Polymerizable compound having methoxymethyl acrylic group, liquid crystal composition, and liquid crystal display device
A compound and polymerizable technology, applied in organic chemistry, liquid crystal materials, nonlinear optics, etc., can solve the problem of decreased polymerization reactivity, and achieve the effects of low polymerization initiation temperature, large contrast ratio, and appropriate elastic constant.
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[0293] 1. Examples of compound (1)
[0294] The present invention is illustrated in more detail by way of examples. The Examples are typical examples, and therefore the present invention is not limited by the Examples. Compound (1) was synthesized by the following procedure. The synthesized compound was identified by nuclear magnetic resonance (Nuclear Magnetic Resonance, NMR) analysis and other methods. The physical properties of the compound or composition, and the characteristics of the device were measured by the following methods.
[0295] NMR analysis: DRX-500 manufactured by Bruker BioSpin was used for measurement. exist 1 In the measurement of H-NMR, the sample is dissolved in CDCl 3 and other deuterated solvents, and measured at room temperature, 500 MHz, and accumulated times 16 times. Tetramethylsilane was used as an internal standard. exist 19 In the determination of F-NMR, the CFCl 3 It was used as an internal standard, and it carried out by accumulating ...
Synthetic example 1
[0330] Synthesis of compound (No.1-1-14)
[0331]
[0332] first step
[0333] Under a nitrogen atmosphere, compound (T-1) (3 g, 14.69 mmol) and dichloromethane (300 ml) synthesized by a conventional method were put into a reactor, and cooled to 0°C. Compound (T-2) (5.63g, 48.48mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide (9.29g , 48.48mmol), and triethylamine (9.01ml, 64.64mmol), and warmed to room temperature. The reaction mixture was poured into water, and the aqueous layer was extracted with ethyl acetate. The mixed organic layers were washed with water, and dried over anhydrous magnesium sulfate. The solution was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (dichloromethane / ethyl acetate=19 / 1, volume ratio) and recrystallization to obtain compound (1-1-14 ) (4.13 g, 70% yield).
[0334] 1 H-NMR (ppm; CDCl 3 ): δ7.81-7.76 (m, 3H), 7.60 (d, J = 8.3Hz, 1H), 7.45 (t, J = 8.4Hz, 1H), 7.30 (d, J = 8.4Hz,...
Synthetic example 2
[0337] Synthesis of compound (No.1-1-35)
[0338]
[0339] first step
[0340] Under nitrogen atmosphere, put compound (T-1) (8g, 39.18mmol), ethylene carbonate (7.59g, 86.19mmol), potassium carbonate (16.24g, 117.53mmol) and dimethylformamide (100ml) into the reactor and heated to reflux. The reaction mixture was poured into water, and the aqueous layer was extracted with ethyl acetate. The mixed organic layers were washed with water, and dried over anhydrous magnesium sulfate. The solution was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (toluene / ethyl acetate=4 / 1, volume ratio) to obtain compound (T-3) (3.8 g, yield 33%).
[0341] second step
[0342] Under a nitrogen atmosphere, compound (T-3) (3.8 g, 13.0 mmol) and dichloromethane (300 ml) synthesized by a conventional method were put into a reactor, and cooled to 0°C. Compound (T-2) (3.32g, 28.6mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide (5.48g ,...
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