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Article: Three-Dimensional Spirothienoquinoline-Based Small Molecules for Organic Photovoltaic and Organic Resistive Memory Applications

TitleThree-Dimensional Spirothienoquinoline-Based Small Molecules for Organic Photovoltaic and Organic Resistive Memory Applications
Authors
KeywordsSpirothienoquinoline
Benzochalcogenodiazole
Bulk heterojunction
Organic solar cells
Organic resistive memory
Issue Date2020
PublisherAmerican Chemical Society. The Journal's web site is located at http://pubs.acs.org/journal/aamick
Citation
ACS Applied Materials & Interfaces, 2020, v. 12 n. 10, p. 11865-11875 How to Cite?
AbstractA new electron-rich spirothienoquinoline unit, tBuSAF-Th, has been developed via incorporation of a thienyl unit instead of a phenyl unit into the six-membered ring of the spiroacridine (SAF) and utilized for the first time as a building block for constructing small-molecule electron donors in organic solar cells (OSCs) and as active layers in organic resistive memory devices. The resulting three-dimensional spirothienoquinoline-containing 1–4 exhibit high-lying highest occupied molecular orbital (HOMO) energy levels. By the introduction of electron-deficient benzochalcogenodiazole linkers, with the chalcogen atoms being varied from O to S and Se, a progressively lower lowest unoccupied molecular orbital (LUMO) energy level has been achieved while keeping the HOMO energy levels similar. This strategy has allowed an enhanced light-harvesting ability without compromising open-circuit voltage (Voc) in vacuum-deposited bulk heterojunction OSCs using 1–4 as donors and C70 as the acceptor. Good photovoltaic performances with power conversion efficiencies (PCEs) of up to 3.86% and high short-circuit current densities (Jsc) of up to 10.84 mA cm–2 have been achieved. In addition, organic resistive memory devices fabricated with these donor–acceptor small molecules exhibit binary logic memory behaviors with long retention times and high on/off current ratios. This work indicates that the spirothienoquinoline moiety is a potential building block for constructing multifunctional organic electronic materials.
Persistent Identifierhttp://hdl.handle.net/10722/286153
ISSN
2019 Impact Factor: 8.758
2015 SCImago Journal Rankings: 2.381
ISI Accession Number ID

 

DC FieldValueLanguage
dc.contributor.authorLi, P-
dc.contributor.authorChan, CY-
dc.contributor.authorLai, SL-
dc.contributor.authorChan, H-
dc.contributor.authorLeung, MY-
dc.contributor.authorHong, EYH-
dc.contributor.authorLi, J-
dc.contributor.authorWu, H-
dc.contributor.authorChan, MY-
dc.contributor.authorYam, VWW-
dc.date.accessioned2020-08-31T06:59:53Z-
dc.date.available2020-08-31T06:59:53Z-
dc.date.issued2020-
dc.identifier.citationACS Applied Materials & Interfaces, 2020, v. 12 n. 10, p. 11865-11875-
dc.identifier.issn1944-8244-
dc.identifier.urihttp://hdl.handle.net/10722/286153-
dc.description.abstractA new electron-rich spirothienoquinoline unit, tBuSAF-Th, has been developed via incorporation of a thienyl unit instead of a phenyl unit into the six-membered ring of the spiroacridine (SAF) and utilized for the first time as a building block for constructing small-molecule electron donors in organic solar cells (OSCs) and as active layers in organic resistive memory devices. The resulting three-dimensional spirothienoquinoline-containing 1–4 exhibit high-lying highest occupied molecular orbital (HOMO) energy levels. By the introduction of electron-deficient benzochalcogenodiazole linkers, with the chalcogen atoms being varied from O to S and Se, a progressively lower lowest unoccupied molecular orbital (LUMO) energy level has been achieved while keeping the HOMO energy levels similar. This strategy has allowed an enhanced light-harvesting ability without compromising open-circuit voltage (Voc) in vacuum-deposited bulk heterojunction OSCs using 1–4 as donors and C70 as the acceptor. Good photovoltaic performances with power conversion efficiencies (PCEs) of up to 3.86% and high short-circuit current densities (Jsc) of up to 10.84 mA cm–2 have been achieved. In addition, organic resistive memory devices fabricated with these donor–acceptor small molecules exhibit binary logic memory behaviors with long retention times and high on/off current ratios. This work indicates that the spirothienoquinoline moiety is a potential building block for constructing multifunctional organic electronic materials.-
dc.languageeng-
dc.publisherAmerican Chemical Society. The Journal's web site is located at http://pubs.acs.org/journal/aamick-
dc.relation.ispartofACS Applied Materials & Interfaces-
dc.subjectSpirothienoquinoline-
dc.subjectBenzochalcogenodiazole-
dc.subjectBulk heterojunction-
dc.subjectOrganic solar cells-
dc.subjectOrganic resistive memory-
dc.titleThree-Dimensional Spirothienoquinoline-Based Small Molecules for Organic Photovoltaic and Organic Resistive Memory Applications-
dc.typeArticle-
dc.identifier.emailLai, SL: slllai@hku.hk-
dc.identifier.emailChan, MY: chanmym@hku.hk-
dc.identifier.emailYam, VWW: wwyam@hku.hk-
dc.identifier.authorityChan, MY=rp00666-
dc.identifier.authorityYam, VWW=rp00822-
dc.description.naturelink_to_subscribed_fulltext-
dc.identifier.doi10.1021/acsami.9b19746-
dc.identifier.pmid32115950-
dc.identifier.scopuseid_2-s2.0-85081222887-
dc.identifier.hkuros313077-
dc.identifier.volume12-
dc.identifier.issue10-
dc.identifier.spage11865-
dc.identifier.epage11875-
dc.identifier.isiWOS:000526609100056-
dc.publisher.placeUnited States-

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