WO2003020824A1 - Gelmatrix aus polyacrylsäure und polyvinylpyrrolidon - Google Patents
Gelmatrix aus polyacrylsäure und polyvinylpyrrolidon Download PDFInfo
- Publication number
- WO2003020824A1 WO2003020824A1 PCT/EP2002/009311 EP0209311W WO03020824A1 WO 2003020824 A1 WO2003020824 A1 WO 2003020824A1 EP 0209311 W EP0209311 W EP 0209311W WO 03020824 A1 WO03020824 A1 WO 03020824A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- gel matrix
- gel
- weight
- pvp
- polyacrylic acid
- Prior art date
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
- A61K9/7038—Transdermal patches of the drug-in-adhesive type, i.e. comprising drug in the skin-adhesive layer
- A61K9/7046—Transdermal patches of the drug-in-adhesive type, i.e. comprising drug in the skin-adhesive layer the adhesive comprising macromolecular compounds
- A61K9/7053—Transdermal patches of the drug-in-adhesive type, i.e. comprising drug in the skin-adhesive layer the adhesive comprising macromolecular compounds obtained by reactions only involving carbon to carbon unsaturated bonds, e.g. polyvinyl, polyisobutylene, polystyrene
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/0208—Tissues; Wipes; Patches
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/04—Dispersions; Emulsions
- A61K8/042—Gels
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- A61K8/8141—Compositions of 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; Compositions of derivatives of such polymers
- A61K8/8147—Homopolymers or copolymers of acids; Metal or ammonium salts thereof, e.g. crotonic acid, (meth)acrylic acid; Compositions of derivatives of such polymers
-
- 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
- A61K9/7038—Transdermal patches of the drug-in-adhesive type, i.e. comprising drug in the skin-adhesive layer
- A61K9/7046—Transdermal patches of the drug-in-adhesive type, i.e. comprising drug in the skin-adhesive layer the adhesive comprising macromolecular compounds
- A61K9/7053—Transdermal patches of the drug-in-adhesive type, i.e. comprising drug in the skin-adhesive layer the adhesive comprising macromolecular compounds obtained by reactions only involving carbon to carbon unsaturated bonds, e.g. polyvinyl, polyisobutylene, polystyrene
- A61K9/7061—Polyacrylates
-
- 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
- A61L15/42—Use of materials characterised by their function or physical properties
- A61L15/58—Adhesives
-
- 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
- A61L15/42—Use of materials characterised by their function or physical properties
- A61L15/58—Adhesives
- A61L15/585—Mixtures of macromolecular compounds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L33/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- C08L33/02—Homopolymers or copolymers of acids; Metal or ammonium salts thereof
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L39/00—Compositions of 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 a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Compositions of derivatives of such polymers
- C08L39/04—Homopolymers or copolymers of monomers containing heterocyclic rings having nitrogen as ring member
- C08L39/06—Homopolymers or copolymers of N-vinyl-pyrrolidones
Definitions
- the invention relates to a self-adhesive gel matrix, in particular a monolithic gel matrix, based on polyacrylic acid, which contains polyvinylpyrrolidone (PVP) as crosslinking agent.
- the gel matrix can be doped with hydrophilic, or, if suitable solubilizers, also hydrophobic, active ingredients for cosmetic and / or pharmaceutical treatment of the skin or systemic administration of drugs.
- gel matrices from polyacrylates has been known for many years and is used e.g. B. in EP 0 507 160, JP 11-228340 and JP 04178323.
- Gel matrices are used as an adhesive base and drug reservoir in transdermal systems.
- An embodiment of transdermal systems which is well described in the specialist literature is represented by matrix systems or monolithic systems in which the medicinal substance is incorporated directly into the pressure-sensitive pressure sensitive adhesive.
- Such a pressure-sensitive adhesive matrix containing the active substance is provided on the one hand with a carrier impermeable to the active substance in the ready-to-use product, on the opposite side there is a carrier film provided with a separating layer which is removed from the skin prior to application (stick & seal, No. 42, 1998, pp. 26 to 30).
- the matrices described generally have only a low intrinsic adhesive force, so that an additional adhesive application aid is necessary for permanent fixation on the skin. Or the systems have sufficient adhesive strength, especially on damp skin (buccal plaster), but cannot be completely removed if necessary due to insufficient cohesiveness.
- Polyacrylic acid must be crosslinked to form a gel with a defined structure.
- the nature of the crosslinker contributes significantly to the structure of the resulting gel.
- the usual crosslinking agents can be metal ions (eg: Al 3+ ions) or organic compounds.
- the crosslinking with aluminum salts takes place via the coordination of the oxygen functions of the polyacrylic acid to the AI 3+ ions.
- a very close-knit gel with a high viscosity is formed, the viscosity of the gel being dependent only on the amount Crosslinker can be controlled (handbook of pressure sensitive adhesive technology, page 458 ff, 1999).
- JP 11-228340 discloses gels based on polyacrylic acid which use Al +3 compounds as crosslinkers.
- the use of the imperative aluminum compound as a cross-linking agent is limited, since otherwise the physical properties of the gel will deteriorate. If the proportion of aluminum crosslinker is too high, the gel becomes too hard.
- cross-linking with multivalent metal ions are known from the literature, e.g. US 3900610 (zinc salts), US 3770780 or US 3790533 (titanium compounds).
- the ionic crosslinking with metal ions leads to hard, viscous and less sticky polymer gels (handbook of pressure sensitive adhesive technology, page 458 ff, 1999).
- EP 303445 discloses a plaster with a monolithic gel matrix based on water-soluble polymers.
- the mandatory ingredients are clebopride or a pharmaceutically acceptable salt thereof as an active ingredient, water, water-absorbing agents and water-soluble polymers.
- a water-soluble polymer the person skilled in the art can choose from a number of known polymers such as polyvinyl alcohol, gelatin, polyacrylic acid, sodium polyacrylate, methyl cellulose, carboxymethyl cellulose, polyvinyl pyrrolidone, rubber and other crosslinkable polymers and mixtures thereof.
- PVP is disclosed as a possibility of the water-soluble polymer, but not as a crosslinking agent for polyacrylic acid-based self-adhesive gels.
- EP 303445 also presents the problem of the viscosity reduction and loss of adhesive strength of the polymers by changing the composition, in particular the crosslinking agent.
- the object of the invention is to avoid the disadvantages known from the prior art and to provide a self-adhesive gel matrix, the tackiness, cohesiveness and viscosity of which are adjusted individually to the respective field of application can.
- the crosslinking of the polyacrylic acid is carried out using polyvinylpyrrolidone (PVP).
- PVP polyvinylpyrrolidone
- the crosslinking takes place via the formation of a quaternary ammonium salt of the PVP.
- This type of crosslinking leads to organic salts which, in contrast to the known metal salts, are bound as crosslinking agents via the hydroxy functions of the polyacrylic acid molecules.
- the reaction is reversible and can be reversed by adding water or acids.
- the viscosity of the resulting gel can be controlled not only via the amount of crosslinking agent, but also via the molecular weight of the PVP.
- High molecular weights lead to gels with low viscosity and low molecular weights lead to gels with high viscosity and adhesive strength.
- the advantage of the type of crosslinking according to the invention is therefore that the parameters proportion PVP and molecular weight PVP specifically produce gel matrices whose stickiness, cohesiveness and viscosity can be individually adjusted to the respective area of application.
- protic solvents eg water, alcohols, amines, thiols
- organic proton donors carboxylic acids eg salicylic acid
- inorganic agents eg Lewis acids
- the resulting gel properties of the matrices can be influenced via the molecular weight, degree of substitution and degree of crosslinking of the polyacrylic acid used.
- the corresponding plasticizers, solubilizers, penetration enhancers, fillers and / or other known additives are added to the gel matrices.
- Polyacrylic acid is used as the gel base.
- Polyacrylates are advantageous gel-forming polymers to be used for the purposes of the present invention.
- Polyacrylates which are advantageous according to the invention are acrylate-alkyl acrylate copolymers, in particular those which are chosen from the group of the so-called carb mers or carbopols (Carbopol® is actually a registered trademark of the BF Goodrich Company).
- the acrylate-alkyl acrylate copolymers which are advantageous according to the invention are distinguished by the following structure:
- R ' represents a long-chain alkyl radical and x and y numbers which symbolize the respective stoichiometric proportion of the respective comonomers.
- acrylate copolymers and / or acrylate-alkyl acrylate copolymers which are available from the BFGoodrich Company under the trade names Carbopol® 1382, Carbopol® 981 and Carbopol® 5984, preferably polyacrylates from the group of the carbopols of the types 980, 981, 1382, 2984, 5984 and particularly preferably Carbomer 2001.
- Polyacrylic acid and / or its copolymers are preferably used in an amount of 5-55% by weight, particularly preferably between 5-30% by weight. All percentages relate to parts by weight of gel matrix unless otherwise stated.
- Polyvinylpyrrolidone for example Luviskol from BASF, is used as the crosslinking agent, preferably in an amount of 0.25-60% by weight, particularly preferably between 1-30% by weight.
- PVP copolymers such as vinylpyrrolidone-vinyl acetate (povidone acetate; Kollidon VA 64), terpolymers based on vinylpyrrolidone and acrylic acid or methacrylic acid or their esters (Luviflex VBM 35), copolymers of vinylpyrrolidone and vinylimidazolium methochloride (as Luuif PVP networking agent can be used.
- Polyalcohols or alcohols for example 1,2-propanediol, glycerol, and / or water can be used as further gel components, preferably in an amount of 5-90% by weight, particularly preferably between 5-45% by weight.
- gel matrix can be solubilizers, e.g. Polyethylene glycols (Lutrol E400, E600 from BASF) in an amount of 0-50% by weight, preferably 0-30% by weight, neutralizing agent, e.g. Tromethamol, triethanolamine and / or dexpanthenol, in an amount 0-30% by weight, preferably 0-15% by weight, filler (s), e.g. Silicic acid, micronized cellulose and / or gelatin, in an amount of 0-30% by weight, preferably 3-15% by weight, and of course active ingredient (s), e.g. Menthol, jojoba oil, ibuprofen, benzyl nicotinate and / or capsaicin, in an amount of 0 to 35% by weight, preferably 0 to 15% by weight.
- solubilizers e.g. Polyethylene glycols (Lutrol E400, E600 from BASF) in an amount of 0
- gel matrices are produced solvent-free, preferably at room temperature, in commercially available kneaders or suitable extruders.
- the gel matrix according to the invention based on polyacrylic acid combines the necessary adhesive strength with the corresponding cohesiveness.
- the gel matrices are pressed as a layer onto a release medium made of paper, film or the like, rolled or the like and laminated on the back with any carrier material.
- the gel matrix according to the invention is particularly advantageously applied to a flexible cover layer, in particular when used as a plaster.
- a corresponding plaster is built up from a carrier such as foils, nonwovens, fabrics, foams etc., the adhesive matrix and cover film, masking paper or release paper to protect the adhesive matrix from use of the plaster.
- polymer films, nonwovens, fabrics and combinations thereof are used as supports.
- the base materials include Polymers such as polyethylene, polypropylene and polyurethane or natural fibers to choose from.
- carrier materials that can be used in such a way that they fulfill the properties of a functional dressing are preferred.
- Textiles such as woven fabrics, knitted fabrics, scrims, nonwovens, laminates, nets, foils, foams and papers are listed as examples. These materials can also be pretreated or post-treated. Common pre-treatment lungs are corona and hydrophobia; Common post-treatments are calendering, tempering, laminating, punching and mounting.
- the carrier material can be sterilized, preferably ⁇ - (gamma) sterilized.
- the properties of the adhesive matrix mentioned suggest in particular the use for medical products, in particular plasters, medical fixations, wound coverings, orthopedic or phlebological bandages and bandages.
- the gel matrix can be covered with an adhesive-repellent carrier material, such as siliconized paper, or with a. Wound dressing or padding.
- an adhesive-repellent carrier material such as siliconized paper
- the plaster of the invention is usually covered over its entire width with an adhesive-repellent carrier material until use. This protects the self-adhesive layer from the gel matrix, which is well tolerated by the skin and which has preferably been applied using the transfer process, and additionally stabilizes the entire product.
- the cover can be formed in one piece or preferably in two parts in a known manner.
- FIG. 1 For purposes of this specification, this could also be a thermoforming film with a pure active ingredient.
- the active ingredient-free matrix is located between two non-anchoring foils and is used to fix electrodes etc., or because of the geometry of colostomy / lleostomy bags due to the water absorption capacity.
- the drug-free matrix could also serve (with or without a wound dressing) as an adhesive layer for a simple wound / adhesive plaster.
- all of the gel matrices exemplified have been rolled as a layer on a release medium (carrier) made of paper and film and their adhesive properties and cohesiveness have been assessed by sensors.
- all plasters according to the invention had a sufficiently good adhesive strength and a corresponding cohesiveness, so that all plasters could be removed from the skin without residue.
- Example 1 the following polyvinylpyrrolidones or mixtures thereof were used instead of the polyvinylpyrolidone PVP 25.
- Examples 22, 23 and 25 resulted in gels that were slightly viscous and had lower adhesive strength.
- the advantage of the type of crosslinking according to the invention is therefore that the parameters proportion PVP and molecular weight PVP specifically produce gel matrices, the tack, cohesiveness and viscosity of which can be individually adjusted to the respective field of application.
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- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Epidemiology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Dermatology (AREA)
- Medicinal Chemistry (AREA)
- Birds (AREA)
- Pharmacology & Pharmacy (AREA)
- Hematology (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Biomedical Technology (AREA)
- Dispersion Chemistry (AREA)
- Medicinal Preparation (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Materials For Medical Uses (AREA)
Abstract
Description
Claims
Priority Applications (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP02797599A EP1430098B1 (de) | 2001-09-01 | 2002-08-21 | Gelmatrix aus polyacrylsäure und polyvinylpyrrolidon |
AT02797599T ATE528351T1 (de) | 2001-09-01 | 2002-08-21 | Gelmatrix aus polyacrylsäure und polyvinylpyrrolidon |
US10/486,356 US20050003012A1 (en) | 2001-09-01 | 2002-08-21 | Gel matrix consisting of polyacrylic acid and polyvinyl pyrrolidone |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE10142918A DE10142918A1 (de) | 2001-09-01 | 2001-09-01 | Selbstklebende Gelmatrix auf Polyacrylsäurebasis |
DE10142918.5 | 2001-09-01 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2003020824A1 true WO2003020824A1 (de) | 2003-03-13 |
Family
ID=7697406
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/EP2002/009311 WO2003020824A1 (de) | 2001-09-01 | 2002-08-21 | Gelmatrix aus polyacrylsäure und polyvinylpyrrolidon |
Country Status (6)
Country | Link |
---|---|
US (1) | US20050003012A1 (de) |
EP (1) | EP1430098B1 (de) |
AT (1) | ATE528351T1 (de) |
DE (1) | DE10142918A1 (de) |
ES (1) | ES2372594T3 (de) |
WO (1) | WO2003020824A1 (de) |
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2005033198A1 (en) * | 2003-10-07 | 2005-04-14 | Coloplast A/S | A composition useful as an adhesive and use of such a composition |
WO2006013337A2 (en) | 2004-08-03 | 2006-02-09 | Tissuemed Limited | Tissue-adhesive materials |
US7727547B2 (en) | 2000-04-04 | 2010-06-01 | Tissuemed Limited | Tissue-adhesive formulations |
US8133336B2 (en) | 2006-02-03 | 2012-03-13 | Tissuemed Limited | Tissue-adhesive materials |
US9731490B2 (en) | 2008-10-02 | 2017-08-15 | Mylan Inc. | Method for making a multilayer adhesive laminate |
DE102017101307A1 (de) | 2017-01-24 | 2018-07-26 | B. Braun Avitum Ag | Dialysator mit verbesserter interner Filtration und Verfahren zu dessen Herstellung |
Families Citing this family (19)
Publication number | Priority date | Publication date | Assignee | Title |
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EP1253857B1 (de) * | 2000-02-03 | 2009-01-21 | Tissuemed Limited | Gerät zum verschliessen einer chirurgischen punktionswunde |
DE10330960B4 (de) * | 2003-07-08 | 2005-09-08 | Stockhausen Gmbh | Wirkstoffdotierte absorbierende Polymerteilchen , Zusammensetzung beinhaltend Polykondensatmatrix und absorbierendes Polymer zur Freisetzung einer Wundheilsubstanz |
US20070009582A1 (en) * | 2003-10-07 | 2007-01-11 | Madsen Niels J | Composition useful as an adhesive and use of such a composition |
DE102004038533A1 (de) * | 2004-08-09 | 2006-02-23 | Beiersdorf Ag | Wasserhaltige Polymermatrix aus hydrophoben Polymeren |
US20090018575A1 (en) * | 2006-03-01 | 2009-01-15 | Tissuemed Limited | Tissue-adhesive formulations |
DE102006017574A1 (de) * | 2006-04-13 | 2007-10-18 | Beiersdorf Ag | Mischsystem zur Steuerung der Flüssigkeitsaufnahme von Haftklebemassen |
KR20080095575A (ko) * | 2007-04-25 | 2008-10-29 | 삼성전자주식회사 | 점착제, 이를 포함하는 편광판 어셈블리 및 액정표시장치 |
GB0715514D0 (en) * | 2007-08-10 | 2007-09-19 | Tissuemed Ltd | Coated medical devices |
US8999376B2 (en) | 2012-02-03 | 2015-04-07 | Xcede Technologies, Inc. | Tissue patch |
JP6183831B2 (ja) * | 2012-10-23 | 2017-08-23 | 義之 小山 | ハイドロゲル形成材 |
US20150183182A1 (en) * | 2013-12-31 | 2015-07-02 | Chao-Yang Huang | Multi-functional cushion body |
AU2016307447A1 (en) | 2015-08-07 | 2018-02-22 | Xcede Technologies, Inc. | Adhesive compositions and related methods |
US9833538B2 (en) | 2015-08-07 | 2017-12-05 | Xcede Technologies, Inc. | Adhesive compositions and related methods |
US11258066B2 (en) * | 2017-02-03 | 2022-02-22 | Fujifilm Wako Pure Chemical Corporation | Binder agent composition for lithium battery |
DE102018211412A1 (de) | 2018-07-10 | 2020-01-16 | Beiersdorf Ag | Selbstklebende flächige Produkte enthaltend ein oder mehrere Alkylamidothiazole |
US11685847B2 (en) * | 2020-12-09 | 2023-06-27 | Seal Solutions, Inc. | Adhesive gels for respiratory masks |
CN117396238A (zh) * | 2021-06-29 | 2024-01-12 | 东亚合成株式会社 | 医疗用处置材料及其制造方法 |
DE102021125624A1 (de) * | 2021-10-04 | 2023-04-06 | Dr. Theiss Naturwaren Gmbh | Äußerlich anwendbare Zusammensetzung |
WO2023106506A1 (ko) * | 2021-12-10 | 2023-06-15 | 주식회사 이엘와이컴퍼니 | 양친매성 고분자 점착제를 포함하는 경피 패치 제조용 하이드로겔 조성물 및 이를 이용한 경피 패치 |
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DE4238263A1 (en) * | 1991-11-15 | 1993-05-19 | Minnesota Mining & Mfg | Adhesive comprising hydrogel and crosslinked polyvinyl:lactam - is used in electrodes for biomedical application providing low impedance and good mechanical properties when water and/or moisture is absorbed from skin |
WO1997033645A1 (en) * | 1996-03-13 | 1997-09-18 | Ridge Scientific Enterprises, Inc. | Adhesive compositions including polyvinylpyrrolidone, acrylic acid polymers, and polyamines |
JPH10183084A (ja) * | 1996-12-24 | 1998-07-07 | Tombow Pencil Co Ltd | 再剥離性スティックのり |
EP1142588A1 (de) * | 1998-12-28 | 2001-10-10 | Taisho Pharmaceutical Co. Ltd. | Zusammensetzung zur äusserlichen anwendung |
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US3900610A (en) * | 1973-04-09 | 1975-08-19 | Monsanto Co | Process of making a pressure sensitive adhesive article |
GB8620227D0 (en) * | 1986-08-20 | 1986-10-01 | Smith & Nephew Ass | Wound dressing |
EP0303445A1 (de) * | 1987-08-13 | 1989-02-15 | Walton S.A. | Pflaster zur transdermalen Applikation von Cleboprid |
US5306504A (en) * | 1992-12-09 | 1994-04-26 | Paper Manufactures Company | Skin adhesive hydrogel, its preparation and uses |
DK48997A (da) * | 1997-04-30 | 1999-01-05 | Coloplast As | Klæbemiddel samt anvendelse af dette middel |
US6455067B1 (en) * | 2000-05-24 | 2002-09-24 | Sang-A Pharmaceutical Co., Ltd. | Transdermal patch for nonsteroidal antiinflammatory drug(s) |
-
2001
- 2001-09-01 DE DE10142918A patent/DE10142918A1/de not_active Withdrawn
-
2002
- 2002-08-21 EP EP02797599A patent/EP1430098B1/de not_active Expired - Lifetime
- 2002-08-21 WO PCT/EP2002/009311 patent/WO2003020824A1/de not_active Application Discontinuation
- 2002-08-21 AT AT02797599T patent/ATE528351T1/de active
- 2002-08-21 ES ES02797599T patent/ES2372594T3/es not_active Expired - Lifetime
- 2002-08-21 US US10/486,356 patent/US20050003012A1/en not_active Abandoned
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Cited By (9)
Publication number | Priority date | Publication date | Assignee | Title |
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US7727547B2 (en) | 2000-04-04 | 2010-06-01 | Tissuemed Limited | Tissue-adhesive formulations |
WO2005033198A1 (en) * | 2003-10-07 | 2005-04-14 | Coloplast A/S | A composition useful as an adhesive and use of such a composition |
WO2006013337A2 (en) | 2004-08-03 | 2006-02-09 | Tissuemed Limited | Tissue-adhesive materials |
WO2006013337A3 (en) * | 2004-08-03 | 2006-09-14 | Tissuemed Ltd | Tissue-adhesive materials |
JP4876073B2 (ja) * | 2004-08-03 | 2012-02-15 | ティシュームド リミテッド | 組織接着性材料 |
US8133336B2 (en) | 2006-02-03 | 2012-03-13 | Tissuemed Limited | Tissue-adhesive materials |
US9731490B2 (en) | 2008-10-02 | 2017-08-15 | Mylan Inc. | Method for making a multilayer adhesive laminate |
US10272656B2 (en) | 2008-10-02 | 2019-04-30 | Mylan Inc. | Method for making a multilayer adhesive laminate |
DE102017101307A1 (de) | 2017-01-24 | 2018-07-26 | B. Braun Avitum Ag | Dialysator mit verbesserter interner Filtration und Verfahren zu dessen Herstellung |
Also Published As
Publication number | Publication date |
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ATE528351T1 (de) | 2011-10-15 |
EP1430098A1 (de) | 2004-06-23 |
US20050003012A1 (en) | 2005-01-06 |
DE10142918A1 (de) | 2003-05-22 |
EP1430098B1 (de) | 2011-10-12 |
ES2372594T3 (es) | 2012-01-24 |
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