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


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 - [Omskij Gosudarstvennyj Universitet]
Anastasia Kostyuchenko,,
, Gabriela Wiosna-Sałyga - [Politechnika Łódzka]
Gabriela Wiosna-Sałyga,,
- Politechnika Łódzka
, Aleksandra Kurowska - [Silesian University of Technology (PolSL)]
Aleksandra Kurowska,,
- Politechnika Śląska
, Małgorzata Zagórska (FC / CPCT)
Małgorzata Zagórska,,
- Chair Of Polymer Chemistry And Technology
, Beata Łuszczyńska - [Politechnika Łódzka]
Beata Łuszczyńska,,
- Politechnika Łódzka
, Remigiusz Grykien - [Politechnika Łódzka (PŁ)]
Remigiusz Grykien,,
- Politechnika Łódzka
, Ireneusz Głowacki - [Politechnika Łódzka]
Ireneusz Głowacki,,
- Politechnika Łódzka
, Alexander Fisyuk - [Omskij Gosudarstvennyj Universitet]
Alexander Fisyuk,,
, Wojciech Domagala - [Politechnika Śląska]
Wojciech Domagala,,
- Politechnika Śląska
, Adam Proń (FC / CPCT)
Adam Proń,,
- Chair Of Polymer Chemistry And Technology
Journal seriesJournal of Materials Science, ISSN 0022-2461, [1573-4803 ]
Issue year2016
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)
ASJC Classification2210 Mechanical Engineering; 2211 Mechanics of Materials; 2500 General Materials Science
URL http://link.springer.com/article/10.1007%2Fs10853-015-9529-4
Languageen angielski
art%3A10.1007%2Fs10853-015-9529-4.pdf 934.85 KB
Score (nominal)30
Score sourcejournalList
ScoreMinisterial score = 30.0, 25-07-2020, ArticleFromJournal
Ministerial score (2013-2016) = 30.0, 25-07-2020, ArticleFromJournal
Publication indicators WoS Citations = 7; Scopus Citations = 7; GS Citations = 18.0; Scopus SNIP (Source Normalised Impact per Paper): 2016 = 1.079; WoS Impact Factor: 2016 = 2.599 (2) - 2016=2.522 (5)
Citation count*18 (2020-09-15)
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* presented citation count is obtained through Internet information analysis and it is close to the number calculated by the Publish or Perish system.
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