Ahmet Altındal

Synthesis, characterization, and electrical, electrochemical and gas sensing properties of a novel ball-type four t-butylcalix[4]arene bridged binuclear zinc(II) phthalocyanine.

1,3 dimethoxy-4-t-butylcalix[4]arene has been used to synthesize a novel ball-type dimeric zinc(II) phthalocyanine, [Zn2Pc2(tbca)4] that exhibits mixed-valence behaviour and non-Arrhenius type dependence of conductivity.

Synthesis, characterization, and electrical and electrochemical properties of sandwich dilutetium tetraphthalocyanine

Lu2Pc2 and lithium hexylthio-phthalocyanine have been used to synthesize [Lu2(Pc)4] which exhibits variable range hopping conductivity as inorganic semiconductors and also observed electrochromic effect from cyclic voltammetric (CV) measurement.

Synthesis, characterization, and electrochemical and electrical properties of novel mono and ball-type metallophthalocyanines with four 9,9-bis(4-hydroxyphenyl)fluorene

The new mono-nuclear 4-5 and ball-type homo-dinuclear 6 phthalocyanines have been synthesized from the corresponding phthalodinitrile derivative 3. The synthesized compounds have been characterized by elemental analysis, UV-vis, IR,(1)H-NMR and MALDI-TOF-mass spectroscopies. The redox behaviours of the complexes were identified by cyclic voltammetry and square wave voltammetry. The temperature dependence of the electronic properties of compounds and adsorption of SO(2) on thin film of 6 were investigated by conductivity measurements using an interdigital transducer structure on glass substrate. Dc conductivity, measured between 300-475 K, is thermally activated with the activation energy ranging between 0.67 and 0.90 eV. The ac conductivity is found to vary with frequency, ω, as ω(s) in which the frequency exponent s decreases with temperature suggesting a hopping conduction mechanism for all compounds. The SO(2) sensing result showed that the spin coated film of 6 exhibits very good SO(2) sensing properties, fast response and recovery rate, high sensitivity and good repeatability.

Characterization of Doped and Undoped CuO Nanoparticles

Undoped and doped with Ti, Cd and Zn CuO nanoparticles were obtained by precipitation method. The crystal structures of the CuO nanoparticles were characterized by X‐ray diffraction. Impedance spectroscopy (IS) and d.c conductivity (σd.c) measurements were performed on samples as a function of temperature and frequency (40–105 Hz.) to determine the electrical behavior of the nano powder. It was found that the Arrhenius graph of the samples consist of two linear regions and corresponding activation energies. The dependency of frequency exponent s on temperature and frequency suggests a conduction mechanism which is indication of hopping. The measured impedance spectra showed a furher semicircle at low frequencies for all temperatures. The low frequency semicirles in impedance spectra are attributted to the garin boundry effects.

Coumarin-substituted manganese phthalocyanines: synthesis, characterization, photovoltaic behaviour, spectral and electrochemical properties.

The synthesis and spectroscopic characterization of novel manganese(III) phthalocyanines bearing 7-oxy-4-(4-methoxyphenyl)-8-methylcoumarin or/and chloro groups have been achieved. The effect of alpha and beta substitution on the ligand- and metal-based reduction processes of the manganese phthalocyanine complexes and their interaction with dioxygen were investigated. The more effective interaction of the central metal of the beta coumarin substituted complex with dioxygen than that of its alpha substituted analogue was attributed to the hindrance of the interaction by the nonplanarity in the case of alpha substitution. Similarly, the aggregation tendency was lower in the case of alpha substitution. Among the fabricated coumarin-substituted manganese phthalocyanine donor layer and fullerene (C60) acceptor based photovoltaic heterojunction devices, the one containing 8 exhibited the best performance. The effect of the thickness of the active Pc layer on solar cell parameters has also been investigated. A nearly thickness independent open circuit voltage was observed.

The synthesis, photophysical and dielectric properties of ball-type dinuclear zinc phthalocyanine

The synthesis of ball-type dinuclear Zn(II) phthalocyanine containing four 4,4′-(9H-fluorene-9,9-diyl)diphenol substituents at the non-peripheral position is presented. The structure of the synthesized compound was characterized using elemental analyzes, and UV-vis, FT-IR, 1H NMR and mass spectroscopies. The ΦF value was 0.16 and ΦT value was 0.72. The complex showed reasonably long triplet lifetimes with τT 7210 μs in DMSO. The frequency and temperature dependence of the dielectric properties of ZnPc were also investigated in the frequency range of 40–105 Hz and in the temperature range of 300–440 °K. It has been observed that both dielectric constant e′ and dielectric loss e″ decrease with the rise in frequency as they increase with the rise in temperature. The decrease in e′ with increasing frequency is attributed to the fact that as the frequency increases, the polarizability contribution from orientation sources decreases and finally disappears.

Synthesis, characterization, electrical and dielectric permittivity measurements of 2,9,16,23-tetra(4-ferrocenylimino-3-nitrophenoxy)phthalocyanines

2,9,16,23-tetra(4-amino-3-nitrophenoxy)phthalocyanines were synthesized from 4-(4-amino-3-nitrophenoxy)phthalonitrile which was obtained from 4-nitro-1,2-dicyanobenzene and 4-amino-3-nitrophenol. 2,9,16,23-tetra(4-ferrocenylimino-3-nitrophenoxy)phthalocyanine and 2,9,16,23-tetra(4-ferrocenylimino-3-nitrophenoxy)phthalocyaninatocobalt(II) were synthesized in a one-step condensation reaction of ferrocenylaldehyde with 2,9,16,23-tetra(4-amino-3-nitrophenoxy)phthalocyanine and 2,9,16,23-tetra(4-amino-3-nitrophenoxy)phthalocyaninatocobalt(II), respectively. The novel compounds were characterized by elemental analysis, Inductively Coupled Plasma (ICP-MS), UV-vis, IR and 1H NMR spectroscopy. The effects of temperature and frequency on the conduction properties (a.c. and d.c.) and the dielectric constant were studied on pellet samples of 2,9,16,23-tetra(4-amino-3-nitrophenoxy)phthalocyanine, 2,9,16,23-tetra(4-ferrocenylimino-3-nitrophenoxy)phthalocyanine, 2,9,16,23-tetra(4-amino-3-nitrophenoxy)phthalocyaninatocobalt(II) and 2,9,16,23-tetra(4-ferrocenylimino-3-nitrophenoxy)phthalocyaninatocobalt(II), with evaporated, ohmic gold electrodes in the frequency range 40-105 Hz. and within the temperature range 290-400 K. Unlike many metallophthalocyanines, a variable-range hopping model is found to most appropriately fit the experimental conductivity data of 2,9,16,23-tetra(4-ferrocenylimino-3-nitrophenoxy)phthalocyanine and 2,9,16,23-tetra(4-ferrocenylimino-3-nitrophenoxy)phthalocyaninatocobalt(II), while for 2,9,16,23-tetra(4-amino-3-nitrophenoxy)phthalocyanine and 2,9,16,23-tetra(4-amino-3-nitrophenoxy)phthalocyaninatocobalt(II), thermally activated conduction with single activation energy is valid. Frequency and temperature dependence of the a.c conductivity were analyzed in terms of existing theory for 2,9,16,23-tetra-(4-amino-3-nitrophenoxy)phthalocyanine, 2,9,16,23-tetra(4-ferrocenylimino-3-nitrophenoxy)phthalocyanine, 2,9,16,23-tetra(4-amino-3-nitrophenoxy)phthalocyaninatocobalt(II) and 2,9,16,23-tetra(4-ferrocenylimino-3-nitrophenoxy)phthalocyaninatocobalt(II). It was found that the a.c. conductivity of the compounds depends on the frequency, obeying the empirical formula, σac = A(T)ωs. The model parameters calculated are reasonable and consistent with the prediction of the correlated barrier hopping model for 2,9,16,23-tetra(4-ferrocenylimino-3-nitrophenoxy)phthalocyanine and 2,9,16,23-tetra(4-ferrocenylimino-3-nitrophenoxy)phthalocyaninatocobalt(II) and the quantum mechanical tunneling model for 2,9,16,23-tetra(4-amino-3-nitrophenoxy)phthalocyanine and 2,9,16,23-tetra(4-amino-3-nitrophenoxy)phthalocyaninatocobalt(II). The dielectric constant of the compounds increased with temperature and decreased with frequency in the investigated range.

o-Carborane, Ferrocene, and Phthalocyanine Triad for High-Mobility Organic Field-Effect Transistors

An unsymmetrical zinc phthalocyanine with ferrocenylcarborane linked to the phthalocyanine ring through a phenylethynyl spacer was designed for organic field-effect transistor (OFET). The unsymmetrical phthalocyanine derivatives were characterized using a wide range of spectroscopic and electrochemical methods. In particular, the ferrocenylcarborane structure was unambiguously revealed based on the single-crystal X-ray diffraction analysis. In-depth investigations of the electrochemical properties demonstrated that the ferrocenylcarborane insertion extended the electrochemical character of ferrocenylcarborane-substituted phthalocyanine (7). Moreover, in the anodic potential scans, the oxidative electropolymerization of etynylphthalocyanine (6) and 7 was recorded. To clarify the effect of the insertion of ferrocenylcarborane (2) on the field-effect mobility, solution-processed films of 2, 6, and 7 were used as an active layer to fabricate the bottom-gate top-contact OFET devices. An analysis of the output and transfer characteristics of the fabricated devices indicated that the phthalocyanine derivative functionalized with ferrocenylcarborane moiety has great potential in the production of high-mobility OFET.

Synthesis, characterization, conduction, and dielectric properties of tetra tert-butylsulfanyl substituted phthalocyanines

The tert-butylsulfanylphthalonitrile has been prepared with optimized synthetic procedure. Metal free (H2Pc) and metallo phthalocyanines (Pcs) (ZnPc, CoPc, CuPc, PbPc) have been synthesized by cyclotetramerization of tert-butylsulfanylphthalonitrile in the presence of DBU and metal salts. Thus, tert-butylsulfanyl groups enhance the solubility, shift the Q band absorption to the red visible region, and inhibit efficient cofacial interaction of the Pcs (2–6) as evaluated by UV–vis spectra. The electrical conduction and dielectric properties of the synthesized Pc thin films sandwiched between indium tin oxide and aluminum electrodes (ITO–Pc–Al) were investigated from 300 to 500 K. At low bias voltage the conduction is ohmic while at high bias voltage the conduction becomes space charge limited with an exponential distribution of traps. The measured ac conductivity data are discussed in terms of classical models based on pair approximation. It was found that the ac conductivity obeys the power law given by σac = σ0ωs, in which the frequency exponent s decreases with temperature. The real and imaginary parts of the impedance are found to be dependent on both frequency and temperature.

Novel indium(III) phthalocyanines; synthesis, photophysical and humidity sensing properties

Three new 3,4-(dimethoxyphenylthio) (4), 4-(thiophen-3yl)phenoxy (5), 3,4-(methylendioxy)phenoxy (6) substituted chloroindium(III) phthalocyanines were synthesized and characterized. The indium(III) phthalocyanine derivatives were characterized by using spectroscopy methods, FT-IR, 1H-NMR spectroscopy, electronic spectroscopy and mass spectra as well as elemental analysis. The photophysical properties (fluorescence quantum yields and fluorescence behavior) of their peripherally tetra-substituted new complexes (4 to 6) have been examined. General trends focus on fluorescence behavior, photophysical and electronic properties as well as the humidity sensing ability of these compounds in dimethylsulfoxide (DMSO), dimethylformamide (DMF) and tetrahydrofuran (THF). Complexes (4 to 6) showed reasonably higher fluorescence quantum yields ranging from 0.050 to 0.092 in DMF, 0.029 to 0.084 in DMSO and 0.023 to 0.060 in THF compared to other indium derivatives in the literature. The nature of the substituent and solvent effects on the electronic and photophysical parameters of the three different substituted indium(III) phthalocyanines (4–6) are also reported. The humidity detection capabilities of the 4–6 films have also been investigated. Comparing humidity-sensing properties of the Pcs, it was found that the humidity sensitivity of 4 is higher than 5 and 6.