AI Chat Paper
Note: Please note that the following content is generated by AMiner AI. SciOpen does not take any responsibility related to this content.
{{lang === 'zh_CN' ? '文章概述' : 'Summary'}}
{{lang === 'en_US' ? '中' : 'Eng'}}
Chat more with AI
Powered by AMiner. Clicking this button will take you away from SciOpen.
Home Nano Research Article
Article Link
Cite
EndNote(RIS) BibTeX
Collect
Submit Manuscript
Show Outline
Outline
Show full outline
Hide outline
Outline
Show full outline
Hide outline
Research Article

Ultrastable and colorful afterglow from organic luminophores in amorphous nanocomposites: Advanced anti-counterfeiting and in vivo imaging application

Qiuqin Huang1, Heqi Gao2, Shuming Yang1, Dan Ding2( ), Zhenghuan Lin1( ), Qidan Ling3
Fujian Key Laboratory of Polymer Materials, College of Chemistry and Materials Science, Fujian Normal University, Fuzhou 350007, China
State Key Laboratory of Medicinal Chemical Biology, Key Laboratory of Bioactive Materials, Ministry of Education, and College of Life Sciences, Nankai University, Tianjin 300071, China
Fujian provincial Key Laboratory of Advanced Materials Oriented Chemical Engineering, Fuzhou 350007, China
Show Author Information

Graphical Abstract

Abstract

Special attention has been paid to the organic afterglow materials (OAM) for their fascinating properties. However, poor stability at air and complicated structure design hinder the development of OAM. Herein, sol-gel, a facile and simple technique, is employed to synthesize a series of organic/inorganic hybrid nanocomposites (N1/SiO2, N2/SiO2, and N3/SiO2) by covalently linking three common aryl imides with crosslinked silica skeleton. These nanomaterials show excitation wavelength-dependent and colorful (yellow, red and green) afterglow of organic imides with long lifetime up to 1.1 s at air. Interestingly, the ultralong phosphorescence is ultrastable under various conditions: water, high temperature, UV irradiation and in vivo, due to the protection of inorganic silica. In particularly, heating to 500 oC does not quench the afterglow of organic luminophore in nanocomposites, but forms new ultralong phosphorescence originated from space-conjugation of silica and carbonyl. The afterglow nanomaterials display huge advantages in the applications of advanced anti-counterfeiting and bioimaging.

Keywords

phosphorescenceafterglowsol-gelnanocompositebioimaging

Electronic Supplementary Material

Download File(s)
12274_2020_2740_MOESM1_ESM.pdf (4.6 MB)

References

[1]
Yang, S. M.; Wu, D. B.; Gong, W. J.; Huang, Q. Q.; Zhen, H. Y.; Ling, Q. D.; Lin, Z. H. Highly efficient room-temperature phosphorescence and afterglow luminescence from common organic fluorophores in 2D hybrid perovskites. Chem. Sci. 2018, 9, 8975-8981.
Crossref Google Scholar
[2]
Kenry; Chen, C. J.; Liu, B. Enhancing the performance of pure organic room-temperature phosphorescent luminophores. Nat. Commun. 2019, 10, 2111.
Crossref Google Scholar
[3]
Xu, S.; Chen, R. F.; Zheng, C.; Huang, W. Excited state modulation for organic afterglow: Materials and applications. Adv. Mater. 2016, 28, 9920-9940.
Crossref Google Scholar
[4]
Miao, Q. Q.; Xie, C.; Zhen, X.; Lyu, Y.; Duan, H. W.; Liu, X. G.; Jokerst, J. V.; Pu, K. Y. Molecular afterglow imaging with bright, biodegradable polymer nanoparticles. Nat. Biotechnol. 2017, 35, 1102-1110.
Crossref Google Scholar
[5]
Maldiney, T.; Lecointre, A.; Viana, B.; Bessière, A.; Bessodes, M.; Gourier, D.; Richard, C.; Scherman, D. Controlling electron trap depth to enhance optical properties of persistent luminescence nanoparticles for in vivo imaging. J. Am. Chem. Soc. 2011, 133, 11810-11815.
Crossref Google Scholar
[6]
Lehner, P.; Staudinger, C.; Borisov, S. M.; Klimant, I. Ultra-sensitive optical oxygen sensors for characterization of nearly anoxic systems. Nat. Commun. 2014, 5, 4460.
Crossref Google Scholar
[7]
Mathew, A. S.; DeRosa, C. A.; Demas, J. N.; Fraser, C. L. Difluoroboron β-diketonate materials with long-lived phosphorescence enable lifetime based oxygen imaging with a portable cost effective camera. Anal. Methods 2016, 8, 3109-3114.
Crossref Google Scholar
[8]
Kabe, R.; Notsuka, N.; Yoshida, K.; Adachi, C. Afterglow organic light-emitting diode. Adv. Mater. 2016, 28, 655-660.
Crossref Google Scholar
[9]
Huang, Q. Q.; Mei, X. F.; Xie, Z. L.; Wu, D. B.; Yang, S. M.; Gong, W. J.; Chi, Z. G.; Lin, Z. H.; Ling, Q. D. Photo-induced both phosphorescence and mechanoluminescence switch from a simple purely organic molecule. J. Mater. Chem. C 2019, 7, 2530-2534.
Crossref Google Scholar
[10]
Su, Y.; Phua, S. Z. F.; Li, Y. B.; Zhou, X. J.; Jana, D.; Liu, G. F.; Lim, W. Q.; Ong, W. K.; Yang, C. L.; Zhao, Y. L. Ultralong room temperature phosphorescence from amorphous organic materials toward confidential information encryption and decryption. Sci. Adv. 2018, 4, eaas9732.
Crossref Google Scholar
[11]
Yang, S. M.; Zhou, B.; Huang, Q. Q.; Wang, S. Q.; Zhen, H. Y.; Yan, D. P.; Lin, Z. H.; Ling, Q. D. Highly efficient organic afterglow from a 2D layered lead-free metal halide in both crystals and thin films under an air atmosphere. ACS Appl. Mater. Interfaces 2020, 12, 1419-1426.
Crossref Google Scholar
[12]
Li, H.; Ye, S.; Guo, J. Q.; Kong, J. T.; Song, J.; Kang, Z. H.; Qu, J. L. The design of room-temperature-phosphorescent carbon dots and their application as a security ink. J. Mater. Chem. C 2019, 7, 10605-10612.
Crossref Google Scholar
[13]
Fateminia, S. M. A.; Mao, Z.; Xu, S. D.; Yang, Z. Y.; Chi, Z. G.; Liu, B. Organic nanocrystals with bright red persistent room-temperature phosphorescence for biological applications. Angew. Chem., Int. Ed. 2017, 56, 12160-12164.
Crossref Google Scholar
[14]
Shi, H. F.; Song, L. L.; Ma, H. L.; Sun, C.; Huang, K. W.; Lv, A. Q.; Ye, W. P.; Wang, H.; Cai, S. Z.; Yao, W. et al. Highly efficient ultralong organic phosphorescence through intramolecular-space heavy-atom effect. J. Phys. Chem. Lett. 2019, 10, 595-600.
Crossref Google Scholar
[15]
Gong, Y. Y.; Chen, G.; Peng, Q.; Yuan, W. Z.; Xie, Y. J.; Li, S. H.; Zhang, Y. M.; Tang, B. Z. Achieving persistent room temperature phosphorescence and remarkable mechanochromism from pure organic luminogens. Adv. Mater. 2015, 27, 6195-6201.
Crossref Google Scholar
[16]
Gao, R.; Yan, D. P. Layered host-guest long-afterglow ultrathin nanosheets: High-efficiency phosphorescence energy transfer at 2D confined interface. Chem. Sci. 2017, 8, 590-599.
Crossref Google Scholar
[17]
Hirata, S.; Totani, K.; Zhang, J. X.; Yamashita, T.; Kaji, H.; Marder, S. R.; Watanabe, T.; Adachi, C. Efficient persistent room temperature phosphorescence in organic amorphous materials under ambient conditions. Adv. Funct. Mater. 2013, 23, 3386-3397.
Crossref Google Scholar
[18]
Kabe, R.; Adachi, C. Organic long persistent luminescence. Nature 2017, 550, 384-387.
Crossref Google Scholar
[19]
Ogoshi, T.; Tsuchida, H.; Kakuta, T.; Yamagishi, T. A.; Taema, A.; Ono, T.; Sugimoto, M.; Mizuno, M. Ultralong room-temperature phosphorescence from amorphous polymer poly (styrene sulfonic acid) in air in the dry solid state. Adv. Funct. Mater. 2018, 28, 1707369.
Crossref Google Scholar
[20]
Yuan, J.; Wang, S.; Ji, Y.; Chen, R. F.; Zhu, Q.; Wang, Y. R.; Zheng, C.; Tao, Y.; Fan, Q.; Huang, W. Invoking ultralong room temperature phosphorescence of purely organic compounds through H-aggregation engineering. Mater. Horiz. 2019, 6, 1259-1264.
Crossref Google Scholar
[21]
Liu, J. B.; Zhuang, Y. X.; Wang, L.; Zhou, T. L.; Hirosaki, N.; Xie, R. J. Achieving multicolor long-lived luminescence in dye-encapsulated metal-organic frameworks and its application to anticounterfeiting stamps. ACS Appl. Mater. Interfaces 2018, 10, 1802-1809.
Crossref Google Scholar
[22]
Yang, X.; Yan, D. Long-afterglow metal-organic frameworks: Reversible guest-induced phosphorescence tunability. Chem. Sci. 2016, 7, 4519-4526.
Crossref Google Scholar
[23]
Li, Q. J.; Zhou, M.; Yang, M. Y.; Yang, Q. F.; Zhang, Z. X.; Shi, J. Induction of long-lived room temperature phosphorescence of carbon dots by water in hydrogen-bonded matrices. Nat. Commun. 2018, 9, 734.
Crossref Google Scholar
[24]
Jiang, Y. Y.; Huang, J. G.; Zhen, X.; Zeng, Z. L.; Li, J. C.; Xie, C.; Miao, Q. Q.; Chen, J.; Chen, P.; Pu, K. Y. A generic approach towards afterglow luminescent nanoparticles for ultrasensitive in vivo imaging. Nat. Commun. 2019, 10, 2064.
Crossref Google Scholar
[25]
Tian, S.; Ma, H. L.; Wang, X.; Lv, A. Q.; Shi, H. F.; Geng, Y.; Li, J.; Liang, F. S.; Su, Z. M.; An, Z. F. et al. Utilizing d-pπ bonds for ultralong organic phosphorescence. Angew. Chem., Int. Ed. 2019, 58, 6645-6649.
Crossref Google Scholar
[26]
Tian, D.; Zhu, Z. C.; Xu, L.; Cong, H. J.; Zhu, J. T. Intramolecular electronic coupling for persistent room-temperature luminescence for smartphone based time-gated fingerprints detection. Mater. Horiz. 2019, 6, 1215-1221.
Crossref Google Scholar
[27]
Yuan, J.; Chen, R. F.; Tang, X. X.; Tao, Y.; Xu, S.; Jin, L.; Chen, C. L.; Zhou, X. H.; Zheng, C.; Huang, W. Direct population of triplet excited states through singlet-triplet transition for visible-light excitable organic afterglow. Chem. Sci. 2019, 10, 5031-5038.
Crossref Google Scholar
[28]
Wang, C. R.; Gong, Y. Y.; Yuan, W. Z.; Zhang, Y. M. Crystallization-induced phosphorescence of pure organic luminogens. Chin. Chem. Lett. 2016, 27, 1184-1192.
Crossref Google Scholar
[29]
Chen, H.; Yao, X. Y.; Ma, X.; Tian, H. Amorphous, efficient, room-temperature phosphorescent metal-free polymers and their applications as encryption ink. Adv. Opt. Mater. 2016, 4, 1397-1401.
Crossref Google Scholar
[30]
Ma, X.; Xu, C.; Wang, J.; Tian, H. Amorphous pure organic polymers for heavy-atom-free efficient room-temperature phosphorescence emission. Angew. Chem., Int. Ed. 2018, 57, 10854-10858.
Crossref Google Scholar
[31]
Lin, Z. H.; Zheng, X.; Chen, H.; Ling, Q. D.; Chen, Q. S.; Zhao, C. X. A new kind of porous hybridized nanocomposite: ω-sulfonic-perfluoroalkylated polyalkoxysilane/silica. J. Porous Mater. 2013, 20, 851-858.
Crossref Google Scholar
[32]
Lin, Z. H.; Huang, L. M.; Ling, Q. D.; Chen, H.; Zhao C. X. ω-Sulfonic-perfluoroalkylated poly (styrene-maleic anhydride)/silica hybridized nanocomposite as a new kind of solid acid catalyst. J. Mol. Catal. A Chem. 2012, 365, 73-79.
Crossref Google Scholar
[33]
Aparicio, M.; Jitianu, A.; Klein, L. C. Sol-Gel Processing for Conventional and Alternative Energy; Springer: New York, 2012.
Crossref
[34]
Song, M. R.; Song, J. L.; Ning, A. M.; Cui, B. A.; Cui, S. M.; Zhou, Y. B.; An, W. K.; Dong, X. S.; Zhang, G. G. Feasibility study of silica sol as the carrier of a hydrophobic drug in aqueous solution using enrofloxacin as the model. Mater. Sci. Eng. C 2010, 30, 58-61.
Crossref Google Scholar
[35]
Kalapathy, U.; Proctor, A.; Shultz, J. A simple method for production of pure silica from rice hull ash. Bioresour. Technol. 2000, 73, 257-262.
Crossref Google Scholar
[36]
Feng, Y. B.; Bai, T.; Yan, H. X.; Ding, F.; Bai, L. H.; Feng, W. X. High fluorescence quantum yield based on the through-space conjugation of hyperbranched polysiloxane. Macromolecules 2019, 52, 3075-3082.
Crossref Google Scholar
[37]
Ni, X.; Zhang, X. Y.; Duan, X. C.; Zheng, H. L.; Xue, X. S.; Ding, D. Near-infrared afterglow luminescent aggregation-induced emission dots with ultrahigh tumor-to-liver signal ratio for promoted image-guided cancer surgery. Nano Lett. 2019, 19, 318-330.
Crossref Google Scholar
[38]
Chen, C.; Ni, X.; Jia, S. R.; Liang, Y.; Wu, X. L.; Kong, D. L.; Ding, D. Massively evoking immunogenic cell death by focused mitochondrial oxidative stress using an AIE luminogen with a twisted molecular structure. Adv. Mater. 2019, 31, 1904914.
Crossref Google Scholar
[39]
Chen, C.; Ou, H. L.; Liu, R. H.; Ding, D. Regulating the photophysical property of organic/polymer optical agents for promoted cancer phototheranostics. Adv. Mater. 2020, 32, 1806331.
Crossref Google Scholar
Nano Research
Volume 13 Issue 4,
April 2020
Pages 1035-1043
DOI: 10.1007/s12274-020-2740-x
Cite this article:
Huang Q, Gao H, Yang S, et al. Ultrastable and colorful afterglow from organic luminophores in amorphous nanocomposites: Advanced anti-counterfeiting and in vivo imaging application. Nano Research, 2020, 13(4): 1035-1043. https://doi.org/10.1007/s12274-020-2740-x
Topics:
GelsIrradiationPhosphorescenceSilicaSiliconSols

836

Views

57

Crossref

N/A

Web of Science

51

Scopus

1

CSCD

Altmetrics
Received: 27 December 2019
Revised: 02 March 2020
Accepted: 03 March 2020
Published: 02 April 2020
© Tsinghua University Press and Springer-Verlag GmbH Germany, part of Springer Nature 2020
Return