A trident dithienylethene-perylenemonoimide dyad with super fluorescence switching speed and ratio

Nature Communications

Volumn 5, Issue , 2014, Pages

  Li, Chong ^a   Yan, Hui ^a   Zhao, Ling Xi ^a   Zhang, Guo Feng ^a   Hu, Zhe ^a   Huang, Zhen Li ^a   Zhu, Ming Qiang ^a  

^a HUAZHONG UNIVERSITY OF SCIENCE AND TECHNOLOGY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

1,2 DITHIENYLETHENE; COPOLYMER; ETHYLENE; IMIDE; TRIDENT PERYLENEMONOIMIDE DYAD; UNCLASSIFIED DRUG;

FLUORESCENCE; IMAGE RESOLUTION; IRRADIATION; OPTICAL INSTRUMENT; ULTRAVIOLET RADIATION; WAVELENGTH;

ARTICLE; CHEMICAL STRUCTURE; CONFORMATIONAL TRANSITION; CYCLIZATION; FLUORESCENCE; FLUORESCENCE MICROSCOPY; IMAGE ANALYSIS; LIGHT RELATED PHENOMENA; NANOIMAGING; OPTICAL INSTRUMENTATION; OPTICS; PHOTOLUMINESCENCE; PHYSICAL PARAMETERS; QUANTITATIVE ANALYSIS; ULTRAVIOLET IRRADIATION; VELOCITY; VISUAL MEMORY;

EID: 84923624887     PISSN: None     EISSN: 20411723     Source Type: Journal    
DOI: 10.1038/ncomms6709     Document Type: Article

References (33)

1. Kawata, S. & Kawata, Y. Three-dimensional optical data storage using photochromic materials. Chem. Rev. 100, 1777-1788 (2000).
2. Matsuda, K. & Irie, M. Diarylethene as a photo switching unit. J. Photoch. Photobio. C 15, 169-182 (2004).
3. Yun, C., You, J., Kim, J., Huh, J. & Kim, E. Photochromic fluorescence switching from diarylethenes and its applications. J. Photoch. Photobio. C 10, 111-129 (2009).
4. Irie, M. Diarylethenes for memories and switches. Chem. Rev. 100, 1685-1716 (2000).
5. Tian, H. & Yang, S. Recent progresses on diarylethene based photochromic switches. Chem. Soc. Rev. 33, 85-97 (2004).
6. Zhang, J., Zou, Q. & Tian, H. Photochromic materials: more than meets the eye. Adv. Mater. 25, 378-399 (2013).
7. Pars, M. et al. An organic optical transistor operated under ambient conditions. Angew. Chem. Int. Ed. 50, 11405-11408 (2011).
8. Pars, M. et al. Optical gating with organic building blocks. A quantitative model for the fluorescence modulation of photochromic perylene bisimide dithienylcyclopentene triads. Sci. Rep. 4, 4316 (2014).
9. Zhu, M.-Q. et al. Spiropyran-based biodegradable polymer all-optical transistors integrate the switching and modulation of visible light frequency. Chem. Commun. 50, 2664-2666 (2014).
10. Irie, M., Fukaminato, T., Sasaki, T., Tamai, N. & Kawai, T. Organic chemistry: a digital fluorescent molecular photoswitch. Nature 420, 759-960 (2002).
11. Zhou, Z. et al. Up-conversion luminescent switch based on photochromic diarylethene and rare earth nanophosphors. Chem. Commun. 39, 4786-4788 (2008).
12. Fukaminato, T. et al. Single-molecule fluorescence photoswitching of a diarylethene-perylenebisimide dyad: non-destructive fluorescence readout. J. Am. Chem. Soc. 133, 4984-4990 (2011).
13. Cho, H. & Kin, E. Highly fluorescent and photochromic diarylethene oligomer bridged by p-phenylenevinylene. Macromolecules 38, 8684-8687 (2002).
14. He, Y., Zhu, Y., Chen, Z., He, W. & Wang, X. Remote-control photocycloreversion of dithienylethene driven by strong push-pull azochromophores. Chem. Commun. 49, 5556-5558 (2013).
15. Li, C. et al. Photoswitchable aggregation-induced emission of a dithienylethene-tetraphenylethene conjugate for optical memory and super-resolution imaging. RSC Adv. 3, 8967-8972 (2013).
16. Uno, K. et al. In situ preparation of highly fluorescent dyes upon photoirradiation. J. Am. Chem. Soc. 133, 13558-13564 (2011).
17. Zhao, H., Al-Atar, U., Pace, T. C. S., Bohne, C. & Branda, N. R. High-contrast fluorescence switching using a photoresponsive dithienylethene coordination compound. J. Photoch. Photobio. A 200, 74-82 (2008).
18. Kawai, T., Sasaki, T. & Irie, M. A photoresponsive laser dye containing photochromic dithienylethene units. Chem. Commun. 8, 711-712 (2001).
19. He, T., Tian, H., Chen, B., Tu, H. & Mullen, K. Novel bisthienylethene-based photochromic tetraazaporphyrin with photoregulating luminescence. Adv. Mater. 14, 918-923 (2002).
20. Tan, W., Li, X., Zhang, J. & Tian, H. A photochromic diarylethene dyad based on perylene diimide. Dyes Pigm. 89, 260-265 (2011).
21. Cotlet, M. et al. Intramolecular directional forster resonance energy transfer at the single-molecule level in a dendritic system. J. Am. Chem. Soc. 125, 13609-13617 (2003).
22. Huang, L., Tam-Chang, S.-W., Seo, W. & Rove, K. Microfabrication of anisotropic organic materials via self-organization of an ionic perylenemonoimide. Adv. Mater. 19, 4149-4152 (2007).
23. Li, C. et al. Photocontrolled intramolecular charge/energy transfer and fluorescence switching of tetraphenylethene-dithienyletheneperylenemonoimide triad with donor-bridge-acceptor structure. Chem. Asian J. 9, 104-109 (2014).
24. Giordano, L., Jovin, T. M., Irie, M. & Jares-Erijman, E. A. Diheteroarylethenes as thermally stable photoswitchable acceptors in photochromic fluorescence resonance energy transfer (pcFRET). J. Am. Chem. Soc. 124, 7481-7489 (2002).
25. Gillanders, F., Giordano, L., Daz, S. A., Jovin, T. M. & Jares-Erijman, E. A. Photoswitchable fluorescent diheteroarylethenes: substituent effects on photochromic and solvatochromic properties. Photochem. Photobiol. Sci. 13, 603-612 (2014).
26. Lim, S.-J., Seo, J. & Park, S. Y. Photochromic switching of excited-state intramolecular proton-transfer (ESIPT) fluorescence: a unique route to highcontrast memory switching and nondestructive readout. J. Am. Chem. Soc. 128, 14542-14547 (2006).
27. Fukaminato, T., Sasaki, T., Tamai, N., Kawai, T. & Irie, M. Digital photoswitching of fluorescence based on the photochromism of diarylethene derivatives at a single-molecule level. J. Am. Chem. Soc. 126, 14843-14849 (2004).
28. Fukaminato, T. Single-molecule fluorescence photoswitching: design and synthesis of photoswitchable fluorescent molecules. J. Photoch. Photobio. C 12, 177-208 (2011).
29. Murase, S. et al. Photochemically induced fluorescence control with intermolecular energy transfer from a fluorescent dye to a photochromic diarylethene in a polymer film. Macromolecules 36, 964-966 (2003).
30. Rust, M. J., Bates, M. & Zhuang, X. Sub-diffraction-limit imaging by stochastic optical reconstruction microscopy (STORM). Nat. Methods 3, 793-795 (2006).
31. Hess, S. T., Girirajan, T. P. K. & Mason, M. D. Ultra-high resolution imaging by fluorescence photoactivation localization microscopy. Biophys. J. 91, 4258-4272 (2006).
32. Zhu, J. & Hayward, R. C. Angew. Chem. Int. Ed. 47, 2113-2116 (2008).
33. Quan, T. W. et al. Ultra-fast, high-precision image analysis for localizationbased super resolution microscopy. Opt. Express 18, 11867-11876 (2010).