CN109796556A - A kind of preparation method for the silicone hydrogel contact lens that can mechanically demould - Google Patents

A kind of preparation method for the silicone hydrogel contact lens that can mechanically demould Download PDF

Info

Publication number
CN109796556A
CN109796556A CN201910050970.5A CN201910050970A CN109796556A CN 109796556 A CN109796556 A CN 109796556A CN 201910050970 A CN201910050970 A CN 201910050970A CN 109796556 A CN109796556 A CN 109796556A
Authority
CN
China
Prior art keywords
eyeglass
contact lens
silicone hydrogel
hema
weight
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
CN201910050970.5A
Other languages
Chinese (zh)
Other versions
CN109796556B (en
Inventor
张爱军
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Hua Innocent (wuhan) Biological Medicine Technology Co Ltd
Original Assignee
Hua Innocent (wuhan) Biological Medicine Technology Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Hua Innocent (wuhan) Biological Medicine Technology Co Ltd filed Critical Hua Innocent (wuhan) Biological Medicine Technology Co Ltd
Priority to CN201910050970.5A priority Critical patent/CN109796556B/en
Publication of CN109796556A publication Critical patent/CN109796556A/en
Application granted granted Critical
Publication of CN109796556B publication Critical patent/CN109796556B/en
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Landscapes

  • Eyeglasses (AREA)

Abstract

The present invention relates to the preparation methods for the silicone hydrogel contact lens that one kind can be demoulded mechanically.Silicone hydrogel contact lens oxygen permeability coefficient improves 2-8 times than traditional HEMA contact lenses, and oxygen permeability is to measure one of the contact lens wearing general level of the health and the most important index of comfort level.Silicone hydrogel contact lens are contact lenses industry update trend, and high efficiency, low cost production is research direction.After traditional aggregated solidification of HEMA liquid formulations, dry eyeglass is very hard, generally dry eyeglass is set to separate with plastic mould and obtain eyeglass using mechanical means, carrying out simple aquation again can packaging sterilizing, silicone hydrogel lenses material property is soft, production cannot be demoulded by the way of HEMA technique, the present invention improves silicone hydrogel contact lens formula, improve the hardness of dry eyeglass, thus it can make dry eyeglass and mold separation with the machinery of HEMA technique, it can mechanically demould, the equipment for not only having used HEMA eyeglass to produce, reduce cost, also improve efficiency.

Description

A kind of preparation method for the silicone hydrogel contact lens that can mechanically demould
Technical field
The present invention relates to the preparation methods for the silicone hydrogel contact lens that one kind mechanically demoulds.
Background technique
The oxygen permeability of contact lenses is to measure to wear one of the general level of the health and the most important index of comfort level.Silicone-hydrogel The contact lenses of material improve 2-8 times than the oxygen permeability coefficient of traditional HEMA contact lenses, open contact lenses Xiang Gengjian The update in the more comfortable direction of health.Contact lenses production company leading in the world has successfully developed a few money function admirables Product, as " Biofinity one hundred regards bright " of optics (CooperVision) is won in library;" the Europe of Johnson & Johnson (Johnson & Johnson) Comfortably " etc., with the excellent properties of technical products of new generation, world's contact lenses industry is led to update rapidly.Traditional After the aggregated solidification of HEMA liquid formulations, dry eyeglass is very hard, generally separates dry eyeglass with plastic mould using mechanical means And eyeglass is obtained, then carrying out simple aquation can packaging sterilizing.The material property of silicone hydrogel lenses, with traditional HEMA material Eyeglass is compared, soft very much, cannot generally be demoulded using the mechanical system of HEMA technique.Contact lenses leading in the world produce public Production procedure will be greatly improved when being upgraded to silicone-hydrogel product by HEMA eyeglass for department, can generally abandon original HEMA mirror The mechanical system of piece demoulds, and which improves production costs.50%- is also typically included in the production process of silicone-hydrogel 100% alcoholic solution cleaning step, and HEMA product is usually only washed with water, this also increases being produced into for silicone-hydrogel product This.To reduce production cost, the present invention improves silicone hydrogel contact lens formula.The hardness of dry eyeglass is improved, Thus dry eyeglass can be made mechanically to demould with mold separation with the machinery of HEMA technique.And cleaning process is also big It is big to simplify.Dry eyeglass can clean the dimensionally stable that can reach product in pure water.
Summary of the invention
To reduce production cost, the present invention improves silicone hydrogel contact lens formula.Improve dry eyeglass Hardness thus can make dry eyeglass and mold separation with the machinery with HEMA technique.And cleaning process also greatly simplifies.It is dry Eyeglass can clean the dimensionally stable that can reach product in pure water.
Technical solution
To achieve the goals above, the present invention provides a kind of system of silicone hydrogel contact lens that can mechanically demould Preparation Method, comprising the following steps:
(1) polymerization reaction molding occurs in the full mould mold of plastics for the polymer fluid that preparation finishes, and the formula includes:
A. at least containing a kind of following siloxane polymerization monomer, such as general formula I:
Wherein: R1 is H or CH3;R2 is the alkyl of C2~3 or the alkyl containing 1-OH substituent group, and R3, R4, R5 can be equal ForOr at most there are two group be methyl.
B. containing a kind of following siloxane polymerization crosslinking agent, such as general formula II:
Wherein: R1 is CH2-CH2 or C3H6;R2 is that molecular weight is polyethylene glycol groups less than 2,000;R3 is fatty two Isocyanate group such as isophorone diisocyanate base;R4 is that molecular weight is dimethyl silicone polymer less than 4,000.
C. two or more hydrophilic monomer, it is necessary to contain N- methyl-Nvinylacetamide, N- vinyl pyrrole One kind or two kinds of alkanone, N,N-DMAA.
(2) after the completion of polymerization, mechanically divided mould and eyeglass.
(3) eyeglass obtained by is through alcohol-water mixture or 100% water washing, sterilizing, packaging.
Wherein, the weight of component a is the 10-30% of total formulation weight, and the weight of component b is that total weight is 1-10%, group It is 40-80% that the weight of part c, which is total weight,.
Also comprising at least one crosslinking agent, a kind of initiator, a kind of ultraviolet absorber.The preferred dimethacrylate of crosslinking agent Glycol ester, additional amount are the 0.1-0.5% of total weight.A kind of preferred azodiisobutyronitrile of thermal initiator, additional amount is gross weight The 0.5-0.7% of amount.A kind of preferred 2- of ultraviolet absorber (2 '-hydroxyls -5 '-methylacryoyloxyethyl phenyl) -2H- benzo three Azoles, additional amount are the 0.5-1.8% of total weight;
Azodiisobutyronitrile thermal-initiated polymerization, it is characterised in that: the method is will to polymerize mixed liquor to be added in mold, will Mold is put into nitrogen oven.Under logical condition of nitrogen gas, 85 degree are at the uniform velocity warming up in heat preservation 30 minutes, 5 minutes at 45 degree, 1h is kept the temperature, is again heated to 100 degree, keeps 1h.Cooled to room temperature again.
Specific embodiment
The following examples are intended to illustrate the invention, but is not limited to range of rights and interests of the invention.
Embodiment 1
The preparation of 1.1 eyeglasses
Following materials: A, B, C, F, G, H, E, D are sequentially added in the there-necked flask of the 5L with stirring.
A N,N-DMAA: 5 parts
B N- methyl-Nvinylacetamide: 13 parts
C n-vinyl pyrrolidone: 20 parts
D methacryloxypropyl three (trimethylsiloxane group) silane: 20 parts
E hydroxyethyl methacrylate: 40 parts
F ethylene glycol dimethacrylate: 1 part
G azodiisobutyronitrile: 0.5 part
H 2- acrylic acid 2- (4- benzoyl -3- hydroxyphenoxy) ethyl ester: 1.0 parts
Stirring at low speed under 25 degree dissolves material all, is uniformly mixed, mixing time 0.5 hour or more.Gained mixed liquor Pressure filter filtering by 0.2 micron pore size, obtains polymer fluid.By automatic filling machine fluid injection, molding, mould then will be got togather Mold is transferred to curing oven.Program curing are as follows: room temperature rises to 65 degree and keeps the temperature 30 minutes, then 1h is at the uniform velocity warming up to 95 degree, heat preservation 1h, stops heat, and cooled to room temperature contains the plastic mould of dry eyeglass after being solidified.
1.2 mechanical systems are de- to touch: touching lathe using contact lenses numerical control is de-, i.e., tradition HEMA contact lenses mechanical equipment will Plastic mould and the separation of dry eyeglass.
1.3 aquations: dry eyeglass being put into 55 degree of hot water, vibrates 6h.After the completion of aquation, it is hidden that sterilizing obtains silicone-hydrogel Shape eyeglass.
The test of 1.4 eyeglasses
A oxygen permeability coefficient:
Using 201T type oxygen flow instrument (Creathch/Rehder-Dev Co, Americanized), using polarography according to national standard GBT 11417.7-2012 is measured, and the results are shown in Table 1 Dk unit described herein are as follows: 42*10-11(cm2/s)[mLO2/ (mL.hPa)].
The detection of B ultraviolet permeability:
Transmitance detection is carried out using SP-1920 ultraviolet specrophotometer (manufacture of Shanghai spectrum), according to GBT11417.5- Visible light transmittance of 2012 scan mirrors in 380nm~800nm wave band.
T% value is the wave band transmitance average value in this case.
C mechanics properties testing:
It is measured using Instron mechanics machine
Examples 1 to 7:
In addition to formula is changed, remaining operation operates Examples 1 to 7 similarly to Example 1, the results are shown in Table one:
One Examples 1 to 7 formula of table and main result
Embodiment 2
It is sequentially added in the there-necked flask of the 10L with stirring following: A, B, C, F, G, H, E, D.
A N,N-DMAA: 5 parts
B N- methyl-Nvinylacetamide: 13 parts
C n-vinyl pyrrolidone: 20 parts
D methacryloxypropyl three (trimethylsiloxane group) silane: 20 parts
E hydroxyethyl methacrylate: 40 parts
F ethylene glycol dimethacrylate: 1 part
G azodiisobutyronitrile: 0.5 part
H 2- acrylic acid 2- (4- benzoyl -3- hydroxyphenoxy) ethyl ester: 0.5 part
Stirring at low speed under 25 degree dissolves material all, is uniformly mixed, mixing time 0.5 hour or more.Gained mixed liquor Pressure filter filtering by 0.2 micron pore size, obtains polymer fluid.Fluid injection molding is carried out by full mould automatic filling machine, then will The mold that molding is completed is transferred to curing oven.Program curing are as follows: room temperature rises to 65 degree and keeps the temperature 30 minutes, then 1h is at the uniform velocity warming up to 95 degree, 1h is kept the temperature, heat is stopped.Cooled to room temperature processing eyeglass to be demoulded after being solidified.
1.2 demouldings: use contact lenses ingot stripper c-type, demoulding rotary speed: 980r/min separates matched molds, then rotates It obtains to the dry eyeglass of aquation.
1.3 aquations: dry eyeglass being put into 55 degree of hot water, vibrates 6h.After the completion of aquation, sterilizing obtains eyeglass.
1.4 eyeglasses test: although above having used general explanation, specific embodiment and test, having made to the present invention Detailed description, but on the basis of the present invention, it can be made some modifications or improvements, this is to those skilled in the art It is obvious.Therefore, these modifications or improvements without departing from theon the basis of the spirit of the present invention, belong to the present invention Claimed range.

Claims (8)

1. the preparation method for the silicone hydrogel contact lens that one kind can be demoulded mechanically, which is characterized in that including following step It is rapid:
(1) polymerization reaction molding occurs in the full mould mold of plastics for the polymer fluid that preparation finishes, and the formula includes:
A. at least containing a kind of following siloxane polymerization monomer, such as general formula I:
Wherein: R1 is H or CH3;R2 is the alkyl of C2~3 or the alkyl containing 1-OH substituent group, R3, R4, R5 can beOr at most there are two group be methyl.
B. containing a kind of following siloxane polymerization crosslinking agent, such as general formula II:
Wherein: R1 is CH2-CH2 or C3H6;R2 is that molecular weight is polyethylene glycol groups less than 2,000;R3 is two isocyanide of fatty Perester radical such as isophorone diisocyanate base;R4 is that molecular weight is dimethyl silicone polymer less than 4,000.
C. two or more hydrophilic monomer, it is necessary to contain N- methyl-Nvinylacetamide.N- ethenyl pyrrolidone Ketone;One kind or two kinds of N,N-DMAA.
(2) after the completion of polymerizeing, mechanically divided mould and eyeglass.
(3) gained eyeglass is through alcohol-water mixture or 100% water washing, sterilizing, packaging.
2. the weight of component a is the 10-30% of total formulation weight as in claim 1 (1) the method, the weight of component b is The 1-10% of total weight, the weight of component c are that total weight is 40-80%, also comprising at least one crosslinking agent, a kind of initiator, A kind of ultraviolet absorber.
It include a kind of siloxane polymerization monomer component a, preferably methacryl 3. being described according to claim 1 with the method in 2 Oxygen propyl group three (trimethylsiloxane group) silane.
4. describing according to claim 1 with the method in 2, include a kind of crosslinking agent containing polyethylene glycol and dimethyl silicone polymer Component b (general formula II), wherein between polyethylene glycol and the weight ratio 0.3: 1.0 and 0.6: 1.0 of dimethyl silicone polymer, number is divided equally Son amount is preferably between 1,000-8,000, and optimal number-average molecular weight is between 3,000-6,000.
5. describing according to claim 1 with the method in 2, the cross-linking agent component b containing polyethylene glycol and dimethyl silicone polymer is (logical Formula II) additive amount it is small with 10%, preferably 2-8%.
It may include another crosslinking agent, preferably ethylene glycol dimethacrylate 6. being described according to claim 1 with the method in 2 Ester, additional amount are the 0.1-0.5% of total weight.Comprising a kind of preferred azodiisobutyronitrile of thermal initiator, additional amount is total weight 0.3-0.8%.Include a kind of preferred 2- of ultraviolet absorber (2 '-hydroxyls -5 '-methylacryoyloxyethyl phenyl) -2H- benzo Triazole, additional amount are the 0.5-1.8% of total weight.
7. describing according to claim 1 with the method in 2, the separate mode of mold and eyeglass is mechanical means, such as squeezes modeling Expect that formpiston or female mold bottom, dry eyeglass can be with mold separations.
8. being described according to claim 1 with the method in 2, dry eyeglass is put into 55 degree of hot water, vibrates 6h.Aquation is completed, It is then placed in packaging liquid and packs, sterilize.
CN201910050970.5A 2019-01-11 2019-01-11 Preparation method of mechanically demouldable silicone hydrogel contact lens Active CN109796556B (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN201910050970.5A CN109796556B (en) 2019-01-11 2019-01-11 Preparation method of mechanically demouldable silicone hydrogel contact lens

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN201910050970.5A CN109796556B (en) 2019-01-11 2019-01-11 Preparation method of mechanically demouldable silicone hydrogel contact lens

Publications (2)

Publication Number Publication Date
CN109796556A true CN109796556A (en) 2019-05-24
CN109796556B CN109796556B (en) 2021-06-11

Family

ID=66559722

Family Applications (1)

Application Number Title Priority Date Filing Date
CN201910050970.5A Active CN109796556B (en) 2019-01-11 2019-01-11 Preparation method of mechanically demouldable silicone hydrogel contact lens

Country Status (1)

Country Link
CN (1) CN109796556B (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN114671974A (en) * 2022-03-31 2022-06-28 华诺森(武汉)生物医药技术有限公司 Silicon hydrogel contact lens and formula and preparation method thereof

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102964532A (en) * 2012-11-29 2013-03-13 海昌隐形眼镜有限公司 Organic silicon hydrogel material of contact lenses and preparation method thereof
CN105061674A (en) * 2015-08-10 2015-11-18 爱生华(苏州)光学有限公司 Novel fluorosilicone-containing silicone hydrogel contact lens formula selection and new process
CN106366241A (en) * 2015-07-23 2017-02-01 爱博诺德(北京)医疗科技有限公司 Ophthalmic material having fluorescence property, and uses thereof
CN108102038A (en) * 2016-11-25 2018-06-01 丹阳市雅本化工技术有限公司 A kind of hydrogel

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102964532A (en) * 2012-11-29 2013-03-13 海昌隐形眼镜有限公司 Organic silicon hydrogel material of contact lenses and preparation method thereof
CN106366241A (en) * 2015-07-23 2017-02-01 爱博诺德(北京)医疗科技有限公司 Ophthalmic material having fluorescence property, and uses thereof
CN105061674A (en) * 2015-08-10 2015-11-18 爱生华(苏州)光学有限公司 Novel fluorosilicone-containing silicone hydrogel contact lens formula selection and new process
CN108102038A (en) * 2016-11-25 2018-06-01 丹阳市雅本化工技术有限公司 A kind of hydrogel

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN114671974A (en) * 2022-03-31 2022-06-28 华诺森(武汉)生物医药技术有限公司 Silicon hydrogel contact lens and formula and preparation method thereof

Also Published As

Publication number Publication date
CN109796556B (en) 2021-06-11

Similar Documents

Publication Publication Date Title
CN104602886B (en) There are the preparation method of the copolymer products formed containing organosilicon of hydrophilic surface and the silicone hydrogels contact lenses with hydrophilic surface
CA3003985C (en) Hydrophilized polydiorganosiloxane vinylic crosslinkers and uses thereof
CN100411862C (en) High optical quality molds for use in contact lens prodn.
CN102257408B (en) Method for making silicone hydrogel contact lenses
CN101622555B (en) Process for forming clear, wettable silicone hydrogel articles
CN102498431A (en) Prepolymers suitable for making ultra-violet absorbing contact lenses
CN103168067B (en) Can the silicone-containing prepolymer and uses thereof of water treatment
EP1090312B1 (en) Method for photopolymerizing a monomer mixture to form a lens
CN102170940A (en) Hydrophilic silicone monomers, process for their preparation and thin films containing the same
CA3003986C (en) Polymerizable polysiloxanes with hydrophilic substituents
EP2738221A1 (en) Silicone hydrogel composition and silicone hydrogel contact lenses made from the composition
CN103959140A (en) Silicone hydrogel soft contact lens having wettable surface
CN103038698A (en) Method for making uv-absorbing ophthalmic lenses
EP2681614A1 (en) Wettable silicone hydrogel contact lenses
CN101467094B (en) Wettable silicone hydrogel contact lenses and related compositions and methods
CN108367517A (en) Method for producing the haptic lens with lubricated surface
NO833340L (en) SILICONE-CONTAINING MATERIAL FOR HARD CONTACT LENSES WITH INCREASED OXYGEN PERMEABILITY
CN102464744A (en) Chlorinated polymers that enhance wettability of silicone hydrogels, silicone hydrogels comprising the same, and ophthalmic articles made therefrom
CN109796556A (en) A kind of preparation method for the silicone hydrogel contact lens that can mechanically demould
CN104877068B (en) A kind of preparation method of practical silicone hydrogel contact mirror
CN105793022B (en) Method for preparing haptic lens
EP2232304B1 (en) Method for making silicone hydrogel contact lenses
CA3097124A1 (en) Water extractable ophthalmic devices
GB2623153A (en) Contact lens formulation and contact lens
TW202342646A (en) High oxygen permeability silicone hydrogel composition, contact lens made from high oxygen permeability silicone hydrogel composition and manufacturing method thereof

Legal Events

Date Code Title Description
PB01 Publication
PB01 Publication
SE01 Entry into force of request for substantive examination
SE01 Entry into force of request for substantive examination
GR01 Patent grant
GR01 Patent grant