Liquid crystal compound containing difluoro-methylene key bridge, preparation method thereof and composition containing liquid crystal compound

A difluoromethylene bond bridge and liquid crystal compound technology, applied in the field of liquid crystal compounds, can solve the problems of TFT-LCD such as insufficient response speed, low voltage, and insufficient charge retention rate

Active Publication Date: 2013-08-21
SHIJIAZHUANG CHENGZHI YONGHUA DISPLAY MATERIALS CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, due to the limitations of the liquid crystal material itself, TFT-LCD still has many defects such as insufficient response speed, insufficient voltage, and insufficient charge retention rate.

Method used

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  • Liquid crystal compound containing difluoro-methylene key bridge, preparation method thereof and composition containing liquid crystal compound
  • Liquid crystal compound containing difluoro-methylene key bridge, preparation method thereof and composition containing liquid crystal compound
  • Liquid crystal compound containing difluoro-methylene key bridge, preparation method thereof and composition containing liquid crystal compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0069] compound The synthetic route of (I-A) is shown in the following formula, and its specific preparation steps are as follows:

[0070]

[0071] Synthesis of Step 1.1 (I-A-a)

[0072] Add 1 mol cyclopentane bromide and 0.9 mol triphenylphosphine into a 1 L three-necked flask, then raise the temperature to 140° C., stir and react at constant temperature for 6 h, and solids precipitate out during the reaction. After completion of the reaction, filter and wash the obtained filter cake with toluene to obtain 0.76 mol of bromocyclopentane triphenylphosphine salt (I-A-a) with a yield of 84.4%.

[0073] Synthesis of Step 1.2 (I-A-b)

[0074] Add 0.25mol of (I-A-a) and 250mL of dry tetrahydrofuran to a 1L three-necked flask. After the addition is completely dissolved, blow nitrogen into the three-necked flask for nitrogen protection, and then use an ice-salt bath to cool the solution in the three-necked flask to 0°C; Add 0.25mol potassium tert-butoxide into the above-mentio...

Embodiment 2

[0093] preparation The synthetic route of (I-B) is shown in the following formula, and its specific preparation steps are as follows:

[0094]

[0095] Synthesis of Step 2.1 (I-B-a)

[0096] Add 1mol cyclopentylmethanol, 1.2mol iodine, 1.2mol imidazole and 500mL toluene into a 2L three-necked flask, stir and heat to raise the temperature of the solution in the three-necked flask to 25°C-30°C, and react with constant temperature stirring for 6h; The obtained reaction product was subjected to conventional post-treatment to obtain 0.74 mol of the product cyclopentylmethyl iodide (I-B-a), with a yield of 74%, GC: 96%.

[0097] Synthesis of Step 2.2 (I-B-b)

[0098] Add 0.74mol cyclopentylmethyl iodide (I-B-a), 1mol triphenylphosphine and 500mL toluene to a 2L three-necked flask, heat the solution in the three-necked flask to reflux, and react at a constant temperature at the reflux temperature for 4 hours; The product was filtered, and the obtained filter cake was washed wi...

Embodiment 3

[0114] preparation The synthetic route of (I-C) is shown in the following formula, and the specific preparation steps are as follows:

[0115]

[0116] Synthesis of Step 3.1 (I-C-a)

[0117] Add 0.1mol (I-B-e), 0.5g of palladium carbon and 300mL of absolute ethanol to a 1L one-necked bottle, and then pass hydrogen into the three-necked bottle for air exhausting, repeating 5 times; after the air in the three-necked bottle is exhausted, carry out shock hydrogenation at room temperature Operation, the hydrogenation time is 6h; after the reaction is completed, the reaction product is filtered, and the resulting filter cake is subjected to conventional post-treatment to obtain (I-C-a) 0.95mol, the yield is 95%, GC: 97.7%.

[0118] Synthesis of Step 3.2 (I-C-b)

[0119] (I-C-b) was synthesized referring to Step 2.6 of Example 2.

[0120] Synthesis of Step 3.3 (I-C)

[0121] (I-C) was synthesized referring to Step 1.8 of Example 1.

[0122] The (I-C) prepared in Example 3 wa...

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Abstract

The invention discloses a liquid crystal compound containing difluoro-methylene key bridge, a preparation method of the liquid crystal compound containing difluoro-methylene key bridge and a composition containing the liquid crystal compound. The liquid crystal compound is a compound shown in a general formula I; and the liquid crystal compound comprises 5-95wt% of a first compound shown in a general formula I, 1-50wt% of a second compound shown in a general formula II and 5-50 percent of a third component shown in a general formula III. The liquid crystal compound has large negative dielectric anisotropy, and is low in viscosity, wide in nematic phase temperature range and high in intermiscibility, uvioresistant performance and high-temperature resistant performance; and the liquid crystal composition containing the liquid crystal compound is high in low-temperature intersolubility, quick in response time, large in optical anisotropy and dielectric anisotropy and low in driving voltage, and can be well suitable for vertical alignment (VA)-type liquid crystal display elements.

Description

technical field [0001] The invention relates to a liquid crystal compound, in particular to a liquid crystal compound containing a difluoromethylene bond bridge, a preparation method thereof and a liquid crystal composition containing the liquid crystal compound. Background technique [0002] At present, the application range of liquid crystal materials is expanding more and more widely, and can be widely used in various types of displays, electro-optical devices, sensors, and the like. There are many types of liquid crystal compounds used in the above display fields, among which the application of nematic liquid crystal compounds is the most common, and has been used in passive TN, STN matrix displays and systems with TFT active matrix, especially in liquid crystal Display mainstream thin film transistor technology (TFT-LCD) field. [0003] Thin-film transistor technology (TFT-LCD) uses thin-film transistors to directly drive liquid crystal molecules, eliminating crossover...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09K19/30C09K19/44
Inventor 吕文海员国良王建段雅杰赵磊王瑾
Owner SHIJIAZHUANG CHENGZHI YONGHUA DISPLAY MATERIALS CO LTD
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