Effects of Substitution on Solid-State Fluorescence in 9-Aryl-9-methyl-9H-9-silafluorenes
Abstract
:1. Introduction
2. Results and Discussion
2.1. Synthesis and Characterization
2.2. Absorption and Emission Spectra
2.3. Thermal Stability
2.4. X-ray Analysis
2.5. Theoretical Modeling
3. Experimental Section
3.1. General Information
3.2. Typical Experimental Procedure for the Preparation of 1–7
3.3. Typical Experimental Procedure for the Preparation of 8–10
3.4. X-ray Crystallography
3.5. Physical Data of 1–10
4. Conclusions
Supplementary Materials
Acknowledgments
Author Contributions
Conflicts of Interest
References and Notes
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Compound | In n-Hexane | In the Solid State | |||||||
---|---|---|---|---|---|---|---|---|---|
λabs (nm) b | ε (104 M−1·cm−1) | λem (nm) c | Φ d | τ (ns) e | λex (nm) | λem (nm) c | Φ d | τ (ns) | |
1 | 277, 287 | 1.10 | 342 | 0.08 | 4.0 | 320 | 346 | 0.05 | 7.2 e |
2 | 277, 288 | 1.10 | 340 | 0.10 | 3.9 | - f | - f | - f | - f |
3 | 278, 289 | 1.73 | 341 | 0.07 | 3.7 | 324 | 345 | 0.18 | 7.2e |
4 | 278, 289 | 1.39 | 341 | 0.14 | 4.0 | - f | - f | - f | - f |
5 | 280, 288 | 1.66 | 340 | 0.04 | 3.8 | 321 | 344 | 0.18 | 7.8 e |
6 | 277, 288 | 1.24 | 343 | 0.09 | 3.9 | 326 | 348 | 0.18 | 7.7 e |
7 | 277, 288 | 1.16 | 344 | 0.07 | 3.6 | 323 | 347, 385 | 0.11 | 3.3, 0.9 e |
8 | 277, 289 | 2.25 | 342 | 0.12 | 3.8 | 321 | 345 | 0.11 | 4.4 e |
9 | 264, 277, 289 | 3.31 | 348, 490 g | 0.07 | 2.3 | 444 | 500 | 0.20 | 0.5 h |
10 | 279, 323 | 2.54 | 390, 505 i | 0.04 | 0.6 | 446 | 524 | 0.06 | 0.6 h |
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Yamanoi, Y.; Nakashima, T.; Shimada, M.; Maeda, H.; Nishihara, H. Effects of Substitution on Solid-State Fluorescence in 9-Aryl-9-methyl-9H-9-silafluorenes. Molecules 2016, 21, 1173. https://doi.org/10.3390/molecules21091173
Yamanoi Y, Nakashima T, Shimada M, Maeda H, Nishihara H. Effects of Substitution on Solid-State Fluorescence in 9-Aryl-9-methyl-9H-9-silafluorenes. Molecules. 2016; 21(9):1173. https://doi.org/10.3390/molecules21091173
Chicago/Turabian StyleYamanoi, Yoshinori, Takayuki Nakashima, Masaki Shimada, Hiroaki Maeda, and Hiroshi Nishihara. 2016. "Effects of Substitution on Solid-State Fluorescence in 9-Aryl-9-methyl-9H-9-silafluorenes" Molecules 21, no. 9: 1173. https://doi.org/10.3390/molecules21091173