CN1762214A - 除草方法和组合物 - Google Patents
除草方法和组合物 Download PDFInfo
- Publication number
- CN1762214A CN1762214A CNA2005101170354A CN200510117035A CN1762214A CN 1762214 A CN1762214 A CN 1762214A CN A2005101170354 A CNA2005101170354 A CN A2005101170354A CN 200510117035 A CN200510117035 A CN 200510117035A CN 1762214 A CN1762214 A CN 1762214A
- Authority
- CN
- China
- Prior art keywords
- weed killer
- killer herbicide
- composition
- aryloxy group
- methyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 230000002363 herbicidal effect Effects 0.000 title claims abstract description 83
- 239000000203 mixture Substances 0.000 title claims abstract description 37
- 238000000034 method Methods 0.000 title claims abstract description 18
- 230000002195 synergetic effect Effects 0.000 title claims abstract description 18
- 239000004009 herbicide Substances 0.000 claims abstract description 131
- 241000196324 Embryophyta Species 0.000 claims abstract description 49
- YZHUMGUJCQRKBT-UHFFFAOYSA-M sodium chlorate Chemical compound [Na+].[O-]Cl(=O)=O YZHUMGUJCQRKBT-UHFFFAOYSA-M 0.000 claims description 58
- 150000002148 esters Chemical class 0.000 claims description 55
- 125000004104 aryloxy group Chemical group 0.000 claims description 54
- -1 aryloxy group phenoxypropionic acid ester Chemical class 0.000 claims description 49
- 239000005624 Tralkoxydim Substances 0.000 claims description 48
- DQFPEYARZIQXRM-LTGZKZEYSA-N tralkoxydim Chemical group C1C(=O)C(C(/CC)=N/OCC)=C(O)CC1C1=C(C)C=C(C)C=C1C DQFPEYARZIQXRM-LTGZKZEYSA-N 0.000 claims description 48
- 150000003839 salts Chemical class 0.000 claims description 40
- IBBMAWULFFBRKK-UHFFFAOYSA-N picolinamide Chemical compound NC(=O)C1=CC=CC=N1 IBBMAWULFFBRKK-UHFFFAOYSA-N 0.000 claims description 35
- 239000005631 2,4-Dichlorophenoxyacetic acid Substances 0.000 claims description 29
- 244000025254 Cannabis sativa Species 0.000 claims description 28
- BACHBFVBHLGWSL-JTQLQIEISA-N rac-diclofop methyl Natural products C1=CC(O[C@@H](C)C(=O)OC)=CC=C1OC1=CC=C(Cl)C=C1Cl BACHBFVBHLGWSL-JTQLQIEISA-N 0.000 claims description 25
- 239000005500 Clopyralid Substances 0.000 claims description 24
- HUBANNPOLNYSAD-UHFFFAOYSA-N clopyralid Chemical compound OC(=O)C1=NC(Cl)=CC=C1Cl HUBANNPOLNYSAD-UHFFFAOYSA-N 0.000 claims description 24
- SIOXPEMLGUPBBT-UHFFFAOYSA-N picolinic acid Chemical compound OC(=O)C1=CC=CC=N1 SIOXPEMLGUPBBT-UHFFFAOYSA-N 0.000 claims description 23
- OILAIQUEIWYQPH-UHFFFAOYSA-N cyclohexane-1,2-dione Chemical group O=C1CCCCC1=O OILAIQUEIWYQPH-UHFFFAOYSA-N 0.000 claims description 22
- SXERGJJQSKIUIC-UHFFFAOYSA-N 2-Phenoxypropionic acid Chemical compound OC(=O)C(C)OC1=CC=CC=C1 SXERGJJQSKIUIC-UHFFFAOYSA-N 0.000 claims description 19
- 229910052739 hydrogen Inorganic materials 0.000 claims description 12
- 239000001257 hydrogen Substances 0.000 claims description 12
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 11
- 229940081066 picolinic acid Drugs 0.000 claims description 11
- 125000000217 alkyl group Chemical group 0.000 claims description 10
- 125000003545 alkoxy group Chemical group 0.000 claims description 6
- 125000001188 haloalkyl group Chemical group 0.000 claims description 6
- 125000005843 halogen group Chemical group 0.000 claims description 6
- 229910052731 fluorine Inorganic materials 0.000 claims description 4
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 3
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 3
- 150000001412 amines Chemical class 0.000 claims 4
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims 2
- 125000001153 fluoro group Chemical group F* 0.000 claims 2
- 125000004430 oxygen atom Chemical group O* 0.000 claims 2
- 125000002252 acyl group Chemical group 0.000 claims 1
- 229910021529 ammonia Inorganic materials 0.000 claims 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 abstract description 9
- 241000110847 Kochia Species 0.000 abstract description 6
- 241000205407 Polygonum Species 0.000 abstract description 5
- 241000209761 Avena Species 0.000 abstract description 4
- 235000005781 Avena Nutrition 0.000 abstract description 4
- 241000816457 Galeopsis Species 0.000 abstract description 4
- 241000220261 Sinapis Species 0.000 abstract description 4
- GYHNNYVSQQEPJS-UHFFFAOYSA-N Gallium Chemical compound [Ga] GYHNNYVSQQEPJS-UHFFFAOYSA-N 0.000 abstract 1
- 229910052733 gallium Inorganic materials 0.000 abstract 1
- 239000005596 Picolinafen Substances 0.000 description 79
- CWKFPEBMTGKLKX-UHFFFAOYSA-N picolinafen Chemical compound C1=CC(F)=CC=C1NC(=O)C1=CC=CC(OC=2C=C(C=CC=2)C(F)(F)F)=N1 CWKFPEBMTGKLKX-UHFFFAOYSA-N 0.000 description 78
- 230000000694 effects Effects 0.000 description 42
- 238000009333 weeding Methods 0.000 description 27
- PQKBPHSEKWERTG-LLVKDONJSA-N ethyl (2r)-2-[4-[(6-chloro-1,3-benzoxazol-2-yl)oxy]phenoxy]propanoate Chemical group C1=CC(O[C@H](C)C(=O)OCC)=CC=C1OC1=NC2=CC=C(Cl)C=C2O1 PQKBPHSEKWERTG-LLVKDONJSA-N 0.000 description 24
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 19
- 238000011156 evaluation Methods 0.000 description 15
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 12
- CAAMSDWKXXPUJR-UHFFFAOYSA-N 3,5-dihydro-4H-imidazol-4-one Chemical compound O=C1CNC=N1 CAAMSDWKXXPUJR-UHFFFAOYSA-N 0.000 description 11
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 11
- 240000002791 Brassica napus Species 0.000 description 11
- 241000209764 Avena fatua Species 0.000 description 8
- KFEFNHNXZQYTEW-UHFFFAOYSA-N 2-(4-isopropyl-4-methyl-5-oxo-4,5-dihydro-1H-imidazol-2-yl)-4-methylbenzoic acid Chemical compound N1C(=O)C(C(C)C)(C)N=C1C1=CC(C)=CC=C1C(O)=O KFEFNHNXZQYTEW-UHFFFAOYSA-N 0.000 description 7
- 240000006122 Chenopodium album Species 0.000 description 7
- 241001530119 Vaccaria Species 0.000 description 7
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 7
- YAMHXTCMCPHKLN-UHFFFAOYSA-N imidazolidin-2-one Chemical compound O=C1NCCN1 YAMHXTCMCPHKLN-UHFFFAOYSA-N 0.000 description 7
- VYQNWZOUAUKGHI-UHFFFAOYSA-N monobenzone Chemical compound C1=CC(O)=CC=C1OCC1=CC=CC=C1 VYQNWZOUAUKGHI-UHFFFAOYSA-N 0.000 description 7
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 6
- 241001504654 Mustela nivalis Species 0.000 description 6
- 241000159750 Urtica cannabina Species 0.000 description 6
- 241001289540 Fallopia convolvulus Species 0.000 description 5
- 240000006694 Stellaria media Species 0.000 description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 5
- 238000012360 testing method Methods 0.000 description 5
- 235000008427 Brassica arvensis Nutrition 0.000 description 4
- 244000024671 Brassica kaber Species 0.000 description 4
- 235000004977 Brassica sinapistrum Nutrition 0.000 description 4
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- 239000004480 active ingredient Substances 0.000 description 4
- 150000001768 cations Chemical class 0.000 description 4
- 235000007320 Avena fatua Nutrition 0.000 description 3
- 235000004535 Avena sterilis Nutrition 0.000 description 3
- 241001645380 Bassia scoparia Species 0.000 description 3
- 241001508646 Galeopsis tetrahit Species 0.000 description 3
- 241001101998 Galium Species 0.000 description 3
- 240000005702 Galium aparine Species 0.000 description 3
- 235000014820 Galium aparine Nutrition 0.000 description 3
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 3
- 244000292697 Polygonum aviculare Species 0.000 description 3
- 240000003461 Setaria viridis Species 0.000 description 3
- 241000209140 Triticum Species 0.000 description 3
- 235000021307 Triticum Nutrition 0.000 description 3
- 208000027418 Wounds and injury Diseases 0.000 description 3
- 150000001450 anions Chemical class 0.000 description 3
- 125000002091 cationic group Chemical group 0.000 description 3
- 235000013339 cereals Nutrition 0.000 description 3
- 230000006378 damage Effects 0.000 description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 3
- 208000014674 injury Diseases 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 239000001301 oxygen Substances 0.000 description 3
- 229910052760 oxygen Inorganic materials 0.000 description 3
- 229910052708 sodium Inorganic materials 0.000 description 3
- 239000011734 sodium Substances 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 241000894007 species Species 0.000 description 3
- XEYINGFRHZCVKK-UHFFFAOYSA-N 2,2-dichloro-2-phenoxyacetic acid Chemical class OC(=O)C(Cl)(Cl)OC1=CC=CC=C1 XEYINGFRHZCVKK-UHFFFAOYSA-N 0.000 description 2
- VMHZXXPDUOVTHD-UHFFFAOYSA-N 2,3,4-trichloropyridine Chemical compound ClC1=CC=NC(Cl)=C1Cl VMHZXXPDUOVTHD-UHFFFAOYSA-N 0.000 description 2
- 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 description 2
- 244000237956 Amaranthus retroflexus Species 0.000 description 2
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 2
- 239000005497 Clethodim Substances 0.000 description 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 2
- 239000005501 Cycloxydim Substances 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 2
- 240000005979 Hordeum vulgare Species 0.000 description 2
- 235000007340 Hordeum vulgare Nutrition 0.000 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 description 2
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 2
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 2
- 239000005600 Propaquizafop Substances 0.000 description 2
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 2
- 241001620634 Roger Species 0.000 description 2
- 241001070186 Salsola collina Species 0.000 description 2
- 244000124765 Salsola kali Species 0.000 description 2
- 235000007658 Salsola kali Nutrition 0.000 description 2
- CSPPKDPQLUUTND-NBVRZTHBSA-N Sethoxydim Chemical compound CCO\N=C(/CCC)C1=C(O)CC(CC(C)SCC)CC1=O CSPPKDPQLUUTND-NBVRZTHBSA-N 0.000 description 2
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 230000000996 additive effect Effects 0.000 description 2
- 229910001413 alkali metal ion Inorganic materials 0.000 description 2
- 229910001420 alkaline earth metal ion Inorganic materials 0.000 description 2
- 125000003342 alkenyl group Chemical group 0.000 description 2
- 125000004414 alkyl thio group Chemical group 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 2
- 229910052791 calcium Inorganic materials 0.000 description 2
- 239000011575 calcium Substances 0.000 description 2
- SILSDTWXNBZOGF-KUZBFYBWSA-N chembl111058 Chemical compound CCSC(C)CC1CC(O)=C(\C(CC)=N\OC\C=C\Cl)C(=O)C1 SILSDTWXNBZOGF-KUZBFYBWSA-N 0.000 description 2
- PNCNFDRSHBFIDM-WOJGMQOQSA-N chembl111617 Chemical compound C=CCO\N=C(/CCC)C1=C(O)C(C(=O)OC)C(C)(C)CC1=O PNCNFDRSHBFIDM-WOJGMQOQSA-N 0.000 description 2
- GGWHBJGBERXSLL-NBVRZTHBSA-N chembl113137 Chemical compound C1C(=O)C(C(=N/OCC)/CCC)=C(O)CC1C1CSCCC1 GGWHBJGBERXSLL-NBVRZTHBSA-N 0.000 description 2
- 229910052802 copper Inorganic materials 0.000 description 2
- 239000010949 copper Substances 0.000 description 2
- 230000008878 coupling Effects 0.000 description 2
- 238000010168 coupling process Methods 0.000 description 2
- 238000005859 coupling reaction Methods 0.000 description 2
- UAOMVDZJSHZZME-UHFFFAOYSA-N diisopropylamine Chemical compound CC(C)NC(C)C UAOMVDZJSHZZME-UHFFFAOYSA-N 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
- 230000008029 eradication Effects 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 239000011737 fluorine Substances 0.000 description 2
- 229910052742 iron Inorganic materials 0.000 description 2
- 229910052744 lithium Inorganic materials 0.000 description 2
- 239000011777 magnesium Substances 0.000 description 2
- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 229910052700 potassium Inorganic materials 0.000 description 2
- 239000011591 potassium Substances 0.000 description 2
- 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 2
- 229910001428 transition metal ion Inorganic materials 0.000 description 2
- 239000011701 zinc Substances 0.000 description 2
- 229910052725 zinc Inorganic materials 0.000 description 2
- 125000006218 1-ethylbutyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])[H] 0.000 description 1
- 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 description 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 description 1
- YUVKUEAFAVKILW-UHFFFAOYSA-N 2-(4-{[5-(trifluoromethyl)pyridin-2-yl]oxy}phenoxy)propanoic acid Chemical compound C1=CC(OC(C)C(O)=O)=CC=C1OC1=CC=C(C(F)(F)F)C=N1 YUVKUEAFAVKILW-UHFFFAOYSA-N 0.000 description 1
- YXBDMGSFNUJTBR-NFSGWXFISA-N 2-[(E)-N-[(E)-3-chloroprop-2-enoxy]-C-propylcarbonimidoyl]-5-(2-ethylsulfanylpropyl)-3-hydroxycyclohex-2-en-1-one Chemical compound Cl/C=C/CO\N=C(/CCC)C1=C(O)CC(CC(C)SCC)CC1=O YXBDMGSFNUJTBR-NFSGWXFISA-N 0.000 description 1
- KRQUFUKTQHISJB-YYADALCUSA-N 2-[(E)-N-[2-(4-chlorophenoxy)propoxy]-C-propylcarbonimidoyl]-3-hydroxy-5-(thian-3-yl)cyclohex-2-en-1-one Chemical compound CCC\C(=N/OCC(C)OC1=CC=C(Cl)C=C1)C1=C(O)CC(CC1=O)C1CCCSC1 KRQUFUKTQHISJB-YYADALCUSA-N 0.000 description 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 description 1
- 125000006176 2-ethylbutyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(C([H])([H])*)C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000004493 2-methylbut-1-yl group Chemical group CC(C*)CC 0.000 description 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- 235000017166 Bambusa arundinacea Nutrition 0.000 description 1
- 235000017491 Bambusa tulda Nutrition 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- QOFJYAIAWNGTOH-UHFFFAOYSA-N C(C)OCC(=O)O.ClC1=CC=CC(=C1)Cl Chemical compound C(C)OCC(=O)O.ClC1=CC=CC(=C1)Cl QOFJYAIAWNGTOH-UHFFFAOYSA-N 0.000 description 1
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- 239000005502 Cyhalofop-butyl Substances 0.000 description 1
- TYIYMOAHACZAMQ-CQSZACIVSA-N Cyhalofop-butyl Chemical group C1=CC(O[C@H](C)C(=O)OCCCC)=CC=C1OC1=CC=C(C#N)C=C1F TYIYMOAHACZAMQ-CQSZACIVSA-N 0.000 description 1
- 241001269238 Data Species 0.000 description 1
- PQKBPHSEKWERTG-UHFFFAOYSA-N Fenoxaprop ethyl Chemical group C1=CC(OC(C)C(=O)OCC)=CC=C1OC1=NC2=CC=C(Cl)C=C2O1 PQKBPHSEKWERTG-UHFFFAOYSA-N 0.000 description 1
- 239000004606 Fillers/Extenders Substances 0.000 description 1
- 239000005566 Imazamox Substances 0.000 description 1
- 239000005981 Imazaquin Substances 0.000 description 1
- 235000012629 Mentha aquatica Nutrition 0.000 description 1
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 1
- 240000007594 Oryza sativa Species 0.000 description 1
- 235000007164 Oryza sativa Nutrition 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 240000000275 Persicaria hydropiper Species 0.000 description 1
- 235000017337 Persicaria hydropiper Nutrition 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-L Phosphate ion(2-) Chemical compound OP([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-L 0.000 description 1
- 244000082204 Phyllostachys viridis Species 0.000 description 1
- 235000015334 Phyllostachys viridis Nutrition 0.000 description 1
- 235000004442 Polygonum persicaria Nutrition 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- IOYNQIMAUDJVEI-BMVIKAAMSA-N Tepraloxydim Chemical compound C1C(=O)C(C(=N/OC\C=C\Cl)/CC)=C(O)CC1C1CCOCC1 IOYNQIMAUDJVEI-BMVIKAAMSA-N 0.000 description 1
- 240000008042 Zea mays Species 0.000 description 1
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 1
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 1
- HXELGNKCCDGMMN-UHFFFAOYSA-N [F].[Cl] Chemical compound [F].[Cl] HXELGNKCCDGMMN-UHFFFAOYSA-N 0.000 description 1
- 125000004442 acylamino group Chemical group 0.000 description 1
- 230000002730 additional effect Effects 0.000 description 1
- 239000003905 agrochemical Substances 0.000 description 1
- 125000003302 alkenyloxy group Chemical group 0.000 description 1
- 125000005108 alkenylthio group Chemical group 0.000 description 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 description 1
- 125000004448 alkyl carbonyl group Chemical group 0.000 description 1
- 125000004644 alkyl sulfinyl group Chemical group 0.000 description 1
- 125000004390 alkyl sulfonyl group Chemical group 0.000 description 1
- 125000000304 alkynyl group Chemical group 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 239000011425 bamboo Substances 0.000 description 1
- WPYMKLBDIGXBTP-UHFFFAOYSA-M benzoate Chemical compound [O-]C(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-M 0.000 description 1
- 230000004071 biological effect Effects 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 235000011089 carbon dioxide Nutrition 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 235000019504 cigarettes Nutrition 0.000 description 1
- JBDHZKLJNAIJNC-LLVKDONJSA-N clodinafop-propargyl Chemical group C1=CC(O[C@H](C)C(=O)OCC#C)=CC=C1OC1=NC=C(Cl)C=C1F JBDHZKLJNAIJNC-LLVKDONJSA-N 0.000 description 1
- 235000005822 corn Nutrition 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-M dihydrogenphosphate Chemical compound OP(O)([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-M 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000005553 drilling Methods 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 230000002708 enhancing effect Effects 0.000 description 1
- OSUHJPCHFDQAIT-UHFFFAOYSA-N ethyl 2-{4-[(6-chloroquinoxalin-2-yl)oxy]phenoxy}propanoate Chemical group C1=CC(OC(C)C(=O)OCC)=CC=C1OC1=CN=C(C=C(Cl)C=C2)C2=N1 OSUHJPCHFDQAIT-UHFFFAOYSA-N 0.000 description 1
- 239000003337 fertilizer Substances 0.000 description 1
- VAIZTNZGPYBOGF-CYBMUJFWSA-N fluazifop-P-butyl Chemical group C1=CC(O[C@H](C)C(=O)OCCCC)=CC=C1OC1=CC=C(C(F)(F)F)C=N1 VAIZTNZGPYBOGF-CYBMUJFWSA-N 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000004761 hexafluorosilicates Chemical class 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 230000000266 injurious effect Effects 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- MFSWTRQUCLNFOM-UHFFFAOYSA-N methyl 2-(4-{[3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxy}phenoxy)propanoate Chemical group C1=CC(OC(C)C(=O)OC)=CC=C1OC1=NC=C(C(F)(F)F)C=C1Cl MFSWTRQUCLNFOM-UHFFFAOYSA-N 0.000 description 1
- RIWRFSMVIUAEBX-UHFFFAOYSA-N n-methyl-1-phenylmethanamine Chemical compound CNCC1=CC=CC=C1 RIWRFSMVIUAEBX-UHFFFAOYSA-N 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000003538 pentan-3-yl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 1
- LCPDWSOZIOUXRV-UHFFFAOYSA-N phenoxyacetic acid Chemical class OC(=O)COC1=CC=CC=C1 LCPDWSOZIOUXRV-UHFFFAOYSA-N 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- 235000009566 rice Nutrition 0.000 description 1
- DCKVNWZUADLDEH-UHFFFAOYSA-N sec-butyl acetate Chemical compound CCC(C)OC(C)=O DCKVNWZUADLDEH-UHFFFAOYSA-N 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
- 125000003548 sec-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 238000009331 sowing Methods 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-O sulfonium Chemical compound [SH3+] RWSOTUBLDIXVET-UHFFFAOYSA-O 0.000 description 1
- 125000005537 sulfoxonium group Chemical group 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000011885 synergistic combination Substances 0.000 description 1
- 125000002769 thiazolinyl group Chemical group 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 229910052727 yttrium Inorganic materials 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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
- A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
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)
- Catching Or Destruction (AREA)
Abstract
本发明提供了一种对于欲消除的植物诸如蓼属植物(Polygonum)、地肤(Kochia)、鼬瓣花(Galeopsis)、猪殃(Galium)、繁缕(Stelaria)、白芥(Sinapis)、和野燕麦(Avena)等进行协同控制的方法,该方法包括对上述植物或其生长地施用一种协同有效量的芳氧基吡啶酰胺除草剂与一种或两种选择的附加除草化合物的组合。本发明还提供了协同增效的除草剂组合物,其含有芳氧基吡啶酰胺除草剂与一种或两种选择的附加除草化合物。
Description
芳氧基吡啶酰胺,正如在美国专利5,294,597中所描述的,表现出优异的除草活性,特别是对那些混杂于谷类作物中的宽叶草。然而,当芳氧基吡啶酰胺被用做唯一的活性成份时,在以作物安全上所要求的比例施用时,商业化农药应用中碰到的问题是它并不总是能够获得对整个广谱杂草物种的有效控制。这种在谱系控制中的不足常常可以通过使用已知可有效对抗相关草种的其它除草剂共同处理进行弥补。已经发现(美国专利5,674,807)有选择地联合使用芳氧基吡啶酰胺不仅能产生所期待的附加效果,还可显示出明显的协同效果(即,联合使用时表现出比单独使用单一成份时所可期待的活性更高)。这种协同效果使作物的安全有了更大余地。然而,该公开局限于芳氧基吡啶酰胺和经选择的已知化合物类别的双组分联用,并且所选择的已知化合物类别不包括咪唑啉酮,环己二酮、芳氧基苯氧基丙酸或吡啶羧酸类除草剂。此外,尽管公开了苯氧基乙酸类化合物,2,4-二氯苯氧基乙酸(2,4-D),它的酯和盐未被例举。
困此本发明的目的之一是提供一种具有协同作用的、有作物选择性的除草剂组合,其有广谱杂草控制功能。
本发明的另一目的是提供一种可用于对作物中杂草进行协同广谱控制的除草组合物。
尽管芳氧基吡啶酰胺化合物表现出优异的除草活性,但在单独应用并以作物的安全所要求的比例施用时,它们并不总可以获得理想的杂草谱系的控制。令人惊奇的是,现在发现,一种包括式I所示的芳氧基吡啶酰胺化合物:
其中:Z表示氧或硫原子;
R1表示氢或卤原子或烷基或卤代烷基;
R2表示氢或是烷基;
Q为0或1;
R3表示氢或烷基或链烯基;
每个X独立表示卤原子或视需要取代的烷基或烷氧基,优选卤代烷基,或链烯氧基,氰基,羧基,烷氧羰基,烷硫基羰基,烷基羰基,酰氨基,烷基酰胺基,硝基,烷硫基,卤代烷硫基,烯硫基,炔硫基,烷基亚磺酰基,烷基磺酰基,烷基肟基烷基或烯基肟基烷基;
n为0或1到5的任一整数;
每个y单独表示卤原子或烷基,硝基,氰基,卤代烷基,烷氧基或卤代烷氧基;且
m为0或1到5的任一整数;
或其环境上可接受的盐,和选自2,4一二氯苯氧基乙酸(2,4-D)或其环境上可接受的酯或盐、咪唑啉酮、环己二酮、芳氧基苯氧基丙酸或吡啶羧酸除草剂作为第二除草剂的一种双组分组合表现出一种协同除草效果。此外,出乎意料的是,一种经选择的包括如式I所示的芳氧基吡啶酰胺,2,4-D或其环境上可接受的酯或盐,和选自咪唑啉酮、环己二酮、芳氧基苯氧基丙酸除草剂作为第三除草剂的三组分组合可产生显著的协同效果。有利的是本发明的双组分和三组分组合使得可以以较低的施周比例使用芳氧基吡啶酰胺,同时扩大了对杂草控制谱系。此外,本发明的协同除草方法和组合物使得能更有效地进行抗药性的管理。
本发明提供了一种对于欲消除的植物诸如蓼属植物(Polygonum)、地肤(Kochia)、鼬瓣花(Galeopsis)、猪殃(Galium)、繁缕(Stelaria)、白芥(Sinapis)、和野燕麦(Avena)等进行协同控制的方法,该方法包括对上述植物的生长地或叶或茎施用一种协同有效量的双组分除草剂组合,所述组合包括式I所示的芳氧基吡啶酰胺化合物和选自2,4-D式其环境上可接受的酯或盐、咪唑啉酮、环己二酮、芳氧基苯氧基丙酸、或吡啶羧酸除草剂的第二除草剂。本发明还提供了一种对于欲消除的植物进行协同控制的方法,该方法包括对所述植物的生长地施用一种协同有效量的三组分除草剂组合,所述组合包括式I所示的芳氧基吡啶酰胺,2,4-D或其环境上可接受的酯或盐和选自咪唑啉酮、环己二酮、芳氧基苯氧基丙酸酯除草剂的第三除草剂。
本发明还提供了一种协同增效的除草组合物,该组合物包括一种农业可接受载体和一种协同有效量的包含式I所示的芳氧基吡啶酰胺和选自2,4-D或其环境上可接受的酯或盐、咪唑啉酮、环己二酮、芳氧基苯氧基丙酸、或吡啶羧酸除草剂作为第二除草剂的双组分组合;或包括一种农业可接受载体和一种协同有效量的包含式I所示的芳氧基吡啶酰胺化合物、2,4-D或其环境上可接受的酯或盐、和选自咪唑啉酮、环己二酮、芳氧基苯氧基丙酸酯作为第三除草剂的三组分组合。
式I的芳氧基吡啶酰胺:
其中Z、R1、R2、R3、X、n、Y和m在上文中已定义,其制备方法已在美国专利5,294,597中描述。上述的芳氧基吡啶酰胺表现出优异的除草活性,特别是对谷物中的宽叶杂草。然而,当上述的芳氧基吡啶酰胺在商业化农业实践中作为唯一有效成份应用时,特别是联系到对作物物种的可靠选择性时,并不总可以取得对广谱杂草物种的有效控制。
令人惊奇的是,现在发现式I的芳氧基吡啶酰胺或其环境上可接受的盐和选自2,4一二氯苯氧基乙酸(2,4-D)或其环境上可接受的酯或盐、咪唑啉酮、环己二酮、芳氧基苯氧基丙酸或吡啶羧酸除草剂作为第二除草剂的一种双组分组合表现出一种对诸如蓼属植物(Polygonum)、地肤(Kochia)、鼬瓣花(Galeopsis)、猪殃(Galium)、繁缕(Stelaria)、白芥(Sinapis)、和野燕麦(Avena)等有害杂草的协同除草效果。此外,出乎意料的是,一种包括如式工所示的芳氧基吡啶酰胺,2,4-D或其环境上可接受的酯或盐,和选自咪唑啉酮、环己二酮、芳氧基苯氧基丙酸除草剂作为第三除草剂的三组分组合也可产生协同除草效果。也就是说,本发明的双组分或三组分组合提供了一种相互增强的作用,从而使得在应用中单个除草组分的施用比例降低但仍然可获得相同的除草效果,或是相应地,与单个除草组分在相同比例下单独使用的效果相比,除草组分的组合应用表现出一种更强的除草效果。
式I所示的芳氧基吡啶酰胺可以其环境可接受盐的形式存在。一般来说,合适的盐是那些其阳离子或阴离子不会影响活性成份的除草活性的阳离子的盐、或酸的加成盐。
特别地,合适的阳离子有碱金属离子,优选锂、钠和钾;碱土金属离子,优选钙和镁;和过渡金属离子,优选锰,铜,锌和铁;以及铵,在此,如有必要,其1-4个氢原子可被C1-C4烷基、羟基-C1-C4-烷基,C1-C4-烷氧基-C1-C4-烷基,羟基-C1-C4-烷氧基-C1-C4-烷基,苯基或苄基取代,优选铵、二甲基铵、二异丙基铵、田甲基铵、四丁基铵、2-(2-羟基乙-1-氧基)乙-1-基铵,二(2-羟基乙-1-基)铵,三甲基苄基铵;以及离子、锍离子,优选三(C1-C4烷基)锍,和氧化锍离子,优选三-(C1-C4-烷基)氧化锍。
合适的酸加成盐的阴离子主要是氯、溴、氟、硫酸氢根、硫酸根、磷酸二氢根、磷酸氢根、硝酸根、碳酸氢根、碳酸根、六氟代硅酸根,六氟代磷酸根、苯甲酸根以及C1-C4烷酸阴离子,特别是甲酸、乙酸、丙酸和丁酸根。
在说明书和权利要求中,术语2,4-D也可以其环境可接受的酯或盐的形式存在。一般来说,合适的盐是指那些不会影响活性成份的除草活性的那些阳离子的盐。
特别地,合适的阳离子是碱金属离子,优选的是锂、钠、钾,碱土金属离子,优选的是钙和镁,以及过渡金属离子,优选的是锰、铜、锌和铁,以及铵,在此,如有必要,其1到4个氢原子可被以下基团取代:C1-C4烷基、羟基-C1-C4-烷基、C1-C4-烷氧基-C1-C4-烷基、羟基-C1-C4-烷氧基-C1-C4-烷基,苯基或苄基,特别是铵、二甲铵、二异丙基铵、(2-羟基-乙-1-基)铵、二-(2-羟基-乙-1-基)铵或三-(2-羟基-乙-1-基)铵。特别合适的阳离子是钠、二甲铵、二-(2-羟基-乙-1-基)铵和三(2-羟基-乙-1-基)铵。
2,4-D的合适的酯有C1-C8-烷基酯,例如甲基、乙基、丙基、1-甲基乙基、丁基、1-甲基丙基、2-甲基丙基、1,1-二甲基乙基、戊基、1-甲基丁基、2-甲基丁基、3-甲基丁基、2,2-二甲基丙基、1-乙基丙基、己基、1,1-二甲基丙基、1,2-二甲基丙基、1-甲基戊基、2-甲基戊基、3-甲基戊基、4-甲基戊基,1,1-二甲基丁基、1,2-二甲基丁基、1,3-二甲基丁基,2,2-二甲基丁基,2,3-二甲基丁基、3,3-二甲基丁基、1-乙基丁基、2-乙基丁基、1,1,2-三甲基丙基、1-乙基-1-甲基丙基、1-乙基-3-甲基丙基、庚基,5-甲基-1-己基,辛基,6-甲基-1-庚基、2-乙基-1-己基或4-乙基-1-己基酯;或C1-C4-烷氧基-C1-C4-烷基酯,例如甲氧基甲基,乙氧基甲基,丙氧基甲基,(1-甲基乙氧基)甲基,丁氧基甲基,(1-甲基-丙氧基)甲基,(2-甲基丙氧基)-甲基,(1,1-二甲基-乙氧基)甲基,2-(甲氧基)乙基,2-(乙氧基)乙基,2-(丙氧基)乙基,2-(1-甲基乙氧基)乙基,2-(丁氧基)乙基,2-(1-甲基丙氧基)乙基,2-(2-甲基丙氧基)乙基,2-(1,1-二甲基乙氧基)乙基,2-(甲氧基)丙基,2-(乙氧基)丙基,2-(丙氧基)丙基,2-(1-甲基乙氧基)-丙基,2-(丁氧基)丙基,2-(1-甲基丙氧基)丙基,2-(2-甲基丙氧基)丙基,2-(1,1-二甲基乙氧基)丙基,3-(甲氧基)丙基,3-(乙氧基)-丙基,3-(丙氧基)丙基,3-(1-甲基乙氧基)丙基,3-(丁氧基)丙基,3-(1-甲基丙氧基)丙基,3-(2-甲基-丙氧基)丙基,3-(1,1-二甲基乙氧基)丙基,2-(甲氧基)丁基,2-(乙氧基)丁基,2-(丙氧基)丁基,2-(1-甲基乙氧基)丁基,2-(丁氧基)丁基,2-(1-甲基丙氧基)丁基,2-(2-甲基-丙氧基)丁基,2-(1,1-二甲基乙氧基)丁基,3-(甲氧基)丁基,3-(乙氧基)丁基,3-(丙氧基)丁基,3-(甲基乙氧基)丁基,3-(丁氧基)丁基,3-(1-甲基丙氧基)丁基,3-(2-甲基丙氧基)丁基,3-(1,1-二甲基乙氧基)丁基,4-(甲氧基)丁基,4-(乙氧基)丁基,4-(丙氧基)丁基,4-(1-甲基乙氧基)丁基,4-(丁氧基)丁基,4-(1-甲基丙氧基)丁基,4-(2-甲基丙氧基)丁基或4-(1,1-二甲基乙氧基)丁基酯。
特别合适的酯是1-甲基-1-乙基,丁基,6-甲基-1-庚基,2-乙基-1-己基或2-丁氧基-1-乙基酯。
适用于本发明的方法和组合物的咪唑啉酮除草剂的实例包括灭草烟(imazapyr)、咪草烟(imazethapyr)、imazapic、灭草喹(imazaquin)、imazamox、咪草酯(imazamethabenz methyl)、imazamethapyr或其类似物或其环境可接受的盐,优选咪草酯(imazamethabenz methyl)。一般而言,合适的盐是指那些不影响活性组分的除草活性的阴离子的盐。它们与描述式I所示化合物时所列的那些相似。
适用于本发明方法和组合物的环己二酮除草剂包括稀禾定(sethoxydim)、烯草酮(clethodim)、禾草灭(alloxydim)、肟草酮(tralkoxydim)、噻草酮(cycloxydim)、butroxydin,clefoxydim,Cloproxydim,Tepraloxydim或类似物、或是其环境可接受的盐。特别是肟草酮。合适的盐通常是指那些不影响活性成份的除草活性的阳离子的盐。它们与描述式I所示的化合物时所列举的那些类似。
适用于本发明方法和组合物的芳氧基苯氧基丙酸酯除草剂的实例有吡氟禾草灵(fluazifop-p-butyl),噁唑禾草灵(fenoxaprop-ethyl),高噁唑禾草灵(fenoxaprop-p-ethyl),喹禾灵(quizalofop-p-terfuryl),毗氟氯禾灵(quizalofop-p),噻唑禾草灵(haloxyfop-methyl),clodinafop-propargyl,噁草醚(isoxapurifop),cyhalofop butyl,噻唑禾草灵(fenthioprop),喔草酯(propaquizafop),quizalafop-ethyl,quizalafop-p-ethyl,其类似物,或其环境上可接受的盐或酯,特别是高噁唑禾草灵。合适的盐或酯与那些给2,4-D列出的盐或酯相似。
吡啶羧酸除草剂诸如picloran、三氯吡啶酸(clopyralid)或其类似物,特别是三氯吡啶酸,适用于本发明的双组分组合。也可使用它们的盐。合适的盐与那些给2,4-D列出的盐相似。
在说明书和权利要求书中,术语烷基(单独或联合)表示C1-C6烷基,特别是C1-C4烷基,术语烷氧基(单独或联合)表示C1-C6烷氧基,特别是C1-C4烷氧基;术语烯基(单独或联合)表示C3-C6链烯基,特别是C3-C4链烯基;术语炔基C3-C6炔基,特别是C3-C4炔基。
本发明优选的协同组合是含有如下定义的式I芳氧基吡啶酰胺的双组分或三组分组合,其中:
Z是氧
R1是氢
q为0
R3是氢
X是卤代烷基
Y是氢或氟。
特别是含有其中n=1而且X是连在苯基自由基的间位(相对于氧桥键)的式I所示芳氧基吡啶酰胺的双组分或三组分组合。
更优选的是那些其中的式I化合物是如下图所示的N-(4-氟苯基)-6-[3-三氟甲基]苯氧基]-2-吡啶羧酰胺的双组分和三组分组合,以下将其称为picolinafen:
本发明双组分组合中优选的笫二除草剂是2,4-D、咪草酯(imazamethabenz methyl)、肟草酮(tralkoxydim)、高噁唑禾草灵(fenoxaprop-p-ethyl)或二氯吡啶酸(clopyralid)。
本发明另一个优选方案是那些其中第二除草剂是2,4-D或其环境上可接受的酯或盐,特别是2,4-D的双组分组合。
本发明另一个优选方案是那些其中第二除草剂选自咪唑啉酮除草剂、环己二酮除草剂和吡啶羧酸除草剂,特别是第二除草剂是咪草酯(imazamethabenz methyl)、肟草酮(tralkoxydim)、或二氯吡啶酸(clopyralid)的双组分组合。
本发明另一个优选方案是那些第二除草剂是芳氧基苯氧基丙酸酯除草剂,特别是高噁唑禾草灵(fenoxaprop-p-ethyl)的双组分组合。
本发明的三组分组合中优选的第三除草剂是咪草酯(imazamethabenzmethyl)、肟草酮(tralkoxydim)或高噁唑禾草灵(fenoxaprop-p-ethyl)。
本发明另一优选的方案是那些其中第三除草剂是选自咪唑啉酮除草剂和环己二酮除草剂的三组分组合。
特别地,第三除草剂是咪草酯(imazamethabenz methyl)或肟草酮(tralkoxydim)。
本发明为另一优选的方案是那些其中第三除草剂是芳氧基苯氧基丙酸酯除草剂的三组分组合。特别地,其中第二除草剂是高噁唑禾草灵(fenoxaprop-p-ethyl)。
在实际操作中,本发明的组合可以同时施用(罐混合或预混合),也可以分开施用或先后施用。
因此,依照本发明的方法,可将一种协同有效量的包含芳氧基吡啶酰胺和选自2,4-D,或其环境上可接受的盐或酯、咪唑啉酮、环己二酮、芳氧基苯氧基丙酸或吡啶羧酸除草剂作为第二除草剂的双组分组合;或将一种协同有效量的包含芳氧基吡啶酰胺与2,4-D或其在环境上可接受的盐或酯以及选自咪唑啉酮、环己二酮、芳氧基苯氧基丙酸酯作为第三除草剂的三组分组合施用在欲消除的杂草的生长地、其叶子或茎上,所述杂草包括蓼属(genera Polygonum)、地肤(Kochia)、鼬瓣花(Galeopsis)、猪殃(Galium)、繁缕(Stelaria)、白芥(Sinapis)、和野燕麦(Avena)等,所述方法可以在作物,特别是诸如小麦、大麦、水稻、玉米、黑麦的存在下应用。
上面所述的双组分或三组分组合的协同有效量取决于具体情况,例如具体的第二或第三组分,杂草量、施用时间、气候条件、土壤条件、施用方式、地形特征、目标作物种类等因素。
本发明优选的双组分组合是其中式I所示芳氧基吡啶酰胺与第二化合物的重量比约为如下所示的那些:
芳氧基吡啶酰胺∶2,4-D(或其盐或酯),1∶1至1∶25;
芳氧基吡啶酰胺∶咪唑啉酮除草剂,1∶1至1∶35;
芳氧基吡啶酰胺∶环己二酮除草剂,1∶1至1∶20;
芳氧基吡啶酰胺∶芳氧基苯氧基丙酸酯除草剂,1∶1至1∶10;
芳氧基吡啶酰胺∶吡啶羧酸除草剂,1∶1至1∶15。
本发明更优选的双组分组合是其中picolinafen与第二组分之间的重量比为约如下所示的那些:
picolinafen∶2,4-D,1∶1至1∶25;
picolinafen∶咪草酯(imazamethabenz methyl),1∶1至1∶35;
picolinafen∶肟草酮(tralkoxydim),1∶1至1∶20;
picolinafen∶高噁唑禾草灵(fenoxaprop-p-ethyl),1∶1至1∶10;或
picolinafen∶二氯吡啶酸(clopyralid),1∶1至1∶15。
本发明优选的三组分组合是其中式I所示芳氧基吡啶酰胺与2,4-D(或其盐或酯)与第三组分的重量比为约如下所示的那些:
芳氧基吡啶酰胺∶2,4-D(或其盐或酯)∶咪唑啉酮除草剂,
1∶1∶1至1∶35∶25;
芳氧基吡啶酰胺∶2,4-D(或其盐或酯)∶环己二酮除草剂,
1∶1∶1至1∶20∶25;
芳氧基吡啶酰胺∶2,4-D(或其盐或酯)∶芳氧基苯氧基丙酸酯除草剂,
1∶1∶1至1∶10∶25。
本发明更优选的三组分组合是其中picolinafen与2,4-D与第三组分的重量比为约如下所示的那些:
picolinafen∶2,4-D∶咪草酯(imazamethabenz methyl),
1∶1∶1至1∶35∶25
picolinafen∶2,4-D∶肟草酮(tralkoxydim),
1∶1∶1至1∶20∶25;或
picolinafen∶2,4-D∶高噁唑禾草灵(fenoxaprop-p-ethyl),
1∶1∶1至1∶10∶25。
本发明还提供了一种协同除草剂组合物,其包括一种农业上可接受的载体和协同有效量的包含式I所示的芳氧基吡啶酰胺和选自2,4-D或其环境上可接受的盐或酯,咪唑啉酮除草剂、环己二酮草剂、芳氧基苯氧基丙酸除草剂、吡啶羧酸除草剂作为第二组分的一种双组分组合。本发明同时提供了又一种协同除草剂组合物,其包括一种农业上可接受的载体和协同有效的量的包含式I所示的芳氧基吡啶酰胺和2,4-D或其环境上可接受的盐或酯以及选自咪唑啉酮除草剂、环己二酮除草剂、芳氧基苯氧基丙酸酯除草剂作为第三组分的一种三组分组合。
农业上可接受的载体可以是固体或液体,液体较好,最好是水。尽管不是必要的,本发明的组合物还可包含其它添加剂如肥料、惰性助剂如表面活性剂、乳化剂、去沫剂、染料、增充剂或其它在除草产品配方中使用的常规惰性成分。
本发明的组合物可以配制成任何常规的形式,例如以双填充的形式、或是浓缩水溶液的形式、可溶性颗粒的形式、可分散颗粒或是其它形式。
本发明优选的双组分组合物是那些其中的芳氧基吡啶酰胺化合物是picolinafen。同时优选的是那些第二除草剂是选自2,4-D、咪草酯(imazamethabenz methyl)、肟草酮(tralkoxydim)、高噁唑禾草灵(fenoxaprop-p-ethyl)和二氯吡啶酸(clopyralid)的双组分协同增效组合物。
本发明更优选的双组分组合组合物是其中picolinafen与第二组分为如下重量比的组合物:
picolinafen∶2,4-D,1∶1至1∶25;
picolinafen∶imazamethabenz methyl,1∶1至1∶35;
picolinafen∶tralkoxydim,1∶1至1∶20;
picolinafen∶fenoxaprop-p-ethyl,1∶1至1∶10;或
picolinafen∶clopyralid,1∶1至1∶15。
本发明优选的三组分组合物是那些其中吡啶酰胺化合物为picolinafen。同时优选的是那些第三除草剂是选自咪草酯(imazamethabenzmethyl)、肟草酮(tralkoxydim)、高噁唑禾草灵(fenoxaprop-p-ethyl)和二氯吡啶酸(clopyralid)的组合物。本发明更优选的三组分组合物是其中picolinafen与2,4-D及第三组分的重量比为如下所示的那些:
picolinafen∶2,4-D∶imazamethabenz methyl,1∶1∶1至1∶35∶25;
picolinafen∶2,4-D∶tralkoxydim),1∶1∶1至1∶20∶25;或
picolinafen∶2,4-D∶fenoxaprop-p-ethyl,1∶1∶1至1∶10∶25。
为了更好地理解本发明,下面将给出实施例。这些例子仅仅是用来说明,不可被理解为限制本发明的范围或是以任何方式给出了本发明的原则。
在下面的实例中,双组分组合的协同作用是由Colby方法确定的(S.R.Colby,杂草1967(15),20),即该组合所期望(或预测的)响应是通过对组合中单个组分在单独应用时被观测到的响应的乘积除以100再从每个组分在单独应用时被观测到的响应总和中扣除该值。这种组合的协同作用可通过比较该联合被观测到的响应与计算出的预期(或预测的)的响应来确定。如果该组合被观测到的响应比预期值(预测值)大,那么该组合即是增效的。
下面先给出的数学图示,其中双组分组合C2是由组分X加组分Y组成,Obs.表示观测到的组合C2响应。
增效作用=Obs.>Exp
相似的方法可用于三组分组合C3,C3是由组分X加组分Y加组分Z组成。Obs.表示观测到的组合C3响应。
增效作用=obs.>Exp.
在下面的例子中,作物的耐受率通过生长季节被周期性地采集。第一个比率是在防治后的第一到第二个星期之后,最后一个比率是在收获之前采集的。在所有下面描述的防治中,作物的耐受性在商业上都是可接受的,即三种作物中的每一种均为≤20%的伤害。没有一种防治会对大麦、硬粒麦、红皮硬粒春小麦产生商业上不可接受的伤害。
实施例1
评价picolinafen和2.4-二氯苯氧基乙酸组合的除草活性
草和宽叶杂草在五月中上旬按作物的播种方向播种,在杂草播种后再种植作物。行距为18cm,种子用Roger’s 1.8米宽的条播机播种至5cm的深度。
所有的试验均采用标准杂草学步骤。使用Roger’s以二氧化碳为动力的喷雾器。试验方案是经修改的随机完整块田试验,做四个重复实验。所有试验都是在杂草和作物出芽后进行的。
试验溶液是将足够量的参试化合物的水溶液和/或分散体在罐中进行混合制备的。
在生长季节对试验田定期检查并评估对杂草的百分控制及对作物的伤害。表中列出的数据是该重复试验的平均数据。用Colly分析法确定组合防治与单独使用时的生物效果的比较。数据见表I。
从表I的数据中可以看出,picolinafen加2.4-D的联用,与picolinafen单独使用或2.4-D单独使用时可以预见的杂草控制效果相比,产生了明显高的杂草控制效果。
表I
Picolinafen加2.4-D组合的除草活性的评价
| 杂草种类 | Picolinafen50g/ha | 2,4-D280g/ha | Picolinafen+2,4-D50g/ha+280g/ha | |
| 百分控制率 | 观测值 | 预期值 | ||
| 野燕麦Avena fatua | 5 | 2 | 15 | 7 |
| 藜Chenopodium album | 57 | 91 | 97 | 96 |
| 旋花蓼Polygonum convolvulus | 54 | 48 | 80 | 76 |
| 鼬瓣花Galeopsis tetrahit | 59 | 2 | 70 | 60 |
| 蓼草Polygonum(smartweed) | 26 | 53 | 85 | 65 |
| 麦蓝菜Vaccaria pyramaidata | 63 | 51 | 97 | 82 |
实施例2
Picolinafen和咪草酯(Imazamethabenz Methyl)组合除草活性的评价
按与实例1中所述相同的步骤,使用picolinafen和咪草酯(Imazamethabenz Methyl),获得了表II所示的数据。
从表II的数据中可以看出,picolinafen加咪草酯(ImazamethabenzMethyl)的联合应用,与picolinafen单独或咪草酯(ImazamethabenzMethyl)单独使用时可以预见的杂草控制效果相比,产生了明显高的杂草控制效果。
表II
Picolinafen和咪草酯(Imazamethabenz Methyl)组合除草活性的评价
| 杂草种类 | Picolinafen50g/ha | ImazamethabenzMethyl400/ha | Picolinafen+Imazamethabenz Methyl50g/ha+400g/ha | |
| 百分控制率 | 观测值 | 预期值 | ||
| 野燕麦Avena fatua | 5 | 88 | 91 | 89 |
| 狗尾草Setaria viridis | 14 | 10 | 42 | 23 |
| 蔓菁Brassica napus咪唑啉酮耐受性 | 65 | 0 | 86 | 65 |
| 藜Chenopodiumalbum | 57 | 18 | 86 | 65 |
| 鼬瓣花Galeopsistetrahit | 59 | 4 | 76 | 61 |
| 猪殃Galium aparine | 28 | 48 | 90 | 63 |
| 蓼草Polygonum spp. | 26 | 76 | 84 | 82 |
| 地肤Kochia scoparia | 59 | 31 | 85 | 72 |
| 猪毛菜Salsola kali | 56 | 9 | 79 | 60 |
| 麦蓝菜Vaccariapyramaidata | 63 | 20 | 77 | 70 |
实施例3:
Picolinafen和肟草酮(Tralkoxydim)联合的除草活性评价
按与实例1中所述相同的步骤,使用picolinafen和肟草酮(Tralkoxydim),获得了表III所示的数据。
从表III的数据中可以看出,picolinafen加肟草酮(Tralkoxydim)的联合应用,与picolinafen单独或肟草酮(Tralkoxydim)单独使用时可以预见的杂草控制效果相比,产生了明显高的杂草控制效果。
表III
Picolinafen和肟草酮(Tralkoxydim)联合的除草活性评价
| 杂草种类 | Picolinafen50g/ha | Tralkoxydim200/ha | Picolinafen+Tralkoxydim50g/ha+200g/ha | |
| 百分控制率 | 观测值 | 预期值 | ||
| 野燕麦Avena fatua | 5 | 97 | 98 | 97 |
| 野欧白芥Sinapis arvensis | 78 | 0 | 94 | 78 |
| 蔓菁Brassica napus | 70 | 0 | 95 | 70 |
| 蔓菁Brassica napus咪唑啉酮耐受性 | 65 | 0 | 92 | 65 |
| 反枝苋Amaranthus retroflexus | 90 | 1 | 98 | 90 |
| 藜Chenopodium album | 57 | 0 | 93 | 57 |
| 旋花蓼Polygonum convolvulus | 54 | 0 | 87 | 54 |
| 麦蓝菜Vaccaria pyramaidata | 63 | 0 | 86 | 63 |
实施例4:
Picolinafen和高噁唑禾草灵(fenoxaprop-p-ethyl)联合的除草活性评价
按与实例1中所述相同的步骤,使用picolinafen和高噁唑禾草灵(fenoxaprop-p-ethyl),获得了表IV所示的数据。
从表IV的数据中可以看出,picolinafen加高噁唑禾草灵(fenoxaprop-p-ethyl)的联合应用,与picolinafen单独或高噁唑禾草灵(fenoxaprop-p-ethyl)单独使用时可以预见的杂草控制效果相比,产生了明显高的杂草控制效果。
表IV
Picolinafen和高噁唑禾草灵(fenoxaprop-p-ethyl)联合的除草活性评价
| 杂草种类 | Picolinafen50g/ha | fenoxaprop-p-ethyl72g/ha | Picolinafen+fenoxaprop-p-ethyl50g/ha+72g/ha | |
| 百分控制率 | 观测值 | 预期值 | ||
| 野欧白芥Sinapis arvensis | 78 | 0 | 96 | 78 |
| 狗尾草Setaria viridis | 14 | 98 | 99 | 98 |
| 蔓菁Brassica napus | 70 | 0 | 97 | 70 |
| 蔓菁Brassica napus咪唑啉酮耐受性 | 65 | 0 | 97 | 65 |
| 反枝苋Amaranthus retroflexus | 90 | 9 | 94 | 91 |
| 藜Chenopodium album | 57 | 0 | 95 | 57 |
| 旋花蓼Polygonum convolvulus | 54 | 0 | 74 | 54 |
| 麦蓝菜Vaccaria pyramaidata | 63 | 0 | 71 | 63 |
实施例5:
Picolinafen和二氯吡啶酸(Clopyralid)联合的除草活性评价
按与实例1中所述相同的步骤,使用picolinafen和二氯吡啶酸(Clopyralid),获得了表V所示的数据。
从表V的数据中可以看出,picolinafen加二氯吡啶酸(Clopyralid)的联合应用,与picolinafen单独或二氯吡啶酸(Clopyralid)单独使用时可以预见的杂草控制效果相比,产生了明显高的杂草控制效果。
表V
Picolinafen和二氯吡啶酸(Picolinafen)联合的除草活性评价
| 杂草种类 | Picolinafen50g/ha | Clopyralid150g/ha | Picolinafen+Clopyralid50g/ha+150g/ha | |
| 百分控制率 | 观测值 | 预期值 | ||
| 野欧白芥Sinapis arvensis | 78 | 16 | 87 | 82 |
| 蔓菁Brassica napus | 70 | 12 | 78 | 74 |
| 蔓菁Brassica napus咪唑啉酮耐受性 | 65 | 8 | 85 | 68 |
| 藜Chenopodium album | 57 | 51 | 83 | 79 |
| 繁缕Stellaria media | 64 | 10 | 70 | 68 |
| 猪殃Galium aparine | 28 | 0 | 30 | 28 |
实施例6:
Picolinafen与咪草酯(Imazamethabenz)以及2,4-D联合的除草活性评价
按与实例1中所述相同的步骤,使用picolinafen,咪草酯(Imazamethabenz)以及2,4-D,获得了表VI所示的数据。
从表VI的数据中可以看出,picolinafen加咪草酯(Imazamethabenz)以及2,4-D的联合应用,与picolinafen单独使用或咪草酯(Imazamethabenz)单独使用或2,4-D单独使用时可以预见的杂草控制效果相比,产生了明显高的杂草控制效果。
表VI
Picolinafen与咪草酯(Imazamethabenz)以及2,4-D联合的除草活性评价
| 杂草种类 | Picolinafen50g/ha | ImazamethabenzMethyl400g/ha | 2,4-D280g/ha | Picolinafen+2,4-D+Imazamethabenz Methyl50g/ha+280g/ha+400g/ha | |
| 百分控制率 | 观测值 | 预期值 | |||
| 野燕麦Avena fatua | 5 | 88 | 2 | 91 | 89 |
| 狗尾草Setaria viridis | 14 | 10 | 0 | 49 | 23 |
| 繁缕Stellaria media | 64 | 8 | 10 | 86 | 70 |
| 鼬瓣花Galeopsistetrahit | 59 | 4 | 2 | 82 | 61 |
| 猪殃Galium aparine | 28 | 48 | 43 | 94 | 79 |
| 蓼草Polygonum spp. | 26 | 76 | 53 | 99 | 92 |
| 地肤Kochia scoparia | 59 | 31 | 52 | 93 | 86 |
| 猪毛菜Salsola kali | 56 | 9 | 35 | 97 | 74 |
| 麦蓝菜Vaccariapyramaidata | 63 | 20 | 51 | 93 | 85 |
实施例7:
Picolinafen、肟草酮(Tralkoxydim)和2.4-D联合的除草活性评价
按与实例1中所述相同的步骤,使用picolinafen,肟草酮(Tralkoxydim)以及2,4-D,获得了表VII所示的数据。
从表VII的数据中可以看出,picolinafen加肟草酮(Tralkoxydim)以及2,4-D的联合应用,与picolinafen单独使用或肟草酮(Tralkoxydim)单独使用或2,4-D单独使用时可以预见的杂草控制效果相比,产生了明显高的杂草控制效果。
表VII
Picolinafen与肟草酮(Tralkoxydim)以及2,4-D联合的除草活性评价
| 杂草种类 | Picolinafen50g/ha | Tralkoxydim200g/ha | 2,4-D280g/ha | Picolinafen+2,4-D+Tralkoxydim50g/ha+280g/ha+200g/ha | |
| 百分控制率 | 观测值 | 预期值 | |||
| 野燕麦Avena fatua | 5 | 97 | 2 | 98 | 97 |
| 野欧白芥Sinapis arvensis | 78 | 0 | 92 | 99 | 98 |
| 蔓菁Brassica napus | 70 | 0 | 93 | 100 | 98 |
| 蔓菁Brassica napus咪唑啉酮耐受性 | 65 | 0 | 94 | 100 | 98 |
| 藜Chenopodiumalbum | 57 | 0 | 91 | 98 | 96 |
| 旋花蓼Polygonumconvolvulus | 54 | 0 | 48 | 90 | 76 |
| 麦蓝菜Vaccariapyramaidata | 63 | 0 | 51 | 90 | 82 |
实施例8:
Picolinafen、2,4-D和高噁唑禾草灵(Fenoxaprop-p-ethyl)联合的除草活性的评价
按与实例1中所述相同的步骤,使用picolinafen,高噁唑禾草灵(Fenoxaprop-p-ethyl)以及2,4-D,获得了表VIII所示的数据。
从表VIII的数据中可以看出,picolinafen加高噁唑禾草灵(Fenoxaprop-p-ethyl)以及2,4-D的联合应用,与picolinafen单独使用或高噁唑禾草灵(Fenoxaprop-p-ethyl)单独使用或2,4-D单独使用时可以预见的杂草控制效果相比,产生了明显高的杂草控制效果。
表VIII
Picolinafen与高噁唑禾草灵(Fenoxaprop-p-ethyl)以及2,4-D联合的除草活性评价
| 杂草种类 | Picolinafen50g/ha | Fenoxaprop-p-ethyl72g/ha | 2,4-D280g/ha | Picolinafen+2,4-D+Tralkoxydim50g/ha+280g/ha+72g/ha | |
| 百分控制率 | 观测值 | 预期值 | |||
| 蔓菁Brassica napus | 70 | 0 | 93 | 100 | 98 |
| 蔓菁Brassica napus咪唑啉酮耐受性 | 65 | 0 | 94 | 100 | 98 |
| 藜Chenopodiumalbum | 57 | 0 | 91 | 97 | 96 |
| 旋花蓼Polygonumconvolvulus | 54 | 0 | 48 | 93 | 76 |
| 麦蓝菜Vaccariapyramaidata | 63 | 0 | 51 | 96 | 82 |
Claims (15)
2.权利要求1的组合物,其中式I的芳氧基吡啶酰氨为氟吡酰草胺。
3.权利要求1的组合物,其中第二除草剂选自环己二酮除草剂和吡啶羧酸除草剂。
4.权利要求3的组合物,其中第二除草剂是肟草酮或二氯吡啶酸。
5.权利要求1的组合物,其中第二除草剂是芳氧基苯氧基丙酸酯除草剂。
6.权利要求5的组合物,其中第二除草剂是高噁唑禾草灵。
7.权利要求3-6的任一组合物,其中式I所示的芳氧基吡啶酰胺是氟吡酰草胺。
9.权利要求8的组合物,其中式I所示芳氧基吡啶酰胺是氟吡酰草胺。
10.权利要求8的组合物,其中第三除草剂选自环己二酮除草剂。
11.权利要求10的组合物,其中第三除草剂是肟草酮。
12.权利要求8的组合物,其中第三除草剂是芳氧基苯氧基丙酸酯除草剂。
13.权利要求12的组合物,其中第三除草剂是高噁唑禾草灵。
14.权利要求10-13的任一组合物,其中式I所示芳氧基吡啶酰胺是氟吡酰草胺。
15.一种协同增效的控制欲消除的植物的方法,该方法包括将权利要求1-14的任一组合物施用到该植物的生长地、或其叶或其茎上。
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US15938399P | 1999-10-14 | 1999-10-14 | |
| US60/159,383 | 1999-10-14 |
Related Parent Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNB2004100585755A Division CN1310584C (zh) | 1999-10-14 | 2000-10-12 | 除草方法和组合物 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1762214A true CN1762214A (zh) | 2006-04-26 |
| CN100429976C CN100429976C (zh) | 2008-11-05 |
Family
ID=22572385
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNB008142335A Expired - Fee Related CN1193667C (zh) | 1999-10-14 | 2000-10-12 | 除草方法和组合物 |
| CNB2004100585755A Expired - Fee Related CN1310584C (zh) | 1999-10-14 | 2000-10-12 | 除草方法和组合物 |
| CNB2005101170354A Expired - Fee Related CN100429976C (zh) | 1999-10-14 | 2000-10-12 | 除草方法和组合物 |
Family Applications Before (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNB008142335A Expired - Fee Related CN1193667C (zh) | 1999-10-14 | 2000-10-12 | 除草方法和组合物 |
| CNB2004100585755A Expired - Fee Related CN1310584C (zh) | 1999-10-14 | 2000-10-12 | 除草方法和组合物 |
Country Status (28)
| Country | Link |
|---|---|
| US (1) | US6451733B1 (zh) |
| EP (5) | EP1220609B1 (zh) |
| JP (1) | JP2003511395A (zh) |
| CN (3) | CN1193667C (zh) |
| AT (2) | ATE255332T1 (zh) |
| AU (2) | AU782247B2 (zh) |
| BG (2) | BG65973B1 (zh) |
| CA (3) | CA2653855C (zh) |
| CZ (1) | CZ20021306A3 (zh) |
| DE (2) | DE60006983D1 (zh) |
| DK (1) | DK1369039T3 (zh) |
| EA (5) | EA006502B1 (zh) |
| EE (2) | EE05122B1 (zh) |
| ES (2) | ES2211636T3 (zh) |
| GE (1) | GEP20053671B (zh) |
| HR (5) | HRP20050489A2 (zh) |
| HU (1) | HU229334B1 (zh) |
| IL (2) | IL148955A0 (zh) |
| MA (1) | MA25560A1 (zh) |
| NO (1) | NO329148B1 (zh) |
| NZ (5) | NZ529840A (zh) |
| PL (5) | PL204338B1 (zh) |
| PT (1) | PT1369039E (zh) |
| RS (4) | RS51689B (zh) |
| SK (2) | SK287584B6 (zh) |
| TR (1) | TR200201005T2 (zh) |
| UA (3) | UA85827C2 (zh) |
| WO (1) | WO2001026466A2 (zh) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102027965A (zh) * | 2009-09-28 | 2011-04-27 | 南京华洲药业有限公司 | 一种含氟吡草腙与二氯吡啶酸的除草组合物及其应用 |
| CN102919229A (zh) * | 2012-11-26 | 2013-02-13 | 联保作物科技有限公司 | 一种除草组合物 |
Families Citing this family (66)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU2003237568A1 (en) * | 2002-01-24 | 2003-09-02 | Sepro Corporation | Methods and compositions for controlling algae |
| JP4646902B2 (ja) * | 2003-03-13 | 2011-03-09 | ビーエーエスエフ ソシエタス・ヨーロピア | 相乗作用を示す除草剤混合物 |
| PL1608222T3 (pl) | 2003-03-13 | 2016-06-30 | Basf Se | Mieszaniny chwastobójcze |
| PL1605757T3 (pl) | 2003-03-13 | 2012-12-31 | Basf Se | Mieszaniny chwastobójcze zawierające pikolinafen |
| WO2006006569A1 (ja) * | 2004-07-12 | 2006-01-19 | Nihon Nohyaku Co., Ltd. | フェニルピリジン類又はその塩類、これらを有効成分とする除草剤及びその使用方法 |
| RU2320333C2 (ru) * | 2005-12-02 | 2008-03-27 | Германов Евгений Павлович | Лекарственное средство |
| UA109797C2 (uk) * | 2010-11-05 | 2015-10-12 | Спосіб боротьби з бур'янами, що мають стійкість до гербіцидів на основі феноксіалканових кислот, за допомогою 4-аміно-3-хлор-6-(4-хлор-2-фтор-3-метоксифеніл)піридин-2-карбонової кислоти і її солей або складних ефірів | |
| CN102239842A (zh) * | 2011-07-06 | 2011-11-16 | 陕西美邦农药有限公司 | 一种含吡氟酰草胺与二氯吡啶酸的除草组合物 |
| RS64557B1 (sr) * | 2014-04-02 | 2023-10-31 | Adama Agan Ltd | Herbicidna smeša jedinјenјa koje inhibira biosintezu karotenoida i jedinјenјa koje inhibira ahas/als i nјihova upotreba |
| RU2563663C1 (ru) * | 2014-06-20 | 2015-09-20 | Акционерное общество "Щелково Агрохим" | Синергетическая гербицидная композиция |
| US11641800B2 (en) | 2020-02-06 | 2023-05-09 | Deere & Company | Agricultural harvesting machine with pre-emergence weed detection and mitigation system |
| US11672203B2 (en) | 2018-10-26 | 2023-06-13 | Deere & Company | Predictive map generation and control |
| US11957072B2 (en) | 2020-02-06 | 2024-04-16 | Deere & Company | Pre-emergence weed detection and mitigation system |
| US11240961B2 (en) | 2018-10-26 | 2022-02-08 | Deere & Company | Controlling a harvesting machine based on a geo-spatial representation indicating where the harvesting machine is likely to reach capacity |
| US11653588B2 (en) | 2018-10-26 | 2023-05-23 | Deere & Company | Yield map generation and control system |
| US11589509B2 (en) | 2018-10-26 | 2023-02-28 | Deere & Company | Predictive machine characteristic map generation and control system |
| US11467605B2 (en) | 2019-04-10 | 2022-10-11 | Deere & Company | Zonal machine control |
| US11079725B2 (en) | 2019-04-10 | 2021-08-03 | Deere & Company | Machine control using real-time model |
| US11178818B2 (en) | 2018-10-26 | 2021-11-23 | Deere & Company | Harvesting machine control system with fill level processing based on yield data |
| US12069978B2 (en) | 2018-10-26 | 2024-08-27 | Deere & Company | Predictive environmental characteristic map generation and control system |
| US11234366B2 (en) | 2019-04-10 | 2022-02-01 | Deere & Company | Image selection for machine control |
| US11778945B2 (en) | 2019-04-10 | 2023-10-10 | Deere & Company | Machine control using real-time model |
| US12329148B2 (en) | 2020-02-06 | 2025-06-17 | Deere & Company | Predictive weed map and material application machine control |
| US12225846B2 (en) | 2020-02-06 | 2025-02-18 | Deere & Company | Machine control using a predictive map |
| US12035648B2 (en) | 2020-02-06 | 2024-07-16 | Deere & Company | Predictive weed map generation and control system |
| US11477940B2 (en) | 2020-03-26 | 2022-10-25 | Deere & Company | Mobile work machine control based on zone parameter modification |
| US11864483B2 (en) | 2020-10-09 | 2024-01-09 | Deere & Company | Predictive map generation and control system |
| US11983009B2 (en) | 2020-10-09 | 2024-05-14 | Deere & Company | Map generation and control system |
| US11474523B2 (en) | 2020-10-09 | 2022-10-18 | Deere & Company | Machine control using a predictive speed map |
| US12013245B2 (en) | 2020-10-09 | 2024-06-18 | Deere & Company | Predictive map generation and control system |
| US11844311B2 (en) | 2020-10-09 | 2023-12-19 | Deere & Company | Machine control using a predictive map |
| US11849672B2 (en) | 2020-10-09 | 2023-12-26 | Deere & Company | Machine control using a predictive map |
| US12386354B2 (en) | 2020-10-09 | 2025-08-12 | Deere & Company | Predictive power map generation and control system |
| US11946747B2 (en) | 2020-10-09 | 2024-04-02 | Deere & Company | Crop constituent map generation and control system |
| US11849671B2 (en) | 2020-10-09 | 2023-12-26 | Deere & Company | Crop state map generation and control system |
| US11650587B2 (en) | 2020-10-09 | 2023-05-16 | Deere & Company | Predictive power map generation and control system |
| US12419220B2 (en) | 2020-10-09 | 2025-09-23 | Deere & Company | Predictive map generation and control system |
| US11711995B2 (en) | 2020-10-09 | 2023-08-01 | Deere & Company | Machine control using a predictive map |
| US11889788B2 (en) | 2020-10-09 | 2024-02-06 | Deere & Company | Predictive biomass map generation and control |
| US11874669B2 (en) | 2020-10-09 | 2024-01-16 | Deere & Company | Map generation and control system |
| US12422847B2 (en) | 2020-10-09 | 2025-09-23 | Deere & Company | Predictive agricultural model and map generation |
| US11675354B2 (en) | 2020-10-09 | 2023-06-13 | Deere & Company | Machine control using a predictive map |
| US12178158B2 (en) | 2020-10-09 | 2024-12-31 | Deere & Company | Predictive map generation and control system for an agricultural work machine |
| US11895948B2 (en) | 2020-10-09 | 2024-02-13 | Deere & Company | Predictive map generation and control based on soil properties |
| US11927459B2 (en) | 2020-10-09 | 2024-03-12 | Deere & Company | Machine control using a predictive map |
| US11845449B2 (en) | 2020-10-09 | 2023-12-19 | Deere & Company | Map generation and control system |
| US11592822B2 (en) | 2020-10-09 | 2023-02-28 | Deere & Company | Machine control using a predictive map |
| US12069986B2 (en) | 2020-10-09 | 2024-08-27 | Deere & Company | Map generation and control system |
| US11635765B2 (en) | 2020-10-09 | 2023-04-25 | Deere & Company | Crop state map generation and control system |
| US11871697B2 (en) | 2020-10-09 | 2024-01-16 | Deere & Company | Crop moisture map generation and control system |
| US11825768B2 (en) | 2020-10-09 | 2023-11-28 | Deere & Company | Machine control using a predictive map |
| US11727680B2 (en) | 2020-10-09 | 2023-08-15 | Deere & Company | Predictive map generation based on seeding characteristics and control |
| US11889787B2 (en) | 2020-10-09 | 2024-02-06 | Deere & Company | Predictive speed map generation and control system |
| US12250905B2 (en) | 2020-10-09 | 2025-03-18 | Deere & Company | Machine control using a predictive map |
| US12127500B2 (en) | 2021-01-27 | 2024-10-29 | Deere & Company | Machine control using a map with regime zones |
| US12229886B2 (en) | 2021-10-01 | 2025-02-18 | Deere & Company | Historical crop state model, predictive crop state map generation and control system |
| US12310286B2 (en) | 2021-12-14 | 2025-05-27 | Deere & Company | Crop constituent sensing |
| US12302791B2 (en) | 2021-12-20 | 2025-05-20 | Deere & Company | Crop constituents, predictive mapping, and agricultural harvester control |
| US12245549B2 (en) | 2022-01-11 | 2025-03-11 | Deere & Company | Predictive response map generation and control system |
| US12520759B2 (en) | 2022-01-26 | 2026-01-13 | Deere & Company | Systems and methods for predicting material dynamics |
| US12082531B2 (en) | 2022-01-26 | 2024-09-10 | Deere & Company | Systems and methods for predicting material dynamics |
| US12295288B2 (en) | 2022-04-05 | 2025-05-13 | Deere &Company | Predictive machine setting map generation and control system |
| US12284934B2 (en) | 2022-04-08 | 2025-04-29 | Deere & Company | Systems and methods for predictive tractive characteristics and control |
| US12058951B2 (en) | 2022-04-08 | 2024-08-13 | Deere & Company | Predictive nutrient map and control |
| US12358493B2 (en) | 2022-04-08 | 2025-07-15 | Deere & Company | Systems and methods for predictive power requirements and control |
| US12298767B2 (en) | 2022-04-08 | 2025-05-13 | Deere & Company | Predictive material consumption map and control |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3032259A1 (de) * | 1980-08-27 | 1982-04-08 | Basf Ag, 6700 Ludwigshafen | Herbizide mittel auf der basis von cyclohexan-1,3- dion-derivaten und 3,6-dichlor-2-picolinsaeurederivaten |
| EP0188815A1 (en) * | 1985-01-14 | 1986-07-30 | American Cyanamid Company | Herbicidal combinations |
| GB8630806D0 (en) * | 1986-12-23 | 1987-02-04 | May & Baker Ltd | Compositions of matter |
| GB9005965D0 (en) * | 1990-03-16 | 1990-05-09 | Shell Int Research | Herbicidal carboxamide derivatives |
| SK322292A3 (en) * | 1991-11-15 | 1995-12-06 | Ciba Geigy Ag | Synergic agent and method of selective weed suppression |
| CN1074646C (zh) * | 1992-10-06 | 2001-11-14 | 国际壳牌研究有限公司 | 除草剂混合物 |
| US6030924A (en) * | 1997-05-07 | 2000-02-29 | American Cyanamid Company | Solid formulations |
| US6348434B1 (en) * | 1999-07-01 | 2002-02-19 | Basf Aktiengesellschaft | Herbicidal emulsifiable concentrate |
| DE19935263A1 (de) * | 1999-07-27 | 2001-02-01 | Bosch Gmbh Robert | Brennstoffeinspritzventil |
-
2000
- 2000-10-12 PL PL384567A patent/PL204338B1/pl unknown
- 2000-10-12 EA EA200200405A patent/EA006502B1/ru not_active IP Right Cessation
- 2000-10-12 NZ NZ529840A patent/NZ529840A/en not_active IP Right Cessation
- 2000-10-12 EP EP00972742A patent/EP1220609B1/en not_active Expired - Lifetime
- 2000-10-12 DE DE60006983T patent/DE60006983D1/de not_active Expired - Lifetime
- 2000-10-12 EP EP03017669A patent/EP1369039B1/en not_active Expired - Lifetime
- 2000-10-12 EA EA200700879A patent/EA012445B1/ru not_active IP Right Cessation
- 2000-10-12 ES ES00972742T patent/ES2211636T3/es not_active Expired - Lifetime
- 2000-10-12 HR HR20050489A patent/HRP20050489A2/hr not_active Application Discontinuation
- 2000-10-12 EP EP04021891A patent/EP1486119A1/en not_active Withdrawn
- 2000-10-12 NZ NZ529841A patent/NZ529841A/en unknown
- 2000-10-12 NZ NZ529843A patent/NZ529843A/en unknown
- 2000-10-12 CA CA2653855A patent/CA2653855C/en not_active Expired - Fee Related
- 2000-10-12 DK DK03017669T patent/DK1369039T3/da active
- 2000-10-12 EA EA200801708A patent/EA017859B1/ru not_active IP Right Cessation
- 2000-10-12 UA UAA200504061A patent/UA85827C2/uk unknown
- 2000-10-12 RS YU27402A patent/RS51689B/sr unknown
- 2000-10-12 AT AT00972742T patent/ATE255332T1/de not_active IP Right Cessation
- 2000-10-12 EE EEP200200196A patent/EE05122B1/xx not_active IP Right Cessation
- 2000-10-12 CN CNB008142335A patent/CN1193667C/zh not_active Expired - Fee Related
- 2000-10-12 PL PL357414A patent/PL201776B1/pl unknown
- 2000-10-12 NZ NZ518168A patent/NZ518168A/en not_active IP Right Cessation
- 2000-10-12 PL PL384570A patent/PL204341B1/pl unknown
- 2000-10-12 AU AU11369/01A patent/AU782247B2/en not_active Ceased
- 2000-10-12 SK SK50041-2009A patent/SK287584B6/sk not_active IP Right Cessation
- 2000-10-12 RS RS20090312A patent/RS52225B/sr unknown
- 2000-10-12 PL PL384568A patent/PL204339B1/pl not_active IP Right Cessation
- 2000-10-12 GE GE4803A patent/GEP20053671B/en unknown
- 2000-10-12 EA EA201201423A patent/EA022145B1/ru not_active IP Right Cessation
- 2000-10-12 UA UAA200802535A patent/UA87620C2/ru unknown
- 2000-10-12 RS RS20110191A patent/RS20110191A/sr unknown
- 2000-10-12 NZ NZ529842A patent/NZ529842A/en not_active IP Right Cessation
- 2000-10-12 HR HR20050487A patent/HRP20050487A2/hr not_active Application Discontinuation
- 2000-10-12 CA CA002382619A patent/CA2382619C/en not_active Expired - Fee Related
- 2000-10-12 HR HR20050488A patent/HRP20050488B1/xx not_active IP Right Cessation
- 2000-10-12 RS RSP-2009/0312A patent/RS20090312A/sr unknown
- 2000-10-12 EP EP10158601A patent/EP2225939A3/en not_active Withdrawn
- 2000-10-12 JP JP2001529266A patent/JP2003511395A/ja active Pending
- 2000-10-12 TR TR2002/01005T patent/TR200201005T2/xx unknown
- 2000-10-12 DE DE60017475T patent/DE60017475T2/de not_active Expired - Lifetime
- 2000-10-12 HU HU0203143A patent/HU229334B1/hu unknown
- 2000-10-12 EE EEP200900053A patent/EE05542B1/xx not_active IP Right Cessation
- 2000-10-12 SK SK475-2002A patent/SK287048B6/sk not_active IP Right Cessation
- 2000-10-12 EA EA200501255A patent/EA009168B1/ru not_active IP Right Cessation
- 2000-10-12 CN CNB2004100585755A patent/CN1310584C/zh not_active Expired - Fee Related
- 2000-10-12 IL IL14895500A patent/IL148955A0/xx active IP Right Grant
- 2000-10-12 PT PT03017669T patent/PT1369039E/pt unknown
- 2000-10-12 HR HR20020414A patent/HRP20020414B1/xx not_active IP Right Cessation
- 2000-10-12 CZ CZ20021306A patent/CZ20021306A3/cs unknown
- 2000-10-12 CA CA002538114A patent/CA2538114C/en not_active Expired - Fee Related
- 2000-10-12 CN CNB2005101170354A patent/CN100429976C/zh not_active Expired - Fee Related
- 2000-10-12 WO PCT/EP2000/010040 patent/WO2001026466A2/en not_active Ceased
- 2000-10-12 PL PL384569A patent/PL204340B1/pl not_active IP Right Cessation
- 2000-10-12 ES ES03017669T patent/ES2236654T3/es not_active Expired - Lifetime
- 2000-10-12 AT AT03017669T patent/ATE286656T1/de not_active IP Right Cessation
- 2000-10-12 HR HR20050486A patent/HRP20050486B1/xx not_active IP Right Cessation
- 2000-10-12 EP EP08150387A patent/EP1964469A3/en not_active Withdrawn
- 2000-10-13 US US09/687,901 patent/US6451733B1/en not_active Expired - Fee Related
- 2000-12-10 UA UA2002053891A patent/UA74559C2/uk unknown
-
2002
- 2002-03-31 IL IL148955A patent/IL148955A/en unknown
- 2002-04-10 BG BG106604A patent/BG65973B1/bg unknown
- 2002-04-10 NO NO20021685A patent/NO329148B1/no not_active IP Right Cessation
- 2002-04-11 MA MA26595A patent/MA25560A1/fr unknown
-
2005
- 2005-08-29 AU AU2005204319A patent/AU2005204319B2/en not_active Expired
-
2009
- 2009-09-02 BG BG10110456A patent/BG66047B1/bg unknown
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102027965A (zh) * | 2009-09-28 | 2011-04-27 | 南京华洲药业有限公司 | 一种含氟吡草腙与二氯吡啶酸的除草组合物及其应用 |
| CN102027965B (zh) * | 2009-09-28 | 2014-04-16 | 南京华洲药业有限公司 | 一种含氟吡草腙与二氯吡啶酸的除草组合物及其应用 |
| CN102919229A (zh) * | 2012-11-26 | 2013-02-13 | 联保作物科技有限公司 | 一种除草组合物 |
| CN102919229B (zh) * | 2012-11-26 | 2014-04-16 | 联保作物科技有限公司 | 一种除草组合物 |
Also Published As
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN1310584C (zh) | 除草方法和组合物 | |
| CN1140175C (zh) | 基于杂芳氧乙酰胺类的除草剂 | |
| CN1142714C (zh) | 含有3-杂环基-取代的苯甲酰基衍生物的除草混合物 | |
| CN1303880C (zh) | 包含环己烯酮肟醚的增效除草混合物 | |
| CN1312998C (zh) | 协同增效作用的除草混合物 | |
| CN1295960C (zh) | 一种除草组合物、其用途和其使用方法 | |
| CN1220433C (zh) | 增效除草混合物 | |
| CN1078852A (zh) | 防治稻田杂草的除草剂 | |
| CN1589099A (zh) | 含有选自苯甲酰基吡唑类除草剂的增效除草组合物 | |
| CN1239404A (zh) | 除草组合物 | |
| CN1164175A (zh) | 新颖的含有4-苯甲酰异噁唑和2,6-二硝基苯胺化合物的增效除草剂组合物 | |
| CN1030637C (zh) | 一种除草剂组合物及其用途 | |
| CN1558718A (zh) | 除草组合物 | |
| CN1046183C (zh) | 增效除草剂 | |
| CN1198508C (zh) | 环己烯酮肟醚/(草甘膦/草铵膦)胶悬剂 | |
| CN87102978A (zh) | 1,5-二苯基-1h-1,2,4-三唑-3-甲酰胺衍生物及其除草的制剂 | |
| CN1313035A (zh) | 除草剂组合物及其应用 | |
| CN1711840A (zh) | 一种除草组合物及其用途和使用方法 | |
| CN1579161A (zh) | 除草组合物 | |
| CN1830254A (zh) | 油菜田除草组合物 | |
| HK1041623B (zh) | 以取代的苯基磺酰基氨基羰基三唑啉酮为基础的选择性除草剂 | |
| CN1048851A (zh) | 取代的嘧啶氧基(硫基)丙烯酸衍生物和三嗪氧基(硫基)丙烯酸衍生物,其制备方法和其作为除草剂,杀菌剂和植物生长调节剂的应用 | |
| CN1072928A (zh) | 用作除草剂的2-(杂芳氧代苯氧基)烷基磺酸盐 | |
| CN85103359A (zh) | 农田杂草选择控制新方法 | |
| CN1032167A (zh) | 2-[1-(5-卤代噻吩基甲氧基亚胺基)乙基]-3-羟基-5-(四氢-2h-噻喃基)环己-2-烯-1-酮及其作为选择性除草剂之应用和控制烟草侧芽 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant | ||
| CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20081105 Termination date: 20141012 |
|
| EXPY | Termination of patent right or utility model |