臺灣博碩士論文加值系統

利用各種取代基團取代10-胺基苯騈[h]喹啉胺基上的一個氫原子，我們得到一系列新穎的N-H型激發態分子內質子轉移分子，只要簡單地調整所接之取代基團的推/拉電子性質，即可調控這些分子的螢光放射範圍，目前放光範圍可從590 nm(黃光)至770 nm(近紅外光)之間。

10-hydroxybenzo[h]quinoline (HBQ) has six-membered ring hydrogen bond and serves as perhaps the most prominent ESIPT system that undergoes an ultrafast proton transfer free from the solvent perturbation. Replacing the hydroxyl group by the amino group at the C(10) position of benzo[h]quinoline and substituting one of the N-H hydrogen atoms by various substituents we herein report on a new series of N-H proton transfer molecules. The tautomer emission can be widely tuned from yellow to the near infrared region simply by harnessing the electrondonating/withdrawing strength of the substituents. Therefore, this class of molecules may have potential in colour applications.

目錄 VI
圖目錄 VII
表目錄 VIII
附錄-圖目錄 IX
附錄-表目錄 XI
化合物結構命名及其縮寫 XII
縮寫對照表 XV
第一章 緒論 1
§ 1.1 激發態分子內質子轉移 1
§ 1.2 10-hydroxybenzo[h]quinoline (HBQ)的應用 2
§ 1.3 研究動機與目的 3
第二章 結果與討論 5
第三章 結論 15
第四章 實驗部分 16
§ 3.1 一般實驗敘述 16
§ 3.2 合成步驟與結構鑑定資料 18
§ 3.3 電腦模擬計算 27
§ 3.4 穩定態光譜 28
參考文獻 29
附錄 30

1. A. P. Demchenko; K. C. Tang; P. T. Chou. Chem. Soc. Rev. 2013, 42, 1379.
2. P. Chou; D. McMorrow; T. J. Aartsma; M. Kasha. J. Phys. Chem. 1984, 88, 4596.
3. J. Catala´n; J. C. del Valle; R. M. Claramunt; D. Sanz; J. Dotor. J. Lumin. 1996, 68, 165.
4. A. D. Roshal; A. V. Grigorovich; A. O. Doroshenko; V. G. Pivovarenko; A. P. Demchenko. J. Phys. Chem. A 1998, 102, 5907.
5. J. E. Kwon; S. Y. Park. Adv. Mater. 2011, 23, 3615.
6. M. L. Martinez; W. C. Cooper; P. T. Chou. Chem. Phys. Lett.,1992, 193, 151.
7. P. T. Chou; C. Y. Wei. J. Phys. Chem., 1996, 100, 17059.
8. P. T. Chou; Y. C. Chen; W. S. Yu; Y. H. Chou; C. Y. Wei; Y. M. Cheng. J. Phys. Chem. A, 2001, 105, 1731.
9. S. Takeuchi; T. Tahara. J. Phys. Chem. A, 2005, 109, 10199.
10. K. Y. Chen; C. C. Hsieh; Y. M. Cheng; C. H. Lai; P. T Chou. Chem. Commun., 2006, 4395.
11. H. W. Tseng; J. Q. Liu; Y. A. Chen; C. M. Chao; K. M. Liu; C. L. Chen; T. C. Lin; C. H. Hung; Y. L. Chou; T. C. Lin; T. L. Wang; P. T. Chou. J. Phys. Chem. Lett. 2015, 6, 1477.
12. W. Zhang; S. Lou; Y. Liu; Z. Xu. J. Org. Chem. 2013, 78, 5932.
13. H. W. Tseng; T. C. Lin; C. L. Chen; T. C. Lin; Y. A. Chen; J. Q. Liu; C. H. Hung; C. M. Chao; K. M. Liu; P. T. Chou. Chem. Commun. 2015, 51, 16099.