Novel silicon hydrogel contact lens and preparation method thereof

文档序号:842258 发布日期:2021-04-02 浏览:47次 中文

阅读说明:本技术 一种新型硅水凝胶接触镜及其制备方法 (Novel silicon hydrogel contact lens and preparation method thereof ) 是由 陈裕 阮文丽 朱凌 于 2020-12-18 设计创作,主要内容包括:本发明公开了一种新型硅水凝胶接触镜及其制备方法。本发明采用单体软性非亲水性聚合物和单体离子性亲水性聚合物共聚,制备新型硅水凝胶接触镜。优选的,单体选用端羟基聚甲基三氟丙基硅氧烷与单体两性离子磺丙基甜菜碱-烯丙基缩水甘油醚聚合物或单体两性离子磺丙基甜菜碱-丙烯酰胺-烯丙基缩水甘油醚聚合物共聚,制备得到的新型硅水凝胶接触镜具有良好的透氧性能及低蛋白质吸附性能。(The invention discloses a novel silicon hydrogel contact lens and a preparation method thereof. The invention adopts the copolymerization of the monomer soft non-hydrophilic polymer and the monomer ionic hydrophilic polymer to prepare the novel silicon hydrogel contact lens. Preferably, the monomer is selected from hydroxyl-terminated polymethyltrifluoropropylsiloxane and a monomer zwitterionic sulfopropyl betaine-allyl glycidyl ether polymer or a monomer zwitterionic sulfopropyl betaine-acrylamide-allyl glycidyl ether polymer for copolymerization, and the prepared novel silicon hydrogel contact lens has good oxygen permeability and low protein adsorption performance.)

1. A novel silicone hydrogel contact lens is characterized by being formed by copolymerizing a soft non-hydrophilic polymer and an ionic hydrophilic polymer.

2. The novel silicone hydrogel contact lens of claim 1, wherein the soft non-hydrophilic polymer is a silicon-containing non-hydrophilic polymer.

3. The novel silicone hydrogel contact lens of claim 1, wherein the ionic hydrophilic polymer is a polymer comprising amino and/or anionic groups.

4. The novel silicone hydrogel contact lens of claim 2, wherein the silicon-containing non-hydrophilic polymer is hydroxyl terminated polymethyltrifluoropropylsiloxane

5. The novel silicone hydrogel contact lens of claim 3, wherein the polymer comprising anionic groups is a zwitterionic sulfopropyl betaine-allyl glycidyl ether polymer

6. The novel silicone hydrogel contact lens of claim 3, wherein the polymer comprising amino and anionic groups is a zwitterionic sulfopropyl betaine-acrylamide-allyl glycidyl ether polymer

7. The novel silicone hydrogel contact lens of claims 1-6, wherein the novel silicone hydrogel contact lens comprises the steps of:

adding 1-3 g of hydroxyl-terminated polymethyl trifluoropropyl siloxane and 1-5 g of zwitterionic sulfopropyl betaine-allyl glycidyl ether polymer into 50-100 mL of dichloromethane, stirring, introducing nitrogen for protection, placing a reaction device in an ice salt water bath, dropwise adding 0.01-0.1 g of boron trifluoride diethyl ether by using an injector when the temperature is reduced to 0 ℃, keeping the temperature unchanged after dropwise adding, continuously reacting for 5-8 hours, adding a certain amount of water, stirring for 3-5 min, terminating polymerization reaction, and then addingTransferring the reaction solution into a beaker, and using 30-50 mL of saturated NaHCO3Repeatedly washing the aqueous solution for 3-4 times, drying the product in vacuum, heating the dried product to a molten state, pouring the molten product into a mold, and cooling to obtain the novel silicon hydrogel contact lens.

8. The novel silicone hydrogel contact lens of claims 1-6, wherein the novel silicone hydrogel contact lens comprises the steps of:

adding 1-3 g of hydroxyl-terminated polymethyl trifluoropropyl siloxane and 1-5 g of zwitterionic sulfopropyl betaine-acrylamide-allyl glycidyl ether polymer into 50-100 mL of dichloromethane, uniformly stirring, introducing nitrogen for protection, placing a reaction device in an ice salt water bath, dropwise adding 0.01-0.1 g of boron trifluoride diethyl etherate by using an injector when the temperature is reduced to 0 ℃, keeping the temperature unchanged after dropwise adding, continuously reacting for 5-8 hours, adding 10-20 mL of water, stirring for 3-5 min, stopping polymerization, transferring the reaction liquid to a beaker, and adding 30-50 mL of saturated NaHCO3And repeatedly washing the water solution for 3-4 times, drying the product in vacuum at the temperature of 60-70 ℃ for 8-12 h, heating the dried product to 150-180 ℃, pouring the heated product into a mold, and cooling to obtain the novel silicon hydrogel contact lens.

Technical Field

The invention belongs to the field of high polymer materials, and particularly relates to a novel silicon hydrogel water contact lens and a preparation method thereof.

Background

Myopia refers to the condition that parallel rays pass through the eye dioptric system and then focus on the front of the retina in the state of adjustment and relaxation. The incidence of myopia is rising year by year, and the incidence of myopia of teenagers in Asian countries is far higher than that in Europe and America countries, and reaches 60% -80%, and the myopia of teenagers becomes one of five major factors causing blindness and eyesight damage. The mechanism of myopia onset is not clear, and is generally thought to be caused by both genetic and environmental factors. How to reduce the occurrence and development of myopia has become an important issue facing human society. Current optical correction methods for myopia include surgical treatments, frame glasses, and corneal contact lenses.

Compared with other correction methods, the hard corneal contact lens has more excellent visual quality and wider visual field, and has obvious advantages in the aspects of correction of aphakic eyes, refractive error, keratoconus and the like. The development of contact lenses is mainly the development of materials, and the materials for preparing contact lenses undergo four stages of development, including rigid air-impermeable materials, rigid air-permeable materials, soft non-hydrophilic materials and soft hydrophilic materials.

Silicone rubber material is one of the most widely used soft non-hydrophilic materials for contact lenses. The silicon rubber material has the advantages of no toxicity, chemical inertness and the like. The silicone material has a siloxane structure inside, so that the contact lens has the characteristic of high oxygen permeability. Since the surface of the silicone rubber material is highly hydrophobic, this can cause a large amount of protein adsorption, resulting in poor biocompatibility. After the soft contact lens is worn, common eye problems such as dryness and discomfort of the eyes are related to dryness and dirt on the surface of the contact lens, and various diseases such as chronic eye inflammation and infection are caused in serious cases and are related to protein adsorption on the surface of the contact lens.

Therefore, the development of novel silicon soft contact lens hydrogel materials reduces protein adsorption, and has important significance for improving the wearing experience of consumers, reducing the risks of causing eye inflammation and complications and enriching the material system of soft contact lenses.

Disclosure of Invention

The silicon rubber material is one of the most widely applied soft non-hydrophilic materials of the contact lens, and has the characteristic of high oxygen permeability. However, the surface of the silicone rubber material is highly hydrophobic, which can cause a large amount of protein adsorption, resulting in poor biocompatibility. After the soft contact lens is worn, common eye problems such as dryness and discomfort of the eyes are related to dryness and dirt on the surface of the contact lens, and various diseases such as chronic eye inflammation and infection are caused in serious cases and are related to protein adsorption on the surface of the contact lens. In order to solve the technical problem of adsorbing a large amount of protein caused by a silicon rubber material contact lens, the invention discloses a novel silicon hydrogel contact lens, which effectively reduces the technical problem of protein adsorption on the surface of the contact lens.

In order to solve the technical problems, the invention provides a novel silicon hydrogel contact lens and a preparation method thereof.

The technical scheme adopted by the invention is as follows:

a novel silicone hydrogel contact lens is prepared by copolymerizing a soft non-hydrophilic polymer and an ionic hydrophilic polymer.

The soft non-hydrophilic polymer is a silicon-containing non-hydrophilic polymer.

The ionic hydrophilic polymer is a polymer containing an amino group and/or an anionic group.

Preferably, the silicon-containing non-hydrophilic polymer is hydroxyl-terminated polymethyltrifluoropropylsiloxane

The value range of n in the formula 1 is 1-10000.

Preferably, the anionic group-containing polymer is a zwitterionic sulfopropyl betaine-allyl glycidyl ether polymer.

The value range of n in the formula 2 is 1-10000, and the value range of m is 1-10000.

Preferably, the polymer containing amino and anionic groups is a zwitterionic sulfopropyl betaine-acrylamide-allyl glycidyl ether polymer

The value range of n in the formula 3 is 1-10000; the value range of z is 1-10000; the value range of z is 1-10000.

Specifically, the preparation method of the novel silicon hydrogel contact lens comprises the following steps:

adding 1-3 g of hydroxyl-terminated polymethyltrifluoropropylsiloxane (PMTFPS) and 1-5 g of zwitterionic sulfopropylbetaine-allyl glycidyl ether polymer into 50-100 mL of dichloromethane, stirring, introducing nitrogen for protection, placing a reaction device in an ice salt water bath, dropwise adding 0.01-0.1 g of boron trifluoride diethyl etherate by using an injector when the temperature is reduced to 0 ℃, keeping the temperature unchanged after dropwise adding, continuously reacting for 5-8 hours, adding a certain amount of water, stirring for 3-5 min, stopping polymerization, transferring the reaction liquid into a beaker, and adding 30-50 mL of saturated NaHCO3Repeatedly washing the aqueous solution for 3-4 times, drying the product in vacuum, heating the dried product to a molten state, pouring the molten product into a mold, and cooling to obtain the novel silicon hydrogel contact lens.

Preferably, the preparation method of the novel silicon hydrogel contact lens comprises the following steps:

adding 1-3 g of hydroxyl-terminated polymethyl trifluoropropyl siloxane and 1-5 g of zwitterionic sulfopropyl betaine-acrylamide-allyl glycidyl ether polymer into 50-100 mL of dichloromethane, uniformly stirring, introducing nitrogen for protection, placing a reaction device in an ice salt water bath, dropwise adding 0.01-0.1 g of boron trifluoride diethyl etherate by using an injector when the temperature is reduced to 0 ℃, keeping the temperature unchanged after dropwise adding, continuously reacting for 5-8 hours, adding 10-20 mL of water, stirring for 3-5 min, stopping polymerization, transferring the reaction liquid to a beaker, and adding 30-50 mL of saturated NaHCO3And repeatedly washing the water solution for 3-4 times, drying the product in vacuum at the temperature of 60-70 ℃ for 8-12 h, heating the dried product to 150-180 ℃, pouring the heated product into a mold, and cooling to obtain the novel silicon hydrogel contact lens.

The preparation method of the zwitterionic sulfopropyl betaine-allyl glycidyl ether polymer comprises the following steps:

adding 1-3 g of zwitterionic sulfopropyl betaine and 1-3 g of allyl glycidyl ether into 50-100 mL of water to form a mixed solution, stirring for 10-20 min, and purging the mixed solution for 20-40 min by using nitrogen; and adding ammonium persulfate into the mixed solution, mixing and stirring for 20-30 min, reacting the solution at 70-80 ℃ for 4-5 h, stopping the reaction at room temperature, precipitating the product in acetone, purifying the product with ethanol for three times, and freeze-drying the product by using a freeze dryer to obtain the zwitterionic sulfopropyl betaine-allyl glycidyl ether polymer.

The preparation method of the zwitterionic sulfopropyl betaine-acrylamide-allyl glycidyl ether polymer comprises the following steps:

adding 1-3 g of zwitterionic sulfopropyl betaine, 1-3 g of acrylamide and 1-3 g of allyl glycidyl ether monomer into 50-100 mL of water to form a mixed solution, stirring for 5-10 min, and then purging the mixed solution for 20-30 min by using nitrogen; and then adding 0.01-0.1 g of ammonium persulfate into the mixed solution, mixing and stirring for 20-30 min, reacting the solution at 60-70 ℃ for 3-5 h, terminating the reaction at room temperature, precipitating the product in 30-50 mL of acetone, purifying with 30-50 mL of ethanol for three times, freezing the product by using a freeze dryer at-20-30 ℃ and drying for 12-15 h to obtain the zwitterionic sulfopropyl betaine-acrylamide-allyl glycidyl ether polymer.

The preparation method of the zwitterion sulfopropyl betaine comprises the following steps:

dissolving 5-12 g of 1, 3-propane sultone in 50-100 mL of tetrahydrofuran, heating to 60-70 ℃, introducing nitrogen for degassing, dissolving 5-12 g of N, N-dimethylallylamine in 60-100 mL of tetrahydrofuran, dropwise adding the dissolved solution into a tetrahydrofuran solution of 1, 3-propane sultone, reacting under the nitrogen atmosphere for 6-8 hours while stirring, and removing the solvent by rotary evaporation to obtain the zwitterion sulfopropyl betaine.

The mold consists of two glass plates, PET films are covered on the glass plates, then the plates are separated by rectangular rubber pads, and the thickness and the diameter of the contact lens can be adjusted according to the size and the requirement of the mold.

The invention researches a hydrophilic organic silicon hydrogel which is prepared by copolymerizing a silicon-containing non-hydrophilic polymer monomer and an ionic hydrophilic polymer monomer, and the obtained novel silicon hydrogel material has high oxygen permeability, reduces protein adsorption, has super-strong hydrophilicity and can be used as a good contact lens material. When the monomer selects the zwitterionic sulfopropyl betaine-allyl glycidyl ether polymer or the zwitterionic sulfopropyl betaine-acrylamide-allyl glycidyl ether polymer and the monomer hydroxyl-terminated polymethyl trifluoropropyl siloxane for copolymerization, the obtained novel silicon hydrogel material has excellent high oxygen permeability and ultralow protein adsorption rate. The hydroxyl-terminated polymethyltrifluoropropylsiloxane has a silicone component which is favorable for oxygen transmission, and allows more oxygen to transmit through the lens, but the surface of the silicon material is hydrophobic, and can cause the adsorption of proteins, lipids and mucins. Therefore, the amphoteric ion sulfopropyl betaine-allyl glycidyl ether polymer or amphoteric ion sulfopropyl betaine-acrylamide-allyl glycidyl ether polymer copolymerization is introduced into the material, so that the material has good biocompatibility, protein nonspecific adsorption resistance and high stability, and the protein adsorption rate of the material is remarkably reduced.

Compared with the prior art, the invention has the beneficial effects that:

the oxygen permeability of the contact lens prepared by the method can reach 179 x 10-9DK/t,(cm3O2·cm)/(cm2 ·s·mmHg), relative protein adsorption was reduced to 6.3%.

Detailed Description

In the examples, the sources of the raw materials are as follows:

hydroxyl-terminated polymethyltrifluoropropylsiloxane: CAS number 68607-77-2, molecular weight 800-1200.

Boron trifluoride diethyl etherate: CAS number 109-63-7.

Acrylamide: CAS number 79-06-1.

Allyl glycidyl ether: CAS number 106-92-3.

Ammonium persulfate: CAS number 7727-54-0.

1, 3-propane sultone: CAS number 1120-71-4.

N, N-dimethylallylamine: 35000-15-8.

Example 1

A preparation method of a novel silicon hydrogel contact lens comprises the following steps:

adding 2g of hydroxyl-terminated polymethyl trifluoropropyl siloxane and 4g of zwitterionic sulfopropyl betaine-acrylamide-allyl glycidyl ether polymer into 50mL of dichloromethane, uniformly stirring, introducing nitrogen for protection, placing a reaction device into an ice salt water bath, dropwise adding 0.02g of boron trifluoride diethyl ether at the speed of 1 drop per second by using an injector when the temperature is reduced to 0 ℃, keeping the temperature unchanged after dropwise adding, continuously reacting for 5 hours, adding 10mL of water, stirring for 5 minutes, stopping the polymerization reaction, transferring the reaction liquid into a beaker, and adding 50mL of saturated NaHCO into the beaker3Repeatedly washing with water solution for 3 times, vacuum drying the product at 70 deg.C for 8h, heating the dried product to 180 deg.C, pouring into a mold, and cooling to obtain the novel silicon hydrogel contact lens.

The preparation method of the zwitterionic sulfopropyl betaine-acrylamide-allyl glycidyl ether polymer comprises the following steps:

adding 1g of zwitterionic sulfopropyl betaine, 1g of acrylamide and 1g of allyl glycidyl ether monomer into 100mL of water to form a mixed solution, stirring for 10min, and then purging the mixed solution for 20min by using nitrogen; then 0.01g of ammonium persulfate was added to the mixed solution and mixed again with stirring for 20min, the solution was reacted at 70 ℃ for 5h and the reaction was terminated at room temperature, the product was precipitated in 50mL of acetone and purified three times with 50mL of ethanol, and the product was frozen using a lyophilizer and dried at-30 ℃ for 12h to give the zwitterionic sulfopropylbetaine-acrylamide-allyl glycidyl ether polymer.

The preparation method of the zwitterion sulfopropyl betaine comprises the following steps:

dissolving 5g of 1, 3-propane sultone in 100mL of tetrahydrofuran, heating to 70 ℃, introducing nitrogen for degassing, dissolving 5g of N, N-dimethylallylamine in 60mL of tetrahydrofuran, dropwise adding the solution into the tetrahydrofuran solution of 1, 3-propane sultone at the speed of 3 drops per second, allowing the reaction to proceed for 6 hours under stirring in a nitrogen atmosphere, and removing the solvent by rotary evaporation to obtain the zwitterionic sulfopropyl betaine.

Example 2

A preparation method of a novel silicon hydrogel contact lens comprises the following steps:

adding 3g of hydroxyl-terminated polymethyl trifluoropropyl siloxane and 3g of zwitterionic sulfopropyl betaine-acrylamide-allyl glycidyl ether polymer into 50mL of dichloromethane, uniformly stirring, introducing nitrogen for protection, placing a reaction device into an ice salt water bath, dropwise adding 0.02g of boron trifluoride diethyl ether at the speed of 1 drop per second by using an injector when the temperature is reduced to 0 ℃, keeping the temperature unchanged after dropwise adding, continuously reacting for 5 hours, adding 10mL of water, stirring for 5 minutes, stopping the polymerization reaction, transferring the reaction liquid into a beaker, and adding 50mL of saturated NaHCO into the beaker3Repeatedly washing with water solution for 3 times, vacuum drying the product at 70 deg.C for 8h, heating the dried product to 180 deg.C, pouring into a mold, and cooling to obtain the novel silicon hydrogel contact lens.

The preparation method of the zwitterionic sulfopropyl betaine-acrylamide-allyl glycidyl ether polymer comprises the following steps:

adding 1g of zwitterionic sulfopropyl betaine, 1g of acrylamide and 1g of allyl glycidyl ether monomer into 100mL of water to form a mixed solution, stirring for 10min, and then purging the mixed solution for 20min by using nitrogen; then 0.01g of ammonium persulfate was added to the mixed solution and mixed again with stirring for 20min, the solution was reacted at 70 ℃ for 5h and the reaction was terminated at room temperature, the product was precipitated in 50mL of acetone and purified three times with 50mL of ethanol, and the product was frozen using a lyophilizer and dried at-30 ℃ for 12h to give the zwitterionic sulfopropylbetaine-acrylamide-allyl glycidyl ether polymer.

The preparation method of the zwitterion sulfopropyl betaine comprises the following steps:

dissolving 5g of 1, 3-propane sultone in 100mL of tetrahydrofuran, heating to 70 ℃, introducing nitrogen for degassing, dissolving 5g of N, N-dimethylallylamine in 60mL of tetrahydrofuran, dropwise adding the solution into the tetrahydrofuran solution of 1, 3-propane sultone at the speed of 3 drops per second, allowing the reaction to proceed for 6 hours under stirring in a nitrogen atmosphere, and removing the solvent by rotary evaporation to obtain the zwitterionic sulfopropyl betaine.

Example 3

A preparation method of a novel silicon hydrogel contact lens comprises the following steps:

adding 4.5g of hydroxyl-terminated polymethyltrifluoropropylsiloxane and 1.5g of zwitterionic sulfopropylbetaine-acrylamide-allyl glycidyl ether polymer into 50mL of dichloromethane, uniformly stirring, introducing nitrogen for protection, placing the reaction device into an ice salt water bath, dropwise adding 0.02g of boron trifluoride diethyl ether at the speed of 1 drop per second by using an injector when the temperature is reduced to 0 ℃, keeping the temperature unchanged after dropwise adding, continuing to react for 5 hours, adding 10mL of water, stirring for 5 minutes, stopping polymerization, transferring the reaction solution to a beaker, and adding 50mL of saturated NaHCO3Repeatedly washing with water solution for 3 times, vacuum drying the product at 70 deg.C for 8h, heating the dried product to 180 deg.C, pouring into a mold, and cooling to obtain the novel silicon hydrogel contact lens.

The preparation method of the zwitterionic sulfopropyl betaine-acrylamide-allyl glycidyl ether polymer comprises the following steps:

adding 1g of zwitterionic sulfopropyl betaine, 1g of acrylamide and 1g of allyl glycidyl ether monomer into 100mL of water to form a mixed solution, stirring for 10min, and then purging the mixed solution for 20min by using nitrogen; then 0.01g of ammonium persulfate was added to the mixed solution and mixed again with stirring for 20min, the solution was reacted at 70 ℃ for 5h and the reaction was terminated at room temperature, the product was precipitated in 50mL of acetone and purified three times with 50mL of ethanol, and the product was frozen using a lyophilizer and dried at-30 ℃ for 12h to give the zwitterionic sulfopropylbetaine-acrylamide-allyl glycidyl ether polymer.

The preparation method of the zwitterion sulfopropyl betaine comprises the following steps:

dissolving 5g of 1, 3-propane sultone in 100mL of tetrahydrofuran, heating to 70 ℃, introducing nitrogen for degassing, dissolving 5g of N, N-dimethylallylamine in 60mL of tetrahydrofuran, dropwise adding the solution into the tetrahydrofuran solution of 1, 3-propane sultone at the speed of 3 drops per second, allowing the reaction to proceed for 6 hours under stirring in a nitrogen atmosphere, and removing the solvent by rotary evaporation to obtain the zwitterionic sulfopropyl betaine.

Example 4

A preparation method of a novel silicon hydrogel contact lens comprises the following steps:

adding 2g of hydroxyl-terminated polymethyltrifluoropropylsiloxane and 4g of zwitterionic sulfopropylbetaine-allyl glycidyl ether polymer into 50mL of dichloromethane, uniformly stirring, introducing nitrogen for protection, placing a reaction device into an ice salt water bath, dropwise adding 0.02g of boron trifluoride diethyl etherat the speed of 1 drop per second by using an injector when the temperature is reduced to 0 ℃, keeping the temperature unchanged after dropwise adding, continuing to react for 5 hours, adding 10mL of water, stirring for 5 minutes, stopping the polymerization reaction, transferring the reaction solution into a beaker, and adding 50mL of saturated NaHCO by using 50mL of saturated NaHCO3Repeatedly washing with water solution for 3 times, vacuum drying the product at 70 deg.C for 8h, heating the dried product to 180 deg.C, pouring into a mold, and cooling to obtain the novel silicon hydrogel contact lens.

The preparation method of the zwitterionic sulfopropyl betaine-allyl glycidyl ether polymer comprises the following steps:

adding 1.5g of zwitterionic sulfopropyl betaine and 1.5g of allyl glycidyl ether monomer into 100mL of water to form a mixed solution, stirring for 10min, and then purging the mixed solution with nitrogen for 20 min; then 0.01g of ammonium persulfate was added to the mixed solution and mixed again with stirring for 20min, the solution was reacted at 70 ℃ for 5h and terminated at room temperature, the product was precipitated in 50mL of acetone and purified three times with 50mL of ethanol, and the product was frozen using a lyophilizer and dried at-30 ℃ for 12h to give a zwitterionic sulfopropylbetaine-allyl glycidyl ether polymer.

The preparation method of the zwitterion sulfopropyl betaine comprises the following steps:

dissolving 5g of 1, 3-propane sultone in 100mL of tetrahydrofuran, heating to 70 ℃, introducing nitrogen for degassing, dissolving 5g of N, N-dimethylallylamine in 60mL of tetrahydrofuran, dropwise adding the solution into the tetrahydrofuran solution of 1, 3-propane sultone at the speed of 3 drops per second, allowing the reaction to proceed for 6 hours under stirring in a nitrogen atmosphere, and removing the solvent by rotary evaporation to obtain the zwitterionic sulfopropyl betaine.

Comparative example 1

A preparation method of a novel silicon hydrogel contact lens comprises the following steps:

heating 6g of hydroxyl-terminated polymethyl trifluoropropyl siloxane to 180 ℃, pouring the heated hydroxyl-terminated polymethyl trifluoropropyl siloxane into a mold, and cooling to obtain the novel silicon hydrogel contact lens.

Test example:

1. measurement of relative protein nonspecific adsorption

The specific operation steps are as follows: a novel silicon hydrogel contact lens with the side length of 4mm is cut out by a medical cutter and is put into a 0.1mol/L sodium hydroxide solution for hydrolysis for 3 hours. A24-well culture plate is taken, a hydrolyzed novel silicon hydrogel contact lens sample (4mm multiplied by 4mm) and a polystyrene sheet (8mm multiplied by 8mm) are placed in the culture plate, 1mL of PBS buffer solution containing HRP-IgG with the concentration of 1 mu L/mL is added in each well, and the mixture is placed on a horizontal shaking table to be shaken. After 1.5 hours, the samples were removed into new wells, washed 4 times with PBS buffer, removed and replaced with new wells, washed once with PBS buffer. 1mL of disodium hydrogen phosphate-citric acid buffer solution containing 0.03% hydrogen peroxide at a concentration of 1. mu.L/mL and o-phenylenediamine at a concentration of 1mg/mL was added to each well, and the same solution was added to another well as a blank control, which was then placed on a horizontal shaking table and shaken to effect a color reaction. After 15 minutes, the enzyme activity was stopped by adding an equal volume of 2mol/L sulfuric acid solution, 200. mu.L of the solution was applied to a 96-well plate, and 4 replicates of each solution were subjected to absorbance detection (OD value) using a microplate reader at a detection wavelength of 492 nm.

Table 1: relative protein adsorption test results

Sample (I) Relative protein adsorption,%
Example 1 6.3
Example 2 9.7
Example 3 8.5
Example 4 15.4
Comparative example 1 18.9

2. Oxygen permeability test

The change of oxygen content in the permeation cavity along with time after oxygen permeates through the membrane is measured by an oxygen permeability tester, the slope k of the curve of the change of the oxygen content along with time is calculated, the volume V of the permeation cavity, the thickness t of the contact lens membrane and the membrane area S of the contact lens membrane in contact with air are determined, the oxygen permeation DK/t is Vk/S delta P according to the following formula, and the test result is shown in table 2.

Table 2: oxygen permeability test results

By comparing example 1 with comparative example 1, the process of example 1 for preparing the contact lens adopts the copolymerization of the hydroxyl-terminated polymethyltrifluoropropylsiloxane and the zwitterionic sulfopropylbetaine-acrylamide-allyl glycidyl ether polymer, thereby obviously improving the oxygen permeability of the contact lens material and reducing the protein adsorption rate. The reason for this is that; the hydroxyl-terminated polymethyltrifluoropropylsiloxane has high oxygen permeability, and the introduction of the zwitter ion sulfopropylbetaine-acrylamide-allyl glycidyl ether polymer improves the adsorption of protein, lipid and mucin caused by the silicon material.

The inventor also adjusts the proportion of the comonomer through the embodiments 1-3, screens out the optimal copolymerization proportion, obviously improves the oxygen permeability of the contact lens material and reduces the protein adsorption rate.

The foregoing detailed description of the preferred embodiments of the invention has been presented. It should be understood that numerous modifications and variations could be devised by those skilled in the art in light of the present teachings without departing from the inventive concepts. Therefore, the technical solutions available to those skilled in the art through logic analysis, reasoning and limited experiments based on the prior art according to the concept of the present invention should be within the scope of protection defined by the claims.

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