19056-23-6

Upstream product

• 51762-67-5 3-nitrobenzene-1,2-dicarbonitrile 
• 124-41-4 sodium methylate 
• 67-56-1 methanol 
• 3219-63-4 (trimethylsilyl)methanol 
• 25414-22-6 2-methoxyfuran 
• 764-42-1 1,2-Dicyanoethylene 
• 116039-49-7 3-hydroxylphthalonitrile 
• 2344-80-1 Chloromethyltrimethylsilane 

Downstream Products

• 14963-97-4 3-methoxyphthalic acid 

Relevant academic research and scientific papers

A Green One-Pot Synthesis of vic -Amidino (Hetero)aromatic Acids from 1,2-Dinitriles

Phthalonitrile undergoes partial hydration in MeOH-H2O media in the presence of an equimolar amount of NaOH to afford 2-carbamimidoylbenzoic acid in good yield in one step. This and similar vic-amidino (hetero)aromatic acids also could be synthesized from corresponding 1,2-dinitriles by hydrolysis in aqueous MeOH catalyzed by an equimolar amount of NaOH of in situ generated 1,1-dimethoxy-1H-isoindol-3-amine or its counterparts. Protonation of the synthesized amidino acids, esterification, and reamination of the parent amidino benzoic acid with N-nucleophiles were performed.

A novel self-aggregates of phthalocyanine based on Zn-O coordination

α-Aryl/alkoxy-substituted phthalocyanines (Pcs) were synthesized and the formation of J-type self-aggregation for zinc phthalocyanines has been observed in organic non-coordinating solvents. The mechanism of the formation of this self-assembly was studied

Synergy between heterogeneous catalysis and microwave irradiation in an efficient one-pot synthesis of benzene derivatives via ring-opening of Diels-Alder cycloadducts of substituted furans

The use of silica-supported Lewis acids as catalysts under microwave irradiation promotes regiospecific opening of the 7-oxa bridge of Diels-Alder cycloadducts, producing the corresponding arenes in a single step. This rapid and efficient procedure permits the synthesis of 1,2-, 1,2,4- and 1,2,3,4-substituted benzenes by reaction of 2,5-dimethylfuran (1), 2-methoxyfuran (2) and 2-ethylfuran (3) with dienophiles such as acrylonitrile, methyl acrylate, N-methylmaleimide and fumaronitrile.

Hydroxyphthalocyanines as potential photodynamic agents for cancer therapy

A series of benzyl-substituted phthalonitriles, substituted at the 3-, 4-, and 4,5-positions, underwent varied condensations with phthalonitrile to give a series of protected (monohydroxy- and polyhydroxyphthalocyaninato)zinc(II) derivatives which were readily cleaved to give several hydroxyphthalocyanines (ZnPc) (phthalocyanine phenol analogues). Their efficacy as sensitizers for the photodynamic therapy (PDT) of cancer was evaluated on the EMT-6 mammary tumor cell line. In vitro, the 2-hydroxy ZnPc (32) was the most active, followed by the 2,3- and 2,9- dihydroxy ZnPc (39 and 45), with the 2,9,16-trihydroxy ZnPc (33) exhibiting the least activity. In vivo, the monohydroxy derivative 32 and the 2,3- dihydroxy derivative 39 were both efficient in inducing tumor necrosis at 1 μmol kg-1, but complete tumor regression was poor, even at 2 μmol/kg. In contrast, the 2,9-dihydroxy isomer 45, at 2 μmol kg-1, induced tumor necrosis in all animals treated, with 75% complete regression. These results underline the importance of the position of the substituents on the Pc macrocycle to optimize tumor response and confirm the PDT potential of the unsymmetrical Pcs bearing functional groups on adjacent benzene rings.

Phthalocyanines Containing Silicons in Their Peripheral Substituent Groups

Some phthalonitriles and 1H-isoindole-1,3(2H)-diimines containing silicon(s) in their alkoxy substituent groups are prepared and used for phthalocyanine formation reactions. Silicon-carbon bonds often survive under the reaction conditions using K2CO3 in N,N-dimethylformamide (DMF), but are often broken in the presence of sodium hydride. Silicons in the alkoxy groups do not affect the electronic absorption spectra of phthalocyanines in solution significantly. The Q band of films of phthalocyanines (Pcs) with alkyl or alkoxy groups attached to benzene carbons furthest from the Pc core lies to the blue compared to the Pcs in solution, while films of Pcs with eight alkoxy groups closest to Pc core have a Q band shifted to the red.

OPTICAL INFORMATION RECORDING MEDIUM AND NEAR-INFRARED ABSORBING MATERIAL USED THEREIN

A phthalocyanine near-infrared absorbing material having a silyl group as a bulky substituent introduced into the benzene ring of the phthalocyanine skeleton, and an optical information recording medium containing the material. This material is excellent in the ability to inhibit association and lightfastness, has a high refractive index in a wavelength region of 770-830 nm, and is highly safe. As a result, an optical information recording medium (a CD-R recording medium) made of this material has a high reflectance and excellent storage and reproduction stabilities. Further this medium has high absorptivity and light reflectivity in a wavelength region of 630-720 nm and is applicable to a pickup using a 630-720 nm semiconductor laser. Thus it can achieve a recording density 1.6-1.7 times as high as that of the current recording medium adapted for use in a wavelength region of 770-830 nm.

INFLUENCE OF SUBSTITUENTS ON THE BASICITY OF COPPER PHTHALOCYANINE

1.The basicities of substituted phthalocyanines depend substantially on the nature of the substituent and decrease with rise in the acceptor power of the latter, and the influence of a substituent in the 3 position is greater than that of one in the 4 pos