Green-, Red-, and Infrared-Emitting Polymorphs of Sterically Hindered Push-Pull Substituted Stilbenes
| Autor: | Matouš Kratochvíl, Martin Vala, Aneta Marková, Stanislav Luňák, Aleš Imramovský, Anna Mausová, Karel Pauk, Klára Melánová, Aleš Růžička, Martin Weiter |
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| Rok vydání: | 2020 |
| Předmět: |
Steric effects
010405 organic chemistry Chemistry Infrared Organic Chemistry General Chemistry 010402 general chemistry Crystal engineering Excimer 01 natural sciences Fluorescence Catalysis 0104 chemical sciences chemistry.chemical_compound Crystallography Monomer Bathochromic shift Density functional theory |
| Zdroj: | Chemistry (Weinheim an der Bergstrasse, Germany). 27(13) |
| ISSN: | 1521-3765 |
| Popis: | The synthesis, XRD single-crystal structure, powder XRD, and solid-state fluorescence of two new DPA-DPS-EWG derivatives (DPA=diphenylamino, DPS=2,5-diphenyl-stilbene, EWG=electron-withdrawing group, that is, carbaldehyde or dicyanovinylene, DCV) are described. Absorption and fluorescence maxima in solvents of various polarity show bathochromic shifts with respect to the parent DPA-stilbene-EWGs. The electronic coupling in dimers and potential twist elasticity of monomers were studied by density functional theory. Both polymorphs of the CHO derivative emit green fluorescence (527 and 550 nm) of moderate intensity (10 % and 5 %) in polycrystalline powder form. Moderate (5 %) red (672 nm) monomer-like emission was also observed for the first polymorph of the DCV derivative, whereas more intense (32 %) infrared (733 nm) emission of the second polymorph was ascribed to the excimer fluorescence. |
| Databáze: | OpenAIRE |
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