- A 2-pyridone modified zinc phthalocyanine with three-in-one multiple functions for photodynamic therapy
-
A 2-pyridone modified zinc phthalocyanine (denoted ZnPc-PYR) achieves a one stone for three birds outcome in the photodynamic therapy (PDT) treatment of cancer. ZnPc-PYR can be excited by both 665 and 808 nm light to treat superficial and deep tumors, store and slowly release singlet oxygen (1O2) to improve its utilization and downregulate the HIF-1 (hypoxia-inducible factor 1) expression level to enhance the tumor cell's sensitivity to PDT treatment under hypoxic conditions.
- Li, Yanqing,Wang, Chongchong,Wei, Shaohua,Zhou, Lin
-
supporting information
p. 3127 - 3130
(2021/04/02)
-
- Synthesis method of 4-nitrophthalonitrile
-
The invention discloses a synthesis method of 4-nitrophthalonitrile, which comprises the following steps: by using 4-nitrophthalonitrile, ammonia gas and air as raw materials, reacting in a fluidizedbed reactor in the presence of a catalyst to obtain 4-nitrophthalonitrile, mixing the 4-nitrophthalonitrile, ammonia gas and air in a mixer, and introducing into a reaction bed, and carrying out a contact reaction with a catalyst in a reaction bed to obtain the 4-nitrophthalonitrile. The synthesis method of the 4-nitrophthalonitrile provided by the invention is simple in process, can realize continuous reaction, is low in production cost, reduces the amount of three wastes, and can be applied to industrial production.
- -
-
Paragraph 0117; 0119-0137
(2021/03/10)
-
- Palladium(II) phthalocyanines efficiently promote phosphine-free Sonogashira cross-coupling reaction at room temperature
-
Herein we report that exceptionally simple and inexpensive Pd(II) complexes of phthalocyanines efficiently catalyze direct formation of diphenylacetylenes at ambient conditions with low loading of catalyst (0.5 mol%). Results of this study demonstrate that terminal alkynes reacted mildly with p-substituted aryl bromides at room temperature under Pd and Cu-cocatalysis to give the corresponding phenylacetylenes in yields up to 98%. Also we have examined this catalyst in Sonogashira cross-coupling with aryl chlorides and it was very effective and this reaction at room temperature that there is no examples in recent articles. This protocol represents the first use of palladium phthalocyanine as homogeneous catalyst in the Pd/Cu-promoted Sonogashira reaction. The palladium(II) phthalocyanine complex is significantly more active in Sonogashira cross-coupling between aryl halides and terminal alkynes as compared with traditional catalysts because of absence of palladium black formation through agglomeration of metal particles and deactivation of catalyst.
- Platonova, Yana B.,Tomilova, Larisa G.,Volov, Alexander N.
-
p. 224 - 228
(2020/09/17)
-
- Preparation of new biologically active and water soluble dyes: Characterization, aggregation and extraction of metal ions from solutions
-
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.
- Touj, Nedra,Al-Ayed, Abdullah Sulaiman,Hamdi, Naceur
-
p. 1398 - 1404
(2019/06/10)
-
- New anthracene-based-phtalocyanine semi-conducting materials: Synthesis and optoelectronic properties
-
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.
- Kahouech,Hriz,Touaiti,Bassem
-
p. 144 - 154
(2015/12/12)
-
- Novel aqueous soluble cobalt(II) phthalocyanines of tetracarboxyl-substituted: Synthesis and catalytic activity on oxidation of sodium diethyldithiocarbamate
-
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.
- Vashurin, Artur,Maizlish, Vladimir,Pukhovskaya, Svetlana,Voronina, Alena,Kuzmin, Ilya,Futerman, Natalya,Golubchikov, Oleg,Koifman, Oskar
-
p. 573 - 581
(2015/05/05)
-
- UV-visible spectral study on the stability of lead phthalocyanine complexes
-
UV-visible electronic spectral study has been done on lead phthalocyanine (PbPc), lead tetranitro phthalocyanine (PbTNP) and lead tetraamino phthalocyanine (PbTAP) in dimethyl sulphoxide (DMSO) and H2SO4 media. Metal free phthalocyanine (H2Pc) is insoluble in DMSO and soluble in conc. H2SO4. The study has been extended to H2Pc to compare the stability of phthalocyanine structure with the PbPc complexes in H2SO4 medium. PbPc complexes are stable in DMSO, and all the complexes are more stable in 36 N H2SO4 than in 30 N and 28 N H2SO4 media. Further, complete demetallation and degradation of the phthalocyanine structure have been observed for all the PbPc complexes in 36 N H2SO4 medium within a week's time. The stability of these complexes is compared with H2Pc in H2SO4 medium. The decomposition reactions in H2SO4 media for H2Pc, PbPc, PbTNP and PbTAP are followed spectrophotometrically and rate constants were calculated. The decomposition reactions were found to follow the first-order kinetics with respect to the concentration of their respective phthalocyanine derivatives.
- Mohan kumar,Achar
-
p. 2282 - 2288
(2008/10/09)
-
- Water-induced fluorescence quenching of mono- and dicyanoanilines
-
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.
- Oshima, Juro,Yoshihara, Toshitada,Tobita, Seiji
-
p. 306 - 311
(2008/02/13)
-
- Synthesis and properties of new binuclear nickel(II) phthalocyanines
-
New binuclear nickel(II) phthalonitrile complexes, viz., NiII 2,2′,9(10),9′(10′),17(18),17′(18′),24(25), 24′(25′)-tetra(phenylene-1,2-dioxy)bisphthalocyanine and Ni II 2,2′,9(10),9′(10′),17(18),17′(18′), 24(25),24′(25′)-tetra(4-tert-butyl-phenylene-1,2-dioxy) bisphthalocyanine, were synthesized. The complexes were characterized by electronic spectroscopy and MALDI-TOF mass spectrometry and studied as active components for membranes of ion-selective electrodes in solutions of dicarboxylic acids.
- Blikova,Ivanov,Tomilova,Shvedene
-
p. 150 - 153
(2007/10/03)
-
- Nitration of moderately deactivated arenes with nitrogen dioxide and molecular oxygen under neutral conditions. Zeolite-induced enhancement of regioselectivity and reversal of isomer ratios
-
In the presence of zeolites, moderately deactivated arenes such as 1-nitronaphthalene, naphthonitriles, and methylated benzonitriles can be smoothly nitrated at room temperature by the combined action of nitrogen dioxide and molecular oxygen. The regioselectivity is considerably improved as compared with the conventional nitration methodology based on nitric and sulfuric acids. In some cases, the minor isomer became favoured to a significant extent, resulting in the reversal of ordinary isomer ratios of nitration products.
- Peng, Xinhua,Fukui, Naoyuki,Mizuta, Masayuki,Suzuki, Hitomi
-
p. 2326 - 2335
(2007/10/03)
-
- Preparation of 1,2-bis(3,4-dicyanophenoxymethyl)benzene and the binuclear zinc phthalocyanine derived from it
-
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.
- Tolbin, Alexander Yu.,Ivanov, Alexey V.,Tomilova, Larisa G.,Zefirov, Nikolai S.
-
-
- An application of the stille coupling for the preparation of arylated phthalonitriles and phthalocyanines
-
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.
- Aranyos, Viviane,Castano, Ana M.,Grennberg, Helena
-
p. 714 - 720
(2007/10/03)
-
- Gas adsorption and gas-sensing properties of europium bisphthalocyanine derivative Langmuir-Blodgett thin films
-
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.
- Liang,Gan,Yuan,Wei
-
-
- Determination of the Molecular Orientation of a Phthalocyanine Derivative in a Langmuir-Blodgett Film by Polarized UV-VIS Spectra
-
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.
- Yan, Wang,Zhou, Yuqing,Wang, Xinping,Chen, Wenqi,Xi, Shiquan
-
p. 873 - 875
(2007/10/02)
-
- Carboxylic acids and derivates thereof
-
Carboxylic acids and derivatives having a general formula X-O-Ar-O-Y in which X and Y are aromatic mono or di-basic carboxylic acid groups of derivatives which may be the same or different. Ar is a divalent aromatic group having at least one tertiary alkyl substituent and not more than one such substituent ortho to each of its bonds to the ether groups. A polyetherimide is prepared by reacting an anhydride derivative of the above formula with a diamine. Gas separation membranes can be fabricated from the resultant polyetherimides.
- -
-
-
- Synthesis and Characterization of Di-disubstituted Phthalocyanines
-
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.
- Young, Joseph G.,Onyebuagu, William
-
p. 2155 - 2159
(2007/10/02)
-
- REACTION OF 4-NITROPHTHALONITRILE WITH CARBONATE, NITRITE, AND FLUORIDE
-
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.
- Woehrle, Dieter,Knothe, Gerhard
-
p. 3231 - 3240
(2007/10/02)
-
- SYNTHESIS AND CHARACTERIZATION OF 2,9,16,23-TETRA(3-PYRIDYLOXY)PHTHALOCYANINE IN THE FORM OF ITS ZINC(II) CHELATE
-
2,9,16,23-Tetra(3-pyridyloxy)phthalocyanine has been prepared by the reaction of lithium chloride with 5-(pyridyloxy)-1,3-diiminoisoindoline in 2-(dimethylamino)ethanol solution followed by demetallation.The zinc chelate of the phthalocyanine has been prepared in a similar condensation reaction using zinc chloride.
- Oliver, Stuart W.,Smith, Thomas D.
-
p. 2047 - 2052
(2007/10/02)
-
- N,N'-bis(3,4-dicyanophenyl) alkanediamides
-
N,N'-bis(3,4-dicyanophenyl) alkanediamides of the general formula: STR1 wherein R = (CH2)n-2 and (CH2)x CH(CH3)(CHsub.y ; n = 3 to 20; x = 1 to 8; and y = 1 to 8, prepared by reacting 4-aminophthalonitrile with a saturated aliphatic dicarboxylic acid halide. These dinitriles readily polymerize through heating by themselves or with a metal or with a salt to form polyphthalocyanine resins, of the infinite molecular weight type which are useful as coatings, laminates, adhesives, filament windings, and castings. The general formulas for these polyphthalocyanine resins are: STR2 wherein R = (CH2)n-2 and (CH2)x CH(CH3)(CH2)y ; n = 3 to 20; x = 1 to 8; and y = 1 to 8.
- -
-
-