ES2602472T3 - Mezclas fungicidas de penflufen - Google Patents
Mezclas fungicidas de penflufen Download PDFInfo
- Publication number
- ES2602472T3 ES2602472T3 ES11764728.9T ES11764728T ES2602472T3 ES 2602472 T3 ES2602472 T3 ES 2602472T3 ES 11764728 T ES11764728 T ES 11764728T ES 2602472 T3 ES2602472 T3 ES 2602472T3
- Authority
- ES
- Spain
- Prior art keywords
- penflufen
- wood
- compounds
- propynyl
- iodo
- 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.)
- Active
Links
- GOFJDXZZHFNFLV-UHFFFAOYSA-N 5-fluoro-1,3-dimethyl-N-[2-(4-methylpentan-2-yl)phenyl]pyrazole-4-carboxamide Chemical compound CC(C)CC(C)C1=CC=CC=C1NC(=O)C1=C(F)N(C)N=C1C GOFJDXZZHFNFLV-UHFFFAOYSA-N 0.000 title claims abstract description 148
- 239000005815 Penflufen Substances 0.000 title claims abstract description 147
- 239000000203 mixture Substances 0.000 title claims abstract description 63
- 230000000855 fungicidal effect Effects 0.000 title description 5
- -1 alkaline earth metal salts Chemical class 0.000 claims abstract description 142
- 150000001875 compounds Chemical class 0.000 claims abstract description 59
- LLEMOWNGBBNAJR-UHFFFAOYSA-N biphenyl-2-ol Chemical compound OC1=CC=CC=C1C1=CC=CC=C1 LLEMOWNGBBNAJR-UHFFFAOYSA-N 0.000 claims abstract description 40
- 239000002253 acid Substances 0.000 claims abstract description 33
- WYVVKGNFXHOCQV-UHFFFAOYSA-N 3-iodoprop-2-yn-1-yl butylcarbamate Chemical compound CCCCNC(=O)OCC#CI WYVVKGNFXHOCQV-UHFFFAOYSA-N 0.000 claims abstract description 25
- 150000003839 salts Chemical class 0.000 claims abstract description 24
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims abstract description 19
- 235000010292 orthophenyl phenol Nutrition 0.000 claims abstract description 18
- 150000001639 boron compounds Chemical class 0.000 claims abstract description 12
- VUWCWMOCWKCZTA-UHFFFAOYSA-N 1,2-thiazol-4-one Chemical class O=C1CSN=C1 VUWCWMOCWKCZTA-UHFFFAOYSA-N 0.000 claims abstract description 11
- 125000003342 alkenyl group Chemical group 0.000 claims abstract description 11
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 10
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims abstract description 9
- 150000001450 anions Chemical group 0.000 claims abstract description 7
- 239000003513 alkali Substances 0.000 claims abstract description 5
- 239000000463 material Substances 0.000 claims description 52
- 239000002023 wood Substances 0.000 claims description 49
- 239000004327 boric acid Substances 0.000 claims description 23
- 229910021538 borax Inorganic materials 0.000 claims description 22
- 235000010339 sodium tetraborate Nutrition 0.000 claims description 22
- RUPBZQFQVRMKDG-UHFFFAOYSA-M Didecyldimethylammonium chloride Chemical compound [Cl-].CCCCCCCCCC[N+](C)(C)CCCCCCCCCC RUPBZQFQVRMKDG-UHFFFAOYSA-M 0.000 claims description 18
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 claims description 18
- JKWMSGQKBLHBQQ-UHFFFAOYSA-N diboron trioxide Chemical compound O=BOB=O JKWMSGQKBLHBQQ-UHFFFAOYSA-N 0.000 claims description 18
- 229960004670 didecyldimethylammonium chloride Drugs 0.000 claims description 18
- BSVBQGMMJUBVOD-UHFFFAOYSA-N trisodium borate Chemical compound [Na+].[Na+].[Na+].[O-]B([O-])[O-] BSVBQGMMJUBVOD-UHFFFAOYSA-N 0.000 claims description 16
- 229960000686 benzalkonium chloride Drugs 0.000 claims description 15
- CADWTSSKOVRVJC-UHFFFAOYSA-N benzyl(dimethyl)azanium;chloride Chemical compound [Cl-].C[NH+](C)CC1=CC=CC=C1 CADWTSSKOVRVJC-UHFFFAOYSA-N 0.000 claims description 15
- 244000005700 microbiome Species 0.000 claims description 15
- 229910052810 boron oxide Inorganic materials 0.000 claims description 14
- 238000000034 method Methods 0.000 claims description 14
- 239000011155 wood-plastic composite Substances 0.000 claims description 14
- 229920001587 Wood-plastic composite Polymers 0.000 claims description 13
- TXOJCSIIFFMREV-UHFFFAOYSA-L didecyl(dimethyl)azanium;carbonate Chemical compound [O-]C([O-])=O.CCCCCCCCCC[N+](C)(C)CCCCCCCCCC.CCCCCCCCCC[N+](C)(C)CCCCCCCCCC TXOJCSIIFFMREV-UHFFFAOYSA-L 0.000 claims description 11
- CXIVKQSIEXBSRQ-UHFFFAOYSA-N 4,5-dichloro-2-octyl-1,2-thiazolidin-3-one Chemical compound CCCCCCCCN1SC(Cl)C(Cl)C1=O CXIVKQSIEXBSRQ-UHFFFAOYSA-N 0.000 claims description 9
- 229910052783 alkali metal Inorganic materials 0.000 claims description 9
- 150000001340 alkali metals Chemical class 0.000 claims description 8
- NYNKJVPRTLBJNQ-UHFFFAOYSA-N n'-(3-aminopropyl)-n'-dodecylpropane-1,3-diamine Chemical compound CCCCCCCCCCCCN(CCCN)CCCN NYNKJVPRTLBJNQ-UHFFFAOYSA-N 0.000 claims description 8
- 125000006286 dichlorobenzyl group Chemical group 0.000 claims description 7
- JGFDZZLUDWMUQH-UHFFFAOYSA-N Didecyldimethylammonium Chemical compound CCCCCCCCCC[N+](C)(C)CCCCCCCCCC JGFDZZLUDWMUQH-UHFFFAOYSA-N 0.000 claims description 6
- 241000222646 Stereum Species 0.000 claims description 6
- 229940078672 didecyldimethylammonium Drugs 0.000 claims description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 6
- 239000004328 sodium tetraborate Substances 0.000 claims description 6
- 241001619461 Poria <basidiomycete fungus> Species 0.000 claims description 5
- 230000006378 damage Effects 0.000 claims description 5
- AVGVFDSUDIUXEU-UHFFFAOYSA-N 2-octyl-1,2-thiazolidin-3-one Chemical compound CCCCCCCCN1SCCC1=O AVGVFDSUDIUXEU-UHFFFAOYSA-N 0.000 claims description 4
- 241000221198 Basidiomycota Species 0.000 claims description 4
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 claims description 4
- 241001600093 Coniophora Species 0.000 claims description 4
- MAUSFGZARPIQOD-UHFFFAOYSA-N S1NC=CC2=C1C=CC2=O Chemical compound S1NC=CC2=C1C=CC2=O MAUSFGZARPIQOD-UHFFFAOYSA-N 0.000 claims description 4
- XJMWHXZUIGHOBA-UHFFFAOYSA-N azane;propanoic acid Chemical compound N.CCC(O)=O XJMWHXZUIGHOBA-UHFFFAOYSA-N 0.000 claims description 4
- DHNRXBZYEKSXIM-UHFFFAOYSA-N chloromethylisothiazolinone Chemical compound CN1SC(Cl)=CC1=O DHNRXBZYEKSXIM-UHFFFAOYSA-N 0.000 claims description 4
- CIOQSQQVHVGYHS-UHFFFAOYSA-N 5-chloro-2-octyl-1,2-thiazolidin-4-one Chemical compound CCCCCCCCN1CC(=O)C(Cl)S1 CIOQSQQVHVGYHS-UHFFFAOYSA-N 0.000 claims description 3
- 241000123332 Gloeophyllum Species 0.000 claims description 3
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 3
- HKEBWESLPJXKAA-UHFFFAOYSA-N n'-(3-aminopropyl)-n'-decylpropane-1,3-diamine Chemical compound CCCCCCCCCCN(CCCN)CCCN HKEBWESLPJXKAA-UHFFFAOYSA-N 0.000 claims description 3
- FKLAQMPTKFHTBS-UHFFFAOYSA-N n'-(3-aminopropyl)-n'-tetradecylpropane-1,3-diamine Chemical compound CCCCCCCCCCCCCCN(CCCN)CCCN FKLAQMPTKFHTBS-UHFFFAOYSA-N 0.000 claims description 3
- 241000222356 Coriolus Species 0.000 claims description 2
- YNPKJCSIKJCODK-UHFFFAOYSA-N disodium boric acid hydrogen borate decahydrate Chemical compound O.O.O.O.O.O.O.O.O.O.[Na+].[Na+].OB(O)O.OB(O)O.OB(O)O.OB([O-])[O-] YNPKJCSIKJCODK-UHFFFAOYSA-N 0.000 claims description 2
- RDMZIKMKSGCBKK-UHFFFAOYSA-N disodium;(9,11-dioxido-5-oxoboranyloxy-2,4,6,8,10,12,13-heptaoxa-1,3,5,7,9,11-hexaborabicyclo[5.5.1]tridecan-3-yl)oxy-oxoborane;tetrahydrate Chemical compound O.O.O.O.[Na+].[Na+].O1B(OB=O)OB(OB=O)OB2OB([O-])OB([O-])OB1O2 RDMZIKMKSGCBKK-UHFFFAOYSA-N 0.000 claims description 2
- 239000004557 technical material Substances 0.000 claims description 2
- 229910052740 iodine Inorganic materials 0.000 claims 2
- 239000011630 iodine Substances 0.000 claims 2
- 229910000013 Ammonium bicarbonate Inorganic materials 0.000 claims 1
- 235000012538 ammonium bicarbonate Nutrition 0.000 claims 1
- 239000001099 ammonium carbonate Substances 0.000 claims 1
- MGIYRDNGCNKGJU-UHFFFAOYSA-N isothiazolinone Chemical compound O=C1C=CSN1 MGIYRDNGCNKGJU-UHFFFAOYSA-N 0.000 claims 1
- BEGLCMHJXHIJLR-UHFFFAOYSA-N methylisothiazolinone Chemical compound CN1SC=CC1=O BEGLCMHJXHIJLR-UHFFFAOYSA-N 0.000 claims 1
- 150000004657 carbamic acid derivatives Chemical class 0.000 abstract description 2
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 1
- PORQOHRXAJJKGK-UHFFFAOYSA-N 4,5-dichloro-2-n-octyl-3(2H)-isothiazolone Chemical compound CCCCCCCCN1SC(Cl)=C(Cl)C1=O PORQOHRXAJJKGK-UHFFFAOYSA-N 0.000 description 14
- 241001492489 Postia placenta Species 0.000 description 11
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 11
- 239000004480 active ingredient Substances 0.000 description 11
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 9
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 7
- 241000222355 Trametes versicolor Species 0.000 description 7
- 239000010949 copper Substances 0.000 description 7
- 229910052751 metal Inorganic materials 0.000 description 7
- 239000002184 metal Substances 0.000 description 7
- 229910052725 zinc Inorganic materials 0.000 description 7
- 239000011701 zinc Substances 0.000 description 7
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 6
- 229910052802 copper Inorganic materials 0.000 description 6
- 238000009472 formulation Methods 0.000 description 6
- 241000894007 species Species 0.000 description 6
- 230000002195 synergetic effect Effects 0.000 description 6
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 6
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 5
- 241000233866 Fungi Species 0.000 description 5
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 5
- 150000003857 carboxamides Chemical class 0.000 description 5
- 239000002917 insecticide Substances 0.000 description 5
- VSQQQLOSPVPRAZ-RRKCRQDMSA-N trifluridine Chemical compound C1[C@H](O)[C@@H](CO)O[C@H]1N1C(=O)NC(=O)C(C(F)(F)F)=C1 VSQQQLOSPVPRAZ-RRKCRQDMSA-N 0.000 description 5
- 241000196324 Embryophyta Species 0.000 description 4
- 241001492300 Gloeophyllum trabeum Species 0.000 description 4
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 4
- URLKBWYHVLBVBO-UHFFFAOYSA-N Para-Xylene Chemical group CC1=CC=C(C)C=C1 URLKBWYHVLBVBO-UHFFFAOYSA-N 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- 239000000654 additive Substances 0.000 description 4
- 239000000417 fungicide Substances 0.000 description 4
- 239000003292 glue Substances 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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- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 4
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- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
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- 125000003852 3-chlorobenzyl group Chemical group [H]C1=C([H])C(=C([H])C(Cl)=C1[H])C([H])([H])* 0.000 description 3
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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 2
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- WWJZWCUNLNYYAU-UHFFFAOYSA-N temephos Chemical compound C1=CC(OP(=S)(OC)OC)=CC=C1SC1=CC=C(OP(=S)(OC)OC)C=C1 WWJZWCUNLNYYAU-UHFFFAOYSA-N 0.000 description 1
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- HSMVPDGQOIQYSR-KGENOOAVSA-N triflumizole Chemical compound C1=CN=CN1C(/COCCC)=N/C1=CC=C(Cl)C=C1C(F)(F)F HSMVPDGQOIQYSR-KGENOOAVSA-N 0.000 description 1
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- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
- 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
- AKTQJCBOGPBERP-UHFFFAOYSA-N triflusulfuron Chemical compound FC(F)(F)COC1=NC(N(C)C)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2C)C(O)=O)=N1 AKTQJCBOGPBERP-UHFFFAOYSA-N 0.000 description 1
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- 239000010457 zeolite Substances 0.000 description 1
- DUBNHZYBDBBJHD-UHFFFAOYSA-L ziram Chemical compound [Zn+2].CN(C)C([S-])=S.CN(C)C([S-])=S DUBNHZYBDBBJHD-UHFFFAOYSA-L 0.000 description 1
- JLYXXMFPNIAWKQ-UHFFFAOYSA-N γ Benzene hexachloride Chemical compound ClC1C(Cl)C(Cl)C(Cl)C(Cl)C1Cl JLYXXMFPNIAWKQ-UHFFFAOYSA-N 0.000 description 1
Classifications
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- 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
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/56—1,2-Diazoles; Hydrogenated 1,2-diazoles
-
- 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
- A01N31/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic oxygen or sulfur compounds
- A01N31/08—Oxygen or sulfur directly attached to an aromatic ring system
-
- 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
- A01N33/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds
- A01N33/02—Amines; Quaternary ammonium compounds
- A01N33/04—Nitrogen directly attached to aliphatic or cycloaliphatic carbon atoms
-
- 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
- A01N33/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds
- A01N33/02—Amines; Quaternary ammonium compounds
- A01N33/12—Quaternary ammonium compounds
-
- 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
- A01N43/80—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 five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2
-
- 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
- A01N55/00—Biocides, pest repellants or attractants, or plant growth regulators, containing organic compounds containing elements other than carbon, hydrogen, halogen, oxygen, nitrogen and sulfur
- A01N55/08—Biocides, pest repellants or attractants, or plant growth regulators, containing organic compounds containing elements other than carbon, hydrogen, halogen, oxygen, nitrogen and sulfur containing boron
-
- 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
- A01N59/00—Biocides, pest repellants or attractants, or plant growth regulators containing elements or inorganic compounds
- A01N59/14—Boron; Compounds thereof
-
- 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
-
- 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
- B27K3/38—Aromatic compounds
- B27K3/40—Aromatic compounds halogenated
-
- 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
- B27K2240/00—Purpose of the treatment
- B27K2240/20—Removing fungi, molds or insects
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Wood Science & Technology (AREA)
- Dentistry (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Forests & Forestry (AREA)
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Abstract
Composiciones, que contienen a) penflufen y sus sales o compuestos de adición de ácido y b) al menos un compuesto seleccionado del grupo de o-fenilfenol y sus sales de metal alcalino y alcalinotérreo, compuestos de boro, compuestos de fórmula (II) ((R1R2R3R4)N)nX (II) en la que R1 o R2 pueden ser iguales o distintos y representan independientemente entre sí alquilo C1-C6 y R3 o R4 pueden ser iguales o distintos y se seleccionan independientemente entre sí del grupo de alquilo C6- C22, alquenilo C6-C22, arilo C6-C24, cicloalquilo C5-C20 o restos de fórmula (IV) -[CH2-CH2-O]z-CH2-CH2-OH (IV) en la que z >= 1, 2, 3, 4, 5, 6, 7, 8, 9 o 10 y X es un anión cargado n-veces y n representa un número entero cualquiera mayor de cero, isotiazolinonas, carbamato de 3-yodo-2-propinil-Nbutilo, carbamatos de 3-yodo-2-propinil-cicloalquilo, carbamato de 3-yodo-2-propinil-arilo y compuestos de fórmula (III)**Fórmula** en la que R5 representa alquilo C8-C18, alquenilo C8-C18 o cicloalquilo C5-C20 y m e y pueden ser iguales o distintos y representan un número 1, 2, 3, 4, 5 o 6 así como sus compuestos de adición de ácido.
Description
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DESCRIPCION
Mezclas fungicidas de penflufen
La invencion se refiere a mezclas que contienen penflufen, al uso de estas mezclas para la proteccion de materiales tecnicos y a un procedimiento para el tratamiento de materiales tecnicos con las mezclas de penflufen.
Penflufen (N-(2-[1,3-dimetilbutilfenil]-5-fluoro-1,3-dimetil-1H-pirazol-4-carboxiamida) es una pirazolilcarboxanilida de formula (I). Ademas, penflufen es un fungicida.
Las pirazolilcarboxanilidas representan carboxamidas especiales y se conocen por el documento WO 03/010149 para combatir microorganismos indeseados en la proteccion de plantas y en la proteccion de materiales.
En el documento WO 03/010149 se menciona penflufen en una lista de pirazolilcarboxanilidas adicionales y explica el efecto de penflufen como agente fitosanitario en un ejemplo. No se describen mezclas especiales con penflufen.
Por el documento WO 2006/114212 se conocen combinaciones de principios activos de carboxamidas con principios activos insecticidas conocidos para combatir plagas de animales indeseados, as! como hongos fitopatogenos indeseados. Se describen as! mismo mezclas de penflufen e insecticidas.
Otras combinaciones de principios activos con penflufen e insecticidas se conocen por el documento WO 2009/098225 A2.
Combinaciones de principios activos fungicidas, sinergicas, que contienen carboxamidas, con los mas diversos componentes de mezcla, se conocen por el documento WO 2005/041653. Tambien en este caso se menciona penflufen entre otros, como componente de mezcla. El uso de las combinaciones de principios activos fungicidas, sinergicas, se describe para combatir hongos fitopatogenos.
Ademas se por el documento WO2009/098218 y el documento WO2009/090181 se conoce el uso de carboxamidas para la proteccion de plantas y para la proteccion de materiales.
Por el documento WO 2005/058839 se conoce una pluralidad de diferentes fungicidas, bactericidas e insecticidas, que pueden emplearse opcionalmente con una carboxamida opticamente activa, tal como por ejemplo un enantiomero de penflufen para combatir microorganismos indeseados en la proteccion de plantas y en la proteccion de materiales tecnicos. No se mencionan ejemplos de mezclas especiales. En un ejemplo se describe el uso de un enantiomero opticamente activo del penflufen para la proteccion de plantas.
Otras combinaciones de principios activos, que pueden contener, entre otros, tambien penflufen, se conocen por el documento WO 2007/110173 y el documento WO 2008/014955.
En las combinaciones de principios activos conocidos es que su eficacia no siempre es suficiente contra microorganismos en la proteccion de materiales.
Existla por lo tanto una necesidad de combinaciones de principios activos adicionales que ofrezcan a los materiales tecnicos, en particular madera, materiales derivados de la madera o materiales compuestos de madera-plastico, una proteccion especial contra microorganismos.
Sorprendentemente se descubrieron nuevas combinaciones de principios activos sinergicas, que contienen penflufen y superan las desventajas del estado de la tecnica.
Son por lo tanto objeto de la invencion composiciones, que contienen
a) penflufen y sus sales o compuestos de adicion de acido y
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b) al menos un compuesto seleccionado del grupo o-fenilfenol y sus sales de metal alcalino y alcalinoterreo, compuestos de boro, compuestos de formula (II)
((R1R2R3R4)N)nX (II)
en la que
R1 o R2 pueden ser iguales o distintos y representan independientemente entre si alquilo C1-C6 y
R3 o R4 pueden ser iguales o distintos y se seleccionan independientemente entre si del grupo alquilo C6-C22,
alquenilo C6-C22, arilo C6-C24, cicloalquilo C5-C20 o restos de formula (IV)
-[CH2-CH2-O]z-CH2-CH2-OH (IV)
en la que z = 1, 2, 3, 4, 5, 6, 7, 8, 9 o 10 y X es un anion cargado n-veces y
n representa un numero entero cualquiera mayor de cero, isotiazolinonas, carbamato de 3-yodo-2-
propinil-N-butilos, carbamatos de 3-yodo-2-propinil-cicloalquilo, carbamato de 3-yodo-2-propinil-arilo y compuestos de formula (III)
en la que
R5 representa alquilo C8-C18, alquenilo C8-C18 o cicloalquilo C5-C20 y
m e y pueden ser iguales o distintos y representan un numero 1, 2, 3, 4, 5 o 6 as! como sus compuestos de adicion de acido.
Penflufen puede emplearse tanto como racemato, en forma enantiomericamente pura o como mezcla enantiomerica enriquecida. Tambien es posible un uso como sal o compuesto de adicion de acido, entendiendose por sales en particular sales de sodio, potasio, magnesio, calcio, zinc, aluminio, hierro y cobre y por compuestos de adicion de acido en particular aductos con acidos hidrohalogenados, por ejemplo cloruro de hidrogeno y bromuro de hidrogeno, acidos carboxllicos, tales como por ejemplo acido formico, acido acetico y acido oxalico, acidos sulfonicos, tales como por ejemplo acido p-toluenosulfonico as! como acido sulfurico, acido fosforico y acido nltrico.
Preferentemente, en el caso de los compuestos de boro se trata de compuestos de boro inorganicos. De manera especialmente preferente, en el caso de los compuestos de boro se trata de boratos de metal alcalino o alcalinoterreo, tales como por ejemplo tetraborato de sodio, decahidrato de tetraborato de disodio (borato de sodio, tetrahidrato de octaborato de disodio, o de acido borico, oxido de boro, anhldrido de acido borico, o ester de acido borico o mezclas de estos compuestos. De manera muy especialmente preferente se emplean mezclas con oxido de boro, borax y acido borico.
Los compuestos de formula (II) representan compuestos de amonio cuaternarios, organicos. Se prefieren los compuestos de formula (II) cloruro de benzalconio, cloruro de bencildimetiltetradecilamonio, cloruro de bencildimetildodecilamonio, cloruro de diclorobencildimetilalquilamonio, cloruro de didecildimetilamonio, cloruro de dioctildimetilamonio, cloruro de hexadeciltrimetilamonio, propionato de didecilmetilpoli(oxietil)amonio, carbonato de didecildimetilamonio, hidrogenocarbonato de didecildimetilamonio. Se prefieren especialmente mezclas con propionato de didecilmetilpoli(oxietil)amonio, cloruro de benzalconio, cloruro de didecildimetilamonio, carbonato de didecildimetilamonio e hidrogenocarbonato de didecil-dimetilamonio.
Los restos con la formula (IV) representan derivados de polietilenglicoles. z es preferentemente 2, 3, 4 o 5. R1 o R2 representan independientemente entre si preferentemente metilo, etilo, n-propilo, iso-propilo, n-butilo, sec-butilo, terc-butilo o n-pentilo. De manera especialmente preferente R1 o R2 representan metilo.
R3 o R4 representan independientemente entre si preferentemente fenilo, bencilo, o-, m-, p-xileno, o-, m-, p- trimetilfenilo, o-, p-, m-clorobencilo, -CH2-CH2-O-CH2-CH2-OH, -[CH2-CH2-O]2-CH2-CH2-OH, -[CH2-CH2-O]3-CH2-CH2- OH, -[CH2-CH2-O]4-CH2-CH2-OH, diclorobencilo, n-, iso-nonilo, n-, iso-decilo, n-, iso-dodecilo, n-, iso-tetradecilo, n-, iso- hexadecilo, n-, iso-octenilo, n-, iso-nonenilo o n-, iso-decenilo. De manera especialmente preferente R3 o R4 representan independientemente entre si bencilo, -CH2-CH2-O-CH2-CH2-OH, -[cH2-CH2-O]2-CH2-CH2-OH, -[CH2- CH2-O]3-CH2-CH2-OH , -[CH2-CH2-O]4-CH2-CH2-OH, diclorobencilo, n-, iso-nonilo, n-, iso-decilo, n-, iso-dodecilo, n-, iso-tetradecilo, n-, iso-hexadecilo, n-, iso-octenilo, n-, iso-nonenilo o n-, iso-decenilo.
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X representa preferentemente un halogenuro, carbonato, hidrogenocarbonato, borato, sulfato, hidroxido o carboxilato. De manera especialmente preferente X representa un cloruro, hidrogenocarbonato o carbonato. n es preferentemente 1,2 o 3.
Preferentemente en el caso de las isotiazolinonas se trata de N-metilisotiazolin-3-ona, 5-cloro-N-metilisotiazolin- 3- ona, 4,5-dicloro-N-octilisotiazolin-3-ona (DCOIT), 5-cloro-N-octilisotiazolinona, N-octil-isotiazolin-3-ona, 4,5-trimetilen- isotiazolinona y 4,5-benzisotiazolinona. De manera especialmente preferente se emplea como isotiazolinona 4,5- dicloro-N-octilisotiazolin-3-ona (DCOIT).
Carbonato de 3-yodo-2-propinil-alquilo representa carbamato de 3-yodo-2-propinil-N-butilo (IPBC),
carbamato de 3-yodo-2-propinil-cicloalquilo representa preferentemente carbamato de 3-yodo-2-propinil- ciclohexilo.
Carbamato de 3-yodo-2-propinil-arilo representa preferentemente carbamato de 3-yodo-2-propinil-N-fenilo.
Los compuestos de formula (III) representan aminas terciarias. De manera especialmente preferente los compuestos de formula (III) representan N-(3-aminopropil)-N-dodecil-1,3-propandiamina, N-(3-aminopropil)-N-decil-1,3- propandiamina, N-(3-aminopropil)-N-tetradecil-1,3-propandiamina as! como sus compuestos de adicion de acido.
Por compuestos de adicion de acido de los compuestos de formula (III) se entienden en particular aductos con acidos hidrohalogenados, por ejemplo cloruro de hidrogeno y bromuro de hidrogeno, acidos carboxllicos, tales como por ejemplo acido formico, acido acetico, acido tartarico y acido oxalico, acidos sulfonicos, tales como por ejemplo acido p-toluenosulfonico as! como acido sulfurico, acido fosforico y acido nltrico.
R5 representa preferentemente n-, iso-octilo, n-, iso-nonilo, n-, iso-decilo, n-, iso-dodecilo, n-, iso-hexadecilo, n-, iso- octenilo, n-, iso-nonenilo, n-, iso-decenilo, ciclopentilo o ciclohexilo.
De manera especialmente preferente R5 representa dodecilo, tetradecilo o decilo. m representa preferentemente 2, 3 o 4. y representa preferentemente 2, 3 o 4.
Alquilo o alquenilo representan en cada caso independientemente un resto alquilo o alquenilo lineal, clclico o ramificado.
Alquilo C1-C6 representa por ejemplo metilo, etilo, n-propilo, iso-propilo, n-butilo, sec-butilo, terc-butilo, n-pentilo, 1- metilbutilo, 2-metilbutilo, 3-metilbutilo, neo-pentilo, 1 -etilpropilo, n-hexilo, 1, 1 -dimetilpropilo, 1,2-dimetilpropilo, 1,2- dimetilpropilo, 1 -metilpentilo, 2-metilpentilo, 3-metilpentilo, 4-metilpentilo, 1, 1 -dimetilbutilo, 1,2-dimetilbutilo, 1,3- dimetilbutilo, 2,2-dimetilbutilo, 2,3-dimetilbutilo, 3,3-dimetilbutilo, 1 -etilbutilo, 2-etilbutilo, 1, 1,2-trimetilpropilo, 1,2,2- trimetilpropilo, 1 -etil-1-metilpropilo, 1 -etil-2-metilpropilo y 1 -etil-2-metilpropilo. Preferentemente alquilo C1-C6 representa metilo, etilo, n-propilo, iso-propilo, n-butilo, sec-butilo, terc-butilo, n-pentilo, 1 -metilbutilo y n-hexilo. Alquilo C8-C18 y/o alquilo C6-C22 representan por ejemplo y preferentemente n-, iso-octilo, n-, iso-nonilo, n-, iso- decilo, n-, iso-dodecilo o n-, iso-hexadecilo.
A modo de ejemplo y preferentemente alquenilo C8-C18 y/o alquenilo C6-C22 representan n-, iso-octenilo, n-, iso- nonenilo, n- o iso-decenilo o pero tambien representan restos alquenilo C8-C18 poliinsaturados.
A modo de ejemplo y preferentemente cicloalquilo C5-C20 representa ciclopentilo o ciclohexilo. Arilo C6-C24 representa en el contexto de la invencion un resto aromatico carboclclico mono-, bi- o triclclico con preferentemente 6 a 24 atomos de carbono aromaticos, que opcionalmente pueden estar sustituidos adicionalmente con halogenos. A modo de ejemplo y preferentemente arilo C6-C24 representa bifenilo, fenilo, o-, p-, m-clorobencilo, diclorobencilo, naftilo, o-, m-, p-bencilo, o-, m-, p- xileno u o-, m-, p-trimetilfenilo. De manera especialmente preferente arilo C6-C24 representa o-, m-, p- bencilo, o-, p-, m-clorobencilo o diclorobencilo.
Se prefieren composiciones, que contienen
a) penflufen y sus sales o compuestos de adicion de acido y
b) al menos un compuesto seleccionado de los grupos
o-fenilfenol y sus sales de metal alcalino y alcalinoterreo,
- de los boratos:
boratos de metal alcalino, boratos de metal alcalinoterreo, acido borico, oxido de boro, anhldrido de acido borico, o ester de acido borico,
- de los compuestos de amonio cuaternario, organicos: cloruro de benzalconio, cloruro de bencildimetiltetradecilamonio, cloruro de bencildimetildodecilamonio, cloruro de diclorobencildimetilalquilamonio, cloruro de didecildimetilamonio, cloruro de dioctildimetilamonio, cloruro de hexadeciltrimetilamonio, propionato de
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didecil-metilpoli(oxietil)amonio, carbonato de didecildimetilamonio, hidrogenocarbonato de didecildimetilamonio, cloruro de 1-hexadecil-piridinio,
- de las isotiazolinonas:
N-metilisotiazolin-3-ona, 5-cloro-N-metilisotiazolin-3-ona, 4,5-dicloro-N-octilisotiazolin-3-ona (DCOIT), 5-cloro- N-octilisotiazolinona, N-octil-isotiazolin-3-ona, 4,5-trimetilen-isotiazolinona y 4,5-benzisotiazolinona,
- de los carbamatos:
carbamato de 3-yodo-2-propinil-N-butilo,
- de las aminas terciarias:
N-(3-aminopropil)-N-dodecil-propan-1,3-diamina, N-(3-aminopropil)-N-decil-propan-1,3-diamina, N-(3- aminopropil)- N-tetradecil-propan-1,3-diamina.
Se prefieren especialmente composiciones, que contienen
a) penflufen y sus sales o compuestos de adicion de acido y
b) al menos un compuesto seleccionado del grupo o-fenilfenol y sus sales de metal alcalino y alcalinoterreo borato de sodio, acido borico, oxido de boro, anhldrido de acido borico, ester de acido borico,
cloruro de benzalconio, cloruro de didecildimetilamonio, propionato de didecilmetilpoli(oxietil)-amonio, carbonato de didecildimetilamonio, hidrogenocarbonato de didecildimetilamonio,
4.5- dicloro-N-octilisotiazolin-3-ona,
carbamato de 3-yodo-2-propinil-N-butilo,
N-(3-aminopropil)-N-dodecil-propan-1,3-diamina.
Se prefieren de manera muy especialmente preferente composiciones que contienen se prefieren de manera muy especialmente preferente composiciones que contienen
a) penflufen y sus sales o compuestos de adicion de acido y
b) al menos un compuesto seleccionado del grupo o-fenilfenol y sus sales de metal alcalino y alcalinoterreo
borato de sodio, acido borico, oxido de boro, mezclas con oxido de boro, borax y acido borico
cloruro de benzalconio, cloruro de didecildimetilamonio, propionato de didecilmetilpoli(oxietil)-amonio, carbonato de didecildimetilamonio, hidrogenocarbonato de didecildimetilamonio o una mezcla de carbonato de didecildimetilamonio e hidrogenocarbonato de didecildimetilamonio (Carboquat)
4.5- dicloro-N-octilisotiazolin-3-ona, carbamato de 3-yodo-2-propinil-N-butilo,
N-(3-aminopropil)-N-dodecil-propan-1,3-diamina.
Se prefieren aun mas las siguientes composiciones:
Tabla 1
- Componente de mezcla a) penflufen
- Componente de mezcla b)
- penflufen
- borato de sodio
- penflufen
- acido borico
- penflufen
- oxido de boro
- penflufen
- cloruro de benzalconio
- penflufen
- cloruro de didecildimetilamonio
- penflufen
- carbonato de didecildimetilamonio e hidrogenocarbonato de didecildimetilamonio (Carboquat)
- penflufen
- propionato de didecilmetilpoli(oxietil)amonio
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- penflufen
- 4,5-dicloro-N-octilisotiazolin-3-ona
- penflufen
- carbamato de 3-yodo-2-propinil-N-butilo
- penflufen
- N-(3-aminopropil)-N-dodecil-1,3-propandiamina
- penflufen
- o-fenilfenol
El marco de la invencion considera todas las definiciones de restos, parametros y explicaciones anteriores y expuestas a continuacion en general o mencionadas en intervalos preferidos, es decir, tambien entre los intervalos e intervalos preferidos respectivos en cualquier combinacion.
Un efecto sinergico especialmente alto de las mezclas mencionadas anteriormente pudo encontrarse en particular directamente sobre la madera o materiales derivados de la madera impregnados, as! como los materiales compuestos de madera-plastico.
Penflufen se emplea preferentemente para dar un compuesto seleccionado de b) (Tabla 1) en la relacion en peso de 50 : 1 a 1 : 50, en particular de 20 : 1 a 1 : 20, preferentemente de 10 : 1 a 1 : 10.
Ademas se establecio un efecto sinergico particular de penflufen con carbamato de 3-yodo-2-propinil-N-butilo y con
4,5-dicloro-N-octilisotiazolin-3-ona en determinadas relaciones de mezcla.
Por lo tanto, se prefiere especialmente una composicion de penflufen y carbamato de 3-yodo-2-propinil-N-butilo que contienen del 85 % en peso al 75 % % en peso de penflufen y del 15 % en peso al 25 % % en peso de carbamato de 3-yodo-2-propinil-N-butilo.
De manera especialmente preferente las composiciones de penflufen e isotiazolinonas contienen mas del 50 % en peso de penflufen. De manera muy especialmente preferente las mezclas contienen al menos el 50 % en peso de penflufen y al menos el 10 % en peso de 4,5-dicloro-N-octilisotiazolin-3-ona.
Las composiciones empleadas de acuerdo con la invencion pueden emplearse en forma solida o llquida. A este respecto se tienen en cuenta formulaciones tales como soluciones, emulsiones, suspensiones, polvos, granulados, pastas, aerosoles as! como encapsulaciones muy finas en sustancias polimericas.
Las formulaciones de este tipo pueden producirse de manera conocida, por ejemplo mediante mezcla de las composiciones con diluyentes, es decir, disolventes llquidos, gases licuados a presion, y/o vehlculos solidos, opcionalmente con el uso de agentes tensioactivos, es decir agentes emulsionantes y/o dispersantes, y/o agentes formadores de espuma. En el caso del uso de agua, pueden usarse tambien conjuntamente disolventes organicos tales como disolventes auxiliares. Como disolventes llquidos se tienen en cuenta esencialmente: compuestos aromaticos tales como xileno, tolueno o alquilnaftalenos, compuestos aromaticos clorados o hidrocarburos alifaticos clorados tales como clorobencenos, cloroetilenos o cloruro de metileno, hidrocarburos alifaticos tales como ciclohexano o parafinas, por ejemplo fracciones de petroleo, alcoholes tales como butanol o glicerol as! como sus eteres y esteres, cetonas tales como acetona, metil etil cetona, metil isobutil cetona o ciclohexanona, disolventes muy polares tales como dimetilformamida y dimetilsulfoxido, as! como agua. Con diluyentes o vehlculos gaseosos licuados quiere decirse aquellos llquidos que son gaseosos a temperatura normal y a presion normal, por ejemplo propulsores de aerosol tales como hidrocarburos halogenados, as! como butano, propano, nitrogeno y dioxido de carbono. Como vehlculos solidos se tienen en cuenta: por ejemplo harinas de roca naturales tales como caolines, arcillas, talco, creta, cuarzo, atapulgita, montmorillonita o tierra de diatomeas, harinas de roca sinteticas tales como acido sillcico altamente dispersado, oxido de aluminio y silicatos. Como vehlculos solidos para granulados se tienen en cuenta: por ejemplo rocas naturales trituradas y fraccionadas tales como calcita, marmol, piedra pomez, sepiolita, dolomita as! como granulados sinteticos de harinas inorganicas y organicas, as! como granulados de material organico tal como serrln, cascaras de coco, mazorcas de malz y tallos de tabaco. Como agentes emulsionantes y/o agentes formadores de espuma se tienen en cuenta: por ejemplo, emulsionantes no ionicos y anionicos, tales como esteres de acido graso de polioxietileno, eteres de alcohol graso de polioxietileno, por ejemplo eteres de alquilaril poliglicol, alquilsulfonatos, alquilsulfatos, arilsulfonatos as! como hidrolizados de protelnas. Como agentes dispersantes se tienen en cuenta: por ejemplo licores residuales de lignosulfito y metilcelulosa.
En las formulaciones pueden usarse ademas agentes adherentes tales como carboximetilcelulosa, pollmeros en forma de polvo, de grano o de latex, naturales y sinteticos, tales como goma arabiga, poli(alcohol vinllico), poli(acetato de vinilo), as! como fosfollpidos naturales, tales como cefalinas y lecitinas y fosfollpidos sinteticos. Aditivos adicionales pueden ser aceites minerales y vegetales.
Las composiciones pueden contener ademas colorantes tales como pigmentos inorganicos, por ejemplo oxido de hierro, oxido de titanio, azul de ferrociano, oxido de cobre y colorantes organicos, tales como colorantes de alizarina, azo y metaloftalocianina.
La composicion empleada contiene en general preferentemente del 0,1 al 95 por ciento en peso de los componentes a) y b), preferentemente del 0,5 al 90 % en peso.
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Las composiciones segun el uso pueden contener tambien principios activos adicionales por ejemplo fungicidas, bactericidas y/o insecticidas, para ampliar de este modo por ejemplo el espectro de accion o prevenir desarrollos de resistencia. En muchos casos, se obtienen a este respecto efectos sinergicos, es decir, la eficacia de principios activos combinados es mayor que la eficacia de los componentes individuales.
Componentes de mezcla especialmente favorables son por ejemplo los siguientes compuestos:
triazoles tales como:
azaconazol, bitertanol, bromuconazol, ciproconazol, diclobutrazol, difenoconazol, diniconazol, epoxiconazol, etaconazol, fenbuconazol, fluquinconazol, flusilazol, flutriafol, furconazol, hexaconazol, imibenconazol, ipconazol, miclobutanilo, metconazol, penconazol, propiconazol, protioconazol, simeconazol, tebuconazol, tetraconazol, triadimefon, triadimenol, triticonazol y uniconazol as! como sus sales de metal y aductos de acido;
imidazoles tales como:
clotrimazol, bifonazol, climbazol, econazol, fenapanilo, imazalilo, isoconazol, ketoconazol, lombazol, miconazol, pefurazoato, procloraz, triflumizol as! como sus sales de metal y aductos de acido;
piridinas y pirimidinas tales como:
ancimidol, butiobato, fenarimol, mepanipirina, nuarimol, piroxifur, triamirol; inhibidores de succinato-deshidrogenasa tales como:
benodanilo, bixafen, boscalid, carboxim, carboxim sulfoxido, ciclafluramida, genfuram, flutanilo, furametpir, furcarbanilo, furmeciclox, mebenilo, mepronilo, metfuroxam, metsulfovax, nicobifen, pirocarbolid, oxicarboxin, shirlan, seedvax;
derivados de naftaleno tales como:
terbinafina, naftifina, butenafina, 3-cloro-7-(2-aza-2,7,7-trimetil-oct-3-en-5-ina); sulfenamidas tales como:
diclofluanida, tolilfluanida, folpet, fluorofolpet; captan, captofol; benzimidazoles tales como:
carbendazima, benomilo, fuberidazol, tiabendazol o sus sales; derivados de morfolina tales como:
aldimorf, dimethomorf, dodemorf, falimorf, fenpropidina, fenpropimorf, tridemorf, trimorfamida y sus sales de acidos arilsulfonicos, tales como por ejemplo acido p-toluenosulfonico y acido p-dodecilfenilsulfonico;
benzotiazoles tales como:
2-mercaptobenzotiazol;
dioxidos de benzotiofeno tales como:
benzo[b]tiofen-S,S-dioxido-ciclohexilamida de acido carboxllico;
benzamidas tales como:
2,6-dicloro-N-(4-trifluorometilbencil)-benzamidas, tecloftalam; compuestos de boro tales como:
acido borico, ester de acido borico, borax; formaldehldo y compuestos de escision de formaldehldo tales como:
mono-(poli)-hemiformal de alcohol bencllico, hemiformal de n-butanol, dazomet, hemiformal de etilenglicol, hexa-
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hidro-S-triazinas, hexametilentetramina, N-hidroximetil-N'-metiltiourea, N-metilolcloracetamida, oxazolidinas, paraformaidehldo, taurolina, tetrahidro-1,3-oxazina, N-(2-hidroxipropil)-amin-metanol, tetrametilol-acetilen-diurea;
isotiazolinonas tales como:
N-metilisotiazolin-3-ona, 5-cloro-N-metilisotiazolin-3-ona, 4,5-dicloro-N-octilisotiazolin-3-ona, 5-cloro- Noctilisotiazolinona, N-Octil-isotiazolin-3-ona, 4,5-trimetilen-isotiazolinonas, 4,5-benzisotiazolinonas;
aldehldos tales como:
cinamaldehldo, formaldehldo, glutardialdehldo, p-bromocinamaldehldo, o-ftaldialdehldo; tiocianatos tales como:
tiocianatometiltiobenzotiazol, metilenbistiocianato;
compuestos de amonio cuaternarios y guanidinas tales como:
cloruro de benzalconio, cloruro de bencildimetiltetradecilamonio, cloruro de bencildimetildodecilamonio, cloruro de diclorobencil-dimetil-alquil-amonio, cloruro de didecildimetilamonio, cloruro de dioctil-dimetilamonio, cloruro de N-hexadecil-trimetil-amonio, cloruro de 1-hexadecil-piridinio, iminoctadina-tris(albesilato);
derivados de yodo tales como:
diyodometil-p-tolilsulfona, alcohol 3-yodo-2-propinllico, 4-clorofenil-3-yodopropargilformal, carbamato de 3-bromo- 2,3-diyodo-2-propeniletilo, alcohol 2,3,3-triyodoalllico, alcohol 3-bromo-2,3-diyodo-2-propenllico, carbamato de 3- yodo-2-propinil-N-butilo, carbamato de 3-yodo-2-propinil-n-hexllico, carbamato de 3-yodo-2-propinil-ciclohexllico, carbamato de 3-yodo-2-propinil-fenllico;
fenoles tales como:
tribromofenol, tetraclorofenol, 3-metil-4-clorofenol, 3,5-dimetil-4-clorofenol, diclorofeno, 2-bencil-4-clorofenol, triclosan, diclosan, hexaclorofeno, ester de acido p-hidroxibenzoico, o-fenilfenol, m-fenilfenol, p-fenilfenol, 4-(2- terc-butil-4-metil-fenoxi)-fenol, 4-(2-isopropil-4-metil-fenoxi)-fenol, 4-(2,4-dimetil-fenoxi)-fenol y sus sales de metal alcalino y alcalinoterreo;
microbicidas con grupo halogeno activado tales como:
bronopol, bronidox, 2-bromo-2-nitro-1,3-propanodiol, 2-bromo-4'-hidroxi-acetofenona, 1-bromo-3-cloro-4,4,5,5- tetrametil-2-imidazoldinonas, p-bromo-p-nitroestireno, cloracetamida, cloramina T, 1,3-dibromo-4,4,5,5-tetrametil- 2-imidazoldinonas, dicloramina T, 3,4-dicloro-(3H)-1,2-ditiol-3-ona, 2,2-dibromo-3-nitril-propionamida, 1,2- dibromo-2,4-dicianobutano, halano, halazonas, acido mucoclorico, fenil-(2-cloro-cian-vinil)sulfona, fenil-(1,2- dicloro-2-cianvinil)sulfona, acido triclorisocianurico;
piridinas tales como:
1-hidroxi-2-piridintiona (y sus sales de Cu, Na, Fe, Mn, Zn), tetracloro-4-metilsulfonilpiridina, pirimetanol, mepanipirim, dipiritiona, 1-hidroxi-4-metil-6-(2,4,4-trimetilpentil)-2(1H)-piridina;
metoxiacrilatos o similares tales como:
azoxistrobina, dimoxistrobina, fluoxastrobina, kresoxim-metilo, metominostrobina, orisastrobina, picoxistrobina, piraclostrobina, trifloxistrobina;
jabones de metal tales como:
sales de los metales estano, cobre y zinc con acido naftenoico y acido fosforico, acido de resina y acido grasos superior tales como por ejemplo naftenato, octoato, 2-etilhexanoato, oleato, fosfato, benzoato de estano, cobre, zinc;
sales de metal tales como:
sales de los metales estano, cobre, zinc, as! como tambien cromatos y dicromatos tales como por ejemplo hidroxicarbonato de cobre, dicromato de sodio, dicromato de potasio, cromato de potasio, sulfato de cobre, cloruro de cobre, borato de cobre, fluorosilicato de zinc, fluorosilicato de cobre;
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oxidos tales como:
oxidos de los metales estano, cobre y zinc tales como por ejemplo oxido de tributilestano, CU2O, CuO, ZnO; agentes oxidantes tales como:
peroxido de hidrogeno, acido peracetico, persulfato de potasio; ditiocarbamatos tales como:
cufraneb, ferban, N-hidroximetil-N'-metil-ditiobarbamato de potasio, dimetilditiocarbamato de Na o K, mancozeb, maneb, metam, metiram, tiram, zineb, ziram;
nitrilos tales como:
2,4,5,6-tetracloroisoftalodinitrilo, ciano-ditioimidocarbamato de disodio; quinolinas tales como:
8-hidroxiquinolina y sus sales de Cu; otros fungicidas y bactericidas tales como:
betozaxina, 5-hidroxi-2(5H)-furanona; 4,5-benzditiazolinona, 4,5-trimetilenditiazolinona, cloruro de N-(2-p- clorobenzoiletil)- hexaminio, cloruro de acido 2-oxo-2-(4-hidroxi-fenil)acethidroxlmico, tris-N- (ciclohexildiazeniodioxi)-aluminio, N-(ciclohexildiazeniodioxi)-tributilestano o sales de K, bis-N- (ciclohexildiazeniodioxi)-cobre, iprovalicarb, fenhexamida, espiroxamina, darpropamida, diflumetorin, quinoxifen, famoxadona, polioxorim, acibenzolar-S-metilo, furametpir, tifluzamida, metalaxil-M, bentiavalicarb, metrafenona, ciflufenamida, tiadinilo, aceite de arbol de te, fenoxietanol, zeolitas que contienen Ag, Zn o Cu solas o incluirdas en materiales polimericos.
Insecticidas:
abamectina, acefato, acetamiprid, acetoprol, acrinatrina, alanicarb, aldicarb, aldoxicarb, aldrina, aletrina, alfa- cipermetrina, amidoflumet, amitraz, avermectina, azadiractina, azinfos A, azinfos M, azociclotina,
Bacillus thuringiensis, bartrina, 4-bromo-2(4-clorofenil)-1-(etoximetil)-5-(trifluorometil)-1H-pirrole-3- carbonitrilos, bendiocarb, benfuracarb, bensultap, betaciflutrina, bifentrina, bioresmetrina, bioaletrina, bistriflurona, bromorfos A, Bromorfos M, bufencarb, buprofezina, butatiofos, butocarboxina, butoxicarboxima,
cadusafos, carbarilo, carbofurano, carbofenotiona, carbosulfano, cartap, quinometionato, cloetocarb, 4-cloro-2-(2- cloro-2-metilpropil)-5-[(6-yodo-3-piridinil)metoxi]-3(2H)-piridazinona (n.° de CAS: 120955-77-3), clordano, cloretoxifos, clorfenapir, clorfenvinfos, clorfluazuron, clormefos, N-[(6-cloro-3-piridinil)metil]-N'-ciano-N-metil- etanoimid-amida, clorpicrina, clorpirifos A, clorpirifos M, cis-resmetrina, clocitrina, clotiazobeno, cipofenotrina, clofentezina, coumafos, cianofos, cicloprotrina, ciflutrina, cihalotrina, cihexatina, cipermetrina, ciromazina, decametrina, deltametrina, demeton M, demeton S, demeton-S-metilo, diafentiurona, dialifos, diazinona, 1,2- dibenzoil-1-(1,1-dimetil)hidrazina, DNOC, diclofentiona, diclorvos, diclifos, dicrotofos, difetialona, diflubenzurona, dimetoato, carbamato de 3,5-dimetilfenil-metilo, dimetil-(fenil)-silil-metil-3-fenoxibencil eter, dimetil(4- etoxifenil)- sililmetil-3-fenoxibencil eter, dimetilvinfos, dioxation, disulfoton,
eflusilanato, emamectina, empentrina, endosulfan, P-fenilfosfonotioato de O-etil-O-(4-nitrofenilo), esfenvalerato, etiofencarb, etion, etofenprox, etrimfos, etoxazol, etobenzanida,
fenamifos, fenazaquina, oxido de fenbutatina, fenflutrina, fenitrotion, fenobucarb, fenotiocarb, fenoxicarb, fenpropatrina, fenpirad, fenpiroximato, fensulfotion, fention, fenvalerato, fipronilo, flonicamida, fluacripirim, fluazuron, flucicloxuron, flucitrinato, flufenerim, flufenoxuron, flupirazofos, flufenzina, flumetrina, flufenprox, fluvalinato, fonofos, formetanato, formotion, fosmetilan, fostiazato, fubfenprox, furatiocarb
halofenocida, HCH (n.° de CAS: 58-89-9), heptenofos, hexaflumuron, hexitiazox, hidrametilnona, hidropreno, imidacloprid, imiprotrina, indoxicarb, yodofenfos, iprinomectina, iprobenfos, isazofos, isoamidofos, isofenfos, isoprocarb, isoprotiolano, isoxation, ivermectina, lama-cihalotrina, lufenuron, cadedrina,
lambda-cihalotrina, lufenuron,
malation, mecarbam, mervinfos, mesulfenfos, metaldehldo, metacrifos, metamidofos, metidation, metiocarb, metomilo, metalcarb, milbemectina, monocrotofos, moxiectina, naled, nicotina, nitenpiram, noviflumuron, ometoato, oxamilo, oxidemeton M, oxideprofos,
paration A, paration M, penfluron, permetrina, etilcarbamato de 2-(4-fenoxifenoxi)-etilo, fentoato, forato, fosalona, fosmet, fosfamidon, foxim, pirimicarb, pirimifos M, pirimifos A, praletrina, profenofos, promecarb, propafos, propoxur,
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protiofos, protoato, pimetrozina, piraclofos, piridafention, piresmetrina, piretro, piridaben, piridalilo, pirimidifen, piriproxifen, piritiobac-sodico, quinalfos, resmetrina, rotenona,
salition, sebufos, silafluofen, espinosad, espirodiclofen, espiromesifen, sulfotep, sulprofos,
tau-fluvalinato, aceites de alquitran, tebufenozida, tebufenpirad, tebupirimfos, teflubenzuron, teflutrina, temefos, terbam, terbufos, tetraclorvinfos, tetrametrina, tetrametacarb, tiacloprid, tiafenox, tiametoxam, tiapronilo, tiodicarb, tiofanox, tiazofos, tiociclam, tiometon, tionazina, turingiensina, tralometrina, transllutrina, triaraten, triazofos, triazamato, triazuron, triclorfon, triflumuron, trimetacarb, vamidotion, xililcarb, zetametrina;
herbicidas y otros alguicidas:
acetoclor, acifluorfen, aclonifen, acrolelna, alaclor, aloxidima, ametrina, amidosulfuron, amitrol, sulfamato de amonio, anilofos, asulam, atrazina, azafenidina, aziptrotrina, azimsulfuron,
benazolina, benfluralina, benfuresato, bensulfuron, bensulfuro, bentazona, benzofencap, benzotiazuron, bifenox, bispiribac, bispiribac-sodico, borax, bromacilo, bromobutida, bromofenoxima, bromoxinilo, butaclor, butamifos, butralina, butilato, bialafos, benzoil-prop, bromobutida, butroxidima,
carbetamida, carfentrazona-etilo, carfenstrol, clometoxifen, cloramben, clorbromuron, clorflurenol, cloridazon, clorimuron, clornitrofen, acido cloroacetico, cloransulam-metilo, cinidon-etilo, clorotoluron, cloroxuron, clorprofam, clorsulfuron, clortal, clortiamida, cinmetilina, cinofulsuron, clefoxidim, cletodima, clomazona, clomeprop, clopiralida, cianamida, cianazina, cibutrina, cicloato, cicloxidima, cloroxinilo, clodinafop-propargilo, cumiluron, clometoxifen, cihalofop, cihalofop-butilo, clopirasuluron, ciclosulfamuron,
diclosulam, diclorprop, diclorprop-P, diclofop, dietatilo, difenoxuron, difenzoquat, diflufenican, diflufenzopir, dimefuron, dimepiperato, dimetaclor, dimetipina, dinitramina, dinoseb, acetato de dinoseb, dinoterb, difenamida, dipropetrina, diquat, ditiopir, diuron, DNOC (2-metil-4,6-dinitrofenol) , DSMA (metilarsonato disodico), acido (2,4-diclorofenoxi)acetico, daimuron, dalapon, dazomet, 2,4-DB (acido 4-(2,4- diclorofenoxi)butanoico), desmedifam, desmetrina, dicamba, diclobenilo, dimetamida, ditiopir, dimetametrina,
eglinazina, endotal, EPTC (tiocarbamato de dipropil-S-etilo), esprocarb, etalfluralina, etidimuron, etofumesato, etobenzanida, etoxifen, etametsulfuron, etoxisulfuron,
fenoxaprop, fenoxaprop-P, fenuron, flamprop, flamprop-M, flazasulfuron, fluazifop, fluazifop-P, fuenaclor, flucloralin, flufenacet, flumeturon, fluorocglicofen, fluoronitrofen, flupropanato, flurenol, fluridona, flurocloridona, fluroxipir, fomesafen, fosamina, fosametina, flamprop-isopropilo, flamprop-isopropil-L, flufenpir, flumiclorac-pentilo, flumipropin, flumioxzim, flurtamona, flumioxzim, flupirsulfuron-metilo, flutiacet-metilo,
glifosato, glufosinato-amonio,
haloxifop, hexazinona,
imazametabenz, isoproturon, isoxaben, isoxapirifop, imazapir, imazaquin, imazetapir, ioxinilo, isopropalin, imazosulfuron, imazomox, isoxaflutol, imazapic,
cetospiradox,
lactofen, lenacilo, linuron,
MCPA (acido 2-(4-cloro-2-meti1fenoxi)acetico), MCPA-hidrazida, MCPA-tioetilo, MCPB (acido 4-(4-cloro-2- metilfenoxi)butanoico), mecoprop, mecoprop-P, mefenacet, mefluidida, mesosulfuron, metam, metamifop, metamitron, metazaclor, metabenzotiazuron, metazol, metoroptrina, metildimron, isotiocianato de metilo, metobromuron, metoxuron, metribuzina, metsulfuron, molinato, monalida, monalinuron, MSMA (arseniato de metilo monosodico), metolaclor, metosulam, metobenzuron,
naproanilida, napropamida, naptalam, neburon,
nicosulfuron, norflurazon, clorato sodico,
oxadiazon, oxifluorfen, oxisulfuron, orbencarb, orizalina, oxadiargilo,
propizamida, prosulfocarb, pirazolato, pirazolsulfuron, pirazoxifen, piribenzoxim, paraquat, pebulato, pendimetalina, pentaclorofenol, pentoxazona, pentanoclor, fenmedifam, picloram, piperofos, pretilaclor, primisulfuron, prodiamina, profoxidim, propanilo, propaquizafob, propazina, profam, propisoclor, piriminobac-metilo, acido
piributicarb, piridato, aceites de petroleo, prometrina, propaclor, pelargonico, piritiobac,
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piraflufen-etilo,
quinmerac, quinocloamina, quizalofop, quizalofop-P, quinclorac, rimsulfuron,
setoxidim, sifuron, simazina, simetrina, sulfosulfuron, sulfometuron, sulfentrazona, sulcotriona, sulfosato,
aceites de alquitran, TCA (acido tricloroacetico), TCA-sodico, tebutam, tebutiuron, terbacilo, terbumeton, terbutilazina, terbutrina, tiazafluoron, tifensulfuron, tiobencarb, tiocarbazilo, tralcoxidim, tri-alato, triasulfuron, tribenuron, triclopir, tridifano, trietazina, trifluralin, ticor, tidiazimina, tiazopir, triflusulfuron,
vernolato.
La invencion se refiere ademas al uso de las composiciones de acuerdo con la invencion para la proteccion de materiales tecnicos frente al ataque y/o la destruccion por microorganismos.
Por materiales tecnicos se entienden en el presente contexto materiales no vivos, que se han preparado para el uso en la tecnica. Por ejemplo pueden ser materiales tecnicos, que mediante esta invencion deben protegerse frente al cambio o destruccion microbianos, adhesivos, colas, papel y carton, materiales textiles, cuero, madera, materiales derivados de la madera, materiales compuestos de madera-plastico, pinturas, artlculos de plastico, lubricantes de refrigeracion y otros materiales que pueden ser atacados o destruidos por microorganismos. En el contexto de los materiales que han de protegerse se mencionan tambien partes de instalaciones de produccion, por ejemplo circuitos de agua de refrigeracion, que pueden verse afectados por la proliferacion de microorganismos. En el contexto de la presente invencion se mencionan como materiales tecnicos preferentemente adhesivos, colas, papeles y cartones, cuero, madera, materiales derivados de la madera, materiales compuestos de madera-plastico, pinturas, lubricantes de refrigeracion y llquidos de transmision de calor, se prefieren especialmente como materiales tecnicos madera, materiales derivados de la madera y materiales compuestos de madera-plastico (los denominados Wood-Plastic Composites WPC).
Por madera se entiende en particular: madera para construccion, vigas de madera, traviesas de ferrocarril, componentes de puentes, embarcaderos, vehlculos de madera, cajas, pales, contenedores, postes de telefono, vallas de madera, revestimientos de madera, ventanas y puertas de madera, trabajos de carpinterla y productos de madera que se usan en la construccion domestica o en la carpinterla y ebanisterla.
Por materiales derivados de la madera se entiende en particular: madera contrachapada, madera aglomerada, tablones de fibra, tablones de fibra orientada (OSB) o tablones de materiales compuestos.
Por material compuesto de madera-plastico se entiende en particular: materiales compuestos procesables de manera termoplastica que se componen de madera, plastico y aditivos.
Se prefiere especialmente madera.
Como microorganismos, que pueden provocar una degradacion o un cambio de los materiales tecnicos, se mencionan por ejemplo bacterias, hongos, levaduras, algas y organismos mucilaginosos. Preferentemente, las composiciones de acuerdo con la invencion contra basidiomicetos destructores de la madera, preferentemente holobasidiomicetos.
En este sentido se mencionan en particular hongos de los siguientes generos:
Coniophora, tal como Coniophora puetana,
Lentinus, tal como Lentinus tigrinus,
Polyporus, tal como Polyporus versicolor,
Gloeophyllum, tal como Gloeophyllum trabeum,
Poria, tal como Poria placenta,
Coriolus, tal como Coriolus versicolor,
Stereum, tal como Stereum sanguinolentum.
Especies del genero Glenospora tal como Glenospora graphii, especies del genero Chaetomium tal como Chaetomium globosum, especies del genero Humicola tal como Humicola grisea, especies del genero Petriella tal como Petriella setifera, especies del genero Trichurus tal como Trichurus spiralis, especies del genero Lecythophora tal como Lecythophora mutabilis especies del genero Sclerophoma tal como Sclerophoma pityophila especies del genero Aureobasidium tal como Aureobasidium pullulans.
La invencion se refiere ademas a materiales tecnicos en particular madera, material derivado de la madera o
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material compuesto de madera-plastico que contiene
a) penflufen y sus sales o compuestos de adicion de acido y
b) al menos un compuesto seleccionado del grupo o-fenilfenol y sus sales de metal alcalino y alcalinoterreo, compuestos de boro, compuestos de formula (II)
((R1R2R3R4)N)nX (II)
en la que
R1 y R2 pueden ser iguales o distintos y representan independientemente entre si alquilo C1-C6 y
R3 y R4 pueden ser iguales o distintos y se seleccionan independientemente entre si del grupo alquilo C6-C22,
alquenilo C6-C22, arilo C6-C24, cicloalquilo C5-C20 o restos de formula (IV) -[CH-CH2-O]z-CH2-CH2-OH (IV) en la que z = 1,2, 3, 4, 5, 6, 7, 8, 9 o 10 y X es un anion cargado n-veces y
n representa un numero entero cualquiera mayor de cero, isotiazolinonas, carbamato de 3-yodo-2-
propinil-N-butilos, carbamatos de 3-yodo-2-propinil-cicloalquilo, carbamato de 3-yodo-2-propinil-arilo y compuestos de formula (III)
en la que
R5 representa alquilo C8-C18, alquenilo C8-C18 o cicloalquilo C5-C20 y
m e y pueden ser iguales o distintos y representan un numero 1, 2, 3, 4, 5 o 6 as! como sus compuestos de adicion de acido.
La invencion se refiere ademas a un procedimiento para la proteccion de materiales tecnicos frente al ataque y/o la destruccion por microorganismos, caracterizado por que se deja actuar al menos una composicion, que contiene
a) penflufen y sus sales o compuestos de adicion de acido y
b) al menos un compuesto seleccionado del grupo o-fenilfenol y sus sales de metal alcalino y alcalinoterreo, compuestos de boro, compuestos de formula (II)
((R1R2R3R4)N)nX (II)
en la que
R1 y R2 pueden ser iguales o distintos y representan independientemente entre si alquilo C1-C6 y
R3 y R4 pueden ser iguales o distintos y se seleccionan independientemente entre si del grupo alquilo C6-
C22, alquenilo C6-C22, arilo C6-C24, cicloalquilo C5-C20 o restos de formula (IV) -[CH-CH2-O]z-CH2- CH2-OH (IV) en la que z = 1, 2, 3, 4, 5, 6, 7, 8, 9 o 10 y
X es un anion cargado n-veces y
n representa un numero entero cualquiera mayor de cero, isotiazolinonas, carbamato de 3-yodo-2-
propinil-N-butilos, carbamatos de 3-yodo-2-propinil-cicloalquilo, carbamato de 3-yodo-2-propinil- arilo y compuestos de formula (III)
en la que
R5 alquilo C8-C18, alquenilo C8-C18 o cicloalquilo C5-C20
m e y pueden ser iguales o distintos y representan un numero 1, 2, 3, 4, 5 o 6, as! como sus compuestos
5
10
15
20
25
30
35
40
45
50
55
60
de adicion de acido,
sobre el microorganismo o su habitat, siendo validas en este caso tambien las formas de realizacion preferidas mencionadas anteriormente tambien.
En el caso del procedimiento de acuerdo con la invencion o en el caso del uso, las composiciones se aplican preferentemente mediante extension, empapado, rociado, impregnation o de otra manera sobre el material tecnico.
En el caso de la madera se prefieren procedimientos de impregnacion a escala industrial, por ejemplo el procedimiento de vaclo, vaclo doble, presion de vaclo o procedimiento de presion.
Los materiales compuestos de madera-plastico pueden producirse, por ejemplo, por que se mezclan partlculas de madera, un pollmero termoplastico y las composiciones con energla termica, en particular se extruyen o se someten a fundicion inyectada.
Los materiales derivados de la madera pueden tratarse por ejemplo con el procedimiento de entremezclado de cola. A este respecto, la composition de acuerdo con la invencion se anade opcionalmente en forma de una formulation al bano de cola y esta cola dotada de biocida se aplica como habitualmente sobre las virutas, en particular se inyecta (por ejemplo en el caso de tableros de virutas u OSB) o a traves de lamination sobre las chapas de madera (por ejemplo en el caso de madera contrachapada). En el caso del procedimiento de superficie la de acuerdo con la invencion, en el caso de madera se prefieren procedimientos de impregnacion a escala industrial, por ejemplo el procedimiento de vaclo, de vaclo doble, de vaclo de presion o procedimiento de presion.
Los materiales compuestos de madera-plastico pueden producirse por ejemplo por que se mezclan partlculas de madera, un pollmero termoplastico y las composiciones con energla termica, en particular se extruyen o se someten a fundicion inyectada.
Los materiales derivados de la madera pueden tratarse por ejemplo con el procedimiento de entremezclado de cola. A este respecto, la composicion de acuerdo con la invencion se anade opcionalmente en forma de una formulacion al bano de cola y esta cola dotada de biocida se aplica como habitualmente sobre las virutas, en particular se inyecta (por ejemplo en el caso de tableros de virutas u OSB) o a traves de laminacion sobre las chapas de madera (por ejemplo en el caso de madera contrachapada). En el caso del procedimiento de superficie, la composicion de acuerdo con la invencion se rocla opcionalmente en forma de una formulacion sobre el material derivado de la madera o se aplica con un rodillo.
Las concentraciones de aplicacion de las composiciones de acuerdo con la invencion dependen del tipo de la existencia de los microorganismos que han de combatirse as! como de la composicion del material que va a protegerse. La cantidad de uso optima puede determinarse mediante series de prueba. En general, las concentraciones de aplicacion se encuentran en el intervalo del 0,001 al 5 % en peso, preferentemente del 0,005 al 1,0 % en peso de la composicion y dado el caso aditivos adicionales, con respecto al material que va a protegerse.
En la protection de madera industrial se emplea por ejemplo de 10 a 500 g de principio activo por m3 de madera, preferentemente de 50 a 300 g/m3 y dado el caso aditivos adicionales.
Sorprendentemente se descubrieron nuevas composiciones que actuan de manera sinergica contra microorganismos. De este modo puede mejorarse la proteccion de materiales tecnicos y reducirse la cantidad de principios activos que han de emplearse.
Los siguientes ejemplos sirven para la explication a modo de ejemplo de la invencion.
Ejemplos
Pruebas de sinergia
Se extrajeron fragmentos de micelio de una colonia del hongo destructor de la madera correspondiente y se incubaron sobre un agar nutriente que contenla extracto de malta-peptona a 26 °C. En este caso se comparo el crecimiento de la hifa con y sin principio activo. Como concentration minima inhibitoria (CMI) se indico la concentration que suprimia por completo el crecimiento de la hifa radial.
Se determino la sinergia segun el metodo descrito por Kull et al. (F.C. Kull, P.C. Eismann, H.D. Silvestrowicz, R.L. Mayer, Applied Microbiology 1961, 9, 538-541). A este respecto son validas las siguientes ecuaciones: 10
Qa Qb
_ + — - SI
Qa Qb
5
10
15
20
25
SI = 1 significa aditividad SI > 1 significa antagonismo SI < 1 significa sinergia
Qa = concentracion de sustancia A, que representa la CMI Qb = concentracion de sustancia B, que representa la CMI
Qa = concentracion de sustancia A en la concentracion de A/B, que impide el crecimiento microbiano Qb = concentracion de sustancia B en la concentracion de A/B, que impide el crecimiento microbiano
Ejemplo 1
Combinaciones de penflufen y carbamato de 3-yodo-2-propinil-N-butilo (IPBC) contra los destructores de la ___________________________madera Gloeophyllum trabeum__________________________
- CMI contra Gloeophyllum trabeum (ppm) SI
- penflufen
- 0,3 -
- penflufen
- IPBC 9 1 0,3 0,90
- penflufen
- IPBC 4 1 0,1 0,27
- penflufen
- IPBC 7 3 0,3 0,71
- penflufen
- IPBC 3 2 0,1 0,61
- penflufen
- IPBC 1 1 0,3 0,52
- penflufen
- IPBC 2 3 0,3 0,42
- penflufen
- IPBC 3 7 0,3 0,32
- penflufen
- IPBC 1 4 0,5 0,37
- penflufen
- IPBC 1 9 0,7 0,30
- IPBC
- 10,0 -
Ejemplo 2
Combinaciones de penflufen y 4,5-dicloro-N-octilisotiazolin-3-ona (DCOIT) contra los destructores de la ______________________________madera Poria placenta_____________________________
- CMI contra Poria placenta (ppm) SI
- penflufen
- 0,3 -
- penflufen
- DCOIT 9 1 0,1 0,30
- penflufen
- DCOIT 4 1 0,1 0,27
- penflufen
- DCOIT 7 3 0,1 0,23
- penflufen
- DCOIT 3 2 0,1 0,20
- penflufen
- DCOIT 1 1 0,3 0,51
- penflufen
- DCOIT 2 3 0,3 0,41
- penflufen
- DCOIT 3 7 0,3 0,31
- penflufen
- DCOIT 1 4 0,5 0,35
- penflufen
- DCOIT 1 9 1,0 0,38
- DCOIT
- 20,0 -
Ejemplo 3
Combinaciones de penflufen y N-(3-aminopropil)-N-dodecil-1,3-propandiamina (Lonzabac) contra los
destructores de la madera Coriolus versicolor
- CMI contra Coriolus versicolor (ppm) SI
- penflufen
- 0,5 -
- penflufen
- Lonzabac 9 1 0,3 0,54
- penflufen
- Lonzabac 4 1 0,3 0,48
- penflufen
- Lonzabac 7 3 0,3 0,42
- penflufen
- Lonzabac 3 2 0,5 0,60
- penflufen
- Lonzabac 1 1 0,1 0,10
- penflufen
- Lonzabac 2 3 0,1 0,08
- Lonzabac
- 30,0 -
Ejemplo 4
Combinaciones de penflufen y cloruro de didecildimetilamonio (DDAC) contra los destructores de la madera ______________________________Coriolus versicolor y Poria placenta______________________________
- CMI (ppm) SI
- Coriolus versicolor
- Poria placenta Coriolus versicolor Poria placenta
- penflufen |
- 0,1 0,1
- penflufen
- DDAC 7 3 0,1 0,1 0,70 0,70
- penflufen
- DDAC 6 4 0,1 0,1 0,60 0,60
- penflufen
- DDAC 1 1 0,1 0,1 0,50 0,50
- penflufen
- DDAC 4 6 0,1 0,1 0,40 0,40
- penflufen
- DDAC 3 7 0,1 0,1 0,30 0,30
- penflufen
- DDAC 2 8 0,1 0,1 0,20 0,20
- penflufen
- DDAC 1 9 0,3 0,3 0,30 0,69
- DDAC
- 60,0 100,0
Ejemplo 5
Combinaciones de penflufen y propionato de didecilmetilpoli(oxietil)amonio (propionato de DDA) contra los 5 ________________destructores de la madera Stereum sanguinolentum y Poria placenta________________
- CMI (ppm) SI
- Stereum sanguinolentumm
- Poria placenta Stereum sanguinolentumm Poria placenta
- penflufen
- 3,0 0,3
- penflufen: propionato de DDA
- 8:2 0,7 0,1 0,19 0,27
- penflufen: propionato de DDA
- 7:3 0,7 0,3 0,17 0,70
- penflufen: propionato de DDA
- 6:4 3,0 0,1 0,64 0,20
- penflufen: propionato de DDA
- 1:1 3,0 0,1 0,55 0,17
- penflufen : propionato de DDA
- 4:6 3,0 0,3 0,46 0,40
- penflufen: propionato de DDA
- 3:7 1,0 0,5 0,12 0,50
- penflufen: propionato de DDA
- 2:8 3,0 0,7 0,28 0,47
- penflufen: propionato de DDA
- 1:9 3,0 0,7 0,19 0,24
- propionato de DDA
- 30,0 100,0
Ejemplo 6
10 Combinaciones de penflufen y cloruro de benzalconio contra los destructores de la madera Poria placenta
- CMI contra Poria placenta (ppm) SI
- penflufen
- 0,3 -
- penflufen : cloruro de benzalconio 1 : 1
- 0,3 0,50
- penflufen : cloruro de benzalconio 4 : 6
- 0,3 0,40
- penflufen : cloruro de benzalconio 3 : 7
- 0,.5 0,50
- penflufen : cloruro de benzalconio 2 : 8
- 0,5 0,34
- penflufen : cloruro de benzalconio 1 : 9
- 1,0 0,34
- cloruro de benzalconio
- 100,0 -
Ejemplo 7
Combinaciones de penflufen y una mezcla de carbonato de didecildimetilamonio e hidrogenocarbonato de 15 didecildimetilo (Carboquat) contra los destructores de la madera Stereum sanguinolentum y Poria placenta^
- CMI (ppm) SI
- Stereum sanguinolentumm
- Poria placentaa Stereum sanguinolentumm Poria placentaa
- penflufen
- 3,0 0,3
- penflufen : Carboquat
- 7 : 3 3,0 0,3 0,7 0,7
- penflufen : Carboquat
- 6 : 4 1,0 0,3 0,2 0,6
- penflufen : Carboquat
- 1 : 1 3,0 0,3 0,6 0,5
- penflufen : Carboquat
- 4 : 6 3,0 0,3 0,5 0,4
- penflufen : Carboquat
- 3 : 7 3,0 0,5 0,4 0,5
- penflufen : Carboquat
- 2 : 8 3,0 1,0 0,3 0,7
- Carboquat
- 7 : 3 30,0 30,0
Ejemplo 8
5 Combinaciones de penflufen y oxido de boro (B2O3) contra los destructores de la madera Coniophora
_________________________________puteana_________________________________
- CMI contra Coniophora puteana (ppm) SI
- penflufen
- 0,7 -
- penflufen
- oxido de boro 7 3 0,3 0,30
- penflufen
- oxido de boro 6 4 0,5 0,43
- penflufen
- oxido de boro 1 1 1,0 0,72
- penflufen
- oxido de boro 4 6 0,7 0,40
- oxido de boro
- 100 -
Ejemplo 9
10 Combinaciones de penflufen y acido borico contra los destructores de la madera Coriolus versicolor y ___________________________________Gloeophyllum trabeum_________________________________
- CMI (ppm) SI
- Coriolus versicolor Gloeophyllum trabeum Coriolus versicolor Gloeophyllum trabeum
- penflufen
- 0,1 0,3
- penflufen : acido borico
- 7 3 0,1 0,3 0,70 0,70
- penflufen : acido borico
- 6 4 0,1 0,3 0,60 0,60
- penflufen : acido borico
- 1 1 0,1 0,3 0,50 0,50
- penflufen : acido borico
- 4 6 0,1 0,5 0,40 0,67
- penflufen : acido borico
- 3 7 0,1 0,7 0,30 0,70
- penflufen : acido borico
- 2 8 0,1 0,7 0,20 0,47
- penflufen : acido borico
- 1 9 0,3 0,30
- acido borico
- 100,0 100,0
Ejemplo 10
15 Com binaciones de penflufen y borato de sodio contra los destructores de la madera Poria placenta
- CMI contra Poria placenta (ppm) SI
- penflufen
- 0,3 -
- penflufen : borato de sodio 9
- 1 0,1 0,30
- penflufen : borato de sodio 8
- 2 0,1 0,27
- penflufen : borato de sodio 7
- 3 0,1 0,23
- penflufen : borato de sodio 6
- 4 0,1 0,20
- penflufen : borato de sodio 1
- 1 0,1 0,17
- penflufen : borato de sodio 4
- 6 0,1 0,13
- penflufen : borato de sodio 3
- 7 0,1 0,10
- penflufen : borato de sodio 2
- 8 0,1 0,07
- penflufen : borato de sodio 1
- 9 0,5 0,17
- borato de sodio
- 100,0 -
Ejemplo 11
Combinaciones de penflufen y o-fenilfenol contra los destructores de la madera Gloeophyllum trabeum
- CMI contra Gloeophyllum trabeum (ppm) SI
- penflufen
- 0,7 -
- penflufen : o-fenilfenol 7 : 3
- 0,7 0,70
- penflufen : o-fenilfenol 6 : 4
- 0,5 0,43
- penflufen : o-fenilfenol 1 : 1
- 1,0 0,72
- penflufen : o-fenilfenol 4 : 6
- 0,7 0,41
- penflufen : o-fenilfenol 3 : 7
- 0,7 0,31
- penflufen : o-fenilfenol 2 : 8
- 1,0 0,30
- penflufen : o-fenilfenol 1 : 9
- 3,0 0,47
- o-fenilfenol
- 60,0 -
Claims (14)
- 51015202530354045505560REIVINDICACIONES1. Composiciones, que contienena) penflufen y sus sales o compuestos de adicion de acido yb) al menos un compuesto seleccionado del grupo deo-fenilfenol y sus sales de metal alcalino y alcalinoterreo, compuestos de boro, compuestos de formula (II)((R1R2R3R4)N)nX (II)en la queR1 o R2 pueden ser iguales o distintos y representan independientemente entre si alquilo C1-C6 yR3 o R4 pueden ser iguales o distintos y se seleccionan independientemente entre si del grupo de alquilo C6-C22, alquenilo C6-C22, arilo C6-C24, cicloalquilo C5-C20 o restos de formula (IV)-[CH2-CH2-O]z-CH2-CH2-OH (IV)en la que z = 1, 2, 3, 4, 5, 6, 7, 8, 9 o 10 y X es un anion cargado n-veces yn representa un numero entero cualquiera mayor de cero, isotiazolinonas, carbamato de 3-yodo-2-propinil-N- butilo, carbamatos de 3-yodo-2-propinil-cicloalquilo, carbamato de 3-yodo-2-propinil-arilo y compuestos de formula (III)
imagen1 en la que R5 representa alquilo C8-C18, alquenilo C8-C18 o cicloalquilo C5-C20 y m e y pueden ser iguales o distintos y representan un numero 1, 2, 3, 4, 5 o 6 as! como sus compuestos de adicion de acido. - 2. Composicion de acuerdo con la reivindicacion 1, caracterizada por que el compuesto de boro se selecciona del grupo de decahidrato de tetraborato de disodio (borax), acido borico, ester de acido borico, oxido de boro y tetrahidrato de octaborato de disodio.
- 3. Composicion de acuerdo con al menos una de las reivindicaciones 1 o 2, caracterizada por que la isotiazolinona se selecciona del grupo de N-metilisotiazolin-3-ona, 5-cloro-N-metilisotiazolin-3-ona, 4,5-dicloro-N-octil-isotiazolin-3- ona, 5-cloro-N-octilisotiazolinona, N-octil-isotiazolin-3-ona, 4,5-trimetilen-isotiazolinona y 4,5-benzisotiazolinona.
- 4. Composicion de acuerdo con al menos una de las reivindicaciones 1 a 3, caracterizada por que R3 o R4 en los compuestos de formula (II) pueden ser iguales o distintos y se seleccionan independientemente entre si del grupo de bencilo, -CH2-CH2-O-CH2-CH2-OH, -[CH2-CH2-O]2-CH2-CH2-OH, -[CH2-CH2-O]a-CH2-CH2-OH, -[CH2-CH2-O]4-CH2- CH2-OH, diclorobencilo, n-, iso-nonilo, n-, iso-decilo, n-, iso-dodecilo, n-, iso-hexadecilo, n-, iso-octenilo, n-, iso- nonenilo o n-, iso-decenilo y R1 y R2 representan metilo.
- 5. Composicion de acuerdo con al menos una de las reivindicaciones 1 a 4, caracterizada por que los compuestos de formula (III) se seleccionan del grupo de N-(3-aminopropil)-N-dodecil-1,3-propandiamina, N-(3-aminopropil)-N- decil-1,3-propandiamina, N-(3-aminopropil)-N-tetradecil-1,3-propandiamina as! como sus compuestos de adicion de acido.
- 6. Composicion de acuerdo con al menos una de las reivindicaciones 1 a 5, caracterizada por que esta contenido al menos el 75 % en peso - 85 % en peso de penflufen y el 15 % en peso - 25 % en peso de carbamato de 3-yodo-2- propinil-N-butilo.
- 7. Composicion de acuerdo con al menos una de las reivindicaciones 1 a 6, caracterizada por que esta contenido al menos el 50 % en peso de penflufen y al menos el 10 % en peso de 4,5-dicloro-N-octilisotiazolin-3-ona.
- 8. Composiciones de acuerdo con una o varias de las reivindicaciones 1 a 7, caracterizadas por que la composicion contienea) penflufen y sus sales o compuestos de adicion de acido yb) al menos un compuesto seleccionado del grupo de o-fenilfenol y sus sales de metal alcalino y alcalinoterreo51015202530354045505560borato de sodio, acido borico, oxido de boro,cloruro de benzalconio, cloruro de didecildimetilamonio, propionato de didecilmetilpoli(oxietil)amonio, carbonato de didecildimetilamonio, hidrogenocarbonato de didecildimetil-amonio o una mezcla de carbonato de didecildimetil-amonio e hidrogenocarbonato de didecildimetilamonio, 4,5-dicloro-N-octilisotiazolin-3-ona, carbamato de 3-yodo-2-propinil-N-butilo, N-(3-aminopropil)-N-dodecil-1,3-propandiamina.
- 9. Uso de composiciones de acuerdo con al menos una de las reivindicaciones 1 a 8 para la protection de materiales tecnicos frente al ataque y/o la destruction por microorganismos.
- 10. Uso de acuerdo con la reivindicacion 9, caracterizado por que el material tecnico es madera, material derivado de la madera o material compuesto de madera-plastico.
- 11. Uso de acuerdo con la reivindicacion 10 para la proteccion de madera, material derivado de la madera o material compuesto de madera-plastico contra basidiomicetos destructores de la madera, en particular holobasidiomicetos.
- 12. Uso de acuerdo con la reivindicacion 11 para la proteccion de madera, material derivado de la madera o material compuesto de madera-plastico contra basidiomicetos destructores de la madera, caracterizado por que en el caso de los basidiomicetos destructores de la madera se trata de especies de los generos Gloeophyllum, Coniophora, Coriolus, Stereum o Poria.
- 13. Materiales tecnicos, en particular madera, material derivado de la madera o material compuesto de madera- plastico que contienena) penflufen y sus sales o compuestos de adicion de acido yb) al menos un compuesto seleccionado del grupo deo-fenilfenol y sus sales de metal alcalino y alcalinoterreo, compuestos de boro, compuestos de formula (II)((R1R2R3R4)N)nX (II)en la queR1 o R2 pueden ser iguales o distintos y representan independientemente entre si alquilo C1-C6 yR3 o R4 pueden ser iguales o distintos y se seleccionan independientemente entre si del grupo de alquilo C6-C22, alquenilo C6-C22, arilo C6-C24, cicloalquilo C5-C20 o restos de formula (IV)-[CH2-CH2-O]z-CH2-CH2-OH (IV)en la que z = 1, 2, 3, 4, 5, 6, 7, 8, 9 o 10 y X es un anion cargado n-veces y n representa un numero entero cualquiera mayor de cero, isotiazolinonas, carbamato de 3-yodo-2-propinil-N-butilo, carbamatos de 3-yodo-2- propinil-cicloalquilo, carbamato de 3-yodo-2-propinil-arilo y compuestos de formula (III)
imagen2 en la queR5 representa alquilo C8-C18, alquenilo C8-C18 o cicloalquilo C6-C20 ym e y pueden ser iguales o distintos y representan un numero 1, 2, 3, 4, 5 o 6 as! como sus compuestos de adicion de acido. - 14. Procedimiento para la proteccion de materiales tecnicos frente al ataque y/o la destruccion por microorganismos, caracterizado por que se deja actuar al menos una composition, que contienea) penflufen y sus sales o compuestos de adicion de acido yb) al menos un compuesto seleccionado del grupo deo-fenilfenol y sus sales de metal alcalino y alcalinoterreo, compuestos de boro, compuestos de formula (II)((R1R2R3R4)N)nX (II)en la que101520R1 o R2 pueden ser iguales o distintos y representan independientemente entre si alquilo C1-C6 yR3 o R4 pueden ser iguales o distintos y se seleccionan independientemente entre si del grupo de alquilo C6-C22, alquenilo C6-C22, arilo C6-C24, cicloalquilo C5-C20 o restos de formula (IV)-[CH2-CH2-O]z-CH2-CH2-OH (IV)en la que z = 1, 2, 3, 4, 5, 6, 7, 8, 9 o 10 y X es un anion cargado n-veces y n representa un numero entero cualquiera mayor de cero, isotiazolinonas, carbamato de 3-yodo-2-propinil-N-butilo, carbamatos de 3-yodo-2- propinil-cicloalquilo, carbamato de 3-yodo-2-propinil-arilo y compuestos de formula (III)
imagen3 en la queR5 representa alquilo C8-C18, alquenilo C8-C18 o cicloalquilo C5-C20 ym e y pueden ser iguales o distintos y representan un numero 1, 2, 3, 4, 5 o 6, as! como sus compuestos de adicion de acido,sobre el microorganismo o su habitat.
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP10188713A EP2443928A1 (de) | 2010-10-25 | 2010-10-25 | Fungizide Penflufen Mischungen |
| EP10188713 | 2010-10-25 | ||
| EP10190017 | 2010-11-04 | ||
| EP10190017 | 2010-11-04 | ||
| PCT/EP2011/067165 WO2012055674A1 (de) | 2010-10-25 | 2011-09-30 | Fungizide penflufen mischungen |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2602472T3 true ES2602472T3 (es) | 2017-02-21 |
Family
ID=45993191
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES11764728.9T Active ES2602472T3 (es) | 2010-10-25 | 2011-09-30 | Mezclas fungicidas de penflufen |
Country Status (23)
| Country | Link |
|---|---|
| US (2) | US20140088041A1 (es) |
| EP (1) | EP2632267B1 (es) |
| JP (1) | JP5905016B2 (es) |
| KR (1) | KR101533168B1 (es) |
| CN (3) | CN103179858B (es) |
| AU (4) | AU2011322862B2 (es) |
| BR (1) | BR112013009897B1 (es) |
| CA (2) | CA2815033C (es) |
| CL (2) | CL2013001127A1 (es) |
| DK (1) | DK2632267T3 (es) |
| ES (1) | ES2602472T3 (es) |
| HU (1) | HUE030648T2 (es) |
| LT (1) | LT2632267T (es) |
| MX (1) | MX368649B (es) |
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| WO (1) | WO2012055674A1 (es) |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| IT1403275B1 (it) | 2010-12-20 | 2013-10-17 | Isagro Ricerca Srl | Indanilanilidi ad elevata attività fungicida e loro composizioni fitosanitarie |
| ITMI20121045A1 (it) | 2012-06-15 | 2013-12-16 | Isagro Ricerca Srl | Composizioni sinergiche per la protezione di colture agrarie e relativo uso |
| KR20150087350A (ko) * | 2012-11-19 | 2015-07-29 | 아치 우드 프로텍션, 인코포레이티드 | 숙신산탈수소효소 억제제를 포함하는 조성물 |
| US10070649B2 (en) | 2013-01-30 | 2018-09-11 | Agrofresh Inc. | Volatile applications against pathogens |
| US11039617B2 (en) | 2013-01-30 | 2021-06-22 | Agrofresh Inc. | Large scale methods of uniformly coating packaging surfaces with a volatile antimicrobial to preserve food freshness |
| CN103329905B (zh) * | 2013-07-24 | 2014-08-27 | 安徽省农业科学院植物保护与农产品质量安全研究所 | 一种含氟唑菌苯胺和井冈霉素的杀菌组合物 |
| CN105028459A (zh) * | 2015-07-14 | 2015-11-11 | 江西正邦生物化工有限责任公司 | 含有氟唑菌苯胺与噻虫嗪的种子处理可分散粒剂及其制备方法 |
| CN105211073A (zh) * | 2015-08-31 | 2016-01-06 | 陕西西大华特科技实业有限公司 | 一种含噻霉酮和琥珀酸脫氢酶抑制剂的杀菌组合物、农药及其应用 |
| NZ740080A (en) * | 2015-09-02 | 2022-05-27 | Lanxess Deutschland Gmbh | Biocidal mixtures |
| JP6577138B2 (ja) * | 2015-09-02 | 2019-09-18 | ランクセス・ドイチュランド・ゲーエムベーハー | ペンフルフェン含有ポリマー粒子 |
| WO2017155879A1 (en) | 2016-03-07 | 2017-09-14 | Agrofresh Inc. | Synergistic methods of using benzoxaborole compounds and preservative gases as an antimicrobial for crops |
| KR102529483B1 (ko) * | 2016-06-30 | 2023-05-08 | 다우 글로벌 테크놀로지스 엘엘씨 | 카르밤산 3-요오드-2-프로피닐-부틸 및 디아민의 상승작용적 조합 |
| WO2018112060A1 (en) | 2016-12-16 | 2018-06-21 | Koppers Performance Chemicals Inc. | Wood preservative and method for producing same |
| JP6978766B2 (ja) * | 2017-08-10 | 2021-12-08 | 住化エンバイロメンタルサイエンス株式会社 | 切り花延命剤 |
| CN108908594B (zh) * | 2018-08-02 | 2020-09-08 | 安徽信达家居有限公司 | 一种延长防霉型竹材有效时间的处理方法 |
| RU2701941C1 (ru) * | 2018-11-26 | 2019-10-02 | Государственное бюджетное учреждение Республики Башкортостан "Научно-исследовательский технологический институт гербицидов и регуляторов роста растений с опытно-экспериментальным производством Академии наук Республики Башкортостан" | Фунгицидное средство |
| KR102176682B1 (ko) * | 2020-09-14 | 2020-11-09 | (주)서해씨엔씨 | 하이브리드 광촉매 살균제의 제조방법 및 그에 의해 제조된 하이브리드 광촉매 살균제 |
| DE102021003200A1 (de) * | 2021-06-22 | 2022-12-22 | Giesecke+Devrient Currency Technology Gmbh | Biozides Papier, biozides Wertdokument und Verfahren zu seiner Herstellung |
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| CN1060486A (zh) * | 1991-11-18 | 1992-04-22 | 铁道部成都木材防腐厂 | 无机型木材阻燃防腐剂 |
| DE19548873A1 (de) * | 1995-12-27 | 1997-07-03 | Bayer Ag | Wirkstoffkombinationen |
| SG75982A1 (en) * | 1998-12-03 | 2000-10-24 | Medinol Ltd | Controlled detachment stents |
| EP1298997B1 (en) * | 2000-06-30 | 2007-03-14 | Lonza Inc. | Use of compositions comprising a boron compound and an amine oxide as a wood preservative and waterproofer for wood |
| JP3542940B2 (ja) * | 2001-04-27 | 2004-07-14 | 日華化学株式会社 | 殺菌消毒剤、抗菌性薬剤及び抗菌性材料 |
| DE10136065A1 (de) * | 2001-07-25 | 2003-02-13 | Bayer Cropscience Ag | Pyrazolylcarboxanilide |
| EP1448052B1 (en) * | 2001-11-21 | 2007-03-21 | Altachem Pharma Ltd. | Anti-pathogenic composition useful in blood preservation |
| DE10349501A1 (de) | 2003-10-23 | 2005-05-25 | Bayer Cropscience Ag | Synergistische fungizide Wirkstoffkombinationen |
| EP1697329A1 (de) | 2003-12-18 | 2006-09-06 | Bayer CropScience Aktiengesellschaft | Optisch aktive carboxamide und deren verwendung zur bekämpfung von unerwünschten mikroorganismen |
| ATE371371T1 (de) * | 2004-02-04 | 2007-09-15 | Janssen Pharmaceutica Nv | Synergistische antifungale ddac-zusammensetzungen |
| DE102005022147A1 (de) * | 2005-04-28 | 2006-11-02 | Bayer Cropscience Ag | Wirkstoffkombinationen |
| UA89673C2 (ru) * | 2005-04-28 | 2010-02-25 | Байер Кропсайенс Аг | Комбинация активных веществ для борьбы с нежелательными вредителями животных |
| DE102005025989A1 (de) * | 2005-06-07 | 2007-01-11 | Bayer Cropscience Ag | Carboxamide |
| DE102005043138A1 (de) * | 2005-09-10 | 2007-03-15 | Lanxess Deutschland Gmbh | Fungizide Mischungen für den Holzschutz |
| EP2001299A2 (de) | 2006-03-24 | 2008-12-17 | Bayer CropScience Aktiengesellschaft | Fungizide wirkstoffkombinationen |
| GB0615213D0 (en) | 2006-07-31 | 2006-09-06 | Syngenta Participations Ag | Fungicidal compounds and compositions |
| EP2000030A1 (de) * | 2007-06-06 | 2008-12-10 | Bayer CropScience AG | Fungizide Wirkstoffkombinationen |
| JP4944844B2 (ja) * | 2007-07-18 | 2012-06-06 | ローム アンド ハース カンパニー | 殺微生物組成物 |
| EP2234489B1 (en) | 2008-01-15 | 2017-04-12 | Bayer Intellectual Property GmbH | Pesticide composition comprising a tetrazolyloxime derivative and a fungicide or an insecticide active substance |
| CN101965128B (zh) | 2008-02-05 | 2014-10-01 | 巴斯夫欧洲公司 | 植物健康组合物 |
| AU2009211418A1 (en) | 2008-02-05 | 2009-08-13 | Basf Se | Pesticidal mixtures |
| WO2011051243A1 (en) * | 2009-10-29 | 2011-05-05 | Bayer Cropscience Ag | Active compound combinations |
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