基于抑制扭转的分子内电荷转移(TICT)提升有机小分子荧光染料亮度及光稳定性※

doi:10.6023/A21120578

化学学报 ›› 2022, Vol. 80 ›› Issue (4): 553-562.DOI: 10.6023/A21120578 上一篇下一篇

所属专题：中国科学院青年创新促进会合辑

综述

基于抑制扭转的分子内电荷转移(TICT)提升有机小分子荧光染料亮度及光稳定性^※

许宁^a^,^b, 乔庆龙^a^,^*(), 刘晓刚^c, 徐兆超^a^,^b^,^*()

a 中国科学院大连化学物理研究所辽宁大连 116023
b 大连理工大学张大煜学院辽宁大连 116024
c 新加坡科技设计大学新加坡 487372

投稿日期:2021-12-23 发布日期:2022-04-28
通讯作者: 乔庆龙, 徐兆超

作者简介:

许宁, 博士研究生, 2018年7月毕业于山东理工大学化学化工学院, 获理学硕士学位. 目前就读于大连理工大学张大煜(化学)学院, 主要从事新型荧光团的开发以及荧光成像工作.

乔庆龙, 大连化学物理研究所副研究员. 2017年获得大连理工大学博士学位, 2018年加入大连化学物理研究所徐兆超教授课题组, 2020年任副研究员, 主要研究方向为新型荧光染料开发、超分辨动态成像和蛋白质荧光探针.

徐兆超, 大连化学物理研究所研究员, 博士生导师. 2006年毕业于大连理工大学, 师从钱旭红教授. 随后, 进入梨花女子大学的Juyoung Yoon教授课题组, 担任博士后研究员. 2008年10月起在剑桥大学David R. Spring教授课题组担任Herchel Smith Research Fellow. 2011年至今在中国科学院大连化学物理研究所任课题组组长. 主要研究方向为新型的荧光团设计和发光构效关系研究、蛋白质标记和传感、荧光探针、超分辨率荧光成像.

^※ 庆祝中国科学院青年创新促进会十年华诞.

基金资助:
国家自然科学基金(22078314); 国家自然科学基金(21878286); 国家自然科学基金(21908216); 大连化学物理研究所(DICPI202142); 大连化学物理研究所(DICPI201938); 大连化学物理研究所(DICPZZBS201805); 新加坡教育部(MOE-MOET2EP10120-0007); 新加坡科技设计大学(SUTD-ZJU(SUTD-ZJU (VP) 201905)

Enhancing Brightness and Photostability of Organic Small Molecular Fluorescent Dyes Through Inhibiting Twisted Intramolecular Charge Transfer (TICT)^※

Ning Xu^a^,^b, Qinglong Qiao^a(), Xiaogang Liu^c, Zhaochao Xu^a^,^b()

a Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian 116023, Liaoning Province, China
b Zhang Dayu School of Chemistry, Dalian University of Technology, Dalian 116024, China
c Singapore University of Technology and Design, Singapore 487372, Singapore

Received:2021-12-23 Published:2022-04-28
Contact: Qinglong Qiao, Zhaochao Xu
About author:
^※ Dedicated to the 10th anniversary of the Youth Innovation Promotion Association, CAS.
Supported by:
National Natural Science Foundation of China(22078314); National Natural Science Foundation of China(21878286); National Natural Science Foundation of China(21908216); Dalian Institute of Chemical Physics(DICPI202142); Dalian Institute of Chemical Physics(DICPI201938); Dalian Institute of Chemical Physics(DICPZZBS201805); The authors thank the support from the Ministry of Education, Singapore(MOE-MOET2EP10120-0007); Singapore University of Technology and Design(SUTD-ZJU (VP) 201905)

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摘要/Abstract

有机小分子荧光染料研究已有170余年历史, 其结构和性能随着合成方法和应用需求的发展而不断革新, 已被广泛应用于荧光标记、探针和生物成像中. 近年来发展起来的超分辨荧光成像技术对有机小分子荧光染料的亮度、稳定性和开关性能等均提出了更高的要求, 这为染料发展带来了新的机遇. 当前, 化学工作者也将更多精力聚焦在染料结构改造提升有机小分子荧光染料的亮度与光稳定性. 激发态扭转的分子内电荷转移(TICT)是有机小分子荧光染料中主要的非辐射衰减途径之一. 因而, 抑制TICT能够很好地提升染料的亮度和光稳定性, 并成为目前针对超分辨成像技术发展高亮度和光稳定性的有机小分子荧光染料的主要方法. 本综述首先简要回顾了TICT的机制和发展过程, 而后重点介绍近些年通过抑制TICT策略来提升不同结构有机小分子荧光染料光谱性能方面的进展.

关键词: 超分辨成像, 有机小分子荧光染料, 扭曲的分子内电荷转移, 亮度, 光稳定性

During the past 170 years, organic small molecular fluorescent dyes had been widely applied in fluorescence labeling, fluorescence probes and bioimaging. And their structures and performances continually evolved with development of synthetic method and application. However, the emerging super-resolution imaging put forward higher requirements at brightness, stability and switching performance of organic small molecular fluorescent dyes, which also offers new opportunity for developing novel dyes at the same time. So, chemists presently pay more attentions on brightness and photostability. Twisted intramolecular charge transfer (TICT), the major nonradiative decay channel in organic small molecular fluorescent dyes, seriously decrease brightness and photostability. Therefore, inhibiting TICT has became the crucial strategy to develop organic small molecular fluorescent dyes towards super-resolution imaging. This review will firstly demonstrate mechanism and development of TICT and emphatically introduce the progress in improving organic small molecular fluorescent dyes based on inhibiting TICT.

Key words: super-resolution imaging, organic small molecular fluorescent dyes, twisted intramolecular charge transfer, brightness, photostability

引用此文

许宁, 乔庆龙, 刘晓刚, 徐兆超. 基于抑制扭转的分子内电荷转移(TICT)提升有机小分子荧光染料亮度及光稳定性^※[J]. 化学学报, 2022, 80(4): 553-562.

Ning Xu, Qinglong Qiao, Xiaogang Liu, Zhaochao Xu. Enhancing Brightness and Photostability of Organic Small Molecular Fluorescent Dyes Through Inhibiting Twisted Intramolecular Charge Transfer (TICT)^※[J]. Acta Chimica Sinica, 2022, 80(4): 553-562.

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图/表 15

图1. (a)假设的激发态平衡(TICT模型); (b)供体-受体型荧光团中激发态分子扭曲的能势面示意图[32-33]; (c) DMAPB在含有1% (V/V)乙腈的水溶液中的荧光激发和发射光谱[35]

Figure 1. (a) Hypothesized excited-state equilibrium (the TICT model); (b) illustration of energy potential surfaces for excited-state molecular twisting in a donor-acceptor (D-A) type fluorophore[32-33]; (c) fluorescence excitation and emission spectra of DMAPB in aqueous solutions containing 1% (V/V) MeCN[35]

图2. 从(a)实验角度和(b)相应参数对TICT机制的说明[26]

Figure 2. The illustration of the TICT mechanism from (a) experimental view and (b) the corresponding parameters[26]

图3. 各种荧光团中的氨基环化策略抑制TICT和提高量子产率

Figure 3. Amino cyclization strategy in various fluorophores inhibits TICT and improves quantum yield

图4. 化合物9和10的(a)化学结构; (b)在水中的光谱性质; (c)随光照时间变化的紫外-可见吸收光谱[31]

Figure 4. (a) Chemical structures and (b) spectroscopic properties of 9 and 10 measured in water. (c) The UV-Vis absorption spectra of 9 and 10 as a function of laser irradiation time[31]

图5. 化合物11~16的化学结构以及在水中的光谱性质

Figure 5. Chemical structures and spectroscopic properties of 11~16 measured in water

图6. (a)供体和萘酰亚胺母体之间空间位阻的示意图; (b) 17~19的各种供体构象和优化几何结构的示意图; 化合物17~19的(c)化学结构和(d)在乙醇中的光谱性质[44]

Figure 6. (a) Schematic illustration of steric hindrance between the donor and naphthalimide fragments. (b) Schematic illustration of various donor conformations and optimized geometries of 17~19. (c) Chemical structures and (d) spectroscopic properties of 17~19 measured in EtOH[44]

图7. 化合物SA2和MY的(a)化学结构和(b)在PBS中的光谱性质

Figure 7. (a) Chemical structures and (b) spectroscopic properties of SA2 and MY measured in PBS

图8. 化合物20和21的(a)化学结构以及(b)在水中的光谱性质

Figure 8. (a) Chemical structures and (b) spectroscopic properties of 20 and 21 measured in water

图9. 化合物11, 22~26的(a)化学结构和(b)在水中的光谱性质

Figure 9. (a) Chemical structures and (b) spectroscopic properties of 11, 22~26 measured in water

图10. 化合物27~31的(a)化学结构和(b)在PBS中的光谱性质

Figure 10. (a) Chemical structures and (b) spectroscopic properties of 27~31 measured in PBS

图11. 化合物32和33的(a)化学结构及(b)在水溶液中的光谱性质

Figure 11. (a) Chemical structures and (b) spectroscopic properties of 32 and 33 measured in water

图12. 化合物19和34的(a)化学结构, (b)在乙醇溶液中的光谱性质和(c)计算的激发态的电子密度差异[51]

Figure 12. (a) Chemical structures, (b) spectroscopic properties measured in EtOH of 19 and 34 and (c) electron density difference during excitation calculated for 19 and 34[51]

图13. (a)与抑制TICT无关的减少染料光蓝可能的方法, 化合物35的(b)化学结构, (c)时间分辨吸收光谱[52]

Figure 13. (a) Possible approaches to mitigate the dye photobluing unrelated to TICT suppression, (b) chemical structures and (c) time-resolved absorption spectra of 35[52]

图14. 化合物11、36~38的(a)化学结构和(b)在HEPES缓冲液中的光谱性质; (c)化合物11和36的连续吸收光谱, 使用560 nm激光(1.02 W/cm2)进行光漂白[58]

Figure 14. (a) Chemical structures of 11, 36~38 and (b) spectroscopic properties of them measured in HEPES buffer. (c) Sequential absorption spectra of 11 and 36 during photobleaching using 560 nm (1.02 W/cm2)[58]

图15. 化合物32、39和40的(a)化学结构和(b)在PBS溶液中的光谱特性; (c)在水溶液中N-TICT旋转角(θ)函数的相对S1能量, 在CAM-B3LYP/cLR-SMD水平计算[62]

Figure 15. (a) Chemical structures of 32, 39 and 40 and (b) spectroscopic properties of them measured in PBS solution. (c) Relative S1 energy as a function of the N-TICT rotation angle (θ) for them calculated at the CAM-B3LYP/cLR-SMD level in water solution[62]

参考文献 62

[1]	Planchon, T. A.; Gao, L.; Milkie, D. E.; Davidson, M. W.; Galbraith, J. A.; Galbraith, C. G.; Betzig, E. Nat. Methods 2011, 8, 417. doi: 10.1038/nmeth.1586 pmid: 21378978
[2]	Hell, S. W. Angew. Chem., Int. Ed. 2015, 54, 8054. doi: 10.1002/anie.201504181
[3]	Huang, B.; Babcock, H.; Zhuang, X.-W. Cell 2010, 143, 1047. doi: 10.1016/j.cell.2010.12.002 pmid: 21168201
[4]	Jones, S. A.; Shim, S.-H.; He, J.; Zhuang, X.-W. Nat. Methods 2011, 8, 499. doi: 10.1038/nmeth.1605 pmid: 21552254
[5]	Balzarotti, F.; Eilers, Y.; Gwosch, K. C.; Gynna, A. H.; Westphal, V.; Stefani, F. D.; Elf, J.; Hell, S. W. Science 2017, 355, 606. doi: 10.1126/science.aak9913 pmid: 28008086
[6]	Baddeley, D.; Bewersdorf, J. Annu. Rev. Biochem. 2018, 87, 965. doi: 10.1146/annurev-biochem-060815-014801 pmid: 29272143
[7]	Yu, J. Annu. Rev. Phys. Chem. 2016, 67, 565. doi: 10.1146/annurev-physchem-040215-112451
[8]	Sydor, A. M.; Czymmek, K. J.; Puchner, E. M.; Mennella, V. Trends Cell Biol. 2015, 25, 730. doi: 10.1016/j.tcb.2015.10.004
[9]	Huang, B.; Bates, M.; Zhuang, X.-W. Annu. Rev. Biochem. 2009, 78, 993. doi: 10.1146/annurev.biochem.77.061906.092014 pmid: 19489737
[10]	Wang, L.; Frei, M. S.; Salim, A.; Johnsson, K. J. Am. Chem. Soc. 2019, 141, 2770. doi: 10.1021/jacs.8b11134 pmid: 30550714
[11]	Fernández-Suárez, M.; Ting, A. Y. Nat. Rev. Mol. Cell Biol. 2008, 9, 929. doi: 10.1038/nrm2531
[12]	Uno, S. N.; Tiwari, D. K.; Kamiya, M.; Arai, Y.; Nagai, T.; Urano, Y. Microscopy 2015, 64, 263. doi: 10.1093/jmicro/dfv037
[13]	van de Linde, S.; Heilemann, M.; Sauer, M. Annu. Rev. Phys. Chem. 2012, 63, 519. doi: 10.1146/annurev-physchem-032811-112012
[14]	Yang, Z.-G.; Xiong, J.; Zhang, W.; Li, W.; Pan, W.-H; Zhang, J.-G.; Gu, Z.-Y.; Huang, M.-N.; Qu, J.-L. Acta Chim. Sinica 2020, 78, 130. (in Chinese) doi: 10.6023/A19100374
	(杨志刚, 熊佳, 张炜, 李文, 潘文慧, 张建国, 顾振宇, 黄美娜, 屈军乐, 化学学报, 2020, 78, 130.) doi: 10.6023/A19100374
[15]	Shcherbakova, D. M.; Sengupta, P.; Lippincott-Schwartz, J.; Verkhusha, V. V. Annu. Rev. Biophys. 2014, 43, 303. doi: 10.1146/annurev-biophys-051013-022836 pmid: 24895855
[16]	Mishin, A. S.; Belousov, V. V.; Solntsev, K. M.; Lukyanov, K. A. Curr. Opin. Chem. Biol. 2015, 27, 1. doi: 10.1016/j.cbpa.2015.05.002
[17]	Yu, M.; Zhang, Z.-J.; Zhu, G.-W.; Gu, Z.-H.; Duan, Y.-L.; Yu, L.-C.; Gao, G.-B.; Sun, T.-L. Acta Chim. Sinica 2021, 79, 1281. (in Chinese) doi: 10.6023/A21070333
	(余梦, 张子俊, 朱国委, 谷振华, 段玉霖, 余良翀, 高冠斌, 孙涛垒, 化学学报, 2021, 79, 1281.) doi: 10.6023/A21070333
[18]	Jin, D.-Y.; Xi, P.; Wang, B.-M.; Zhang, L.; Enderlein, J.; van Oijen, A. M. Nat. Methods 2018, 15, 415. doi: 10.1038/s41592-018-0012-4
[19]	Pan, L.-X.; Huang, Y.-Q.; Sheng, K.; Zhang, R.; Fan, Q.-L.; Huang, W. Acta Chimica Sinica, 2021, 79, 1097. (in Chinese) doi: 10.6023/A21050219
	(潘立祥, 黄艳琴, 盛况, 张瑞, 范曲立, 黄维, 化学学报, 2021, 79, 1097.) doi: 10.6023/A21050219
[20]	Cai, Z.; Zhang, Y.-W.; Jiang, L.-P.; Zhu, J.-J. Acta Chim. Sinica 2021, 79, 481. (in Chinese) doi: 10.6023/A20120583
	(蔡政, 张颖雯, 姜立萍, 朱俊杰, 化学学报, 2021, 79, 481.) doi: 10.6023/A20120583
[21]	Gao, H.-Q.; Jiao, D.; Ou, H.-L.; Zhang, J.-T.; Ding, D. Acta Chim. Sinica 2021, 79, 319. (in Chinese) doi: 10.6023/A20100501
	(高贺麒, 焦迪, 欧翰林, 章经天, 丁丹, 化学学报, 2021, 79, 319.) doi: 10.6023/A20100501
[22]	Luo, X.-R.; Chen, M.-W.; Yang, Q.-L. Acta Chim. Sinica 2020, 78, 373. (in Chinese) doi: 10.6023/A20020045
	(罗兴蕊, 陈敏文, 杨晴来, 化学学报, 2020, 78, 373.) doi: 10.6023/A20020045
[23]	Sang, R.-Y.; Xu, X.-P.; Wang, Q.; Fan, Q.-L.; Huang, W. Acta Chim. Sinica 2020, 78, 901. (in Chinese) doi: 10.6023/A20050190
	(桑若愚, 许兴鹏, 王其, 范曲立, 黄维, 化学学报, 2020, 78, 901.) doi: 10.6023/A20050190
[24]	Ren, J.-B.; Wang, L.; Guo, R.; Tang, Y.-H.; Zhou, H.-M.; Lin, W.-Y. Acta Chim. Sinica 2021, 79, 87. (in Chinese) doi: 10.6023/A20080399
	(任江波, 王蕾, 郭锐, 唐永和, 周红梅, 林伟英, 化学学报, 2021, 79, 87.) doi: 10.6023/A20080399
[25]	Hübner, K. Chem. Unserer Zeit 2006, 40, 274. doi: 10.1002/ciuz.200690054
[26]	Travis, A. S. Technol. Cult. 1990, 31, 51. doi: 10.2307/3105760
[27]	Beija, M.; Afonso, C. A.; Martinho, J. M. G. Chem. Soc. Rev. 2009, 38, 2410. doi: 10.1039/b901612k
[28]	Lavis, L. D. Annu. Rev. Biochem. 2017, 86, 825. doi: 10.1146/annurev-biochem-061516-044839 pmid: 28399656
[29]	Lavis. L. D.; Raines. R. T. ACS Chem. Biol. 2014, 9, 855. doi: 10.1021/cb500078u pmid: 24579725
[30]	Lavis, L. D.; Raines, R. T. ACS Chem. Biol. 2008, 3, 142. doi: 10.1021/cb700248m pmid: 18355003
[31]	Zheng, Q.-S.; Lavis, L. D. Curr. Opin. Chem. Biol. 2017, 39, 32. doi: 10.1016/j.cbpa.2017.04.017
[32]	Grabowski, Z. R.; Rotkiewicz, K.; Rettig, W. Chem. Rev. 2003, 103, 3899. pmid: 14531716
[33]	Rotkiewicz, K.; Grellmann, K. H.; Grabowski, Z. R. Chem. Phys. Lett. 1973, 19, 315. doi: 10.1016/0009-2614(73)80367-7
[34]	Rettig, W. Angew. Chem., Int. Ed. Engl. 1986, 25, 971. doi: 10.1002/anie.198609711
[35]	Ozawa, R.; Hayashita, T.; Matsui, T.; Nakayama, C.; Yamauchi, A.; Suzuki, I. J. Incl. Phenom. Macrocycl. Chem. 2008, 60, 253. doi: 10.1007/s10847-007-9373-5
[36]	Wang, C.; Chi, W.-J.; Qiao, Q.-L.; Tan, D.; Xu, Z.-C.; Liu, X.-G. Chem. Soc. Rev. 2021, 50, 12656. doi: 10.1039/D1CS00239B
[37]	Grabowski, Z. R.; Rotkiewicz, K.; Siemiarczuk, A. J. Lumin. 1979, 18-19, 420. doi: 10.1016/0022-2313(79)90153-4
[38]	Jones, G.; Jackson, W. R.; Choi, C. Y.; Bergmark, W. R. J. Phys. Chem. 1985, 89, 294. doi: 10.1021/j100248a024
[39]	Whitaker, J. E.; Haugland, R. P.; Ryan, D.; Hewitt, P. C.; Haugland, R. P.; Prendergast, F. G. Anal. Biochem. 1992, 207, 267. pmid: 1481981
[40]	Kubin, R. F.; Fletcher, A. N. J. Lumin. 1982, 27, 445.
[41]	Song, X.-Z.; Johnson, A.; Foley, J. J. Am. Chem. Soc. 2008, 130, 17652. doi: 10.1021/ja8075617
[42]	Grimm, J. B.; English, B. P.; Chen, J.-J.; Slaughter, J. P.; Zhang, Z.-J.; Revyakin, A.; Patel, R.; Macklin, J. J.; Normanno, D.; Singer, R. H.; Lionnet, T.; Lavis, L. D. Nat. Methods 2015, 12, 244. doi: 10.1038/nmeth.3256
[43]	Grimm, J. B.; Muthusamy, A. K.; Liang, Y.-J.; Brown, T. A.; Lemon, W. C.; Patel, R.; Lu, R.-W.; Macklin, J. J.; Keller, P. J.; Ji, N.; Lavis, L. D. Nat. Methods 2017, 14, 987.
[44]	Liu, X.-G.; Qiao, Q.-L.; Tian, W.-M.; Liu, W.-J.; Chen, J.; Lang, M. J.; Xu, Z.-C. J. Am. Chem. Soc. 2016, 138, 6960. doi: 10.1021/jacs.6b03924
[45]	Du, J.-J.; Gu, Q.-Y.; Chen, J.-Y.; Fan, J.-L.; Peng, X.-J. Sens. Actuators B Chem. 2018, 265, 204. doi: 10.1016/j.snb.2018.02.176
[46]	Xu, Z.-Y.; Zhao, X.-F.; Zhou, M.; Zhang, Z.-J.; Qin, T.-Y.; Wang, D.; Wang, L.; Peng, X.-J.; Liu, B. Sens. Actuators B Chem. 2021, 345, 130367. doi: 10.1016/j.snb.2021.130367
[47]	Ye, Z.-W; Yang, W.; Wang, C.; Zheng, Y.; Chi, W.-J; Liu, X.-G; Huang, Z.-L; Li, X.-Y.; Xiao, Y. J. Am. Chem. Soc. 2019, 141, 14491. doi: 10.1021/jacs.9b04893
[48]	Lv, X.; Gao, C.-M.; Han, T.-H.; Shi, H.; Guo, W. Chem. Commun. 2020, 56, 715. doi: 10.1039/C9CC09138F
[49]	Lv, X.; Han, T.-H.; Wu, Y.; Zhang, B.-R.; Guo, W. Chem. Commun. 2021, 57, 9744. doi: 10.1039/D1CC03360C
[50]	Singha, S.; Kim, D.; Roy, B.; Sambasivan, S.; Moon, H.; Rao, A. S.; Kim, J.; Joo, Y. T.; Park, J. W.; Rhee, Y. M.; Wang, T.; Kim, K. H.; Shin, Y. H.; Jung, J.; Ahn, K. H. Chem. Sci. 2015, 6, 4335. doi: 10.1039/C5SC01076D
[51]	Hoelzel, C. A.; Hu, H.; Wolstenholme, C. H.; Karim, B. A.; Munson, K. T.; Jung, K. H.; Zhang, H.; Liu, Y.; Yennawar, H. P.; Asbury, J. B.; Li, X.-S.; Zhang, X. Angew. Chem. Int. Ed. 2020, 59, 4785. doi: 10.1002/anie.201915744 pmid: 31922642
[52]	Butkevich, A. N.; Bossi, M. L.; Lukinavičius, G.; Hell, S. W. J. Am. Chem. Soc. 2019, 141, 981. doi: 10.1021/jacs.8b11036 pmid: 30562459
[53]	Kuznetsova, N. A.; Kaliya, O. L. Russ. Chem. Rev. 1992, 61, 683. doi: 10.1070/RC1992v061n07ABEH000992
[54]	Winters, B. H.; Mandelberg, H. I.; Mohr, W. B. Appl. Phys. Lett. 1974, 25, 723. doi: 10.1063/1.1655376
[55]	Chen, C.-C.; Lu, C.-S.; Mai, F.-D.; Weng, C.-S. J. Hazard. Mater. 2006, 137, 1600. doi: 10.1016/j.jhazmat.2006.04.047
[56]	Li, X.-Z.; Liu, G.-M.; Zhao, J.-C. New J. Chem. 1999, 23, 1193. doi: 10.1039/a906765e
[57]	Evans, N. A. J. Soc. Dyers Colour. 1973, 89, 332.
[58]	Grimm, J. B.; Xie, L.-Q.; Casler, J. C.; Patel, R.; Tkachuk, A. N.; Falco, N.; Choi, H.; Lippincott-Schwartz, J.; Brown, T. A.; Glick, B. S.; Liu, Z.; Lavis, L. D. JACS Au 2021, 1, 690. doi: 10.1021/jacsau.1c00006
[59]	Rappoport, D.; Furche, F. J. Am. Chem. Soc. 2004, 126, 1277. pmid: 14746501
[60]	Köhn, A.; Hättig, C. J. Am. Chem. Soc. 2004, 126, 7399. doi: 10.1021/ja0490572
[61]	Jödicke, C. J.; Lüthi, H. P. J. Am. Chem. Soc. 2003, 125, 252. doi: 10.1021/ja020361+
[62]	Wang, C.; Qiao, Q.-L.; Chi, W.-J.; Chen, J.; Liu, W.-J.; Tan, D.; McKechnie, S.; Lyu, D.; Jiang, X.-F.; Zhou, W.; Xu, N.; Zhang, Q.-S.; Xu, Z.-C.; Liu, X.-G. Angew. Chem. Int. Ed. 2020, 59, 10160.

基于抑制扭转的分子内电荷转移(TICT)提升有机小分子荧光染料亮度及光稳定性^※

Enhancing Brightness and Photostability of Organic Small Molecular Fluorescent Dyes Through Inhibiting Twisted Intramolecular Charge Transfer (TICT)^※

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[6]	戴光松,刘鲁生,张建科,吴世康. β-二酮化合物光稳定行为的研究[J]. 化学学报, 1987, 45(6): 564-568.

基于抑制扭转的分子内电荷转移(TICT)提升有机小分子荧光染料亮度及光稳定性※

Enhancing Brightness and Photostability of Organic Small Molecular Fluorescent Dyes Through Inhibiting Twisted Intramolecular Charge Transfer (TICT)※

RichHTML

PDF

可视化

摘要/Abstract

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图/表 15

参考文献 62

相关文章 6

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基于抑制扭转的分子内电荷转移(TICT)提升有机小分子荧光染料亮度及光稳定性^※

Enhancing Brightness and Photostability of Organic Small Molecular Fluorescent Dyes Through Inhibiting Twisted Intramolecular Charge Transfer (TICT)^※