Novel Polyamides with 5H-Dibenzo[b,f]azepin-5-yl-Substituted Triphenylamine: Synthesis and Visible-NIR Electrochromic Properties
Abstract
:1. Introduction
2. Experimental
2.1. Materials
2.2. Measurements
2.3. Synthesis of Monomers
2.3.1. 5-(4-Nitrophenyl)-5H-dibenzo[b,f]azepine (M1)
2.3.2. 4-(5H-Dibenzo[b,f]azepin-5-yl)aniline (M2)
2.3.3. 4,4′-Dinitro-4″-(5H-dibenzo[b,f]azepin-5-yl)triphenylamine (M3)
2.3.4. 4,4′-Diamino-4″-(5H-dibenzo[b,f]azepin-5-yl)triphenylamine (M4)
2.4. Synthesis of PAs
3. Results and Discussion
3.1. Monomer and Polyamide Synthesis
3.2. Solubility and Thermal Properties
3.3. Optical Properties and Electrochromic Properties
3.4. Quantum Chemistry Calculation
3.5. Spectroelectrochemical and Electrochromic Properties
3.6. Photoelectrical Properties
3.7. Electrofluorochromic Performance
4. Conclusions
Acknowledgments
Author Contributions
Conflicts of Interest
Appendix A
Appendix B
Appendix C
Appendix D
Appendix E
References
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Polymer Code | Td (°C) 10% | Char Yield (%) | Mw (Da) | Mn (Da) | PDI |
---|---|---|---|---|---|
PA–a | 326 | 64 | 1.40 × 104 | 1.11 × 104 | 1.26 |
PA–b | 326 | 58 | 1.33 × 104 | 1.05 × 104 | 1.27 |
PA–c | 294 | 55 | 1.58 × 104 | 1.34 × 104 | 1.18 |
PA–d | 326 | 59 | 1.34 × 104 | 1.12 × 104 | 1.20 |
Polymer Code | In Solution λ (nm) | As Film λ (nm) | |||
---|---|---|---|---|---|
Abs Max | PL Max | ФPL (%) | Abs Max | Abs Onset | |
PA–a | 299 | 415 | 14.94 | 332 | 394 |
PA–b | 293 | 354 | 0.93 | 304 | 468 |
PA–c | 291 | 352 | 1.12 | 352 | 436 |
PA–d | 293 | 352 | 0.96 | 333 | 430 |
Polymer Code | Oxidation Potential (V) | Egopt (eV) c | Energy Levels (eV) | |||
---|---|---|---|---|---|---|
Eonset | E1/2ox1 | E1/2ox2 | HOMO a | LUMO b | ||
PA–a | 0.37 | 0.52 | 0.98 | 3.15 | −4.87 | −1.72 |
PA–b | 0.39 | 0.54 | 1.02 | 2.65 | −4.89 | −2.24 |
PA–c | 0.42 | 0.56 | 1.02 | 2.84 | −4.91 | −2.07 |
PA–d | 0.42 | 0.56 | 1.02 | 2.88 | −4.91 | −2.03 |
Polymer Code | λmax (nm) | ΔT (%) | Response Time | ΔOD | Qd (mC cm−2) | CE (cm2 C−1) | |
---|---|---|---|---|---|---|---|
tc (s) | tb (s) | ||||||
PA–a | 918 | 61 | 5.4 | 4.2 | 0.580 | 3.059 | 190 |
PA–b | 914 | 74 | 5.7 | 4.7 | 0.820 | 3.987 | 206 |
PA–c | 910 | 58 | 4.9 | 5.8 | 0.599 | 2.636 | 227 |
PA–d | 912 | 70 | 6.1 | 5.5 | 0.822 | 3.172 | 259 |
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Lu, Q.; Cai, W.; Niu, H.; Wang, W.; Bai, X.; Hou, Y. Novel Polyamides with 5H-Dibenzo[b,f]azepin-5-yl-Substituted Triphenylamine: Synthesis and Visible-NIR Electrochromic Properties. Polymers 2017, 9, 542. https://doi.org/10.3390/polym9100542
Lu Q, Cai W, Niu H, Wang W, Bai X, Hou Y. Novel Polyamides with 5H-Dibenzo[b,f]azepin-5-yl-Substituted Triphenylamine: Synthesis and Visible-NIR Electrochromic Properties. Polymers. 2017; 9(10):542. https://doi.org/10.3390/polym9100542
Chicago/Turabian StyleLu, Qingyi, Wanan Cai, Haijun Niu, Wen Wang, Xuduo Bai, and Yanjun Hou. 2017. "Novel Polyamides with 5H-Dibenzo[b,f]azepin-5-yl-Substituted Triphenylamine: Synthesis and Visible-NIR Electrochromic Properties" Polymers 9, no. 10: 542. https://doi.org/10.3390/polym9100542