WO1996011992A1 - Packaged, sterilized, pressure sensitive adhesive products - Google Patents
Packaged, sterilized, pressure sensitive adhesive products Download PDFInfo
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- WO1996011992A1 WO1996011992A1 PCT/US1995/012910 US9512910W WO9611992A1 WO 1996011992 A1 WO1996011992 A1 WO 1996011992A1 US 9512910 W US9512910 W US 9512910W WO 9611992 A1 WO9611992 A1 WO 9611992A1
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- WIPO (PCT)
- Prior art keywords
- aromatic hydrocarbon
- article
- copolymer
- hydrocarbon oligomer
- adhesive
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Classifications
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
- C09J133/04—Homopolymers or copolymers of esters
- C09J133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
- C09J133/08—Homopolymers or copolymers of acrylic acid esters
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J7/00—Adhesives in the form of films or foils
- C09J7/30—Adhesives in the form of films or foils characterised by the adhesive composition
- C09J7/38—Pressure-sensitive adhesives [PSA]
- C09J7/381—Pressure-sensitive adhesives [PSA] based on macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- C09J7/385—Acrylic polymers
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J2301/00—Additional features of adhesives in the form of films or foils
- C09J2301/30—Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier
- C09J2301/302—Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier the adhesive being pressure-sensitive, i.e. tacky at temperatures inferior to 30°C
Definitions
- This invention relates to pressure-sensitive adhesives coated on sheet materials, such as tapes, which are packaged and sterilized by gamma radiation and used as medical, hospital or first-aid products. This invention also relates to processes for the preparation of such coated sheet materials and products.
- Pressure-sensitive adhesive products are widely used for medical, hospital, first-aid, athletic protection, and related applications. Examples of such products are tapes, dressings, and surgical drapes. Acrylic polymers dominate the pressure sensitive adhesive medical market because of their low level of allergenicity (Satas, D., ed., "Handbook of Pressure Sensitive Adhesive Technology,” Van Nostrand Reinhold, New York, 1989, Chapter 25).
- Acrylic adhesives usually consist of a "pure polymer,” have molecular weights that make them inherently pressure-sensitive, and do not require compounding to develop the optimal combination of properties. However, the adhesive properties can be changed by compounding with or incorporating tackifying resins. Acrylics have typically been used in solvent systems with very little or no tackifying resin (Satas, supra, pp. 4, 396, 430-431, 553-554, 562, 567). Rubber-based adhesives, however, commonly are compounded with tackifying resins. See, for example, U.S. Pat. No. 5,143,972 (Groves). To increase the cohesiveness of rubber-resin type pressure-sensitive adhesives, U.S. Pat. No.
- 4,847,137 (Kellen et al.) describes using ultraviolet radiation to crosslink an acrylate pressure-sensitive adhesive, such as that of a medical tape, comprising a copolymer of acrylate or methacrylate ester of non-tertiary alcohol(s), certain aromatic ketone monomer, and, optionally, comonomers such as acrylic acid, to obtain a pressure-sensitive adhesive having a degree of compliance sufficient to yield high adhesion to skin.
- an acrylate pressure-sensitive adhesive such as that of a medical tape, comprising a copolymer of acrylate or methacrylate ester of non-tertiary alcohol(s), certain aromatic ketone monomer, and, optionally, comonomers such as acrylic acid
- No. 3,725,115 (Christenson et al.) describes improving the creep resistance, strength, and solvent resistance of a pressure-sensitive adhesive composition
- a pressure-sensitive adhesive composition comprising a tacky, low molecular weight polymer, such as an acrylic polymer (and the composition may further comprise various additives such as plasticizers, tackifiers, fillers, and the like) by subjecting the composition to ionizing radiation, such as x-rays, gamma radiation, and high energy electrons.
- ionizing radiation such as x-rays, gamma radiation, and high energy electrons.
- U.S. Pat. No. 3,121,021 (Copeland) describes certain surgical adhesive tapes having a porous backing carrying a microporous pressure-sensitive adhesive coating which can be made of pure viscoelastic polymers that are inherently aggressively tacky and highly cohesive, such as the pressure-sensitive acrylate polymers described in U.S. Pat. No. Re. 24,906 (Ulrich).
- the preferred adhesive of the latter type is a copolymer of isooctyl acrylate and acrylic acid in 94:6 ratio.
- This preferred adhesive is described as aggressively tacky and pressure-sensitive and thus requires no addition of tackifying resins or plasticizers. However, suitable blends of rubbery polymers and tackifying resins can be used.
- These adhesive tapes can be sterilized, as by the use of radiation, steam, or ethylene oxide gas.
- tackifying resins for acrylic pressure sensitive adhesives
- published European Patent Applications 196,844 Jacob et al.
- 383,497 Yamamoto et al.
- the reported tackifying resins are certain hydrocarbon resins having a certain aromatic content, derived, for example, from vinyl aromatic compounds, such as styrene, and commercially available under the trade designation of, for example, ESCOREZ, such as ESCOREZ ECR-109A and ESCOREZ 5300.
- European Patent Application 196,844 also describes a blend of an acrylic polymer generally in the form of a latex and a resin tac- ⁇ fier that can be applied as an adhesive composition to a substrate and then dried. After drying, the coated substrate is cut into strips and rolled to provide a finished product. The substrate may also be cut into shaped items to produce labels or medicinal tapes.
- Gamma rays, gamma radiation or gamma irradiation has considerable penetrating power and bactericidal effect and have been used to sterilize medical products (Block, S.S. "Disinfection, Sterilization, and Preservation," 4th Ed., Lea & Febiger, Philadelphia, London, 1991, Chapter 32).
- gamma rays can alter the properties of material.
- polymers represent a diverse group of materials and, as such, exhibit a variety of physical changes resulting from the chemical changes induced by ionizing radiation.
- Crosslinking, chain scission, gas evolution, and double bond formation are the basic chemical processes that cause the physical modification of polymers.
- this invention provides, in one aspect, a gamma radiation sterilized, packaged, pressure-sensitive adhesive sheet material, such as a tape, dressing, surgical drape, or other medical, hospital or first aid product, comprising a coating of pressure sensitive adhesive on a flexible backing, said adhesive comprising or, preferably consisting or consisting essentially of, a compatible mixture of (a) an alkyl acrylate copolymer, such as a copolymer of isooctyl acrylate, and a polar comonomer, such as acrylic acid, and (b) aromatic hydrocarbon oligomer of one or more mono-ethylenically unsaturated, substituted benzene compounds, such as styrene and indene or mixtures thereof.
- a compatible mixture of (a) an alkyl acrylate copolymer, such as a copolymer of isooctyl acrylate, and a polar comonomer, such as acrylic acid, and (b) aromatic hydrocarbon
- component (a) and (b) are sufficient such that the adhesive is tacky and functions as a pressure sensitive adhesive notwithstanding its subjection to gamma radiation sterilization.
- Component (b) acts as a stabilizer which substantially retains inherent tackiness of component (a) or protects it from degradation, undesired changes or adverse consequences of the gamma radiation utilized to sterilize the coated sheet material after its fabrication.
- the gamma radiation sterilized, pressure sensitive adhesive products may be prepared by mixing components (a) and (b) in a suitable mixer, such as an extruder, or by mixing compatible organic solvent solutions of components (a) and (b); then coating the resulting mixture of (a) and (b) onto suitable sheet material or backing, such as a thin flexible sheet; if needed, drying the resulting coated sheet material to volatilize the solvent(s); cutting or slitting the coated sheet material to a desired size; packaging the dried sheet material in suitable bacteria-impermeable containers, such as sealed plastic film pouches; and finally gamma radiation sterilizing the packaged, coated sheet material.
- a gamma radiation sterilized, pressure sensitive adhesive product of the present invention e.g., a medical tape
- a gamma radiation sterilized, pressure sensitive adhesive product of the present invention is tacky, that is, it has a sticky nature and immediately or readily adheres to a surface of an adherend when brought into contact therewith, such as a low surface energy surface like that of the skin of a patient, with light pressure, such as finger pressure, and it has sufficient cohesiveness that it holds in place but can be peeled by hand from such surface without leaving visible residue, that is, it can be cleanly separated from the adherend.
- the pressure sensitive adhesive product may be fabricated to be compliant with the surface of the adherend and may be made to retain its advantageous inherent transparency, colorlessness, water resistance, and does not yellow when exposured to sunlight, as well as its low or non-allergenic properties.
- Such product may be made in a form, for example, of a fastening or strapping tape, to maintain the adherend surface, such as a wound, in a sterile condition or used in an environment, such as a patient's or operating room in a hospital, that must be maintained in a sterile condition.
- a fastening or strapping tape to maintain the adherend surface, such as a wound, in a sterile condition or used in an environment, such as a patient's or operating room in a hospital, that must be maintained in a sterile condition.
- the polyacrylate used as a precursor to form component (a) of the adhesive coating of the gamma radiation sterilized, pressure sensitive adhesive products of this invention, may be a copolymer of (1) a predominant or major amount of (meth)acrylic acid ester of non-tertiary alcohol having 1 to 14 carbon atoms, or mixture of such non-tertiary alcohols with the average number of carbon atoms being about 4 to 12 carbon atoms, and (2) a minor amount of polar comonomer which is aliphatic and is mono-ethylenically unsaturated, said monomers (1) and (2) being the only essential monomers in making the copolymer.
- Examples of the (meth)acrylic acid ester (1) are acrylic acid or methacrylic acid esterified with non-tertiary alkanols, such as substituted or nonsubstituted butanols, pentanols, hexanols, heptanols, octanols, decanols, and dodecanols as well as mixtures, including isomeric mixtures, of such alkanols.
- non-tertiary alkanols such as substituted or nonsubstituted butanols, pentanols, hexanols, heptanols, octanols, decanols, and dodecanols as well as mixtures, including isomeric mixtures, of such alkanols.
- Examples of the polar comonomers (2) are acrylic acid, methacrylic acid, itaconic acid, acrylamide, rnethacrylamide, acrylonitrile, vinyl acetate, N-vinylpyrrolidone, and mixtures thereof.
- Such polyacrylates include those which are known and those which are widely used. They may be prepared, for example, by solution, emulsion or suspension polymerization of a copolymerizable monomer mixture of 60 to 98 weight percent, preferably 92 to 96 weight percent, of the (meth)acrylic acid ester component (1) and 2 to 40 weight percent, preferably 4 to 8 weight percent, of the polar comonomer component (2).
- Such polyacrylates as prepared are non-crosslinked, stretchy or elastic, solvent soluble, e.g. in ethyl acetate, heptane, and isopropanol, and inherently tacky or sticky to the touch at room O 96/11992 PC1YUS95/12910
- Such polyacrylates can be made to inherently have a good balance of tack, shear, and peel properties.
- Their preparation, and the preparation of sheet material coated therewith, are described, for example, in U.S. Pat. No. Re. 24,906 (Ulrich) and in U.S. Pat. Nos. 3,121,021 (Copeland), 4,693,776 (Krampe et al.), and 4,833,179
- the aromatic hydrocarbon oligomer, component (b) of the adhesive coating used in the practice of this invention is a synthetic substance which is solvent soluble, for example, in ethyl acetate.
- the oligomer is also soluble or miscible in the polyacrylate component (a); thus the mixture of the solvent solutions of components (a) and (b) is a single-phase mixture of compatible components with close solubility parameters.
- the aromatic hydrocarbon oligomer is preferably a solid, has a number average molecular weight (Mn) of about 500 to 1500, preferably about 750 to 1000 (as determined, for example, by gel permeation chromatography), a polydispersity of less than about 2.5, preferably less than 2.0, and a glass transition temperature above room temperature, e.g., 20°C.
- Mn number average molecular weight
- These aromatic hydrocarbon oligomers, used as stabilizers in this invention are inclusive of those oligomers prepared by polymerizing aromatic petroleum streams from naphtha cracking and used as tackifiers for rubbery or elastomeric pressure sensitive adhesives, as described, for example, in the Satas text, supra, Chapter 20.
- poly(tertia ⁇ y-butyl styrene) are described as tackifying resins used in certain admixtures with alkyl acrylates that are photopolymerized.
- a general class of the aromatic hydrocarbon stabilizers used in this invention are those oligomers prepared by polymerizing substituted benzene or benzenoid compounds which can be represented by the formulas I and II:
- R is a lower alkyl, having, for example, 1 to 4 carbon atoms, such as methyl, ethyl, propyl, and isobutyl.
- Representative ethylenically unsaturated substituted benzenes within the scope of above formula I are styrene, methylstyrene, and tertiary-butylstyrene and those within the scope of formula II (which are also considered herein as substituted benzenes) are indene and methylindene.
- a preferred class of aromatic tackifiers includes a a water white, hydrogenated, aromatic hydrocarbon tackifying resin having an aromaticity greater than 50 percent, and preferably greater than 70 percent, and more preferably greater than 80 percent, based on the amount of monomer in the feedstock.
- These useful tackifying resins have a Z-average molecular weight (Mz) ranging from about 500 to 1800, preferably between about 600 and 1500, and most preferably from about 650 to 1200. In a highly preferred embodiment of the invention, the tackifying resin has a Mz between about 700 and 1100.
- These useful tackifying resins also have a narrow molecular weight distribution with a polydispersity (Mw/Mn) of less than 2.5, preferably less than about 2.1, and most preferably less than 1.9.
- the softening points (Ring and Ball softening points as determined by ASTM E-28) of these tackifying resins typically fall within the range of about 40-120°C, and preferably from about 65-100°C.
- the resins, after hydrogenation, are water white.
- a "water white” resin is defined to be a resin having a molten Gardner color of less than about 2.
- An especially preferred resin has a molten Gardner color of less than 1.
- These resins also preferably exhibit an initial color after hydrogenation of greater than about 24 saybolt (10 percent toluene solution).
- These resins are hydrogenated petroleum hydrocarbon resins typically produced by catalytic polymerization of principally aromatic monomers which after polymerization and hydrogenation, retain at least 20 percent aromatic protons as determined by nuclear magnetic resonance (NMR), and preferably at least 24 percent aromatic protons.
- NMR nuclear magnetic resonance
- the aromaticity is measured by proton NMR ( ⁇ -NMR) analysis by generally accepted procedures.
- the "retained aromaticity” is the ratio of the aromaticity by proton NMR of the hydrogenated resin to that of the polymerized resin prior to hydrogenation. The procedure is described in detail in WO-A-91-07472 (Luvinh).
- the tackifying resins may be prepared by the following procedure:
- the tackifying resins are preferably prepared by catalytic polymerization of petroleum fractions identified as Heartcut Distillates, or HCD, and 0 to 40 percent by weight of a chain transfer agent.
- the resins are typically prepared from vinyl aromatic streams comprising the following components:
- Such streams can be derived from the steam-cracked petroleum distillates or fractions thereof, having boiling points between about 135-220°C, so long as they contain or are modified to contain sufficient vinyl aromatic contents.
- an essentially pure styrene component may be added to commercially available petroleum distillate products that fit this description except for styrene.
- a vinyl aromatic stream comprising, by weight percent, 11.4 percent styrene, 31.6 percent alkyl derivatives of styrene, 17.1 percent indene, 5 percent alkyl derivatives of indene, and 34.9 percent non-reactive components, was confirmed to be a suitable resin feedstock.
- Polymerization of the hydrocarbon resin is generally accomplished according to the teachings of U.S. Pat. No. 4,078,132 (Lepert). According to this teaching, branched chain aliphatic olefins are introduced during polymerization as chain transfer agents to achieve both lowered softening point and narrowed molecular weight distribution.
- this document addresses the preparation of substantially non-aromatic unsaturated thermoplastic resins
- the teaching therein is applicable to feed streams comprising heartcut distillates or feed streams comprising vinyl aromatic monomer(s) to yield a highly aromatic precursor resin, which when hydrogenated provides the desired aromatic tackifier resin.
- the feed streams should contain at least 40 percent, by weight of total polymerizable monomers, of vinyl aromatic monomers, and preferably at least 50 percent.
- the polymerization process of U.S. Pat. No. 4,078,132 is particularly suitable when practiced at polymerization temperatures between -20-100°C, and preferably between 30-80°C, in the presence of a Friedel-Crafts catalyst such as aluminum chloride (A1C1 3 ) and in the presence of the branched chain reactive olefin chain transfer agents, which are preferably isoamylenes, dimates, or mixtures thereof.
- Most of the branched chain reactive olefin compounds will be effective when used in the proper amounts as described in U.S. Pat. No. 4,078,132.
- Some compounds, such as isoamylenes are more reactive and can be advantageously used in smaller amounts to control the softening point and molecular weight distribution.
- Useful amounts of the reactive chain transfer agents are typically in the range of 10 to 20 percent by weight based on the total weight of the heartcut distillate or vinyl aromatic feed stream, and preferably in the range of 10 to 15 percent.
- Hydrogenation can generally be accomplished according to the teachings in U.S. Pat. No. 4,629,766 (Malatesta et al.), but other conventional means of hydrogenation may also be used.
- temperatures of 200-300 °C are used at pressures of 10 to 300 kg/cm 2
- hydrogenating or hydrotreating catalysts such as Group VIII metals such as nickel, palladium, cobalt, ruthenium, platinum, and rhodium, Group VI metals such as tungsten, chromium and molybdenum, and Group VII metals such as manganese and copper, are used.
- metals may be used alone or in a combination of two or more metals, in the metallic form, or in an activated form, and may be used directly or on a solid support such as alumina or silica-alumina.
- a preferred catalyst is one comprising sulfided nickel-tungsten on a gamma-alumina support having a fresh catalyst surface area ranging from 120 to 300 meters 2 /gram, and containing 2 to 10 percent by weight nickel and 10 to 25 percent by weight tungsten as described in U.S. Pat. No. 4,629,766.
- the hydrogenation is typically carried out with a hydrogen pressure of 20 to 300 atmospheres (2.03 x 10 5 to 3.09 x 10 7 Newtons per square meter), and preferably 150 to 250 atmospheres (1.52 x 10 7 to 2.53 x 10 7 Newtons per square meter). Additional description of hydrogenation of aromatic resins is described in U.S. Pat. No. 3,926,878 and WO- A-91/07472.
- Hydrogenation is performed at temperatures, pressures and times with the effective catalysts so as to retain at least 75 percent aromaticity, preferably at least 80 percent, more preferably at least 85 percent, and most preferably, at least 90 percent. Optimization of the hydrogenation process can be empirically accomplished according to the above described process.
- a commercially available aromatic hydrocarbon oligomer which is useful as component (b) in the adhesive coatings of this invention is ESCOREZ Tackifier 7312, described in product bulletin 102-0492-034, April 1992, of Exxon Chemical Co.. Some other commercially available aromatic hydrocarbon resins are described by Satas, supra, pp. 531-532. Such aromatic hydrocarbon resins can be used in the form of solvent solutions, e.g., 50 weight percent ethyl acetate solutions, in preparing the adhesive solution which is to be coated on a backing in the fabrication of the pressure-sensitive adhesive products of this invention.
- the amount of aromatic hydrocarbon oligomer component that is mixed with the polyacrylate component is that amount which is sufficient to protect or stabilize the polyacrylate component, that is, to essentially or substantially maintain or retain its desired adhesive performance after the adhesive-coated sheet material is packaged and subjected to the gamma radiation sterilization.
- the amount, on a dry or solids basis, of the adhesion stabilizer will be 1 to 50 weight percent, preferably 10 to 35 weight percent, of the sum of the weights of the two essential components (a) and (b) in the adhesive coating, and the amount of the polyacrylate component will be 50 to 99 weight percent, preferably 65 to 90 weight percent, of the adhesive coating on the same basis.
- Other materials may be blended or mixed with the mixture of polyacrylate and stabilizer components, such as coloring agents, fire retardants, reinforcing agents, or foaming agents.
- An antioxidant may be included in the adhesive coating solution, e.g., as a 0.5 weight percent solution of IRGANOX-1010 (which does not by itself sufficiently protect the polyacrylate from deleterious effects of gamma radiation-sterilization). But such other materials may affect the performance of the gamma radiation-sterilized adhesive products. Thus, it may be necessary to conduct material compatibility tests.
- the pressure sensitive adhesive used in this invention may be prepared by mixing compatible solutions of the polyacrylate adhesive component and aromatic hydrocarbon adhesion-stabilizer component in the amounts sufficient to obtain or retain the desired pressure sensitive adhesive properties notwithstanding the exposure of the adhesive to the gamma radiation sterilization.
- the two components are admixed as solutions in common volatile, organic solvents, such as alkanes, alcohols, or esters, e.g., hexane, isopropanol, and ethyl acetate.
- the mixed solution of the two compatible components has, for example, a coatable viscosity, e.g., 200 to 20,000 cps, may then be coated in a conventional manner on various flexible web substrates, or backings, e.g., plastic films, paper, and woven or nonwoven fabrics, in an appropriate thickness and coating weight, e.g., thicknesses of about 0.2 to 5 mils and coating weights of about 1 to 40 grains/24 in 2 .
- Preferred backing for medical applications are those which permit high moisture vapor transmission and or tissue or wound exudate therethrough, e.g. nonwoven fabric, woven fabrics, perforated films, films having high moisture vapor transmission and knits.
- the coatings may be applied using, for example, a reverse roll coater, knife-over-roll coater, roll-over-roll coater, air-knife coater, bar coater, direct roll coater, gravure coater, or pressure-fed die coater.
- the wet adhesive coating may then be dried, if needed, in a convection dryer or zoned oven, to evaporate the solvent(s), leaving non-volatile solids on the web, the evolved solvent vapor being incinerated as required by environmental regulations or adsorbed on activated charcoal and recovered.
- the dried coated sheet material can be cut or slit to appropriate widths, e.g. 1 inch (2.5 cm), using a shear, score, or razor blade slitter or cutter.
- the slit material may be rolled or otherwise assembled and packaged.
- the backside of the backing may be coated in a conventional manner with a low adhesion backsize, such as a urethane or silicone backsize, or laminated to a release sheet or liner to protect the product from unintended adhesion.
- a low adhesion backsize such as a urethane or silicone backsize
- a release sheet or liner to protect the product from unintended adhesion.
- the coated sheet materials may take the form of any article conventionally used with skin adhesives, such as tapes, patches, strips, wound dressings, monitoring or neuro-stimulati-ng electrodes, and drapes. Such articles are described by Satas, supra, Chapter 25.
- the articles can be packaged in bacteria-impermeable films or materials, such as polyethylene, polypropylene, and the like, in the form of sealed pouches, envelopes, bubble packs, or other conventional packages, which are readily opened when the adhesive product is to be applied.
- the packaged adhesive-coated products are then exposed to the gamma radiation sterilization, e.g., in a dosage range of usually 20 to 45 kGy.
- Equipment and processing conditions used to carry out the coating, drying, and slitting steps are described, for example, in Satas, supra, Chapters 34-37.
- Equipment which can be used to carry out the gamma radiation-sterilization is, for example, a w Co source irradiator, such as a Model JS 7500 Tote Shuttle Dwell Panoramic Wet Storage Irradiator manufactured by AECL (Atomic Energy of Canada, Ltd.).
- adhesive-to-adhesive tape laminates were constructed by passing equal lengths of the adhesive-coated tapes through a laminator press at 20 psi and about 25°C to provide uniform, bubble-free, pressure-sensitive adhesive tape laminates. Half of the tape laminates were tested without being irradiating and half of the tape laminates were tested after being sterilized with a gamma radiation dosage of 34.6 to 34.9 kGy, using the above-described AECL Model JS 7500 Irradiator.
- the weight typically used to exert the stress on the adhesive coatings was 500 grams. From the strip chart recorder, the time, three minutes in this example, and the displacement (strain) were read and the applied force (stress) was recorded. The shear creep compliance at a given temperature was then calculated using the equation:
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Adhesive Tapes (AREA)
- Paints Or Removers (AREA)
- Materials For Medical Uses (AREA)
Abstract
Description
Claims
Priority Applications (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CA 2201490 CA2201490A1 (en) | 1994-10-18 | 1995-10-05 | Packaged, sterilized, pressure sensitive adhesive products |
KR1019970702498A KR970707252A (en) | 1994-10-18 | 1995-10-05 | PACKAGED, STERILIZED, PRESSURE SENSITIVE ADHESIVE PRODUCTS |
EP95936276A EP0787171A1 (en) | 1994-10-18 | 1995-10-05 | Packaged, sterilized, pressure sensitive adhesive products |
AU38282/95A AU3828295A (en) | 1994-10-18 | 1995-10-05 | Packaged, sterilized, pressure sensitive adhesive products |
JP8513335A JPH10507473A (en) | 1994-10-18 | 1995-10-05 | Packaged and sterilized pressure sensitive adhesive products |
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US32492294A | 1994-10-18 | 1994-10-18 | |
US08/324,922 | 1994-10-18 | ||
US42590795A | 1995-04-20 | 1995-04-20 | |
US08/425,907 | 1995-04-20 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO1996011992A1 true WO1996011992A1 (en) | 1996-04-25 |
Family
ID=26984683
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/US1995/012910 WO1996011992A1 (en) | 1994-10-18 | 1995-10-05 | Packaged, sterilized, pressure sensitive adhesive products |
Country Status (5)
Country | Link |
---|---|
EP (1) | EP0787171A1 (en) |
JP (1) | JPH10507473A (en) |
KR (1) | KR970707252A (en) |
AU (1) | AU3828295A (en) |
WO (1) | WO1996011992A1 (en) |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5840783A (en) * | 1995-04-24 | 1998-11-24 | Minnesota Mining And Manufacturing Company | Pressure-sensitive adhesives for polyolefin surfaces |
WO2002053602A1 (en) * | 2000-12-29 | 2002-07-11 | 3M Innovative Properties Company | Gamma radiation polymerized emulsion-based (meth)acrylate pressure sensitive adhesives and methods of making and using same |
WO2004002848A1 (en) * | 2002-06-26 | 2004-01-08 | E. I. Du Pont De Nemours And Company | Coated sheet materials and packages made therewith |
WO2020136572A1 (en) * | 2018-12-27 | 2020-07-02 | 3M Innovative Properties Company | Radiation sterilization resistant adhesive |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP4746738B2 (en) * | 2000-10-10 | 2011-08-10 | リンテック株式会社 | Radiation-resistant adhesive and adhesive product using the same |
CN100557074C (en) * | 2003-04-25 | 2009-11-04 | 亚利桑那西格玛实验室公司 | The porous material of functionalized by vacuum deposition |
Citations (2)
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SU460873A1 (en) * | 1971-11-18 | 1975-02-25 | Центральный научно-исследовательский институт травматологии и ортопедии | Lipka film |
US5423783A (en) * | 1991-09-30 | 1995-06-13 | Minnesota Mining And Manufacturing Company | Ostomy bag with elastic and heat sealable medical tapes |
-
1995
- 1995-10-05 EP EP95936276A patent/EP0787171A1/en not_active Withdrawn
- 1995-10-05 KR KR1019970702498A patent/KR970707252A/en not_active Application Discontinuation
- 1995-10-05 JP JP8513335A patent/JPH10507473A/en active Pending
- 1995-10-05 WO PCT/US1995/012910 patent/WO1996011992A1/en not_active Application Discontinuation
- 1995-10-05 AU AU38282/95A patent/AU3828295A/en not_active Abandoned
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
SU460873A1 (en) * | 1971-11-18 | 1975-02-25 | Центральный научно-исследовательский институт травматологии и ортопедии | Lipka film |
US5423783A (en) * | 1991-09-30 | 1995-06-13 | Minnesota Mining And Manufacturing Company | Ostomy bag with elastic and heat sealable medical tapes |
Non-Patent Citations (1)
Title |
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DATABASE WPI Derwent World Patents Index; AN 75-68524w * |
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5840783A (en) * | 1995-04-24 | 1998-11-24 | Minnesota Mining And Manufacturing Company | Pressure-sensitive adhesives for polyolefin surfaces |
WO2002053602A1 (en) * | 2000-12-29 | 2002-07-11 | 3M Innovative Properties Company | Gamma radiation polymerized emulsion-based (meth)acrylate pressure sensitive adhesives and methods of making and using same |
US6461728B2 (en) | 2000-12-29 | 2002-10-08 | 3M Innovative Properties Company | Gamma radiation polymerized emulsion-based (meth)acrylate pressure sensitive adhesives and methods of making and using same |
WO2004002848A1 (en) * | 2002-06-26 | 2004-01-08 | E. I. Du Pont De Nemours And Company | Coated sheet materials and packages made therewith |
CN100429130C (en) * | 2002-06-26 | 2008-10-29 | 纳幕尔杜邦公司 | Coated sheet materials and packages made therewith |
US7491433B2 (en) | 2002-06-26 | 2009-02-17 | E.I. Du Pont De Nemours And Company | Coated sheet materials and packages made therewith |
WO2020136572A1 (en) * | 2018-12-27 | 2020-07-02 | 3M Innovative Properties Company | Radiation sterilization resistant adhesive |
Also Published As
Publication number | Publication date |
---|---|
EP0787171A1 (en) | 1997-08-06 |
JPH10507473A (en) | 1998-07-21 |
KR970707252A (en) | 1997-12-01 |
AU3828295A (en) | 1996-05-06 |
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