Publication:
Synthesis and spectral properties of novel series of fluorene-based azo dyes containing thiazole scaffold: Studying of the solvent and substituent effect on absorption spectra

Дата
2023
Авторы
ElGuesmi, N.
Farghaly, T. A.
Khormi, A. Y.
Shaaban, M. R.
Katin, K. P.
Kaya, S.
Journal Title
Journal ISSN
Volume Title
Издатель
Научные группы
Организационные подразделения
OrgUnit Logo
Организационная единица
Институт нанотехнологий в электронике, спинтронике и фотонике
Институт ИНТЭЛ занимается научной деятельностью и подготовкой специалистов в области исследования физических принципов, проектирования и разработки технологий создания компонентной базы электроники гражданского и специального назначения, а также построения современных приборов на её основе. ​Наша основная цель – это создание и развитие научно-образовательного центра мирового уровня в области наноструктурных материалов и устройств электроники, спинтроники, фотоники, а также создание эффективной инновационной среды в области СВЧ-электронной и радиационно-стойкой компонентной базы, источников ТГц излучения, ионно-кластерных технологий материалов.​
Выпуск журнала
Аннотация
A novel series of new 2-arylazo-thiazole dyes pendant to fluorene moiety was synthesized. The novel azodyes have been accessed via the reaction of hydrazonoyl halides with the 2-(9H-fluoren-9-ylidene)hydrazine-1-carbothioamide in a simple manner using mild reaction conditions. The structures of the synthesized dyes were elucidated by spectroscopic tools and elemental analyses. The UV visible spectra of the newly synthesized arylazo dyes were recorded in nine different solvents in the region of 300–800 nm. Solvent and substituents effect, as well as the influence of the addition of acid and base on the absorption frequencies of arylazo thiazoles were discussed. To achieve deep understanding about interactions between the synthesized dyes and solvent, Kamlet-Taft and Catalan model have been used for the evaluation of the solvatochromic shifts of the absorption maxima in UV–vis spectra of the azo-hydrazo tautomers of the arylazo thiazole dyes under investigation. The results revealed the great influence of solvent polarizability and hydrogen-bond acceptor basicity parameters in the absorption frequency shifts of the selected synthesized arylazo dyes. The azo-hydrazo tautomeric form was found to depend on the substituents, solvent as well as when varying pH. © 2022 Elsevier B.V.
Описание
Ключевые слова
Arylazo thiazole dyes , AZO-hydrazo tautomer , DFT and TD-DFT calculations , Linear free energy relationship (LFER) , Multiparameter solvent scale , Substituent effect
Цитирование
Synthesis and spectral properties of novel series of fluorene-based azo dyes containing thiazole scaffold: Studying of the solvent and substituent effect on absorption spectra / ElGuesmi, N. [et al.] // Journal of Molecular Structure. - 2023. - 1271. - 10.1016/j.molstruc.2022.134002
URI
https://www.doi.org/10.1016/j.molstruc.2022.134002
 https://www.scopus.com/record/display.uri?eid=2-s2.0-85137161304&origin=resultslist
 http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcAuth=Alerting&SrcApp=Alerting&DestApp=WOS_CPL&DestLinkType=FullRecord&UT=WOS:000855676700002
 https://openrepository.mephi.ru/handle/123456789/29864
Коллекции
Публикации