NO315891B1 - Biocidpreparater omfattende blandinger av halogenpropynylforbindelser og svovelholdige triaziner, fremgangsmåte for fremstilling oganvendelse av disse - Google Patents
Biocidpreparater omfattende blandinger av halogenpropynylforbindelser og svovelholdige triaziner, fremgangsmåte for fremstilling oganvendelse av disse Download PDFInfo
- Publication number
- NO315891B1 NO315891B1 NO19961839A NO961839A NO315891B1 NO 315891 B1 NO315891 B1 NO 315891B1 NO 19961839 A NO19961839 A NO 19961839A NO 961839 A NO961839 A NO 961839A NO 315891 B1 NO315891 B1 NO 315891B1
- Authority
- NO
- Norway
- Prior art keywords
- triazine
- iodopropargyl
- preparation according
- halopropynyl compound
- preparation
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 title claims description 52
- 238000002360 preparation method Methods 0.000 title claims description 49
- 239000000203 mixture Substances 0.000 title claims description 36
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 title claims description 23
- 230000003115 biocidal effect Effects 0.000 title claims description 16
- 229910052717 sulfur Inorganic materials 0.000 title claims description 13
- 239000011593 sulfur Substances 0.000 title claims description 13
- 238000000034 method Methods 0.000 title description 4
- 150000003918 triazines Chemical class 0.000 title description 3
- JIHQDMXYYFUGFV-UHFFFAOYSA-N 1,3,5-triazine Chemical compound C1=NC=NC=N1 JIHQDMXYYFUGFV-UHFFFAOYSA-N 0.000 claims description 37
- -1 iodopropargyl Chemical class 0.000 claims description 32
- 229940099451 3-iodo-2-propynylbutylcarbamate Drugs 0.000 claims description 22
- WYVVKGNFXHOCQV-UHFFFAOYSA-N 3-iodoprop-2-yn-1-yl butylcarbamate Chemical compound CCCCNC(=O)OCC#CI WYVVKGNFXHOCQV-UHFFFAOYSA-N 0.000 claims description 22
- 241000195493 Cryptophyta Species 0.000 claims description 22
- 241000233866 Fungi Species 0.000 claims description 18
- 239000003139 biocide Substances 0.000 claims description 15
- 239000000758 substrate Substances 0.000 claims description 13
- 239000005864 Sulphur Substances 0.000 claims description 10
- 125000004432 carbon atom Chemical group C* 0.000 claims description 10
- 239000002904 solvent Substances 0.000 claims description 10
- 125000000217 alkyl group Chemical group 0.000 claims description 7
- 125000003118 aryl group Chemical group 0.000 claims description 7
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 7
- 125000002877 alkyl aryl group Chemical group 0.000 claims description 6
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- 125000006528 (C2-C6) alkyl group Chemical group 0.000 claims description 5
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims description 5
- 229910052739 hydrogen Inorganic materials 0.000 claims description 5
- 239000001257 hydrogen Substances 0.000 claims description 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 5
- RCVKZMQGFZRHKO-UHFFFAOYSA-N 1-iodoprop-2-ynyl carbamate Chemical compound NC(=O)OC(I)C#C RCVKZMQGFZRHKO-UHFFFAOYSA-N 0.000 claims description 4
- 125000000392 cycloalkenyl group Chemical group 0.000 claims description 4
- LKYMWFDXBHLYNJ-UHFFFAOYSA-N 3-iodo-3-(1-iodoprop-2-ynoxy)prop-1-yne Chemical compound C#CC(I)OC(I)C#C LKYMWFDXBHLYNJ-UHFFFAOYSA-N 0.000 claims 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims 2
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- DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 claims 2
- 230000000855 fungicidal effect Effects 0.000 description 15
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- HDHLIWCXDDZUFH-UHFFFAOYSA-N irgarol 1051 Chemical group CC(C)(C)NC1=NC(SC)=NC(NC2CC2)=N1 HDHLIWCXDDZUFH-UHFFFAOYSA-N 0.000 description 7
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- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 5
- 150000004657 carbamic acid derivatives Chemical class 0.000 description 5
- 241000894007 species Species 0.000 description 5
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- 125000003542 3-methylbutan-2-yl group Chemical group [H]C([H])([H])C([H])(*)C([H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 4
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 description 4
- 241000719320 Trentepohlia aurea Species 0.000 description 4
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 description 4
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- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 4
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- RWNUSVWFHDHRCJ-UHFFFAOYSA-N 1-butoxypropan-2-ol Chemical compound CCCCOCC(C)O RWNUSVWFHDHRCJ-UHFFFAOYSA-N 0.000 description 3
- HPGGRRWTQXPMHJ-UHFFFAOYSA-N 3-iodoprop-1-ynyl carbamate Chemical compound NC(=O)OC#CCI HPGGRRWTQXPMHJ-UHFFFAOYSA-N 0.000 description 3
- 241000228245 Aspergillus niger Species 0.000 description 3
- 241000196324 Embryophyta Species 0.000 description 3
- GXCLVBGFBYZDAG-UHFFFAOYSA-N N-[2-(1H-indol-3-yl)ethyl]-N-methylprop-2-en-1-amine Chemical compound CN(CCC1=CNC2=C1C=CC=C2)CC=C GXCLVBGFBYZDAG-UHFFFAOYSA-N 0.000 description 3
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- 101710184216 Cardioactive peptide Proteins 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- LLEMOWNGBBNAJR-UHFFFAOYSA-N biphenyl-2-ol Chemical compound OC1=CC=CC=C1C1=CC=CC=C1 LLEMOWNGBBNAJR-UHFFFAOYSA-N 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 2
- 238000010790 dilution Methods 0.000 description 2
- 239000012895 dilution Substances 0.000 description 2
- 230000007613 environmental effect Effects 0.000 description 2
- 238000000227 grinding Methods 0.000 description 2
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
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- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 2
- 239000011505 plaster Substances 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 229920001909 styrene-acrylic polymer Polymers 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000008399 tap water Substances 0.000 description 2
- 235000020679 tap water Nutrition 0.000 description 2
- 230000003442 weekly effect Effects 0.000 description 2
- UOPBGPXBVURFNJ-UHFFFAOYSA-N (3-iodo-2-prop-1-ynylcyclohexyl) carbamate Chemical compound CC#CC1C(I)CCCC1OC(N)=O UOPBGPXBVURFNJ-UHFFFAOYSA-N 0.000 description 1
- GUAKVLGRDWWLNQ-UHFFFAOYSA-N (3-iodo-2-prop-1-ynylhexyl) carbamate Chemical compound CCCC(I)C(C#CC)COC(N)=O GUAKVLGRDWWLNQ-UHFFFAOYSA-N 0.000 description 1
- FMJFOUQZOOBRNZ-UHFFFAOYSA-N (3-iodo-2-prop-1-ynylphenyl) carbamate Chemical compound CC#CC1=C(I)C=CC=C1OC(N)=O FMJFOUQZOOBRNZ-UHFFFAOYSA-N 0.000 description 1
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical compound C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 description 1
- 125000005918 1,2-dimethylbutyl group Chemical group 0.000 description 1
- RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 description 1
- GQCZPFJGIXHZMB-UHFFFAOYSA-N 1-tert-Butoxy-2-propanol Chemical compound CC(O)COC(C)(C)C GQCZPFJGIXHZMB-UHFFFAOYSA-N 0.000 description 1
- KJUGUADJHNHALS-UHFFFAOYSA-N 1H-tetrazole Substances C=1N=NNN=1 KJUGUADJHNHALS-UHFFFAOYSA-N 0.000 description 1
- CUDYYMUUJHLCGZ-UHFFFAOYSA-N 2-(2-methoxypropoxy)propan-1-ol Chemical compound COC(C)COC(C)CO CUDYYMUUJHLCGZ-UHFFFAOYSA-N 0.000 description 1
- IWBKAANPFIKIGQ-UHFFFAOYSA-N 2-(iodomethyl)pent-3-ynyl carbamate Chemical compound CC#CC(CI)COC(N)=O IWBKAANPFIKIGQ-UHFFFAOYSA-N 0.000 description 1
- WAEVWDZKMBQDEJ-UHFFFAOYSA-N 2-[2-(2-methoxypropoxy)propoxy]propan-1-ol Chemical compound COC(C)COC(C)COC(C)CO WAEVWDZKMBQDEJ-UHFFFAOYSA-N 0.000 description 1
- HUHGPYXAVBJSJV-UHFFFAOYSA-N 2-[3,5-bis(2-hydroxyethyl)-1,3,5-triazinan-1-yl]ethanol Chemical group OCCN1CN(CCO)CN(CCO)C1 HUHGPYXAVBJSJV-UHFFFAOYSA-N 0.000 description 1
- 125000001494 2-propynyl group Chemical group [H]C#CC([H])([H])* 0.000 description 1
- 241001621841 Alopecurus myosuroides Species 0.000 description 1
- 235000007089 Chlorella vulgaris Nutrition 0.000 description 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
- WLFDQEVORAMCIM-UHFFFAOYSA-N Metobromuron Chemical compound CON(C)C(=O)NC1=CC=C(Br)C=C1 WLFDQEVORAMCIM-UHFFFAOYSA-N 0.000 description 1
- 239000005581 Metobromuron Substances 0.000 description 1
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 1
- CCGPUGMWYLICGL-UHFFFAOYSA-N Neburon Chemical compound CCCCN(C)C(=O)NC1=CC=C(Cl)C(Cl)=C1 CCGPUGMWYLICGL-UHFFFAOYSA-N 0.000 description 1
- 241001148696 Stichococcus Species 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
- 241000719329 Trentepohlia Species 0.000 description 1
- 241000209140 Triticum Species 0.000 description 1
- 235000021307 Triticum Nutrition 0.000 description 1
- 239000012963 UV stabilizer Substances 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 150000001241 acetals Chemical class 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
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- 239000003570 air Substances 0.000 description 1
- 125000004171 alkoxy aryl group Chemical group 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- JFCQEDHGNNZCLN-UHFFFAOYSA-N anhydrous glutaric acid Natural products OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 description 1
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- 239000007864 aqueous solution Substances 0.000 description 1
- 230000001580 bacterial effect Effects 0.000 description 1
- 239000011324 bead Substances 0.000 description 1
- IOJUPLGTWVMSFF-UHFFFAOYSA-N benzothiazole Chemical class C1=CC=C2SC=NC2=C1 IOJUPLGTWVMSFF-UHFFFAOYSA-N 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
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- 230000004071 biological effect Effects 0.000 description 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 150000003857 carboxamides Chemical class 0.000 description 1
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- 230000015556 catabolic process Effects 0.000 description 1
- 235000013339 cereals Nutrition 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 229920005556 chlorobutyl Polymers 0.000 description 1
- 125000000068 chlorophenyl group Chemical group 0.000 description 1
- 229940127555 combination product Drugs 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 230000006378 damage Effects 0.000 description 1
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
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- 150000001991 dicarboxylic acids Chemical class 0.000 description 1
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- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
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- 239000003995 emulsifying agent Substances 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 239000000834 fixative Substances 0.000 description 1
- 230000009969 flowable effect Effects 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
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- 230000002401 inhibitory effect Effects 0.000 description 1
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- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
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- 238000005555 metalworking Methods 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 230000002906 microbiologic effect Effects 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- XITQUSLLOSKDTB-UHFFFAOYSA-N nitrofen Chemical compound C1=CC([N+](=O)[O-])=CC=C1OC1=CC=C(Cl)C=C1Cl XITQUSLLOSKDTB-UHFFFAOYSA-N 0.000 description 1
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
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- TWSRVQVEYJNFKQ-UHFFFAOYSA-N pentyl propanoate Chemical compound CCCCCOC(=O)CC TWSRVQVEYJNFKQ-UHFFFAOYSA-N 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 230000029553 photosynthesis Effects 0.000 description 1
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- 238000001228 spectrum Methods 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- NVBFHJWHLNUMCV-UHFFFAOYSA-N sulfamide Chemical class NS(N)(=O)=O NVBFHJWHLNUMCV-UHFFFAOYSA-N 0.000 description 1
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- ZSDSQXJSNMTJDA-UHFFFAOYSA-N trifluralin Chemical compound CCCN(CCC)C1=C([N+]([O-])=O)C=C(C(F)(F)F)C=C1[N+]([O-])=O ZSDSQXJSNMTJDA-UHFFFAOYSA-N 0.000 description 1
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Classifications
-
- 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
- A01N29/00—Biocides, pest repellants or attractants, or plant growth regulators containing halogenated hydrocarbons
-
- 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
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
- A01N47/12—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof containing a —O—CO—N< group, or a thio analogue thereof, neither directly attached to a ring nor the nitrogen atom being a member of a heterocyclic ring
-
- 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
- A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Zoology (AREA)
- Pest Control & Pesticides (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Agronomy & Crop Science (AREA)
- Environmental Sciences (AREA)
- Plant Pathology (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Paints Or Removers (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US08/436,554 US5707929A (en) | 1995-05-08 | 1995-05-08 | Biocidal compositions comprising mixtures of haloproynyl compounds and sulfur containing triazines |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| NO961839D0 NO961839D0 (no) | 1996-05-07 |
| NO961839L NO961839L (no) | 1996-11-11 |
| NO315891B1 true NO315891B1 (no) | 2003-11-10 |
Family
ID=23732877
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO19961839A NO315891B1 (no) | 1995-05-08 | 1996-05-07 | Biocidpreparater omfattende blandinger av halogenpropynylforbindelser og svovelholdige triaziner, fremgangsmåte for fremstilling oganvendelse av disse |
Country Status (30)
| Country | Link |
|---|---|
| US (2) | US5707929A (pt) |
| EP (1) | EP0741971B1 (pt) |
| JP (1) | JP3488015B2 (pt) |
| KR (1) | KR100356184B1 (pt) |
| CN (1) | CN1070689C (pt) |
| AR (1) | AR001875A1 (pt) |
| AT (1) | ATE197370T1 (pt) |
| AU (1) | AU706623B2 (pt) |
| BR (1) | BR9602190A (pt) |
| CA (1) | CA2175936C (pt) |
| CZ (1) | CZ291554B6 (pt) |
| DE (2) | DE69610871T2 (pt) |
| DK (1) | DK0741971T3 (pt) |
| EG (1) | EG22151A (pt) |
| ES (1) | ES2153538T3 (pt) |
| GR (1) | GR3035312T3 (pt) |
| HU (1) | HU218042B (pt) |
| MX (1) | MX9601706A (pt) |
| MY (1) | MY113125A (pt) |
| NO (1) | NO315891B1 (pt) |
| NZ (1) | NZ286517A (pt) |
| PL (1) | PL185566B1 (pt) |
| PT (1) | PT741971E (pt) |
| RO (1) | RO114935B1 (pt) |
| RU (1) | RU2158084C2 (pt) |
| SG (1) | SG54333A1 (pt) |
| SI (1) | SI0741971T1 (pt) |
| SK (1) | SK281821B6 (pt) |
| TR (1) | TR199600367A2 (pt) |
| UA (1) | UA41380C2 (pt) |
Families Citing this family (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5707929A (en) * | 1995-05-08 | 1998-01-13 | Troy Chemical Corporation | Biocidal compositions comprising mixtures of haloproynyl compounds and sulfur containing triazines |
| US6242007B1 (en) | 1997-04-28 | 2001-06-05 | Arch Chemicals, Inc. | Non-spherical and non-platelet forms of pyrithione salts and methods of making same |
| US6017562A (en) * | 1997-04-28 | 2000-01-25 | Arch Chemicals, Inc. | Non-spherical and non-platelet crystalline forms of pyrithione salts |
| US6121198A (en) * | 1999-05-24 | 2000-09-19 | Creanova Inc. | Synergistic composition of biocides |
| US6121197A (en) * | 1999-05-24 | 2000-09-19 | Creanova Inc. | Biocidal composition |
| JP4849743B2 (ja) * | 2001-06-26 | 2012-01-11 | 日本エンバイロケミカルズ株式会社 | 工業用組成物 |
| US7056919B2 (en) * | 2003-01-24 | 2006-06-06 | Kopcoat, Inc. | Synergistic combination of fungicides to protect wood and wood-based products and wood treated by such combination as well as methods of making the same |
| JP2004307482A (ja) * | 2003-04-07 | 2004-11-04 | Rohm & Haas Co | 殺微生物組成物 |
| JP2004315507A (ja) * | 2003-04-07 | 2004-11-11 | Rohm & Haas Co | 殺微生物組成物 |
| US20040241294A1 (en) * | 2003-05-31 | 2004-12-02 | Barabolak Roman M. | Edible films including aspartame and methods of making same |
| CN1913777B (zh) | 2004-02-04 | 2011-05-25 | 詹森药业有限公司 | 增效的抗真菌二癸基氯化铵(ddac)组合物 |
| BRPI0514897B1 (pt) * | 2004-09-03 | 2019-09-10 | Microban Products | composição de cimento antimicrobiana e método para sua fabricação |
| EP1898706B1 (en) * | 2005-05-24 | 2018-04-04 | Selenium, Ltd. | Selenium-based biocidal formulations and methods of use thereof |
| US9370187B2 (en) | 2005-05-24 | 2016-06-21 | Selenium, Ltd. | Selenium-based biocidal formulations and methods of use thereof |
| US20100158967A1 (en) * | 2005-05-24 | 2010-06-24 | Ted Reid | Selenium-based biocidal formulations and methods of use thereof |
| US20100158966A1 (en) * | 2005-05-24 | 2010-06-24 | Ted Reid | Selenium-based biocidal formulations and methods of use thereof |
| CA2659799A1 (en) * | 2005-06-15 | 2006-12-15 | Rohm And Haas Company | Antimicrobial composition useful for preserving wood |
| JP2009535377A (ja) * | 2006-05-02 | 2009-10-01 | ジヤンセン・フアーマシユーチカ・ナームローゼ・フエンノートシヤツプ | イマザリルを含んでなる殺生物性組み合わせ |
| WO2010080086A1 (en) * | 2009-01-12 | 2010-07-15 | Selenium, Ltd. | Anti-microbial orthodontic compositions and appliances and methods of production and use thereof |
| CN105472984B (zh) * | 2012-11-30 | 2017-07-18 | 罗门哈斯公司 | 用于干膜保护的环草定与ipbc的协同性组合 |
| MX360433B (es) * | 2012-11-30 | 2018-10-31 | Rohm & Haas | Combinacion sinergica de un compuesto de lenacil y terbutrina para proteccion de pelicula seca. |
| CN103262850B (zh) * | 2013-01-16 | 2014-06-11 | 长沙理工大学 | 一种石蒜生长促进剂及其使用方法 |
| KR102001097B1 (ko) | 2015-02-03 | 2019-07-18 | 청호환경개발주식회사 | 녹조발생 저감 및 제어가 가능한 자연친화형 살조균 |
| CN105566185B (zh) * | 2016-01-26 | 2017-10-10 | 华中师范大学 | 抑制藻类生长的化合物及其制备方法和杀藻剂及它们的应用 |
| EP3478070B1 (en) * | 2016-06-30 | 2020-04-22 | Dow Global Technologies LLC | Synergistic combination of 3-iodo-2-propynyl-butylcarbamate and diamine |
Family Cites Families (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ZA715333B (en) * | 1970-08-26 | 1972-09-27 | Rohm & Haas | Weed control |
| FR2187220B1 (pt) * | 1972-06-09 | 1978-12-08 | Ciba Geigy Ag | |
| US3923870A (en) * | 1973-07-11 | 1975-12-02 | Troy Chemical Corp | Urethanes of 1-halogen substituted alkynes |
| CA1116622A (en) * | 1978-03-15 | 1982-01-19 | Yasuhiro Morisawa | Iodopropargyl derivatives their use and preparation |
| FR2438970A1 (fr) * | 1978-10-19 | 1980-05-16 | Ugine Kuhlmann | Compositions herbicides a base de terbutryne |
| EP0253374A1 (en) * | 1982-07-07 | 1988-01-20 | Agan Chemical Manufacturers Ltd. | A method for combatting blackgrass in cereal crops and compositions therefor |
| HU187405B (en) * | 1982-08-24 | 1986-01-28 | Budapesti Vegyimuevek,Hu | Herbicidal compositions with synergic action |
| CA1259626A (en) * | 1983-04-18 | 1989-09-19 | William Singer | Carbamates of iodo substituted alkynes and fungicidal preparations thereof |
| IL75979A (en) * | 1984-08-10 | 1988-10-31 | Mitsui Toatsu Chemicals | Propargyloxyacetonitrile derivatives,their preparation and fungicidal and herbicidal compositions containing them |
| DE3433541A1 (de) * | 1984-09-13 | 1986-03-20 | Bayer Ag, 5090 Leverkusen | Herbizide mittel enthaltend photosynthesehemmer-herbizide in kombination mit carbamat-derivaten |
| US4616004A (en) * | 1984-09-27 | 1986-10-07 | Chevron Research Company | 1-iodopropargyl-3,4-disubstituted-Δ2 -1,2,4-triazolidin-5-one fungicides |
| US4710220A (en) * | 1984-11-07 | 1987-12-01 | Ciba-Geigy Corp. | Biocidal paste |
| AU5042585A (en) * | 1984-12-10 | 1986-07-17 | Dow Chemical Company, The | Wood fungicides containing chlorpyrifos |
| DE3510203A1 (de) * | 1985-03-21 | 1986-09-25 | Bayer Ag, 5090 Leverkusen | Neue iodpropargylether, ein verfahren zu ihrer herstellung und ihre verwendung |
| US5082722A (en) * | 1988-01-20 | 1992-01-21 | Guglielmo Richard J Sr | Process for treating netting with an antifouling composition and product produced thereby. |
| US4945109A (en) * | 1988-08-24 | 1990-07-31 | Buckman Laboratories International, Inc. | Ester of carbamic acid useful as a microbicide and a preservative |
| US4915909A (en) * | 1988-10-05 | 1990-04-10 | Nalco Chemical Company | Method of controlling algae growth |
| US5071479A (en) * | 1990-01-22 | 1991-12-10 | Troy Chemical Corporation | Biocidal compositions |
| JPH0761921B2 (ja) * | 1990-09-21 | 1995-07-05 | ナガセ化成工業株式会社 | 防藻防黴製剤 |
| CA2054221C (en) * | 1990-10-31 | 1999-09-14 | David Oppong | Synergistic combinations of iodopropargyl compounds with hexahydro-1,3,5-tris(2-hydroxyethyl)-s-triazine in controlling fungal and bacterial growth in aqueous fluids |
| US5219875A (en) * | 1990-11-27 | 1993-06-15 | Rohm And Haas Company | Antimicrobial compositions comprising iodopropargyl butylcarbamate and 1,2-benzisothiazolin-3-one and methods of controlling microbes |
| US5209930A (en) * | 1990-12-10 | 1993-05-11 | Rohm And Haas Company | Preparation and use of n-iodopropargyl oxycarbonyl amino acid esters and derivatives as antimicrobial agents |
| ZA926535B (en) * | 1991-11-07 | 1994-09-30 | Buckman Laboraties Internation | Synergistic combinations of iodopropargyl compounds with 1,2-benzisothiazolin-3-one in controlling fungal and bacterial growth in aqueous fluids |
| DE4217523A1 (de) * | 1992-05-27 | 1993-12-02 | Bayer Ag | Mittel zum Schutz von Schnittholz |
| US5707929A (en) * | 1995-05-08 | 1998-01-13 | Troy Chemical Corporation | Biocidal compositions comprising mixtures of haloproynyl compounds and sulfur containing triazines |
-
1995
- 1995-05-08 US US08/436,554 patent/US5707929A/en not_active Expired - Lifetime
-
1996
- 1996-05-03 MY MYPI96001671A patent/MY113125A/en unknown
- 1996-05-05 UA UA96051775A patent/UA41380C2/uk unknown
- 1996-05-06 SK SK572-96A patent/SK281821B6/sk not_active IP Right Cessation
- 1996-05-06 CZ CZ19961308A patent/CZ291554B6/cs not_active IP Right Cessation
- 1996-05-06 NZ NZ286517A patent/NZ286517A/en not_active IP Right Cessation
- 1996-05-06 AU AU52117/96A patent/AU706623B2/en not_active Expired
- 1996-05-07 AR AR33642896A patent/AR001875A1/es active IP Right Grant
- 1996-05-07 KR KR1019960014893A patent/KR100356184B1/ko not_active IP Right Cessation
- 1996-05-07 MX MX9601706A patent/MX9601706A/es unknown
- 1996-05-07 CA CA002175936A patent/CA2175936C/en not_active Expired - Lifetime
- 1996-05-07 DE DE69610871T patent/DE69610871T2/de not_active Expired - Lifetime
- 1996-05-07 SI SI9630263T patent/SI0741971T1/xx unknown
- 1996-05-07 DE DE0741971T patent/DE741971T1/de active Pending
- 1996-05-07 ES ES96303172T patent/ES2153538T3/es not_active Expired - Lifetime
- 1996-05-07 AT AT96303172T patent/ATE197370T1/de active
- 1996-05-07 EP EP96303172A patent/EP0741971B1/en not_active Expired - Lifetime
- 1996-05-07 PT PT96303172T patent/PT741971E/pt unknown
- 1996-05-07 RO RO96-00935A patent/RO114935B1/ro unknown
- 1996-05-07 NO NO19961839A patent/NO315891B1/no not_active IP Right Cessation
- 1996-05-07 SG SG1996009740A patent/SG54333A1/en unknown
- 1996-05-07 RU RU96109054/04A patent/RU2158084C2/ru active
- 1996-05-07 DK DK96303172T patent/DK0741971T3/da active
- 1996-05-07 EG EG39396D patent/EG22151A/xx active
- 1996-05-07 HU HU9601212A patent/HU218042B/hu unknown
- 1996-05-08 CN CN96110724A patent/CN1070689C/zh not_active Expired - Lifetime
- 1996-05-08 BR BR9602190A patent/BR9602190A/pt not_active IP Right Cessation
- 1996-05-08 PL PL96314123A patent/PL185566B1/pl unknown
- 1996-05-08 TR TR96/00367A patent/TR199600367A2/xx unknown
- 1996-05-08 JP JP11387496A patent/JP3488015B2/ja not_active Expired - Lifetime
-
1997
- 1997-12-16 US US08/991,565 patent/US5948730A/en not_active Expired - Lifetime
-
2001
- 2001-01-29 GR GR20010400138T patent/GR3035312T3/el unknown
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| Date | Code | Title | Description |
|---|---|---|---|
| MK1K | Patent expired |