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
  • C11D3/48—Medical, disinfecting agents, disinfecting, antibacterial, germicidal or antimicrobial compositions
• • 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
  • A61L12/143—Quaternary ammonium compounds
• • 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
• • 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
  • C11D3/3703—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
  • C11D3/3707—Polyethers, e.g. polyalkyleneoxides
• • 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
  • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
  • C11D1/008—Polymeric surface-active agents
• • 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
  • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
  • C11D1/66—Non-ionic compounds
  • C11D1/722—Ethers of polyoxyalkylene glycols having mixed oxyalkylene groups; Polyalkoxylated fatty alcohols or polyalkoxylated alkylaryl alcohols with mixed oxyalkylele groups

Definitions

• the present invention generally relates to a composition for and a method of cleaning and disinfecting contact lenses and more particularly relates to an improved composition for a contact lens cleaning and disinfecting solution containing a non-ionic surfactant and a triquatemary phosphate ester and a method of using the solution.
• It contains a polyoxyethylene/polyoxypropylene block copolymer having a molecular weight between 1900 and 15,500, a microbial growth inhibitor of benzalkonium chloride, purified water and a sufficient amount of at least one essentially neutral, water-soluble compatible salt to provide a solution salt content equivalent to about 0.5% to 1 .8% (w/v) sodium chloride.
• the solution may optionally contain bisodium or trisodium ethylenediamine tetraacetate and a polymeric viscosity-building agent.
• Krezanoski, et al. employed benzalkonium chloride as the anti-microbial agent which when combined with the surfactant of polyoxyethylene/polyoxypropylene block copolymer has been found to be not completely effective in its anti-microbial activities.
• U.S. Patent No. 4,504,405 to Howes discloses a substantially isotonic aqueous solution suitable for the cleaning of soft and gas permeable contact lenses comprising a sterile aqueous solution of 0.01 % to 2.00% of an ophthalmically acceptable non-ionic surface active agent, 0.0012% to 0.003% of a chlorohexidine salt and sufficient amount of non-ionic tonicity adjusting agent.
• the solution taught by Howes may preferably include a non-ionic surface active agent of polyoxyethylene/polyoxypropylene block copolymer.
• Howes does not teach the use of the desirable triquatemary phosphate ester anti-microbial agent.
• U.S. Patent No. 4,908,147 to Tsao, et al. discloses an aqueous self- preserving soft contact lens solution containing between 0.005% to 2.0% by weight of a water-soluble amphoteric surfactant; between 0% to 5% by weight of a substantially non-ionic surfactant which may suitably be a polyoxyethylene/polyoxypropylene block copolymer; between 0% to 5% by weight of a thickener; between 0% to 1 % by weight of a chelating agent; between 0% to 2% by weight of a buffer; between 0% to 2% by weight of a water-soluble salt compatible with ocular tissue, and the remainder water.
• the purpose of Tsao, et al.'s composition is to preserve and clean soft contact lenses by using an effective surfactant and a preservative of the amphoteric compound. It does not provide a single step from storage - to the eye solution.
• a commercial lens care solution is supplied by I.C.N. Corporation under the trade name of Unicare Green ® .
• This commercially available lens care solution contains a polyoxyethylene/polyoxypropylenecopolymer non-ionic surfactant
• F127 having a molecular weight of 12,600 and containing 70% polyoxyethylene and 30% polyoxypropylene and a triquatemary phosphate ester anti-microbial agent.
• the solution has poor cleaning properties.
• the solution also has a poor anti-microbial activity in a six hour log reduction test against 5. marcescens.
• Detailed information about the polyoxyethylene/polyoxypropylene copolymer non-ionic surfactant may be found in a technical pamphlet published by BASF Corporation (Parsippany, N.J.) "Pluronic ® & Tetronic ® Surfactants” (1989).
• a cleaning, disinfecting, and rinsing solution for contact lenses having superior cleaning and anti-microbial properties can be formulated.
• This solution preferably comprises between about 0.1 % to about 1.0% (w/v) of a non-ionic surfactant of polyoxyethylene/polyoxypropylene block copolymer having a molecular weight less than 13,000 daltons, a polyoxypropylene to polyoxyethylene weight ratio between 20/80 and 80/20 and a polyoxypropylene molecular weight range of 2000 to 3000 daltons; between about 0.001 % to about 0.05% (w/v) of a triquaternary phosphate ester; between about 0.1 % to about 0.9% (w/v) of a neutral, water-soluble salt; between about 0.05% to about 0.10% (w/v) of a chelating agent such as disodium edentate; between about 0.1 % to about 0.4% (w/v) of a buffering agent
• HEC hydroxyethylcellulose
• the resulting cleaning and disinfecting solution has superior cleaning capability and greatly improved anti-microbial activity due to what is believed to be a potentiating reaction between the non-ionic surfactant and the triquatemary phosphate ester anti-microbial agent.
• the present invention is also directed to a method of cleaning, disinfecting, and rinsing contact lenses comprising the steps of mixing a non-ionic surfactant of polyoxyethylene/polyoxypropylene block copolymer having a molecular weight range between about 2500 to 13,000 daltons, a polyoxypropylene to polyoxyethylene weight ratio between 20/80 and 80/20 and a polyoxypropylene molecular weight range of 2000 to 3000 daltons; and an anti-microbial agent preferably of triquatemary phosphate ester.
• a contact lens is then contacted with the solution for a sufficient length of time so that the lens is cleaned, disinfected, and rinsed.
• the present invention is directed to a new and improved cleaning, disinfecting, and rinsing solution for contact lenses which exhibits superior cleaning capability and greatly improved anti-microbial activity. More specifically, the unexpected effect of potentiation between the non-ionic surfactant and the anti-microbial agent makes this solution extremely effective in killing S. marcescens (ATCC 14041 ).
• the present invention is further directed to an effective method of cleaning, disinfecting, and rinsing contact lenses in a single step.
• the present invention can be readily employed with all contact lenses such as conventional hard, soft, gas permeable and silicone lenses. However, it is preferably employed with soft contact lenses such as those commonly referred to as hydrogel lenses prepared by monomers such as hydroxyethylmethacrylate, hydroxyethylmethyl methacrylate, vinylpyrrolidone, glyceromethacrylate, methacrylate or acid esters and the like.
• the present invention involves a new and improved solution for cleaning, disinfecting, and rinsing contact lenses comprising an unique combination of a non-ionic surfactant and a triquatemary phosphate ester anti-microbial agent.
• a family of surfactants of non-ionic nature has been employed in the present invention.
• a suitable family of surfactants for the present invention can be obtained commercially from the BASF Corporation under the trade name of Pluronic ® surfactants.
• This family of block copolymers can be generally described as polyoxyethylene/polyox ⁇ propylene condensation polymers terminated in primary hydroxyl groups. They are synthesized by first creating a hydrophobe of desired molecular weight by the controlled addition of propylene oxide to the two hydroxyl groups of propylene glycol.
• ethylene oxide is added to sandwich this hydrophobe between h ⁇ drophile groups where the length of the hydrophile molecules are controlled to constitute between 10% to 80% by weight of the final weight of the molecule.
• This family of surfactants may be represented by the empirical formula
• Oxide Oxide Oxide Oxide Oxide where the surfactants may exist in liquid, paste or solid form depending on the molecular weight and the composition ratio of hydrophile (polyoxyethylene) to hydrophobe (polyoxypropylene).
• surfactants having lower molecular weights were found to be more efficient cleaning agents.
• a molecular weight range between about 2500 to 13,000 daltons is a suitable range for our invention.
• Specific examples of Pluronic ® surfactants are satisfactory: L64, F68, F87, F88, F98, P65, P75, P84, P85, P104, and P105.
• the surfactants of the present invention have a molecular weight of 2500-13,000 daltons, a hydrophobe/hydrophile ratio range of 80/20 to 20/80 and a hydrophobe molecular weight ranging from about 2000-3000 daltons.
• the physical properties of these Pluronic ® surfactants are listed in Table I.
• a suitable concentration range for the Pluronic ® surfactants in order to produce satisfactory cleaning is generally 0.01 to 10% (w/v) and preferably between about 0.1 % to about 1 .0% (w/v).
• the molecular weight of the surfactant should fall in between about 2500 to about 13,000 daltons (preferably 3400 to 6500) and the composition ratio between polyoxypropylene to polyoxyethylene is between about 20/80 to about 80/20 and preferably 40/60 to 60/40.
• composition ratio we mean the ratio of the weight of polyoxypropylene to the weight of polyoxyethylene contained in the surfactant.
• the molecular weight of the polyoxypropylene ranges from 2000 to 3000 daltons, preferably 2330 to 2750 daltons.
• Pluronic ® P65, P75 and P85 all have a composition ratio of 50/50 for polyoxypropylene/polyoxyethylene. There is an equal amount of hydrophile and hydrophobe in these surfactants.
• Another Pluronic ® surfactant P84 employed in the present invention has a polyoxypropylene to polyoxyethylene ratio of 80/20. It is reasonable to believe that other surfactants having a polyoxypropylene to polyoxyethylene appropriate ratio should work equally well in our invention.
• the hydrophobe content is too high, i.e., above 80%, or the molecular weight of the surfactant is above 13,000 daltons, the surfactant becomes too cytotoxic to be used in a lens care solution.
• the hydrophobe concentration is too low, i.e., below 20%, or the molecular weight of the surfactant is below 2500 daltons, the cleaning efficiency of the solution is believed to be reduced. It is also important that the molecular weight of the polyoxypropylene be between about 2000 and about 3000 daltons.
• the preferred and optimal composition of hydrophobe/hydrophile in the surfactant of the present invention is between about 80/20 to about 20/80, and 50/50, respectively.
• Another significant aspect of the present invention is the preferred use of a specific microbicidal agent of a triquatemary phosphate ester of cocoamidopropyl PG dimonium chloride phosphate.
• This triquatemary phosphate ester is commercially available as Phospholipid ® PTC (previously known as Monaquat ® PTC) supplied by Mona Industries.
• Phospholipid ® PTC previously known as Monaquat ® PTC
• This triquatemary phosphate ester has good, broad spectrum in its anti-bacteria properties. Unlike other quaternary ammonium compounds, it also has considerable anti-fungal activity in the concentration range of about 100 to about 300 ppm calculated as active solids.
• the anti-fungal activity of the triquatemary phosphate ester makes it potentially useful when combined with other preservatives such as WSCP (water soluble cationic polymer), etc., to provide full spectrum microbicidal activity with reduced cytotoxicity.
• WSCP water soluble cationic polymer
• Pluronic ® P85 is added, a sufficient improvement in the microbicidal activity is achieved.
• the presently useful water soluble cationic polymers preferably have the following repeating unit
• R 1 # R 4 and R ⁇ are each independently selected from alkylene radicals containing 1 to about 6 carbon atoms
• R 2 , R 3 , R 5 and R 7 are each independently selected from alkyl radicals containing 1 to about 6 carbon atoms
• each A " is independently selected from ophthalmically acceptable anions
• x is the number of repeating units in the polymer and is an integer in the range of about
• WSCP poly [oxyethylene (dimethyliminio) ethylene - (dimethyliminio) ethylene dichloride]
• WSCP disinfecting agents are commercially available from Buckman Laboratories, Inc. and are described in U.S. Patent No. 4,250,269 which is incorporated herein by reference.
• Monaquat ® PTC may be empirically represented by the formula CH 3 0
• R C 5 ⁇ C 17 Alkyl
• Monaquat ® PTC offers excellent substantivity, lubricity and feel to human hair and skin. It is adequately described in U.S. Patent No. 4,209,449 which is incorporated herein by reference.
• Phospholipid ® PTC is a synthetic, vegetable derived multicationic phospholipid complex. It can be obtained from Mona Industries, Inc. of Paterson, New Jersey. Its CTFA description is cocamidopropyl PG-Dimonium chloride phosphate with the formula:
• Another disinfecting agent is the poly quaternary amine Croquat L. Croquat
• Croquat L is a quaternary ammonium substituted polypeptide which is based on a collagen hydrolysate of relatively low molecular weight, includes lauryl trimethyl ammonium chloride groups and has a molecular weight in the range of 500 to about 5000.
• Croquat L is commercially available from Croda, inc.
• the solution should be formulated to contain the same salt concentration as that present in human body fluids.
• a neutral, water-soluble salt of sodium chloride is employed for this purpose.
• Other neutral, water-soluble salts such as potassium chloride may also be suitably used.
• the solution in the present invention also contains a salt of ethylenediamine tetraacetate such as disodium EDTA.
• This salt is useful as a chelating agent and also as an anti-microbial aid.
• Other salts suitable for the present invention are sodium hexametaphosphate, sodium citrate, and other chelating agents.
• buffering agents are used in the present invention to adjust pH value of the solution at a desirable level of 8 or below.
• a preferred level of pH in the present invention is between about 6.9 and about 7.9.
• the buffering agents used are boric acid and sodium borate.
• Other similar acids including, but not limited to, tricine may be suitably used to bring the pH value of the solution to a desired level. It is also believed that the borate buffer facilitates antifungal activity.
• a viscosity-enhancing agent is also employed in the present invention to bring the viscosity of the solution to a desirable value to provide cushioning of the contact lens in the eye and thus improving comfort to the wearer.
• a desirable viscosity-enhancing agent for the present invention is HEC
• hydroxyethyl cellulose (hydroxyethyl cellulose).
• Other polymeric cellulosic material such as hydroxyethyl methyl cellulose or polymeric non-ionic thickeners such as HPMC
• hydroxypropyl methylcellulose HPC(hydroxypropyl cellulose)andPVA(polyvinyl acetate, with buffers other than the boric acid system) may also be suitably used.
• EXAMPLE 1 A cleaning, disinfecting, and rinsing solution for contact lenses is prepared with the following composition.
• HEC 0.50% (w/v) EXAMPLE 2 A new and improved cleaning, disinfecting, and rinsing solution is prepared by the following composition.
• Example 2 This solution is similar to that in Example 1 except the content of EDTA is doubled. As will be shown later in Table II, it has improved microbicidal activity against S. marcescens at 6 hours and against A. fumigatus at 4 hours.
• EXAMPLE 3 A new and improved cleaning, disinfecting, and rinsing solution for contact lenses is formulated by the following composition:
• Phospholipid ® PTC was increased from 0.03% to 0.035%.
• EXAMPLE 4 A cleaning and disinfecting solution for contact lenses is formulated by the composition:
• This example is similar to that in Example 4 except that the content of Phospholipid ® PTC is increased from 0.035% to 0.04%.
• a cleaning, disinfecting, and rinsing solution for contact lenses is formulated by the composition:
• EXAMPLE 6 This example is a commercially available lens care solution supplied by ICN Corporation under the trade name of Unicare Green ® . It has the following composition:
• This commercial product uses Pluronic ® F127 instead of P85 used in the present invention and HPMC (hydroxypropyl methyl cellulose) instead of HEC used in the present invention.
• A. niger was conducted. This standard log reduction test is expressed in the units of log reduction in a number of contaminating organisms. A ten-fold reduction in the number of contaminating organisms is a one-log reduction. For example, reducing a contamination level of 1 ,000,000 organisms to 100,000 organisms is a one-log reduction. Reducing a contamination level of 10,000 organisms to 1 ,000 organisms is also a one-log reduction. It is desired based on worldwide preservation and disinfection criteria that after six hours exposure to the disinfection solution, the bacteria should be reduced by at least three logs and the fungi should be reduced by at least one log. It should be noted that this test is a log reduction from a six-log challenge. Therefore, a requirement for a three-log reduction means that the solution must be able to reduce a challenge of 10 6 organisms to 10 3 organisms in the required time period.
• the results after 6 hours achieved by the present invention is a 4.9 log reduction when compared to a 1 .9 log reduction achieved by the Unicare Green ® product.
• the 3 log difference represents that the disinfecting function of the present invention is 1 ,000 times more effective than the Unicare Green ® solution in the killing of S. marcescens bacteria.
• the use of the non-ionic surfactants of the present invention greatly potentiated the microbicidal activity of the anti-microbial agent used. See Table III below which shows use of the surfactants of the present invention (Entry Nos. 1 -4, 6, 7 and 9) having superior microbicidal activity against S. marcescens than those outside the present invention (Entry Nos. 5 and 8).

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• Chemical & Material Sciences (AREA)
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• Chemical Kinetics & Catalysis (AREA)
• Engineering & Computer Science (AREA)
• Oil, Petroleum & Natural Gas (AREA)
• Wood Science & Technology (AREA)
• Organic Chemistry (AREA)
• Health & Medical Sciences (AREA)
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• Detergent Compositions (AREA)
• Eyeglasses (AREA)
• Apparatus For Disinfection Or Sterilisation (AREA)

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• 1994
  • 1994-06-29 AU AU73193/94A patent/AU7319394A/en not_active Abandoned
  • 1994-06-29 WO PCT/US1994/007347 patent/WO1995001414A1/en not_active Application Discontinuation
  • 1994-06-29 JP JP7503625A patent/JPH08512145A/ja active Pending
  • 1994-06-29 EP EP94923277A patent/EP0724622A1/de not_active Withdrawn

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