Florokarbon Substitüte Periferal ve Non-Periferal Tetra Ftalosiyanin Bileşikleri: Sentez, Karakterizasyon ve Agregasyon Özellikleri

Abstract

This work presents a series of novel peripherally and non-peripherally tetra substituted phthalocyanine derivatives containing 4-[(4,4,5,5,5-pentafluoropentyl)oxy groups. Firstly, phthalonitrile derivatives (2 and 3) were synthesized. These phthalonitrile derivatives were used synthesis of peripherally tetra substituted (metal-free 4, manganese(III) 5, nickel(II) 6 and cobalt(II) 7) phthalocyanines and non-peripherally tetra substituted (magnesium(II) 8, zinc(II) 9, nickel(II) 10 and cobalt(II) 11) functionalized with the fluorocarbon compound “4,4,5,5,5-pentafluoro-1-pentanol”. Synthesized novel compounds have been characterized by combination of the FT-IR, 1H NMR/ 13C NMR, MALDI-TOF-MS and UV-Vis spectroscopy (for phthalocyanines). In the last part of the study, the effect of the solvent on the aggregation behavior of the metallophthalocyanines NiPc (6 and 10) and CoPc (7 and 11) was studied using different solvents (THF, DMF, DMSO etc). In addition, the aggregation behavior of NiPcs and CoPcs was investigated at different concentrations ranging from 2 x 10-6 to 12 x 10-6 M in CHCl3.