CN110256626A - The hydrogel material and preparation method thereof that a kind of water content is 50%-60% - Google Patents

The hydrogel material and preparation method thereof that a kind of water content is 50%-60% Download PDF

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Publication number
CN110256626A
CN110256626A CN201910693067.0A CN201910693067A CN110256626A CN 110256626 A CN110256626 A CN 110256626A CN 201910693067 A CN201910693067 A CN 201910693067A CN 110256626 A CN110256626 A CN 110256626A
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China
Prior art keywords
hydrogel
weight percent
water content
hydrophilic
monomer
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CN201910693067.0A
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Chinese (zh)
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唐钰喜
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Gansu Tian Tian Optical Technology Co Ltd
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Gansu Tian Tian Optical Technology Co Ltd
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    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10Esters
    • C08F220/20Esters of polyhydric alcohols or phenols, e.g. 2-hydroxyethyl (meth)acrylate or glycerol mono-(meth)acrylate
    • GPHYSICS
    • G02OPTICS
    • G02CSPECTACLES; SUNGLASSES OR GOGGLES INSOFAR AS THEY HAVE THE SAME FEATURES AS SPECTACLES; CONTACT LENSES
    • G02C7/00Optical parts
    • G02C7/02Lenses; Lens systems ; Methods of designing lenses
    • G02C7/04Contact lenses for the eyes
    • G02C7/049Contact lenses having special fitting or structural features achieved by special materials or material structures

Abstract

The present invention relates to the hydrogel materials and preparation method thereof that a kind of water content is 50%-60%.The hydrogel is made by the following method: the mass percent of raw material: hydrophilic co-monomer hydroxyethyl methacrylate 79%-94%, hydrophilic substance 2- methylacryoyloxyethyl phosphocholine 5%-20%, crosslinking agent ethylene glycol dimethacrylate 0.2%-5%, initiator azodiisobutyronitrile 0.1%-2%;Above-mentioned raw material are mixed and stirred for uniformly;It is then injected into mold, the method curing reaction mixture caused by heat;Then it demoulds, removes unreacted monomer or oligomer, obtain the hydrogel material that water content is 50%-60%.The present invention compared with the existing technology the advantages of be: preparation method is simple, easily operated.

Description

The hydrogel material and preparation method thereof that a kind of water content is 50%-60%
Technical field:
The present invention relates to a kind of contact lenses hydrogel materials, are 50%-60%'s further to a kind of water content Hydrogel material and preparation method thereof.
Background technique:
As people's lives level is there has also been being greatly improved, the pursuit that people live to high-quality is also embodied in eye On mirror.Requirement of the people to glasses function in the past is very low, is only treated as a kind of tool for seeing the world clearly, nowadays people not only wish It hopes and sees the world clearly by glasses, prefer to that " face value " can be improved after putting on one's glasses, increase turn-head-rate.Traditional frame eyeglasses are obvious It is unable to satisfy the aesthetic requirement of modern, in this case, contact lenses come into being, especially colorful contact lens, It is exactly the U.S. pupil that we are commonly called as.The institute that it not only has frame eyeglasses is functional, has been also equipped with the aesthetics of superelevation, has made it short The object of pursuing of Chinese young man, especially 30 years old young girl below are rapidly become within short several years, U.S. pupil almost becomes Their daily necessities.In some big cities, the market share of contact lenses is even more to press on towards conventional frame glasses, with people It is increasing to the demand of contact lenses, spectacles industry also becomes popular industry in the market.
Requirement of the contact lenses to material is very high, since it directly contacts the eyes of people, so developing safe, comfortable The high contact lens material of property is extremely important.Hydrogel is the most common lens materials of contact lenses, the contact lenses made of it Pliability is high, wears more comfortably, and the visual fatigue of wearer can be effectively relieved.From contact lenses currently on the market Development from the point of view of, hydrogel is still the mainstream of contact lens material, its hydrophily, elasticity, optical etc. Performance can preferably meet the needs of cornea.The contact lenses of various water content emerge one after another on the market, price also height Different, in general, water content is higher, and price is also higher.But water content is not that the higher the better, different users is to containing The requirement of water is also not quite similar.In order to meet people to contact lenses the needs of becoming more diverse, provided for user richer Selection, it is necessary to invent a kind of hydrogel material in specified moisture content section.
Summary of the invention:
The hydrogel material that a kind of water content is 50%-60%, the material are made by the following method:
Step 1: prepare raw material according to the following percentages by weight: hydrophilic co-monomer 2-hydroxyethyl methacry-late HEMA: 79%-94%, hydrophilic substance 2- methylacryoyloxyethyl phosphocholine MPC:5%-20%, crosslinking agent dimethacrylate second Diol ester EGDMA:0.2%-5%, initiator azodiisobutyronitrile AIBN:0.1%-2%;
Step 2: above-mentioned raw material are mixed and stirred for uniformly;
Step 3: being then injected into mold, the method curing reaction mixture caused by heat;
Step 4: and then demoulding, unreacted monomer or oligomer are removed, the water-setting glue material that water content is 50%-60% is obtained Material.
One of preferably, the hydrophilic co-monomer 2-hydroxyethyl methacry-late HEMA weight in the step 1 Percentage is 84%-90.5%.
Preferably two, hydrophilic substance 2- methylacryoyloxyethyl phosphocholine MPC's in the step 1 Weight percent is 8.5%-15%.
Preferably three, the weight percent of crosslinking agent ethylene glycol dimethacrylate EGDMA in the step 1 Than being 0.8%.
Preferably four, initiator azodiisobutyronitrile AIBN is in the hydrogel material in the step 1 Preferred weight percent be 0.2%.
The present invention compared with the existing technology the advantages of be:
The bright hydrogel material obtained of this law has good hydrophily, can be used as the lens materials of contact lenses;Simultaneously The material has good anti-protein adsorptivity, and comfort can be enhanced in contact lenses by applying;Preparation method is simple, is easy to Operation.
Specific embodiment:
Embodiment 1:
The hydrogel material that a kind of water content is 50%-60%, the material are made by the following method:
Step 1: preparing raw material: hydrophilic co-monomer 2-hydroxyethyl methacry-late by following weight HEMA131.75g, hydrophilic substance 2- methylacryoyloxyethyl phosphocholine MPC12.37g, crosslinking agent dimethacrylate second Diol ester EGDMA1.2g, initiator azodiisobutyronitrile AIBN0.3g;
Step 2: above-mentioned raw material being carried out to mixing respectively and are stirred 5 minutes with blender, it is stirred evenly;
Step 3: and then be injected into mold respectively, the method curing reaction mixture caused by heat;
Step 4: and then demould respectively, unreacted monomer or oligomer are removed, hydrogel material is obtained.
Performance test:
It is 5 hours dry in the environment of hydrogel material obtained above is placed on 100 DEG C, then it is placed in cooling device again It is cooled down, surveys its weight, obtain the first weight, numerical value 145.62g;The hydrogel material of above-mentioned drying is placed on ionized water In be impregnated with 15 hours, obtain containing water saturated hydrogel material, the moisture on its surface wiped with wet tissue, then survey its weight, obtained To the second weight, numerical value 218.74g;Moisture content is 50.21%;Make above-mentioned hydrogel material adsorption bovine serum albumin It is white, it is adsorbed on the protein quality of hydrogel surface using BCA method protein quantification and disc type analyzer measurement, measures its unit plane Product adsorbance is 4 μ g/cm2
Embodiment 2:
The hydrogel material that a kind of water content is 50%-60%, the material are made by the following method:
Step 1: preparing raw material: hydrophilic co-monomer 2-hydroxyethyl methacry-late by following weight HEMA131.04g, hydrophilic substance 2- methylacryoyloxyethyl phosphocholine MPC13.33g, crosslinking agent dimethacrylate second Diol ester EGDMA1.2g, initiator azodiisobutyronitrile AIBN0.3g;
Step 2- step 4 is same as Example 1;
The experimental situation of performance test part is same as Example 1, and measuring the first weight is 145.87g, and the second weight is 220.44g, moisture content 51.12%, unit area adsorbance are 3.8 μ g/cm2
Embodiment 3:
The hydrogel material that a kind of water content is 50%-60%, the material are made by the following method:
Step 1: preparing raw material: hydrophilic co-monomer 2-hydroxyethyl methacry-late by following weight HEMA129.62g, hydrophilic substance 2- methylacryoyloxyethyl phosphocholine MPC14.24g, crosslinking agent dimethacrylate second Diol ester EGDMA1.2g, initiator azodiisobutyronitrile AIBN0.3g;
Step 2- step 4 is same as Example 1;
The experimental situation of performance test part is same as Example 1, and measuring the first weight is 145.36g, and the second weight is 220.92g, moisture content 51.98%, unit area adsorbance are 3.6 μ g/cm2
Embodiment 4:
The hydrogel material that a kind of water content is 50%-60%, the material are made by the following method:
Step 1: preparing raw material: hydrophilic co-monomer 2-hydroxyethyl methacry-late by following weight HEMA129.03g, hydrophilic substance 2- methylacryoyloxyethyl phosphocholine MPC15.21g, crosslinking agent dimethacrylate second Diol ester EGDMA1.2g, initiator azodiisobutyronitrile AIBN0.3g;
Step 2- step 4 is same as Example 1;
The experimental situation of performance test part is same as Example 1, and measuring the first weight is 145.74g, and the second weight is 223g, moisture content 53.01%, unit area adsorbance are 3.2 μ g/cm2
Embodiment 5:
The hydrogel material that a kind of water content is 50%-60%, the material are made by the following method:
Step 1: preparing raw material: hydrophilic co-monomer 2-hydroxyethyl methacry-late by following weight HEMA128.28g, hydrophilic substance 2- methylacryoyloxyethyl phosphocholine MPC16.2g, crosslinking agent dimethacrylate second two Alcohol ester EGDMA1.2g, initiator azodiisobutyronitrile AIBN0.3g;
Step 2- step 4 is same as Example 1;
The experimental situation of performance test part is same as Example 1, and measuring the first weight is 145.98g, and the second weight is 224.97g, moisture content 54.11%, unit area adsorbance are 2.7 μ g/cm2
Embodiment 6:
The hydrogel material that a kind of water content is 50%-60%, the material are made by the following method:
Step 1: preparing raw material: hydrophilic co-monomer 2-hydroxyethyl methacry-late by following weight HEMA127.17g, hydrophilic substance 2- methylacryoyloxyethyl phosphocholine MPC17.11g, crosslinking agent dimethacrylate second Diol ester EGDMA1.2g, initiator azodiisobutyronitrile AIBN0.3g;
Step 2- step 4 is same as Example 1;
The experimental situation of performance test part is same as Example 1, and measuring the first weight is 145.78g, and the second weight is 226.19g, moisture content 55.16%, unit area adsorbance are 2.4 μ g/cm2
Embodiment 7:
The hydrogel material that a kind of water content is 50%-60%, the material are made by the following method:
Step 1: preparing raw material: hydrophilic co-monomer 2-hydroxyethyl methacry-late by following weight HEMA125.57g, hydrophilic substance 2- methylacryoyloxyethyl phosphocholine MPC17.98g, crosslinking agent dimethacrylate second Diol ester EGDMA1.2g, initiator azodiisobutyronitrile AIBN0.3g;
Step 2- step 4 is same as Example 1;
The experimental situation of performance test part is same as Example 1, and measuring the first weight is 145.05g, and the second weight is 226.12g, moisture content 55.89%, unit area adsorbance are 2.1 μ g/cm2
Embodiment 8:
The hydrogel material that a kind of water content is 50%-60%, the material are made by the following method:
Step 1: preparing raw material: hydrophilic co-monomer 2-hydroxyethyl methacry-late by following weight HEMA125.39g, hydrophilic substance 2- methylacryoyloxyethyl phosphocholine MPC18.96g, crosslinking agent dimethacrylate second Diol ester EGDMA1.2g, initiator azodiisobutyronitrile AIBN0.3g;
Step 2- step 4 is same as Example 1;
The experimental situation of performance test part is same as Example 1, and measuring the first weight is 145.85g, and the second weight is 228.7g, moisture content 56.80%, unit area adsorbance are 1.9 μ g/cm2
Embodiment 9:
The hydrogel material that a kind of water content is 50%-60%, the material are made by the following method:
Step 1: prepare raw material: hydrophilic co-monomer 2-hydroxyethyl methacry-late HEMA124.5g by following weight, Hydrophilic substance 2- methylacryoyloxyethyl phosphocholine MPC20g, crosslinking agent ethylene glycol dimethacrylate EGDMA1.2g, Initiator azodiisobutyronitrile AIBN0.3g;
Step 2- step 4 is same as Example 1;
The experimental situation of performance test part is same as Example 1, and measuring the first weight is 146g, and the second weight is 230.75g, moisture content 58.05%, unit area adsorbance are 1.6 μ g/cm2
Embodiment 10:
The hydrogel material that a kind of water content is 50%-60%, the material are made by the following method:
Step 1: preparing raw material: hydrophilic co-monomer 2-hydroxyethyl methacry-late by following weight HEMA123.48g, hydrophilic substance 2- methylacryoyloxyethyl phosphocholine MPC20.9g, crosslinking agent dimethacrylate second two Alcohol ester EGDMA1.2g, initiator azodiisobutyronitrile AIBN0.3g;
Step 2- step 4 is same as Example 1;
The experimental situation of performance test part is same as Example 1, and measuring the first weight is 145.88g, and the second weight is 232.24g, moisture content 59.20%, unit area adsorbance are 1.3 μ g/cm2
Embodiment 11:
The hydrogel material that a kind of water content is 50%-60%, the material are made by the following method:
Step 1: preparing raw material: hydrophilic co-monomer 2-hydroxyethyl methacry-late by following weight HEMA122.56g, hydrophilic substance 2- methylacryoyloxyethyl phosphocholine MPC21.89g, crosslinking agent dimethacrylate second Diol ester EGDMA1.2g, initiator azodiisobutyronitrile AIBN0.3g;
Step 2- step 4 is same as Example 1;
The experimental situation of performance test part is same as Example 1, and measuring the first weight is 145.95g, and the second weight is 233.55g, moisture content 60.02%, unit area adsorbance are 1.0 μ g/cm2
Table 1: 11 raw-material weight numerical tabular of embodiment 1- embodiment
Material HEMA MPC EGDMA AIBN
Embodiment 1 131.75g 12.37g 1.2g 0.3g
Embodiment 2 131.04g 13.33g 1.2g 0.3g
Embodiment 3 129.62g 14.24g 1.2g 0.3g
Embodiment 4 129.03g 15.21g 1.2g 0.3g
Embodiment 5 128.28g 16.2g 1.2g 0.3g
Embodiment 6 127.17g 17.11g 1.2g 0.3g
Embodiment 7 125.57g 17.98g 1.2g 0.3g
Embodiment 8 125.39g 18.96g 1.2g 0.3g
Embodiment 9 124.5g 20g 1.2g 0.3g
Embodiment 10 123.48g 20.9g 1.2g 0.3g
Embodiment 11 122.56g 21.89g 1.2g 0.3g
Table 2: 11 first weight of embodiment 1- embodiment, the second weight, moisture content, protein adsorption quantity numerical tabular

Claims (9)

1. the hydrogel material that a kind of water content is 50%-60%, which is characterized in that the material is made by the following method:
Step 1: preparing raw material according to the following percentages by weight: hydrophilic co-monomer hydroxyethyl methacrylate HEMA:79%- 94%, hydrophilic substance 2- methylacryoyloxyethyl phosphocholine MPC:5%-20%, crosslinking agent ethylene glycol dimethacrylate Ester EGDMA:0.2%-5%, initiator azodiisobutyronitrile AIBN:0.1%-2%;
Step 2: above-mentioned raw material are mixed and stirred for uniformly;
Step 3: being then injected into mold, the method curing reaction mixture caused by heat;
Step 4: and then demoulding, unreacted monomer or oligomer are removed, the hydrogel material that water content is 50%-60% is obtained.
2. a kind of water content is the hydrogel of 50%-60% according to claim 1, which is characterized in that in the step 1 Hydrophilic co-monomer hydroxyethyl methacrylate HEMA weight percent is 84%-90.5%.
3. a kind of water content is the hydrogel of 50%-60% according to claim 1, which is characterized in that in the step 1 The weight percent of hydrophilic substance 2- methylacryoyloxyethyl phosphocholine MPC is 8.5%-15%.
4. a kind of water content is the hydrogel of 50%-60% according to claim 1, which is characterized in that handed in the step 1 The weight percent for joining agent ethylene glycol dimethacrylate EGDMA is 0.8%.
5. a kind of water content is the hydrogel of 50%-60% according to claim 1, which is characterized in that draw in the step 1 Sending out weight percent of the agent azodiisobutyronitrile AIBN in the hydrogel material is 0.2%.
6. a kind of water content is the hydrogel material of 50%-60%, the hydrogel material water content according to claim 1 It is 58%, which is characterized in that the hydrophilic co-monomer hydroxyethyl methacrylate HEMA weight percent in the step 1 is 85.3%;The weight percent of hydrophilic substance 2- methylacryoyloxyethyl phosphocholine MPC in the step 1 is 13.7%;The weight percent of crosslinking agent ethylene glycol dimethacrylate EGDMA is 0.8% in the step 1;The step Weight percent of the initiator azodiisobutyronitrile AIBN in the hydrogel material is 0.2% in 1.
7. a kind of preparation method for the hydrogel that water content is 50%-60% described in claim 1, which is characterized in that including such as Lower step:
Step 1: preparing raw material according to the following percentages by weight: hydrophilic co-monomer hydroxyethyl methacrylate HEMA:79%- 94%, hydrophilic substance 2- methylacryoyloxyethyl phosphocholine MPC:5%-20%, crosslinking agent ethylene glycol dimethacrylate Ester EGDMA:0.2%-5%, initiator azodiisobutyronitrile AIBN:0.1%-2%;
Step 2: above-mentioned raw material are mixed and stirred for uniformly;
Step 3: being then injected into mold, the method curing reaction mixture caused by heat;
Step 4: and then demoulding, unreacted monomer or oligomer are removed, hydrogel material is obtained.
8. a kind of water content is the preparation method of the hydrogel of 50%-60% according to claim 7, which is characterized in that
Hydrophilic co-monomer hydroxyethyl methacrylate HEMA weight percent in the step 1 is 84%-90.5%;It is described The weight percent of hydrophilic substance 2- methylacryoyloxyethyl phosphocholine MPC in step 1 is 8.5%-15%;The step The weight percent of crosslinking agent ethylene glycol dimethacrylate EGDMA is 0.8% in rapid 1;Initiator azo in the step 1 Preferred weight percent of the bis-isobutyronitrile AIBN in the hydrogel material is 0.2%.
9. a kind of preparation method for the hydrogel that water content is 58% described in claim 6, which is characterized in that in the step 1 Hydrophilic co-monomer hydroxyethyl methacrylate HEMA weight percent be 85.3%;Hydrophilic substance 2- in the step 1 The weight percent of methylacryoyloxyethyl phosphocholine MPC is 13.7%;Crosslinking agent dimethacrylate in the step 1 The weight percent of glycol ester EGDMA is 0.8%;Initiator azodiisobutyronitrile AIBN is in the water-setting in the step 1 Preferred weight percent in glue material is 0.2%.
CN201910693067.0A 2019-06-21 2019-07-30 The hydrogel material and preparation method thereof that a kind of water content is 50%-60% Pending CN110256626A (en)

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN111574728A (en) * 2020-04-26 2020-08-25 江西省科学院应用化学研究所 Antibacterial polyurethane hydrogel medical dressing and preparation method thereof

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Publication number Priority date Publication date Assignee Title
CN101918865A (en) * 2008-01-14 2010-12-15 库柏维景国际控股公司 Polymerizable contact lens formulations and contact lenses obtained therefrom
CN106526889A (en) * 2015-09-10 2017-03-22 Geo医疗有限公司 Contact lens with multi-layer coating consisting of hydrophilic hydroxyethylmethacrylate and wet phosphorylcholine and method of manufacturing the same
CN109134747A (en) * 2018-06-27 2019-01-04 周振宇 The manufacturing method of contact lens material and contact lenses

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101918865A (en) * 2008-01-14 2010-12-15 库柏维景国际控股公司 Polymerizable contact lens formulations and contact lenses obtained therefrom
US20110281968A1 (en) * 2008-01-14 2011-11-17 Coopervision International Holding Company, Lp Polymerizable Contact Lens Formulations And Contact Lenses Obtained Therefrom
CN106526889A (en) * 2015-09-10 2017-03-22 Geo医疗有限公司 Contact lens with multi-layer coating consisting of hydrophilic hydroxyethylmethacrylate and wet phosphorylcholine and method of manufacturing the same
CN109134747A (en) * 2018-06-27 2019-01-04 周振宇 The manufacturing method of contact lens material and contact lenses

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN111574728A (en) * 2020-04-26 2020-08-25 江西省科学院应用化学研究所 Antibacterial polyurethane hydrogel medical dressing and preparation method thereof
CN111574728B (en) * 2020-04-26 2023-03-31 江西省科学院应用化学研究所 Antibacterial polyurethane hydrogel medical dressing and preparation method thereof

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