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A comparative study of the effects of terminal aromatic moieties in spirobifluorene core-based diketopyrrolopyrrole non-fullerene acceptors
This work focuses on the development of diketopyrrolopyrrole (DPP)-based small molecular nonfullerene acceptors to pair traditional and low-cost poly(3-hexylthiophene) (P3HT) in bulk heterojunction (BHJ) organic solar cells. Different end capped groups, 1,2,3-trifluorobenzene and fused-ring moieties...
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Published in: | New journal of chemistry 2018, Vol.42 (14), p.11854-11861 |
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cites | cdi_FETCH-LOGICAL-c259t-a4929fc4af15bc1a6775e61c8d0c2f661c2c6be6a8a264e108f6392b461f83a83 |
container_end_page | 11861 |
container_issue | 14 |
container_start_page | 11854 |
container_title | New journal of chemistry |
container_volume | 42 |
creator | Chen, Zhi-Cai Xie, Yuan Yu, Yuan-Yuan Wu, Hong-Bin Wan, Jun-Hua |
description | This work focuses on the development of diketopyrrolopyrrole (DPP)-based small molecular nonfullerene acceptors to pair traditional and low-cost poly(3-hexylthiophene) (P3HT) in bulk heterojunction (BHJ) organic solar cells. Different end capped groups, 1,2,3-trifluorobenzene and fused-ring moieties (benzo[
b
]thiophene and benzo[
b
]furan), were separately introduced into promising DPP-based nonfullerenes
SF-DPP-EH,
and three new spiro-DPPs
SF-(DPP3F)4
,
SF-(DPPBT)4
and
SF-(DPPBF)4
) were obtained. These terminal groups largely extend the conjugation in
SF-DPP-EH
with an obvious red-shifted absorption (25–43 nm). Of the three new spiro-DPPs,
SF-(DPP3F)4
showed the best solubility in common solvents and gave a power conversion efficiency of 1.67% when blended with P3HT. The charge-transfer state (
E
CT
) at the donor–acceptor interface was directly probed through measuring the subbandgap external quantum efficiency (EQE) to estimate the energy loss in spiro-DPP based devices. |
doi_str_mv | 10.1039/C8NJ01549J |
format | article |
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b
]thiophene and benzo[
b
]furan), were separately introduced into promising DPP-based nonfullerenes
SF-DPP-EH,
and three new spiro-DPPs
SF-(DPP3F)4
,
SF-(DPPBT)4
and
SF-(DPPBF)4
) were obtained. These terminal groups largely extend the conjugation in
SF-DPP-EH
with an obvious red-shifted absorption (25–43 nm). Of the three new spiro-DPPs,
SF-(DPP3F)4
showed the best solubility in common solvents and gave a power conversion efficiency of 1.67% when blended with P3HT. The charge-transfer state (
E
CT
) at the donor–acceptor interface was directly probed through measuring the subbandgap external quantum efficiency (EQE) to estimate the energy loss in spiro-DPP based devices.</description><identifier>ISSN: 1144-0546</identifier><identifier>EISSN: 1369-9261</identifier><identifier>DOI: 10.1039/C8NJ01549J</identifier><language>eng</language><publisher>Cambridge: Royal Society of Chemistry</publisher><subject>Benzothiophene ; Charge transfer ; Conjugation ; Energy conversion efficiency ; Heterojunctions ; Molecular chains ; Organic chemistry ; Photovoltaic cells ; Quantum efficiency ; Solar cells</subject><ispartof>New journal of chemistry, 2018, Vol.42 (14), p.11854-11861</ispartof><rights>Copyright Royal Society of Chemistry 2018</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c259t-a4929fc4af15bc1a6775e61c8d0c2f661c2c6be6a8a264e108f6392b461f83a83</citedby><cites>FETCH-LOGICAL-c259t-a4929fc4af15bc1a6775e61c8d0c2f661c2c6be6a8a264e108f6392b461f83a83</cites><orcidid>0000-0003-4061-7403</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,4024,27923,27924,27925</link.rule.ids></links><search><creatorcontrib>Chen, Zhi-Cai</creatorcontrib><creatorcontrib>Xie, Yuan</creatorcontrib><creatorcontrib>Yu, Yuan-Yuan</creatorcontrib><creatorcontrib>Wu, Hong-Bin</creatorcontrib><creatorcontrib>Wan, Jun-Hua</creatorcontrib><title>A comparative study of the effects of terminal aromatic moieties in spirobifluorene core-based diketopyrrolopyrrole non-fullerene acceptors</title><title>New journal of chemistry</title><description>This work focuses on the development of diketopyrrolopyrrole (DPP)-based small molecular nonfullerene acceptors to pair traditional and low-cost poly(3-hexylthiophene) (P3HT) in bulk heterojunction (BHJ) organic solar cells. Different end capped groups, 1,2,3-trifluorobenzene and fused-ring moieties (benzo[
b
]thiophene and benzo[
b
]furan), were separately introduced into promising DPP-based nonfullerenes
SF-DPP-EH,
and three new spiro-DPPs
SF-(DPP3F)4
,
SF-(DPPBT)4
and
SF-(DPPBF)4
) were obtained. These terminal groups largely extend the conjugation in
SF-DPP-EH
with an obvious red-shifted absorption (25–43 nm). Of the three new spiro-DPPs,
SF-(DPP3F)4
showed the best solubility in common solvents and gave a power conversion efficiency of 1.67% when blended with P3HT. The charge-transfer state (
E
CT
) at the donor–acceptor interface was directly probed through measuring the subbandgap external quantum efficiency (EQE) to estimate the energy loss in spiro-DPP based devices.</description><subject>Benzothiophene</subject><subject>Charge transfer</subject><subject>Conjugation</subject><subject>Energy conversion efficiency</subject><subject>Heterojunctions</subject><subject>Molecular chains</subject><subject>Organic chemistry</subject><subject>Photovoltaic cells</subject><subject>Quantum efficiency</subject><subject>Solar cells</subject><issn>1144-0546</issn><issn>1369-9261</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2018</creationdate><recordtype>article</recordtype><recordid>eNpFkM9KxDAYxIMouK5efIKAN6GaL02zzXFZ_LcsetFzSdMvmLVtapIK-wy-tHVd8DQz8GNghpBLYDfAcnW7Kp_XDAqh1kdkBrlUmeISjicPQmSsEPKUnMW4ZQxgIWFGvpfU-G7QQSf3hTSmsdlRb2l6R4rWoklxHzF0rtct1cF3E2po5x0mh5G6nsbBBV87244-YI9TY8Cs1hEb2rgPTH7YheDbgyDtfZ_ZsW1xT2tjcEg-xHNyYnUb8eKgc_J2f_e6esw2Lw9Pq-UmM7xQKdNCcWWN0BaK2oCWi0WBEkzZMMOtnBw3skapS82lQGCllbnitZBgy1yX-Zxc_fUOwX-OGFO19WOY1sWKMylLmYOCibr-o0zwMQa01RBcp8OuAlb9nl39n53_AIGedU8</recordid><startdate>2018</startdate><enddate>2018</enddate><creator>Chen, Zhi-Cai</creator><creator>Xie, Yuan</creator><creator>Yu, Yuan-Yuan</creator><creator>Wu, Hong-Bin</creator><creator>Wan, Jun-Hua</creator><general>Royal Society of Chemistry</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>H9R</scope><scope>JG9</scope><scope>KA0</scope><orcidid>https://orcid.org/0000-0003-4061-7403</orcidid></search><sort><creationdate>2018</creationdate><title>A comparative study of the effects of terminal aromatic moieties in spirobifluorene core-based diketopyrrolopyrrole non-fullerene acceptors</title><author>Chen, Zhi-Cai ; Xie, Yuan ; Yu, Yuan-Yuan ; Wu, Hong-Bin ; Wan, Jun-Hua</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c259t-a4929fc4af15bc1a6775e61c8d0c2f661c2c6be6a8a264e108f6392b461f83a83</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2018</creationdate><topic>Benzothiophene</topic><topic>Charge transfer</topic><topic>Conjugation</topic><topic>Energy conversion efficiency</topic><topic>Heterojunctions</topic><topic>Molecular chains</topic><topic>Organic chemistry</topic><topic>Photovoltaic cells</topic><topic>Quantum efficiency</topic><topic>Solar cells</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Chen, Zhi-Cai</creatorcontrib><creatorcontrib>Xie, Yuan</creatorcontrib><creatorcontrib>Yu, Yuan-Yuan</creatorcontrib><creatorcontrib>Wu, Hong-Bin</creatorcontrib><creatorcontrib>Wan, Jun-Hua</creatorcontrib><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Illustrata: Natural Sciences</collection><collection>Materials Research Database</collection><collection>ProQuest Illustrata: Technology Collection</collection><jtitle>New journal of chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Chen, Zhi-Cai</au><au>Xie, Yuan</au><au>Yu, Yuan-Yuan</au><au>Wu, Hong-Bin</au><au>Wan, Jun-Hua</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>A comparative study of the effects of terminal aromatic moieties in spirobifluorene core-based diketopyrrolopyrrole non-fullerene acceptors</atitle><jtitle>New journal of chemistry</jtitle><date>2018</date><risdate>2018</risdate><volume>42</volume><issue>14</issue><spage>11854</spage><epage>11861</epage><pages>11854-11861</pages><issn>1144-0546</issn><eissn>1369-9261</eissn><abstract>This work focuses on the development of diketopyrrolopyrrole (DPP)-based small molecular nonfullerene acceptors to pair traditional and low-cost poly(3-hexylthiophene) (P3HT) in bulk heterojunction (BHJ) organic solar cells. Different end capped groups, 1,2,3-trifluorobenzene and fused-ring moieties (benzo[
b
]thiophene and benzo[
b
]furan), were separately introduced into promising DPP-based nonfullerenes
SF-DPP-EH,
and three new spiro-DPPs
SF-(DPP3F)4
,
SF-(DPPBT)4
and
SF-(DPPBF)4
) were obtained. These terminal groups largely extend the conjugation in
SF-DPP-EH
with an obvious red-shifted absorption (25–43 nm). Of the three new spiro-DPPs,
SF-(DPP3F)4
showed the best solubility in common solvents and gave a power conversion efficiency of 1.67% when blended with P3HT. The charge-transfer state (
E
CT
) at the donor–acceptor interface was directly probed through measuring the subbandgap external quantum efficiency (EQE) to estimate the energy loss in spiro-DPP based devices.</abstract><cop>Cambridge</cop><pub>Royal Society of Chemistry</pub><doi>10.1039/C8NJ01549J</doi><tpages>8</tpages><orcidid>https://orcid.org/0000-0003-4061-7403</orcidid></addata></record> |
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ispartof | New journal of chemistry, 2018, Vol.42 (14), p.11854-11861 |
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language | eng |
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source | Royal Society of Chemistry:Jisc Collections:Royal Society of Chemistry Read and Publish 2022-2024 (reading list) |
subjects | Benzothiophene Charge transfer Conjugation Energy conversion efficiency Heterojunctions Molecular chains Organic chemistry Photovoltaic cells Quantum efficiency Solar cells |
title | A comparative study of the effects of terminal aromatic moieties in spirobifluorene core-based diketopyrrolopyrrole non-fullerene acceptors |
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