Polymerizable polar compound, liquid crystal composition and liquid crystal display element
一种化合物、碳数的技术，应用在聚合性极性化合物领域，能够解决电压保持率不够大等问题，达到光学各向异性适当、比电阻大、热的稳定性高的效果
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[0268] The present invention will be described in more detail using examples (including synthesis examples and use examples). The present invention is not limited by these examples. The present invention includes a mixture of the composition of Example 1 and the composition of Example 2. The present invention also includes a mixture prepared by mixing at least two of the compositions of the use examples.
[0269] 1. Examples of compound (1)
[0270] Unless otherwise specified, the reaction was performed under a nitrogen atmosphere. Compound (1) was synthesized according to the procedures shown in Example 1 and the like. The synthesized compounds are identified by nuclear magnetic resonance (Nuclear Magnetic Resonance, NMR) analysis and other methods. The properties of compound (1), liquid crystal compound, composition, and device were measured by the following methods.
[0271] NMR analysis: For measurement, DRX-500 manufactured by Bruker BioSpin was used. exist 1 In th...
Synthetic example 1
[0318] Synthesis of compound (1-4-3)
[0319]
[0320] Step 1
[0321] Compound (T-1) (25.0 g), triethylamine (16.65 ml) and tetrahydrofuran (tetrahydrofuran, THF) (300 ml) were put into the reactor and cooled to 0°C. Acryloyl chloride (9.7 ml) was slowly added dropwise thereto, returned to room temperature, and stirred for 6 hours. After removing the insoluble matter, the reaction mixture was poured into water, and the aqueous layer was extracted with toluene. The organic layer formed at the same time was washed with water, and dried over anhydrous magnesium sulfate. The solution was concentrated under reduced pressure, and the residue was purified by silica gel chromatography (volume ratio, toluene:ethyl acetate=9:1) to obtain compound (T-2) (16.4 g; 54%).
[0322] Step 2
[0323] Sodium hydride (2.57g) and THF (300ml) were put into the reactor and cooled to 0°C. A THF solution (100 ml) solution of compound (T-2) (16.4 g) was slowly added dropwise thereto, and stirre...
Synthetic example 2
[0329] Synthesis of compound (1-4-45)
[0330]
[0331] Step 1
[0332] Compound (T-3) (25.0 g), triethylamine (16.0 ml) and THF (300 ml) were put into a reactor and cooled to 0°C. Acryloyl chloride (9.28 ml) was slowly added dropwise thereto, returned to room temperature, and stirred for 6 hours. After the insoluble matter was separated by filtration, the reaction mixture was poured into water, and the aqueous layer was extracted with toluene. The organic layer formed at the same time was washed with water, and dried over anhydrous magnesium sulfate. The solution was concentrated under reduced pressure, and the residue was purified by silica gel chromatography (volume ratio, toluene:ethyl acetate=9:1) to obtain compound (T-4) (15.6 g; 51%).
[0333] Step 2
[0334] Sodium hydride (2.55g) and THF (300ml) were put into the reactor and cooled to 0°C. A THF solution (100 ml) of compound (T-4) (15.6 g) was slowly added dropwise thereto, and stirred for 1 hour. Iodomethane...
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