HRP20030500A2 - Herbicide agent - Google Patents

Herbicide agent Download PDF

Info

Publication number: HRP20030500A2
Authority: HR; Croatia
Prior art keywords: alkyl; compounds; radical; substituted; group
Prior art date: 2000-12-20

Application number

HR20030500A

Other languages

English (en)

Croatian (hr)

Inventor

Kocur Jean

Krause Hans-Peter

Martinez De Una Julio

Philipp Huff Hans

Bickers Udo

Schnabel Gerhard

Original Assignee

Bayer Cropscience Gmbh

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

2000-12-20

Filing date

2003-06-18

Publication date

2005-04-30

2003-06-18 Application filed by Bayer Cropscience Gmbh filed Critical Bayer Cropscience Gmbh

2005-04-30 Publication of HRP20030500A2 publication Critical patent/HRP20030500A2/hr

Links

239000004009 herbicide Substances 0.000 title description 70
150000001875 compounds Chemical class 0.000 claims description 114
239000000203 mixture Substances 0.000 claims description 79
239000004094 surface-active agent Substances 0.000 claims description 79
241000196324 Embryophyta Species 0.000 claims description 76
238000009472 formulation Methods 0.000 claims description 50
239000004215 Carbon black (E152) Substances 0.000 claims description 31
239000003094 microcapsule Substances 0.000 claims description 30
238000000034 method Methods 0.000 claims description 23
229930195733 hydrocarbon Natural products 0.000 claims description 21
239000000126 substance Substances 0.000 claims description 19
239000000463 material Substances 0.000 claims description 18
238000002360 preparation method Methods 0.000 claims description 13
150000001450 anions Chemical group 0.000 claims description 12
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 11
239000013543 active substance Substances 0.000 claims description 11
239000001993 wax Substances 0.000 claims description 11
229910052799 carbon Inorganic materials 0.000 claims description 10
IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical group C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 8
229920002396 Polyurea Polymers 0.000 claims description 7
GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical group CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims description 5
125000002947 alkylene group Chemical group 0.000 claims description 5
229920000642 polymer Polymers 0.000 claims description 5
108010010803 Gelatin Proteins 0.000 claims description 4
229920002472 Starch Polymers 0.000 claims description 4
229920000159 gelatin Polymers 0.000 claims description 4
239000008273 gelatin Substances 0.000 claims description 4
235000019322 gelatine Nutrition 0.000 claims description 4
235000011852 gelatine desserts Nutrition 0.000 claims description 4
239000004814 polyurethane Substances 0.000 claims description 4
235000019698 starch Nutrition 0.000 claims description 4
229920000877 Melamine resin Polymers 0.000 claims description 3
239000000654 additive Substances 0.000 claims description 3
150000001768 cations Chemical class 0.000 claims description 3
125000005843 halogen group Chemical group 0.000 claims description 3
239000004952 Polyamide Substances 0.000 claims description 2
229920002647 polyamide Polymers 0.000 claims description 2
229920002635 polyurethane Polymers 0.000 claims description 2
239000004640 Melamine resin Substances 0.000 claims 1
239000002861 polymer material Substances 0.000 claims 1
-1 phosphonium ion Chemical class 0.000 description 129
150000003254 radicals Chemical class 0.000 description 31
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 28
230000002363 herbicidal effect Effects 0.000 description 23
239000002775 capsule Substances 0.000 description 21
125000004432 carbon atom Chemical group C* 0.000 description 21
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 18
239000003795 chemical substances by application Substances 0.000 description 18
239000006185 dispersion Substances 0.000 description 17
239000000839 emulsion Substances 0.000 description 16
229910052736 halogen Inorganic materials 0.000 description 16
150000002367 halogens Chemical class 0.000 description 16
125000000217 alkyl group Chemical group 0.000 description 15
239000003223 protective agent Substances 0.000 description 15
229910052739 hydrogen Inorganic materials 0.000 description 14
125000003118 aryl group Chemical group 0.000 description 13
238000009835 boiling Methods 0.000 description 13
239000002904 solvent Substances 0.000 description 13
239000000460 chlorine Substances 0.000 description 12
239000008187 granular material Substances 0.000 description 12
229910052757 nitrogen Inorganic materials 0.000 description 12
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 12
125000003342 alkenyl group Chemical group 0.000 description 11
229910052801 chlorine Inorganic materials 0.000 description 11
229910052731 fluorine Inorganic materials 0.000 description 11
125000005842 heteroatom Chemical group 0.000 description 11
239000000047 product Substances 0.000 description 11
239000007921 spray Substances 0.000 description 11
229910052717 sulfur Inorganic materials 0.000 description 11
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 10
239000002253 acid Substances 0.000 description 10
150000002148 esters Chemical class 0.000 description 10
RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 10
239000003921 oil Substances 0.000 description 10
229910052760 oxygen Inorganic materials 0.000 description 10
230000008569 process Effects 0.000 description 10
125000004178 (C1-C4) alkyl group Chemical group 0.000 description 9
125000005915 C6-C14 aryl group Chemical group 0.000 description 9
125000000304 alkynyl group Chemical group 0.000 description 9
125000001188 haloalkyl group Chemical group 0.000 description 9
125000000623 heterocyclic group Chemical group 0.000 description 9
235000019198 oils Nutrition 0.000 description 9
125000001424 substituent group Chemical group 0.000 description 9
125000003545 alkoxy group Chemical group 0.000 description 8
239000003995 emulsifying agent Substances 0.000 description 8
239000003112 inhibitor Substances 0.000 description 8
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 8
150000003839 salts Chemical class 0.000 description 8
230000009261 transgenic effect Effects 0.000 description 8
125000006702 (C1-C18) alkyl group Chemical group 0.000 description 7
150000001338 aliphatic hydrocarbons Chemical class 0.000 description 7
239000000729 antidote Substances 0.000 description 7
229940075522 antidotes Drugs 0.000 description 7
229910052794 bromium Inorganic materials 0.000 description 7
239000012141 concentrate Substances 0.000 description 7
239000002270 dispersing agent Substances 0.000 description 7
239000000194 fatty acid Substances 0.000 description 7
230000012010 growth Effects 0.000 description 7
IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 7
239000000575 pesticide Substances 0.000 description 7
239000003755 preservative agent Substances 0.000 description 7
125000006413 ring segment Chemical group 0.000 description 7
159000000000 sodium salts Chemical class 0.000 description 7
230000009471 action Effects 0.000 description 6
239000008346 aqueous phase Substances 0.000 description 6
125000000753 cycloalkyl group Chemical group 0.000 description 6
235000014113 dietary fatty acids Nutrition 0.000 description 6
230000000694 effects Effects 0.000 description 6
238000005516 engineering process Methods 0.000 description 6
229930195729 fatty acid Natural products 0.000 description 6
125000004438 haloalkoxy group Chemical group 0.000 description 6
239000001257 hydrogen Substances 0.000 description 6
229910052698 phosphorus Inorganic materials 0.000 description 6
229920006395 saturated elastomer Polymers 0.000 description 6
239000011734 sodium Substances 0.000 description 6
125000005504 styryl group Chemical group 0.000 description 6
239000004562 water dispersible granule Substances 0.000 description 6
125000003837 (C1-C20) alkyl group Chemical group 0.000 description 5
229940126062 Compound A Drugs 0.000 description 5
NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 description 5
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 5
150000007513 acids Chemical class 0.000 description 5
125000004390 alkyl sulfonyl group Chemical group 0.000 description 5
239000004202 carbamide Substances 0.000 description 5
239000012876 carrier material Substances 0.000 description 5
238000004132 cross linking Methods 0.000 description 5
125000004093 cyano group Chemical group *C#N 0.000 description 5
125000000392 cycloalkenyl group Chemical group 0.000 description 5
150000004985 diamines Chemical class 0.000 description 5
239000003337 fertilizer Substances 0.000 description 5
XDDAORKBJWWYJS-UHFFFAOYSA-N glyphosate Chemical compound OC(=O)CNCP(O)(O)=O XDDAORKBJWWYJS-UHFFFAOYSA-N 0.000 description 5
239000012948 isocyanate Substances 0.000 description 5
238000002156 mixing Methods 0.000 description 5
239000003960 organic solvent Substances 0.000 description 5
239000002245 particle Substances 0.000 description 5
125000003367 polycyclic group Chemical group 0.000 description 5
229920000151 polyglycol Polymers 0.000 description 5
239000010695 polyglycol Substances 0.000 description 5
229920002451 polyvinyl alcohol Polymers 0.000 description 5
235000019422 polyvinyl alcohol Nutrition 0.000 description 5
239000000843 powder Substances 0.000 description 5
241000894007 species Species 0.000 description 5
238000005507 spraying Methods 0.000 description 5
239000002562 thickening agent Substances 0.000 description 5
QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 4
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 4
PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 4
239000005562 Glyphosate Substances 0.000 description 4
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 4
YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 4
240000007594 Oryza sativa Species 0.000 description 4
235000007164 Oryza sativa Nutrition 0.000 description 4
WTKZEGDFNFYCGP-UHFFFAOYSA-N Pyrazole Chemical compound C=1C=NNC=1 WTKZEGDFNFYCGP-UHFFFAOYSA-N 0.000 description 4
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical group C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 4
125000002252 acyl group Chemical group 0.000 description 4
125000003282 alkyl amino group Chemical group 0.000 description 4
150000001491 aromatic compounds Chemical class 0.000 description 4
125000002837 carbocyclic group Chemical group 0.000 description 4
238000005354 coacervation Methods 0.000 description 4
238000007796 conventional method Methods 0.000 description 4
244000038559 crop plants Species 0.000 description 4
125000004122 cyclic group Chemical group 0.000 description 4
239000011737 fluorine Substances 0.000 description 4
125000002485 formyl group Chemical group [H]C(*)=O 0.000 description 4
229940097068 glyphosate Drugs 0.000 description 4
NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 4
150000002430 hydrocarbons Chemical class 0.000 description 4
230000007062 hydrolysis Effects 0.000 description 4
238000006460 hydrolysis reaction Methods 0.000 description 4
230000001965 increasing effect Effects 0.000 description 4
239000002917 insecticide Substances 0.000 description 4
150000002513 isocyanates Chemical class 0.000 description 4
NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 4
238000004519 manufacturing process Methods 0.000 description 4
239000011159 matrix material Substances 0.000 description 4
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 4
WWZKQHOCKIZLMA-UHFFFAOYSA-M octanoate Chemical compound CCCCCCCC([O-])=O WWZKQHOCKIZLMA-UHFFFAOYSA-M 0.000 description 4
229920000768 polyamine Polymers 0.000 description 4
125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 4
235000009566 rice Nutrition 0.000 description 4
229910052710 silicon Inorganic materials 0.000 description 4
229910052708 sodium Inorganic materials 0.000 description 4
239000007787 solid Substances 0.000 description 4
239000000725 suspension Substances 0.000 description 4
239000000080 wetting agent Substances 0.000 description 4
125000000008 (C1-C10) alkyl group Chemical group 0.000 description 3
125000006526 (C1-C2) alkyl group Chemical group 0.000 description 3
125000006536 (C1-C2)alkoxy group Chemical group 0.000 description 3
125000004769 (C1-C4) alkylsulfonyl group Chemical group 0.000 description 3
125000004765 (C1-C4) haloalkyl group Chemical group 0.000 description 3
125000000229 (C1-C4)alkoxy group Chemical group 0.000 description 3
125000004169 (C1-C6) alkyl group Chemical group 0.000 description 3
IAJOBQBIJHVGMQ-UHFFFAOYSA-N 2-amino-4-[hydroxy(methyl)phosphoryl]butanoic acid Chemical compound CP(O)(=O)CCC(N)C(O)=O IAJOBQBIJHVGMQ-UHFFFAOYSA-N 0.000 description 3
CHZCERSEMVWNHL-UHFFFAOYSA-N 2-hydroxybenzonitrile Chemical compound OC1=CC=CC=C1C#N CHZCERSEMVWNHL-UHFFFAOYSA-N 0.000 description 3
UPMXNNIRAGDFEH-UHFFFAOYSA-N 3,5-dibromo-4-hydroxybenzonitrile Chemical compound OC1=C(Br)C=C(C#N)C=C1Br UPMXNNIRAGDFEH-UHFFFAOYSA-N 0.000 description 3
CTTHWASMBLQOFR-UHFFFAOYSA-N Amidosulfuron Chemical compound COC1=CC(OC)=NC(NC(=O)NS(=O)(=O)N(C)S(C)(=O)=O)=N1 CTTHWASMBLQOFR-UHFFFAOYSA-N 0.000 description 3
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
239000005489 Bromoxynil Substances 0.000 description 3
229920000742 Cotton Polymers 0.000 description 3
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
244000068988 Glycine max Species 0.000 description 3
235000010469 Glycine max Nutrition 0.000 description 3
244000299507 Gossypium hirsutum Species 0.000 description 3
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
229910019142 PO4 Inorganic materials 0.000 description 3
239000004372 Polyvinyl alcohol Substances 0.000 description 3
QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical group [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 3
229940100389 Sulfonylurea Drugs 0.000 description 3
235000021307 Triticum Nutrition 0.000 description 3
244000098338 Triticum aestivum Species 0.000 description 3
240000008042 Zea mays Species 0.000 description 3
235000002017 Zea mays subsp mays Nutrition 0.000 description 3
239000003905 agrochemical Substances 0.000 description 3
125000001931 aliphatic group Chemical group 0.000 description 3
125000003302 alkenyloxy group Chemical group 0.000 description 3
125000004453 alkoxycarbonyl group Chemical group 0.000 description 3
125000004414 alkyl thio group Chemical group 0.000 description 3
125000005133 alkynyloxy group Chemical group 0.000 description 3
239000007798 antifreeze agent Substances 0.000 description 3
239000011230 binding agent Substances 0.000 description 3
VJYIFXVZLXQVHO-UHFFFAOYSA-N chlorsulfuron Chemical compound COC1=NC(C)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)Cl)=N1 VJYIFXVZLXQVHO-UHFFFAOYSA-N 0.000 description 3
239000000084 colloidal system Substances 0.000 description 3
238000013270 controlled release Methods 0.000 description 3
230000001276 controlling effect Effects 0.000 description 3
IWEDIXLBFLAXBO-UHFFFAOYSA-N dicamba Chemical compound COC1=C(Cl)C=CC(Cl)=C1C(O)=O IWEDIXLBFLAXBO-UHFFFAOYSA-N 0.000 description 3
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
150000002191 fatty alcohols Chemical class 0.000 description 3
PXDNXJSDGQBLKS-UHFFFAOYSA-N foramsulfuron Chemical compound COC1=CC(OC)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=C(NC=O)C=2)C(=O)N(C)C)=N1 PXDNXJSDGQBLKS-UHFFFAOYSA-N 0.000 description 3
239000000417 fungicide Substances 0.000 description 3
238000005469 granulation Methods 0.000 description 3
230000003179 granulation Effects 0.000 description 3
125000002887 hydroxy group Chemical group [H]O* 0.000 description 3
229910052500 inorganic mineral Inorganic materials 0.000 description 3
239000007788 liquid Substances 0.000 description 3
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 3
NIFKBBMCXCMCAO-UHFFFAOYSA-N methyl 2-[(4,6-dimethoxypyrimidin-2-yl)carbamoylsulfamoyl]-4-(methanesulfonamidomethyl)benzoate Chemical compound COC(=O)C1=CC=C(CNS(C)(=O)=O)C=C1S(=O)(=O)NC(=O)NC1=NC(OC)=CC(OC)=N1 NIFKBBMCXCMCAO-UHFFFAOYSA-N 0.000 description 3
ZTYVMAQSHCZXLF-UHFFFAOYSA-N methyl 2-[[4,6-bis(difluoromethoxy)pyrimidin-2-yl]carbamoylsulfamoyl]benzoate Chemical compound COC(=O)C1=CC=CC=C1S(=O)(=O)NC(=O)NC1=NC(OC(F)F)=CC(OC(F)F)=N1 ZTYVMAQSHCZXLF-UHFFFAOYSA-N 0.000 description 3
VWGAYSCWLXQJBQ-UHFFFAOYSA-N methyl 4-iodo-2-[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)carbamoylsulfamoyl]benzoate Chemical compound COC(=O)C1=CC=C(I)C=C1S(=O)(=O)NC(=O)NC1=NC(C)=NC(OC)=N1 VWGAYSCWLXQJBQ-UHFFFAOYSA-N 0.000 description 3
150000007524 organic acids Chemical class 0.000 description 3
239000012074 organic phase Substances 0.000 description 3
239000000546 pharmaceutical excipient Substances 0.000 description 3
125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 3
NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical group [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 3
239000010452 phosphate Chemical group 0.000 description 3
UEZVMMHDMIWARA-UHFFFAOYSA-M phosphonate Chemical group [O-]P(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-M 0.000 description 3
239000004550 soluble concentrate Substances 0.000 description 3
239000000243 solution Substances 0.000 description 3
238000001228 spectrum Methods 0.000 description 3
238000001694 spray drying Methods 0.000 description 3
230000003068 static effect Effects 0.000 description 3
BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical group [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 3
230000001629 suppression Effects 0.000 description 3
239000004546 suspension concentrate Substances 0.000 description 3
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 3
150000003558 thiocarbamic acid derivatives Chemical class 0.000 description 3
XOPFESVZMSQIKC-UHFFFAOYSA-N triasulfuron Chemical compound COC1=NC(C)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)OCCCl)=N1 XOPFESVZMSQIKC-UHFFFAOYSA-N 0.000 description 3
125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 3
IMEVJVISCHQJRM-UHFFFAOYSA-N triflusulfuron-methyl Chemical compound COC(=O)C1=CC=CC(C)=C1S(=O)(=O)NC(=O)NC1=NC(OCC(F)(F)F)=NC(N(C)C)=N1 IMEVJVISCHQJRM-UHFFFAOYSA-N 0.000 description 3
FMPJHEINDXIEHS-UHFFFAOYSA-N (2-phenoxyphenyl) hydrogen carbonate Chemical class OC(=O)OC1=CC=CC=C1OC1=CC=CC=C1 FMPJHEINDXIEHS-UHFFFAOYSA-N 0.000 description 2
125000006273 (C1-C3) alkyl group Chemical group 0.000 description 2
125000004767 (C1-C4) haloalkoxy group Chemical group 0.000 description 2
RBSXHDIPCIWOMG-UHFFFAOYSA-N 1-(4,6-dimethoxypyrimidin-2-yl)-3-(2-ethylsulfonylimidazo[1,2-a]pyridin-3-yl)sulfonylurea Chemical compound CCS(=O)(=O)C=1N=C2C=CC=CN2C=1S(=O)(=O)NC(=O)NC1=NC(OC)=CC(OC)=N1 RBSXHDIPCIWOMG-UHFFFAOYSA-N 0.000 description 2
AHXUVTKVCMOKIX-UHFFFAOYSA-N 1-bromo-4-(chloromethylsulfonyl)benzene Chemical compound ClCS(=O)(=O)C1=CC=C(Br)C=C1 AHXUVTKVCMOKIX-UHFFFAOYSA-N 0.000 description 2
YBYIRNPNPLQARY-UHFFFAOYSA-N 1H-indene Natural products C1=CC=C2CC=CC2=C1 YBYIRNPNPLQARY-UHFFFAOYSA-N 0.000 description 2
OVSKIKFHRZPJSS-UHFFFAOYSA-N 2,4-D Chemical compound OC(=O)COC1=CC=C(Cl)C=C1Cl OVSKIKFHRZPJSS-UHFFFAOYSA-N 0.000 description 2
239000005631 2,4-Dichlorophenoxyacetic acid Substances 0.000 description 2
OAYXUHPQHDHDDZ-UHFFFAOYSA-N 2-(2-butoxyethoxy)ethanol Chemical compound CCCCOCCOCCO OAYXUHPQHDHDDZ-UHFFFAOYSA-N 0.000 description 2
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 description 2
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 description 2
LOHXCLHVVJGTLU-UHFFFAOYSA-N 2-oxopropyl 2-(5-chloroquinolin-8-yl)oxyacetate Chemical compound C1=CN=C2C(OCC(=O)OCC(=O)C)=CC=C(Cl)C2=C1 LOHXCLHVVJGTLU-UHFFFAOYSA-N 0.000 description 2
125000001494 2-propynyl group Chemical group [H]C#CC([H])([H])* 0.000 description 2
CAAMSDWKXXPUJR-UHFFFAOYSA-N 3,5-dihydro-4H-imidazol-4-one Chemical class O=C1CNC=N1 CAAMSDWKXXPUJR-UHFFFAOYSA-N 0.000 description 2
UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 2
ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 2
239000005995 Aluminium silicate Substances 0.000 description 2
239000003666 Amidosulfuron Substances 0.000 description 2
PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
244000075850 Avena orientalis Species 0.000 description 2
239000005469 Azimsulfuron Substances 0.000 description 2
239000005472 Bensulfuron methyl Substances 0.000 description 2
241000219310 Beta vulgaris subsp. vulgaris Species 0.000 description 2
240000002791 Brassica napus Species 0.000 description 2
235000006008 Brassica napus var napus Nutrition 0.000 description 2
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 2
BMTAFVWTTFSTOG-UHFFFAOYSA-N Butylate Chemical compound CCSC(=O)N(CC(C)C)CC(C)C BMTAFVWTTFSTOG-UHFFFAOYSA-N 0.000 description 2
239000005496 Chlorsulfuron Substances 0.000 description 2
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CTAPFRYPJLPFDF-UHFFFAOYSA-N isoxazole Chemical compound C=1C=NOC=1 CTAPFRYPJLPFDF-UHFFFAOYSA-N 0.000 description 1
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TYIHVCIQMMTVHE-UHFFFAOYSA-N methyl 2-(4-isopropyl-4-methyl-5-oxo-4,5-dihydro-1H-imidazol-2-yl)-5-methylbenzoate Chemical compound COC(=O)C1=CC(C)=CC=C1C1=NC(C)(C(C)C)C(=O)N1 TYIHVCIQMMTVHE-UHFFFAOYSA-N 0.000 description 1
MFSWTRQUCLNFOM-UHFFFAOYSA-N methyl 2-(4-{[3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxy}phenoxy)propanoate Chemical compound C1=CC(OC(C)C(=O)OC)=CC=C1OC1=NC=C(C(F)(F)F)C=C1Cl MFSWTRQUCLNFOM-UHFFFAOYSA-N 0.000 description 1
NDQZMBNEHYSVPL-UHFFFAOYSA-N methyl 2-(5-chloroquinolin-8-yl)oxyacetate Chemical compound C1=CN=C2C(OCC(=O)OC)=CC=C(Cl)C2=C1 NDQZMBNEHYSVPL-UHFFFAOYSA-N 0.000 description 1
DTVOKYWXACGVGO-UHFFFAOYSA-N methyl 2-[(4,6-dimethoxypyrimidin-2-yl)carbamoylsulfamoyl]-6-(trifluoromethyl)pyridine-3-carboxylate Chemical compound COC(=O)C1=CC=C(C(F)(F)F)N=C1S(=O)(=O)NC(=O)NC1=NC(OC)=CC(OC)=N1 DTVOKYWXACGVGO-UHFFFAOYSA-N 0.000 description 1
WVWKXYWWQHOXRW-UHFFFAOYSA-N methyl 2-[4-(4-bromo-2-chlorophenoxy)phenoxy]propanoate Chemical compound C1=CC(OC(C)C(=O)OC)=CC=C1OC1=CC=C(Br)C=C1Cl WVWKXYWWQHOXRW-UHFFFAOYSA-N 0.000 description 1
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YWDFLVXKSADHHE-UHFFFAOYSA-N methyl 2-[4-(6-fluoroquinoxalin-2-yl)oxyphenoxy]propanoate Chemical compound C1=CC(OC(C)C(=O)OC)=CC=C1OC1=CN=C(C=C(F)C=C2)C2=N1 YWDFLVXKSADHHE-UHFFFAOYSA-N 0.000 description 1
QIWVGZJFXBPJAR-UHFFFAOYSA-N methyl 2-[4-[(2,4-dichlorophenyl)methyl]phenoxy]propanoate Chemical compound C1=CC(OC(C)C(=O)OC)=CC=C1CC1=CC=C(Cl)C=C1Cl QIWVGZJFXBPJAR-UHFFFAOYSA-N 0.000 description 1
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KABSXJFKDZOTFH-UHFFFAOYSA-N methyl 5-[(4,6-dimethylpyrimidin-2-yl)carbamoylsulfamoyl]-1-pyridin-2-ylpyrazole-4-carboxylate Chemical compound COC(=O)C=1C=NN(C=2N=CC=CC=2)C=1S(=O)(=O)NC(=O)NC1=NC(C)=CC(C)=N1 KABSXJFKDZOTFH-UHFFFAOYSA-N 0.000 description 1
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HKSBGIRAPYUOPP-UHFFFAOYSA-M potassium;2,6-dibromo-4-cyanophenolate Chemical compound [K+].[O-]C1=C(Br)C=C(C#N)C=C1Br HKSBGIRAPYUOPP-UHFFFAOYSA-M 0.000 description 1
235000012015 potatoes Nutrition 0.000 description 1
238000002203 pretreatment Methods 0.000 description 1
JBDHZKLJNAIJNC-UHFFFAOYSA-N prop-2-ynyl 2-[4-(5-chloro-3-fluoropyridin-2-yl)oxyphenoxy]propanoate Chemical compound C1=CC(OC(C)C(=O)OCC#C)=CC=C1OC1=NC=C(Cl)C=C1F JBDHZKLJNAIJNC-UHFFFAOYSA-N 0.000 description 1
FROBCXTULYFHEJ-OAHLLOKOSA-N propaquizafop Chemical compound C1=CC(O[C@H](C)C(=O)OCCON=C(C)C)=CC=C1OC1=CN=C(C=C(Cl)C=C2)C2=N1 FROBCXTULYFHEJ-OAHLLOKOSA-N 0.000 description 1
150000005599 propionic acid derivatives Chemical class 0.000 description 1
125000004673 propylcarbonyl group Chemical group 0.000 description 1
AOHJOMMDDJHIJH-UHFFFAOYSA-N propylenediamine Chemical compound CC(N)CN AOHJOMMDDJHIJH-UHFFFAOYSA-N 0.000 description 1
239000011814 protection agent Substances 0.000 description 1
DNXIASIHZYFFRO-UHFFFAOYSA-N pyrazoline Chemical compound C1CN=NC1 DNXIASIHZYFFRO-UHFFFAOYSA-N 0.000 description 1
PBMFSQRYOILNGV-UHFFFAOYSA-N pyridazine Chemical compound C1=CC=NN=C1 PBMFSQRYOILNGV-UHFFFAOYSA-N 0.000 description 1
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
125000005554 pyridyloxy group Chemical group 0.000 description 1
125000000714 pyrimidinyl group Chemical group 0.000 description 1
229910052903 pyrophyllite Inorganic materials 0.000 description 1
HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 description 1
BBKDWPHJZANJGB-UHFFFAOYSA-N quizalofop-p-tefuryl Chemical compound C=1C=C(OC=2N=C3C=CC(Cl)=CC3=NC=2)C=CC=1OC(C)C(=O)OCC1CCCO1 BBKDWPHJZANJGB-UHFFFAOYSA-N 0.000 description 1
230000002829 reductive effect Effects 0.000 description 1
230000000979 retarding effect Effects 0.000 description 1
239000004576 sand Substances 0.000 description 1
229930195734 saturated hydrocarbon Natural products 0.000 description 1
125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
150000004760 silicates Chemical class 0.000 description 1
238000002791 soaking Methods 0.000 description 1
NNMHYFLPFNGQFZ-UHFFFAOYSA-M sodium polyacrylate Chemical compound [Na+].[O-]C(=O)C=C NNMHYFLPFNGQFZ-UHFFFAOYSA-M 0.000 description 1
KZOJQMWTKJDSQJ-UHFFFAOYSA-M sodium;2,3-dibutylnaphthalene-1-sulfonate Chemical compound [Na+].C1=CC=C2C(S([O-])(=O)=O)=C(CCCC)C(CCCC)=CC2=C1 KZOJQMWTKJDSQJ-UHFFFAOYSA-M 0.000 description 1
YWICANUUQPYHOW-UHFFFAOYSA-M sodium;2-(phosphonomethylamino)acetate Chemical compound [Na+].OP(O)(=O)CNCC([O-])=O YWICANUUQPYHOW-UHFFFAOYSA-M 0.000 description 1
239000011343 solid material Substances 0.000 description 1
238000009331 sowing Methods 0.000 description 1
239000003381 stabilizer Substances 0.000 description 1
239000007858 starting material Substances 0.000 description 1
230000000707 stereoselective effect Effects 0.000 description 1
125000003107 substituted aryl group Chemical group 0.000 description 1
150000003455 sulfinic acids Chemical class 0.000 description 1
150000003871 sulfonates Chemical class 0.000 description 1
125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 description 1
150000003460 sulfonic acids Chemical class 0.000 description 1
RWSOTUBLDIXVET-UHFFFAOYSA-O sulfonium Chemical compound [SH3+] RWSOTUBLDIXVET-UHFFFAOYSA-O 0.000 description 1
YROXIXLRRCOBKF-UHFFFAOYSA-N sulfonylurea Chemical class OC(=N)N=S(=O)=O YROXIXLRRCOBKF-UHFFFAOYSA-N 0.000 description 1
238000003786 synthesis reaction Methods 0.000 description 1
239000000454 talc Substances 0.000 description 1
229910052623 talc Inorganic materials 0.000 description 1
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
FAGUFWYHJQFNRV-UHFFFAOYSA-N tetraethylenepentamine Chemical compound NCCNCCNCCNCCN FAGUFWYHJQFNRV-UHFFFAOYSA-N 0.000 description 1
VLLMWSRANPNYQX-UHFFFAOYSA-N thiadiazole Chemical compound C1=CSN=N1.C1=CSN=N1 VLLMWSRANPNYQX-UHFFFAOYSA-N 0.000 description 1
150000003566 thiocarboxylic acids Chemical class 0.000 description 1
229930192474 thiophene Natural products 0.000 description 1
DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 1
RUELTTOHQODFPA-UHFFFAOYSA-N toluene 2,6-diisocyanate Chemical compound CC1=C(N=C=O)C=CC=C1N=C=O RUELTTOHQODFPA-UHFFFAOYSA-N 0.000 description 1
229910001428 transition metal ion Inorganic materials 0.000 description 1
VLCQZHSMCYCDJL-UHFFFAOYSA-N tribenuron methyl Chemical compound COC(=O)C1=CC=CC=C1S(=O)(=O)NC(=O)N(C)C1=NC(C)=NC(OC)=N1 VLCQZHSMCYCDJL-UHFFFAOYSA-N 0.000 description 1
ZBZJXHCVGLJWFG-UHFFFAOYSA-N trichloromethyl(.) Chemical compound Cl[C](Cl)Cl ZBZJXHCVGLJWFG-UHFFFAOYSA-N 0.000 description 1
229930195735 unsaturated hydrocarbon Natural products 0.000 description 1
JOYRKODLDBILNP-UHFFFAOYSA-N urethane group Chemical group NC(=O)OCC JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
235000015112 vegetable and seed oil Nutrition 0.000 description 1
239000008158 vegetable oil Substances 0.000 description 1
239000003799 water insoluble solvent Substances 0.000 description 1
239000002569 water oil cream Substances 0.000 description 1
229920003176 water-insoluble polymer Polymers 0.000 description 1
238000001238 wet grinding Methods 0.000 description 1
238000009736 wetting Methods 0.000 description 1
239000002023 wood Substances 0.000 description 1
229920001285 xanthan gum Polymers 0.000 description 1
150000003738 xylenes Chemical class 0.000 description 1
239000004711 α-olefin Substances 0.000 description 1

Classifications

- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- 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

Landscapes

Life Sciences & Earth Sciences (AREA)
Agronomy & Crop Science (AREA)
Pest Control & Pesticides (AREA)
Plant Pathology (AREA)
Health & Medical Sciences (AREA)
Engineering & Computer Science (AREA)
Dentistry (AREA)
General Health & Medical Sciences (AREA)
Wood Science & Technology (AREA)
Zoology (AREA)
Environmental Sciences (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)

HR20030500A 2000-12-20 2003-06-18 Herbicide agent HRP20030500A2 (en)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
DE10063960A DE10063960A1 (de)	2000-12-20	2000-12-20	Herbizide Mittel
PCT/EP2001/013787 WO2002049432A1 (de)	2000-12-20	2001-11-27	Herbizide mittel

Publications (1)

Publication Number	Publication Date
HRP20030500A2 true HRP20030500A2 (en)	2005-04-30

Family

ID=7668265

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
HR20030500A HRP20030500A2 (en)	2000-12-20	2003-06-18	Herbicide agent

Country Status (20)

Country	Link
US (1)	US6693063B2 (ru)
EP (1)	EP1345492B1 (ru)
JP (1)	JP2004516255A (ru)
CN (1)	CN1481213A (ru)
AR (1)	AR031940A1 (ru)
AT (1)	ATE317222T1 (ru)
AU (1)	AU2489502A (ru)
BR (1)	BR0116319A (ru)
CA (1)	CA2431957A1 (ru)
DE (2)	DE10063960A1 (ru)
DK (1)	DK1345492T3 (ru)
HR (1)	HRP20030500A2 (ru)
HU (1)	HUP0303291A3 (ru)
MX (1)	MXPA03005568A (ru)
PL (1)	PL365530A1 (ru)
RU (1)	RU2302111C2 (ru)
SK (1)	SK7512003A3 (ru)
WO (1)	WO2002049432A1 (ru)
YU (1)	YU49403A (ru)
ZA (1)	ZA200304053B (ru)

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DE10231615A1 (de) *	2002-07-12	2004-02-05	Bayer Cropscience Gmbh	Feste Adjuvantien
SI1571908T1 (sl) *	2002-12-13	2015-04-30	Bayer Cropscience Ag	Koncentrat oljne suspenzije
FR2852203B1 (fr) *	2003-03-14	2006-08-04		Procede pour la potentialisation et la stimulation des defenses naturelles des plantes
NZ563883A (en) *	2005-06-04	2011-02-25	Bayer Cropscience Ag	Oil suspension concentrate comprising dioxazine pyridylsulfonylureas
NZ564019A (en) *	2005-06-10	2010-01-29	Bayer Cropscience Ag	Oil-in-water suspoemulsions containing phytoactive hydroxybenzonitriles
US20070072775A1 (en)	2005-09-29	2007-03-29	Oms Investments, Inc.	Granular controlled release agrochemical compositions and process for the preparation thereof
CA2625004C (en)	2005-10-07	2015-10-06	The University Of Alabama	Multi-functional ionic liquid compositions for overcoming polymorphism and imparting improved properties for active pharmaceutical, biological, nutritional, and energetic ingredients
US8883689B2 (en) *	2005-12-06	2014-11-11	Bayer Cropscience Lp	Stabilized herbicidal compositions
BRPI0709632A2 (pt) *	2006-03-29	2011-07-19	Bayer Cropscience Ag	uso de derivados de poli(óxido de alquileno), processo para a promoção da penetração de substáncias ativas inseticidas em plantas, agente de proteção de plantas e processo para o combate de animais nocivos
EP1844654A1 (de)	2006-03-29	2007-10-17	Bayer CropScience GmbH	Penetrationsförderer für agrochemische Wirkstoffe
DE102007013363A1 (de)	2007-03-16	2008-09-18	Bayer Cropscience Ag	Penetrationsförderer für fungizide Wirkstoffe
DE102007013362A1 (de)	2007-03-16	2008-09-18	Bayer Cropscience Ag	Penetrationsförderer für herbizide Wirkstoffe
BRPI0709849A2 (pt) *	2006-03-29	2011-07-26	Bayer Cropscience Ag	promotores de penetraÇço para substÂncias ativas fungicidas
WO2007112904A1 (de) *	2006-03-29	2007-10-11	Bayer Cropscience Ag	Penetrationsförderer für herbizide wirkstoffe
DE102007013360A1 (de)	2007-03-16	2008-09-18	Bayer Cropscience Ag	Penetrationsförderer für insektizide Wirkstoffe
EP1844653B1 (en) *	2006-03-30	2017-07-26	GAT Microencapsulation GmbH	Novel agrochemical formulations containing microcapsules
AU2007323316B2 (en)	2006-11-23	2012-12-06	Fmc Corporation	Novel agrochemical formulations containing microcapsules
EP2266394A1 (en) *	2009-06-17	2010-12-29	Cognis IP Management GmbH	Non-aqueous agricultural compositions
US20130109572A1 (en) *	2010-07-06	2013-05-02	The Board Of Trustees Of The University Of Alabama	Herbicidal compositions and methods of use
RU2618109C1 (ru) *	2015-12-22	2017-05-02	Общество с ограниченной ответственностью "Агро Эксперт Груп"	Гербицидная композиция (варианты)
US20220183282A1 (en) *	2019-02-25	2022-06-16	Clariant International Ltd.	Fatty Acid Derivatives For Improving The Effect Of Agrochemical Actives
WO2020173719A1 (en) *	2019-02-25	2020-09-03	Clariant International Ltd	Synergistic herbicidal combinations

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DE268147C (ru)
FR2591068B1 (fr) *	1985-12-09	1988-03-18	Produits Ind Cie Fse	Produits herbicides a base d'esters d'oxynil
DE3631558A1 (de) *	1986-09-17	1988-03-31	Hoechst Ag	Neue suspoemulsionen von pflanzenschutz-wirkstoffen
FR2618980B1 (fr) *	1987-08-06	1991-08-23	Produits Ind Cie Fse	Dispersion aqueuse ou hydroalcoolique stable a base de derives d'oxynil et composition herbicide en comportant
DD268147A1 (de) *	1988-01-13	1989-05-24	Akad Wissenschaften Ddr	Herbizides mittel
JP2676098B2 (ja) *	1988-02-01	1997-11-12	塩野義製薬株式会社	農薬用マイクロエマルジョン
CA2093377A1 (en) *	1993-04-05	1994-10-06	David Gilbert Chasin	Solid agricultural adjuvants
CZ299552B6 (cs) *	1996-10-25	2008-09-03	Monsanto Technology Llc	Kompozice a zpusob pro ošetrení rostlin exogenními chemikáliemi
FR2758436B1 (fr)	1997-01-20	2000-04-07	Action Pin	Composition adjuvante a usage phytosanitaire
BR9909891A (pt) *	1998-04-24	2000-12-26	Monsanto Co	Composição concentrada de composto de tratamento de planta na forma ácido
EP0968649A1 (en) *	1998-07-02	2000-01-05	E.I. Du Pont De Nemours And Company	Adjuvants for novel dry herbicide formulations
DE19908559A1 (de) *	1999-02-27	2000-09-07	Cognis Deutschland Gmbh	PIT-Emulsionen
UA72760C2 (en) *	1999-04-23	2005-04-15	Monsanto Technology Llc	Method to treat plant foliage
DE10000320A1 (de) *	2000-01-07	2001-07-12	Cognis Deutschland Gmbh	Wäßriges herbizides Mittel
DE10018159A1 (de) *	2000-04-12	2001-10-18	Cognis Deutschland Gmbh	Wäßriges herbizides Mittel II

2000
- 2000-12-20 DE DE10063960A patent/DE10063960A1/de not_active Withdrawn
2001
- 2001-11-27 SK SK751-2003A patent/SK7512003A3/sk unknown
- 2001-11-27 PL PL01365530A patent/PL365530A1/xx not_active Application Discontinuation
- 2001-11-27 CA CA002431957A patent/CA2431957A1/en not_active Abandoned
- 2001-11-27 DE DE50108922T patent/DE50108922D1/de not_active Expired - Fee Related
- 2001-11-27 JP JP2002550784A patent/JP2004516255A/ja not_active Abandoned
- 2001-11-27 MX MXPA03005568A patent/MXPA03005568A/es unknown
- 2001-11-27 AT AT01994734T patent/ATE317222T1/de not_active IP Right Cessation
- 2001-11-27 DK DK01994734T patent/DK1345492T3/da active
- 2001-11-27 BR BR0116319-1A patent/BR0116319A/pt not_active IP Right Cessation
- 2001-11-27 WO PCT/EP2001/013787 patent/WO2002049432A1/de active IP Right Grant
- 2001-11-27 CN CNA018208908A patent/CN1481213A/zh active Pending
- 2001-11-27 HU HU0303291A patent/HUP0303291A3/hu unknown
- 2001-11-27 YU YU49403A patent/YU49403A/sh unknown
- 2001-11-27 AU AU2489502A patent/AU2489502A/xx not_active Withdrawn
- 2001-11-27 RU RU2003122518/04A patent/RU2302111C2/ru not_active IP Right Cessation
- 2001-11-27 EP EP01994734A patent/EP1345492B1/de not_active Expired - Lifetime
- 2001-12-18 US US10/023,323 patent/US6693063B2/en not_active Expired - Fee Related
- 2001-12-18 AR ARP010105865A patent/AR031940A1/es unknown
2003
- 2003-05-26 ZA ZA200304053A patent/ZA200304053B/en unknown
- 2003-06-18 HR HR20030500A patent/HRP20030500A2/hr not_active Application Discontinuation

Also Published As

Publication number	Publication date
AR031940A1 (es)	2003-10-08
CA2431957A1 (en)	2002-06-27
ZA200304053B (en)	2004-08-17
ATE317222T1 (de)	2006-02-15
YU49403A (sh)	2006-08-17
HUP0303291A3 (en)	2005-11-28
EP1345492A1 (de)	2003-09-24
SK7512003A3 (en)	2003-11-04
DE10063960A1 (de)	2002-06-27
EP1345492B1 (de)	2006-02-08
CN1481213A (zh)	2004-03-10
MXPA03005568A (es)	2003-10-06
HUP0303291A2 (hu)	2004-01-28
BR0116319A (pt)	2004-01-13
DE50108922D1 (de)	2006-04-20
AU2489502A (en)	2002-07-01
PL365530A1 (en)	2005-01-10
DK1345492T3 (da)	2006-06-12
US20020115569A1 (en)	2002-08-22
RU2302111C2 (ru)	2007-07-10
WO2002049432A1 (de)	2002-06-27
JP2004516255A (ja)	2004-06-03
US6693063B2 (en)	2004-02-17

Publication	Publication Date	Title
US6693063B2 (en)	2004-02-17	Herbicidal composition
AU2001289654B2 (en)	2006-02-02	Herbicide agent
US20060234868A1 (en)	2006-10-19	Liquid adjuvants
MXPA05006483A (es)	2005-08-26	Concentrado de microemulsion.
JP5192111B2 (ja)	2013-05-08	除草剤組成物
US6743754B2 (en)	2004-06-01	Herbicidal compositions
US20040013678A1 (en)	2004-01-22	Solid adjuvants

Legal Events

Date	Code	Title	Description
2004-10-07	ODRP	Renewal fee for the maintenance of a patent	Payment date: 20041007 Year of fee payment: 4
2005-04-30	A1OB	Publication of a patent application
2005-10-24	ARAI	Request for the grant of a patent on the basis of the submitted results of a substantive examination of a patent application
2008-12-17	OBST	Application withdrawn