CN112795047A - Formula and processing technology of silica hydrogel lens - Google Patents

Formula and processing technology of silica hydrogel lens Download PDF

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CN112795047A
CN112795047A CN202011631706.XA CN202011631706A CN112795047A CN 112795047 A CN112795047 A CN 112795047A CN 202011631706 A CN202011631706 A CN 202011631706A CN 112795047 A CN112795047 A CN 112795047A
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silicon
lens
methacrylate
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monomer
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许伟航
游主依
郑尧聪
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Jiangsu Shizhun Medical Equipment Co ltd
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    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J7/00Chemical treatment or coating of shaped articles made of macromolecular substances
    • C08J7/04Coating
    • C08J7/056Forming hydrophilic coatings
    • 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
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2343/00Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing boron, silicon, phosphorus, selenium, tellurium or a metal; Derivatives of such polymers
    • C08J2343/04Homopolymers or copolymers of monomers containing silicon
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2383/00Characterised by the use of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen, or carbon only; Derivatives of such polymers
    • C08J2383/04Polysiloxanes
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    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2433/00Characterised by the use of homopolymers or 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 of salts, anhydrides, esters, amides, imides, or nitriles thereof; Derivatives of such polymers
    • C08J2433/02Homopolymers or copolymers of acids; Metal or ammonium salts thereof
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2433/00Characterised by the use of homopolymers or 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 of salts, anhydrides, esters, amides, imides, or nitriles thereof; Derivatives of such polymers
    • C08J2433/04Characterised by the use of homopolymers or 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 of salts, anhydrides, esters, amides, imides, or nitriles thereof; Derivatives of such polymers esters
    • C08J2433/14Characterised by the use of homopolymers or 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 of salts, anhydrides, esters, amides, imides, or nitriles thereof; Derivatives of such polymers esters of esters containing halogen, nitrogen, sulfur, or oxygen atoms in addition to the carboxy oxygen
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2439/00Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Derivatives of such polymers
    • C08J2439/04Homopolymers or copolymers of monomers containing heterocyclic rings having nitrogen as ring member
    • C08J2439/06Homopolymers or copolymers of N-vinyl-pyrrolidones

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  • Ophthalmology & Optometry (AREA)
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  • Chemical Kinetics & Catalysis (AREA)
  • General Physics & Mathematics (AREA)
  • Optics & Photonics (AREA)
  • Eyeglasses (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)

Abstract

The invention discloses a formula of a silica hydrogel lens and a processing technology thereof, wherein the formula comprises a silicon-containing unit accounting for 6-80 wt% of the composition; a non-silicon unit in an amount of 15 to 86 wt% based on the composition, wherein the hydrophilic non-silicon monomer in the non-silicon unit accounts for more than the hydrophobic non-silicon monomer; 0.1-3 wt% of a cross-linking agent; the initiator accounts for 0.01-4 wt%, and the silicone hydrogel lens is soaked in a solution prepared by mixing an alcohol solvent and a hydrophilic polymer according to a mixing ratio while ensuring low cost, so that the hydrophilicity and the lubricity of the lens can be increased, the defects of the traditional silicone hydrogel lens are overcome, and the silicone hydrogel lens is novel in formula, ingenious in process and good in application prospect.

Description

Formula and processing technology of silica hydrogel lens
Technical Field
The invention relates to the technical field of contact lenses, in particular to a formula of a silica hydrogel lens and a processing technology thereof.
Background
Soft contact Lens (Soft contact Lens) materials were introduced in the 1960 s, and because the Soft materials solved the discomfort of the original hard contact lenses (RGP lenses), users who were not suitable for the hard contact lenses could change to Soft contact lenses, and thus become the main choice of the current contact Lens users.
However, the oxygen permeability of the traditional materials (mainly HEMA, commonly called hydrogel products) used for the soft contact lenses is low, generally, Dk (oxygen permeability) is only 8-20, which causes that the blood streak and the corresponding discomfort of the eyeball often occur due to oxygen deficiency when the consumers wear the tail sound (wear the soft contact lenses for more than 10 hours) in one day, and the main axis of the research and development of the materials of the contact lenses is shifted to the search for the high oxygen permeability materials.
In around 2000, soft contact lens products with a silicone component, commonly known as silicone hydrogel contact lenses, started to appear on the market, typically with oxygen permeabilities above 40-50 (e.g. the robust Acuvue Advanced product), and some products with oxygen permeabilities up to 90 or more (e.g. the Dr's PureVision Day + Night product). After 2010, daily disposable products of soft contact lenses began to be accepted by the market due to economic development and better health perception of the consumer. Daily throw products have significant benefits over long-term monthly throws and even annual throws: the cleaning lens does not need to be pulled out and replaced every day, so that the problem that eyes are injured due to wearing after the lens is damaged due to cleaning action can be avoided, and serious complications such as keratitis and conjunctivitis caused by bacterial infection due to incomplete cleaning can also be avoided.
The promotion of the daily polishing product requires that the consumer has correct eye health concept, and also requires that the soft contact lens manufacturer has excellent production management and advanced process capability, and the production efficiency is increased to reduce the production cost so as to meet the price of the daily polishing product, otherwise, the consumer cannot bear the cost of using the daily polishing product. The daily polishing product of the silica-hydrogel contact lens has more production and process challenges, and is intersected with the hydrogel contact lens, and the unstable phenomenon caused by the combination of the silica component and the traditional hydrogel component is better treated besides the expensive material component of the silica-hydrogel contact lens.
Currently, it is known that the silicon component (such as TRIS or other silicon-containing components) contained in the silica gel material is utilized, and the silicon component and the monomers are arranged and combined in different sizes to increase the size of the pores between the monomers on the lens, so as to achieve higher oxygen permeability. However, the silicon component itself is hydrophobic, which results in poor film-forming property of the water film of the lens itself after the lens is formed, or poor ability to maintain the water film, and thus the eye line of the wearer is affected, or the lens needs frequent blinking due to dry and foreign body sensation.
The invention discloses a processing technology, which can increase the hydrophilicity and the comfort degree of a silica gel lens by the processing technology so as to overcome the defect of eyes of daily polishing products made of the silica gel.
Disclosure of Invention
The invention aims to solve the problems that the prior art has poor water film forming property of the lens made of the known silica gel material, or the ability of maintaining the water film is weak, so that the sight of a wearer is influenced, or the lens has dry and foreign body feeling and needs frequent blinking. According to the formula and the processing technology of the silica gel lens, the silica gel lens is used, the low cost is guaranteed, meanwhile, the silica gel lens is soaked in the solution with the mixing ratio of the alcohol solvent and the hydrophilic polymer, the purpose of increasing the hydrophilicity and the lubricity of the lens can be achieved, the defects of the traditional silica gel lens are overcome, the formula is novel, the technology is ingenious, and the silica gel lens has a good application prospect.
In order to achieve the purpose, the invention adopts the technical scheme that:
a formula of a silica hydrogel lens comprises
The silicon-containing unit accounts for 6-80 wt% of the composition;
a non-silicon unit in an amount of 15 to 86 wt% based on the composition, wherein the hydrophilic non-silicon monomer in the non-silicon unit accounts for more than the hydrophobic non-silicon monomer;
0.1-3 wt% of a cross-linking agent;
0.01-4 wt% of an initiator.
In the formula of the silicon hydrogel lens, the silicon-containing unit accounts for 5-75 wt% of the silicon-containing monomer SiGMMA, or 1-25 wt% of mPDMS,
the non-silicon unit is a hydrophilic non-silicon monomer in the composition, and the hydrophilic non-silicon monomer comprises but is not limited to N-vinylpyrrolidone, N-methyl-N-vinylacetamide, N-dimethylacrylamide, N-methylolacrylamide or N-hydroxyethylacrylamide, and the weight percentage of the hydrophilic non-silicon monomer is 5-85 wt%; the non-silicon-containing unit accounts for hydrophobic non-silicon-containing monomers in the composition, and the hydrophobic non-silicon-containing monomers comprise but are not limited to lauryl methacrylate or methyl methacrylate and account for 0.1-10 wt% of the hydrophobic non-silicon-containing monomers;
the crosslinking agent includes, but is not limited to, isocyanoethylene methacrylate, ethylene glycol dimethacrylate, diethylene glycol dimethacrylate, triethylene glycol dimethacrylate, tetraethylene glycol dimethacrylate, ethylene glycol diacrylate, diethylene glycol diacrylate, triethylene glycol diacrylate, tetraethylene glycol diacrylate, N ' -methylenebisacrylamide, N ' -vinylbisacrylamide, dihydroxyethylene, trimethylolpropane trimethacrylate, N ' -hexamethylenebis (methacrylamide), triglycerol, polyethylene glycol dimethacrylate, vinyl methacrylate, allyl methacrylate, methacryloyl chloride, glycidyl acrylate, 3-chloro-2-hydroxypropyl methacrylate, ethylene glycol dimethacrylate, allyl methacrylate, glycidyl acrylate, ethylene glycol dimethacrylate, (Z) -2-butenedioic acid-2- [ (2-methyl-1-oxo-2-propenyl) oxy ] ethyl monoester, bis-urethane dimethacrylate or 3-isopropyl-dimethylbenzyl isocyanate, the weight percentage of which is 0.1-3 wt%;
the initiator is a thermal initiator or a photoinitiator, the weight percentage of the initiator is 0.01-4 wt%, and the thermal initiator is azobisisobutyronitrile, 4 '-azobis (4-cyanovaleric acid), 1' -azo (cyanocyclohexane), 2 '-azobisisobutylamidine dihydrochloride, 2' -azabicyclo (2-imidazoline) dihydrochloride, azobisethylimidazolinylpropane dihydrochloride, 2 '-azobis (1-imino-1-pyrrolidinyl-2-methylpropene) dihydrochloride, 2' -azobis { 2-methyl-N- [1, 1-bis (hydroxymethyl) -2-hydroxyethyl ] propionamide }, or mixtures thereof, 2,2 '-azo (2-methyl-N- (2-hydroxyethyl) propionamide), 2' -azobis (4-methoxy-2, 4-dimethylvaleronitrile), or benzoyl peroxide. The photoinitiator is (2,4, 6-trimethylbenzoyl) diphenylphosphine oxide, 2-hydroxy-2-methyl propiophenone, phenyl bis (2,4, 6-trimethylbenzoyl) phosphine oxide or benzoin bis methyl ether.
In the formula of the silicon hydrogel lens, the silicon-containing unit accounts for 10 to 60 wt% of the silicon-containing monomer SiGMMA, or 4 to 25 wt% of the mPDMS; the hydrophilic non-silicon-containing monomer accounts for 10-60 wt%; the hydrophobic silicon-free monomer accounts for 0.5-7.5 wt%; the weight percentage of the cross-linking agent is 0.3-2 wt%; the initiator accounts for 0.1-1.8 wt%.
In the formula of the silicon hydrogel lens, the silicon-containing unit accounts for 15 to 45 wt% of the silicon-containing monomer SiGMMA, or 6 to 15 wt% of the mPDMS; the hydrophilic non-silicon-containing monomer accounts for 20-55 wt%; the hydrophobic silicon-free monomer accounts for 1-5 wt% of the weight of the hydrophobic silicon-free monomer; the weight percentage of the cross-linking agent is 0.5-1.5 wt%; the initiator accounts for 0.3-1.2 wt%.
A processing technology of a formula of a silicon hydrogel lens comprises the following steps,
step (A), the silicon-containing unit accounts for 15-45 wt% of silicon-containing monomer SiGMMA in the composition, or mPDMS in the composition, wherein the weight percentage of the silicon-containing unit is 6-15 wt%; the hydrophilic silicon-free monomer accounts for 20-55 wt%; hydrophobic non-silicon-containing monomer, the weight percentage of which is 1-5 wt%; the weight percentage of the cross-linking agent is 0.5-1.5 wt%; the initiator is prepared from 0.3-1.2 wt% of formula ingredients, and the silicone rubber lens is processed and formed;
step (B), preparing a soaking solution of the alcohol solvent and the hydrophilic polymer in a mixing ratio;
step (C), placing the silica gel lens into a soaking solution, and soaking and standing for half an hour to 12 hours to ensure that the silica gel lens and the hydrophilic polymer are fully mixed;
and (D) taking out the silica gel lens from the soaking solution, moving the silica gel lens to a water tank for cleaning, wherein the water tank is 3-8 tanks, and controlling the water temperature of the water tank to be normal temperature to finish the hydrophilic treatment of the silica gel lens.
The processing technology of the formula of the silica gel lens comprises the step (A), wherein the temperature environment of the processed and formed silica gel lens is controlled between 23 ℃ and 27 ℃.
The processing technology of the formula of the silica gel lens comprises the step (B) of preparing a soaking solution of an alcohol solvent and a hydrophilic polymer in a mixing ratio, wherein the alcohol solvent is methanol, ethanol, ethylene glycol, propanol, isopropanol, butanol or glycerol, and the hydrophilic polymer is polyvinylpyrrolidone, polyhydroxyethyl methacrylate, dimethylaminoethyl methacrylate, diethylaminoethyl methacrylate, 2- (diisopropylamino) ethyl methacrylate or polyacrylic acid.
In the processing technology of the formula of the silicone hydrogel lens, the soaking solution is prepared by mixing 50 v/v% of isopropanol and 5 v/v% of polyvinylpyrrolidone into pure water.
In the processing technology of the formula of the silicone rubber lens,
step (C), placing the silica hydrogel lens into a soaking solution, and soaking and standing for 1 hour;
and (D) taking out the silicon hydrogel lens from the soaking solution, and transferring the silicon hydrogel lens to a first water tank for cleaning, wherein the cleaning is repeated for four times every 1 hour, and the first water tank to a fifth water tank are all normal-temperature pure water.
The invention has the beneficial effects that: according to the formula and the processing technology of the silica gel lens, the silica gel lens is used, the low cost is guaranteed, meanwhile, the silica gel lens is soaked in the solution with the mixing ratio of the alcohol solvent and the hydrophilic polymer, the purpose of increasing the hydrophilicity and the lubricity of the lens can be achieved, the defects of the traditional silica gel lens are overcome, the formula is novel, the technology is ingenious, and the silica gel lens has a good application prospect.
Detailed Description
The present invention is further described below.
In the following description, the "unit" is a polymerizable unit compound or chemical structure, and can be further classified into monomer (monomer) or macromolecule (macromolecule) according to the difference of average molecular weight, and can be further classified into hydrophobicity and hydrophilicity according to the difference of chemical properties. Wherein the monomer refers to a low molecular weight compound or chemical structure having an average molecular weight of less than 700, and the monomer can form a polymer by polymerization, and the macromolecule refers to a high molecular weight compound or chemical structure having an average molecular weight of more than 700, and the macromolecule can form a polymer by polymerization. The "silicon-containing unit" refers to any silicon-containing repeatable unit compound or chemical structure, wherein the silicon-containing unit comprises a "silicon-containing monomer" and a "silicon-containing macromolecule"; the term "non-silicon-containing unit" refers to any repeatable compound or chemical structure containing no silicon, and can be further classified into hydrophilic and hydrophobic according to the polarity, and into "non-silicon-containing monomer" and "non-silicon-containing macromolecule" according to the molecular weight. However, since silicon is generally bonded to the hydrogel material after bonding with oxygen, silicon in the following description of the present invention represents a chemical structure containing a silicon-oxygen bond (-Si-O-). A "silicon-containing monomer" refers to any polymerizable unit compound or chemical structure having at least one-Si-O-group, having an average molecular weight of less than 700 (e.g., 3- [ Tris (TRIS) siloxane ] propyl ] methacrylate containing at least one non-repeating-Si-O-group, TRIS for short), and Polydimethylsiloxane (PDMS) containing at least two repeating-Si-O-groups and having an average molecular weight of less than 700 for short). Other silicon-containing monomers are, for example: 2- (trimethylsiloxy) ethyl methacrylate (2- (trimethylsiloxy) ethyl methacrylate), (3-Methacryloxy-2-hydroxypropoxy) propyl bis (trimethylsiloxy) methyl (3- (3-Methacryloxy-2-hydroxypropoxy) propylbis (trimethylsiloxy) propyl is (trimethyoxy) methyl silane, or simply SiGMMA), (Methacryloxymethyl) bis (trimethylsiloxy) methyl silane, Methacryloxymethyl phenethyl tris (trimethylsiloxy) silane, mono-3-methacryloxypropylated tetramethyldisiloxane (monomethyloxypropylated dimethyl siloxane), and poly (3-methacryloxypropyloxy) propyldimethylsiloxane. Other options can be found in US7901073 and US 8420711. The term "silicon-containing macromolecule" refers to any polymerizable unit compound or chemical structure having at least two repeats of-Si-O-, an average molecular weight of greater than 700 (e.g., PDMS containing at least two repeats of-Si-O-and a molecular weight of greater than 700). Other silicon-containing monomers are, for example, mono-3-methacryloxypropyltetramethyldisiloxane (mPDMS), bis-3-methacryloxypropyltetramethyldisiloxane (Methacryloxypropylpolydisiloxane) and the like, see the alternatives provided in US7901073 and US 2078411.
The term "non-silicon-containing unit" refers to a repeatable unit compound or chemical structure that does not contain silicon, and can be classified into hydrophobic and hydrophilic according to its chemical properties. In addition, since only the non-silicon-containing unit compound with an average molecular weight of less than 700 is used in the present invention, the following definition is only related to the non-silicon-containing monomer used in the present invention. The term "non-silicon-containing monomer" refers to a unit compound or chemical structure having a molecular weight greater than 700 and containing no silicon, and includes both hydrophilic non-silicon-containing monomers and hydrophobic non-silicon-containing monomers. Wherein the hydrophilic non-silicon containing monomers are for example: n-vinylpyrrolidone (NVP), N-Methyl-N-vinylacetamide (MVA), N-Dimethylacrylamide (DMA), N-methylolacrylamide (HEMA), N-hydroxyethylacrylamide (N-hydroxyethylacrylamide), Hydroxyethyl methacrylate (2-hydroxymethacrylate), Hydroxypropyl methacrylate (Hydroxypropyl methacrylate and/or Hydroxyethyl methacrylate), 2-Methyl-2-Hydroxybutyl acrylate (bmmethacrylate), poly (1, 2-propylene glycol) acrylate (polyethylene glycol acrylate), poly (ethylene glycol) acrylate (propylene glycol), poly (propylene glycol) acrylate (propylene glycol), and mixtures thereof, 2, 3-dihydroxypropyl 2-methyl-2-acrylate (Glycidyl methacrylate), Glycidyl methacrylate (Glycidyl methacrylate), Hydroxyethyl acrylate (2-hydroxymethacrylate, HEA), Hydroxypropyl acrylate (Hydroxypropyl acrylate and/or Hydroxyisopropyl acrylate), 4-Hydroxybutyl acrylate (4-Hydroxybutyl acrylate), glycerol acrylate (Glycidyl acrylate), and the like. Wherein the hydrophobic non-silicon containing monomer is for example: lauryl Methacrylate (Lauryl Methacrylate), Methyl Methacrylate (MMA), Ethyl 2-Methacrylate (Ethyl Methacrylate), Propyl Methacrylate (Propyl Methacrylate), Isopropyl Methacrylate (Isopropyl Methacrylate), Butyl Methacrylate (Butyl Methacrylate), Hexyl Methacrylate (Hexyl Methacrylate), 2-Ethylhexyl Methacrylate (2-Ethylhexyl Methacrylate), Octadecyl 2-Methyl 2-acrylate (Stearyl Methacrylate or octyl Methacrylate), Isodecyl 2-Methyl 2-acrylate (Isodecyl Methacrylate), Isobornyl Methacrylate (Isobornyl Methacrylate), Ethyl acrylate (Ethyl acrylate), Propyl acrylate (Propyl acrylate), Isopropyl acrylate (Isopropyl Methacrylate), Butyl acrylate (Ethyl acrylate), 2-Methyl 2-acrylate (Ethyl acrylate), Propyl acrylate (Propyl acrylate), Isopropyl acrylate (Isopropyl acrylate), Butyl acrylate (Butyl acrylate), 2-Ethylhexyl acrylate (Ethyl acrylate), Ethyl acrylate (Ethyl acrylate), Propyl acrylate (Propyl acrylate), Isopropyl acrylate (Butyl acrylate), Butyl acrylate (Ethyl acrylate), Methyl Methacrylate (2-Ethylhexyl acrylate), Butyl acrylate (Ethyl acrylate (2-Ethylhexyl acrylate), Butyl acrylate (Ethyl Methacrylate), Butyl Methacrylate (Butyl Methacrylate), Butyl Methacrylate (Butyl, Stearyl acrylate (Stearyl acrylate or Octadecyl acrylate), Lauryl acrylate (Isodecyl acrylate), Lauryl 2-acrylate (Lauryl acrylate), and the like.
By the introduction, the formula of the silica gel lens comprises
The silicon-containing unit accounts for 6-80 wt% of the composition;
a non-silicon unit in an amount of 15 to 86 wt% based on the composition, wherein the hydrophilic non-silicon monomer in the non-silicon unit accounts for more than the hydrophobic non-silicon monomer;
0.1-3 wt% of a cross-linking agent;
0.01-4 wt% of an initiator.
Preferably, the silicon-containing unit accounts for 5-75 wt% of the composition of silicon-containing monomer SiGMMA, or 1-25 wt% of mPDMS, and the non-silicon-containing unit accounts for 1-25 wt% of the composition of hydrophilic non-silicon-containing monomer, which is 5-85 wt% of the composition of hydrophilic non-silicon-containing monomer including but not limited to N-vinylpyrrolidone, N-methyl-N-vinylacetamide, N-dimethylacrylamide, N-methylolacrylamide or N-hydroxyethylacrylamide; the non-silicon-containing unit accounts for hydrophobic non-silicon-containing monomers in the composition, and the hydrophobic non-silicon-containing monomers comprise but are not limited to lauryl methacrylate or methyl methacrylate and account for 0.1-10 wt% of the hydrophobic non-silicon-containing monomers;
the crosslinking agent includes, but is not limited to, isocyanoethylene methacrylate, ethylene glycol dimethacrylate, diethylene glycol dimethacrylate, triethylene glycol dimethacrylate, tetraethylene glycol dimethacrylate, ethylene glycol diacrylate, diethylene glycol diacrylate, triethylene glycol diacrylate, tetraethylene glycol diacrylate, N ' -methylenebisacrylamide, N ' -vinylbisacrylamide, dihydroxyethylene, trimethylolpropane trimethacrylate, N ' -hexamethylenebis (methacrylamide), triglycerol, polyethylene glycol dimethacrylate, vinyl methacrylate, allyl methacrylate, methacryloyl chloride, glycidyl acrylate, 3-chloro-2-hydroxypropyl methacrylate, ethylene glycol dimethacrylate, allyl methacrylate, glycidyl acrylate, ethylene glycol dimethacrylate, (Z) -2-butenedioic acid-2- [ (2-methyl-1-oxo-2-propenyl) oxy ] ethyl monoester, bis-urethane dimethacrylate or 3-isopropyl-dimethylbenzyl isocyanate, the weight percentage of which is 0.1-3 wt%;
the initiator is a thermal initiator or a photoinitiator, the weight percentage of the initiator is 0.01-4 wt%, and the thermal initiator is azobisisobutyronitrile, 4' -azobis (4-cyanovaleric acid), 1' -azo (cyanocyclohexane), 2' -azobisisobutylamidine dihydrochloride, 2' -azobis (2-imidazoline) dihydrochloride, azobisethylimidazolinyl propane dihydrochloride, 2' -azobis (1-imino-1-pyrrolidinyl-2-methyl) hydrochloridePropene) dihydrochloride, 2' -azobis { 2-methyl-N- [1, 1-bis (hydroxymethyl) -2-hydroxyethyl]Propionamide }, 2 '-azo (2-methyl-N- (2-hydroxyethyl) propionamide), 2' -azobis (4-methoxy-2, 4-dimethylvaleronitrile), or benzoyl peroxide. The photoinitiator is (2,4, 6-trimethylbenzoyl) diphenylphosphine oxide, 2-hydroxy-2-methyl propiophenone; (
Figure BDA0002876788050000101
1173; 2-Hydroxy-2-methylpropiophenone), phenyl bis (2,4, 6-trimethylbenzoyl) phosphine oxide or benzoin bis methyl ether.
Preferably, the silicon-containing unit accounts for 10-60 wt% of the silicon-containing monomer SiGMMA, or 4-25 wt% of mPDMS; the hydrophilic non-silicon-containing monomer accounts for 10-60 wt%; the hydrophobic silicon-free monomer accounts for 0.5-7.5 wt%; the weight percentage of the cross-linking agent is 0.3-2 wt%; the initiator accounts for 0.1-1.8 wt%.
Preferably, the silicon-containing unit accounts for 15-45 wt% of the silicon-containing monomer SiGMMA, or 6-15 wt% of mPDMS; the hydrophilic non-silicon-containing monomer accounts for 20-55 wt%; the hydrophobic silicon-free monomer accounts for 1-5 wt% of the weight of the hydrophobic silicon-free monomer; the weight percentage of the cross-linking agent is 0.5-1.5 wt%; the initiator accounts for 0.3-1.2 wt%.
The processing technology of the formula of the silicon hydrogel lens comprises the following steps,
step (A), the silicon-containing unit accounts for 15-45 wt% of silicon-containing monomer SiGMMA in the composition, or mPDMS in the composition, wherein the weight percentage of the silicon-containing unit is 6-15 wt%; the hydrophilic silicon-free monomer accounts for 20-55 wt%; hydrophobic non-silicon-containing monomer, the weight percentage of which is 1-5 wt%; the weight percentage of the cross-linking agent is 0.5-1.5 wt%; the initiator is prepared from 0.3-1.2 wt% of the formula, and is used for processing and forming the silica gel lens, the room temperature for processing is between 20-30 ℃ in a broad sense, preferably the temperature range is between 23-27 ℃, the optimal embodiment is as shown in the following table 1,
TABLE 1 optimal examples of silicone hydrogel lenses
Composition (I) Ratio of
SiGMMA 29%
mPDMS 20%
HEMA 10%
NVP 19%
DMA 20%
TEGDMA 1.00%
819 1.00%
After the compound is injected and matched with the formula in the table 1, the preparation of the silica gel lens (daily polishing product) can be finished after the silica gel lens is illuminated by a UV lamp for 1 hour;
preparing a soaking solution of an alcohol solvent and a hydrophilic polymer according to a mixing ratio, wherein the alcohol solvent is Methanol (Methanol), Ethanol (Ethanol), ethylene glycol (ethylene glycol) or Propanol (Propanol)
Isopropyl alcohol (isopropanol), Butanol (1-Butanol) or glycerol (propane-1,2,3-triol), wherein the hydrophilic polymer is Polyvinylpyrrolidone (PVP), polyhydroxyethyl methacrylate (Poly (2-hydroxymethacrylate), PHEMA), dimethylaminoethyl methacrylate (Poly (2-dimethylamino) ethyl methacrylate; Poly (DMA), diethylaminoethyl methacrylate (Poly (2-dimethylamino) ethyl methacrylate), (Poly (DEA), 2- (diisopropylamino) ethyl methacrylate (Poly (2-dimethylamino) ethyl methacrylate) (Poly (DPA), polyacrylic acid (polyacrylic acid), and the soaking solution is prepared by mixing 50 v/v% isopropanol and 5 v/v% Polyvinylpyrrolidone into pure water;
step (C), placing the silica gel lens into a soaking solution, and soaking and standing for half an hour to 12 hours to ensure that the silica gel lens and the hydrophilic polymer are fully mixed;
step (D), taking out the silica gel lens from the soaking solution, and moving the silica gel lens to a water tank for cleaning, wherein the water tank is 3-8 tanks, and the water temperature of the water tank is normal temperature, so that the hydrophilic treatment of the silica gel lens is completed, and the method is energy-saving and environment-friendly;
preferably, in the step (C), the silica hydrogel lens is placed into a soaking solution, and the soaking and standing time is 1 hour, so that hydrophilic polymers can be attached to the lens, and the purpose of increasing the hydrophilicity and the lubricity of the lens is achieved; and (D) taking out the silicon hydrogel lens from the soaking solution, and transferring the silicon hydrogel lens to a first water tank for cleaning, wherein the cleaning is repeated for four times every 1 hour, and the first water tank to a fifth water tank are all normal-temperature pure water.
The properties of the contact angle change of the silicone hydrogel lens prepared by the formulation of the silicone hydrogel lens and the processing technique thereof according to the present invention are shown in table 2. The contact angle of the experimental group is obviously lower than that of the control group, which means that after the experimental group is treated, the surface of the lens is modified to be more hydrophilic, and the lens can provide higher comfort level when being worn and avoid the problem that the tear layer water film is broken to possibly influence the visual definition.
TABLE 2 Performance and Effect table of silica hydrogel mirror
Control group Experimental group
Number of test pieces 200 200
Contact Angle average 64.7 28.4
Standard deviation of 17.3 13.1
In conclusion, the formula and the processing technology of the silica gel lens provided by the invention have the advantages that the silica gel lens is used, the low cost is ensured, meanwhile, the silica gel lens is soaked in the solution with the mixing ratio of the alcohol solvent and the hydrophilic polymer, the purposes of increasing the hydrophilicity and the lubricity of the lens can be achieved, the defects of the traditional silica gel lens are overcome, the formula is novel, the technology is ingenious, and the application prospect is good.
The foregoing illustrates and describes the principles, general features, and advantages of the present invention. It will be understood by those skilled in the art that the present invention is not limited to the embodiments described above, which are described in the specification and illustrated only to illustrate the principle of the present invention, but that various changes and modifications may be made therein without departing from the spirit and scope of the present invention, which fall within the scope of the invention as claimed. The scope of the invention is defined by the appended claims and equivalents thereof.

Claims (9)

1. The formula of the silica hydrogel lens is characterized in that: comprises that
The silicon-containing unit accounts for 6-80 wt% of the composition;
a non-silicon unit in an amount of 15 to 86 wt% based on the composition, wherein the hydrophilic non-silicon monomer in the non-silicon unit accounts for more than the hydrophobic non-silicon monomer;
0.1-3 wt% of a cross-linking agent;
0.01-4 wt% of an initiator.
2. The silicone lens formulation of claim 1, wherein: the silicon-containing unit accounts for 5-75 wt% of silicon-containing monomer SiGMMA, or 1-25 wt% of mPDMS,
the non-silicon unit is a hydrophilic non-silicon monomer in the composition, and the hydrophilic non-silicon monomer comprises but is not limited to N-vinylpyrrolidone, N-methyl-N-vinylacetamide, N-dimethylacrylamide, N-methylolacrylamide or N-hydroxyethylacrylamide, and the weight percentage of the hydrophilic non-silicon monomer is 5-85 wt%; the non-silicon-containing unit accounts for hydrophobic non-silicon-containing monomers in the composition, and the hydrophobic non-silicon-containing monomers comprise but are not limited to lauryl methacrylate or methyl methacrylate and account for 0.1-10 wt% of the hydrophobic non-silicon-containing monomers;
the crosslinking agent includes, but is not limited to, isocyanoethylene methacrylate, ethylene glycol dimethacrylate, diethylene glycol dimethacrylate, triethylene glycol dimethacrylate, tetraethylene glycol dimethacrylate, ethylene glycol diacrylate, diethylene glycol diacrylate, triethylene glycol diacrylate, tetraethylene glycol diacrylate, N ' -methylenebisacrylamide, N ' -vinylbisacrylamide, dihydroxyethylene, trimethylolpropane trimethacrylate, N ' -hexamethylenebis (methacrylamide), triglycerol, polyethylene glycol dimethacrylate, vinyl methacrylate, allyl methacrylate, methacryloyl chloride, glycidyl acrylate, 3-chloro-2-hydroxypropyl methacrylate, ethylene glycol dimethacrylate, allyl methacrylate, glycidyl acrylate, ethylene glycol dimethacrylate, (Z) -2-butenedioic acid-2- [ (2-methyl-1-oxo-2-propenyl) oxy ] ethyl monoester, bis-urethane dimethacrylate or 3-isopropyl-dimethylbenzyl isocyanate, the weight percentage of which is 0.1-3 wt%;
the initiator is a thermal initiator or a photoinitiator, the weight percentage of the initiator is 0.01-4 wt%, and the thermal initiator is azobisisobutyronitrile, 4 '-azobis (4-cyanovaleric acid), 1' -azo (cyanocyclohexane), 2 '-azobisisobutylamidine dihydrochloride, 2' -azabicyclo (2-imidazoline) dihydrochloride, azobisethylimidazolinylpropane dihydrochloride, 2 '-azobis (1-imino-1-pyrrolidinyl-2-methylpropene) dihydrochloride, 2' -azobis { 2-methyl-N- [1, 1-bis (hydroxymethyl) -2-hydroxyethyl ] propionamide }, or mixtures thereof, 2,2 '-azo (2-methyl-N- (2-hydroxyethyl) propionamide), 2' -azobis (4-methoxy-2, 4-dimethylvaleronitrile) or benzoyl peroxide,
the photoinitiator is (2,4, 6-trimethylbenzoyl) diphenylphosphine oxide, 2-hydroxy-2-methyl propiophenone, phenyl bis (2,4, 6-trimethylbenzoyl) phosphine oxide or benzoin bis methyl ether.
3. The formulation of the silicone hydrogel lens of claim 2, wherein: the silicon-containing unit accounts for 10-60 wt% of the silicon-containing monomer SiGMMA, or 4-25 wt% of mPDMS; the hydrophilic non-silicon-containing monomer accounts for 10-60 wt%; the hydrophobic silicon-free monomer accounts for 0.5-7.5 wt%; the weight percentage of the cross-linking agent is 0.3-2 wt%; the initiator accounts for 0.1-1.8 wt%.
4. The silicone lens formulation of claim 3, wherein: the silicon-containing unit accounts for 15-45 wt% of the silicon-containing monomer SiGMMA, or 6-15 wt% of mPDMS; the hydrophilic non-silicon-containing monomer accounts for 20-55 wt%; the hydrophobic silicon-free monomer accounts for 1-5 wt% of the weight of the hydrophobic silicon-free monomer; the weight percentage of the cross-linking agent is 0.5-1.5 wt%; the initiator accounts for 0.3-1.2 wt%.
5. A process for manufacturing a silicone lens formulation according to claims 1-4, wherein: comprises the following steps of (a) carrying out,
step (A), the silicon-containing unit accounts for 15-45 wt% of silicon-containing monomer SiGMMA in the composition, or mPDMS in the composition, wherein the weight percentage of the silicon-containing unit is 6-15 wt%; the hydrophilic silicon-free monomer accounts for 20-55 wt%; hydrophobic non-silicon-containing monomer, the weight percentage of which is 1-5 wt%; the weight percentage of the cross-linking agent is 0.5-1.5 wt%; the initiator is prepared from 0.3-1.2 wt% of formula ingredients, and the silicone rubber lens is processed and formed;
step (B), preparing a soaking solution of the alcohol solvent and the hydrophilic polymer in a mixing ratio;
step (C), placing the silica gel lens into a soaking solution, and soaking and standing for half an hour to 12 hours to ensure that the silica gel lens and the hydrophilic polymer are fully mixed;
and (D) taking out the silica gel lens from the soaking solution, moving the silica gel lens to a water tank for cleaning, wherein the water tank is 3-8 tanks, and controlling the water temperature of the water tank to be normal temperature to finish the hydrophilic treatment of the silica gel lens.
6. The process for processing the formulation of the silicone hydrogel lens of claim 5, wherein: and (A) controlling the temperature environment of the processed and formed silicon hydrogel lens to be 23-65 ℃.
7. The process for processing the formulation of the silicone hydrogel lens of claim 5, wherein: and (B) preparing a soaking solution of an alcohol solvent and a hydrophilic polymer in a mixing ratio, wherein the alcohol solvent is methanol, ethanol, glycol, propanol, isopropanol, butanol or glycerol, and the hydrophilic polymer is polyvinylpyrrolidone, polyhydroxyethyl methacrylate, dimethylaminoethyl methacrylate, diethylaminoethyl methacrylate, 2- (diisopropylamino) ethyl methacrylate or polyacrylic acid.
8. The process of claim 7, wherein the formulation of the silicone hydrogel lens comprises: the soaking solution is prepared by mixing 50 v/v% of isopropanol and 5 v/v% of polyvinylpyrrolidone into pure water.
9. The process for processing the formulation of the silicone hydrogel lens of claim 5, wherein:
step (C), placing the silica hydrogel lens into a soaking solution, and soaking and standing for 1 hour;
and (D) taking out the silicon hydrogel lens from the soaking solution, and transferring the silicon hydrogel lens to a first water tank for cleaning, wherein the cleaning is repeated for four times every 1 hour, and the first water tank to a fifth water tank are all normal-temperature pure water.
CN202011631706.XA 2020-12-30 2020-12-30 Formula and processing technology of silica hydrogel lens Pending CN112795047A (en)

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Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20140221523A1 (en) * 2013-02-07 2014-08-07 Benq Materials Corporation Material for contact lenses, method for manufacturing contact lenses and contact lenses obtained thereby
CN104774288A (en) * 2015-04-23 2015-07-15 东南大学 Super-hydrophilic silicone hydrogel contact lens and treatment method thereof
CN107365404A (en) * 2016-05-12 2017-11-21 詹前庆 Silicon hydrogel composition and lens prepared from same

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20140221523A1 (en) * 2013-02-07 2014-08-07 Benq Materials Corporation Material for contact lenses, method for manufacturing contact lenses and contact lenses obtained thereby
CN104774288A (en) * 2015-04-23 2015-07-15 东南大学 Super-hydrophilic silicone hydrogel contact lens and treatment method thereof
CN107365404A (en) * 2016-05-12 2017-11-21 詹前庆 Silicon hydrogel composition and lens prepared from same

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