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WO1997000931A1 - Procede de nettoyage de lentilles de contact a l'aide de polysulfonates - Google Patents

Procede de nettoyage de lentilles de contact a l'aide de polysulfonates Download PDF

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Publication number
WO1997000931A1
WO1997000931A1 PCT/US1996/008055 US9608055W WO9700931A1 WO 1997000931 A1 WO1997000931 A1 WO 1997000931A1 US 9608055 W US9608055 W US 9608055W WO 9700931 A1 WO9700931 A1 WO 9700931A1
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Prior art keywords
lens
set forth
cleaning
cleaning composition
sulfonate
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Ceased
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PCT/US1996/008055
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English (en)
Inventor
Suzanne F. Groemminger
David J. Heiler
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Bausch and Lomb Inc
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Bausch and Lomb Inc
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Publication date
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Priority to AU58846/96A priority Critical patent/AU5884696A/en
Publication of WO1997000931A1 publication Critical patent/WO1997000931A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/37—Polymers
    • C11D3/3746—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C11D3/378—(Co)polymerised monomers containing sulfur, e.g. sulfonate
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L12/00—Methods or apparatus for disinfecting or sterilising contact lenses; Accessories therefor
    • A61L12/08—Methods or apparatus for disinfecting or sterilising contact lenses; Accessories therefor using chemical substances
    • A61L12/14—Organic compounds not covered by groups A61L12/10 or A61L12/12
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/0005—Other compounding ingredients characterised by their effect
    • C11D3/0078—Compositions for cleaning contact lenses, spectacles or lenses

Definitions

  • the present invention generally relates to a method for cleaning contact 10 lenses utilizing a cleaning composition including one or more polysulfonates.
  • lenses are immersed within the subject cleaning composition.
  • Other embodiments of the invention include heating and/or agitating the cleaning composition while a lens remains immersed therein. Still other embodiments of the invention are described. 15 2. Description of Art
  • Contact lenses require periodic cleaning to remove various debris which build-up upon the lens during the normal course of wear.
  • debris include proteinaceous, oily, sebaceous, and related organic matter. If such debris are not properly removed, both the wettability and optical clarity of the lenses are substantially reduced •20 resulting in discomfort for the wearer.
  • proteinaceous deposits such as lysozyme, are difficult to remove from lenses, particularly soft contact lenses of the high water, ionic type, (F.D. A. Group IV lenses). This is believed to be due to ionic interactions formed between proteinaceous materials and the surface of the lens. More specifically, it is believed that the positively charged functional groups of protein 25 molecules form ionic bonds with the negatively charged functional groups of the lens material.
  • U.S. Patent No. 3,907,985 to Rankin issued September 23, 1975 discloses an ophthalmic solution comprising an aqueous solution of polystyrene sulfonate having a molecular weight between 75,000 to 10,000,000, and preferably polyethylene glycol.
  • the solution is disclosed as providing a lubricant and cushioning effect to traumatized eyes along with providing a cleaning function.
  • the cleaning method disclosed comprises the steps of soaking a lens in the noted ophthalmic solution followed by rubbing the lens between the fingers and subsequently rinsing the lens with water.
  • U.S. Patent No. 3,954,965 to Boghosian et al. issued May 4, 1976 discloses a method for sterilizing and preventing the formation of proteinaceous deposits on contact lenses. The method comprises soaking the lens in a solution including a sterilization material and a protein reacting compound (e.g. pectin, heparin, chondroiton sulfate, etc.), for at least 30 minutes at a temperature of between 40° to 100°C.
  • a protein reacting compound e.g. pectin, heparin, chondroiton sulfate, etc.
  • This reference discloses a cleaning and storage aqueous solution comprising a monomeric anionic surface active agent (e.g. sodium alkylbenzene sulfonates), and a non-ionic surface active agent.
  • the cleaning method comprises soaking the lenses in the cleaning composition for an acceptable time period. The reference goes on to provide that a more remarkable cleaning effect is obtained by rubbing the lens with the cleaning composition.
  • U.S. Patent No. 4,259,202 to Tanaka et al. issued March 31, 1981 also discloses a "no rub" lens cleaning method which consist of soaking a lens in a solution including a specific monoester of a saccharose with a fatty acid, and preferably a polysaccharide (alkali metal salts of chondroiton sulfuric acid, pectic acid, dextran, xanthan gum, etc.). Lenses may be sterilized by subsequently heating.
  • U.S. Patent No. 4,738,790 to Miyajima et al. issued April 19, 1988 discloses a method for removing proteinaceous depositions from contact lenses by soaking the lenses in a detergent composition comprising an anionic surfactant such as alkylbenzene sulfonate, alkyl sulfonate, olefin sulfonate, etc., and at least one compound selected form the thiourea and reductants.
  • the reference states that soaking in a heated solution improves detergency.
  • a method for cleaning contact lenses comprising contacting the lenses with a composition containing a sulfonate polymer comprising monomeric units represented by the formula:
  • X represents: a bond or a linking group
  • M represents a salt-forming cation
  • R is a hydrogen or alkyl group
  • Also provided is a method for simultaneously cleaning and disinfecting contact lenses wherein contact lenses ' are contacted with the above-noted cleaning composition for a time period and temperature sufficient to disinfect and clean the lenses.
  • Yet another method is provided for simultaneously cleaning and disinfecting contact lenses comprising contacting the lenses with the subject cleaning composition further including a sufficient amount of an antimicrobial agent, for a time sufficient to clean and disinfect the lenses.
  • Still other methods are provided wherein contact lenses are subjected to agitation with fluids, including the subject cleaning composition.
  • the present method is particularly useful in effectively removing proteinaceous deposits from contact lenses without requiring the additional step of rubbing and/or the use of multiple solutions or tablets.
  • the present invention can be used with all contact lenses such as conventional hard, soft, rigid gas permeable, and silicone lenses, but is preferably employed with soft lenses such as those commonly referred to as hydrogel lenses prepared from monomers such as: hydroxyethylmethacrylate, vinylpyrrolidone, glycerol- methacrylate, methacrylic acid or acid esters and the like.
  • Hydrogel lenses typically absorb significant amounts of water, e.g. from about 4 to 80% by weight.
  • the present method consists essentially of contacting a contact lens with a cleaning composition, the nature of which is described in detail below with reference to Formula I.
  • the present method has been specifically designed to avoid the step of rubbing the lens, or the use of other similar steps wherein one is required to make mechanical contact (e.g. scrubbing, brushing, etc.) with the lens.
  • the step of "contacting" the lens with the cleaning composition is typically performed by immersing the lens within the cleaning composition.
  • Permitting the lens to soak within the cleaning composition is also contemplated by the term "contacting."
  • the length of time of such contact between the lens and the cleaning composition may vary depending upon a number of factors including; the amount and type of debris on the lens, the type of lens, the composition of the cleaning composition including the concentration ofthe sulfonate material therein, and the precise cleaning regimen utilized.
  • typical cleaning regimens often include soaking lenses within the subject cleaning composition for times between fifteen minutes to twelve hours.
  • the step of agitation is included.
  • the term "agitation" as used in connection with the present method is intended to define a fluid interaction with and/or about the contact lens. More specifically, the term is intended to include shaking, stirring, swirling (e.g.
  • agitation may comprise solutions, dispersions, colloids, latexes and suspensions, it is intended that term "agitation" be distinguished from large scale mechanical-type interactions with the lens, e.g. rubbing, scrubbing, brushing, or the like. It is generally preferred that the fluid utilized in such agitation consist ofthe subject cleaning composition, although other fluid may be used, e.g. saline, water, and the like.
  • lenses may be simultaneously disinfected while being cleaned by the inclusion of an antimicrobial agent within the cleaning composition.
  • lenses may be cleaned and disinfected in separate steps by soaking lenses in the subject cleaning composition and a separate disinfecting solution.
  • the cleaning composition may be heated while the lenses remain in contact therewith, e.g. while the lenses soak within the cleaning composition.
  • Techniques and devices for performing such heating are well known in the art and are commercially available. These devices typically raise the temperature of the composition inside their wells to between about 60°C to 100°C for about 20 to 60 minutes, as required to disinfect the lenses.
  • heating techniques offer added convenience as cleaning and disinfection take place simultaneously.
  • the step of heating provides agitation ofthe cleaning composition (by way of convection currents) about the lens which provides improved cleaning.
  • a lens is subjected to an agitation process wherein the lens may be rinsed with the subject cleaning composition, or other fluid such as saline, multi-purpose solution, water, or the like.
  • the lens may be immersed in the subject cleaning composition, or other fluids such as saline, multi-purpose solution, water, etc., and agitated (e.g. by shaking the container holding the cleaning composition and lens for a few seconds).
  • the lens is permitted to soak within the subject cleaning solution for a sufficient length of time to effectively clean the lens, typically between fifteen minutes to twelve hours.
  • the cleaning solution may include one or 5 more antimicrobial agents such that disinfection occurs simultaneously with cleaning.
  • the lens may be subjected to agitation, in its various forms, as previously described.
  • a lens may be contacted with the subject cleaning composition for a sufficient time to clean the lens, e.g. remove protein, followed by rinsing
  • the cleaning composition is heated 10 while the lens soaks therein.
  • lenses may be "pre-soaked” in the subject cleaning composition prior to such heating).
  • the lens may be subjected to agitation (in its various forms) before or after soaking within the heated cleaning composition.
  • the present method obviates the need for rubbing or other similar mechanical-type 15 interactions with the lens.
  • the cleaning composition utilized in the present method includes one or more sulfonate polymers comprising monomeric units represented by Formula I, provided ""*• " ' in a suitable carrier.
  • Formula I :
  • X represents: a bond or a linking group
  • M represents a salt-forming cation
  • R represents a hydrogen or alkyl.
  • salt-forming cations include but are not limited to: hydrogen, metals (sodium, calcium, potassium, etc.), ammonium, and amino.
  • R is an alkyl
  • lower alkyl groups are preferred, e.g. methyl, ethyl, etc. 5
  • X represents either a bond or linking group.
  • X is a bond, the bond in question is formed between a carbon atom of the polymeric chain and the sulfur atom of the pendant sulfonate group, e.g. as in poly(vinylsulfonate).
  • linking group is intended to cover chemical groups which serve to link or connect the hydrocarbon backbone of the polymer with the sulfonate group but which do not substantially detract with the cleaning effect of the sulfonate material.
  • Suitable linking groups are well known in the art and include by way of example: alkyl groups (e.g. methyl, ethyl, isopropyl, dodecyl, etc.); cyclic groups including alicyclic (e.g. cyclohexane), heterocyclic (e.g. 1,4-dioxane, morpholine, pyrrolidine, etc.), aromatic (e.g.
  • linking groups include: a phenyl group, a substituted phenyl group (as in poly(anetholesulfonate)), and lower alkyl groups (e.g. methyl, ethyl). Such linking groups may be substituted or unsubstituted. Examples of typical substituents for such groups include: methoxy (e.g. polyanetholesulfonate), ethylcarboxyl (e.g. polysulfoethyl methacrylate), propyl carboxyl (e.g. ⁇ oly3-sulfopropyl methacrylate), and alkyiamido (e.g. poly(sulfoethyl acrylamide)).
  • the sulfonate polymers of the present invention include copolymers comprising at least one, but alternatively several of the monomeric units described with respect to Formula I. That is, a sulfonate polymer ofthe present invention may comprise a copolymer including different monomeric units as represented by Formula I, wherein the groups represented by X, R, and M vary between monomeric units. Furthermore, other non-sulfonate containing monomeric units may also be included within the subject sulfonate polymer.
  • Examples of such monomeric units include styrene, methylstyrene, ar- methylstyrenes, vinylnaphthalenes, ar-chlorosytrenes, isobutylene, ethylenically unsaturated esters, e.g. 1 to 12 carbon atom alkyl esters of acrylic or methacrylic acids, vinyl esters of fatty acids such as vinyl acetate, vinyl chloride, vinylidene chloride, methyl isopropenyl ketone, methyl vinyl ether, and acrylonitrile.
  • esters e.g. 1 to 12 carbon atom alkyl esters of acrylic or methacrylic acids
  • vinyl esters of fatty acids such as vinyl acetate, vinyl chloride, vinylidene chloride, methyl isopropenyl ketone, methyl vinyl ether, and acrylonitrile.
  • Such materials and their corresponding synthesis are well known in the art.
  • the resulting copolymer preferably comprises at least fifty percent by weight of the subject sulfonate monomeric units.
  • the present cleaning composition includes at least, but possibly several different sulfonate polymers as described herein.
  • the sulfonate polymers are preferably water soluble and have a molecular weight greater than about 2000. More preferably, the sulfonate polymers have a molecular weight of between about 18,000 to 200,000.
  • a particularly preferred class of sulfonate polymers useful in the present invention are polystyrene sulfonates.
  • the term polystyrene sulfonates is intended to include the class of polymers which are characterized by the polymerization of alkenyl aromatic sulfonates or the sulfonation of polymers of alkenyl aromatics.
  • This class of polymers is intended to include both homopolymers and copolymers of styrene sulfonate along with homo- and copolymers of styrene sulfonate analogs.
  • Such polystyrene sulfonates along with their corresponding synthesis are well known in the art.
  • polystyrene sulfonates for use in the present invention include poly(sodium 4- styrenesulfonate) and sodium poly(anetholsulfonate).
  • examples of commercially available polystyrene sulfonates useful in the present invention include those sold under the mark VERSA-TL (e.g. VERSA-TL 70, VERSA-TL 130, VERSA-TL 502) and Flexan 130, all available from the National Starch and Chemical Company of Bridgewater, New Jersey. (Cosmetic and pharmaceutical grades of such materials are preferred over industrial grades). Of the polystyrene sulfonates described, those which are water soluble are preferred.
  • the subject cleaning composition may include other constituents including suitable carriers which do not adversely affect, to any significant extent, the activity ofthe sulfonate materials previously discussed.
  • the solution may include one or more of: antimicrobial agents, buffering agents, tonicity adjusting agents, cleaners, surfactants, and the like.
  • the solution may comprise a saline or multi-purpose solution such as Sensitive Eyes ⁇ Plus from Bausch & Lomb or ReNu® from Bausch & Lomb.
  • surfactants may be used within the subject cleaning composition, their use is neither required nor preferred. That is, the subject cleaning composition effectively cleans contact lenses without the use of surfactants.
  • antimicrobial agents which may be used within the subject cleaning composition include but are not limited to: polyhexamethylene biguanide, polyquatemium-1, BAK, sorbic acid and its salts, thimerosol, hydrogen peroxide, iodine and iodophors, and the like.
  • Some cleaning compositions within the scope ofthe subject invention may reduce the effectiveness of some antimicrobial agents, e.g. biguanides, quaternary ammonium compounds such as polyquatemium-1 and BAK. As such, preliminary screening experiments may be necessary in order evaluate the effectiveness of specific antimicrobial agents when utilized as part of specific cleaning compositions.
  • antimicrobial agents e.g. biguanides, quaternary ammonium compounds such as polyquatemium-1 and BAK.
  • the cleaning compositions of the present invention preferably have a pH between about 6 to 10, preferably 6 to 9, but more preferably between about 7 to about 8.
  • the osomolality of the subject cleaning compositions is preferably below about 600, and more preferably between about 145 to about 320.
  • the cleaning composition of the present invention employs an effective amount of one or more ofthe sulfonate polymers (as described with reference to Formula I) to clean contact lenses.
  • An effective amount is that required to remove a substantial portion of the proteinaceous deposits, which occur during normal wear of contact lenses, in a reasonable time period.
  • the precise amount of sulfonate polymer required to make an effective cleaner will depend on several factors including the specific type(s) of sulfonate polymer(s) used, the amount of proteinaceous material deposited on the lenses, the desired soaking period, the specific type of materials comprising the lenses, and the like.
  • the sulfonate polymer concentrations useful herein will be adjusted depending upon the time allowed for removing the proteinaceous matter, the other components in the cleaning composition and the factors previously mentioned.
  • the sulfonate polymers will generally be present in the subject cleaning solution in an amount from between about 0.001% to about 10%, with from about 0.01% to 1% weight by volume being preferred, and 0.1% being most preferred.
  • EXAMPLES As a further illustration of the present invention, several examples were prepared and are provided below.
  • the lenses used in the following examples were etafilcon A lenses, (FDA designation Group IV; high water, ionic). Each lens was subjected to a protein deposition procedure followed by soaking in 10 ml of a cleaning composition for four hours, after which, cleaning efficacy was evaluated utilizing a modified Ninhydrin procedure for total lens protein.
  • PROTEIN DEPOSITION The lenses of following examples were each subjected to a protein deposition procedure (pre-treatment) designed to provide proteinaceous deposits on the lenses.
  • the procedure consisting of placing each lens into a clean glass vial and subsequently adding 5 ml of a protein solution such that the lens was completely submerged therein.
  • the vial was then sealed and placed in an approximately 37°C bath for about one hour, followed by removing the lens from the vial and rinsing it with a borate buffer saline.
  • the protein solution utilized in the protein deposition procedure had the following formulation:
  • This solution was prepared by adding the sodium chloride, potassium chloride, calcium chloride and sodium bicarbonate to about 90% of the total volume of distilled water followed by thoroughly mixing. Lysozyme was added to the solution and the resulting solution was stirred for approximately 30 minutes. The solution was brought up to 100%. volume with distilled water and the pH was readjusted with IN HCl or IN NaOH to about 7.2. The acceptable range for osmolality of the solution was between about 280 to 320 mOsmKg.
  • the borate buffered saline utilized in the pre-treatment procedure and in the examples described below had the following formulation:
  • the borate buffered saline solution was prepared by adding the sodium borate, boric acid, and sodium chloride to about 80% to 95% ofthe total volume. The pH of this solution was adjusted to about 7.2 (utilizing IN HCl or IN NaOH as necessary). The solution was subsequently brought up to 100% volume and the pH was readjusted to about 7.2.
  • the acceptable range for osmolality for the borate buffered saline solution was between about 280 to 320 mOsm Kg.
  • a modified Ninhydrin procedure (for more information regarding Ninhydrin procedures, see Shibata and Matoba, Modified Colorimetric Ninhydrin Methods for Peptidase Assay, Analytical Biochemistry 1981 ; 118: 173-184, ) was used to determine the amount of proteinaceous material removed from the lenses by way of various cleaning methods described below.
  • the procedure was substantially as follows: After being cleaned by way of the various cleaning methods described below, each lens was subsequently cut into quarters and the four quarters where placed into a glass test tube. The protein bound to each lens was hydrolyzed by adding 1 ml of 2.5N sodium hydroxide to each tube such that the individual lens pieces therein were completely covered with the base solution.
  • the tubes were capped, placed into a preheated heating block (about 100°C) for approximately two hours, and then removed from the block.
  • the tubes were allowed to cool to room temperature (minimum 30 minutes, not to exceed 4 hours with lens pieces still in solution) and a 15 ⁇ L aliquot of contact lens hydrolysate (hydrolyzed protein from the lens) was removed from each tube, diluted in a 1 to 10 ratio (by volume) with 2.5N sodium hydroxide and subsequently placed into individual disposable polystyrene culture tubes. These culture tubes where subsequently sealed and the contents mixed. 50 ⁇ L of glacial acetic acid was added to each tube to neutralize the sodium hydroxide.
  • ninhydrin reagent (described below) was added to each tube and mixed thoroughly.
  • the tubes were then capped and heated in a water bath (or heating block) at about 90°C for approximately 20 minutes.
  • the tubes were immediately transferred to an ice bath to cool for approximately 5 minutes.
  • 1.0 ml of an equal volume solution of isopropyl alcohol and distilled water was added to each tube.
  • the mixture within the tubes was then thoroughly mixed and the absorbance of each tube was measured at 570 nm on a ultraviolet Spectrophotometer.
  • the amount of protein in each sample was calculated by comparing the absorbance of each sample to that of a known phenylalanine standard curve.
  • the phenylalanine standard curve was prepared by using a working standard of 0.1 mg/ml phenylalanine solution in a disposable polystyrene culture tube. Appropriate dilutions were made to give a range of concentration from about 0 ⁇ g to 15 ⁇ g
  • the phenylalanine solution was prepared by dissolving 0.1% (lmg/ml) phenylalanine into 2.5N sodium hydroxide and stirring for approximately 10 minutes.
  • the ninhydrin reagent used in the procedure was prepared by dissolving
  • ninhydrin and 0.1% stannous chloride into an appropriate amount of methyl cellosolve (ethylene glycol, monomethyl ether) that will yield 50% of the total volume. This mixture was stirred until the solids dissolved into solution. A citrate acetate buffer was then added to bring the solution up to 100%.
  • the citrate acetate buffer was prepared by dissolving about 28.6 ml of acetic acid and 21.0 g of citric acid in approximately 850 ml of distilled water. The solution was then mixed and the pH was adjusted to about 5.0 with an appropriate base (e.g. ION sodium hydroxide). The volume of the solution was then brought up to approximately 1 L with distilled water.
  • the cleaning efficacy of cleaning methods using solutions including polystyrene sulfonates with various molecular weights was evaluated.
  • the cleaning composition utilized in this example consisted of a solution having the following formulation:
  • This solution was prepared by adding the sodium borate, sorbic acid, disodium EDTA, boric acid, and sodium chloride to about 80% to 95% of the total volume. An aqueous solution of polystyrene sulfonate is added to the solution and the volume is brought up to 100% with distilled water. The resulting solution is mixed for not less than 15 minutes at which time the pH is adjusted to about 7.2 to 7.6 with IN sodium hydroxide or IN hydrochloric acid, if necessary.
  • Cleaning was performed by soaking a pre-treated lens (i.e. lens having protein deposited thereon as previously described) in 10 ml of each of the test cleaning composition at room temperature for about 4 hours.
  • the cleaning compositions utilized in each sample where substantially identical but for the specific type of sulfonate material utilized.
  • Example 1-A Monomeric styrene sulfonate having a Mw of approximately 206 available from Polysciences Co.
  • Example 1-B 4-sulfonic calix(4)arene having a Mw of approximately 853 available form Janssen Co.
  • Examples 1-C through 1-F Poly(sodium 4- styrenesulfonate) having a Mw of approximately 1800; 15,000; 18,000; and 20,000, respectively, all available from Polysciences Co.
  • Examples 1-G through l-J Poly(sodium 4-styrenesulfonate) having a Mw of approximately 35,000; 70,000; 200,000; and 500,000; respectively, all available from National Starch and Chemical Co. under the VERSA-TL mark.
  • the lenses were then rinsed with borate buffered saline to prevent solution carry-over and evaluated for protein removal according to the procedure previously described. The results are provided below in Table 1.
  • EXAMPLE 3 The cleaning efficacy of cleaning compositions including 0.5 % poly(sodium 4-styrenesulfonate), (Mw of approximately 150,000 available from the National Starch and Chemical Co. under the mark Flexan 130), at various pH levels was evaluated. Cleaning was evaluated as in Examples 1 and 2, that is, by soaking a pre ⁇ treated lens (i.e. lens having protein deposited thereon as previously described) in 10 ml of the test cleaning composition at room temperature for about 4 hours. The test cleaning compositions utilized in each sample where substantially identical to one another but for the pH of the solution, as indicated in Table 3 below. As in Example 2, the cleaning composition included the borate buffered saline having the composition as previously described. After soaking, the lenses were subsequently rinsed with fresh borate buffered saline to prevent solution carry-over and evaluated for protein removal according to the procedure previously described. The results are provided below in Table 3. TABLE 3
  • cleaning compositions having a pH above 4 demonstrate more effective cleaning, with pH values of about 7 to 8 being particularly preferred, (i.e. Example Nos. 3-D and 3-E).
  • pH values of about 7 to 8 being particularly preferred, (i.e. Example Nos. 3-D and 3-E).
  • pKa values associated with most contact lens materials containing carboxylate groups is typically around 3.5 to 5.0; whereas, the sulfonate groups of the polymer within the cleaning composition typically have pKa values of around -7.
  • the sulfonate groups of the cleaning composition would likely maintain their negative charge.
  • an unexpected advantage of the invention is that maximum cleaning is achieved at bio-compatable pH levels, i.e. around a pH of 7.
  • EXAMPLE 4 The effect of solution osmolality upon cleaning efficacy was evaluated by utilizing cleaning compositions having similar composition as utilized in Examples 2 and 3. Cleaning was evaluated as in Examples 1-3.
  • the test cleaning compositions utilized in each sample of this example where substantially identical but for percentage of sodium chloride used therein to alter the osmolality.
  • the specific osmolality values for each test composition are indicated in Table 4 below.
  • the lenses were rinsed with a borate buffered saline after cleaning to prevent solution carry-over and evaluated for protein removal according to the procedure previously described. The results are provided below in Table 4.

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Abstract

Cette invention concerne le nettoyage de lentilles de contact, lequel consiste à mettre les lentilles en contact avec une composition nettoyante contenant une quantité suffisante pour être efficace d'un ou plusieurs polymères de sulfonate comprenant des unités monomères correspondant à la formule (I) où X représente un lien ou une liaison, M représente un cation de formation de sel, et R représente hydrogène ou un groupe alkyle. Ces compositions nettoyantes peuvent également être employées à des températures élevées, ou peuvent encore contenir des agents antimicrobiens adéquats afin de nettoyer et de désinfecter simultanément les lentilles.
PCT/US1996/008055 1995-06-23 1996-05-30 Procede de nettoyage de lentilles de contact a l'aide de polysulfonates Ceased WO1997000931A1 (fr)

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AU58846/96A AU5884696A (en) 1995-06-23 1996-05-30 Method for cleaning contact lenses utilizing polysulfonates

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US45795P 1995-06-23 1995-06-23
US60/000,457 1995-06-23

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Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0915151A1 (fr) * 1997-11-10 1999-05-12 Tomey Corporation Procédé de nettoyage et de désinfection des lentilles de contact
WO1999043363A1 (fr) * 1997-11-12 1999-09-02 Bausch & Lomb Incorporated Traitement de lentilles de contact a l'aide d'une solution aqueuse comprenant un carbonate alcalin
GB2350369A (en) * 1998-11-17 2000-11-29 Fujimi Inc Polishing and rinsing compositions
JP2004010418A (ja) * 2002-06-06 2004-01-15 Hosokawa Micron Corp ジルコニアゾルの製造方法及びジルコニア微粉末の製造方法
EP2027856A1 (fr) 2003-07-11 2009-02-25 Boehringer Ingelheim Vetmedica Gmbh Procédé de traitement ou de prévention des troubles d système nerveux central avec des composants disposant d'un récepteur de benzodiazépine sélectif
WO2016008788A1 (fr) * 2014-07-17 2016-01-21 Friedrich-Alexander-Universität Erlangen-Nürnberg Substances améliorant la puissance de lavage primaire

Citations (6)

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EP0079030A1 (fr) * 1981-11-02 1983-05-18 Syntex (U.S.A.) Inc. Solution pour le traitement de verres de contact
US4500441A (en) * 1981-05-13 1985-02-19 Toyo Contact Lens Co., Ltd. Contact lens cleaning and storage composition
US5370744A (en) * 1993-08-27 1994-12-06 Alcon Laboratories, Inc. Process for cleaning and disinfecting contact lenses

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US3954965A (en) * 1972-12-29 1976-05-04 Allergan Pharmaceuticals Composition and method of sterilizing soft contact lenses and method for preventing formation of proteinaceous deposits thereon
US3907985A (en) * 1973-07-27 1975-09-23 Burton Parsons And Company Inc Polystyrene sulfonate containing opthalmic solutions
US4259202A (en) * 1979-02-27 1981-03-31 Toyo Contact Lens Co., Ltd. Cleaning and preservative solution for contact lenses
US4500441A (en) * 1981-05-13 1985-02-19 Toyo Contact Lens Co., Ltd. Contact lens cleaning and storage composition
EP0079030A1 (fr) * 1981-11-02 1983-05-18 Syntex (U.S.A.) Inc. Solution pour le traitement de verres de contact
US5370744A (en) * 1993-08-27 1994-12-06 Alcon Laboratories, Inc. Process for cleaning and disinfecting contact lenses
US5370744B1 (en) * 1993-08-27 1999-11-09 Alcon Lab Inc Process for cleaning and disinfecting contact lenses

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0915151A1 (fr) * 1997-11-10 1999-05-12 Tomey Corporation Procédé de nettoyage et de désinfection des lentilles de contact
WO1999043363A1 (fr) * 1997-11-12 1999-09-02 Bausch & Lomb Incorporated Traitement de lentilles de contact a l'aide d'une solution aqueuse comprenant un carbonate alcalin
US6309658B1 (en) 1997-11-12 2001-10-30 Bausch & Lomb Incorporated Treatment of contact lenses with aqueous solution comprising a carbonate salt for enhanced cleaning
GB2350369A (en) * 1998-11-17 2000-11-29 Fujimi Inc Polishing and rinsing compositions
GB2350369B (en) * 1998-11-17 2003-08-20 Fujimi Inc Polishing composition and rinsing composition
JP2004010418A (ja) * 2002-06-06 2004-01-15 Hosokawa Micron Corp ジルコニアゾルの製造方法及びジルコニア微粉末の製造方法
EP2027856A1 (fr) 2003-07-11 2009-02-25 Boehringer Ingelheim Vetmedica Gmbh Procédé de traitement ou de prévention des troubles d système nerveux central avec des composants disposant d'un récepteur de benzodiazépine sélectif
WO2016008788A1 (fr) * 2014-07-17 2016-01-21 Friedrich-Alexander-Universität Erlangen-Nürnberg Substances améliorant la puissance de lavage primaire

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