Electronic structure and optical properties of Schiff base hydrazone derivatives by solution technique for optoelectronic devices: Synthesis, experiment and quantum chemical investigation

SIDIR İ., SIDIR Y. G., BERBER H., DEMİRAY F.

JOURNAL OF MOLECULAR STRUCTURE, vol.1176, pp.31-46, 2019 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 1176
  • Publication Date: 2019
  • Doi Number: 10.1016/j.molstruc.2018.08.067
  • Journal Name: JOURNAL OF MOLECULAR STRUCTURE
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.31-46
  • Keywords: Hydrazone, Schiff base, Optical properties, Energy band gap, Refractive index, Density functional theory, Electric field, DENSITY-FUNCTIONAL THERMOCHEMISTRY, PHENOTHIAZINE-BASED HYDRAZONES, MOLECULAR GLASSES, HOLE, PHENYLHYDRAZONE, SEMICONDUCTORS, POLYMERS, CONSTANTS, ACIDITY, GAP
  • Anadolu University Affiliated: Yes

Abstract

In this study, electronic, optical and spectroscopic FT-IR, UV properties of new synthesized Schiff base hydrazone derivatives, 1-(4-nitrophenyl)-2-(4-phenoxybenzylidene)hydrazone and 1-(2,4-dinitropheny1)-2-(4-phenoxybenzylidene)hydrazone are investigated by performing solution techniques and theoretical calculations. Solvatochromism and solute-solvent interactions were discussed based on the spectral results. It is observed that Schiff base hydrazone derivatives exhibit positive solvatochromism. Energy band gap E-g is determined experimentally and theoretically in solution. Concentration effect on E-g was investigated in DCM solvent for different molarities of solute. It is observed that solvent and concentration can be used for tuning E-g. NO2 substituent group gives rise to E-g value lows 0.3 eV. The refractive index (n) values were obtained from Moss, Ravindra, Herve-Vandamme, Kumar-Singh and Reddy relations based on E-g data. It is observed that n can be controlled with solvents and concentration of solutions. External electric field (EF) is theoretically applied in order to tuning HOMO-LUMO gap and dipole moment. Consequently, Schiff base hydrazone derivatives intend to be insulator under applied EF. (C) 2018 Elsevier B.V. All rights reserved.