US20130240530A1 - Bromobutyl rubber-based self-resealing septum and closure assembly - Google Patents

Bromobutyl rubber-based self-resealing septum and closure assembly Download PDF

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Publication number
US20130240530A1
US20130240530A1 US13/422,571 US201213422571A US2013240530A1 US 20130240530 A1 US20130240530 A1 US 20130240530A1 US 201213422571 A US201213422571 A US 201213422571A US 2013240530 A1 US2013240530 A1 US 2013240530A1
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Prior art keywords
septum
container
layer
self
container assembly
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US13/422,571
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English (en)
Inventor
John T. Glaser
Mark Jasko
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Fisher Scientific Co LLC
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Fisher Scientific Co LLC
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Priority to US13/422,571 priority Critical patent/US20130240530A1/en
Assigned to FISHER SCIENTIFIC COMPANY L.L.C. reassignment FISHER SCIENTIFIC COMPANY L.L.C. ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: GLASER, JOHN T., JASKO, MARK
Priority to PCT/US2013/027055 priority patent/WO2013138039A1/en
Priority to TW102109377A priority patent/TW201343757A/zh
Publication of US20130240530A1 publication Critical patent/US20130240530A1/en
Assigned to FISHER SCIENTIFIC COMPANY L.L.C. reassignment FISHER SCIENTIFIC COMPANY L.L.C. CORRECTIVE ASSIGNMENT TO CORRECT THE ASSIGNEE STREET ADDRESS PREVIOUSLY RECORDED AT REEL: 028024 FRAME: 0279. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNMENT. Assignors: GLASER, JOHN T., JASKO, MARK
Abandoned legal-status Critical Current

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    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01L—CHEMICAL OR PHYSICAL LABORATORY APPARATUS FOR GENERAL USE
    • B01L3/00—Containers or dishes for laboratory use, e.g. laboratory glassware; Droppers
    • B01L3/50—Containers for the purpose of retaining a material to be analysed, e.g. test tubes
    • B01L3/508—Containers for the purpose of retaining a material to be analysed, e.g. test tubes rigid containers not provided for above
    • B01L3/5082—Test tubes per se
    • B01L3/50825—Closing or opening means, corks, bungs
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B25/00—Layered products comprising a layer of natural or synthetic rubber
    • B32B25/04—Layered products comprising a layer of natural or synthetic rubber comprising rubber as the main or only constituent of a layer, which is next to another layer of the same or of a different material
    • B32B25/08—Layered products comprising a layer of natural or synthetic rubber comprising rubber as the main or only constituent of a layer, which is next to another layer of the same or of a different material of synthetic resin
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B25/00—Layered products comprising a layer of natural or synthetic rubber
    • B32B25/18—Layered products comprising a layer of natural or synthetic rubber comprising butyl or halobutyl rubber
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B27/00—Layered products comprising a layer of synthetic resin
    • B32B27/32—Layered products comprising a layer of synthetic resin comprising polyolefins
    • B32B27/322—Layered products comprising a layer of synthetic resin comprising polyolefins comprising halogenated polyolefins, e.g. PTFE
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B65—CONVEYING; PACKING; STORING; HANDLING THIN OR FILAMENTARY MATERIAL
    • B65D—CONTAINERS FOR STORAGE OR TRANSPORT OF ARTICLES OR MATERIALS, e.g. BAGS, BARRELS, BOTTLES, BOXES, CANS, CARTONS, CRATES, DRUMS, JARS, TANKS, HOPPERS, FORWARDING CONTAINERS; ACCESSORIES, CLOSURES, OR FITTINGS THEREFOR; PACKAGING ELEMENTS; PACKAGES
    • B65D41/00—Caps, e.g. crown caps or crown seals, i.e. members having parts arranged for engagement with the external periphery of a neck or wall defining a pouring opening or discharge aperture; Protective cap-like covers for closure members, e.g. decorative covers of metal foil or paper
    • B65D41/02—Caps or cap-like covers without lines of weakness, tearing strips, tags, or like opening or removal devices
    • B65D41/04—Threaded or like caps or cap-like covers secured by rotation
    • B65D41/0471—Threaded or like caps or cap-like covers secured by rotation with means for positioning the cap on the container, or for limiting the movement of the cap, or for preventing accidental loosening of the cap
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B65—CONVEYING; PACKING; STORING; HANDLING THIN OR FILAMENTARY MATERIAL
    • B65D—CONTAINERS FOR STORAGE OR TRANSPORT OF ARTICLES OR MATERIALS, e.g. BAGS, BARRELS, BOTTLES, BOXES, CANS, CARTONS, CRATES, DRUMS, JARS, TANKS, HOPPERS, FORWARDING CONTAINERS; ACCESSORIES, CLOSURES, OR FITTINGS THEREFOR; PACKAGING ELEMENTS; PACKAGES
    • B65D41/00—Caps, e.g. crown caps or crown seals, i.e. members having parts arranged for engagement with the external periphery of a neck or wall defining a pouring opening or discharge aperture; Protective cap-like covers for closure members, e.g. decorative covers of metal foil or paper
    • B65D41/32—Caps or cap-like covers with lines of weakness, tearing-strips, tags, or like opening or removal devices, e.g. to facilitate formation of pouring openings
    • B65D41/34—Threaded or like caps or cap-like covers provided with tamper elements formed in, or attached to, the closure skirt
    • B65D41/3442—Threaded or like caps or cap-like covers provided with tamper elements formed in, or attached to, the closure skirt with rigid bead or projections formed on the tamper element and coacting with bead or projections on the container
    • B65D41/3447—Threaded or like caps or cap-like covers provided with tamper elements formed in, or attached to, the closure skirt with rigid bead or projections formed on the tamper element and coacting with bead or projections on the container the tamper element being integrally connected to the closure by means of bridges
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B65—CONVEYING; PACKING; STORING; HANDLING THIN OR FILAMENTARY MATERIAL
    • B65D—CONTAINERS FOR STORAGE OR TRANSPORT OF ARTICLES OR MATERIALS, e.g. BAGS, BARRELS, BOTTLES, BOXES, CANS, CARTONS, CRATES, DRUMS, JARS, TANKS, HOPPERS, FORWARDING CONTAINERS; ACCESSORIES, CLOSURES, OR FITTINGS THEREFOR; PACKAGING ELEMENTS; PACKAGES
    • B65D51/00—Closures not otherwise provided for
    • B65D51/002—Closures to be pierced by an extracting-device for the contents and fixed on the container by separate retaining means
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01L—CHEMICAL OR PHYSICAL LABORATORY APPARATUS FOR GENERAL USE
    • B01L2200/00—Solutions for specific problems relating to chemical or physical laboratory apparatus
    • B01L2200/14—Process control and prevention of errors
    • B01L2200/141—Preventing contamination, tampering
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01L—CHEMICAL OR PHYSICAL LABORATORY APPARATUS FOR GENERAL USE
    • B01L2300/00—Additional constructional details
    • B01L2300/04—Closures and closing means
    • B01L2300/041—Connecting closures to device or container
    • B01L2300/044—Connecting closures to device or container pierceable, e.g. films, membranes
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B2250/00—Layers arrangement
    • B32B2250/02—2 layers
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B2250/00—Layers arrangement
    • B32B2250/03—3 layers
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B2250/00—Layers arrangement
    • B32B2250/24—All layers being polymeric
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B2435/00—Closures, end caps, stoppers
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B2435/00—Closures, end caps, stoppers
    • B32B2435/02—Closures, end caps, stoppers for containers
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B2439/00—Containers; Receptacles
    • B32B2439/40—Closed containers
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B2439/00—Containers; Receptacles
    • B32B2439/40—Closed containers
    • B32B2439/60—Bottles

Definitions

  • This invention relates generally to septa, and more particularly to a penetrable and self-resealing septum and closure assembly, which can be used for storing non-aqueous liquids in the chemical, medical, and biochemical industries.
  • Septa are piercable, mechanical barriers typically positioned between a vessel and its contents (usually a liquid) and the vessel's ambient environment.
  • a septum prevents contamination of the vessel contents and/or contamination of the environment by the vessel contents.
  • the ability of the septum to maintain this separation is important for non-aqueous solvents and chemical reagents, especially hygroscopic or reactive reagents that require isolation from ambient laboratory conditions.
  • non-aqueous solvents such as dimethylsulfoxide and acetone can readily absorb atmospheric moisture upon exposure, and reactive reagents such as organolithium reagents can readily react with oxygen and atmospheric moisture.
  • a septum maintains its ability to prevent contamination after an initial piercing by a member such as a small gauge tube.
  • a typical septum is generally comprised of resilient material, pressed or otherwise inserted into a rigid collar, such as a vessel neck or cap so as to hold the elastomer under radial compression.
  • the septum may be optionally coated on one or both sides by an inert polymer such as a fluoropolymer, which are generally inelastic as compared to the resilient material.
  • the resilient material When pierced by a small gauge tube, the resilient material creates a seal around the tube with a radial reaction force. When the tube is withdrawn, the resilient material forces the hole closed to form a substantially contiguous closed condition, thus, resealing the vessel.
  • the tube In the event that the septum is coated with an inert polymer material on the vessels content side of the septum, the tube generally leaves a hole that does not substantially close thereby permitting exposure of the resilient material to the vessel's contents.
  • the resilient material making up the septum needs to demonstrate compatibility with the vessel's contents. Because the chemical reactivity properties of non-aqueous solvents and chemical reagents are highly variable and dependent on their specific identity, often times many different types of resilient materials need to be tested and matched according to the resilient material's non-reactivity with the solvents or reagents. Often times the match is less than ideal, resulting in a premature breakdown of the contiguous closed hole, which permits contact between the vessel's contents and the ambient air.
  • a septum comprising a single species of resilient material that demonstrates broad compatibility with non-aqueous solvents and chemical reagents, and is simple to fabricate.
  • the present invention overcomes the foregoing and other shortcomings and drawbacks of re-sealing septa and closure assemblies heretofore known. While the invention will be described in connection with certain embodiments, it will be understood that the invention is not limited to these embodiments. On the contrary, the invention includes all alternatives, modifications and equivalents as may be included within the spirit and scope of the present invention.
  • a septum for use in a self-resealing closure assembly for a container is provided.
  • the septum which is suitable for closing an opening in a container, enables storing non-aqueous liquids, such as organic solvents, liquid organic compounds, water-reactive or oxygen-reactive compounds, or combinations thereof.
  • the septum is particularly designed to provide re-sealing properties to containers after having been punctured by a hollow member, such as a needle, to preserve a separation of the non-aqueous liquid from the ambient environment outside of the container.
  • a septum for use in a self-resealing closure assembly for a container is provided.
  • the septum is a laminate structure penetrable by a member in an axial direction and a portion of the laminate structure is configured to elastically distend to pass the member through a tear in the septum and to be self-closing by returning opposite edges of the tear to a substantially contiguous closed condition after withdrawal of the member and which maintains a seal following member penetration in an axial direction and withdrawal.
  • the septum includes a first layer of a resilient material having first and second opposed surfaces, and a second layer of a non-elastic polymer extending across, and bonded to, the first surface of the first layer.
  • the first layer has a thickness within the range from about 2 mm to about 10 mm.
  • the second layer has a thickness within the range from about 0.03 mm to about 1 mm.
  • a self-resealing closure assembly for a container, the assembly enables storing non-aqueous liquids, such as organic solvents, liquid organic compounds, water-reactive or oxygen-reactive compounds, or combinations thereof.
  • the self-resealing closure assembly includes a septum, a retaining mechanism of inelastic material for supporting the septum, and a cap of inelastic material.
  • the septum is particularly designed to provide re-sealing properties to containers after having been punctured by a hollow member, such as a needle, to preserve a separation of the non-aqueous liquid from the ambient environment outside of the container.
  • the septum is a laminate structure penetrable by a member in an axial direction and a portion of the laminate structure is configured to elastically distend to pass the member through a tear in the septum and to be self-closing by returning opposite edges of the tear to a substantially contiguous closed condition after withdrawal of the member and which maintains a seal following member penetration in an axial direction and withdrawal.
  • the septum includes a first layer of a resilient material having first and second opposed surfaces, and a second layer of a non-elastic polymer extending across, and bonded to, the first surface of the first layer.
  • the retaining mechanism of inelastic material has an inner and an outer surface, wherein the inner surface of the retaining mechanism is configured to make closing engagement with a rim of the container, and wherein the septum is supported in an opening defined in the retaining mechanism.
  • the cap of inelastic material configured to engage with the outer surface of the container or the retaining mechanism.
  • a method of preserving a non-aqueous liquid in a container includes storing the non-aqueous liquid within a self-resealing container assembly according to embodiments of the present invention.
  • FIG. 1 illustrates in partial perspective view a self-resealing non-aqueous liquid container assembly in accordance with an embodiment of the present invention
  • FIG. 2 illustrates in perspective view a disassembled self-resealing closure assembly of the self-resealing non-aqueous liquid container assembly shown in FIG. 1 ;
  • FIG. 3 illustrates in perspective view a puncturable septum for the disassembled self-resealing closure assembly shown in FIG. 2 ;
  • FIG. 3A is a cross-sectional view taken along line 3 A- 3 A in FIG. 3 depicting the puncturable septum in the self-resealing closure assembly of FIG. 2 ;
  • FIG. 4 is a partial transverse cross-sectional view of the self-resealing non-aqueous liquid container assembly shown in FIG. 1 ;
  • FIG. 5 is a partial transverse cross-sectional view of a self-resealing non-aqueous liquid container assembly according to an embodiment of the present invention.
  • the container assembly 10 generally includes a self-sealing closure assembly 14 affixed to a container 18 that contains a non-aqueous liquid 20 , as shown in the illustrated embodiment.
  • the self-sealing closure assembly 14 generally includes a septum 22 , a retaining mechanism 24 for the septum that is configured to make a closing engagement with a rim of the container, as well as to support the septum 22 , and a cap 28 configured to engage with an outer surface of the retaining mechanism 24 .
  • the cap 28 may be configured to engage with container 18 .
  • the septum 22 is a laminate structure including a first layer 30 of a resilient material having a first surface 34 and a second surface 36 , where the first and the second surfaces 34 , 36 are opposing surfaces, and a second layer 40 of a non-elastic polymer extending across, and bonded to, the first surface 34 of the first layer 30 .
  • FIG. 3A which is a cross-sectional view taken along line 3 A- 3 A of FIG.
  • the septum 22 further comprises a third layer 42 of a non-elastic polymer extending across, and bonded to, the second surface 36 of the first layer 30 , such that the first layer 30 of resilient material is sandwiched between two layers 40 , 42 of non-elastic polymers.
  • the resilient material is derived from a bromobutyl rubber.
  • bromobutyl rubber refers to a brominated butyl elastomer.
  • Brominated butyl elastomers suitable for use in the embodiments of the present invention include, but are not limited to, those elastomers obtained by bromination of butyl rubber, which is a copolymer of an isoolefin, and a co-monomer such as a C 4 to C 6 conjugated diolefin co-monomer or an alkyl-substituted vinyl aromatic co-monomer.
  • An exemplary isoolefin includes isobutene.
  • An exemplary conjugated diolefin co-monomer includes isoprene, and an exemplary vinyl aromatic co-monomer includes C 1 -C 4 -alkyl substituted styrene.
  • Examples of brominated butyl elastomers that are commercially-available include brominated isobutene-isoprene copolymer (BIIR), or brominated isobutene-methylstyrene copolymer (BIMS).
  • Brominated butyl elastomers typically contain in the range of from 0.1 to 10 weight percent, for example 0.5 to 5 weight percent, of repeating units derived from the diolefin, and in the range of from 90 to 99.9 weight percent, for example 95 to 99.5 weight percent, of repeating units derived from the isoolefin, based upon the hydrocarbon content of the polymer, and in the range of from 0.1 to 9 weight percent, for example from 0.75 to 2.3 weight percent, bromine, based upon the bromobutyl polymer.
  • the brominated butyl elastomer comprises isobutene and isoprene.
  • a typical brominated butyl elastomer has a molecular weight, expressed as the Mooney viscosity according to DIN 53 523 (ML 1+8 at 125° C.), in the range of from 25 to 60.
  • the resilient material can also include commonly used additives such as stabilizers and fillers.
  • Suitable stabilizers include calcium stearate and epoxidized soy bean oil, which may be present in an amount in the range of from 0.5 to 5 parts by weight per 100 parts by weight of the brominated butyl rubber (phr).
  • Suitable fillers include, for example, kaolin, titanium dioxide, carbon blacks, such as those carbon blacks that can be prepared by the lamp black, furnace black or gas black process and have BET specific surface areas of 20 to 200 m 2 /g, for example, SAF, ISAF, HAF, FEF or GPF carbon blacks.
  • the bromobutyl rubber-based resilient material comprises white kaolin filler, titanium dioxide, and carbon N600, available from Kunststoff-Wöhleke GmbH-SiemensstraBe 25- D-31135 Hildesheim (BIIR 50960 darkgrey).
  • the first layer 30 of resilient material has a thickness in the range from about 1 mm to about 10 mm.
  • the thickness of the first layer 30 may be about 1 mm, about 2 mm, about 3 mm, about 4 mm, about 5 mm, about 6 mm, about 7 mm, about 8 mm, about 9 mm, or about 10 mm.
  • the thickness of the first layer 30 may be uniform.
  • the thickness of the first layer 30 may be greater in a central portion, or greater in the periphery, of the septum 22 .
  • the thickness of the first layer is about 3 mm and is substantially uniform.
  • the second layer 40 of a non-elastic polymer is positioned toward the non-aqueous liquid contents side of the septum 22 .
  • the non-elastic polymer should be selected so as to be compatible with any of the non-aqueous liquids to which septum 22 may be exposed in its intended use.
  • the non-elastic polymer should be a substantially chemically inert polymer.
  • suitable non-elastic polymers for the second layer 40 include fluoropolymers, such as a polytetrafluoroethylene (PTFE), a (perfluoroalkoxy) fluoropolymer (PFA), and a fluorinated ethylene-propylene polymer (FEP).
  • fluoropolymers include, but are not limited to, TEFLON®, TEFLON® PFA, and TEFLON® FEP, which are commercially available from E. I. DuPont de Nemours and Company, Wilmington, Del.
  • Other brand names for PFA granules are Neoflon® PFA from Daikin or Hyflon® PFA from Solvay Solexis.
  • PFA is characterized as having properties similar to that of polytetrafluoroethylene (PTFE), but PFA differs from the PTFE resins in that it is generally melt-processable using conventional injection molding and screw extrusion techniques.
  • PFA and FEP both share PTFE's useful properties of low coefficient of friction and non-reactivity, but are more easily formable.
  • PFA is softer than PTFE and melts at 305° C.
  • the non-elastic polymer is a (perfluoroalkoxy) fluoropolymer (PFA).
  • the septum 22 further comprises a third layer 42 of a non-elastic polymer extending across, and bonded to, the second surface 36 of the first layer 30 , such that the first layer 30 of resilient material is sandwiched between two layers of non-elastic polymers.
  • the third layer 42 of a non-elastic polymer is positioned away from the non-aqueous liquid contents side of the septum 22 , i.e., toward the ambient environment. Accordingly, non-elastic polymers suitable for the third layer 42 are not generally limited by their chemical reactivity with the non-aqueous liquid.
  • the third layer 42 may comprise fluoropolymers, such as a polytetrafluoroethylene, a (perfluoroalkoxy) fluoropolymer, and a fluorinated ethylene-propylene polymer, and thereby not unnecessarily confine the septum 22 to a single orientation.
  • the second and third layer 40 , 42 comprise the same fluoropolymer.
  • the second and/or third layer 40 , 42 have a thickness less than about 1 mm. According to one embodiment, the thickness is within the range from about 0.03 mm to about 1 mm.
  • the thickness of the second layer 40 or the third layer 42 may be independently about 0.03 mm, about 0.05 mm, about 0.1 mm, about 0.15 mm, about 0.2 mm, about 0.25 mm, about 0.5 mm, or about 1 mm.
  • the laminate structure of the septum 22 can be fabricated in any of a number of ways.
  • One such way includes bonding the three layers together with a flexible adhesive or other suitable means, such as stitching or heat pressing.
  • the non-elastic polymer can be provided as a liquid
  • the polymer may be applied to the first and/or second surface 34 , 36 of the first layer 30 by spray coating or extruding the non-elastic polymer onto the first layer 30 of resilient material.
  • the bonded non-elastic material assists the resilient material in providing self-resealing properties.
  • the septum 22 can be used in combination with a retaining mechanism 24 of inelastic material having an inner 46 and an outer 48 surface.
  • the inner surface 46 of the retaining mechanism 24 is configured to make closing engagement with a rim 50 of the container 18
  • the outer surface 48 can be configured to make closing engagement with cap 28 .
  • the retaining mechanism 24 may be generally tubular in shape with internal threading 53 provided on the inner surface 46 of the retaining mechanism 24 to provide frictional engage with complementary threading 54 on an outer surface 56 of container 18 .
  • the retaining mechanism 24 can further include a protruding member 57 , which provides obstructive interference with a complementary protruding member 58 on the outer surface 60 of the container 18 , should removal of the retaining mechanism 24 be attempted.
  • the septum 22 is supported in an opening 62 defined in the retaining mechanism 24 .
  • the retaining mechanism 24 is adapted to support the septum 22 and thereby facilitate direct and intimate contact between the second layer 40 of the septum 22 and the rim 50 of the container 18 , which provides the necessary barrier between the non-aqueous liquid and the surrounding atmosphere.
  • the opening 62 is configured to provide a snug fit of the septum 22 in the opening 62 .
  • the inner surface 46 of the retaining mechanism 24 can further include a raised portion 63 that is axially disposed above the rim 50 and provides frictional retention of the septum 22 between the retaining mechanism 24 and the rim 50 upon tightening of the retaining mechanism 24 onto the container 18 . This frictional interference provided by the compressional deformation of the third layer 42 of the septum 22 by the raised portion 63 maintains the septum 22 within the opening 62 during application of downward axial force by a puncturing member, such as a needle.
  • Complementary support is provided to the septum 22 by the cross-member 64 , which is defined by apertures 70 in the retaining mechanism 24 that are axially disposed above the septum 22 .
  • the cross-member 64 prevents deflection of the septum 22 when withdrawing the puncturing member from the septum 22 , or if the internal pressure of the container exceeds ambient pressure.
  • a cap 28 of inelastic material is configured to engage with the outer surface 48 of the retaining mechanism 24 .
  • the cap 28 can be configured to engage with a complementary configuration of the outer surface 48 of the container 18 .
  • the cap 28 is provided with internal threading 72 , which provides frictional engage with complementary threading 74 on the outer surface 48 of retaining mechanism 24 .
  • the cap 28 may further include an outer cap liner 78 positioned at the upper inner surface 82 of the cap, which upon tightening of the cap 28 onto the retaining mechanism 24 provides a secondary level of closure to the container 18 beyond the septum 22 .
  • the outer cap liner 78 may be a disc formed of a foamed fluoropolymer.
  • a needle 84 is shown entering the septum 22 through aperture 70 into a volume of the container 18 to gain access to the non-aqueous liquid 20 for retrieval of a sample of the liquid.
  • non-aqueous liquids refers to liquids that are not water-based and do not contain water that has been intentionally added. However, adventitious presence of water is not excluded. For example, non-aqueous liquids may contain an amount of adventitious water equal to or less than about 100 parts per million (ppm). For particular solvents or other liquids, the suitable or preferred levels can be higher or lower.
  • Non-aqueous liquids include, but are not limited to, organic solvents, liquid organic compounds, a water-reactive or oxygen-reactive compound, or combinations thereof.
  • non-aqueous liquids also include organic solvent solutions or mixtures comprising water-reactive or oxygen-reactive compounds.
  • water-reactive includes the ability to spontaneously absorb or adsorb atmospheric moisture, i.e., hygroscopy.
  • Exemplary organic solvent classes include alcohols, amides, amines, aromatic amines, esters, ethers, hydrocarbons, halogenated hydrocarbons, ketones, nitriles, or sulfoxides.
  • Exemplary organic solvents include, but are not limited to, acetone, acetonitrile, chloroform, diethyl ether, dimethylacetamide, dimethylformamide, dimethylsulfoxide, dioxane, ethanol, ethyl acetate, hexane, methanol, N-methylpyrrolidinone, pyridine, tetrahydrofuran, or toluene.
  • Exemplary liquid organic compounds include amines such as diethyl amine, benzyl amine, or ethanolamine; aldehydes such as acetaldehyde or crotonaldehyde; or phosphines such as tri-n-butylphosphine.
  • amines such as diethyl amine, benzyl amine, or ethanolamine
  • aldehydes such as acetaldehyde or crotonaldehyde
  • phosphines such as tri-n-butylphosphine.
  • Exemplary water-reactive or oxygen reactive compounds include organometallic compounds, boranes, hydrides, Lewis acids, or acid halides.
  • Organometallic compounds include, but are not limited to, organomagnesium compounds, organolithium compounds, organoaluminum compounds, or organozinc compounds.
  • Exemplary organomagnesium compounds which are also commonly known as Grignard reagents, include methylmagnesium bromide, phenylmagnesium bromide, methylmagnesium iodide, or phenylmagnesium chloride.
  • Exemplary organolithium compounds include n-butyllithium, ethyllithium, phenyllithium, or tert-butyllithium.
  • Exemplary organoaluminum compounds include diethylaluminum chloride, diisobutylaluminum chloride, or triethylaluminum.
  • Exemplary organozinc compounds include diethyl zinc or dimethyl zinc.
  • Exemplary boranes include diethylmethoxyborane or tributylborane.
  • Exemplary hydrides include diisobutylaluminum hydride or lithium aluminum hydride.
  • Exemplary Lewis acids include boron tribromide or tin chloride.
  • Exemplary acid halides include acetyl chloride.
  • Other chemical reagents that may also be stored using the assemblies and methods disclosed herein also include bromine in acetic acid, or hydrogen chloride in ethanol.
  • non-aqueous liquids also include deuterated nuclear magnetic resonance (NMR) solvents, such as acetone-d6, acetonitrile-d3, deuterium oxide, dichloromethane-d2, methanol-d4, dimethylsulfoxide-d6, or toluene-d8.
  • NMR deuterated nuclear magnetic resonance
  • a method of preserving a non-aqueous liquid in a container includes storing the non-aqueous liquid within the self-resealing container assemblies described above.
  • the herein described self-resealing container assemblies may inhibit the absorption of ambient moisture.
  • a member such as a hollow member in the form of an needle 90 , may penetrate septum 22 in axial direction to provide or remove contents to/from container 18 .
  • the septum 22 and more specifically the first layer 30 of resilient material of the septum 22 , maintains a seal around the puncturing member, and re-closes to maintain the seal in container 18 when the member is withdrawn from septum 22 .
  • the assemblies and methods disclosed herein provide acceptable compatibility with the non-aqueous liquids, as well as provide improved isolation of the non-aqueous liquid from the external ambient environment and thereby provide protection against adventitious water absorption or absorption.
  • the self-resealing container assembly provides less than about 100% increase in water content above the initial water content after storage of the container assembly at ambient conditions for extended durations after a single occurrence of puncturing the septum with an 18 gauge needle and retracting the 18 gauge needle.
  • the self-resealing container assembly provides less than about 100% increase in water content above the initial water content after storage of the container assembly at ambient conditions for 6 weeks after a single occurrence of puncturing the septum with an 18 gauge needle and retracting the 18 gauge needle. In another embodiment, the self-resealing container assembly provides less than about 100% increase in water content above the initial water content after storage of the container assembly at ambient conditions for 7 weeks, 8 weeks, or more.
  • the initial water content may be equal to or less than 75 ppm, or equal to or less than 50 ppm.
  • the increase in water content over the testing period is less than about 75%, less than about 50%, or less than about 25% above the initial water content.
  • each bromobutyl rubber-based septum is placed in a retainer mechanism, which is subsequently affixed to a bottle containing a dry organic solvent (e.g., acetonitrile (ACN), dichloromethane (DCM), diethyl ether (DEE), tetrahydrofuran (THF), and toluene (TOL)).
  • a dry organic solvent e.g., acetonitrile (ACN), dichloromethane (DCM), diethyl ether (DEE), tetrahydrofuran (THF), and toluene (TOL)
  • the first puncture rinses the syringe, and either the second or the third puncture sample may be tested for water content.
  • This puncturing protocol is performed at weekly intervals with the physical integrity of the septum and the inversion test being performed each week. The water content is tested at weekly intervals, with the unpierced bottle being tested at the conclusion of the testing period.
  • the results are shown in Table 2 below.
  • the following bromobutyl and ethylene propylene diene monomer (EPDM) septa were tested: EPDM bright one side 0.1 mm PTFE coating; Bromobutyl grey with 0.25 mm PFA foil coating; Bromobutyl black with 0.25 mm PFA foil coating; and EPDM bright 0.05 mm PFA coating with dark primer.
  • the puncturing protocol describe above was performed using an 18 gauge needle on the four septa types in combination with acetonitrile (ACN), dichloromethane (DCM), diethyl ether (DEE), tetrahydrofuran (THF), and toluene (TOL) organic solvents to evaluate the ability of each septa type to inhibit the absorption of water.
  • ACN acetonitrile
  • DCM dichloromethane
  • DEE diethyl ether
  • THF tetrahydrofuran
  • TOL toluene
  • the puncturing protocol describe above was performed using an 18 gauge needle on the two bromobutyl rubber-based septa in combination with acetone, diethylether (DEE), methanol (MeOH), dichloromethane (DCM), dimethylformamide (DMF), and tetrahydrofuran (THF) organic solvents to evaluate the ability of each septa type to inhibit the absorption of water.
  • DEE diethylether
  • MeOH methanol
  • DCM dichloromethane
  • DMF dimethylformamide
  • THF tetrahydrofuran
  • the puncturing protocol describe above was performed using an 18 gauge needle on a bromobutyl rubber-based septa (Gummi-Wohleke GmbH-SiemensstraBe 25-D-31135 Hildesheim) in combination with acetone, diethylether (DEE), methanol (MeOH), dichloromethane (DCM), dimethylformamide (DMF), and tetrahydrofuran (THF) organic solvents to evaluate the ability of the septa type to inhibit the absorption of water.
  • DEE diethylether
  • MeOH methanol
  • DCM dichloromethane
  • DMF dimethylformamide
  • THF tetrahydrofuran

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  • Engineering & Computer Science (AREA)
  • Mechanical Engineering (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Analytical Chemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Hematology (AREA)
  • Clinical Laboratory Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medical Preparation Storing Or Oral Administration Devices (AREA)
  • Closures For Containers (AREA)
US13/422,571 2012-03-16 2012-03-16 Bromobutyl rubber-based self-resealing septum and closure assembly Abandoned US20130240530A1 (en)

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PCT/US2013/027055 WO2013138039A1 (en) 2012-03-16 2013-02-21 Bromobutyl rubber-based self-resealing septum and closure assembly
TW102109377A TW201343757A (zh) 2012-03-16 2013-03-15 以溴化丁基橡膠為主之自我重新密封之隔膜與封閉件總成

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US20160059250A1 (en) * 2014-08-27 2016-03-03 Gbemisola Yewanbe Ogunyomi System and Method for Containing a Liquid Content for an Airbrush Device
US9586730B2 (en) 2014-06-06 2017-03-07 Fisher Scientific Company, L.L.C. Tamper-evident closure assembly including outer shell, and related systems and methods
WO2017223138A1 (en) * 2016-06-21 2017-12-28 Coravin, Inc. Beverage container cap for use with beverage extractor
US10035627B2 (en) 2014-06-06 2018-07-31 Fisher Scientific Company, L.L.C. Tamper-evident closure assembly including outer shell, and related systems and methods
CN113474083A (zh) * 2019-01-04 2021-10-01 仪器实验室公司 用于高刺穿计数应用的容器塞子
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Cited By (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2915585A1 (en) 2014-03-06 2015-09-09 Fisher Scientific Company L.L.C. Tamper-evident closure assembly having two tamper-evidencing members, and related methods
CN104891002A (zh) * 2014-03-06 2015-09-09 费舍尔科学有限责任公司 具有两个显窃启构件的显窃启封闭组合件及相关方法
US9758281B2 (en) 2014-03-06 2017-09-12 Fisher Scientific Company, L.L.C. Tamper-evident closure assembly having two tamper-evidencing members, and related methods
US9586730B2 (en) 2014-06-06 2017-03-07 Fisher Scientific Company, L.L.C. Tamper-evident closure assembly including outer shell, and related systems and methods
US10035627B2 (en) 2014-06-06 2018-07-31 Fisher Scientific Company, L.L.C. Tamper-evident closure assembly including outer shell, and related systems and methods
US20160059250A1 (en) * 2014-08-27 2016-03-03 Gbemisola Yewanbe Ogunyomi System and Method for Containing a Liquid Content for an Airbrush Device
WO2017223138A1 (en) * 2016-06-21 2017-12-28 Coravin, Inc. Beverage container cap for use with beverage extractor
US10399751B2 (en) 2016-06-21 2019-09-03 Coravin, Inc. Beverage container cap for use with beverage extractor
US10994904B2 (en) 2016-06-21 2021-05-04 Coravin, Inc. Beverage container cap for use with beverage extractor
AU2017280057B2 (en) * 2016-06-21 2022-06-30 Coravin, Inc. Beverage container cap for use with beverage extractor
CN113474083A (zh) * 2019-01-04 2021-10-01 仪器实验室公司 用于高刺穿计数应用的容器塞子
US20220267060A1 (en) * 2021-02-11 2022-08-25 Gerresheimer Glas Gmbh Supporting Member for Supporting a Sealing of a Container

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