ES2875559T3 - Concentrado emulsionable - Google Patents
Concentrado emulsionable Download PDFInfo
- Publication number
- ES2875559T3 ES2875559T3 ES18700614T ES18700614T ES2875559T3 ES 2875559 T3 ES2875559 T3 ES 2875559T3 ES 18700614 T ES18700614 T ES 18700614T ES 18700614 T ES18700614 T ES 18700614T ES 2875559 T3 ES2875559 T3 ES 2875559T3
- Authority
- ES
- Spain
- Prior art keywords
- alkyl
- pesticide
- plants
- emulsifiable concentrate
- weight
- 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.)
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- 239000004495 emulsifiable concentrate Substances 0.000 title claims abstract description 49
- 239000000575 pesticide Substances 0.000 claims abstract description 37
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 32
- 239000002736 nonionic surfactant Chemical group 0.000 claims abstract description 28
- 150000001408 amides Chemical class 0.000 claims abstract description 26
- 239000004806 diisononylester Substances 0.000 claims abstract description 7
- 239000000417 fungicide Substances 0.000 claims description 31
- 239000004009 herbicide Substances 0.000 claims description 28
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 25
- 239000000203 mixture Substances 0.000 claims description 22
- 239000000839 emulsion Substances 0.000 claims description 20
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 claims description 18
- 230000000855 fungicidal effect Effects 0.000 claims description 16
- 230000002363 herbicidal effect Effects 0.000 claims description 12
- 238000000034 method Methods 0.000 claims description 12
- OLAQBFHDYFMSAJ-UHFFFAOYSA-L 1,2-bis(7-methyloctyl)cyclohexane-1,2-dicarboxylate Chemical compound CC(C)CCCCCCC1(C([O-])=O)CCCCC1(CCCCCCC(C)C)C([O-])=O OLAQBFHDYFMSAJ-UHFFFAOYSA-L 0.000 claims description 10
- 239000012141 concentrate Substances 0.000 claims description 10
- 150000003852 triazoles Chemical class 0.000 claims description 10
- 241000607479 Yersinia pestis Species 0.000 claims description 8
- 239000002253 acid Substances 0.000 claims description 8
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 7
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- 230000001105 regulatory effect Effects 0.000 claims description 2
- QSAWQNUELGIYBC-UHFFFAOYSA-N cyclohexane-1,2-dicarboxylic acid Chemical compound OC(=O)C1CCCCC1C(O)=O QSAWQNUELGIYBC-UHFFFAOYSA-N 0.000 claims 1
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 1
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- NLKUPINTOLSSLD-UHFFFAOYSA-L calcium;4-(1-oxidopropylidene)-3,5-dioxocyclohexane-1-carboxylate Chemical compound [Ca+2].CCC([O-])=C1C(=O)CC(C([O-])=O)CC1=O NLKUPINTOLSSLD-UHFFFAOYSA-L 0.000 description 5
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- PXMNMQRDXWABCY-UHFFFAOYSA-N 1-(4-chlorophenyl)-4,4-dimethyl-3-(1H-1,2,4-triazol-1-ylmethyl)pentan-3-ol Chemical compound C1=NC=NN1CC(O)(C(C)(C)C)CCC1=CC=C(Cl)C=C1 PXMNMQRDXWABCY-UHFFFAOYSA-N 0.000 description 4
- IAJOBQBIJHVGMQ-UHFFFAOYSA-N 2-amino-4-[hydroxy(methyl)phosphoryl]butanoic acid Chemical compound CP(O)(=O)CCC(N)C(O)=O IAJOBQBIJHVGMQ-UHFFFAOYSA-N 0.000 description 4
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- YNWVFADWVLCOPU-MDWZMJQESA-N (1E)-1-(4-chlorophenyl)-4,4-dimethyl-2-(1H-1,2,4-triazol-1-yl)pent-1-en-3-ol Chemical compound C1=NC=NN1/C(C(O)C(C)(C)C)=C/C1=CC=C(Cl)C=C1 YNWVFADWVLCOPU-MDWZMJQESA-N 0.000 description 3
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- UFAPVJDEYHLLBG-UHFFFAOYSA-N 2-{2-chloro-4-(methylsulfonyl)-3-[(tetrahydrofuran-2-ylmethoxy)methyl]benzoyl}cyclohexane-1,3-dione Chemical compound ClC1=C(COCC2OCCC2)C(S(=O)(=O)C)=CC=C1C(=O)C1C(=O)CCCC1=O UFAPVJDEYHLLBG-UHFFFAOYSA-N 0.000 description 3
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- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
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- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
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- NWBJYWHLCVSVIJ-UHFFFAOYSA-N N-benzyladenine Chemical compound N=1C=NC=2NC=NC=2C=1NCC1=CC=CC=C1 NWBJYWHLCVSVIJ-UHFFFAOYSA-N 0.000 description 3
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- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
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- AGKSTYPVMZODRV-UHFFFAOYSA-N imibenconazole Chemical compound C1=CC(Cl)=CC=C1CSC(CN1N=CN=C1)=NC1=CC=C(Cl)C=C1Cl AGKSTYPVMZODRV-UHFFFAOYSA-N 0.000 description 3
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- JLIDBLDQVAYHNE-YKALOCIXSA-N (+)-Abscisic acid Chemical compound OC(=O)/C=C(/C)\C=C\[C@@]1(O)C(C)=CC(=O)CC1(C)C JLIDBLDQVAYHNE-YKALOCIXSA-N 0.000 description 2
- KAATUXNTWXVJKI-NSHGMRRFSA-N (1R)-cis-(alphaS)-cypermethrin Chemical compound CC1(C)[C@@H](C=C(Cl)Cl)[C@H]1C(=O)O[C@H](C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 KAATUXNTWXVJKI-NSHGMRRFSA-N 0.000 description 2
- NYHLMHAKWBUZDY-QMMMGPOBSA-N (2s)-2-[2-chloro-5-[2-chloro-4-(trifluoromethyl)phenoxy]benzoyl]oxypropanoic acid Chemical compound C1=C(Cl)C(C(=O)O[C@@H](C)C(O)=O)=CC(OC=2C(=CC(=CC=2)C(F)(F)F)Cl)=C1 NYHLMHAKWBUZDY-QMMMGPOBSA-N 0.000 description 2
- PPDBOQMNKNNODG-NTEUORMPSA-N (5E)-5-(4-chlorobenzylidene)-2,2-dimethyl-1-(1,2,4-triazol-1-ylmethyl)cyclopentanol Chemical compound C1=NC=NN1CC1(O)C(C)(C)CC\C1=C/C1=CC=C(Cl)C=C1 PPDBOQMNKNNODG-NTEUORMPSA-N 0.000 description 2
- JWUCHKBSVLQQCO-UHFFFAOYSA-N 1-(2-fluorophenyl)-1-(4-fluorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethanol Chemical compound C=1C=C(F)C=CC=1C(C=1C(=CC=CC=1)F)(O)CN1C=NC=N1 JWUCHKBSVLQQCO-UHFFFAOYSA-N 0.000 description 2
- WURBVZBTWMNKQT-UHFFFAOYSA-N 1-(4-chlorophenoxy)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)butan-2-one Chemical compound C1=NC=NN1C(C(=O)C(C)(C)C)OC1=CC=C(Cl)C=C1 WURBVZBTWMNKQT-UHFFFAOYSA-N 0.000 description 2
- VGPIBGGRCVEHQZ-UHFFFAOYSA-N 1-(biphenyl-4-yloxy)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)butan-2-ol Chemical compound C1=NC=NN1C(C(O)C(C)(C)C)OC(C=C1)=CC=C1C1=CC=CC=C1 VGPIBGGRCVEHQZ-UHFFFAOYSA-N 0.000 description 2
- LQDARGUHUSPFNL-UHFFFAOYSA-N 1-[2-(2,4-dichlorophenyl)-3-(1,1,2,2-tetrafluoroethoxy)propyl]1,2,4-triazole Chemical compound C=1C=C(Cl)C=C(Cl)C=1C(COC(F)(F)C(F)F)CN1C=NC=N1 LQDARGUHUSPFNL-UHFFFAOYSA-N 0.000 description 2
- PZBPKYOVPCNPJY-UHFFFAOYSA-N 1-[2-(allyloxy)-2-(2,4-dichlorophenyl)ethyl]imidazole Chemical compound ClC1=CC(Cl)=CC=C1C(OCC=C)CN1C=NC=C1 PZBPKYOVPCNPJY-UHFFFAOYSA-N 0.000 description 2
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- STMIIPIFODONDC-UHFFFAOYSA-N 2-(2,4-dichlorophenyl)-1-(1H-1,2,4-triazol-1-yl)hexan-2-ol Chemical compound C=1C=C(Cl)C=C(Cl)C=1C(O)(CCCC)CN1C=NC=N1 STMIIPIFODONDC-UHFFFAOYSA-N 0.000 description 2
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- NFACJZMKEDPNKN-UHFFFAOYSA-N trichlorfon Chemical compound COP(=O)(OC)C(O)C(Cl)(Cl)Cl NFACJZMKEDPNKN-UHFFFAOYSA-N 0.000 description 1
- DQJCHOQLCLEDLL-UHFFFAOYSA-N tricyclazole Chemical compound CC1=CC=CC2=C1N1C=NN=C1S2 DQJCHOQLCLEDLL-UHFFFAOYSA-N 0.000 description 1
- 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
- XAIPTRIXGHTTNT-UHFFFAOYSA-N triflumuron Chemical compound C1=CC(OC(F)(F)F)=CC=C1NC(=O)NC(=O)C1=CC=CC=C1Cl XAIPTRIXGHTTNT-UHFFFAOYSA-N 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
- RROQIUMZODEXOR-UHFFFAOYSA-N triforine Chemical compound O=CNC(C(Cl)(Cl)Cl)N1CCN(C(NC=O)C(Cl)(Cl)Cl)CC1 RROQIUMZODEXOR-UHFFFAOYSA-N 0.000 description 1
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 description 1
- RVKCCVTVZORVGD-UHFFFAOYSA-N trinexapac-ethyl Chemical group O=C1CC(C(=O)OCC)CC(=O)C1=C(O)C1CC1 RVKCCVTVZORVGD-UHFFFAOYSA-N 0.000 description 1
- KVEQCVKVIFQSGC-UHFFFAOYSA-N tritosulfuron Chemical compound FC(F)(F)C1=NC(OC)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)C(F)(F)F)=N1 KVEQCVKVIFQSGC-UHFFFAOYSA-N 0.000 description 1
- 239000002753 trypsin inhibitor Substances 0.000 description 1
- JARYYMUOCXVXNK-CSLFJTBJSA-N validamycin A Chemical compound N([C@H]1C[C@@H]([C@H]([C@H](O)[C@H]1O)O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)CO)[C@H]1C=C(CO)[C@@H](O)[C@H](O)[C@H]1O JARYYMUOCXVXNK-CSLFJTBJSA-N 0.000 description 1
- DBXFMOWZRXXBRN-LWKPJOBUSA-N valifenalate Chemical compound CC(C)OC(=O)N[C@@H](C(C)C)C(=O)NC(CC(=O)OC)C1=CC=C(Cl)C=C1 DBXFMOWZRXXBRN-LWKPJOBUSA-N 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 238000011514 vinification Methods 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 230000003612 virological effect Effects 0.000 description 1
- 241000228158 x Triticosecale Species 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
- FJBGIXKIXPUXBY-UHFFFAOYSA-N {2-[3-(4-chlorophenyl)propyl]-2,4,4-trimethyl-1,3-oxazolidin-3-yl}(imidazol-1-yl)methanone Chemical compound C1=CN=CN1C(=O)N1C(C)(C)COC1(C)CCCC1=CC=C(Cl)C=C1 FJBGIXKIXPUXBY-UHFFFAOYSA-N 0.000 description 1
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
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/02—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing liquids as carriers, diluents or solvents
- A01N25/04—Dispersions, emulsions, suspoemulsions, suspension concentrates or gels
-
- 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
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/22—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing ingredients stabilising the active ingredients
-
- 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
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/30—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests characterised by the surfactants
-
- 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
- A01N33/16—Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds containing nitrogen-to-oxygen bonds
- A01N33/18—Nitro compounds
- A01N33/20—Nitro compounds containing oxygen or sulfur attached to the carbon skeleton containing the nitro group
- A01N33/22—Nitro compounds containing oxygen or sulfur attached to the carbon skeleton containing the nitro group having at least one oxygen or sulfur atom and at least one nitro group directly attached to the same 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
- 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
- A01N43/647—Triazoles; Hydrogenated triazoles
- A01N43/653—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
Landscapes
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Health & Medical Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Toxicology (AREA)
- Dispersion Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
Un concentrado emulsionable que consiste en a. un pesticida, b. éster diisononílico del ácido 1,2-ciclohexano, c) una amida de fórmula (I) R1-C(O)N(R2)2 (I) d) en la que R1 es alquilo C5-C19 y R2 esalquilo C1-C4, y un tensioactivo no iónico.
Description
DESCRIPCIÓN
Concentrado emulsionable
La presente invención se refiere a un concentrado emulsionable que consiste en un pesticida, el éster diisononílico del ácido 1,2-ciclohexandicarboxílico, una amida de fórmula (I) como se define en el presente documento y un tensioactivo no iónico. La invención se refiere además a un procedimiento para la preparación de dicho concentrado; una emulsión obtenida mediante la mezcla de agua, un pesticida, éster de diisononilo del ácido 1,2-ciclohexandicarboxílico, un tensioactivo no iónico y una amida de fórmula (I); y a un procedimiento para controlar los hongos fitopatógenos y/o el crecimiento de plantas indeseables y/o la infestación indeseable de insectos o ácaros y/o para regular el crecimiento de las plantas, en el que se permite que el concentrado emulsionable o la emulsión actúen sobre las plagas respectivas, el hábitat de las mismas o las plantas que deben protegerse de la plaga respectiva, sobre el suelo y/o sobre las plantas indeseables y/o las plantas de cultivo y/o el hábitat de las mismas. La presente invención comprende combinaciones de características preferidas con otras características preferidas. Los concentrados emulsionables (también denominados CE) son formulaciones muy utilizadas en la protección de cultivos. Los CE se basan normalmente en disolventes hidrófobos con alto poder de disolución.
Debido a su hidrofobicidad, suelen dar lugar a emulsiones estables cuando se diluyen en agua.
El documento WO 2011/109689 describe un concentrado emulsionable que comprende un componente disolvente que comprende el éster de diisononilo del ácido 1,2-ciclohexandicarboxílico, un componente activo, y un componente emulsionante que comprende un tensioactivo aniónico, un tensioactivo no iónico y un tensioactivo diferente de dicho tensioactivo aniónico y dicho tensioactivo no iónico y que comprende al menos un bloque de óxido de etileno. WO 2001/067860 describe una formulación agrotécnica que contiene, en relación con el peso total de la formulación: a) entre el 20 y el 99,9 % en peso de al menos un éster de ácido policarboxílico ciclohexano; b) entre el 0 y el 70 % en peso de agua; c) entre el 0,1 y el 60 % en peso de al menos un agente auxiliar y/o aditivo; y d) entre el 0 y el 70 % en peso de al menos un ingrediente activo para el tratamiento de plantas. El documento WO 2012/069514 divulga concentrados emulsionables que comprenden un pesticida como el epoxiconazol, un tensioactivo no iónico, éster de diisononilo del ácido 1,2-ciclohexano-dicarboxílico, N,N-dimetildodecilamida, un copolímero de acrilato y un compuesto de lactato.
Sin embargo, sigue existiendo la necesidad en la industria agroquímica de proporcionar más concentrados emulsionables estables.
Por lo tanto, un objeto de la presente invención es proporcionar concentrados emulsionables que den lugar a emulsiones estables durante más de 24 horas.
El objeto se logró mediante un concentrado emulsionable que consiste en
a) un pesticida,
b) éster diisononílico del ácido 1,2-ciclohexano,
c) una amida de fórmula (I)
R1-C(O)N(R2)2 (I)
en la que R1 es alquilo C5-C19 y R2 es alquilo C1-C4, y
d) un tensioactivo no iónico.
Por lo general, se entiende por concentrado emulsionable las composiciones que forman una emulsión de aceite en agua al mezclarse con agua (por ejemplo, en una proporción de peso de 1 parte de concentrado por 99 partes de agua).
En el contexto de la presente invención, alquilo significa cadenas alquílicas ramificadas o lineales, así como cadenas alquílicas saturadas o insaturadas.
En una realización de la invención (c) las amidas de fórmula (I) son aquellas en las que R1 es alquilo C6-C12, o R1 es alquilo C6-C12 lineal, y R2 es metilo. En otra realización las amidas de fórmula (I) son aquellas en las que R1 es alquilo C6-C12 y R2 es metilo. En otra realización de la invención las amidas de fórmula (I) son aquellas en las que R1 es octilo y/o decilo y/o dodecilo y R2 es metilo. En otra realización de la invención, la amida de fórmula (I) es N,N-Dimetildecan-1-amida. En otra realización de la invención, la emulsión según la invención comprende del 45 al 55% en peso de amida de fórmula (I), basado en el peso total del concentrado emulsionable.
También son posibles mezclas de amidas de fórmula (I), por ejemplo mezclas en las que R1 es alquilo C6-C12 y R2 es metilo, o en las que R1 es alquilo C8-C10 o alquilo C10 o alquilo C12 y R2 es metilo. Las mezclas de amidas de fórmula (I) comprenden, en la mayoría de los casos, dos amidas de fórmula (I) en una cantidad de, en cada caso, al menos
el 30% en peso (en una realización adicional, al menos el 40% en peso) basada en la cantidad total de amidas de fórmula (I).
El término pesticida (a) se refiere a al menos una sustancia activa seleccionada del grupo de los fungicidas, insecticidas, nematicidas, herbicidas, protectores, molusquicidas, rodenticidas y/o reguladores del crecimiento. En otra realización de la invención los pesticidas son fungicidas, insecticidas, herbicidas y reguladores del crecimiento. En otra realización de la invención los pesticidas son herbicidas, fungicidas e insecticidas. También pueden utilizarse mezclas de pesticidas de dos o más de las clases mencionadas. El experto está familiarizado con estos pesticidas, que pueden encontrarse, por ejemplo, en Pesticide Manual, 14th Ed. (2006), The British Crop Protection Council, London. Los pesticidas adecuados que pueden combinarse con los componentes (b), (c) y (d) de la presente invención son:
A) estrobilurinas:
azoxistrobina, dimoxistrobina, coumoxistrobina, coumetoxistrobina, enestroburina, fluoxastrobina, kresoxim-metil, metominostrobina, orisastrobina, picoxistrobina, piraclostrobina, pirametobina, piraxistrobina, piribencarb, trifloxistrobina, 2-[2-(2,5-dimetilfeniloximetil)fenil]-3-metoxiacrilato de metilo, 2-(2-(3-(2,6-diclorofenil)-1-metilalideneaminooximetil)fenil)-2-metoxiimino-N-metilacetamida;
B) carboxamidas:
- carboxanilidas: benalaxil, benalaxil-M, benodanil, bixafen, boscalid, carboxin, fenfuram, fenhexamid, flutolanil, furametpyr, isopirazam, isotianil, kiralaxil, mepronil, metalaxil, metalaxil-M (mefenoxam), ofurace, oxadixil, oxicarboxina, penflufen (N-(2-(1,3-dimetilbutil)fenil)-1,3-dimetil-5-fluoro-1H-pirazol-4-carboxamida), pentiopirad, sedaxano, tecloftalam, tifluzamida, tiadinil, 2-amino-4-metiltiazol-5-carboxanilida, N-(3',4',5'-tri-fluorobifenil-2-il)-3-difluorometil-1-metil-1H-pirazol-4-carboxamida, N-(4'-trifluorometiltiobifenil-2-il)-3-difluorometiM-metiMH-pirazol-4-carboxamida, N-(2-(1 ,3,3-trimetilbutil)fenil)-1,3-dimetil-5-fluoro-1H-pirazol-4-carboxamida;
- morfoluros de ácidos carboxílicos: dimetomorfo, flumorfo, pirimorfo;
- benzamidas: flumetover, fluopicolide, fluopyram, zoxamid;
- otras carboxamidas: carpropamida, diclocymet, mandipropamida, oxitetraciclina, siltiofam, N-(6-metoxipiridina-3-il)ciclopropanocarboxamida;
C) azoles:
- triazoles: azaconazol, bitertanol, bromuconazol, ciproconazol, difenoconazol, diniconazol, diniconazol-M, epoxiconazol, fenbuconazol, fluquinconazol, flusilazol, flutriafol, hexaconazol, imibenconazol, ipconazol, metconazol, miclobutanil, oxpoconazol, paclobutrazol, penconazol, propiconazol, protioconazol, simeconazol, tebuconazol, tetraconazol, triadimefón, triadimenol, triticonazol, uniconazol;
- imidazoles: ciazofamida, imazalil, sulfato de imazalil, pefurazoato, procloraz, triflumizol;
- benzimidazoles: benomilo, carbendazima, fuberidazol, tiabendazol;
- otros: etaboxam, etridiazol, himexazol, 2-(4-clorofenil)-N-[4-(3,4-dimetoxifenil)isoxazol-5-il]-2-prop-2-inoxiacetamida;
D) compuestos heterocíclicos nitrogenados
- piridinas: fluazinam, pirifenox, 3-[5-(4-clorofenil)-2,3-dimetilisoxazolidin-3-il]piridina, 3-[5-(4-metilfenil)-2,3-dimetilisoxazolidin-3-il]piridina;
- pirimidinas: bupirimato, ciprodinilo, diflumetorim, fenarimol, ferimzona, mepanipirim, nitrapirina, nuarimol, pirimetanil;
- piperazinas: triforina;
- pirroles: fludioxonil, fenpiclonil;
- morfolinas: aldimorfo, dodemorfo, acetato de dodemorfo, fenpropimorfo, tridemorfo;
- piperidinas: fenpropidina;
- dicarboximidas: fluorimid, iprodione, procymidone, vinclozolin;
- anillos heterocíclicos no aromáticos de 5 miembros: famoxadón, fenamidón, flutianil, octilinona, probenazol, S-allil 5-amino-2-isopropil-3-oxo-4-ortofolil-2,3-dihidropirazol-1-tiocarboxilato;
- otros: acibenzolar-S-metilo, amisulbrom, anilazina, blasticidina-S, captafol, captan, quinometionato, dazomet, debacarb, diclomezina, difenzoquat, difenzoquat metilsulfato, fenoxanil, folpet, ácido oxolínico, piperalina, proquinazid, piroquilón, quinoxifen, triazóxido, triciclazol, 2-butoxi-6-iodo-3-propilcromen-4-one, 5-cloro-1-(4,6-dimetoxipirimidin-2-yl)-2-metil-1H-benzimidazole, 5-cloro-7-(4-metilpiperidin-1-ilo)-6-(2,4,6-trifluorofenil)-[1,2,4]triazolo[1,5-a]pirimidina, 5-etil-6-octil-[1,2,4]triazolo[1,5-a]pirimidin-7-ilamina;
E) carbamatos y ditiocarbamatos
- tio- y ditiocarbamatos: ferbam, mancozeb, maneb, metam, metasulfocarb, metiram, propineb, tiram, zineb, ziram;
- carbamatos: dietofencarb, bentiavalicarb, iprovalicarb, propamocarb, clorhidrato de propamocarb, valifenal, (4-fluorofenil) N-(1-(4-cianofenil)etanosulfonil)-but-2-il)carbamato;
F) otros fungicidas
- guanidinas: dodina, dodina base libre, guazatina, acetato de guazatina, iminoctadina, iminoctadina triacetato, iminoctadina tris(albesilato);
- antibióticos: kasugamicina, clorhidrato de kasugamicina hidrato, polioxinas, estreptomicina, validamicina A; - derivados del nitrofenilo: binapacrilo, dicloran, dinobuton, dinocap, nitrotal-isopropilo, tecnazeno;
- compuestos organometálicos: sales de fentina como, por ejemplo, acetato de fentina, cloruro de fentina, hidróxido de fentina;
- compuestos heterocíclicos sulfurosos: ditianón, isoprotiolano;
- compuestos organofosforados: edifenfos, fosetil, fosetil-aluminio, iprobenfos, ácido fosforoso y sus sales, pirazofos, tolclofos-metil;
- compuestos organoclorados: clortalonil, diclofluanida, diclorfeno, flusulfamida, hexaclorobenceno, pencicurón, pentaclorofenol y sus sales, ftalida, quintoceno, tiofanato-metilo, tolilfluanida, N-(4-cloro-2-nitrofenil)-N-etil-4-metilbencenosulfonamida;
- sustancias activas inorgánicas: ácido fosforoso y sus sales, mezcla bordelesa, sales de cobre como, por ejemplo, acetato de cobre, hidróxido de cobre, oxicloruro de cobre, sulfato básico de cobre, azufre;
- productos biológicos para la lucha contra los hongos, productos para el fortalecimiento de las plantas: Bacillus subtilis cepa NRRL No. B-21661 (por ejemplo los productos RHAPSODY®, SERENADE® MAX y SERENADE® ASO de AgraQuest, Inc., USA.), Bacillus pumilus cepa NRRL No. B-30087 (por ejemplo SONATA® y BALLAD® Plus de AgraQuest, Inc, USA), Ulocladium oudemansii (por ejemplo BoTrY-ZEN de BotriZen Ltd., Nueva Zelanda), quitosano (por ejemplo ARMOUR-ZEN de BotriZen Ltd., Nueva Zelanda).
- otros: bifenilo, bronopol, ciflufenamida, cimoxanilo, difenilamina, metrafenón, mildiomicina, oxina-cobre, prohexadiona-calcio, espiroxamina, tolilfluanida, N-(ciclopropilmetoxi-imino-(6-difluorometoxi-2,3-difluorofenil)metil)-2-fenilacetamida, N'-(4-(4-cloro-3-trifluorometilfenoxi)-2,5-dimetilfenil)-N-etil-N-metilformamidina, N'-(4-(4-fluoro-3-trifluorometilfenoxi)-2,5-dimetilfenil)-N-etil-N-metilformamidina, N'-(2-metil-5-trifluorometil-4-(3-trimetilsilanilpropoxi)fenil)-N-etil-N-metilformamidina, N'-(5-difluorometil-2-metil-4-(3-trimetilsilanilpropoxi)fenil)-N-etil-N-metilformamidina, N-metil-(1,2,3,4-tetrahidronaftaleno-1-il)-2-{1-[2-(5-metil-3-trifluorometilpirazol-1 -il)acetil]piperidin-4-il}tiazol-4-carboxilato, N-metil-(R)-1,2,3,4-tetrahidronaftaleno-1-il 2-{1-[2-(5-metil-3-trifluorometilpirazol-1-il)acetil]piperidin-4-il}tiazol-4-carboxilato, acetato de 6-tert-butil-8-fluoro-2,3-dimetilquinolina-4-il, metoxiacetato de 6-tert-butil-8-fluoro-2,3-dimetilquinolina-4-il, N-metil-2-{1-[2-(5-metil-3-trifluorometil-1H-pirazol-1-yl)acetil]piperidin-4-ilo}-N-[(1R)-1,2,3,4-tetrahidronaftalen-1-ilo]-4-tiazolcarboxamide; G) reguladores del crecimiento ácido abscísico, amidocloro, ancimidol, 6-bencilaminopurina, brasinolida, butralina, clormecuat (cloruro de clormecuat), cloruro de colina ciclanilida, daminozida, dikegulac, dimetipina, 2,6-dimetilpuridina, etefón, flumetralina, flurprimidol, flutiacet, forclorfenurón, ácido giberélico, inabenfid, ácido indol-3-acético, hidrazida maleica, mefluid, mepiquat (cloruro de mepiquat), metconazol, ácido naftalenoacético, N-6-benciladenina, paclobutrazol, prohexadiona (prohexadiona-calcio), prohidrojasmona, tidiazurón, triapentiol, tributilfosforotritioato, ácido 2,3,5-triiodobenzoico, trinexapac-etilo y uniconazol;
H) herbicidas
- acetamida: acetoclor, alacloro, butaclor, dimetacloro, dimetenamida, flufenacet, mefenacet, metolacloro, metazacloro, napropamida, naproanilida, petoxamida, pretilacloro, propacloro, thenylchlor;
- análogos de aminoácidos: bilanafos, glifosato, glufosinato, sulfosato;
- ariloxifenoxipropionatos: clodinafop, cihalofop-butil, fenoxaprop, fluazifop, haloxifop, metamifop, propaquizafop, quizalofop, quizalofop-P-tefuril;
- bipiridilos: diquat, paraquat;
- carbamatos y tiocarbamatos: asulam, butilato, carbetamida, desmedifam, dimepiperat, eptam (EPTC), esprocarb, molinato, orbencarb, fenmedifam, prosulfocarb, piributicarb, tiobencarb, trialato;
- ciclohexanediones: butroxidim, cletodim, cicloxidim, profoxidim, sethoxidim, tepraloxidim, tralkoxidim;
- dinitroanilinas: benfluralina, etalfluralina, orizalina, pendimetalina, prodiamina, trifluralina;
- éteres difenílicos: acifluorfen, aclonifen, bifenox, diclofop, etoxifen, fomesafen, lactofen, oxifuorfen;
- hidroxibenzonitrilos: bromoxinil, diclobenil, ioxinil;
- imidazolinonas: imazamethabenz, imazamox, imazapic, imazapyr, imazaquin, imazethapyr;
- ácidos fenoxiacéticos: clomeprop, ácido 2,4-diclorofenoxiacético (2,4-D), 2,4-DB, diclorprop, MCPA, MCPA-tioetilo, MCPB, mecoprop;
- pirazinas: cloridazón, flufenpyr-etilo, flutiacet, norflurazón, piridato;
- piridinas: aminopyralid, clopyralid, diflufenican, dithiopyr, fluridone, fluroxypyr, picloram, picolinafen, thiazopyr; - sulfonilureas: amidosulfurón, azimsulfurón, bensulfurón, clorimurón-etilo, clorsulfurón, cinosulfurón, ciclosulfamurón, etoxisulfurón, flazasulfurón, flucetosulfurón, flupyrsulfurón, foramsulfurón, halosulfurón, imazosulfurón, yodosulfurón, mesosulfurón, metsulfurón-metilo, nicosulfurón, oxasulfurón, primisulfurón, prosulfurón, pirazosulfurón, rimsulfurón, sulfometurón, sulfosulfurón, tifensulfurón, triasulfurón, tribenurón, trifloxisulfurón, triflusulfurón, tritosulfurón, 1-((2-cloro-6-propilimidazo[1,2-b]piridazin-3-il)sulfonil)-3-(4,6-dimetoxipirimidin-2-il)urea;
- triazinas: ametrina, atrazina, cianacina, dimetametrina, etiozina, hexazinona, metamitrón, metribuzina, prometrina, simazina, terbutilazina, terbutrina, triaziflam;
- ureas: clortolurón, daimurón, diurón, fluometurón, isoproturón, linurón, metabenztiazurón, tebutiurón;
- otros inhibidores de la acetolactato sintasa bispiribac-sodio, cloransulam-metilo, diclosulam, florasulam, flucarbazona, flumetsulam, metosulam, ortosulfamurón, penoxsulam, propoxicarbazona, piribambenz-propilo, piribenzoxim, piriftalida, piriminobac-metilo, pirimisulfán, piritiobac, piroxasulón, piroxsulam;
- otros: amicarbazona, aminotriazol, anilofos, beflubutamida, benazolina, bencarbazona, benfluresato, benzofenap, bentazona, benzobiciclón, bromacil, bromobutida, butafenacil, butamifos, cafenstrole, carfentrazona, cinidón-etílico, clortal, cinmetilina, clomazona, cumilurón, ciprosulfamida, dicamba, difenzoquat, diflufenzopir, Drechslera monoceras, endotal, etofumesato, etobenzanida, fentrazamida, flumiclorac-pentilo, flumioxazin, flupoxam, fluorocloridón, flurtamón, indanofan, isoxaben, isoxaflutol, lenacil, propanil, propizamida, quinclorac, quinmerac, mesotriona, ácido metilarsénico, naptalam, oxadiargilo, oxadiazona, oxaziclomefon, pentoxazona, pinoxaden, piraclonil, piraflufen-etilo, pirasulfotol, pirazoxifeno, pirazolinato, quinoclamina, saflufenacil, sulcotriona, sulfentrazona, terbacil, tefuriltriona, tembotriona, tienocarbazona, topramezona, 4-hidroxi-3-[2-(2-metoximetil)-6-trifluorometilpiridina-3-carbonil]biciclo[3.2.1]oct-3-en-2-ona, acetato de etilo (3-[2-cloro-4-fluoro-5-(3-metil-2,6-dioxo-4-trifluorometil-3,6-dihidro-2H-pirimidina-1-il)fenoxi]piridina-2-iloxi), 6-amino-5-cloro-2-ciclopropilpirimidina-4-carboxilato de metilo, 6-cloro-3-(2-ciclopropil-6-metilfenoxi)piridazin-4-ol, ácido 4-amino-3-cloro-6-(4-clorofenil)-5-fluoropiridina-2-carboxílico, 4-amino-3-cloro-6-(4-cloro-2-fluoro-3-metoxifenil)piridina-2-carboxilato de metilo y 4-amino-3-cloro-6-(4-cloro-3-dimetilamino-2-fluorofenil)piridina-2-carboxilato de metilo;
I) insecticidas
- organo(tio)fosfatos: acefato, azametofós, azinfos-metilo, clorpirifós, clorpirifós-metilo, clorfenvinfós, diazinón, diclorvos, dicrotofós, dimetoato, disulfotón, etión, fenitrotión, fentión, isoxatión, malatión, metamidofós, metidatión, metil-paratión, mevinfós, monocrotofós, oxidemetón-metilo, paraoxón, paratión, fentoato, fosalona, fosmet, fosfamidón, forato, foxim, pirimifós-metilo, profenofós, protiofós, sulprofós, tetraclorvinfós, terbufós, triazofós, triclorfón;
- carbamatos: alanicarb, aldicarb, bendiocarb, benfuracarb, carbaril, carbofurano, carbosulfán, fenoxicarb, furatiocarb, metiocarb, metomilo, oxamil, pirimicarb, propoxur, tiodicarb, triazamato;
- piretroides: alitrina, bifentrina, ciflutrina, cihalotrina, cifenotrina, alfacipermetrina, beta-cipermetrina, zetacipermetrina, deltametrina, esfenvalerato, etofenprox, fenpropatrina, fenvalerato, imiprotrina, lambda-cihalotrina,
permetrina, praletrina, piretrina I y II, resmetrina, silafluofeno, tau-fluvalinato, teflutrina, tetrametrina, tralometrina, transflutrina, proflutrina, dimeflutrina,
- inhibidores del crecimiento de los insectos: a) inhibidores de la síntesis de quitina: benzoilureas: clorfluazurón, cramazina, diflubenzurón, flucicloxurón, flufenoxurón, hexaflumurón, lufenurón, novalurón, teflubenzurón, triflumurón; buprofezín, diofenolán, hexitiazox, etoxazol, clofentazín; b) antagonistas de la ecdisona: halofenozida, metoxifenozida, tebufenozida, azadiractina; c) juvenoides: piriproxifeno, metopreno, fenoxicarb; d) inhibidores de la biosíntesis lipídica: espirodiclofeno, espiromesifeno, espirotetramato;
- agonistas/antagonistas de los receptores nicotínicos: clotianidina, dinotefuran, imidacloprid, tiametoxam, nitenpiram, acetamiprid, tiacloprid, 1-(2-clorotiazol-5-ilmetil)-2-nitrimino-3,5-dimetil-[1,3,5]triazinano;
- antagonistas del GABA: endosulfán, etiprol, fipronil, vaniliprol, pirafluprol, piriprol, N-5-amino-1-(2,6-dicloro-4-metilfenil)-4-sulfinamoil-1H-pirazol-3-tiocarboxamida;
- lactonas macrocíclicas: abamectina, emamectina, milbemectina, lepimectina, spinosad, spinetoram;
- acaricidas inhibidores de la cadena de transporte de electrones mitocondrial (METI) I: fenazaquin, piridaben, tebufenpyrad, tolfenpyrad, flufenerim;
- sustancias METI II y III: acequinocilo, fluacyprim, hidrametilnona;
- desacopladores: clorfenapir;
- inhibidores de la fosforilación oxidativa: cihexatina, diafentiurón, óxido de fenbutatina, propargita;
- inhibidores de la ecdisis de los insectos: criomazina;
- Inhibidores de la "función mixta de la oxidasa": butóxido de piperonilo;
- bloqueadores de los canales de sodio: indoxacarb, metaflumizon;
- otros: benclothiaz, bifenazate, cartap, flonicamid, pyridalil, pymetrozin, azufre, thiocyclam, flubendiamid, chlorantraniliprole, cyazypyr (HGW86); cyenopyrafen, flupyrazofos, cyflumetofen, amidoflumet, imicyafos, bistrifluron y pyrifluquinazone.
El pesticida puede comprender al menos un pesticida insoluble en agua. Los pesticidas insolubles en agua pueden tener una solubilidad en agua de hasta 10 g/l, o hasta 1 g/l, o hasta 0,5 g/l, a 20 °C.
El pesticida puede ser soluble en la amida de ácido carboxílico según la fórmula (I), por ejemplo, en una cantidad de al menos 5 g/l, o al menos 20 g/l o al menos 40 g/l, a 20 °C.
El pesticida puede tener un punto de fusión de al menos 40 °C, o de al menos 60 °C, o de al menos 80 °C.
En otra realización de la invención, el pesticida (a) se selecciona entre un fungicida, un herbicida o una mezcla de los mismos. Un fungicida o un herbicida en este contexto significará al menos un fungicida o al menos un herbicida. En otra realización de la invención, el fungicida puede seleccionarse entre los fungicidas de triazol. En otra realización de la invención, el herbicida puede seleccionarse entre un herbicida de difeniléter. Esta realización de la invención también incluirá mezclas de fungicidas de triazol y herbicidas de difeniléter.
En otra realización de la invención, el concentrado emulsionable consiste en
a) un pesticida seleccionado entre fungicidas y/o herbicidas,
b) éster diisononílico del ácido 1,2-ciclohexano,
c) una amida de fórmula (I)
R1-C(O)N(R2)2 (I)
en la que R1 es alquilo C5-C19 y R2 es alquilo C1-C4, y
d) un tensioactivo no iónico.
En otra realización de la invención, el concentrado emulsionable consiste en
a) un fungicida o triazol fungicida o herbicida o difenil éter, o sus mezclas,
b) éster diisononílico del ácido 1,2-ciclohexano,
c) una amida de fórmula (I)
R1-C(O)N(R2)2 (I)
en la que R1 es alquilo C5-C19 y R2 es alquilo C1-C4, y
d) un tensioactivo no iónico.
De acuerdo con la presente invención, el fungicida triazol puede seleccionarse del grupo que consiste en azaconazol, bitertanol, bromuconazol, ciproconazol, difenoconazol, diniconazol, diniconazol-M, epoxiconazol, fenbuconazol, fluquinconazol, flusilazol, flutriafol, hexaconazol, imibenconazol, ipconazol, metconazol, miclobutanil, oxpoconazol, paclobutrazol, penconazol, propiconazol, protioconazol, simeconazol, tebuconazol, tetraconazol, triadimefón, triadimenol, triticonazol, uniconazol, 1-(4-clorofenil)-2-([1,2,4]triazol-1-il)cicloheptanol. En otra realización de la invención, el fungicida triazol en el concentrado emulsionable de la presente invención es tebuconazol.
De acuerdo con la presente invención, el éter difenílico puede seleccionarse del grupo que consiste en acifluorfen, aclonifen, bifenox, diclofop, etoxifen, fomesafen, lactofen, oxifuorfen. En una realización de la invención, el éter difenílico en el concentrado emulsionable de la presente invención es el oxifluorfeno.
El concentrado emulsionable de la presente invención consta de 15 a 35 en peso de pesticida, o fungicida o herbicida o una mezcla de fungicida y herbicida basada en el peso total del concentrado emulsionable. En otra realización de la invención, consiste en un 20% a un 30% en peso de pesticida, o fungicida o herbicida o una mezcla de fungicida y herbicida basada en el peso total del concentrado emulsionable.
El concentrado emulsionable de la presente invención puede comprender uno o más pesticidas adicionales. El término pesticidas se refiere a al menos una sustancia activa seleccionada del grupo de los fungicidas, insecticidas, nematicidas, herbicidas, protectores y/o reguladores del crecimiento. En una realización de la presente invención, los pesticidas son fungicidas distintos de los fungicidas de triazol, insecticidas, herbicidas distintos de los herbicidas de éter de difenilo y reguladores del crecimiento.
En otra realización de la presente invención, el pesticida adicional es insoluble en agua. Por lo general, es soluble en agua a no más de 1 g/l, o no más de 200 mg/l y o no más de 50 mg/l a 25°C. Mediante sencillos experimentos preliminares, el trabajador experto puede seleccionar un pesticida con una solubilidad en agua adecuada. En otra realización de la presente invención, el concentrado emulsionable no comprende ningún otro pesticida.
El concentrado emulsionable contiene además un tensioactivo no iónico. Los tensioactivos no iónicos adecuados son los alcoxilatos, las amidas de ácidos grasos N-sustituidos, los óxidos de amina, los ésteres, los tensioactivos a base de azúcar, los tensioactivos poliméricos y sus mezclas. Ejemplos de alcoxilatos son compuestos como alcoholes, alquilfenoles, aminas, amidas, arilfenoles, ácidos grasos o ésteres de ácidos grasos que han sido alkoxilados con 1 a 50 equivalentes. El óxido de etileno y/o el óxido de propileno pueden emplearse para la alcoxilación. En otra realización de la invención, puede emplearse óxido de etileno para la alcoxilación.
Ejemplos de amidas de ácidos grasos N-subsitidos son las glucamidas de ácidos grasos o las alcanolamidas de ácidos grasos. Ejemplos de ésteres son los ésteres de ácidos grasos, los ésteres de glicerol o los monoglicéridos. Ejemplos de tensioactivos a base de azúcar son los sorbitanos, los sorbitanos etoxilados, los ésteres de sacarosa y glucosa o los alquilpoliglucósidos. Ejemplos de tensioactivos poliméricos son los homo o copolímeros de vinilpirrolidona, vinilalcoholes o vinilacetato. En otra realización de la presente invención, los tensioactivos no iónicos son alcoxilatos. Los tensioactivos no iónicos, como los alcoxilatos, también pueden emplearse como adyuvantes. En otra realización de la invención, el concentrado emulsionable contiene al menos un alcoxilato como tensioactivo no iónico, o ácidos grasos o ésteres de ácidos grasos que han sido alcoxilados con 1 a 50 unidades de óxido de etileno y/o óxido de propileno. El óxido de etileno y/o el óxido de propileno pueden emplearse para la alcoxilación. En otra realización de la invención, se emplea óxido de etileno para la alcoxilación. En otra realización de la invención, el concentrado emulsionable comprende al menos un triglicérido alcoxilado (etoxilado). En otra realización de la invención, el éster de ácido graso alcoxilado es casteroil etoxilado con 30 a 45 unidades de óxido de etileno. El concentrado emulsionable puede contener del 8 al 15% en peso de alcoxilatos, por lo que en otra realización de la invención, el alcoxilato es un éster de ácido graso alcoxilado como se ha definido anteriormente o casteroil etoxilado con 30 a 45 unidades de óxido de etileno.
En otra realización de la invención, el concentrado emulsionable comprende al menos un tensioactivo no iónico. En otra realización de la invención, el concentrado emulsionable consta de un 8% a un 15% en peso de tensioactivos no iónicos, en cada caso basado en el peso total del concentrado emulsionable. En otra realización de la invención, el concentrado emulsionable consta de un 9% a un 12% en peso de tensioactivos no iónicos, en cada caso basado en el peso total del concentrado emulsionable.
A la emulsión definida a continuación o al concentrado emulsionable pueden añadirse otros componentes, como los auxiliares utilizados convencionalmente para los productos fitosanitarios. Los auxiliares adecuados son disolventes, portadores líquidos, dispersantes, humectantes, adyuvantes, solubilizantes, penetrantes, coloides protectores, adhesivos, espesantes, bactericidas, agentes anticongelantes, agentes antiespumantes, colorantes, adhesivos y aglutinantes.
Los disolventes y portadores líquidos adecuados son disolventes orgánicos como las fracciones de aceite mineral con punto de ebullición medio a alto, por ejemplo queroseno, gasoil; aceites de origen vegetal o animal; hidrocarburos alifáticos o cíclicos; alcoholes, por ejemplo etanol, propanol, butanol, ciclohexanol; glicoles; cetonas, por ejemplo ciclohexanona; ésteres, por ejemplo carbonatos, ésteres de ácidos grasos, gamma-butirolactona; ácidos grasos; fosfonatos; aminas; amidas, por ejemplo N-metilpirrolidona; y sus mezclas.
Los adyuvantes adecuados son compuestos que tienen una actividad pesticida insignificante o incluso nula en sí mismos, y que mejoran el rendimiento biológico del compuesto I en la diana. Algunos ejemplos son los tensioactivos, los aceites minerales o vegetales y otros auxiliares. Otros ejemplos se encuentran en Knowles, Adjuvants and Additives, Agrow Reports DS256, T&F Informa UK, 2006, capítulo 5.
Los bactericidas adecuados son el bronopol y los derivados de la isotiazolinona, como las alquilisotiazolinonas y las benzotiazolinonas. Los agentes anticongelantes adecuados son el etilenglicol, el propilenglicol, la urea y el glicerol. Los agentes antiespumantes adecuados son las siliconas, los alcoholes de cadena larga y las sales de ácidos grasos. Los colorantes adecuados (por ejemplo, en rojo, azul o verde) son pigmentos poco solubles en agua y tintes solubles en agua. Algunos ejemplos son los colorantes inorgánicos (por ejemplo, óxido de hierro, óxido de titanio, hexacianoferrato de hierro) y los colorantes orgánicos (por ejemplo, colorantes de alizarina, azo y ftalocianina). En otra realización, la invención se refiere a un concentrado emulsionable que comprende del 15 al 35% en peso de un fungicida de triazol o tebuconazol, del 8 al 15% en peso de éster de diisononilo del ácido 1,2-ciclohexandicarboxílico, del 45 al 55% en peso de una amida de fórmula (I)
R1-C(O)N(R2)2 (I)
en la que R1 es alquilo C5-C19 y R2 es alquilo C1-C4; o en la que R1 es alquilo C8-C10, alquilo C10 o alquilo C12 y R2 es alquilo C1 y del 8 al 15% en peso de un tensioactivo no iónico, basado en el peso total del concentrado emulsionable.
En otra realización, la invención se refiere a un concentrado emulsionable que consiste en
a) un pesticida seleccionado entre fungicidas o fungicidas triazoles y/o herbicidas o herbicidas difeniléteres, o mezclas de los mismos
b) éster diisononílico del ácido 1,2-ciclohexano,
c) una amida de fórmula (I)
R1-C(O)N(R2)2 (I)
en la que R1 es alquilo C5-C19 y R2 es alquilo C1-C4, o en la que R1 es alquilo C8-C10, alquilo C10 o alquilo C12 y R2 es alquilo C1, y
d) un tensioactivo no iónico, o casteroil etoxilado con 30 a 45 unidades de óxido de etileno.
En otra realización de la invención, el concentrado emulsionable consiste en
a) del 15 al 35% en peso de un pesticida seleccionado entre fungicidas o fungicidas triazoles y/o herbicidas o herbicidas difeniléteres, o mezclas de los mismos
b) del 8 al 15 % en peso de éster de diisononilo del ácido 1,2-ciclohexandicarboxílico,
c) del 45 al 55 % en peso de una amida de fórmula (I)
R1-C(O)N(R2)2 (I)
en la que R1 es alquilo C5-C19 y R2 es alquilo C1-C4, o en la que R1 es alquilo C8-C10, alquilo C10 o alquilo C12 y R2 es alquilo C1, y
d) del 8 al 15 % en peso de un tensioactivo no iónico, o de casteroil etoxilado con 30 a 45 unidades de óxido de etileno.
La invención se refiere además a un procedimiento para la preparación del concentrado emulsionable según la invención mezclando un pesticida como se ha definido anteriormente, el éster diisononílico del ácido 1,2-ciclohexandicarboxílico, la amida de fórmula (I) como se ha definido anteriormente y el tensioactivo no iónico como se ha definido anteriormente.
La invención se refiere además a una emulsión obtenible (preferentemente obtenida) mezclando el concentrado emulsionable de la invención con agua. La emulsión suele surgir espontáneamente al mezclarse. En la mayoría de los casos, la emulsión es una emulsión de aceite en agua. En una realización de la invención, la emulsión contiene
del 0,1 al 10% de concentrado emulsionable en agua. En otra realización de la invención, la emulsión contiene del 0,5 al 5% de concentrado emulsionable en agua.
La invención se refiere además a un control de hongos fitopatógenos y/o del crecimiento indeseable de las plantas y/o de la infestación indeseable de insectos o ácaros y/o para regular el crecimiento de las plantas, en el que la emulsión según la presente invención, tal como se ha definido anteriormente, o el concentrado emulsionable de la presente invención se deja actuar sobre las respectivas plagas, el hábitat de las mismas o las plantas a proteger de la respectiva plaga, sobre el suelo y/o sobre las plantas indeseables y/o las plantas de cultivo y/o el hábitat de las mismas.
El tratamiento terapéutico de personas y animales queda excluido del procedimiento de control de los hongos fitopatógenos.
Ejemplos de plantas de cultivo adecuadas son los cereales, por ejemplo, el trigo, el centeno, la cebada, el triticale, la avena o el arroz; la remolacha, por ejemplo, la remolacha azucarera o la remolacha forrajera; las frutas de pepita, las frutas de hueso y las frutas blandas, por ejemplo, las manzanas, las peras, las ciruelas, los melocotones, las almendras, las cerezas, las fresas, las frambuesas, las grosellas o las grosellas espinosas; las legumbres, por ejemplo, las judías, las lentejas, los guisantes, la alfalfa o la soja; cultivos oleaginosos, por ejemplo colza, mostaza, aceitunas, girasol, coco, cacao, ricino, palma aceitera, cacahuetes o soja; cucurbitáceas, por ejemplo calabazas/calabazas, pepinos o melones; cultivos de fibras, por ejemplo algodón, lino, cáñamo o yute; cítricos, por ejemplo naranjas, limones, pomelos o mandarinas plantas hortícolas, por ejemplo espinacas, lechugas, espárragos, coles, zanahorias, cebollas, tomates, patatas, calabazas/calabazas o pimientos; plantas de la familia del laurel, por ejemplo aguacates, canela o alcanfor; cultivos energéticos y cultivos de materias primas industriales, por ejemplo maíz, soja, trigo, colza, caña de azúcar o palma aceitera; tabaco; frutos secos; café; té; plátanos; vino (uvas de mesa y uvas para vinificación); lúpulo; hierba, por ejemplo, césped; hoja dulce(Stevia rebaudania); plantas de caucho y plantas forestales, por ejemplo, flores, arbustos, árboles de hoja caduca y coníferas, y material de propagación, por ejemplo, semillas, y productos cosechados de estas plantas.
El término plantas de cultivo también incluye aquellas plantas que han sido modificadas por procedimientos de cría, mutagénesis o recombinación, incluyendo los productos agrícolas biotecnológicos que están en el mercado o en procedimiento de desarrollo. Las plantas modificadas genéticamente son plantas cuyo material genético ha sido modificado de una manera que no se produce en condiciones naturales mediante hibridación, mutaciones o recombinación natural (es decir, recombinación del material genético). En este caso, uno o varios genes se integran, por regla general, en el material genético de la planta para mejorar sus propiedades. Dichas modificaciones recombinantes también comprenden modificaciones postraduccionales de proteínas, oligos o polipéptidos, por ejemplo mediante glicosilación o unión de polímeros como, por ejemplo, residuos prenilados, acetilados o farnesilados o residuos de PEG.
Como ejemplos se pueden mencionar las plantas que, como resultado de medidas de fitomejoramiento y recombinación, han adquirido una tolerancia a determinadas clases de herbicidas, como los inhibidores de la hidroxifenilpiruvato dioxigenasa (HPPD), los inhibidores de la acetolactato sintasa (ALS) como, por ejemplo, las sulfonilureas (EP-A 257 993, US 5.013.659) o imidazolinonas (por ejemplo US 6.222.100, WO 01/82685, WO 00/26390, WO 97/41218, WO 98/02526, WO 98/02527, WO 04/106529, WO 05/20673, WO 03/14357, WO 03/13225, WO 03/14356, WO 04/16073), inhibidores de la enolpiruvilshikimato 3-fosfato sintasa (EPSPS) como, por ejemplo, el glifosato (véase, por ejemplo WO 92/00377), inhibidores de la glutamina sintetasa (GS) como, por ejemplo, el glufosinato (véase, por ejemplo EP-A 242 236, EP-A 242 246) o los herbicidas de oxinil (véase, por ejemplo US 5,559,024). Por ejemplo, la mejora y la mutagénesis han dado lugar a la colza Clearfield® (BASF SE, Alemania), que presenta tolerancia a las imidazolinonas, por ejemplo, al imazamox. Con la ayuda de procedimientos recombinantes, se han generado plantas de cultivo como la soja, el algodón, el maíz, la remolacha y la colza que son resistentes al glifosato o al glufosinato, y que están disponibles con las marcas RoundupReady® (resistente al glifosato, Monsanto, EE.UU.) y Liberty Link® (resistente al glufosinato, Bayer CropScience, Alemania).
También están comprendidas las plantas que, con la ayuda de medidas recombinantes, producen una o más toxinas, por ejemplo las de la cepa bacteriana Bacillus. Las toxinas que producen estas plantas modificadas genéticamente comprenden, por ejemplo, proteínas insecticidas de Bacillus spp, en particular de B.
thuringiensis, como las endotoxinas Cry1Ab, Cry1Ac, Cry1F, Cry1Fa2, Cry2Ab, Cry3A, Cry3Bb1, Cry9c, Cry34Ab1 o Cry35Ab1; o proteínas insecticidas vegetales (VIP), por ejemplo VIP1, VIP2, VIP3 o VIP3A; proteínas insecticidas de bacterias colonizadoras de nematodos, por ejemplo Photorhabdus spp. o Xenorhabdus spp.toxinas de organismos animales, por ejemplo, toxinas de avispas, arañas o escorpiones; toxinas de hongos, por ejemplo, de estreptomicetos; lectinas de plantas, por ejemplo, de guisantes o cebada; aglutininas; inhibidores de proteinasas, por ejemplo inhibidores de tripsina, inhibidores de serina proteasa, patatina, cistatina o inhibidores de papaína; proteínas inactivadoras del ribosoma (RIPs), por ejemplo ricina, RIP de maíz, abrina, luffina, saporina o briodina; enzimas metabolizadoras de esteroides, por ejemplo la 3-hidroxiesteroide oxidasa, la ecdysteroid IDP glycosil transferase, la colesterol oxidasa, los inhibidores de la ecdysona o la HMG CoA-reductasa; bloqueadores de canales iónicos, por ejemplo los inhibidores de los canales de sodio o de calcio; la hormona juvenil esterasa; los receptores de la hormona diurética (receptores de helicoquinina); la estilbeno sintasa, la bibencil sintasa, las quitinasas y las
glucanasas. Estas toxinas también pueden producirse, en las plantas, en forma de pretoxinas, proteínas híbridas, proteínas truncadas o modificadas de otra manera. Las proteínas híbridas se distinguen por una combinación novedosa de diferentes dominios proteicos (véase, por ejemplo, WO 2002/015701). Otros ejemplos de tales toxinas o de plantas modificadas genéticamente que producen estas toxinas se divulgan en EP-A 374 753, WO 93/07278, WO 95/34656, EP-A 427 529, EP-A 451 878, WO 03/18810 y WO 03/52073. Los procedimientos para generar estas plantas modificadas genéticamente son conocidos por el experto y se explican, por ejemplo, en las publicaciones mencionadas anteriormente. Un gran número de las mencionadas toxinas confieren a las plantas que las producen una tolerancia a las plagas de todas las clases taxonómicas de los artrópodos, en particular los escarabajos (Coeleropta), los dípteros (Diptera) y los lepidópteros (Lepidoptera) y los nematodos (Nematoda). Las plantas modificadas genéticamente que tienen uno o más genes que codifican toxinas insecticidas se describen, por ejemplo, en las publicaciones mencionadas anteriormente y, en algunos casos, están disponibles en el mercado como, por ejemplo, YieldGard® (variedades de maíz que producen la toxina Cry1Ab), YieldGard® Plus (variedades de maíz que producen las toxinas Cry1Ab y Cry3Bb1), Starlink® (variedades de maíz que producen la toxina Cry9c), Herculex® RW (variedades de maíz que producen las toxinas Cry34Ab1, Cry35Ab1 y la enzima fosfinotricina N-acetiltransferasa [PAT]); NuCOTN® 33B (variedades de algodón que producen la toxina Cry1Ac), Bollgard® I (variedades de algodón que producen la toxina Cry1Ac), Bollgard® II (variedades de algodón que producen las toxinas Cry1Ac y Cry2Ab2); VIPCOT® (variedades de algodón que producen una toxina VIP); NewLeaf® (variedades de patata que producen la toxina Cry3A); Bt-Xtra®, NatureGard®, KnockOut®, BiteGard®, Protecta®, Bt11 (por ejemplo Agrisure® CB) y Bt176 de Syngenta Seeds SAS, Francia, (variedades de maíz que producen la toxina Cry1Ab y la enzima PAT), MIR604 de Syngenta Seeds SAS, Francia (variedades de maíz que producen una versión modificada de la toxina Cry3A, véase en este contexto WO 03/018810), MON 863 de Monsanto Europe S.A., Bélgica (variedades de maíz que producen la toxina Cry3Bb1), IPC 531 de Monsanto Europe S.A., Bélgica (variedades de algodón que producen una versión modificada de la toxina Cry1Ac) y 1507 de Pioneer Overseas Corporation, Bélgica (variedades de maíz que producen la toxina Cry1F y la enzima PAT).
También están comprendidas las plantas que, con la ayuda de medidas recombinantes, producen una o más proteínas que provocan un aumento de la resistencia a los patógenos bacterianos, víricos o fúngicos, o de la capacidad para resistirlos, como, por ejemplo, las denominadas proteínas relacionadas con la patogénesis (proteínas Pr , véase EP-A 0392 225), proteínas de resistencia (por ejemplo, variedades de patata que producen dos genes de resistencia contra Phytophthora infestans a partir de la patata silvestre mexicana Solanum bulbocastanum) o lisozima T4 (por ejemplo, variedades de patata que, como resultado de la producción de esta proteína, son resistentes a bacterias como Erwinia amylvora).
También se incluyen las plantas cuya productividad ha sido mejorada con la ayuda de procedimientos recombinantes, por ejemplo, aumentando el potencial de rendimiento (por ejemplo, la biomasa, el rendimiento de los granos, el contenido de almidón, el contenido de aceite o el contenido de proteínas), la tolerancia a la sequía, la sal u otros factores ambientales limitantes, o la resistencia a las plagas y a los patógenos fúngicos, bacterianos y virales.
También se incluyen plantas cuyos componentes, en particular para mejorar la nutrición humana o animal, han sido modificados con la ayuda de procedimientos recombinantes, por ejemplo, plantas oleaginosas que producen ácidos grasos omega-3 de cadena larga o ácidos grasos omega-9 monoinsaturados que promueven la salud (por ejemplo, la colza Nexera®, DOW Agro Sciences, Canadá).
Cuando se emplean en la protección de cultivos, las tasas de aplicación de los pesticidas ascienden a entre 0,001 y 2 kg por ha, entre 0,005 y 2 kg por ha, entre 0,05 y 0,9 kg por ha o entre 0,1 y 0,75 kg por ha, dependiendo de la naturaleza del efecto deseado. En el tratamiento de materiales de propagación de plantas, como las semillas, por ejemplo, espolvoreando, recubriendo o empapando las semillas, se requieren generalmente cantidades de sustancia activa de 0,1 a 1000 g, o de 1 a 1000 g, o de 1 a 100 g o de 5 a 100 g, por cada 100 kg de material de propagación de plantas (preferiblemente semillas). Cuando se utiliza en la protección de materiales o productos almacenados, la cantidad de sustancia activa aplicada depende del tipo de zona de aplicación y del efecto deseado.
Las cantidades aplicadas habitualmente en la protección de materiales son de 0,001 g a 2 kg, o de 0,005 g a 1 kg, de sustancia activa por metro cúbico de material tratado.
Pueden añadirse a la emulsión diversos tipos de aceites, humectantes, adyuvantes, fertilizantes o micronutrientes y otros pesticidas (por ejemplo, herbicidas, insecticidas, fungicidas, reguladores del crecimiento, protectores) en forma de premezcla u, opcionalmente, sólo poco antes de su uso (mezcla de tanque). Estos agentes pueden mezclarse a las composiciones según la invención en una proporción en peso de 1:100 a 100:1, o de 1:10 a 10:1.
El usuario aplica el concentrado emulsionable o la emulsión según la invención normalmente desde un dispositivo de predosificación, un pulverizador de mochila, un tanque de pulverización, un avión de pulverización o un sistema de riego. Por lo general, la composición agroquímica se completa con agua, tampón y/o otros auxiliares hasta la concentración de aplicación deseada y así se obtiene el licor de pulverización listo para usar o la composición agroquímica según la invención. Por lo general, se aplican de 20 a 2000 litros, o de 50 a 400 litros, del licor de pulverización listo para usar por hectárea de superficie útil agrícola. Las ventajas de la presente invención son, entre otras, que una emulsión se forma espontáneamente al diluir el concentrado emulsionable con agua; que el
concentrado emulsionable no requiere la presencia de agua; que el concentrado emulsionable forma una emulsión estable al diluirse con agua.
Los ejemplos que siguen ilustran la invención.
Ejemplos
Amida 1: N,N-Dimetildecano-1-amida
NS1: tensioactivo no iónico, aceite de ricino, etoxilado, POE 35
Estabilizador: Ester diisononílico del ácido 1,2-ciclohexandicarboxílico
Ejemplos 1: Preparación de concentrados emulsionables (CE) y prueba de estabilidad
Los concentrados emulsionables se prepararon mezclando los componentes como se describe en la Tabla 1. La estabilidad se ha evaluado a temperatura ambiente según el procedimiento CIPAC MT 36. El ejemplo según la invención es el CE 1. CEC 1 representa una composición sin estabilizador.
Tabla 1: Composición (todos los datos en % en peso)
Cada CE de la Tabla 1 se diluyó en agua CIPAC D (5 % p/p de CE en agua CIPAC D).
Las emulsiones resultantes se evaluaron según su estabilidad en el tiempo. Los resultados se muestran en la Tabla 2.
Tabla 2: Prueba de estabilidad de la emulsión (5% CE en agua CIPAC D)
Cipac D: dureza del agua 432 ppm (Ca:Mg = 4:1)
Estable: sin aceite
Inestable: significa un máximo de 0,5 ml de aceite
Muy inestable: > 0,5 ml de aceite
Claims (10)
1. Un concentrado emulsionable que consiste en
a. un pesticida,
b. éster diisononílico del ácido 1,2-ciclohexano,
c) una amida de fórmula (I)
R1-C(O)N(R2)2 (I)
d) en la que R1 es alquilo C5-C19 y R2 esalquilo C1-C4 , y un tensioactivo no iónico.
2. El concentrado según la reivindicación 1, que consiste en
a) del 15 al 35% en peso de un pesticida,
b) del 8 al 15 % en peso de éster de diisononilo del ácido 1,2-ciclohexandicarboxílico,
c) del 45 al 55 % en peso de una amida de fórmula (I)
R1-C(O)N(R2)2 (I)
en la que R1 es alquilo C5-C19 y R2 es alquilo C1-C4, y
d) del 8 al 15 % en peso de un tensioactivo no iónico.
3. El concentrado según la reivindicación 1 o 2, en el que el tensioactivo no iónico es un alcoxilato.
4. El concentrado según cualquiera de las reivindicaciones 1 a 3, en el que el tensioactivo no iónico es un alcoxilato de ricino.
5. El concentrado según cualquiera de las reivindicaciones 1 a 4, en el que R1 es alquilo C6-C12 y R2 es metilo.
6. El concentrado según cualquiera de las reivindicaciones 1 a 5, en el que el pesticida es un fungicida o un herbicida o una mezcla de los mismos.
7. El concentrado según las reivindicaciones 1 a 6, en el que el fungicida es un fungicida triazol o el herbicida es un difeniléter.
8. Un procedimiento para la preparación del concentrado según las reivindicaciones 1 a 7, mezclando el pesticida, el éster de diisononilo del ácido 1,2-ciclohexandicarboxílico, la amida de fórmula (I) y un tensioactivo no iónico.
9. Una emulsión obtenida mediante la mezcla de agua, un pesticida, el éster diisononílico del ácido 1,2-ciclohexandicarboxílico, una amida de fórmula (I) como se define en la reivindicación 1 o 5 y un tensioactivo no iónico como se define en cualquiera de las reivindicaciones 1, 3 y 4.
10. Un procedimiento para controlar los hongos fitopatógenos y/o el crecimiento de las plantas indeseables y/o la infestación indeseable de insectos o ácaros y/o para regular el crecimiento de las plantas, en el que se permite que el concentrado según cualquiera de las reivindicaciones 1 a 8 o la emulsión según la reivindicación 9 actúen sobre las respectivas plagas, el hábitat de las mismas o las plantas a proteger de la respectiva plaga, sobre el suelo y/o sobre las plantas indeseables y/o las plantas de cultivo y/o el hábitat de las mismas.
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| ES2875559T3 true ES2875559T3 (es) | 2021-11-10 |
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| WO2020121344A1 (en) * | 2018-12-14 | 2020-06-18 | Isagro S.P.A. | Emulsifiable concentrate containing fluindapyr and use thereof as fungicide in crop plants |
| WO2022248293A1 (en) * | 2021-05-26 | 2022-12-01 | Basf Se | New method for controlling pests |
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2018
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- 2018-01-23 ES ES18700614T patent/ES2875559T3/es active Active
- 2018-01-23 EP EP18700614.3A patent/EP3576528B1/en active Active
- 2018-01-23 CA CA3049631A patent/CA3049631A1/en not_active Abandoned
- 2018-01-23 JP JP2019562464A patent/JP2020506235A/ja not_active Withdrawn
- 2018-01-23 AU AU2018214706A patent/AU2018214706A1/en not_active Abandoned
- 2018-01-23 WO PCT/EP2018/051519 patent/WO2018141575A1/en not_active Ceased
- 2018-01-23 CN CN201880008277.5A patent/CN110248544A/zh active Pending
- 2018-01-23 BR BR112019014953A patent/BR112019014953A2/pt not_active Application Discontinuation
- 2018-01-23 RU RU2019127399A patent/RU2019127399A/ru not_active Application Discontinuation
-
2019
- 2019-07-15 IL IL268070A patent/IL268070B/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CA3049631A1 (en) | 2018-08-09 |
| US10820589B2 (en) | 2020-11-03 |
| CN110248544A (zh) | 2019-09-17 |
| EP3576528A1 (en) | 2019-12-11 |
| BR112019014953A2 (pt) | 2020-04-28 |
| AU2018214706A1 (en) | 2019-08-08 |
| EP3576528B1 (en) | 2021-04-07 |
| IL268070A (en) | 2019-09-26 |
| JP2020506235A (ja) | 2020-02-27 |
| RU2019127399A3 (es) | 2021-05-28 |
| US20190380331A1 (en) | 2019-12-19 |
| IL268070B (en) | 2021-07-29 |
| RU2019127399A (ru) | 2021-03-02 |
| WO2018141575A1 (en) | 2018-08-09 |
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