Spectral Properties of Substituted Coumarins in Solution and Polymer Matrices
Abstract
:1. Introduction
2. Results and Discussion
2.1. Absorption Spectra
Comp./Medium | 1 λA / log ε(nm) | 2 λA / log ε(nm) | 5 λA / log ε(nm) | 6 λA / log ε(nm) | 7 λA / log ε(nm) |
---|---|---|---|---|---|
MeOH | 278 / 3.78 * | 287 / 4.37 * | |||
MeOH | 310 / 3.56 * | 315 / 4.32 * | |||
MeOH | 354 / 3.10 * | 359 / 4.30 | 360 / 4.03 * | 361 / 4.41 | 361 / 3.96 * |
CHCl3 | 307 / 4.30 | 321 / 4.27 | |||
CHCl3 | 348 / 4.12 | 360 / 4.30 | 356 / 4.24 | 364 / 4.37 | 370 / 4.39 |
PMMA | 306 / 3.90 | 312 / 4.31 | |||
PMMA | 351 / 3.72 | 361 / 4.15 | 347 / 4.23 | 364 / 4.15 | 368 / 4.20 |
PVC | 311 / 3.85 | 321 / 4.12 | |||
PVC | 357 / 3.67 | 364 / 4.24 | 357 / 4.08 | 368 / 4.26 | 372 / 4.32 |
PS | 314 / 3.85 | 323 / 4.06 | |||
PS | 351 / 3.74 | 365 / 4.11 | 357 / 4.07 | 365 / 4.21 | 372 / 4.22 |
Comp./Medium | λA / log ε(nm) | Δν1/2(cm−1) | λF(nm) | νA–νF(cm−1) | ΦF | τ(ns) | kF(109 s−1) | knr(109 s−1) |
---|---|---|---|---|---|---|---|---|
3 | ||||||||
MeOH | 436 / 4.49 | 3355 | 492 | 2611 | 0.40 ± 0.06 | 1.1 ± 0.1 | 0.37 | 0.54 |
CHCl3 | 441 / 4.66 | 2580 | 470 | 1399 | 0.44 ± 0.07 | 2.6 ± 0.1 | 0.17 | 0.22 |
PMMA | 440 / 4.39 | 2939 | 475 | 1675 | 0.81 ± 0.12 | 3.3 ± 0.2 | 0.24 | 0.06 |
PVC | 446 / 4.56 | 2918 | 482 | 1675 | 1.08 ± 0.16 | 4.0 ± 0.2 | 0.27 | - |
PS | 438 / 4.41 | 2555 | 468 | 1464 | 0.22 ± 0.03 | 2.5 ± 0.1 | 0.09 | 0.31 |
4 | ||||||||
MeOH | 431 / 4.48 | 3402 | 503 | 3321 | 0.64 ± 0.10 | 1.8 ± 0.1 | 0.36 | 0.20 |
CHCl3 | 433 / 4.61 | 3811 | 492 | 2769 | 0.49 ± 0.07 | 1.8 ± 0.1 | 0.27 | 0.28 |
PMMA | 432 / 4.35 | 3894 | 504 | 3307 | 1.08 ± 0.16 | 3.6 ± 0.2 | 0.30 | - |
PVC | 440 / 4.43 | 3805 | 505 | 2925 | 1.10 ± 0.17 | 2.3 ± 0.1 | 0.48 | - |
PS | 429 / 4.42 | 4437 | 505 | 3508 | 0.25 ± 0.04 | 2.6 ± 0.1 | 0.10 | 0.29 |
8 | ||||||||
MeOH | 373 / 4.54 | 5431 | 474 | 5713 | 0.007 ± 0.001 | |||
CHCl3 | 375 / 4.37 | 5343 | 464 | 4973 | 0.011 ± 0.002 | 3.3 ± 0.2 | 0.003 | 0.30 |
PMMA | 375 / 4.25 | 4842 | 463 | 5068 | 0.30 ± 0.05 | 2.3 ± 0.1 | 0.13 | 0.30 |
PVC | 379 / 4.38 | 4547 | 466 | 4926 | 0.29 ± 0.04 | 1.9 ± 0.1 | 0.15 | 0.37 |
PS | 375 / 4.14 | 4876 | 465 | 5161 | 0.06 ± 0.01 | 0.7 ± 0.04 | 0.09 | 1.34 |
Comp./Medium | ES1(kJ mol−1) | f | τ0(ns) | τF-calc(ns) | kF-calc(109 s−1) | knr-calc(109 s−1) |
---|---|---|---|---|---|---|
3 | ||||||
MeOH | 258 | 0.33 | 8.5 | 3.4 | 0.12 | 0.18 |
CHCl3 | 263 | 0.34 | 8.6 | 3.8 | 0.12 | 0.15 |
PMMA | 261 | 0.31 | 9.3 | 7.5 | 0.11 | 0.03 |
PVC | 258 | 0.46 | 6.5 | 7.0 | 0.15 | - |
PS | 264 | 0.29 | 1.0 | 0.2 | 0.99 | 3.57 |
4 | ||||||
MeOH | 256 | 0.34 | 8.3 | 5.3 | 0.12 | 0.07 |
CHCl3 | 259 | 0.45 | 6.2 | 3.0 | 0.16 | 0.17 |
PMMA | 267 | 0.38 | 7.4 | 8.0 | 0.14 | - |
PVC | 253 | 0.44 | 6.6 | 7.3 | 0.15 | - |
PS | 265 | 0.51 | 5.5 | 1.4 | 0.18 | 0.54 |
8 | ||||||
MeOH | 282 | 0.61 | 3.4 | 0.02 | 0.29 | 45.0 |
CHCl3 | 284 | 0.36 | 5.9 | 0.06 | 0.17 | 15.0 |
PMMA | 285 | 0.25 | 8.5 | 2.51 | 0.12 | 0.3 |
PVC | 283 | 0.47 | 4.6 | 1.32 | 0.22 | 0.5 |
PS | 285 | 0.29 | 7.3 | 0.43 | 0.14 | 2.2 |
2.2. Fluorescence Spectra
3. Experimental
3.1. General
3.2. Synthesis of Coumarin Derivatives
3.3. Reaction of Aldehydes with Phenylsemicarbazide
3.4. Spectral Measurements
3.5. Relationships in the Calculation of Spectral Properties
4. Conclusions
Supplementary Materials
Acknowledgments
References and Notes
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Donovalová, J.; Cigáň, M.; Stankovičová, H.; Gašpar, J.; Danko, M.; Gáplovský, A.; Hrdlovič, P. Spectral Properties of Substituted Coumarins in Solution and Polymer Matrices. Molecules 2012, 17, 3259-3276. https://doi.org/10.3390/molecules17033259
Donovalová J, Cigáň M, Stankovičová H, Gašpar J, Danko M, Gáplovský A, Hrdlovič P. Spectral Properties of Substituted Coumarins in Solution and Polymer Matrices. Molecules. 2012; 17(3):3259-3276. https://doi.org/10.3390/molecules17033259
Chicago/Turabian StyleDonovalová, Jana, Marek Cigáň, Henrieta Stankovičová, Jan Gašpar, Martin Danko, Anton Gáplovský, and Pavol Hrdlovič. 2012. "Spectral Properties of Substituted Coumarins in Solution and Polymer Matrices" Molecules 17, no. 3: 3259-3276. https://doi.org/10.3390/molecules17033259