Fatma Aytan Kılıçarslan

Highly soluble 3,4-(dimethoxyphenylthio) substituted phthalocyanines: Synthesis, photophysical and photochemical studies

The synthesis of a new 3,4-(dimethoxyphenylthio) substituted phthalonitrile (1) and its soluble metal free (2), zinc (II) (3), oxo-titanium (IV) (4) and nickel (II) (5) phthalocyanine derivatives are reported for the first time. The new compounds have been characterized by elemental analysis, FT-IR, (1)H NMR, UV-Vis, fluorescence spectroscopies and mass spectra. General trends are described for fluorescence, photodegradation and singlet oxygen quantum yields and fluorescence lifetimes of oxo-titanium (IV) and zinc (II) phthalocyanine compounds in dimethylsulfoxide (DMSO). The effects of the metal ion on the photophysical and photochemical parameters for these phthalocyanines (3 and 4) are also reported.

Synthesis and characterization of organic dyes containing 4,5-diazafluorene as efficient sensitizers for dye-sensitized solar cells

Abstract Two dyes which are 4,5-diazafluoren-9-one-derived diimine ligands and their corresponding Ru(II) bipyridine complexes were synthesized. The structures of all compounds were determined by FTIR, UV–Vis, 1H-NMR, 1C-NMR, and MS spectroscopic data. The photovoltaic and electrochemical properties of these compounds were investigated and the applicability in DSSCs as photosensitizers was studied. The photovoltaic cell efficiencies (PCE) of the devices were 0.36–1.26% under simulated AM 1.5 solar irradiation of 100 mW/cm2, and the highest open-circuit voltage (Voc) reached 0.34 V. When comparing the photovoltaic performance of DSSC devices, efficiency increases L2 < L2-Ru < L1 < L1-Ru. The PCE value of 1.26% was obtained with a DSSC based on L1-Ru under AM irradiation (100 mW/cm2). DSSC based on L1-Ru produced efficiency of 1.26%, whereas DSSC-based L1 exhibited the device performance with efficiency of 0.84% under illumination. These results show that the availability of a π-conjugated bridge and a richer electron donor for photovoltaic performance of the DSSC provides increased efficiency.

Synthesis, characterization and electrochemical properties of new phthalocyanines

Abstract The chemical synthesis and characterization with spectroscopic and electrochemical properties of [bis(4-fluorophenyl)-methoxy]-substituted metallo-phthalocyanines were reported for the first time. The new phthalocyanines have been characterized by elemental analysis, UV-Vis, FT-IR, and mass spectroscopies. The aggregation behavior of the phthalocyanine compounds was investigated in different solvents and concentrations. It is found that the fluoro substituents of peripherally Co and Cu complexes are examined and induce a shift to the redox processes toward the negative potentials and formed more reversible processes. Metal-based reduction and oxidation reactions were obtained for the Co(II) complex, whereas Cu(II) complexes exhibited Pc-ring-based electron-transfer reactions. The voltammetric measurements supported the proposed structure of the complexes.

Synthesis and Characterization of New D-π-A Type Fluorene Ligands and Their Ru(II) Complexes

4,5-Diazafluorene ligands, (L1) and (L2), have been synthesized from the reaction of 4,5-diazafluorenone-9-hydrazone with 4-(4-fluorophenoxy) benzaldehyde and 4,5-diazafluoren-9-one with 4-(4-fluorophenoxy) benzylamine hydrochloride in dry EtOH. Ru(II) complexes of the ligands Ru(II)-L1 and Ru(II)-L2 were prepared by treating the ligands with Ru(bpy)2CI2 in dry EtOH. The metal-to-ligand ratio of the Ru(II) complexes was found to be 1:1. The ligands and complexes were characterized by elemental analysis and spectra FTIR, UV-vis, 1H NMR, MS, and fluorescence studies.

Synthesis, spectral and photophysical investigation of porphyrazines with eight 3-quinolinecarboxy esters

In this study, the syntheses and characterization of [2,3,7,8,12,13,17,18-octakis [2′-(3-quinolincarboxy)ethylhio] porphyrazinato N21N22N23N24] magnesium(II), quaternized [2,3,7,8,12,13,17,18-octakis [2′-(3-quinolincarboxy)ethylhio] porpyrazinato N21N22N23N24] magnesium(II), [2,3,7,8,12,13,17,18-octakis[2′-(3-quinolinecarboxy)-ethylthio]21H23H N21N22N23N24 porphyrazine and [2,3,7,8,12,13,17,18-octakis[2′-(3-quinolinecarboxy)-ethylthio]porphyrazinato N21N22N23N24} zinc are described. The new compounds have been characterized by elemental analysis, FT-IR, 1H-NMR, and mass spectra. General trends are described for fluorescence quantum yields of these compounds in dimethylsulfoxide (DMSO). In this study, the effects quaternization of the substituents on the photophysical and spectroscopic properties are also reported.

Synthesis, characterization of new phthalocyanines and investigation of photophysical, photochemical properties and theoretical studies

This work describes the synthesis, spectral, aggregation and fluorescence properties of bis 4-[(4-tert-butylbenzyl)oxy substituted metal free (2), magnesium (3), zinc (4) and nickel (5) phthalocyanines. The syntheses of the novel compounds were confirmed by FT-IR, UV-vis, mass and NMR spectroscopy techniques, as well as elemental analysis. The effects of the nature of the central metal on the photophysical parameters of the phthalocyanine complexes are reported in this study. The photochemical properties (singlet oxygen quantum yields and photodegradation quantum yields) and photophysical properties (fluorescence behavior and fluorescence quantum yield) of the complexes were reported in different solutions (dimethyl sulfoxide (DMSO) and dimethyl formamide (DMF) and tetrahydrofuran (THF)). However, energy minimized structure, vibrational frequency, molecular orbital levels and electronic absorption spectra were obtained by DFT calculations which supported the experimental results.

Tetra- and octa-[4-(thiophen-3-yl)phenoxy]-bearing metal-free and Lu(III) phthalocyanines: synthesis, characterisation and investigation of photophysical properties

4-[4-(Thiophen-3-yl)phenoxy]phthalonitrile and 4,5-bis[4-(thiophen-3-yl)phenoxy]phthalonitrile and their corresponding tetra- and octa-substituted metal-free and Lu(III) phthalocyanine derivatives have been synthesised. The aggregation behaviour of the phthalocyanine compounds has been investigated in different solvents and concentrations and the effects of the substituent and the lutetium on their photophysical properties are reported.

Synthesis and fluorescence properties of metalloporphyrazines carrying 2-(ethyl)-1,3-dioxanethio-groups

The synthesis, photophysical and spectroscopic properties of soluble 2-(ethyl)-1,3-dioxanethio-substituted metal-free and metalloporphyrazines containing Mg(II), Zn(II), Co(II) and Ni(II) are reported. The aggregation behaviour of these compounds was investigated in different solvents and concentrations. The effects of the substituent and the nature of the metal ion on the photophysical parameters of the Mg(II), Zn(II), Co(II) and Ni(II) porphyrazines are also reported.