Ratio type oxygen sensing probe and preparation method and application thereof
An oxygen sensing probe, ratiometric technology, applied in the field of extracellular ratiometric oxygen sensing probe and its preparation, can solve the problem of fluorescence quantum efficiency as low as 0.001 to 0.0095, and achieve stable structure and good oxygen sensitivity characteristics , the effect of improving application efficiency
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Embodiment 1
[0099] In this embodiment, the polymer shown in P3 is synthesized by the following process:
[0100]
[0101] The preparation process specifically includes the following steps:
[0102] (1) P1 synthesis process:
[0103]1.14 mL (10 mmol) of styrene, 2 mL of anisole (Anisole), and 57.2 mg (0.4 mmol) of cuprous bromide were mixed and added to a 10 mL Schlenk tube, frozen in liquid nitrogen to a solid state and then vacuumed. After evacuation, 35 μL (0.2 mmol) of initiator, 83.5 μL (0.4 mmol) of N,N,N,N,N-pentamethyldiethyleneamine (PMDETA) were added to the Schlenk tube. Vacuum after freezing in liquid nitrogen. Dissolve it with a hot solvent after vacuuming, and you can see a lot of bubbles coming out. Freeze repeatedly, vacuumize, dissolve, wait for no bubbles to come out, fill with nitrogen, and pump for three times, then heat to 90°C and react under nitrogen protection for 10 hours. After the reaction, the solution passed through a neutral alumina chromatography colum...
Embodiment 2
[0109] In this example, a copolymeric polymer CP with a π-conjugated system was synthesized by the following procedure:
[0110]
[0111] The preparation process specifically includes the following steps:
[0112] 5mL of 2.0M sodium carbonate aqueous solution and 20mL THF were miscible, and deoxygenated with argon for 30min, then 9.87mg (0.00854mmol) tetrakis (triphenylphosphine) palladium, 0.104g (0.34mmol) 4,7-dibromobenzo[ c]-1,2,5-thiadiazole and 0.1266g (0.34mmol) 9,9-dihexylfluorene-2,7-diboronic acid bis(1,3-propanediol) were mixed and deoxygenated for 30min, then used argon gas protection. After the two mixtures were mixed, deoxygenated with argon for 10 minutes, sealed, and refluxed at 80°C for 24 hours. After the reaction was complete, it was extracted with dichloromethane and water, dried, concentrated and dropped into ice methanol to obtain a yellow viscous substance. The yield is about 80%. m n(GPC) =2400, M w(GPC) =6300, M w / M n =2.62. 1 H NMR (400MH...
Embodiment 3
[0114] The ability of the polymer prepared in Example 1 to form micelles in aqueous solution was investigated. Since P3 contains fluorophore OS1, its CMC can be determined by the intensity of fluorescence during the formation of micelles in aqueous solution. When micelles are not formed, the fluorescence emission of the fluorophore will be quenched by water to obtain weaker fluorescence. Once micelles are formed, the fluorescence intensity will be greatly enhanced. By testing the change of fluorescence intensity of P3 in the concentration of 0.01 mg / mL to 100 mg / mL in aqueous solution, the CMC of P3 can be judged by the mutation point of fluorescence intensity. The concentration and the fluorescence intensity value at 650nm wavelength are plotted as the abscissa and ordinate to obtain figure 1 ,Depend on figure 1 The mutation point of medium fluorescence intensity is figure 1 The intersection of the two straight lines in the figure gives a CMC value of 0.35 μg / mL for P3.
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