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Novel light stabilizer compound and preparation method and application thereof

A compound and composition technology, applied in the field of new light stabilizer compound and its preparation, can solve the problems of low rotational viscosity, insufficient service life, insufficient transmittance, etc.

Active Publication Date: 2020-08-07
BEIJING BAYI SPACE LCD MATERIALS TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] Prior art liquid crystal media with correspondingly low addressing voltages have relatively low resistance values ​​or low VHRs and often lead to undesirable flicker in displays and insufficient transmittance, moreover, they are not stable enough to heat and UV exposure
On the other hand, the addressing voltage of displays with high VHR in the prior art is usually high, especially for displays not directly or continuously connected to the power supply network, so the response time of the liquid crystal medium in the display must be improved, i.e. must be reduced , which is especially important for displays used in television or multimedia applications. In order to improve the response time, optimization of the rotational viscosity of liquid crystal media has been repeatedly mentioned in the past, achieving the lowest possible rotational viscosity of the medium. However, the results achieved are not critical for many applications. language is not enough, so further optimization methods need to be found
[0006] Sufficient stability of the medium to extreme loads, especially to UV exposure and heating, is extremely important, especially in the case of display applications for mobile devices. The drawbacks of MLC displays disclosed so far are due to their relatively low contrast ratio, relatively high viewing angle Dependency and difficulty in producing grayscale in these displays with their insufficient VHR and their insufficient lifespan

Method used

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  • Novel light stabilizer compound and preparation method and application thereof
  • Novel light stabilizer compound and preparation method and application thereof
  • Novel light stabilizer compound and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0047] The present embodiment provides a kind of compound, and the structural formula of described compound is:

[0048]

[0049] This embodiment also provides the synthetic route for preparing compound BYLC-01 as follows:

[0050]

[0051] Specific steps are as follows:

[0052]Under nitrogen protection, add 31.5g 2,2,6,6-tetramethylpiperidin-4-ol, 18.0g 2-phenylmalonic acid, 3.0g tetradimethylaminopyridine, 350ml di Chloromethane, stirred for 0.5 hours, controlled temperature -10°C-5°C, added dropwise a solution consisting of 51.5g of dicyclohexylcarbodiimide and 150ml of dichloromethane, and reacted at room temperature for 6 hours. After conventional post-processing, chromatographic purification and n-hexane elution gave 40.5 g of a light pink solid (compound BYLC-01), LC: 99.7%, yield: 88.5%.

[0053] The obtained BYLC-01 was analyzed by LC-MS, and the m / z of the product was 458.1 (M+).

[0054] Elemental analysis: C: 70.70, H: 9.22, N: 6.12, O: 13.93.

Embodiment 2

[0056] The present embodiment provides a kind of compound, and the structural formula of described compound is:

[0057]

[0058] This embodiment also provides the synthetic route for preparing compound BYLC-02 as follows:

[0059]

[0060] Specific steps are as follows:

[0061] Under nitrogen protection, add 47.2g 2,2,6,6-tetramethylpiperidin-4-ol, 31.2g 3-phenylglutaric acid, 3.6g tetradimethylaminopyridine, 350ml di Chloromethane, stirred for 0.5 hours, controlled temperature -5°C-5°C, added dropwise a solution consisting of 66.0 g of dicyclohexylcarbodiimide and 130 ml of dichloromethane, and reacted at room temperature for 8 hours. After conventional post-treatment, chromatographic purification and n-hexane elution gave 62.8 g of light pink solid (compound BYLC-02), LC: 99.8%, yield: 86.2%.

[0062] The obtained BYLC-02 was analyzed by LC-MS, and the m / z of the product was 486.1 (M+).

[0063] Elemental analysis: C: 71.55, H: 9.54, N: 5.75, O: 13.15.

Embodiment 3

[0065] The present embodiment provides a kind of compound, and the structural formula of described compound is:

[0066]

[0067] This example also provides its preparation method: using 2,2,6,6-tetramethylpiperidin-4-ol and 2-phenylpimelic acid as raw materials, the reaction steps are the same as in Example 1, and the synthesis (compound BYLC-03) 40.0 g, LC: 99.8%, yield: 82.7%.

[0068] The obtained BYLC-03 was analyzed by LC-MS, and the m / z of the product was 514.1 (M+).

[0069] Elemental analysis: C: 72.30, H: 9.78, N: 5.43, O: 12.43.

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Abstract

The invention belongs to the field of light stabilizers, and specifically relates to a compound and a preparation method and application thereof. The compound has a structure as shown in a general formula I; the compound has good rotary viscosity and liquid crystal intersolubility and excellent low-temperature working effect; and the compound can be used as a light stabilizer compound and has goodheat resistance, intersolubility and stability and low rotary viscosity. A liquid crystal composition containing the light stabilizer compound has a high specific resistance value and a low thresholdvoltage, especially has good stability and stable high VHR in degradation under the condition of heat and UV exposure, and presents important application value.

Description

technical field [0001] The invention belongs to the field of light stabilizers. Specifically, it relates to a novel light stabilizer compound and its preparation method and application. Background technique [0002] Liquid crystal display (liquid crystal display) is a display that utilizes the photoelectric changes of liquid crystals. It has the advantages of small size, light weight, low power consumption and good display quality. Therefore, it has become the mainstream of flat-panel displays in recent years. In recent years, liquid crystal display devices have been Widely used in various electronic devices, such as smartphones, tablets, car navigators, TVs, etc. Representative liquid crystal display modes include twisted nematic (TN) type, super twisted nematic (STN) type, in-plane switching (IPS) type, fringe field switching (FFS) type and vertical alignment (VA) type. Among them, the VA mode has received more and more attention due to its fast falling time, high contra...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D211/46C09K19/34G02F1/1343G02F1/139
CPCC07D211/46C09K19/3444G02F1/1396G02F1/134363G02F1/134372
Inventor 王新颖戴雄高立龙储士红田会强姜天孟陈海光
Owner BEIJING BAYI SPACE LCD MATERIALS TECH
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