The design of dihalogenated TPE monoboronate complexes as mechanofluorochromic crystals
| Autor: | Braulio Rodríguez-Molina, Marco A. Vera Ramírez, Ma. Carmen García-González, Mario Rodríguez, Fanny Chantal Rodríguez-Muñoz, Estefanía Guadalupe Vera-Alvízar, Armando Navarro-Huerta, Joelis Rodríguez-Hernández |
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| Rok vydání: | 2021 |
| Předmět: |
Materials science
02 engineering and technology General Chemistry Tetraphenylethylene 010402 general chemistry 021001 nanoscience & nanotechnology Condensed Matter Physics Photochemistry 01 natural sciences 0104 chemical sciences Grinding chemistry.chemical_compound chemistry Halogen Bathochromic shift Moiety General Materials Science Density functional theory 0210 nano-technology Single crystal Dichloromethane |
| Zdroj: | CrystEngComm. 23:5908-5917 |
| ISSN: | 1466-8033 |
| DOI: | 10.1039/d1ce00442e |
| Popis: | We report here six mechanofluorochromic crystals: three tetraphenylethylene difluoroboronates (–BF2, 3a–c) and three diphenylboronate derivatives (–B(Ph)2, 4a–c) that change emission upon grinding. The corresponding photophysical studies allowed us to identify that most of them show emission in the 500–750 nm range, with the exchange of the –BF2 moiety for the –B(Ph)2 moiety causing an improvement in their quantum yields (Φf). Halogen substitution in their structures caused a decrease of the Φf going from –Cl to –Br to –I. Combining single crystal and powder X-ray analyses, we determined that they are highly crystalline but prone to amorphization via mechanical stress, with a noticeable bathochromic shift of their emission upon grinding. Density functional theory computations indicate that conformational changes upon grinding could cause the observed changes. They undergo reversible changes upon exposure to vapors of dichloromethane, setting the path to develop bistable switches in the future. |
| Databáze: | OpenAIRE |
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