Tetrastyryl alkyl ammonium bromide surfactant as well as preparation and application thereof
A technology of tetrastyryl alkyl ammonium bromide and surfactant, which is applied in the field of luminescent materials, can solve the problems of unstable device, poor repeatability, complex structure and the like, and achieves simple and easy method, flexible solution processability, Simple effect of lighting system
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Embodiment 1
[0032] Example 1: TPE-C 4 Preparation of TEAB
[0033] (1) Weigh 0.348g (1mmol) of TPEOH and 0.414g (3mmol) of K 2 CO 3 , Put it into a 50mL two-necked round bottom flask, put a stirring magnet, install a reflux condenser at one port, and put a rubber stopper on the other. Add 20 mL of acetone solution, stir and activate the reaction at room temperature for 1 hour, then add 2.15 g (10 mmol) of 1,4-dibromobutane, heat to reflux at 60° C. under stirring, and react for 6 hours. After the reaction is completed, when it is cooled to room temperature, filter to remove K 2 CO 3 The filtrate was distilled under reduced pressure to remove the solvent, and the obtained crude product was purified by silica gel column chromatography. The eluent was petroleum ether / ethyl acetate (v / v=20:1). 0.25 g (0.52 mmol) of the intermediate of formula (IV) was obtained as a white solid with a yield of 52%. use 1 H NMR characterizes the intermediate of formula (IV), and the specific data results are as f...
Embodiment 2
[0041] Example 2: TPE-C 10 Preparation of TEAB
[0042] (1) Weigh 0.348g (1mmol) of TPEOH and 0.414g (3mmol) of K 2 CO 3 , Put it into a 50mL two-necked round bottom flask, put a stirring magnet, install a reflux condenser at one port, and put a rubber stopper on the other. Add 20mL of acetone solution, stir and activate the reaction at room temperature for 1h, then add 3g (10mmol) of 1,10-dibromodecane, heat to reflux at 60°C under stirring, and react for 6h. After the reaction is completed, when it is cooled to room temperature, filter to remove K 2 CO 3 The filtrate was distilled under reduced pressure to remove the solvent, and the obtained crude product was purified by silica gel column chromatography. The eluent was petroleum ether / ethyl acetate (v / v=20:1) to obtain the yellow oily middle of formula (IV) The body is 0.27g, and the yield is 48%. use 1 H NMR characterizes the intermediate of formula (IV), and the specific data results are as follows:
[0043] 1 H NMR(400MHz, ...
Embodiment 3
[0050] Example 3: TPE-C 4 TEAB and TPE-C 10 TEAB's critical micelle concentration test
[0051] A. Put 500μmol / L TPE-C 4 The TEAB stock solution is diluted to a solution with a concentration of 50, 100, 150, 200, 250, 300, 350, 400, 450, 500 μmol / L, and then the conductivity is measured in sequence, and the conductivity vs. concentration is plotted as Figure 5 As shown, it can be seen that TPE-C 4 The conductivity of TEAB in water increases with the increase in concentration. After the concentration is higher than 325μmol / L, the rate of increase in conductivity becomes slower. Description TPE-C 10 TEAB will form micelles in aqueous solution, and its critical micelle concentration is about 325μmol / L.
[0052] B. Put 400μmol / L TPE-C 10 The TEAB stock solution was diluted sequentially to a solution with a concentration of 10, 15, 20, 25, 30, 35, 40, 50, 60, 70, 80 μmol / L, and then the conductivity was measured in turn, and the conductivity vs. concentration was plotted as Image 6 As ...
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