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Anthracene-based derivatives: Synthesis, photophysical properties and electrochemical properties
Nanjing Forestry University, China ; Beijing Institute of Graphic Communication, China.
Nanjing Forestry University, China.
Beijing Institute of Graphic Communication, China.
RISE - Research Institutes of Sweden, Bioeconomy. Beijing Institute of Graphic Communication, China.ORCID iD: 0000-0003-1501-2912
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2017 (English)In: Chemical Research in Chinese Universities, ISSN 1005-9040, E-ISSN 2210-3171, Vol. 33, no 4, p. 603-610Article in journal (Refereed) Published
Abstract [en]

A series of anthracene-based derivatives, namely, 9-(4-phenyl)anthracene(1), 9-(4-phenylethynyl)-anthracene(2) and 9, 10-bis(phenylethynyl)anthracene(3), was synthesized by the Suzuki/Sonogashira cross-coupling reactions in good yields. These compounds were fully characterized by X-ray crystallography, thermogravimetric analysis(TGA), differential scanning calorimetry(DSC), UV-Vis absorption and fluorescence(FL) spectroscopy, as well as density functional theory(DFT) calculations. Single-crystal X-ray analysis revealed that the packing structures were influenced by the terminal substitutions. All the compounds exhibited high thermal stability(Td=221—484 °C) and blue emission with a high quantum yield(Ωf =0.20—0.75). As the number of substituents increased, the decomposition temperatures(Td) of these compounds increased in the following order: 1<2<3. Experiments on the photophysical properties revealed that different substituents strongly affected the optical properties. In particular, compound 1b with the electron-withdrawing group(—CHO) exhibited a larger Stokes shift(113 nm) than the other compounds. Investigation of the electrochemical properties of these compounds showed that the HOMO-LUMO energy gaps(Egap) decreased obviously as the degree of conjugation increased.

Place, publisher, year, edition, pages
2017. Vol. 33, no 4, p. 603-610
Keywords [en]
anthracene, derivative, blue-emitting material, photophysical properties
National Category
Materials Engineering
Identifiers
URN: urn:nbn:se:ri:diva-30336DOI: 10.1007/s40242-017-6431-4Scopus ID: 2-s2.0-85025083693OAI: oai:DiVA.org:ri-30336DiVA, id: diva2:1134263
Available from: 2017-08-18 Created: 2017-08-18 Last updated: 2019-06-17Bibliographically approved

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