ESIPT-AIE Active Schiff Base Fluorescent Organic Nanoparticles Based on 2-(2-(4-(4-bromo Phenyl) Thiazol-2-yl)Vinyl)Phenol (BTVP) Utilized as a Multi-Functional Fluorescent Probe

被引:4
作者
Devasia, Jyothis [1 ]
Aishwarya, B. N. [1 ]
Joy, Francis [1 ]
Nizam, Aatika [1 ]
机构
[1] CHRIST Deemed Univ, Dept Chem, Hosur Rd, DRC Post, Bangalore 560029, Karnataka, India
来源
ADVANCED OPTICAL MATERIALS | 2023年 / 11卷 / 23期
关键词
AIE; ESIPT; fluorescent organic nanoparticles; fluorescent sensing; schiff base; INTRAMOLECULAR CHARGE-TRANSFER; SELECTIVE DETECTION; SENSOR; MOLECULES;
D O I
10.1002/adom.202300966
中图分类号
T [工业技术];
学科分类号
08 ;
摘要
The present study reports the synthesis and characterization of Aggregation-Induced Emission (AIE) - Excited-state intramolecular proton transfer (ESIPT) active 2-(2-(4-(4-bromo phenyl) thiazol-2-yl)vinyl)phenol (BTVP). The AIE properties of BTVP in Acetone/Water solution are investigated, and fluorescent organic nanoparticles (FONs) (sizes ranging from 150-200 nm) are prepared in various water fractions (fH2O). The established visco-chromic property suggests that the restriction of intramolecular rotation is responsible for the AIE-ESIPT behavior of the molecule, providing a means to sense viscosity. The synthesized FONs act as fluorescence chemosensors to detect Al3+ ions via a photoinduced electron transfer (PET) mechanism. Job's, Benesi-Hildebrand method, and 1HNMR titration confirm the 1:1 binding of BTVP with the metal ion. Studies on the emission concerning pH reveal the high stability of FONs over a broad range of pH, and a gradual change in the emission wavelength for the BTVP-Al3+ complex (BTVP-Al) is observed, providing a means to sense pH ranging from 2-8. The solid-state photoluminescence of BTVP is used for latent fingerprint detection, demonstrating its efficiency in detecting both primary and secondary information. Additionally, both BTVP FNOs and BTVP-Al are used in cell imaging, where specific nuclear staining with BTVP-Al and cytoplasm staining with BTVP are observed. 2-(2-(4-(4-bromo phenyl) thiazol-2-yl)vinyl)phenol (BTVP)-based fluorescent organic nanoparticles display numerous applications such as viscochromism, Al3+ sensing, pH sensing, latent fingerprint detection, and cell imaging. The probe shows an Excited State Intramolecular Proton Transfer-Aggregation Induced Emission fluorescent property. The aluminium complex of the probe demonstrates a PET mechanism, with a hypsochromic shift in the emission.image
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页数:13
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共 49 条
  • [41] Twisted aggregation-induced emission luminogens (AIEgens) contribute to mechanochromism materials: a review
    Sun, Yuqing
    Lei, Ziqiang
    Ma, Hengchang
    [J]. JOURNAL OF MATERIALS CHEMISTRY C, 2022, 10 (40) : 14834 - 14867
  • [42] Fluorescence Resonance Energy Transfer Measurements in Polymer Science: A Review
    Valdez, Sara
    Robertson, Mark
    Qiang, Zhe
    [J]. MACROMOLECULAR RAPID COMMUNICATIONS, 2022, 43 (24)
  • [43] A historical review of aggregation-induced emission from 2001 to 2020: A bibliometric analysis
    Xia, Qiming
    Zhang, Yiyin
    Li, Yiling
    Li, Yirun
    Li, Yixuan
    Feng, Zhe
    Fan, Xiaoxiao
    Qian, Jun
    Lin, Hui
    [J]. AGGREGATE, 2022, 3 (01):
  • [44] Coumarin-derived transformable fluorescent sensor for Zn2+
    Xu, Zhaochao
    Liu, Xin
    Pan, Jie
    Spring, David R.
    [J]. CHEMICAL COMMUNICATIONS, 2012, 48 (39) : 4764 - 4766
  • [45] ESIPT-rhodol derivatives with enhanced Stokes shift: Synthesis, photophysical properties, viscosity sensitivity and DFT studies
    Yadav, Sagar B.
    Kothavale, Shantatram
    Sekar, Nagaiyan
    [J]. JOURNAL OF MOLECULAR LIQUIDS, 2019, 294
  • [46] A dual emission fluorescent probe enables simultaneous detection of glutathione and cysteine/homocysteine
    Yang, Xiao-Feng
    Huang, Qian
    Zhong, Yaogang
    Li, Zheng
    Li, Hua
    Lowry, Mark
    Escobedo, Jorge O.
    Strongin, Robert M.
    [J]. CHEMICAL SCIENCE, 2014, 5 (06) : 2177 - 2183
  • [47] An ESIPT-based fluorescent probe with large Stokes shift for peroxynitrite detection in HeLa cells and zebrafish
    Yu, Jin
    Shu, Wei
    Kang, Hao
    Han, Rubing
    Zhang, Xiaoli
    Zhang, Rubo
    Jing, Jing
    Zhang, Xiaoling
    [J]. DYES AND PIGMENTS, 2022, 204
  • [48] Photoinduced intramolecular charge transfer and internal conversion in molecules with a small energy gap between S-1 and S-2. Dynamics and structure
    Zachariasse, KA
    Grobys, M
    vonderHaar, T
    Hebecker, A
    Ilichev, YV
    Morawski, O
    Ruckert, I
    Kuhnle, W
    [J]. JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, 1997, 105 (2-3) : 373 - 383
  • [49] ESIPT-based AIE luminogens: Design strategies, applications, and mechanisms
    Zhou, Panwang
    Han, Keli
    [J]. AGGREGATE, 2022, 3 (05):