Pendent Polymers of 1-Methyl-2-Oxo-4,5-Dicyanoimidazole and Their Electrochemical Properties
نویسندگان
چکیده
The electron accepting 1-methyl-4,5-dicyanoimidazole group was attached to vinyl polymers, via an alkoxy link, by nucleophilic aromatic substitution (NAS) of 1-methyl-2-fluoro-4,5-dicyanoimidazole (1) with poly(vinyl alcohol), or conventional polymerizations of vinyl monomers containing 1-methyl-2-oxo-4,5-dicyanoimidazole. The cyclic voltammetry (CV) studies show that monomeric and oligomeric model compounds are electrochemically quasi-reversible and the degree of reversibility decreases as dicyanoimidazoles become more proximate within a molecule. On the other hand, the polymers show much less reversible reduction waves at 22.6;22.7 V vs Ag/Ag, suggesting that there are chemical reactions among the pendent groups reduced at relatively high potential. © 2000 John Wiley & Sons, Inc. J Polym Sci A: Polym Chem 38:
منابع مشابه
Michael-type addition of azoles of broad-scale acidity to methyl acrylate
An optimisation of Michael-type addition of azole derivatives of broad-scale acidity - ranging from 5.20 to 15.00 pK(a) units - namely 4-nitropyrazole, 3,5-dimethyl-4-nitropyrazole, 4(5)-nitroimidazole, 4,5-diphenylimidazole, 4,5-dicyanoimidazole, 2-methyl-4(5)-nitroimidazole, 5(4)-bromo-2-methyl-4(5)-nitroimidazole and 3-nitro-1,2,4-triazole to methyl acrylate as an acceptor was carried out. T...
متن کاملA Novel Initiator of [5-(benzyloxy)-4-oxo-4H-pyran-2-yl]methyl-2-bromo-2-methylpropanoateas in Atom Transfer Radical Polymerization of Styrene and Methyl Methacrylate
A novel nano-initiator containing kojic acid moiety, [5-(benzyloxy)-4-oxo-4H-pyran-2-yl)methyl-2-bromo-2-methylpropanoate was synthesized by the reaction of 5-(benzyloxy)-2-(hydroxymethyl)-4H-pyran-4-one with 2-bromoisobutyryl bromide in triethylamine and used as initiator in the atom transfer radical polymerization (ATRP) of styrene and methyl methacrylate in the presence of Cu(0)/CuCl2and N,N...
متن کاملNitrosative adenine deamination: facile pyrimidine ring-opening in the dediazoniation of adeninediazonium ion.
[reaction: see text]. Dediazoniation of adeninediazonium ion, 1, forms the heteroaromatic cation, 2. Ab initio studies at the CCSD(fc)/6-31G**//MP2(full)/6-31G** level now reveal that the cyclic cation 2 is kinetically and thermodynamically unstable with respect to the pyrimidine ring-opened cation, 3. The results suggest that 4-cyano-5-isocyano-imidazole, 4, and 4,5-dicyanoimidazole, 5, might ...
متن کاملSynthesis and biological properties of novel triazole-thiol and thiadiazole derivatives of the 1,2,4-Triazole-3(5)-one class.
2,2'-(4,4'(Butane-1,4-diyl/hexane-1,6-diyl)bis(3-methyl-5-oxo-4,5-dihydro-1,2,4- triazole-4,1-diyl)) diacetohydrazides 3a,b were obtained via the formation of diethyl 2,2'-(4,4'(butane-1,4-diyl/hexane-1,6-diyl)bis(3-methyl-5-oxo-4,5-dihydro-1,2,4-triazole-4,1- diyl))diacetates 2a,b, obtained starting from di-[3(methyl-2-yl-methyl)-4,5-dihydro-1H-[1,2,4]-triazole-5-one-4yl]-n-alkanes 1a,b in two...
متن کاملNovel Anodic Polyelectrochromic Aromatic Polyamides Containing Pendent Dimethyltriphenylamine Moieties
Two series of novel aromatic polyamides containing pendent dimethyltriphenylamine moieties were prepared based on N,N-bis(4-aminophenyl)-N′,N′-di(4-methylphenyl)-1,4-phenylenediamine (4) and N,Nbis(4-carboxyphenyl)-N′,N′-di(4-methylphenyl)-1,4-phenylenediamine (4′). These compounds with similar structures were successfully synthesized by amination reactions of 4-amino-4′,4′′-dimethyltriphenylam...
متن کامل