344453-20-9

Upstream product

• 358-23-6 trifluoromethylsulfonic anhydride 
• 4733-50-0 2,3-dicyano-1,4-hydroquinone 

Downstream Products

• 344453-43-6 3,6-bis(hexylthio)phthalonitrile 
• 329026-33-7 3,6-bis(butylsulfanyl)phthalonitrile 
• 125773-72-0 3,6-dihexylphthalonitrile 
• 4733-50-0 2,3-dicyano-1,4-hydroquinone 
• 119931-48-5 3,6-bis(decyl)phthalonitrile 
• 128912-47-0 3,6-bis(pentyl)phthalonitrile 
• 329026-37-1 3,6-bis(phenylsulfanyl)phthalonitrile 
• 344453-41-4 3,6-di(octylthiol)-4,5-dicyanobenzene 

Relevant academic research and scientific papers

Structural characterisation of a red phthalocyanine

Metal 1,4,8,11,15,18,22,25-octakis(hexylsulfanyl)phthalocyanines exhibit a weak absorption band in the 450-600 nm region, leading to novel dyes that include the red lead metallated derivative that has been characterised by X-ray crystallography.

Synthesis of alkylthio substituted pyridoporphyrazines and their photophysicochemical properties

Phthalocyanine and their related compounds are utilized as various applications, such as photosensitizing agents for photodynamic therapy of cancer. In this study, zinc bis(thiodidecylbenzo)-bis(pyrido)porphyrazines, especially zinc bis(1,4-didecylthioben

Design of Bowl-Shaped N-Hydroxyimide Derivatives as New Organoradical Catalysts for Site-Selective C(sp3)?H Bond Functionalization Reactions

A series of new bowl-shaped N-hydroxyimide derivatives has been designed and used as selective organoradical catalysts. A number of these bowl-shaped N-hydroxyimide derivatives exhibit excellent site-selectivity in the amination of benzylic C(sp3)?H bonds in aromatic hydrocarbon substrates.

Synthesis of arylsulfanyl-subphthalocyanines and their ring expansion reaction

For dye-sensitized solar cells, phthalocyanines require strong absorption of far-red light between 700 and 850 nm because of their high electron transfer efficiency. Nevertheless phthalocyanines lack of affinity to basal plats, they inhibit utilization as dye-sensitized solar cell photosensitizer. Then, subphthalocyanines are used as precursors to prepare asymmetric 3:1 type phthalocyanines using a ring-enlargement technique to give affinity to basal plates. As subphthalocyanines having arylsulfanyl substituents used as a precursor, asymmetric phthalocyanines are expected to have good affinity to basal plates. Spectroscopic properties and electron transfer abilities to synthesize non-peripheral arylsulfanyl-subphthalocyanines were estimated. In addition to prepare as trial, asymmetric 3:1 type phthalocyanine, hexakis[(4-methylphenyl)thio]phthalocyanine, was synthesized from corresponding subphthalocyanine.

Optical, electrochemical, third-order nonlinear optical, and excited state dynamics studies of thio-zinc phthalocyanine

Zinc phthalocyanine with S-aryl groups at α-positions have been synthesized and its optical, emission, electrochemical and third-order nonlinear optical properties were investigated. Both the Soret and Q-bands were red-shifted and obeyed Beer-Lambert's law. Electrochemical properties indicated that both oxidation and reduction processes were ring centered. Emission spectra were recorded in different solvents and the fluorescence yields obtained were in the range of 0.02 while time-resolved fluorescence data revealed lifetimes of typically few ns. Excited state dynamics in this novel thio-zinc phthalocyanine molecule has been investigated using femtosecond (fs) degenerate pump-probe spectroscopy. Nonlinear optical properties of this molecule have been examined using the Z-scan technique with picosecond (ps) and fs pulses. Both open and closed aperture Z-scan curves were recorded with ～2 ps/～150 fs laser pulses at a wavelength of 800 nm and nonlinear optical coefficients were extracted from both the studies. Degenerate pump-probe data performed at 600 nm suggested a single long lifetime of ～300 ps, possibly originating from the non-radiative decay of S1 state.

Routes to some 3,6-disubstituted phthalonitriles and examples of phthalocyanines derived therefrom. An overview

The paper reviews a selection of synthetic pathways that provide access to 3,6-disubstituted phthalonitriles, precursors for the synthesis of 1,4,8,11,15,18,22,25-octasubstituted phthalocyanine derivatives. Early routes using Diels-Alder reactions for the

Phase transition, optical and photoconductive properties of bay-substituted benzoporphyrin derivatives

Two benzoporphyrin derivatives substituted with long side chains at the bay positions have been synthesized through a facile route. They were confirmed to show two separate columnar phases upon cooling, i.e., a hexagonal columnar phase and a rectangular columnar phase. In particular, the temperature dependence of the electronic spectra revealed that the Q-band split into two peaks, indicating the existence of typical herringbone-type dimers. Moreover, their photoconductive properties were studied by steady-state and transient photocurrent measurements. It was found that both benzoporphyrins exhibited very fast hole mobility over 0.1 cm2 V-1 s-1 in both columnar phases and a high charge carrier generation efficiency up to 2%, demonstrating that they are potential p-type organic semiconductors for photovoltaic devices.

Syntheses of near infrared absorbed phthalocyanines to utilize photosensitizers

Phthalocyanines have become of major interest as functional colorants for various applications. In order to use various applications especially photosensitizers, the absorption maxima called Q-band of phthalocyanines are required to be shifted to the near infrared region. Substituted phthalocyanine analog alkylbenzopiridoporphyrazins, especially zinc bis(1,4-didecylbenzo)- bis(3,4-pyrido)porphyrazine, and toroidal-shaped phthalocyanines having aminoamine dendric side chains such as toroidal zinc poly(aminoamine) phthalocyanine dendrons were synthesized. Phthalocyanines of two types reportedly use photosensitizers for photodynamic therapy of cancer. The respective efficacies of photodynamic therapy of cancer for zinc bis(1,4-didecylbenzo)-bis(3,4-pyrido)porphyrazine and its regioisomers were estimated using laser-flash photolysis. The capability of using photodynamic therapy for toroidal zinc poly(aminoamine)phthalocyanine dendrons was assessed using a cancer cell culture. Both phthalocyanines were suitable for the use as a photosensitizer as photodynamic therapy of cancer. Then, non-peripheral thioaryl substituted phthalocyanines, 1,4,8,11,15,18,22,25-octakis(thioaryl) phthalocyanines, such as 1,4,8,11,15,18,22,25-octakis(thiophenylmethyl) phthalocyanines, 1,4,8,11,15,18,22,25-octakis(thiophenylmethoxy)phthalocyanines, and 1,4,8,11,15,18,22,25-octakis(thiophenyl tert-butyl)phthalocyanines were also synthesized in order to develop next- generation photovoltaic cells and/or dye-sensitized solar cells. Non-peripheral substituted 1,4,8,11,15,18,22,25- octakis(thioaryl)phthalocyanines exhibited a Q-band in the near infrared region. Electrochemical measurements were performed on the above-mentioned 1,4,8,11,15,18,22,25-octakis(thioaryl)phthalocyanines described above to examine their electron transfer abilities and electrochemical mechanisms. The compounds 1,4,8,11,15,18,22,25-octakis(thioaryl)phthalocyanines are anticipated to be appropriate materials for use in the next generation of photovoltaic cells.

Near-infrared absorbing unsymmetrical Zn(II) phthalocyanine for dye-sensitized solar cells

Unsymmetrical Zn phthalocyanine consisting of six S-aryl groups at α-positions and a carboxy anchoring group at β-position has been designed and synthesized for dye-sensitized solar cells (DSCs) applications. The unsymmetrical phthalocyanine has been characterized by elemental, MALDI-MS, IR, 1H NMR, UV-Vis, fluorescence (steady-state & lifetime) and electrochemical (including spectroelectrochemical) methods. The Q-band absorption maxima of the unsymmetrical phthalocyanine was red-shifted due to the presence of S-aryl groups, which destabilizes the HOMO level consistent with electrochemical and in situ spectroelectrochemical studies. The redox processes are assigned to the macrocyclic ring-based electron transfer processes, the LUMO of the unsymmetrical phthalocyanines lies above the TiO2 conduction band, and the HOMO is well below the potential of the I-/I 3- redox electrolyte. The experimental results are supported by DFT/TD-DFT studies. The new unsymmetrical phthalocyanines was tested in DSCs using I-/I3- redox electrolyte system.

Cyclic voltammetry of non-peripheral thioaryl substituted phthalocyanines

Phthalocyanines have become of major interest as functional colorants for dye-sensitized photovoltaic cells. Syntheses of non-peripheral (1,4,8,11,15,18,22,25) thioaryl substituted phthalocyanines have been reported. These phthalocyanines exhibited a Q ba