Polymerizable compound, polymerizable liquid crystal composition, polymer and alignment film
A technology of polymeric compounds and polymeric liquid crystals, applied in organic chemistry, nonlinear optics, instruments, etc., can solve the problem of low wavelength dependence of optical anisotropy, achieve high optical anisotropy, improve polymerizability, and high The effect of chemical resistance
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preparation example Construction
[0145] The method for preparing the polymerizable liquid crystal composition of the present invention is not particularly limited, and the components constituting the polymerizable liquid crystal composition may be mixed at one time or sequentially. The addition order of each component when performing sequential mixing is arbitrary.
[0146] In addition, when using several types of compounds as one component, you may mix the mixture which mixed these several types of compounds beforehand with another component, and may mix with another component separately.
[0147] In the polymerizable liquid crystal composition of the present invention, when producing optical isomers, in order to avoid inducing undesired thermal polymerization in the photopolymerization in the liquid crystal state, and to easily fix the uniform orientation state of the molecules, it is preferably at room temperature (20 to 40 °C, the same below) shows a stable liquid crystal phase. In addition, when the pol...
Embodiment
[0163] Hereinafter, although synthesis examples, examples, and comparative examples are given, and the present invention is more specifically described, the present invention is not limited to the following examples. In addition, the measurement method and measurement conditions of each physical property in an Example are as follows.
[0164] [1] NMR
[0165] Dissolve the compound in deuterated chloroform (CDCl 3 ) or deuterated dimethyl sulfoxide (DMSO-d 6 ), measured using a nuclear magnetic resonance apparatus (300MHz, manufactured by Joll Corporation) 1 H-NMR.
[0166] [2] Observation of liquid crystal phase
[0167] The identification of the liquid crystal phase was carried out by heating the sample on a hot stage (MATS-2002S, manufactured by Tokai Hetto Co., Ltd.), and observing it with a polarizing microscope (manufactured by Nikon Corporation). The phase transition temperature was measured at a scan rate (Scan Rate) of 10° C. / min using a differential scanning ther...
Synthetic example 1
[0172] [Synthesis Example 1] Synthesis of Polymerizable Liquid Crystal Compound (E1)
[0173] [1] Synthesis of intermediate compound (A1)
[0174] [chem 27]
[0175]
[0176]Add 9.8g (50.0mmol) of 4-cyano-4'-hydroxybiphenyl, 7.0g (50.0mmol) of 3-bromo-1-propanol, 13.8g (100mmol) of potassium carbonate to a 500mL eggplant-shaped bottle with a condenser ) and acetone 150mL to prepare a mixture, and stirred at a temperature of 64° C. for 48 hours to make it react. After the reaction, the solvent was distilled off under reduced pressure to obtain a yellow wet solid. Then, this solid and 140 mL of water were mixed, and 100 mL of diethyl ether was added thereto for extraction. Extraction was performed 3 times. Anhydrous magnesium sulfate was added to the liquid-separated organic layer, dried, filtered, and the solvent was distilled off under reduced pressure to obtain a yellow solid. The solid was purified by recrystallization using a mixed solvent of hexane / ethyl acetate=2 / ...
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Abstract
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