CN106632833A - Injectable temperature-sensitive hydrogel artificial lens material having cell membrane biomimetic property and preparation method thereof - Google Patents
Injectable temperature-sensitive hydrogel artificial lens material having cell membrane biomimetic property and preparation method thereof Download PDFInfo
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- CN106632833A CN106632833A CN201610929032.9A CN201610929032A CN106632833A CN 106632833 A CN106632833 A CN 106632833A CN 201610929032 A CN201610929032 A CN 201610929032A CN 106632833 A CN106632833 A CN 106632833A
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers 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
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/52—Amides or imides
- C08F220/54—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L27/00—Materials for grafts or prostheses or for coating grafts or prostheses
- A61L27/14—Macromolecular materials
- A61L27/16—Macromolecular materials obtained by reactions only involving carbon-to-carbon unsaturated bonds
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L27/00—Materials for grafts or prostheses or for coating grafts or prostheses
- A61L27/50—Materials characterised by their function or physical properties, e.g. injectable or lubricating compositions, shape-memory materials, surface modified materials
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L27/00—Materials for grafts or prostheses or for coating grafts or prostheses
- A61L27/50—Materials characterised by their function or physical properties, e.g. injectable or lubricating compositions, shape-memory materials, surface modified materials
- A61L27/52—Hydrogels or hydrocolloids
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers 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
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/26—Esters containing oxygen in addition to the carboxy oxygen
- C08F220/30—Esters containing oxygen in addition to the carboxy oxygen containing aromatic rings in the alcohol moiety
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers 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
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/34—Esters containing nitrogen, e.g. N,N-dimethylaminoethyl (meth)acrylate
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L2400/00—Materials characterised by their function or physical properties
- A61L2400/06—Flowable or injectable implant compositions
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L2430/00—Materials or treatment for tissue regeneration
- A61L2430/16—Materials or treatment for tissue regeneration for reconstruction of eye parts, e.g. intraocular lens, cornea
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers 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
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/26—Esters containing oxygen in addition to the carboxy oxygen
- C08F220/30—Esters containing oxygen in addition to the carboxy oxygen containing aromatic rings in the alcohol moiety
- C08F220/301—Esters containing oxygen in addition to the carboxy oxygen containing aromatic rings in the alcohol moiety and one oxygen in the alcohol moiety
Abstract
The invention discloses an injectable temperature-sensitive hydrogel artificial lens material having a cell membrane biomimetic property and a preparation method thereof, and belongs to the field of biomedical materials. The material is prepared through free radical polymerization of polymerizable monomers and an initiator, wherein the polymerizable monomers are divided into three classes; the first class comprises N-isopropylacrylamide, vinyl pyrrolidone, 2-(Dimethylamino)ethyl methacrylate or other temperature-sensitive functional monomers; the second class comprises 2-phenoxyethyl methacrylate or 2-phenoxyethyl acrylate; the third class comprises 2-methylacryloyloxyethyl phosphorylcholine; and the initiator is azodiisobutyronitrile. The material is temperature-sensitive and has favorable water solubility and flowability at low temperature, thereby being beneficial to injection operation; the material can be gelated within the temperature range of a human body, and has favorable mechanical and optical properties; and the artificial lens has the characteristic of cell membrane biomimetic property, has favorable biocompatibility and can reduce the proliferation of human epithelial cells on the surface of the artificial lens, so that surgical incisions are effectively decreased through an injection means.
Description
Technical field
The invention belongs to biomedical materials field, more particularly to specifically related to a kind of injecting temperature sensitive of cellular membrane biomimetic
Property hydrogel artificial crystalline lens material and preparation method thereof.
Technical background
Cataract is a kind of common person in middle and old age's illness in eye, is mainly shown as that crystal itself or lens caples are muddy, clinically only
By operation, i.e. cataract extraction intraocular lens's implantation can be added to make patient recover lost eyesight.Intraocular lens has been applied to clinical tens of
Year, mainly it is made up of polymer and crosslinking agent.By the chemical composition for changing polymer, thus it is possible to vary the folding of intraocular lens
Penetrate the characteristics such as rate, hardness.According to its hardness, hard artificiallens and soft intraocular lenses can be divided into, and it is soft artificial
Crystalline lens is also called foldable intraocular lens.The main material of hard artificiallens is polymethacrylates（PMMA）,
Although the characteristics of there is good in optical property, because its hardness is high, corneal injury is easily caused, there are many limits in operation
System.Folding intraocular lens is current clinically widely used product, and foldable intraocular lens material mainly has silicon
Gel, hydrophilic acrylate and hydrophobic acrylic acid's ester.Its material has good pliability, and operative incision is little, postoperative anti-
Should be lighter.But, because foldable intraocular lenses are limited by material and implantation, easily cause glare problem and rear
Type cataract.
The content of the invention
It is an object of the invention to a kind of Injectable temperature sensitive hydrogel of cellular membrane biomimetic is used as artificial crystalline lens material,
Its biocompatibility is improved, the hyperplasia of complication and epithelial cell after implantation on intraocular lens surface is reduced.The present invention
The hydrogel material of offer, different from other artificial crystalline lens materials, the characteristics of with Thermo-sensitive, and introduces in the material tool
There are the 2- methylacryoyloxyethyl Phosphorylcholine components of cellular membrane biomimetic, improve the biocompatibility of material.The component
Cellular membrane biomimetic feature can echo increasing with effective impedance protein and intraocular epithelial cell on intraocular lens surface and viscous
It is raw, reduce inflammation and other complication after intraocular lens's implantation.
Temperature-sensitive hydrogel has under cryogenic good mobility, when regulation temperature reaches design temperature, material
There is gel in material so as to good mechanical strength.The thermo-responsive hydro gel material that transition temperature is human body temperature is selected, low
Intraocular is injected under temperature, its gelation is made under body temperature, obtain the artificial crystalline substance with fine mechanical strength and optical property
Shape body material.This implantation effectively full of whole lenticular pouch can effectively reduce the complication such as inverse position method, glare.
The biocompatibility of intraocular lens directly affects postoperative long-term visual function.For intraocular implants' surface modification
Major part research is conceived to and suppresses cell adhesion by building the surface of biologically inert or low adhesive force, reduces and surrounding group
The interaction knitted, such surface is conducive to suppressing inflammatory reaction.In order to build the surface of low adhesive force, material surface is improved
Hydrophilicity reduce its surface nonspecific proteins suction-operated, building the modified layer for having like charges with albumen can enter one
Step increases the opposing suction-operated to the albumen.
The present invention is achieved through the following technical solutions：
A kind of cellular membrane biomimetic Injectable temperature sensitive hydrogel, is polymerized by three kinds of monomers, and the first monomer is Thermo-sensitive work(
Can property monomer；Second monomer is 2- benzene oxygen ethylmethyl acrylates or 2- benzene oxygen ethyl propylene acid esters；The third monomer is
2- methylacryoyloxyethyl Phosphorylcholines.
Alternately, in above-mentioned cellular membrane biomimetic temperature-sensitive hydrogel, the Thermo-sensitive functional monomer is N-
N-isopropylacrylamide or vinyl pyrrolidone or dimethylaminoethyl methacrylate.
Alternately, in above-mentioned cellular membrane biomimetic temperature-sensitive hydrogel, the consumption of the first monomer accounts for polymerization list
The 20% ~ 45% of body gross mass；The consumption of second monomer accounts for the 20% ~ 45% of polymerized monomer gross mass；The consumption of the third monomer
Account for the 10% ~ 35% of polymerized monomer gross mass
Alternately, in above-mentioned cellular membrane biomimetic Injectable temperature sensitive hydrogel, the material is by polymerized monomer, Thermo-sensitive
Functional monomer and initiator are formed by radical polymerization.
Alternately, in above-mentioned cellular membrane biomimetic Injectable temperature sensitive hydrogel, the initiator is azo two
Isobutyronitrile.
Alternately, in above-mentioned cellular membrane biomimetic Injectable temperature sensitive hydrogel, the consumption of the initiator is accounted for
The 0.1% ~ 2% of polymer monomer gross mass.
Alternately, the cellular membrane biomimetic Injectable temperature sensitive hydrogel material, refers to the refractive power more than 1.5
Number, more than 90%, deformation-recovery rate is suitable as artificial crystalline lens material to light penetration more than 95%.
Present invention also offers a kind of preparation method of above-mentioned injectable cellular membrane biomimetic Injectable temperature sensitive hydrogel, its
It is characterised by, three kinds of monomers and initiator is carried out into own base and is polymerized.
Alternately, in above-mentioned preparation method, 50o under vacuum after polymerized monomer is mixed with initiator
C ~ 100oC reacts 0.5 ~ 24 h, and separation product removes unreacted small molecule monomer, that is, obtains temperature-sensitive hydrogel.
Alternately, in above-mentioned preparation method, by polymerized monomer, Thermo-sensitive functional monomer and initiator according to
Certain proportion is mixed under nitrogen protection；In being well mixed rear implantation glass mould, in being subsequently placed in vacuum drying oven；First
0.5 ~ 24 h is reacted in 50 oC ~ 70 oC, then temperature is risen into 80 ~ 100 oC, continue to react 1 ~ 24 hour.Reaction knot
Shu Hou, glass mold is placed in 40oC deionized waters carries out swelling equilibrium, the polymeric material demoulding, period by replacing go from
Sub- water removes unreacted small molecule monomer, finally gives sensitive polymer material.
The gel transition temperature of material is adjusted by adjusting monomer ratio in the present invention, mechanical performance, optical is obtained
Hydrogel that can be good is used as artificial crystalline lens material；With more than 1.5 refraction index, light penetration more than 90%, deformation
Response rate is suitable as artificial crystalline lens material more than 95%.
Present invention also offers a kind of application of above-mentioned cellular membrane biomimetic temperature-sensitive hydrogel, it is characterised in that by it
For can cellular membrane biomimetic Thermo-sensitive intraocular lens.
All features disclosed in this specification, or disclosed all methods or during the step of, except mutually exclusive
Feature and/or step beyond, can combine by any way.
Beneficial effects of the present invention：
The present invention is effectively reduced as the Injectable temperature sensitive hydrogel of artificial crystalline lens material by the implantation injected
Operative incision, it is to avoid the appearance of postoperative complications；Due to containing the Phosphorylcholine composition with cellular membrane biomimetic so that material
Biocompatibility with height, can be with effective impedance protein and intraocular epithelial cell in intraocular lens surface and viscous
Hyperplasia is echoed, the inflammatory reaction after intraocular lens's implantation is reduced.Meanwhile, it is prevented effectively from hydrophobicity intraocular lens implantation intraocular
Microvesicle phenomenon and mirrored effect caused by glare problem.
Specific embodiment：
Specific embodiment by the following examples is described in further detail again to the above of the present invention.Should manage
Solution, instantiation described herein only to explain the present invention, is not intended to limit the present invention.Without departing from the present invention's
Any modification made within spirit and principle, and the equivalent made according to ordinary skill knowledge and customary means
Or improve, all should include within the scope of the present invention.
Part material structural formula used is as shown in the table in following examples：
Embodiment 1：
From monomer：The first monomer is NIPA, and second monomer is 2- benzene oxygen ethyl propylene acid esters, the 3rd
Monomer 2- methylacryoyloxyethyl Phosphorylcholines are planted, initiator is azodiisobutyronitrile.Wherein NIPA contains
It is that 40%, 2- methylacryoyloxyethyls Phosphorylcholine is 19% to measure as 40%, 2- benzene oxygen ethyl propylenes acid esters, azodiisobutyronitrile
1%.Polymerisable monomer and initiator are well mixed under nitrogen protection rear implantation glass mould, 60oC adds hot polymerization in baking oven
Close 18 hours, then temperature is risen into 90oC, continue to react 6 hours.Glass mold is placed in the deionized water of 40 oC to be carried out
Swelling equilibrium, the polymeric material demoulding, period removes unreacted small molecule monomer by changing deionized water, finally gives energy
Enough temperature sensing polymer materials as artificial crystalline lens material.The material flows in 12 below oC good water solubilities with good
Dynamic property, can carry out injection operation；When temperature is in 37 oC of body temperature, the aqueous solution rapid gellation of the polymer, with good
Mechanical strength and optical property；The infractive index of the gel rubber material is that 1.52,37 oC gel times are 5 min, equilibrium water content
For 15%, light penetration is more than 90%, and deformation-recovery rate is more than 95%.
HUVEC cell adhesions are tested：By HUVEC cells 37 oC cultivate 48 h after in fluorescence microscope.As a result such as
Shown in Fig. 1, A figures are the polymeric material without phosphocholine, it can be seen that a large amount of cells of surface adhesion, B figures are shown containing phosphorus
Sour choline material surface adherent cell situation, shows there is good anti-cellular adhesion performance through phosphocholine decorative material,
This is due to phosphocholine amphion so that material surface formation hydration layer, effectively prevents sticking for cell.The present embodiment
Resulting materials have excellent anti-cellular adhesion performance.
Embodiment 2：
From monomer：The first monomer is vinyl pyrrolidone, and second monomer is 2- benzene oxygen ethylmethyl acrylates, the
Three kinds of monomer 2- methylacryoyloxyethyl Phosphorylcholines, initiator is azodiisobutyronitrile.Wherein vinyl pyrrolidone contains
It is that 45%, 2- methylacryoyloxyethyls Phosphorylcholine is 14% to measure as 40%, 2- benzene oxygen ethylmethyl acrylate, and azo two is different
Butyronitrile 1%.Polymerisable monomer, initiator are well mixed under nitrogen protection rear implantation glass mould, 70 oC add in baking oven
Thermal polymerization 8 hours, then rises to 100 oC by temperature, continues to react 12 hours.Glass mold is placed in into the ionized water of 40 oC
In carry out swelling equilibrium, polymer release, period removes unreacted small molecule monomer by changing deionized water, finally gives
Can be used as the temperature sensing polymer material of artificial crystalline lens material.The material has water-soluble well, tool in 15 below oC
There is good mobility, injection operation can be carried out；When temperature is in 37 oC of body temperature, the aqueous solution rapid gellation of the polymer,
With good mechanical strength and optical property；It is 10 min that the infractive index of the material is 1.5,37 oC gel times, is balanced
Water content is 12%, and light penetration is more than 90%, and deformation-recovery rate is more than 95%.
HUVEC cell adhesions are tested：By HUVEC cells 37 oC cultivate 48 h after in fluorescence microscope.As a result such as
Shown in Fig. 2, A figures are the polymeric material without phosphocholine, it can be seen that a large amount of cells of surface adhesion, B figures are shown containing phosphorus
Sour choline material surface adherent cell situation, shows there is good anti-cellular adhesion performance through phosphocholine decorative material,
This is due to phosphocholine amphion so that material surface formation hydration layer, effectively prevents sticking for cell.The present embodiment
Resulting materials have excellent anti-cellular adhesion performance.
Embodiment 3：
From monomer：The first monomer is dimethylaminoethyl methacrylate, and second monomer is 2- benzene oxygen ethyl-methyl propylene
Acid esters, the third monomer 2- methylacryoyloxyethyl Phosphorylcholines, initiator is azodiisobutyronitrile.Wherein methacrylic acid
Decil ester content is for 42%, 2- methylacryoyloxyethyl Phosphorylcholines for 43%, 2- benzene oxygen ethylmethyl acrylate
14%, azodiisobutyronitrile 1%.Polymerisable monomer and initiator are well mixed under nitrogen protection rear implantation glass mould,
60 oC add thermal polymerization 16 hours in baking oven, then temperature are risen into 100oC, continue to react 8 hours.Glass mold is placed in into 40
Swelling equilibrium is carried out in the deionized water of oC, polymer release, period removes unreacted small molecule by changing deionized water
Monomer, finally giving can be used as the temperature sensing polymer material of artificial crystalline lens material.The material has very in 7 below oC
Good water solubility, with good mobility, can carry out injection operation；When temperature is in 37 oC of body temperature, the polymer it is water-soluble
Liquid rapid gellation, with good mechanical strength and optical property；When the infractive index of the material is 1.54,37 oC gels
Between be 7 min, equilibrium water content is 17%, light penetration be more than 90%, deformation-recovery rate is more than 95%.
HUVEC cell adhesions are tested：By HUVEC cells 37 oC cultivate 48 h after in fluorescence microscope.As a result such as
Shown in Fig. 3, A figures are the polymeric material without phosphocholine, it can be seen that a large amount of cells of surface adhesion, B figures are shown containing phosphorus
Sour choline material surface adherent cell situation, shows there is good anti-cellular adhesion performance through phosphocholine decorative material,
This is due to phosphocholine amphion so that material surface formation hydration layer, effectively prevents sticking for cell.The present embodiment
Resulting materials have excellent anti-cellular adhesion performance.
The preferred embodiments of the present invention are the foregoing is only, for the purpose of the present invention, is merely illustrative, and it is non-limiting
's；Those of ordinary skill in the art understand, in patent requirements limited range of the present invention, it can be carried out many changes,
Modification, or even equivalent change, but fall within protection scope of the present invention.
Claims (10)
1. a kind of cellular membrane biomimetic Injectable temperature sensitive hydrogel, it is characterised in that be polymerized by three kinds of monomers, wherein first
It is Thermo-sensitive functional monomer to plant monomer；Second monomer is 2- benzene oxygen ethylmethyl acrylates or 2- benzene oxygen ethylacrylic acids
Ester；The third monomer is 2- methylacryoyloxyethyl Phosphorylcholines.
2. cellular membrane biomimetic Injectable temperature sensitive hydrogel according to claim 1, it is characterised in that the Thermo-sensitive work(
Energy property monomer is NIPA or vinyl pyrrolidone or dimethylaminoethyl methacrylate.
3. cellular membrane biomimetic Injectable temperature sensitive hydrogel according to claim 1, it is characterised in that the first monomer
Consumption accounts for the 20% ~ 45% of polymerized monomer gross mass；The consumption of second monomer accounts for the 20% ~ 45% of polymerized monomer gross mass；3rd
The consumption for planting monomer accounts for the 10% ~ 35% of polymerized monomer gross mass.
4. cellular membrane biomimetic Injectable temperature sensitive hydrogel according to claim 1, it is characterised in that the material is by being polymerized
Monomer and initiator are formed by radical polymerization.
5. cellular membrane biomimetic Injectable temperature sensitive hydrogel according to claim 3, it is characterised in that the initiator is
Azodiisobutyronitrile.
6. cellular membrane biomimetic Injectable temperature sensitive hydrogel according to claim 3, it is characterised in that the initiator
Consumption accounts for the 0.1% ~ 2% of polymer monomer gross mass.
7. the preparation method of the cellular membrane biomimetic temperature-sensitive hydrogel described in a kind of claim 1, it is characterised in that by three kinds of lists
Body carries out radical polymerization and forms with initiator.
8. preparation method according to claim 7, it is characterised in that in vacuum bar after polymerized monomer is mixed with initiator
50oC ~ 100oC reacts 0.5 ~ 24 h under part, and separation product removes unreacted small molecule monomer, that is, obtains temperature-sensitive hydrogel.
9. preparation method according to claim 7, it is characterised in that polymerized monomer and initiator exist according to a certain percentage
Mixed under nitrogen protection；In being well mixed rear implantation glass mould, in being subsequently placed in vacuum drying oven；First in 50 oC ~ 70
OC reacts 0.5 ~ 24 h, then temperature is risen into 80 ~ 100 oC, continue to react 1 ~ 24 hour；After reaction terminates, by glass molds
Tool is placed in 40oC deionized waters and carries out swelling equilibrium, polymer release, and period is unreacted by changing deionized water removal
Small molecule monomer, finally gives temperature sensing polymer material.
10. the application of the cellular membrane biomimetic Injectable temperature sensitive hydrogel described in a kind of claim 1, it is characterised in that by it
For injectable cellular membrane biomimetic temperature-sensitive hydrogel intraocular lens.
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108578768A (en) * | 2018-03-23 | 2018-09-28 | 四川大学 | A kind of artificial crystalline lens material and its preparation method and application of high intensity injectable |
| CN112353948A (en) * | 2020-10-21 | 2021-02-12 | 四川大学 | Drug-loaded micelle responding to acidic microenvironment to realize particle size reduction and surface charge inversion and preparation method thereof |
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|---|---|---|---|---|
| JPH0339309A (en) * | 1989-07-07 | 1991-02-20 | Res Dev Corp Of Japan | 2-methacryloyloxyethylphosphorylcholine copolymer |
| 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 |
| KR20120037232A (en) * | 2010-10-11 | 2012-04-19 | 한국과학기술연구원 | Hydrophilic intraocular lens having high refractive index and a method for preparing same |
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2016
- 2016-10-31 CN CN201610929032.9A patent/CN106632833B/en active Active
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0339309A (en) * | 1989-07-07 | 1991-02-20 | Res Dev Corp Of Japan | 2-methacryloyloxyethylphosphorylcholine copolymer |
| 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 |
| KR20120037232A (en) * | 2010-10-11 | 2012-04-19 | 한국과학기술연구원 | Hydrophilic intraocular lens having high refractive index and a method for preparing same |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108578768A (en) * | 2018-03-23 | 2018-09-28 | 四川大学 | A kind of artificial crystalline lens material and its preparation method and application of high intensity injectable |
| CN108578768B (en) * | 2018-03-23 | 2020-05-01 | 四川大学 | High-strength injectable intraocular lens material and preparation method and application thereof |
| CN112353948A (en) * | 2020-10-21 | 2021-02-12 | 四川大学 | Drug-loaded micelle responding to acidic microenvironment to realize particle size reduction and surface charge inversion and preparation method thereof |
| CN112353948B (en) * | 2020-10-21 | 2021-08-27 | 四川大学 | Drug-loaded micelle responding to acidic microenvironment to realize particle size reduction and surface charge inversion and preparation method thereof |
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| Publication number | Publication date |
|---|---|
| CN106632833B (en) | 2018-12-07 |
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