Ocular lens material and method for producing same

A manufacturing method and glasses technology, applied in glasses/goggles, intraocular lenses, eye implants, etc., can solve problems such as failure to obtain contact lenses, achieve excellent antifouling effect, inhibit protein adsorption, and improve water retention Effect

Inactive Publication Date: 2007-05-09
SHISEIDO CO LTD +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, when the verification test was carried out on the above-mentioned examples, the desired phosphorylcholine-treated contact lens could not be obtained as a result.
[0006] On the other hand, the contamination of contact lenses is caused by the adsorption of proteins or lipids contained in tears to become contamination, which may cause eye diseases such as allergies and infections (Non-Patent Document 1)

Method used

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  • Ocular lens material and method for producing same
  • Ocular lens material and method for producing same
  • Ocular lens material and method for producing same

Examples

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Effect test

preparation example Construction

[0041] (the preparation method of the phosphorylcholine-containing compound of formula (2))

[0042] Phosphocholine groups can be prepared completely synthetically. However, the synthesis conditions are complicated, must be strictly anhydrous conditions, and the preparation cost is high.

[0043] On the other hand, phosphorylcholine can be extracted in the form of lecithin, which is a constituent of the cell membrane. In this case, 1-α-glycerophosphocholine can be obtained easily and at a lower cost by removing the fatty acid moiety by hydrolysis. The inventors of the present invention have found that a phosphorylcholine group-containing compound having a carboxyl group can be easily obtained by oxidatively cleaving the diol portion of this 1-α-glycerophosphorylcholine.

[0044] The most representative synthesis method is: oxidizing 1-α-glycerophosphorylcholine in water, acetonitrile and other solvents through sodium periodate and ruthenium trichloride to obtain the target ca...

Embodiment 1

[0076] (Example 1: A contact lens in which a compound of formula (2) forms an ester bond with Polymacon (a soft contact lens Medalist manufactured by BaushLomb Co., Ltd.) via a carboxylic acid halide)

[0077] 10 mg of the compound of formula (2) was added to 2 ml of dimethylformamide, 5 mg of thionyl chloride was added, followed by stirring for 30 minutes. Soak 1 piece of Polymacon fully replaced with dimethylformamide to remove water, add 0.2ml of triethylamine, and then react for 4 hours. The reaction solution was sufficiently washed with pure water to obtain a contact lens.

Embodiment 2

[0078] "Example 2: A contact lens in which an ester bond is formed between a compound of formula (2) and Nelfilcon A (Fokas de Iris made by Cibabizion)"

[0079] Fully replace Nelfilcon A with dimethylformamide to remove water, then soak in 2ml of dimethylsulfoxide, add 10mg of the compound of formula (2), 1-ethyl-3-(3-dimethylaminopropyl) Carbodiimide hydrochloride 7 mg, then reacted for 6 hours. The reaction solution was sufficiently washed with pure water to obtain a contact lens.

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Abstract

Disclosed is a method for producing an ocular lens material which comprises a step for reacting and covalently bonding a compound having a phosphorylcholine group represented by the formula (1) below with the surface of an ocular lens material. This method for producing an ocular lens material is characterized in that a phosphorylcholine group-containing compound represented by the formula (2) below is reacted with an ocular lens material, in an organic solvent, thereby being covalently bonded thereto by an acetal bond. With such a method, there can be provided an ocular lens material which prevents protein adsorption. In the formula (2), n is a natural number of 1-18.

Description

technical field [0001] The present invention relates to eyeglass materials such as contact lenses, a method for producing the same, and a method for preventing protein adsorption. More specifically, the present invention relates to methods for treating the surface of lens materials, especially contact lenses, to prevent protein contamination by post-treatment with novel phosphorylcholine-containing compounds. Background technique [0002] It is known to polymerize a phosphorylcholine group-containing monomer as a contact lens material (Patent Documents 1-3). For example, Patent Document 1 discloses a water-containing soft contact lens containing phosphorylcholine-containing (meth)acrylate as a structural unit, and its water content, oxygen permeability, and tensile strength are described. Excellent, less protein adsorption, can inhibit the attachment of pollutants. [0003] As a post-treatment method for contact lenses, Patent Document 4 describes polymerizing a phosphoryl...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): G02C7/04A61F2/16C08J7/12C08L101/00
Inventor 石原一彦隅田如光宫泽和之
Owner SHISEIDO CO LTD
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