A Family of Heterocyclic Naphthalene Diimide (NDI) Analogues: Comparing Parent Isoquinoline Diimides and Phthalazine Diimides with NDI.

Insuasty, A; Carrara, S; Tang, L; Forsyth, C; Hogan, CF; McNeill, CR; Langford, SJ

A Family of Heterocyclic Naphthalene Diimide (NDI) Analogues: Comparing Parent Isoquinoline Diimides and Phthalazine Diimides with NDI.

Insuasty, A Carrara, S Tang, L Forsyth, C Hogan, CF McNeill, CR Langford, SJ

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Publisher:: WILEY-V C H VERLAG GMBH
Publication Type:: Journal Article
Citation:: Chempluschem, 2019, 84, (10), pp. 1638-1642
Issue Date:: 2019-10

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Field	Value	Language
dc.contributor.author	Insuasty, A
dc.contributor.author	Carrara, S
dc.contributor.author	Tang, L
dc.contributor.author	Forsyth, C
dc.contributor.author	Hogan, CF
dc.contributor.author	McNeill, CR
dc.contributor.author	Langford, SJ
dc.date.accessioned	2022-10-30T01:24:48Z
dc.date.available	2022-10-30T01:24:48Z
dc.date.issued	2019-10
dc.identifier.citation	Chempluschem, 2019, 84, (10), pp. 1638-1642
dc.identifier.issn	2192-6506
dc.identifier.issn	2192-6506
dc.identifier.uri	http://hdl.handle.net/10453/162893
dc.description.abstract	Parent isoquinoline diimide (IQDI) and phthalazine diimide (PTDI), as two new heterocyclic analogues of naphthalene diimides (NDIs), have been synthesized through an oxidative strategy in 35-79 % yield. X-ray crystallography has been used to support the formation of IQDI, which also show fluorescence quantum yields of 3.5 %. The electrochemical and electrical properties of these molecules have been studied. The electrochemical results show an interesting trend in first reduction potential PTDI<IQDI<NDI and 0.1 eV changes in the optical band gap (Eg ) leading to the trend IQDI<NDI<PTDI, as supported by DFT calculations. While initial top gate OFET devices yield charge mobilities less than NDIs, the basis of this study intimates that IQDIs and PTDIs hold promise for applications commensurate with NDIs.
dc.format	Print
dc.language	eng
dc.publisher	WILEY-V C H VERLAG GMBH
dc.relation	http://purl.org/au-research/grants/arc/DP170102145
dc.relation.ispartof	Chempluschem
dc.relation.isbasedon	10.1002/cplu.201900596
dc.rights	info:eu-repo/semantics/closedAccess
dc.subject	03 Chemical Sciences
dc.subject.classification	General Chemistry
dc.title	A Family of Heterocyclic Naphthalene Diimide (NDI) Analogues: Comparing Parent Isoquinoline Diimides and Phthalazine Diimides with NDI.
dc.type	Journal Article
utslib.citation.volume	84
utslib.location.activity	Germany
utslib.for	03 Chemical Sciences
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	2022-10-30T01:24:46Z
pubs.issue	10
pubs.publication-status	Published
pubs.volume	84
utslib.citation.issue	10

Abstract:

Parent isoquinoline diimide (IQDI) and phthalazine diimide (PTDI), as two new heterocyclic analogues of naphthalene diimides (NDIs), have been synthesized through an oxidative strategy in 35-79 % yield. X-ray crystallography has been used to support the formation of IQDI, which also show fluorescence quantum yields of 3.5 %. The electrochemical and electrical properties of these molecules have been studied. The electrochemical results show an interesting trend in first reduction potential PTDI

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http://hdl.handle.net/10453/162893