CZ291537B6 - Oxathiaziny pro ochranu dřeva, způsob ochrany dřeva a prostředek pro ochranu dřeva - Google Patents
Oxathiaziny pro ochranu dřeva, způsob ochrany dřeva a prostředek pro ochranu dřeva Download PDFInfo
- Publication number
- CZ291537B6 CZ291537B6 CZ1996560A CZ56096A CZ291537B6 CZ 291537 B6 CZ291537 B6 CZ 291537B6 CZ 1996560 A CZ1996560 A CZ 1996560A CZ 56096 A CZ56096 A CZ 56096A CZ 291537 B6 CZ291537 B6 CZ 291537B6
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- CZ
- Czechia
- Prior art keywords
- group
- wood
- carbon atoms
- hydrogen
- alkoxy
- Prior art date
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- 239000002023 wood Substances 0.000 title claims abstract description 71
- 238000000034 method Methods 0.000 title claims abstract description 35
- AZHVQJLDOFKHPZ-UHFFFAOYSA-N oxathiazine Chemical class O1SN=CC=C1 AZHVQJLDOFKHPZ-UHFFFAOYSA-N 0.000 title claims description 12
- 239000000203 mixture Substances 0.000 title abstract description 31
- 230000007774 longterm Effects 0.000 title abstract description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 49
- 239000001257 hydrogen Substances 0.000 claims abstract description 34
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 32
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 23
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims abstract description 17
- 239000000463 material Substances 0.000 claims abstract description 17
- 239000002131 composite material Substances 0.000 claims abstract description 10
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims abstract description 6
- 150000001875 compounds Chemical class 0.000 claims description 78
- -1 cyano, acetyl Chemical group 0.000 claims description 67
- 229910052757 nitrogen Inorganic materials 0.000 claims description 21
- 125000003545 alkoxy group Chemical group 0.000 claims description 16
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 16
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 15
- 150000002431 hydrogen Chemical class 0.000 claims description 15
- 229910052736 halogen Inorganic materials 0.000 claims description 14
- 150000002367 halogens Chemical class 0.000 claims description 14
- 239000000460 chlorine Substances 0.000 claims description 12
- 125000004953 trihalomethyl group Chemical group 0.000 claims description 12
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 9
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 9
- 125000004414 alkyl thio group Chemical group 0.000 claims description 8
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims description 8
- 125000002541 furyl group Chemical group 0.000 claims description 8
- 229910052717 sulfur Chemical group 0.000 claims description 8
- 125000001544 thienyl group Chemical group 0.000 claims description 8
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 7
- 230000000855 fungicidal effect Effects 0.000 claims description 7
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 6
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 6
- 229910052794 bromium Inorganic materials 0.000 claims description 6
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 claims description 6
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 6
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- 230000000844 anti-bacterial effect Effects 0.000 claims description 5
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 5
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 5
- 125000001424 substituent group Chemical group 0.000 claims description 5
- 125000004769 (C1-C4) alkylsulfonyl group Chemical group 0.000 claims description 4
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- 125000000590 4-methylphenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 claims description 4
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- XBDQKXXYIPTUBI-UHFFFAOYSA-N Propionic acid Chemical group CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims description 4
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- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 4
- 229910052760 oxygen Inorganic materials 0.000 claims description 4
- 239000001301 oxygen Substances 0.000 claims description 4
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- 125000004180 3-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(F)=C1[H] 0.000 claims description 3
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 3
- 229910052783 alkali metal Inorganic materials 0.000 claims description 3
- 125000004457 alkyl amino carbonyl group Chemical group 0.000 claims description 3
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 3
- QPJDMGCKMHUXFD-UHFFFAOYSA-N cyanogen chloride Chemical group ClC#N QPJDMGCKMHUXFD-UHFFFAOYSA-N 0.000 claims description 3
- 239000003171 wood protecting agent Substances 0.000 claims description 3
- 125000002490 anilino group Chemical group [H]N(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 2
- 235000010290 biphenyl Nutrition 0.000 claims description 2
- 239000004305 biphenyl Substances 0.000 claims description 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 2
- 125000001153 fluoro group Chemical group F* 0.000 claims description 2
- 125000005843 halogen group Chemical group 0.000 claims description 2
- 125000005059 halophenyl group Chemical group 0.000 claims description 2
- 125000001624 naphthyl group Chemical group 0.000 claims description 2
- 125000006501 nitrophenyl group Chemical group 0.000 claims description 2
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- 125000004076 pyridyl group Chemical group 0.000 claims description 2
- 125000004434 sulfur atom Chemical group 0.000 claims description 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 2
- 125000004768 (C1-C4) alkylsulfinyl group Chemical group 0.000 claims 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 1
- 125000005037 alkyl phenyl group Chemical group 0.000 claims 1
- 125000006518 morpholino carbonyl group Chemical group [H]C1([H])OC([H])([H])C([H])([H])N(C(*)=O)C1([H])[H] 0.000 claims 1
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- AKNQMEBLVAMSNZ-UHFFFAOYSA-N azaconazole Chemical compound ClC1=CC(Cl)=CC=C1C1(CN2N=CN=C2)OCCO1 AKNQMEBLVAMSNZ-UHFFFAOYSA-N 0.000 description 1
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- 125000001246 bromo group Chemical group Br* 0.000 description 1
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- SBPBAQFWLVIOKP-UHFFFAOYSA-N chlorpyrifos Chemical compound CCOP(=S)(OCC)OC1=NC(Cl)=C(Cl)C=C1Cl SBPBAQFWLVIOKP-UHFFFAOYSA-N 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 229910017052 cobalt Inorganic materials 0.000 description 1
- 239000010941 cobalt Substances 0.000 description 1
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- OWZREIFADZCYQD-NSHGMRRFSA-N deltamethrin Chemical compound CC1(C)[C@@H](C=C(Br)Br)[C@H]1C(=O)O[C@H](C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 OWZREIFADZCYQD-NSHGMRRFSA-N 0.000 description 1
- PUFGCEQWYLJYNJ-UHFFFAOYSA-N didodecyl benzene-1,2-dicarboxylate Chemical compound CCCCCCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCCCCCC PUFGCEQWYLJYNJ-UHFFFAOYSA-N 0.000 description 1
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- QTFGJYVLAVUFIX-UHFFFAOYSA-N methyl thiophene-2-carbodithioate Chemical compound CSC(=S)C1=CC=CS1 QTFGJYVLAVUFIX-UHFFFAOYSA-N 0.000 description 1
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- 230000017066 negative regulation of growth Effects 0.000 description 1
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- RLLPVAHGXHCWKJ-UHFFFAOYSA-N permethrin Chemical compound CC1(C)C(C=C(Cl)Cl)C1C(=O)OCC1=CC=CC(OC=2C=CC=CC=2)=C1 RLLPVAHGXHCWKJ-UHFFFAOYSA-N 0.000 description 1
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- STJLVHWMYQXCPB-UHFFFAOYSA-N propiconazole Chemical compound O1C(CCC)COC1(C=1C(=CC(Cl)=CC=1)Cl)CN1N=CN=C1 STJLVHWMYQXCPB-UHFFFAOYSA-N 0.000 description 1
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- HPYNBECUCCGGPA-UHFFFAOYSA-N silafluofen Chemical compound C1=CC(OCC)=CC=C1[Si](C)(C)CCCC1=CC=C(F)C(OC=2C=CC=CC=2)=C1 HPYNBECUCCGGPA-UHFFFAOYSA-N 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D419/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen, oxygen, and sulfur atoms as the only ring hetero atoms
- C07D419/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen, oxygen, and sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D419/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen, oxygen, and sulfur atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/88—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms six-membered rings with three ring hetero atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D291/00—Heterocyclic compounds containing rings having nitrogen, oxygen and sulfur atoms as the only ring hetero atoms
- C07D291/02—Heterocyclic compounds containing rings having nitrogen, oxygen and sulfur atoms as the only ring hetero atoms not condensed with other rings
- C07D291/06—Six-membered rings
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B27—WORKING OR PRESERVING WOOD OR SIMILAR MATERIAL; NAILING OR STAPLING MACHINES IN GENERAL
- B27K—PROCESSES, APPARATUS OR SELECTION OF SUBSTANCES FOR IMPREGNATING, STAINING, DYEING, BLEACHING OF WOOD OR SIMILAR MATERIALS, OR TREATING OF WOOD OR SIMILAR MATERIALS WITH PERMEANT LIQUIDS, NOT OTHERWISE PROVIDED FOR; CHEMICAL OR PHYSICAL TREATMENT OF CORK, CANE, REED, STRAW OR SIMILAR MATERIALS
- B27K3/00—Impregnating wood, e.g. impregnation pretreatment, for example puncturing; Wood impregnation aids not directly involved in the impregnation process
- B27K3/34—Organic impregnating agents
- B27K3/343—Heterocyclic compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Agronomy & Crop Science (AREA)
- General Health & Medical Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Chemical And Physical Treatments For Wood And The Like (AREA)
- Plural Heterocyclic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US11138693A | 1993-08-24 | 1993-08-24 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CZ56096A3 CZ56096A3 (en) | 1996-07-17 |
| CZ291537B6 true CZ291537B6 (cs) | 2003-03-12 |
Family
ID=22338232
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CZ1996560A CZ291537B6 (cs) | 1993-08-24 | 1994-08-24 | Oxathiaziny pro ochranu dřeva, způsob ochrany dřeva a prostředek pro ochranu dřeva |
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| US (2) | US5777110A (enExample) |
| EP (1) | EP0715625B1 (enExample) |
| JP (1) | JP2761441B2 (enExample) |
| KR (1) | KR100335756B1 (enExample) |
| CN (1) | CN1059440C (enExample) |
| AT (1) | ATE154017T1 (enExample) |
| AU (1) | AU688371B2 (enExample) |
| BR (1) | BR9407561A (enExample) |
| CA (1) | CA2169654C (enExample) |
| CZ (1) | CZ291537B6 (enExample) |
| DE (1) | DE69403667T2 (enExample) |
| DK (1) | DK0715625T3 (enExample) |
| ES (1) | ES2102878T3 (enExample) |
| FI (1) | FI119512B (enExample) |
| GR (1) | GR3024590T3 (enExample) |
| HU (1) | HU215235B (enExample) |
| MX (1) | MX9406411A (enExample) |
| MY (1) | MY137123A (enExample) |
| NO (1) | NO305837B1 (enExample) |
| NZ (1) | NZ273187A (enExample) |
| PL (1) | PL180262B1 (enExample) |
| RU (1) | RU2127266C1 (enExample) |
| TW (1) | TW279784B (enExample) |
| WO (1) | WO1995006043A1 (enExample) |
| ZA (1) | ZA946450B (enExample) |
Families Citing this family (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0823461A1 (en) * | 1996-08-07 | 1998-02-11 | Sigma Coatings B.V. | Increasing the self-polishing properties of antifouling paints |
| EP1022949A1 (en) | 1997-10-15 | 2000-08-02 | Janssen Pharmaceutica N.V. | Synergistic compositions comprising an oxathiazine and a benzothiophene-2-carboxamide-s,s-dioxide |
| US5965749A (en) * | 1998-03-16 | 1999-10-12 | Uniroyal Chemical Company, Inc. | Process for synthesizing substituted 2-benzo [b]thiophenecarboxylic acids and salts thereof |
| GB9826245D0 (en) * | 1998-11-30 | 1999-01-20 | Hickson Int Plc | Wood preserative formulations |
| US20060160791A1 (en) * | 1999-11-30 | 2006-07-20 | Gareth Williams | Wood preservative formulations |
| JP2002265310A (ja) * | 2001-03-06 | 2002-09-18 | Nagase Chemtex Corp | 抗微生物剤組成物 |
| EP2036439A3 (en) | 2001-11-08 | 2009-06-24 | Janssen Pharmaceutica N.V. | Synergistic antifouling compositions comprising 4-bromo-2-(4 chlorophenyl)-5-(trifluoromethyl)-1H-pyrrole-3-carbonitrile |
| EP1545205A4 (en) * | 2002-07-26 | 2008-07-02 | Osmose Inc | POLYMER WOOD PROTECTION |
| US8637089B2 (en) | 2003-04-09 | 2014-01-28 | Osmose, Inc. | Micronized wood preservative formulations |
| KR101110669B1 (ko) | 2003-04-09 | 2012-02-17 | 오스모스 인코포레이티드 | 미세화된 목재 방부제 제형 |
| US6960669B2 (en) | 2003-09-10 | 2005-11-01 | Crompton Co./Cie | Utilization of phosphorus pentasulfide in thionylations using phase transfer catalysis |
| US20100068545A1 (en) * | 2005-07-21 | 2010-03-18 | Jun Zhang | Compositions and methods for wood preservation |
| TWI486122B (zh) | 2006-02-01 | 2015-06-01 | Janssen Pharmaceutica Nv | 4-溴-2-(4-氯苯基)-5-(三氟甲基)-1h-吡咯-3-腈及金屬化合物之組合物 |
| DE602007003105D1 (de) | 2006-08-07 | 2009-12-17 | Janssen Pharmaceutica Nv | Kombinationen aus 4-brom-2-(4-chlorphenyl)-5-(trifluormethyl)-1h-pyrrol-3-carbonitril und oxidierungsmitteln |
| US20080175913A1 (en) * | 2007-01-09 | 2008-07-24 | Jun Zhang | Wood preservative compositions comprising isothiazolone-pyrethroids |
| US20090162410A1 (en) * | 2007-12-21 | 2009-06-25 | Jun Zhang | Process for preparing fine particle dispersion for wood preservation |
| RU2400069C1 (ru) * | 2009-06-11 | 2010-09-27 | Галина Ивановна Эль-Регистан | Способ защиты материалов от микробного разрушения |
| EP2576532B1 (en) | 2010-06-07 | 2018-07-18 | Novomedix, LLC | Furanyl compounds and the use thereof |
| US20120142676A1 (en) | 2010-08-18 | 2012-06-07 | Gaik-Lean Chee | Oxathiazine and dithiine oxides as inhibitors of sulfhydryl-dependent biomolecules |
| CN102783502B (zh) * | 2012-08-22 | 2014-02-19 | 福建师范大学 | 一种竹材和竹制品专用防霉菌剂的制备及其应用 |
| CN107379175A (zh) * | 2017-09-07 | 2017-11-24 | 阜南县大自然工艺品有限公司 | 一种榆木工艺品的加工方法 |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2691015A (en) * | 1951-01-09 | 1954-10-05 | Goodrich Co B F | N-(4-thiazolinyl-2) sulfenimides |
| DE2001017C3 (de) * | 1970-01-10 | 1978-05-18 | Hoechst Ag, 6000 Frankfurt | 3,4-Dihydro-1,23-oxathiazin-4on-2,2-dioxide, ihre Herstellung und Verwendung |
| US4376513A (en) * | 1980-06-30 | 1983-03-15 | The Toro Company | Irrigation stream splitter |
| US4675044A (en) * | 1982-09-28 | 1987-06-23 | Uniroyal Chemical Company, Inc. | 3-aryl-5,6-dihydro-1,4,2-oxathiazines and their oxides |
| US4569690A (en) * | 1982-09-28 | 1986-02-11 | Uniroyal, Inc. | 3-Aryl-5,6-dihydro-1,4,2-oxathiazines and their oxides |
| CA1273921A (en) * | 1982-09-28 | 1990-09-11 | Walter G. Brouwer | 3-aryl-5, 6-dihydro-1, 4, 2-oxathiazines and their oxides |
| DE3311636A1 (de) * | 1983-03-30 | 1984-10-04 | Bayer Ag, 5090 Leverkusen | Neue fuenfgliedrige stickstoffhaltige heterocyclen, verfahren zu ihrer herstellung sowie ihre verwendung als schaedlingsbekaempfungsmittel |
| SU1288062A1 (ru) * | 1984-12-10 | 1987-02-07 | Научно-Производственное Объединение "Силава" | Ингибитор биоразрушени древесины |
| CA1257451A (en) * | 1985-11-25 | 1989-07-18 | William P. Trumble | Stabilization of wood preservative solutions and preservation of wood by such solutions |
| DE3641555A1 (de) * | 1986-12-05 | 1988-06-16 | Solvay Werke Gmbh | Mittel oder konzentrat zum konservieren von holz und holzwerkstoffen |
| US5135927A (en) * | 1987-01-30 | 1992-08-04 | Ciba-Geigy Corporation | Microbicidal composition |
| ES2045545T3 (es) * | 1988-09-30 | 1994-01-16 | Ciba Geigy Ag | Biocidas para la proteccion de materiales y para sistemas acuosos. |
| US4977186A (en) * | 1988-11-23 | 1990-12-11 | Troy Chemical Corporation | Wood preservative and soil treatment composition |
| AP9500775A0 (en) * | 1993-08-24 | 1996-01-31 | Janssen Pharmaceutica Nv | Antibacterial and antifouling oxathiazines and their oxides |
-
1994
- 1994-08-23 MY MYPI94002201A patent/MY137123A/en unknown
- 1994-08-23 MX MX9406411A patent/MX9406411A/es not_active IP Right Cessation
- 1994-08-24 US US08/295,117 patent/US5777110A/en not_active Expired - Lifetime
- 1994-08-24 AT AT94926617T patent/ATE154017T1/de active
- 1994-08-24 EP EP94926617A patent/EP0715625B1/en not_active Expired - Lifetime
- 1994-08-24 JP JP7507780A patent/JP2761441B2/ja not_active Expired - Fee Related
- 1994-08-24 BR BR9407561A patent/BR9407561A/pt not_active IP Right Cessation
- 1994-08-24 KR KR1019960700888A patent/KR100335756B1/ko not_active Expired - Fee Related
- 1994-08-24 ZA ZA946450A patent/ZA946450B/xx unknown
- 1994-08-24 WO PCT/US1994/009702 patent/WO1995006043A1/en not_active Ceased
- 1994-08-24 ES ES94926617T patent/ES2102878T3/es not_active Expired - Lifetime
- 1994-08-24 AU AU76401/94A patent/AU688371B2/en not_active Ceased
- 1994-08-24 CN CN94193747A patent/CN1059440C/zh not_active Expired - Fee Related
- 1994-08-24 NZ NZ273187A patent/NZ273187A/en not_active IP Right Cessation
- 1994-08-24 RU RU96105384A patent/RU2127266C1/ru not_active IP Right Cessation
- 1994-08-24 CZ CZ1996560A patent/CZ291537B6/cs not_active IP Right Cessation
- 1994-08-24 DK DK94926617.5T patent/DK0715625T3/da active
- 1994-08-24 PL PL94313136A patent/PL180262B1/pl not_active IP Right Cessation
- 1994-08-24 DE DE69403667T patent/DE69403667T2/de not_active Expired - Lifetime
- 1994-08-24 CA CA002169654A patent/CA2169654C/en not_active Expired - Fee Related
- 1994-08-24 HU HU9600437A patent/HU215235B/hu not_active IP Right Cessation
- 1994-09-22 TW TW083108750A patent/TW279784B/zh not_active IP Right Cessation
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1996
- 1996-02-21 NO NO960696A patent/NO305837B1/no not_active IP Right Cessation
- 1996-02-23 FI FI960829A patent/FI119512B/fi not_active IP Right Cessation
-
1997
- 1997-09-02 GR GR970402234T patent/GR3024590T3/el unknown
- 1997-11-12 US US08/967,856 patent/US6372297B1/en not_active Expired - Fee Related
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PD00 | Pending as of 2000-06-30 in czech republic | ||
| MM4A | Patent lapsed due to non-payment of fee |
Effective date: 20120824 |