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Polymerized compound, polymerized liquid cryseal composition containing it, and process for preparing anisotropic optical part from said liquid crysted composition

An optically anisotropic, polymerizable liquid crystal technology, applied in organic chemistry, liquid crystal materials, chemical instruments and methods, etc., can solve problems such as poor productivity, achieve the effects of easy handling, manufacturing transparency, and suppressing the increase in hazy feeling

Inactive Publication Date: 2002-07-03
DAINIPPON INK & CHEM INC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Therefore, when an orientation defect such as discrimination occurs in the orientation process, it takes a long time to eliminate it, and there is a problem of poor productivity.

Method used

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  • Polymerized compound, polymerized liquid cryseal composition containing it, and process for preparing anisotropic optical part from said liquid crysted composition

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0047] (Example 1) Synthesis of polymerizable compound (1)

[0048] A mixture consisting of 138.1 g of 4-hydroxybenzoic acid, 136.1 g of 6-chloro-1-hexanol, 84.0 g of sodium hydroxide, 25.0 g of potassium iodide, 440 ml of ethanol, and 440 ml of water was heated at 80° C. for 32 hours while stirring. After the obtained reaction liquid was cooled to room temperature, 1000 ml of saturated saline was added to the reaction liquid, and dilute hydrochloric acid was added until the aqueous layer of the reaction liquid became weakly acidic. To this reaction solution, 1000 ml of ethyl acetate was added for extraction. After washing the organic layer with water, the organic solvent was distilled off under reduced pressure, and air-dried to obtain 223.9 g of the compound of formula (S-1).

[0049] Heat and stir the mixture consisting of 110.0g of the compound of formula (S-1), 133.1g of acrylic acid, 27.0g of p-toluenesulfonic acid, 6.0g of hydroquinone, 420ml of toluene, 180ml of n-h...

Embodiment 2

[0050] (Example 2) Synthesis of polymerizable compound (2)

[0051] A mixture consisting of 91.3 g of methyl 4-hydroxybenzoate, 68.1 g of 3-chloro-1-propanol, 99.0 g of potassium carbonate, and 360 ml of dimethylformamide was heated to reflux at 80° C. for 16 hours while stirring. After the obtained reaction solution was cooled to room temperature, 800 ml of saturated saline was added to the reaction solution, and dilute hydrochloric acid was added until the aqueous layer of the reaction solution became weakly acidic. To this reaction solution, 1000 ml of tetrahydrofuran was added for extraction. The organic solvent was distilled off under reduced pressure to obtain 133.1 g of a crude product of the formula (S-4).

[0052] A mixture consisting of 133.1 g of the crude product of the formula (S-4), 50.0 g of sodium hydroxide, 100 ml of methanol, and 100 ml of water was stirred while heating to reflux for 4 hours. After cooling the reaction liquid to room temperature, hydroch...

Embodiment 3

[0054] (Embodiment 3) Preparation of polymerizable liquid crystal composition (1)

[0055] A composition (A) consisting of 50 parts by mass of a polymerizable liquid crystal compound of compound (a-1) and 50 parts by mass of a polymerizable liquid crystal compound of compound (a-4) was prepared. The composition (A) exhibits a nematic liquid crystal phase at room temperature (25° C.). Nematic phase - isotropic liquid phase transition temperature is 46 ℃. In addition, the n measured at 589nm e (refractive index of extraordinary light) is 1.662, n o (The refractive index of ordinary light) is 1.510, and the birefringence is 0.152.

[0056] A composition (B) consisting of 30 parts by mass of the polymerizable liquid crystal compound (S-7) synthesized in Example 2 and 70 parts by mass of the composition (A) was prepared. The composition (B) exhibits a nematic phase at room temperature, and the nematic-isotropic liquid phase transition temperature is 56C. In addition, crystals...

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Abstract

This present invention provides a polymerizable liquid crystal compound having a low temperature showing the liquid crystal phase, hard to deposit crystals, having not so high viscosity and giving high transparency and mechanical strength after polymerized, to provide a polymerizable liquid crystal composition containing the compound, and to provide polymers from the compound and the composition respectively. The above liquid crystal compound and liquid crystal composition facilitate the production of phase difference films, optical low-pass filters or the like. The above polymers are useful as phase difference films or optical low-pass filters, respectively.

Description

technical field [0001] The present invention relates to a novel compound used in an optically anisotropic body such as a retardation plate or a low-pass filter, a polymerizable liquid crystal composition containing the compound, and an optically anisotropic body obtained by polymerizing the polymerizable liquid crystal composition . Background technique [0002] After aligning a polymerizable liquid crystal composition containing a compound having a polymerizable functional group in a liquid crystal state, by irradiating active energy rays such as ultraviolet rays or electron rays while maintaining the aligned state, it is possible to produce an optically isotropic crystal having a fixed alignment structure. Heterosexual. The anisotropic body obtained in this way is an optically anisotropic body with anisotropic physical properties such as refractive index, permittivity, magnetic susceptibility, elastic modulus, thermal expansion rate, etc., and can be used as a retardation...

Claims

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Application Information

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IPC IPC(8): C07C69/92C07C261/00C09K19/20C09K19/38
CPCC09K19/38C09K2019/0448C09K19/2014C07C261/00
Inventor 长谷部浩史竹原贞夫竹内清文
Owner DAINIPPON INK & CHEM INC
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