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2-((9H-fluoren-9-ylidene)methyl)pyridine as a new functional block for aggregation induced emissive and stimuli-responsive materials Научная публикация

Журнал Dyes and Pigments
ISSN: 0143-7208 , E-ISSN: 1873-3743
Вых. Данные Год: 2020, Том: 181, Номер статьи : 108595, Страниц : DOI: 10.1016/j.dyepig.2020.108595
Ключевые слова Aggregation-induced emission; Highly-emissive organic solid; Mechano-responsive luminescence; Photoluminescence; Mechanical writing
Авторы Kuimov Anatoly D. 1 , Becker Christina S. 1 , Koskin Igor P. 1 , Zhaguparov Daniiar E. 2,3 , Sonina Alina A. 1,3 , Shundrina Inna K. 1 , Sherin Peter S. 2,3 , Kazantsev Maxim S. 1
Организации
1 (Данные Web of science) NN Vorozhtsov Novosibirsk Inst Organ Chem SB RAS, Lavrentieva 9, Novosibirsk 630090, Russia
2 (Данные Web of science) Int Tomog Ctr, Inst Skaya 3A, Novosibirsk 630090, Russia
3 (Данные Web of science) Novosibirsk State Univ, Pirogova 2, Novosibirsk 630090, Russia

Реферат: Highly-emissive mechanofluorochromic (MFC) organic solids changing their emission colors upon exposure to mechanical stimuli are highly demanded for various practical applications. In this work we introduced a planarizable by intramolecular N...H bond 2-((9H-fluoren-9-ylidene)methyl)pyridine fragment featuring an Aggregation-Induced Emission Enhancement and, particularly, MFC property for its bithiophene derivative. A two compounds, 2-((9H-fluoren-9-ylidene)methyl)-5-(5-phenylthiophen-2-yl)pyridine (FTP) and 24(9H-fluoren-9-ylidene)methyl)-5-([2,2'-bithiophen]-5-yepyridine (FTT) were synthesized and fully characterized. In liquid solution both compounds are low emissive, however in the solid state they exhibit the photoluminescence quantum yield of 33% and 13% for FTP and FTT, respectively. Remarkably, the powder of FTT demonstrates a self-reversible mechanofluorochromism: the emission spectrum red-shifts after the grinding or pressurization and it recovers during one-day of storage without any treatment. The powder X-ray diffraction and differential scanning calorimetry revealed the reversible phase transition under temperature and mechanic stimuli. Analysis of molecular structure shows that in the gas phase FTT has a planar geometry while in the solid state it loses the flatness due to the crystal environment. Our results speak in favor of the increase of FTT planarity under the pressure to be responsible for the observed mechanofluorochromism.
Библиографическая ссылка: Kuimov A.D. , Becker C.S. , Koskin I.P. , Zhaguparov D.E. , Sonina A.A. , Shundrina I.K. , Sherin P.S. , Kazantsev M.S.
2-((9H-fluoren-9-ylidene)methyl)pyridine as a new functional block for aggregation induced emissive and stimuli-responsive materials
Dyes and Pigments. 2020. V.181. 108595 . DOI: 10.1016/j.dyepig.2020.108595 WOS Scopus РИНЦ OpenAlex
Даты:
Опубликована в печати: 1 окт. 2020 г.
Идентификаторы БД:
Web of science: WOS:000549169800048
Scopus: 2-s2.0-85086403609
РИНЦ: 43301290
OpenAlex: W3033954551
Цитирование в БД:
БД Цитирований
Web of science 6
Scopus 5
РИНЦ 6
OpenAlex 5
Альметрики: