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
AbstractFive 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.
|Journal series||Journal of Materials Science, ISSN 0022-2461, [1573-4803 ]|
|Publication size in sheets||0.5|
|Keywords in English||Light emitting diodes; Solubility; Bithiophenes; Electroluminescent properties; Electron-accepting; Heterocycle rings; Luminous efficiency; Molecular energies; Photoluminescence quantum yields; Poly(vinylcarbazole)|
|ASJC Classification||; ;|
|Score|| = 30.0, 25-07-2020, ArticleFromJournal|
= 30.0, 25-07-2020, ArticleFromJournal
|Publication indicators||= 7; = 7; = 18.0; : 2016 = 1.079; : 2016 = 2.599 (2) - 2016=2.522 (5)|
|Citation count*||18 (2020-09-15)|
* presented citation count is obtained through Internet information analysis and it is close to the number calculated by the Publish or Perish system.