Sustainable design of green-functionalized -conjugated BTBF-DPA derivatives for high-mobility hole transport

Shariatinia Z., Kurban M.

TETRAHEDRON, cilt.188, ss.1-10, 2025 (SCI-Expanded) identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 188
  • Basım Tarihi: 2025
  • Doi Numarası: 10.1016/j.tet.2025.134984
  • Dergi Adı: TETRAHEDRON
  • Derginin Tarandığı İndeksler: Scopus, Science Citation Index Expanded (SCI-EXPANDED), Academic Search Premier, Aquatic Science & Fisheries Abstracts (ASFA), BIOSIS, Biotechnology Research Abstracts, Chemical Abstracts Core, Chimica, CAB Abstracts, Veterinary Science Database
  • Sayfa Sayıları: ss.1-10
  • Ankara Üniversitesi Adresli: Evet

Özet

π-Conjugated hole transport materials (HTMs) with high mobility and stability are crucial for the performance of organic light-emitting diodes (OLEDs). In this study, a benzo[4,5]thieno[3,2-b]benzofuran–diphenylamine (BTBF-DPA) core was functionalized with naturally derived organosulfur groups at two substitution sites to yield fourteen novel derivatives. Density functional theory (DFT) and time-dependent DFT (TD-DFT) calculations were conducted to explore the effects of substitution position on geometric, electronic, optical, and charge transport properties. Para-substituted derivatives displayed optimal energy alignment, low reorganization energies, and high predicted mobilities, with p-BTBF-DPA-ISOALL reaching 34.375 cm2V− 1s− 1. Optical property analysis, including UV–Vis absorption, exciton binding energy, and infrared vibrational modes, revealed strong structure–property correlations. Theoretical predictions suggest that these green-functionalized BTBF-DPA derivatives combine thermodynamic stability, solution processability, and superior hole transport capabilities. This work provides molecular-level insights for the sustainable design of next-generation high-performance HTLs.