Extension of indacenodithiophene backbone conjugation enables efficient asymmetric A–D–A type non-fullerene acceptors
A novel strategy involving judiciously fusing one thiophene/thieno[3,2- b ]thiophene on only one side of an indacenodithiophene (IDT) unit to extend IDT backbone conjugation was developed, and three A–D–A type non-fullerene small molecules ( TPT-2F , TPTT-2F , and TPTTT-2F ) were designed and synthe...
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| Veröffentlicht in: | Journal of materials chemistry. A, Materials for energy and sustainability Materials for energy and sustainability, 2018, Vol.6 (39), p.18847-18852 |
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| container_title | Journal of materials chemistry. A, Materials for energy and sustainability |
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| creator | Song, Jiali Li, Chao Ye, Linglong Koh, Changwoo Cai, Yunhao Wei, Donghui Woo, Han Young Sun, Yanming |
| description | A novel strategy involving judiciously fusing one thiophene/thieno[3,2-
b
]thiophene on only one side of an indacenodithiophene (IDT) unit to extend IDT backbone conjugation was developed, and three A–D–A type non-fullerene small molecules (
TPT-2F
,
TPTT-2F
, and
TPTTT-2F
) were designed and synthesized to investigate the influence of the extent of IDT core conjugation on their photovoltaic properties. Extending the IDT core conjugation could broaden absorption, upshift the lowest unoccupied molecular orbital (LUMO) energy level, enhance electron mobility, and increase intermolecular π–π stacking. When these three non-fullerene acceptors were applied in organic solar cells (OSCs), simultaneous enhancement of the open-circuit voltage (
V
oc
), short-circuit current (
J
sc
), and fill factor (FF) was obtained, with the degree of enhancement following the order
TPT-2F
<
TPTT-2F
<
TPTTT-2F
. As a result, the
TPTTT-2F
based OSCs yielded a high PCE of 12.03%. To the best of our knowledge, the PCE of 12.03% is among the highest values for asymmetric non-fullerene acceptor based OSCs so far. These results demonstrate that extending the conjugation of the IDT core is an effective approach to design highly efficient asymmetric non-fullerene acceptors. |
| doi_str_mv | 10.1039/C8TA07334A |
| format | Article |
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b
]thiophene on only one side of an indacenodithiophene (IDT) unit to extend IDT backbone conjugation was developed, and three A–D–A type non-fullerene small molecules (
TPT-2F
,
TPTT-2F
, and
TPTTT-2F
) were designed and synthesized to investigate the influence of the extent of IDT core conjugation on their photovoltaic properties. Extending the IDT core conjugation could broaden absorption, upshift the lowest unoccupied molecular orbital (LUMO) energy level, enhance electron mobility, and increase intermolecular π–π stacking. When these three non-fullerene acceptors were applied in organic solar cells (OSCs), simultaneous enhancement of the open-circuit voltage (
V
oc
), short-circuit current (
J
sc
), and fill factor (FF) was obtained, with the degree of enhancement following the order
TPT-2F
<
TPTT-2F
<
TPTTT-2F
. As a result, the
TPTTT-2F
based OSCs yielded a high PCE of 12.03%. To the best of our knowledge, the PCE of 12.03% is among the highest values for asymmetric non-fullerene acceptor based OSCs so far. These results demonstrate that extending the conjugation of the IDT core is an effective approach to design highly efficient asymmetric non-fullerene acceptors.</description><identifier>ISSN: 2050-7488</identifier><identifier>EISSN: 2050-7496</identifier><identifier>DOI: 10.1039/C8TA07334A</identifier><language>eng</language><publisher>Cambridge: Royal Society of Chemistry</publisher><subject>Asymmetry ; Backbone ; Chemical synthesis ; Circuits ; Conjugation ; Electron mobility ; Energy levels ; Fullerenes ; Molecular orbitals ; Open circuit voltage ; Organic chemistry ; Photovoltaic cells ; Photovoltaics ; Short circuit currents ; Short-circuit current ; Solar cells</subject><ispartof>Journal of materials chemistry. A, Materials for energy and sustainability, 2018, Vol.6 (39), p.18847-18852</ispartof><rights>Copyright Royal Society of Chemistry 2018</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c362t-d77465d5d988720f7f7e1f37b4cbc316f2dd078b3e0c0a94ebaf54b291edcbf73</citedby><cites>FETCH-LOGICAL-c362t-d77465d5d988720f7f7e1f37b4cbc316f2dd078b3e0c0a94ebaf54b291edcbf73</cites><orcidid>0000-0003-2820-282X ; 0000-0001-7839-3199 ; 0000-0001-5650-7482</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>Song, Jiali</creatorcontrib><creatorcontrib>Li, Chao</creatorcontrib><creatorcontrib>Ye, Linglong</creatorcontrib><creatorcontrib>Koh, Changwoo</creatorcontrib><creatorcontrib>Cai, Yunhao</creatorcontrib><creatorcontrib>Wei, Donghui</creatorcontrib><creatorcontrib>Woo, Han Young</creatorcontrib><creatorcontrib>Sun, Yanming</creatorcontrib><title>Extension of indacenodithiophene backbone conjugation enables efficient asymmetric A–D–A type non-fullerene acceptors</title><title>Journal of materials chemistry. A, Materials for energy and sustainability</title><description>A novel strategy involving judiciously fusing one thiophene/thieno[3,2-
b
]thiophene on only one side of an indacenodithiophene (IDT) unit to extend IDT backbone conjugation was developed, and three A–D–A type non-fullerene small molecules (
TPT-2F
,
TPTT-2F
, and
TPTTT-2F
) were designed and synthesized to investigate the influence of the extent of IDT core conjugation on their photovoltaic properties. Extending the IDT core conjugation could broaden absorption, upshift the lowest unoccupied molecular orbital (LUMO) energy level, enhance electron mobility, and increase intermolecular π–π stacking. When these three non-fullerene acceptors were applied in organic solar cells (OSCs), simultaneous enhancement of the open-circuit voltage (
V
oc
), short-circuit current (
J
sc
), and fill factor (FF) was obtained, with the degree of enhancement following the order
TPT-2F
<
TPTT-2F
<
TPTTT-2F
. As a result, the
TPTTT-2F
based OSCs yielded a high PCE of 12.03%. To the best of our knowledge, the PCE of 12.03% is among the highest values for asymmetric non-fullerene acceptor based OSCs so far. These results demonstrate that extending the conjugation of the IDT core is an effective approach to design highly efficient asymmetric non-fullerene acceptors.</description><subject>Asymmetry</subject><subject>Backbone</subject><subject>Chemical synthesis</subject><subject>Circuits</subject><subject>Conjugation</subject><subject>Electron mobility</subject><subject>Energy levels</subject><subject>Fullerenes</subject><subject>Molecular orbitals</subject><subject>Open circuit voltage</subject><subject>Organic chemistry</subject><subject>Photovoltaic cells</subject><subject>Photovoltaics</subject><subject>Short circuit currents</subject><subject>Short-circuit current</subject><subject>Solar cells</subject><issn>2050-7488</issn><issn>2050-7496</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2018</creationdate><recordtype>article</recordtype><recordid>eNpFkMtKxDAUhoMoOIyz8QkK7oRq0rRNuyzjeIEBN-O65HLiZOwkNUnB7nwH39AnscOIHjicf_HxHfgRuiT4hmBa3y6rTYMZpXlzgmYZLnDK8ro8_ctVdY4WIezwNBXGZV3P0Lj6iGCDcTZxOjFWcQnWKRO3xvVbsJAILt-Em4J0dje88nhgwXLRQUhAayMN2JjwMO73EL2RSfP9-XU3bZPEsYfEOpvqoevAH3RcSuij8-ECnWneBVj83jl6uV9tlo_p-vnhadmsU0nLLKaKsbwsVKHqqmIZ1kwzIJoykUshKSl1phRmlaCAJeZ1DoLrIhdZTUBJoRmdo6ujt_fufYAQ250bvJ1ethkhk5LlpJyo6yMlvQvBg257b_bcjy3B7aHd9r9d-gODnHDj</recordid><startdate>2018</startdate><enddate>2018</enddate><creator>Song, Jiali</creator><creator>Li, Chao</creator><creator>Ye, Linglong</creator><creator>Koh, Changwoo</creator><creator>Cai, Yunhao</creator><creator>Wei, Donghui</creator><creator>Woo, Han Young</creator><creator>Sun, Yanming</creator><general>Royal Society of Chemistry</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7SP</scope><scope>7SR</scope><scope>7ST</scope><scope>7U5</scope><scope>8BQ</scope><scope>8FD</scope><scope>C1K</scope><scope>JG9</scope><scope>L7M</scope><scope>SOI</scope><orcidid>https://orcid.org/0000-0003-2820-282X</orcidid><orcidid>https://orcid.org/0000-0001-7839-3199</orcidid><orcidid>https://orcid.org/0000-0001-5650-7482</orcidid></search><sort><creationdate>2018</creationdate><title>Extension of indacenodithiophene backbone conjugation enables efficient asymmetric A–D–A type non-fullerene acceptors</title><author>Song, Jiali ; Li, Chao ; Ye, Linglong ; Koh, Changwoo ; Cai, Yunhao ; Wei, Donghui ; Woo, Han Young ; Sun, Yanming</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c362t-d77465d5d988720f7f7e1f37b4cbc316f2dd078b3e0c0a94ebaf54b291edcbf73</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2018</creationdate><topic>Asymmetry</topic><topic>Backbone</topic><topic>Chemical synthesis</topic><topic>Circuits</topic><topic>Conjugation</topic><topic>Electron mobility</topic><topic>Energy levels</topic><topic>Fullerenes</topic><topic>Molecular orbitals</topic><topic>Open circuit voltage</topic><topic>Organic chemistry</topic><topic>Photovoltaic cells</topic><topic>Photovoltaics</topic><topic>Short circuit currents</topic><topic>Short-circuit current</topic><topic>Solar cells</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Song, Jiali</creatorcontrib><creatorcontrib>Li, Chao</creatorcontrib><creatorcontrib>Ye, Linglong</creatorcontrib><creatorcontrib>Koh, Changwoo</creatorcontrib><creatorcontrib>Cai, Yunhao</creatorcontrib><creatorcontrib>Wei, Donghui</creatorcontrib><creatorcontrib>Woo, Han Young</creatorcontrib><creatorcontrib>Sun, Yanming</creatorcontrib><collection>CrossRef</collection><collection>Electronics & Communications Abstracts</collection><collection>Engineered Materials Abstracts</collection><collection>Environment Abstracts</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Environmental Sciences and Pollution Management</collection><collection>Materials Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><collection>Environment Abstracts</collection><jtitle>Journal of materials chemistry. A, Materials for energy and sustainability</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Song, Jiali</au><au>Li, Chao</au><au>Ye, Linglong</au><au>Koh, Changwoo</au><au>Cai, Yunhao</au><au>Wei, Donghui</au><au>Woo, Han Young</au><au>Sun, Yanming</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Extension of indacenodithiophene backbone conjugation enables efficient asymmetric A–D–A type non-fullerene acceptors</atitle><jtitle>Journal of materials chemistry. A, Materials for energy and sustainability</jtitle><date>2018</date><risdate>2018</risdate><volume>6</volume><issue>39</issue><spage>18847</spage><epage>18852</epage><pages>18847-18852</pages><issn>2050-7488</issn><eissn>2050-7496</eissn><abstract>A novel strategy involving judiciously fusing one thiophene/thieno[3,2-
b
]thiophene on only one side of an indacenodithiophene (IDT) unit to extend IDT backbone conjugation was developed, and three A–D–A type non-fullerene small molecules (
TPT-2F
,
TPTT-2F
, and
TPTTT-2F
) were designed and synthesized to investigate the influence of the extent of IDT core conjugation on their photovoltaic properties. Extending the IDT core conjugation could broaden absorption, upshift the lowest unoccupied molecular orbital (LUMO) energy level, enhance electron mobility, and increase intermolecular π–π stacking. When these three non-fullerene acceptors were applied in organic solar cells (OSCs), simultaneous enhancement of the open-circuit voltage (
V
oc
), short-circuit current (
J
sc
), and fill factor (FF) was obtained, with the degree of enhancement following the order
TPT-2F
<
TPTT-2F
<
TPTTT-2F
. As a result, the
TPTTT-2F
based OSCs yielded a high PCE of 12.03%. To the best of our knowledge, the PCE of 12.03% is among the highest values for asymmetric non-fullerene acceptor based OSCs so far. These results demonstrate that extending the conjugation of the IDT core is an effective approach to design highly efficient asymmetric non-fullerene acceptors.</abstract><cop>Cambridge</cop><pub>Royal Society of Chemistry</pub><doi>10.1039/C8TA07334A</doi><tpages>6</tpages><orcidid>https://orcid.org/0000-0003-2820-282X</orcidid><orcidid>https://orcid.org/0000-0001-7839-3199</orcidid><orcidid>https://orcid.org/0000-0001-5650-7482</orcidid></addata></record> |
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| language | eng |
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| source | Royal Society Of Chemistry Journals 2008- |
| subjects | Asymmetry Backbone Chemical synthesis Circuits Conjugation Electron mobility Energy levels Fullerenes Molecular orbitals Open circuit voltage Organic chemistry Photovoltaic cells Photovoltaics Short circuit currents Short-circuit current Solar cells |
| title | Extension of indacenodithiophene backbone conjugation enables efficient asymmetric A–D–A type non-fullerene acceptors |
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