Abstract

2(3),9(10),16(17),23(24)-tetrakis-2,6-dimethoxyphenoxy substituted magnesium (II) phthalocyanine, which has very good solubility in polar and non-polar solvents and does not aggregate, was synthesized. Its structure was characterized by spectroscopic methods such as elemental analysis, UV-vis, FT-IR, MALDI-TOF mass and 1H NMR. It has very good solubility in polar aprotic solvents such as dimethyl sulfoxide, N, N- Dimethylformamide, tetrahydrofuran, dichloromethane, and non-polar solvents such as toluene, chloroform. Its aggregation properties have been studied both in the solvents mentioned above and in N, N- Dimethylformamide at different concentrations. Its photophysical properties were determined in N, N-dimethyl formamide. The effects of the nature and presence of 2,6-dimethoxyphenoxy group, which is an antioxidant derivative, on the phthalocyanine skeleton on the spectroscopic and photophysical properties were investigated by comparing it with unsubstituted magnesium (II) phthalocyanine. It can be a good nominee for various technological applications in that it does not aggregate and has good solubility in polar and non-polar solvents, as well as better and favorable fluorescence properties than its analog in the previous study.

Highlights

  • Phthalocyanines (Pcs) are synthetic substances related to naturally occurring porphyrins [1]

  • Magnesium phthalocyanine (MgPc) and its derivatives, being synthetic analogs of chlorophyll [1]. These are of great interest because of their chemical, catalytic and spectroscopic properties [13, 14], which appear to be significantly different from other divalent metallophthalocyanines [15]

  • The ΦF value of the MgPc 2 was lower than unsubstituted magnesium (II) phthalocyanine in dimethyl formamide (DMF) [27], which implies that the presence of the 2,6-dimethoxyphenoxy units reduced the fluorescence quenching of the Pc molecule

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Summary

Introduction

Phthalocyanines (Pcs) are synthetic substances related to naturally occurring porphyrins [1]. Magnesium phthalocyanine (MgPc) and its derivatives, being synthetic analogs of chlorophyll [1] These are of great interest because of their chemical, catalytic and spectroscopic properties [13, 14], which appear to be significantly different from other divalent metallophthalocyanines [15]. MgPcs exhibit an intense absorption band in the near-IR spectral region due to the non-planar nature that arises from the magnesium atom being displaced from the Pc plane. This is because the magnesium ion of a molecule interacts with the N-azomethine atom of the neighboring MgPc molecule [26].

Experimental section
Aggregation studies
Photophysıcal propertıes
Fluorescence quantum yield and lifetime
Conclusions
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