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

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• 作者：Anastasia S. Kostyuchenko ; Gabriela Wiosna-Salyga…
• 刊名：Journal of Materials Science
• 出版年：2016
• 出版时间：March 2016
• 年：2016
• 卷：51
• 期：5
• 页码：2274-2282
• 全文大小：934 KB
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• 作者单位：Anastasia S. Kostyuchenko (1) (2)
  Gabriela Wiosna-Salyga (3)
  Aleksandra Kurowska (4)
  Malgorzata Zagorska (5)
  Beata Luszczynska (3)
  Remigiusz Grykien (3)
  Ireneusz Glowacki (3)
  Alexander S. Fisyuk (1) (2)
  Wojciech Domagala (4)
  Adam Pron (5)
  
  1. Department of Organic Chemistry, Omsk F. M. Dostoevsky State University, Mira av. 55A, Omsk, Russian Federation, 644077
  2. Laboratory of New Organic Materials, Omsk State Technical University, Mira av. 11, Omsk, Russian Federation, 644050
  3. Department of Molecular Physics, Technical University of Lodz, Zeromskiego 116, 90-924, Lodz, Poland
  4. Department of Physical Chemistry and Technology of Polymers, Silesian University of Technology, Marcina Strzody 9, 44-100, Gliwice, Poland
  5. Faculty of Chemistry, Warsaw University of Technology, Noakowskiego 3, 00-664, Warsaw, Poland
  
• 刊物类别：Chemistry and Materials Science
• 刊物主题：Chemistry
  Materials Science
  Characterization and Evaluation Materials
  Polymer Sciences
  Continuum Mechanics and Mechanics of Materials
  Crystallography
  Mechanics
  
• 出版者：Springer Netherlands
• ISSN：1573-4803

文摘

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.