Tetraphenylpyrazine-Based Luminogens with Aggregation-Enhanced Emission Characteristics: Preparation and Property
- Corresponding author: Qin Anjun, msqinaj@scut.edu.cn Tang BenZhong, tangbenz@ust.hk
Citation:
Pan Lingxiang, Luo Wenwen, Chen Ming, Liu Junkai, Xu Lu, Hu Rongrong, Zhao Zujin, Qin Anjun, Tang BenZhong. Tetraphenylpyrazine-Based Luminogens with Aggregation-Enhanced Emission Characteristics: Preparation and Property[J]. Chinese Journal of Organic Chemistry,
;2016, 36(6): 1316-1324.
doi:
10.6023/cjoc201602020
Chen, H. C.; Ching, K. C.; Fang, M. H.; Ching, F. S.; Pi, T. C.; Chin, H. L. Adv. Funct. Mater. 2009, 19, 560. (b) Lukas, Z.; Volker, E.; Ralph, R.; Klaus, M. Org. Lett. 2013, 15, 804. (c) Jon, P. A.; Bambi, L. R.; Kristin, B.; John, G. W. Nano. Lett. 2010, 10, 788. (d) You, S. S.; Cai, Q.; Zheng, Y.; He, B. C.; Shen, J.; Yang, W. T.; Yin, M. Z. ACS Appl. Mater. Interfaces 2014, 6, 16327. (e) Leung, C. W. T.; Hong, Y. N.; Chen, S. J.; Zhao, E. G.; Lam, J. W. Y.; Tang. B. Z. J. Am. Chem. Soc. 2013, 135, 62. (f) Chen, S. J.; Hong, Y. N.; Liu, Y.; Liu, J. Z.; Leung, C. W. T.; Li, M.; Kwok, R. T. K.; Zhao, E. G.; Lam, J. W. Y.; Yu, Y.; Tang, B. Z. J. Am. Chem. Soc. 2013, 135, 4926. (g) Wang, Z. K.; Chen, S. J.; Lam, J. W. Y.; Qin, W.; Kwok, R. T. K.; Xie, N.; Hu, Q. L.; Tang, B. Z. J. Am. Chem. Soc. 2013, 135 (22), 8238. (h) Ding, D.; Li, K.; Liu, B.; Tang, B. Z. Acc. Chem. Res. 2013, 46 (11), 2441.
Friend, R. H.; Gymer, R. W.; Holmes, A. B.; Burroughes, J. H.; Marks, R. N.; Taliani, C.; Bradley, D. D. C.; Dos, S. D. A.; Brédas, J. L.; Lögdlund, M.; Salaneck, W. R. Nature 1999, 397, 121.
Luo, J. D.; Xie, Z. L.; Lam, J. W. Y.; Cheng, L.; Chen, H. Y.; Qiu, C. F.; Kwok, H. S.; Zhan, X. W.; Liu, Y. Q.; Zhu, D. B.; Tang, B. Z. Chem. Commun. 2001, 1740.
Mei, J.; Leung, N. L. C.; Kwok, R. T. K.; Lam, J. W. Y.; Tang, B. Z. Chem. Rev. 2015, 115(21), 11718. (b) Hong, Y. N.; Lam, J. W. Y.; Tang, B. Z. Chem. Soc. Rev. 2011, 40, 5361. (c) Hong, Y. N.; Lam, J. W. Y.; Tang, B. Z. Chem. Commun. 2009, 4332. (d) Li, Q.; Li, Z. Sci. China Chem. 2015, 58, 1800. (e) Quan, C. Y.; Nie, H.; Hu, R. R.; Qin, A. J.; Zhao, Z. J.; Tang, B. Z. Chin. J. Chem. 2015, 33, 842.
Chen, L.; Jiang, Y. B.; Nie, H.; Lu, P.; Sung, H. H. Y.; Williams, I. D.; Kwok, H. S.; Huang, F.; Qin, A. J.; Zhao, Z. J.; Tang, B. Z. Adv. Funct. Mater. 2014, 24, 3621. (b) Scalise, R. E.; Caradonna, P. A.; Tracy, H. J.; Mullin, J. L.; Keirstead, A. E. J. Inorg. Organomet. Polym. Mater. 2014, 24, 431. (c) Mei, J.; Wang, J.; Sun, J. Z.; Zhao, H.; Yuan, W. Z.; Deng, C. M.; Chen, S. M.; Sung, H. H. Y.; Lu, P.; Qin, A. J.; Kwok, H. S.; Ma, Y. G.; Williams, I. D.; Tang, B. Z. Chem. Sci. 2012, 3, 549. (d) Liu, J.; Lam, J. W. Y.; Tang, B. Z. J. Inorg. Organomet. Polym. Mater. 2009, 19, 249.
Zhao, Z.; Lam, J. W. Y.; Tang, B. Z. J. Mater. Chem. 2012, 22, 23726. (b) Huang, J.; Sun, N.; Dong, Y.; Tang, R.; Lu, P.; Cai, P.; Li, Q.; Ma, D.; Qin, J.; Li, Z. Adv. Funct. Mater. 2013, 23, 2329. (c) Gu, X. G.; Yao, J. J.; Zhang, G. X.; Zhang, C.; Yan, Y. L.; Zhao, Y. S.; Zhang, D. Q. Chem. Asian J. 2013, 8, 2362. (d) Zhang, X.; Chi, Z.; Zhou, X.; Liu, S.; Zhang, Y.; Xu, J. J. Phys. Chem. C 2012, 116, 23629. (e) Ma, J.; Lin, T. T.; Pan, X.; Wang, W. Z. Chem. Mater. 2014, 26, 4221. (f) Misra, R.; Jadhav, T.; Dhokale, B.; Mobin, S. M. Chem. Commun. 2014, 50, 9067. (g) Ghosh, K. R.; Saha, S. K.; Wang, Z. Y. Polym. Chem. 2014, 5, 5638. (h) Dong, W.; Fei, T.; Palma-Cando, A.; Scherf, U. Polym. Chem. 2014, 5, 4048.
Xu, B.; Zhang, J. B.; Ma, S. Q.; Chen, J. L.; Dong, Y. J.; Tian, W. J. Prog. Chem. 2013, 25, 1079. (b) Zhang, X. Q.; Chi, Z. G.; Xu, B. J.; Jiang, L.; Zhou, X.; Zhang, Y.; Liu, S. W.; Xu, J. R. Chem. Commun. 2012, 48, 10895. (c) He, J. T.; Xu, B.; Chen, F. P.; Xia, H. J.; Li, K. P.; Ye, L.; Tian, W. J. J. Phys. Chem. C 2009, 113, 9892.
Yang, Z.; Chi, Z,; Yu, T.; Zhang, X.; Chen, M.; Xu, B.; Liu, S.; Zhang, Y.; Xu, J. J. Mater. Chem. 2009, 19, 5541. (b) Zhang, X.; Yang, Z.; Chi, Z,.; Chen, M.; Xu, B.; Wang, C.; Liu, S.; Zhang, Y.; Xu, J. J. Mater. Chem. 2010, 20, 292. (c) Yang, Z.; Chi, Z.; Xu, B.; Li, H.; Zhang, X.; Li, X.; Liu, S.; Zhang, Y.; Xu, J. J. Mater. Chem. 2010, 20, 7352. (d) Zhang, X.; Chi, Z.; Li, H.; Xu, B.; Li, X.; Liu, S.; Zhang, Y.; Xu, J. J. Mater. Chem. 2011, 21, 1788. (e) Zhang, X.; Chi, Z.; Xu, B.; Chen, C.; Zhou, X.; Zhang, Y.; Liu, S.; Xu, J. J. Mater. Chem. 2012, 22, 18505. (f) Li, H.; Chi, Z.; Zhang, X.; Xu, B.; Liu, S.; Zhang, Y.; Xu, J. Chem. Commun. 2011, 47, 11273. (g) Li, H.; Zhang, X.; Chi, Z.; Xu, B.; Zhou, W.; Liu, S.; Zhang, Y.; Xu, J. Org. Lett. 2011, 4, 556.
Chen, J. W.; Xu, B.; Ouyang, X. Y.; Tang, B. Z.; Cao, Y. J. Phys. Chem. A 2004, 108, 7522. (b) Han, T.; Zhang, Y. J.; Feng, X.; Lin, Z. G.; Tong, B.; Shi, J. B.; Zhi, J. G.; Dong, Y. P. Chem. Commun. 2013, 49, 7049. (c) Guo, Y. X.; Feng, X.; Han, T. Y.; Wang, S.; Lin, Z. G.; Dong, Y. P.; Wang, B. J. Am. Chem. Soc. 2014, 136, 15485.
Chen, M.; Li, L. Z.; Nie, H.; Tong, J. Q.; Yan, L. L.; Xu, B.; Sun, J. Z.; Tian, W. J.; Zhao, Z. J.; Qin, A. J.; Tang, B. Z. Chem. Sci. 2015, 6, 1932.
Chen, M.; Nie, H.; Song, B.; Li, L. Z.; Sun, J. Z.; Qin, A. J.; Tang, B. Z. J. Mater. Chem. C 2016, 4, 2901.
Dong, Y. Q.; Lam, J. W. Y.; Qin, A. J.; Sun, J. X.; Liu, J. Z.; Li, Z.; Sun, J. Z.; Sung, H. H. Y.; Williams, I. D.; Kwokc, H. S.; Tang, B. Z. Chem. Commun. 2007, 3255.
Qin, A. J.; Lam, J. W. Y.; Mahtab, F.; Jim, C. K. W.; Tang, L.; Sun J. Z.; Sung, H. H. Y.; Williams, I. D.; Tang, B. Z. Appl. Phys. Lett. 2009, 94, 253308.
Nie, H.; Chen, B.; Quan, C. Y.; Zhou, J.; Qiu, H. Y.; Hu, R. R.; Su, S. J.; Qin, A. J.; Zhao, Z. J.; Tang B. Z. Chem. Eur. J. 2015, 21, 8137.
Mohamad-Ali, T.; Freédeéric, D.; Bernadette, G.; Jean-Louis, C.; Didier, G.; Fabrice, M. S.; Jean-Pierre, F.; Jacques, L. Macromolecules 2013, 46, 736.
Marques, M. V.; Ruthner, M. M.; Fontoura, L. A. M.; Russowsky, D. J. Braz. Chem. Soc. 2012, 23, 171.
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Concentration: 10-5mol•L-1; excitation wavelength: 348,356 and 358 nm
Concentration of AIEgens: 10-5mol•L-1; excitation wavelengths: 348,356 and 358 nm,respectively