Axially phenoxy-derivative disubstituted phthalocyanine: synthesis, characterization and photophysical properties

Abstract

Abstract: We report the highly soluble axially disubstituted 4-(methoxymethyl) phenol silicon (IV) (1) phthalocyanine which was synthesized by the reaction of silicon phthalocyanine dichloride (SiPcCl2) with 4-(methoxymethyl)phenol. UV–Vis, FT-IR, 1H, 13C, NMR and mass spectrometry were used to characterize SiPc (1). Fluorescence quantum yield (spectral and photophysical) characteristics of SiPc (1) were investigated for various solvents. The obtained spectral and photophysical results indicated that the fluorescence quantum yields (?F) of SiPc (1) are both lower than unsubstituted ZnPc and SiPcCl2 in the solvents used which is not typical of silicon-phthalocyanines. The effects on optoelectronic and spectral properties of SiPc (1) of solvents and concentrations were investigated in detail. We obtained absorption band edge, maximum peak of absorbance, molar and mass extinction coefficients, refractive index, optical band gap, optical and electrical conductance of SiPc (1) for different solvents and concentrations. We obtained the refractive index values of SiPc (1) with many relationships. Also, we investigated the angles of incidence and refraction of SiPc (1). SiPc (1) exhibited semiconductor behavior in terms of optical band gap and can be used for photonic applications. Graphical Abstract: [Figure not available: see fulltext.]. © 2018, Springer Science+Business Media B.V., part of Springer Nature.