Title Page
Abstract
국문초록
Contents
Ⅰ. Introduction 10
1. Organic light-emitting diodes (OLEDs) 10
1-2. Multi-layer OLEDs 11
1-3. Working Principle of OLEDs 12
1-4. Thermally Activated Delayed Fluorescence (TADF) 13
2. TADF emitters containing triarylboron 16
3. Research Scopes 17
Ⅱ. Experiment 18
1. Chemical and instrumentation 18
2. Synthesis 19
3. Photophysical measurements. 23
4. Cyclic voltammetry 24
Ⅲ. Results and discussion 25
1. Synthesis and characterization. 25
2. Photophysical Properties 35
3. Electrochemical Properties 40
Ⅳ. Conclusion 41
Ⅴ. Reference 42
Table 1. Photophysical data of Bu-1-TpDABNA-Xyl, Bu-1-TpDABNA 36
Table 2. Photophysical data of Bu-1-TpDABNA-Xyl, Bu-1-TpDABNA at 77 K. 39
Table 3. Cyclic Voltammetry Data of Bu-1-TpDABNA-Xyl, Bu-1-TpDABNA. 40
Figure 1. Schematic overview of OLED device. 12
Figure 2. Working principle of OLEDs 13
Figure 3. The Generation of OLEDs. 14
Figure 4. Structures of D-A type TADF emitters for OLEDs. 14
Figure 5. Structures of MR type TADF emitters for OLEDs. 15
Figure 6. Characteristic features of boron atom in the tryarylborane π-conjugated system. 16
Figure 7. ¹H (bottom) and ¹³C (top) NMR spectra of Chloro-di-tbutylphenyl-diamine (a), Dichloro-di-tBuphenyl-diamine (b), 1-Bromo-Triptycene (c), Chloro-di-tbutylphenyl-di-... 32
Figure 8. ¹H (bottom), ¹³C (middle) NMR spectra of Bu-1-TpDABNA-Xyl in CDCl₃ (* from residual H₂O). 33
Figure 9. ¹H (bottom), ¹³C (middle) NMR spectra of Bu-1-TpDABNA in CDCl₃ (* from residual H₂O). 34
Figure 10. UV/vis absorption and PL spectra of Bu-1-TpDABNA-Xyl, Bu-1-TpDABNA in toluene (5.0 x 10⁻⁵ M) at 298 K. 37
Figure 11. PL spectra of Bu-1-TpDABNA-Xyl in PMMA (1, 5, 10 wt%) at 298 K. 37
Figure 12. PL spectra of Bu-1-TpDABNA in PMMA (1, 5, 10 wt%) at 298 K. 37
Figure 13. Transient PL decay curves of Bu-1-TpDABNA-Xyl in PMMA (5 wt%) at 298 K. The inset shows the decay curves in oxygen-free (N₂) toluene. 38
Figure 14. Transient PL decay curves of Bu-1-TpDABNA in PMMA (5 wt%) at 298 K. The inset shows the decay curves in oxygen-free (N₂) toluene. 38
Figure 15. Td5 in TGA of Bu-1-TpDABNA-Xyl, Bu-1-TpDABNA[이미지참조] 39
Figure 16. Photophysical data of Bu-1-TpDABNA-Xyl, Bu-1-TpDABNA at 77 K. 39
Figure 17. Cyclic voltammograms of Bu-1-TpDABNA-Xyl, Bu-1-TpDABNA (0.5 x 10⁻³ M in DCM, scan rate=100 mV/s). 40
Scheme 1. Condition : (i) R=H, Cl; Pd₂(dba)₃, DPEPhos, NaOtBu, Toluene, 100 ℃, 16 h; (ii) R=H, Cl; Pd₂(dba)₃, tBu₃PHBF₄, NaOtBu, Toluene, reflux, 16 h; (iii) R=Cl, Pd₂(dba)₃,... 25