329026-33-7

Upstream product

• 109-79-5 n-butanethiol 
• 344453-20-9 2,3-dicyano-1,4-phenylene bis(trifluoromethanesulfonate) 
• 4733-50-0 2,3-dicyano-1,4-hydroquinone 
• 667938-12-7 3,6-bis(4’-methylphenylsulfonyloxy)phthalonitrile 

Relevant academic research and scientific papers

Effect of Peripheral Substitution on the Electronic Absorption and Fluorescence Spectra of Metal-Free and Zinc Phthalocyanines

The effect of substituents on the position and intensity of the electronic absorption and fluorescence spectra of phthalocyanines (Pcs) was examined for 35 Pc compounds. When electron-releasing groups are bound to four β-benzo positions of the Pc skeleton

Predominant effect of connecting atom and position of substituents on azomethine nitrogens' basicity in phthalocyanines

The basicity of azomethine nitrogens was studied on a series of phthalocyanines (Pcs) that differed in a position of substituent, i.e. peripherally (β-series) and non-peripherally substituted Pcs (a-series), and in a type of substituent (alkylsulfanyl, alkyloxy or alkyl). Appropriate 3,6-or 4,5-disubstituted phthalonitriles were prepared either by nucleophilic substitution or by Negishi coupling. Target zinc Pcs were synthesized by Linstead method. The basicity was studied by the mean of absorption and 1H NMR spectroscopies in chloroform upon titration with trifluoroacetic acid. Equilibrium constants (log K) indicated significant difference within the series. Basicity decreased as follows: α-alkyloxy > α-alkylsulfanyl > β-alkyloxy > β-alkyl > β-alkylsulfanyl ~ α-alkyl with log K higher than 7 down to 2.6 M-1. Increased basicity of a-alkyloxy and a-alkylsulfanyl Pcs is caused by the stabilization of trapped hydrogen at azomethine nitrogen via hydrogen bonding and van der Waals interactions, respectively. The basicity of b-series clearly correlated with the electronic effects of substituents. 1H NMR studies confirmed the possibility of the weak bonding interactions in a-alkyloxy and α-alkylsulfanyl Pcs, however, the position of the 1H NMR signal of azomethine-NH proton was even more influenced by the electronic effects of present substituents than by the weak interactions.

The effect of substitutents at alkylsulfanyl/arylsulfanyl non-peripherally substituted phthalocyanines: Spectral and photophysical properties, basicity and photostability

A series of magnesium, zinc and metal-free derivatives of non-peripherally substituted phthalocyanines (Pcs) bearing alkylsulfanyl or arylsulfanyl groups of different bulkiness was synthesized. Their spectral and photophysical properties including also th