Abstract

Abstract In this study, some new biscarbazole derivatives were synthesized for the purpose of being used in OLED technologies and related areas. The following compounds: {1,2-bis(2-(3,6-diphenyl-9H-carbazole-9-yl) ethoxy)ethane (C-1), bis[2-(2-(3,6- diphenyl-9H-carbazole-9-yl) ethoxy)etyl]ether (C-2), bis[2-(2-(3,6-di(naphthalene-1-yl)-9H-carbazol-9-yl)ethoxy)etyl]ether (C-3) and bis [2-(2-(3,6-di(naphthalene-2-yl)-9H-carbazol-9-yl)ethoxy) ethyl]ether (C-4) were synthesized by Suzuki-Miyaura Cross Coupling reactions. The structural properties of the synthesized compounds were characterized by FT-IR, 1H-NMR, 13C-NMR, and LC-MS. The maximum product yields of 81.6% were obtained for C-4 biscarbazole derivatives. The optical properties were studied using UV-visible and temperature/excitation power density dependent photoluminescence (PL) techniques. The emissions were observed at green and yellow-red color spectral bands. By applying Gaussian fitting to the measured spectra, the superposition of the broad peaks was deconvoluted into two peaks. The origin of emissions was attributed to π- π* transition in aromatic compounds caused by intramolecular charge transfer from host carbazole to these compounds.

Highlights

  • Biscarbazoles as luminescent materials which include two aromatic heterocyclic organic compounds have been designed and synthesized for exploring some applications

  • In this study, some new biscarbazole derivatives were synthesized for the purpose of being used in organic light-emitting diodes (OLEDs) technologies and related areas

  • The origin of emissions was attributed to π- π* transition in aromatic compounds caused by intramolecular charge transfer from host carbazole to these compounds

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Summary

Introduction

Biscarbazoles as luminescent materials which include two aromatic heterocyclic organic compounds have been designed and synthesized for exploring some applications These include organic light-emitting diodes (OLEDs) [1–3], organic photovoltaic and electronic devices [4–10], studying biochemical activities [11–18] and fundamental points of view [19,20]. Such molecules are especially suited to implementation in OLED technologies because of the electron donation of nitrogen on the carbazole ring. Carbazoles have been used as host matrices in highly efficient blue, green, or red electro-phosphorescent devices [6–8,16,21] They have good thermal properties and structural stability, allowing them to be used as a hole transport layer in OLED technology [22–30]. Multicarbazole derivatives with twisted and zigzag-shape structures were synthesized and used as sensitizers for dye-sensitized solar cells [33]

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