Synthesis and Characterization of Novel Fluorene-Carbazole Core Derivative for Emitting Materials

Abstract

Fluorene and electron rich carbazole materials are commonly used in opto-electronic devices. Novel, substituted carbazole and fluorene core derivatives (TM1, TM2 and TM3) were designed, synthesized and characterized. The three novel π-conjugated emitting materials consist of naphthalene and thiophene substituted carbazole-fluorene dual core. The aromatic parts of these target molecules have high luminescence and excellent thermal stability. The steric side group of naphthalene and thiophene can prevent intermolecular packing, moreover, the long alkyl chain can improve solubility and thermal stability. The target molecules, 9-(9, 9-didodecyl-7-(thiophen-2-yl)-9H-fluoren-2-yl)-3, 6-di(thiophen-2-yl)-9H-carbazole (TM1), 9-(7-(3, 6-di(thiophen-2-yl)-9H-carbazol-9-yl)-9, 9-didodecyl-9H-fluoren-2-yl)-3, 6-di(thiophen-2-yl)-9H-carbazole (TM2), and 9-(7-(3, 6-bis(3, 6-di-tert-butyl-9H-carbazol-9-yl)-9H-carbazol-9-yl)-9, 9-didodecyl-9H-fluoren-2-yl)-3, 6-bis(5-(naphthalen-1-yl)thiophen-2-yl)-9H-carbazole (TM3), were successfully synthesized using well known reaction including of Ullmann coupling and Suzuki coupling reaction. All of the products have been confirmed by Nuclear magnetic resonance spectroscopy, Mass spectrometry and FT-IR spectroscopy techniques. These molecules will be used as emitting materials in organic light emitting diodes.