Effect of the electron-accepting centre and solubilising substituents on the redox, spectroscopic and electroluminescent properties of four oxadiazoles and a triazole disubstituted with bithiophene

Anastasia Kostyuchenko , Gabriela Wiosna-Sałyga , Aleksandra Kurowska , Małgorzata Zagórska , Beata Łuszczyńska , Remigiusz Grykien , Ireneusz Głowacki , Alexander Fisyuk , Wojciech Domagala , Adam Proń

Abstract

Five and six heterocycle ring assemblies, comprising triazole or oxadiazole acceptor (A) units and thiophene or alkylthiophene donor (D) units in a DDADD and DDAADD arrangement, have been synthesised and characterised by spectroscopic and electrochemical means. It is demonstrated that the replacement of a weaker acceptor (triazole) by a stronger one (oxadiazole) in DDADD compounds results in lowering of the frontier molecular energy gap by 70 meV from 2.94 to 2.87 eV. For oxadiazole-centred compounds these gaps can be further lowered by increasing the number of A units and alkyl solubilising substituents, down to 2.76 eV for the DDAADD compound containing four alkyl pendants. The photoluminescence quantum yield exceeds 50 % for DDADD compounds and reaches 78 % for DDAADD ones. All compounds, when dispersed in a blend consisting of 70 % poly(vinylcarbazole) (PVK) and 30 % of 2-tert-butylphenyl-5-biphenyl-1,3,4-oxadiazole (PBD) (host–guest configuration), demonstrate light-emitting diode behaviour, affording blue, tuneable emission with luminances reaching 120 cd m−2 and luminous efficiencies of 0.12 cd A−1 for non-optimised devices. © 2015, Springer Science+Business Media New York.
Author Anastasia Kostyuchenko
Anastasia Kostyuchenko,,
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, Gabriela Wiosna-Sałyga - [Politechnika Łódzka]
Gabriela Wiosna-Sałyga,,
-
- Politechnika Łódzka
, Aleksandra Kurowska - [Politechnika Śląska]
Aleksandra Kurowska,,
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- Politechnika Śląska
, Małgorzata Zagórska KChTP
Małgorzata Zagórska,,
- Chair Of Polymer Chemistry And Technology
, Beata Łuszczyńska - [Politechnika Łódzka]
Beata Łuszczyńska,,
-
- Politechnika Łódzka
, Remigiusz Grykien - [Politechnika Łódzka]
Remigiusz Grykien,,
-
- Politechnika Łódzka
, Ireneusz Głowacki - [Politechnika Łódzka]
Ireneusz Głowacki,,
-
- Politechnika Łódzka
, Alexander Fisyuk
Alexander Fisyuk,,
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, Wojciech Domagala - [Politechnika Śląska]
Wojciech Domagala,,
-
- Politechnika Śląska
, Adam Proń KChTP
Adam Proń,,
- Chair Of Polymer Chemistry And Technology
Journal seriesJournal of Materials Science, ISSN 0022-2461 [1573-4803 ]
Issue year2016
Vol51
No5
Pages2274-2282
Publication size in sheets0.5
Keywords in EnglishLight emitting diodes; Solubility; Bithiophenes; Electroluminescent properties; Electron-accepting; Heterocycle rings; Luminous efficiency; Molecular energies; Photoluminescence quantum yields; Poly(vinylcarbazole)
DOIDOI:10.1007/s10853-015-9529-4
URL http://link.springer.com/article/10.1007%2Fs10853-015-9529-4
Languageen angielski
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art%3A10.1007%2Fs10853-015-9529-4.pdf 934.85 KB
Score (nominal)30
ScoreMinisterial score = 30.0, 28-11-2017, ArticleFromJournal
Ministerial score (2013-2016) = 30.0, 28-11-2017, ArticleFromJournal
Publication indicators WoS Impact Factor: 2016 = 2.599 (2) - 2016=2.522 (5)
Citation count*9 (2018-06-17)
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