Sensor electrochromic functional phthalocyanines

Keywords: Phthalocyanine, cobalt, nickel, zinc, lanthanides, electrochemistry, aggregation, metal sensör. Phthalocyanines (Pc) are macrocyclic compounds containig four pyrole units having dark blue, purple or green colours and exhibiting intense absorptions in their electronic spectra. The two imino-hydrogen atoms in the centre of molecule can be replaced by almost any metal in the periodic table to form the compounds known as phthalocyanine. They can also be substitued by numerous functinonal groups. Therefore, the phthalocyanine class of compounds consist of metal-free phthalocyanines metallophthalocyanines and related derivatives. In the first part of this study, we report the preparation, physical characterization and electrochemistry of peripherally substitued ionophore double-decker lanthanide phthalocyanines, lanthanide bis-[(4,4?,4??,4??)-tetrakis-(6-hydroxyhexylsulfanly) phthalocyanines] ,{M[Pc(S-C6H13OH)4]2} (M=PrIII, YbIII, and LuIII). All benzenes on the double-decker phthalocyanines are functional with hydroxyhexylsulfanyl moieties for potential use as metal ion binding and surface anchors. The double-decker phthalocyanines synthesized from the anhydrous metal salts {Ln(acac)3} and the corresponding 4?-(6-hydroxhexylsulfanyl)-1,2-dicyanobenzene exhibit ion-specific optical change in the presence of Ag+ and Pd2+. Newly synthesised lanthanide double-decker phthalocyanines are soluble in methanol (MeOH), ethanol (EtOH), tetrahydrofuran (THF), dimethylformamide (DMF), dimethylsulfoxide (DMSO), chloronapthalene, qunoline and less soluble in i-Pr-OH and acetonitrile. In the last part of this study, we tried to make synthesis of novel type of receptor ligand and its tetrasubstitüed phthalocyanines, 2,9,16,23-tetrakis(6-hydroxyhexylsulfanly) phthalocyanine,M[Pc(S-C6H13OH)4](M=Zn (ll),Cu(ll),Co(ll), bearing sulfur and oxgen donor atoms on the periphery together with The new synthesized compounds have been characterized by elemental analysis, FTIR, 1H and 13C NMR , MS ( ESI and MALDİ-TOF ) and UV-Vis spectral data. These compounds were soluble in MeOH, EtOH, THF, DMF, CNP ( ?-chloronapthalene ), DMSO and quinoline, and less soluble in i-PrOH and CH3CN.