Synthesis and Electrochemical Properties of 2-[4-(2-Methacryloyl)-piperazine-1-ylmethyl]-9Н-thioxanthen-9-one-S,S-dioxide and Its Copolymer with Methyl Methacrylate

Synthesis and Electrochemical Properties of 2-[4-(2-Methacryloyl)-piperazine-1-ylmethyl]-9Н-thioxanthen-9-one-S,S-dioxide and Its Copolymer with Methyl Methacrylate Научная публикация

Журнал

Chemistry for Sustainable Development
ISSN: 1817-1818

Вых. Данные

Год: 2024, Том: 32, Номер: 4, Страницы: 508-515 Страниц : 8 DOI: 10.15372/CSD2024585

Авторы

Odintsov D.S. , Irtegova I.G. , Os’kina I.A. , Shundrina I.K. , Shundrin L.A.

Организации

1	Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, Novosibirsk, Russia

2-[4-(2-Methacryloyl)-piperazine-1-ylmethyl]-9 H -thioxanthen-9-one-S,S-dioxide 1, an electrochemically active monomer, has been synthesised from 2-(piperazine-1-ylmethyl)-9 Н -thioxanthen-9-one-S,S-dioxide and methacryloyl chloride. Subsequent radical copolymerisation of the synthesised compound with methylmethacrylate leads to an electroactive copolymer (PMMA-co-ThxSO2) with the ratio of methyl methacrylate fragments in the chain to the pendant (side) groups of the 9 Н -thioxanthen-9-one S,S-dioxide structure equal to 95 : 5, respectively. It has been shown by cyclic voltammetry that the electrochemical reduction (ECR) of 1 in acetonitrile (MeCN) is a two-electron and two-stage process, with the formation of long-living radical anion at the first one-electron stage and unstable dianion at the second stage. Electrochemical reduction of PMMA-co-ThxSO2 is due to the reductive electrochemical activity of the pendant groups, and its mechanism is similar to the ECR of monomer 1. This compound is a polymer with pendant groups that play the role of efficient electron traps during charge transport inside the thin copolymer film, and it can be used in the resistive memory technologies (ReRAM - Resistive Random Access Memory) as the active working layer of memristors.

Odintsov D.S. , Irtegova I.G. , Os’kina I.A. , Shundrina I.K. , Shundrin L.A.
Synthesis and Electrochemical Properties of 2-[4-(2-Methacryloyl)-piperazine-1-ylmethyl]-9Н-thioxanthen-9-one-S,S-dioxide and Its Copolymer with Methyl Methacrylate
Chemistry for Sustainable Development. 2024. V.32. N4. P.508-515. DOI: 10.15372/CSD2024585 WOS РИНЦ OpenAlex

Одинцов Д.С. , Иртегова И.Г. , Оськина И.А. , Шундрина И.К. , Шундрин Л.А.
Синтез и электрохимические свойства 2-[4-(2-метакрилоил)-пиперазин-1-ил-метил]-9Н-тиоксантен-9-он-S,S-диоксида и его сополимера с метилметакрилатом
Химия в интересах устойчивого развития. 2024. Т.32. №4. С.525-532. DOI: 10.15372/khur2024585 РИНЦ CAPlus OpenAlex

Поступила в редакцию:	30 мая 2024 г.
Принята к публикации:	12 июл. 2024 г.
Опубликована online:	14 нояб. 2024 г.

Web of science:	WOS:001358135900001
РИНЦ:	74528468
OpenAlex:	W4404726037