574-93-6Relevant articles and documents
Metal-free phthalocyanine single crystal: Solvothermal synthesis and near-infrared electroluminescence
Bai, Qing-Long,Zhang, Chun-Hua,Song, Juan-Juan,Liu, Jing-Hai,Feng, Yan-Chun,Duan, Li-Mei,Cheng, Chuan-Hui
, p. 764 - 768 (2016)
A metal-free purple H2Pc single crystal was synthesized by a facile solvothermal method, and its solubility and near-infrared (NIR) optical properties were also investigated due to its potential applications as a light-emitting layer for OLEDs. The H2Pc single crystal is insoluble in 1-chlorine naphthalene and other organic solvents. It gives a wide absorption in the range from 620 nm to 679 nm and a wide emission in near 922 nm. As an active light-emitting layer, H2Pc was employed to fabricate electroluminescent (EL) devices with a structure of ITO/NPB (30 nm)/Alq3:H2Pc (30 nm)/BCP (20 nm)/Alq3 (20 nm)/Al. The emission center is at 936 nm when the H2Pc doping concentration is 20 wt%. The doping concentration strongly governs the emission intensity. When doping concentration decreases from 10 wt% to 1 wt%, the emission intensity remarkably fades, and simultaneously the emission center undergoes a blue shift.
Direct Synthesis of τ-Form Metal-Free Phthalocyanine from Phthalodinitrile by Seeding Procedure
Enokida, Toshio,Ehashi, Shigeyuki
, p. 179 - 182 (1988)
Direct synthesis of τ-form metal-free phthalocyanine (τ-H2Pc) was performed from phthalodinitrile by using of 1,8-diaza-bicyclo(5,4,0)undecene-7 (DBU) and crystal nucleus in alcohol.The yield of τ-H2Pc was investigated under various conditions.
Deformed phthalocyanines: Synthesis and characterization of zinc phthalocyanines bearing phenyl substituents at the 1-, 4-, 8-, 11-, 15-, 18-, 22-, and/or 25-positions
Fukuda, Takamitsu,Homma, Shigetsugu,Kobayashi, Nagao
, p. 5205 - 5216 (2005)
The synthesis of a series of zinc phthalocyanines partially phenyl-substituted at the 1-, 4-, 8-, 11-, 15-, 18-, 22-, -and/or 25-positions (the so-called α-positions) is reported. Macrocycle formation based on 3,6-diphenylphthalonitrile, o-phthalonitrile,
Synthesis of Novel Unsymmetrical Monoaminated Phthalocyanines
Sastre, Angela,Torres, Tomas,Hanack, Michael
, p. 8501 - 8504 (1995)
Metal-free monoaminophthalocyanine 3 was synthesised by reacting of subphthalocyanine 1 with 5-amino-1,3-diiminoisoindoline 2.Alternatively, compound 3 was prepared from octadecylaminodiiminoisoindoline 6 by reaction with 1 to give 7 followed by acidic hydrolysis.The zinc complex 8 was obtained from 3 by treatment with anhydrous zinc acetate.The preparation of 8 by template condensation of subphthalocyanine 1 with aminodiiminoisoindoline 2 and zinc acetate was unsuccessful.In this case, a mixture of statistical distribution compounds was obtained.A tentative reaction pathway for the condensation between subphthalocyanines and diiminoisoindolines is also given.
Mutual effects of equatorial and axial ligands on the stability of praseodymium(III) and samarium(III) phthalocyanine complexes
Lomova
, p. 1123 - 1128 (2015)
The nature of axial ligand in lanthanide(III) phthalocyanine complexes markedly affects their physicochemical properties. The role of axially coordinated anion in the stability of coordination sphere was determined by the example of praseodymium(III) and samarium(III) phthalocyanine complexes (X)LnPc (X = Cl-, Br-, AcO-). The synthesis and the results of dissociation kinetics study of the complexes under the action of AcOH in ethanol solution were presented. Stability parameters for the complexes, kinetic equations, and activation parameters for the dissociation of coordination centers were determined. Effect of the axial ligand on the strength of macrocycle binding and the stoichiometric mechanism of complex dissociation reaction was considered. The state of axial bond in the complexes was shown to determine the value of reaction order toward acid (1 or 2) and the nature of rate-limiting step of the reaction: with participation of molecule or ionized in the axial direction complex.
An efficient two-step synthesis of metal-free phthalocyanines using a Zn(ii) template
Alzeer, Jawad,Roth, Phillipe J. C.,Luedtke, Nathan W.
, p. 1970 - 1971 (2009)
A new family of cationic phthalocyanines containing four guanidinium groups was synthesized in pyridine-HCl at 120 °C; under these conditions zinc was removed from both the starting materials and products to reveal a new synthetic route to metal-free phth
Synthesis of non-substituted phthalocyanines by standard and non-standard techniques. Influence of solvent nature in phthalocyanine preparation at low temperature by UV-treatment of the reaction system
Kharisov,Ortiz Mendez,Almaraz Garza,Almaguer Rodriguez
, p. 686 - 692 (2005)
Several synthetic techniques for metal-free phthalocyanines (Pc) and d- and f-metal phthalocyaninates ("PcM") starting from different precursors (phthalonitrile, urea and phthalic anhydride, phthalimide, phthalic acid, etc.) are reviewed. Conventional methods are presented, as well as some less well-known techniques such as those using ultrasound, laser, microwaves, or nuclear transformation. Special attention is paid to phthalocyanine formation at relatively low temperatures (0-60 °C). Experimental results on Pc formation using UV-irradiation of the reaction system are presented. The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2005.
Synthesis of metal-free phthalocyanines in functionalized ammonium ionic liquids
Chauhan,Agarwal, Shweta,Kumari, Pratibha
, p. 2917 - 2925 (2007)
A convenient, fast, efficient, and ecofriendly synthesis of metal-free phthalocyanines from various substituted phthalonitriles in different hydroxyalkylammonium ionic liquids in the presence of 1,8-diazabicyclo-[5,4,0]- undec-7-ene (DBU) is reported in moderate yields. The effect of concentration of DBU and temperature on the synthesis of phthalocyanine in N-(2-hydroxyethyl)-N, N-dimethylbutylammonium bromide ionic liquid has been examined, and the ionic liquid has been recovered and reused conveniently. Copyright Taylor & Francis Group, LLC.
Synthesis and characterization of a phthalocyanine-porphyrazine hybrid and its palladium(II) complex
Sesalan, Sebnem B.,Guel, Ahmet
, p. 1191 - 1195 (2000)
A phthalocyanine-porphyrazine hybrid molecule composed of three phthalonitrile units and one maleonitrile moiety was prepared by cyclomerization of the reactants in the presence of magnesium butoxide. Two thioether groups fused to β-pyrrol positions were complexed with PdCl2. The compounds were characterized by 1H NMR, IR, and UV/Vis spectroscopy as well as elemental analysis.
Mutual influence of ligands and reactivity of Gd and Dy acidophthalocyaninate complexes
Lomova,Andrianova
, p. 660 - 664 (2004)
The results of the kinetic study of dissociation of Gd(III) and Dy(III) complexes with phthalocyanine of the composition (X)LnPc (X is single-charged acido ligand) with isolation of macrocyclic ligand depending on the temperature, composition of mixed eth
