Thermal, spectroscopic, electrochemical, and electroluminescent characterization of malononitrile derivatives with triphenylamine structure

Autor: Sonia Kotowicz, Jan Grzegorz Małecki, Slawomir Kula, Ewa Schab-Balcerzak, Sebastian Mackowski, Danuta Sek, Mariola Siwy, Agata Szlapa-Kula
Rok vydání: 2019
Předmět:
Zdroj: Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy. 210:136-147
ISSN: 1386-1425
DOI: 10.1016/j.saa.2018.11.025
Popis: Three push-pull molecules with linear, quadrupolar and tripodal arrangements, consisting of triphenylamine (electro-donor) substituted with malononitrile groups (electro-acceptor), were synthesized with high yield by a simple procedure. Impact of the number of malononitrile substituents on optoelectronic properties was investigated with cyclic voltammetry, absorption and emission spectroscopy, as well as density functional theory calculation. The derivatives formed amorphous materials and exhibited low energy band gaps ranging from 2.06 to 2.49 eV. UV–Vis absorption and photoluminescence emission spectra were investigated in solutions (CHCl3, NMP) and in solid-state as thin films and two kinds of blends (with PMMA and PVK:PBD). Quantum yield of photoluminescence was dependent on the molecule structure, solvent, and solid-state layer formulation. The compounds exhibited high photoluminescence quantum yield in the range of 15–42% and 12–59% in solid-state as film and blend with PMMA (1 wt%), respectively, being promising for applications in light emitting diodes. The diodes with active layer consisting of neat derivatives and compounds molecularly dispersed in PVK:PBD (50:50 wt%) matrix showed orange and green electroluminescence.
Databáze: OpenAIRE