Water-soluble conjugated polymer of benzoselenadiazole and preparation method and application of conjugated polymer
A conjugated polymer, benzoselenodiazole technology, applied in chemical instruments and methods, fluorescence/phosphorescence, luminescent materials, etc., can solve the problems of expensive detection, insufficient fast detection, expensive instruments, etc.
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Embodiment 1
[0079] (1) In a mixed organic solvent of tetrahydrofuran and triethylamine with a volume ratio of 1:1, add the following formula (IV) compound, formula (III) compound, Pd(PPh 3 ) 4 and CuI, thus obtaining the reaction mixture:
[0080]
[0081] Wherein, the molar ratio of formula (IV) compound and formula (III) compound is 1:1; Formula (IV) compound and Pd(PPh 3 ) 4 The molar ratio of Pd(PPh 3 ) 4 The molar ratio with CuI is 1:2. The resulting reaction mixture was stirred and reacted at 75° C. for 48 hours under a nitrogen atmosphere. After the reaction was completed, cool to room temperature, remove the palladium black with a short column of silica gel, remove the solvent by rotary evaporation, dissolve the residue in a small amount of chloroform, and slowly add it dropwise to an appropriate amount of methanol to precipitate a precipitate, stir thoroughly for 30 minutes and then statically Put, filter to obtain red powder, be following formula (II) compound:
[0082...
Embodiment 2-3
[0092] Except that the mol ratio of the formula (IV) compound and the formula (III) compound in "step (1) is 1:0.5, the formula (IV) compound and Pd(PPh 3 ) 4 The molar ratio is 1:0.2, Pd(PPh 3 ) 4 The mol ratio with CuI is 1:3; The mol ratio of formula (II) compound and bromoethane in step (2) is 1:2 " outside, implemented embodiment 2 in the same manner as Example 1, and the final gained formula (I) The compound yield is 85.8%, and other characteristic parameters are the same.
[0093] Except that the mol ratio of the formula (IV) compound and the formula (III) compound in "step (1) is 1:1.5, the formula (IV) compound and Pd(PPh 3 ) 4 The molar ratio is 1:0.05, Pd(PPh 3 ) 4 The mol ratio with CuI is 1:1; The mol ratio of formula (II) compound and bromoethane in step (2) is 1:4 " outside, implemented embodiment 3 in the same manner as Example 1, and the final gained formula (I) The yield of the compound is 89.3%, and other characterization parameters are the same.
Embodiment 4-16
[0095] In addition to step (1) in the Pd (PPh 3 ) 4 Except being replaced with other palladium catalysts in the following table respectively, implemented embodiment 4-16 in the same manner as Example 1, used catalyst, formula (I) compound yield are shown in the following table:
[0096]
[0097] It can be seen that the choice of catalyst is very important. Among all Pd compounds, only Pd(PPh 3 ) 4 The best catalytic effect can be achieved, which proves its catalytic specificity for this reaction.
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