CN114516941A - Polymerization method of hard oxygen permeable contact lens polymer material - Google Patents
Polymerization method of hard oxygen permeable contact lens polymer material Download PDFInfo
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- 238000006116 polymerization reaction Methods 0.000 title claims abstract description 29
- 238000000034 method Methods 0.000 title claims abstract description 11
- 239000002861 polymer material Substances 0.000 title claims abstract description 11
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- 239000001301 oxygen Substances 0.000 title claims description 20
- 229910052760 oxygen Inorganic materials 0.000 title claims description 20
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- 229910000077 silane Inorganic materials 0.000 claims abstract description 9
- FMQPBWHSNCRVQJ-UHFFFAOYSA-N 1,1,1,3,3,3-hexafluoropropan-2-yl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC(C(F)(F)F)C(F)(F)F FMQPBWHSNCRVQJ-UHFFFAOYSA-N 0.000 claims abstract description 8
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- 229920001223 polyethylene glycol Polymers 0.000 claims description 8
- 238000000746 purification Methods 0.000 claims description 8
- 238000012712 reversible addition−fragmentation chain-transfer polymerization Methods 0.000 claims description 7
- 238000001029 thermal curing Methods 0.000 claims description 7
- 239000003153 chemical reaction reagent Substances 0.000 claims description 6
- 239000002904 solvent Substances 0.000 claims description 6
- 239000012990 dithiocarbamate Substances 0.000 claims description 5
- 239000012989 trithiocarbonate Substances 0.000 claims description 4
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- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 3
- 239000007983 Tris buffer Substances 0.000 claims description 3
- DKVNPHBNOWQYFE-UHFFFAOYSA-N carbamodithioic acid Chemical compound NC(S)=S DKVNPHBNOWQYFE-UHFFFAOYSA-N 0.000 claims description 3
- 238000001723 curing Methods 0.000 claims description 3
- 239000004205 dimethyl polysiloxane Substances 0.000 claims description 3
- ZOOODBUHSVUZEM-UHFFFAOYSA-N ethoxymethanedithioic acid Chemical compound CCOC(S)=S ZOOODBUHSVUZEM-UHFFFAOYSA-N 0.000 claims description 3
- 229910052731 fluorine Inorganic materials 0.000 claims description 3
- MCVVUJPXSBQTRZ-ONEGZZNKSA-N methyl (e)-but-2-enoate Chemical compound COC(=O)\C=C\C MCVVUJPXSBQTRZ-ONEGZZNKSA-N 0.000 claims description 3
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 claims description 3
- 229910052710 silicon Inorganic materials 0.000 claims description 3
- HIZCIEIDIFGZSS-UHFFFAOYSA-L trithiocarbonate Chemical compound [S-]C([S-])=S HIZCIEIDIFGZSS-UHFFFAOYSA-L 0.000 claims description 3
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- 230000000379 polymerizing effect Effects 0.000 claims description 2
- 239000000126 substance Substances 0.000 claims description 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims 1
- 239000005977 Ethylene Substances 0.000 claims 1
- SHZIWNPUGXLXDT-UHFFFAOYSA-N caproic acid ethyl ester Natural products CCCCCC(=O)OCC SHZIWNPUGXLXDT-UHFFFAOYSA-N 0.000 claims 1
- 230000001678 irradiating effect Effects 0.000 claims 1
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 abstract description 2
- 238000012360 testing method Methods 0.000 description 9
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- 238000004519 manufacturing process Methods 0.000 description 4
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- 238000012643 polycondensation polymerization Methods 0.000 description 3
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- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 description 2
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 2
- 210000000744 eyelid Anatomy 0.000 description 2
- 239000011737 fluorine Chemical group 0.000 description 2
- 125000000524 functional group Chemical group 0.000 description 2
- 238000003384 imaging method Methods 0.000 description 2
- 238000012690 ionic polymerization Methods 0.000 description 2
- 230000002572 peristaltic effect Effects 0.000 description 2
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 2
- 239000004926 polymethyl methacrylate Substances 0.000 description 2
- 238000011160 research Methods 0.000 description 2
- 239000010703 silicon Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 229920001187 thermosetting polymer Polymers 0.000 description 2
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- 230000000007 visual effect Effects 0.000 description 2
- 229940044192 2-hydroxyethyl methacrylate Drugs 0.000 description 1
- 201000004569 Blindness Diseases 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 102100026735 Coagulation factor VIII Human genes 0.000 description 1
- 101000911390 Homo sapiens Coagulation factor VIII Proteins 0.000 description 1
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 1
- 208000029091 Refraction disease Diseases 0.000 description 1
- 208000027418 Wounds and injury Diseases 0.000 description 1
- 230000004430 ametropia Effects 0.000 description 1
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- 238000012986 modification Methods 0.000 description 1
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- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
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- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
Images
Classifications
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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
- C08F283/00—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
- C08F283/12—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polysiloxanes
- C08F283/124—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polysiloxanes on to polysiloxanes having carbon-to-carbon double bonds
-
- 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
- C08F283/00—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
- C08F283/06—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polyethers, polyoxymethylenes or polyacetals
- C08F283/065—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polyethers, polyoxymethylenes or polyacetals on to unsaturated polyethers, polyoxymethylenes or polyacetals
-
- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B1/00—Optical elements characterised by the material of which they are made; Optical coatings for optical elements
- G02B1/04—Optical elements characterised by the material of which they are made; Optical coatings for optical elements made of organic materials, e.g. plastics
- G02B1/041—Lenses
- G02B1/043—Contact lenses
-
- G—PHYSICS
- G02—OPTICS
- G02C—SPECTACLES; SUNGLASSES OR GOGGLES INSOFAR AS THEY HAVE THE SAME FEATURES AS SPECTACLES; CONTACT LENSES
- G02C7/00—Optical parts
- G02C7/02—Lenses; Lens systems ; Methods of designing lenses
- G02C7/04—Contact lenses for the eyes
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- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Physics & Mathematics (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Ophthalmology & Optometry (AREA)
- General Health & Medical Sciences (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Eyeglasses (AREA)
Abstract
The invention discloses a polymerization method of hard oxygen-permeable contact lens high polymer material, the components of the lens comprise methacrylic acid hexafluoroisopropyl ester, 3- (methacryloxy) propyl tri (trimethyl siloxane) silane, neopentyl glycol dimethacrylate, methacrylic acid, cross-linking agent, 2, 5-dimethyl-2, 5-bis (2-ethyl hexanoic acid peroxide) hexane and 2, 2 '-dihydroxy-4, 4' -dimethoxy benzophenone which are composed according to preset proportion.
Description
Technical Field
The invention relates to a polymerization method of a hard oxygen-permeable contact lens high polymer material, and also relates to a lens formed by polymerizing a plurality of monomers, wherein the lens has excellent oxygen permeability and higher hardness and mechanical strength, so that the comfort of a user can be improved when the hard oxygen-permeable contact lens is worn, and the keratopathy is reduced.
Background
At present, with the research, development and innovation of various electronic and electrical products, people are convenient and fast in daily life and work, and especially, the popularization of the application of electronic products in communication and internet is caused, so that many people are immersed in the application field of electronic products, the coverage range of the electronic products is quite wide for a long time, no matter office workers, student groups, middle-aged and old people and the like, and then the phenomenon of head lowering is derived, and therefore the situations of eye vision loss, injury and the like of many people are serious day by day, and the shortsighted population is relatively improved.
Furthermore, people can have myopia due to the fact that the light bending ability of the eyes is not matched with the length of the eyes, the eye axis is overlong or the arc of the cornea is too steep, so that an imaging point of a visual object falls in front of the retina, and the visual object is blurred during imaging, therefore, the light bending ability of the eyes needs to be reduced for correcting the myopia, and the light bending ability of the cornea accounts for about 80% of the whole eyes, so that the myopia correcting effect can be achieved by only reducing the refractive power of the cornea.
At present, there are several methods for correcting ametropia mainly by wearing a spectacle, a contact lens, a corneal myopia surgery or a corneal plastic-type lens, however, there are two types of common contact lenses, and a material of a hard oxygen permeable contact lens in the past is polymethyl methacrylate (PMMA), which has good optical properties, and has the advantages of high transparency, low price, easy processing and the like.
Therefore, in order to improve the problem of hydrophobicity, the raw material for manufacturing contact lenses has been developed to use 2-hydroxyethylmethacrylate (HEM a), which contains an-OH functional group in its structure, and the-OH functional group can generate hydrogen bond with water, thereby improving the problem of hydrophobicity, and the hydroxyethyl methacrylate has an advantage of high oxygen permeability coefficient (D K value) to improve wearing comfort, however, mechanical strength is increasingly poor although the oxygen permeability coefficient is higher, most notably, the disadvantage of low hardness, as shown in fig. 5, the highest hardness of the hydroxyethyl methacrylate is 70duro, and the material with low hardness is not suitable for manufacturing hard contact lenses.
Therefore, how to try to solve the above-mentioned shortcomings and inconveniences of the prior art is a direction in which those skilled in the art are keenly interested to research and improve.
Disclosure of Invention
Therefore, in view of the above-mentioned shortcomings, the inventors have collected relevant information, evaluated and considered in many ways, and proposed a polymerization method for the polymer material structure of hard oxygen permeable contact lens by continuous trial and modification based on years of experience accumulated in the industry.
In order to achieve the purpose, the invention adopts the following technical means:
the invention relates to a polymerization method of a hard oxygen-permeable contact lens polymer material, which comprises the following steps:
(A) firstly, adding a plurality of monomers into a container to enable the container to contain a solution containing a plurality of monomers, heating the solution to a default temperature through a heating device to enable the plurality of monomers contained in the solution to generate a polymerization reaction, and further curing to form a high polymer cured product, wherein the plurality of monomers comprise hexafluoroisopropyl methacrylate, 3- (methacryloyloxy) propyl tris (trimethylsiloxane) silane, neopentyl glycol dimethacrylate, methacrylic acid, a cross-linking agent, 2, 5-dimethyl-2, 5-bis (2-ethylhexanoic acid peroxide) hexane and 2, 2 '-dihydroxy-4, 4' -dimethoxybenzophenone which are formed in a preset ratio;
(B) pouring the solution in the container into a vessel, and placing the vessel in an oven to perform thermocuring operation for default time at default temperature so as to enable a plurality of monomers contained in the solution to generate purification reaction, thereby forming a high polymer cured substance without monomers inside;
(C) then the polymer condensate without monomer inside is placed in an annealing device to carry out annealing treatment on the polymer condensate without monomer inside, and the polymer condensate after annealing treatment is the polymer material of the hard oxygen permeable contact lens.
Wherein, preferably, the weight proportion of the hexafluoroisopropyl methacrylate in the step (A) is between 1% and 50%, the weight proportion of the 3- (methacryloyloxy) propyl tris (trimethylsiloxane) silane is between 1% and 40%, the weight proportion of the neopentyl glycol dimethacrylate is between 1% and 15%, the weight proportion of the methacrylic acid is between 1% and 20%, the weight proportion of the crosslinking agent is between 1% and 10%, the weight proportion of the 2, 5-dimethyl-2, 5-bis (2-ethylhexanoic acid peroxy) hexane is between 0.1% and 1%, the weight proportion of the 2, 2 '-dihydroxy-4, 4' -dimethoxybenzophenone is between 0.1% and 1%, and the sum of the components is equal to 100%.
Among them, it is preferable that the crosslinking agent is polydimethylsiloxane methacrylate or polydimethylsiloxane methyl crotonate.
Preferably, the plurality of monomers in the container in step (a) further includes poly (ethylene glycol) methacrylate, N-vinylpyrrolidone or acrylamide, and the weight ratio of the poly (ethylene glycol) methacrylate is 0.1% to 1%, the weight ratio of the N-vinylpyrrolidone is 0.1% to 1%, the weight ratio of the acrylamide is 0.1% to 1%, and the sum of the components is equal to 100%.
Among them, it is preferable that the vessel in the step (a) is filled with a solvent, and the solvent is diepoxy ethane.
Wherein, preferably, the heating device in the step (A) is a heating plate or an alcohol lamp, and the default temperature heated by the heating device is 100 ℃.
Preferably, when the vessel in the step (B) is placed in an oven for thermosetting, the vessel is placed in an oven at 65 ℃ for at least 68 hours for thermosetting, and then heated to a temperature higher than 100 ℃ to cure the monomers in the vessel, and then heated to 220 ℃ to break bonds between silicon and fluorine bonds, so that molecules of the solution are rearranged to generate a purification reaction, thereby forming a polymer cured product.
Wherein, preferably, the step (B) is performed before adding the reversible addition fragmentation chain transfer polymerization reagent, and the reversible addition fragmentation chain transfer polymerization reagent is dithiobenzoate, trithiocarbonate, dithiocarbamate or xanthate.
Among them, it is preferable that the polymer cured product is irradiated with gamma rays after the polymerization reaction in the step (B) is carried out.
Wherein, the oxygen permeability of the lens raw material in the step (C) is preferably between 170 and 200b arrer, and the hardness is preferably between 76 and 81 duro.
Furthermore, the invention also provides a hard oxygen-permeable contact lens which is made of the hard oxygen-permeable contact lens polymer material prepared by the method, one side of the lens is provided with an inner surface attached to the corneal surface of an eyeball, and the other side of the lens is provided with an outer surface contacted with eyelid.
Compared with the prior art, the invention has the beneficial effects that:
the contact lens made of the high polymer material prepared by the method has excellent oxygen permeability and higher hardness and mechanical strength, so that the comfort of a user can be improved when the hard oxygen permeable contact lens is worn, and the keratopathy is reduced.
Drawings
FIG. 1 is a side view of a lens of the present invention;
FIG. 2 is a flow chart of the present invention;
FIG. 3 is a graph showing the oxygen permeability test of the present invention;
FIG. 4 is a hardness test chart of the present invention;
FIG. 5 is a hardness test chart of a conventional HEMA.
Description of the symbols:
1: lens
11 inner surface
12 outer surface
Detailed Description
To achieve the above objects and advantages, the present invention provides a technical solution and a structure thereof, which are described in detail with reference to the preferred embodiments of the present invention, and the features and functions thereof are fully understood.
Referring to fig. 1, which is a side view of the lens of the present invention, it can be clearly seen from the figure that the lens 1 is a hard contact lens (e.g., a plastic cornea lens or a scleral lens) for wearing on an eyeball, and is made of a material with high oxygen permeability, one side of the lens 1 is formed with an inner surface 11 for attaching to the corneal surface of the eyeball, and the other side of the lens 1 is formed with an outer surface 12 for contacting with the eyelid, and the lens 1 comprises the components of hexafluoroisopropyl methacrylate, 3- (methacryloyloxy) propyltris (trimethylsiloxane) silane, neopentyl glycol dimethacrylate, methacrylic acid, polydimethylsiloxane methacrylate, 2, 5-dimethyl-2, 5-bis (2-ethylhexanoic acid peroxy) hexane, 2 '-dihydroxy-4, 4' -dimethoxybenzophenone, and a predetermined ratio, Poly (ethylene glycol) methacrylate, N-vinylpyrrolidone and acrylamide.
The weight ratio of the hexafluoroisopropyl methacrylate is 40%, the weight ratio of the 3- (methacryloyloxy) propyltris (trimethylsiloxane) silane is 25%, the weight ratio of the neopentyl glycol dimethacrylate is 9%, the weight ratio of the methacrylic acid is 15%, the weight ratio of the polydimethylsiloxane methacrylate is 8%, the weight ratio of the 2, 5-dimethyl-2, 5-bis (2-ethylhexanoic acid peroxy) hexane is 1%, the weight ratio of the 2, 2 '-dihydroxy-4, 4' -dimethoxybenzophenone is 0.5%, the weight ratio of the poly (ethylene glycol) methacrylate is 0.5%, the weight ratio of the N-vinylpyrrolidone is 0.5%, and the weight ratio of the acrylamide is 0.5%.
Referring to fig. 2, 3 and 4, which are a flow chart, an oxygen permeability test chart and a hardness test chart of the present invention, it can be clearly seen from the chart that the manufacturing method of the lens 1 raw material of the present invention comprises the following steps:
(A) firstly, a plurality of monomers are added into a container (such as a beaker or a batch heating stirrer) so as to enable the container to contain a solution containing a plurality of monomers, the solution is heated to a default temperature through a heating device so as to enable the plurality of monomers contained in the solution to generate a polymerization reaction, and then a high polymer cured product is formed through curing, wherein the plurality of monomers comprise hexafluoroisopropyl methacrylate, 3- (methacryloyloxy) propyl tri (trimethylsiloxane) silane, neopentyl glycol dimethacrylate, methacrylic acid, a cross-linking agent, 2, 5-dimethyl-2, 5-bis (2-ethylhexanoic acid peroxide) hexane and 2, 2 '-dihydroxy-4, 4' -dimethoxybenzophenone which are formed in a preset proportion.
(B) Pouring the solution in the container into a vessel (such as a rod-shaped mold), and placing the vessel in an oven to perform a thermal curing operation at a default temperature for a default time so as to purify a plurality of monomers contained in the solution, thereby forming a cured polymer without monomers inside.
(C) Then, the polymer cured product without monomer inside is placed in an annealing apparatus (e.g., an annealing furnace) to anneal the polymer cured product without monomer inside, and the polymer cured product after the annealing treatment becomes a raw material of the lens 1, thereby completing the manufacturing operation of the present invention.
The vessel in step (a) may be filled with a solvent, and the solvent may be a diepoxy ethane (an hydrogen dioxide).
The cross-linking agent in the step (A) may be polydimethylsiloxane methacrylate or polydimethylsiloxane methyl crotonate.
In addition, the plural monomers in the container in the step (A) can be further added with poly (ethylene glycol) methacrylate, N-vinyl pyrrolidone or acrylamide, and the material of the lens 1 is added with poly (ethylene glycol) methacrylate, N-vinyl pyrrolidone or acrylamide, so that the whole hydrophilicity can be improved.
Furthermore, the heating device in the step (a) may be a heating plate, an alcohol lamp or other devices capable of providing heat energy, and the default temperature for heating by the heating device may be 100 ℃, and during the heating process by the heating device, the stirring device may be further used for stirring.
And if the container in the step (A) is a batch heating stirrer, the container can be used in combination with a peristaltic pump, so that the solution in the container can be poured into the vessel through the peristaltic pump.
However, when the vessel in the step (B) is placed in an oven for thermal curing, the vessel is placed in an oven at 65 ℃ for at least 68 hours for thermal curing, and then heated to a temperature greater than 100 ℃ to re-cure the monomers in the vessel, and then heated to 220 ℃ to break the bonds between the silicon and fluorine bonds, thereby rearranging the molecules of the solution to generate a purification reaction, and further forming a polymer cured product.
In addition, step (B) is carried out before adding reversible addition-fragmentation transfer polymerization (RAFT) reagent to make the polymerization reaction reversible addition-fragmentation transfer polymerization, the reversible addition fragmentation chain transfer polymerization reaction can polymerize the-OH group containing hydrophilic units and the monomer containing long carbon chains, and the polymerization speed can be slower through the reversible addition fragmentation chain transfer polymerization reaction, further, various monomers in the solution are effectively contacted with each other to form a polymer having a high molecular weight, a high dispersibility and stability, thus, the hydrophilicity of the material can be improved, and the reversible polyaddition fragmentation chain transfer polymerization reagent can be dithiobenzoate (Dithioben zeolites), trithiocarbonate (Trithiocarbonates), dithiocarbamate (Dithiocarbamates), xanthate (xanthates) or the like.
The purification reaction in step (B) may preferably be a reversible addition fragmentation chain transfer polymerization, but in practice, the purification reaction may also be a polymerization reaction such as a free radical polymerization (free radial polymerization), an ionic polymerization (ionic polymerization), a condensation polymerization (condensation polymerization), a stepwise addition polymerization (stepwise addition polymerization), or an addition condensation polymerization (addition polymerization).
After the polymerization reaction in the step (B) is performed, the polymer cured product can be irradiated with gamma rays to ensure that the unpolymerized plural monomers are polymerized again, thereby increasing the polymerization rate.
The oxygen permeability (DK value) of the lens 1 raw material in the step (C) is between 170 and 200 barrers, and the hardness is between 76 and 81duro, and as shown in fig. 3 and 4, the oxygen permeability test chart and the hardness test chart of the invention are shown, and it can be clearly seen from the graphs that the average value after the oxygen permeability test of the lens 1 raw material is 189 barrers, and the average value after the hardness test of the lens 1 raw material is 77 duro.
The invention can add a plurality of monomers into a container, heat the container to a default temperature through a heating device to enable the plurality of monomers to generate polymerization reaction and further solidify the monomers to form a high polymer condensate, at the moment, the solution in the container is thick, the solution is poured into a vessel, the vessel is placed in an oven for thermal solidification operation to enable the plurality of monomers in the solution to generate purification reaction and further rearrange the monomers to form a high polymer condensate without monomers inside, the high polymer condensate is placed in an annealing device to anneal the high polymer condensate, and the high polymer condensate after the annealing treatment can become a raw material of a lens 1, wherein the plurality of monomers comprise methyl propyl hexafluoroisopropyl methacrylate, 3- (methacryloxy) propyl tri (trimethyl siloxane) silane, neopentyl glycol dimethacrylate and the like which are composed in preset proportion Methacrylic acid, cross-linking agent, 2, 5-dimethyl-2, 5-bis (2-ethylhexanoic acid peroxy) hexane and 2, 2 '-dihydroxy-4, 4' -dimethoxybenzophenone, so that the polymer cured material polymerized by the plurality of monomers has excellent oxygen permeability, higher hardness and mechanical strength, and the comfort of users can be improved and the keratopathy can be reduced when the lens 1 is worn.
The lens 1 can be manufactured by multi-stage heating in the steps (A) and (B), and the heating temperature in the step (B) is higher than that in the step (A), so that the condition that the surface structure of the lens 1 is damaged due to one-time high-temperature heating can be avoided by using the multi-stage heating, and the product yield can be improved.
It should be understood that the above description is only a preferred embodiment of the present invention, and not intended to limit the scope of the present invention, so that the present invention is not limited by the above description and the accompanying drawings.
Claims (10)
1. A polymerization method of a polymer material of a hard oxygen-permeable contact lens is characterized by comprising the following steps:
(A) firstly, adding a plurality of monomers into a container to enable the container to contain a solution containing a plurality of monomers, heating the solution to a default temperature through a heating device to enable the plurality of monomers contained in the solution to generate a polymerization reaction, and further curing to form a high polymer cured product, wherein the plurality of monomers comprise hexafluoroisopropyl methacrylate, 3- (methacryloyloxy) propyl tris (trimethylsiloxane) silane, neopentyl glycol dimethacrylate, methacrylic acid, a cross-linking agent, 2, 5-dimethyl-2, 5-bis (2-ethylhexanoic acid peroxide) hexane and 2, 2 '-dihydroxy-4, 4' -dimethoxybenzophenone which are formed in a preset ratio;
(B) pouring the solution in the container into a vessel, and placing the vessel in an oven to perform thermocuring operation for default time at default temperature so as to enable a plurality of monomers contained in the solution to generate purification reaction, thereby forming a polymer cured substance without monomers inside;
(C) then the polymer condensate without monomer inside is placed in an annealing device to carry out annealing treatment on the polymer condensate without monomer inside, and the polymer condensate after annealing treatment is the polymer material of the hard oxygen permeable contact lens.
2. The polymerization process of claim 1, wherein in step (A) the weight proportion of hexafluoroisopropyl methacrylate is between 1% and 50%, the weight proportion of 3- (methacryloyloxy) propyltris (trimethylsiloxane) silane is between 1% and 40%, the weight proportion of neopentyl glycol dimethacrylate is between 1% and 15%, the weight proportion of methacrylic acid is between 1% and 20%, the weight proportion of crosslinking agent is between 1% and 10%, the weight proportion of 2, 5-dimethyl-2, 5-bis (2-ethylhexanoate peroxy) hexane is between 0.1% and 1%, the weight proportion of 2, 2 '-dihydroxy-4, 4' -dimethoxybenzophenone is between 0.1% and 1%, and the sum of the components is equal to 100%.
3. The polymerization process of claim 1, wherein the crosslinking agent is polydimethylsiloxane methacrylate or polydimethylsiloxane methyl crotonate.
4. The polymerization process of claim 1, wherein the plurality of monomers in the vessel of step (a) further comprises poly (ethylene glycol) methacrylate, N-vinylpyrrolidone or acrylamide, and the weight ratio of poly (ethylene glycol) methacrylate is 0.1% to 1%, the weight ratio of N-vinylpyrrolidone is 0.1% to 1%, and the weight ratio of acrylamide is 0.1% to 1%, and the sum of the components is 100%.
5. The polymerization process of claim 1, wherein the vessel in step (a) is initially charged with a solvent, and the solvent is ethylene diepoxide.
6. The polymerization process of claim 1, wherein the heating device in step (A) is a hot plate or an alcohol burner, and the default temperature for heating by the heating device is 100 ℃.
7. The polymerization process of claim 1, wherein the vessel in step (B) is placed in an oven for thermal curing, the vessel is placed in an oven at 65 ℃ for at least 68 hours for thermal curing, the temperature is further raised to more than 100 ℃ to cure the monomers in the vessel, and then the vessel is heated to 220 ℃ to break the bonds between Si and F, thereby rearranging the molecules of the solution to generate purification reaction, thereby forming the cured polymer.
8. The polymerization process of claim 1, wherein step (B) is preceded by the addition of a reversible addition fragmentation chain transfer polymerization reagent, and wherein the reversible addition fragmentation chain transfer polymerization reagent is a dithiocarbamate, trithiocarbonate, dithiocarbamate or xanthate.
9. The polymerization method according to claim 1, wherein the step (B) of polymerizing is carried out by irradiating the polymer cured product with gamma rays.
10. The polymerization process of claim 1, wherein the lens stock of step (C) has an oxygen permeability of between 170 and 200barrer and a hardness of between 76 and 81 duro.
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114516942A (en) * | 2020-11-18 | 2022-05-20 | 亨泰光学股份有限公司 | Hard oxygen-permeable contact lens polymer material and polymerization method thereof |
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| CN106749877A (en) * | 2016-12-20 | 2017-05-31 | 无锡蕾明视康科技有限公司 | A kind of high oxygen permeability optical lens material and preparation method thereof |
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| GB2163173A (en) * | 1982-05-08 | 1986-02-19 | Toyo Contact Lens Co Ltd | Oxygen permeable hard contact lens of silicon copolymer |
| US4540761A (en) * | 1982-07-27 | 1985-09-10 | Hoya Lens Corporation | Oxygen-permeable hard contact lens |
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| CN114516942A (en) * | 2020-11-18 | 2022-05-20 | 亨泰光学股份有限公司 | Hard oxygen-permeable contact lens polymer material and polymerization method thereof |
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