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Problems solved by technology
However, the HTP values of the above-mentioned compounds are insufficient to solve the above-mentioned problems, and a compound having a larger HTP value or a method for increasing the HTP value is required
Method used
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preparation example Construction
[0167] Preparation of Preparation Method 3 General Formula (VIII-h)
[0168] In general formula (I), A 2 Represents 1,4-phenylene, E 2 Indicates a single bond, m and q indicate 0, E 1 In the case of an oxygen atom.
[0169]
[0170] (where, *, R 1 , R 2 ,Z 1 , Y 1 、A 1 , p and n represent the same meaning as in general formula (I). )
[0171] The compound represented by the general formula (VIII-h) can be prepared by etherifying the phenol derivative represented by the general formula (VIII-f) and the compound represented by the general formula (VIII-g) by a fixed method.
[0172] Preparation of Preparation Method 4 General Formula (VIII-h2)
[0173] In general formula (I), A 2 Represents 1,4-phenylene, E 2 Represents a single bond, m+q represents 1, 2, 3 or 4, E 1 In the case of an oxygen atom.
[0174] In the reaction formula described in Preparation Method 3, by replacing the general formula (VIII-g) with the general formula (VIII-i)
[0175]
[0176] (...
Embodiment 1
[0280] The compound represented by formula (XI-a) can be produced by the following method.
[0281]
[0282] Under ice-cooling, the dichloromethane solution of (R)-2-(3-methoxyphenyl)propionyl chloride was added dropwise to the dichloromethane suspension of aluminum chloride. After stirring at the same temperature for 15 minutes, a dichloromethane solution of trans-4-propylcyclohexylbenzene was added dropwise. After the reaction was completed, the reaction system was added to ice water, and dichloromethane was added to separate the organic layer. The organic layer was washed twice with water and then with saturated brine. The aqueous layer was washed with dichloromethane and combined with the organic layer, and the solvent was concentrated to obtain the crude product of (R)-1-(4-cyclohexylphenyl)-2-(3-methoxyphenyl)-propane-1 ketone . Hydrazine monohydrate was added to the ethylene glycol solution of the obtained crude product, and it stirred at 110 degreeC, removing by-...
Embodiment 2
[0284] Formula (XI-b) was prepared in the same manner as in Example 1.
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PUM
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Abstract
A method of increasing helical twisting power (HTP) in an optically active compound used in a liquid crystal material is provided. An optically active compound which exhibits a large HTP value is also provided. Furthermore, a liquid crystal composition which exhibits a high upper temperature limit of the liquid crystal after the addition of the optically active compound, and a liquid crystal display device using the same are provided. In a method, an HTP of a compound having a partial structure represented by formula (A), which has an asymmetric carbon atom, is increased by replacing the partial structure represented by formula (A) by a partial structure represented by formula (B). (wherein * represents the position of an asymmetric carbon atom, Y<1 >represents a substituent such as an alkyl group and a halogen). A compound is represented by formula (I).
Description
technical field [0001] The present invention relates to a method for increasing the HTP of an optically active compound used in a liquid crystal display element, an optically active compound, a liquid crystal composition containing the compound, and a liquid crystal display element using the same. technical background [0002] Optically active compounds having a liquid crystal skeleton are added to liquid crystal materials used in devices such as TN (twisted nematic) type, STN (super twisted nematic) type, and phase change type (cholesteric type) to induce twisted alignment. It is known that the amount of optically active compound added: if C (mass%) increases, the natural pitch (pitch): p (μm) becomes smaller, and when c is at a low concentration of about 1 to several mass%, the product of p and c is constant. The relationship is established, and the reciprocal of the helical twisting power (helical twisting power): HTP (1 / μm) is used as a parameter for evaluating the force...
Claims
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