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Catalytic Way of Transforming 2,3-Dimethylphenol to para-Quinone with the Use of Vanadium-Containing Heteropoly Acids Научная публикация

Журнал Applied Catalysis A: General
ISSN: 0926-860X , E-ISSN: 1873-3875
Вых. Данные Год: 2018, Том: 549, Страницы: 216-224 Страниц : 9 DOI: 10.1016/j.apcata.2017.09.022
Ключевые слова Benzoquinone, Biphasic system, Heteropoly acid, Homogeneous catalysis, Selective oxidation
Авторы Rodikova Yulia A. 1 , Zhizhina Elena G. 1 , Pai Zinaida P. 1
Организации
1 Boreskov Institute of Catalysis SB RAS, prosp. Akad. Lavrentieva 5, 630090 Novosibirsk, Russia

Информация о финансировании (1)

1 Федеральное агентство научных организаций России V.44.2.4.

Реферат: 2,3-Dimethyl-p-benzoquinone (2,3-Me2BQ) is a valuable chemical that is applied as a soft oxidizing and dehydrogenating agent and also as a synthon in preparing different complex products including pharmaceutical and biochemical substances. Keggin- and modified-type aqueous solutions of Mo-V-phosphoric heteropoly acids (Mo-V-P HPAs) with the gross compositions H3+xPMo12-xVxO40 (HPA-x) and HaPzMoyVx’Ob (HPA-x’), respectively, possessing high oxidation potential and simplicity of regeneration can serve as effective soft oxidants for obtaining such para-quinone from 2,3-dimethylphenol (2,3-Me2P). The synthesized HPA catalysts with different vanadium content were characterized by a number of analysis techniques, such as 31P and 51V NMR spectroscopy, potentiometry, titrimetry, and pH measurement. It was found that the predominant formation of 2,3-Me2BQ instead of corresponding diphenoquinone (DPQ) at one-electron oxidation is achieved by a consecutive optimization of reaction conditions, the most important among them being organic solvent and molar ratio of vanadium(V) to substrate. As was shown, the substitution of HPA-x by HPA-x’ allows one to increase the quinone selectivity and to decrease the optimal molar ratio of vanadium(V) to substrate. The highest yield of the desired quinone (97%) at total substrate conversion was obtained by using the biphasic water-benzene system at molar vanadium(V) to substrate ratio of 12. The temperature of 50 °C and an inert atmosphere were established to be the optimal reaction conditions. The aqueous HPA-10’ solution including the highest content of VO2+ ions proved to be the most efficient catalyst among investigated HPAs. Carrying out catalyst regeneration at a separate stage provides the preservation of its activity and selectivity at the initial level for at least ten cycles.
Библиографическая ссылка: Rodikova Y.A. , Zhizhina E.G. , Pai Z.P.
Catalytic Way of Transforming 2,3-Dimethylphenol to para-Quinone with the Use of Vanadium-Containing Heteropoly Acids
Applied Catalysis A: General. 2018. V.549. P.216-224. DOI: 10.1016/j.apcata.2017.09.022 WOS Scopus РИНЦ CAPlusCA OpenAlex
Даты:
Поступила в редакцию: 21 июл. 2017 г.
Принята к публикации: 19 сент. 2017 г.
Опубликована online: 9 окт. 2017 г.
Опубликована в печати: 1 янв. 2018 г.
Идентификаторы БД:
Web of science: WOS:000417008800024
Scopus: 2-s2.0-85031304321
РИНЦ: 31083109
Chemical Abstracts: 2017:1664777
Chemical Abstracts (print): 167:530580
OpenAlex: W2761192112
Цитирование в БД:
БД Цитирований
Web of science 11
Scopus 14
РИНЦ 10
OpenAlex 13
Альметрики: