Improvement of the optoelectronic and photovoltaic properties of a cyanopyrid-2,6-dione-based donor via molecular engineering

Hundal, AK; Agarwal, A; Jameel, M; Chen, JY; Li, JL; Jones, L; Kaur, N; Langford, S; Gupta, A

Improvement of the optoelectronic and photovoltaic properties of a cyanopyrid-2,6-dione-based donor via molecular engineering

Hundal, AK Agarwal, A Jameel, M Chen, JY Li, JL Jones, L Kaur, N Langford, S

Gupta, A

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Publisher:: ELSEVIER SCI LTD
Publication Type:: Journal Article
Citation:: Dyes and Pigments, 2019, 170
Issue Date:: 2019-11-01

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Field	Value	Language
dc.contributor.author	Hundal, AK
dc.contributor.author	Agarwal, A
dc.contributor.author	Jameel, M
dc.contributor.author	Chen, JY
dc.contributor.author	Li, JL
dc.contributor.author	Jones, L
dc.contributor.author	Kaur, N
dc.contributor.author	Langford, S https://orcid.org/0000-0001-7149-996X
dc.contributor.author	Gupta, A
dc.date.accessioned	2022-10-30T01:20:49Z
dc.date.available	2022-10-30T01:20:49Z
dc.date.issued	2019-11-01
dc.identifier.citation	Dyes and Pigments, 2019, 170
dc.identifier.issn	0143-7208
dc.identifier.issn	1873-3743
dc.identifier.uri	http://hdl.handle.net/10453/162891
dc.description.abstract	Through the molecular engineering of cyanopyrid-2,6-dione functionality, herein we report the design and synthesis of a novel, small molecule electron donor, (Z)-5-((5'-(4-(diphenylamino)phenyl)-[2,2′-bithiophen]-5-yl)methylene)-1-(4-(hexyloxy)phenyl)-4-methyl-2,6-dioxo-1,2,5,6-tetrahydropyridine-3-carbonitrile (coded as CP2), which exhibits improved optoelectronic and photovoltaic properties when compared with its structural analogue (E)-5-((5'-(4-(diphenylamino)phenyl)-[2,2′-bithiophen]-5-yl)methylene)-1-(2-ethylhexyl)-4-methyl-2,6-dioxo-1,2,5,6-tetrahydropyridine-3-carbonitrile (coded as CP1). The molecular engineering helps to achieve more desirable energy levels together with bathochromic shift in the absorption spectrum, which improves the short-circuit current density. A high conversion efficiency of 6.28% was obtained in simple devices (CP2: PC61BM 1: 1) which is one of the best results in the current literature for cyanopyrid-2,6-dione-based small molecule donors.
dc.language	English
dc.publisher	ELSEVIER SCI LTD
dc.relation.ispartof	Dyes and Pigments
dc.relation.isbasedon	10.1016/j.dyepig.2019.107661
dc.rights	info:eu-repo/semantics/closedAccess
dc.subject	0306 Physical Chemistry (incl. Structural), 0904 Chemical Engineering
dc.subject.classification	Organic Chemistry
dc.title	Improvement of the optoelectronic and photovoltaic properties of a cyanopyrid-2,6-dione-based donor via molecular engineering
dc.type	Journal Article
utslib.citation.volume	170
utslib.for	0306 Physical Chemistry (incl. Structural)
utslib.for	0904 Chemical Engineering
pubs.organisational-group	/University of Technology Sydney
pubs.organisational-group	/University of Technology Sydney/Faculty of Science
pubs.organisational-group	/University of Technology Sydney/Faculty of Science/School of Mathematical and Physical Sciences
pubs.organisational-group	/University of Technology Sydney/Strength - CCET - Centre for Clean Energy Technology
utslib.copyright.status	closed_access	*
dc.date.updated	2022-10-30T01:20:47Z
pubs.publication-status	Published
pubs.volume	170

Abstract:

Through the molecular engineering of cyanopyrid-2,6-dione functionality, herein we report the design and synthesis of a novel, small molecule electron donor, (Z)-5-((5'-(4-(diphenylamino)phenyl)-[2,2′-bithiophen]-5-yl)methylene)-1-(4-(hexyloxy)phenyl)-4-methyl-2,6-dioxo-1,2,5,6-tetrahydropyridine-3-carbonitrile (coded as CP2), which exhibits improved optoelectronic and photovoltaic properties when compared with its structural analogue (E)-5-((5'-(4-(diphenylamino)phenyl)-[2,2′-bithiophen]-5-yl)methylene)-1-(2-ethylhexyl)-4-methyl-2,6-dioxo-1,2,5,6-tetrahydropyridine-3-carbonitrile (coded as CP1). The molecular engineering helps to achieve more desirable energy levels together with bathochromic shift in the absorption spectrum, which improves the short-circuit current density. A high conversion efficiency of 6.28% was obtained in simple devices (CP2: PC61BM 1: 1) which is one of the best results in the current literature for cyanopyrid-2,6-dione-based small molecule donors.

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http://hdl.handle.net/10453/162891