Unsymmetrical pyrazole-based new semiconductor oligomer: synthesis and optical properties

Cetin A., Gunduz B., Mengeş N., Bildirici İ.

POLYMER BULLETIN, vol.74, no.7, pp.2593-2604, 2017 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 74 Issue: 7
  • Publication Date: 2017
  • Doi Number: 10.1007/s00289-016-1846-5
  • Journal Name: POLYMER BULLETIN
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.2593-2604
  • Keywords: Oligomer, Optical constant, Optical band gap, Poly-pyrazole, Refractive index, HOMO-LUMO, LIGHT-EMITTING-DIODES, CONJUGATED POLYMERS, SOLAR-CELLS, DERIVATIVES, NANOPARTICLES, PHENYL, ACID, BLUE, GAP
  • Van Yüzüncü Yıl University Affiliated: Yes


Poly(p-phenylene-1-(2,5-dimethylphenyl)-5-phenyl-1H-pyrazole-3,4-dicarboxyamide)(poly(PDPPD)) was synthesized from reactions of p-phenylenediamine and 1-(2,5-dimethylphenyl)-5-phenyl-1H-pyrazole-3,4-dicarbonyl dichloride (monomer) by heating under solvent. This newly synthesized poly(PDPPD) was characterized by 1 H, 13 C-NMR, FT-IR, gel permeation chromatography (GPC). In addition, we investigated optical properties of the poly(PDPPD) containing the substituted pyrazole ring at different molarities. The average transmittance (T-avg) values of the poly(PDPPD) in the visible (V) region were higher than the Tavg values in the near-ultraviolet (NU) region. The Tavg values of the poly(PDPPD) in the NU and visible (V) region decreased with increasing molarity. The absorption band edge (Absbe) value of the poly(PDPPD) decreased with increasing molarity. It was observed that the optical band gap (E-g) of the poly(PDPPD) value decreased more with increasing molarity. The refractive index of the poly(PDPPD) decreased with increasing wavelength and decreasing molarity. The structure of the poly(PDPPD) in the lowest energy was optimized by DFT calculation and its HOMO-LUMO orbitals were plotted.