Aryl imine cocrystalization compound, its synthesis and application
A technology of eutectic compounds and aryl imines, which is applied in chemical instruments and methods, organic chemistry, liquid crystal materials, etc., can solve the problems that have not been reported in the literature on the research of fluorine-containing aryl imines, and achieve high yield, The synthesis is simple and convenient, and the raw materials are cheap and easy to obtain
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Embodiment 1
[0036] 1. Preparation of N-phenyl substituted benzaldimine by condensation reaction
[0037] Preparation of N-Phenylperfluorobenzaldimine
[0038] Add 1.96 grams (10 mmol) of perfluorobenzaldehyde, 0.93 grams (10 mmol) of aniline and 20 milliliters of absolute ethanol to a 25 milliliter bottle, and react at room temperature for 12 hours under nitrogen protection. TLC detects that the reaction of the raw materials is complete, and the solvent is concentrated under reduced pressure to 5 milliliters , the filter cake was washed with a small amount of ethanol (1.5 milliliters), the mother liquor was concentrated to 2 milliliters for recrystallization, and the resulting crystals were combined and vacuum-dried to obtain 2.70 grams, with a yield of 99%. The purity is greater than 98%.
Embodiment 2
[0040] 2. Preparation of N-perfluorophenyl substituted benzaldimine by condensation reaction
[0041] N-Perfluorophenylbenzaldimine
[0042] 1.06 g (10 mmol) of benzaldehyde and 1.83 g (10 mmol) of perfluoroaniline were added to a 10 ml bottle, and the temperature was raised to 140° C. for 4 hours under nitrogen protection. The reaction of the raw materials was detected by TLC. (~10 ml) recrystallized to obtain a crystal, which was dried in vacuo to obtain 2.22 g, yield 82%.
Embodiment 3
[0044] 3. Preparation of N-phenylperfluorobenzaldimine and N-perfluorophenylbenzaldimine eutectic compound
[0045] Add 271mg (1.0mmol) of N-phenylperfluorobenzaldimine and 271mg (1.0mmol) of N-perfluorophenylbenzaldimine to the 5ml bottle, then add benzene dropwise until the solid is just dissolved (0.5-1.0 ml), then add n-hexane with a volume similar to that of benzene dropwise to the system, and then let it stand for slow crystallization. The obtained crystal is the eutectic compound of N-phenyl perfluorobenzaldimine and N-perfluorophenylbenzaldimine. Its structure is as attached figure 1 and figure 2 shown, where figure 1 is the unit cell diagram, figure 2 A crystal packing diagram.
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