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US20040190975A1 - Applicators, dispensers and methods for dispensing and applying adhesive material - Google Patents

Applicators, dispensers and methods for dispensing and applying adhesive material Download PDF

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Publication number
US20040190975A1
US20040190975A1 US10/359,699 US35969903A US2004190975A1 US 20040190975 A1 US20040190975 A1 US 20040190975A1 US 35969903 A US35969903 A US 35969903A US 2004190975 A1 US2004190975 A1 US 2004190975A1
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US
United States
Prior art keywords
applicator
body portions
adhesive material
dispenser
dispenser according
Prior art date
Legal status (The legal status 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 status listed.)
Abandoned
Application number
US10/359,699
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English (en)
Inventor
Jack Goodman
William Cotter
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Ethicon Inc
Original Assignee
Closure Medical Corp
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
Application filed by Closure Medical Corp filed Critical Closure Medical Corp
Priority to US10/359,699 priority Critical patent/US20040190975A1/en
Assigned to CLOSURE MEDICAL CORPORATION reassignment CLOSURE MEDICAL CORPORATION ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: GOODMAN, JACK, COTTER, WILLIAM M.
Priority to US10/663,909 priority patent/US7306390B2/en
Priority to CA2457248A priority patent/CA2457248C/fr
Priority to JP2004032207A priority patent/JP4772285B2/ja
Priority to EP10180774.1A priority patent/EP2363209B1/fr
Priority to EP04002790A priority patent/EP1445032B1/fr
Publication of US20040190975A1 publication Critical patent/US20040190975A1/en
Priority to US11/928,658 priority patent/US8376642B2/en
Assigned to ETHICON, INC. reassignment ETHICON, INC. MERGER (SEE DOCUMENT FOR DETAILS). Assignors: CLOSURE MEDICAL CORPORATION
Priority to US13/739,213 priority patent/US8790032B2/en
Abandoned legal-status Critical Current

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    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B05—SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
    • B05C—APPARATUS FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
    • B05C17/00—Hand tools or apparatus using hand held tools, for applying liquids or other fluent materials to, for spreading applied liquids or other fluent materials on, or for partially removing applied liquids or other fluent materials from, surfaces
    • B05C17/005—Hand tools or apparatus using hand held tools, for applying liquids or other fluent materials to, for spreading applied liquids or other fluent materials on, or for partially removing applied liquids or other fluent materials from, surfaces for discharging material from a reservoir or container located in or on the hand tool through an outlet orifice by pressure without using surface contacting members like pads or brushes
    • B05C17/00583—Hand tools or apparatus using hand held tools, for applying liquids or other fluent materials to, for spreading applied liquids or other fluent materials on, or for partially removing applied liquids or other fluent materials from, surfaces for discharging material from a reservoir or container located in or on the hand tool through an outlet orifice by pressure without using surface contacting members like pads or brushes the container for the material to be dispensed being deformable
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61B—DIAGNOSIS; SURGERY; IDENTIFICATION
    • A61B17/00—Surgical instruments, devices or methods
    • A61B17/00491—Surgical glue applicators
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B05—SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
    • B05C—APPARATUS FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
    • B05C17/00—Hand tools or apparatus using hand held tools, for applying liquids or other fluent materials to, for spreading applied liquids or other fluent materials on, or for partially removing applied liquids or other fluent materials from, surfaces
    • B05C17/002—Hand tools or apparatus using hand held tools, for applying liquids or other fluent materials to, for spreading applied liquids or other fluent materials on, or for partially removing applied liquids or other fluent materials from, surfaces with feed system for supplying material from an external source; Supply controls therefor
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B05—SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
    • B05C—APPARATUS FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
    • B05C17/00—Hand tools or apparatus using hand held tools, for applying liquids or other fluent materials to, for spreading applied liquids or other fluent materials on, or for partially removing applied liquids or other fluent materials from, surfaces
    • B05C17/005—Hand tools or apparatus using hand held tools, for applying liquids or other fluent materials to, for spreading applied liquids or other fluent materials on, or for partially removing applied liquids or other fluent materials from, surfaces for discharging material from a reservoir or container located in or on the hand tool through an outlet orifice by pressure without using surface contacting members like pads or brushes
    • B05C17/00586—Means, generally located near the nozzle, for piercing or perforating the front part of a cartridge
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B05—SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
    • B05C—APPARATUS FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
    • B05C17/00—Hand tools or apparatus using hand held tools, for applying liquids or other fluent materials to, for spreading applied liquids or other fluent materials on, or for partially removing applied liquids or other fluent materials from, surfaces
    • B05C17/005—Hand tools or apparatus using hand held tools, for applying liquids or other fluent materials to, for spreading applied liquids or other fluent materials on, or for partially removing applied liquids or other fluent materials from, surfaces for discharging material from a reservoir or container located in or on the hand tool through an outlet orifice by pressure without using surface contacting members like pads or brushes
    • B05C17/01—Hand tools or apparatus using hand held tools, for applying liquids or other fluent materials to, for spreading applied liquids or other fluent materials on, or for partially removing applied liquids or other fluent materials from, surfaces for discharging material from a reservoir or container located in or on the hand tool through an outlet orifice by pressure without using surface contacting members like pads or brushes with manually mechanically or electrically actuated piston or the like
    • B05C17/0116—Hand tools or apparatus using hand held tools, for applying liquids or other fluent materials to, for spreading applied liquids or other fluent materials on, or for partially removing applied liquids or other fluent materials from, surfaces for discharging material from a reservoir or container located in or on the hand tool through an outlet orifice by pressure without using surface contacting members like pads or brushes with manually mechanically or electrically actuated piston or the like characterised by the piston driving means

Definitions

  • This invention relates to applicators and/or dispensers for dispensing and/or applying an adhesive material, for example, a polymerizable monomer compound such as a cyanoacrylate adhesive, particularly for medical use.
  • an adhesive material for example, a polymerizable monomer compound such as a cyanoacrylate adhesive, particularly for medical use.
  • Monomer and polymer adhesives are used in both industrial (including household) and medical applications. Included among these adhesives are the 1,1-disubstituted ethylene monomers and polymers, such as the ⁇ -cyanoacrylates. Since the discovery of the adhesive properties of such monomers and polymers, they have found wide use due to the speed with which they cure, the strength of the resulting bond formed, and their relative ease of use. These characteristics have made the ⁇ -cyanoacrylate adhesives the primary choice for numerous applications such as bonding plastics, rubbers, glass, metals, wood, and, more recently, biological tissues.
  • Medical applications of 1,1-disubstituted ethylene monomer adhesive compositions include use as an alternate or an adjunct to surgical sutures and staples in wound closure as well as for covering and protecting tissue wounds such as lacerations, abrasions, burns, stomatitis, sores, and other open surface wounds.
  • tissue wounds such as lacerations, abrasions, burns, stomatitis, sores, and other open surface wounds.
  • tissue wounds such as lacerations, abrasions, burns, stomatitis, sores, and other open surface wounds.
  • Applicators for dispensing a polymerizable and/or cross-linkable material such as a 1,1-disubstituted ethylene formulation
  • a polymerizable and/or cross-linkable material such as a 1,1-disubstituted ethylene formulation
  • U.S. Pat. No. 5,928,611 to Leung and copending U.S. patent application Ser. No. 09/430,177, filed Oct. 29, 1999.
  • many different 1,1-disubstituted ethylene formulations are known for various applications, for example, cyanoacrylate formulations used as fast-acting surgical adhesives, sealants, bioactive agent release matrixes and implants utilized in medical, surgical and other in vivo applications.
  • Such formulations include those disclosed by Leung and the references cited therein.
  • a further problem in addressing the above requirements of adhesive applicators and/or dispensers is the need to provide a stable monomer product. Particularly in small quantities, cyanoacrylate monomers are prone to premature polymerization, which would render the product useless.
  • industrial production of monomeric adhesive compositions has had to balance rapid cure rates and high bond strengths with shelf-life.
  • the shelf-life of these adhesives is primarily related to stability (i.e., constancy of compositional nature), uncured physical properties, rate of cure of the adhesive, as well as final cured properties of the composition.
  • the shelf-life of a monomeric ⁇ -cyanoacrylate composition may be measured as a function of the amount of time the composition can be stored before unacceptable levels of polymerization, such as measured by viscosity increase, occur. Unacceptable levels are indicated by a level of polymerization product that reduces the usefulness of the composition in the application for which it is produced.
  • Known devices fail to provide an applicator and/or dispenser that is optimized for convenient dispensing and application of adhesive materials on a variety of surfaces and structures.
  • the known applicators are generally either optimized for delivery of other compositions or are inconvenient for use in conjunction with adhesives.
  • such conventional devices generally do not address the competing needs of ease of use and adhesive stability prior to application.
  • This invention addresses the above needs by providing applicators and dispensers that permit economical and efficient use of adhesive compositions.
  • applicators and/or dispensers are provided that are more user friendly.
  • applicators and/or dispensers are provided that are more ergonomic.
  • applicators and/or dispensers are provided whereby an amount of adhesive material may be conveniently applied.
  • the applicators and/or dispensers can be either disposable or reusable, depending on the desired application.
  • an applicator and/or dispenser is designed to facilitate manipulation by hand for dispensing and/or applying an adhesive.
  • applicators and/or dispensers are provided that are pen-like, providing a familiar feel to the user.
  • an applicator and/or dispenser is designed to be more comfortable to the user, easier to grip and/or easier to operate.
  • an applicator and/or dispenser is designed to provide acceptable stability and shelf-life to the adhesive composition without the need to add separate stabilizer materials to the polymerizable monomer.
  • the shelf-life is provided by the applicator and/or dispenser itself, the cure rate of the adhesive composition is not adversely affected, as in the case where one or more stabilizers are added. Accordingly, the need to apply separate polymerization initiators or rate modifiers can be reduced or even eliminated.
  • an applicator and/or dispenser includes a polymerization initiator or accelerator for the adhesive material.
  • the polymerization initiator or accelerator may be disposed in or on a tip or other part of the applicator.
  • the polymerization initiator or accelerator may be absorbed or adsorbed into a porous portion of the applicator, may be coated on a surface of the applicator, or otherwise incorporated into a portion of the applicator.
  • the applicator and/or dispenser may also include a frangible barrier separating first and second compartments, for example, to keep the polymerization initiator or accelerator separated from the adhesive material prior to use.
  • this invention is directed to an applicator/dispenser for dispensing and/or applying an adhesive material, comprising: a first body portion and a second body portion, at least one of the first and second body portions being movable relative to the other of the first and second body portions; a cavity in at least one of the first and second body portions; and a piercing or breaking member arranged on one of the first and second body portions, wherein movement of one of the first and second body portions relative to the other of the first and second body portions moves the piercing or breaking member into the cavity.
  • the applicator/dispenser further comprises a container of adhesive material at least partially disposed within the cavity, wherein movement of one of the first and second body portions relative to the other of the first and second body portions moves the piercing or breaking member to rupture the container.
  • the adhesive material comprises a polymerizable monomer adhesive material.
  • the adhesive material comprises a polymerizable 1,1-disubstituted ethylene monomer formulation.
  • the adhesive material comprises a cyanoacrylate formulation.
  • an applicator/dispenser for a polymerizable monomeric adhesive material includes a material that provides acceptable stability and shelf-life to the adhesive composition without the need to add separate stabilizer materials to the polymerizable monomer.
  • the shelf-life is provided by the material of the applicator and/or dispenser, the cure rate of the adhesive composition is not adversely affected.
  • the need to apply separate polymerization initiators or rate modifiers can be reduced or even eliminated.
  • the applicator/dispenser includes a polymerization initiator or accelerator for the adhesive material.
  • the applicator/dispenser further comprises a pivoting connection that movably connects the first and second body portions.
  • the first and second body portions may comprise a handle portion of the applicator/dispenser.
  • the second body portion is rotatable relative to the first body portion.
  • the applicator/dispenser further comprises a camming surface arranged on one of the first and second body portions other than the one of the first and second body portions on which the piercing or breaking member is arranged, wherein rotation of the second body portion relative to the first body portion moves the piercing or breaking member into the cavity by contacting the camming surface and the piercing or breaking member.
  • the applicator/dispenser further comprises: a bladder disposed at least partially within the cavity, at least a portion of the bladder being flexible; and a container of adhesive material disposed within the bladder and at least partially located in the cavity, wherein movement of one of the first and second body portions relative to the other of the first and second body portions moves the piercing or breaking member to rupture the container.
  • the applicator/dispenser further comprises a plug member at least partially disposed in an opening of the bladder, the plug member being made of a material that is at least one of porous, absorbent and adsorbent in nature.
  • the plug member comprises an applicator tip.
  • the applicator/dispenser further comprises: a slide assembly having a plunger portion that is at least partially disposed in the cavity and a slide portion that is at least partially disposed outside the cavity, the slide assembly being slidably movable to move the plunger portion toward a dispensing opening of the cavity; and an opening in at least one of the first and second body portions through which the slide portion of the slide assembly extends.
  • the applicator/dispenser further comprises: a container of adhesive material disposed in the cavity between the dispensing opening of the cavity and the plunger portion of the slide assembly, wherein movement of one of the first and second body portions relative to the other of the first and second body portions moves the piercing or breaking member to rupture the container and movement of the slide member moves the plunger portion to dispense the adhesive material from the cavity once the container is ruptured.
  • this invention is directed to a kit comprising: at least one applicator/dispenser; and a plurality of containers of adhesive material arranged to be placed at least partially in the cavity of the at least one applicator/dispenser, wherein movement of one of the first and second body portions relative to the other of the first and second body portions moves the piercing or breaking member to rupture one of the containers that is placed at least partially in the cavity.
  • the kit further comprises a plurality of removable applicator tips.
  • the kit further comprises a polymerization initiator or rate modifier for the adhesive material.
  • at least two of the plurality of containers contain different amounts of adhesive material.
  • at least two of the plurality of containers contain a different adhesive material.
  • this invention is directed to a method of applying/dispensing an adhesive material comprising: placing a container of adhesive material at least partially into the cavity of an applicator/dispenser; moving one of the first and second body portions relative to the other of the first and second body portions to move the piercing or breaking member to rupture the container; and dispensing the adhesive material from the cavity.
  • the method further comprises applying the dispensed adhesive to a substrate to be bonded.
  • FIG. 1 is a perspective view of a first exemplary embodiment of this invention
  • FIG. 2 is a perspective view of the exemplary embodiment of FIG. 1 illustrating activation of the applicator/dispenser
  • FIG. 3 is a perspective view of a bladder portion and an ampoule of the exemplary embodiment of FIG. 1;
  • FIG. 4 is a partial cross-sectional view of the exemplary embodiment of FIG. 1;
  • FIG. 5 is a perspective view of a second exemplary embodiment of this invention.
  • FIG. 6 is a perspective view of the exemplary embodiment of FIG. 5 illustrating activation of the applicator/dispenser
  • FIG. 7 is a cross-sectional view of the exemplary embodiment of FIG. 5;
  • FIG. 8 is a perspective view of a slider assembly of the exemplary embodiment of FIG. 5;
  • FIG. 9 is a partial cross-sectional view of the exemplary embodiment of FIG. 5;
  • FIG. 10 is a perspective view of a third exemplary embodiment of this invention.
  • FIG. 11 is an exploded view of the exemplary embodiment of FIG. 10.
  • FIG. 12 is an enlarged, partial view of the exemplary embodiment of FIG. 10.
  • an applicator/dispenser that facilitates easy application of a desired quantity of polymerizable adhesive material.
  • an amount of polymerizable adhesive material is prepackaged in the applicator dispenser in a frangible ampoule that is broken upon activation of the applicator/dispenser.
  • the frangible ampoule may provide stability and/or shelf-life for the amount of polymerizable adhesive material.
  • FIGS. 1-4 illustrate a first embodiment of this invention, although this invention is in no way limited to the specific design depicted therein.
  • an applicator/dispenser 100 is formed by a first body portion 110 and a second body portion 120 that are movable relative to one another.
  • a pivoting connection 130 is provided that allows the first body portion 110 and the second body portion 120 to be moved from an open, spaced apart relative position, illustrated in FIG. 1, to a substantially closed, adjacent position, illustrated in FIG. 2.
  • the relative position illustrated in FIG. 1 may be a “cocked” position in embodiments that have an amount of polymerizable adhesive material prepackaged in the applicator/dispenser 100 .
  • the first body portion 110 and the second body portion 120 define a space therebetween into which a bladder 140 may be fitted.
  • the first body portion 110 has an opening 112 through which a push button portion 142 of the bladder 140 may extend.
  • the push button portion 142 may be depressed by a user to dispense a desired quantity of polymerizable adhesive material from the applicator/dispenser 100 , for example, through a detachable or replaceable tip 150 .
  • a user's thumb or finger may be used to depress the push button portion 142 while the applicator/dispenser 100 is held by the first and second body portions 110 , 120 as a handle.
  • a user may hold the applicator/dispenser 100 as a pen and press the push button portion 142 with an index finger.
  • the detachable or replaceable tip 150 is optional and may have any desired configuration. If the detachable or replaceable tip 150 is not provided or used, a porous plug 170 , described below, may form the tip of the dispenser/applicator 100 .
  • the tip 150 may be selected for a particular application, and is not limited to the tapered nozzle design shown.
  • the applicator tip may be a fibrous swab, a sponge swab, a foam swab, a brush, a spatula or the like. Any suitable tip, either known or hereafter developed, may be used with the applicators/dispensers according to this invention.
  • the tip 150 may be designed to friction fit over an end portion 160 of the applicator/dispenser 100 .
  • the tip 150 may fit directly on the porous plug 170 that is situated in an open end of the bladder 140 , as described below.
  • the first body portion 110 , the second body portion 120 , the bladder 140 and/or the tip 150 may be made of any suitable material, preferably a material that promotes stability of the polymerizable adhesive material to be dispensed so as to avoid premature polymerization.
  • the porous plug 170 may include a polymerization initiator or rate modifier for the polymerizable adhesive material to be dispensed.
  • the porous plug 170 may be impregnated with the polymerization initiator or rate modifier, or may have the polymerization initiator or rate modifier coated on a surface thereof.
  • FIG. 3 shows an exemplary embodiment of the bladder 140 removed from the applicator/dispenser 100 .
  • the bladder 140 has an open end 144 into which the porous plug 170 is fitted.
  • At least the push button portion 142 of the bladder 140 is made of a flexible material.
  • the bladder 140 may be blow molded of a suitable rubber, silicone or plastic material, such as, for example, polyvinyl chloride, polyethylene, polyurethane, natural or nitril rubber, or any combination thereof.
  • a frangible ampoule 146 containing an amount of polymerizable adhesive 148 is disposed in the bladder 140 .
  • the frangible ampoule 146 may be made of any suitable material, preferably a material that promotes stability and shelf-life of the polymerizable adhesive material 148 .
  • the frangible ampoule 146 may be made of glass.
  • Other materials, such as, a plastic material or pierceable metal, such as aluminum, may be used for the frangible ampoule 146 .
  • An example of a suitable ampoule that can be used in the dispenser/applicators of the present invention is disclosed in, for example, U.S. Pat. No. 5,928,611, the entire disclosure of which is incorporated herein by reference.
  • the entire ampoule/applicator device may be used, which would thereby constitute not only the ampoule 144 , but also the porous plug 170 .
  • the dispensers/applicators of the present invention are particularly suitable for dispensing or applying the adhesive contained in the DERMABOND® topical skin adhesive product, available from Ethicon (Somerville, N.J.).
  • FIG. 4 illustrates the bladder 140 , the push button portion 142 , the frangible ampoule 146 and the porous plug 170 assembled and inserted into the space between the first body portion 110 and the second body portion 120 , with the porous plug 170 extending through an opening in the end portion 160 of the applicator/dispenser 100 .
  • the second body portion 120 includes a piercing or breaking member 122 that extends inwardly from an inner surface thereof.
  • the breaking member 122 is located so that the frangible ampoule 146 is broken by the breaking member 122 when the first and second body portions 110 , 120 are moved from the open position shown in FIG. 1 to the closed position shown in FIG. 2.
  • the first and second body portions 110 , 120 act as levers on the pivoting connection 130 , thus providing a mechanical advantage to facilitate breakage of the frangible ampoule 146 .
  • first and second body portions 110 , 120 may be prevented from accidentally returning to the open position shown in FIG. 1.
  • a detent or other suitable latching mechanism may be used to engage the first and second body portions 110 , 120 .
  • the latching mechanism may be irreversible.
  • the breaking member 122 is situated remote from the push button portion 142 and near the open end 144 of the bladder 140 .
  • This location causes the frangible ampoule 146 to be broken near the open end 144 of the bladder 140 to help ensure that the polymerizable adhesive 148 will flow from the bladder 140 and that the flow is not impeded by larger fragments of the broken ampoule 146 .
  • breaking the frangible ampoule 146 remote from the push button portion 142 may help to avoid fragments that could accidentally pierce the push button portion 142 and cut a user's thumb or finger.
  • the bladder 140 may be thicker or reinforced at the push button 142 to prevent such an occurrence.
  • the ampoule 146 may be placed within a separate tube-like structure, such as a standard butyrate tube, having a section removed, such as a partially opened end. Fragments of the broken ampoule 146 can be contained by the tube while allowing the polymerizable adhesive 148 to flow from the tube and from the bladder 140 .
  • the bladder 140 is designed to contain the polymerizable adhesive 148 once the frangible ampoule 146 is broken.
  • the polymerizable adhesive 148 may be forced from the bladder 140 by depressing the push button portion 142 , displacing the polymerizable adhesive 148 and causing it to flow through the porous plug 170 .
  • the polymerizable adhesive 148 flowing through the porous plug 170 may be applied directly to a desired site using the porous plug 170 as an applicator tip.
  • the detachable or replaceable tip 150 may receive the polymerizable adhesive 148 flowing through the porous plug 170 for application.
  • a controlled flow of the polymerizable adhesive 148 may be obtained by providing a slow, but steady pressure on the bladder 140 , for example, by depressing the push button portion 142 to a desired extent and/or a desired number of times.
  • the volume displaced by depressing the push button portion 142 may correspond to a desired amount of the polymerizable adhesive 148 that is to be dispensed.
  • the amount of polymerizable adhesive material 148 may be prepackaged in the applicator/dispenser 100 .
  • the applicator/dispenser 100 may be disposable and discarded after the amount of polymerizable adhesive material 148 in the frangible ampoule 146 has been dispensed or otherwise been used (i.e., polymerized).
  • the amount of polymerizable adhesive material 148 may be separate from the applicator/dispenser 100 and supplied to the applicator/dispenser 100 prior to use.
  • a user may be able to select from a variety of adhesive materials and/or amounts by selecting a frangible ampoule and/or bladder assembly (bladder, ampoule and plug) to be installed in the applicator/dispenser 100 .
  • a kit may be provided that includes at least one applicator/dispenser 100 and a plurality of frangible ampoules 146 (or bladder assemblies). A plurality of detachable or replaceable tips 150 may also be included in the kit.
  • the kit may also include a cleaning agent, such as isopropyl alcohol or other chemical sterilants, such as gluteraldehyde.
  • Parts of the kit, such as the frangible ampoules 146 (or bladder assemblies) may be packaged separately, for example, in a blister pouch, and may be unpackaged and combined with the applicator/dispenser 100 as needed.
  • FIGS. 5-9 illustrate a second embodiment of this invention, although this invention is in no way limited to the specific design depicted therein.
  • an applicator/dispenser 200 is formed by a first body portion 210 and a second body portion 220 that are movable relative to one another.
  • a pivoting connection 230 is provided that allows the first body portion 210 and the second body portion 220 to be moved from an open position, illustrated in FIG. 5, to a substantially closed position, illustrated in FIG. 6.
  • the open position illustrated in FIG. 5 may be a “cocked” position in embodiments that have an amount of polymerizable adhesive material prepackaged in the applicator/dispenser 200 .
  • the first body portion 210 has an opening through which a slide button portion 242 of a slider assembly 240 may extend.
  • the slide button portion 242 may be moved by a user to dispense a desired quantity of polymerizable adhesive material from the applicator/dispenser 200 , for example, through a porous plug 270 or other suitable tip.
  • a user's thumb or finger may be used to move the slide button 242 while the applicator/dispenser 200 is held by the first and second body portions 210 , 220 as a handle.
  • a user may hold the applicator/dispenser 200 as a pen and push or slide forward the slide button 242 with an index finger.
  • the first body portion 210 may include one or more contours 212 for a user's thumb or finger.
  • the slide button 242 is not limited to the specific embodiment shown FIGS. 5-9.
  • the slide button 242 may be formed by a lever or other suitable mechanism, such as a syringe shaft, that is arranged to move the plunger portion 244 forward.
  • FIG. 7 shows a cross-sectional view of the applicator/dispenser 200 with the first and second body portions 210 , 220 in the open position.
  • the first and second body portions 210 , 220 define a chamber 260 into which a frangible ampoule 280 containing an amount of polymerizable adhesive material 282 may be placed.
  • the first body portion 210 has an opening 214 through which the slide button portion 242 of the slide assembly 240 may extend.
  • the opening 214 is an elongated slot that allows the slide assembly to move in an axial direction of the applicator/dispenser 200 .
  • the slide button portion 242 may be moved by a user to move a plunger portion 244 of the slide assembly 240 .
  • the frangible ampoule 280 is broken by a piercing or breaking member 222 provided, for example, on the second body portion 220 , movement of the plunger portion 244 toward the porous plug 270 will cause the polymerizable adhesive material 282 to be dispensed from the applicator/dispenser 200 .
  • the second embodiment may also include a detachable or replaceable tip as described above with respect to the first embodiment.
  • FIG. 8 shows an exemplary embodiment of the slide assembly 240 removed from the applicator/dispenser 200 .
  • the slide button portion 242 and the plunger portion 244 are connected by an intermediate portion 246 of the slide assembly 240 .
  • the intermediate portion 246 should be sufficiently rigid to carry the plunger portion 244 against any resistance caused by the polymerizable adhesive material 282 , contact between the plunger portion 244 and the chamber 260 , and/or the broken ampoule 280 .
  • the slide button portion 242 may be made of a rubber material or a plastic material that is comfortable and/or provides a suitable grip for a user's finger or thumb.
  • the plunger portion 244 may be made of a rubber material or a plastic material that will slide within the chamber 260 while providing a sufficient seal against the inner surface of the chamber 260 to prevent substantial leakage of the polymerizable adhesive material 282 during use.
  • the plunger portion 244 may be provided with one or more seal rings 248 of a suitable material.
  • the slide button portion 242 and the intermediate portion 246 may be made of any variety of thermoplastics, such as ABS, polycarbonate, ULTEMTM and the like.
  • the plunger portion 244 and/or the seal rings 248 may be made of any variety of rubbers, such as natural, nitril, polyisoprene and the like.
  • a suitable lubricant may be provided to allow the plunger portion 244 and/or the seal rings 248 to slide while maintaining contact with the inside surface of the chamber 260 .
  • the lubricant and the materials selected do not react with or cause premature polymerization of the adhesive material.
  • FIG. 9 illustrates the slide assembly 240 , the slide button 242 , the plunger portion 244 and the frangible ampoule 280 inserted into the chamber 260 .
  • the piercing or breaking member 222 extends inwardly from an inner surface of the second body portion 220 .
  • the breaking member 222 is located so that the frangible ampoule 280 is broken by the breaking member 222 when the first and second body portions 210 , 220 are moved from the open position shown in FIG. 5 to the closed position shown in FIG. 6.
  • the first and second body portions 210 , 220 act as levers on the pivoting connection 230 , thus providing a mechanical advantage to facilitate breakage of the frangible ampoule 280 .
  • first and second body portions 210 , 220 may be prevented from accidentally returning to the open position shown in FIG. 5.
  • the breaking member 222 is situated near an end of the frangible ampoule 280 remote from the porous plug 270 in the embodiment shown, the breaking member 222 and frangible ampoule may be located so that the frangible ampoule 280 will be broken near an end closer to the porous plug 270 to help ensure that the polymerizable adhesive 282 will not impeded by larger fragments of the broken ampoule 280 .
  • the breaking member 222 is shown as single localized member, it should be understood that the breaking member 222 may extend along a portion of or the entire ampoule 280 and/or may comprise a plurality of breaking members.
  • ampoule 280 is shown as a single ampoule, it should be understood that a plurality of ampoules may be provided.
  • one ampoule may contain the adhesive material while another ampoule contains a bioactive material, such as a medicament, or other material.
  • the chamber 260 is designed to contain the polymerizable adhesive 282 once the frangible ampoule 280 is broken.
  • the polymerizable adhesive 282 may be forced from the chamber 260 by moving the slide button portion 242 so that the plunger portion 244 of the slide assembly 240 displaces the polymerizable adhesive 282 and causes it to flow through the porous plug 270 .
  • the polymerizable adhesive 282 flowing through the porous plug 270 may be applied directly to a desired site using the porous plug 270 as an applicator tip. Alternatively, a detachable or replaceable tip may receive the polymerizable adhesive 282 flowing through the porous plug 270 for application.
  • a controlled flow of the polymerizable adhesive 282 may be obtained by moving the slide button portion 242 to a desired extent.
  • movement of the slide assembly 240 may create a pressure within the dispenser/applicator 200 to force the polymerizable adhesive 282 to flow.
  • the amount of polymerizable adhesive material 282 may be prepackaged in the applicator/dispenser 200 .
  • the applicator/dispenser 200 may be disposable and discarded after the amount of polymerizable adhesive material 282 in the frangible ampoule 280 has been dispensed or otherwise been used (i.e., polymerized).
  • the amount of polymerizable adhesive material 282 may be separate from the applicator/dispenser 200 and supplied to the applicator/dispenser 200 prior to use.
  • a user may be able to select from a variety of adhesive materials and/or amounts by selecting a frangible ampoule to be installed in the applicator/dispenser 200 .
  • a kit may be provided that includes at least one applicator/dispenser 200 and a plurality of frangible ampoules 280 .
  • a plurality of detachable or replaceable tips may also be included in the kit.
  • FIGS. 10-12 illustrate a third embodiment of this invention, although this invention is in no way limited to the specific design depicted therein.
  • an applicator/dispenser 300 is formed by a first body portion 310 and a second body portion 320 that are movable relative to one another.
  • the first body portion 310 may be formed by two pieces that fit together to provide an open end 314 , as shown in FIG. 11.
  • the second body portion 320 is rotatably situated on the end 314 of the first body portion 310 .
  • the first body portion 310 has an opening 312 through which a push button portion 342 of the bladder 340 may extend.
  • the push button portion 342 may be depressed by a user to dispense a desired quantity of polymerizable adhesive material from the applicator/dispenser 300 , for example, through a detachable or replaceable tip 350 .
  • a user's thumb or finger may be used to depress the push button portion 342 while the applicator/dispenser 300 is held by the first body portion 310 as a handle.
  • a user may hold the applicator/dispenser 300 as a pen and press the push button portion 342 with an index finger.
  • the detachable or replaceable tip 350 may have any desired configuration.
  • the tip 350 may be selected for a particular application, and is not limited to the tapered nozzle design shown.
  • the applicator tip may be a fibrous swab, a sponge swab, a foam swab, a brush, a spatula or the like. Any suitable tip, either known or hereafter developed, may be used with the applicators/dispensers according to this invention.
  • the tip 350 maybe designed to friction fit with the end 314 of the first body portion 310 of the applicator/dispenser 300 .
  • the tip 350 may fit directly on a porous plug 370 that is situated in an open end of the bladder 340 , as described below. Further, the tip 350 may be non-detachable once the applicator/dispenser 300 has been assembled, for example, by connecting to the end 314 of the first body portion 310 .
  • the first body portion 310 , the second body portion 320 , the bladder 340 and/or the tip 350 may be made of any suitable material, preferably a material that promotes stability of the polymerizable adhesive material to be dispensed so as to avoid premature polymerization.
  • the porous plug 370 may include a polymerization initiator or rate modifier for the polymerizable adhesive material to be dispensed.
  • the porous plug 370 may be impregnated with the polymerization initiator or rate modifier, or may have the polymerization initiator or rate modifier coated on a surface thereof.
  • FIG. 11 shows an exploded view of the third exemplary embodiment.
  • the bladder 340 has an open end 344 into which the porous plug 370 is fitted.
  • At least the push button portion 342 of the bladder 340 is made of a flexible material.
  • the bladder 340 may be blow molded of a suitable rubber or plastic material, such as, for example, polyvinyl chloride, polyethylene, polyurethane, natural rubber, nitril rubber, and the like.
  • a frangible ampoule 346 containing an amount of polymerizable adhesive 348 is disposed in the bladder 340 .
  • the frangible ampoule 346 may be made of any suitable material, preferably a material that promotes stability and shelf-life of the polymerizable adhesive material 348 .
  • the frangible ampoule 346 may be made of glass.
  • Other materials, such as, a plastic material or a pierceable metal material, such as aluminum, may be used for the frangible ampoule 346 . Similar to the embodiment of FIGS. 1-4, discussed above, an example of a suitable ampoule that can be used in the dispenser/applicators of the present invention is disclosed in, for example, U.S. Pat. No.
  • the entire ampoule/applicator device may be used, which would thereby constitute not only the ampoule 346 , but also the porous plug 370 .
  • the dispensers/applicators of the present invention are particularly suitable for dispensing or applying the adhesive contained in the DERMABOND® topical skin adhesive product, available from Ethicon (Somerville, N.J.).
  • the bladder 340 , the push button portion 342 , the frangible ampoule 346 and the porous plug 370 may be assembled and inserted into the space between the two pieces of the first body portion 310 , with the porous plug 370 extending through the open end 314 of the first body portion 310 and the second body portion 320 rotatably situated on the end 314 of the first body portion 310 .
  • the end 314 of the first body portion 310 includes a piercing or breaking member 316 that extends inwardly.
  • the breaking member 316 is located so that the frangible ampoule 346 is broken by the breaking member 316 when the first and second body portions 310 , 320 are rotated relative to one another so that a camming surface or inclined ramp located on an inner surface of the second body portion 320 presses the breaking member 316 into the frangible ampoule 346 .
  • the camming surface or ramp contacts a portion of the breaking member 316 that extends beyond the outer surface of the end 314 and presses the breaking member 316 inwardly against the frangible ampoule 346 .
  • the camming surface or ramp provides a mechanical advantage to facilitate breakage of the frangible ampoule 346 .
  • the bladder 340 is designed to contain the polymerizable adhesive 348 once the frangible ampoule 346 is broken.
  • the polymerizable adhesive 348 may be forced from the bladder 340 by depressing the push button portion 342 , displacing the polymerizable adhesive 348 and causing it to flow through the porous plug 370 .
  • the polymerizable adhesive 348 flowing through the porous plug 370 may be applied to a desired site using the tip 350 .
  • a controlled flow of the polymerizable adhesive 348 may be obtained by depressing the push button portion 342 to a desired extent and/or a desired number of times.
  • the volume displaced by depressing the push button portion 342 may correspond to a desired metered amount of the polymerizable adhesive 348 that is to be dispensed.
  • the amount of polymerizable adhesive material 348 may be prepackaged in the applicator/dispenser 300 .
  • the applicator/dispenser 300 may be disposable and discarded after the amount of polymerizable adhesive material 348 in the frangible ampoule 346 has been dispensed or otherwise been used (i.e., polymerized).
  • the amount of polymerizable adhesive material 348 may be separate from the applicator/dispenser 300 and supplied to the applicator/dispenser 300 prior to use.
  • a user may be able to select from a variety of adhesive materials and/or amounts by selecting a frangible ampoule and/or bladder assembly (bladder, ampoule and plug) to be installed in the applicator/dispenser 300 .
  • a frangible ampoule and/or bladder assembly blade, ampoule and plug
  • a kit may be provided that includes at least one applicator/dispenser 300 and a plurality of frangible ampoules 346 (or bladder assemblies).
  • a plurality of detachable or replaceable tips 350 may also be included in the kit.
  • the adhesive composition does not include, or is substantially free of, one or more stabilizer components such as are known and used in the art as additives to the adhesive monomer composition.
  • stabilizer components such as are known and used in the art as additives to the adhesive monomer composition.
  • suitable materials include those disclosed in copending U.S. patent application Ser. No. 09/874,039, filed Jun. 6, 2001, which is hereby incorporated herein by reference in its entirety.
  • suitable materials may include halogenated and/or fluorinated materials.
  • Suitable applicator tips either the replaceable tip or the porous plug as described above, for the applicators/dispensers of this invention include swabs, brushes, spatulas, droppers, syringes, and the like.
  • Any suitable applicator tip can be used that allows for application of the adhesive composition to the desired site, and thus different applicator tips may be appropriate for different application methods.
  • the applicator tip can have a variety of suitable shapes, including, but not limited to, conical, cylindrical, chisel or polygonal shapes such as rectangular or trapezoidal. The length and size of the tip can be varied depending on various application parameters.
  • the tip may be detachable from the applicator body, or may be an integral part of the applicator.
  • the replaceable tip can be composed of any of a variety of materials including polymerized materials such as plastics, foams, rubber, thermosets, films, or membranes. Additionally, the replaceable tip may be composed of materials such as metal, glass, paper, ceramics, cardboard, and the like.
  • the replaceable tip material may be porous, absorbent, or adsorbent in nature to enhance and facilitate application of the adhesive composition. In general, the only limitation on the materials used to fabricate the tip is that the tip must be sufficiently compatible with the composition to be dispensed that undesirable effects on the composition do not prevail during contact of the composition with the tip.
  • the tip is preferably made from a material that tends to stabilize, or at least does not prematurely polymerize, the adhesive monomer composition.
  • the tip is made from polymer materials, the polymer material can be the same as or different from those specified above.
  • Suitable designs for tips that may be used according to this invention are disclosed in, for example, U.S. patent application Ser. No. 08/488,411, filed Jun. 7, 1995, Ser. No. 09/069,979, filed Apr. 30, 1998, Ser. No. 09/069,875, filed Apr. 30, 1998, and Ser. No. 09/385,030, filed Aug. 30, 1999, the entire disclosures of which are incorporated herein by reference.
  • the tips of the dispensers/applicators of this invention can be provided in any of various sizes, depending on the desired use of the product.
  • a standard preferred swab size can be a rectangular shape having a size of about 1.3 cm ⁇ 1.0 cm ⁇ 0.64 cm.
  • larger or smaller sizes can be used, where the sizes are tailored to the shape of the tip and/or the amount of adhesive material to be applied for a given application.
  • a larger (and/or more absorbent) tip can be used; whereas where the dispenser/applicator is intended for applications requiring only a small amount of adhesive material, a smaller (and/or less absorbent) tip can be used. Tailoring the size or absorbency/adsorbency of the tip to the amount of adhesive required can help prevent waste of adhesive material. For example, where a large tip (and large amount of adhesive) is used for a small adhesive application, the remaining adhesive in the tip is generally wasted due to premature polymerization of the adhesive in the tip.
  • the tip may include a medicament, an anesthetic and/or other material to be applied.
  • the applicators/dispensers of this invention may be used to apply the polymerizable adhesive composition to a variety of substrates for the purposes of protecting, sealing, and bonding surfaces together.
  • Suitable substrates include, but are not limited to, metals, plastics, rubbers, wood, ceramics, fabrics, cement, paper, living tissue and the like.
  • the polymerizable and/or cross-linkable material may be useful as tissue adhesives, sealants for preventing bleeding or for covering open wounds, systems for delivery of therapeutic or other bioactive agents, and other biomedical applications.
  • the adhesive material in embodiments, is preferably a monomeric (including prepolymeric) adhesive composition.
  • the monomer is a 1,1-disubstituted ethylene monomer, e.g., an ⁇ -cyanoacrylate.
  • Preferred monomer compositions of this invention, and polymers formed therefrom, are useful as tissue adhesives, sealants for preventing bleeding or for covering open wounds, and in other absorbable and non-absorbable biomedical applications.
  • the monomer (including prepolymeric) adhesive composition may include one or more polymerizable monomers.
  • Preferred monomers that may be used in this invention are readily polymerizable, e.g. anionically polymerizable or free radical polymerizable, or polymerizable by zwitterions or ion pairs to form polymers.
  • Such monomers include those that form polymers, that may, but do not need to, biodegrade.
  • Such monomers are disclosed in, for example, U.S. Pat. Nos. 5,328,687 and 5,928,611 to Leung et al., U.S. patent application Ser. No. 09/430,177, filed on Oct. 29, 1999, and U.S. Pat. No.
  • Preferred monomers include 1,1-disubstituted ethylene monomers, such as ⁇ -cyanoacrylates including, but not limited to, alkyl ⁇ -cyanoacrylates having an alkyl chain length of from about 1 to about 20 carbon atoms or more, preferably from about 2 to about 12 or more preferably from about 3 to about 8 carbon atoms.
  • Suitable monomers include, but are not limited to, alkyl ester cyanoacrylate monomers, such as those disclosed in, for example, U.S. patent application Ser. No. 09/630,437, filed Aug. 2, 2000, and Ser. No. 09/919,877, filed Aug. 2, 2001, the entire disclosures of which are incorporated herein by reference.
  • ⁇ -cyanoacrylates of this invention can be prepared according to several methods known in the art.
  • the application according to this invention can include any of a wide variety of additional materials, either mixed into the polymerizable composition, or in a separate compartment from the polymerizable composition.
  • suitable additional materials include, but are not limited to, plasticizing agents, thixotropic agents, thickeners, natural or synthetic rubbers, stabilizers, pH modifiers, bioactive agents, cross-linking agents, chain transfer agents, fibrous reinforcements, colorants, preservatives, formaldehyde reducing or scavenging agents, flavorants, perfumes, mixtures thereof, and the like.
  • the adhesive material may optionally also include at least one other plasticizing agent that assists in imparting flexibility to the polymer formed from the monomer.
  • the plasticizing agent preferably contains little or no moisture and should not significantly affect the stability or polymerization of the monomer.
  • suitable plasticizers include but are not limited to tributyl citrate, acetyl tri-n-butyl citrate (ATBC), polymethylmethacrylate, polydimethylsiloxane, hexadimethylsilazane, isopropyl myristate, isopropyl palmitate, and others as listed in U.S.
  • the adhesive material may also optionally include at least one thixotropic agent.
  • Suitable thixotropic agents are known to the skilled artisan and include, but are not limited to, silica gels such as those treated with a silyl isocyanate, and optionally surface treated titanium dioxide. Examples of suitable thixotropic agents and thickeners are disclosed in, for example, U.S. Pat. No. 4,720,513, and U.S. patent application Ser. No. 09/374,207 filed Aug. 12, 1999, the disclosures of which are hereby incorporated in their entireties by reference herein.
  • the adhesive material may optionally also include thickeners.
  • Suitable thickeners may include poly (2-ethylhexyl methacrylate), poly(2-ethylhexyl acrylate) and others as listed in U.S. patent application Ser. No. 09/471,392 filed Dec. 23, 1999, and Ser. No. 09/374,207, filed Aug. 12, 1999, the disclosures of which are incorporated by reference herein in their entirety.
  • the adhesive material may also optionally include at least one natural or synthetic rubber to impart impact resistance.
  • Suitable rubbers are known to the skilled artisan. Such rubbers include, but are not limited to, dienes, styrenes, acrylonitriles, and mixtures thereof Examples of suitable rubbers are disclosed in, for example, U.S. Pat. Nos. 4,313,865 and 4,560,723, the disclosures of which are hereby incorporated in their entireties by reference herein.
  • the adhesive material may optionally also include one or more stabilizers, preferably both at least one anionic vapor phase stabilizer and at least one anionic liquid phase stabilizer.
  • the composition may optionally also include, in addition to or in place of the anionic stabilizers, at least one free radical stabilizer. These stabilizing agents may inhibit premature polymerization. Suitable anionic and free radical stabilizers may include those listed in U.S. patent application Ser. No. 09/471,392 filed on Dec. 23, 1999, and Ser. No. 09/099,457, filed Jun. 18, 1998, the disclosures of which are incorporated by reference herein in their entirety.
  • the polymerizable composition preferably does not include any, or at least substantially none, additional stabilizer.
  • the adhesive material may also include pH modifiers to control the rate of degradation of the resulting polymer, as disclosed in U.S. patent application Ser. No. 08/714,288, filed Sep. 18, 1996, the entire disclosure of which is hereby incorporated by reference herein in its entirety.
  • Adhesive materials of this invention may also include at least one biocompatible agent effective to reduce active formaldehyde concentration levels produced during in vivo biodegradation of the polymer (also referred to herein as “formaldehyde concentration reducing agents”).
  • this component is a formaldehyde scavenger compound.
  • formaldehyde scavenger compounds useful in this invention include sulfites; bisulfites; mixtures of sulfites and bisulfites, etc. Additional examples of formaldehyde scavenger compounds useful in this invention and methods for their implementation can be found in U.S. Pat. Nos. 5,328,687, 5,514,371, 5,514,372, 5,575,997, 5,582,834 and 5,624,669, all to Leung et al., which are hereby incorporated herein by reference in their entireties.
  • difunctional monomeric cross-linking agents may be added to the monomer compositions of this invention.
  • Such crosslinking agents are known.
  • U.S. Pat. No. 3,940,362 to Overhults which is hereby incorporated herein in its entirety by reference, discloses exemplary cross-linking agents.
  • the adhesive materials of this invention may further contain fibrous reinforcement and colorants such as dyes, pigments, and pigment dyes.
  • fibrous reinforcement include PGA microfibrils, collagen microfibrils, and others as described in U.S. patent application Ser. No. 09/471,392 filed on Dec. 23, 1999, the disclosure of which is incorporated by reference herein in its entirety.
  • the polymerizable adhesive materials useful in this invention may also further contain one or more preservatives, for prolonging the storage life of the composition. Suitable preservatives, and methods for selecting them and incorporating them into adhesive compositions, are disclosed in U.S. patent application Ser. No. 09/430,180, the entire disclosure of which is incorporated herein by reference.
  • the adhesive material and/or parts of the applicator/dispenser may contain additional materials such as a polymerization initiator, accelerator, rate-modifier, and/or cross-linking agent for initiating polymerization and/or cross-linking of the polymerizable monomer material.
  • a polymerization initiator such as a polymerization initiator, accelerator, rate-modifier, and/or cross-linking agent for initiating polymerization and/or cross-linking of the polymerizable monomer material.
  • Such initiators, accelerators, rate-modifiers, and/or cross-linking agents can be included in the applicator tip, in the adhesive material, and/or elsewhere, as appropriate.
  • the initiator or accelerator material is an initiator and/or a rate modifier for polymerization and/or cross-linking of a polymerizable monomer.
  • a polymerization initiator is any material that causes a monomer composition applied to a substantially dry tissue (i.e., substantially in the absence of plasma or like tissue fluids) to polymerize in less than 300 seconds at ambient temperature, for example, at approximately 21-25° C.
  • the initiator causes the monomer composition to polymerize in less than 150 seconds at ambient temperature, more preferably within 60, 90 or 130 seconds.
  • a polymerization rate modifier is any material that changes the rate at which a polymerizable monomer would polymerize in the absence of that material.
  • the rate modifier accelerates the rate of the polymerization reaction, although for particularly fast-acting monomers it may decelerate that rate.
  • the material may be applied to the applicator tip, for example, by spraying, dipping, injecting, or brushing the applicator tip with a liquid medium containing the polymerization initiator or accelerator. It is preferably applied to the tip by dipping or injecting. For example, it may be applied to the tip by pumping of the liquid medium, for example, through a syringe, onto the tip.
  • Methods of applying the polymerization initiator or accelerator to an applicator tip are described in more detail in U.S. Pat. No. 5,928,611 to Leung and U.S. patent application Ser. No. 09/069,979, filed Apr. 30, 1998, Ser. No. 08/920,876, filed Aug. 29, 1997, and Ser. No. 09/430,177, filed Oct. 29, 1999, the entire disclosures of which is incorporated herein by reference.
  • Particular initiators and accelerators for particular monomers may be readily selected by one of skill in the art without undue experimentation. Control of the molecular weight distribution of the applied adhesive can be enhanced by selection of the concentration and functionality of the initiator or accelerator vis-a-vis the selected monomer.
  • Suitable polymerization initiators and accelerators for cyanoacrylate compositions include, but are not limited to, detergent compositions; surfactants, including nonionic surfactants such as polysorbate 20 (e.g., Tween 20TM; ICI Americas), polysorbate 80 (e.g., Tween 80TM; ICI Americas), and poloxamers; cationic surfactants such as tetrabutylammonium bromide; anionic surfactants, including quaternary ammonium halides such as benzalkonium chloride or its pure components, and benzethonium chloride; stannous octoate (tin (II) 2-ethylhexanoate), and sodium tetradecyl sulfate; and amphoteric or zwitterionic surfactants such as dodecyldimethyl(3-sulfopropyl) ammonium hydroxide, inner salt; amines, imines, and amides, such as
  • the initiator may be a bioactive material, including quaternary ammonium halides such as alkylbenzyldimethylammonium chloride (benzalkonium chloride; BAC) its pure components, or mixtures thereof, especially those with an alkyl containing 6-18 carbon atoms; benzethonium chloride; and salts of sulfadiazine.
  • Cobalt napthenate can be used as an accelerator for peroxide.
  • Other suitable bioactive materials are disclosed in U.S. Pat. No. 5,928,611 to Leung and U.S. patent application Ser. No. 08/920,876, filed Aug. 29, 1997, Ser. No. 09/430,176 filed Oct. 29, 1999, and Ser. No. 09/430,177, filed Oct. 29, 1999, the entire disclosures of which is incorporated herein by reference.
  • the adhesive materials in this invention can also comprise a medicament.
  • a medicament is often desirable in compositions intended for medical applications.
  • the medicament can either be added to the monomer-containing adhesive composition prior to packaging, or, alternatively, to the applicator tip or other part.
  • the medicament may be applied to a tissue prior to or simultaneously with application of the monomer-containing adhesive composition.
  • the medicament may be selected so that it functions in conjunction with the co-packaged polymerizable monomer composition to initiate polymerization of the monomer or modify (e.g., accelerate) the rate of polymerization for the monomer to form a polymeric adhesive.
  • the proper combination of medicament and polymerizable monomer can be determined easily by one of skill in the art.
  • the medicament is supplied in an amount that will be pharmaceutically effective when applied topically (i.e., directly to tissue).
  • medicaments include, but are not limited to antibiotics, antimicrobials, antiseptics, bacteriocins, bacteriostats, disinfectants, steroids, anesthetics, fungicides, anti-inflammatory agents, antibacterial agents, antiviral agents, antitumor agents, growth promoters, and mixtures thereof.
  • Exemplary medicaments include, but are not limited to, quaternary ammonium halides such as benzalkonium chloride and benzethonium chloride; chlorhexidine sulfate; gentamicin sulfate; hydrogen peroxide; quinolone thioureas; silver salts, including, but not limited to, silver acetate, silver benzoate, silver carbonate, silver chloride, silver citrate, silver iodide, silver nitrate, and silver sulfate; sodium hypochlorite; salts of sulfadiazine, including, but not limited to silver, sodium, and zinc salts; and mixtures thereof.
  • quaternary ammonium halides such as benzalkonium chloride and benzethonium chloride
  • chlorhexidine sulfate such as benzalkonium chloride and benzethonium chloride
  • gentamicin sulfate hydrogen peroxide
  • Preferable medicaments are those that are anions or help in radical generation or that are ion pairs or are themselves radicals.
  • the medicament is preferably a quaternary ammonium halide such as alkylbenzyldimethylammonium chloride (benzalkonium chloride; BAC) with an alkyl containing 6-18 carbon atoms, its pure components, or mixtures thereof, or benzethonium chloride; or a salt of sulfadiazine, such as a silver, sodium, or zinc salt.
  • a quaternary ammonium halide such as alkylbenzyldimethylammonium chloride (benzalkonium chloride; BAC) with an alkyl containing 6-18 carbon atoms, its pure components, or mixtures thereof, or benzethonium chloride; or a salt of sulfadiazine, such as a silver, sodium, or zinc salt.
  • the medicament can have a pharmaceutical effect only at the site of application (i.e., limited to the tissue on/in which it is applied), or it can have a systemic effect (by systemic, it is not only meant that the medicament has an effect throughout the patient's body, but also at a specific site other than the site of application).
  • the medicament can be absorbed, transported, or otherwise distributed to the site or sites within the patient where the pharmaceutical activity is desired, e.g., through the cardiovascular or lymph systems.
  • the medicament may be in the form of a solid, such as a powder or a solid film, or in the form of a liquid, such as a watery, viscous, or paste-like material.
  • the medicament may also be compounded with a variety of additives, such as surfactants or emulsifiers, and vehicles.
  • the polymerizable and/or cross-linkable material may be neat (no additional compounds added) or in a solvent, emulsion or suspension.
  • Suitable solvents according to this invention include alcohol, ether alcohol, hydrocarbons, halogenated hydrocarbons, ethers, acetals, ketones, esters, acids, sulfur- or nitrogen-containing organic compounds, mixtures thereof and the like.
  • Other suitable solvents are disclosed in U.S. Pat. No. 5,130,369 to Hughes et al. and U.S. Pat. No. 5,216,096 to Hattori et al., the entire disclosures of which are incorporated herein by reference. These solvents may be used either independently or in combination of two or more.
  • the total amount of solvent that may be incorporated into the polymerizable and/or cross-linkable material may be 0 to 99, preferably 1 to 50, and more preferably 3 to 25 percent by weight. Selection of the amount will, of course, depend on the desired monomer and process conditions, and amounts outside these ranges may be acceptable.
  • the monomer composition and/or its packaging are preferably sterilized.
  • Sterilization of the monomer composition and/or its packaging can be accomplished by techniques known to one of ordinary skill in the art, and is preferably accomplished by methods including, but not limited to, chemical, physical, and/or irradiation methods.
  • chemical methods include, but are not limited to, exposure to ethylene oxide or hydrogen peroxide vapor.
  • physical methods include, but are not limited to, sterilization by heat (dry or moist) or retort canning.
  • irradiation methods include, but are not limited to, gamma irradiation, electron beam irradiation, and microwave irradiation.
  • a preferred method is electron beam irradiation, as described in U.S. patent application Ser. No. 09/025,472, filed on Feb. 18, 1998, the entire disclosure of which is incorporated herein by reference.
  • the composition must show low levels of toxicity to living tissue during its useful life.
  • the composition is sterilized to provide a Sterility Assurance Level (SAL) of at least 10 ⁇ 3 .
  • SAL Sterility Assurance Level
  • the Sterility Assurance Level may be at least 10 ⁇ 4 , or may be at least 10 ⁇ 5 , or may be at least 10 ⁇ 6 . Further details of sterilization are disclosed in incorporated U.S. patent application Ser. No. 09/874,039.

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US10/359,699 2003-02-07 2003-02-07 Applicators, dispensers and methods for dispensing and applying adhesive material Abandoned US20040190975A1 (en)

Priority Applications (8)

Application Number Priority Date Filing Date Title
US10/359,699 US20040190975A1 (en) 2003-02-07 2003-02-07 Applicators, dispensers and methods for dispensing and applying adhesive material
US10/663,909 US7306390B2 (en) 2003-02-07 2003-09-17 Applicators, dispensers and methods for dispensing and applying adhesive material
CA2457248A CA2457248C (fr) 2003-02-07 2004-02-06 Applicateurs, distributeurs et methodes de distribution et d'application de materiau adhesif
EP04002790A EP1445032B1 (fr) 2003-02-07 2004-02-09 Applicateurs, distributeurs et procédé de distribution et d'application d'adhésifs
EP10180774.1A EP2363209B1 (fr) 2003-02-07 2004-02-09 Applicateurs, distributeurs et procédé de distribution et d'application d'adhésifs
JP2004032207A JP4772285B2 (ja) 2003-02-07 2004-02-09 接着剤材料を分配及び塗布するためのアプリケーター、ディスペンサー、及び方法
US11/928,658 US8376642B2 (en) 2003-02-07 2007-10-30 Applicators, dispensers and methods for dispensing and applying adhesive material
US13/739,213 US8790032B2 (en) 2003-02-07 2013-01-11 Applicators, dispensers and methods for dispensing and applying adhesive material

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US10/359,699 US20040190975A1 (en) 2003-02-07 2003-02-07 Applicators, dispensers and methods for dispensing and applying adhesive material

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EP1908407A1 (fr) 2006-10-04 2008-04-09 Ethicon Endo-Surgery, Inc. Dispositif pour traiter un saignement intraluminal avec un adhésif
EP1914007A2 (fr) 2006-10-20 2008-04-23 Ethicon Endo-Surgery, Inc. Applicateur adhésif
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US20080114385A1 (en) * 2006-11-10 2008-05-15 Byrum Randal T Method and Device for Effecting Anastomosis of Hollow Organ Structures Using Adhesive and Fasteners
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US10835013B2 (en) 2014-09-02 2020-11-17 HCT Group Holdings Limited Container with dispensing tip
US9867448B2 (en) 2014-09-15 2018-01-16 HCT Group Holdings Limited Container with collapsible applicator
US9993059B2 (en) 2015-07-10 2018-06-12 HCT Group Holdings Limited Roller applicator
CN105598009A (zh) * 2016-02-29 2016-05-25 胡和萍 一种数码点胶机手动修正点胶器
USD818641S1 (en) 2016-03-16 2018-05-22 HCT Group Holdings Limited Cosmetics applicator with cap
USD841235S1 (en) 2017-03-15 2019-02-19 HCT Group Holdings Limited Spatula cosmetic applicator
US11992193B2 (en) 2017-08-07 2024-05-28 Maxwell WEINMANN Laryngoscope
US10874193B2 (en) 2018-03-14 2020-12-29 HCT Group Holdings Limited Wheel actuated cosmetic stick
US11598700B2 (en) * 2018-05-04 2023-03-07 Cancer Diagnostics, Inc. Tissue marking dye applicator, system, and method
USD886633S1 (en) 2018-05-18 2020-06-09 HCT Group Holdings Limited Cosmetic dispenser with cap
USD889745S1 (en) 2018-09-06 2020-07-07 HCT Group Holdings Limited Dual purpose makeup applicator
USD910236S1 (en) 2018-11-20 2021-02-09 HCT Group Holdings Limited Ball tip applicator
US11890430B2 (en) * 2019-04-30 2024-02-06 Boston Scientific Scimed, Inc. Endoscopic applicator with reagent ball cutter
US20240123190A1 (en) * 2019-04-30 2024-04-18 Boston Scientific Scimed, Inc. Endoscopic applicator with reagent ball cutter
US20230181871A1 (en) * 2019-04-30 2023-06-15 Boston Scientific Scimed, Inc. Endoscopic patch applicator
US12303654B2 (en) * 2019-04-30 2025-05-20 Boston Scientific Scimed, Inc. Endoscopic applicator with reagent ball cutter

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EP2363209A2 (fr) 2011-09-07
US7306390B2 (en) 2007-12-11
EP2363209A3 (fr) 2012-01-25
US20050175395A1 (en) 2005-08-11

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