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Azo compound, polymer, preparation method and use

A technology of azo compounds and compounds, applied in the field of eye medical devices

Active Publication Date: 2021-06-08
DONGGUAN HEC MEDICAL INTELLIGENT DEVICE R&D CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] However, the current ocular medical devices with blue light interception function and polymers for preparing ocular medical devices still need to be improved

Method used

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  • Azo compound, polymer, preparation method and use
  • Azo compound, polymer, preparation method and use
  • Azo compound, polymer, preparation method and use

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0099] The preparation of embodiment 1 azo compound

[0100] The following describes the azo compound according to the synthetic route: the preparation of 1,3-bis(4-(4'-hydroxyazophenyl)oxy)-2-propyl methacrylate (chemical formula is as follows):

[0101]

[0102] (1) Preparation of 1,3-bis(4-nitrophenoxy)-2-propanol:

[0103] 4-Nitrophenol (11.2g, 81.2mmol), potassium carbonate (11.2g, 81.2mmol) and absolute ethanol (200mL) were successively added into a three-necked flask, and the mixture was refluxed and stirred for 1h, and then 1 , 3-Dibromo-2-propanol (4.4g, 20.2mmol), and stirring was continued for 24h. The reaction solution was poured into water (500mL), stirred for 0.5h and then filtered. The filter cake was washed with aqueous sodium hydroxide solution (10%wt, 200mL) and water (300mL), and the collected solid was vacuum-dried at 50°C for 5h to obtain A total of 4.8 g of light-colored solid 1,3-bis(4'-nitrophenoxy)-2-propanol was obtained, and the yield was 68%....

Embodiment 2

[0125] The preparation of embodiment 2 azo compounds

[0126] The following describes the preparation of the azo compound: 1,3-bis(4-(2',4'-dihydroxyazobenzene)oxy)-2-propyl methacrylate (chemical formula as follows) according to the synthetic route:

[0127]

[0128] The remaining steps are the same as in Example 1, except that in step (6), 1,3-bis(4-aminophenoxy)-2-propylmethacrylate (1.2g , 3.5mmol), potassium bromide (2.99g, 25.6mmol), a mixed solution (20mL) of concentrated hydrochloric acid (2.55g, 25.6mmol) and acetone / water (volume ratio 1:1), and the mixture was placed in a -5°C low-temperature bath When the internal temperature reached below 0°C, sodium nitrite (0.485g, 7.0mmol) was dissolved in water (10mL), slowly added dropwise to the above reaction solution, and continued to stir for 0.5h. Dissolve resorcinol (0.88g, 8.0mmol) and sodium hydroxide (0.63g, 15.8mmol) in water (20mL), and add dropwise to the above-mentioned diazonium salt solution, and keep the s...

Embodiment 3

[0131] The preparation of embodiment 3 azo compounds

[0132] The following describes the preparation of the azo compound 1,3-bis(4-(2'-methyl-4'-hydroxyazobenzene)oxy)-2-propyl methacrylate (chemical formula as follows) according to the synthetic route :

[0133]

[0134] The remaining steps are the same as in Example 1, except that in step (6), 1,3-bis(4-aminophenoxy)-2-propylmethacrylate (2.0g , 5.83mmol), a mixed solution (20mL) of potassium bromide (1.2g, 10.1mmol), concentrated hydrochloric acid (4.0g, 39.5mmol) and acetone / water (v / v=1:1), and the mixture was stored at -5°C Stir in a low-temperature bath, and when the internal temperature reaches below 0°C, dissolve sodium nitrite (0.97g, 14.0mmol) in water (10mL), slowly add dropwise to the above reaction solution, and continue stirring for 0.5h. Dissolve m-cresol (1.26g, 9.20mmol), sodium hydroxide (0.93g, 23.3mmol), sodium carbonate (1.23g, 11.6mmol) in water (20mL), and add dropwise to the above diazonium salt ...

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Abstract

The invention proposes an azo compound, a polymer, a preparation method and an application. The azo compound has good performance of intercepting blue light, and the above compound is a polymerizable azo compound, which is not easy to migrate and diffuse in the polymer.

Description

technical field [0001] The invention relates to the field of ophthalmic medical devices, in particular to an azo compound, a polymer, a preparation method and use. Background technique [0002] In recent years, studies have shown that the blue light part of visible light can cause damage to the human eye, especially the retina, leading to vision loss or even blindness. Therefore, there are eye medical devices such as spectacle lenses that add films that can intercept blue light or components that can intercept blue light to prevent blue light from harming the human eye. [0003] However, current ocular medical devices with blue light interception function and polymers for preparing ocular medical devices still need to be improved. Contents of the invention [0004] This application is based on the inventor's discovery and recognition of the following facts and problems: [0005] Although spectacle lenses with blue light interception function are more common at present, b...

Claims

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Application Information

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IPC IPC(8): C07C245/12C08F220/18C08F220/28C08F222/14
CPCC07C245/12C08F220/281C08F220/1808
Inventor 康小林李德珊曹立罗敏黄芳芳
Owner DONGGUAN HEC MEDICAL INTELLIGENT DEVICE R&D CO LTD
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