Small-angle inverted V-shaped fluorine-containing lateral chain ferroelectric liquid crystal compound and synthesis method thereof
A technology of liquid crystal compounds and ferroelectricity, applied in chemical instruments and methods, preparation of imino compounds, liquid crystal materials, etc., to achieve excellent ferroelectric properties, simple synthesis method, and broad application prospects
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Embodiment 1
[0029]
[0030] 1) Synthesis of dialdehyde compound 11
[0031] In a 200ml three-necked flask, under nitrogen protection and magnetic stirring, 1,7-dihydroxynaphthalene 10 (1.00g, 6.24mmol), p-aldehyde benzoic acid 3 (2.06g, 13.72mmol), dicyclohexylcarboimide ( 3.22g, 15.60mmol), 4-dimethylaminopyridine (catalytic amount), dichloromethane solvent (100ml), react at 20°C to 50°C. TLC traced until the disappearance of the raw material, and the reaction time was 48 hours to 96 hours. The reaction solution was filtered, and most of the solvent was evaporated by a rotary evaporator, and chloroform was used as an eluent to pass through the column to obtain a white solid, which was then recrystallized with chloroform / methanol to obtain a white solid dialdehyde compound 11, as shown in the reaction formula (5) shown.
[0032]
[0033] 2) Synthesis of 2-fluoro-4-aminophenyltetradecane 14
[0034] 200ml single-necked flask, magnetically stirred, sequentially added 2-fluoro-4-nitro...
Embodiment 2
[0042]
[0043] 1) Synthesis of dialdehyde compound 11
[0044] In a 200ml three-necked flask, under nitrogen protection and magnetic stirring, 1,7-dihydroxynaphthalene 10 (1.50g, 9.36mmol), p-aldehyde benzoic acid 3 (3.37g, 22.46mmol), dicyclohexylcarboimide ( 6.74g, 32.80mmol), 4-dimethylaminopyridine (catalytic amount), dichloromethane solvent (80ml), react at 20°C to 50°C. TLC traced until the disappearance of the raw material, and the reaction time was 48 hours to 96 hours. The reaction solution was filtered, and most of the solvent was evaporated by a rotary evaporator, and chloroform was used as an eluent to pass through the column to obtain a white solid, which was then recrystallized with chloroform / methanol to obtain a white solid dialdehyde compound 11, as shown in the reaction formula (5) shown.
[0045] 2) Synthesis of 2-fluoro-4-aminophenyltetradecane 18
[0046] 200ml one-necked flask, magnetic stirring, sequentially add 2-fluoro-4-nitrothiophenol 16 (2.00...
Embodiment 3
[0054]
[0055] 1) Synthesis of dialdehyde compound 21
[0056] In a 200ml three-necked flask, under nitrogen protection and magnetic stirring, 1,7-dihydroxyanthracene 20 (1.20g, 5.70mmol), p-aldehyde benzoic acid 3 (2.57g, 17.10mmol), dicyclohexylcarboimide ( 4.70g, 22.80mmol), 4-dimethylaminopyridine (catalytic amount), dichloromethane solvent (80ml), react at 20°C to 50°C. TLC traced until the disappearance of the raw material, and the reaction time was 48 hours to 96 hours. The reaction solution was filtered, and most of the solvent was evaporated by a rotary evaporator, and a white solid was obtained by using chloroform as an eluent to pass through the column, and then recrystallized with chloroform / methanol to obtain a white solid dialdehyde compound 21, as shown in the reaction formula (12) shown.
[0057]
[0058] 2) Synthesis of 2-fluoro-4-aminophenyltetradecane 14
[0059] 200ml one-necked flask, magnetically stirred, sequentially added 2-fluoro-4-nitropheno...
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