A kind of amphiphilic fluorescent molecular switch, its preparation method and application
A fluorescent molecule and amphiphilic technology, applied in the field of fluorescent probes, can solve the problems of loss of structural image information, fluorescent dyes or fluorescent molecular switches cannot be self-assembled, etc., to reduce costs, increase self-assembly performance, and simplify the optical path.
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[0048] The present invention provides the preparation method of amphiphilic fluorescent molecular switch tetrakis (tetraethylene glycol monomethyl ether)-hexaaryl biimidazole-boron fluoride dipyrrole, such as image 3 shown, including the following steps:
[0049] (1) Compound A, pinacol borate and potassium acetate are mixed evenly according to the molar ratio of 1:1.5:5.4, and the catalyst dose of PdCl is added 2 , dispersed in dry dioxane, heated to 90°C for 24 hours under the protection of nitrogen, and separated after the completion of the reaction to obtain a white solid B;
[0050] (2) Under the protection of nitrogen, dissolve tetrabromobenzaldehyde and 2,4-dimethylpyrrole in tetrahydrofuran according to the molar ratio of 1:2.1. When it is completely dissolved, slowly drop trifluoroacetic acid and stir overnight at room temperature , then add the tetrahydrofuran solution of dichlorodicyanobenzoquinone to the reaction solution that was stirred overnight, after reactin...
Embodiment 1
[0069] An amphiphilic fluorescent molecular switch, which is four (tetraethylene glycol monomethyl ether) - hexaaryl biimidazole - boron fluoride dipyrrole, has such as figure 1 The structure shown, wherein R is four (tetraethylene glycol monomethyl ether), its preparation method, as image 3 shown, including the following steps:
[0070] (1) In a 250mL round bottom flask, compound A (3.35g, 7.153mmol), pinacol diborate (2.72g, 10.73mmol), potassium acetate (2.81g, 38.61mmol) and catalyst Pd (dppf ) Cl 2 (0.26g, 0.36mmol) was dispersed in 100mL of dry dioxane, heated to 90°C for 24h under nitrogen protection. When the reaction is complete, cool to room temperature, carefully pour the reaction solution into saturated saline, extract with dichloromethane, then wash with deionized water, dry with anhydrous sodium sulfate, filter with suction, add appropriate amount of silica gel powder and spin dry under reduced pressure , the obtained powder was purified by silica gel chromat...
Embodiment 2
[0078] The amphiphilic fluorescent molecular switch tetrakis(tetraethylene glycol monomethyl ether)-hexaarylbiimidazole-boron fluoride dipyrrole self-assembled by the present invention, and super-resolution means are used to study the morphology of the assembled structure, including the following step:
[0079] (1) Dissolve tetrakis(tetraethylene glycol monomethyl ether)-hexaarylbiimidazole-boron fluoride dipyrrole in different concentrations of ethanol to prepare a mother solution with a concentration of 1ug / ml~50ug / ml, and add to the Add high-purity water dropwise to the mother liquor and mix evenly to obtain a mixed liquor. The mixed liquor is subjected to rotary evaporation on a rotary evaporator, and by controlling the volatilization speed of the liquid, self-made amphiphilic fluorescent molecular switches with different shapes are obtained. Observation sample mother solution for assembling micro-nanostructures.
[0080] (2) Let the sample mother liquid obtained in step ...
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