Synthesis and optical characterization of novel carbazole Schiff bases

Abstract

In this study, newly substituted carbazole derivatives of S1; (Z)-4-((9-isobutyl-9H-carbazol-3-ylimino)methyl)phenol, S2; (Z)-9-butyl- N-(2,3,4-trimethoxybenzylidine)-9H-carbazol-3-amine, S3; (Z)-4-((9-octyl-9H-carbazol-3-ylimino)methyl)benzene-1,2-diol and S4; (Z)-3-((9-octyl-9H-carbazol-3-ylimino)methyl)benzene-1,2-diol compounds are synthesized by using condensation reaction between carbazole amines and aromatic aldehydes. All synthesized carbazole Schiff bases are purified by crystallizing from chloroform. The structural and optical characterizations of synthesized compounds are investigated by FT-IR (Fourier Transform-Infrared Spectroscopy), 1H NMR (Proton Nuclear Magnetic Resonance), 13C NMR (Carbon Nuclear Magnetic Resonance), LC-MS (Liquid Chromatography-Mass Spectrometry) and temperature dependent PL (Photoluminescence) measurements. The formations of synthesized Schiff bases were confirmed by FT-IR, NMR and microanalysis. Due to stronger π-conjugation and efficient charge transfer from host material, the broad and complex bands centered at about ∼2.16 and ∼1.76 eV are observed in PL spectra for all samples. Their relative intensities depend on functional groups associated with the carbazole. These newly synthesized Schiff bases could be considered as an active emissive layer for organic light emitting diodes.