BR112016018786B1 - Composição adjuvante e seu uso, composição pesticida e seu uso e método de proteção de plantas a partir de organismos nocivos - Google Patents
Composição adjuvante e seu uso, composição pesticida e seu uso e método de proteção de plantas a partir de organismos nocivos Download PDFInfo
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- BR112016018786B1 BR112016018786B1 BR112016018786-5A BR112016018786A BR112016018786B1 BR 112016018786 B1 BR112016018786 B1 BR 112016018786B1 BR 112016018786 A BR112016018786 A BR 112016018786A BR 112016018786 B1 BR112016018786 B1 BR 112016018786B1
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- Brazil
- Prior art keywords
- methyl
- water
- ammonium
- weight
- composition
- Prior art date
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- 239000000203 mixture Substances 0.000 title claims abstract description 183
- 239000002671 adjuvant Substances 0.000 title claims abstract description 65
- 239000000575 pesticide Substances 0.000 title claims description 74
- 238000000034 method Methods 0.000 title claims description 10
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims abstract description 70
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 46
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 claims abstract description 17
- 229910052921 ammonium sulfate Inorganic materials 0.000 claims abstract description 17
- 235000011130 ammonium sulphate Nutrition 0.000 claims abstract description 17
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 16
- 150000003863 ammonium salts Chemical class 0.000 claims abstract description 15
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 13
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 claims abstract description 11
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 claims abstract description 8
- PAWQVTBBRAZDMG-UHFFFAOYSA-N 2-(3-bromo-2-fluorophenyl)acetic acid Chemical compound OC(=O)CC1=CC=CC(Br)=C1F PAWQVTBBRAZDMG-UHFFFAOYSA-N 0.000 claims abstract description 7
- 229920001223 polyethylene glycol Polymers 0.000 claims abstract description 7
- 229920001451 polypropylene glycol Polymers 0.000 claims abstract description 7
- 239000002202 Polyethylene glycol Substances 0.000 claims abstract description 6
- YWYZEGXAUVWDED-UHFFFAOYSA-N triammonium citrate Chemical compound [NH4+].[NH4+].[NH4+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O YWYZEGXAUVWDED-UHFFFAOYSA-N 0.000 claims abstract description 6
- 235000019270 ammonium chloride Nutrition 0.000 claims abstract description 4
- CSGLCWIAEFNDIL-UHFFFAOYSA-O azanium;urea;nitrate Chemical compound [NH4+].NC(N)=O.[O-][N+]([O-])=O CSGLCWIAEFNDIL-UHFFFAOYSA-O 0.000 claims abstract description 4
- XYXNTHIYBIDHGM-UHFFFAOYSA-N ammonium thiosulfate Chemical compound [NH4+].[NH4+].[O-]S([O-])(=O)=S XYXNTHIYBIDHGM-UHFFFAOYSA-N 0.000 claims abstract description 3
- -1 aminopyralide Chemical compound 0.000 claims description 91
- 238000009472 formulation Methods 0.000 claims description 46
- 239000007921 spray Substances 0.000 claims description 34
- 150000003839 salts Chemical class 0.000 claims description 21
- 239000002253 acid Substances 0.000 claims description 19
- 239000004009 herbicide Substances 0.000 claims description 18
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 18
- 230000000361 pesticidal effect Effects 0.000 claims description 18
- 239000002904 solvent Substances 0.000 claims description 13
- 239000005504 Dicamba Substances 0.000 claims description 12
- IWEDIXLBFLAXBO-UHFFFAOYSA-N dicamba Chemical compound COC1=C(Cl)C=CC(Cl)=C1C(O)=O IWEDIXLBFLAXBO-UHFFFAOYSA-N 0.000 claims description 12
- 239000005562 Glyphosate Substances 0.000 claims description 9
- 229940097068 glyphosate Drugs 0.000 claims description 9
- XDDAORKBJWWYJS-UHFFFAOYSA-N glyphosate Chemical compound OC(=O)CNCP(O)(O)=O XDDAORKBJWWYJS-UHFFFAOYSA-N 0.000 claims description 9
- 239000005631 2,4-Dichlorophenoxyacetic acid Substances 0.000 claims description 8
- 239000005578 Mesotrione Substances 0.000 claims description 8
- KPUREKXXPHOJQT-UHFFFAOYSA-N mesotrione Chemical compound [O-][N+](=O)C1=CC(S(=O)(=O)C)=CC=C1C(=O)C1C(=O)CCCC1=O KPUREKXXPHOJQT-UHFFFAOYSA-N 0.000 claims description 8
- 239000005574 MCPA Substances 0.000 claims description 6
- 239000005618 Sulcotrione Substances 0.000 claims description 6
- WHKUVVPPKQRRBV-UHFFFAOYSA-N Trasan Chemical compound CC1=CC(Cl)=CC=C1OCC(O)=O WHKUVVPPKQRRBV-UHFFFAOYSA-N 0.000 claims description 6
- PQTBTIFWAXVEPB-UHFFFAOYSA-N sulcotrione Chemical compound ClC1=CC(S(=O)(=O)C)=CC=C1C(=O)C1C(=O)CCCC1=O PQTBTIFWAXVEPB-UHFFFAOYSA-N 0.000 claims description 6
- 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 claims description 5
- 239000005620 Tembotrione Substances 0.000 claims description 5
- IUQAXCIUEPFPSF-UHFFFAOYSA-N tembotrione Chemical compound ClC1=C(COCC(F)(F)F)C(S(=O)(=O)C)=CC=C1C(=O)C1C(=O)CCCC1=O IUQAXCIUEPFPSF-UHFFFAOYSA-N 0.000 claims description 5
- 239000005561 Glufosinate Substances 0.000 claims description 4
- GQQIAHNFBAFBCS-UHFFFAOYSA-N 2-[2-chloro-5-(1,3-dioxo-4,5,6,7-tetrahydroisoindol-2-yl)-4-fluorophenoxy]acetic acid Chemical compound C1=C(Cl)C(OCC(=O)O)=CC(N2C(C3=C(CCCC3)C2=O)=O)=C1F GQQIAHNFBAFBCS-UHFFFAOYSA-N 0.000 claims description 3
- 239000005476 Bentazone Substances 0.000 claims description 3
- 239000005630 Diquat Substances 0.000 claims description 3
- YQVMVCCFZCMYQB-UHFFFAOYSA-N Flamprop Chemical compound C=1C=C(F)C(Cl)=CC=1N(C(C)C(O)=O)C(=O)C1=CC=CC=C1 YQVMVCCFZCMYQB-UHFFFAOYSA-N 0.000 claims description 3
- 241000238631 Hexapoda Species 0.000 claims description 3
- ZOMSMJKLGFBRBS-UHFFFAOYSA-N bentazone Chemical compound C1=CC=C2NS(=O)(=O)N(C(C)C)C(=O)C2=C1 ZOMSMJKLGFBRBS-UHFFFAOYSA-N 0.000 claims description 3
- CNBGNNVCVSKAQZ-UHFFFAOYSA-N benzidamine Natural products C12=CC=CC=C2C(OCCCN(C)C)=NN1CC1=CC=CC=C1 CNBGNNVCVSKAQZ-UHFFFAOYSA-N 0.000 claims description 3
- 230000004071 biological effect Effects 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 3
- FIKAKWIAUPDISJ-UHFFFAOYSA-L paraquat dichloride Chemical compound [Cl-].[Cl-].C1=C[N+](C)=CC=C1C1=CC=[N+](C)C=C1 FIKAKWIAUPDISJ-UHFFFAOYSA-L 0.000 claims description 3
- AIAYSXFWIUNXRC-PHIMTYICSA-N (1r,5s)-3-[hydroxy-[2-(2-methoxyethoxymethyl)-6-(trifluoromethyl)pyridin-3-yl]methylidene]bicyclo[3.2.1]octane-2,4-dione Chemical compound COCCOCC1=NC(C(F)(F)F)=CC=C1C(O)=C1C(=O)[C@@H](C2)CC[C@@H]2C1=O AIAYSXFWIUNXRC-PHIMTYICSA-N 0.000 claims description 2
- XZIDTOHMJBOSOX-UHFFFAOYSA-N 2,3,6-TBA Chemical compound OC(=O)C1=C(Cl)C=CC(Cl)=C1Cl XZIDTOHMJBOSOX-UHFFFAOYSA-N 0.000 claims description 2
- 239000002794 2,4-DB Substances 0.000 claims description 2
- YIVXMZJTEQBPQO-UHFFFAOYSA-N 2,4-DB Chemical compound OC(=O)CCCOC1=CC=C(Cl)C=C1Cl YIVXMZJTEQBPQO-UHFFFAOYSA-N 0.000 claims description 2
- MZHCENGPTKEIGP-UHFFFAOYSA-N 2-(2,4-dichlorophenoxy)propanoic acid Chemical compound OC(=O)C(C)OC1=CC=C(Cl)C=C1Cl MZHCENGPTKEIGP-UHFFFAOYSA-N 0.000 claims description 2
- ABOOPXYCKNFDNJ-UHFFFAOYSA-N 2-{4-[(6-chloroquinoxalin-2-yl)oxy]phenoxy}propanoic acid Chemical compound C1=CC(OC(C)C(O)=O)=CC=C1OC1=CN=C(C=C(Cl)C=C2)C2=N1 ABOOPXYCKNFDNJ-UHFFFAOYSA-N 0.000 claims description 2
- UPMXNNIRAGDFEH-UHFFFAOYSA-N 3,5-dibromo-4-hydroxybenzonitrile Chemical compound OC1=C(Br)C=C(C#N)C=C1Br UPMXNNIRAGDFEH-UHFFFAOYSA-N 0.000 claims description 2
- CTSLUCNDVMMDHG-UHFFFAOYSA-N 5-bromo-3-(butan-2-yl)-6-methylpyrimidine-2,4(1H,3H)-dione Chemical compound CCC(C)N1C(=O)NC(C)=C(Br)C1=O CTSLUCNDVMMDHG-UHFFFAOYSA-N 0.000 claims description 2
- KLSJWNVTNUYHDU-UHFFFAOYSA-N Amitrole Chemical compound NC1=NC=NN1 KLSJWNVTNUYHDU-UHFFFAOYSA-N 0.000 claims description 2
- 239000005488 Bispyribac Substances 0.000 claims description 2
- 239000005489 Bromoxynil Substances 0.000 claims description 2
- HSSBORCLYSCBJR-UHFFFAOYSA-N Chloramben Chemical compound NC1=CC(Cl)=CC(C(O)=O)=C1Cl HSSBORCLYSCBJR-UHFFFAOYSA-N 0.000 claims description 2
- LBGPXIPGGRQBJW-UHFFFAOYSA-N Difenzoquat Chemical compound C[N+]=1N(C)C(C=2C=CC=CC=2)=CC=1C1=CC=CC=C1 LBGPXIPGGRQBJW-UHFFFAOYSA-N 0.000 claims description 2
- 239000005529 Florasulam Substances 0.000 claims description 2
- QZXATCCPQKOEIH-UHFFFAOYSA-N Florasulam Chemical compound N=1N2C(OC)=NC=C(F)C2=NC=1S(=O)(=O)NC1=C(F)C=CC=C1F QZXATCCPQKOEIH-UHFFFAOYSA-N 0.000 claims description 2
- DHAHEVIQIYRFRG-UHFFFAOYSA-N Fluoroglycofen Chemical compound C1=C([N+]([O-])=O)C(C(=O)OCC(=O)O)=CC(OC=2C(=CC(=CC=2)C(F)(F)F)Cl)=C1 DHAHEVIQIYRFRG-UHFFFAOYSA-N 0.000 claims description 2
- 239000005558 Fluroxypyr Substances 0.000 claims description 2
- XVOKUMIPKHGGTN-UHFFFAOYSA-N Imazethapyr Chemical compound OC(=O)C1=CC(CC)=CN=C1C1=NC(C)(C(C)C)C(=O)N1 XVOKUMIPKHGGTN-UHFFFAOYSA-N 0.000 claims description 2
- 206010061217 Infestation Diseases 0.000 claims description 2
- 239000005627 Triclopyr Substances 0.000 claims description 2
- NUFNQYOELLVIPL-UHFFFAOYSA-N acifluorfen Chemical compound C1=C([N+]([O-])=O)C(C(=O)O)=CC(OC=2C(=CC(=CC=2)C(F)(F)F)Cl)=C1 NUFNQYOELLVIPL-UHFFFAOYSA-N 0.000 claims description 2
- VGPYEHKOIGNJKV-UHFFFAOYSA-N asulam Chemical compound COC(=O)NS(=O)(=O)C1=CC=C(N)C=C1 VGPYEHKOIGNJKV-UHFFFAOYSA-N 0.000 claims description 2
- GINJFDRNADDBIN-FXQIFTODSA-N bilanafos Chemical compound OC(=O)[C@H](C)NC(=O)[C@H](C)NC(=O)[C@@H](N)CCP(C)(O)=O GINJFDRNADDBIN-FXQIFTODSA-N 0.000 claims description 2
- RYVIXQCRCQLFCM-UHFFFAOYSA-N bispyribac Chemical compound COC1=CC(OC)=NC(OC=2C(=C(OC=3N=C(OC)C=C(OC)N=3)C=CC=2)C(O)=O)=N1 RYVIXQCRCQLFCM-UHFFFAOYSA-N 0.000 claims description 2
- HUBANNPOLNYSAD-UHFFFAOYSA-N clopyralid Chemical compound OC(=O)C1=NC(Cl)=CC=C1Cl HUBANNPOLNYSAD-UHFFFAOYSA-N 0.000 claims description 2
- SYJFEGQWDCRVNX-UHFFFAOYSA-N diquat Chemical compound C1=CC=[N+]2CC[N+]3=CC=CC=C3C2=C1 SYJFEGQWDCRVNX-UHFFFAOYSA-N 0.000 claims description 2
- MEFQWPUMEMWTJP-UHFFFAOYSA-N fluroxypyr Chemical compound NC1=C(Cl)C(F)=NC(OCC(O)=O)=C1Cl MEFQWPUMEMWTJP-UHFFFAOYSA-N 0.000 claims description 2
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- NDNKHWUXXOFHTD-UHFFFAOYSA-N metizoline Chemical compound CC=1SC2=CC=CC=C2C=1CC1=NCCN1 NDNKHWUXXOFHTD-UHFFFAOYSA-N 0.000 claims description 2
- 229960002939 metizoline Drugs 0.000 claims description 2
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- 230000008635 plant growth Effects 0.000 claims description 2
- 230000009467 reduction Effects 0.000 claims description 2
- REEQLXCGVXDJSQ-UHFFFAOYSA-N trichlopyr Chemical compound OC(=O)COC1=NC(Cl)=C(Cl)C=C1Cl REEQLXCGVXDJSQ-UHFFFAOYSA-N 0.000 claims description 2
- ONNQFZOZHDEENE-UHFFFAOYSA-N 2-[5-(but-3-yn-2-yloxy)-4-chloro-2-fluorophenyl]-4,5,6,7-tetrahydro-1H-isoindole-1,3(2H)-dione Chemical compound C1=C(Cl)C(OC(C)C#C)=CC(N2C(C3=C(CCCC3)C2=O)=O)=C1F ONNQFZOZHDEENE-UHFFFAOYSA-N 0.000 claims 2
- NUPJIGQFXCQJBK-UHFFFAOYSA-N 2-(4-isopropyl-4-methyl-5-oxo-4,5-dihydro-1H-imidazol-2-yl)-5-(methoxymethyl)nicotinic acid Chemical compound OC(=O)C1=CC(COC)=CN=C1C1=NC(C)(C(C)C)C(=O)N1 NUPJIGQFXCQJBK-UHFFFAOYSA-N 0.000 claims 1
- CLQMBPJKHLGMQK-UHFFFAOYSA-N 2-(4-isopropyl-4-methyl-5-oxo-4,5-dihydro-1H-imidazol-2-yl)nicotinic acid Chemical compound N1C(=O)C(C(C)C)(C)N=C1C1=NC=CC=C1C(O)=O CLQMBPJKHLGMQK-UHFFFAOYSA-N 0.000 claims 1
- CABMTIJINOIHOD-UHFFFAOYSA-N 2-[4-methyl-5-oxo-4-(propan-2-yl)-4,5-dihydro-1H-imidazol-2-yl]quinoline-3-carboxylic acid Chemical compound N1C(=O)C(C(C)C)(C)N=C1C1=NC2=CC=CC=C2C=C1C(O)=O CABMTIJINOIHOD-UHFFFAOYSA-N 0.000 claims 1
- PVSGXWMWNRGTKE-UHFFFAOYSA-N 5-methyl-2-[4-methyl-5-oxo-4-(propan-2-yl)-4,5-dihydro-1H-imidazol-2-yl]pyridine-3-carboxylic acid Chemical compound N1C(=O)C(C(C)C)(C)N=C1C1=NC=C(C)C=C1C(O)=O PVSGXWMWNRGTKE-UHFFFAOYSA-N 0.000 claims 1
- 239000005566 Imazamox Substances 0.000 claims 1
- 239000005981 Imazaquin Substances 0.000 claims 1
- ZRIUUUJAJJNDSS-UHFFFAOYSA-N ammonium phosphates Chemical compound [NH4+].[NH4+].[NH4+].[O-]P([O-])([O-])=O ZRIUUUJAJJNDSS-UHFFFAOYSA-N 0.000 claims 1
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- BCEHBSKCWLPMDN-MGPLVRAMSA-N voriconazole Chemical compound C1([C@H](C)[C@](O)(CN2N=CN=C2)C=2C(=CC(F)=CC=2)F)=NC=NC=C1F BCEHBSKCWLPMDN-MGPLVRAMSA-N 0.000 description 1
- 229960004740 voriconazole Drugs 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 241000228158 x Triticosecale Species 0.000 description 1
- WCJYTPVNMWIZCG-UHFFFAOYSA-N xylylcarb Chemical compound CNC(=O)OC1=CC=C(C)C(C)=C1 WCJYTPVNMWIZCG-UHFFFAOYSA-N 0.000 description 1
- 239000005943 zeta-Cypermethrin Substances 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
- PQHXFGUTAAIHOC-XZZSYSLUSA-N α-(methoxyimino)-n-methyl-2-[[[1-[3-(trifluoromethyl)phenyl]ethoxy]imino]methyl]benzeneacetamide Chemical compound CNC(=O)C(=N\OC)\C1=CC=CC=C1\C=N\OC(C)C1=CC=CC(C(F)(F)F)=C1 PQHXFGUTAAIHOC-XZZSYSLUSA-N 0.000 description 1
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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
- 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
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- A01N35/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical
- A01N35/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical at least one of the bonds to hetero atoms is to nitrogen
- A01N35/10—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical at least one of the bonds to hetero atoms is to nitrogen containing a carbon-to-nitrogen double bond
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- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/36—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids
- A01N37/38—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids having at least one oxygen or sulfur atom attached to an aromatic ring system
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- A—HUMAN NECESSITIES
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- 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
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/36—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids
- A01N37/38—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids having at least one oxygen or sulfur atom attached to an aromatic ring system
- A01N37/40—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids having at least one oxygen or sulfur atom attached to an aromatic ring system having at least one carboxylic group or a thio analogue, or a derivative thereof, and one oxygen or sulfur atom 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
- A01N39/00—Biocides, pest repellants or attractants, or plant growth regulators containing aryloxy- or arylthio-aliphatic or cycloaliphatic compounds, containing the group or, e.g. phenoxyethylamine, phenylthio-acetonitrile, phenoxyacetone
- A01N39/02—Aryloxy-carboxylic acids; Derivatives thereof
- A01N39/04—Aryloxy-acetic acids; Derivatives thereof
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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
- A01N41/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom
- A01N41/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom containing a sulfur-to-oxygen double bond
- A01N41/10—Sulfones; Sulfoxides
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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
- A01N41/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom
- A01N41/12—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom not containing sulfur-to-oxygen bonds, e.g. polysulfides
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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
- A01N43/54—1,3-Diazines; Hydrogenated 1,3-diazines
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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
- A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
- A01N43/66—1,3,5-Triazines, not hydrogenated and not substituted at the ring nitrogen atoms
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
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- 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
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- A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
- A01N47/36—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the group >N—CO—N< directly attached to at least one heterocyclic ring; Thio analogues thereof
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Abstract
composição aquosa adjuvante para aumentar a eficácia de substâncias de eletrólito ativo. a presente invenção refere-se a uma composição adjuvante contendo: a) uma ou mais alquilglucamidas de fórmula (i), em que r1 representa um grupo alquila linear ou ramificado apresentando de 5 a 9 átomos de carbono, r2 representa um grupo alquila apresentando de 1 a 3 átomos de carbono; b) pelo menos um sal de amônio solúvel em água, preferencialmente, selecionado do grupo que consiste de sulfato de amônio, nitrato de amônio, nitrato de amônio ureia, fosfato de amônio, citrato de amônio, cloreto de amônio e tiossulfato de amônio; c) propileno glicol, dipropileno glicol, misturas de propileno glicol e dipropileno glicol, em cada caso, opcionalmente, em uma mistura com polipropileno glicol e/ou polietileno glicol, em cada caso, com até 10 unidades de repetição; e d) água é adequada para aumentar a eficácia de substâncias de eletrólito ativo.
Description
[001] A invenção refere-se a uma composição aquosa adjuvante que compreende alquilglucamidas, à utilização da mesma, para intensificar a ação de ingredientes de eletrólito ativo, e às composições aquosas pesticidas compreendendo a composição adjuvante.
[002] Pesticidas (particularmente, herbicidas, fungicidas e inseticidas) são substâncias químicas, preparadas sinteticamente, ou, de origem natural, as quais penetram nas células ou tecidos vegetais ou em organismos parasíticos em, ou na planta, e danificam e/ou destroem as mesmas. A maioria de pesticidas é herbicida. Pesticidas são, tipicamente, usados na forma de preparações (formulações) líquidas ou sólidas concentradas na agricultura. Esses são mais fáceis para o usuário manusear ou garantir maior eficácia do ingrediente ativo. As formulações são, tipicamente, diluídas com água antes de utilização e em seguida, distribuídas por meio de aplicação por pulverização.
[003] Concentrados solúveis em água (líquidos solúveis, abreviados para LS) é uma forma importante de preparações pesticidas. Estes desempenham um papel importante, em particular, no caso de herbicidas, pesticidas sendo muitas vezes utilizados na forma de sais solúveis em água, os quais são convertidos em seus sais de metais alcalinos ou amônio por meio de neutralização da forma ácida dos herbicidas com bases adequadas. Sob algumas circunstâncias, um segundo ingrediente ativo insolúvel em água está presente na preparação de pesticidas. Nesse caso, a preparação é um concentrado de suspensão (CS), mesmo quando um ingrediente ativo é dissolvido na fase aquosa.
[004] Um papel particularmente importante é desempenhado pelos sais de herbicidas solúveis em água, por exemplo, de glifosato ou glufosinato ou dos herbicidas de auxina, tais como 2,4-D ou dicamba. Estes são preferencialmente utilizados como o sal de metal alcalino ou na forma de vários sais de amônio ou como uma mistura desses sais, geralmente, como formulações aquosas.
[005] É um problema geral na aplicação de pesticidas que apenas uma fração do ingrediente ativo exibe a atividade desejada. A porção maior é muitas vezes perdida não utilizada, em que o ingrediente ativo não atinge as folhas ou raízes das plantas na implantação do licor de pulverização, mas penetra não utilizado no solo é lavado pela chuva ou é simplesmente não adequadamente absorvido pela planta.
[006] Essa desvantagem ecológica e econômica pode ser reduzida por adição de auxiliares, referidos no estado da técnica como "adjuvante(s)", para formulações pesticidas. Esses auxiliares podem, por exemplo, reduzir desvio de pulverização, aperfeiçoar a umectação da planta ou assegurar que o ingrediente ativo adere-se sobre a superfície da planta por mais tempo ou é melhor absorvido. Especialmente, no caso de pesticidas solúveis em água, tal como glifosato, o tipo e quantidade dos adjuvantes utilizados têm uma influência crucial na eficácia da formulação.
[007] Consideravelmente, os adjuvantes mais comumente utilizados em formulações aquosas herbicidas são etoxilatos de amina graxa, principalmente, etoxilatos de seboamina. Entretanto, esses produtos é uma causa de preocupação devido às suas propriedades tóxicas e ecotoxicológicas, tal como irritação ocular grave ou toxicidade no sentido de organismos aquáticos, e estão cada vez mais, sendo substituídos por adjuvantes que apresentam um melhor perfil toxicológico e ecotoxicológico.
[008] Adjuvantes que são utilizados em formulações aquosas pesticidas são, tipicamente, em forma líquida, isto é, na forma de soluções miscíveis em água, a fim de simplificar a produção da formulação pesticida. As soluções adjuvantes podem compreender água e/ou solventes miscíveis em água que, juntamente com o pesticida, originam-se em uma formulação aquosa homogênea e estável durante armazenamento. Se possível água é utilizada como solvente, uma vez que é preferível, tanto por razões de custo quanto de um ponto de vista ambiental. Se necessários, são adicionados cos- solventes capazes de melhorar a solubilidade ou estabilidade.
[009] O uso de tensoativos à base de açúcar, tais como alquil-N- metilglucosamidas, por exemplo, em composições de limpeza e produtos cosméticos, é descrito na literatura (F.W. Lichtenthaler, "Carbohydrates as Organic Raw Materials" ("Carboidratos como Materiais Orgânicos") na Enciclopédia de Química Industrial de Ullmann, Wiley-VCH Verlag, 2010).
[0010] WO 96/16540 descreve composições pesticidas que compreendem alquilamidas de cadeia longa que suportam um substituinte poli-hidroxicarbonila apresentando pelo menos três grupos hidroxila no nitrogênio de amida. Os exemplos descrevem concentrados de emulsões, pós dispersíveis em água e grânulos de dodecil-N-metilglucamida, dodeciltetradecil-N-metilglucamida e cetilestearil-N-metilglucamida.
[0011] As demandas de adjuvantes em composições aquosas pesticidas têm crescido regularmente ao longo dos anos. Bem como, alta eficácia biológica e segurança, tanto do ponto de vista do usuário quanto do ponto de vista ambiental, propriedades de desempenho mais vantajosas são cada vez mais demandadas. Os adjuvantes são para permitir carregamento máximo da formulação com o ingrediente ativo e compatibilidade máxima com vários ingredientes ativos. As formulações têm de ser estáveis sob armazenagem e apresentam viscosidade mínima, a fim de assegurar manuseio mais fácil, e o esvaziamento máximo do recipiente. Além disso, boa miscibilidade e rápida capacidade de dissolução, também, e particularmente, em água fria, na mistura do licor de pulverização são necessárias.
[0012] O problema abordado foi, desse modo, o de proporcionar composições aquosas adjuvantes adicionais que são altamente eficazes, caracterizar um perfil toxicológico e ecológico muito vantajoso e apresentar propriedades vantajosas a partir de um ponto de vista de desempenho. Propriedades desejáveis adicionais de um adjuvante são intensificação da absorção de ingredientes ativos sistêmicos, umectantes, solubilização e capacidade de combinação com sulfato de amônio e ingredientes de eletrólito ativo, e excelente compatibilidade da planta.
[0013] O problema é resolvido por meio de uma composição aquosa adjuvante, preferencialmente monofásica, compreendendo:
[0015] em que:
[0016] R1é um grupo alquila linear ou ramificado apresentando de 5 a 9 átomos de carbono,
[0017] R2é um grupo alquila apresentando de 1 a 3 átomos de carbono,
[0018] b) pelo menos um sal de amônio solúvel em água, preferencialmente, selecionado do grupo que consiste em sulfato de amônio, nitrato de amônio, nitrato de amônio eiaureia, fosfato de amônio, citrato de amônio, cloreto de amônio e tiossulfato de amônio.
[0019] c) propileno glicol, dipropileno glicol, misturas de propileno glicol e dipropileno glicol, cada um, opcionalmente, em uma mistura com polipropileno glicol e/ou polietileno glicol, cada um, apresentando até dez unidades de repetição, e
[0020] d) água.
[0021] A invenção adicionalmente proporciona a utilização de uma composição da invenção como adjuvante para formulações pesticidas.
[0022] A invenção adicionalmente proporciona uma composição pesticida que compreende o adjuvante da invenção.
[0023] A invenção também proporciona um método de controle de organismos nocivos, em que o organismo nocivo ou seu hábitat é levado em contato com uma composição pesticida compreendendo a composição adjuvante da invenção.
[0024] A composição adjuvante da invenção, especialmente, aumenta a eficácia de ingredientes de eletrólito ativo, isto é, pesticidas na forma de sais solúveis em água.
[0025] Em uma modalidade preferida, a composição adjuvante, além de água e propileno glicol, não compreende quaisquer solventes adicionais.
[0026] Em uma modalidade preferida adicional, a composição adjuvante consiste em componentes a) a d).
[0027] Como componente a), a composição adjuvante compreende uma ou mais alquilglucamidas de fórmula (I).
[0028] Em uma ou mais alquilglucamidas de fórmula (I), o radical R1é preferencialmente, um grupo alquila linear ou ramificado apresentando de 7 a 9 átomos de carbono. O radical R2é preferencialmente, um grupo metila.
[0029] Mais preferencialmente, as composições adjuvantes da invenção compreendem uma mistura de octil-N-metilglucamida (R1 = C7-alquila, R2 = metila) e decil-N-metilglucamida (R1 = C9-alquila, R2 = metila). A proporção de octil-N-metilglucamida nessa mistura é de 10% a 90% em peso, de preferência, de 20% a 80% em peso, e mais preferencialmente, de 30% a 70% em peso, com base na quantidade total das alquilglucamidas presentes nessa mistura. A proporção de decil-N-metilglucamida nessa mistura é de 10% a 90% em peso, de preferência, de 20% a 80% em peso, e mais preferencialmente, de 30% a 70% em peso, com base na quantidade total das alquilglucamidas presentes nessa mistura. Preferência é dada também a nonil-N-metilglucamida (R1 = C8-alquila, R2 = metila, com base em ácido pelargônico).
[0030] O radical penta-hidroxiexila nas alquilglucamidas de fórmula (I) apresenta vários centros quirais, de tal modo que diversos estereoisômeros possam existir em cada caso. Tipicamente, as alquilglucamidas de fórmula (I) são preparadas a partir de açúcares que ocorrem naturalmente, tal como D-glicose, pelo uso de outras hexoses naturais ou sintéticas ou outras unidades C6 é também possível em princípio, de tal modo que diferentes estereoisômeros de fórmula (I) possam resultar.
[0031] A preparação das alquilglucamidas de fórmula (I) tem sido suficientemente bem descrita anterior e é conhecida daquele versado no estado da técnica. Esta é efetuada, por exemplo, por meio de condensação de ésteres carboxílicos com uma N-alquilglucamina secundária, que pode por sua vez ser preparada por meio de aminação redutiva de um açúcar, tal como D-glicose.
[0032] Preferencialmente, as composições aquosas adjuvantes contêm de 5% a 90% em peso, mais preferencialmente, de 10% a 80% em peso, e especialmente, de preferência de 10% a 30% em peso, de uma ou mais alquilglucamidas de componente a).
[0033] Com as alquilglucamidas descritas acima de fórmula (I), é possível produzir composições pesticidas da invenção, especialmente, formulações aquosas herbicidas, apresentando propriedades excelentes de desempenho.
[0034] As alquilglucamidas de fórmula (I) são preferencialmente baseadas em matérias-primas renováveis e caracterizam um perfil toxicológico e ecológico vantajoso. Estas apresentam uma alta solubilidade em água.
[0035] Como componente b), as composições adjuvantes compreendem um ou mais, e preferencialmente, um ou dois sais de amônio solúveis em água, mais preferencialmente, um sal de amônio solúvel em água.
[0036] Sais de amônio preferidos são: sulfato de amônio, nitrato de amônio, nitrato de amônio ureia, fosfato de amônio, citrato de amônio, tiossulfato de amônio e/ou cloreto de amônio, mais preferencialmente, sulfato de amônio, nitrato de amônio, citrato de amônio e/ou nitrato de amônio ureia, mais preferencialmente, sulfato de amônio.
[0037] Preferencialmente, as composições adjuvantes contêm de 5% a 60% em peso, mais preferencialmente, de 10% a 50% em peso, e especialmente, de preferência, de 20% a 50% em peso de um ou mais sais de amônio.
[0038] Como componente c), as composições adjuvantes compreendem propileno glicol ou dipropileno glicol, e combinações dos dois, um com outro ou com polipropileno glicol ou polietileno glicol apresentando até 10 unidades de repetição. Preferência é dada a propileno glicol.
[0039] O teor de propileno glicol é preferencialmente de 1% a 30% em peso, mais preferencialmente, de 2% a 10% em peso e, especialmente, de preferência de 2% a 5% em peso.
[0040] Como componente d), as composições adjuvantes compreendem água. Água útil inclui, por exemplo, água desmineralizada, água subterrânea, água do mar ou água de torneira. A água de preferência apresenta uma dureza inferior a 15° dH (dureza alemã).
[0041] O teor de água é preferencialmente de 20% a 89% em peso, mais preferencialmente, de 25% a 70% em peso e, especialmente, de preferência, de 30% a 60% em peso.
[0042] Em uma modalidade, as composições adjuvantes podem compreender, além de componentes a) a d), além de componente c), um cossolvente adicional e).
[0043] O cossolvente e), opcionalmente presente pode estar presente como um componente secundário do processo de preparação da alquilglucamida ou foram adicionados, subsequentemente, à composição adjuvante. O cossolvente pode ser um solvente único ou uma mistura de dois ou mais solventes. Solventes adequados para essa finalidade são todos os solventes polares que são compatíveis com a composição aquosa pesticida e formar uma fase homogênea. Cossolventes adequados são, por exemplo, alcoóis mono-hídricos, tais como metanol, etanol, propanol, butanol, álcool benzílico ou alcoóis poli-hídricos adicionais, tais como etileno glicol, dietileno glicol ou glicerol, ou poliglicóis tais como polietileno glicóis, polipropileno glicóis ou polialquileno glicóis mistos (PAGs). Solventes adequados adicionais são éteres, por exemplo, éter mono ou dimetílico propileno glicol, de éter mono ou dimetílico dipropileno glicol, amidas, por exemplo, N-metil- ou N-etilpirrolidona, N,N-dimetil-lactamida, N,N-caprilamida ou N,N-decanamida.
[0044] A proporção do cossolvente na composição, se presente, é tipicamente, de 10 a 250 g/L, preferencialmente, de 20 a 200 g/L e, mais preferencialmente, de 30 a 150 g/L.
[0045] Em uma modalidade preferida, o adjuvante da invenção não contém qualquer cossolvente adicional e).
[0046] Em uma modalidade adicional, as composições adjuvantes da invenção podem compreender, bem como, componentes a) a d), e opcionalmente, e), um ou mais auxiliares adicionais f), os quais podem ser, por exemplo, conservantes, tensoativos, antiespumantes, polímeros funcionais ou adjuvantes adicionais. Exemplos de tais auxiliares podem ser encontrados adicionalmente, abaixo.
[0047] As composições adjuvantes são adequadas como adjuvantes em composições aquosas pesticidas para aperfeiçoar a atividade biológica de herbicidas, inseticidas, fungicidas, acaricidas, bactericidas, moluscicidas, nematicidas e rodenticidas.
[0048] A invenção, portanto, também proporciona o uso das composições adjuvantes da invenção para intensificar a atividade biológica de pesticidas, especialmente, de herbicidas.
[0049] As composições adjuvantes são notavelmente adequadas para produção de composições aquosas pesticidas estáveis a armazenagem apresentando propriedades vantajosas.
[0050] A invenção, portanto, também proporciona a utilização de composições adjuvantes da invenção para produção de composições aquosas pesticidas. Processos para produção de tais composições pesticidas são conhecidos daqueles versados no estado da técnica.
[0051] A invenção também adicionalmente proporciona composições aquosas pesticidas compreendendo:
[0053] em que:
[0054] R1 é um grupo alquila linear ou ramificado apresentando de 5 a 9 átomos de carbono,
[0055] R2 é um grupo alquila apresentando de 1 a 3 átomos de carbono,
[0056] b) um ou mais sais de amônio.
[0057] c) propileno glicol, dipropileno glicol, misturas de propileno glicol e dipropileno glicol, cada um, opcionalmente, em uma mistura com polipropileno glicol e/ou polietileno glicol, cada um, apresentando até dez unidades de repetição,
[0058] d) água,
[0059] e) opcionalmente, um ou mais cossolventes.
[0060] f) opcionalmente, um ou mais auxiliares,
[0061] g) um ou mais pesticidas solúveis em água e
[0062] h) opcionalmente, um ou mais pesticidas insolúveis em água.
[0063] Pesticidas solúveis em água no contexto da invenção entendem-se significar pesticidas apresentando uma solubilidade sob temperatura ambiente (25°C) de mais de 50 g/L e preferencialmente, mais de 100 g/L em água. Preferência particular é dada a pesticidas que apresentam, na concentração de uso sob 20°C, uma solubilidade de pelo menos 90% em peso.
[0064] Pesticidas preferidos incluem fungicidas, bactericidas, inseticidas, acaricidas, nematicidas, herbicidas, reguladores de crescimento das plantas, nutrientes de plantas e repelentes.
[0065] As composições da invenção são preferencialmente, adequadas para combinações compreendendo um ou mais dos ingredientes ativos solúveis em água seguintes (componente g).
[0066] As composições da invenção podem adicionalmente, na formulação ou então, o licor de pulverização, compreender pesticidas adicionais que podem estar presentes em forma dissolvida, ou em forma dispersa.
[0067] Exemplos adicionais de pesticidas são mencionados a seguir, os quais podem estar presentes em forma dissolvida, como componente (g) ou como um parceiro de combinação para esses pesticidas (componente h)).
[0068] Exemplos de herbicidas incluem: acifluorfeno, aminopiralida, amitrol, asulam, benazolina, bentazona, bialafos, biciclopirona, bispiribac, bromacila, bromoxinila, clorambeno, clopiralida, 2,4-D, 2,4-DB, dicamba, diclorprop, diclorprop-P, difenzoquat, diquat, endotalo, fenoxaprop, fenoxaprop-P, flamprop, florassulamo, flumicloraque, fluoroglicofeno, fluroxipir, fomesafeno, fosamina, glufosinato, glufosinato-P, glifosato, imazamet, imazametabenzo, imazamox, imazapic, imazapir, imazaquina, imazetapir, MCPA, MCPB, mecoprop, mesotriona, nicossulfurona, ácido octanoico, ácido pelargônico, picloramo, quizalofop, quizalofop- P, 2,3,6-TBA, sulcotriona, tembotriona e triclopir, preferencialmente, cada um, na forma de seus sais solúveis em água.
[0069] Sais preferidos aqui são, por exemplo, acifluorfen-sódio, bialafos-sódio, bispiridac-sódio, glufosinato-amônio, glufosinato-P- amônio, glufosinato-P-sódio, glifosato-isopropilamônio, glifosato- trimésio, imazamox-amônio, imazapir-isopropilamônio, imazaquinamônio, imazetapir-amônio, MCPB-sódio, mecocrop-sódio, mecocrop-P-dimetilamônio e mecocrop-P-potássio.
[0070] Ingredientes ativos com base em inibição de, por exemplo, acetolactato-sintase, acetil-CoA carboxilase, sintase celulose, sintase enolpiruvilchiquimato-3-fosfato, sintetase glutamina, dioxigenase p- hidroxifenilpiruvato, fitoendesaturase, fotossistema I, fotossistema II, protoporfirinogênio-oxidase utilizável, conforme descrito, por exemplo, de Weed Research 26 (1986) 441-445 ou "The Pesticide Manual", 16a. Edição, The British Crop Protection Council e a Royal Soc. of Chemistry, 2012 e literatura citada, aqui. Herbicidas conhecidos ou reguladores de crescimento de plantas que podem ser combinados com os compostos da invenção incluem, por exemplo, os seguintes ingredientes ativos (os compostos são referidos, quer pelo nome comum de acordo com a International Organization for Standardization (ISO) ou pelo nome químico ou pelo número de código) e sempre abrangem todas as formas de utilização, tais como ácidos, sais, ésteres e isômeros, tais como estereoisômeros e isômeros ópticos. Esta lista inclui, por meio de exemplo, uma forma de utilização e, em alguns casos, também uma pluralidade de formas de utilização:
[0071] acetoclor, acibenzolar, acibenzolar-S-metila, aclonifeno, alaclor, alidoclor, aloxidimo, aloxidimo-sódio, ametrina, amicarbazona, amidoclor, amidossulfurona, aminociclopiraclor, aminociclopiraclor- potássio, aminociclopiraclor-metila, sulfamato de amônio, ancimidol, anilofos, atrazina, aviglicina, azafenidina, azinsulfurona, aziprotrina, beflubutamida, benazolinoetila, bencarbazona, benfluralina, benfuresato, bensulida, bensulfurona, bensulfurona-metila, benzofendizona, benzobiciclona, benzofenap, benzoflúor, benzoilprop, benziladenina, bifenox, bilanafos, bilanafos de sódio, bromobutida, bromofenoxima, bromurona, buminafos, busoxinona, butaclor, butafenacila, butamifos, butenaclor, butralina, butroxidima, butilato, cafenstrol, carbarila, carbetamida, carfentrazona, carfentrazona-etila, carvona, cloreto de clorocolina, clometoxifeno, clorazifop, clorazifop- butila, clorbromurona, clorbufamo, clorfenac, clorfenac-sódio, clorfemprop, clorflurenol, clorflurenol-metila, cloridazona, clorimurona, clorimurona-etila, cloreto de clormequato, clornitrofena, ácido 4- clorofenoxiacético, cloroftalima, clorprofamo, clortal-dimetila, clorotolurona, clorsulfurona, cinidona, cinidonetila, cinmetilina, cinossulfurona, cletodima, clodinafop, clodinafop-propargila, clofencet, clomazona, clomeprop, cloprop, cloransulamo, cloransulamo-metila, cloxifonac, cumilurona, cianamida, cianazina, ciclanilida, cicloato, ciclossulfamurona, cicloxidima, ciclurona, cialofop, cialofop-butila, ciperquat, ciprazina, ciprazol, citocinina, daimurona/dimurona, dalapona, daminozida, dazomet, n-decanol, desmedifamo, desmetrina, pirazolato de detosila (DTP), dialato, diaminozida, diclobenila, diclorprop-P, diclofop, diclofop-metila, diclofop-P-metila, diclossulamo, dietatila, dietatil-etila, difenoxurona, diflufenicano, diflufenzopir, diflufenzopir-sódio, dicegulac de sódio, dimefurona, dimepiperato, dimetaclor, dimetametrina, dimetenamida, dimetenamida-P, dimetipina, dimetrassulfurona, dinitramina, dinoseb, dinoterb, difenamida, diisopropilnaftaleno, dipropetrina, dibrometo de diquat, ditiopir, diurona, DNOC, eglinazino-etila, EPTC, esprocarb, etalfluralina, etametsulfurona, etametsulfurona-metila, acetato de etilnaftila, etefona, etidimurona, etiozina, etofumesato, etoxifeno, etoxifeno-etila, etoxissulfurona, etobenzanid, F-5331, isto é, N-[2-cloro-4-flúor-5-[4-(3- fluorpropil)-4,5-di-hidro-5-oxo-1H-tetrazol-1-il]fenil]etanossulfonamida, F-7967, isto é, 3-[7-cloro-5-flúor-2-(trifluormetil)-1H-benzimidazol-4-il]- 1-metil-6-(trifluormetil)pirimidino-2,4(1H,3H)-diona, fenoprop, fenoxaprop-etila, fenoxaprop-P-etila, fenoxassulfona, fentrazamida, fenurona, flamprop, flamprop-M-isopropila, flamprop-M-metila, flazassulfurona, fluazifop, fluazifop-P, fluazifop-butila, fluazifop-P-butila, fluazolato, flucarbazona, flucarbazona-sódio, flucetossulfurona, flucloralina, flufenacet (tiafluamida), flufempir, flufempiretila, flumetralina, flumetsulamo, flumiclorac-pentila, flumioxazina, flumipropina, fluometurona, fluordifeno, fluorglicofeno-etila, flupoxamo, flupropacila, flupropanato, flupirsulfurona, flupirsulfurona-metil-sódio, flurenol, flurenol-butila, fluridona, flurocloridona, fluroxipir-meptila, flurprimidol, flurtamona, flutiaceto, flutiaceto-metila, flutiamida, foransulfurona, forclorfenurona, furiloxifeno, ácido giberélico, H-9201, isto é, amidotioato de O-(2,4-dimetil-6-nitrofenil)-O-etilisopropilfósforo, halosafeno, halossulfurona, halossulfurona-metila, haloxifop, haloxifop- P, haloxifop-etoxietila, haloxifop-P-etoxietila, haloxifop-metila, haloxifop-P-metila, hexazinona, HW-02, isto é, 1-(dimetoxifosforil)etil (2,4-diclorofenóxi)acetato, imazametabenzo-metila, imazossulfurona, inabenfida, indanofano, indaziflamo, ácido indolacético (IAA), ácido 4- indol-3-ilbutírico (IBA), iodossulfurona, iodossulfurona-metil-sódio, iofensulfurona, iofensulfurona-sódio, ioxinila, ipfencarbazona, isocarbamida, isopropalina, isoproturona, isourona, isoxabeno, isoxaclortol, isoxaflutol, isoxapirifop, KUH-043, isto é, 3-({[5- (difluormetil)-1-metil-3-(trifluormetil)-1H-pirazol-4-il]metil}sulfonil)-5,5- dimetil-4,5-di-hidro-1,2-oxazol, carbutilato, cetospiradox, lactofeno, lenacila, linurona, hidrazida maléica, MCPB-metila, MCPB-etila, mecoprop-butotila, mecoprop-P-butotila, mecoprop-P-2-etil-hexila, mefenacet, mefluidida, cloreto de mepiquat, mesossulfurona, mesossulfurona-metila, metabenzotiazurona, metamo, metamifop, metamitrona, metazaclor, metazassulfurona, metazol, metiopirsulfurona, metiozolina, metoxifenona, metildinrona, 1- metilciclopropeno, isotiocianato de metila, metobenzurona, metobromurona, metolaclor, S-metolaclor, metossulamo, metoxurona, metribuzina, metsulfurona, metsulfurona-metila, molinato, monalida, monocarbamida, di-hidrogenossulfato monocarbamida, monolinurona, monossulfurona, éster de monossulfurona, monurona, MT-128, isto é, 6-cloro-N-[(2E)-3-cloroprop-2-en-1-il]-5-metil-N-fenilpiridazin-3-amina, MT-5950, isto é, N-[3-cloro-4-(1-metiletil)fenil]-2-metilpentanamida, NGGC-011, ácido 1-naftilacético (NAA), naftilacetamida (NAAm), ácido 2-naftoxiacético, naproanilida, napropamida, naptalamo, NC-310, isto é, 4-(2,4-diclorobenzoil)-1-metil-5-benziloxipirazol, neburona, nipiraclofeno, nitralina, nitrofeno, nitroguaiacolato, nitrofenolato de sódio (mistura de isômeros), nitrofluorfeno, ácido nonanoico, norflurazona, orbencarb, ortossulfamurona, orizalina, oxadiargila, oxadiazona, oxassulfurona, oxaziclomefona, oxifluorfeno, paclobutrazol, paraquat, dicloreto de paraquat, pendimetalina, pendralina, penoxsulamo, pentanoclor, pentoxazona, perfluidona, petoxamida, fenissofamo, fenemodifamo, fenemodifamo-etila, picolinafeno, pinoxadeno, piperofos, pirifenop, pirifenop-butila, pretilaclor, primissulfurona, primissulfurona-metila, probenazol, profluazol, prociazina, prodiamina, prifluralina, profoxidima, proexadiona, proexadiona-cálcio, proidrojasmona, prometona, prometrina, propaclor, propanila, propaquizafop, propazina, profamo, propissoclor, propoxicarbazona, propoxicarbazona-sódio, propirissulfurona, propizamida, prossulfalina, prossulfocarb, prossulfurona, prinaclor, piraclonila, piraflufeno, piraflufeno-etila, pirassulfotol, pirazolinato (pirazolato), pirazossulfurona, pirazossulfurona-etila, pirazoxifeno, piribambenzo, piribambenzo- isopropila, piribambenzo-propila, piribenzoxima, piributicarb, piridafol, piridato, piriftalida, piriminobac, piriminobac-metila, pirimissulfano, piritiobac, piritiobac-sódio, piroxassulfona, piroxsulamo, quinoclorac, quinomerac, quinoclamina, quizalofopetila, quizalofop-P, quizalofop-P- etila, quizalofop-P-tefurila, rinsulfurona, saflufenacila, secbumetona, setoxidima, sidurona, simazina, simetrina, SN-106279, isto é, (2R)-2- ({7-[2-cloro-4-(trifluormetil)fenóxi]-2-naftil}óxi)propanoato de metila, sulfalato (CDEC), sulfentrazona, sulfometurona, sulfometurona-metila, sulfossulfurona, SW-065, SYN-523, SYP-249, isto é, 1-etoxi-3-metil-1- oxobut-3-en-2-il-5-[2-cloro-4-(trifluormetil)fenóxi]-2-nitrobenzoato de metila, SYP-300, isto é, 1-[7-flúor-3-oxo-4-(prop-2-in-1-il)-3,4-di-hidro- 2H-1,4-benzoxazin-6-il]-3-propil-2-tioxoimidazolidino-4,5-diona, tebutamo, tebutiurona, tecnazeno, tefuriltriona, tepraloxidima, terbacila, terbucarb, terbuclor, terbumetona, terbutilazina, terbutrina, tenilclor, tiafluamida, tiazaflurona, tiazopir, tidiazimina, tidiazurona, tienocarbazona, tienocarbazona-metila, tifenossulfurona, tifenossulfurona-metila, tiobencarb, tiocarbazila, topramezona, tralcoxidima, triafamona, trialato, triassulfurona, triaziflamo, triazofenamida, tribenurona, tribenurona-metila, tribufos, ácido tricloracético (TCA), tridifano, trietazina, trifloxissulfurona, trifloxissulfurona-sódio, trifluralina, triflussulfurona, triflussulfurona- metila, trimeturona, trinexapac, trinexapac-etila, tritossulfurona, tsitodef, uniconazol, uniconazol-P, vernolato, ZJ-0862, isto é, 3,4- dicloro-N-{2-[(4,6-dimetoxipirimidin-2-il)óxi]benzil}anilina, seguintes compostos:
[0072] Exemplos de reguladores de crescimento de plantas adicionalmente incluem hormônios vegetais naturais, tais como ácido abscísico, ácido jasmônico, ácido salicílico e ésteres dos mesmos, cinetina e brassinosteroides.
[0073] Substâncias adicionais que devem ser mencionadas são aquelas que podem atuar como reguladores do crescimento das plantas e/ou fortificantes de plantas, a fim de reduzir o efeito de fatores de tensão, tais como calor, frio, seca, sal, deficiência de oxigênio ou inundação no crescimento de plantas. Exemplos desses incluem glicina betaína (betaína), colina, fosfato de potássio ou outros sais de fosfato, e silicatos.
[0074] Exemplos de nutrientes de plantas incluem fertilizantes inorgânicos ou orgânicos habituais para suprimento de plantas com macro e/ou micronutrientes.
[0075] Exemplos de fungicidas incluem:
[0076] (1) inibidores da biossíntese de ergosterol, por exemplo, azaconazol, bitertanol, bromuconazol, ciproconazol, diclobutrazol, difenoconazol, diniconazol, diniconazol-M, dodemorf, acetato de dodemorf, epoxiconazol, etaconazol, fenarimol, fembuconazol, fenexamida, fempropidina, fempropimorf, fluquinconazol, flurprimidol, flusilazol , flutriafol, furconazol, furconazol- cis, hexaconazol, imazalila, sulfato de imazalila, imibenconazol, ipconazol, metconazol, miclobutanila, naftifina, nuarimol, oxpoconazol, paclobutrazol, pefurazoato, penconazol, piperalina, procloraz, propiconazol, protioconazol, piributicarb, pirifenox, quinconazol, simeconazol, espiroxamina, tebuconazol, terbinafina, tetraconazol, triadimefona, triadimenol, tridemorf, triflumizol, triforina, triticonazol, uniconazol, uniconazol-P, viniconazol, voriconazol, 1-(4-clorofenil)-2- (1H-1,2,4-triazol-1-il)cicloeptanol, 1-(2,2-dimetil-2,3-di-hidro-1H-inden- 1-il)-1H-imidazol-5-carboxilato de metila, N'-{5-(difluormetil)-2-metil-4- [3- (trimetilsilil)propóxi]fenil}-N-etil-N-metilimidoformamida, N-etil-N- metil-N'-{2-metil-5-(trifluormetil)-4-[3-(trimetilsilil)propóxi]fenil} imidoformamida e O-[1-(4-metoxifenóxi)-3,3-dimetilbutan-2-il]1H- imidazol-1-carbotioato.
[0077] (2) inibidores de respiração (inibidores da cadeia respiratória), por exemplo, bixafeno, boscalida, carboxina, diflumetorima, fenfuramo, fluopiramo, flutolanila, fluxapiroxad, furametpir, furmeciclox, mistura de isopirazamo do racemato sin- epimérico 1RS,4SR,9RS e do racemato antiepimérico 1RS,4SR,9SR, isopirazamo (racemato antiepimérico), isopirazamo (enantiômero antiepimérico 1R,4S,9S), isopirazamo (enantiômero antiepimérico 1S,4R,9R), isopirazamo (racemato sin-epimérico 1RS,4SR,9RS), isopirazamo (enantiômero sin-epimérico 1R,4S,9R), isopirazamo (enantiômero sin-epimérico 1S,4R,9S), mepronila, oxicarboxina, penflufeno, pentiopirad, sedaxano, tifluzamida, 1-metil-N-[2-(1,1,2,2- tetrafluoretóxi)fenil]-3-(trifluormetil)-1H-pirazol-4-carboxamida, 3- (difluormetil)-1-metil-N-[2-(1,1,2,2-tetrafluoretóxi)fenil]-1H-pirazol-4- carboxamida, 3-(difluormetil)-N-[4-flúor-2-(1,1,2,3,3,3- hexafluorpropóxi)fenil]-1-metil-1H-pirazol-4-carboxamida, N-[1-(2,4- diclorofenil)-1-metoxipropan-2-il]-3-(difluormetil)-1-metil-1H-pirazol-4- carboxamida, 5,8-difluor-N-[2-(2-flúor-4-{[4-(trifluormetil)piridin-2- il]óxi}fenil)etil]quinazolino-4-amina, N-[9-(diclorometileno)-1,2,3,4-tetra- hidro-1,4-metanonaftalen-5-il]-3-(difluormetil)-1-metil-1H-pirazol-4- carboxamida, N-[(1S,4R)-9-(diclorometileno)-1,2,3,4-tetra-hidro-1,4- metanonaftalen-5-il]-3-(difluormetil)-1-metil-1H-pirazol-4-carboxamida e N-[(1R,4S)-9-(diclorometileno)-1,2,3,4-tetra-hidro-1,4-metanonaftalen- 5-il]-3-(difluormetil)-1-metil-1H-pirazol-4-carboxamida.
[0078] (3) inibidores de respiração (inibidores da cadeia respiratória) que atuam em complexo III da cadeia respiratória, por exemplo, ametoctradina, amissulbroma, azoxistrobina, ciazofamida, coumetoxistrobina, coumoxistrobina, dimoxistrobina, enestroburina, famoxadona, fenamidona, fenoxistrobina, fluoxastrobina, cresoximo- metila, metominostrobina, orisastrobina, picoxistrobina, piraclostrobina, pirametostrobina, piraoxistrobina, piribencarb, triclopiricarb, trifloxistrobina, (2E)-2-(2-{[6-(3-cloro-2-metilfenóxi)-5-fluorpirimidin-4- il]óxi}fenil)-2-(metoxiimino)-N-metiletanamida, (2E)-2-(metoxiimino)-N- metil-2-(2-{[({(1E)-1-[3-(trifluormetil)fenil]etilideno}amino)óxi]metil}fenil) etanoamida, (2E)-2-(metoxiimino)-N-metil-2-{2-[(E)-({1-[3-(trifluormetil) fenil]etóxi}imino)metil]fenil}etanoamida, (2E)-2-{2-[({[(1E)-1-(3-{[(E)-1- flúor-2-feniletenil]óxi}fenil)etilideno]amino}óxi)metil]fenil}-2- (metoxiimino)-N-metiletanoamida, (2E)-2-{2-[({[(2E,3E)-4-(2,6- diclorofenil)but-3-en-2-ilideno]amino}óxi)metil]fenil}-2-(metoxiimino)-N- metiletanoamida, 2-cloro-N-(1,1,3-trimetil-2,3-di-hidro-1H-inden-4-il) piridino-3-carboxamida, 5-metóxi-2-metil-4-(2-{[({(1E)-1-[3-(trifluormetil) fenil]etilideno}amino)óxi]metil}fenil)-2,4-di-hidro-3H-1,2,4-triazol-3-ona, (2E)-2-{2-[({ciclopropil[(4-metoxifenil)imino]metil}sulfanil)metil]fenil}-3- metoxiprop-2-enoato de metila, N-(3-etil-3,5,5-trimetilcicloexil)-3- (formilamino)-2-hidroxibenzamida, 2-{2-[(2,5-dimetilfenóxi)metil]fenil}-2- metóxi-N-metilacetamida e (2R)-2-{2-[(2,5-dimetilfenóxi)metil]fenil}-2- metóxi-N-metilacetamida.
[0079] (4) Inibidores de mitose e divisão celular, por exemplo, benomila, carbendazima, clorfenazol, dietofencarb, etaboxamo, fluopicolida, fuberidazol, pencicurona, tiabendazol, tiofanato-metila, tiofanato, zoxamida, 5-cloro-7-(4-metilpiperidin-1-il)-6-(2,4,6- trifluorfenil)[1,2,4]triazol[1,5-a]pirimidina e 3-cloro-5-(6-cloropiridin-3-il)- 6-metil-4-(2,4,6-trifluorfenil)piridazina.
[0080] (5) Compostos com atividade multissítios, por exemplo, mistura de Bordeaux, captafol, captano, clorotalonila, preparações de cobre, tais como hidróxido de cobre, naftenato de cobre, óxido de cobre, oxicloreto de cobre, sulfato de cobre, diclofluanida, ditianona, dodina, base livre de dodina, ferbamo, fluorfolpet, folpet, guazatina, acetato de guazatina, iminoctadina, albesilato iminoctadina, triacetato de iminoctadina, mancobre, mancozeb, maneb, metiramo, zinco metiramo, cobre-oxina, propamidina, propineb, enxofre e preparações de enxofre, por exemplo, polissulfeto de cálcio, tiramo, tolilfluanida, zineb e ziramo.
[0081] (6) Indutores de resistência, por exemplo, acibenzolar-S- metila, isotianila, probenazol e tiadinila.
[0082] (7) Inibidores da biossíntese de aminoácidos e proteína, por exemplo, andoprima, blasticidina-S, ciprodinila, casugamicina, cloridrato de casugamicina hidratado, mepanipirima, pirimetanila e 3- (5-flúor-3,3,4,4-tetrametil-3,4-di-hidroisoquinolin-1-il)quinolina.
[0083] (8) Inibidores de produção de ATP, por exemplo, acetato de fentina, cloreto de fentina, hidróxido de fentina e siltiofamo.
[0084] (9) Inibidores da síntese da parede celular, por exemplo, bentiavalicarb, dimetomorfo, flumorfo, iprovalicarb, mandipropamida, polioxinas, polioxorima, validamicina A e valifenalato.
[0085] (10) Inibidores da síntese de lipídeos e membranas, por exemplo, bifenila, cloroneb, diclorano, edifenfos, etridiazol, iodocarb, iprobenfos, isoprotiolano, propamocarb, cloridrato de propamocarb, protiocarb, pirazofos, quintozeno, tecnazeno e tolclofos-metila.
[0086] (11) Inibidores da biossíntese de melanina, por exemplo, carpropamida, diclocimet, fenoxanila, ftalida, piroquilona, triciclazol e {3-metil-1-[(4-metilbenzoil)amino]butan-2-il}carbamato de 2,2,2- trifluoretila.
[0087] (12) Inibidores da síntese de ácido nucleico, por exemplo, benalaxila, benalaxil-M (ciralaxil), bupirimato, clozilacona, dimetirimol, etirimol, furalaxila, himexazol, metalaxila, metalaxil-M (mefenoxamo), ofuraco, oxadixila e ácido oxolínico.
[0088] (13) Inibidores de transdução de sinal, por exemplo, clozolinato, fenepiclonila, fludioxonila, iprodiona, procimidona, quinoxifeno e vinclozolina.
[0089] (14) Desacopladores, por exemplo, binapacrila, dinocap, ferinzona, fluazinamo e meptildinocap.
[0090] (15) Compostos adicionais, por exemplo, bentiazol, betoxazina, capsimicina, carvona, quinometionato, piriofenona (clazafenona), cufraneb, ciflufenamida, cimoxanila, ciprossulfamida, dazomet, debacarb, diclorofeno, diclomezina, difenzoquat, metilsulfato de difenzoquat, difenilamina, ecomat, fempirazamina, flumetover, fluoromida, flussulfamida, flutianila, fosetil-alumínio, fosetil-cálcio, fosetil-sódio, hexaclorobenzeno, irumamicina, metassulfocarb, isotiocianato de metila, metrafenona, mildiomicina, natamicina, dimetilditiocarbamato de níquel, nitrotal-isopropila, octilinona, oxamocarb, oxifentiina, pentaclorofenol e sais dos mesmos, fenotrina, ácido fosfórico e sais dos mesmos, fosetilato de propamocarb, propanosino-sódio, proquinazida, pirimorfo, (2E)-3-(4-terc-butilfenil)-3- (2-cloropiridin-4-il)-1-(morfolin-4-il)prop-2-en-1-ona, (2Z)-3-(4-terc- butilfenil)-3-(2-cloropiridin-4-il)-1-(morfolin-4-il)prop-2-en-1-ona, pirrolnitrina, tebufloquina, tecloftalamo, tolnifanida, triazoxido, triclamida, zarilamida, 2-metilpropanoato de (3S,6S,7R,8R)-8-benzil-3- [({3-[(isobutirilóxi)metóxi]-4-metoxipiridin-2-il}carbonil)amino]-6-metil- 4,9-dioxo-1,5-dioxonan-7-ila, 1-(4-{4-[(5R)-5-(2,6-difluorfenil)-4,5-di- hidro-1,2-oxazol-3-il]-1,3-tiazol-2-il}piperidin-1-il)-2-[5-metil-3- (trifluormetil)-1H-pirazol-1-il]etanona, 1-(4-{4-[(5S)-5-(2,6-difluorfenil)- 4,5-di-hidro-1,2-oxazol-3-il]-1,3-tiazol-2-il}piperidin-1-il)-2-[5-metil-3- (trifluormetil)-1H-pirazol-1-il]etanona, 1-(4-{4-[5-(2,6-difluorfenil)-4,5-di- hidro-1,2-oxazol-3-il]-1,3-tiazol-2-il}piperidin-1-il)-2-[5-metil-3- (trifluormetil)-1H-pirazol-1-il]etanona, 1H-imidazol-1-carboxilato de 1- (4-metoxifenóxi)-3,3-dimetilbutan-2-ila, 2,3,5,6-tetracloro-4- (metilsulfonil)piridina, 2,3-dibutil-6-clorotieno[2,3-d]pirimidin-4(3H)-ona, 2,6-dimetil-1H,5H-[1,4]ditiino [2,3-c:5,6-c']dipirrol-1,3,5,7(2H,6H)- tetrona, 2-[5-metil-3-(trifluormetil)-1H-pirazol-1-il]-1-(4-{4-[(5R)-5-fenil- 4,5-di-hidro-1,2-oxazol-3-il]-1,3-tiazol-2-il}piperidin-1-il)etanona, 2-[5- metil-3-(trifluormetil)-1H-pirazol-1-il]-1-(4-{4-[(5S)-5-fenil-4,5-di-hidro- 1,2-oxazol-3-il]-1,3-tiazol-2-il}piperidin-1-il)etanona, 2-[5-metil-3- (trifluormetil)-1H-pirazol-1-il]-1-{4-[4-(5-fenil-4,5-di-hidro-1,2-oxazol-3- il)-1,3-tiazol-2-il]piperidin-1-il}etanona, 2-butóxi-6-iodo-3-propil-4H- cromen-4-ona, 2-cloro-5-[2-cloro-1-(2,6-difluor-4-metoxifenil)-4-metil- 1H-imidazol-5-il]piridina, 2-fenilfenol e sais dos mesmos, 3-(4,4,5- trifluor-3,3-dimetil-3,4-di-hidroisoquinolin-1-il) quinolina, 3,4,5 - tricloropiridino-2,6-dicarbonitrila, 3-[5-(4-clorofenil)-2,3-dimetil-1,2- oxazolidin-3-il]piridina, 3-cloro-5-(4-clorofenil)-4-(2,6-difluorfenil)-6- metilpiridazina, 4-(4-clorofenil)-5-(2,6-difluorfenil)-3,6-dimetilpiridazina, 5-amino-1,3,4-tiadiazol-2-tiol, 5-cloro-N'-fenil-N'- (prop-2-in-1-il)tiofeno- 2-sulfonoidrazida, 5-flúor-2-[(4-fluorbenzil)óxi] pirimidino-4-amina, 5- flúor-2-[(4-metilbenzil)óxi]pirimidino-4-amina, 5-metil-6-octil- [1,2,4]triazol[1,5-a]pirimidino-7-amina, (2Z)-3-amino-2-ciano-3- fenilprop-2-enoato de etila, N'-(4-{[3-(4-clorobenzil)-1,2,4-tiadiazol-5- il]óxi}-2,5-dimetilfenil)-N-etil-N-metilimidoformamida, N-(4-clorobenzil)- 3-[3-metóxi-4-(prop-2-in-1-ilóxi)fenil]propanamida, N-[(4- clorofenil)(ciano)metil]-3-[3-metóxi-4-(prop-2-in-1-ilóxi)fenil] propanamida, N-[(5-bromo-3-cloropiridin-2-il)metil]-2,4-dicloropiridino- 3-carboxamida, N-[1-(5-bromo-3-cloropiridin-2-il)etil]-2,4- dicloropiridino-3-carboxamida, N-[1-(5-bromo-3-cloropiridin-2-il)etil]-2- flúor-4-iodopiridino-3-carboxamida, N-{(E)-[(ciclopropilmetóxi)imino][6- (difluormetóxi)-2,3-difluorfenil]metil}-2-fenilacetamida, N-{(Z)- [(ciclopropilmetóxi)imino][6-(difluormetóxi)-2,3-difluorfenil]metil}-2- fenilacetamida, N'-{4-[(3-terc-butil-4-ciano-1,2-tiazol-5-il)óxi]-2-cloro-5- metilfenil}-N-etil-N-metilimidoformamida, N-metil-2-(1-{[5-metil-3- (trifluormetil)-1H-pirazol-1-il]acetil}piperidin-4-il)-N-(1,2,3,4-tetra- hidronaftalen-1-il)-1,3-tiazol-4-carboxamida, N-metil-2-(1-{[5-metil-3- (trifluormetil)-1H-pirazol-1-il]acetil}piperidin-4-il)-N-[(1R)-1,2,3,4-tetra- hidronaftalen-1-il]-1,3-tiazol-4-carboxamida, N-metil-2-(1-{[5-metil-3- (trifluormetil)-1H-pirazol-1-il]acetil}piperidin-4-il)-N-[(1S)-1,2,3,4-tetra- hidronaftalen-1-il]-1,3-tiazol-4-carboxamida, {6-[({[(1-metil-1H-tetrazol- 5-il)(fenil)metilideno]amino}óxi)metil]piridin-2-il}carbamato de pentila, ácido fenazino-1-carboxílico, quinolin-8-ol, sulfato de quinolin-8-ol (2:1) e {6-[({[(1-metil-1H-tetrazol-5-il)(fenil)metileno]amino}óxi) metil]piridin - 2-il}carbamato de terc-butila.
[0091] (16) Compostos adicionais, por exemplo, 1-metil-3- (trifluormetil)-N-[2'-(trifluorometil)bifenil-2-il]-1H-pirazol-4-carboxamida, N-(4'-clorobifenil-2-il)-3-(difluormetil)-1-metil-1H-pirazol-4-carboxamida, N-(2',4'-diclorobifenil-2-il)-3-(difluormetil)-1-metil-1H-pirazol-4- carboxamida, 3-(difluormetil)-1-metil-N-[4'-(trifluormetil)bifenil-2-il]-1H- pirazol-4-carboxamida, N-(2',5'-difluorbifenil-2-il)-1-metil-3- (trifluormetil)-1H-pirazol-4-carboxamida, 3-(difluormetil)-1-metil-N-[4'- (prop-1-in-1-il)bifenil-2-il]-1H-pirazol-4-carboxamida, 5-flúor-1,3-dimetil- N-[4'-(prop-1-in-1-il)bifenil-2-il]-1H-pirazol-4-carboxamida, 2-cloro-N-[4'- (prop-1-in-1-il)bifenil-2-il]piridino-3-carboxamida, 3-(difluormetil)-N-[4'- (3,3-dimetilbut-1-in-1-il)bifenil-2-il]-1-metil-1H-pirazol-4-carboxamida, N-[4'-(3,3-dimetilbut-1-in-1-il)bifenil-2-il]-5-flúor-1,3-dimetil-1H-pirazol-4- carboxamida, 3-(difluormetil)-N-(4'-etinilbifenil-2-il)-1-metil-1H-pirazol-4- carboxamida, N-(4'-etinilbifenil-2-il)-5-flúor-1,3-dimetil-1H-pirazol-4- carboxamida, 2-cloro-N-(4'-etinilbifenil-2-il)piridino-3-carboxamida, 2- cloro-N-[4'-(3,3-dimetilbut-1-in-1-il)bifenil-2-il]piridino-3-carboxamida, 4- (difluormetil)-2-metil-N-[4'-(trifluormetil)bifenil-2-il]-1,3-tiazol-5- carboxamida, 5-flúor-N-[4'-(3-hidróxi-3-metilbut-1-in-1-il)bifenil-2-il]-1,3- dimetil-1H-pirazol-4-carboxamida, 2-cloro-N-[4'-(3-hidróxi-3-metilbut-1- in-1-il)bifenil-2-il]piridino-3-carboxamida, 3-(difluormetil)-N-[4'-(3- metóxi-3-metilbut-1-in-1-il)bifenil-2-il]-1-metil-1H-pirazol-4- carboxamida, 5-flúor-N-[4'-(3-metóxi-3-metilbut-1-in-1-il)bifenil-2-il]-1,3- dimetil-1H-pirazol-4-carboxamida, 2-cloro-N-[4'-(3-metóxi-3-metilbut-1- in-1-il)bifenil-2-il]piridino-3-carboxamida, (5-bromo-2-metóxi-4- metilpiridin-3-il)(2,3,4-trimetóxi-6-metilfenil)metanona, N-[2-(4-{[3-(4- clorofenil)prop-2-in-1-il]óxi}-3-metoxifenil)etil]-N2-(metilsulfonil) valinamida, ácido 4-oxo-4-[(2-feniletil)amino]butanoico e {6-[({[(Z)-(1- metil-1H-tetrazol-5-il)(fenil)metileno]amino}óxi)metil]piridin-2-il} carbamato de but-3-in-1-ila.
[0092] Todos os fungicidas (1) a (16) mencionados podem, quando são capazes por conta de seus grupos funcionais, opcionalmente, formar sais com bases ou ácidos adequados.
[0093] Exemplos de bactericidas incluem:
[0094] Bronopol, diclorofeno, nitrapirina, dimetilditiocarbamato de níquel, casugamicina, octilinona, ácido furanocarboxílico, oxitetraciclina, probenazol, estreptomicina, tecloftalamo, sulfato de cobre e outras preparações de cobre.
[0095] Exemplos de inseticidas, acaricidas e nematicidas incluem:
[0096] (1) Inibidores de acetilcolinesterase (AChE), por exemplo, carbamatos, por exemplo, alanicarb, aldicarb, bendiocarb, benfuracarb, butocarboxima, butoxicarboxima, carbarila, carbofurano, carbossulfamo, etiofencarb, fenobucarb, formetanato, furatiocarb, isoprocarb, metiocarb, metomila, metolcarb, oxamila, pirimicarb, propoxur, tiodicarb, tiofanox, triazamato, trimetacarb, XMC e xililcarb; ou organofosfatos, por exemplo, acefato, azametifos, azinfos-etila, azinfos-metila, cadusafos, cloretoxifos, clorfenvinfos, clormefos, clorpirifos, clorpirifos-metila, coumafos, cianofos, demetona-S-metila, diazinona, diclorvos/DDVP, dicrotofos, dimetoato, dimetilvinfos, dissulfotona, EPN, etiona, etoprofos, fanfur, fenamifos, fenitrotiona, fentiona, fostiazato, heptenofos, imiciafos, isofenfos, O- (metoxiaminotiofosforil)salicilato de isopropila, isoxationa, malationa, mecarbamo, metamidofos, metidationa, mevinfos, monocrotofos, naled, ometoato, oxidemetona-metila, parationa, parationo-metila, fentoato, forato, fosalona, fosmet, fosfamidona, foxima, pirimifos- metila, profenofos, propetanfos, protiofos, piraclofos, piridafentiona, quinalfos, sulfotep, tebupirinfos, temefos, terbufos, tetraclorvinfos, tiometona, triazofos, triclorfona e vamidotiona.
[0097] Antagonistas dos canais de cloreto dependentes de GABA, por exemplo, ciclodienos organoclorados, por exemplo, clordano e endossulfano; ou fenilpirazóis (fipróis), por exemplo, etiprol e fipronila.
[0098] (3) Moduladores do canal de sódio/bloqueadores do canal de sódio dependentes de voltagem, por exemplo, piretroides, por exemplo, acrinatrina, aletrina, d-cis-trans aletrina, d-trans aletrina, bifentrina, bioaletrina, isômero bioaletrina s-ciclopentenila, bioresmetrina, cicloprotrina, ciflutrina, beta-ciflutrina, cialotrina, lambda- cialotrina, gama-cialotrina, cipermetrina, alfa-cipermetrina, beta- cipermetrina, teta-cipermetrina, zeta-cipermetrina, cifenotrina [isômeros (1R)-trans], deltametrina, empentrina [isômeros (EZ)-(1R)], esfenvalerato, etofemprox, fempropatrina, fenvalerato, flucitrinato, flumetrina, tau-fluvalinato, halfemprox, imiprotrina, cadetrina, permetrina, fenotrina [isômero (1R)-trans], praletrina, piretrinas (piretro), resmetrina, silafluofeno, teflutrina, tetrametrina, tetrametrina [isômeros (1R)], tralometrina e transflutrina; ou DDT; ou metoxiclor.
[0099] (4) Agonistas de receptor de acetilcolina nicotinérgico (nAChR), por exemplo, neonicotinoides, por exemplo, acetamiprida, clotianidina, dinotefurano, imidacloprida, nitenpiramo, tiacloprida e tiametoxamo; ou nicotina.
[00100] (5) Ativadores alostéricos do receptor de acetilcolina nicotinérgico (nAChR), por exemplo, espinosinas, por exemplo, espinotoramo e espinosad.
[00101] (6) Ativadores do canal de cloreto, por exemplo, avermectinas/milbemicinas, por exemplo, abamectina, benzoato de emamectina, lepimectina e milbemectina.
[00102] (7) Iniciadores de hormônio juvenil, por exemplo, análogos do hormônio juvenil, por exemplo, hidropreno, quinopreno e metopreno; ou fenoxicarb; ou piriproxifeno.
[00103] (8) Ingredientes ativos com mecanismos de ação desconhecidos ou não específicos, por exemplo, haletos de alquila, por exemplo, brometo de metila e outros haletos de alquila; ou cloropicrina; ou fluoreto de sulfurila; ou bórax; ou tártaro emético.
[00104] (9) Redutores alimentares (antifeedants) seletivos, por exemplo, pimetrozina; ou flonicamida.
[00105] (10) Inibidores do crescimento de ácaros, por exemplo, clofentezina, hexitiazox e diflovidazina; ou etoxazol.
[00106] (11) Disruptores microbianos da membrana do intestino de insetos, por exemplo, Bacillus thuringiensissubespécies israelensis, Bacillus sphaericus, Bacillus thuringiensissubespécies aizawai, Bacillus thuringiensissubespécies kurstaki, Bacillus thuringiensis subespécies tenebrionis e proteínas de plantas BT: Cry1Ab, Cry1Ac, Cry1Fa, Cry2Ab, mCry3A, Cry3Ab, Cry3Bb, Cry34/35Ab1.
[00107] (12) Inibidores de fosforilação oxidativa, disruptores de ATP, por exemplo, diafentiurona; ou compostos de organotina, por exemplo, azociclotina, óxido de ciexatina e fembutatina; ou propargita; ou tetradifona.
[00108] (13) Desacopladores de fosforilação oxidativa que interrompem gradiente de prótons H, por exemplo, clorfenapir, DNOC e sulfluramida.
[00109] (14) Antagonistas dos receptores nicotinérgicos de acetilcolina, por exemplo, bensultap, cloridrato de cartap, tiociclamo e tiossultap-sódio.
[00110] (15) Inibidores da biossíntese de quitina, tipo 0, por exemplo, bistriflurona, clorfluazurona, diflubenzurona, flucicloxurona, flufenoxurona, hexaflumurona, lufenurona, novalurona, noviflumurona, teflubenzurona e triflumurona.
[00111] (16) Inibidores da biossíntese de quitina, tipo 1, por exemplo, buprofezina.
[00112] (17) Disruptores de mudas, dipterano, por exemplo, ciromazina.
[00113] (18) Agonistas do receptor de ecdisona, por exemplo, cromafenozida, halofenozida, metoxifenozida e tebufenozida.
[00114] (19) Agonistas de octopaminérgicos, por exemplo, amitraz.
[00115] (20) Inibidores de transporte de elétrons complexo-III, por exemplo, hidrametilnona; ou acequinocila; ou fluacripirima.
[00116] (21) Inibidores de transporte de elétrons complexo-I, por exemplo, acaricidas METI, por exemplo, fenazaquina, fempiroximato, pirimidifeno, piridabeno, tebufempirad e tolfempirad; ou rotenona (Derris).
[00117] (22) Bloqueadores do canal de sódio dependentes de voltagem, por exemplo, indoxacarb; ou metaflumizona.
[00118] (23) Inibidores de acetil-CoA carboxilase, por exemplo, derivados de ácidos tetrônico e tetrámico, por exemplo, espirodiclofeno, espiromesifeno e espirotetramat.
[00119] (24) Inibidores de transporte de elétrons complexo-IV, por exemplo, fosfinas, por exemplo, fosfeto de alumínio, fosfeto de cálcio, fosfeto de fosfina e zinco; ou cianeto.
[00120] (25) Inibidores de transporte de elétrons complexo-II, por exemplo, cienopirafeno.
[00121] (28) Efetores do receptor de rianodina, por exemplo, diamidas, por exemplo, clorantraniliprol e flubendiamida.
[00122] Ingredientes ativos adicionais com um mecanismo de ação desconhecida, por exemplo, amidoflumet, azadiractina, benclotiaz, benzoximato, bifenazato, bromopropilato, quinometionato, criolita, ciantraniliprol (Ciazipir), ciflumetofeno, dicofol, diflovidazina, fluensulfona, flufenerima, flufiprol, fluopiramo, fufenozida, imidaclotiz, iprodiona, piridalila, pirifluquinazona e iodometano; e, adicionalmente, preparações à base de Bacillus firmus (I-1582, BioNeem, Votivo) e os seguintes compostos ativos:
[00123] 3-bromo-N-{2-bromo-4-cloro-6-[(1- ciclopropiletil)carbamoil]fenil}-1-(3-cloropiridin-2-il)-1H-pirazol-5- carboxamida (conhecida de WO2005/077934), 4-{[(6-bromopirid-3- il)metil](2-fluoretil)amino}furan-2 (5H)-ona (conhecida de WO2007/115644), 4-{[(6-fluorpirid-3-il)metil] (2,2- difluoretil)amino}furan-2(5H)-ona (conhecida do WO2007/115644), 4- {[(2-cloro-1,3-tiazol-5-il)metil](2-fluoretil)amino}furan-2(5H)-ona (conhecida do WO2007/115644), 4-{[(6-cloropirid-3-il)metil](2-fluoretil) amino}furan-2(5H)-ona (conhecida de WO2007/115644), 4-{[(6- cloropirid-3-il)metil](2,2-difluoretil)amino}furan-2(5H)-ona (conhecida do WO2007/115644), 4-{[(6-cloro-5-fluorpirid-3-il)metil](metil)amino}furan- 2(5H)-ona (conhecida do WO2007/115643), 4-{[(5,6-dicloropirid-3- il)metil](2-fluoretil)amino}furan-2(5H)-ona (conhecida do WO2007/115646), 4-{[(6-cloro-5-fluorpirid-3-il)metil](ciclopropil)amino} furan-2(5H)-ona (conhecida do WO2007/115643), 4-{[(6-cloropirid-3-il) metil](ciclopropil)amino}furan-2(5H)-ona (conhecida da EP-A-0 539 588), 4-{[(6-cloropirid-3-il)metil](metil)amino}furan-2(5H)-ona (conhecida da EP-A-0 539 588), {[1-(6-cloropiridin-3-il)etil](metil)oxido- À4-sulfanilideno}cianamida (conhecida do WO2007/149134) e seus diaestereoisômeros {[(1R)-1-(6-cloropiridin-3-il)etil](metil)oxido-À4- sulfanilideno}cianamida (A) e {[(1S)-1-(6-cloropiridin-3-il)etil](metil) oxido-À4-sulfanilideno}cianamida (B) (da mesma forma conhecida do WO2007/149134), e também sulfoxaflor (da mesma forma conhecido do WO2007/149134) e seus diaestereisômeros [(R)-metil(oxido){(1R)- 1-[6-(trifluormetil)piridin-3-il]etil}-À4-sulfanilideno]cianamida (A1) e [(S)- metil(óxido){(1S)-1-[6-(trifluormetil)piridin-3-il]etil}-À4-sulfanilideno] cianamida (A2), referidos como grupo de diaestereisômero A (conhecido do WO 2010/074747, WO 2010/074751), [(R)-metil(óxido) {(1S)-1-[6-(trifluormetil)piridin-3-il]etil}-À4-sulfanilideno]cianamida (B1) e [(S)-metil(oxido){(1R)-1-[6-(trifluormetil)piridin-3-il]etil}-À4-sulfanilideno] cianamida (B2), referidos como grupo de diaestereisômero B (da mesma forma conhecido do WO 2010/074747, WO 2010/074751) e 11-(4-cloro-2,6-dimetilfenil)-12-hidróxi-1,4-dioxa-9-azadispiro[4.2.4.2] tetradec-11-en-10-ona (conhecida do WO2006/089633), 3-(4'-flúor-2,4- dimetilbifenil-3-il)-4-hidróxi-8-oxa-1-azaespiro[4.5]dec-3-en-2-ona (conhecida de WO2008/067911), 1-{2-flúor-4-metil-5-[(2,2,2- trifluoretil)sulfinil]fenil}-3-(trifluormetil)-1H-1,2,4-triazol-5-amina (conhecida do WO2006/043635), ciclopropanocarboxilato [(3S,4aR,12R,12aS,12bS)-3-[(ciclopropilcarbonil)óxi]-6,12-di-hidróxi- 4,12b-dimetil-11-oxo-9-(piridin-3-il)-1,3,4,4a,5,6,6a,12,12a,12b- decaidro-2H,11H-benzo[f]pirano[4,3-b]cromen-4-il]metila (conhecido do WO2008/066153), 2-ciano-3- (difluormetóxi)-N,N- dimetilbenzenossulfonamida (conhecida do WO2006/056433), 2-ciano- 3-(difluormetóxi)-N-metilbenzenossulfonamida (conhecida do WO2006/100288), 2-ciano-3-(difluormetóxi)-N- etilbenzenossulfonamida (conhecida do WO2005/035486), 1,1-dióxido de 4-(difluormetóxi)-N-etil-N-metil-1,2-benzotiazol-3-amina (conhecido do WO2007/057407), N-[1-(2,3-dimetilfenil)-2-(3,5-dimetilfenil)etil]-4,5- di-hidro-1,3-tiazol-2-amina (conhecida do WO2008/104503), {1'-[(2E)- 3-(4-clorofenil)prop-2-en-1-il]-5-fluorespiro[indol-3,4'-piperidin]-1(2H)- il}(2-cloropiridin-4-il) metanona (conhecida do WO2003/106457), 3- (2,5-dimetilfenil)-4-hidróxi-8-metóxi-1,8-diazaespiro[4.5]dec-3-en-2-ona (conhecida do WO2009/049851), carbonato de 3-(2,5-dimetilfenil)-8- metóxi-2-oxo-1,8-diazaespiro[4.5]dec-3-en-4-il-etila (conhecido do WO2009/049851), 4-(but-2-in-1-ilóxi)-6-(3,5-dimetilpiperidin-1-il)-5- fluorpirimidina (conhecida do WO2004/099160), (2,2,3,3,4,4,5,5- octafluorpentil)(3,3,3-trifluorpropil)malononitrila (conhecida do WO2005/063094), (2,2,3,3,4,4,5,5-octafluorpentil)(3,3,4,4,4- pentafluorbutil)malononitrila (conhecida do WO2005/063094), 8-[2- (ciclopropilmetóxi)-4-(trifluormetil)fenóxi]-3-[6-(trifluormetil)piridazin-3- il]-3-azabiciclo [3.2.1]octano (conhecido do WO2007/040280), carbonato de 2-etil-7-metóxi-3-metil-6-[(2,2,3,3-tetraflúor-2,3-di-hidro- 1,4-benzodioxin-6-il)óxi]quinolin-4-il-metila (conhecido de JP2008/110953), acetato de 2-etil-7-metóxi-3-metil-6-[(2,2,3,3- tetraflúor-2,3-di-hidro-1,4-benzodioxin-6-il)óxi]quinolin-4-ila (conhecido da JP2008/110953), PF1364 (reg. CAS no. 1204776-60-2) (conhecido da JP2010/018586), 5-[5-(3,5-diclorofenil)-5-(trifluormetil)-4,5-di-hidro- 1,2-oxazol-3-il]-2-(1H-1,2,4-triazol-1-il)benzonitrila (conhecida do WO2007/075459), 5-[5-(2-cloropiridin-4-il)-5-(trifluormetil)-4,5-di-hidro- 1,2-oxazol-3-il]-2-(1H-1,2,4-triazol-1-il)benzonitrila (conhecida do WO2007/075459), 4-[5-(3,5-diclorofenil)-5-(trifluormetil)-4,5-di-hidro- 1,2-oxazol-3-il]-2-metil-N-{2-oxo-2-[(2,2,2- trifluoretil)amino]etil}benzamida (conhecida do WO2005/085216), 4- {[(6-cloropiridin-3-il)metil](ciclopropil)amino}-1,3-oxazol-2(5H)-ona, 4- {[(6-cloropiridin-3-il)metil]-(2,2-difluoretil)amino}-1,3-oxazol-2(5H)-ona, 4-{[(6-cloropiridin-3-il)metil](etil)amino}-1,3-oxazol-2(5H)-ona, 4-{[(6- cloropiridin-3-il)metil](metil)amino}-1,3-oxazol-2(5H)-ona (todas conhecidas do WO2010/005692), NNI-0711 (conhecida do WO2002/096882), 1-acetil-N-[4-(1,1,1,3,3,3-hexafluor-2-metoxipropan- 2-il)-3-isobutilfenil]-N-isobutiril-3,5-dimetil-1H-pirazol-4-carboxamida (conhecida do WO2002/096882), 2-[2-({[3-bromo-1-(3-cloropiridin-2-il)- 1H-pirazol-5-il]carbonil}amino)-5-cloro-3-metilbenzoil]-2- metilidrazinocarboxilato de metila (conhecido do WO2005/085216), 2- [2-({[3-bromo-1-(3-cloropiridin-2-il)-1H-pirazol-5-il]carbonil}amino)-5- ciano-3-metilbenzoil]-2-etilidrazinocarboxilato de metila (conhecido do WO2005/085216), 2-[2-({[3-bromo-1-(3-cloropiridin-2-il)-1H-pirazol-5- il]carbonil}amino)-5-ciano-3-metilbenzoil]-2-metiidrazinocarboxilato de metila (conhecido do WO2005/085216), 2-[3,5-dibromo-2-({[3-bromo-1- (3-cloropiridin-2-il)-1H-pirazol-5-il]carbonil}amino)benzoil]-1,2- dietilidrazinocarboxilato de metila (conhecido do WO2005/085216), 2- [3,5-dibromo-2-({[3-bromo-1-(3-cloropiridin-2-il)-1H-pirazol-5-il] carbonil}amino)benzoil]-2-etilidrazinocarboxilato de metila (conhecido do WO2005/085216), (5RS,7RS;5RS,7SR)-1-(6-cloro-3-piridilmetil)- 1,2,3,5,6,7-hexaidro-7-metil-8-nitro-5-propoxiimidazo[1,2-a]piridina (conhecida do WO2007/101369), 2-{6-[2-(5-fluorpiridin-3-il)-1,3-tiazol- 5-il]piridin-2-il}pirimidina (conhecida do WO2010/006713), 2-{6-[2- (piridin-3-il)-1,3-tiazol-5-il]piridin-2-il}pirimidina (conhecida do WO2010/006713), 1-(3-cloropiridin-2-il)-N-[4-ciano-2-metil-6- (metilcarbamoil)fenil]-3-{[5-(trifluormetil)-1H-tetrazol-1-il]metil}-1H- pirazol-5-carboxamida (conhecida do WO2010/069502), 1-(3- cloropiridin-2-il)-N-[4-ciano-2-metil-6-(metilcarbamoil)fenil]-3-{[5- (trifluormetil)-2H-tetrazol-2-il]metil}-1H-pirazol-5-carboxamida (conhecida do WO2010/069502), N-[2-(terc-butilcarbamoil)-4-ciano-6- metilfenil]-1-(3-cloropiridin-2-il)-3-{[5-(trifluormetil)-1H-tetrazol-1-il] metil}-1H-pirazol-5-carboxamida (conhecida do WO2010/069502), N- [2-(terc-butilcarbamoil)-4-ciano-6-metilfenil]-1-(3-cloropiridin-2-il)-3-{[5- (trifluormetil)-2H-tetrazol-2-il]metil}-1H-pirazol-5-carboxamida (conhecida do WO2010/069502) e (1E)-N-[(6-cloropiridin-3-il)metil]-N'- ciano-N-(2,2-difluoretil)etanimidamida (conhecida do WO2008/009360).
[00124] Os ingredientes ativos referidos aqui, por seus nomes comuns são conhecidos e são descritos, por exemplo, no The Pesticide Manual(16a. edição, British Crop Protection Council 2012) ou podem ser pesquisados na Internet (por exemplo, http://www. alanwood.net/pesticides).
[00125] Os pesticidas de componente, g) podem também ser uma combinação de dois ou mais pesticidas. Tais combinações são de significância, especialmente, quando o objetivo é, por exemplo, para ampliar o espectro de ação da composição pesticida, ou para suprimir melhor resistência aos pesticidas particulares.
[00126] A combinação de dois ou mais pesticidas em uma formulação é uma tarefa difícil. Os ingredientes ativos são tipicamente incompatíveis uns com os outros e as misturas aquosas, por conseguinte, não são de fase estável. Entretanto, as composições adjuvantes da invenção são de boa adequabilidade para estabilização de tais composições basicamente incompatíveis.
[00127] Em uma modalidade adicional da invenção, as composições pesticidas da invenção, portanto, compreendem pelo menos dois pesticidas solúveis em água de componente g).
[00128] O objetivo na formulação de composições aquosas pesticidas é carregar a composição com uma concentração máxima de ingrediente ativo. Isso reduz custos de embalagem, transporte, armazenamento e disposição. Portanto, uma composição adjuvante deve ser capaz de permitir que as composições pesticidas de alta carga estável, denominadas "formulações de alta carga". Isto é possível de uma maneira surpreendentemente eficiente com as alquilglucamidas de fórmula (I).
[00129] Em uma modalidade preferida da invenção, a quantidade de um ou mais pesticidas solúveis em água de componente g) nas composições da invenção é mais de 100 g/L, de preferência, mais de 200 g/L, e mais preferencialmente, mais de 300 g/L. Esses números são baseados no peso total da composição pesticida da invenção e, no caso de pesticidas que são utilizados na forma de seus sais solúveis em água (tais como, tipicamente, glifosato ou 2,4-D, por exemplo), na quantidade de ácido livre, chamado o equivalente ácido (e. a.).
[00130] Em uma modalidade preferida adicional da invenção, a quantidade de uma ou mais alquilglucamidas de fórmula (I) nas composições pesticidas da invenção é de 20 a 250 g/L, de preferência, de 40 a 200 g/L, e mais preferencialmente, de 50 a 150 g/L. Esses números são baseados na quantidade total da composição pesticida da invenção.
[00131] Tipicamente, as alquilglucamidas de fórmula (I) são utilizadas na forma de soluções. Para clarificação, deve-se mencionar neste relatório que os números fornecidos acima são baseados no teor ativo das alquilglucamidas de fórmula (I) na solução.
[00132] Um critério particularmente importante para a estabilidade de armazenagem de composições aquosas pesticidas, por exemplo, glifosato e formulações 2,4-D, é estabilidade da fase. Uma composição é considerada como apresentando estabilidade suficiente de fase quando esta permanece homogênea durante uma ampla faixa de temperatura e, quando não há formação de duas ou mais fases separadas, ou precipitados (formação de uma fase sólida adicional). Estabilidade de fases é o pré-requisito fundamental para uma formulação estável sob armazenagem tanto à temperatura elevada, como pode ocorrer, por exemplo, no caso de armazenamento ao sol ou em países quentes, e a baixa temperatura, por exemplo, no inverno ou em regiões climáticas frias.
[00133] É uma característica das composições pesticidas da presente invenção que estas sejam de fase estável, mesmo sob uma temperatura de preferência superior a 55°C, mais preferivelmente, superior a 70°C e especialmente, de preferência, superior a 80°C.
[00134] É também uma característica das composições pesticidas da invenção que as composições sejam de fase estável, mesmo sob uma temperatura de preferência inferior a 10°C, mais preferivelmente, inferior a 0°C e especialmente, de preferência, inferior a -10°C.
[00135] O pH das composições pesticidas é tipicamente na faixa de 3,5 a 8,5, preferencialmente, de 4,0 a 8,0, e mais preferencialmente, de 4,5 a 6,5 (medido como uma diluição aquosa a 1% em peso). O pH é determinado principalmente pelos valores de pH das soluções dos pesticidas aquosos, o qual toma a forma de sais de ácidos fracos. Ao adicionar ácidos ou bases, é possível ajustar o pH com outro valor diferente do pH original da mistura.
[00136] As composições pesticidas da invenção podem compreender, bem como, componentes a) a d), g) e, opcionalmente, h), um ou mais auxiliares adicionais f), os quais podem ser, por exemplo, conservantes, tensoativos, antiespumantes, polímeros funcionais ou adjuvantes adicionais.
[00137] Conservantes utilizados podem ser ácidos orgânicos e ésteres dos mesmos, por exemplo, ácido ascórbico, palmitato de ascorbila, sorbato, ácido benzoico, 4-hidroxibenzoato de metila e propila, fenol, por exemplo, 2-fenilfenato, 1,2-benzoisotiazolin-3-ona, formaldeído, ácido sulfuroso e sais dos mesmos.
[00138] Os tensoativos podem geralmente ser quaisquer tensoativos não iônicos, anfotéricos, catiônicos ou aniônicos que são compatíveis com a composição.
[00139] Exemplos de tensoativos não iônicos são etoxilatos e alcoxilatos de alcoóis alifáticos ou aromáticos de cadeia longa, etoxilatos de amina graxas, alcoxilatos de eteramina relativamente de cadeia longa, ésteres de sorbitano (opcionalmente etoxilados), poliglicosídeos de alquila. Tensoativos anfotéricos adequados incluem alquildimetilbetaínas de cadeia longa ou óxidos de alquildimetilamina, ou óxidos de alquildimetilamina amidopropilamina. Entre os tensoativos aniônicos, por exemplo, sulfatos de éteres de alcoóis graxos etoxilados, produtos de reação de alcoóis de cadeia longa (opcionalmente etoxilados), com derivados de ácido fosfórico são adequados. "Cadeia longa" entende-se significar cadeias de hidrocarbonetos lineares ou ramificados apresentando pelo menos 6 e, no máximo, 22 átomos de carbono.
[00140] Antiespumantes adequados são alcoxilatos de ésteres alquílicos de ácidos graxos, organopolissiloxanos, tais como polidimetilsiloxanos e misturas destes com sílica microfina, opcionalmente silanizada; perfluoralquilfosfonatos e perfluoralquilfosfinatos, parafinas, ceras e ceras microcristalinas, e misturas dos mesmos com sílica silanizada. Também são vantajosas misturas de vários inibidores de espuma, por exemplo, aqueles de óleo de silicone, óleo de parafina e/ou ceras.
[00141] Os polímeros funcionais que podem estar presentes na composição pesticida da invenção são compostos de alto peso molecular de origem sintética ou natural apresentando uma massa molar superior a 10.000. Os polímeros funcionais podem agir, por exemplo, como agentes de antiderivação ou aumentar resistência à chuva.
[00142] Em uma modalidade preferida adicional da invenção, as composições pesticidas da invenção compreendem, bem como, componentes a) a g), um ou mais adjuvantes adicionais conforme utilizáveis, de uma maneira conhecida em composições aquosas pesticidas.
[00143] Esses são preferencialmente, etoxilatos de aminas graxas, etoxilatos de eteramina, alquilbetaínas ou amidoalquilbetaínas, óxidos de aminas ou óxidos de amidoalquilamina, poliglicosídeos de alquila ou copolímeros de glicerol, ácido graxo de coco e ácido ftálico.
[00144] Esses adjuvantes são conhecidos da literatura como adjuvantes em composições aquosas pesticidas e são descritos, por exemplo, no WO2009/029561.
[00145] Em uma modalidade adicional preferida da invenção, as composições pesticidas da invenção são na forma de formulações concentradas que são diluídas antes de utilização, especialmente, com água (por exemplo, formulações "prontas-para-uso", "em recipiente" ou "integrada"), e contêm um ou mais pesticidas solúveis em água de componente d) geralmente, em quantidades de 5% a 80% em peso, de preferência, de 10% a 70% em peso, e mais preferivelmente, de 20% a 60%, em peso, de uma ou mais alquilglucamidas de fórmula (I) em quantidades de 1% a 25% em peso, preferivelmente, de 2% a 20% em peso, e mais preferivelmente, de 3% a 15% em peso, o sal de amônio b) em quantidades de 5% a 50% em peso, de preferência, de 10% a 40% em peso, e mais preferencialmente, de 10% a 35% em peso, e propileno glicol c) em quantidades de 1% a 30% em peso, de preferência, de 2% a 10% em peso, e mais preferivelmente, de 2% a 5% em peso. Esses números são baseados na formulação total de concentrado e, no caso de pesticidas que são utilizados na forma de seus sais solúveis em água, na quantidade de ácido livre, chamado de equivalente ácido (e.a.).
[00146] As composições pesticidas da invenção são preferencialmente, distribuídas aos campos na forma de licores de pulverização. Os licores de pulverização são produzidos por meio de diluição de formulações concentradas com uma quantidade definida de água.
[00147] Em uma modalidade adicional preferida da invenção, as composições pesticidas da invenção são na forma de licores de pulverização e contêm de 0,001% a 10%, em peso, de preferência, de 0,02% a 3%, em peso, e mais preferivelmente, de 0,025% a 2% em peso, de um ou mais pesticidas solúveis em água de componente g) e de 0,001% a 3% em peso, preferencialmente, de 0,005% a 1% em peso, e mais preferencialmente, de 0,01% a 0,5% em peso, de uma ou mais alquilglucamidas de fórmula (I). A quantidade dos sais de amônio utilizada, de acordo com a invenção é geralmente de 0,05% a 2,00%, de preferência, de 0,10% a 1,50%, e mais preferivelmente, de 0,20% a 1,00%, com base no licor de pulverização. O teor dos compostos de glicóis de componente c) é geralmente não mais de 0,20% em peso, com base no licor de pulverização. Os números fornecidos são baseados no licor de pulverização total e, no caso de pesticidas, os quais são utilizados na forma de sais solúveis em água, na quantidade de ácido livre, chamado o equivalente ácido (e.a.).
[00148] A invenção refere-se adicionalmente à utilização das composições pesticidas da invenção para controle e/ou para redução de ervas daninhas, doenças fúngicas ou infestação de insetos. É dada preferência à utilização das composições da invenção para controle e/ou para redução de ervas daninhas.
[00149] Essas utilizações podem também preferencialmente ocorrer em que é conhecido como o método de mistura em tanque. Neste caso, um ou mais pesticidas solúveis em água de componente g) e componentes a) a d) e, adicionalmente, água podem, desse modo, também tomar a forma de uma preparação de "mistura em tanque". Em tal preparação, tanto um ou mais pesticidas solúveis em água, quanto componentes a) a d), o último, opcionalmente, junto com adjuvantes adicionais, estão presentes, separadamente, uns dos outros. As duas preparações são misturadas uma com a outra antes de distribuição, geralmente, pouco antes, dando origem a uma composição pesticida da invenção.
[00150] As concentrações de uso no teste são sempre com base no produto testado e, com relação à própria C8/10 glucamida linear, o que é sempre entendido ser uma solução estável com um teor de substância ativa a 50% em água/propileno glicol.
[00151] A solução com substância C8/10 glucamida ativa a 50% foi produzida como segue: em primeiro lugar, de acordo com EP 0 550 637, éster metílico de ácido graxo C8/10 (octanoato de metila: decanoato de metila = 55:45) é reagido com N-metilglucamina na presença de 1,2-propilenoglicol como solvente e obtido como um sólido consistindo em substância ativa a 90% e 1,2-propilenoglicol a 10%. Esse sólido foi dissolvido em 40oC a 50°C em água, a fim de fornecer uma solução com um teor de 50% de C8/10 glucamida linear. Esta é uma solução límpida e incolor.
[00152] Ao aumentar a absorção de ingredientes ativos sistêmicos ou herbicidas e sistemas de testes para medição da promoção de penetração de ingredientes ativos. Tensoativos podem também promover a absorção de ingredientes (ativos) por meio de membranas, tais como pele, películas ou a cutícula da planta. Como uma aplicação "de dose limitada", que é conhecida para a única administração ou aplicação de uma solução, creme, gel, etc. a uma membrana que a absorção do ingrediente ativo pode ser influenciada por alguns aditivos, tais como tensoativos, mesmo após umectação. Esse efeito é independente do efeito interfacial em água, é muitas vezes dependente altamente de concentração e ocorre na maior parte, após evaporação de água e quaisquer solventes presentes como um resultado da interação, por exemplo, com ingrediente ativo, membrana e fatores ambientais. Em relação a vários tensoativos, observa-se após adição com preparações de ingrediente ativo que a penetração de um ingrediente ativo particular é promovida a um grau enorme por alguns tensoativos, visto que outros são totalmente ineficazes (Cronfeld, P., Lader, K. Baur, P. (2001) Classification of Adjuvants and Adjuvant Blends by Effects on Cuticular Penetration, Pesticide Formulations and Application Systems: Classificação de Adjuvantes e Misturas de Adjuvantes por Efeitos sobre Penetração Cuticular, Formulações de pesticidas e Sistemas de aplicação: Volume Vigésimo, ASTM STP 1400, A. K. Viets, R. S. Tann, J. C. Mueninghoff, Eds., American Society for Testing and Materials, West Conshohocken, PA 2001).
[00153] O potencial da C8/10 glucamida, que é independente da ação de tensoativo, para promover absorção foliar de ingredientes ativos agroquímicos, foi determinado em testes de penetração de membrana com cutículas da folha de maçã ou pêra. A cutícula da planta é uma membrana de solubilidade lipofílica (membrana lipídica), sem poros ou furos, e os resultados descritos são também esperados para outras membranas de solubilidade não porosa lipofílica com esses ou outros ingredientes ativos de eletrólitos. O princípio do método foi publicado (por exemplo, WO-A-2005/194844; Baur, 1997; Baur, Grayson e Schonherr 1999; Baur, Bodelon e Lowe, 2012), e apenas as especificidades e diferenças no método são elucidadas daqui por diante. As cutículas da folha foram enzimaticamente isoladas na forma descrita na literatura a partir de folhas de maçã de árvores dos pomares em uma instalação comercial de crescimento frutífero, próximo a Frankfurt am Main, em 2011. As cutículas sem estomas foram primeiro secas ao ar e, em seguida, instaladas em células de difusão de aço inoxidável. Após aplicação ao lado superior original da folha e evaporação do líquido de teste, ou seja, das preparações aquosas dos ingredientes ativos, sem ou com os líquidos de pulverização contendo C8/10 glucamida ou composições comparativas, as células de difusão foram transferidas para blocos termostatizados e carregadas com líquido aquoso. A água utilizada para compensar os líquidos aquosos de teste foi água de torneira local (de composição conhecida). Em intervalos regulares, amostras foram tomadas e, independentemente, do sistema de teste, a proporção de ingrediente ativo penetrado foi determinada quer por HPLC ou por medição de cintilação. No sistema contendo ingredientes ativos radiomarcados (dicamba, 2,4-D, MCPA), o líquido aquoso era uma suspensão de fosfolípidio e a quantidade total foi alterada. Em todas as outras variantes de HPLC, apenas uma alíquota foi tomada. Durante o experimento, a temperatura no sistema (bloco, células de difusão, líquidos, etc.) e a umidade do ar acima da camada de pulverização sobre a cutícula foram exatamente conhecidas e monitoradas. Nos experimentos, a umidade relativa do ar foi mantida constante durante toda a umidade relativa do ar a 56% (ar sobre nitrato de cálcio supersaturado) ou umidade relativa do ar a 60% (método de ponto de orvalho); a temperatura foi constante ao longo de 25°C ou TA 22 (± 1)°C ou a temperatura foi elevada para 10°C após 24 horas. A determinação analítica foi efetuada por meio de HPLC (1290 Infinity, Agilent) ou análise de radioatividade (Tricarb, Perkin Elmer). Separação por HPLC foi com uma coluna Kinetex 30 x 2,1 mm, 2,6 μ C18 100A (Phenomenex),tomando alíquotas de 20 μL, como o volume de injeção nos tempos especificados. Nos testes com as substâncias radiomarcadas, o volume da amostra foi de 0,5 mL e a medição foi efetuada através de cintilação (Baur, Grayson e Schonherr 1999). Em cada caso, os valores médios geométricos da penetração para membranas intactas nos tempos médios de medição são fornecidos. De acordo com a variante (ingrediente ativo x aditivo/formulação de teste), 7-8 repetições foram criadas. O coeficiente de variação foi geralmente inferior a 35%, mas em casos individuais pode ser de até 50%, o que representa uma variabilidade biológica típica de penetração para numerosas plantas (Baur, 1997).
[00154] A título de exemplo, as seguintes formulações adjuvantes (F) foram testadas com uma razão amplamente diferenciada de C8/10 glucamida e sulfato de amônio. O líquido de pulverização foi água de torneira local com 85 ppm de Ca e 16 ppm de Mg, níveis que são de relevância e potencialmente antagonísticos de eletrólitos herbicidas. Essa água de torneira foi em alguns casos, enriquecida com cálcio, de tal modo que uma concentração de 177 ppm de Ca fosse atingida, o que corresponde a água muito dura. O teste de penetração é de adequabilidade muito boa para medição do antagonismo de Ca para a penetração de ácidos (ver, Uhlig, Baur e Schonherr 1998). Esse efeito foi medido com as formulações que compreendem sulfato de amônio. Os mesmos efeitos são esperados com citrato e oxalato de amônio, e outros ânions que formam sais de cálcio pouco solúveis. Muito menos significativo, mas do mesmo modo relevantes são antagonismos por ferro ou magnésio, os quais podem igualmente ser neutralizados com as formulações F1-7. No caso de água mais suave (75 ppm de Ca), uma intensificação de efeito pode também ser alcançada com outros sais de amônio, tais como nitrato, cloreto, etc., ou então, com combinações de nitrato de amônio-ureia. Formulações
[00155] F1 45% em peso de C8/10 glucamida linear, 5% em peso de propileno glicol e 20% em peso de sulfato de amônio, água restante;
[00156] F2 10% em peso de C8/10 glucamida linear, 25% em peso de sulfato de amônio, 10% em peso de xarope de frutose-glicose (55% em peso de frutose, 42% em peso de glicose), 3% em peso de propileno glicol, 0,03% em peso de antiespumante (Momentive SAG 1572 SGS), água restante;
[00157] F3 10% em peso de C8/10 glucamida linear, 25% em peso de sulfato de amônio, 10% em peso do poliglicerol (com 7-10 monômeros de glicerol), 3% em peso de propileno glicol, 0,03% em peso de antiespumante (Momentive SAG 1572 SGS), água restante;
[00158] F4 5% em peso de C8/10 glucamida linear, 35% em peso de sulfato de amônio, 10% em peso de xarope de frutose-glicose (55% em peso de frutose, 42% em peso de glicose), 2,5% em peso de propileno glicol, 0,03% em peso de antiespumante (Momentive SAG 1572 SGS), água restante;
[00159] F5 15% em peso de C8/10 glucamida linear, 20% em peso de sulfato de amônio, 2% em peso de propileno glicol, 0,03% em peso de antiespumante (Momentive SAG 1572 SGS), água restante;
[00160] F6 é uma mistura 2,5:1 de F1 e Synergen GL8 (um cloreto de alquil(hidroxietil)dimetilamônio, Clariant)
[00161] F7 é uma mistura 3:2 de F1 e Synergen GL8 (um cloreto de alquil(hidroxietil)dimetilamônio, Clariant)
[00162] F8 é uma mistura da C8/10 glucamida linear em 25% em peso, de AHL (solução de nitrato de amônio-ureia, Piasan 28) com 3 g/L de C8/10 glucamida linear.
[00163] As formulações F1-8 correspondem às formulações SL miscíveis em água contendo água que são estáveis em qualquer relação. A própria glucamida e as concentrações definem não necessitar de qualquer biocida; as formulações voltam completamente para a solução quando descongeladas após armazenagem a -20°C e precipitação de sulfato de amônio. Testes de armazenamento padronizados (cerca de 8 semanas a 40°C, ou 2 semanas a 54°C) não alteram as propriedades. As formulações podem ser diluídas sem qualquer problema com todas as qualidades de água (CIPAC A, C, D, água de torneira, água desmineralizada). Exemplos do efeito de ingredientes ativos.
[00164] MCPA, iodossulfurona, 2,4-D (DMA), sulcotriona, mesotriona, cletodima, dicamba (ácido e DGA), saflufenacila, tembotriona.
[00165] Exemplos do efeito para o aumento na penetração com C8/10 glucamida linear comparado com o ingrediente ativo ou uma formulação contendo o ingrediente ativo isolado e/ou outros comparadores. O líquido de pulverização padrão foi água de torneira com 85 ppm de Ca e 16 ppm de Mg. Em cada caso, o agente isolado e com adição da substância de teste é mostrado.
[00166] Os exemplos que se seguem com importantes ingredientes ativos herbicidas, cada um, mostra a excelente adequabilidade das formulações compreendendo C8/10 glucamida linear com sulfato de amônio para promover a penetração de uma ampla variedade de diferentes ingredientes ativos de eletrólitos (herbicidas, aqui). Isso pode levar a controle de ervas daninhas significativamente melhor, resistência à chuva mais rápida e melhor exploração do potencial de ingredientes ativos e, em casos individuais, também para economia de ingrediente ativo. Tabela 1. Penetração de MCPA (sal de potássio), (concentração de ingrediente ativo de 1 g/L em líquido de pulverização) *25oC/56% de umidade relativa de ar
[00167] As formulações inventivas F1-3 levam a um aumento de 4 a 7 vezes na penetração de MCPA-potássio após 4 horas ou um dia. Tabela 2. Penetração de 2,4-D DMA* com cálcio antagonístico em 177 ppm de Ca, simulando água muita dura (concentração de ingrediente ativo 5 g/L de 2,4-D DMA em líquido de pulverização) *25oC/56% de umidade relativa de ar **DMA, dimetilamina
[00168] As formulações inventivas F2-6 levam a um aumento de 10 vezes mais na penetração de 2,4-D DMA após 4 horas ou um dia. F6 mostra um melhor efeito em uma concentração menor de utilização. Isso mostra um efeito sinérgico, uma vez que o próprio Synergen GL8 (30% em F6) não mostrou qualquer efeito na penetração. Tabela 3. Penetração de dicamba (ácido) com água de torneira contendo 85 ppm de Ca (concentração de ingrediente ativo de 1,0 g/L de 2,4-D DMA em líquido de pulverização) *20oC/60% de umidade relativa do ar
[00169] A formulação inventiva F1 leva a um aumento de 3-4,5 vezes na penetração de ácido dicamba após 5 horas ou um dia. Este é mais rápido e mais do que com um etoxilato de seboamina que é habitual no estado da técnica. Uma vez que dicamba apresenta volatilidade significativa, a absorção aperfeiçoada pode também suprimir uma redução na volatilidade e na deposição em áreas não direcionadas. Tabela 4. Penetração de dicamba DGA** com cálcio antagonístico em 177 ppm de Ca, simulando água muito dura (concentração de ingrediente ativo de 2,5 g/L de dicamba DGA em líquido de pulverização)
*20oC/60% de umidade relativa do ar * *DGA, diglicolamina, a partir de uma formulação líquida solúvel dos produtos comerciais Clarity® (BASF) ou Sterling® Blue (Winfield).
[00170] Todas as formulações que contêm a C8/10 glucamida linear aumentou significativamente a penetração. Quanto maior a concentração de C8/10 glucamida linear, ocorreu mais rapidamente a promoção de penetração (F1 > F2~F3 > F4). O concentrado de óleo de cultura não teve nenhum efeito de modo algum, no caso da água dura, apesar do teor de aditivo ser duas vezes tão alto. Tabela 5. Penetração de sulcotriona (concentração de ingrediente ativo de 0,2 g/L em líquido de pulverização) *20oC/60% de umidade relativa do ar
[00171] A formulação inventiva F1 leva a um aumento dependente da concentração de mais de 8 vezes na penetração de sulcotriona após 5 horas ou um dia. Tabela 6. Penetração de mesotriona (concentração de ingrediente ativo de 0,3 g/L em líquido de pulverização)
* 25oC/60% de umidade relativa do ar, aumento após 1 dia a 35oC/60% de umidade relativa do ar
[00172] A formulação inventiva F1 leva a um aumento dependente da concentração de mais 10 vezes na penetração de mesotriona após 1 dia ou 2 dias. Tabela 7. Penetração de mesotriona (concentração de ingrediente ativo de 0,3 g/L em líquido de pulverização) *25oC/60% de umidade relativa do ar, **aumento após 1 dia a 35oC/60% de umidade relativa do ar
[00173] Todas as formulações inventivas testadas foram eficazes com um aumento dependente da concentração muito significativamente na penetração de mesotriona no caso de F2 e um resultado muito bom para F1 mesmo sob 0,3%. Tabela 8. Penetração de cletodima (concentração do ingrediente ativo de 0,75 g/L em líquido de pulverização) * 25oC/56% de umidade relativa do ar
[00174] A formulação inventiva F1 leva a um aumento de 3 a 4 vezes na penetração de cletodima após 12 horas ou 1 dia. Tabela 9. Penetração de saflufenacila** (concentração do ingrediente ativo de 0,5 g/L em líquido de pulverização) * 25oC/56% de umidade relativa do ar **cutículas de folha de pêra
[00175] A formulação inventiva F1 leva a um aumento 10 vezes mais na penetração de saflufenacila após 12 horas ou 1-2 dias. Tabela 10. Penetração de iodossulfurona (concentração do ingrediente ativo de 0,1 g/L em líquido de pulverização) * 20°C/56% de umidade relativa do ar, * *aumento após 1 dia a 30°C/56% de umidade relativa do ar
[00176] A formulação inventiva F1 leva a um aumento 6 vezes mais na penetração de iodossulfurona após 1 dia ou 2 dias. Este é maior que o padrão Biopower na mesma concentração de uso de 0,5%, e uma combinação dos dois é da mesma forma melhor sob uma concentração de 0,4%. Tabela 11. Penetração de tembotriona (concentração do ingrediente ativo de 0,4 g/L em líquido de pulverização) com cálcio antagonístico em 177 ppm de Ca, simulando água muita dura *20oC/56% de umidade relativa do ar, **30oC/56% de umidade relativa do ar ***Soberan®: Mistura de tembotriona e isoxadifeno (Bayer CropScience) ****Aureo (80% de óleo de semente metilado + 20% de emulsificante) ****cutículas de folha de pêra.
[00177] F4 apresenta um teor de água de quase 50% e tem desse modo, mostrado, sob uma concentração de utilização 30% inferior a combinação de Aureo e AMS, promoção muito melhor de penetração, mesmo com esta água muito dura.
[00178] Raizer® (Farmoz, St. Leonards, Austrália) é um adjuvante comercial (que compreende lecitina, ácido propiônico e tensoativos não iônicos), que é usado como um "condicionador de água", a fim de suprimir os efeitos antagonísticos de água dura. F4 também é nitidamente superior a este padrão de mercado.
[00179] Tensão dinâmica de superfície (atividade interfacial)
[00180] No caso de plantas que são difíceis de umedecer, tais como, as plantas de cereais de trigo, cevada, triticale, centeio e aveia, no caso de culturas adicionais de grande área de milho, arroz, soja e semente de colza, e também no caso de quase todas as gramíneas daninhas e numerosas ervas daninhas dicotiledôneas que são difíceis de controlar, tais como Chenopodium album ou Euphorbium heterophyllum, a promoção da adsorção do líquido de pulverização sobre as partes verdes da planta é de significância crucial. Esse efeito de agente umectante foi, portanto, também determinado para a C8C10 glucamida linear.
[00181] Para uma técnica ou parâmetros de aplicação dada (bocal, pressão, taxa de aplicação de água, distância a partir da superfície da planta), o valor para a tensão dinâmica superficial em [mN/m] correlaciona-se bem com a adesão em plantas que são difíceis de umedecer, tal como cevada (cereal). Um valor de 50 mN/m (sob 2021°C) com relação à água (72,8 mN/m) resulta em um aperfeiçoamento na adesão de "adesão zero" a aproximadamente 50% (Baur P., Pontzen R. 2007. Características básicas de umectabilidade da superfície da planta e formação de depósito e o impacto de adjuvantes. Em: R.E. Gaskin Ed. Proceeding of the 8th International Symposium on Adjuvants for Agrochemicals. Editor: International Society for Agrochemical Adjuvants (ISAA), Columbus, Ohio, EUA). Um valor abaixo de 60 mN/m em 200 ms fornece visivelmente melhor adsorção de líquidos aquosos de pulverização; no caso de bocais de dispersão de jato plano padronizados, umectação ótima é obtida.
[00182] Tabela 12 mostra que esse valor ou um valor inferior é atingido, mesmo na baixa concentração de teste em água de 1,5 g/L (ou de 0,8 g/L para a substância ativa). Desse modo, os ésteres de lactato eterificados são excepcionalmente adequados para promover a absorção de produtos agroquímicos em relação aos cereais (com milho, arroz, painço/sorgo), banana, couve/colza, soja e outras plantas de cultura e plantas nocivas que são difíceis de umedecer. Os efeitos positivos de umectação e adesão podem, naturalmente, também aplicar a outros organismos e superfícies sintéticas ou aplicações técnicas, por exemplo, para obtenção de revestimentos finos ou a limpeza de superfícies.
[00183] Os valores de tensão dinâmica superficial são mostrados a seguir para a C8-10 glucamida linear isolada e para algumas formulações. Tabela 12. Tensão dinâmica de superfície de C8/10 glucamida linear (54%)
* Tabela 13. Grau de cobertura após aplicação por pulverização
[00184] Medições do grau de cobertura em plantas monocotiledôneas, tais como, trigo ou, aqui, Pogonanthera spec., confirmam umectação ótima para uma concentração de 0,2% da C810 glucamida linear. Isso se aplica ao produto puro e às formulações F1-F4. A título de exemplo, o grau de cobertura para formulação F1 é mostrado abaixo com aplicação por meio de um bocal de jato plano em uma cabina de pulverização. Os parâmetros de aplicação foram bocal XR11002 (Teejet), pressão de pulverização de 0,3 MPa (3 bars), 150 L/ha de água; distância de bico a 45 cm da folha horizontalmente posicionada:
[00185] O grau de cobertura é a área coberta pelas gotículas de pulverização após aplicação na folha. Um valor de 100% corresponde a uma película contínua, que não é o objetivo. O grau de cobertura com água foi inferior a 5%, e foi aumentado com F1 a 12% sob 1 g/L, 30% a 2,5 g/L e 43% em 5 g/L.
[00186] A título de exemplo, o efeito da C8/10 glucamida linear de formulação F1 foi examinado em ensaios de campo na Universidade Estadual da Dakota do Norte por meio de comparação com padrões que estão em uso prático localmente e as condições práticas padrões locais. Nos testes, uma quantidade de 360 gramas de ácido de glifosato como Touchdown® Hitech ou por 50 g de mesotriona como Callisto® SC480 por hectare foi implantada. A taxa de aplicação de água foi de 80 litros por ha. Um bocal pulverizador de jato plano foi utilizado sob 0,3 MPa (3 bar). O controle de duas ervas daninhas importantes locais Setaria italica (SETIT) e Amaranthus spp. (AMASS) foi classificado após 14 dias (7.24.2013) e 28 dias (8.8.2013). O padrão positivo local é uma combinação de 10 g/L do aditivo R-11® (etoxilato de nonilfenila, Willbur-Ellis) combinada com sulfato de amônio da mesma maneira ligeiramente mais de 10 g/L. Este foi comparado com a formulação inventiva F1, a qual foi testada em 1,5 g/L e 4,5 g/L. Tabela 14. Controle das ervas daninhas Setaria italica e Amaranthus spp.com Touchdown® Hitech com aditivos em uso prático ou F1 inventiva.
[00187] A formulação inventive F1 leva a controle das ervas daninhas, igualmente bom, ou melhor, com Touchdown® Hitech do que os padrões de mercado/práticos. Ao mesmo tempo, a composição é muito mais economicamente viável, uma vez que a concentração de uso foi mais de 10 vezes inferior. Tabela 15. Controle das ervas daninhas Setaria italica e Amaranthus spp. com Callisto® SC480 com aditivos em uso prático ou F1 inventiva
[00188] A formulação inventiva F1 leva a controle melhor das ervas daninhas com Callisto® SC480 do que os padrões de mercado/ práticos. Ao mesmo tempo, a composição é muito mais economicamente viável, uma vez que a concentração de uso é de 4 a 10 vezes inferior.
Claims (19)
1. Composição adjuvante, caracterizada pelo fato de que compreende: (a) uma ou mais alquilglucamidas de fórmula (I): em que: R1 é um grupo alquila linear ou ramificado que apresenta de 5 a 9 átomos de carbono, R2 é um grupo alquila que apresenta de 1 a 3 átomos de carbono, (b) pelo menos um sal de amônio solúvel em água, (c) propileno glicol, dipropileno glicol, misturas de propileno glicol e dipropileno glicol, cada um, opcionalmente, em uma mistura com polipropileno glicol e/ou polietileno glicol, cada um, apresentando até dez unidades de repetição, e (d) água.
2. Composição adjuvante, de acordo com a reivindicação 1, caracterizada pelo fato de que R1é um grupo alquila linear ou ramificado que apresenta de 7 a 9 átomos de carbono e R2é um grupo metila.
3. Composição adjuvante, de acordo com a reivindicação 1 ou 2, caracterizada pelo fato de que é uma mistura de octil-N- metilglucamida, R1 = C7-alquila e decil-N-metilglucamida R = C9-alquila ou nonil-N-metilglucamida, R1 = C8-alquila.
4. Composição adjuvante, de acordo com qualquer uma das reivindicações 1 a 3, caracterizada pelo fato de que a proporção de uma ou mais alquilglucamidas (a) é de 10% a 90% em peso, com base no peso total da composição.
5. Composição adjuvante, de acordo com qualquer uma das reivindicações 1 a 4, caracterizada pelo fato de que o sal de amônio (b) é selecionado do grupo que consiste de sulfato de amônio, nitrato de amônio, nitrato de amônio ureia, fosfato de amônio, citrato de amônio, cloreto de amônio e tiossulfato de amônio.
6. Composição adjuvante, de acordo com qualquer uma das reivindicações 1 a 5, caracterizada pelo fato de que o componente (c) é propileno glicol.
7. Uso de uma composição adjuvante, como definida em qualquer uma das reivindicações 1 a 6, caracterizada pelo fato de que é para intensificar a atividade biológica de pesticidas, preferencialmente, de herbicidas.
8. Uso de uma composição adjuvante, como definida em qualquer uma das reivindicações 1 a 6, caracterizada pelo fato de que é para produção de uma composição aquosa pesticida.
9. Composição pesticida, caracterizada pelo fato de que compreende: (a) uma ou mais alquilglucamidas de fórmula (I): em que: R1 é um grupo alquila linear ou ramificado que apresenta de 5 a 9 átomos de carbono, R2 é um grupo alquila que apresenta de 1 a 3 átomos de carbono, (b) um ou mais sais de amônio, (c) propileno glicol, dipropileno glicol, misturas de propileno glicol e dipropileno glicol, cada um, opcionalmente, em uma mistura com polipropileno glicol e/ou polietileno glicol, cada um, apresentando até dez unidades de repetição, (d) água, (e) opcionalmente, um ou mais cossolventes, (f) opcionalmente, um ou mais auxiliares, (g) um ou mais pesticidas solúveis em água, (h) opcionalmente, um ou mais pesticidas insolúveis em água.
10. Composição pesticida, de acordo com a reivindicação 9, caracterizada pelo fato de que um ou mais pesticidas solúveis em água, de componente (g) são selecionados do grupo de herbicidas, preferencialmente, do grupo que consiste dos sais solúveis em água de: acifluorfeno, aminopiralida, amitrol, asulamo, benazolina, bentazona, bialafos, bispiribac, bromacila, bromoxinila, biciclopirona, clorambeno, clopiralida, 2,4-D, 2,4-DB, dicamba, diclorprop, difenzoquat, diquat, endotal, fenoxaprop, flamprop, florassulamo, flumicloraque, fluoroglicofeno, fluroxipir, fomesafeno, fosamina, glufosinato, glifosato, imazamet, imazametabenzo, imazamox, imazapic, imazapir, imazaquina, imazetapir, MCPA, MCPB, mecoprop, mesotriona, nicossulfurona, ácido octanoico, ácido pelargônico, picloramo, quizalofop, 2,3,6-TBA, sulcotriona, tembotriona e triclopir.
11. Composição pesticida, de acordo com a reivindicação 9 ou 10, caracterizada pelo fato de que um ou mais pesticidas solúveis em água, de componente (g) são selecionados de sais solúveis em água de 2,4-D, bentazona, dicamba, fomesafeno, glifosato, glufosinato, MCPA, mesotriona, paraquat e sulcotriona, preferencialmente, a partir dos sais solúveis em água de glifosato e dicamba.
12. Composição pesticida, de acordo com qualquer uma das reivindicações 9 a 11, caracterizada pelo fato de que a quantidade total dos pesticidas, de componente (g) na composição é superior a 100 g/L, com base no equivalente ácido do mesmo.
13. Composição pesticida, de acordo com qualquer uma das reivindicações 9 a 12, caracterizada pelo fato de que a quantidade total das alquilglucamidas de fórmula (I) na composição é de 20 a 250 g/L.
14. Composição pesticida, de acordo com qualquer uma das reivindicações 9 a 13, caracterizada pelo fato de que o teor de um ou mais sais de amônio (b) é de 10 a 500 g/L, com base na composição total.
15. Composição pesticida, de acordo com qualquer uma das reivindicações 9 a 14, caracterizada pelo fato de que compreende, bem como componentes (a) a (d), um ou mais adjuvantes adicionais.
16. Composição pesticida, de acordo com qualquer uma das reivindicações 9 a 15, caracterizada pelo fato de que toma a forma de uma formulação concentrada que é diluída antes de uso e contém de 5% a 80% em peso de um ou mais pesticidas solúveis em água de componente (g) e de 1% a 25% em peso de uma ou mais alquilglucamidas de componente (a).
17. Composição pesticida, de acordo com qualquer uma das reivindicações 9 a 15, caracterizada pelo fato de que toma a forma de um licor de pulverização e compreende de 0,001% a 10% em peso de um ou mais pesticidas solúveis em água, de componente (g) e de 0,01% a 1% em peso de uma ou mais alquilglucamidas de componente (a).
18. Uso de uma composição pesticida, como definida em qualquer uma das reivindicações 9 a 17, caracterizada pelo fato de que é para controle e/ou para redução de crescimento de plantas indesejáveis, transtornos fúngicos ou infestação de insetos em plantas.
19. Método de proteção de plantas a partir de organismos nocivos, caracterizado pelo fato de que no método, a planta, os organismos nocivos ou seu habitaté levado em contato com uma composição pesticida que compreende uma composição adjuvante inventiva, como definida em qualquer uma das reivindicações 1 a 6.
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PCT/EP2015/000370 WO2015124302A1 (de) | 2014-02-19 | 2015-02-19 | Wässrige adjuvant-zusammensetzung zur wirkungssteigerung von elektrolyt-wirkstoffen |
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CN104540494B (zh) | 2012-05-30 | 2017-10-24 | 科莱恩金融(Bvi)有限公司 | N‑甲基‑n‑酰基葡糖胺作为增溶剂的用途 |
CN104540931A (zh) | 2012-05-30 | 2015-04-22 | 科莱恩金融(Bvi)有限公司 | 包含n-甲基-n-酰基葡糖胺的组合物 |
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-
2014
- 2014-10-23 DE DE202014008415.7U patent/DE202014008415U1/de not_active Expired - Lifetime
-
2015
- 2015-02-19 BR BR112016018786-5A patent/BR112016018786B1/pt not_active IP Right Cessation
- 2015-02-19 CN CN201580015275.5A patent/CN106455554A/zh active Pending
- 2015-02-19 WO PCT/EP2015/000370 patent/WO2015124302A1/de active Application Filing
- 2015-02-19 DK DK15706157.3T patent/DK3107387T3/en active
- 2015-02-19 AU AU2015221186A patent/AU2015221186B2/en not_active Ceased
- 2015-02-19 EP EP15706157.3A patent/EP3107387B1/de not_active Not-in-force
- 2015-02-19 US US15/120,103 patent/US20170055524A1/en not_active Abandoned
- 2015-02-19 ES ES15706157.3T patent/ES2671417T3/es active Active
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AU2015221186B2 (en) | 2018-07-26 |
BR112016018786A2 (pt) | 2017-08-08 |
DK3107387T3 (en) | 2018-06-18 |
DE202014008415U1 (de) | 2014-11-25 |
EP3107387B1 (de) | 2018-04-11 |
AU2015221186A1 (en) | 2016-09-22 |
WO2015124302A1 (de) | 2015-08-27 |
CN106455554A (zh) | 2017-02-22 |
US20170055524A1 (en) | 2017-03-02 |
ES2671417T3 (es) | 2018-06-06 |
EP3107387A1 (de) | 2016-12-28 |
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