EP0912422A1 - Langreitsstabilisierung von getränk - Google Patents
Langreitsstabilisierung von getränkInfo
- Publication number
- EP0912422A1 EP0912422A1 EP97930555A EP97930555A EP0912422A1 EP 0912422 A1 EP0912422 A1 EP 0912422A1 EP 97930555 A EP97930555 A EP 97930555A EP 97930555 A EP97930555 A EP 97930555A EP 0912422 A1 EP0912422 A1 EP 0912422A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- packaging
- terpolymer
- alcoholic
- anethole
- layer
- 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.)
- Granted
Links
- 238000004806 packaging method and process Methods 0.000 title claims abstract description 53
- 235000013361 beverage Nutrition 0.000 title claims description 10
- RUVINXPYWBROJD-ONEGZZNKSA-N trans-anethole Chemical compound COC1=CC=C(\C=C\C)C=C1 RUVINXPYWBROJD-ONEGZZNKSA-N 0.000 claims abstract description 98
- 229940011037 anethole Drugs 0.000 claims abstract description 49
- RUVINXPYWBROJD-UHFFFAOYSA-N para-methoxyphenyl Natural products COC1=CC=C(C=CC)C=C1 RUVINXPYWBROJD-UHFFFAOYSA-N 0.000 claims abstract description 49
- 229920001897 terpolymer Polymers 0.000 claims abstract description 32
- 239000010410 layer Substances 0.000 claims abstract description 20
- 230000001476 alcoholic effect Effects 0.000 claims abstract description 17
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims abstract description 16
- 239000002356 single layer Substances 0.000 claims abstract description 14
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 8
- 235000013334 alcoholic beverage Nutrition 0.000 claims abstract description 8
- 235000019520 non-alcoholic beverage Nutrition 0.000 claims abstract description 7
- 230000015556 catabolic process Effects 0.000 claims abstract description 6
- 238000006731 degradation reaction Methods 0.000 claims abstract description 6
- 238000000034 method Methods 0.000 claims abstract description 4
- SULYZTDOTDBHFD-UHFFFAOYSA-N buta-1,3-diene;methyl prop-2-enoate;prop-2-enenitrile Chemical compound C=CC=C.C=CC#N.COC(=O)C=C SULYZTDOTDBHFD-UHFFFAOYSA-N 0.000 claims description 14
- 239000000463 material Substances 0.000 claims description 10
- 238000007789 sealing Methods 0.000 claims description 9
- 239000002775 capsule Substances 0.000 claims description 5
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 4
- 230000005923 long-lasting effect Effects 0.000 claims description 4
- 229910052760 oxygen Inorganic materials 0.000 claims description 4
- 239000001301 oxygen Substances 0.000 claims description 4
- 230000035699 permeability Effects 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 3
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- 239000002184 metal Substances 0.000 claims description 2
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 abstract description 4
- 230000008569 process Effects 0.000 abstract description 3
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 abstract 4
- 229920000642 polymer Polymers 0.000 description 19
- 240000004760 Pimpinella anisum Species 0.000 description 7
- 235000012550 Pimpinella anisum Nutrition 0.000 description 7
- -1 polyethylene Polymers 0.000 description 7
- 229920001824 Barex® Polymers 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 4
- 239000011521 glass Substances 0.000 description 4
- 239000004800 polyvinyl chloride Substances 0.000 description 4
- 229920000915 polyvinyl chloride Polymers 0.000 description 4
- 238000001179 sorption measurement Methods 0.000 description 4
- 239000004698 Polyethylene Substances 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 229920003023 plastic Polymers 0.000 description 3
- 239000004033 plastic Substances 0.000 description 3
- 229920000573 polyethylene Polymers 0.000 description 3
- 229920000139 polyethylene terephthalate Polymers 0.000 description 3
- 239000005020 polyethylene terephthalate Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- 235000007265 Myrrhis odorata Nutrition 0.000 description 2
- 239000004743 Polypropylene Substances 0.000 description 2
- 230000004888 barrier function Effects 0.000 description 2
- 238000000071 blow moulding Methods 0.000 description 2
- 239000003995 emulsifying agent Substances 0.000 description 2
- 235000015203 fruit juice Nutrition 0.000 description 2
- 230000007774 longterm Effects 0.000 description 2
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- 239000005022 packaging material Substances 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 229920001155 polypropylene Polymers 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- SQNQPRDLKOZZJK-UHFFFAOYSA-N 1-methoxy-2-prop-1-enylbenzene Chemical compound COC1=CC=CC=C1C=CC SQNQPRDLKOZZJK-UHFFFAOYSA-N 0.000 description 1
- 235000020471 RTD alcoholic beverage Nutrition 0.000 description 1
- 244000269722 Thea sinensis Species 0.000 description 1
- ZVQOOHYFBIDMTQ-UHFFFAOYSA-N [methyl(oxido){1-[6-(trifluoromethyl)pyridin-3-yl]ethyl}-lambda(6)-sulfanylidene]cyanamide Chemical compound N#CN=S(C)(=O)C(C)C1=CC=C(C(F)(F)F)N=C1 ZVQOOHYFBIDMTQ-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 230000003385 bacteriostatic effect Effects 0.000 description 1
- NTXGQCSETZTARF-UHFFFAOYSA-N buta-1,3-diene;prop-2-enenitrile Chemical compound C=CC=C.C=CC#N NTXGQCSETZTARF-UHFFFAOYSA-N 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 235000016213 coffee Nutrition 0.000 description 1
- 235000013353 coffee beverage Nutrition 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 230000001143 conditioned effect Effects 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000009881 electrostatic interaction Effects 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 235000019674 grape juice Nutrition 0.000 description 1
- 239000003845 household chemical Substances 0.000 description 1
- 238000003780 insertion Methods 0.000 description 1
- 230000037431 insertion Effects 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 229920002521 macromolecule Polymers 0.000 description 1
- 235000016709 nutrition Nutrition 0.000 description 1
- 230000035764 nutrition Effects 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 235000021586 packaging of beverage Nutrition 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920006254 polymer film Polymers 0.000 description 1
- 235000014438 salad dressings Nutrition 0.000 description 1
- 235000013599 spices Nutrition 0.000 description 1
- 230000009897 systematic effect Effects 0.000 description 1
- 235000013616 tea Nutrition 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
- 239000000341 volatile oil Substances 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B65—CONVEYING; PACKING; STORING; HANDLING THIN OR FILAMENTARY MATERIAL
- B65D—CONTAINERS FOR STORAGE OR TRANSPORT OF ARTICLES OR MATERIALS, e.g. BAGS, BARRELS, BOTTLES, BOXES, CANS, CARTONS, CRATES, DRUMS, JARS, TANKS, HOPPERS, FORWARDING CONTAINERS; ACCESSORIES, CLOSURES, OR FITTINGS THEREFOR; PACKAGING ELEMENTS; PACKAGES
- B65D1/00—Containers having bodies formed in one piece, e.g. by casting metallic material, by moulding plastics, by blowing vitreous material, by throwing ceramic material, by moulding pulped fibrous material, by deep-drawing operations performed on sheet material
- B65D1/02—Bottles or similar containers with necks or like restricted apertures, designed for pouring contents
- B65D1/0207—Bottles or similar containers with necks or like restricted apertures, designed for pouring contents characterised by material, e.g. composition, physical features
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B65—CONVEYING; PACKING; STORING; HANDLING THIN OR FILAMENTARY MATERIAL
- B65D—CONTAINERS FOR STORAGE OR TRANSPORT OF ARTICLES OR MATERIALS, e.g. BAGS, BARRELS, BOTTLES, BOXES, CANS, CARTONS, CRATES, DRUMS, JARS, TANKS, HOPPERS, FORWARDING CONTAINERS; ACCESSORIES, CLOSURES, OR FITTINGS THEREFOR; PACKAGING ELEMENTS; PACKAGES
- B65D85/00—Containers, packaging elements or packages, specially adapted for particular articles or materials
- B65D85/70—Containers, packaging elements or packages, specially adapted for particular articles or materials for materials not otherwise provided for
- B65D85/72—Containers, packaging elements or packages, specially adapted for particular articles or materials for materials not otherwise provided for for edible or potable liquids, semiliquids, or plastic or pasty materials
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/13—Hollow or container type article [e.g., tube, vase, etc.]
- Y10T428/1352—Polymer or resin containing [i.e., natural or synthetic]
Definitions
- the present invention relates to a new monolayer or multilayer packaging, of long duration, containing an aqueous beverage, alcoholic or not, based on anethole.
- It also relates to a process intended to limit the loss of anethole contained in an optionally alcoholic solution in contact with the wall of a package, as well as the use of a polymer film for producing a package in contact with possibly alcoholic anethole solutions, in order to limit the loss of anethole in contact with the packaging wall.
- Aniseed drinks contain anethole or para propenyl methoxy benzene, in the majority trans form (greater than 96-97%) Anethole has the particularity of being very slightly soluble in water ( ⁇ 50 mg / 1) and soluble in alcohol. In the presence of water, the anethole becomes cloudy, whereas in a water / alcohol solution with a high alcohol content (of the order of 45% by volume), the anethole remains in the solubilized state. In the case of alcohol-free or low-alcohol drinks (4-9
- an emulsifier is used because the anethole is no longer soluble.
- Anethole has a low coefficient of solubility in water but a high coefficient of solubility in alcohols. This phenomenon is all the more important for drinks with little or no alcohol. This induces a significant electrostatic interaction with the surface of the polymer and the adsorption of anethole thereon. Furthermore, the affinity of anethole for polymers is such that an absorption phenomenon occurs, by insertion of this compound between the chains of the polymer. It is therefore a dynamic phenomenon of adsorption / ab sorption.
- Anethole also reveals a strong propensity to polymerize polyanethole.
- This canonical type polymerization is favored by the very electron-donating nature of the methox group>. This phenomenon occurs in particular in the case of polymers derived from styrene, maleic anhydride or acrylonitrile commonly used in tan t quu packaging for beverages. This is due to the fact that anethole reacts to the molecular chains of these polymers.
- anethole can also react with residual monomers, given the well known copolymerization reaction.
- ec styrene T. Higashimura et al, Journal of Polymer Science: part A. l, vol.10,85-93 (1972)
- maleic anhydride and acrylic monomers such as acrylonitrile
- the invention firstly relates to a long-lasting single-layer or multi-layer packaging for an optionally alcoholic drink comprising anethole, characterized in that the layer in contact with said drink is formed of a terpolymer methyl acrylate-acrylonitrile-butadiene
- packaging means any packaging capable of containing said drink, whether in the form of a bottle, box or other equivalent closed systems, including bottles and pouches.
- shelf life is at least 6 months.
- concept of packaging also extends to the means for sealing and sealing the various containers mentioned above.
- the present invention relates in particular to sealing means for any packaging intended to contain an anethole-based drink.
- Such a sealing means is advantageously for ⁇ u an internal film formed of a film of meths acrylate terpolymer acrylonitrile-butadiene coming into application on the opening dudn packaging. It may in particular consist of a capsule c> hndr ⁇ que inside which is housed an internal film formed of a film of methyl acrylate-acrylonitrile-butadiene terpolymer coming into application on the opening of said packaging.
- the packaging has been found to be particularly advantageous in the case of non-alcoholic or low-alcoholic drinks, the alcohol content of which is preferably less than 10% in olume, preferably between 3 and 9%.
- the aqueous alcoholic or non-alcoholic drink comprises from 0.01 to 2 g / 1 of anethole, preferably 0.02 g / 1 or more of anethole.
- the anethole concentration is of the order of 2 g / 1.
- ready-to-drink alcoholic beverages it is around 200 to 400 mg / 1.
- anise flavored drinks it is of the order of 10 to 50 mg / 1.
- the terpolymer has a content of butadiene comp ⁇ s between 8 and 20%.
- the terpolymer is chosen from the group consisting of the terpolymer whose level of butadiene is approximately 10% or the terpolymer whose level of butadiene is approximately 18%.
- Barex 210 R and Barex 21 8 B These polymers are sold by BP Chemicals under the brand names, respectively Barex 210 R and Barex 21 8 B. Barex 210 F polymer has an oxygen permeability of
- Barex 2181 'polymer has an oxygen permeability of 0.6 cm3.mm/m 2 .day.bar at 23 "C.
- the films formed of a methyl acrylate-acrylonitrile-butadiene terpolymer must have sufficient impermeability with respect to carbon dioxide. They must also have a tear strength and a modulus of elasticity sufficient for the application considered.
- the packaging can be in the form of a monolayer or in the multilayer form.
- the internal layer is formed from a film of methyl acrylate-acrylonitrile-butadiene terpolymer.
- the film is associated with a structural material, itself possibly multilayer (metal, cardboard, mono or multilayer polymeric material).
- the thickness of the terpolymer layer may vary significantly depending on whether the packaging is monolayer or multilayer. It will preferably be between 200 and 500 ⁇ m, advantageously between 300 and 400 ⁇ m, but may go down to 50 ⁇ m for films and go up to
- the packaging therefore takes the form of a monolayer or multilayer material obtained by extrusion.
- the packaging according to the invention can keep an anethole-based drink, in particular low or non-alcoholic, under the same conditions as a glass bottle, that is to say without substantial degradation of the organoleptic qualities. They are moreover transparent in the case of monolayer packaging or multilayer packaging where the structural layers are transparent, easy to transform and inexpensive.
- the invention also relates to a sealing means in particular for said packages provided with an internal film of anethole impermeable material in particular of a polymer formed of a methyl acrylate-acrylonitrile-butadiene terpolymer coming into application on said packages .
- This sealing means is in particular a cylindrical capsule inside which is housed an internal film of a polymer as defined above.
- Figure 1 There is shown in Figure 1 attached a bottle, ⁇ ue in longitudinal section, wherein the bottle 1 formed of a cylindrical body 2, a neck 3 and a bottom 4 is made of a polymeric material in terpolymer methyl acrylate-acrylonitrile-butadiene.
- the bottle has a thickness of 0.2 mm at the cylindrical body and 0.6 mm at the bottom.
- the capsule 5 is formed of a cylindrical body 6 and a circular base 7. Inside the capsule 5 is housed a disc 8 formed of a layer of methyl acrylate-acrylonitrile-butadiene terpolymer 8 applied to the inner face of the base and a layer of methyl acrylate-acrylonitrile-butadiene terpolymer 9 bearing on the neck 3.
- the invention also relates to the use of a methyl acrylate-acrylonitrile-butadiene terpolymer, as described above for the production of a monolayer or multilayer packaging, intended to contain beverages based on anethole which may be alcoholic in order to limit degradation thereof, said terpolymer forming the layer in contact with said drinks.
- It also relates to a process intended to limit the degradation of anethole-based drinks, in particular low or non-alcoholic drinks, characterized in that said drinks are stored in a long-lasting single-layer or multi-layer package, the layer of which is in contact with said drinks consists of a terpolymer methyl linkage-acrylonitrile-butadiene as defined above.
- Bottles consisting of a Barex 218 K monolayer sold by the company BP Chemicals, with an average thickness of 350 ⁇ m, were produced by transformation on a two-orientation blow molding machine for PVC.
- the bottles are filled cold in the presence of a bacteriostatic, of an aniseed non-alcoholic solution containing 400 mg / 1 of anethole, then are left 12 months at 20 ° C.
- the loss of anethole is evaluated periodically. It is found that after 9 months, the loss of anethole is 25% and that after one year, it is 28%. We therefore observe a plateau from 9 months, the loss of anethole having changed little since this term.
- Bottles formed from polyethylene terephthalate are filled with the same solution as that of Example 1 and are left for 12 months at 20 ° C.
- the loss of anethole is evaluated periodically. It is found that after 6 months, the loss is 92% and 100% after 12 months.
- Example 2 An example similar to Example 1 was carried out with polyethylene bottles sold by the company Pampr ⁇ l (France) for fruit juices and with polypropylene bottles. After 6 months there is a loss greater than 90% and 100% after 12 months.
- Example 4 (comparative) An example similar to Example 3 with a PVC bottle is made.
Landscapes
- Engineering & Computer Science (AREA)
- Ceramic Engineering (AREA)
- Mechanical Engineering (AREA)
- Wrappers (AREA)
- Laminated Bodies (AREA)
- Packages (AREA)
- Food Preservation Except Freezing, Refrigeration, And Drying (AREA)
- Distillation Of Fermentation Liquor, Processing Of Alcohols, Vinegar And Beer (AREA)
- Tea And Coffee (AREA)
- Thermally Insulated Containers For Foods (AREA)
- Packging For Living Organisms, Food Or Medicinal Products That Are Sensitive To Environmental Conditiond (AREA)
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR9607742 | 1996-06-21 | ||
FR9607742A FR2750116B1 (fr) | 1996-06-21 | 1996-06-21 | Conditionnement de longue duree en matiere polymere pour boisson a base d'anethole et procede destine a limiter la deperdition d'anethole contenu dans une solution |
PCT/FR1997/001102 WO1997049621A1 (fr) | 1996-06-21 | 1997-06-19 | Conditionnement de longue duree pour boisson |
Publications (2)
Publication Number | Publication Date |
---|---|
EP0912422A1 true EP0912422A1 (de) | 1999-05-06 |
EP0912422B1 EP0912422B1 (de) | 2000-08-23 |
Family
ID=9493299
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP97930555A Expired - Lifetime EP0912422B1 (de) | 1996-06-21 | 1997-06-19 | Langzeitbehälter für ein anetholhaltiges getränk |
Country Status (13)
Country | Link |
---|---|
US (1) | US5908678A (de) |
EP (1) | EP0912422B1 (de) |
JP (1) | JP2000512602A (de) |
AT (1) | ATE195700T1 (de) |
AU (1) | AU3446897A (de) |
CA (1) | CA2259451C (de) |
DE (1) | DE69702916T2 (de) |
DK (1) | DK0912422T3 (de) |
ES (1) | ES2150264T3 (de) |
FR (1) | FR2750116B1 (de) |
GR (1) | GR3034878T3 (de) |
PT (1) | PT912422E (de) |
WO (1) | WO1997049621A1 (de) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2752565B1 (fr) * | 1996-08-21 | 1998-11-13 | Pernod Ricard | Conditionnement pour boisson a base d'anethole constitue au moins en partie d'un polymere comprenant des motifs aromatiques condenses |
US20170252993A1 (en) * | 2016-03-03 | 2017-09-07 | Juicero, Inc. | Juicer cartridge with coupling |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH03187832A (ja) * | 1989-12-15 | 1991-08-15 | Mitsui Toatsu Chem Inc | 透明容器 |
-
1996
- 1996-06-21 FR FR9607742A patent/FR2750116B1/fr not_active Expired - Fee Related
-
1997
- 1997-06-19 ES ES97930555T patent/ES2150264T3/es not_active Expired - Lifetime
- 1997-06-19 EP EP97930555A patent/EP0912422B1/de not_active Expired - Lifetime
- 1997-06-19 DE DE69702916T patent/DE69702916T2/de not_active Expired - Fee Related
- 1997-06-19 CA CA002259451A patent/CA2259451C/fr not_active Expired - Fee Related
- 1997-06-19 DK DK97930555T patent/DK0912422T3/da active
- 1997-06-19 AU AU34468/97A patent/AU3446897A/en not_active Abandoned
- 1997-06-19 WO PCT/FR1997/001102 patent/WO1997049621A1/fr active IP Right Grant
- 1997-06-19 PT PT97930555T patent/PT912422E/pt unknown
- 1997-06-19 JP JP10502435A patent/JP2000512602A/ja active Pending
- 1997-06-19 AT AT97930555T patent/ATE195700T1/de not_active IP Right Cessation
- 1997-06-23 US US08/880,534 patent/US5908678A/en not_active Expired - Fee Related
-
2000
- 2000-11-20 GR GR20000402567T patent/GR3034878T3/el not_active IP Right Cessation
Non-Patent Citations (1)
Title |
---|
See references of WO9749621A1 * |
Also Published As
Publication number | Publication date |
---|---|
CA2259451C (fr) | 2007-12-11 |
WO1997049621A1 (fr) | 1997-12-31 |
FR2750116B1 (fr) | 1998-09-11 |
DE69702916D1 (de) | 2000-09-28 |
FR2750116A1 (fr) | 1997-12-26 |
EP0912422B1 (de) | 2000-08-23 |
JP2000512602A (ja) | 2000-09-26 |
US5908678A (en) | 1999-06-01 |
ES2150264T3 (es) | 2000-11-16 |
AU3446897A (en) | 1998-01-14 |
ATE195700T1 (de) | 2000-09-15 |
CA2259451A1 (fr) | 1997-12-31 |
DK0912422T3 (da) | 2000-12-18 |
PT912422E (pt) | 2000-12-29 |
DE69702916T2 (de) | 2001-03-29 |
GR3034878T3 (en) | 2001-02-28 |
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