26603-12-3

Upstream product

• 22856-30-0 2,3-dicyanonaphthalene 
• 557-34-6 zinc diacetate 
• 91-15-6 phthalonitrile 
• 544711-99-1 4-(2,2-dimethyl-1,3-dioxane-4-methyloxy)-1,2-dicyanobenzene 
• 7646-85-7 zinc(II) chloride 

Relevant academic research and scientific papers

Photoelectrochemical Investigations of Naphthalocyanine Derivatives in Thin Films

Photoelectrochemical properties of Zn-naphthalocyanine (ZnNc) and its modified compounds, Zn-2,3-tetraquinoxalinotetraazaporphyrin (ZnTQP) were investigated in thin films.The ZnNc electrode vacuum-deposited on an indium tin oxide (ITO) substrate exhibited almost an ohmic I-V curve in the dark and small cathodic photocurrents under illumination, which was typical for the p-type semiconduction of the ZnNc layer, in a photoelectrochemical cell.The drop-casted film electrode of ZnTQP, on the other hand, showed rectified I-V characteristics in the dark and high anodic photocurrents under illumination, which was attributed to the n-type semiconducting character of the ZnTQP layer.These different photoelectrochemical behaviors were characterized by photocurrent action spectra and ultraviolet photoelectron spectroscopy.The substitution with quinoxaline groups into the Nc macrocyclic system gave rise to lowering of the HOMO energy level for the TQP molecule.This electronic energy shift generated donor electron states in the band gap after contact with the substrate or electrolyte and enabled the photooxidation at the valence band edges corresponding to the Soret- and Q-band excitations.The pH dependence of the anodic photocurrents for the ZnTQP electrode indicated that the photooxidation occured through a hole injection from the HOMO and underlying sub-HOMO states, separately, for the Soret- and Q-band excitations.For the ZnNc electrode, the Q-band illumination produced cathodic photocurrents, whereas the Soret band produced anodic photocurrents.It suggested that under the Soret-band excitation holes generated in the sub-HOMO state directly contributed to the photooxidation.

GREEN PIGMENT FOR PLASTICS, AND COLORING COMPOSITION AND MOLDING THAT USE THE SAME

PROBLEM TO BE SOLVED: To provide: a halogen-free green pigment for plastics that has all of excellent heat resistance, excellent migration resistance and environmental sanitation; and a green coloring composition and a plastic molding that use the pigment. SOLUTION: The green pigment for plastics comprises, an essential component, a naphthalocyanine compound represented by general formula (1). The coloring composition and the molding use the naphthalocyanine compound represented by general formula (1). SELECTED DRAWING: None COPYRIGHT: (C)2021,JPOandINPIT

Photophysical and photochemical properties and aggregation behavior of phthalocyanine and naphthalocyanine derivatives

The photophysical and photochemical properties of phthalocyanine and naphthalocyanine with similar structures were studied in solution and with density-functional theory (DFT) computational method. The extended π-conjugated system in naphthalocyanines causes a bathochromic shift in UV-Vis, emission and excitation bands, and promotes lesser generation of singlet oxygen in solution when compared to phthalocyanines. Time dependent DFT (TD-DFT) calculations point out the molecular orbitals involved in Q-band transition, corresponding to highest occupied molecular orbital (HOMO) to lowest unoccupied molecular orbital (LUMO) transition with a concentration of charge along x-axis, while the transition to LUMO+1 is in y-axis direction. The presence of tert-butyl substituents does not affect the molecular orbitals shape, but affect their energies. Aggregation studies in dimethyl sulfoxide (DMSO):water solutions showed that naphthalocyanines studied have more aggregation tendency than the phthalocyanines. DFT studies indicated that stacked-dimers are preferred to rotated-stacked conformation due the interaction between ZnII and nitrogen atom from different monomers.

BLUE COLORED RESIN COMPOSITION COMPRISING NAPHTHALOCYANINE, COLOR FILTER, AND SOLID-STATE IMAGE SENSOR

PROBLEM TO BE SOLVED: To provide a blue colored resin composition which enables preparation of an optical filter layer that has a blue color filter function and a function of cutting near infrared light at a wavelength of 900 nm or more for a solid-state image sensor, and which has excellent dispersion stability and heat resistance. SOLUTION: The blue colored resin composition comprises an organic coloring pigment classified as Pigment Blue, an organic coloring pigment classified as Pigment Violet, a naphthalocyanine compound having a specific structure, and a photopolymerizable monomer. A thin film having a thickness of 0.8 μm obtained by using the above blue colored resin composition shows a transmittance of 60% or more at a wavelength of 450 nm, a transmittance of 15% or less at a wavelength of 700 nm, and a transmittance of 80% or less at a wavelength of 910 nm. SELECTED DRAWING: None COPYRIGHT: (C)2018,JPOandINPIT

The impact of the extended π-conjugation in photophysical, photochemical and aggregation behavior of new phthalocyanine–naphthalocyanine hybrids

We report the synthesis and characterization of phthalocyanine–naphthalocyanine hybrids and the impact of the extended π-conjugation on the macrocycles aggregation, singlet oxygen production, fluorescence lifetime and quantum yields in solution. We observed that the addition of naphthalol units in the structure causes a bathochromic shift in UV-vis, emission and excitation bands and decreases the quantum yield of singlet oxygen in solution.

Synthesis of Non-Symmetrically Benzo-Substituted Phthalocyanines and Their Electronic Spectra

A series of benzo-substituted phthalocyanine-Zn complexes was isolated from a mixed product of two nitriles (o-phthalonitrile and 2,3-dicyanonaphthalene) and metal salt by chromatographic techniques.The UV-Visible absorption spectra of these compounds showed a schematic variation with the mode of substitution.The D2h type complex showed strong anisotropy.