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The Research On Functional Fluorescent Dyes Based On BODIPY Fluorophore

Posted on:2011-03-08Degree:MasterType:Thesis
Country:ChinaCandidate:B ZhangFull Text:PDF
GTID:2121360305956041Subject:Applied Chemistry
Abstract/Summary:PDF Full Text Request
With the rapid development of molecular biology and biological technology, the complexity of the analysis object is increasing day by day. Due to the advantages of core-shell type fluorescent nanoparticles, this year has been draw widespread concern. In the last decades, boron dipyrromethene dyes (BODIPY) have draw much attention of the researchers for their exceptional photochemistry and photophysical properties. In this paper, new series of BODIPY dyes have been synthesized and identified. The optical properties have been studied to explore the applications of these compouds in laser dyes and fluorescent nanoparticles.1. Four novel fluorescent dyes were obtained by introducing electron-drawing conjugated groups onβ-position of the BODIPY through Sonogashira coupling reaction. Systemic research on the compounds was carried out. There are amplified spontaneous emission (ASE) phenomenon for both compounds BPY1. BPY2, BY1 and BY2. The laser spectroscopy of compound BPY1 and BY1 shows that half peak width are about 2.7 nm and 2.6 nm, the monochromatic are very good, can serve as laser dyes.2. The new fluorophores were synthesized by Suzuki coupling recation onβ-position of the BODIPY core. Compounds 3a and 3b were designed for detecting proton based on PET (Photoinduced Electron Transfer) mechanism. The electron transfer processes were proved by crystal data and electrochemistry research.3. Three new different wavelength fluorophores BASi, BPASi1 and BPASi2 were synthesized by introducing triethoxysilicane on 8-position of the BODIPY. At the same time, three new fluorophores BAV, BPAV1 and BPAV2 were synthesized by introducing ethenyl on 8-position of the BODIPY. Their spectral properties have been tested, the results indicated that the six BODIPY derivatives with large molar extinction coefficient, narrow spectra shapes, high fluorescence quantum yields in polar and apolar solvents. The three dyes BASi, BPASi1 and BPASi2 have effective spectral overlapping, allow for efficient fluorescence resonance energy transfer. It's a good guarantee for the design and synthesis of multicolor fluorescent silica nanoparticles based on efficient FRET between the three tandem dyes. Compounds BAV, BPAV1 and BPAV2 can be used for polymerization, demonstrate a new way for BODIPY polymer research.
Keywords/Search Tags:BODIPY, Coupling Reaction, Fluorescent Dyes, Laser Dyes, Fluorescent Nanoparticles
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