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Monomer, polymer, preparation method and use thereof

A technology for polymers and monomers, applied in the fields of monomers, preparation, and polymers, which can solve problems such as preparation methods that need to be improved

Active Publication Date: 2021-09-10
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 polymers, monomers and their preparation methods currently used to prepare ocular medical devices still need to be improved

Method used

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  • Monomer, polymer, preparation method and use thereof
  • Monomer, polymer, preparation method and use thereof
  • Monomer, polymer, preparation method and use thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0110] Example 1 Preparation of 1,3-bis-(4-phenoxyphen)oxy-2-propyl acrylate (chemical formula is as follows)

[0111]

[0112] (1) Preparation of 1,3-bis-(4-phenoxyphen)oxy-2-propanol

[0113] 4-phenoxyphenol (76g, 0.41mol), potassium carbonate (56g, 0.4mol) and absolute ethanol (200mL) were successively added to the three-necked flask, the mixture was refluxed and stirred for 1h, and 1,3- Dichloro-2-propanol (13 g, 0.1 mol), and stirring at reflux was continued for 24 h. The reaction solution was cooled to room temperature, evaporated to remove ethanol, dissolved in dichloromethane (300 mL), filtered to remove inorganic salts, and the filtrate was washed with aqueous sodium hydroxide solution (10% wt, 100 mL×6). The organic phase obtained after washing was dried with anhydrous sodium sulfate for 2 h, filtered, and the solvent was removed by rotary evaporation to obtain a white solid (27 g, yield 63%). Mass spectrometry and NMR H spectrum test data are as follows:

...

Embodiment 2

[0120] Example 2 Preparation of 1,3-bis-(4-phenoxyphen)oxy-2-propyl methacrylate (chemical formula is as follows)

[0121]

[0122]1,3-bis(4-phenoxyphen)oxy-2-propanol (4.89g, 11mmol), triethylamine (2.4g, 24mmol), 4-dimethylaminopyridine ( 0.28 g, 2.3 mmol) and tetrahydrofuran (70 mL), after fully dissolving, methacryloyl chloride (1.8 g, 17 mmol) was slowly added dropwise thereto, and stirring was continued for 24 h. The reaction solution was filtered, the tetrahydrofuran was removed by rotary evaporation, and the solution was dissolved in dichloromethane (200 mL), and aqueous sodium hydroxide solution (5% wt, 80 mL) was added and stirred for 0.5 h. After liquid separation, the solvent was removed by rotary evaporation, and the product was subjected to column chromatography (n-Hex / EA 20:1) to obtain a white solid (3.2 g, yield 58%). Mass spectrometry and NMR H spectrum test data are as follows:

[0123] LC-MS (ESI, pos.ion) m / z: 519 [M+Na] + ;

[0124] 1 H NMR (400...

Embodiment 3

[0125] Example 3 Preparation of 1,3-bis-(4-benzylphenyl)oxy-2-propyl acrylate (chemical formula is as follows)

[0126]

[0127] (1) Preparation of 1,3-bis-(4-benzylphenyl)oxy-2-propanol

[0128] 4-benzylphenol (25g, 135.8mmol), potassium carbonate (47g, 338.1mmol) and absolute ethanol (200mL) were successively added to the three-necked flask, the mixture was stirred at reflux for 1h, and 1,3- Dichloro-2-propanol (5.5 g, 42.6 mmol) and continued stirring at reflux for 24 h. The reaction solution was cooled to room temperature, ethanol was removed by rotary evaporation, dissolved in dichloromethane (300 mL), the inorganic salt was removed by filtration, and the filtrate was washed with aqueous sodium hydroxide solution (10% wt, 100 mL×6). The organic phase was dried with anhydrous sodium sulfate for 2 h, filtered, and the solvent was removed by rotary evaporation to obtain a white solid (14 g, yield 77%). Mass spectrometry and NMR H spectrum test data are as follows: ...

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Abstract

Monomers, polymers, preparation methods and uses thereof are proposed. The structure of monomer is as shown in formula (I):

Description

technical field [0001] The invention relates to the field of ophthalmic medical devices, in particular, to monomers, polymers, preparation methods and uses thereof. Background technique [0002] Ophthalmic medical devices, such as intraocular lenses, contact lenses, artificial corneas, intracorneal rings, or intracorneal lenses, are artificial materials or lenses that can be implanted in the eye. The above-mentioned ophthalmic medical devices are mainly used to replace the natural crystals in the human eyes that have become cloudy due to diseases such as cataracts, or to correct the vision of the human eyes by means of wearing, refractive surgery, and the like. Intraocular lenses usually consist of a circular optic and peripheral support. Among them, the optical part is made of transparent polymer material. Intraocular lenses made of soft polymers, also often referred to as foldable intraocular lenses, can be folded or rolled and inserted into the eye through a small surgi...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C69/54C07C69/653C08F120/30A61F2/14A61F2/16G02C7/04
CPCA61F2/14A61F2/16C07C69/54C07C69/653C08F120/30G02C7/04
Inventor 曹立康小林李德珊黄芳芳
Owner DONGGUAN HEC MEDICAL INTELLIGENT DEVICE R&D CO LTD