[Synthesis and Properties of 1,11,15,25-Tetrahydroxy-4,8,18,22-Di (Bridged Dipropionate Carboxyl) Phthalocyanine Copper].

In this dissertation, we study the synthesis and character of new substituted Phthalocyanine. Due to the widely application of Pcs in the fields, such as the communication, medical treatment, chemical industry and so on, therefore, they have been a hot topic over several decades by scientists. Nowadays, scientists have prepared thousands of Pcs and their derivatives. However, along with the human society development and the progress in science and technology, the new phthalocyanine with novle characteristics are still the goal of the scientists. In this dissertion, the synthetic methods of the phthlocyanine is improved. The synthesis and characterization of 1,11,15,25-tetrahydroxy-4,8,18,22-di(bridged dipropionate carboxyl) phthalocyanines are reported in this paper. The mixtures of malonic acid and 3,6-dihydroxy-phthalonitrile was added to water under stiriing. Then, a catalyst amount of sulfuric acid was added. The first synthetic precursor, i. e., malonic acid 3,3'-bis(6-hydroxy phthalonitrile) butter, its molecular formula is C19H8N4O6. phthalocyanines was prepared by malonic acid 3,3'-bis(6-hydroxy phthalonitrile) butter and dihydrate zinc acetate, copper acetate monohydrate in n-amyl alcohol, using DBU as a catalyst under the 135 °C, molecular formula of phthalocyanine complexes is C38H16N8O12M. The product was characterized by Ultraviolet-visible (UV/Vis) Spectrum absorption and fluorescence, The results are agreement with the proposed structures. And electrochemical properties were studied.

[Study on spectra properties of novel octa-substituted phthalocyanines].

The spectrum properties of four novel 1, 4, 8, 11, 15, 18, 22, 25-octaoxybutyl copper phthalocyanine; 1,4,8,11,15,18, 22, 25-octamethoxybutanoate manganese phthalocyanine; 1, 4, 8, 11, 15, 18, 22, 25-octamethoxybutanoate copper phthalocyanine; 1, 4, 8, 11, 15, 18, 22, 25-octamethoxybutanoate zinc phthalocyanine were investigated by infrared, fluorescence and UV-visible spectrum in the the paper. There is no rule in the infrared spectrum of these octa-substituted phthalocyanines. The orders of the Q band, B band and Pc dimer band are different among the above Octa-substituted Phthalocyanines in the UV and fluorescence spectra. The reason is related to the interaction between the ligand and the central metal of these octa-substituted phthalocyanines.

[Electroluminescence character of novel unsymmetry substituted phthalocyanines].

The authors for the first time fabricated OLEDs employing novel phthalocynines: 2(3)-(p-tert-butylphenoxy) copper phthalocyanine(1), 2(3),16(17)-di(p-tert-butyl-phenoxy) copper phthalocyanine(2) and 2(3), 9(10), 16(17)-tri (p-tert-butylphenoxy) copper phthalocyanine(3) as light emitting layer, and their electroluminescence character was studied. The final structures of three-layer OLEDs based on copper 2(3)-(p-tert-butylphenoxy) copper phthalocyanine (1) and 2(3), 9(10), 16(17)-tri (p-tert-butylphenoxy) copper phthalocyanine(3) were ITO/NPB(40 nm)/Pc(30 nm)/AlQ(43.5 nm)/LiF (0.5 nm)/Al(120 nm). The structure of three-layer OLED based on 2(3), 9(10), 16(17)-tri (p-tert-butylphenoxy) copper phthalocyanine (3) was ITO/NPB(30 nm)/Pc(30 nm) /BCP(20 nm)/A1Q(30 nm)/LiF (0. 5 nm)/Al(120 nm). Room-temperature electroluminescence was observed at about 869 nmand 1 062 nm for 2(3)-(p-tert-butylphenoxy) copper phthalocyanine(1); room-temperature electroluminescence of 2(3),16(17) -di(p-tert-butyl-phenoxy) copper phthalocyanine(2) was found at about 1050 nm and 1110 nm; and room-temperature electroluminescence of 2(3), 9(10), 16( 17)-tri (p-tert-butylphenoxy) copper phthalocyanine(3) was studied at about 1095 and 1204 nm. The emission wavelengths and the half bandwidths were quite different for the phthalocyanine, which may be due to the differences in the number of substituted and the molecular aggregations in vacuum sublimed films. The difference in Stokes shift relaxation was also induced by the molecular aggregations.

2-Phenyl-imidazole dihydrogen phosphate phospho-ric acid.

The crystal structure of the title compound, C(9)H(9)N(2) (+)·H(2)PO(4) (-)·H(3)PO(4), is stabilized by N-H⋯O and O-H⋯O hydrogen-bonding inter-actions, resulting in a two-dimensional network.

2-Phenyl-imidazolium acetate.

There are two 2-phenyl-imidazole cations and two acetate anions in the asymmetric unit of the title mol-ecular salt, C(9)H(9)N(2) (+)·C(2)H(3)O(2) (-). The dihredral angles between the five- and six-membered rings are 5.50 (2) and 6.90 (2)° in the two molecules. The structure is stabilized by N-H⋯O and weak C-H⋯O hydrogen-bonding inter-actions between the cations and anions, resulting in chains propagating in [110].

2-Phenyl-imidazolium chloride monohydrate.

In the title hydrated molecular salt, C(9)H(9)N(2) (+)·Cl(-)·H(2)O, the dihedral angle between the five- and six-membered rings in the cation is 18.00 (2)°. O-H⋯Cl, N-H⋯O and N-H⋯Cl hrdrogen-bonding inter-actions are present in the crystal structure.

2-Phenyl-imidazolium nitrate monohydrate.

In the title hydrated mol-ecular salt, C(9)H(9)N(2) (+)·NO(3) (-)·H(2)O, the dihedral angle between the aromatic rings in the cation is 11.09 (8)°. In the crystal, the components are linked into chains propagating in [101] by N-H⋯O and O-H⋯O hydrogen bonds.

Bis(2-phenyl-1H-imidazole-κN)silver(I) nitrate.

The asymmetric unit of the title compound, [Ag(C(9)H(8)N(2))(2)]NO(3), contains one complete [Ag(C(9)H(8)N(2))(2)](+) cation and two half-cations (with the other halves generated through inversion) and two NO(3) (-) anions. Each Ag(I) ion shows a linear AgN(2) coordination. The ions are linked by N-H⋯O hydrogen bonds.

[Photolumimescence character of novel phthalocyanine].

In the present paper, the authors study the photolumimescence spectra of the novel 2,3-tetra-(2-isopropyl-5-methylbenzoyl) hydrogen phthalocyanine casting film and vacuum-deposited film. Photolumimescence spectras of casting film on the quartz substrate were measured at 10, 77, 177 and 300 K, and the photolumimescence spectra of vacuum-deposited film with a thickness of about 200 nm on the silicon substrate was studied at room temperature (300 K). For 2,3-tetra-(2-isopropyl-5-methylbenzoyl) hydrogen phthalocyanine, the casting films all show fluorescence peaks at 942, 937, 942 and 942 nm and phosphorescence peaks at 1114, 1057, 1114 and 1114 nm in the photolumimescence spectra at 10, 77, 177 and 300 K, respectively. In the cases of 2,3-tetra-(2-isopropyl-5-methyl -benzoyl) hydrogen phthalocyanine, the peaks of excimers, which are related with the resistance ability of molecular aggregation, were found around 1673 nm as observed from photolumimescence spectra of the novel phthalocyanine casting films at 177 and 300 K. And the peak of excimers at 300 K is stronger than at 177 K also as can be seen from photolumimescence spectra of its casting films. With the increase in the temperature, the fluorescence peak was weakened and the peaks of excimers became stronger from the photoluminescence spectra of 2,3-tetra-(2-isopropyl-5-methylbenzoyl) hydrogen phthalocyanine casting films at 10, 77, 177 and 300 K. At the same time, the authors discussed the reason for coming into being 2,3-tetra-(2-isopropyl-5-methylbenzoyl) hydrogen phthalocyanine excimers as can be concluded from the structure of 2,3-tetra-(2-isopropyl-5-methylbenzoyl) hydrogen phthalocyanine molecules through the parameters of Chem 3D Ultra 9.0 MM2 calculation and simulated diagram of C4h isomer of 2,3-tetra-(2-isopropyl-5-methylbenzoyl) hydrogen phthalocyanine. The peaks of casting film and vacuum-deposited film of 2,3-tetra-(2-isopropyl-5-methyl -benzoyl) hydrogen phthalocyanine presented different maximum emission wavelength and full width at half maximum. The peak of 2,3-tetra-(2-isopropyl-5-methyl-benzoyl) hydrogen phthalocyanine vacuum-deposited films displays the maximum emission wavelengths around 1140 nm, while the maximum emission wavelengths of casting films show obvious differences compared with the vacuum-deposited films. The usual full width at half maximum is approximately 300 nm for casting film, which is in contrasts with that the full width at half maximum is about 100 nm for the vacuum-deposited film as can be seen from photolumimescence spectra of 2,3-tetra-(2-isopropyl-5-methylbenzoyl) hydrogen phthalocyanine casting film and photolumimescence spectra of 2,3-tetra-(2-isopropyl-5-methylbenzoyl) hydrogen phthalocyanine vacuum-deposited film.