AU744139B2 - Removable protective film for plaster systems, in particular self-adhesive plaster systems, containing active substances - Google Patents
Removable protective film for plaster systems, in particular self-adhesive plaster systems, containing active substances Download PDFInfo
- Publication number
- AU744139B2 AU744139B2 AU57653/98A AU5765398A AU744139B2 AU 744139 B2 AU744139 B2 AU 744139B2 AU 57653/98 A AU57653/98 A AU 57653/98A AU 5765398 A AU5765398 A AU 5765398A AU 744139 B2 AU744139 B2 AU 744139B2
- Authority
- AU
- Australia
- Prior art keywords
- protective sheet
- plaster systems
- systems
- polyester
- sheet according
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Ceased
Links
- 239000011505 plaster Substances 0.000 title claims abstract description 25
- 230000001681 protective effect Effects 0.000 title claims abstract description 22
- 239000000853 adhesive Substances 0.000 title abstract description 15
- 239000013543 active substance Substances 0.000 title abstract 2
- 239000004480 active ingredient Substances 0.000 claims description 23
- 229920000728 polyester Polymers 0.000 claims description 23
- -1 polyethylene terephthalate Polymers 0.000 claims description 7
- 239000011248 coating agent Substances 0.000 claims description 5
- 238000000576 coating method Methods 0.000 claims description 5
- 239000004615 ingredient Substances 0.000 claims description 4
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 claims description 3
- 239000011737 fluorine Substances 0.000 claims description 3
- 229910052731 fluorine Inorganic materials 0.000 claims description 3
- 229920000642 polymer Polymers 0.000 claims description 3
- 229920000139 polyethylene terephthalate Polymers 0.000 claims description 2
- 239000005020 polyethylene terephthalate Substances 0.000 claims description 2
- 229920005573 silicon-containing polymer Polymers 0.000 claims 1
- 229920006267 polyester film Polymers 0.000 abstract 1
- 239000010410 layer Substances 0.000 description 20
- 239000000123 paper Substances 0.000 description 16
- 239000000463 material Substances 0.000 description 8
- 230000001070 adhesive effect Effects 0.000 description 7
- 238000003860 storage Methods 0.000 description 7
- LVYLCBNXHHHPSB-UHFFFAOYSA-N 2-hydroxyethyl salicylate Chemical compound OCCOC(=O)C1=CC=CC=C1O LVYLCBNXHHHPSB-UHFFFAOYSA-N 0.000 description 6
- 239000004698 Polyethylene Substances 0.000 description 5
- 229920000573 polyethylene Polymers 0.000 description 5
- HEFNNWSXXWATRW-UHFFFAOYSA-N Ibuprofen Chemical compound CC(C)CC1=CC=C(C(C)C(O)=O)C=C1 HEFNNWSXXWATRW-UHFFFAOYSA-N 0.000 description 3
- 239000012790 adhesive layer Substances 0.000 description 3
- 230000008901 benefit Effects 0.000 description 3
- 229960002389 glycol salicylate Drugs 0.000 description 3
- 229960001680 ibuprofen Drugs 0.000 description 3
- DKYWVDODHFEZIM-UHFFFAOYSA-N ketoprofen Chemical compound OC(=O)C(C)C1=CC=CC(C(=O)C=2C=CC=CC=2)=C1 DKYWVDODHFEZIM-UHFFFAOYSA-N 0.000 description 3
- 229960000991 ketoprofen Drugs 0.000 description 3
- 239000011159 matrix material Substances 0.000 description 3
- 239000012528 membrane Substances 0.000 description 3
- 229920000058 polyacrylate Polymers 0.000 description 3
- 239000013464 silicone adhesive Substances 0.000 description 3
- 230000000699 topical effect Effects 0.000 description 3
- 239000000654 additive Substances 0.000 description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical group [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 2
- 229910052782 aluminium Inorganic materials 0.000 description 2
- 239000004411 aluminium Substances 0.000 description 2
- 239000000470 constituent Substances 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000004821 Contact adhesive Substances 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 230000004888 barrier function Effects 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 230000008021 deposition Effects 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000007717 exclusion Effects 0.000 description 1
- 230000005012 migration Effects 0.000 description 1
- 238000013508 migration Methods 0.000 description 1
- 239000011101 paper laminate Substances 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 238000013112 stability test Methods 0.000 description 1
- 239000010421 standard material Substances 0.000 description 1
- 238000005728 strengthening Methods 0.000 description 1
- 230000009885 systemic effect Effects 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B27/00—Layered products comprising a layer of synthetic resin
- B32B27/06—Layered products comprising a layer of synthetic resin as the main or only constituent of a layer, which is next to another layer of the same or of a different material
- B32B27/10—Layered products comprising a layer of synthetic resin as the main or only constituent of a layer, which is next to another layer of the same or of a different material of paper or cardboard
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B27/00—Layered products comprising a layer of synthetic resin
- B32B27/36—Layered products comprising a layer of synthetic resin comprising polyesters
-
- 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
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B7/00—Layered products characterised by the relation between layers; Layered products characterised by the relative orientation of features between layers, or by the relative values of a measurable parameter between layers, i.e. products comprising layers having different physical, chemical or physicochemical properties; Layered products characterised by the interconnection of layers
- B32B7/04—Interconnection of layers
- B32B7/06—Interconnection of layers permitting easy separation
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B7/00—Layered products characterised by the relation between layers; Layered products characterised by the relative orientation of features between layers, or by the relative values of a measurable parameter between layers, i.e. products comprising layers having different physical, chemical or physicochemical properties; Layered products characterised by the interconnection of layers
- B32B7/04—Interconnection of layers
- B32B7/12—Interconnection of layers using interposed adhesives or interposed materials with bonding properties
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B2535/00—Medical equipment, e.g. bandage, prostheses or catheter
Landscapes
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Dermatology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Public Health (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Chemical & Material Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Veterinary Medicine (AREA)
- Medicinal Preparation (AREA)
- Laminated Bodies (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Adhesive Tapes (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Manufacture Of Macromolecular Shaped Articles (AREA)
Abstract
The invention relates to a removable protective film (3) for plaster systems, in particular self-adhesive plaster systems, containing active substances, characterized in that it consists of a laminate constituted by a paper layer (7) and an abhesively coated polyester film (8).
Description
Detachable protective sheet for active ingredientcontaining, in particular self-adhesive plaster systems Active ingredient-containing plaster systems delivering active ingredients, in particular for delivering medicinal active ingredients to or through the human skin are becoming increasingly important because of their therapeutic advantages. They can be divided roughly into two classes, namely into the transdermal and the topical plaster systems. In the transdermal systems, the active ingredient is transported through the human or animal skin, and this active ingredient then has a systemic action. In topical plaster systems the aim is for the active ingredient preferably to act only in the tissue below the application site.
Both plaster systems are at least partly self-adhesive for attachment to the skin. In the simplest case, such systems (Fig. 1) consist of a backing layer, of a self-adhesive layer with active ingredient incorporated therein and of a detachable protecting layer.
In another embodiment, the systems have the form of a flat bag, with the rear side of the bag being impermeable for the active ingredient, and the side of the bag making contact with the skin being formed by a permeable membrane.
The active ingredient in such a system is present in the form of a liquid or semisolid formulation in the bag. The membrane is advantageously provided with an adhesive layer for attachment to the skin. It is also necessary with this embodiment shown in Fig. 2 for at least the adhesive areas to be covered before use with a detachable protective sheet. For it to be possible to detach the protective sheet from the system without damaging the latter and without exertion of great force, the sheet must be provided, at least on the side making contact with the plaster, with a special coating which, because of its abhesive property, ensures that the forces to separate the adhesive layer and 2 the protective sheet are not too large for practical use.
Thus, for all adhesives with the exception of silicone adhesives, thin silicone layers are usual and are applied to a suitable sheet material in a special process. Special fluorosilicone layers or fluorine-containing polymers can be used generally but are obligatory for silicone adhesives. There are furthermore special requirements to be met by the sheet material for active ingredient-containing plaster systems. Since with all these systems active ingredient-containing parts also come into contact with the sheet material, this material must be inert to all the important ingredients. This applies in particular to the active ingredient itself, but also to permeation-improving substances which are necessary in many cases in order to influence the barrier action of the human skin, and to plasticizers which are incorporated in the adhesive and have an effect on the adhesiveness of the systems on the skin.
The standard material employed for the protective sheet is therefore polyester (polyethylene terephthalate) for virtually all plaster systems. For silicone adhesives, in a few cases a sheet made of fluorine-containing polymers is also used, thus saving an additional abhesive coating.
These materials have virtually no uptake capacity for substances normally used as an ingredient of active ingredient-containing plaster systems. Materials such as polyethylene, polypropylene or paper are unsuitable in many cases because of their uptake capacity for such constituents of the system. For practical handling, but also for reasons related to manufacturing techniques, protective sheets must have a minimum thickness of about pm. This is a disadvantage because polyester is a relatively costly material by comparison with other materials mentioned above. This applies in particular to ~r 1. L ir-~-li L-- -3topical plaster systems, which may reach a size of 300 cm 2 and more.
The invention therefore seeks to provide an improved protective sheet for active ingredient-containing, in particular self-adhesive plaster systems, which, while having adequate mechanical strength, in impermeable to active ingredients and ancillary substances and distinctly reduces the costs for the polyester protective sheets used hitherto.
In one broad form the present invention provides a protective sheet which is a laminate of a paper layer and of an abhesively coated polyester sheet. It is ensured that the two layers hold together by using suitable adhesives. It was possible to show by appropriate stability tests with active ingredient-containing plaster systems that even very thin and therefore too thin for producing active ingredient-containing plasters and practical use thereof- polyester sheets, laminated onto paper, reliably prevent constituents of the systems from migrating into the paper, whose inertness is low. The paper layer merely serves for mechanical strengthening of the polyester sheet and, in this case, does not come into any contact with parts of the system.
i In this regard, one embodiment provides for the polyester sheet in the laminate being provided on its side which makes contact with the plaster system with a coating 20 which is abhesive for the particular adhesive. Preferred embodiments of the invention provide for the polyester sheet having a thickness between 5 and 30 tm, preferably between 10 and 20 pm, and the weight per unit area of the paper layer being 30 to 150, preferably 60 to 120, g/m 2 it being necessary that the total thickness be at least 50 pm.
ooo 0.
0 4 Further embodiments of the protective sheet are provided according to the dependent claims.
Examples of embodiments of plaster systems are depicted in Figures 1-3, which show: Fig. 1: a section through a multilayer plaster system with a detachable protecting layer Fig. 2: a section through another multilayer plaster system with a detachable protecting layer Fig. 3: a section through the design according to the invention of the detachable protecting layer.
The plaster system shown in Fig. 1 comprises an active ingredient-impermeable backing layer underneath which there is a self-adhesive, active ingredient-containing matrix layer which is covered on the skin side with a detachable protecting layer Fig. 2 shows a plaster system with a different type of construction. This has, underneath a backing layer (1) which is impermeable for active ingredient and ancillary substances, an active ingredient-containing liquid reservoir with a control membrane to which a skin contact adhesive layer is assigned and which is covered by a detachable protecting layer Fig. 3 shows the design according to the invention of the protecting layer in the form of a laminate which consists of an abhesively coated polyester sheet and of a paper sheet The two sheets and are held together by using suitable adhesives.
5 Concerning the mechanical properties of the laminate no disadvantages by comparison with considerably thicker polyester sheets emerged in corresponding production tests.
The polyester sheet used may additionally be aluminized on one or both sides in addition to the abhesive finish.
This aluminization takes place by vapour deposition of the aluminium in vacuo and has the advantage that the abhesive finish or the adhesive which bonds the polyester sheet (8) to the paper layer adheres better to aluminium than to polyester itself. The thickness of the polyester sheet (8) can be between 5 and 50 um. The thickness of the paper layer necessarily depends on the particular circumstances. Tables 1, 2 and 3 show the results of stability studies with two different topical systems with the active ingredients ketoprofen, ibuprofen and ethylene glycol monosalicylate. The values in Table 1 and 2 prove that the contents of the plaster have remained unchanged over at least two years. Table 3 shows the amounts of ethylene glycol monosalicylate found after storage of the plasters for two years in a protective sheet according to the invention and compares them with the amounts which had migrated under the same storage conditions into a commercially available protective sheet based on a laminate of paper and siliconized polyethylene.
The results of the stability studies prove that the laminate on which the invention is based, made of paper and polyester sheet meets all stability requirements and is superior to the commercially available laminate made of paper and polyethylene sheet. It combines in an advantageous manner the superiority of the polyester in respect of its inertness with the economic advantages of paper sheets. With regard to its mechanical processability, there are no restrictions whatsoever by comparison with pure polyester sheets.
I ~i t 6 Table 1 Stability of the ketoprofen content in a fatty acidcontaining self-adhesive polyacrylate matrix Storage time Storage temperature Ketoprofen content [months] [oC] [mg/cm 2 0 0.663 0.651 3 31 0.657 0.674 6 31 0.644 12 25 0.629 18 25 0.659 24 25 0.663 Table 2 Stability of the ibuprofen content in a fatty acidcontaining self-adhesive polyacrylate matrix Storage time Storage temperature Ibuprofen content [months] [oC] [mg/cm 2 0 0.62 0.63 3 31 0.61 0.63 6 31 0.61 12 25 0.60 18 25 0.61 -7- Table 3 Migration of ethylene glycol monosalicylate out of a selfadhesive polyacrylate formulation into a siliconized polyethylene/paper laminate and a laminate of 23 pm siliconized polyester and 80 g paper at 25 0
C.
Storage time Paper/polyethylene Paper/polyester [months] 6 0.11 mg/cm 2 0.001 mg/cm 2 9 0.14 mg/cm 2 0.002 mg/cm 2 12 0.27 mg/cm 2 0.002 mg/cm Throughout this specification and the claims which follow, unless the context requires otherwise, the word "comprise", and variations such as "comprises" or "comprising", will be understood to imply the inclusion of a stated integer or step or group of integers or steps but not the exclusion of any other integer or step or group of integers or steps.
The reference to any prior art in this specification is not, and should not be taken as, an acknowledgement or any form of suggestion that that prior art forms part of the common general knowledge in Australia.
a ooeoo *eeo* *0 *o.
-e
Claims (8)
1. Detachable protective sheet when used with active ingredient-containing plaster systems with diffusible ingredients including a laminate of a paper layer of an abhesively coated, 5 to 50 tpm-thick polyester sheet.
2. Protective sheet according to Claim 1, wherein the polyester sheet has a thickness between 10 and 30 um.
3. Protective sheet according to Claim 1 or 2, wherein the weight per unit area of the paper layer is 30 to 150, preferably 60 to 120, g/m 2
4. Protective sheet according to Claim 1 wherein the polyester sheet is aluminised on at least one side. 15
5. Protective sheet according to Claim 1, wherein the abhesive coating consists of S silicone polymers.
6. Protective sheet according to Claim 1 wherein the abhesive coating consists of fluorine-containing polymers.
7. Protective sheet according to Claim 1, a polyester sheet based on polyethylene terephthalate.
8. A detachable protective sheet for active ingredients containing plaster systems with diffusible ingredients as substantially hereinafter described with reference to accompanying drawings. Dated this 6 t h day of December, 2001 LTS LOHMANN THERAPIE-SYSTEME GmbH By their Patent Attorneys DAVIES COLLISON CAVE I
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19702314 | 1997-01-23 | ||
DE19702314A DE19702314C2 (en) | 1997-01-23 | 1997-01-23 | Removable protective film for active substance-containing, in particular self-adhesive, plaster systems |
PCT/EP1998/000012 WO1998032604A1 (en) | 1997-01-23 | 1998-01-03 | Removable protective film for plaster systems, in particular self-adhesive plaster systems, containing active substances |
Publications (2)
Publication Number | Publication Date |
---|---|
AU5765398A AU5765398A (en) | 1998-08-18 |
AU744139B2 true AU744139B2 (en) | 2002-02-14 |
Family
ID=7818152
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
AU57653/98A Ceased AU744139B2 (en) | 1997-01-23 | 1998-01-03 | Removable protective film for plaster systems, in particular self-adhesive plaster systems, containing active substances |
Country Status (12)
Country | Link |
---|---|
EP (1) | EP0954440B1 (en) |
JP (1) | JP4063332B2 (en) |
KR (1) | KR100466815B1 (en) |
AT (1) | ATE252453T1 (en) |
AU (1) | AU744139B2 (en) |
CA (1) | CA2278753C (en) |
DE (2) | DE19702314C2 (en) |
DK (1) | DK0954440T3 (en) |
ES (1) | ES2212259T3 (en) |
NO (1) | NO993384L (en) |
PT (1) | PT954440E (en) |
WO (1) | WO1998032604A1 (en) |
Families Citing this family (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE19943317C1 (en) * | 1999-09-10 | 2001-03-15 | Lohmann Therapie Syst Lts | Plastic films, in particular for use in a dermal or transdermal therapeutic system and process for their manufacture |
DE10056014A1 (en) * | 2000-11-11 | 2002-05-16 | Beiersdorf Ag | Laminated plaster with active substance, used as transdermal therapeutic system, has impermeable barrier layer on side away from skin and separable carrier layer with adhesive on side towards skin |
DE10056012A1 (en) * | 2000-11-11 | 2002-05-16 | Beiersdorf Ag | Carrier material for medical applications, preferably for transdermal therapeutic system, has aluminum film between carrier and self-adhesive coating |
US7955677B2 (en) | 2005-12-07 | 2011-06-07 | Mylan Technologies, Inc. | Two-sided non-stick release film |
EP3575086B1 (en) * | 2018-05-29 | 2020-08-26 | Papierfabriek Doetinchem BV | Protective cover film, protective cover film roll and method of manufacturing the protective cover film |
Family Cites Families (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2498986A1 (en) * | 1981-02-05 | 1982-08-06 | Le T | Multilayer material for drawing and graphic works - comprise ethylene! terephthalate support, paper layer, acrylate! copolymer adhesive layer and anti-adhesive layer |
US4904247A (en) * | 1984-08-31 | 1990-02-27 | Kendall Company | Pressure-sensitive hydrophilic laminate structures for use in wound dressing, transdermal and topical drug delivery |
JPH07368B2 (en) * | 1987-11-04 | 1995-01-11 | 三菱製紙株式会社 | Method for manufacturing release sheet |
DE3844247A1 (en) * | 1988-12-29 | 1990-07-12 | Minnesota Mining & Mfg | DEVICE, IN PARTICULAR PLASTER FOR TRANSDERMAL ADMINISTRATION OF A MEDICINAL PRODUCT |
AU9147691A (en) * | 1990-11-28 | 1992-06-25 | Sano Corporation | Method and device for treating tobacco addiction |
DE4110027C2 (en) * | 1991-03-27 | 1996-08-29 | Lohmann Therapie Syst Lts | Process for packaging transdermal therapeutic patches |
CA2079647A1 (en) * | 1991-10-11 | 1993-04-12 | Grover L. Farrar | In-line silicone coated polyester film and a process for coating the film |
DE4309830C1 (en) * | 1993-03-26 | 1994-05-05 | Lohmann Therapie Syst Lts | Transdermal patches for oestradiol admin. - contg. isopropylidene mono- or di-glycerol as penetration enhancer |
CA2128347C (en) * | 1993-07-28 | 1998-12-08 | Akihiko Takano | Biodegradable adhesive tape and biodegradable adhesive label |
IL113034A (en) * | 1994-04-05 | 2000-02-17 | Astra Ab | Topical dressing |
-
1997
- 1997-01-23 DE DE19702314A patent/DE19702314C2/en not_active Expired - Fee Related
-
1998
- 1998-01-03 KR KR10-1999-7006670A patent/KR100466815B1/en not_active IP Right Cessation
- 1998-01-03 ES ES98901336T patent/ES2212259T3/en not_active Expired - Lifetime
- 1998-01-03 DE DE59809968T patent/DE59809968D1/en not_active Expired - Lifetime
- 1998-01-03 PT PT98901336T patent/PT954440E/en unknown
- 1998-01-03 EP EP98901336A patent/EP0954440B1/en not_active Expired - Lifetime
- 1998-01-03 AT AT98901336T patent/ATE252453T1/en active
- 1998-01-03 JP JP53152298A patent/JP4063332B2/en not_active Expired - Fee Related
- 1998-01-03 AU AU57653/98A patent/AU744139B2/en not_active Ceased
- 1998-01-03 WO PCT/EP1998/000012 patent/WO1998032604A1/en active IP Right Grant
- 1998-01-03 DK DK98901336T patent/DK0954440T3/en active
- 1998-01-03 CA CA002278753A patent/CA2278753C/en not_active Expired - Fee Related
-
1999
- 1999-07-08 NO NO993384A patent/NO993384L/en not_active Application Discontinuation
Also Published As
Publication number | Publication date |
---|---|
KR20000070435A (en) | 2000-11-25 |
NO993384D0 (en) | 1999-07-08 |
PT954440E (en) | 2004-03-31 |
CA2278753A1 (en) | 1998-07-30 |
CA2278753C (en) | 2007-10-30 |
JP2001508451A (en) | 2001-06-26 |
ATE252453T1 (en) | 2003-11-15 |
DE59809968D1 (en) | 2003-11-27 |
WO1998032604A1 (en) | 1998-07-30 |
DE19702314A1 (en) | 1998-07-30 |
DE19702314C2 (en) | 2000-12-21 |
AU5765398A (en) | 1998-08-18 |
ES2212259T3 (en) | 2004-07-16 |
DK0954440T3 (en) | 2004-02-16 |
JP4063332B2 (en) | 2008-03-19 |
NO993384L (en) | 1999-07-08 |
EP0954440A1 (en) | 1999-11-10 |
KR100466815B1 (en) | 2005-01-17 |
EP0954440B1 (en) | 2003-10-22 |
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