EP0991783B1 - Verwendung einer Zusammensetzung enthaltend 2-Mercapto-pyridin-N-Oxid - Google Patents
Verwendung einer Zusammensetzung enthaltend 2-Mercapto-pyridin-N-Oxid Download PDFInfo
- Publication number
- EP0991783B1 EP0991783B1 EP98930776A EP98930776A EP0991783B1 EP 0991783 B1 EP0991783 B1 EP 0991783B1 EP 98930776 A EP98930776 A EP 98930776A EP 98930776 A EP98930776 A EP 98930776A EP 0991783 B1 EP0991783 B1 EP 0991783B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- salts
- oxide
- leather
- mercapto
- pyridine
- 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.)
- Expired - Lifetime
Links
- YBBJKCMMCRQZMA-UHFFFAOYSA-N pyrithione Chemical compound ON1C=CC=CC1=S YBBJKCMMCRQZMA-UHFFFAOYSA-N 0.000 title claims abstract description 13
- 239000000203 mixture Substances 0.000 title claims description 32
- 239000010985 leather Substances 0.000 claims abstract description 13
- 241001465754 Metazoa Species 0.000 claims abstract description 11
- 229910052751 metal Chemical class 0.000 claims abstract description 9
- 239000002184 metal Chemical class 0.000 claims abstract description 9
- 150000001340 alkali metals Chemical class 0.000 claims abstract description 6
- -1 alkaline earth metal salts Chemical class 0.000 claims abstract description 6
- 238000004321 preservation Methods 0.000 claims abstract description 4
- 229910052783 alkali metal Inorganic materials 0.000 claims abstract 5
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims abstract 5
- LLEMOWNGBBNAJR-UHFFFAOYSA-N biphenyl-2-ol Chemical compound OC1=CC=CC=C1C1=CC=CC=C1 LLEMOWNGBBNAJR-UHFFFAOYSA-N 0.000 claims description 26
- 150000003839 salts Chemical class 0.000 claims description 15
- CFKMVGJGLGKFKI-UHFFFAOYSA-N 4-chloro-m-cresol Chemical compound CC1=CC(O)=CC=C1Cl CFKMVGJGLGKFKI-UHFFFAOYSA-N 0.000 claims description 14
- 235000010292 orthophenyl phenol Nutrition 0.000 claims description 13
- 239000004480 active ingredient Substances 0.000 claims description 8
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 6
- 238000004519 manufacturing process Methods 0.000 claims description 3
- 229910001860 alkaline earth metal hydroxide Inorganic materials 0.000 claims description 2
- 239000003995 emulsifying agent Substances 0.000 claims description 2
- 239000003205 fragrance Substances 0.000 claims description 2
- 238000000034 method Methods 0.000 claims description 2
- 230000000813 microbial effect Effects 0.000 claims description 2
- 150000008044 alkali metal hydroxides Chemical class 0.000 claims 1
- 235000019568 aromas Nutrition 0.000 claims 1
- 239000002904 solvent Substances 0.000 claims 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- 229940070805 p-chloro-m-cresol Drugs 0.000 description 6
- 238000009472 formulation Methods 0.000 description 5
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 4
- 235000013772 propylene glycol Nutrition 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 241001123663 Penicillium expansum Species 0.000 description 3
- 241000221832 Amorphotheca resinae Species 0.000 description 2
- 241000228245 Aspergillus niger Species 0.000 description 2
- 241000374462 Aspergillus pseudoglaucus Species 0.000 description 2
- 206010061217 Infestation Diseases 0.000 description 2
- 241000223261 Trichoderma viride Species 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 238000011534 incubation Methods 0.000 description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 2
- 229920001817 Agar Polymers 0.000 description 1
- 241000079253 Byssochlamys spectabilis Species 0.000 description 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
- 241000222290 Cladosporium Species 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 241000235395 Mucor Species 0.000 description 1
- 241001149951 Mucor mucedo Species 0.000 description 1
- 241000228143 Penicillium Species 0.000 description 1
- 241000228153 Penicillium citrinum Species 0.000 description 1
- 241000235527 Rhizopus Species 0.000 description 1
- 240000005384 Rhizopus oryzae Species 0.000 description 1
- 235000013752 Rhizopus oryzae Nutrition 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 239000008272 agar Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 229910000272 alkali metal oxide Inorganic materials 0.000 description 1
- 230000000295 complement effect Effects 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 230000003641 microbiacidal effect Effects 0.000 description 1
- 229940124561 microbicide Drugs 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 159000000001 potassium salts Chemical class 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000002335 preservative effect Effects 0.000 description 1
- FGVVTMRZYROCTH-UHFFFAOYSA-N pyridine-2-thiol N-oxide Chemical class [O-][N+]1=CC=CC=C1S FGVVTMRZYROCTH-UHFFFAOYSA-N 0.000 description 1
- 239000011833 salt mixture Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- RPACBEVZENYWOL-XFULWGLBSA-M sodium;(2r)-2-[6-(4-chlorophenoxy)hexyl]oxirane-2-carboxylate Chemical compound [Na+].C=1C=C(Cl)C=CC=1OCCCCCC[C@]1(C(=O)[O-])CO1 RPACBEVZENYWOL-XFULWGLBSA-M 0.000 description 1
- 150000003751 zinc Chemical class 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C14—SKINS; HIDES; PELTS; LEATHER
- C14C—CHEMICAL TREATMENT OF HIDES, SKINS OR LEATHER, e.g. TANNING, IMPREGNATING, FINISHING; APPARATUS THEREFOR; COMPOSITIONS FOR TANNING
- C14C9/00—Impregnating leather for preserving, waterproofing, making resistant to heat or similar purposes
-
- C—CHEMISTRY; METALLURGY
- C14—SKINS; HIDES; PELTS; LEATHER
- C14C—CHEMICAL TREATMENT OF HIDES, SKINS OR LEATHER, e.g. TANNING, IMPREGNATING, FINISHING; APPARATUS THEREFOR; COMPOSITIONS FOR TANNING
- C14C1/00—Chemical treatment prior to tanning
- C14C1/02—Curing raw hides
Definitions
- the present application relates to the use of a composition comprising 2-mercapto-pyridine-N-oxide and / or its salts, and / or its metal complexes and the active compounds o-phenylphenol and p-chloro-meta-cresol and / or their ammonium, Alkali and alkaline earth salts and / or mixtures of these salts for the preservation of animal skins and leather.
- the subject of the application is therefore the use of a composition comprising 2-mercapto-pyridine-N-oxide and / or its salts and / or metal complexes and the active compounds o-phenylphenol and p-chloro-meta-cresol and / or their ammonium, alkali and alkaline earth salts and / or mixtures of these salts in the preservation of animal skins and leather.
- Preferred 2-mercapto-pyridine N-oxide salts and metal complexes are the sodium, potassium salts and copper and zinc complexes.
- compositions containing CMK and 2-mercapto-pyridine-N-oxide-Na salt and OPP and their use according to the invention are preferred.
- the mixing ratios of 2-mercapto-pyridine-N-oxide is generally 1 part by weight to 5 to 200, preferably 10 to 100, in particular 12 to 50, parts by weight of the further active compound mixture.
- the ratio of the phenolic compounds with each other can be widely varied and is easily determined by conventional experiments.
- the ratio is preferably 1: 1 to 1: 5.
- the abovementioned active ingredient or the mixtures of the active ingredients are generally used in the form of formulations.
- the application concentration is preferably 0.1 to 1% of active compound mixture based on the hides or leather to be protected.
- the resulting in the formulation agents containing the active ingredient mixture is preferably 10 to 50%.
- the agents generally contain from 10 to 30% of alkali metal and / or alkaline earth metal hydroxides; 1 to 20% of ionic and / or nonionic emulsifiers; 5 to 30% organic solvents such as in particular glycols, ketones, glycol ethers, alcohols such as ethanol, methanol, 1,2-propanediol, n-propanol, 2-propanol and 0-0.5% flavorings and fragrances. The rest to 100% is water.
- the active substance mixtures and the products which can be prepared therefrom are used according to the generally customary application methods in leather production for the protection of animal hides against attack and damage by microorganisms. It is of particular interest that representatives of the species Aspergillus niger, Aspergillus repens, Hormoconis resinae, Penicillium glaucum and Trichoderma viride, Penicillium species such as P. citrinum or P. glaucum, Paecilomyces variotii, Cladosporium species such as Mucor species such as Mucor mucedo Rhizopus species such as Rhizopus oryzae, Rhizopus rouxii are completely and permanently suppressed.
- Agar plates are contaminated with conidia of the species Aspergillus niger, Aspergillus repens, Penicillium glaucum, Trichoderma viride and Hormoconis resinae. Then treated with Mixture I, II and Mixture III wet chrome leather (wet blue) are applied and incubated for 28 days at 95% relative humidity and 20 to 30 ° C.
- Mixture I Mixture II (Invention) 30 parts by weight of p-chloro-m-cresol 30 parts by weight of p-chloro-m-cresol 13 parts by weight of o-phenylphenol 13 parts by weight of o-phenylphenol 1.2 parts by weight of 2-mercapto-pyridine N-oxide - Na salt
- Mixture III 37 parts by weight of p-chloro-m-cresol 1.2 parts by weight of 2-mercapto-pyridine-N-oxide Na salt
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pyridine Compounds (AREA)
- Treatment And Processing Of Natural Fur Or Leather (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Micro-Organisms Or Cultivation Processes Thereof (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19725017 | 1997-06-13 | ||
DE19725017A DE19725017A1 (de) | 1997-06-13 | 1997-06-13 | Verwendung von 2-Mercapto-pyridin-N-oxid |
PCT/EP1998/003260 WO1998056959A1 (de) | 1997-06-13 | 1998-06-02 | Verwendung von 2-mercapto-pyridin-n-oxid |
Publications (2)
Publication Number | Publication Date |
---|---|
EP0991783A1 EP0991783A1 (de) | 2000-04-12 |
EP0991783B1 true EP0991783B1 (de) | 2010-03-03 |
Family
ID=7832384
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP98930776A Expired - Lifetime EP0991783B1 (de) | 1997-06-13 | 1998-06-02 | Verwendung einer Zusammensetzung enthaltend 2-Mercapto-pyridin-N-Oxid |
Country Status (21)
Country | Link |
---|---|
US (1) | US6479521B2 (cs) |
EP (1) | EP0991783B1 (cs) |
JP (1) | JP2002504166A (cs) |
KR (1) | KR100524094B1 (cs) |
CN (1) | CN1218051C (cs) |
AT (1) | ATE459731T1 (cs) |
AU (1) | AU735238B2 (cs) |
BR (1) | BR9810518A (cs) |
CA (2) | CA2661724C (cs) |
CZ (1) | CZ299251B6 (cs) |
DE (2) | DE19725017A1 (cs) |
DK (1) | DK0991783T3 (cs) |
ES (1) | ES2340228T3 (cs) |
ID (1) | ID23533A (cs) |
MX (1) | MXPA99011362A (cs) |
NO (1) | NO996130L (cs) |
NZ (1) | NZ501646A (cs) |
PL (1) | PL194833B1 (cs) |
PT (1) | PT991783E (cs) |
TR (1) | TR199902951T2 (cs) |
WO (1) | WO1998056959A1 (cs) |
Families Citing this family (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
AUPP060597A0 (en) * | 1997-11-27 | 1998-01-08 | Novapharm Research (Australia) Pty Ltd | Improved biocide and biocidal cloth |
DE10046265A1 (de) * | 2000-09-19 | 2002-03-28 | Bayer Ag | Wirkstoffkombination zum Schutz von tierischen Häuten |
JP4538982B2 (ja) * | 2001-04-26 | 2010-09-08 | ぺんてる株式会社 | 水性顔料組成物 |
US7893047B2 (en) * | 2006-03-03 | 2011-02-22 | Arch Chemicals, Inc. | Biocide composition comprising pyrithione and pyrrole derivatives |
DE102006045066B4 (de) * | 2006-09-21 | 2010-07-01 | Schülke & Mayr GmbH | Mikrobizide Zubereitung auf der Basis von 1,2-Benzisothiazolin-3-on mit einem Gehalt an aromatischem Alkohol |
DE102008038709A1 (de) | 2008-08-12 | 2010-02-18 | Lanxess Deutschland Gmbh | Flüssige Präparationen phenolischer Wirkstoffe |
EP2570502A1 (de) | 2011-09-13 | 2013-03-20 | LANXESS Deutschland GmbH | Flüssige Wirkstoffpräparationen zum fungiziden Schutz von collagenfaserhaltigen Substraten |
EP2777396A1 (de) | 2013-03-12 | 2014-09-17 | LANXESS Deutschland GmbH | Wirkstoffpräparationen zum fungiziden Schutz von collagenfaserhaltigen Substraten |
CN105454249B (zh) * | 2014-09-10 | 2018-03-02 | 浙江新农化工股份有限公司 | 含2‑巯基苯并噻唑锌的杀菌组合物及其制剂和应用 |
CN105454250B (zh) * | 2014-09-10 | 2018-01-30 | 浙江新农化工股份有限公司 | 2‑巯基苯并噻唑锌与线粒体细胞色素酶抑制剂类杀菌剂的组合物 |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1368666A (en) * | 1972-08-21 | 1974-10-02 | Olin Corp | Dialkyltin salts of substituted pyridine-1-oxides |
GB2230190A (en) * | 1989-03-28 | 1990-10-17 | Ici Plc | Compositions containing an isothiazolin(thi)one derivative and a 2-mercaptopyridine-1-oxide derivative |
DE4122654A1 (de) * | 1991-07-09 | 1993-01-14 | Bayer Ag | Mikrobizide wirkstoffkombination |
US5464622A (en) * | 1990-11-27 | 1995-11-07 | Rohm And Haas Company | Antimicrobial compositions comprising iodopropargyl butylcarbamate and 2-mercaptopyridine n-oxide and method of controlling microbes |
Family Cites Families (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2809971A (en) * | 1955-11-22 | 1957-10-15 | Olin Mathieson | Heavy-metal derivatives of 1-hydroxy-2-pyridinethiones and method of preparing same |
US4830657A (en) * | 1982-06-21 | 1989-05-16 | Calgon Corporation | Synergistic antimicrobial combination |
US4474760A (en) * | 1983-06-22 | 1984-10-02 | Excalibur, Inc. | Stabilized 2-mercaptopyridene-1-oxide and derivatives |
JP2600343B2 (ja) * | 1988-10-28 | 1997-04-16 | ダイキン工業株式会社 | 防菌防黴剤組成物 |
EP0377071A1 (de) * | 1988-12-23 | 1990-07-11 | Müller GmbH Herne | Förderbandkopfabstreifer |
GB9027614D0 (en) * | 1990-12-20 | 1991-02-13 | Ici Plc | Antimicrobial composition and use |
-
1997
- 1997-06-13 DE DE19725017A patent/DE19725017A1/de not_active Withdrawn
-
1998
- 1998-06-02 PL PL337159A patent/PL194833B1/pl not_active IP Right Cessation
- 1998-06-02 DE DE59814438T patent/DE59814438D1/de not_active Expired - Lifetime
- 1998-06-02 AU AU81090/98A patent/AU735238B2/en not_active Ceased
- 1998-06-02 ID IDW991493A patent/ID23533A/id unknown
- 1998-06-02 MX MXPA99011362A patent/MXPA99011362A/es active IP Right Grant
- 1998-06-02 CA CA2661724A patent/CA2661724C/en not_active Expired - Fee Related
- 1998-06-02 AT AT98930776T patent/ATE459731T1/de active
- 1998-06-02 KR KR10-1999-7011202A patent/KR100524094B1/ko not_active Expired - Fee Related
- 1998-06-02 BR BR9810518-3A patent/BR9810518A/pt not_active IP Right Cessation
- 1998-06-02 DK DK98930776.4T patent/DK0991783T3/da active
- 1998-06-02 CN CN988061317A patent/CN1218051C/zh not_active Expired - Fee Related
- 1998-06-02 NZ NZ501646A patent/NZ501646A/en not_active IP Right Cessation
- 1998-06-02 US US09/445,330 patent/US6479521B2/en not_active Expired - Fee Related
- 1998-06-02 TR TR1999/02951T patent/TR199902951T2/xx unknown
- 1998-06-02 CA CA002293555A patent/CA2293555C/en not_active Expired - Fee Related
- 1998-06-02 JP JP50147299A patent/JP2002504166A/ja active Pending
- 1998-06-02 CZ CZ0445799A patent/CZ299251B6/cs not_active IP Right Cessation
- 1998-06-02 PT PT98930776T patent/PT991783E/pt unknown
- 1998-06-02 EP EP98930776A patent/EP0991783B1/de not_active Expired - Lifetime
- 1998-06-02 WO PCT/EP1998/003260 patent/WO1998056959A1/de active IP Right Grant
- 1998-06-02 ES ES98930776T patent/ES2340228T3/es not_active Expired - Lifetime
-
1999
- 1999-12-10 NO NO996130A patent/NO996130L/no not_active Application Discontinuation
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1368666A (en) * | 1972-08-21 | 1974-10-02 | Olin Corp | Dialkyltin salts of substituted pyridine-1-oxides |
GB2230190A (en) * | 1989-03-28 | 1990-10-17 | Ici Plc | Compositions containing an isothiazolin(thi)one derivative and a 2-mercaptopyridine-1-oxide derivative |
US5464622A (en) * | 1990-11-27 | 1995-11-07 | Rohm And Haas Company | Antimicrobial compositions comprising iodopropargyl butylcarbamate and 2-mercaptopyridine n-oxide and method of controlling microbes |
DE4122654A1 (de) * | 1991-07-09 | 1993-01-14 | Bayer Ag | Mikrobizide wirkstoffkombination |
Also Published As
Publication number | Publication date |
---|---|
NZ501646A (en) | 2001-09-28 |
WO1998056959A1 (de) | 1998-12-17 |
US6479521B2 (en) | 2002-11-12 |
EP0991783A1 (de) | 2000-04-12 |
ES2340228T3 (es) | 2010-05-31 |
CN1218051C (zh) | 2005-09-07 |
PT991783E (pt) | 2010-04-27 |
US20020147227A1 (en) | 2002-10-10 |
MXPA99011362A (es) | 2004-09-01 |
ATE459731T1 (de) | 2010-03-15 |
NO996130D0 (no) | 1999-12-10 |
CZ9904457A3 (en) | 2001-06-13 |
JP2002504166A (ja) | 2002-02-05 |
KR100524094B1 (ko) | 2005-10-26 |
DE59814438D1 (de) | 2010-04-15 |
CA2293555A1 (en) | 1998-12-17 |
CA2293555C (en) | 2007-05-15 |
DE19725017A1 (de) | 1998-12-17 |
ID23533A (id) | 2000-04-27 |
KR20010013214A (ko) | 2001-02-26 |
AU8109098A (en) | 1998-12-30 |
PL194833B1 (pl) | 2007-07-31 |
CA2661724C (en) | 2013-05-28 |
TR199902951T2 (xx) | 2000-08-21 |
AU735238B2 (en) | 2001-07-05 |
PL337159A1 (en) | 2000-07-31 |
CZ299251B6 (cs) | 2008-05-28 |
CN1260840A (zh) | 2000-07-19 |
NO996130L (no) | 1999-12-10 |
CA2661724A1 (en) | 1998-12-17 |
BR9810518A (pt) | 2000-09-19 |
DK0991783T3 (da) | 2010-06-14 |
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Legal Events
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