Condensed state fluorescence switching of hexaarylbiimidazole-tetraphenylethene conjugate for super-resolution fluorescence nanolocalization

doi:10.1007/s12200-013-0330-1

Front Optoelec

2013, Vol. 6

Issue (4) : 458-467 https://doi.org/10.1007/s12200-013-0330-1

RESEARCH ARTICLE

Condensed state fluorescence switching of hexaarylbiimidazole-tetraphenylethene conjugate for super-resolution fluorescence nanolocalization

Wen-Liang GONG, Zhe HU?§?, Chong LI, Guo-Feng ZHANG, Tao CHEN, Matthew. P. ALDRED, Zhen-Li HUANG(

), Ming-Qiang ZHU(

)

School of Optical and Electronic Information, Wuhan National Laboratory for Optoelectronics, Huazhong University of Science and Technology, Wuhan 430074, China

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Abstract

This paper reported the synthesis of hexaarylbiimidazole-tetraphenylethene (HABI-TPE) conjugated photochromic fluorophore, which simultaneously exhibited photochromic property, condensed state enhanced emission and reversible fluorescence switching. Upon UV irradiation, a green species with a broad absorption band between 550 and 800 nm ( the absorption maximum at 697 nm ) was observed, which readily faded to colorless in the darkness. HABI-TPE launched strong fluorescence with the maximum emission wavelength at 520–580 nm under the excitation with 450–500 nm visible light in condensed state, which is in contrast to nonfluorescence in solution. The maximum emission wavelength in condensed state was dependent of excitation wavelength. More interestingly, HABI-TPE exhibited reversible fluorescence switching upon alternating irradiation with blue or near-UV light (wavelength less than 490 nm) and green light (more than 490 nm) in condensed state. Our evaluation demonstrated that HABI-TPE exhibited great photoswitchable fluorescence, which is a promising photoswitchable fluorophore for localization-based super-resolution microscopy, evidencing by resolving nanostructures with sub-100 nm resolution in polymethylmethacrylate films.

Keywords fluorescence switching super-resolution imaging nanolocalization hexaarylbiimidazole (HABI) tetraphenylethene

Corresponding Author(s): HUANG Zhen-Li,Email:mqzhu@hust.edu.cn; ZHU Ming-Qiang,Email:leo@mail.hust.edu.cn

Issue Date: 05 December 2013

Cite this article:

Wen-Liang GONG,Zhe HU?§?,Chong LI, et al. Condensed state fluorescence switching of hexaarylbiimidazole-tetraphenylethene conjugate for super-resolution fluorescence nanolocalization[J]. Front Optoelec, 2013, 6(4): 458-467.

URL:

https://academic.hep.com.cn/foe/EN/10.1007/s12200-013-0330-1
https://academic.hep.com.cn/foe/EN/Y2013/V6/I4/458

Fig.1 Synthesis of HABI-TPE conjugate.Reaction conditions. i, bis(pinacolato)diboron, Pd(dppf)Cl, KOAc, in DMF at 90°C for 8 h; ii, PTC, KCO, Pd(PPh3)4, toluene/HO at 90°C for 1 day; iii, benzyl, ammonium acetate, acetic acid at 90°C for 12 h; iv, KFe(CN), KOH, benzene/HO at room temperature for 8 h

Fig.2 Absorption properties of HABI-TPE. (a) Absorption spectra of HABI-TPE in benzene, THF and solid state PMMA film before and after UV irradiation; (b) absorbance spectrum change of HABI-TPE in solution (2.5 × 10 M) at different 302 nm light irradiation time; (c) absorption spectrum change of HABI-TPE in solution (2.5 × 10 M) in darkness after 302 nm irradiation at different time (from top to bottom: 0 min, 5 min, 10 min, 15 min, 20 min, 30 min, 45 min, 60 min, 75 min, 90 min, 2 h, 3 h, 6 h; (d) absorbance change of HABI-TPE with 302 nm irradiation and heat fade of HABI-TPE in darkness. Inset: pictures of HABI-TPE before and after 302 nm irradiation

Fig.3 Fluorescence properties of HABI-TPE. (a) Fluorescence spectra of HABI-TPE in THF and solid state PMMA film under excitation with 490 nm before and after UV irradiation; (b) excitation wavelength-dependent emission spectra of HABI-TPE in condensed state films; (c) change of emission wavelength versus excitation wavelength; (d) identification of excitation wavelength for photoswitching by fluorescence spectra. The change of fluorescent intensity at 550 nm of HABI-TPE in condensed state with excitation time upon excitation of different wavelength was determined

Fig.4 Fluorescence switching of HABI-TPE. (a) Fluorescence spectra change of HABI-TPE in solid state at excitation of 450 nm with scanning time; (b) fluorescence spectra changes of HABI-TPE in solid state at excitation of 490 nm with scanning time; (c) fluorescence spectra changes of HABI-TPE in solid state upon 302 nm irradiation for 5, 10, 20, 30, 60, 120 s, excitation wavelength: 490 nm; (d) fluorescence spectra changes of HABI-TPE in solid state at excitation of 490 nm with fading time for 5, 10, 15, 30, 60, and 90 min in darkness after 302 nm irradiation for 120 s

Fig.5 Photoswitching of HABI-TPE with color and fluorescence changes

Fig.6 Super-resolution imaging of spin-coated HABI-TPE-loaded PMMA film. (a) Conventional fluorescent image displaying the distribution of HABI-TPE fluorophores in solid film; (b) super-resolution fluorescent image for (a); (c) and (f) expanded view of the marked regions in (a); (d) and (g) expanded super-resolution fluorescent images of the marked regions in (b), corresponding to (c) and (f); (e) and (h) expanded super-resolution fluorescent images of two pairs of vicinal HABI-TPE emitters in (d) and (g), respectively; (i) and (j) fluorescence cross-sectional profiles of two pairs of vicinal HABI-TPE emitters along the dashed lines in (e) and (h), indicating the spatial resolution of 110 and 90 nm, respectively

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