Synthesis method of 2,3,5,6-tetrafluoro-7,7,8,8-tetracyanoquinodimethane
A dimethyl pair, synthesis method technology, applied in the field of organic electroluminescent materials, can solve the problems of easy occurrence of danger, increase of risk factor, easy volatilization of bromine, etc., and achieve improved safety, low use environment requirements, and stability Good results
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[0040] The synthesis method of 2,3,5,6-tetrafluoro-7,7',8,8'-tetracyanodimethyl-p-benzoquinone provided in the embodiment of the present invention includes:
[0041] In the first step, 2,3,5,6-tetrafluoroterephthaloyl chloride and trialkyl cyanosilane are used as raw materials, and organic bases are used as catalysts to conduct condensation reaction under anhydrous and oxygen-free conditions to obtain intermediates; The general formula of the chemical structure of the intermediate is:
[0042]
[0043] Where R 1 , R 2 , R 3 , R 4 Is an alkyl group;
[0044] In the second step, the trialkylsiloxy group in the intermediate is removed to obtain 2,3,5,6-tetrafluoro-7,7',8,8'-tetracyanodimethyl-p-benzoquinone.
[0045] In the method for synthesizing 2,3,5,6-tetrafluoro-7,7',8,8'-tetracyanodimethyl-p-benzoquinone provided in the embodiment of the present invention, 2,3,5,6-tetrafluoro Fluoroterephthaloyl chloride and trialkyl cyanosilane are used as raw materials, through condensation reac...
Example Embodiment
[0080] Example one:
[0081] The first step is to mix 1.42mol of 2,3,5,6-tetrafluoroterephthaloyl chloride, 22.5mol of trimethylsilyl cyanide, and 500mL of pyridine, and heat to 80°C under the protection of nitrogen for condensation. During the reaction and condensation reaction, the progress of the reaction was monitored by thin-layer chromatography. The developing agent used was dichloromethane. The test results on the silica gel plate were displayed by ultraviolet light. When stirred at 80°C for 5 hours, the ultraviolet light showed that the formation on the silica gel plate A new product point was found to prove that the condensation reaction reached the end point. The reaction was terminated, and then pyridine and excess trimethylsilyl cyanide were recovered by vacuum distillation. The obtained intermediate was placed in a desiccator and dried at room temperature for 16 hours, and 1.40mol was collected and dried. After the intermediate.
[0082] In the second step, after mixi...
Example Embodiment
[0083] Embodiment two:
[0084] The first step is to mix 1.2 mol of 2,3,5,6-tetrafluoroterephthaloyl chloride, 24 mol of triethyl cyanosilane, 150 mL of toluene, and 300 mL of triethylamine, and heat to The condensation reaction was carried out at 110°C, and the progress of the reaction was monitored by thin-layer chromatography during the condensation reaction. The developing agent used was methylene chloride. The test results on the silica gel plate were displayed by ultraviolet light. When stirred at 110°C for 8 hours, the ultraviolet light displayed A new product point is formed on the silica gel plate, which proves that the condensation reaction has reached the end point. The reaction is terminated, and then toluene, triethylamine and excess triethyl cyanosilane are recovered by vacuum distillation, and the obtained intermediate is placed in a desiccator at room temperature After drying for 16 hours, 1.15 mol of dried intermediate was collected.
[0085] In the second step, a...
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