A kind of compound containing benzocyclobutene structure, its preparation method, application and polyarylene ether polymer material
A polymer material and polyarylene ether technology, which is applied in the field of high-performance polymer synthesis, can solve the problems of low glass transition temperature and high preparation reaction temperature of polymers, and achieves reduced signal transmission loss, low dielectric constant, and low dielectric constant. The effect of electrical losses
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[0049] The preparation method of the compound of the structure shown in the above general formula I, comprises the following steps (1), step (2) and optional step (3):
[0050] Step (1): Use a phenol represented by one of formulas II-1 to II-3 as a raw material (wherein, the phenol raw material represented by II-3 uses High Performance Polymers, 24(5), 425-431; 2012 reference Synthesis), with trimethylchlorosilane, triethylchlorosilane or tert-butyldimethylchlorosilane to protect the phenolic hydroxyl group of the raw material represented by one of formulas II-1 to II-3 to obtain a compound whose phenolic hydroxyl group is protected ;
[0051]
[0052]Step (2): use the compound whose phenolic hydroxyl group is protected and the benzocyclobutene-4-boronic acid ester represented by one of formulas III-1 to III-3 to carry out a Suzuki coupling reaction catalyzed by a palladium catalyst (Suzuki coupling reaction) reaction) to obtain a silyl ether of a benzocyclobutene-containi...
Embodiment 1 2
[0077] Example 1 Protection of diphenols
[0078] 1.1 Use triethylchlorosilane to protect 4-bromoresorcinol: 4-bromoresorcinol (structural formula II-2) (2.21g, 11.7mmol), triethylchlorosilane ((3.77g, 25.1mmol) ), imidazole (1.84g, 27mmol), and 40mL of dry tetrahydrofuran were added to a 100mL single-necked flask, the upper end of the flask was connected to a condenser tube equipped with a nitrogen balloon, and heated to 50 ° C for reaction for 10h. After the reaction was completed, it was cooled to room temperature and filtered, and rinsed with THF, 100 mL of deionized water was added to the filtrate, and extracted with petroleum ether (50 mL × 3 times). The organic phases were combined and dried with anhydrous magnesium sulfate for 6 h. After filtration, the filtrate was concentrated with a rotary evaporator, and the concentrated solution was separated by column chromatography to obtain White solid. The white solid was dried in a vacuum oven at 50° C. for 12 h to obtain 4.3...
Embodiment 2
[0087] Example 2 Benzocyclobutene Functionalization
[0088] 2.1 White powder of 2-(4'-bromophenyl) hydroquinone protected by tert-butyldimethylchlorosilane obtained in Example 1.2 (1.25 g, 2.53 mmol) and benzocyclobutene-4- Pinacol borate (0.64g, 2.8mmol), potassium carbonate (0.70g, 5.06mmol), tetrakis(triphenylphosphine)palladium (0.1g), 16mL of dioxane, 12mL of deionized water were added to the tape. In a 50mL single-neck flask with a stirrer, the flask mouth was connected to a condenser tube with a nitrogen bulb, the reaction system was placed in an oil bath, and replaced with a nitrogen system three times by a water pump, the reaction temperature was 80 °C, and the reaction time was 10h. After the reaction is completed, filter, add 20 mL of distilled water to the filtrate, repeatedly extract 3 times with petroleum ether (50 mL), combine the organic phases, dry the organic phase with anhydrous magnesium sulfate for 6 h, filter, and concentrate the filtrate with a rotary e...
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