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  • 學位論文

具有聚集誘導發光性質之苯並三唑衍生物的合成及光物理性質研究

Synthesis and photophysical properties of benzotriazole-based derivatives with aggregation-induced emission properties

指導教授 : 嚴詠聖
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摘要


本實驗使用鈀金屬催化劑,利用碳-碳鍵、碳-氮鍵耦合反應,成功合成出三種以苯並三唑為核心之化合物,引入不同的四苯基乙烯衍生物,得到TPE系列的化合物。TPE系列化合物具有聚集誘導發光的性質,利用不同的推電子基與改變共軛鏈長,藉以調控電子雲的定域化程度,提升HOMO能階,有利於分子內電子的躍遷。 TPE系列化合物的螢光放光位置不受溶劑效應所影響,約在530 nm,屬藍綠色放光。而化合物TPE-1,在薄膜態時放光強度出現顯著提升,且在觀察不同比例的混和溶劑實驗中,當水的比例(不良溶劑)提高,也出現了高放光強度,可看出具有優秀的聚集誘導發光性質。

並列摘要


Benzotriazole-based materials tethered with tetraphenylethylene derivatives were successfully synthesized via palladium complex catalyzed C-C and C-N coupling reaction. These new chromophores have the aggregation-induced-emission properties. The Opto-properties can be tuned by different electron donors and the conjugation length, which could lead to a higher HOMO. Higher HOMO energy level is beneficial for intramolecular charge transfer. There is no obvious solvent effect for fluorescence emission, and they are all emitted from the blue-green region at about 530 nm. In the film state, compound TPE-1 shows a significant increase in the emission intensity. In addition, in the aggregation-induced emission test, when the proportion of water (poor solvent) increased, higher emission intensity also appeared, which shows that TPE-1 has excellent properties of aggregation-inducedemission.

參考文獻


1. G. S. Selopal, H. P. Wu, J. Lu, Y.-C. Chang, M. Wang, A. Vomiero, I. Concina, E. W. G. Diau, Scientific Reports. 2016, 6, 18756.
2. G. Urbain, C. R. Acad. Sci. 1908, 147, 1472.
3. L. Brüninghaus, C. R. Acad. Sci. 1909, 149, 1375.
4. Y. Hong, J. W. Y. Lam, B. Z. Tang, Chem. Commun. 2009, 4332.
5. B. K. An, S. K. Kwon, S. D. Jung, S. Y. Park, J. Am. Chem. Soc. 2002, 124, 14410.

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