Liquid crystalline compound with negative dielectric anisotropy, liquid crystal composition, and liquid crystal display device
一种液晶化合物、液晶组成物的技术,应用在液晶材料、有机化学、非线性光学等方向,能够解决负值不够大、黏度小、不足以降低液晶显示元件驱动电压等问题
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preparation example Construction
[0151]The liquid crystal composition of the present invention can be generally prepared by known methods, for example, a method of dissolving desired components at high temperature. In addition, additives well-known to those skilled in the art can be added according to the application to prepare, for example, the liquid crystal composition (f) of the present invention containing an optically active compound described later, and the liquid crystal composition for GH mode to which a dichroic dye is added. In general, additives are well known to those skilled in the art, and are described in detail in literature and the like.
[0152] The liquid crystal composition (f) of the present invention is obtained by further including at least one optically active compound in the above-mentioned liquid crystal composition of the present invention.
[0153] A known chiral dopant can be added to the optically active compound. The chiral dopant has the effect of adjusting the twist angle re...
example
[0159] The following examples illustrate the present invention in more detail, but the present invention is not limited by these examples. In addition, unless otherwise specified, "%" means "wt%".
[0160] The obtained compound is borrowed 1 The nuclear magnetic resonance spectrum obtained by the H-NMR analysis, the gas chromatogram obtained by the gas chromatography (GC) analysis, etc. are identified, so the analysis method will be described first.
[0161] 1 H-NMR analysis
[0162] The measurement device was DRX-500 (manufactured by Bruker BIOSPIN). When measuring, dissolve the samples produced in Examples etc. in CDCl 3 In a deuterated solvent that can dissolve the sample, etc., it is carried out at room temperature, 500 MHz, and the cumulative number of times is 24. Tetramethylsilane (TMS) was used as a reference substance for the zero point of the chemical shift δ value.
[0163] GC analysis
[0164] The measurement device was a GC-14B gas chromatograph manufacture...
example 1
[0203] Example 1: 5-[4-(4-ethoxy-2,3-difluorophenoxymethyl)-cyclohexyl]-2-propane
[0204] Synthesis of Tetrahydropyran (Compound No.9)
[0205]
[0206] first step
[0207] In a nitrogen atmosphere reactor, 200 ml of THF was added to 41.2 g of methyltriphenylphosphonium bromide, cooled to -20°C, and 12.9 g of t-BuOK was added and stirred for 1 hour. A solution of 15.0 g of 1,4-dioxaspiro[4.5]decan-8-one in 200 ml of THF was added dropwise to the reaction solution, and stirred at -20°C for 1 hour. The reaction mixture was warmed up to room temperature, 200ml of water was added and extracted 3 times with 300ml of toluene. The obtained organic layer was washed with water, dried over anhydrous magnesium sulfate, and the solution was concentrated to about 200 ml under reduced pressure. The concentrated solution was poured into 1000 ml of n-hexane, and the precipitated solid was separated and removed by filtration. The resulting solution was distilled off the solvent under re...
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