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Article

Peculiarities of Oxidative Polymerization of Diarylaminodichlorobenzoquinones

A.V. Topchiev Institute of Petrochemical Synthesis, Russian Academy of Sciences, Leninsky pr., 29, 119991 Moscow, Russia
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Academic Editor: Yesong Gu
Polymers 2021, 13(21), 3657; https://doi.org/10.3390/polym13213657
Received: 24 September 2021 / Revised: 15 October 2021 / Accepted: 20 October 2021 / Published: 23 October 2021
(This article belongs to the Special Issue Conductive Polymers: Synthesis and Applications)
New oxidative polymerization monomers—diarylaminodichlorobenzoquinones were synthesised by alkylating aniline, m-phenylenediamine and methanilic acid with chloranil. Oxidative polymerization of diarylaminodichlorobenzoquinones was studied for the first time in relation to the concentration of the monomer, acid, and oxidant/monomer ratio. It was found that the synthesized monomers are highly active in the polymerization reaction, and the oxidation rate grows with the increase in the acid concentration. Only one arylamine group is involved in the polymerization reaction. The optimal oxidant/monomer ratio is stoichiometric for one arylamine group, despite the bifunctionality of the monomers. It was shown that the type of the substituent in the aniline ring (electron donor or electron acceptor) determines the growth of the polymer chain and the structure of the resulting conjugated polymers. A mechanism for the formation of active polymerization centers for diarylaminodichlorobenzoquinones was proposed. FTIR-, NMR-, X-ray photoelectron spectroscopy, and SEM were used to identify the structure of the synthesized monomers and polymers. The obtained polymers have an amorphous structure and a loose globular morphology. The frequency dependence of the electrical conductivity was studied. View Full-Text
Keywords: oxidative polymerization; diarylaminodichlorobenzoquinones; polyaniline oxidative polymerization; diarylaminodichlorobenzoquinones; polyaniline
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MDPI and ACS Style

Orlov, A.V.; Kiseleva, S.G.; Karpacheva, G.P.; Muratov, D.G. Peculiarities of Oxidative Polymerization of Diarylaminodichlorobenzoquinones. Polymers 2021, 13, 3657. https://doi.org/10.3390/polym13213657

AMA Style

Orlov AV, Kiseleva SG, Karpacheva GP, Muratov DG. Peculiarities of Oxidative Polymerization of Diarylaminodichlorobenzoquinones. Polymers. 2021; 13(21):3657. https://doi.org/10.3390/polym13213657

Chicago/Turabian Style

Orlov, Andrey V., Svetlana G. Kiseleva, Galina P. Karpacheva, and Dmitriy G. Muratov 2021. "Peculiarities of Oxidative Polymerization of Diarylaminodichlorobenzoquinones" Polymers 13, no. 21: 3657. https://doi.org/10.3390/polym13213657

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