Microwave-Promoted Synthesis of Sulfonated Metallophthalocyanines and Aggregation in Different Solvents

Zhenhua Cheng,Lijun Zhu,Hongxiao Zhang,Daohong Xia,Shengjuan Jiang,Na Cui

doi:10.1155/2015/179034

Abstract

Five metallosulfophthalocyanines (Fe, Ni, Zn, Co, and Cu) compounds were synthesized by microwave irradiation. Compared to the conventional method of synthesis in terms of reaction time and yields, the microwave-promoted synthesis is preferred with high product yield and short reaction time. All synthesized products were characterized with MALDI-TOF mass spectrum, Fourier transform infrared spectroscopy (FT-IR), ultraviolet-visible spectroscopy (UV-Vis), and X-ray diffraction (XRD). Aggregation behavior of the five metallosulfophthalocyanines (MSPc) in different solvents was studied by UV-Vis spectroscopy separately in N,N-dimethyl formamide (DMF) and NaOH aqueous solution (5%wt). A redshift of maximum absorption wavelength and deviations from Lambert-Beer law with increasing the concentration were observed. The dimerization equilibrium constants (K) of the five MSPc were determined, respectively.

Highlights

As new multifunctional materials, metallophthalocyanine compounds have been widely used in the field of catalysis, in light oil sweetening in petroleum refining industry [1]
The sulfonated metallophthalocyanines were synthesized by microwave heating with shorter reaction time which could help to control the number of sulfonic groups in the Pc ring
The products synthesized using microwave mainly included one sulfonic group in the Pc ring, which were proved by MS and X-ray diffraction (XRD) measurements

Summary

Introduction

Metallophthalocyanine compounds have been widely used in the field of catalysis, in light oil sweetening in petroleum refining industry [1]. The applications of metallophthalocyanines (MPc) as catalysts are often restricted due to their poor solubility both in common organic solvents and in water. The solubility of MPc compounds in alkali solution (or water) can be improved by introducing electron-withdrawing or electron-donating substituents, such as sulfonic acid, carboxylic acid, or amide groups at the periphery and axial positions of the Pc ring [5,6,7]. Studies of the synthesis with convenient method and the aggregation of MSPc in different solvents have been of great interest in the field of catalysis

Methods

Results

Conclusion