Q-CN) with a long conjugation length. The results reveal that this new quinoid molecule shows strong absorption in the NIR region with a molar extinction coefficient of 380 000 M−1 cm−1. Moreover, the thin film of 2DPP-Q-CN exhibits balanced ambipolar semiconducting properties with hole and electron mobilities up to 0.19 and 0.20 cm2 V−1 s−1, respectively. |
doi_str_mv | 10.1039/d2qo01678h |
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In this paper, we report the synthesis, absorption and semiconducting properties of a new quinoid molecule based on bis(thiophene-diketopyrrolopyrrole) (2DPP-Q-CN) with a long conjugation length. The results reveal that this new quinoid molecule shows strong absorption in the NIR region with a molar extinction coefficient of 380 000 M−1 cm−1. Moreover, the thin film of 2DPP-Q-CN exhibits balanced ambipolar semiconducting properties with hole and electron mobilities up to 0.19 and 0.20 cm2 V−1 s−1, respectively.</description><identifier>ISSN: 2052-4110</identifier><identifier>EISSN: 2052-4110</identifier><identifier>DOI: 10.1039/d2qo01678h</identifier><language>eng</language><publisher>London: Royal Society of Chemistry</publisher><subject>Absorption ; Conjugation ; I.R. radiation ; Infrared absorption ; Near infrared radiation ; Optoelectronics ; Organic chemistry ; Organic semiconductors ; Thin films</subject><ispartof>Organic chemistry frontiers an international journal of organic chemistry, 2023-01, Vol.10 (3), p.632-639</ispartof><rights>Copyright Royal Society of Chemistry 2023</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c281t-6cafe4e9078f5d5a548a7dbd2cf6be11bf04c0a085cab67b65b30800874824633</citedby></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids></links><search><creatorcontrib>Shang, Wansong</creatorcontrib><creatorcontrib>Han, Guangchao</creatorcontrib><creatorcontrib>Fan, Qingrui</creatorcontrib><creatorcontrib>Yu, Xiaobo</creatorcontrib><creatorcontrib>Liu, Dongsheng</creatorcontrib><creatorcontrib>Cheng, Li</creatorcontrib><creatorcontrib>Xi-Sha, Zhang</creatorcontrib><creatorcontrib>Yi, Yuanping</creatorcontrib><creatorcontrib>Zhang, Guanxin</creatorcontrib><creatorcontrib>Zhang, Deqing</creatorcontrib><title>An extended quinoid molecule based on bis(thiophene-diketopyrrolopyrrole) with balanced ambipolar semiconducting properties and strong near-infrared absorption</title><title>Organic chemistry frontiers an international journal of organic chemistry</title><description>Organic semiconductors that exhibit strong absorption in the near-infrared (NIR) region have received increasing attention as new organic optoelectronic materials. In this paper, we report the synthesis, absorption and semiconducting properties of a new quinoid molecule based on bis(thiophene-diketopyrrolopyrrole) (2DPP-Q-CN) with a long conjugation length. The results reveal that this new quinoid molecule shows strong absorption in the NIR region with a molar extinction coefficient of 380 000 M−1 cm−1. Moreover, the thin film of 2DPP-Q-CN exhibits balanced ambipolar semiconducting properties with hole and electron mobilities up to 0.19 and 0.20 cm2 V−1 s−1, respectively.</description><subject>Absorption</subject><subject>Conjugation</subject><subject>I.R. radiation</subject><subject>Infrared absorption</subject><subject>Near infrared radiation</subject><subject>Optoelectronics</subject><subject>Organic chemistry</subject><subject>Organic semiconductors</subject><subject>Thin films</subject><issn>2052-4110</issn><issn>2052-4110</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2023</creationdate><recordtype>article</recordtype><recordid>eNpNjstOwzAURC0EElXphi-wxAYWAduJH11WFS-pEhtYV37cEJfUTm1HwNfwqwTBgtVcjebcGYTOKbmmpF7eOHaIhAqpuiM0Y4SzqqGUHP-7T9Ei5x0hhDIuCJcz9LUKGD4KBAcOH0Yfond4H3uwYw_Y6DzZMWDj82XpfBw6CFA5_wYlDp8pxf5P4Aq_-9JNRK-DnSC9N36IvU44w97bGNxoiw-veEhxgFQ8ZKyDw7mkOLkBdKp8aJNOP7DJMQ3Fx3CGTlrdZ1j86Ry93N0-rx-qzdP943q1qSxTtFTC6hYaWBKpWu645o3S0hnHbCsMUGpa0liiieJWGyGN4KYmihAlG8UaUddzdPH7d5p3GCGX7S6OKUyVWybllJN0KepvVkBw0A</recordid><startdate>20230131</startdate><enddate>20230131</enddate><creator>Shang, Wansong</creator><creator>Han, Guangchao</creator><creator>Fan, Qingrui</creator><creator>Yu, Xiaobo</creator><creator>Liu, Dongsheng</creator><creator>Cheng, Li</creator><creator>Xi-Sha, Zhang</creator><creator>Yi, Yuanping</creator><creator>Zhang, Guanxin</creator><creator>Zhang, Deqing</creator><general>Royal Society of Chemistry</general><scope>7QO</scope><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>FR3</scope><scope>JG9</scope><scope>P64</scope></search><sort><creationdate>20230131</creationdate><title>An extended quinoid molecule based on bis(thiophene-diketopyrrolopyrrole) with balanced ambipolar semiconducting properties and strong near-infrared absorption</title><author>Shang, Wansong ; Han, Guangchao ; Fan, Qingrui ; Yu, Xiaobo ; Liu, Dongsheng ; Cheng, Li ; Xi-Sha, Zhang ; Yi, Yuanping ; Zhang, Guanxin ; Zhang, Deqing</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c281t-6cafe4e9078f5d5a548a7dbd2cf6be11bf04c0a085cab67b65b30800874824633</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2023</creationdate><topic>Absorption</topic><topic>Conjugation</topic><topic>I.R. radiation</topic><topic>Infrared absorption</topic><topic>Near infrared radiation</topic><topic>Optoelectronics</topic><topic>Organic chemistry</topic><topic>Organic semiconductors</topic><topic>Thin films</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Shang, Wansong</creatorcontrib><creatorcontrib>Han, Guangchao</creatorcontrib><creatorcontrib>Fan, Qingrui</creatorcontrib><creatorcontrib>Yu, Xiaobo</creatorcontrib><creatorcontrib>Liu, Dongsheng</creatorcontrib><creatorcontrib>Cheng, Li</creatorcontrib><creatorcontrib>Xi-Sha, Zhang</creatorcontrib><creatorcontrib>Yi, Yuanping</creatorcontrib><creatorcontrib>Zhang, Guanxin</creatorcontrib><creatorcontrib>Zhang, Deqing</creatorcontrib><collection>Biotechnology Research Abstracts</collection><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Engineering Research Database</collection><collection>Materials Research Database</collection><collection>Biotechnology and BioEngineering Abstracts</collection><jtitle>Organic chemistry frontiers an international journal of organic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Shang, Wansong</au><au>Han, Guangchao</au><au>Fan, Qingrui</au><au>Yu, Xiaobo</au><au>Liu, Dongsheng</au><au>Cheng, Li</au><au>Xi-Sha, Zhang</au><au>Yi, Yuanping</au><au>Zhang, Guanxin</au><au>Zhang, Deqing</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>An extended quinoid molecule based on bis(thiophene-diketopyrrolopyrrole) with balanced ambipolar semiconducting properties and strong near-infrared absorption</atitle><jtitle>Organic chemistry frontiers an international journal of organic chemistry</jtitle><date>2023-01-31</date><risdate>2023</risdate><volume>10</volume><issue>3</issue><spage>632</spage><epage>639</epage><pages>632-639</pages><issn>2052-4110</issn><eissn>2052-4110</eissn><abstract>Organic semiconductors that exhibit strong absorption in the near-infrared (NIR) region have received increasing attention as new organic optoelectronic materials. In this paper, we report the synthesis, absorption and semiconducting properties of a new quinoid molecule based on bis(thiophene-diketopyrrolopyrrole) (2DPP-Q-CN) with a long conjugation length. The results reveal that this new quinoid molecule shows strong absorption in the NIR region with a molar extinction coefficient of 380 000 M−1 cm−1. Moreover, the thin film of 2DPP-Q-CN exhibits balanced ambipolar semiconducting properties with hole and electron mobilities up to 0.19 and 0.20 cm2 V−1 s−1, respectively.</abstract><cop>London</cop><pub>Royal Society of Chemistry</pub><doi>10.1039/d2qo01678h</doi><tpages>8</tpages></addata></record> |
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subjects | Absorption Conjugation I.R. radiation Infrared absorption Near infrared radiation Optoelectronics Organic chemistry Organic semiconductors Thin films |
title | An extended quinoid molecule based on bis(thiophene-diketopyrrolopyrrole) with balanced ambipolar semiconducting properties and strong near-infrared absorption |
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