This work is focused on modifying aniline monomers with various characteristics that allows one to study the effect of the substituent on the respective polymer.
A series of new soluble N-substituted poly(β-haloallylanilines), namely poly[N-(2-chloroprop-2-en-1-yl)aniline] (NPC), poly[N-(2-chloroprop-2-en-1-yl)-2-methylaniline] (NPT) and poly[N-(2-chloroprop-2-en-1-yl)-2-methoxyaniline] (NPA), were synthesized by oxidative polymerization in 1M HCl medium using (NH4)2S2O8 as the oxidant. Based...
Oxidative polymerization of aniline and 2-(2-chloro-1-methylbut-2-en-1-yl)aniline gave corresponding hitherto unknown copolymers with various compositions. The copolymers were studied by several techniques, including UV-visible spectroscopy, Fourier transform IR spectroscopy, cyclic voltammetry, thermal analysis and SEM. Copolymerization of aniline with an orthosubstituted aniline derivative leads to the appearance of luminescence whose intensity increases with growth in the content of the substituted monomer units. It has been shown that the solubility of the copolymers obtained is determined by their composition. It has been found that the temperature of the start of thermal destruction of the copolymers increases with an increase in the content of a functionalized monomeric aniline therein. The solubility of the copolymers makes it possible to create homogeneous thin films and use them as the active layer in resistive gas sensors.
Dimethyl sulfoxide (DMSO) is one of the most commonly applied organic solvents in many organic reactions. It is known that DMSO/SOCl2 is the efficient system for the intramolecular cyclization of 2-alkenylanilines. The interaction of N-tosyl derivatives of 2-(cyclo)(alken-2-yl)- and 2-(cyclo)(alken-1-yl)anilines with thionyl chloride was studied in the DMSO/SOCl2 system. It was established that the structure of the obtained products depends on the structure of the alenyl fragment and the reaction conditions. As a result of these reactions, methylsulfanyl(cyclo)alkyl products, indole, carbazole or oxazepine were formed. The structure of new compounds was confirmed by IR, heteronuclear NMR spectroscopy, high resolution mass spectrometry.
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