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CN108563038A - A kind of lubrication antimicrobial form contact lenses and preparation method thereof - Google Patents

A kind of lubrication antimicrobial form contact lenses and preparation method thereof Download PDF

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Publication number
CN108563038A
CN108563038A CN201810367332.1A CN201810367332A CN108563038A CN 108563038 A CN108563038 A CN 108563038A CN 201810367332 A CN201810367332 A CN 201810367332A CN 108563038 A CN108563038 A CN 108563038A
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China
Prior art keywords
contact lenses
lubrication
lubricant layer
main body
substance
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CN201810367332.1A
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Chinese (zh)
Inventor
李育强
孔晓颖
王晓丽
王南南
吕鑫
智倩倩
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Qingdao City High-Tech Zone Shangda Pharmaceutical Research Institute
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Qingdao City High-Tech Zone Shangda Pharmaceutical Research Institute
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Priority to CN201810367332.1A priority Critical patent/CN108563038A/en
Publication of CN108563038A publication Critical patent/CN108563038A/en
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    • 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
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/04Acids; Metal salts or ammonium salts thereof
    • C08F220/06Acrylic acid; Methacrylic acid; Metal salts or ammonium salts thereof
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10Esters
    • C08F220/12Esters of monohydric alcohols or phenols
    • C08F220/14Methyl esters, e.g. methyl (meth)acrylate
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F226/00Copolymers 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
    • C08F226/06Copolymers 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 by a heterocyclic ring containing nitrogen
    • C08F226/10N-Vinyl-pyrrolidone

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  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Polymers & Plastics (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Organic Chemistry (AREA)
  • Physics & Mathematics (AREA)
  • Ophthalmology & Optometry (AREA)
  • General Physics & Mathematics (AREA)
  • Optics & Photonics (AREA)
  • General Health & Medical Sciences (AREA)
  • Eyeglasses (AREA)
  • Surface Treatment Of Optical Elements (AREA)

Abstract

The invention belongs to contact lenses preparing technical fields more particularly to a kind of lubrication antimicrobial form contact lenses and preparation method thereof;Contact lenses provided by the invention include contact lenses main body, and lubricant layer and antibiotic layer are set gradually in the surfaces externally and internally of contact lenses main body;Preparation method provided by the invention includes pre-treatment step, attachment lubricant layer step, attachment antibiotic layer step, dry packing step;The problems such as contact lenses provided by the invention have good antibiotic property and lubricity, and the wearing that can effectively solve current contact lenses generally existing is uncomfortable, eye is dry and eye microorganism infection.

Description

A kind of lubrication antimicrobial form contact lenses and preparation method thereof
Technical field
The invention belongs to contact lenses preparing technical field more particularly to a kind of lubrication antimicrobial form contact lenses and its preparations Method.
Background technology
Contact lenses (contact lens), are also contact lens, are that one kind is worn on cornea, are regarded to correct The eyeglass of power or protect eyes.Contact lenses not only give myopia, long sight, astigmatism etc. ametropia in terms of convenience from the appearance Patient brings prodigious improvement, and the visual field is broad, it is true to nature to regard object, in addition in control adolescent myopia, astigmatism development, treatment Special eye disease etc. has also played special effect.
But contact lenses often touch gram-positive bacteria and leather orchid during wearing, storing and processing The multiple-microorganisms such as family name's negative bacterium, fungi just adhere to for microorganism, grow and proliferation provides hotbed on it.And it is attached to The contact lenses of microorganism can stop longer time during wearing in eyeball surface, when cornea is by certain When damage, microbes quickly grow and are proliferated in site of injury, so as to cause infecting and endangering the eye health of the mankind.It is stealthy If user's hand of glasses is unholiness, after making to adhere to biologically active fungal spore on contact lenses, then into Row is worn and using the risk for just considerably increasing ocular fungal infections.
Moreover, permanent contact lens wear, easy tos produce visual fatigue, or even cause xerophthalmia, causes eye acid to be itched, foreign matter Sense, more secretion, sensation of dryness, eyes are burnt and blurred vision;If contact lenses wear cornea, corneal epithelium may be caused de- The serious consequence for falling or perforating.
Therefore, the performance for improving contact lenses antibacterial and lubrication, becomes the target of research and development.
Chinese invention patent application CN107213112A discloses a kind of silicon substrate hydrogel load of selection identification Ofloxacin Medicine body system and its application in contact lenses, this application be using the silicon substrate hydrogel of synthesis as matrix, using Ofloxacin as Template molecule synthesizes the molecularly imprinted polymer aquagel membrane with selection identification Ofloxacin, is raw material with the aquagel membrane The contact lenses excellent antibacterial performance of preparation.
Chinese invention patent application CN105622741 discloses a kind of system of contact lens surface antimicrobial coating composition Preparation Method and application method, the contact lens surface antimicrobial coating composition is by synthetic antibacterial peptide after purification in EDC or NHS Catalysis under with hyaluronic acid be condensed 10~24 hours be made;Contact lenses with the composition not only have broad-spectrum antiseptic Disinfection, good biocompatibility, eyes not will produce uncomfortable feeling after wearing, and application method is simple, and Secured with contact lens surface covalent bond after contact lens surface coating, stability is high.
There are following technological deficiencies for above-mentioned two patents:Although 1, two patent applications have the anti-microbial property of contact lenses It is promoted, but the lubricity of contact lenses is not promoted and improved;2, patent application CN107213112A is husky using oxygen fluorine Star can cause microorganism to develop immunity to drugs, promising result is unable to reach, to the mankind's as antiseptic, the excessive use of antibiotic The long-living more detrimental effect of health;3, the antibacterial that patent application CN105622741 is prepared using chemical synthesis or genetic engineering Peptide is still not clear as antiseptic, antibacterial peptide as novel antibacterial product, the mechanism of action, and the preparation method of antibacterial peptide is multiple It is miscellaneous, it is unfavorable for industrializing.
Invention content
For in place of deficiencies of the prior art, the purpose of the present invention is to provide a kind of stealths of lubrication antimicrobial form Glasses have and effectively kill bacterium and virus, excellent lubricating properties, highly practical characteristic.Another object of the present invention exists In the preparation method for providing the contact lenses.
In order to achieve the above objectives, the technical solution adopted by the present invention is:A kind of lubrication antimicrobial form contact lenses, including stealth Lens body sets gradually lubricant layer and antibiotic layer in the surfaces externally and internally of contact lenses main body.
Further, the active principle of lubricant layer includes acrylic acid, methyl acrylate and vinyl pyrrolidone.
Further, the active principle of lubricant layer, by the gauge of substance, the amount of acrylic substance is no more than 100mmol, propylene Sour methyl esters is no more than 100mmol, and vinyl pyrrolidone is no more than 100mmol;By the gauge of substance, acrylic acid, acrylic acid first Ester and vinyl pyrrolidone ratio are (1-5):(1-5):(1-5).
Further, the active principle of antibiotic layer includes chlorhexidine acetate, Gallic Acid, 3,4,5- trihydroxies It is one or more in methyl benzoate, O- carboxymethyl-N- trimethyl chitin quaternary ammonium salts.
Further, the active principle of antibiotic layer is calculated in parts by mass, and the mass parts of chlorhexidine acetate are no more than 5 parts, and 3,4, The mass parts of 5- trihydroxybenzoic acids are no more than 5 parts, and the mass parts of Gallic Acid methyl esters are no more than 5 parts, O- carboxylics The mass parts of methyl-N- trimethyl chitin quaternary ammonium salts are no more than 5 parts;It calculates in parts by mass, chlorhexidine acetate, 3,4,5- tri- hydroxyls The ratio of yl benzoic acid, 3,4,5-trihydroxy benzoic acid methyl esters and O- carboxymethyl-N- trimethyl chitin quaternary ammonium salts is (1-5): (1-5):
(1-5):(1-5).
The present invention also provides a kind of preparation methods of lubrication antimicrobial form contact lenses, include the following steps:
(a):Pre-treatment step pre-processes contact lenses main body, spare;
(b):Adhere to lubricant layer step, pretreated contact lenses main body is immersed into initiator solution, lubricant layer successively In solution, after completing attachment under ultraviolet light irradiation, cleaned with alcohol;
(c):Adhere to antibiotic layer step, the contact lenses main body for being attached with lubricant layer is immersed to the antibacterial for adding crosslinking agent 2-24h is impregnated in layer solution, then takes out, washes with water;
(d):Dry packing step.
Further, adhering in lubricant layer step, the initiator used is selected from benzophenone, t-butyl peroxybenzoate, 2, It is one or more in 4,6- tri-methyl benzophenones and 4- methyl benzophenones;By the gauge of substance, benzophenone substance Amount is no more than 100mmol, 2,4,6- tri-methyl benzophenone object no more than the amount of 100mmol, t-butyl peroxybenzoate substance The amount that the amount of matter is no more than 100mmol, 4- methyl benzophenone substance is no more than 100mmol.
Further, adhere in lubricant layer step, ultraviolet light uses UVA, and the time of ultraviolet light irradiation is 2-30min.
Further, adhere in antibiotic layer step, the crosslinking agent that uses be selected from polyethylene glycol bisglycidyl ether, Geniposide, It is one or more in glyoxal;By the gauge of substance, crosslinking agent and antiseptic ratio are (1:10)-(1:100).
Further, contact lenses main body is placed in acetone or alcohol in pre-treatment step and is pre-processed;The antibacterial The ingredient of layer solution includes the active principle of antimicrobial solvent and antibiotic layer, and antimicrobial solvent is distilled water;The lubricant layer solution Ingredient includes the active principle for lubricating solvent and lubricant layer, and emollient component solvent monomer is distilled water.
Preferably sheath main body is placed in ethyl alcohol since ethyl alcohol harm to the human body is smaller, in pre-treatment step and is located in advance Reason.
Ultraviolet light uses UVA, and wavelength is between 400-320nm.
Adhere to lubricant layer step, each active principle of lubricant layer is under the action of initiator, by ultraviolet light solidification method, hidden Shape lens surface forms the hydrophilic painting of lubrication that active principle is polyacrylic acid-methyl acrylate-vinyl base pyrrolidinone copolymer Layer.Therefore, lubricant layer has preferable hydrophily and lubricity, can effectively reduce resistance, improve the use feeling of contact lenses, Reduce the friction of contact lenses and cornea.
The effect of antibiotic layer is to inhibit harmful bacteria, microorganism and virus.Chlorhexidine acetate has a broad antifungal spectrum, it is blue to majority leather Positive and negative bacteria has killing effect.The function of Gallic Acid is to kill harmful microorganism and virus, body Outside to staphylococcus aureus, sarcine, α-type streptococcus, Neisser's coccus, Pseudomonas aeruginosa, bacterium flexneri, typhoid fever Bacillus Hd, paratyphosum Bacterium A and influenza virus etc. have inhibiting effect.3,4,5-trihydroxy benzoic acid methyl esters (methyl Gallate, MG) belong to phenolic acid ester type compound, it can effectively inhibit the growth and growth of fungi, O- carboxymethyl-N- front three base enclosures The function of glycan quaternary ammonium salt is to inhibit the development and breeding of harmful bacteria, and controlling adjustment effect is played to the equilibrium state of flora.
In the present invention, lubricant layer is adhered to the surface of contact lenses main body;Antibiotic layer is attached on lubricant layer, both with profit Slip layer bonds, while penetrating lubricant layer again and being connect by bonding or/and crosslinked mode with the surface of glasses frame body.
In preparation method provided by the invention, the purpose of pre-treatment step is to clean contact lenses main body, spare; Adhere to lubricant layer step by immersing initiator solution, lubrication solution successively, under ultraviolet light irradiation, there is the group of lubricating function Divide and complete to bond or/and be crosslinked with contact lenses main body, finally wash not bonding with alcohol also only rests on table without crosslinking Initiator solution, the lubrication solution ingredient in face;There are gaps, attachment antibiotic layer step to pass through dipping between the lubricant layer molecule On the one hand mode, the component with antibacterial functions are bonded with lubricant layer, on the one hand completed by gap and contact lenses main body viscous Knot or/and crosslinking are not adhesively joined with lubricant layer and only rest on the antimicrobial fluid ingredient on surface and be washed off with water, and the attaching process is not It is provided with one layer of uniform antibiotic layer only outside lubricant layer, and also enhances the fastness of lubricant layer bonding;Dry packing walks It is rapid that processing mainly is dried in contact lenses in room temperature ventilation, then carry out packaging and sterilization process.
The beneficial effects of the present invention are:
1. lubricant layer and antibiotic layer is successively arranged in contact lenses main body, so as to get contact lenses have effectively kill it is thin Bacterium and virus, the characteristic of excellent lubricating properties;Lubricant layer is adhered in contact lenses main body, and antibiotic layer is attached on lubricant layer, So that antibacterial material and greasing substance are firmly combined with contact lenses main body, and it is not easily to fall off, it is highly practical.
2. preparation method provided by the invention is only with the simple method such as flushing, dipping, drying, can by antibiotic layer and Lubricant layer is uniformly firmly adhered to or is crosslinked in contact lenses main body, contact lenses main body is not injured, almost to contact lenses The light transmittance and air penetrability of main body do not have an impact, and the contact lenses comfort level of preparation is high.
3. preparation method provided by the invention has easy, at low cost, the suitable industrial effect of method.
4. the present invention is by using suitable antibiotic layer active principle and lubricant layer active principle so that contact lenses are made Anti-microbial property and excellent lubricating properties.
5. the present invention is by adjusting the proportioning of lubricant layer active principle and antibiotic layer active principle, in the antibacterial of contact lenses Property, in terms of friction coefficient and coating adhesion, achieve unexpected technique effect.
Specific implementation mode
The present invention is illustrated below by way of specific implementation mode, but the present invention is not limited to the range of specific embodiment.
The technical solution that present embodiment uses for:A kind of lubrication antimicrobial form contact lenses, including contact lenses master Body sets gradually lubricant layer and antibiotic layer in the surfaces externally and internally of contact lenses main body;
Wherein, the active principle of lubricant layer includes acrylic acid, methyl acrylate and vinyl pyrrolidone;
Wherein, the active principle of lubricant layer, by the gauge of substance, the amount of acrylic substance is no more than 100mM, acrylic acid first Ester is no more than 100mM, and vinyl pyrrolidone is no more than 100mM;
Wherein, the active principle of antibiotic layer includes chlorhexidine acetate, Gallic Acid, 3,4,5- trihydroxy benzenes It is one or more in methyl formate, O- carboxymethyl-N- trimethyl chitin quaternary ammonium salts;
Wherein, the active principle of antibiotic layer is calculated in parts by mass, and the mass parts of chlorhexidine acetate are no more than 5 parts, 3,4,5- The mass parts of trihydroxybenzoic acid are no more than 5 parts, and the mass parts of Gallic Acid methyl esters are no more than 5 parts, O- carboxylic first The mass parts of base-N- trimethyl chitin quaternary ammonium salts are no more than 5 parts;
The present invention also provides a kind of preparation methods of lubrication antimicrobial form contact lenses, include the following steps:
(a):Pre-treatment step pre-processes contact lenses main body, spare;
(b):Adhere to lubricant layer step, pretreated contact lenses main body is immersed into initiator solution, lubricant layer successively In solution, after completing attachment under ultraviolet light irradiation, cleaned with alcohol;
(c):Adhere to antibiotic layer step, the contact lenses main body for being attached with lubricant layer is immersed to the antibacterial for adding crosslinking agent 2-24h is impregnated in layer solution, then takes out, washes with water;
(d):Dry packing step.
Wherein, adhering in lubricant layer step, the initiator used is selected from benzophenone, t-butyl peroxybenzoate, 2,4, It is one or more in 6- tri-methyl benzophenones and 4- methyl benzophenones;By the gauge of substance, the amount of benzophenone substance No more than the amount that the amount of 100mM, t-butyl peroxybenzoate substance is no more than 100mM, 2,4,6- tri-methyl benzophenone substance Amount no more than 100mM, 4- methyl benzophenone substance is no more than 100mM.
Wherein, adhere in lubricant layer step, ultraviolet light uses UVA, and the time of ultraviolet light irradiation is 2-30min.
Wherein, adhere in antibiotic layer step, the crosslinking agent used is selected from polyethylene glycol bisglycidyl ether, Geniposide, second It is one or more in dialdehyde;
Wherein, contact lenses main body is placed in acetone or alcohol in pre-treatment step and is pre-processed;The antibiotic layer The ingredient of solution includes the active principle of antimicrobial solvent and antibiotic layer, and antimicrobial solvent is distilled water;The lubricant layer solution at It includes the active principle for lubricating solvent and lubricant layer to divide, and emollient component solvent monomer is distilled water.
Embodiment 1:
Lubrication antimicrobial form contact lenses provided in this embodiment, the active principle of lubricant layer and its amount ratio of substance are third Olefin(e) acid:Methyl acrylate:Vinyl pyrrolidone=1:1:1;The active principle and mass ratio of antibiotic layer are chlorhexidine acetate:3, 4,5- trihydroxybenzoic acids:3,4,5-trihydroxy benzoic acid methyl esters:O- carboxymethyl-N- trimethyl chitins quaternary ammonium salt=1:5:5: 1。
Glasses frame body is placed in ethyl alcohol in preparation method provided in this embodiment, in pre-treatment step and is located in advance Reason;Adhere in lubricant layer step, initiator is benzophenone, ultraviolet irradiation time 5min;Adhere in antibiotic layer step, hands over Connection agent is Geniposide, and the amount ratio of crosslinking agent and antimicrobial substances is 1:10.
Embodiment 2:
Lubrication antimicrobial form contact lenses provided in this embodiment, the active principle of lubricant layer and its amount ratio of substance are third Olefin(e) acid:Methyl acrylate:Vinyl pyrrolidone=2:1:2;The active principle and mass ratio of antibiotic layer are chlorhexidine acetate:3, 4,5- trihydroxybenzoic acids:3,4,5-trihydroxy benzoic acid methyl esters=2:1:3.
Glasses frame body is placed in ethyl alcohol in preparation method provided in this embodiment, in pre-treatment step and is located in advance Reason;Adhere in lubricant layer step, initiator is t-butyl peroxybenzoate, ultraviolet irradiation time 15min;Adhere to antibiotic layer In step, crosslinking agent is Geniposide, and the amount ratio of crosslinking agent and antimicrobial substances is 1:50.
Embodiment 3:
Lubrication antimicrobial form contact lenses provided in this embodiment, the active principle of lubricant layer and its amount ratio of substance are third Olefin(e) acid:Methyl acrylate:Vinyl pyrrolidone=1:3:5;The active principle and mass ratio of antibiotic layer are chlorhexidine acetate:3, 4,5- trihydroxybenzoic acids:O- carboxymethyl-N- trimethyl chitins quaternary ammonium salt=2:3:5.
Glasses frame body is placed in ethyl alcohol in preparation method provided in this embodiment, in pre-treatment step and is located in advance Reason;Adhere in lubricant layer step, initiator 2,4,6- tri-methyl benzophenones, ultraviolet irradiation time 10min;Attachment is anti- In bacterium layer step, crosslinking agent is glyoxal, and the amount ratio of crosslinking agent and antimicrobial substances is 1:10.
Embodiment 4:
Lubrication antimicrobial form contact lenses provided in this embodiment, the active principle of lubricant layer and its amount ratio of substance are third Olefin(e) acid:Methyl acrylate:Vinyl pyrrolidone=5:2:1;The active principle and mass ratio of antibiotic layer are chlorhexidine acetate:3, 4,5- trihydroxybenzoates:O- carboxymethyl-N- trimethyl chitins quaternary ammonium salt=3:2:1.
Glasses frame body is placed in ethyl alcohol in preparation method provided in this embodiment, in pre-treatment step and is located in advance Reason;Adhere in lubricant layer step, initiator is 4- methyl benzophenones, ultraviolet irradiation time 30min;Adhere to antibiotic layer step In rapid, crosslinking agent is glyoxal, and the amount ratio of crosslinking agent and antimicrobial substances is 1:100.
Embodiment 5:
Lubrication antimicrobial form contact lenses provided in this embodiment, the active principle of lubricant layer and its amount ratio of substance are third Olefin(e) acid:Methyl acrylate:Vinyl pyrrolidone=2:5:1;The active principle and mass ratio of antibiotic layer are 3,4,5- trihydroxies Benzoic acid:3,4,5-trihydroxy benzoic acid methyl esters:O- carboxymethyl-N- trimethyl chitins quaternary ammonium salt=2:4:1.
Glasses frame body is placed in ethyl alcohol in preparation method provided in this embodiment, in pre-treatment step and is located in advance Reason;Adhere in lubricant layer step, initiator is benzophenone, ultraviolet irradiation time 5min;Adhere in antibiotic layer step, hands over Connection agent is polyethylene glycol bisglycidyl ether, and the amount ratio of crosslinking agent and antimicrobial substances is 1:10.
Comparative example 1:
The preparation method for the contact lenses that this comparative example provides, includes the following steps:
(a):Pre-treatment step pre-processes contact lenses main body, spare;
(b):Adhere to lubricant layer step, pretreated contact lenses main body is immersed into initiator solution, lubricant layer successively In solution, after completing attachment under ultraviolet light irradiation 5min, cleaned with alcohol;The active principle and its mass ratio of lubrication solution are poly- second Alkene pyrrolidone:Polyacrylamide:Carboxymethyl chitosan=3:2:1;
(c):Dry packing step.
Comparative example 2:
The preparation method for the contact lenses that this comparative example provides, includes the following steps:
(a):Pre-treatment step pre-processes contact lenses main body, spare;
(b):Adhere to antibiotic layer step, the contact lenses main body for being attached with lubricant layer is immersed to the antibacterial for adding crosslinking agent Dipping 2-24h is carried out in layer solution, then takes out, washes with water;The active principle and mass ratio of antiseptic solution are 3,4,5- tri- Hydroxybenzoic acid:3,4,5-trihydroxy benzoic acid methyl esters:O- carboxymethyl-N- trimethyl chitins quaternary ammonium salt=2:1:3;
(c):Dry packing step.
Antimicrobial form contact lenses will be lubricated made from above-described embodiment and comparative example, tested as follows.
Test 1:Antibacterial test
The staphylococcus aureus bacterium solution of a concentration of 106CFU/ml is dipped with cotton swab, it was evenly coated on M.H. (Muller-Hinton) on agar medium.Drug sensitive test paper, this experiment susceptibility paper used are pasted after bacterium solution is fully absorbed by agar Piece is streptomysin and cefotaxime.Then contact lenses are affixed on agar medium respectively.It cultivates under the conditions of 37 DEG C and surveys afterwards for 24 hours Antibacterial ring diameter (antibacterial ring diameter=antibacterial ring outer diameter-sample diameter) is measured, the antibiotic property of sample is evaluated.Test result is such as Table 1.
Contact lenses antibiotic property in 1 embodiment of table
By the data comparison in table 1 it is found that the embodiment that present embodiment provides to Escherichia coli and golden yellow Portugal The antibiotic property of grape coccus is superior to comparative example.
Test 2:The measurement of friction coefficient
The surface friction property of contact lenses is measured using MXD-02 friction coefficient instruments, measurement result such as table 2.
Contact lenses frictional force in 2 embodiment of table
Sample number into spectrum Embodiment 1 Embodiment 2 Embodiment 3 Embodiment 4 Embodiment 5 Comparative example 2
Stiction/N 0.041±0.004 0.039±0.007 0.037±0.006 0.042±0.007 0.039±0.005 2.364±0.429
By the data comparison in table 2 it is found that the lubricity for the embodiment that present embodiment provides is better than comparative example.
Test 3:Caking property is tested
According to ASTM D3359 standards, with 3M tape-strippings on the contact lenses coating surface of embodiment, it is ensured that adhesive tape It is fitted closely with coating, intermediate bubble-free for 24 hours afterwards opens adhesive tape, and that assesses coating and contact lens surface is firmly bonded feelings Condition;According to ASTM D3359-02 method testing coating adhesive force.Measurement result such as table 3.
Adhesive force grade between antibiotic layer and lubricant layer and contact lenses in 3 embodiment of table
Sample number into spectrum Embodiment 1 Embodiment 2 Embodiment 3 Embodiment 4 Embodiment 5
Fall off area/cm2 0 0 0 0 0
Adhesive force grade 0 grade 0 grade 0 grade 0 grade 0 grade
By the data comparison in table 3 it is found that present embodiment provide embodiment in antibiotic layer and lubricant layer attachment Power is 0 grade, is connected firmly.
Test 4:Light transmittance is tested
Lubrication antimicrobial contact lenses patch prepared by embodiment 1 and embodiment 3 and unattached lubricant layer and antibiotic layer it is general Logical contact lenses are test object, carry out translucency test.Test method is:Contact lenses are attached to the transparent surface of cuvette On, it is to measure the light transmittance of lubrication antimicrobial contact lenses in 300~750nm respectively in wave-length coverage.
4 light transmission test result of table
Sample number into spectrum Embodiment 1 Embodiment 3 Common contact lens
T (light transmittance) 93.25 ± 2.15% 93.84 ± 2.72% 94.27 ± 1.36%
By the data comparison in table 4 it is found that the light transmittance for the embodiment and common contact lens that present embodiment provides It is not much different, illustrates the contact lenses of the present embodiment after attachment lubricant layer and antibiotic layer, to the light transmission of contact lenses It has little effect.
Test 5:Air penetrability is tested
Lubrication antimicrobial contact lenses patch prepared by embodiment 1 and embodiment 3 and unattached lubricant layer and antibiotic layer it is general Logical contact lenses are test object, carry out permeability test.Test method:Two centrifugations that a certain amount of distilled water is housed are taken respectively Pipe, a use is tested contact lenses sealing orifice, and its quality is referred to as Wx, another does not seal it for blank control group Processing, claims its quality Wc.Two centrifuge tubes are placed in 37 DEG C of air dry oven, accurately claim its quality Wx ' respectively afterwards for 24 hours, Wc’.Air penetrability (airpermeability, AP) can be calculated by formula (1), and formula used is as follows:
AP=(Wx-Wx ')/(Wc-Wc ') × 100%
In formula:Wx is that contact lenses seal the quality before centrifuge tube drying;Wx ' is that contact lenses seal centrifuge tube drying Quality after for 24 hours;Wc is the quality of dry preceding open centrifuge tube;Wc ' is the quality of dry open centrifuge tube rear for 24 hours.
5 air penetrability test result of table
Sample number into spectrum Embodiment 1 Embodiment 3 Common contact lens
Wx(g) 33.6436±1.1478 36.9725±1.2481 34.4917±1.3293
Wx’(g) 29.3024±1.7123 32.6273±1.1824 30.8364±1.2258
Wc(g) 35.9862±1.3584 33.7892±1.2357 34.7911±1.2675
Wc’(g) 29.8456±1.4257 28.8088±1.0656 31.8459±1.2669
AP (air penetrability) 87.78% ± 4.15% 87.25 ± 3.52% 88.28 ± 3.16%
By the data comparison in table 5 it is found that the air penetrability for the embodiment and common contact lens that present embodiment provides It is not much different, illustrates the contact lenses of the present embodiment after attachment lubricant layer and antibiotic layer, to the permeability of contact lenses It has little effect.
By above-mentioned data it is found that present embodiment in contact lenses inside and outside of the main body by setting gradually lubricant layer and antibacterial Layer, so as to get contact lenses have effectively kill bacterium and virus, excellent lubricating properties characteristic;Lubricant layer is adhered to stealth In lens body, antibiotic layer is attached to through lubricant layer in contact lenses main body so that antibacterial material and greasing substance and stealth Lens body is firmly combined with, not easily to fall off, highly practical.By the comparison of embodiment and common contact lens, adhere to lubricant layer It is not affected in translucency and gas permeability with the contact lenses of antibiotic layer.Embodiment is by adjusting antibiotic layer active principle It is better than comparison in terms of the antibiotic property of contact lenses, friction coefficient and coating adhesion with the proportioning of lubricant layer active principle Example, achieves unexpected technique effect.

Claims (10)

1. a kind of lubrication antimicrobial form contact lenses, it is characterised in that:Including contact lenses main body, inside and outside contact lenses main body Surface sets gradually lubricant layer and antibiotic layer.
2. lubrication antimicrobial form contact lenses according to claim 1, it is characterised in that:The active principle of lubricant layer includes third Olefin(e) acid, methyl acrylate and vinyl pyrrolidone.
3. lubrication antimicrobial form contact lenses according to claim 3, it is characterised in that:The active principle of lubricant layer, by object The amount of the gauge of matter, acrylic substance is no more than 100mmol, and methyl acrylate is no more than 100mmol, and vinyl pyrrolidone is not More than 100mmol;By the gauge of substance, acrylic acid, methyl acrylate and vinyl pyrrolidone ratio are(1-5):(1-5): (1-5).
4. lubrication antimicrobial form contact lenses according to claim 1, it is characterised in that:The active principle of antibiotic layer includes vinegar Sour Chlorhexidine, 3,4,5-trihydroxy benzoic acid, 3,4,5-trihydroxy benzoic acid methyl esters, O- carboxymethyl-N- trimethyl chitin seasons It is one or more in ammonium salt.
5. lubrication antimicrobial form contact lenses according to claim 5, it is characterised in that:The active principle of antibiotic layer presses quality Part calculates, and the mass parts of chlorhexidine acetate are no more than 5 parts, and the mass parts of Gallic Acid are no more than 5 parts, 3,4,5- The mass parts of trihydroxybenzoate are no more than 5 parts, and the mass parts of O- carboxymethyl-N- trimethyl chitin quaternary ammonium salts are no more than 5 parts;It calculates in parts by mass, chlorhexidine acetate, Gallic Acid, Gallic Acid methyl esters and O- carboxylic first The ratio of base-N- trimethyl chitin quaternary ammonium salts is(1-5):(1-5):(1-5):(1-5).
6. the preparation method of the lubrication antimicrobial form contact lenses according to claim 1-5 any one, which is characterized in that packet Include following steps:
(a):Pre-treatment step pre-processes contact lenses main body, spare;
(b):Adhere to lubricant layer step, pretreated contact lenses main body is immersed into initiator solution, lubricant layer solution successively In, after completing attachment under ultraviolet light irradiation, cleaned with alcohol;
(c):Adhere to antibiotic layer step, the antibiotic layer that the contact lenses main body for being attached with lubricant layer immersion is added to crosslinking agent is molten 2-24h is impregnated in liquid, is then taken out, and is washed with water;
(d):Dry packing step.
7. the preparation method of lubrication antimicrobial form contact lenses according to claim 6, it is characterised in that:Adhere to lubricant layer step In rapid, the initiator used is selected from benzophenone, t-butyl peroxybenzoate, 2,4,6- tri-methyl benzophenones and 4- methyl two It is one or more in Benzophenone;By the gauge of substance, the amount of benzophenone substance is no more than 100mmol, benzoyl hydroperoxide uncle The amount that the amount of butyl ester substance is no more than 100mmol, 2,4,6- tri-methyl benzophenone substance is no more than 100mmol, 4- methyl two The amount of Benzophenone substance is no more than 100mmol.
8. the preparation method of lubrication antimicrobial form contact lenses according to claim 6, it is characterised in that:Adhere to lubricant layer step In rapid, ultraviolet light uses UVA, and the time of ultraviolet light irradiation is 2-30min.
9. the preparation method of lubrication antimicrobial form contact lenses according to claim 6, it is characterised in that:Adhere to antibiotic layer step In rapid, the crosslinking agent used is one or more in polyethylene glycol bisglycidyl ether, Geniposide, glyoxal;By substance Gauge, crosslinking agent and antiseptic ratio are(1:10)-(1:100).
10. the preparation method of lubrication antimicrobial form contact lenses according to claim 6, it is characterised in that:Pre-treatment step Middle contact lenses main body is placed in acetone or alcohol pre-processes;The ingredient of the antibiotic layer solution include antimicrobial solvent and The active principle of antibiotic layer, antimicrobial solvent are distilled water;The ingredient of the lubricant layer solution includes lubrication solvent and lubricant layer Active principle, emollient component solvent monomer are distilled water.
CN201810367332.1A 2018-04-23 2018-04-23 A kind of lubrication antimicrobial form contact lenses and preparation method thereof Pending CN108563038A (en)

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CN113311597A (en) * 2021-05-29 2021-08-27 江苏视准医疗器械有限公司 Contact lens with high surface lubrication degree and preparation method thereof
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Application publication date: 20180921