A kind of fluorine-containing polyarylether compound containing pillar [5] arene and preparation method thereof
An aromatic compound and compound technology, applied in the field of fluorine-containing polyarylether compounds and their preparation, can solve the problems of limited application range and high price, and achieve the effects of low price, less reaction by-products and high yield
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Embodiment 1
[0037] Preparation of Pillar[5]arene Derivative A Substituted by Para-Difluorobenzene
[0038] Take 10.00 g (13.83 mmol) dihydroxypillar[5]arene compound, dissolve it in 30 mL N,N'-dimethylformamide, add 5 mL perfluorobenzene into the reaction, heat up to 78°C for 12 hours, Add 500 mL of deionized water and 200 mL of dichloromethane, extract the organic layer, add diatomaceous earth to spin dry the solvent to obtain a solid, and purify it through a column with silica gel, using cyclohexane and dichloromethane as mobile phases to obtain the para-bis Fluorobenzene-substituted pillar[5]arene derivatives A. Yield: 42%. The data of the proton nuclear magnetic resonance spectrum of this compound are: 1 H NMR (400 MHz, CDCl 3 , ppm)δ3.56 (s, 6H), 3.68 (s, 6H), 3.69 (s,6H), 3.72 (s, 6H), 3.78 (s, 1H), 3.79 (s, 1H), 3.81 (s , 1H), 3.82 (s, 1H), 3.83 (d, 2H), 3.86 (s, 1H), 3.90 (s, 1H), 3.92 (s, 1H), 6.64 (s, 2H), 6.75(s, 2H), 6.79 (s, 2H), 6.83 (s, 2H), 6.84 (s, 2H).
Embodiment 2
[0040] Preparation of fluorine-containing polyarylether compound FPAE-10 containing pillar[5]arene based on the above-mentioned para-difluorobenzene-substituted pillar[5]arene derivative A
[0041] Take 0.7008 g (2 mmol) bisphenol fluorene, 0.3928 g (1.8 mmol) difluorobenzophenone, 0.828 g (6 mmol) K 2 CO 3 and 6 mL of DMAc were placed in a 25 mL three-necked flask equipped with a magnetic stirrer, a thermometer, a water separator, a condenser tube, and an Ar passage. After it was dissolved, 3 mL of toluene was added to the three-necked flask, and the , heat up to 145°C, remove water for 2 hours, remove toluene for 1 hour, then raise the temperature to 165°C, react for 3 hours, cool down to 80°C, add 0.2110 g (0.2 mmol) of para-difluorobenzene-substituted pillar[5]arene Derivative A, after reacting for 6 hours, pour the reactant into deionized water to precipitate the precipitate, collect the precipitate by filtration and redissolve it in dichloromethane, then pour it into me...
Embodiment 3
[0043]Preparation of fluorine-containing polyarylether compound FPAE-20 containing pillar[5]arene based on the above-mentioned para-difluorobenzene-substituted pillar[5]arene derivative A
[0044] In Example 2, the dosage of difluorobenzophenone was changed to 0.3491 g (1.6 mmol), and the dosage of para-difluorobenzene-substituted column[5]arene derivative A was changed to 0.4220 g (0.4 mmol), and the rest of the operations According to embodiment 2. That is, the fluorine-containing polyarylether compound FPAE-20 containing pillar[5]arene is obtained. After characterization, the number average molecular weight of FPAE-20 is 79652; the 5wt% thermal weight loss temperature of FPAE-20 is 452 °C.
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