Peculiarities of Oxidative Polymerization of Diarylaminodichlorobenzoquinones

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 mo...

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Autores principales:	Andrey V. Orlov, Svetlana G. Kiseleva, Galina P. Karpacheva, Dmitriy G. Muratov
Formato:	article
Lenguaje:	EN
Publicado:	MDPI AG 2021
Materias:	oxidative polymerization diarylaminodichlorobenzoquinones polyaniline Organic chemistry QD241-441
Acceso en línea:	https://doaj.org/article/ce6abe6a9a674d81a5a0dbb1a6ffbc5c
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spelling	oai:doaj.org-article:ce6abe6a9a674d81a5a0dbb1a6ffbc5c2021-11-11T18:42:54ZPeculiarities of Oxidative Polymerization of Diarylaminodichlorobenzoquinones10.3390/polym132136572073-4360https://doaj.org/article/ce6abe6a9a674d81a5a0dbb1a6ffbc5c2021-10-01T00:00:00Zhttps://www.mdpi.com/2073-4360/13/21/3657https://doaj.org/toc/2073-4360New 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.Andrey V. OrlovSvetlana G. KiselevaGalina P. KarpachevaDmitriy G. MuratovMDPI AGarticleoxidative polymerizationdiarylaminodichlorobenzoquinonespolyanilineOrganic chemistryQD241-441ENPolymers, Vol 13, Iss 3657, p 3657 (2021)
institution	DOAJ
collection	DOAJ
language	EN
topic	oxidative polymerization diarylaminodichlorobenzoquinones polyaniline Organic chemistry QD241-441
spellingShingle	oxidative polymerization diarylaminodichlorobenzoquinones polyaniline Organic chemistry QD241-441 Andrey V. Orlov Svetlana G. Kiseleva Galina P. Karpacheva Dmitriy G. Muratov Peculiarities of Oxidative Polymerization of Diarylaminodichlorobenzoquinones
description	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.
format	article
author	Andrey V. Orlov Svetlana G. Kiseleva Galina P. Karpacheva Dmitriy G. Muratov
author_facet	Andrey V. Orlov Svetlana G. Kiseleva Galina P. Karpacheva Dmitriy G. Muratov
author_sort	Andrey V. Orlov
title	Peculiarities of Oxidative Polymerization of Diarylaminodichlorobenzoquinones
title_short	Peculiarities of Oxidative Polymerization of Diarylaminodichlorobenzoquinones
title_full	Peculiarities of Oxidative Polymerization of Diarylaminodichlorobenzoquinones
title_fullStr	Peculiarities of Oxidative Polymerization of Diarylaminodichlorobenzoquinones
title_full_unstemmed	Peculiarities of Oxidative Polymerization of Diarylaminodichlorobenzoquinones
title_sort	peculiarities of oxidative polymerization of diarylaminodichlorobenzoquinones
publisher	MDPI AG
publishDate	2021
url	https://doaj.org/article/ce6abe6a9a674d81a5a0dbb1a6ffbc5c
work_keys_str_mv	AT andreyvorlov peculiaritiesofoxidativepolymerizationofdiarylaminodichlorobenzoquinones AT svetlanagkiseleva peculiaritiesofoxidativepolymerizationofdiarylaminodichlorobenzoquinones AT galinapkarpacheva peculiaritiesofoxidativepolymerizationofdiarylaminodichlorobenzoquinones AT dmitriygmuratov peculiaritiesofoxidativepolymerizationofdiarylaminodichlorobenzoquinones
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Peculiarities of Oxidative Polymerization of Diarylaminodichlorobenzoquinones

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