13138-53-9Relevant academic research and scientific papers
Preparation of new biologically active and water soluble dyes: Characterization, aggregation and extraction of metal ions from solutions
Touj, Nedra,Al-Ayed, Abdullah Sulaiman,Hamdi, Naceur
, p. 1398 - 1404 (2019)
The synthesis of metallo-phthalocyanines complexes (M = Co, Ni, Cu, Zn) containing azo dye were described in this study. The metallophthalocyanines have been supported by elemental analysis, UV-visible, FT-IR and NMR. The aggregation of phthalocyanine compounds was investigated in different solvents and concentrations. The newly synthesized metallophthalocyanines possess modest antibacterial activity against various Gram-positive and Gram-negative bacteria. Moreover, these complexes have been tested as antioxidant and presented remarkable activities by two different in vitro chemical assays. They were able to reduce DPPH % radical with IC50 values ranging from 3.8 to 7.5 μmol L-1 and some of them also reduced ABTS % radical cation.
New anthracene-based-phtalocyanine semi-conducting materials: Synthesis and optoelectronic properties
Kahouech,Hriz,Touaiti,Bassem
, p. 144 - 154 (2015/12/12)
A new anthracene-based semi-conducting phtalocyanines AnPc and AnPc-Tr were synthesized in solvent-free conditions. The supramolecular structure of these compounds was confirmed by NMR and FT-IR spectroscopies. Their optical properties were investigated by UV-vis and photoluminescence spectroscopies. The optical gaps were estimated from the absorption-onsets films, and the obtained values were of 1.50 eV and 1.47 eV for AnPc-Tr and AnPc respectively. In solid state, a weaker π-π-interactions of conjugated systems were obtained in the case of AnPc-Tr in comparison with AnPc. This behavior was explained by steric hindrance of triazol groups, which decrease the planarity of macromolecular structure. The HOMO and LUMO levels were estimated using cyclic voltammetry analysis; two phtalocyanine derivatives show a comparable ionization potential. The phtalacyanine containing triazole groups (AnPc-Tr) reveals a higher electron affinity in comparison with AnPc. Single-layer diode devices were fabricated and showed relatively low turn-on voltages.
Novel aqueous soluble cobalt(II) phthalocyanines of tetracarboxyl-substituted: Synthesis and catalytic activity on oxidation of sodium diethyldithiocarbamate
Vashurin, Artur,Maizlish, Vladimir,Pukhovskaya, Svetlana,Voronina, Alena,Kuzmin, Ilya,Futerman, Natalya,Golubchikov, Oleg,Koifman, Oskar
, p. 573 - 581 (2015/05/05)
Enhancement of the catalytic activity of phthalocyanine catalysts by immobilizing them on polymer matrix has been studied. It has been found that the immobilization of cobalt(II) phthalocyanines on polymers enhances their catalytic activity in the oxidation of sodium diethyldithiocarbamate by air oxygen under mild conditions.
Water-induced fluorescence quenching of mono- and dicyanoanilines
Oshima, Juro,Yoshihara, Toshitada,Tobita, Seiji
, p. 306 - 311 (2008/02/13)
Photophysical properties of monocyano- (2-, 3-, and 4-cyano) and dicyano- (3,4-, 3,5-, 2,3-, 2,4-, 2,5-, and 2,6-dicyano) anilines are investigated by fluorescence measurements. All the monocyanoanilines are virtually nonfluorescent in water (quantum yield 0.01); however, in nonaqueous solvents (cyclohexane, acetonitrile and ethanol), the fluorescence quantum yield is enhanced substantially. In contrast, dicyanoanilines investigated are highly fluorescent both in aqueous and nonaqueous environments. The photophysical data and MO calculations suggest that conformational changes in the amino group and variation of hydrogen-bonding interactions between the solute and solvent water upon electronic excitation are responsible for the water quenching in the monocyanoanilines.
Preparation of 1,2-bis(3,4-dicyanophenoxymethyl)benzene and the binuclear zinc phthalocyanine derived from it
Tolbin, Alexander Yu.,Ivanov, Alexey V.,Tomilova, Larisa G.,Zefirov, Nikolai S.
, p. 96 - 97 (2007/10/03)
A method of synthesis of 1,2-bis(3,4-dicyanophenoxymethyl)benzene from the 1,2-bis(hydroxymethyl)benzene and 4-nitrophthalodinitrile is developed. Its tetramerization with Zn(OAc)2·2H2O gives a binuclear zinc phthalocyanine of a new type, containing four o-phenylidene bridges. The use of microwave heating decreases reaction time and increases yield.
An application of the stille coupling for the preparation of arylated phthalonitriles and phthalocyanines
Aranyos, Viviane,Castano, Ana M.,Grennberg, Helena
, p. 714 - 720 (2007/10/03)
The substituted phthalonitriles 4-phenylphthalonitrile (2a), 4-(2,5-dimethoxyphenyl)phthalonitrile (2b) and 2-(3,4-dicyanophenyl)-4-methylpyridine (2c) have been prepared in good yields from 4-iodophthalonitrile 3, the synthesis of which is also discussed, using the Stille coupling method. Such phthalonitriles are precursors for phthalocyanines with the possibility of biphenyl-like orientation of a peripheral substituent with respect to the macrocycle ring plane. As an example, 2b was used in the preparation of tetra(dimethoxyphenyl)phthalocyanine 1a. Both 1a and the corresponding zinc(II) complex show good solubility in non-polar solvents such as dichloromethane.
Gas adsorption and gas-sensing properties of europium bisphthalocyanine derivative Langmuir-Blodgett thin films
Liang,Gan,Yuan,Wei
, p. 77 - 83 (2007/10/03)
In this paper, europium bisphthalocyanine derivative (EuPc′2) LB films transferred to an interdigital electrode have been prepared at room temperature. The dynamic response of the electrical conductance to Cl2 gas is presented. At room temperature, the response time of 10-layer LB films of EuPc′2 is 45 s and the recovery time is 1 min after exposure to a concentration of 50 ppm Cl2. The reproducibility of the conductivity changes can be improved by using pulsed operation to reduce the exposure time to Cl2. The change in film conductivity upon exposure of different concentrations of Cl2 gas has been measured. The lowest detectable concentration of Cl2 gas is 2 ppm. The maximum conductance change varies linearly with film thickness. The response time constants also increase with film thickness. The interaction between EuPc′2 and Cl2 in the LB films was monitored by UV-vis spectroscopy. LB films exposed to Cl2 gave a red-shifted Q-band which can be predicted from the conductance data.
Determination of the Molecular Orientation of a Phthalocyanine Derivative in a Langmuir-Blodgett Film by Polarized UV-VIS Spectra
Yan, Wang,Zhou, Yuqing,Wang, Xinping,Chen, Wenqi,Xi, Shiquan
, p. 873 - 875 (2007/10/02)
Langmuir-Blodgett (LB) films of (p-carboxyphenoxy)-tri(2,4-di-tert-pentyl phenoxy)phthalocyanine copper(II) (asyCuPc) are prepared; the associated forms of the compound in chloroform solution and the particular orientation of asyCuPc molecular macrocycles in LB films is determined by polarized UV-VIS.
Synthesis and Characterization of Di-disubstituted Phthalocyanines
Young, Joseph G.,Onyebuagu, William
, p. 2155 - 2159 (2007/10/02)
An improved approach to the synthesis of di-disubstituted phthalocyanines from two different phthalyl precursors is described.The method combines substituted 1,3-diiminoisoindoles and 6/7-nitro-1,3,3-trichloroisoindolenine to synthesize phthalocyanine.The method can be applied to the synthesis of hydrogen and metallo phthalocyanine.The yields are variable, ranging from 17percent to 72percent depending on the substituents.
REACTION OF 4-NITROPHTHALONITRILE WITH CARBONATE, NITRITE, AND FLUORIDE
Woehrle, Dieter,Knothe, Gerhard
, p. 3231 - 3240 (2007/10/02)
In DMSO and DMF at elevated temperatures, KF, KNO2, NaNO2, K2CO3, and Na2CO3 react with 4-nitrophthalonitrile to form 4,4'-oxybis(phthalonitrile) and, mostly, 4-hydroxyphthalonitrile.Formation ratios depend on reaction conditions.Intermediates are discussed.
