title: Novel axially disubstituted non-aggregated silicon phthalocyanines.
abstract: This paper describes the synthesis, spectroscopic characterization of a range of new axially-disubstituted silicon phthalocyanines with 2-[2-(dimethylamino)ethoxy] or 2-[2-(1,4,7,10,13-pentaoxa-16-azacyclooctadecan-16-yl)ethoxy] groups as axial ligands. 2-[2-(Dimethylamino)ethoxy]ethanol 2, 2-[2-(1,4,7,10,13-pentaoxa-16-azacyclooctadecan-16-yl)ethoxy]ethanol 4 are reacted with silicon phthalocyanine 1, to give an axially-disubstituted silicon phthalocyanines 3 and 5. Axially-disubstituted silicon phthalocyanine complexes were synthesized at the first time. Newly synthesized silicon phthalocyanines were characterized by UV-Vis, IR, (1)H NMR, (13)C NMR spectroscopy, ESI mass spectrometry. These new silicon(IV) phthalocyanines 3 and 5 showed excellent solubility in organic solvents such as CHCl(3), CH(2)Cl(2), acetone, DMF, DMSO, THF, EtOAc. The aggregation behavior of these compounds were investigated in different concentrations of DMSO. The effect of solvents on absorption spectra were studied in various organic solvents. The thermal stabilities of the silicon(IV) phthalocyanines 3 and 5 were determined by thermogravimetric analysis.
authors.affiliation: Department of Chemistry, Faculty of Sciences, Karadeniz Technical University, 61080 Trabzon, Turkey. zekeriya_61@yahoo.com
authors.forename: Zekeriya
authors.initials: Z
authors.lastname: Bıyıklıoğlu
authors.forename: Dilek
authors.initials: D
authors.lastname: Cakır
mesh_terms: D043844:Crown Ethers / Q000138:chemical synthesis / Q000737:chemistry*; D007211:Indoles / Q000138:chemical synthesis / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D017646:Organosilicon Compounds / Q000138:chemical synthesis / Q000737:chemistry*; D012995:Solubility; D021241:Spectrometry, Mass, Electrospray Ionization; D013056:Spectrophotometry, Ultraviolet; D013696:Temperature
chemical_list: D043844:Crown Ethers; D007211:Indoles; D017646:Organosilicon Compounds; C082854:silicon phthalocyanine; C015762:18-crown-6