研究生: |
蔡議緯 Yi-Wei Tsai |
---|---|
論文名稱: |
以2,3苯並呋喃為中心之寬能隙、雙極性之發光材料 2,3-Benzofuran-Based Wide Band Gap Ambipolar Emitters |
指導教授: |
葉名倉
Yeh, Ming-Chang 林建村 Lin, Jiann-Tsuen |
學位類別: |
碩士 Master |
系所名稱: |
化學系 Department of Chemistry |
論文出版年: | 2014 |
畢業學年度: | 102 |
語文別: | 中文 |
論文頁數: | 111 |
中文關鍵詞: | 有機發光二極體 、雙極性 、寬能隙 、螢光發光材料 、2,3苯並呋喃 |
英文關鍵詞: | Organic LIght Emitting Diode, ambipolar, wide band gap, fiurorescence emitter, 2,3-benzofuran |
論文種類: | 學術論文 |
相關次數: | 點閱:164 下載:3 |
分享至: |
查詢本校圖書館目錄 查詢臺灣博碩士論文知識加值系統 勘誤回報 |
本篇論文成功開發出四個以phenyl benzofuran為主架構之化合物,並在phenyl環間位(meta-position)導入naphthyl基團或推電子基團phenothiazine及拉電子基團dimesityl boron,使得材料同時具有寬能隙及雙極性,並可以放出可見光乃至藍紫光的雙極子螢光分子。
為了瞭解這四個材料在有機發光二極體材料方面的潛力,我們利用了UV-Vis吸收光譜、螢光放光光譜、光電子光譜來量測其光物理及功函數。此外,本研究也利用TGA、DSC與TOF來證明材料本身的熱穩定性以及電荷遷移率。
四個材料的能隙介於3.28至3.73 eV之間,電荷遷移率接近10-4 cm2/Vs。特別是C-naOL與C-MesOL兩者更具有較高的螢光量子產率,故分別在紫色及藍色螢光電激發光元件的應用上具有一定的潛力。
Four phenyl benzofuran derivatives incorporating naphthylene, electron excessive phenothiazine or electron deficient dimesityl boron entities have been developed successfully. In addition to wide energy gap (HOMO/LUMO) and ambipolar characters, the compounds are also emissive in the visible or even blue and violet region.
In order to evaluate the potential of the materials in OLED, their photophysical and work function were investigated by UV-Vis absorption and fluorescence spectrum, and photoelectrical spectrum. Inaddition, TGA, DSC and TOF were used for probing the thermo-stability and carrier mobility of the new materials.
The HOMO/LUMO energy gap of the compounds ranges from 3.28 to 3.73 eV. These materials also possess excellent carrier mobility of ~10-4 cm2/Vs. Compounds C-naOL and C-MesOL have better quantum yields than the other two and may have good potential as violet- and blue-emitters for OLEDs.
1. 陳金鑫, 黃孝文, OLED-夢幻顯示器 Materials and Devices-OLED材料與元件, 五南圖書, 2009.
2. Pope, M.; Kallmann, H.; Magnante, P. J. Chem. Phys. 1963, 38, 2042.
3. Tang, C. W.; VanSlyke, S. A. Appl. Phys. Lett. 1987, 51, 913.
4. Burroughs, J. H.; Bradley, D. D. C.; Brown, A. R.; Mark, R. N.; Mackay, K.; Friend, R. H.; Burn, P. L.; Holmes, A. B. Nature 1990, 347, 539.
5. 季昀, 宋怡樺, 科學發展435期,2009
6. Justin Thomas, K. R.; Lin, J. T.; Tao, Y. T.; Ko, C. W. Adv. Mater. 2000, 12, 1949.
7. Tang, C. W.; VanSlyke, S. A.; Chen, C. H. J. Appl. Phys. 1989, 65, 3610.
8. Adachi, C.; Tsutsui, T.; Saito, S. Appl. Phys. Lett. 1989, 55, 1489.
9. Kido, J.; Ohtaki, C.; Okuyama, K.; Nagai, K. Jpn. J. Appl. Phys. Part 2 1993, 32, L917.
10. Fink, R.; Heischkel, Y.; Telakkat, M.; Schmidt, H. W.; Jonda, C.; Huppauff, M. Chem. Mater. 1998, 10, 3620.
11. (a) O’Brien, D. F.; Baldo, M. A.; Thompson, M. E.; Forrest, S. R. Appl. Phys. Lett. 1999, 74, 442; (b) Baldo, M. A.; Lamansky, S.; Burrows, P. E.; Thompson, M. E.; Forrest, S. R. Appl. Phys. Lett. 1999, 75, 4; (c) Adamovich, V. I.; Cordero, S. R.; Djurovich, P. I.; Tamayo, A.; Thompson, M. E.; D’Andrade, B. W.; Forrest, S. R. Org. Electron. 2003, 4, 77.
12. Shi, J.; Tang, C. W.; Chen, C. H. U.S. Patent 1997, 5646948.
13. Cai, X.; Padmaperuma, A. B.; Sapochak, L. S.; Vecchi, P. A.; Burroes, P. E. Appl. Phys. Lett. 2008, 92, 083308.
14. Shi, J.; Tang, C. W. Appl. Phys. Lett. 1997, 70, 1665.
15. (a) Baldo, M. A.; O’Brien, D. F.; You, Y.; Shoustikov, A.; Sibey, S.; Thompson, M. E.; Forrest, S. R. Nature (London) 1998, 395, 151; (b) O’Brien, D. F.; Baldo, M. A.; Thompson, M. E.; Forrest, S. R. Appl. Phys. Lett. 1999, 74, 442; (c) Adachi, C.; Baldo, M. A.; Forrest, S. R.; Lamansky, S.; Thompson, M. E.; Kwong, R. C. Appl. Phys. Lett. 2001, 78 1622; (d) Baldo, M. A.; Lamansky, S.; Burrows, P. E.; Thompson, M. E.; Forrest, S. R. Appl. Phys. Lett. 1999, 75, 4.
16. Uoyama, H.; Goushi, K.; Shizu, K.; Nomura, H.; Adachi, C. Nature 2012, 492, 234.
17. (a) Zhang, Q.; Li, J.; Shizu, K.; Huang, S.; Hirata, S.; Miyazaki, H.; Adachi, C.
J. Am. Chem. Soc. 2012, 134, 14706; (b) Lee, J.; Shizu, K.; Tanaka, H.; Nomura, H.; Yasuda, T.; Adachi, C. J. Mater. Chem. C 2013, 1, 4599.
18. Yuen, M. Y.; Kui, S. C. F.; Low, K. H.; Kwok, C. C.; Chui, S. S. Y.; Ma, C. W.; Zhu, N.; Che, C. M. Chem. Eur. J. 2010, 16, 14131.
19. Brouwer, A. M. Pure Appl. Chem. 2011, 83, 2213.
20. Yan, W.; Wang, Q.; Lin, Q.; Li, M.; Peterson, J. L.; Shi, X. Chem. Eur. J. 2011, 17, 5011.
21. Adachi, C. 15th International Symposium on Novel Aromatic Compounds, Taipei, Taiwan, July 28-August 2 (2013)
22. 林凱苓, 以2,3-benzo[b]furan建構單元之藍色電激發光材料 中國文化大學應用化學研究所碩士論文, 2005.
23. (a) Koene, B. E.; Loy, D. E.; Thompson, M. E. Chem. Mater. 1998, 10, 2235; (b) Jia, W. L.; Feng, X. D.; Bai, D. R.; Lu, Z. H.; Wang, S.; Vamwounis, G. Chem. Mater. 2005, 17, 164.
24. Hua, Y.; Chang, S.; Huang, D.; Zhou, X.; Zhu, X.; Zhao, J.; Chen, T.; Wong, W. Y.; Wong, W.K. Chem. Mater. 2013, 25, 2146.
25. Entwistle, C. D.; Mader, T. B. Chem. Mater. 2004, 16, 4574.
26. Zhao, C. H.; Wakamiya, A.; Inukai, Y.; Yamaguchi, S. J. Am. Chem. Soc. 2006, 128, 15934.
27. Lin, S. L.; Chan, L. H.; Lee, R. H.; Yen, M. Y.; Kuo, W. J.; Chen, C. T.; Jeng, R. J. Adv. Mater. 2008, 20, 3947.
28. Wakamiya, A.; Taniguchi, T.; Yamaguchi, S. Angew. Chem. Int. Ed. 2006, 45, 3170.
29. Lin, M. S.; Chi, L. C.; Chang, H. W.; Huang, Y. H.; Tien, K. C.; Chen, C. C.; Chang, C. H.; Wu, C. C.; Chaskar, A.; Chou, S. H.; Ting, H. C.; Wong, K. T.; Liu, Y. H.; Chi, Y. J. Mater. Chem. 2012, 22, 870.
30. (a) Miyaua, N.; Suzuki, A. Chem. Commun. 1979, 19, 866; (b) Suzuki, A. J. Organomet. Chem. 1999, 576, 147.
31. Guram, Anil S.; Rennels, Roger A.; Buchwald, Stephen L. Angew. Chem. Int. Ed. 1995, 34, 1348-1350.
32. (a) Li, Y.; Fung, M. K.; Xie, Z.; Lee, S. T.; Hung, L.S.; Shi, J. Adv. Mater. 2002, 14, 1317. (b) Kukarni, A. P.; Tonzola, C. j.; Babel, A.; Jenekhe, S. A. Chem. Mater. 2004, 16, 4556.
33. Lin, L. B.; Young, R. H.; Mason, M. G.; Jenekhe, S. A.; Borsenberger, P. M. Appl. Phys. Lett. 1998, 72, 864.