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EP0186660A1 - Adhesif au silicone sensible a la pression et ses utilisations - Google Patents

Adhesif au silicone sensible a la pression et ses utilisations

Info

Publication number
EP0186660A1
EP0186660A1 EP84902963A EP84902963A EP0186660A1 EP 0186660 A1 EP0186660 A1 EP 0186660A1 EP 84902963 A EP84902963 A EP 84902963A EP 84902963 A EP84902963 A EP 84902963A EP 0186660 A1 EP0186660 A1 EP 0186660A1
Authority
EP
European Patent Office
Prior art keywords
adhesive
polysiloxane
pressure sensitive
combination
transdermal
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.)
Withdrawn
Application number
EP84902963A
Other languages
German (de)
English (en)
Other versions
EP0186660A4 (fr
Inventor
Herman Abber
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.)
Flexcon Co Inc
Original Assignee
Flexcon Co Inc
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Flexcon Co Inc filed Critical Flexcon Co Inc
Publication of EP0186660A1 publication Critical patent/EP0186660A1/fr
Publication of EP0186660A4 publication Critical patent/EP0186660A4/fr
Withdrawn legal-status Critical Current

Links

Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/70—Web, sheet or filament bases ; Films; Fibres of the matrix type containing drug
    • A61K9/7023—Transdermal patches and similar drug-containing composite devices, e.g. cataplasms
    • A61K9/703—Transdermal patches and similar drug-containing composite devices, e.g. cataplasms characterised by shape or structure; Details concerning release liner or backing; Refillable patches; User-activated patches
    • A61K9/7084—Transdermal patches having a drug layer or reservoir, and one or more separate drug-free skin-adhesive layers, e.g. between drug reservoir and skin, or surrounding the drug reservoir; Liquid-filled reservoir patches
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L15/00—Chemical aspects of, or use of materials for, bandages, dressings or absorbent pads
    • A61L15/16—Bandages, dressings or absorbent pads for physiological fluids such as urine or blood, e.g. sanitary towels, tampons
    • A61L15/20—Bandages, dressings or absorbent pads for physiological fluids such as urine or blood, e.g. sanitary towels, tampons containing organic materials

Definitions

  • the present invention relates to pressure sensitive adhesives which provide suitable adherence of objects to the human skin.
  • the invention relates more particularly to silicone based pressure sensitive adhesives which are of particular use in transdermal therapeutic devices for attachment to the human skin.
  • Pressure sensitive adhesives for use on human skin are used typically in bandages or other therapeutic devices which must adhere to the skin for a prescribed period of time. Such devices are typically comprised of a plastic or cloth film layer coated with a pressure sensitive adhesive. The pressure sensitive adhesive is protected with a release substrate which is readily peelable from the adhesive coating.
  • the pressure sensitive adhesive for use in connection with such bandages or other therapeutic device must satisfy an array of specific physical characteristics. Importantly the release substrate must be easily peelable from the adhesive coating and the adhesive must have sufficient cohesion to keep the bandage or therapeutic object in adhesive contact with the skin for a prescribed period of time. Also the adhesive must not cause skin inflammation and must be nontoxic. Additionally a pressure sensitive adhesive as applied to a transdermal therapeutic device must meet other strict performance requirements.
  • a transdermal device is a medicinal pouch which contains a liquid medicine or other drugs which must be absorbed gradually into the skin over a fairly long period of time.
  • These devices typically contain a semipermeable membrane and are advantageously used with drugs which are best absorbed into the human body gradually, such as nitroglycerine or other drugs useful in treating cardiac impairment.
  • the pressure sensitive adhesive which is coated onto the therapeutic device must not act as a barrier to interrupt the flow of a fluid from the device and into the human blood stream. Specifically, the pressure sensitive adhesive must be permeable to the drug being used.
  • the adhesive should keep essentially all of the contact surface of the therapeutic device in adhesive contact with the patient's skin over this entire period.
  • the pressure sensitive adhesive should also permit the therapeutic device to be peeled from the skin without causing discomfort and without leaving an adhesive residue on the skin which is not easily removeable.
  • U.S. Patent Nos. 2,857,356 and 4,039,707 are illustrative of prior art silicone-based pressure sensitive adhesives.
  • U.S. Patent No. 2,857,356 discloses a pressure sensitive adhesive formed from the polymerization of a silicate resin and an organopolysiloxane fluid.
  • the silicate resin is obtained by intercondensing a mixture comprising a cohydrolysis product of a trialkyl hydrolyzable silane and an alkyl silicate, said cohydrolysis product containing a plurality of silicone-bonded hydroxy groups.
  • the formulation disclosed in this reference is directed principally to forming a pressure sensitive adhesive which retains a high degree of tack and cohesion over a wide temperature range, for example between about -75°C and 250°C.
  • the pressure sensitive adhesive product disclosed in this reference is directed to application principally as an adhesive coating for use in contacting polymeric material such as glass, a wide range of plastics such as polyethylyene, and also for use in connection with the manufacture of pressure sensitive tapes.
  • the weight ratio of the silicate resin to the organopolysiloxane fluid should be between about 0.5/1 to 6/1, more preferably between about 1/1 to 3/1. (Column 7, lines 21 to 28).
  • the range of formulations disclosed in this reference could not be suitable for application to a transdermal therapeutic device because of insufficient tack for application to human skin and too great a time lapse required to achieve maximum bonding.
  • U.S. Patent No. 4,039,707 discloses a siloxane-type pressure sensitive adhesive which is composed of the intercondensation product of a mixture containing an organopolysiloxane resin and at least one alkylaryl polysiloxane gum.
  • the organopolysiloxane resin is defined at Column 6, lines 5 to 10 as having the formula: (OH) q (OR 2 ) r R 2 SiO 4qrs/2 It is also disclosed as essential that the organopolysiloxane gum contain aryl groups, such as phenyl groups, to obtain optimum pressure sensitive adhesive properties.
  • this reference teaches that the number of silicone-bonded phenyl groups should be maintained with such a range that for each 2 to 75 phenyl groups attached directly to silicone by a carbon silicone linkage there are present from 98 to 25 silicone-bonded methyl groups, with the preferred range for instance from about 5 to 15 phenyl groups per 95 to 85 methyl groups. (Column 5, line 59 to Column 6, line 2).
  • This reference also discloses a use of a release substrate covering the pressure sensitive adhesive.
  • the release substrate may typically be a paper or polymer film coated with a release coating such as a silanol-stopped dimethylpolysiloxane fluid.
  • Another release coating which is disclosed in this reference is based on dimethylvinyl-stopped dimethyl polysiloxane fluid. Additionally, the reference discloses that the alkylaryl polysiloxane gum should have a viscosity from about 200,000 to 15 million centipoise at 25°C and contain an average from about 1.85 to 2.01 silicone-bonded alkyl and aryl radicals per silicone atom.
  • alkylaryl polysiloxane gum with an organopolysiloxane resin is disclosed in this reference, the reference does not disclose or suggest use of specific combinations of alkylaryl polysiloxane gums to improve the product's adhesive, shear and liquid permeability characteristics so that the adhesive product may be used with transdermal therapeutic devices.
  • an object of the present invention to provide an improved pressure sensitive adhesive which has particular use as an adhesive for retaining a plastic film or therapeutic device in adhesive contact with the human skin and which adhesive is nontoxic and easily removeable from the skin.
  • An important object of the invention is to provide a pressure sensitive adhesive for particular use in transdermal therapeutic devices.
  • a related object is to provide pressure sensitive adhesive which retains the therapeutic device in adhesive contact with the human skin over a prolonged period of time and does not interfere with the absorption of medicinal fluid from the transdermal device through the adhesive and into the skin.
  • the pressure sensitive adhesive of the invention has been formulated to satisfy an array of specific performance requirements so that the product has a particular suitability for use as a pressure sensitive adhesive for transdermal therapeutic devices which are applied in adhesive contact with the skin.
  • the pressure sensitive adhesive formulation is composed of the combination of a methyl /phenyl siloxane preferably dimethyl diphenyl siloxane gum with a dimethyl siloxane gum and an organopolysiloxane resin.
  • the resin is composed of monofunctional and quadrafunctional siloxane units, designated hereinafter as an MQ resin.
  • MQ resin monofunctional and quadrafunctional siloxane units
  • Applicants have found that such a formulation provides a polymerized pressure sensitive adhesive having the requisite array of performance characteristics for use in connection with transdermal therapeutic devices.
  • a suitable catalyst such as a diaryl peroxide catalyst is advantageously included in the mixture to initiate polymerization between the siloxane gum and resin to form the pressure sensitive adhesive product. Alternatively, the catalyst may be omitted and the polymerization initiated by other means.
  • a pressure sensitive adhesive product can be formed.
  • the resulting adhesive product has an array of specific performance characteristics which make the product particularly suitable for use as a pressure sensitive adhesive for transdermal therapeutic devices.
  • the weight ratio of a dimethyl diphenyl siloxane gum to dimethyl siloxane gum should preferably be in a range between 1/3 to 3/1.
  • a diaryl peroxide catalyst may be used comprising between about 0.1 to 2 percent by weight of the polymerized pressure sensitive adhesive product.
  • a preferred catalyst of this type is composed of 2 , 4, dichloro benzoyl peroxide containing a phlegmatic agent such as dibutylphthalate.
  • the pressure sensitive adhesive formulation may additionally include polybutene resin in an amount of up to approximately 15 percent by weight of the polymerized adhesive product.
  • An alternative formulation for the polymerized adhesive product of the invention is composed of dimethyl diphenyl siloxane gum, an organopolysiloxane resin (preferably MQ resin), and a suitable catalyst such as a diaryl peroxide catalyst as above described.
  • the catalyst typically should be between about 0.1 to 5 percent byweight of the adhesive product.
  • the polymerized pressure sensitive adhesive product is preferably prepared by forming a raw adhesive solution composed of the reactants set forth above, and solvents such as toluene, naphtha, xylene and n-butyl acetate.
  • solvents such as toluene, naphtha, xylene and n-butyl acetate.
  • polybutene resin may be included, or as above-mentioned, the dimethyl siloxane gum may be omitted from the preferred formulation.
  • the raw adhesive solution is prepared by mixing the siloxane gum, MQ resin, catalyst and solvents until a homogeneous solution is formed.
  • the solution is coated onto a release substrate (typically a paper sheet overcoated with a silicone release coating) , thus forming an adhesive laminate.
  • the adhesive laminate is dried to vaporize the solvents after which the laminate is heated to temperatures necessary to initiate a polymerization reaction between the siloxane gum and MQ resin.
  • the adhesive laminate may be transferred to a surface of a transdermal device so that the adhesive coating comes into direct contact with the device.
  • the adhesive coating comes into direct contact with a semipermeable membrane component of the transdermal device.
  • the user need only peel off the release substrate to expose the adhesive layer prior to pressing the transdermal device onto his skin. It has been found that the pressure sensitive adhesive formulation of the invention exhibits unique liquid permeability characteristics and a high degree of adhesion to human skin, yet causes negligible skin irritation or redness and has excellent release properties permitting easy removal of a release substrate from the adhesive.
  • the pressure sensitive adhesive of the invention is preferably composed of the combination of a methyl/phenyl siloxane gum; a dimethyl siloxane gum; an organopolysiloxane resin, advantageously MQ resin; and suitable catalyst.
  • a suitable methyl/phenyl siloxane gum is a dimethyl diphenyl siloxane.
  • the term "gum” as used herein denotes a high viscosity, e.g. greater than about 20,000 centipoise, linear alkyl/aryl polysiloxane or polydiorganosiloxane that can be converted from a highly viscous plastic state into the predominantly elastic state by crosslinking. See, W.
  • the term "organosiloxane elastomer” is hereinafter defined as synonymous and interchangeable with the term “gum” as above-defined. See. W. Noll, supra, p. 387.
  • the term "resin” as used in this patent application is synonymous with "polymer”.
  • the pressure sensitive adhesive is particularly useful for attaching a transdermal therapeutic device to human skin for a period of up to about 24 hours.
  • the adhesive exhibits favorable peel release characteristics and a high degree of adhesion over a prolonged period.
  • the adhesive is particularly suited to medical applications in that it is easily removed from the skin and nonirritating, and permits the medication in the transdermal device to pass from the device, through the adhesive, and thence into the skin.
  • Transdermal devices are well known in the art. They are composed of a semipermeable microporous membrane or membranes for storing a supply of liquid medication and causing release of the medication therefrom at constant rate over a prolonged period of time.
  • the transdermal device containing the liquid medication is applied directly to the skin in the form of a bandage.
  • the semipermeable membrane in contact with the skin must be provided with a pressure sensitive adhesive layer in order to adhere to the skin.
  • the references U.S. Patent Nos. 4,200,093 and 4,201,211 are merely representative of transdermal therapeutic devices to which the adhesive of the invention is applicable.
  • the adhesive of the invention has general applicability to essentially any transdermal device which must be adhesively placed in contact with the skin, and therefore the invention is not intended to be limited to the foregoing references but rather is incorporated by references herein merely for illustrative purposes.
  • a suitable adhesive for transdermal therapeutic devices should satisfy a number of specific requirements.
  • the adhesive must allow the liquid medicine to flow uninterrupted over a prolonged period of time, e.g. up to at least 6 hours and preferably up to at least 24 to 36 hours and longer, at constant rate, through the semipermeable membrane and into the skin. Therefore, the adhesive cannot form a barrier between the membrane and the skin during the required prolonged period of use so as to measurably retard the constant rate of flow of the medicine from the membrane into the human skin. It has been found that the adhesive formulation of the invention satisfies all the aforesaid requirements, whereas conventional pressure sensitive adhesives have been found to significantly retard the free flow of liquids therethrough, especially over a prolonged period.
  • the adhesive should not cause undue irritation to the skin, including swelling, redness or itching on prolonged contact (typically up to at least 24 hours).
  • the adhesive should also allow for relatively easy removal of the transdermal device from the skin without causing great discomfort to the patient.
  • the adhesive In order to provide a suitable adhesive for use with a transdermal device, the adhesive should not significantly deteriorate in strength or tend to peel or loosen over the 24 hour period. Additionally, there should be very little or no adhesive residue remaining on the skin after the transdermal device is peeled from the skin.
  • a pressure sensitive adhesive formulation which has been found to satisfy the above requirements is presented as formulation A in Table I.
  • the pressure sensitive adhesive formulation A is composed of a raw adhesive solution which is dried to evaporate the solvents and then cured to form the polymerized pressure sensitive adhesive product A, having a composition shown in Table I.
  • Raw adhesive solution A as shown in Table I is composed of a methyl/phenyl siloxane gum such as dimethyl diphenyl siloxane gum, and organopolysiloxane resin, preferably MQ resin, dimethyl siloxane gum, suitable catalysts and solvents.
  • the methyl/phenyl siloxane gum such as dimethyl diphenyl siloxane gum as well as the dimethyl siloxane gum may typically have a viscosity between about 20,000 and 10,000,000 centipoise at 25°C, preferably between about 20,000 and 1,000,000 centipoise at 25°C.
  • R may include any other alkyl group particularly C 1 to C 4 alkyl groups, i.e. methyl, ethyl, propyi and butyl alkyl groups.
  • the molar ratio of phenyl groups to methyl groups in the dimethyl diphenyl siloxane gum is at least about 0.1/1 and preferably between about 0.1/1 and 0.2/1.
  • Mixtures of dimethyl diphenyl siloxane gum and suitable MQ resin may be purchased under the tradename SILGRIP SR6574 manufactured by the General Electric Company of Waterford, New York.
  • the MQ resin is commercially available in dry powdery particulate form.
  • a preferred MQ resin to be added to this mixture is commercially available under the tradename CR542 from General Electric Company.
  • Another MQ resin suitable for use in adhesive solution A is commercially sold under the tradename C42-2109 designated as a controlled, release additive from Dow Corning Co. of Midland, Michigan.
  • a suitable mixture of dimethyl siloxane gum and MQ resin is available under the trade designation 280 A adhesive from Dow Corning Co.
  • the preferred catalyst is a diaryl peroxide type catalyst, such as that containing 2, 4, dichloro benzoyl peroxide, which contains a phlegmatic agent such as dibutyl phthalate.
  • a catalyst of this type is available under the tradename CADOX TDP, available from Noury Chemical Company of Burt, New York.
  • the raw adhesive solution A as set forth in Table I further contains solvents, preferably toluene, naphtha, xylene, and n-butyl acetate in the proportions listed.
  • the pressure sensitive adhesive formulation B is tabulated in Table II. This formulation has also been found to satisfy the above-referenced requirements.
  • the pressure sensitive adhesive formulation B is composed of a raw adhesive solution which is dried to evaporate the solvents contained therein and then cured to form the polymerized pressure sensitive adhesive product B having a composition shown in Table II.
  • composition of formulation B is similar to that of formulation A except that a small amount of polybutene resin was found to be desirable because it produced greater tack and somewhat better adhesion.
  • a suitable polybutene resin is available under the tradename INDOPOL
  • MQ resin (medium molecular weight) available from Amoco Company of Chicago, Illinois.
  • R preferably is a methyl group.
  • R may be composed of any other alkyl group, particularly
  • the dimethyl diphenyl polysiloxane gum included in raw adhesive solution B preferably has a molar ratio of phenyl groups to methyl groups at least about 0.1/1 and preferably between about 0.1/1 to 0.2/1.
  • a preferred formulation containing both dimethyl diphenyl siloxane gum and MQ resin for use in adhesive solution B is SILGRIP SR6574, available from the General Electric Company.
  • a preferred MQ resin to be added to adhesive solution B is available under the tradename CR542 from General Electric Company.
  • Another MQ resin suitable for use in adhesive solution B is sold under the tradename C42-2109 from Dow Corning Co.
  • a preferred formulation containing both dimethyl siloxane gum and MQ resin for use in adhesive solution B may be purchased under the tradename 280 A adhesive from Dow Corning Company.
  • a suitable catalyst for formulation B is a diaryl peroxide type catalyst, such as that containing 2, 4 dichloro benzoyl peroxide which contains a phlegmatic agent such as dibutyl phthalate.
  • a catalyst of this type may be purchased under the tradename CADOX TDP from Noury Chemical Company.
  • the raw adhesive solution as set forth in Table II further contains solvents toluene, naphtha, xylene and n-butyl acetate in the proportions listed.
  • the preferred catalyst shown in Tables I and II is a diaryl peroxide, such as 2, 4, dichloro benzoyl peroxide, other catalysts may be employed.
  • catalysts include, for example, diacyl peroxide; amino ⁇ ilanes; secondary or tertiary amines; or an organic titanate such as terabutyl titanate available under the tradename TYZOR TBT from DuPont Company of Wilmington, Delaware.
  • the catalyst may be omitted and the polymerization reaction initiated by other means such as electron beam contact.
  • methyl/phenyl polysiloxane gum has a molar ratio of phenyl groups to methyl groups between about 0.1/1 and 0.2/1.
  • the polymerized pressure sensitive adhesive product advantageously includes between about 0.1 to 15 weight percent of additional MQ resin and between about 0.1 to 2.0 weight percent catalyst.
  • the weight ratio of methyl/phenyl siloxane gum to dimethyl siloxane gum is in a range between about 1/3 to about 3/1 although a weight ratio approaching 3/1 is preferred.
  • Either of the adhesive solutions A or B may be made by mixing the constituents listed in Table I in a conventional closed mixing vat until a homogeneous solution is achieved. Although the various components may be added in any order, it is advantageous to premix the catalyst and solvents followed by addition of the remaining components.
  • the homogeneous raw solution is then coated onto a release substrate, typically composed of a paper sheet overcoated with a release coating such as conventional silicone release fluids; e.g. polydimethylvinyl siloxane fluid containing appropriate catalysts such as one containing a noble metal complex.
  • the overcoated release substrate forms an adhesive laminate sheet which is then dried, typically in conventional convective driers operating between approximately 100°F to 200°F, in order to evaporate the solvents contained in the raw adhesive coating.
  • the dried adhesive laminate is then passed through a curing oven operating at a temperature level of between about 200°F to 350°F, wherein a crosslinking type polymerization reaction occurs between the siloxane gums, the MQ resin, and the catalyst.
  • the adhesive laminate sheet containing the cured pressure sensitive adhesiv.e product may be transferred directly to a surface of the semipermeable membrane of a transdermal therapeutic device. Transfer may be accomplished by passing the adhesive laminate sheet and the semipermeable membrane film through a conventional laminator. The adhesive coated semipermeable memhrane may then be cut into desired shapes for use in manufacture of transdermal therapeutic devices. In use of the transdermal device, the patient will peel off the release substrate portion of the adhesive laminate sheet thus exposing the adhesive coated semipermeable membrane so that direct contact can be made between the adhesive coated semipermeable membrane and the human skin.
  • Various performance tests for the polymerized pressure sensitive adhesive product were made for formulations tabulated in Table I and II. The results of the performance tests are tabulated in Table III.
  • EXAMPLE A batch of raw adhesive solution was prepared in accordance with either of the formulations of Tables I and II.
  • the catalyst was dispersed first into the solvents and the solvents with dispersed catalyst therein were then added to,, the siloxane gum and MQ resin constituents.. Dispersing the catalyst first in the solvents reduced the mixing time required to achieve a homogeneous solution.
  • the solution was mixed within a closed sealed drum with a high speed air driven agitating mixer.
  • the mixing was continued under ambient conditions until a homogeneous raw adhesive solution was. obtained..
  • the raw adhesive solution was then coated onto a release substrate which was composed of a paper sheet precoated with a polydimethylvinyl siloxane fluid with the noble metal complex catalyst 7048 of Dow Corning Co.
  • the raw adhesive was coated onto the release substrate using conventional three roll reverse rollers to achieve a coating thickness of about 3.5 mils.
  • the release substrate coated with the raw adhesive solution formed an adhesive laminate sheet.
  • the adhesive laminate sheet was then passed through a conventional convective coater drier, operated under four temperature zones.
  • the first zone included temperatures between about 80° to 125°F; the second zone between about 125° to 200°F; the third zone between about 200° to 250°F and the fourth zone at about 350°F.
  • the adhesive laminate sheet passed continuously through the convective drier at about 40 feet per minute. The total length of the four zones was about 100 feet.
  • the solvents evaporated from the raw adhesive solution which was coated onto the release substrate.
  • the adhesive laminate continued through zones 3 and 4, i.e., the curing zones, crosslinking polymerization reaction occurred forming the polymerized pressure sensitive adhesive product.
  • the adhesive laminate sheet containing the polymerized pressure sensitive adhesive coating was transferred onto a surface of a semipermeable membrane for use within a transdermal therapeutic device of which U.S. Patent Nos. 4,200,098 and 4,201,211 are merely illustrative.
  • a conventional laminator was used to transfer the adhesive laminate onto the surface of thesemipermeable membrane.
  • the semipermeable membrane sheet with the attached adhesive laminate was then cut in predesignated shapes or stored in rolls for use in connection with the manufacture of transdermal therapeutic devices.

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  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Dermatology (AREA)
  • Veterinary Medicine (AREA)
  • Epidemiology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Chemical & Material Sciences (AREA)
  • Materials Engineering (AREA)
  • Hematology (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Medicinal Preparation (AREA)
  • Adhesives Or Adhesive Processes (AREA)

Abstract

La présente invention concerne des adhésifs sensibles à la pression à base de silicones. Des adhésifs doivent satisfaire à toute une série d'exigences quant à leur tenue lorsqu'ils sont utilisés en association avec des dispositifs thérapeutiques transdermiques. Un adhésif sensible à la pression est conçu pour avoir des caractéristiques favorables d'adhésion, de cisaillement, de perméabilité aux liquides et de libération. L'adhésif est le produit de polymérisation par réticulation d'une gomme de méthyle/phényle siloxane, d'une gomme de diméthyle siloxane et une résine de polysiloxane. L'adhésif qui en résulte présente des qualités adéquates d'adhésion à une variété de surfaces, et est particulièrement utile comme adhésif entre un film plastique et la peau humaine, par exemple dans des dispositifs thérapeutiques transdermiques.
EP19840902963 1984-07-07 1984-07-07 Adhesif au silicone sensible a la pression et ses utilisations. Withdrawn EP0186660A4 (fr)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PCT/US1984/001068 WO1986000532A1 (fr) 1984-07-07 1984-07-07 Adhesif au silicone sensible a la pression et ses utilisations

Publications (2)

Publication Number Publication Date
EP0186660A1 true EP0186660A1 (fr) 1986-07-09
EP0186660A4 EP0186660A4 (fr) 1987-01-22

Family

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Family Applications (1)

Application Number Title Priority Date Filing Date
EP19840902963 Withdrawn EP0186660A4 (fr) 1984-07-07 1984-07-07 Adhesif au silicone sensible a la pression et ses utilisations.

Country Status (2)

Country Link
EP (1) EP0186660A4 (fr)
WO (1) WO1986000532A1 (fr)

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4882377A (en) * 1988-09-21 1989-11-21 Dow Corning Corporation Low-viscosity pressure-adherent silicone elastomer compositions
CA2038902A1 (fr) * 1990-04-13 1991-10-14 Randall Paul Sweet Adhesifs autocollants a base de silicone fusible a chaud, avec additif fluide a base de siloxane phenyle; methodes et produits connexes
DE4414653A1 (de) * 1993-05-13 1994-11-17 Gen Electric Schneller klebende Silicon-Klebstoffzusammensetzungen
DE4414982A1 (de) * 1993-05-13 1994-11-17 Gen Electric Silicon-Haftkleber-Zusammensetzungen
EP0955347B1 (fr) * 1998-05-06 2011-08-31 Dow Corning France S.A. Procédé de collage de substrats utilisant des dispositifs adhésifs contenant un gel de silicone
GB9902808D0 (en) 1998-05-06 1999-03-31 Dow Corning Sa Adhesive device
US7651485B2 (en) * 2002-11-27 2010-01-26 Bristol-Myers Squibb Company Ostomy pouch adhesives such as polysiloxanes that are resistant to stomal effluent
DE102004009903A1 (de) 2004-02-26 2005-09-22 Grünenthal GmbH Pflaster mit reduzierter Hautirritation
WO2025038382A1 (fr) * 2023-08-11 2025-02-20 Momentive Performance Materials Inc. Compositions adhésives pharmaceutiques
WO2025038384A1 (fr) * 2023-08-11 2025-02-20 Momentive Performance Materials Inc. Compositions adhésives pharmaceutiques

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DE1017883B (de) * 1954-07-08 1957-10-17 Fellows Gear Shaper Co Schalt- und Vorschubeinrichtung fuer Zahnradherstellungsmaschinen
US3598122A (en) * 1969-04-01 1971-08-10 Alza Corp Bandage for administering drugs
JPS4810633B1 (fr) * 1969-04-25 1973-04-05
CA1029288A (fr) * 1973-05-29 1978-04-11 William J. O'malley Adhesif au silicone sensible a la pression
US4016328A (en) * 1973-06-07 1977-04-05 General Electric Company Silicone pressure-sensitive adhesives and tapes
US4336243A (en) * 1980-08-11 1982-06-22 G. D. Searle & Co. Transdermal nitroglycerin pad

Non-Patent Citations (2)

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Title
No relevant documents have been disclosed *
See also references of WO8600532A1 *

Also Published As

Publication number Publication date
EP0186660A4 (fr) 1987-01-22
WO1986000532A1 (fr) 1986-01-30

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