CN101482625B - Sodium hyaluronate contained flexible hydrophilic contact lens and method for producing the same - Google Patents
Sodium hyaluronate contained flexible hydrophilic contact lens and method for producing the same Download PDFInfo
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- CN101482625B CN101482625B CN2009100371814A CN200910037181A CN101482625B CN 101482625 B CN101482625 B CN 101482625B CN 2009100371814 A CN2009100371814 A CN 2009100371814A CN 200910037181 A CN200910037181 A CN 200910037181A CN 101482625 B CN101482625 B CN 101482625B
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- sodium hyaluronate
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- hydrophilic lens
- aqueous solution
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- 229920002385 Sodium hyaluronate Polymers 0.000 title claims abstract description 93
- 229940010747 sodium hyaluronate Drugs 0.000 title claims abstract description 93
- YWIVKILSMZOHHF-QJZPQSOGSA-N sodium;(2s,3s,4s,5r,6r)-6-[(2s,3r,4r,5s,6r)-3-acetamido-2-[(2s,3s,4r,5r,6r)-6-[(2r,3r,4r,5s,6r)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-2-carboxy-4,5-dihydroxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3,4,5-trihydroxyoxane-2- Chemical compound [Na+].CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@H](O[C@H]2[C@@H]([C@@H](O[C@H]3[C@@H]([C@@H](O)[C@H](O)[C@H](O3)C(O)=O)O)[C@H](O)[C@@H](CO)O2)NC(C)=O)[C@@H](C(O)=O)O1 YWIVKILSMZOHHF-QJZPQSOGSA-N 0.000 title claims abstract description 93
- 238000004519 manufacturing process Methods 0.000 title description 6
- 239000000463 material Substances 0.000 claims abstract description 33
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 33
- 238000004140 cleaning Methods 0.000 claims abstract description 24
- 238000006116 polymerization reaction Methods 0.000 claims abstract description 15
- 239000000126 substance Substances 0.000 claims abstract description 15
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 claims abstract description 11
- 230000009467 reduction Effects 0.000 claims abstract description 9
- 238000003754 machining Methods 0.000 claims abstract description 8
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims abstract description 7
- 238000000034 method Methods 0.000 claims abstract description 7
- 239000007864 aqueous solution Substances 0.000 claims description 33
- 238000002360 preparation method Methods 0.000 claims description 25
- 230000001954 sterilising effect Effects 0.000 claims description 18
- 238000004659 sterilization and disinfection Methods 0.000 claims description 18
- 230000036571 hydration Effects 0.000 claims description 14
- 238000006703 hydration reaction Methods 0.000 claims description 14
- 238000007689 inspection Methods 0.000 claims description 14
- 238000003756 stirring Methods 0.000 claims description 14
- 230000008961 swelling Effects 0.000 claims description 14
- 238000007514 turning Methods 0.000 claims description 14
- 239000000203 mixture Substances 0.000 claims description 12
- -1 Methacrylate glycol ester Chemical class 0.000 claims description 9
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 9
- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 claims description 9
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 9
- VLCAYQIMSMPEBW-UHFFFAOYSA-N methyl 3-hydroxy-2-methylidenebutanoate Chemical compound COC(=O)C(=C)C(C)O VLCAYQIMSMPEBW-UHFFFAOYSA-N 0.000 claims description 9
- 239000000975 dye Substances 0.000 claims description 8
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 7
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 7
- LOKCTEFSRHRXRJ-UHFFFAOYSA-I dipotassium trisodium dihydrogen phosphate hydrogen phosphate dichloride Chemical compound P(=O)(O)(O)[O-].[K+].P(=O)(O)([O-])[O-].[Na+].[Na+].[Cl-].[K+].[Cl-].[Na+] LOKCTEFSRHRXRJ-UHFFFAOYSA-I 0.000 claims description 7
- 239000003960 organic solvent Substances 0.000 claims description 7
- 238000004806 packaging method and process Methods 0.000 claims description 7
- 239000002953 phosphate buffered saline Substances 0.000 claims description 7
- 235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 claims description 7
- 229920000053 polysorbate 80 Polymers 0.000 claims description 7
- 239000002994 raw material Substances 0.000 claims description 7
- 238000000926 separation method Methods 0.000 claims description 7
- 239000000243 solution Substances 0.000 claims description 7
- 238000005303 weighing Methods 0.000 claims description 7
- 238000002834 transmittance Methods 0.000 claims description 2
- 239000006096 absorbing agent Substances 0.000 abstract description 7
- 238000009736 wetting Methods 0.000 abstract description 6
- QRIMLDXJAPZHJE-UHFFFAOYSA-N 2,3-dihydroxypropyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC(O)CO QRIMLDXJAPZHJE-UHFFFAOYSA-N 0.000 abstract 1
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 abstract 1
- STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Chemical compound CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 abstract 1
- 230000000887 hydrating effect Effects 0.000 abstract 1
- 230000003165 hydrotropic effect Effects 0.000 abstract 1
- 230000002035 prolonged effect Effects 0.000 abstract 1
- 238000004073 vulcanization Methods 0.000 abstract 1
- 238000012360 testing method Methods 0.000 description 13
- 239000000178 monomer Substances 0.000 description 7
- 230000035807 sensation Effects 0.000 description 7
- 229920000642 polymer Polymers 0.000 description 6
- 230000000694 effects Effects 0.000 description 5
- 230000014759 maintenance of location Effects 0.000 description 5
- 238000004132 cross linking Methods 0.000 description 4
- 230000008901 benefit Effects 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- IAJILQKETJEXLJ-UHFFFAOYSA-N Galacturonsaeure Natural products O=CC(O)C(O)C(O)C(O)C(O)=O IAJILQKETJEXLJ-UHFFFAOYSA-N 0.000 description 1
- 241000287828 Gallus gallus Species 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 125000003047 N-acetyl group Chemical group 0.000 description 1
- 241000194017 Streptococcus Species 0.000 description 1
- 239000002671 adjuvant Substances 0.000 description 1
- AEMOLEFTQBMNLQ-WAXACMCWSA-N alpha-D-glucuronic acid Chemical group O[C@H]1O[C@H](C(O)=O)[C@@H](O)[C@H](O)[C@H]1O AEMOLEFTQBMNLQ-WAXACMCWSA-N 0.000 description 1
- 230000001580 bacterial effect Effects 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 125000000600 disaccharide group Chemical group 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 210000004400 mucous membrane Anatomy 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 239000012779 reinforcing material Substances 0.000 description 1
- 230000000638 stimulation Effects 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 210000003954 umbilical cord Anatomy 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
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- Eyeglasses (AREA)
- Materials For Medical Uses (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
The invention discloses a flexible hydrophilic contact lens containing sodium hyaluronate and preparing method thereof, the flexible hydrophilic contact lens consists of comonomers composed of methyl methacrylate, ethyl methacrylate, N-ethenyl pyrrolidone, glyceryl methacrylate, (bi)glycol dimethacrylate, UV absorbing agent, azo-bis-iso-heptonitrile and reduction blue rinsing dye, also comprises 0. 1-0. 2(volume) of sodium hyaluronate water solution, when being preparing, mixing the above substances; arranging in a mould for heat polymerization and additional vulcanization; then machining, hydrating, extracting and cleaning to obtain the flexible hydrophilic contact lens. The sodium hyaluronate adopted in the invention is high hydrotropic substance and has high wetting property and moisture-keeping property. The sodium hyaluronate is added in the traditional flexible hydrophilic contact lens material system, which can improve the water content of the material and can improve the wetting property and the moisture-keeping property of the material surface, the wearing time of the wearer can be prolonged.
Description
Technical field
The present invention relates to soft hydrophilic lens, particularly relate to soft hydrophilic lens that contains Sodium Hyaluronate and preparation method thereof.
Background technology
Sodium Hyaluronate is a chain polymer, is made up of multiply-connected the connecing of disaccharide unit weight of D-glucuronic acid, N-acetyl group-D-aminoglucose, and mean molecular weight is 10
6～10
7Can from the bacterial strains such as vitreum, umbilical cord, skin, knuckle synovia, rooster comb and streptococcus of animal body, extract and obtain.Because it is the biosome extract, its toxicity is extremely low, and is minimum to the stimulation of skin and mucous membrane, based on its unique rheological properties and colligative property, extensively is applied in the various ophthalmic preparations as NMF in addition.
The soft hydrophilic lens material is made up of water wettability organic monomer, hydrophobicity organic monomer and crosslinking chemical usually.Water wettability organic monomer multiselect hydroxyethyl methylacrylate, N-vinyl pyrrolidone, glycidyl methacrylate; The hydrophobicity organic monomer is then often selected methyl methacrylate, Jia Jibingxisuanyizhi for use; Crosslinking chemical is multiselect methacrylate glycol ester then.The water wettability organic monomer mainly plays the effect that increases material moisture content in material, the hydrophobicity organic monomer plays the effect of reinforcing material physical strength, and crosslinking chemical then mainly plays the effect of maintaining scantling stability.The water wettability organic monomer has also given material surface certain wetting state and moisture retention except the water cut effect that increases material.Wherein the N-vinyl pyrrolidone can significantly improve the water cut of material, but can cause the problem that the material degree of crosslinking descends simultaneously.The lens materials of high-moisture easily dewaters in the tradition, causes the wearer to shorten the shortcoming that the time of wearing is present soft hydrophilic lens coexistence under dry environment.In traditional soft hydrophilic lens material primary structure, add moisture retention, super high molecular weight Sodium Hyaluronate that wetting state is fabulous, make itself and its comonomer form net one net and run through multipolymer, will lower moisture content volatilization, the raising surface wettability of material, wear the comfortableness of process and prolong wearer's wearing the time under dry environment thereby improve eyeglass.
Do not see any report about Sodium Hyaluronate as yet as the application of moisture retention material in the soft hydrophilic lens material.
Summary of the invention
The objective of the invention is to improve the surface wettability and the moisture retention of soft hydrophilic lens material by in the soft hydrophilic lens material, adding Sodium Hyaluronate.
The present invention has utilized Sodium Hyaluronate to have the characteristic of super high molecular weight, and net one net by polymkeric substance runs through structure Sodium Hyaluronate is fixed in the network of multipolymer.
Purpose of the present invention can realize by the scheme of following technology:
A kind of soft hydrophilic lens that contains Sodium Hyaluronate is made up of comonomer and aqueous solution of sodium hyaluronate, and by weight percentage, the comonomer composition of raw materials is as follows:
Hydroxyethyl methylacrylate 70～80%
N-vinyl pyrrolidone 10～20%
Glycidyl methacrylate 3～5%
Methyl methacrylate 0～5%
Methacrylate glycol ester 0.05～0.2%
2-dihydroxy benaophenonel acrylic acid second two ether-ethers 0.3～0.65%
ABVN 0.1～0.3%
Blue dyestuff 0.02～0.04% is floated in reduction
Aqueous solution of sodium hyaluronate volumetric concentration 0.1～0.2%, consumption are 5～15% of described comonomer general assembly (TW).
Described comonomer also comprises Jia Jibingxisuanyizhi, and by weight percentage, the Jia Jibingxisuanyizhi addition is 0～5% of a comonomer.
The described soft hydrophilic lens water cut that contains Sodium Hyaluronate is 42～55% (quality), and average transmittance is more than 90% in visible wavelength range.
Preparation contains the method for the soft hydrophilic lens of Sodium Hyaluronate, comprises the steps:
(1) preparation: Sodium Hyaluronate is added in the pure water, and 5～10 ℃ of stirrings are spent the night, and are mixed with the aqueous solution of sodium hyaluronate of 0.10～0.2% (volume); Accurately take by weighing each comonomer by prescription, mechanical raking 0.5～1h is even to each mixing of materials; Aqueous solution of sodium hyaluronate is added in the mixing comonomer, stir 2～3h;
(2) polymerization: the mixed liquor of step (1) gained is joined in the mould, put into accurate program control baking oven, then at 90～105 ℃ of after cure 20～60min, naturally cool to room temperature at 60～65 ℃ of polymerization 60～90min, and in relative humidity is lower than 55% environment, park more than the 3h, stand-by;
(3) machining: the polymkeric substance blank of step (2) gained is placed on the fine turning lathe, carry out turning, surface finish is cleaned with organic solvent after dry plate and the mold separation then;
(4) hydration, cleaning: place phosphate buffered saline to carry out hydration more than 8 hours dry plate, make its abundant swelling equilibrium, clean;
(5) quality inspection, sterilization: to the wet sheet through cleaning carry out surface quality, curvature, diameter, center thickness, after the vertex lens power inspection, sub-bottle packaging, sterilization treatment promptly gets the soft hydrophilic lens finished product.
The cleaning of described step (4) is to clean with the eyeglass of the cleaning solution that contains 2% Tween-80 after to swelling equilibrium.
The sterilization treatment of described step (5) is meant 126 ℃, the sterilization treatment of 30min.
Sodium Hyaluronate has the effects such as the time of wearing that improve the glasses water cut, are used as preserve moisture wetting agent and prolongation eyeglass wearer as the hydrophilic substance of soft hydrophilic lens material among the present invention.
The present invention compares with existing soft hydrophilic lens product, has following advantage:
(1) adds comonomer weight 0.1～0.2% (quality) aqueous solution of sodium hyaluronate, can improve the water cut of lens materials, make the contacting hydrous amount of flexible hydrophilic reach 42～55% (quality);
(2) add comonomer weight 0.1～0.2% (quality) aqueous solution of sodium hyaluronate, can change the wettability of eyeglass, reduce the coefficient of friction on surface, make flexible hydrophilic contact the quality softness, stretching 200% is not ruptured.
(3) add comonomer weight 0.1～0.2% (quality) aqueous solution of sodium hyaluronate, can improve the easily situation of dehydration of traditional product.
(4) since Sodium Hyaluronate through lens materials inner with the surface, under the situation of identical water cut, strengthened the ratio of middle water and tie water, the evaporation that helps slowing down lens materials moisture content, wear do not have dry sensation more than 12 hours, order wears more comfortable.
Embodiment
For better understanding the present invention, the present invention is described further below in conjunction with embodiment, but the scope of protection of present invention is not limited to the scope that embodiment represents.
Among the following embodiment, to contain in the soft hydrophilic lens of Sodium Hyaluronate that the chemicals except that aqueous solution of sodium hyaluronate is referred to as comonomer in the prescription, this comonomer comprises that hydroxyethyl methylacrylate, N-vinyl pyrrolidone, glycidyl methacrylate, methyl methacrylate, Jia Jibingxisuanyizhi, (two) methacrylic acid glycol ester, UV absorbing agent, ABVN and reduction float blue dyestuff.Employed Sodium Hyaluronate mean molecular weight is 2 * 10
6, Furuida Biochemical Co., Ltd., Shandong produces.
Embodiment 1:
By weight percentage, contain that the comonomer composition of raw materials is in the soft hydrophilic lens of Sodium Hyaluronate:
Hydroxyethyl methylacrylate 70%
N-vinyl pyrrolidone 20%
Glycidyl methacrylate 4%
Methyl methacrylate 5%
(two) methacrylic acid glycol ester 0.15%
UV absorbing agent (2-dihydroxy benaophenonel acrylic acid second two ether-ethers) 0.62%
ABVN 0.2%
Blue dyestuff BC (Huayuan Industrial General Co., Shanghai's production) 0.03% is floated in reduction
0.2% aqueous solution of sodium hyaluronate that adds above-mentioned comonomer general assembly (TW) 10% again.
The different addition of aqueous solution of sodium hyaluronate is to be to calculate in 100% o'clock with the comonomer total amount.
Preparation contains the method for the soft hydrophilic lens of Sodium Hyaluronate, comprises the steps:
The preparation method who contains the soft hydrophilic lens of Sodium Hyaluronate comprises the steps:
(1) preparation: the 0.2g Sodium Hyaluronate is added in the 100ml pure water, and 5～10 ℃ of stirrings are spent the night, and are mixed with the aqueous solution of sodium hyaluronate of 0.2% (w/w); Accurately take by weighing each comonomer except that Sodium Hyaluronate by prescription, mechanical raking 0.5h is even to each mixing of materials; Aqueous solution of sodium hyaluronate is added in the mixing comonomer, stir 2h.Wherein uniform aqueous solution of sodium hyaluronate preparation process and mix very crucially with other comonomer otherwise can cause the non-isotropy of later stage resulting polymers material.
(2) polymerization: the mixed liquor of step (1) gained is joined in the mould, puts into accurate program control baking oven (WG203B of Ai Keming company), at 60 ℃ of polymerization 60min then at 90 ℃ of after cure 20min.Naturally cool to room temperature, and in relative humidity is lower than 55% environment, park more than the 3h, stand-by;
(3) machining: with the polymkeric substance blank of step (2) gained place fine turning lathe (Britain Lamda company, CNCLenticular) on, carry out turning, surface finish is cleaned with organic solvent after dry plate and the mold separation then.
(4) hydration, cleaning: place phosphate buffered saline to carry out 8 hours hydration dry plate, make its abundant swelling equilibrium; Clean with the eyeglass of the cleaning solution that contains 2% Tween-80 after swelling equilibrium;
(5) quality inspection, sterilization: to the wet sheet through cleaning carry out surface quality, curvature, diameter, center thickness, after the vertex lens power inspection, sub-bottle packaging; By 126 ℃, the sterilization treatment of 30min promptly gets the soft hydrophilic lens finished product then.
After testing, gained soft hydrophilic lens diameter 14.0mm, radius-of-curvature 8.6mm, water cut 50%, visible light mean transmissivity＞92%, the quality softness, stretching 200% is not ruptured.Under the identical situation of eyeglass water cut, experimenter's blind test is the result show, the eyeglass that contains Sodium Hyaluronate was worn after 14 hours does not have dry sensation, it is comfortable to wear.
Embodiment 2:
By weight percentage, contain that the comonomer composition of raw materials is in the soft hydrophilic lens of Sodium Hyaluronate:
Hydroxyethyl methylacrylate 80%
N-vinyl pyrrolidone 10%
Glycidyl methacrylate 6%
Jia Jibingxisuanyizhi 3%
(two) methacrylic acid glycol ester 0.11%
UV absorbing agent (2-dihydroxy benaophenonel acrylic acid second two ether-ethers) 0.62%
ABVN 0.2%
Blue dyestuff BC (Huayuan Industrial General Co., Shanghai's production) 0.03% is floated in reduction
0.2% aqueous solution of sodium hyaluronate that adds above-mentioned comonomer general assembly (TW) 15% again.
The preparation method who contains the soft hydrophilic lens of Sodium Hyaluronate comprises the steps:
(1) preparation: the 0.2g Sodium Hyaluronate is added in the 100ml pure water, and 5～10 ℃ of stirrings are spent the night, and are mixed with the aqueous solution of sodium hyaluronate of 0.2% (w/w); Accurately take by weighing each comonomer except that Sodium Hyaluronate by prescription, mechanical raking 0.5h is even to each mixing of materials; Aqueous solution of sodium hyaluronate is added in the mixing comonomer, stir 2h.Wherein uniform aqueous solution of sodium hyaluronate preparation process and mix very crucially with other comonomer otherwise can cause the non-isotropy of later stage resulting polymers material.
(2) polymerization: the mixed liquor of step (1) gained is joined in the mould, puts into accurate program control baking oven (WG203B of Ai Keming company), at 65 ℃ of polymerization 60min then at 90 ℃ of after cure 60min.Naturally cool to room temperature, and in relative humidity is lower than 55% environment, park more than the 3h, stand-by;
(3) machining: with the polymkeric substance blank of step (2) gained place fine turning lathe (Britain Lamda company, CNCLenticular) on, carry out turning, surface finish is cleaned with organic solvent after dry plate and the mold separation then.
(4) hydration, cleaning: place phosphate buffered saline to carry out 8 hours hydration dry plate, make its abundant swelling equilibrium; Clean with the eyeglass of the cleaning solution that contains 2% Tween-80 after swelling equilibrium;
(5) quality inspection, sterilization: to the wet sheet through cleaning carry out surface quality, curvature, diameter, center thickness, after the vertex lens power inspection, sub-bottle packaging; By 126 ℃, the sterilization treatment of 30min promptly gets the soft hydrophilic lens finished product then.
After testing, gained soft hydrophilic lens diameter 14.0mm, radius-of-curvature 8.6mm, water cut 45%, visible light mean transmissivity＞92%, the quality softness, stretching 200% is not ruptured.Under the identical situation of eyeglass water cut, experimenter's blind test is the result show, the eyeglass that contains Sodium Hyaluronate was worn after 12 hours does not have dry sensation, it is comfortable to wear.
Embodiment 3:
By weight percentage, contain that the comonomer composition of raw materials is in the soft hydrophilic lens of Sodium Hyaluronate:
Hydroxyethyl methylacrylate 78%
N-vinyl pyrrolidone 15%
Glycidyl methacrylate 3%
Jia Jibingxisuanyizhi 3%
(two) methacrylic acid glycol ester 0.11%
UV absorbing agent (2-dihydroxy benaophenonel acrylic acid second two ether-ethers) 0.69%
ABVN 0.2%
Blue dyestuff BC (Huayuan Industrial General Co., Shanghai's production) 0.03% is floated in reduction
0.2% aqueous solution of sodium hyaluronate that adds above-mentioned comonomer general assembly (TW) 10% again.
The preparation method who contains the soft hydrophilic lens of Sodium Hyaluronate comprises the steps:
(1) preparation: the 0.2g Sodium Hyaluronate is added in the 100ml pure water, and 5～10 ℃ of stirrings are spent the night, and are mixed with the aqueous solution of sodium hyaluronate of 0.2% (w/w); Accurately take by weighing each comonomer except that Sodium Hyaluronate by prescription, mechanical raking 0.5h is even to each mixing of materials; Aqueous solution of sodium hyaluronate is added in the mixing comonomer, stir 2h.Wherein uniform aqueous solution of sodium hyaluronate preparation process and mix very crucially with other comonomer otherwise can cause the non-isotropy of later stage resulting polymers material.
(2) polymerization: the mixed liquor of step (1) gained is joined in the mould, puts into accurate program control baking oven (WG203B of Ai Keming company), at 60 ℃ of polymerization 90min then at 105 ℃ of after cure 20min.Naturally cool to room temperature, and in relative humidity is lower than 55% environment, park more than the 3h, stand-by;
(3) machining: with the polymkeric substance blank of step (2) gained place fine turning lathe (Britain Lamda company, CNCLenticular) on, carry out turning, surface finish is cleaned with organic solvent after dry plate and the mold separation then.
(4) hydration, cleaning: place phosphate buffered saline to carry out 8 hours hydration dry plate, make its abundant swelling equilibrium; Clean with the eyeglass of the cleaning solution that contains 2% Tween-80 after swelling equilibrium;
(5) quality inspection, sterilization: to the wet sheet through cleaning carry out surface quality, curvature, diameter, center thickness, after the vertex lens power inspection, sub-bottle packaging; By 126 ℃, the sterilization treatment of 30min promptly gets the soft hydrophilic lens finished product then.
After testing, gained soft hydrophilic lens diameter 14.0mm, radius-of-curvature 8.6mm, water cut 42%, visible light mean transmissivity＞92%, the quality softness, stretching 200% is not ruptured.Under the identical situation of eyeglass water cut, experimenter's blind test is the result show, the eyeglass that contains Sodium Hyaluronate was worn after 12 hours does not have dry sensation, it is comfortable to wear.
Embodiment 4:
By weight percentage, contain that the comonomer composition of raw materials is in the soft hydrophilic lens of Sodium Hyaluronate:
Hydroxyethyl methylacrylate 74%
N-vinyl pyrrolidone 19%
Glycidyl methacrylate 3%
Jia Jibingxisuanyizhi 3%
(two) methacrylic acid glycol ester 0.11%
UV absorbing agent (2-dihydroxy benaophenonel acrylic acid second two ether-ethers) 0.62%
ABVN 0.2%
Blue dyestuff BC (Huayuan Industrial General Co., Shanghai's production) 0.03% is floated in reduction
0.1% aqueous solution of sodium hyaluronate that adds above-mentioned comonomer general assembly (TW) 10% again.
The preparation method who contains the soft hydrophilic lens of Sodium Hyaluronate comprises the steps:
(1) preparation: the 0.2g Sodium Hyaluronate is added in the 100ml pure water, and 5～10 ℃ of stirrings are spent the night, and are mixed with the aqueous solution of sodium hyaluronate of 0.2% (w/w); Accurately take by weighing each comonomer except that Sodium Hyaluronate by prescription, mechanical raking 0.5h is even to each mixing of materials; Aqueous solution of sodium hyaluronate is added in the mixing comonomer, stir 2h.Wherein uniform aqueous solution of sodium hyaluronate preparation process and mix very crucially with other comonomer otherwise can cause the non-isotropy of later stage resulting polymers material.
(2) polymerization: the mixed liquor of step (1) gained is joined in the mould, puts into accurate program control baking oven (WG203B of Ai Keming company), at 65 ℃ of polymerization 60min then at 105 ℃ of after cure 60min.Naturally cool to room temperature, and in relative humidity is lower than 55% environment, park more than the 3h, stand-by;
(3) machining: with the polymkeric substance blank of step (2) gained place fine turning lathe (Britain Lamda company, CNCLenticular) on, carry out turning, surface finish is cleaned with organic solvent after dry plate and the mold separation then.
(4) hydration, cleaning: place phosphate buffered saline to carry out 8 hours hydration dry plate, make its abundant swelling equilibrium; Clean with the eyeglass of the cleaning solution that contains 2% Tween-80 after swelling equilibrium;
(5) quality inspection, sterilization: to the wet sheet through cleaning carry out surface quality, curvature, diameter, center thickness, after the vertex lens power inspection, sub-bottle packaging; By 126 ℃, the sterilization treatment of 30min promptly gets the soft hydrophilic lens finished product then.
After testing, gained soft hydrophilic lens diameter 14.0mm, radius-of-curvature 8.6mm, water cut 47%, visible light mean transmissivity＞92%, the quality softness, stretching 200% is not ruptured.Under the identical situation of eyeglass water cut, experimenter's blind test is the result show, the eyeglass that contains Sodium Hyaluronate was worn after 14 hours does not have dry sensation, it is comfortable to wear.
Embodiment 5:
By weight percentage, contain that the comonomer composition of raw materials is in the soft hydrophilic lens of Sodium Hyaluronate:
Hydroxyethyl methylacrylate 75%
N-vinyl pyrrolidone 18%
Glycidyl methacrylate 3%
Methyl methacrylate 3%
(two) methacrylic acid glycol ester 0.11%
UV absorbing agent (2-dihydroxy benaophenonel acrylic acid second two ether-ethers) 0.69%
ABVN 0.2%
Blue dyestuff BC (Huayuan Industrial General Co., Shanghai's production) 0.03% is floated in reduction
0.2% aqueous solution of sodium hyaluronate that adds above-mentioned comonomer general assembly (TW) 20% again.
The preparation method who contains the soft hydrophilic lens of Sodium Hyaluronate comprises the steps:
(1) preparation: the 0.2g Sodium Hyaluronate is added in the 100ml pure water, and 5～10 ℃ of stirrings are spent the night, and are mixed with the aqueous solution of sodium hyaluronate of 0.2% (w/w); Accurately take by weighing each comonomer except that Sodium Hyaluronate by prescription, mechanical raking 0.5h is even to each mixing of materials; Aqueous solution of sodium hyaluronate is added in the mixing comonomer, stir 2h.Wherein uniform aqueous solution of sodium hyaluronate preparation process and mix very crucially with other comonomer otherwise can cause the non-isotropy of later stage resulting polymers material.
(2) polymerization: the mixed liquor of step (1) gained is joined in the mould, puts into accurate program control baking oven (WG203B of Ai Keming company), at 65 ℃ of polymerization 60min then at 105 ℃ of after cure 60min.Naturally cool to room temperature, and in relative humidity is lower than 55% environment, park more than the 3h, stand-by;
(3) machining: with the polymkeric substance blank of step (2) gained place fine turning lathe (Britain Lamda company, CNCLenticular) on, carry out turning, surface finish is cleaned with organic solvent after dry plate and the mold separation then.
(4) hydration, cleaning: place phosphate buffered saline to carry out 8 hours hydration dry plate, make its abundant swelling equilibrium; Clean with the eyeglass of the cleaning solution that contains 2% Tween-80 after swelling equilibrium;
(5) quality inspection, sterilization: to the wet sheet through cleaning carry out surface quality, curvature, diameter, center thickness, after the vertex lens power inspection, sub-bottle packaging; By 126 ℃, the sterilization treatment of 30min promptly gets the soft hydrophilic lens finished product then.
After testing, gained soft hydrophilic lens diameter 14.0mm, radius-of-curvature 8.6mm, water cut 46%, visible light mean transmissivity＞92%, the quality softness, stretching 200% is not ruptured.Under the identical situation of eyeglass water cut, experimenter's blind test is the result show, the eyeglass that contains Sodium Hyaluronate was worn after 14 hours does not have dry sensation, it is comfortable to wear.
More than the finished product of 5 embodiment gained all tangible benefit is arranged in the following areas than the eyeglass that identical water cut does not contain Sodium Hyaluronate: 1) the blind test result of subjects wearing eyeglass shows that the eyeglass that adds Sodium Hyaluronate is more comfortable than ordinary tablet; 2) experimenter shows that to eyeglass feel blind test result the eyeglass that adds Sodium Hyaluronate is more soft than ordinary tablet; 3) under same environmental conditions, the blind test result of subjects wearing eyeglass shows that the eyeglass that adds Sodium Hyaluronate does not more have dry sensation than ordinary tablet.This shows that Sodium Hyaluronate can improve lens surface wetting state and moisture retention as the soft hydrophilic lens wetting adjuvant of preserving moisture.
Claims (6)
1. soft hydrophilic lens that contains Sodium Hyaluronate, it is characterized in that: be made up of comonomer and aqueous solution of sodium hyaluronate, by weight percentage, the comonomer composition of raw materials is as follows:
Hydroxyethyl methylacrylate 70～80%
N-vinyl pyrrolidone 10～20%
Glycidyl methacrylate 3～5%
Methyl methacrylate 0～5%
Methacrylate glycol ester 0.05～0.2%
2-dihydroxy benaophenonel acrylic acid second two ether-ethers 0.3～0.65%
ABVN 0.1～0.3%
Blue dyestuff 0.02～0.04% is floated in reduction
Aqueous solution of sodium hyaluronate volumetric concentration 0.1～0.2%, consumption are 5～15% of described comonomer general assembly (TW).
2. the soft hydrophilic lens that contains Sodium Hyaluronate according to claim 1 is characterized in that: described comonomer also comprises Jia Jibingxisuanyizhi, and by weight percentage, the Jia Jibingxisuanyizhi addition is 0～5% of a comonomer.
3. the soft hydrophilic lens that contains Sodium Hyaluronate according to claim 1, it is characterized in that: the described soft hydrophilic lens water cut that contains Sodium Hyaluronate is 42～55% (quality), and average transmittance is more than 90% in visible wavelength range.
4. the described method that contains the soft hydrophilic lens of Sodium Hyaluronate of preparation claim 1 is characterized in that comprising the steps:
(1) preparation: Sodium Hyaluronate is added in the pure water, and 5～10 ℃ of stirrings are spent the night, and are mixed with the aqueous solution of sodium hyaluronate of 0.10～0.2% (volume); Accurately take by weighing each comonomer by prescription, mechanical raking 0.5～1h is even to each mixing of materials; Aqueous solution of sodium hyaluronate is added in the mixing comonomer, stir 2～3h;
(2) polymerization: the mixed liquor of step (1) gained is joined in the mould, put into accurate program control baking oven, then at 90～105 ℃ of after cure 20～60min, naturally cool to room temperature at 60～65 ℃ of polymerization 60～90min, and in relative humidity is lower than 55% environment, park more than the 3h, stand-by;
(3) machining: the polymkeric substance blank of step (2) gained is placed on the fine turning lathe, carry out turning, surface finish is cleaned with organic solvent after dry plate and the mold separation then;
(4) hydration, cleaning: place phosphate buffered saline to carry out hydration more than 8 hours dry plate, make its abundant swelling equilibrium, clean;
(5) quality inspection, sterilization: to the wet sheet through cleaning carry out surface quality, curvature, diameter, center thickness, after the vertex lens power inspection, sub-bottle packaging, sterilization treatment promptly gets the soft hydrophilic lens finished product.
5. described preparation contains the method for the soft hydrophilic lens of Sodium Hyaluronate according to claim 4, it is characterized in that: the cleaning of described step (4) is to clean with the eyeglass of the cleaning solution that contains 2% (weight) Tween-80 after to swelling equilibrium.
6. described preparation contains the method for the soft hydrophilic lens of Sodium Hyaluronate according to claim 4, and it is characterized in that: the sterilization treatment of described step (5) is meant 126 ℃, the sterilization treatment of 30min.
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN110202806A (en) * | 2019-07-04 | 2019-09-06 | 江苏彩康隐形眼镜有限公司 | The preparation method of moisture retention contact lenses |
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| CN102319452A (en) * | 2011-05-25 | 2012-01-18 | 天津大学 | Aquagel with expansion potential for ophthalmonogy tissue filling agent and preparation method thereof |
| TWI447126B (en) * | 2011-10-18 | 2014-08-01 | I See Vision Technology Inc | Method for Modifying Hyaluronic Acid and Its Application |
| AU2013266649B2 (en) * | 2012-05-25 | 2016-04-14 | Bausch & Lomb Incorporated | Fully polymerized UV blocking silicone hydrogel lens |
| CN112513681B (en) * | 2018-07-03 | 2024-07-26 | 鲍希与洛姆伯股份有限公司 | Water extraction ophthalmic device |
| EP3834018A1 (en) * | 2018-08-10 | 2021-06-16 | Bausch & Lomb Incorporated | Ophthalmic devices |
| CN112601987A (en) * | 2018-08-10 | 2021-04-02 | 鲍希与洛姆伯股份有限公司 | High water content ophthalmic devices |
| CN115010860A (en) * | 2022-04-25 | 2022-09-06 | 深圳市都市健康药业有限公司 | Formula and preparation method of medical soft hydrophilic contact lens |
| CN117784447B (en) * | 2024-02-27 | 2024-05-10 | 四川兴泰普乐医疗科技有限公司 | High-efficient soft hydrophilic contact lens of moisturizing |
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| CN110202806A (en) * | 2019-07-04 | 2019-09-06 | 江苏彩康隐形眼镜有限公司 | The preparation method of moisture retention contact lenses |
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