Extending π‑Conjugation System with Benzene: An Effective Method To Improve the Properties of Benzodithiophene-Based Polymer for Highly Efficient Organic Solar Cells
To obtain a polymer based on benzodithiophene (BDT) owning both a largely extended π-conjugation system and a low-lying highest occupied molecular orbital (HOMO), a polymer (PBDTBzT-DTffBT) containing benzothienyl-substituted BDT is designed and synthesized. Compared with the polymer (PBDTT-DTffBT)...
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| Veröffentlicht in: | Macromolecules 2014-11, Vol.47 (22), p.7823-7830 |
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| container_title | Macromolecules |
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| creator | Wang, Jiuxing Xiao, Manjun Chen, Weichao Qiu, Meng Du, Zhengkun Zhu, Weiguo Wen, Shuguang Wang, Ning Yang, Renqiang |
| description | To obtain a polymer based on benzodithiophene (BDT) owning both a largely extended π-conjugation system and a low-lying highest occupied molecular orbital (HOMO), a polymer (PBDTBzT-DTffBT) containing benzothienyl-substituted BDT is designed and synthesized. Compared with the polymer (PBDTT-DTffBT) based on thienyl-substituted BDT, PBDTBzT-DTffBT exhibits better thermal stabilities, red-shifted absorption spectra, and stronger intermolecular interactions. The HOMO and lowest unoccupied molecular orbital (LUMO) in PBDTBzT-DTffBT are decreased by 0.11 and 0.13 eV, respectively, which should be attributed to the contribution of the electron-withdrawing group benzene. Polymer solar cells (PSCs) based on PBDTBzT-DTffBT and [6,6]-phenyl-C61-butyric acid methyl ester (PC61BM) exhibit a maximum power conversion efficiency (PCE) of 7.30% with a large open-circuit voltage of 0.90 V under AM 1.5G illumination (100 mW/cm2). The PCE is 36% higher than that of the PSCs derived from PBDTT-DTffBT. These findings provide a new approach to design high-performance conjugated polymers for efficient solution-processed PSCs. |
| doi_str_mv | 10.1021/ma501756p |
| format | Article |
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Compared with the polymer (PBDTT-DTffBT) based on thienyl-substituted BDT, PBDTBzT-DTffBT exhibits better thermal stabilities, red-shifted absorption spectra, and stronger intermolecular interactions. The HOMO and lowest unoccupied molecular orbital (LUMO) in PBDTBzT-DTffBT are decreased by 0.11 and 0.13 eV, respectively, which should be attributed to the contribution of the electron-withdrawing group benzene. Polymer solar cells (PSCs) based on PBDTBzT-DTffBT and [6,6]-phenyl-C61-butyric acid methyl ester (PC61BM) exhibit a maximum power conversion efficiency (PCE) of 7.30% with a large open-circuit voltage of 0.90 V under AM 1.5G illumination (100 mW/cm2). The PCE is 36% higher than that of the PSCs derived from PBDTT-DTffBT. These findings provide a new approach to design high-performance conjugated polymers for efficient solution-processed PSCs.</description><identifier>ISSN: 0024-9297</identifier><identifier>EISSN: 1520-5835</identifier><identifier>DOI: 10.1021/ma501756p</identifier><identifier>CODEN: MAMOBX</identifier><language>eng</language><publisher>Washington, DC: American Chemical Society</publisher><subject>Applied sciences ; Energy ; Exact sciences and technology ; Natural energy ; Organic polymers ; Photovoltaic conversion ; Physicochemistry of polymers ; Polymers with particular properties ; Preparation, kinetics, thermodynamics, mechanism and catalysts ; Solar cells. Photoelectrochemical cells ; Solar energy</subject><ispartof>Macromolecules, 2014-11, Vol.47 (22), p.7823-7830</ispartof><rights>Copyright © 2014 American Chemical Society</rights><rights>2015 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a289t-dfdd6f9e6950903c4cca37c644b25307ee0bd65078858ea0827d466acda1114b3</citedby><cites>FETCH-LOGICAL-a289t-dfdd6f9e6950903c4cca37c644b25307ee0bd65078858ea0827d466acda1114b3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://pubs.acs.org/doi/pdf/10.1021/ma501756p$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/ma501756p$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>314,776,780,2752,27053,27901,27902,56713,56763</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=29031554$$DView record in Pascal Francis$$Hfree_for_read</backlink></links><search><creatorcontrib>Wang, Jiuxing</creatorcontrib><creatorcontrib>Xiao, Manjun</creatorcontrib><creatorcontrib>Chen, Weichao</creatorcontrib><creatorcontrib>Qiu, Meng</creatorcontrib><creatorcontrib>Du, Zhengkun</creatorcontrib><creatorcontrib>Zhu, Weiguo</creatorcontrib><creatorcontrib>Wen, Shuguang</creatorcontrib><creatorcontrib>Wang, Ning</creatorcontrib><creatorcontrib>Yang, Renqiang</creatorcontrib><title>Extending π‑Conjugation System with Benzene: An Effective Method To Improve the Properties of Benzodithiophene-Based Polymer for Highly Efficient Organic Solar Cells</title><title>Macromolecules</title><addtitle>Macromolecules</addtitle><description>To obtain a polymer based on benzodithiophene (BDT) owning both a largely extended π-conjugation system and a low-lying highest occupied molecular orbital (HOMO), a polymer (PBDTBzT-DTffBT) containing benzothienyl-substituted BDT is designed and synthesized. Compared with the polymer (PBDTT-DTffBT) based on thienyl-substituted BDT, PBDTBzT-DTffBT exhibits better thermal stabilities, red-shifted absorption spectra, and stronger intermolecular interactions. The HOMO and lowest unoccupied molecular orbital (LUMO) in PBDTBzT-DTffBT are decreased by 0.11 and 0.13 eV, respectively, which should be attributed to the contribution of the electron-withdrawing group benzene. Polymer solar cells (PSCs) based on PBDTBzT-DTffBT and [6,6]-phenyl-C61-butyric acid methyl ester (PC61BM) exhibit a maximum power conversion efficiency (PCE) of 7.30% with a large open-circuit voltage of 0.90 V under AM 1.5G illumination (100 mW/cm2). The PCE is 36% higher than that of the PSCs derived from PBDTT-DTffBT. These findings provide a new approach to design high-performance conjugated polymers for efficient solution-processed PSCs.</description><subject>Applied sciences</subject><subject>Energy</subject><subject>Exact sciences and technology</subject><subject>Natural energy</subject><subject>Organic polymers</subject><subject>Photovoltaic conversion</subject><subject>Physicochemistry of polymers</subject><subject>Polymers with particular properties</subject><subject>Preparation, kinetics, thermodynamics, mechanism and catalysts</subject><subject>Solar cells. Photoelectrochemical cells</subject><subject>Solar energy</subject><issn>0024-9297</issn><issn>1520-5835</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2014</creationdate><recordtype>article</recordtype><recordid>eNptkEtu2zAQhomiBeqmXfQGs-miCyWkJOrRnW04DyBBAsRZCzQ5tGhIpEAyD2eVK_QWvU3ukJNEqQOvshpg8P0fZn5CfjJ6yGjKjnrBKSt5MXwiE8ZTmvAq45_JhNI0T-q0Lr-SbyFsKGWM59mE_Fs8RLTK2DU8P708_Z07u7ldi2ichettiNjDvYktzNA-osU_MLWw0BplNHcIFxhbp2Dp4KwfvBs3sUW48m5AHw0GcPp_0qnRYdzQjopkJgIquHLdtkcP2nk4Neu22755jTRoI1z6tbBGwrXrhIc5dl34Tr5o0QX88T4PyM3xYjk_Tc4vT87m0_NEpFUdE6WVKnSNRc1pTTOZSymyUhZ5vkp5RktEulIFp2VV8QoFrdJS5UUhpBKMsXyVHZDfO6_0LgSPuhm86YXfNow2bxU3-4pH9teOHUSQotNeWGnCPpCOBzA-1rznhAzNxt16O37wge8VgWiL7w</recordid><startdate>20141125</startdate><enddate>20141125</enddate><creator>Wang, Jiuxing</creator><creator>Xiao, Manjun</creator><creator>Chen, Weichao</creator><creator>Qiu, Meng</creator><creator>Du, Zhengkun</creator><creator>Zhu, Weiguo</creator><creator>Wen, Shuguang</creator><creator>Wang, Ning</creator><creator>Yang, Renqiang</creator><general>American Chemical Society</general><scope>IQODW</scope><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>20141125</creationdate><title>Extending π‑Conjugation System with Benzene: An Effective Method To Improve the Properties of Benzodithiophene-Based Polymer for Highly Efficient Organic Solar Cells</title><author>Wang, Jiuxing ; Xiao, Manjun ; Chen, Weichao ; Qiu, Meng ; Du, Zhengkun ; Zhu, Weiguo ; Wen, Shuguang ; Wang, Ning ; Yang, Renqiang</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a289t-dfdd6f9e6950903c4cca37c644b25307ee0bd65078858ea0827d466acda1114b3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2014</creationdate><topic>Applied sciences</topic><topic>Energy</topic><topic>Exact sciences and technology</topic><topic>Natural energy</topic><topic>Organic polymers</topic><topic>Photovoltaic conversion</topic><topic>Physicochemistry of polymers</topic><topic>Polymers with particular properties</topic><topic>Preparation, kinetics, thermodynamics, mechanism and catalysts</topic><topic>Solar cells. Photoelectrochemical cells</topic><topic>Solar energy</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Wang, Jiuxing</creatorcontrib><creatorcontrib>Xiao, Manjun</creatorcontrib><creatorcontrib>Chen, Weichao</creatorcontrib><creatorcontrib>Qiu, Meng</creatorcontrib><creatorcontrib>Du, Zhengkun</creatorcontrib><creatorcontrib>Zhu, Weiguo</creatorcontrib><creatorcontrib>Wen, Shuguang</creatorcontrib><creatorcontrib>Wang, Ning</creatorcontrib><creatorcontrib>Yang, Renqiang</creatorcontrib><collection>Pascal-Francis</collection><collection>CrossRef</collection><jtitle>Macromolecules</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Wang, Jiuxing</au><au>Xiao, Manjun</au><au>Chen, Weichao</au><au>Qiu, Meng</au><au>Du, Zhengkun</au><au>Zhu, Weiguo</au><au>Wen, Shuguang</au><au>Wang, Ning</au><au>Yang, Renqiang</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Extending π‑Conjugation System with Benzene: An Effective Method To Improve the Properties of Benzodithiophene-Based Polymer for Highly Efficient Organic Solar Cells</atitle><jtitle>Macromolecules</jtitle><addtitle>Macromolecules</addtitle><date>2014-11-25</date><risdate>2014</risdate><volume>47</volume><issue>22</issue><spage>7823</spage><epage>7830</epage><pages>7823-7830</pages><issn>0024-9297</issn><eissn>1520-5835</eissn><coden>MAMOBX</coden><abstract>To obtain a polymer based on benzodithiophene (BDT) owning both a largely extended π-conjugation system and a low-lying highest occupied molecular orbital (HOMO), a polymer (PBDTBzT-DTffBT) containing benzothienyl-substituted BDT is designed and synthesized. Compared with the polymer (PBDTT-DTffBT) based on thienyl-substituted BDT, PBDTBzT-DTffBT exhibits better thermal stabilities, red-shifted absorption spectra, and stronger intermolecular interactions. The HOMO and lowest unoccupied molecular orbital (LUMO) in PBDTBzT-DTffBT are decreased by 0.11 and 0.13 eV, respectively, which should be attributed to the contribution of the electron-withdrawing group benzene. Polymer solar cells (PSCs) based on PBDTBzT-DTffBT and [6,6]-phenyl-C61-butyric acid methyl ester (PC61BM) exhibit a maximum power conversion efficiency (PCE) of 7.30% with a large open-circuit voltage of 0.90 V under AM 1.5G illumination (100 mW/cm2). The PCE is 36% higher than that of the PSCs derived from PBDTT-DTffBT. These findings provide a new approach to design high-performance conjugated polymers for efficient solution-processed PSCs.</abstract><cop>Washington, DC</cop><pub>American Chemical Society</pub><doi>10.1021/ma501756p</doi><tpages>8</tpages></addata></record> |
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| subjects | Applied sciences Energy Exact sciences and technology Natural energy Organic polymers Photovoltaic conversion Physicochemistry of polymers Polymers with particular properties Preparation, kinetics, thermodynamics, mechanism and catalysts Solar cells. Photoelectrochemical cells Solar energy |
| title | Extending π‑Conjugation System with Benzene: An Effective Method To Improve the Properties of Benzodithiophene-Based Polymer for Highly Efficient Organic Solar Cells |
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