WO2015023919A1 - Bouchons autolubrifiants pour seringue de produit pharmaceutique - Google Patents

Bouchons autolubrifiants pour seringue de produit pharmaceutique Download PDF

Info

Publication number
WO2015023919A1
WO2015023919A1 PCT/US2014/051210 US2014051210W WO2015023919A1 WO 2015023919 A1 WO2015023919 A1 WO 2015023919A1 US 2014051210 W US2014051210 W US 2014051210W WO 2015023919 A1 WO2015023919 A1 WO 2015023919A1
Authority
WO
WIPO (PCT)
Prior art keywords
component
polymer composition
lubricating
boron nitride
amount
Prior art date
Application number
PCT/US2014/051210
Other languages
English (en)
Inventor
Samuel Conzone
David M. Rusinko
Chandrashekar Raman
Indumathi Ramakrishnan
Anantharaman Dhanabalan
Mayank Kumar Dubey
Markus Bley
Hans Rafael Winkelbach
Original Assignee
Momentive Performance Materials Inc.
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from US13/968,974 external-priority patent/US9782542B2/en
Application filed by Momentive Performance Materials Inc. filed Critical Momentive Performance Materials Inc.
Priority to JP2016534858A priority Critical patent/JP2016535145A/ja
Priority to CN201480057317.7A priority patent/CN105637024A/zh
Priority to EP14836112.4A priority patent/EP3033386A4/fr
Publication of WO2015023919A1 publication Critical patent/WO2015023919A1/fr

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M169/00—Lubricating compositions characterised by containing as components a mixture of at least two types of ingredient selected from base-materials, thickeners or additives, covered by the preceding groups, each of these compounds being essential
    • C10M169/04—Mixtures of base-materials and additives
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61M—DEVICES FOR INTRODUCING MEDIA INTO, OR ONTO, THE BODY; DEVICES FOR TRANSDUCING BODY MEDIA OR FOR TAKING MEDIA FROM THE BODY; DEVICES FOR PRODUCING OR ENDING SLEEP OR STUPOR
    • A61M5/00—Devices for bringing media into the body in a subcutaneous, intra-vascular or intramuscular way; Accessories therefor, e.g. filling or cleaning devices, arm-rests
    • A61M5/002—Packages specially adapted therefor, e.g. for syringes or needles, kits for diabetics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61M—DEVICES FOR INTRODUCING MEDIA INTO, OR ONTO, THE BODY; DEVICES FOR TRANSDUCING BODY MEDIA OR FOR TAKING MEDIA FROM THE BODY; DEVICES FOR PRODUCING OR ENDING SLEEP OR STUPOR
    • A61M5/00—Devices for bringing media into the body in a subcutaneous, intra-vascular or intramuscular way; Accessories therefor, e.g. filling or cleaning devices, arm-rests
    • A61M5/178—Syringes
    • A61M5/31—Details
    • A61M5/315—Pistons; Piston-rods; Guiding, blocking or restricting the movement of the rod or piston; Appliances on the rod for facilitating dosing ; Dosing mechanisms
    • A61M5/31511—Piston or piston-rod constructions, e.g. connection of piston with piston-rod
    • A61M5/31513—Piston constructions to improve sealing or sliding
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61M—DEVICES FOR INTRODUCING MEDIA INTO, OR ONTO, THE BODY; DEVICES FOR TRANSDUCING BODY MEDIA OR FOR TAKING MEDIA FROM THE BODY; DEVICES FOR PRODUCING OR ENDING SLEEP OR STUPOR
    • A61M5/00—Devices for bringing media into the body in a subcutaneous, intra-vascular or intramuscular way; Accessories therefor, e.g. filling or cleaning devices, arm-rests
    • A61M5/178—Syringes
    • A61M5/31—Details
    • A61M5/3129—Syringe barrels
    • A61M2005/3131—Syringe barrels specially adapted for improving sealing or sliding
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
    • C10M2201/04—Elements
    • C10M2201/041—Carbon; Graphite; Carbon black
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
    • C10M2201/06—Metal compounds
    • C10M2201/061—Carbides; Hydrides; Nitrides
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
    • C10M2201/06—Metal compounds
    • C10M2201/062—Oxides; Hydroxides; Carbonates or bicarbonates
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
    • C10M2201/06—Metal compounds
    • C10M2201/065—Sulfides; Selenides; Tellurides
    • C10M2201/066—Molybdenum sulfide
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
    • C10M2201/10—Compounds containing silicon
    • C10M2201/102—Silicates
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
    • C10M2201/10—Compounds containing silicon
    • C10M2201/102—Silicates
    • C10M2201/103—Clays; Mica; Zeolites
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
    • C10M2201/10—Compounds containing silicon
    • C10M2201/105—Silica
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28—Esters
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2213/00—Organic macromolecular compounds containing halogen as ingredients in lubricant compositions
    • C10M2213/06—Perfluoro polymers
    • C10M2213/062—Polytetrafluoroethylene [PTFE]
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/08—Amides
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2229/00—Organic macromolecular compounds containing atoms of elements not provided for in groups C10M2205/00, C10M2209/00, C10M2213/00, C10M2217/00, C10M2221/00 or C10M2225/00 as ingredients in lubricant compositions
    • C10M2229/02—Unspecified siloxanes; Silicones
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2229/00—Organic macromolecular compounds containing atoms of elements not provided for in groups C10M2205/00, C10M2209/00, C10M2213/00, C10M2217/00, C10M2221/00 or C10M2225/00 as ingredients in lubricant compositions
    • C10M2229/04—Siloxanes with specific structure
    • C10M2229/05—Siloxanes with specific structure containing atoms other than silicon, hydrogen, oxygen or carbon
    • C10M2229/051—Siloxanes with specific structure containing atoms other than silicon, hydrogen, oxygen or carbon containing halogen
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2010/00—Metal present as such or in compounds
    • C10N2010/04—Groups 2 or 12
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2010/00—Metal present as such or in compounds
    • C10N2010/06—Groups 3 or 13
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2010/00—Metal present as such or in compounds
    • C10N2010/08—Groups 4 or 14
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2010/00—Metal present as such or in compounds
    • C10N2010/12—Groups 6 or 16
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/06—Oiliness; Film-strength; Anti-wear; Resistance to extreme pressure
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00—Specified use or application for which the lubricating composition is intended
    • C10N2040/50—Medical uses
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2050/00—Form in which the lubricant is applied to the material being lubricated
    • C10N2050/015—Dispersions of solid lubricants
    • C10N2050/02—Dispersions of solid lubricants dissolved or suspended in a carrier which subsequently evaporates to leave a lubricant coating

Definitions

  • the present invention relates to components for a pharmaceutical packaging assembly and a pharmaceutical packaging assembly comprising such components.
  • aspects of the present invention relate to self-lubricating components adapted for sliding engagement with an interior surface of a pharmaceutical packaging assembly, or a packaging assembly coated with a lubricious coating layer.
  • FIG. 1 is a schematic illustration of a syringe and the presence of extractables from a lubricant coating from the syringe barrel in injectables of the syringe.
  • Figure 1 illustrates a syringe containing a drug/biotherapeutic 2 and having a lubricating silicone oil layer 4.
  • the silicone oil droplet 6 leaches into the dispersion, and precipitates as a drug precipitate 8- oligomers on silicone oil droplets.
  • the lubricants are required to ensure smooth and steady injection of the drug, and to minimize the push force required to administer the drug, once the needle is embedded into the patient's skin. Lack of lubrication can result in non-steady, or excessive force to extract the drug from the container resulting in sudden movement of the needle embedded in the patient's skin leading to pain or injury.
  • silicone oil The most widely used conventional lubricant for syringe stoppers is silicone oil. Challenges with silicone oil include (1) a high break-force due to migration of silicone oil from between the plunger and the tube during storage, and (2) interaction of the silicone oil with the biological drugs that results in agglomeration and denaturing, thus reducing drug efficacy. Some have addressed these issues by replacing the silicone oil with hard-baked silicone coatings, fluorocarbon films, and non- silicone coatings (e.g. TriboGlideTM, which is based on perfluoropolyether chemistries). Although these coatings claim to address the break-force and denaturing issues, the addition of coatings into a manufacturing process adds cost and complexity.
  • TriboGlideTM which is based on perfluoropolyether chemistries
  • the present invention provides a pharmaceutical packaging assembly having one or more components moveable within a body of the assembly, wherein the one or more components exhibit excellent lubricity and stability without the side affects experienced with prior lubricated systems such as contamination of the packaging assembly's contents or "unwetting" of the packaging assembly body.
  • the present invention provides a self-lubricating component for use in pharmaceutical packaging assembly.
  • the self lubricating component comprises a material comprising an effective amount of lubricating additive.
  • Exemplary lubricating additives include boron nitride (BN) and polytetrafluoroethylene (PTFE).
  • the present invention provides a pharmaceutical packaging assembly comprising a barrel having an interior surface coated with a composition comprising a lubricating additive.
  • the lubricating additive may include boron nitride.
  • the pharmaceutical packaging assembly may further include a plunger, and the plunger may optionally be coated with a lubricating composition or may be formed from a self-lubricating material comprising a lubricating additive.
  • Figure 1 is a schematic illustration of a syringe and the presence of extractables from a lubricant coating from the syringe barrel in injectables of the syringe;
  • Figure 2 is a cross section of a pre-filled syringe in accordance with aspects of the present invention.
  • Figure 3 is bar graph comparing the coefficient of friction of a silicone coating composition comprising different fillers.
  • the present technology relates to a pharmaceutical packaging assembly having one or more components moveable within the assembly.
  • the pharmaceutical packaging assembly may be adapted for dispensing a liquid such as medicaments, pharmaceuticals, and the like.
  • the assembly is designed for the liquid or dry (lyophilized) storage of drugs.
  • the pharmaceutical packaging assembly may comprise a syringe, and, in embodiments, the syringe may be a pre-filled syringe.
  • a non-limiting embodiment of a pharmaceutical packaging assembly 10 is shown in the form of a syringe (also referred to by numeral 10).
  • the syringe 10 includes a body 20 for housing a fluid and a plunger assembly 30.
  • the body 20 includes an inner wall or surface 22, a distal end terminating in a tapered tip 24, and a proximal end 26 for receiving the plunger assembly 30.
  • Disposed about the periphery of the distal end 26 is flanged portion 28, which may also be referred to as a finger hub, to facilitate holding the body 20 during operation of the plunger.
  • a needle assembly 40 is connected to the tip 24.
  • the packaging assembly may further comprise a removable cover 50 disposed about the needle 40 and the tip 24 to protect the contents of the syringe prior to use, especially when provided as a pre-filled syringe.
  • the plunger assembly 30 includes a plunger rod 32 and a plunger 34.
  • the plunger assembly is generally adapted to be slideably positioned in the body 20.
  • the plunger assembly is typically sized to closely fit within the body 20 to reduce or eliminate leakage of a fluid housed in the body 20.
  • the syringe may be operated by exerting a force on the plunger rod 32, which drives the plunger and forces the fluid housed in the body to be dispensed through the tip 24 and out the needle 40.
  • the plunger 34 which may also be referred to herein as a stopper, may be formed from a material chosen from, for example, a rubber, a plastic, or a silicone material.
  • the plunger rod 32 may be formed of any suitable material including a rubber, a plastic, a glass, or the like.
  • a moveable component such as the plunger/plunger assembly
  • a moveable component may be formed from a self-lubricating material to provide a self- lubricating component.
  • an embodiment of the packaging assembly 10 may include a plunger 34 formed from a self-lubricating material.
  • the self-lubricating material may comprise, for example, a self-lubricating rubber, plastic, or silicone comprising a lubricious additive or filler.
  • Suitable lubricating additives or fillers include those from the following: boron nitride, graphite, molybdenum disulfide, talc, mica, colloidal silica, fumed silica, high molecular weight silicone gum, Reimer's salt, siloxane particles (including, for example, methylsilsesquioxane micro-fine resin particles such as those sold under the tradename TospearlTM), any salt, ester, or amide of a fatty acid, vinylfluoro silicones, D4, or combinations of two or more thereof.
  • Boron nitride is an exemplary lubricating additive and provides excellent results.
  • Suitable salts, esters, or amides of fatty acids include, but are not limited to, zinc stearate, oleamide, erucamide, pentaerythritol stearate, and the like.
  • a particularly suitable lubricating additive is hexagonal boron nitride (hBN).
  • hBN hexagonal boron nitride
  • the amount of filler loading in the self- lubricating material may range from about 0.1 to 50% by weight. In one embodiment the filler loading is from about 3 to about 20% by weight. In another embodiment, the filler loading is from about 5 to about 10% by weight.
  • the base material for forming the self- lubricating material may be selected as desired.
  • the polymer may be any conventional material suitable for use as a syringe plunger.
  • Non-limiting, exemplary materials include natural rubber, silicone elastomers, thermoplastic elastomers, isobutylene or polybutadiene rubber, polytetrafluoroethylene, fluorosilcone rubbers, chlorinated polyethylene elastomers, ethylene vinyl acetate, hexafluoropropylene-vinylidene fluoride-tetrafluoroethylene terpolymers (e.g., materials sold under the tradename
  • a polymer material may be any known in the art.
  • a lubricating additive may be chosen from materials including the following: Boron nitride, graphite, molybdenum disulfide, talc, mica, colloidal silica, fumed silica, high molecular weight silicone gum, Reimer's salt, siloxane particles (e.g., TospearlTM), vinylfluoro silicones, D4, or combinations of two or more thereof.
  • a particularly suitable filler is hBN.
  • the inner surface 22 of the body 20 may be coated with the filled coating.
  • at least a portion of plunger assembly including the surface of the plunger rod 32 or the plunger 34 may be coated with the filled coating.
  • a packaging assembly could be provided comprising a body with an inner surface thereof coated with an filled coating, and a plunger formed from a self-lubricating material.
  • the amount of lubricating additive (e.g., BN or others) in the coating may range from about 0.1 to about 50% by weight, from about 3 to about 20% by weight, and even from about 5 to about 10% by weight.
  • the polymer may be any conventional material suitable for use as a syringe plunger.
  • Non-limiting exemplary materials include silicone elastomers, thermoplastic elastomers, isobutylene or polybutadiene rubber, or polytetrafluoroethylene.
  • the body of the pharmaceutical package may be formed from any suitable material.
  • suitable materials include glass, cyclic olefin copolymers, polymethylpentene, polyethylene, polypropylene, polystyrene, acrylic and mehtacrylic polymers, and the like.
  • the degree of transparency or opacity of the body may also be selected as desired.
  • the self-lubricating plunger is inherently lubricating, it is expected to have a minimal break-force, and will ensure a smooth and consistent actuation during drug delivery. Additionally, because of the excellent lubricating properties of boron nitride, the overall force required to depress the plunger and inject the drug will be reduced, thus minimizing the probability of injury and pain to the patient due to quick movements of the needle embedded into the patient's skin.
  • adding BN powders to the polymeric resins should also reduce oxygen and moisture permeation rate.
  • adding BN platelets to resins should have an added benefit of reducing the resin permeability. That is, it is known that adding platy/flaky talc powders to various resins (rubber s/elastomers and thermoplastics) will reduce permeability of oxygen through the resin.
  • BN polymeric coatings and composite coatings comprising boron nitride may be applied to a conventional syringe plunger and/or the syringe barrel wall in place of the traditional silicone oil coating for lubrication.
  • Boron nitride coatings can be applied to either the tube or the plunger/stopper or both. Boron nitride coatings can be applied as a paint, or through various deposition processes such as chemical vapor deposition, plasma-enhanced chemical vapor deposition, chemical liquid deposition, ion-plasma deposition, physical vapor deposition, electron beam deposition, electroplating, etc.
  • the pharmaceutical package and the moveable component(s) are not limited to a syringe and a plunger, respectively.
  • self-lubricating materials such as, for example, BN filled polymers, may find application where low friction forces are desired, and the use of an inert, immobile lubricant system is appropriate. The following is a partial list:
  • formulations may be modified to include additional functionality to the resin composition.
  • additional functionality for the resin composition.
  • the resin in addition to the low coefficient of friction, it may be desirable for the resin to have low wear/high resistance to abrasion, low permeability to moisture, oxygen and other gases, high thermal conductivity, low compression set, controlled haptic sensation, etc.
  • Various embodiments to achieve such formulations are discussed here below.
  • the wear characteristic of a material is a measure of how much mass or volume is worn off when in sliding contact with a mating surface. Excessive wear is usually undesirable because it may lower the lifetime of the component and may also introduce undesirable particulate debris if in contact with any fluids. While lowering the coefficient of friction may itself help improve or reduce the wear of a material, it may be beneficial to include other hard fillers to minimize the amount of material is abraded.
  • suitable hard fillers include alumina, silica, titania, magnesia, zinc oxide, silicon carbide, silicon nitride, tungsten carbide, cubic boron nitride, aluminum nitride, etc., or a combination of two or more thereof.
  • the hardness (as measured on any relevant scale such as Mohs hardness or Vicker's hardness) of the "hard" fillers is greater than the hardness of the mating surface (e.g., the interior surface of a pharmaceutical package such as a barrel) .
  • the particle size of these hard particle fillers may be of the order of microns, sub-micron or even in the nano-scale.
  • the resin composition comprises up to 20 vol% of a lubricating additive and up to 10 vol% of a hard filler.
  • a lubricating additive may be those mentioned previously such as boron nitride, graphite, telfon/PTFE powders, Reimer's salt, high molecular weight silicone gums, D4, fatty acid derivatives etc.
  • the composition comprises up to 15 vol% of a lubricating additive, and up to 5 vol% of an additional hard filler.
  • the composition comprises up to 10 vol% of the lubricating additive, and up to 3 vol% of the hard filler.
  • the composition contains up to 5 vol% of the lubricating filler and up to 2 vol% of the hard filler.
  • the resin composition comprises from about 0.01 vol% to about 20% vol of a lubricating additive and from about 0.01 vol% to about 15 vol% of a hard filler. In another embodiment, the resin composition comprises from about 0.1 vol% to about
  • the resin composition comprises from about 0.5 vol% to about 5% vol of a lubricating additive and from about 0.5 vol% to about 5 vol% of a hard filler.
  • a third optional reinforcing additive may be included in the composition such as, but not limited to, carbon fiber, glass fiber, aramid fiber, fibrous minerals such that combine silicates of calcium, magnesium, aluminum, iron etc., or other natural or synthetic vitreous fibers, or a fumed metal oxide such as fumed silica, fumed titania, fumed alumina, etc., or a combination of two or more reinforcing additives.
  • the composition may contain up to 20 vol% of an additional reinforcing additive.
  • the composition comprises from about 0.5 vol% volume to about 40 vol% volume of a reinforcing additive; from about 3 vol% to about 30 vol% volume of a reinforcing additive; even from about 5 vol% to about 20 vol% of a reinforcing additive.
  • numerical values can be combined to form new and non-disclosed ranges.
  • the particle size of one or more of the additives may be in the micron-, sub-micron- or nano-scale.
  • Some of the fillers, especially the reinforcing fillers may optionally have a high aspect ratio, say up to 10, up to 50, up to 100, up to 300, or even up to 1000. It may be possible to combine some of the above functionalities by utilizing unique fillers such fibers of alumina, silicon carbide, silicon nitride, glass/silica to combine the reinforcing and hard filler functions into a single material. It will be appreciated that, the composition may contain a combination of two or more of the hard fillers or reinforcing fillers.
  • the surface finish of the final component can be examined or controlled as this too may influence wear behavior of the part or component.
  • the wear of the resin composition may be less than 50 x 10 6 mm 3 /Nm, or less than 30 x lO 6 mm 3 /Nm, or less than 10 x 10 6 mm 3 /Nm, or less than 5 x 10 6 mm 3 /Nm, or less than 2 x 10 6 mm 3 /Nm or even less than 1 x 10 6 mm 3 /Nm.
  • the wear of the resin is from about 0.1 x 10 6 mm 3 /Nm to about 50 x 10 6 mm 3 /Nm, even from about 0.5 x 10 6 mm 3 /Nm to about 30 x 10" 6 mm 3 /Nm
  • Non-limiting examples of such materials are clays, exfoliated clays, graphite, exfoliated graphite, graphene, hBN, exfoliated hBN, boron nitride nanosheets, layered silicates such as kaolinites, montmorillonites, smectites, vermicullites, mica, hydrous mica, etc., or aluminates such as sodium aluminate, beta- alumina, calcium aluminates.
  • the high aspect ratio filler has an aspect ratio of from about 3 to about 1000; from about 10 to about 300; even from about 20 to about 100.
  • the composition in addition to a lubricating additive, contains up to 10 vol% of a high aspect ratio platelet (HARP) filler, up to 30 vol%, or up to 50 vol% or even up to 70 vol% of a HARP filler.
  • the composition comprises from about 0.5 vol% to about 40 vol% of a HARP filler; from about 1 vol% to about 30 vol% of a HARP filler, even from about 5 vol% to about 10 vol%.
  • the above compositions may employ a combination of two or more of the HARP fillers.
  • the permeability of the composition may be less than 1000 barrers, less than 500 barrers, less than 200 barrers, less than 100 barrers, even less than 50 barrers.
  • the composition has a permeability of from about 20 barrers to about 1000 barrers; from about 50 barrers to about 800 barrers; from about 100 barrers to about 500 barrers; even from about 200 barrers to about 300 barrers. The challenge with the formulations is to retain sufficient characteristics of the original resin that still enable use in the application.
  • High loadings of such HARP fillers may lead to decreased elasticity (defined by strain at break), increased flexural and tensile moduli, increased hardness (Shore 00, Shore A or Shore D or equivalent).
  • the material has a Shore A hardness less than 80, less than 40, or even less than 20.
  • the material has a Shore 00 hardness less than 70, less than 50 or even less than 30.
  • an exfoliated clay is added to a silicone elastomer composition.
  • the clay used in these formulation is CloisiteTM 30B, available from Southern Clay Products/Rockwood additives, which is suitably exfoliated while compounding into the silicone resin.
  • compositions may also benefit from high thermal conducitivity in some applications.
  • Higher thermal conductivity may, for example, help dissipate hot spots generated by friction and can help increase the life time of the component.
  • the compositions can comprise a plurality of thermally conductive fillers.
  • the thermally conductive filler is chosen from boron nitride (hexagonal or cubic), silica, glass fibers, a metal oxide such as, zinc oxide, magnesium oxide, beryllium oxide, titanium oxide, zirconium oxide, etc., calcium carbonate, talc, mica, wollastonite, clays, exfoliated clays, alumina, aluminum nitride, graphite, metallic powders, e.g., aluminum, copper, bronze, brass, etc., glass flake, or other high aspect ratio fibers, rods, or flakes, magnesia, titania, fibers or whiskers of carbon, silicon carbide, silicon nitride, nano-scale fibers such as carbon nanotubes, graphene, boron nitride nanotubes, boron nitride nanosheets, zinc oxide nanotubes, etc., or a combination of two or more thereof.
  • the thermally conductive filler has a low electrical conductivity
  • the composition has an in-plane thermal conductivity of at least 0.3 W/mK, at least 0.6 W/mK, at least 1 W/mK, at least 3.5 W/mK, at least 5 W/mK, at least 10 W/mK, even at least 30 W/mK.
  • the through- plane thermal conductivity may be at least 0.3 W/mK, or at least 0.6 W/mK, or at least 1 W/mK, or at least 2 W/mK, or at least 3.5 W/mK, or at least 5 W/mK, or at least 10 W/mK.
  • the composition may be tuned to achieve the right combination of in-plane and through-plane thermal conductivity that may be best for the application. Low compression set;
  • Good compression set can be a useful material property for some applications, especially where the component may experience repeated compression cycles.
  • a low compression set is usually desirable and may help extend the life time of the component.
  • the self-lubricating compositions discussed above may include other additives that would lower the compression set.
  • Non-limiting examples of material suitable for lowering compression set include a clay or other mineral fillers, boron nitride or other ceramic fillers, or a combination of two or more thereof.
  • the composition may contain up to 0.05 wt.% of a clay, up to 1 wt.%, up to 2 wt.%, up to 5 wt.%, up to 10 wt.%.
  • the composition comprises from about 0.05 wt.% to about 10 wt.% of a clay, even from about 1 wt.% to about 5 wt.%.
  • some lubricating additives such as hexagonal boron nitride, graphite, M0S2, wurtzitic- ZnS, tin sulfide etc.
  • the composition has a compression set less than 50%, less than 30%, even less than 20%. In one embodiment, the composition has a compression set of from about 3% to about 50%; from about 5% to about 30%; even from about 10% to about 20%.
  • Non-limiting embodiments of compositions with a low compression set are illustrated in Table 2. As shown in Table 2, adding a claim such as an exfoliated clay can reduce the compression set of the composition.
  • the clay used in these formulation is CloisiteTM 30B, available from Southern Clay Products/Rockwood additives, which is suitably exfoliated while compounding into the silicone resin. Table 2
  • Controlled haptic sensation In addition to low coefficient of friction, it may also be beneficial to improve the haptic sensation or sensory feel of the surface of the material/part.
  • the haptic feel can be adjusted with the use of fillers & additives or controlling the surface finish during the molding step.
  • the self-lubricating compositions discussed above may contain optional additives and/or fillers such as boron nitride, allantoin, arrowroot powder, various types of clays such as bentonite, kaolin, French green clay, red clay etc., cyclomethicone, dimethicone, various types of starch powders or flour such as tapioca starch powder or corn flour, fatty acids or fatty acid derivatives such as stearic acid, magnesium stearate, zinc stearate, oleamide, erucamide etc., silicone resins, gums or partcicles, other additives such as TospearlTM, VelvesilTM, Velvesil FXTM (available from MomentiveTM) etc.
  • the composition contains an additional 0.5 wt.% to 50 wt.%, or 1 to 30 wt.% or 3 to 20 wt.% or 5 to 15 wt.% of such an additive.
  • the roughness of the part can be tuned by imparting a controlled surface roughness in the molding step.
  • the mold may be suitably prepared to deliver a desired surface roughness.
  • the part has an average surface roughness (R a ) of 500 microns or less, or 300 microns or less, or 100 microns or less, or even 50 microns or less. It would be obvious to one skilled in the art that the surface roughness may be characterized by other suitable measures such as RRMS, RV, R p , Rt,, Rsk, Rku etc. of the surface.

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Biomedical Technology (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Hematology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Anesthesiology (AREA)
  • Vascular Medicine (AREA)
  • Diabetes (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Chemistry (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Lubricants (AREA)
  • Infusion, Injection, And Reservoir Apparatuses (AREA)

Abstract

La présente invention concerne, selon un aspect, un composant autolubrifiant pour ensemble conditionnement pharmaceutique. Ledit composant autolubrifiant comprend une composition polymère et une quantité efficace d'un additif de lubrification tel que, par exemple, le nitrure de bore. L'invention concerne, selon un autre aspect, un ensemble conditionnement pharmaceutique dont une surface est revêtue d'une composition lubrifiante contenant du nitrure de bore. Ledit ensemble conditionnement pharmaceutique peut, par exemple, correspondre à une seringue pré-remplie comportant un corps et un ensemble piston.
PCT/US2014/051210 2013-08-16 2014-08-15 Bouchons autolubrifiants pour seringue de produit pharmaceutique WO2015023919A1 (fr)

Priority Applications (3)

Application Number Priority Date Filing Date Title
JP2016534858A JP2016535145A (ja) 2013-08-16 2014-08-15 自己潤滑性医薬品シリンジストッパ
CN201480057317.7A CN105637024A (zh) 2013-08-16 2014-08-15 自润滑的药品注射器栓
EP14836112.4A EP3033386A4 (fr) 2013-08-16 2014-08-15 Bouchons autolubrifiants pour seringue de produit pharmaceutique

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US13/968,974 2013-08-16
US13/968,974 US9782542B2 (en) 2009-10-01 2013-08-16 Self-lubricating pharmaceutical syringe stoppers

Publications (1)

Publication Number Publication Date
WO2015023919A1 true WO2015023919A1 (fr) 2015-02-19

Family

ID=52468715

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2014/051210 WO2015023919A1 (fr) 2013-08-16 2014-08-15 Bouchons autolubrifiants pour seringue de produit pharmaceutique

Country Status (4)

Country Link
EP (1) EP3033386A4 (fr)
JP (1) JP2016535145A (fr)
CN (1) CN105637024A (fr)
WO (1) WO2015023919A1 (fr)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE102015222657A1 (de) * 2015-11-17 2016-05-04 Schaeffler Technologies AG & Co. KG Wärmeleitfähige Elastomermischung mit guten Gleiteigenschaften und Dichtung aus einer derartigen Elastomermischung
CN108699705A (zh) * 2015-12-29 2018-10-23 莫门蒂夫性能材料股份有限公司 用于金属加工的氮化硼涂层及其使用方法

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE102017130944A1 (de) * 2017-12-21 2019-06-27 Kulzer Gmbh Nachlauffreie Spritze, insbesondere zur Verabreichung dentaler pastöser Zusammensetzungen
CN108653889A (zh) * 2018-04-27 2018-10-16 苏州科技城医院 多功能气管插管
JP7211923B2 (ja) * 2019-10-08 2023-01-24 アイシン化工株式会社 放熱成形体用組成物

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20020051596A1 (en) * 1998-08-24 2002-05-02 Nsk Ltd. Retainer and rolling bearing having the same
US20120065595A1 (en) * 2009-10-01 2012-03-15 Conzone Samuel D Self-lubricating pharmaceutical syringe stoppers
WO2012158408A1 (fr) * 2011-05-16 2012-11-22 New Hampshire Ball Bearings, Inc. Nouvelle composition de revêtement de surface autolubrifiant

Family Cites Families (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS58152566A (ja) * 1982-03-08 1983-09-10 積水化学工業株式会社 医療器材用樹脂組成物
US5331019A (en) * 1990-09-04 1994-07-19 Becton, Dickinson And Company Lubricious radiation stable polymeric composition and articles therefrom
GB9602266D0 (en) * 1996-02-05 1996-04-03 West Co Composition
JPH11253556A (ja) * 1998-03-09 1999-09-21 Tetsuo Tokawa 注射器用摺動弁、注射器、及びキット製剤
JP2000065068A (ja) * 1998-08-24 2000-03-03 Nippon Seiko Kk 転がり軸受
JP2001161790A (ja) * 1999-12-08 2001-06-19 Ohtsu Tire & Rubber Co Ltd :The 医療用ゴム栓およびその製造方法
JP4683713B2 (ja) * 2000-12-07 2011-05-18 住友ゴム工業株式会社 注射器用ゴム栓およびその製造方法
JP4444544B2 (ja) * 2001-01-30 2010-03-31 株式会社大協精工 医薬用ゴム栓又は医療用ゴム製品に用いられる架橋体、及びその処理方法
JP2003147138A (ja) * 2001-11-13 2003-05-21 Daikyo Seiko Ltd 医療用具用、医薬品用ゴム組成物及びその架橋体
JP4460278B2 (ja) * 2003-12-17 2010-05-12 株式会社大協精工 注射器用密封栓及びプレフィルド注射器
JP2008000287A (ja) * 2006-06-21 2008-01-10 Terumo Corp 医療用具コーティング用摺動性組成物および摺動性被膜保有医療用具
CA2659869C (fr) * 2006-08-04 2013-10-08 Playtex Products, Inc. Compositions lubrifiantes et leurs articles de fabrication
CN101126417B (zh) * 2007-09-11 2010-12-01 嘉兴中达自润轴承工业有限公司 自润滑滑动轴承材料
CN101386701A (zh) * 2007-09-14 2009-03-18 中国科学院兰州化学物理研究所 一种耐磨自润滑复合材料及其制备方法
US8309213B2 (en) * 2007-10-22 2012-11-13 Flexible Ceramics, Inc. Fire resistant flexible ceramic resin blend and composite products formed therefrom
JP2013043957A (ja) * 2011-08-25 2013-03-04 Sumitomo Rubber Ind Ltd 針キャップ用ゴム組成物
JP5676420B2 (ja) * 2011-11-25 2015-02-25 住友ゴム工業株式会社 熱可塑性エラストマー組成物および医療用ゴム用品

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20020051596A1 (en) * 1998-08-24 2002-05-02 Nsk Ltd. Retainer and rolling bearing having the same
US20120065595A1 (en) * 2009-10-01 2012-03-15 Conzone Samuel D Self-lubricating pharmaceutical syringe stoppers
WO2012158408A1 (fr) * 2011-05-16 2012-11-22 New Hampshire Ball Bearings, Inc. Nouvelle composition de revêtement de surface autolubrifiant

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See also references of EP3033386A4 *

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE102015222657A1 (de) * 2015-11-17 2016-05-04 Schaeffler Technologies AG & Co. KG Wärmeleitfähige Elastomermischung mit guten Gleiteigenschaften und Dichtung aus einer derartigen Elastomermischung
CN108699705A (zh) * 2015-12-29 2018-10-23 莫门蒂夫性能材料股份有限公司 用于金属加工的氮化硼涂层及其使用方法
EP3397792B1 (fr) * 2015-12-29 2021-12-29 Momentive Performance Materials Quartz, Inc. Revêtements en nitrure de bore pour le traitement des métaux et leurs procédés d'utilisation

Also Published As

Publication number Publication date
EP3033386A4 (fr) 2017-04-19
EP3033386A1 (fr) 2016-06-22
JP2016535145A (ja) 2016-11-10
CN105637024A (zh) 2016-06-01

Similar Documents

Publication Publication Date Title
US9782542B2 (en) Self-lubricating pharmaceutical syringe stoppers
US8530536B2 (en) Self-lubricating pharmaceutical syringe stoppers
EP3033386A1 (fr) Bouchons autolubrifiants pour seringue de produit pharmaceutique
US8618185B2 (en) Self-lubricating pharmaceutical syringe stoppers
JP6220408B2 (ja) シリンジ用ガスケットおよびシリンジ
US20070088291A1 (en) Syringe construction
JP5930959B2 (ja) 摺動性被覆層保有医療用具およびシリンジ
EP2226088B1 (fr) Joint d'étanchéité pour une seringue et seringue comprenant le joint d'étanchéité
US20070299402A1 (en) Medical appliance-coating composition and medical appliance
JP5977462B1 (ja) 摺動性を有する医療用シリコーンゴムを使用したガスケット及び該ガスケットを使用したシリンジ並びにその製造方法
JP6006905B1 (ja) 高摺動性シリンジ
US20170014576A1 (en) Gasket for use in syringe and syringe having gasket
WO2023135884A1 (fr) Joint d'étanchéité pour seringue et seringue le comprenant

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 14836112

Country of ref document: EP

Kind code of ref document: A1

ENP Entry into the national phase

Ref document number: 2016534858

Country of ref document: JP

Kind code of ref document: A

NENP Non-entry into the national phase

Ref country code: DE

WWE Wipo information: entry into national phase

Ref document number: 2014836112

Country of ref document: EP