An oxadiazole triphenylamine-fluoroboron dipyrrole red light compound opa-bodipy and its preparation method and application
A technology of oxadiazole triphenylamine and fluoroborate dipyrrole, which is applied in the field of fluorescent compounds and its preparation, can solve the problems of large molar extinction coefficient and limited application range, and achieve excellent fluorescence performance, high fluorescence quantum efficiency, and good aggregation induction Effect of fluorescence enhancing properties
Active Publication Date: 2018-03-23
SOUTHEAST UNIV
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Problems solved by technology
[0002] The molar extinction coefficient of the fluoroboridipyrrole fluorescent molecule is large, the fluorescence quantum yield is high, stable, and has excellent optical properties. Most of them are smaller than 600nm, and the fluorescence is quenched in the aggregated state, which limits its application range
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Embodiment 7
[0045] Example 7 Preparation method of OPA-BODIPY red light dye-loaded fluorescent nanospheres
[0046] Keep 0°C, dissolve 0.44g sodium bis(2-ethylhexyl)sulfosuccinate in 20mL deionized water in an ultrasonic reactor, add 0.8mL n-butanol under stirring, slowly add 0.5mg oxadioxine 60 μL DMF solution of triphenylamine-fluorobodipyrrole fluorescent dye OPA-BODIPY. After the dropwise addition, continue to sonicate for 3 min, add 0.2 mL of vinyltriethoxysilane, stir at room temperature for 8 h, then add dropwise 20 μL of 3-aminopropyltriethoxysilane, and stir at room temperature for 24 h. Dialysis for 72 hours after the reaction was completed to obtain fluorescent nanospheres loaded with oxadiazole triphenylamine-fluoroboron dipyrrole OPA-BODIPY red light dye, which were stored at 5°C for use.
[0047] The silica fluorescent nanoparticles loaded with OPA-BODIPY dyes emit strong red fluorescence, and the silica fluorescent nanoparticles loaded with OPA-BODIPY dyes are easily solub...
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The invention discloses an oxadiazole triphenylamine fluorobromopyrrole red compound OPA-BODIPY. The invention also discloses the preparation method and the application thereof. The novel compound OPA-BODIPY is a tree-shaped red light dye containing three kinds of complex fluorescent groups including 2, 5-diphenyloxadiazole, triphenylamine and 1, 3, 5, 7-tetramethylfluoroboronopyrrole. The compound emits red fluorescence in solid state and aqueous solutions, and has an excellent aggregation-induced fluorescence enhancement property. The compound can be used as a red dye with excellent performance, and is widely used in the fields such as near infrared fluorescence imaging, fluorescence sensor, bioluminescence analysis and fluorescence labeling.
Description
technical field [0001] The present invention relates to a fluorescent compound and its preparation method and application field, in particular to an oxadiazole triphenylamine-fluoroboron dipyrrole red light compound OPA-BODIPY and its preparation method and application. Background technique [0002] The molar extinction coefficient of fluoroboridipyrrole fluorescent molecules is large, the fluorescence quantum yield is high, stable, and has excellent optical properties. It can be used in the field of fluorescence sensors and bioluminescence analysis. Most of them are smaller than 600nm, and the fluorescence is quenched in the aggregated state, which limits its application range. It is a recent research hotspot to develop efficient and convenient organic synthesis methods to modify the structure of fluoroboridipyrrole to prepare aggregation-induced fluorescence enhancement and emission wavelengths in the red or near-infrared region. [0003] The oxadiazole triphenylamine-flu...
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IPC IPC(8): C07F5/02C09K11/06C09B57/00G01N21/64
CPCC07F5/022C09B57/00C09K11/06C09K2211/1007C09K2211/1029C09K2211/1048C09K2211/1055G01N21/6486
Inventor 钱鹰李倩李金钊
Owner SOUTHEAST UNIV