Non-aggregated axially disubstituted silicon phthalocyanines bearing electropolymerizable ligands and their aggregation, electropolymerizaton and thermal properties

Abstract

A novel series of axially disubstituted silicon(iv) phthalocyanines bearing electropolymerizable ligands were designed and synthesized for the first time. The silicon(iv) phthalocyanines were characterized by various spectroscopic techniques as well as elemental analysis. The aggregation behavior of the SiPcs were examined in different solvents and at different concentrations in chloroform. In all the studied solvents and concentrations, the SiPcs were non-aggregated. The thermal behavior of the silicon(iv) phthalocyanines was also studied. The electropolymerization properties of the silicon(iv) phthalocyanines were investigated by cyclic and square wave voltammetry. This study is the first example of the electropolymerization of axially disubstituted silicon phthalocyanines. The type of axial ligand on the phthalocyanine ring did not show any effect on the absorption and thermal properties but influenced the electropolymerization of the phthalocyanines.

Dual Emissive Zn(II) Naphthalocyanines: Synthesis, Structural and Photophysical Characterization with Theory-Supported Insights towards Soluble Coordination Compounds with Visible and Near-Infrared Emission

“…As Zn-NMe 3 Nc in DMSO provides the best photoacoustic signals at a low concentration, it is clear that the suppression of aggregation enhances the photoacoustic output. In the future, this could be further improved with vanadyl- or silicon-naphthalocyanines, where the axial ligands could prevent aggregation [ 30 , 69 , 71 ]; the insertion of vanadyl centers could further shift the absorption maxima to longer wavelengths in the infrared region [ 72 , 73 , 74 ].…”

Synthesis of axially di- and peripherally tetra-(4-{[(1E)-(4-methoxyphenyl)methylene]amino}phenoxy) group substituted metallophthalocyanines and their electrochemistry

“…[4]. For example, it is used in many fields such as thin film [5], non-linear optics (NLO) [6,7], dye-sensitized solar cells (DSSCs) [8,9], electrochemistry [10][11][12], photodynamic therapy (PDT) [13][14][15]. Although these compounds have a wide range of applications, they have low solubility and a high tendency to aggregate [16].…”

Synthesis and biological evaluation of peripherally tetra‐({6‐[3‐(dimethylamino)phenoxy]hexyl}oxy) substituted water‐soluble phthalocyanines as cholinesterases inhibitors

“…Phthalocyanines (Pcs), are macrocyclic aromatic compounds with high conjugation system, have high chemical and thermal stabilities. [21][22][23] Pcs are used in various technology areas such as material, catalyst, [24] electrochemistry, [25,26] pharmaceutical, and industrial. [27,28] Recently, there have been many studies on the pharmacological and biological activities of Pcs in the literature, especially cholinesterase inhibitory effects.…”