Novel spirofluorene thioxanthone-10,10-dioxide derivative and preparation method and application thereof
A kind of dioxide, 10- technology, applied in chemical instruments and methods, organic chemistry, semiconductor/solid-state device manufacturing, etc., to achieve the effects of low efficiency roll-off, high efficiency, and low driving voltage
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Embodiment 2
[0037] Example 2: Synthesis of 2-spirofluoreneacridinyl-spirofluorenethioxanthene-10,10-dioxide
[0038]
[0039]Under nitrogen protection, 459 mg (1 mmol) of 2-bromospirofluorenethioxanthene-10,10-dioxide and 331 mg (1 mmol) of spirofluoreneacridine prepared in Example 1 were added to a 100 mL two-port reactor equipped with a reflux tube. ), palladium acetate 11mg (0.05mmol), 10% tri-tert-butylphosphine toluene solution 0.3mL (0.1mmol), toluene 10mL, heated to 110 ° C and reflux stirring for 24 hours, after the reaction, the organic solvent was distilled off, Add a large amount of water and dichloromethane for extraction, the extracted organic phase is dried with anhydrous sodium sulfate, filtered, and then the organic liquid phase is distilled off to obtain a crude product; the crude product is passed through column chromatography with petroleum ether and dichloromethane Purified by the following method, then dried, and purified by sublimation at 300°C to obtain white pow...
Embodiment 3
[0041] Example 3: Synthesis of 2,7-dimethylacridinyl-spirofluorenethioxanthene-10,10-dioxide
[0042]
[0043] Under the protection of nitrogen gas, add 538mg (1mmol) of 2,7-dibromospirofluorenethioxanthene-10,10-dioxide (its preparation method is similar to that of Example 1) to a 100mL two-port reactor equipped with a reflux tube , 418 mg (2 mmol) of dimethylacridine, 22 mg (0.1 mmol) of palladium acetate, 0.6 mL (0.2 mmol) of a 10% solution of tri-tert-butylphosphine in toluene, 15 mL of toluene, heated to 110 ° C and stirred at reflux for 24 hours, After the reaction, the organic solvent was distilled off, and a large amount of water and dichloromethane were added for extraction. The extracted organic phase was dried and filtered with anhydrous sodium sulfate, and then the organic liquid phase was distilled off to obtain a crude product; Petroleum ether and dichloromethane were purified by column chromatography, then dried, and purified by sublimation at 320°C to obtain...
Embodiment 4
[0045] Example 4: Synthesis of 2,7-diphenoxazinyl-spirofluorenethioxanthene-10,10-dioxide
[0046]
[0047] Under nitrogen protection, add 538 mg (1 mmol) of 2,7-dibromospirofluorenethioxanthene-10,10-dioxide, 366 mg (2 mmol) of phenoxazine, and palladium acetate into a 100 mL two-port reactor equipped with a reflux tube. 22mg (0.1mmol), 0.6mL (0.2mmol) of a toluene solution of 10% tri-tert-butylphosphine, 20mL of toluene, heated to 110°C and stirred at reflux for 24 hours, after the reaction was completed, the organic solvent was distilled off, and a large amount of water and dichloromethane is extracted, the organic phase after extraction is dried with anhydrous sodium sulfate, filtered, and then the organic liquid phase is distilled off to obtain a crude product; the crude product is purified by column chromatography with sherwood oil and dichloromethane, It was then dried and purified by sublimation at 320°C to obtain a green powder of 2,7-diphenoxazinyl-spirofluoreneth...
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