KR101469137B1 - 제초제 조성물 - Google Patents
제초제 조성물 Download PDFInfo
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- KR101469137B1 KR101469137B1 KR1020097011300A KR20097011300A KR101469137B1 KR 101469137 B1 KR101469137 B1 KR 101469137B1 KR 1020097011300 A KR1020097011300 A KR 1020097011300A KR 20097011300 A KR20097011300 A KR 20097011300A KR 101469137 B1 KR101469137 B1 KR 101469137B1
- Authority
- KR
- South Korea
- Prior art keywords
- group
- component
- herbicidal composition
- fenugreek
- bromine
- Prior art date
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- 230000002363 herbicidal effect Effects 0.000 title claims abstract description 93
- 239000000203 mixture Substances 0.000 title claims abstract description 89
- 239000004009 herbicide Substances 0.000 title claims abstract description 18
- -1 norfluracilone Chemical compound 0.000 claims abstract description 200
- 150000001875 compounds Chemical class 0.000 claims abstract description 73
- 241000196324 Embryophyta Species 0.000 claims abstract description 36
- 150000003839 salts Chemical class 0.000 claims abstract description 27
- 239000004480 active ingredient Substances 0.000 claims abstract description 17
- 230000035784 germination Effects 0.000 claims abstract description 9
- OORLZFUTLGXMEF-UHFFFAOYSA-N sulfentrazone Chemical compound O=C1N(C(F)F)C(C)=NN1C1=CC(NS(C)(=O)=O)=C(Cl)C=C1Cl OORLZFUTLGXMEF-UHFFFAOYSA-N 0.000 claims abstract description 9
- 239000005499 Clomazone Substances 0.000 claims abstract description 8
- 239000005618 Sulcotrione Substances 0.000 claims abstract description 8
- KIEDNEWSYUYDSN-UHFFFAOYSA-N clomazone Chemical compound O=C1C(C)(C)CON1CC1=CC=CC=C1Cl KIEDNEWSYUYDSN-UHFFFAOYSA-N 0.000 claims abstract description 8
- PQTBTIFWAXVEPB-UHFFFAOYSA-N sulcotrione Chemical compound ClC1=CC(S(=O)(=O)C)=CC=C1C(=O)C1C(=O)CCCC1=O PQTBTIFWAXVEPB-UHFFFAOYSA-N 0.000 claims abstract description 8
- XMTQQYYKAHVGBJ-UHFFFAOYSA-N 3-(3,4-DICHLOROPHENYL)-1,1-DIMETHYLUREA Chemical compound CN(C)C(=O)NC1=CC=C(Cl)C(Cl)=C1 XMTQQYYKAHVGBJ-UHFFFAOYSA-N 0.000 claims abstract description 7
- 239000005510 Diuron Substances 0.000 claims abstract description 7
- 239000005603 Prosulfocarb Substances 0.000 claims abstract description 6
- NQLVQOSNDJXLKG-UHFFFAOYSA-N prosulfocarb Chemical compound CCCN(CCC)C(=O)SCC1=CC=CC=C1 NQLVQOSNDJXLKG-UHFFFAOYSA-N 0.000 claims abstract description 6
- 239000005509 Dimethenamid-P Substances 0.000 claims abstract description 3
- JLYFCTQDENRSOL-VIFPVBQESA-N dimethenamid-P Chemical compound COC[C@H](C)N(C(=O)CCl)C=1C(C)=CSC=1C JLYFCTQDENRSOL-VIFPVBQESA-N 0.000 claims abstract description 3
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 16
- 239000004094 surface-active agent Substances 0.000 claims description 10
- 239000007788 liquid Substances 0.000 claims description 8
- 159000000000 sodium salts Chemical class 0.000 claims description 8
- 239000007787 solid Substances 0.000 claims description 8
- MXWJVTOOROXGIU-UHFFFAOYSA-N atrazine Chemical compound CCNC1=NC(Cl)=NC(NC(C)C)=N1 MXWJVTOOROXGIU-UHFFFAOYSA-N 0.000 claims description 7
- 230000000694 effects Effects 0.000 claims description 7
- 238000002156 mixing Methods 0.000 claims description 7
- MZZBPDKVEFVLFF-UHFFFAOYSA-N cyanazine Chemical compound CCNC1=NC(Cl)=NC(NC(C)(C)C#N)=N1 MZZBPDKVEFVLFF-UHFFFAOYSA-N 0.000 claims description 6
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 6
- 238000000034 method Methods 0.000 claims description 6
- VGPYEHKOIGNJKV-UHFFFAOYSA-N asulam Chemical compound COC(=O)NS(=O)(=O)C1=CC=C(N)C=C1 VGPYEHKOIGNJKV-UHFFFAOYSA-N 0.000 claims description 5
- NSWAMPCUPHPTTC-UHFFFAOYSA-N chlorimuron-ethyl Chemical group CCOC(=O)C1=CC=CC=C1S(=O)(=O)NC(=O)NC1=NC(Cl)=CC(OC)=N1 NSWAMPCUPHPTTC-UHFFFAOYSA-N 0.000 claims description 5
- FIKAKWIAUPDISJ-UHFFFAOYSA-L paraquat dichloride Chemical compound [Cl-].[Cl-].C1=C[N+](C)=CC=C1C1=CC=[N+](C)C=C1 FIKAKWIAUPDISJ-UHFFFAOYSA-L 0.000 claims description 5
- XEJNEDVTJPXRSM-UHFFFAOYSA-N 1-(2,4-dichlorophenyl)-5-methyl-4,5-dihydro-1H-pyrazole-3,5-dicarboxylic acid Chemical compound OC(=O)C1(C)CC(C(O)=O)=NN1C1=CC=C(Cl)C=C1Cl XEJNEDVTJPXRSM-UHFFFAOYSA-N 0.000 claims description 4
- MCNOFYBITGAAGM-UHFFFAOYSA-N 2,2-dichloro-1-[5-(furan-2-yl)-2,2-dimethyl-1,3-oxazolidin-3-yl]ethanone Chemical compound C1N(C(=O)C(Cl)Cl)C(C)(C)OC1C1=CC=CO1 MCNOFYBITGAAGM-UHFFFAOYSA-N 0.000 claims description 4
- 239000005631 2,4-Dichlorophenoxyacetic acid Substances 0.000 claims description 4
- CLQMBPJKHLGMQK-UHFFFAOYSA-N 2-(4-isopropyl-4-methyl-5-oxo-4,5-dihydro-1H-imidazol-2-yl)nicotinic acid Chemical compound N1C(=O)C(C(C)C)(C)N=C1C1=NC=CC=C1C(O)=O CLQMBPJKHLGMQK-UHFFFAOYSA-N 0.000 claims description 4
- CABMTIJINOIHOD-UHFFFAOYSA-N 2-[4-methyl-5-oxo-4-(propan-2-yl)-4,5-dihydro-1H-imidazol-2-yl]quinoline-3-carboxylic acid Chemical compound N1C(=O)C(C(C)C)(C)N=C1C1=NC2=CC=CC=C2C=C1C(O)=O CABMTIJINOIHOD-UHFFFAOYSA-N 0.000 claims description 4
- VTNQPKFIQCLBDU-UHFFFAOYSA-N Acetochlor Chemical compound CCOCN(C(=O)CCl)C1=C(C)C=CC=C1CC VTNQPKFIQCLBDU-UHFFFAOYSA-N 0.000 claims description 4
- YRMLFORXOOIJDR-UHFFFAOYSA-N Dichlormid Chemical compound ClC(Cl)C(=O)N(CC=C)CC=C YRMLFORXOOIJDR-UHFFFAOYSA-N 0.000 claims description 4
- 239000005981 Imazaquin Substances 0.000 claims description 4
- 239000005596 Picolinafen Substances 0.000 claims description 4
- 239000005625 Tri-allate Substances 0.000 claims description 4
- MWBPRDONLNQCFV-UHFFFAOYSA-N Tri-allate Chemical compound CC(C)N(C(C)C)C(=O)SCC(Cl)=C(Cl)Cl MWBPRDONLNQCFV-UHFFFAOYSA-N 0.000 claims description 4
- OAWUUPVZMNKZRY-UHFFFAOYSA-N cyprosulfamide Chemical compound COC1=CC=CC=C1C(=O)NS(=O)(=O)C1=CC=C(C(=O)NC2CC2)C=C1 OAWUUPVZMNKZRY-UHFFFAOYSA-N 0.000 claims description 4
- COYBRKAVBMYYSF-UHFFFAOYSA-N heptan-2-yl [(5-chloroquinolin-8-yl)oxy]acetate Chemical group C1=CN=C2C(OCC(=O)OC(C)CCCCC)=CC=C(Cl)C2=C1 COYBRKAVBMYYSF-UHFFFAOYSA-N 0.000 claims description 4
- PUIYMUZLKQOUOZ-UHFFFAOYSA-N isoproturon Chemical compound CC(C)C1=CC=C(NC(=O)N(C)C)C=C1 PUIYMUZLKQOUOZ-UHFFFAOYSA-N 0.000 claims description 4
- ITGSCCPVERXFGN-UHFFFAOYSA-N isoxadifen Chemical compound C1C(C(=O)O)=NOC1(C=1C=CC=CC=1)C1=CC=CC=C1 ITGSCCPVERXFGN-UHFFFAOYSA-N 0.000 claims description 4
- NVGOPFQZYCNLDU-UHFFFAOYSA-N norflurazon Chemical compound O=C1C(Cl)=C(NC)C=NN1C1=CC=CC(C(F)(F)F)=C1 NVGOPFQZYCNLDU-UHFFFAOYSA-N 0.000 claims description 4
- 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 claims description 4
- ZSDSQXJSNMTJDA-UHFFFAOYSA-N trifluralin Chemical compound CCCN(CCC)C1=C([N+]([O-])=O)C=C(C(F)(F)F)C=C1[N+]([O-])=O ZSDSQXJSNMTJDA-UHFFFAOYSA-N 0.000 claims description 4
- 239000005504 Dicamba Substances 0.000 claims description 3
- 239000005531 Flufenacet Substances 0.000 claims description 3
- 239000005564 Halosulfuron methyl Substances 0.000 claims description 3
- FMGZEUWROYGLAY-UHFFFAOYSA-N Halosulfuron-methyl Chemical group ClC1=NN(C)C(S(=O)(=O)NC(=O)NC=2N=C(OC)C=C(OC)N=2)=C1C(=O)OC FMGZEUWROYGLAY-UHFFFAOYSA-N 0.000 claims description 3
- 239000005578 Mesotrione Substances 0.000 claims description 3
- NTBVTCXMRYKRTB-UHFFFAOYSA-N N-{2-[(4,6-dimethoxypyrimidin-2-yl)(hydroxy)methyl]-6-(methoxymethyl)phenyl}-1,1-difluoromethanesulfonamide Chemical compound COCC1=CC=CC(C(O)C=2N=C(OC)C=C(OC)N=2)=C1NS(=O)(=O)C(F)F NTBVTCXMRYKRTB-UHFFFAOYSA-N 0.000 claims description 3
- 239000005601 Propoxycarbazone Substances 0.000 claims description 3
- 239000005604 Prosulfuron Substances 0.000 claims description 3
- LTUNNEGNEKBSEH-UHFFFAOYSA-N Prosulfuron Chemical compound COC1=NC(C)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)CCC(F)(F)F)=N1 LTUNNEGNEKBSEH-UHFFFAOYSA-N 0.000 claims description 3
- CNILNQMBAHKMFS-UHFFFAOYSA-M Pyrithiobac-sodium Chemical compound [Na+].COC1=CC(OC)=NC(SC=2C(=C(Cl)C=CC=2)C([O-])=O)=N1 CNILNQMBAHKMFS-UHFFFAOYSA-M 0.000 claims description 3
- 239000005614 Quizalofop-P-ethyl Substances 0.000 claims description 3
- CSPPKDPQLUUTND-NBVRZTHBSA-N Sethoxydim Chemical compound CCO\N=C(/CCC)C1=C(O)CC(CC(C)SCC)CC1=O CSPPKDPQLUUTND-NBVRZTHBSA-N 0.000 claims description 3
- QHTQREMOGMZHJV-UHFFFAOYSA-N Thiobencarb Chemical compound CCN(CC)C(=O)SCC1=CC=C(Cl)C=C1 QHTQREMOGMZHJV-UHFFFAOYSA-N 0.000 claims description 3
- RQVYBGPQFYCBGX-UHFFFAOYSA-N ametryn Chemical compound CCNC1=NC(NC(C)C)=NC(SC)=N1 RQVYBGPQFYCBGX-UHFFFAOYSA-N 0.000 claims description 3
- GINJFDRNADDBIN-FXQIFTODSA-N bilanafos Chemical compound OC(=O)[C@H](C)NC(=O)[C@H](C)NC(=O)[C@@H](N)CCP(C)(O)=O GINJFDRNADDBIN-FXQIFTODSA-N 0.000 claims description 3
- FUHMZYWBSHTEDZ-UHFFFAOYSA-M bispyribac-sodium Chemical compound [Na+].COC1=CC(OC)=NC(OC=2C(=C(OC=3N=C(OC)C=C(OC)N=3)C=CC=2)C([O-])=O)=N1 FUHMZYWBSHTEDZ-UHFFFAOYSA-M 0.000 claims description 3
- IWEDIXLBFLAXBO-UHFFFAOYSA-N dicamba Chemical compound COC1=C(Cl)C=CC(Cl)=C1C(O)=O IWEDIXLBFLAXBO-UHFFFAOYSA-N 0.000 claims description 3
- IANUJLZYFUDJIH-UHFFFAOYSA-N flufenacet Chemical compound C=1C=C(F)C=CC=1N(C(C)C)C(=O)COC1=NN=C(C(F)(F)F)S1 IANUJLZYFUDJIH-UHFFFAOYSA-N 0.000 claims description 3
- ZCNQYNHDVRPZIH-UHFFFAOYSA-N fluthiacet-methyl Chemical group C1=C(Cl)C(SCC(=O)OC)=CC(N=C2N3CCCCN3C(=O)S2)=C1F ZCNQYNHDVRPZIH-UHFFFAOYSA-N 0.000 claims description 3
- KPUREKXXPHOJQT-UHFFFAOYSA-N mesotrione Chemical compound [O-][N+](=O)C1=CC(S(=O)(=O)C)=CC=C1C(=O)C1C(=O)CCCC1=O KPUREKXXPHOJQT-UHFFFAOYSA-N 0.000 claims description 3
- NIFKBBMCXCMCAO-UHFFFAOYSA-N methyl 2-[(4,6-dimethoxypyrimidin-2-yl)carbamoylsulfamoyl]-4-(methanesulfonamidomethyl)benzoate Chemical group 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 claims description 3
- JTHMVYBOQLDDIY-UHFFFAOYSA-N methyl 2-[(4-methyl-5-oxo-3-propoxy-1,2,4-triazole-1-carbonyl)sulfamoyl]benzoate Chemical compound O=C1N(C)C(OCCC)=NN1C(=O)NS(=O)(=O)C1=CC=CC=C1C(=O)OC JTHMVYBOQLDDIY-UHFFFAOYSA-N 0.000 claims description 3
- 125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 claims description 3
- ODCWYMIRDDJXKW-UHFFFAOYSA-N simazine Chemical compound CCNC1=NC(Cl)=NC(NCC)=N1 ODCWYMIRDDJXKW-UHFFFAOYSA-N 0.000 claims description 3
- WVQBLGZPHOPPFO-LBPRGKRZSA-N (S)-metolachlor Chemical compound CCC1=CC=CC(C)=C1N([C@@H](C)COC)C(=O)CCl WVQBLGZPHOPPFO-LBPRGKRZSA-N 0.000 claims 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 claims description 2
- NUPJIGQFXCQJBK-UHFFFAOYSA-N 2-(4-isopropyl-4-methyl-5-oxo-4,5-dihydro-1H-imidazol-2-yl)-5-(methoxymethyl)nicotinic acid Chemical compound OC(=O)C1=CC(COC)=CN=C1C1=NC(C)(C(C)C)C(=O)N1 NUPJIGQFXCQJBK-UHFFFAOYSA-N 0.000 claims description 2
- IRJQWZWMQCVOLA-ZBKNUEDVSA-N 2-[(z)-n-[(3,5-difluorophenyl)carbamoylamino]-c-methylcarbonimidoyl]pyridine-3-carboxylic acid Chemical compound N=1C=CC=C(C(O)=O)C=1C(/C)=N\NC(=O)NC1=CC(F)=CC(F)=C1 IRJQWZWMQCVOLA-ZBKNUEDVSA-N 0.000 claims description 2
- IOYNQIMAUDJVEI-ZFNPBRLTSA-N 2-[N-[(E)-3-chloroprop-2-enoxy]-C-ethylcarbonimidoyl]-3-hydroxy-5-(oxan-4-yl)cyclohex-2-en-1-one Chemical compound C1C(=O)C(C(=NOC\C=C\Cl)CC)=C(O)CC1C1CCOCC1 IOYNQIMAUDJVEI-ZFNPBRLTSA-N 0.000 claims description 2
- NYRMIJKDBAQCHC-UHFFFAOYSA-N 5-(methylamino)-2-phenyl-4-[3-(trifluoromethyl)phenyl]furan-3(2H)-one Chemical compound O1C(NC)=C(C=2C=C(C=CC=2)C(F)(F)F)C(=O)C1C1=CC=CC=C1 NYRMIJKDBAQCHC-UHFFFAOYSA-N 0.000 claims 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 claims description 2
- 239000003666 Amidosulfuron Substances 0.000 claims description 2
- 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 claims description 2
- 239000005494 Chlorotoluron Substances 0.000 claims description 2
- 239000005501 Cycloxydim Substances 0.000 claims description 2
- 239000005529 Florasulam Substances 0.000 claims description 2
- QZXATCCPQKOEIH-UHFFFAOYSA-N Florasulam Chemical compound N=1N2C(OC)=NC=C(F)C2=NC=1S(=O)(=O)NC1=C(F)C=CC=C1F QZXATCCPQKOEIH-UHFFFAOYSA-N 0.000 claims description 2
- 239000005558 Fluroxypyr Substances 0.000 claims description 2
- 239000005559 Flurtamone Substances 0.000 claims description 2
- CAWXEEYDBZRFPE-UHFFFAOYSA-N Hexazinone Chemical compound O=C1N(C)C(N(C)C)=NC(=O)N1C1CCCCC1 CAWXEEYDBZRFPE-UHFFFAOYSA-N 0.000 claims description 2
- 239000005566 Imazamox Substances 0.000 claims description 2
- 239000005570 Isoxaben Substances 0.000 claims description 2
- 239000005580 Metazachlor Substances 0.000 claims description 2
- 239000005597 Pinoxaden Substances 0.000 claims description 2
- 239000005605 Pyraflufen-ethyl Substances 0.000 claims description 2
- 239000005617 S-Metolachlor Substances 0.000 claims description 2
- 239000005619 Sulfosulfuron Substances 0.000 claims description 2
- HBPDKDSFLXWOAE-UHFFFAOYSA-N Tebuthiuron Chemical compound CNC(=O)N(C)C1=NN=C(C(C)(C)C)S1 HBPDKDSFLXWOAE-UHFFFAOYSA-N 0.000 claims description 2
- 239000005621 Terbuthylazine Substances 0.000 claims description 2
- 239000005624 Tralkoxydim Substances 0.000 claims description 2
- GGWHBJGBERXSLL-NBVRZTHBSA-N chembl113137 Chemical compound C1C(=O)C(C(=N/OCC)/CCC)=C(O)CC1C1CSCCC1 GGWHBJGBERXSLL-NBVRZTHBSA-N 0.000 claims description 2
- 229910052801 chlorine Inorganic materials 0.000 claims description 2
- JXCGFZXSOMJFOA-UHFFFAOYSA-N chlorotoluron Chemical compound CN(C)C(=O)NC1=CC=C(C)C(Cl)=C1 JXCGFZXSOMJFOA-UHFFFAOYSA-N 0.000 claims description 2
- 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 claims description 2
- 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 claims description 2
- UOUXAYAIONPXDH-UHFFFAOYSA-M flucarbazone-sodium Chemical compound [Na+].O=C1N(C)C(OC)=NN1C(=O)[N-]S(=O)(=O)C1=CC=CC=C1OC(F)(F)F UOUXAYAIONPXDH-UHFFFAOYSA-M 0.000 claims description 2
- MEFQWPUMEMWTJP-UHFFFAOYSA-N fluroxypyr Chemical compound NC1=C(Cl)C(F)=NC(OCC(O)=O)=C1Cl MEFQWPUMEMWTJP-UHFFFAOYSA-N 0.000 claims description 2
- BGZZWXTVIYUUEY-UHFFFAOYSA-N fomesafen Chemical compound C1=C([N+]([O-])=O)C(C(=O)NS(=O)(=O)C)=CC(OC=2C(=CC(=CC=2)C(F)(F)F)Cl)=C1 BGZZWXTVIYUUEY-UHFFFAOYSA-N 0.000 claims description 2
- PMHURSZHKKJGBM-UHFFFAOYSA-N isoxaben Chemical compound O1N=C(C(C)(CC)CC)C=C1NC(=O)C1=C(OC)C=CC=C1OC PMHURSZHKKJGBM-UHFFFAOYSA-N 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- STEPQTYSZVCJPV-UHFFFAOYSA-N metazachlor Chemical compound CC1=CC=CC(C)=C1N(C(=O)CCl)CN1N=CC=C1 STEPQTYSZVCJPV-UHFFFAOYSA-N 0.000 claims description 2
- BACHBFVBHLGWSL-UHFFFAOYSA-N methyl 2-[4-(2,4-dichlorophenoxy)phenoxy]propanoate Chemical group C1=CC(OC(C)C(=O)OC)=CC=C1OC1=CC=C(Cl)C=C1Cl BACHBFVBHLGWSL-UHFFFAOYSA-N 0.000 claims description 2
- MGOHCFMYLBAPRN-UHFFFAOYSA-N pinoxaden Chemical compound CCC1=CC(C)=CC(CC)=C1C(C1=O)=C(OC(=O)C(C)(C)C)N2N1CCOCC2 MGOHCFMYLBAPRN-UHFFFAOYSA-N 0.000 claims description 2
- APTZNLHMIGJTEW-UHFFFAOYSA-N pyraflufen-ethyl Chemical group C1=C(Cl)C(OCC(=O)OCC)=CC(C=2C(=C(OC(F)F)N(C)N=2)Cl)=C1F APTZNLHMIGJTEW-UHFFFAOYSA-N 0.000 claims description 2
- FFSSWMQPCJRCRV-UHFFFAOYSA-N quinclorac Chemical compound ClC1=CN=C2C(C(=O)O)=C(Cl)C=CC2=C1 FFSSWMQPCJRCRV-UHFFFAOYSA-N 0.000 claims description 2
- OSUHJPCHFDQAIT-GFCCVEGCSA-N quizalofop-P-ethyl Chemical group C1=CC(O[C@H](C)C(=O)OCC)=CC=C1OC1=CN=C(C=C(Cl)C=C2)C2=N1 OSUHJPCHFDQAIT-GFCCVEGCSA-N 0.000 claims description 2
- 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 2
- FZXISNSWEXTPMF-UHFFFAOYSA-N terbutylazine Chemical compound CCNC1=NC(Cl)=NC(NC(C)(C)C)=N1 FZXISNSWEXTPMF-UHFFFAOYSA-N 0.000 claims description 2
- DQFPEYARZIQXRM-LTGZKZEYSA-N tralkoxydim Chemical compound C1C(=O)C(C(/CC)=N/OCC)=C(O)CC1C1=C(C)C=C(C)C=C1C DQFPEYARZIQXRM-LTGZKZEYSA-N 0.000 claims description 2
- YMXOXAPKZDWXLY-QWRGUYRKSA-N tribenuron methyl Chemical group COC(=O)[C@H]1CCCC[C@@H]1S(=O)(=O)NC(=O)N(C)C1=NC(C)=NC(OC)=N1 YMXOXAPKZDWXLY-QWRGUYRKSA-N 0.000 claims description 2
- 235000001484 Trigonella foenum graecum Nutrition 0.000 claims 16
- 244000250129 Trigonella foenum graecum Species 0.000 claims 16
- 235000001019 trigonella foenum-graecum Nutrition 0.000 claims 16
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 15
- 229910052794 bromium Inorganic materials 0.000 claims 15
- LNETULKMXZVUST-UHFFFAOYSA-N 1-naphthoic acid Chemical compound C1=CC=C2C(C(=O)O)=CC=CC2=C1 LNETULKMXZVUST-UHFFFAOYSA-N 0.000 claims 3
- PJUIMOJAAPLTRJ-UHFFFAOYSA-N monothioglycerol Chemical compound OCC(O)CS PJUIMOJAAPLTRJ-UHFFFAOYSA-N 0.000 claims 2
- 229940035024 thioglycerol Drugs 0.000 claims 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 1
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- A—HUMAN NECESSITIES
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- A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
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- A01N43/70—Diamino—1,3,5—triazines with only one oxygen, sulfur or halogen atom or only one cyano, thiocyano (—SCN), cyanato (—OCN) or azido (—N3) group directly attached to a ring carbon atom
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- A—HUMAN NECESSITIES
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- A—HUMAN NECESSITIES
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- A01N2300/00—Combinations or mixtures of active ingredients covered by classes A01N27/00 - A01N65/48 with other active or formulation relevant ingredients, e.g. specific carrier materials or surfactants, covered by classes A01N25/00 - A01N65/48
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Abstract
유용 작물에 대한 안전성이 높고, 수전, 전지, 비농경지 등에 있어서 문제가 되는 각종 잡초를 발아 전부터 생육기의 넓은 범위에 걸쳐 방제하는 이소옥사졸린 유도체 또는 그 염을 포함하는 제초제 조성물을 제공한다.
식 I에서 나타나는 이소옥사졸린 유도체 및 그 염으로 이루어지는 군으로부터 선택되는 1종 또는 2종 이상의 화합물인 [성분 A]와, 이하에 기재된 [성분 B]를 유효 성분으로서 함유하는 것을 특징으로 하는 제초제 조성물.
[성분 A]:
(화학식 I)
[식 중, R1 및 R2는 독립하여 수소원자, C1~C10 알킬기, C3~C8 시클로알킬기 또는 C3~C8 시클로알킬 C1~C3 알킬기를 나타내고, R3 및 R4는 독립하여 수소원자, C1~C10 알킬기 또는 C3~C8 시클로알킬기를 나타내고, 또한 R1, R2, R3 및 R4는 이들이 결합한 탄소원자와 함께 5~8원환을 형성할 수도 있고, R5 및 R6은 독립하여 수소원자 또는 C1~C10 알킬기를 나타내고, Y는 질소원자, 산소원자 및 황원자로 이루어지는 군으로부터 선택되는 임의의 헤테로원자를 가지는 5~6원의 방향족 헤테로환기 또는 방향족 헤테로축합환기를 나타내고, n은 0~2의 정수를 나타낸다.]
[성분 B]:
이마자퀸, 디우론, 술펜트라존, 술코트리온, 노르플루라존, 클로마존 또는 디메테나미드-P, 프로술포카르브, 이소프로투론, 트리플루랄린, 트리알레이트
제초제, 이속사졸린
Description
본 발명은 신규한 제초성 조성물에 관한 것이다.
본 발명의 제초성 조성물에 함유되는 [성분 A]인 이소옥사졸린 유도체 또는 그 염으로 이루어지는 화합물은 벼, 밀, 대맥, 옥수수, 수수, 대두, 목화, 사탕무, 잔디, 과수 등에 안전하며, 그 자체로 우수한 제초 효과를 가지는 것이 특허문헌 1에 기재되어 있다.
또 본 발명의 제초성 조성물에 함유되는 후에 기술하는 [성분 B] 및 [성분 C]의 화합물은 제초 활성을 가지는 공지 화합물이며, 예를 들어 비특허문헌 1~3에 기재되어 있다.
또한 본 발명의 제초성 조성물에 필요에 따라서 함유되는 후에 기술하는 [성분 D]의 화합물군은 약해경감제로서 공지 화합물이며, 이들 화합물은 비특허문헌 1 및 2에 기재되어 있다.
특허문헌 2에는 식 I에서 나타나는 화합물과 공지된 제초제 화합물을 혼합할 수 있는 예가 기재되어 있다.
한편, 오랜 세월에 걸친 연구 개발 중에서 다종 다양한 제초제가 실용화되어 있고, 이들 제초제는 잡초 방제 작업의 생력화나 농원예용 작물의 생산성 향상에 기여해 왔다. 그러나 오늘날에 있어서도, 보다 안전하고 우수한 제초 특성을 가지는 신규인 제초제의 개발이 요망되고 있다.
또 종래 유용 작물에 대해서 사용되는 제초제는 토양 또는 경엽에 시용(施用)하여, 저약량으로 광범위한 잡초종에 충분한 제초 효과를 나타내고, 게다가 작물·잡초간에 높은 선택성을 발휘하는 약제인 것이 요망된다.
[특허문헌 1] : WO2002/062770호 공보
[특허문헌 2] : WO2004/O14138호 공보
[비특허문헌 1] : 페스티사이드 매뉴얼 제14판(Pesticide Manual 13th edition, British Crop Council)
[비특허문헌 2] : 시부야 인덱스 제12판, 제11판(SHIBUYA INDEX 10th Edition, 11th Edition, 발행자:SHIBUYA INDEX 연구회)
[비특허문헌 3] : 월간 파인케미컬 제35권 제7호(2006년) (씨엠씨 출판)
(발명의 개시)
(발명이 해결하고자 하는 과제)
본 발명의 목적은 유용 작물 또는 유용 식물의 재배에 있어서 바람직하지 않은 잡초를 방제하기 위해서 하기의 식 I에서 나타나는 이소옥사졸린 유도체 또는 그 염을 포함하는 제초제 조성물을 제공하는 것에 있다.
(과제를 해결하기 위한 수단)
본 발명자들은 상기한 목적을 달성하기 위해 예의 연구를 거듭한 결과, 하기의 식 I에서 나타나는 이소옥사졸린 유도체 또는 그 염으로 이루어지는 화합물인 [성분 A]와, 하기의 [성분 B]에 나타낸 제초제를 혼용하거나; [성분 A]와, [성분 B]와, 하기의 [성분 C]에 나타낸 제초제를 혼용하거나; [성분 A]와, [성분 B]와, 하기의 [성분 D]에 나타낸 약해경감제를 혼용하거나; 또는 [성분 A]와, [성분 B]와, [성분 C]와, [성분 D]를 혼용함으로써 각각의 제초 효과가 간단히 상가적(相加的)으로 얻어질 뿐만아니라, 상승적 살초 효과가 발현되거나 또 상승적으로 약해가 경감되는 것을 알아냈다.
즉, 본 발명자들은 2종 이상의 약제의 병용에 의해, 각 단제에 의한 제초 적용 범위에 비해 제초 스펙트럼이 확대됨과 동시에 제초 효과가 조기에 달성되고, 효과도 지속되며, 또한 각각의 단독으로의 사용약량보다 저약량으로 충분한 효과를 발휘함과 아울러, 벼, 밀, 대맥, 옥수수, 수수, 대두, 목화, 사탕무, 잔디, 과수 등에 대한 안전성도 확보되고, 1회의 처리로 충분한 제초 효과를 발휘하는 것을 알아내어, 본 발명을 완성시키는 것에 이르렀다.
본 발명은 이하의 요지를 가지는 것을 특징으로 하는 것이다.
1. 이하에 기재되는 식 I에서 나타나는 이소옥사졸린 유도체 및 그 염으로 이루어지는 군으로부터 선택되는 1종 또는 2종 이상의 화합물인 [성분 A]와, 이하에 기재된 [성분 B]를 유효 성분으로서 함유하는 것을 특징으로 하는 제초제 조성물.
[성분 A]
[식 중,
R1 및 R2는 독립하여 수소원자, C1~C10 알킬기, C3~C8 시클로알킬기 또는 C3~C8 시클로알킬 C1~C3 알킬기를 나타내거나 또는 R1과 R2가 하나가 되어 이들이 결합한 탄소원자와 함께 C3~C7의 스피로환을 나타내고;
R3 및 R4는 독립하여 수소원자, C1~C10 알킬기 또는 C3~C8 시클로알킬기를 나타내거나 또는 R3과 R4가 하나가 되어 이들이 결합한 탄소원자와 함께 C3~C7의 스피로환을 나타내고; 또한 R1, R2, R3 및 R4는 이들이 결합한 탄소원자와 함께 5~8원환을 형성할 수도 있고,
R5 및 R6은 독립하여 수소원자 또는 C1~C10 알킬기를 나타내고;
Y는 질소원자, 산소원자 및 황원자로 이루어지는 군으로부터 선택되는 임의의 헤테로원자를 가지는 5~6원의 방향족 헤테로환기 또는 방향족 헤테로축합환기를 나타내고, 이들 헤테로환기는 치환기군 α로부터 선택되는 0~6개의 동일 또는 상이한 기로 치환되어 있어도 되고, 또 인접한 알킬기끼리, 알콕시기끼리, 알킬기와 알콕시기, 알킬기와 알킬티오기, 알킬기와 알킬술포닐기, 알킬기와 모노알킬아미노기 또는 알킬기와 디알킬아미노기가 2개 결합하여 1~4개의 할로겐원자로 치환되어도 되는 5~8원환을 형성하고 있어도 되며, 또 이들 헤테로환기의 헤테로원자가 질소원자일 때는 산화되어 N-옥시드가 되어도 되고,
n은 0~2의 정수를 나타낸다.
「치환기군 α」
수산기, 티올기, 할로겐원자, C1~C10 알킬기, 치환기군 β로부터 선택되는 임의의 기로 모노치환된 C1~C10 알킬기, C1~C4 할로알킬기, C3~C8 시클로알킬기, C1~C10 알콕시기, 치환기군 γ로부터 선택되는 임의의 기로 모노치환된 C1~C10 알콕시기, C1~C4 할로알콕시기, C3~C8 시클로알킬옥시기, C3~C8 시클로알킬 C1~C3 알킬옥시기, C1~C10 알킬티오기, 치환기군 γ로부터 선택되는 임의의 기로 모노치환된 C1~C10 알킬티오기, C1~C4 할로알킬티오기, C2~C6 알케닐기, C2~C6 알케닐옥시기, C2~C6 알키닐기, C2~C6 알키닐옥시기, C1~C10 알킬술피닐기, 치환기군 γ로부터 선택되는 임의의 기로 모노치환된 C1~C10 알킬술피닐기, C1~C10 알킬술포닐기, 치환기군 γ로부터 선택되는 임의의 기로 모노치환된 C1~C10 알킬술포닐기, C1~C4 할로알킬술피닐기, 치환기군 γ로부터 선택되는 임의의 기로 모노치환된 C1~C10 알킬술포닐옥시기, C1~C4 할로알킬술포닐기, C1~C10 알킬술포닐옥시기, C1~C4 할로알킬술포닐옥시기, 치환되어 있어도 되는 페닐기, 치환되어 있어도 되는 페녹시기, 치환되어 있어도 되는 페닐티오기, 치환되어 있어도 되는 방향족 헤테로환기, 치환되어 있어도 되는 방향족 헤테로환옥시기, 치환되어 있어도 되는 방향족 헤테로환티오기, 치환되어 있어도 되는 페닐술피닐기, 치환되어 있어도 되는 페닐술포닐기, 치환되어 있어도 되는 방향족 헤테로환술포닐기, 치환되어 있어도 되는 페닐술포닐옥시기, 아실기, C1~C4 할로알킬카르보닐기, 치환되어 있어도 되는 벤질카르보닐기, 치환되어 있어도 되는 벤조일기, 카르복실기, C1~C10 알콕시카르보닐기, 치환되어 있어도 되는 벤질옥시카르보닐기, 치환되어 있어도 되는 페녹시카르보닐기, 시아노기, 카르바모일기(이 기의 질소원자는 독립하여 C1~C10 알킬기 또는 치환되어 있어도 되는 페닐기로 치환되어 있어도 됨), C1~C6 아실옥시기, C1~C4 할로알킬카르보닐옥시기, 치환되어 있어도 되는 벤질카르보닐옥시기, 치환되어 있어도 되는 벤조일옥시기, 니트로기, 아미노기(이 기의 질소원자는 독립하여 C1~C10 알킬기, 치환되어 있어도 되는 페닐기, C1~C6 아실기, C1~C4 할로알킬카르보닐기, 치환되어 있어도 되는 벤질카르보닐기, 치환되어 있어도 되는 벤조일기, C1~C10 알킬술포닐기, C1~C4 할로알킬술포닐기, 치환되어 있어도 되는 벤질술포닐기 또는 치환되어 있어도 되는 페닐술포닐기로 치환되어 있어도 됨).
「치환기군 β」
수산기, C3~C8 시클로알킬기(이 기는 할로겐원자 또는 알킬기로 치환되어도 됨), C1~C10 알콕시기, C1~C10 알킬티오기, C1~C10 알킬술포닐기, C1~C10 알콕시카르보닐기, C2~C6 할로알케닐기, 아미노기(이 기의 질소원자는 독립하여 C1~C10 알킬기, C1~C6 아실기, C1~C4 할로알킬카르보닐기, C1~C10 알킬술포닐기, C1~C4 할로알킬술포닐기로 치환되어 있어도 됨), 카르바모일기(이 기의 질소원자는 독립하여 C1~C10 알킬기로 치환되어 있어도 됨), C1~C6 아실기, C1~C4 할로알킬카르보닐기, C1~C10 알콕시이미노기, 시아노기, 치환되어 있어도 되는 페닐기, 치환되어 있어도 되는 페녹시기.
「치환기군 γ」
C1~C10 알콕시카르보닐기, 치환되어 있어도 되는 페닐기, 치환되어 있어도 되는 방향족 헤테로환기, 시아노기, 카르바모일기(이 기의 질소원자는 독립하여 C1~C10 알킬기로 치환되어 있어도 됨).
[성분 B]:
(B-1)아세틸CoA카르복시라아제 저해제
(a)아릴옥시페녹시프로피온산계 화합물:
클로디나포프(clodinafop-propargyl), 시할로포프·부틸(cyhalofop-butyl), 디클로포프·메틸(diclofop-methyl), 페녹사프로프·P·에틸(fenoxaprop-P-ethyl), 페녹사프로프·에틸(fenoxaprop-ethyl), 플루아지포프(fluazifop-butyl), 플루아지포프·P(fluazifop-P-butyl), 할록시포프(haloxyfop), 할록시포프·P(haloxyfop-P), 할록시포프·P·메틸(haloxyfop-P-methyl), 메타미포프(metamifop), 프로파퀴자포프(propaquizafop), 퀴잘로포프·에틸(quizalofop-ethyl), 퀴잘로포프·P(quizalofop-P), 퀴잘로포프·P·에틸(quizalofop-P-ethyl), 퀴잘로포프·P·테푸릴(quizalofop-P-tefuryl)
(b)시클로헥산디온계 화합물:
알록시딤(alloxydim), 부트록시딤(butroxydim), 클레토딤(clethodim), 시클록시딤(cycloxydim), 프로폭시딤(profoxydim), 세톡시딤(sethoxydim), 테프랄록시딤(tepraloxydim), 트랄콕시딤(tralkoxydim)
(c)페닐피라졸린계 화합물:
아미노피랄리드(aminopyralid)
(B-2)분기쇄 아미노산 합성 저해제
(a)술포닐우레아계 화합물:
아미도술푸론(amidosulfuron), 아짐술푸론(azimsulfuron), 벤술푸론·메틸(bensulfuron-methyl), 클로리무론·에틸(chlorimuron-ethyl), 클로르술푸론(chlorsulfuron), 시노술푸론(cinosulfuron), 시클로술파무론(cyclosulfamuron), 에타메트술푸론·메틸(ethametsulfuron-methyl), 에톡시술푸론(ethoxysulfuron), 플라자술푸론(flazasulfuron), 플루피르술푸론(flupyrsulfuron-methyl-sodium), 포람술푸론(foramsulfuron), 이마조술푸론(imazosulfuron), 이오도술푸론(iodosulfulon-methyl-sodium), 메소술푸론·메틸(mesosulfuron-methyl), 메트술푸론·메틸(metsulfuron-methyl), 옥사술푸론(oxasulfuron), 피라조술푸론·에틸(pyrazosulfuron-ethyl), 술포메투론·메틸(sulfometuron-methyl), 술포술푸론(sulfosulfuron), 트리아술푸론(triasulfuron), 트리베누론·메틸(tribenuron-methyl), 트리플록시술푸론·나트륨염(trifloxysulfuron-sodium), 트리플루술푸론·메틸(triflusulfuron-methyl), 트리토술푸론(tritosulfuron)
(b)이미다졸리논계 화합물:
이마자메타벤즈메틸(imazamethabenz-methyl), 이마자목스(imazamox), 이마자픽(imazapic), 이마자퀸(imazaquin)
(c)트리아졸로피리미딘계 화합물:
디클로술람(diclosulam), 플로라술람(florasulam), 메토술람(metosulam), 페녹스술람(penoxsulam)
(d)피리미디닐옥시(티오)벤조산계 화합물:
비스피리박·나트륨염(bispyribac-sodium), 피리벤족심(pyribenzoxim), 피리프탈리드(pyriftalid), 피리미노박메틸(pyriminobac-methyl), 피리티오박·나트륨염(pyrithiobac-sodium)
(e)술포닐아미노카르보닐트리아졸리논계 화합물:
플루카르바존·나트륨염(flucarbazone-sodium)
(B-3)광합성II 저해제
(a)트리아진계 화합물:
아메트린(ametryn), 디메타메트린(dimethametryn), 데스메트린(desmetryne), 프로메트린(prometryn), 프로파진(propazine), 시메트린(simetryn), 테르부메톤(terbumeton), 테르부틸라진(terbuthylazine), 테르부트린(terbutryn), 트리에타진(trietazine)
(b)트리아지논계 화합물:
헥사지논(hexazinone), 메타미트론(metamitron)
(c)트리아졸리논계 화합물:
아미카르바존(amicarbazone)
(d)우라실계 화합물:
브로마실(bromacil), 레나실(lenacil), 테르바실(terbacil)
(e)피리다지논계 화합물:
클로리다존(chloridazon)
(f)페닐카르바메이트계 화합물:
데스메디팜(desmedipham), 펜메디팜(phenmedipham)
(g)우레아계 화합물:
클로르브로무론(chlorbromuron), 클로로톨루론(chlorotoluron), 클로록수론(chloroxuron), 디메푸론(dimefuron), 디우론(diuron), 에티디무론(ethidimuron), 페누론(fenuron), 플루오메투론(fluometuron), 이소프로투론(isoproturon), 이소우론(isouron), 메타벤즈티아주론(methabenzthiazuron), 메토브로무론(metobromuron), 메톡수론(metoxuron), 모놀리누론(monolinuron), 네부론(neburon), 시두론(siduron), 테부티우론(tebuthiuron)
(h)아닐리드계 화합물:
펜타노클로르(pentanochlor), 프로파닐(propanil)
(i)히드록시벤조니트릴계 화합물:
아이옥시닐(ioxynil), 브로모페녹심(bromofenoxim)
(j)벤조티아디아지논계 화합물:
벤타존(bentazone)
(k)페닐피리다진계 화합물:
피리데이트(pyridate), 피리다폴(pyridafol)
(B-4)광합성I 저해제
(a)비피리디움계 화합물:
디쿠아트(diquat), 파라쿠아트(paraquat)
(B-5)프로토포르피린 합성 저해제
(a)디페닐에테르계 화합물:
아시플루오르펜(acifluorfen), 비페녹스(bifenox), 클로메톡시펜(chlomethoxyfen), 플루오로글리코펜(fluoroglycofen-ethyl), 포메사펜(fomesafen), 락토펜(lactofen), 옥시플루오르펜(oxyfluorfen)
(b)페닐프탈이미드계 화합물:
시니돈·에틸(cinidon-ethyl), 플루미클로락·펜틸(flumiclorac-pentyl)
(c)티아디아졸계 화합물:
플루티아세트·메틸(fluthiacet-methyl), 티디아지민(thidiazimin)
(d)옥사디아졸계 화합물:
옥사디아르길(oxadiargyl), 옥사디아존(oxadiazon)
(e)트리아졸리논계 화합물:
아자페니딘(azafenidin), 술펜트라존(sulfentrazone)
(f)피리미딘디온계 화합물:
부타페나실(butafenacil), 벤즈펜디존(benzfendizone)
(g)옥사졸리딘디온계 화합물:
펜톡사존(pentoxazone)
(h)페닐피라졸계 화합물:
피라플루펜·에틸(pyraflufen-ethyl), 플루아졸레이트(fluazolate)
(i)그 밖의 화합물:
피라클로닐(pyraclonil), 프로플루아졸(profluazol), 플루펜피르·에틸(flufenpyr-ethyl)
(B-6)4-히드록시페닐피루빈산디옥시게나아제 저해제, 카로테노이드 합성 저해제
(a)피리다지논계 화합물:
노르플루라존(norflurazon)
(b)트리케톤계 화합물:
술코트리온(sulcotrione)
(c)이속사졸계 화합물:
이속사클로르톨(isoxachlortole)
(d)피라졸계 화합물:
벤조페나프(benzofenap), 피라졸리네이트(피라졸레이트)(pyrazolynate), 피라족시펜(pyrazoxyfen)
(e)트리아졸계 화합물:
아미트롤(amitrole)
(f)이속사졸리디논계 화합물:
클로마존(clomazone)
(g)피리딘카르복사미드계 화합물:
피콜리나펜(picolinafen)
(h)디페닐에테르계 화합물:
아클로니펜(aclonifen)
(i)우레아계 화합물:
플루오메투론(fluometuron)
(j)그 밖의 화합물:
베플루부타미드(beflubutamid), 플루리돈(fluridone), 플루로클로리돈(flurochloridone), 플루르타몬(flurtamone), 벤조비시클론(benzobicyclon)
(B-7)5-에놀피루빌시키미산3인산 합성 저해제
(a)글리신계 화합물:
글리포세이트·트리메슘염(술포세이트)(sulfosate)
(B-8)글루타민 합성 저해제
(a)포스핀산계 화합물:
빌라나포스(bilanafos)
(B-9)폴산 합성 저해제
(a)카르바메이트계 화합물:
아술람(asulam)
(B-10)세포분열 저해제, 초장쇄 지방산 합성 저해제
(a)디니트로아닐린계 화합물:
벤플루랄린(benfluralin), 부트랄린(butralin), 디니트라민(dinitramine), 에탈플루랄린(ethalfluralin), 오리잘린(oryzalin), 트리플루랄린(trifluralin)
(b)피리딘계 화합물:
디티오피르(dithiopyr), 티아조피르(thiazopyr)
(c)벤젠디카르복실산계 화합물:
클로르탈·디메틸(chlorthal-dimethyl)
(d)포스포로아미데이트계 화합물:
부타미포스(butamifos), 아미프로포스·메틸(amiprophos-methyl)
(e)벤즈아미드계 화합물:
프로피자미드(propyzamide), 테부탐(tebutam)
(f)카르바메이트계 화합물:
카르베타미드(carbetamide), 클로르프로팜(chlorpropham), 프로팜(propham)
(g)클로로아세토아미드계 화합물:
아세토클로르(acetochlor), 알라클로르(alachlor), 부타클로르(butachlor), 디메타클로르(dimethachlor), 디메테나미드(dimethenamid), 메타자클로르(metazachlor), 페톡사미드(pethoxamid), 프레틸라클로르(pretilachlor), 프로파클로르(propachlor), 프로피소클로르(propisochlor), S-메톨라클로르(S-metolachlor), 테닐클로르(thenylchlor)
(h)옥시아세토아미드계 화합물:
플루페나세트(flufenacet), 메페나세트(mefenacet)
(i)테트라졸리논계 화합물:
펜트라자미드(fentrazamide)
(j)알칸아미드계 화합물:
디페나미드(diphenamid), 나프로아닐리드(naproanilide), 나프로파미드(napropamide)
(k)그 밖의 화합물:
아닐로포스(anilofos), 카펜스트롤(cafenstrole), 피페로포스(piperophos)
(B-11)셀룰로오스 합성 저해제
(a)벤조니트릴계 화합물:
디클로베닐(dichlobenil), 클로르티아미드(chlorthiamid)
(b)벤즈아미드계 화합물:
이속사벤(isoxaben)
(c)트리아졸로카르복시아미드계 화합물:
플루폭삼(flupoxame)
(B-12)세포막 파괴제
(a)디니트로페놀계 화합물:
디노텁(dinoterb), DNOC, 디노셉(dinoseb)
(B-13)지방산 합성 저해제
(a)티오카르바메이트계 화합물:
부틸레이트(butylate), 시클로에이트(cycloate), 디메피페레이트(dimepiperate), EPTC, 에스프로카르브(esprocarb), 몰리네이트(molinate), 오르 벤카르브(orbencarb), 페불레이트(pebulate), 프로술포카르브(prosulfocarb), 티오벤카르브(thiobencarb), 티오카르바질(tiocarbazil), 트리알레이트(triallate), 베르놀레이트(vernolate)
(b)벤조푸란계 화합물:
벤푸레세이트(benfuresate), 에토푸메세이트(ethofumesate)
(c)클로로카르복실산계 화합물:
TCA, 달라폰(dalapon), 플루프로파네이트(flupropanate)
(d)포스포로디티오에이트계 화합물:
벤술리드(bensulide)
(B-14)옥신 합성 저해제
(a)페녹시카르복실산계 화합물:
클로메프로프(clomeprop), 2,4-D, 2,4-DB, 디클로르프로프(dichlorprop), 디클로르프로프-P(dichlorprop-P), MCPA, MCPB, 메코프로프(mecoprop), 메코프로프-P·칼륨염(mecoprop-P), MCPA·티오에틸(MCPA-thioethyl)
(b)벤조산계 화합물:
2,3,6-TBA, 클로람벤(chloramben)
(c)피리딘카르복실산계 화합물:
플루록시피르(fluroxypyr), 피클로람(picloram), 트리클로피르(triclopyr)
(d)퀴놀린카르복실산계 화합물:
퀸클로락(quinclorac)
(e)벤조티아졸론계 화합물:
베나졸린(benazolin)
(B-15)옥신 수송 저해제
(a)세미카르바존계 화합물:
디플루펜조피르(diflufenzopyr)
(b)프탈아메이트계 화합물:
나프탈람(naptalam)
(B-16)그 밖의 저해제
디펜조쿠아트(difenzoquat), 플람프로프·M(flamprop-M), 브로모부티드(bromobutide), 옥사지클로메폰(oxaziclomefone), 신메틸린(cinmethylin), 에토벤자니드(etobenzanid), 포사민(fosamine), 쿠밀루론(cumyluron), 다이무론(daimuron), 메틸디무론(methyl-dimuron), 인다노판(indanofan), 피리부티카르브(pyributicarb), 피리미술판(pyrimisulfan), HC-252, 포클로르페누론(forchlorfenuron), 티디아주론(thidiazuron), 피라술포톨(pyrasulfotole), 말레산히드라지드(maleic hydrazide), 디플루메토림(diflumetorim), 펜클로림(fenclorim), 안시미돌(ancymidol), 플루르프리미돌(flurprimidol), 클로르메쿠아트(chlormequat), 메피쿠아트·클로리드(mepiquatchloride), 퀸메락(quinmerac), 프로폭시카르바존·나트륨염(propoxycarbazone-sodium), 프로폭시카르바존(propoxycarbazone), 플루세토술푸론(flucetosulfuron), 테푸릴트리온(tefuryltrion), 카르부틸레이트(karbutilate), 메토벤주론(metobenzuron), 프로 디아민(prodiamine), 피록스술람(pyroxsulam), 트리아지플람(triaziflam), 피녹사덴(pinoxaden), 벤카르바존(bencarbazone), 트리넥사팍·에틸(trinexapac-ethyl), 프로헥사디온·칼슘(prohexadione-calcium), 그들의 염, 산, 에스테르 및 아미드 등의 유연체(類緣體)로 이루어지는 군으로부터 선택되는 1종 또는 2종 이상의 화합물을 유효 성분으로서 함유하는 것을 특징으로 하는 제초제 조성물.
2. [성분 A]가 식 I에 있어서 Y가 질소원자, 산소원자 및 황원자로 이루어지는 군으로부터 선택되는 헤테로원자를 가지는 5원환 또는 6원환의 방향족 헤테로환기로 나타나는 화합물인 상기 1에 기재된 제초제 조성물.
3. [성분 A]가 식 I에 있어서 Y가 티에닐기, 피라졸릴기, 이속사졸릴기, 이소티아졸릴기, 피리딜기 또는 피리미디닐기로 나타나는 화합물인 상기 1에 기재된 제초제 조성물.
4. [성분 A]가 식 I에 있어서 Y가 티오펜-3-일기, 피라졸-4-일기, 피라졸-5-일기, 이소옥사졸-4-일기, 이소티아졸-4-일기, 피리딘-3-일기 또는 피리미딘-5-일기로 나타나는 화합물인 상기 1에 기재된 제초제 조성물.
5. [성분 A]가 식 I에 있어서 Y가 피라졸-4-일기이고, 치환기군 α가 피라졸환의 3위 및 5위에, 또한 1위에 수소원자, C1~C10 알킬기, 치환기군 β로부터 선택되는 임의의 기로 모노치환된 C1~C10 알킬기, C1~C4 할로알킬기, C3~C8 시클로알킬기, C2~C6 알케닐기, C2~C6 알키닐기, C1~C10 알킬술피닐기, C1~C10 알킬술포닐기, 치환기군 γ로부터 선택되는 임의의 기로 모노치환된 C1~C10 알킬술포닐기, C1~C4 할로알킬술포닐기, 치환되어 있어도 되는 페닐기, 치환되어 있어도 되는 방향족 헤 테로환기, 치환되어 있어도 되는 페닐술포닐기, 치환되어 있어도 되는 방향족 헤테로환술포닐기, 아실기, C1~C4 할로알킬카르보닐기, 치환되어 있어도 되는 벤질카르보닐기, 치환되어 있어도 되는 벤조일기, C1~C10 알콕시카르보닐기, 치환되어 있어도 되는 벤질옥시카르보닐기, 치환되어 있어도 되는 페녹시카르보닐기, 카르바모일기(이 기의 질소원자는 독립하여 C1~C10 알킬기 또는 치환되어 있어도 되는 페닐기로 치환되어 있어도 됨), 아미노기(이 기의 질소원자는 독립하여 C1~C10 알킬기, 치환되어 있어도 되는 페닐기, 아실기, C1~C4 할로알킬카르보닐기, 치환되어 있어도 되는 벤질카르보닐기, 치환되어 있어도 되는 벤조일기, C1~C10 알킬술포닐기, C1~C4 할로알킬술포닐기, 치환되어 있어도 되는 벤질술포닐기 또는 치환되어 있어도 되는 페닐술포닐기로 치환되어 있어도 됨)가 반드시 치환된 화합물인 상기 1에 기재된 제초제 조성물.
6. [성분 A]가 식 I에서 나타나는 화합물에 있어서, Y가 피라졸-5-일기이고, 치환기군 α가 피라졸환의 4위에, 또한 1위에 수소원자, C1~C10 알킬기, 치환기군 β로부터 선택되는 임의의 기로 모노치환된 C1~C10 알킬기, C1~C4 할로알킬기, C3~C8 시클로알킬기, C2~C6 알케닐기, C2~C6 알키닐기, C1~C10 알킬술피닐기, C1~C10 알킬술포닐기, 치환기군 γ로부터 선택되는 임의의 기로 모노치환된 C1~C10 알킬술포닐기, C1~C4 할로알킬술포닐기, 치환되어 있어도 되는 페닐기, 치환되어 있어도 되는 방향족 헤테로환기, 치환되어 있어도 되는 페닐술포닐기, 치환되어 있어도 되는 방향족 헤테로환술포닐기, 아실기, C1~C4 할로알킬카르보닐기, 치환되어 있어도 되는 벤질카르보닐기, 치환되어 있어도 되는 벤조일기, C1~C10 알콕시카르 보닐기, 치환되어 있어도 되는 벤질옥시카르보닐기, 치환되어 있어도 되는 페녹시카르보닐기, 카르바모일기(이 기의 질소원자는 독립하여 C1~C10 알킬기 또는 치환되어 있어도 되는 페닐기로 치환되어 있어도 됨), 아미노기(이 기의 질소원자는 독립하여 C1~C10 알킬기, 치환되어 있어도 되는 페닐기, 아실기, C1~C4 할로알킬카르보닐기, 치환되어 있어도 되는 벤질카르보닐기, 치환되어 있어도 되는 벤조일기, C1~C10 알킬술포닐기, C1~C4 할로알킬술포닐기, 치환되어 있어도 되는 벤질술포닐기 또는 치환되어 있어도 되는 페닐술포닐기로 치환되어 있어도 됨)가 반드시 치환된 화합물인 상기 1에 기재된 제초제 조성물.
7. [성분 A]가 식 I에 있어서 R1 및 R2가 메틸기이고, R3 및 R4가 수소원자이며, Y가 피라졸-4-일기이고, 피라졸환의 1위, 3위 및 5위가 독립하여 C1~C4 알킬기, C1~C4 할로알킬기 또는 C1~C4 할로알콕시기인 상기 1에 기재된 제초제 조성물.
8. [성분 A]가 3-[(5-디플루오로메톡시-1-메틸-3-트리플루오로메틸피라졸-4-일)메틸술포닐]-4,5-디히드로-5,5-디메틸이속사졸인 상기 1에 기재된 제초제 조성물.
9. [성분 B]가 퀴잘로포프-에틸, 퀴잘로포프-P-에틸, 세톡시딤, 피리티오박·나트륨염, 비스피리박·나트륨염, 피리미술판, 이마제타피르, 이마자퀸, 클로리무론에틸, 디우론, 벤타존, 파라쿠아트, 술펜트라존, 플루티아세트·메틸, 술코트리온, 노르플루라존, 클로마존, 빌라나포스, 아술람, 플루페나세트, 디메테나미드-P, 프로술포카르브, 티오벤카르브, 2,4-D, 클로피랄리드, 아메트린, 이소프로투론, 피콜리나펜, 트리플루랄린, 아세토클로르, 트리알레이트, 그들의 염 및 유연체로 이루어지는 군으로부터 선택되는 1종 또는 2종 이상의 화합물인 상기 1 내지 8 중 어느 하나에 기재된 제초제 조성물.
10. [성분 B]가 이마자퀸, 디우론, 술펜트라존, 술코트리온, 노르플루라존, 클로마존, 디메테나미드-P, 프로술포카르브, 이소프로투론, 트리플루랄린 또는 트리알레이트인 상기 1 내지 8 중 어느 하나에 기재된 제초제 조성물.
11. 상기 1 내지 10 중 어느 하나에 기재된 제초제 조성물과, 이하에 기재되는 [성분 C]를 유효 성분으로서 함유하는 것을 특징으로 하는 제초제 조성물.
[성분 C]:
아트라진(atrazine), 시마진(simazine), 시아나진(cyanazine), 이속사플루톨(isoxaflutole), 메소트리온(mesotrione), 플루메트술람(flumetsulam), 이마제타피르(imazethapyr), 이마자피르(imazapyr), 디캄바(dicamba), 클로피랄리드(clopyralid), 프로술푸론(prosulfuron), 할로술푸론·메틸(halosulfuron-methyl), 림술푸론(rimsulfuron), 벤타존(bentazon), 카르펜트라존·에틸(carfentrazone-ethyl), 메트리부진(metribuzin), 티펜술푸론·메틸(thifensulfuron-methyl), 니코술푸론(nicosulfuron), 프리미술푸론(primisulfuron-methyl), 클로란술람·메틸(cloransulam-methyl), 글루포시네이트(glufosinate), 글리포세이트(glyphosate), 술포세이트(sulfosate), 펜디메탈린(pendimethalin), 리누론(linuron), 프로메트린(prometryne), 디플루페니칸(diflufenican), 플루미옥사진(flumioxazin), 메톨라클로르(metolachlor), 그들의 염, 산, 에스테르 및 아미드 등의 유연체로 이루어지는 군으로부터 선택되는 1 종 또는 2종 이상의 화합물을 유효 성분으로서 함유하는 것을 특징으로 하는 제초제 조성물.
12. 상기 1 내지 10 중 어느 하나에 기재된 제초제 조성물과, 이하에 기재된 [성분 D]를 유효 성분으로서 함유하는 것을 특징으로 하는 제초제 조성물.
[성분 D]:
클로퀸토세트멕실(Cloquintocet-Mexyl), 펜클로라졸(fenchlorazole), 펜클로라졸에틸(fenchlorazole-ethyl), 메펜피르(mefenpyr), 메펜피르디에틸(mefenpyr-diethyl), 이속사디펜(isoxadifen), 이속사디펜에틸(isoxadifen-ethyl), 푸릴라졸(furilazole), 베녹사코르(benoxacor), 디클로르미드(dichlormid), MON4660, 옥사베트리닐(oxabetrinil), 시오메트리닐(cyometrinil), 펜클로림(fenclorim), 시프로술파미드(cyprosulfamide), 무수나프탈렌산(naphthalic anhydride), 플루라졸(Flurazole), 그들의 염, 산, 에스테르 및 아미드 등의 유연체로 이루어지는 군으로부터 선택되는 1종 또는 2종 이상의 화합물을 유효 성분으로서 함유하는 것을 특징으로 하는 제초제 조성물.
13. 상기 11에 기재된 제초제 조성물과, 상기 12에 기재된 [성분 D]로부터 선택되는 1종 또는 2종 이상의 화합물을 유효 성분으로서 함유하는 것을 특징으로 하는 제초제 조성물.
14. [성분 A]:[성분 B]를 1:0.O01~1:100의 중량비로 함유하는 상기 1 내지 10 중 어느 하나에 기재된 제초제 조성물.
15. [성분 A]:[성분 B]:[성분 C]를 1:0.001:O.001~1:10O:100의 중량비로 함 유하는 상기 11에 기재된 제초제 조성물.
16. [성분 A]:[성분 B]:[성분 D]를 1:0.001:O.001~1:100:1000의 중량비로 함유하는 상기 12에 기재된 제초제 조성물.
17. [성분 A]:[성분 B]:[성분 C]:[성분 D]를 1:0.O01:0.0O1:0.0O1 ~ 1:100:1OO:100의 중량비로 함유하는 상기 13에 기재된 제초제 조성물.
18. 상기 1 내지 상기 17 중 어느 하나에 기재되고, 또한 제초제로서 활성을 나타내는 양의 제초제 조성물과, 적어도 1종류의 불활성한 액체담체 및/또는 고체담체를 포함하고, 추가로 필요에 따라 적어도 1종류의 계면활성제를 포함하는 제초제 조성물.
19. [성분 A] 및 [성분 B]와; 필요에 따라 추가로 [성분 C] 및/또는 [성분 D]와; 또한 적어도 1종류의 불활성한 액체담체 및/또는 고체담체와; 또한 계면활성제를 혼합하는 상기 1 내지 18 중 어느 하나에 기재된 제초제 조성물을 조제하는 방법.
20. 바람직하지 않은 식물이 발아하기 전, 발아하고 있는 동안, 및/또는 발아한 후에 상기 1 내지 상기 18 중 어느 하나에 기재된 제초제 조성물에 함유되는 유효 성분을 동시에 또는 분할하여 시용하는 것을 포함하는 바람직하지 않은 식생을 방제하는 방법.
(발명의 효과)
본 발명의 제초제 조성물은 각각 단독의 성분으로 얻어지는 활성의 단순한 합계에 머무르지 않고, 상승적으로 살초 효과나 약해경감 효과가 발휘되기 때문에 농약 시용량을 저감할 수 있다. 또한 유용 작물에 대한 안전성도 높고, 수전, 전지, 비농경지 등에 있어서 문제가 되는 각종 잡초에 대해서도 발아전부터 생육기의 넓은 범위에 걸쳐 방제할 수 있다.
(발명을 실시하기 위한 최선의 형태)
본 명세서에 있어서 사용되는 용어의 정의를 이하에 나타낸다.
C1~C10 등의 표기는 이 경우에서는 이것에 계속되는 치환기의 탄소수가 1~10인 것을 나타낸다.
할로겐원자는 불소원자, 염소원자, 브롬원자 또는 요오드원자를 나타낸다.
C1~C10 알킬기는 특별히 한정하지 않는 한, 탄소수가 1~10의 직쇄 또는 분기쇄상의 알킬기를 나타내고, 예를 들어 메틸기, 에틸기, n-프로필기, 이소프로필기, n-부틸기, 이소부틸기, sec-부틸기, tert-부틸기, n-펜틸기, 이소펜틸기, 네오펜틸기, n-헥실기, 이소헥실기, 3,3-디메틸부틸기, 헵틸기 또는 옥틸기 등을 들 수 있다.
C3~C8 시클로알킬기는 탄소수가 3~8의 시클로알킬기를 나타내고, 예를 들어 시클로프로필기, 시클로부틸기, 시클로펜틸기 또는 시클로헥실기 등을 들 수 있다.
C3~C8 시클로알킬 C1~C3 알킬기(이 기는 할로겐원자 또는 알킬기로 치환되어도 됨)는 특별히 한정하지 않는 한 독립하여 할로겐원자 1~4 또는 C1~C3 알킬기로 치환되어도 되는 C3~C8 시클로알킬기에 의해 치환된 C1~C3 알킬기를 나타내고, 예를 들어 시클로프로필메틸기, 1-시클로프로필에틸기, 2-시클로프로필에틸기, 1-시클로프로필프로필기, 2-시클로프로필프로필기, 3-시클로프로필프로필기, 시클로부 틸메틸기, 시클로펜틸메틸기, 시클로헥실메틸기, 2-클로로시클로프로필메틸기, 2,2-디클로로시클로프로필메틸기, 2-플루오로시클로프로필메틸기, 2,2-디플루오로시클로프로필메틸기, 2-메틸시클로프로필메틸기, 2,2-디메틸시클로프로필메틸기 또는 2-메틸시클로프로필에틸기 등을 들 수 있다.
C3~C8 시클로알킬 C1~C3 알킬기는 탄소수가 3~8의 시클로알킬기에 의해 치환된 탄소수 1~3의 알킬기를 나타내고, 예를 들어 시클로프로필메틸기, 1-시클로프로필에틸기, 2-시클로프로필에틸기, 1-시클로프로필프로필기, 2-시클로프로필프로필기, 3-시클로프로필프로필기, 시클로부틸메틸기, 시클로펜틸메틸기 또는 시클로헥실메틸기 등을 들 수 있다. C1~C4 할로알킬기는 특별히 한정하지 않는 한, 독립하여 할로겐원자 1~9로 치환되어 있는 탄소수가 1~4의 직쇄 또는 분기쇄의 알킬기를 나타내고, 예를 들어 플루오로메틸기, 클로로메틸기, 브로모메틸기, 디플루오로메틸기, 트리플루오로메틸기, 2,2-디플루오로에틸기, 2,2,2-트리플루오로에틸기 또는 펜타플루오로에틸기 등을 들 수 있다.
C2~C6 알케닐기는 탄소수가 2~6의 직쇄 또는 분기쇄의 알케닐기를 나타내고, 예를 들어 에테닐기, 1-프로페닐기, 2-프로페닐기, 이소프로페닐기, 1-부테닐기, 2-부테닐기, 3-부테닐기 또는 2-펜테닐기 등을 들 수 있다.
C2~C6 알키닐기는 탄소수가 2~6의 직쇄 또는 분기쇄의 알키닐기를 나타내고, 예를 들어 에티닐기, 2-프로피닐기, 1-메틸-2-프로피닐기, 2-부티닐기, 3-부티닐기 또는 2-메틸-3-부티닐기 등을 들 수 있다.
C2~C6 할로알케닐기는 특별히 한정하지 않는 한, 독립하여 할로겐원자 1~4로 치환되어 있는 탄소수가 2~6의 직쇄 또는 분기쇄의 알케닐기를 나타내고, 예를 들어 3-클로로-2-프로페닐기 또는 2-클로로-2-프로페닐기 등을 들 수 있다.
C1~C10 알콕시기는 알킬 부분이 상기한 의미인 (알킬)-O-기를 나타내고, 예를 들어 메톡시기, 에톡시기, n-프로폭시기, 이소프로폭시기, tert-부톡시기, n-부톡시기, sec-부톡시기 또는 이소부톡시기 등을 들 수 있다.
C1~C4 할로알콕시기는 할로알킬 부분이 상기한 의미인 (할로알킬)-O-기를 나타내고, 예를 들어 디플루오로메톡시기, 트리플루오로메톡시기, 2,2-디플루오로에톡시기 또는 2,2,2-트리플루오로에톡시기 등을 들 수 있다.
C3~C8 시클로알킬옥시기는 시클로알킬 부분이 상기한 의미인 (시클로알킬)-O-기를 나타내고, 예를 들어 시클로프로필옥시기, 시클로부틸옥시기, 시클로펜틸옥시기 또는 시클로헥실옥시기 등을 들 수 있다.
C3~C8 시클로알킬 C1~C3 알킬옥시기는 시클로알킬알킬 부분이 상기한 의미인 (시클로알킬알킬)-O-기를 나타내고, 예를 들어 시클로프로필메톡시기, 1-시클로프로필에톡시기, 2-시클로프로필에톡시기, 1-시클로프로필프로폭시기, 2-시클로프로필프로폭시기, 3-시클로프로필프로폭시기, 시클로부틸메톡시기, 시클로펜틸메톡시기 또는 시클로헥실메톡시기 등을 들 수 있다.
C2~C6 알케닐옥시기 및 C2~C6 알키닐옥시기는 알케닐 또는 알키닐 부분이 상기한 의미인 (알케닐)-O-기, (알키닐)-O-기를 나타내고, 예를 들어 2-프로페닐옥시기 또는 2-프로피닐옥시기 등을 들 수 있다.
C1~C10 알콕시이미노기는 알콕시 부분이 상기한 의미인 (알콕시)-N=기를 나 타내고, 예를 들어 메톡시이미노기 또는 에톡시이미노기 등을 들 수 있다.
C1~C10 알킬티오기, C1~C10 알킬술피닐기 및 C1~C10 알킬술포닐기는 알킬 부분이 상기한 의미인 (알킬)-S-기, (알킬)-SO-기, (알킬)-SO2-기를 나타내고, 예를 들어 메틸티오기, 에틸티오기, n-프로필티오기, 이소프로필티오기, 메틸술피닐기, 메틸술포닐기, 에틸술포닐기, n-프로필술포닐기 또는 이소프로필술포닐기 등을 들 수 있다.
C1~C10 알킬술포닐옥시기는 알킬술포닐 부분이 상기한 의미인 (알킬술포닐)-O-기를 나타내고, 예를 들어 메틸술포닐옥시기 또는 에틸술포닐옥시기 등을 들 수 있다.
C1~C10 알콕시카르보닐기는 알콕시 부분이 상기한 의미인 (알콕시)-CO-기를 나타내고, 예를 들어 메톡시카르보닐기, 에톡시카르보닐기, n-프로폭시카르보닐기 또는 이소프로폭시카르보닐기 등을 들 수 있다.
C1~C6 아실기는 탄소수 1~6의 직쇄 또는 분기쇄상의 지방족 아실기를 나타내고, 예를 들어 포르밀기, 아세틸기, 프로피오닐기, 이소프로피오닐기, 부티릴기 또는 피발로일기 등을 들 수 있다.
C1~C10 아실옥시기는 아실 부분이 상기한 의미인 (아실)-O-기를 나타내고, 예를 들어 아세톡시기, 프로피오닐옥시기, 이소프로피오닐옥시기 또는 피발로일옥시기 등을 들 수 있다.
C1~C4 할로알킬카르보닐기, C1~C4 할로알킬티오기 및 C1~C4 할로알킬술포닐기는 할로알킬 부분이 상기한 의미인 (할로알킬)-CO-기, (할로알킬)-S-기, (할로알 킬)-SO2-기를 나타내고, 예를 들어 클로로아세틸기, 트리플루오로아세틸기, 펜타플루오로프로피오닐기, 디플루오로메틸티오기, 트리플루오로메틸티오기, 클로로메틸술포닐기, 디플루오로메틸술포닐기 또는 트리플루오로메틸술포닐기 등을 들 수 있다.
C1~C4 할로알킬카르보닐옥시기 및 C1~C4 할로알킬술포닐옥시기는 할로알킬카르보닐 부분 및 할로알킬술포닐 부분이 상기한 의미인 (할로알킬카르보닐)-O-기, (할로알킬술포닐)-O-기를 나타내고, 예를 들어 클로로아세틸옥시기, 트리플루오로아세틸옥시기, 클로로메틸술포닐옥시기 또는 트리플루오로메틸술포닐옥시기 등을 들 수 있다.
(치환되어 있어도 되는) 페닐기, (치환되어 있어도 되는) 방향족 헤테로환기, (치환되어 있어도 되는) 페녹시기, (치환되어 있어도 되는) 방향족 헤테로환옥시기, (치환되어 있어도 되는) 페닐티오기, (치환되어 있어도 되는) 방향족 헤테로환티오기, (치환되어 있어도 되는) 페닐술포닐기, (치환되어 있어도 되는) 페닐술포닐옥시기, (치환되어 있어도 되는) 방향족 헤테로환술포닐기, (치환되어 있어도 되는) 벤질카르보닐기, (치환되어 있어도 되는) 벤질카르보닐옥시기, (치환되어 있어도 되는) 벤질술포닐기, (치환되어 있어도 되는) 벤조일기, (치환되어 있어도 되는) 벤조일옥시기, (치환되어 있어도 되는) 벤질옥시카르보닐기 또는 (치환되어 있어도 되는) 페녹시카르보닐기에 있어서의 `치환되어 있어도 되는 기`는 예를 들어 할로겐원자, C1~C10 알킬기, C1~C4 할로알킬기, C1~C10 알콕시알킬기, C1~C10 알콕시기, C1~C10 알킬티오기, C1~C10 알킬술포닐기, C1~C6 아실기, C1~C10 알콕시카르 보닐기, 시아노기, 카르바모일기(이 기의 질소원자는 독립하여 C1~C10 알킬기로 치환되어 있어도 됨), 니트로기 또는 아미노기(이 기의 질소원자는 독립하여 C1~C10 알킬기, C1~C6 아실기, C1~C4 할로알킬카르보닐기, C1~C10 알킬술포닐기 또는 C1~C4 할로알킬술포닐기로 치환되어 있어도 됨) 등으로 치환되어 있어도 되는 것을 나타낸다.
질소원자, 산소원자 및 황원자로부터 임의로 선택되는 헤테로원자를 가지는 5원 내지 6원의 방향족 헤테로환기는 예를 들어 헤테로원자를 1~3개 가지는 푸릴기, 티에닐기, 피롤릴기, 피라졸릴기, 이속사졸릴기, 이소티아졸릴기, 옥사졸릴기, 티아졸릴기, 이미다졸릴기, 피리딜기, 피리다지닐기, 피리미디닐기, 피라지닐기, 트리아지닐기, 트리아졸릴기, 옥사디아졸릴기 또는 티아디아졸릴기를 들 수 있다.
방향족 헤테로축합환기는 질소원자, 산소원자 및 황원자로부터 임의로 선택되는 헤테로원자를 1~3개 가지는 기를 나타내고, 예를 들어 벤조푸릴기, 벤조티에닐기, 인돌릴기, 벤조옥사졸릴기, 벤조티아졸릴기, 벤조이미다졸릴기, 벤조이속사졸릴기, 벤조이소티아졸릴기, 인다졸릴기, 퀴놀릴기, 이소퀴놀릴기, 프탈라지닐기, 퀴녹살리닐기, 퀴나졸리닐기, 신놀리닐기 또는 벤조트리아졸릴기를 들 수 있다.
(치환되어 있어도 되는) 방향족 헤테로환기, (치환되어 있어도 되는) 방향족 헤테로환옥시기, (치환되어 있어도 되는) 방향족 헤테로환티오기 또는 (치환되어 있어도 되는) 방향족 헤테로환술포닐기의 방향족 헤테로환은 질소원자, 산소원자 및 황원자로부터 임의로 선택되는 헤테로원자를 1~3개 가지는 5~6원의 기를 나타내고, 예를 들어 푸릴기, 티에닐기, 피롤릴기, 피라졸릴기, 이속사졸릴기, 이소티아 졸릴기, 옥사졸릴기, 티아졸릴기, 이미다졸릴기, 피리딜기, 피리다지닐기, 피리미디닐기, 피라지닐기, 트리아지닐기, 트리아졸릴기, 옥사디아졸릴기 또는 티아디아졸릴기를 들 수 있다.
약리상 허용되는 염은 식 I을 가지는 화합물에 있어서, 수산기, 카르복실기 또는 아미노기 등이 그 구조중에 존재하는 경우에, 이들과 금속 혹은 유기염기의 염 또는 광산 혹은 유기산의 염이며, 금속으로서는 나트륨 또는 칼륨 등의 알칼리 금속 또는 마그네슘 또는 칼슘 등의 알칼리 토류 금속을 들 수 있고, 유기염기로서는 트리에틸아민 또는 디이소프로필아민 등을 들 수 있으며, 광산으로서는 염산 또는 황산 등을 들 수 있고, 유기산으로서는 아세트산, 메탄술폰산 또는 p-톨루엔술폰산 등을 들 수 있다.
[성분 A]로 사용할 수 있는 식 I에서 나타나는 화합물의 대표예를 표 1 내지 표 14에 나타내는데, 이들에 한정되는 것은 아니며, 예를 들어 상기 특허문헌 1에서 예시된 화합물도 포함된다.
또한 본 명세서에 있어서의 표 중의 다음의 표기는 하기와 같이 각각 해당하는 기를 나타낸다.
Me : 메틸기 Et : 에틸기
Pr : n-프로필기 Pr-i : 이소프로필기
Pr-c : 시클로프로필기 Bu : n-부틸기
Bu-i : iso-부틸기 Bu-s : sec-부틸기
Bu-t : tert-부틸기 Bu-c : 시클로부틸기
Pen : n-펜틸기 Pen-c : 시클로펜틸기
Hex : n-헥실기 Hex-c : 시클로헥실기
Ph : 페닐기
또 예를 들어 (4-Cl)Ph는 4-클로로페닐기, 3-Hex는 3-헥실기를 나타낸다.
또한 본 발명 화합물은 치환기로서 수산기를 포함하는 경우, 케토-에놀 호변 이성체를 가지는 화합물이 있는데, 어떠한 이성체도 그 혼합물도 본 발명 화합물에 포함된다.
[성분 A]의 식 I 중에서 바람직하게는, R1 및 R2가 독립하여 메틸기 또는 에틸기이며,
R3, R4, R5 및 R6이 수소원자이고, n이 2의 정수이며;
Y가 티오펜-3-일기(여기서 이 기의 2위 및 4위는 할로겐원자, 알킬기, 할로알킬기, 알콕시알킬기, 시클로알킬기, 알콕시기, 할로알콕시기, 아실기, 할로알킬카르보닐기, 알콕시카르보닐기, 시아노기 또는 카르바모일기(이 기의 질소원자는 독립하여 알킬기로 치환되어 있어도 됨)가 반드시 치환한다.);
피라졸-4-일기(여기서 이 기의 3위 및 5위는 할로겐원자, 알킬기, 할로알킬기, 알콕시알킬기, 시클로알킬기, 알콕시기, 할로알콕시기, 시클로알킬알킬옥시기, 치환되어 있어도 되는 페녹시기, 알킬티오기, 알킬술포닐기, 아실기, 할로알킬카르보닐기, 알콕시카르보닐기, 시아노기 또는 카르바모일기(이 기의 질소원자는 독립하여 알킬기로 치환되어 있어도 됨)가, 또한 1위에 수소원자, 알킬기, 치환기군 β로부터 선택되는 임의의 기로 모노치환된 알킬기, 할로알킬기, 시클로알킬기, 알케닐기, 알키닐기, 알킬술포닐기, 치환기군 γ로부터 선택되는 임의의 기로 모노치환된 알킬술포닐기, 할로알킬술포닐기, 치환되어 있어도 되는 페닐기, 치환되어 있어도 되는 방향족 헤테로환기, 치환되어 있어도 되는 페닐술포닐기, 치환되어 있어도 되는 방향족 헤테로환술포닐기, 아실기, 할로알킬카르보닐기, 치환되어 있어도 되는 벤질카르보닐기, 치환되어 있어도 되는 벤조일기, 알콕시카르보닐기, 치환되어 있어도 되는 벤질옥시카르보닐기, 치환되어 있어도 되는 페녹시카르보닐기 또는 카르바모일기(이 기의 질소원자는 독립하여 알킬기 또는 치환되어 있어도 되는 페닐기로 치환되어 있어도 됨)가 반드시 치환한다.);
피라졸-5-일기(여기서 이 기의 4위는 할로겐원자, 알킬기, 할로알킬기, 알콕시알킬기, 할로알콕시기, 아실기, 할로알킬카르보닐기, 알콕시카르보닐기, 시아노기 또는 카르바모일기(이 기의 질소원자는 독립하여 알킬기로 치환되어 있어도 됨)가, 또한 1위는 수소원자, 알킬기, 치환기군 β로부터 선택되는 임의의 기로 모노치환된 알킬기, 할로알킬기, 시클로알킬기 또는 치환되어 있어도 되는 페닐기가 반드시 치환한다.),
이소옥사졸-4-일기(이 기의 3위 및 5위는 할로겐원자, 알킬기, 할로알킬기, 알콕시알킬기, 시클로알킬기, 알콕시기, 할로알콕시기, 알킬티오기, 알킬술포닐기, 아실기, 할로알킬카르보닐기, 알콕시카르보닐기, 시아노기 또는 카르바모일기(이 기의 질소원자는 독립하여 알킬기로 치환되어 있어도 됨)가 반드시 치환한다.);
이소티아졸-4-일기(이 기의 3위 및 5위는 할로겐원자, 알킬기, 할로알킬기, 알콕시알킬기, 시클로알킬기, 알콕시기, 할로알콕시기, 치환되어 있어도 되는 페녹시기, 알킬티오기, 알킬술포닐기, 아실기, 할로알킬카르보닐기, 알콕시카르보닐기, 시아노기, 카르바모일기(이 기의 질소원자는 독립하여 알킬기로 치환되어 있어도 됨)가 반드시 치환한다.);
피리딘-3-일기(이 기의 2위 및 4위는 할로겐원자, 알킬기, 할로알킬기, 알콕시알킬기, 시클로알킬기, 알콕시기, 할로알콕시기, 알킬티오기, 알킬술포닐기, 아실기, 할로알킬카르보닐기, 알콕시카르보닐기, 시아노기 또는 카르바모일기(이 기의 질소원자는 독립하여 알킬기로 치환되어 있어도 됨)가 반드시 치환한다.), 또는
피리미딘-5-일기(이 기의 4위 및 6위는 할로겐원자, 알킬기, 할로알킬기, 알콕시알킬기, 시클로알킬기, 알콕시기, 할로알콕시기, 알킬티오기, 알킬술포닐기, 아실기, 할로알킬카르보닐기, 알콕시카르보닐기, 시아노기 또는 카르바모일기(이 기의 질소원자는 독립하여 알킬기로 치환되어 있어도 됨)가 반드시 치환한다.)인 이소옥사졸린 유도체 또는 그 염이다.
특히 [성분 A]로서 바람직한 제초제 화합물은 화합물 번호 3-O054이다.
식 I에서 나타나는 화합물은 특허문헌 1에 기재된 방법 또는 이것에 준한 방법에 의해 제조할 수 있다.
또 [성분 B]로서 바람직한 제초제 화합물은 퀴잘로포프-P-에틸, 세톡시딤, 피리티오박나트륨, 비스피리박나트륨, 피리미술판, 이마제타피르, 이마자퀸, 클로리무론에틸, 두론, 벤타존, 파라쿠아트, 술펜트라존, 플루티아세트메틸, 술코트리온, 노르플루라존, 클로마존, 빌라나포스, 아술람, 플루페나세트, 디메테나미드-P, 술펜트라존, 티오벤카르브, 2,4-D 및 클로피랄리드 그리고 이들의 염, 산, 에스테르 및 아미드 등의 유연체이다.
본 발명의 제초제 조성물은 각 성분의 상대적 활성에도 따르지만, 일반적으로는 다음과 같다.
[성분 A]의 1중량부에 대해서, [성분 B]가 0.001~100중량부, 바람직하게는 O.01~50중량부, 보다 바람직하게는 0.05~30중량부이며, [성분 D]를 가하는 경우는 [성분 D]가 0.O1~100중량부, 바람직하게는 0.05~30중량부이다.
또 [성분 A]의 1중량부에 대해서, [성분 B]가 0.001~10O중량부, 바람직하게는 0.01~50중량부, 보다 바람직하게는 0.05~30중량부, [성분 C]가 0.001~100중량부, 바람직하게는 0.01~50중량부, 보다 바람직하게는 0.O5~30중량부, [성분 D]를 가하는 경우는 [성분 D]가 0.001~100중량부, 바람직하게는 0.01~100중량부, 보다 바람직하게는 0.05~30중량부이다.
본 발명의 제초제 조성물은 필요에 따라 농약제제에 통상 사용되는 첨가 성분을 함유할 수 있다.
이 첨가 성분으로서는 고체담체 또는 액체담체 등의 담체, 계면활성제, 결합제나 점착부여제, 증점제, 착색제, 확전제, 전착제, 동결 방지제, 고결 방지제, 붕괴제, 분해 방지제 등을 들 수 있다.
그 밖에 필요에 따라 방부제나, 식물편 등을 첨가 성분에 사용해도 되고, 이들 첨가 성분은 1종 사용해도 되며, 또 2종 이상을 조합시켜 사용해도 된다.
상기 첨가 성분에 대해서 설명한다.
고체담체로서는 예를 들어 석영, 클레이, 카올리나이트, 피로필라이트, 세리사이트, 탈크, 벤토나이트, 산성백토, 아타풀자이트, 제올라이트, 규조토 등의 천연 광물질류; 탄산칼슘, 황산암모늄, 황산나트륨, 염화칼륨 등의 무기염류; 합성 규산, 합성 규산염; 전분, 셀룰로오스, 식물분말 등의 유기 고체담체; 폴리에틸렌, 폴리프로필렌, 폴리염화비닐리덴 등의 플라스틱 담체 등을 들 수 있다. 이들은 단독으로 사용해도 되고, 또 2종 이상을 조합시켜 사용해도 된다.
액체담체로서는 예를 들어 메탄올, 에탄올, 프로판올, 이소프로판올, 부탄올 등의 1가 알코올류, 에틸렌글리콜, 디에틸렌글리콜, 프로필렌글리콜, 헥실렌글리콜, 폴리에틸렌글리콜, 폴리프로필렌글리콜, 글리세린 등의 다가 알코올류로 크게 구별되는 알코올류; 프로필렌계 글리콜에테르 등의 다가 알코올 유도체류; 아세톤, 메틸에틸케톤, 메틸이소부틸케톤, 디이소부틸케톤, 시클로헥산온 등의 케톤류; 에틸에테르, 디옥산, 셀로솔브, 디프로필에테르, 테트라히드로푸란 등의 에테르류; 노말 파라핀, 나프텐, 이소파라핀, 케로신, 광유 등의 지방족 탄화수소류; 벤젠, 톨루엔, 크실렌, 솔벤트나프타, 알킬나프탈렌 등의 방향족 탄화수소류; 디클로로에탄, 클로로포름, 4염화탄소 등의 할로겐화 탄화수소류; 아세트산에틸, 디이소프로필프탈레이트, 디부틸프탈레이트, 디옥틸프탈레이트, 아디프산디메틸 등의 에스테르류; γ-부틸올락톤 등의 락톤류; 디메틸포름아미드, 디에틸포름아미드, 디메틸아세토아미드, N-알킬피롤리디논 등의 아미드류; 아세토니트릴 등의 니트릴류; 디메틸술폭시드 등의 황화합물류; 대두유, 유채유, 면실유, 피마자유 등의 식물유; 물 등을 들 수 있다. 이들은 단독으로 사용해도 되고, 또 2종 이상을 조합시켜 사용해도 된다.
계면활성제는 특별히 제한되지 않지만, 바람직하게는 수중에서 겔화하거나 또는 팽윤성을 나타내는 것이다. 예를 들어 소르비탄 지방산 에스테르, 폴리옥시에틸렌소르비탄 지방산 에스테르, 자당 지방산 에스테르, 폴리옥시에틸렌 지방산 에스테르, 폴리옥시에틸렌 수지산 에스테르, 폴리옥시에틸렌 지방산 디에스테르, 폴리옥시에틸렌알킬에테르, 폴리옥시에틸렌알킬페닐에테르, 폴리옥시에틸렌디알킬페닐에테르, 폴리옥시에틸렌알킬페닐에테르포르말린 축합물, 폴리옥시에틸렌폴리옥시프로필렌블록폴리머, 알킬폴리옥시에틸렌폴리프로필렌블록폴리머에테르, 폴리옥시에틸렌알킬아민, 폴리옥시에틸렌 지방산 아미드, 폴리옥시에틸렌 지방산 비스페닐에테르, 폴리알킬렌벤질페닐에테르, 폴리옥시알킬렌스티릴페닐에테르, 아세틸렌디올, 폴리옥시알킬렌 부가 아세틸렌디올, 폴리옥시에틸렌에테르형 실리콘, 에스테르형 실리콘, 불소계 계면활성제, 폴리옥시에틸렌 피마자유, 폴리옥시에틸렌 경화 피마자유 등의 비이온성 계면활성제; 알킬황산염, 폴리옥시에틸렌알킬에테르황산염, 폴리옥시에틸렌알킬페닐에테르황산염, 폴리옥시에틸렌스티릴페닐에테르황산염, 알킬벤젠술폰산염, 리그닌술폰산염, 알킬술포숙신산염, 나프탈렌술폰산염, 알킬나프탈렌술폰산염, 나프탈렌술폰산의 포르말린 축합물의 염, 알킬나프탈렌술폰산의 포르말린 축합물의 염, 지방산염, 폴리카르복실산염, N-메틸-지방산 사르코시네이트, 수지산염, 폴리옥시에틸렌알킬에테르인산염, 폴리옥시에틸렌알킬페닐에테르인산염 등의 음이온성 계면활성제; 라우릴아민염산염, 스테아릴아민염산염, 올레일아민염산염, 스테아릴아민아세트산염, 스테아릴아미노프로필아민아세트산염, 알킬트리메틸암모늄클로라이드, 알킬디메틸벤잘코늄클로라이드 등의 알킬아민염 등의 양이온 계면활성제; 아미노산형 또는 베타인형 등의 양성 계면활성제 등을 들 수 있다. 이들 계면활성제는 1종 사용해도 되고, 또 2종 이상을 조합시켜 사용해도 된다.
또 결합제나 점착 부여제로서는 예를 들어 카르복시메틸셀룰로오스나 그 염, 덱스트린, 수용성 전분, 잔탄 검, 구아 검, 자당, 폴리비닐피롤리돈, 아라비아고무, 폴리비닐알코올, 폴리비닐아세테이트, 폴리아크릴산나트륨, 평균 분자량 6O00~20OOO의 폴리에틸렌글리콜, 평균 분자량 10만~500만의 폴리에틸렌옥사이드, 천연 인지질(예를 들어 세팔린산, 레시틴 등) 등을 들 수 있다.
증점제로서는 예를 들어 잔탄 검, 구아 검, 카르복시메틸셀룰로오스, 폴리비닐피롤리돈, 카르복시비닐폴리머, 아크릴계 폴리머, 전분 유도체, 다당류와 같은 수용성 고분자; 고순도 벤토나이트, 화이트 카본과 같은 무기 미분 등을 들 수 있다.
착색제로서는 예를 들어 산화철, 산화티탄, 프루시안블루와 같은 무기 안료; 알리자린 염료, 아조 염료, 금속 프탈로시아닌 염료와 같은 유기 염료 등을 들 수 있다.
확전제로서는 예를 들어 실리콘계 계면활성제, 셀룰로오스 분말, 덱스트린, 가공 전분, 폴리아미노카르복실산킬레이트 화합물, 가교 폴리비닐피롤리돈, 말레산과 스티렌류, 메타아크릴산 공중합체, 다가 알코올의 폴리머와 디카르복실산 무수물의 하프 에스테르, 폴리스티렌술폰산의 수용성염 등을 들 수 있다.
전착제로서는, 예를 들어 디알킬술포숙신산나트륨, 폴리옥시에틸렌알킬에테르, 폴리옥시에틸렌알킬페닐에테르, 폴리옥시에틸렌 지방산 에스테르 등의 각종 계면활성제, 파라핀, 테르펜, 폴리아미드 수지, 폴리아크릴산염, 폴리옥시에틸렌, 왁스, 폴리비닐알킬에테르, 알킬페놀포르말린 축합물, 합성 수지 에멀젼 등을 들 수 있다.
동결 방지제로서는 예를 들어 에틸렌글리콜, 디에틸렌글리콜, 프로필렌글리콜, 글리세린 등의 다가 알코올류 등을 들 수 있다.
고결 방지제로서는 예를 들어 전분, 알긴산, 만노스, 갈락토오스 등의 다당류, 폴리비닐피롤리돈, 화이트 카본, 에스테르 검, 석유 수지 등을 들 수 있다.
붕괴제로서는 예를 들어 트리폴리인산 소다, 헥사메타인산 소다, 스테아르산 금속염, 셀룰로오스 분말, 덱스트린, 메타크릴산에스테르의 공중합체, 폴리비닐피롤리돈, 폴리아미노카르복실산킬레이트 화합물, 술폰화 스티렌·이소부틸렌·무수 말레산 공중합체, 전분·폴리아크릴로니트릴 그라프트 공중합체 등을 들 수 있다.
분해 방지제로서는 예를 들어 제올라이트, 생석회, 산화마그네슘과 같은 건조제; 페놀계, 아민계, 황계, 인산계 등의 산화 방지제; 살리실산계, 벤조페논계 등의 자외선 흡수제 등을 들 수 있다.
방부제로서는 예를 들어 소르빈산칼륨, 1,2-벤즈티아졸린-3-온 등을 들 수 있다.
식물편으로서는 예를 들어 톱밥, 야자 껍질, 옥수수 이삭축, 담배 줄기 등을 들 수 있다.
본 발명의 제초 조성물에 있어서, 상기 첨가 성분을 함유시키는 경우, 그 함유 비율에 대해서는, 중량 기준으로, 담체에서는 통상 5~95%, 바람직하게는 2O~9O%, 계면활성제에서는 통상 0.1%~30%, 바람직하게는 0.5~10%, 그 밖의 첨가제는 통상 0.1~30%, 바람직하게는 0.5~10%의 범위에서 선택된다.
본 발명의 제초 조성물은 액제, 유제(乳劑), 수화제, 분제, 유제(油劑), 과립 수화제, 플로어블루제, 유현탁제, 입제, 점보제, 서스포 에멀젼 등의 임의의 제형으로 제제화하여 사용된다. 이 제제화시에 적어도 1종의 다른 농약, 예를 들어 다른 제초제, 제초용 미생물(Drechslera monoceras, Xanthomonas campestris pv. poae 등), 살충제, 살균제, 식물 성장 조절제, 비료 등과의 혼합 조성물로 할 수도 있다.
본 발명에 있어서, 혼합 또는 병용할 수 있는 살균제 화합물을 이하에 예시한다.
아자코나졸(azaconazole), 아시벤졸라르·S·메틸(acibenzolar-S-methyl), 아족시스트로빈(azoxystrobin), 아미술브롬(amisulbrom), 이소프로티올란(isoprothiolane), 이프코나졸(ipconazole), 이프로디온(iprodione), 이프로발리카르브(iprovalicarb), 이마잘릴(imazalil), 이프로벤포스(iprobenfos), 이미녹타딘 아세트산염(iminoctadine-triacetate), 이미벤코나졸(imibenconazole), 에트리디아졸(etridiazole), 에디펜포스(edifenphos), 에타복삼(ethaboxam), 에폭시코나졸(epoxiconazole), 옥사딕실(oxadixyl), 옥시테트라시클린(oxytetracycline), 옥시카르복신(oxycarboxin), 옥스포코나졸푸마르산염(oxpoconazole fumarate), 옥틸리논(octhilinone), 옥솔린산(oxolinic acid), 오푸라세(ofurace), 오리사스트로빈(orysastrobin), 카수가마이신(kasugamycin), 카프타폴(captafol), 카르프로파미드(carpropamid), 카르벤다짐(carbendazime), 카르복신(carboxin), 치노메티오나트(chinomethionat), 카프탄(captan), 퀸토젠(quintozene), 구아자틴(guazatine), 크레속심·메틸(kresoxim-methyl), 클로졸리네이트(chlozolinate), 클로로네브(chloroneb), 클로로탈로닐(chlorothalonil), 클로로네브(chloroneb), 시아조파미드(cyazofamid), 디에토펜카르브(diethofencarb), 디클로시메트(diclocymet), 디클로플루아니드(dichlofluanid), 디클로메진(diclomezine), 디티아논(dithianon), 디니코나졸(diniconazole), 지네브(zineb), 디페노코나졸(difenoconazole), 디펜조쿠아트(difenzoquat), 시플루페나미드(cyflufenamid), 디플루메토림(diflumetorim), 시프로코나졸(cyproconazole), 시프로디닐(cyprodinil), 시메코나졸(simeconazole), 디메토모르프(dimethomorph), 시목사닐(cymoxanil), 디목시스트로빈(dimoxystrobin), 지람(ziram), 실티오팜(silthiofam), 스트렙토마이신(streptomycin), 스피록사민(spiroxamine), 족사미드(zoxamide), 다조메트(dazomet), 티아벤다졸(thiabendazole), 티우람(thiram), 티오파네이트메틸(thiophanate-methyl), 티플루자미드(thifluzamide), 텍나젠(tecnazene), 테클로프탈람(tecloftalam), 테트라코나졸(tetraconazole), 테부코나졸(tebuconazole), 도딘(dodine), 도데모르프(dodemorph), 트리아디메놀(triadimenol), 트리아디메폰(triadimefon), 트리아족시드(triazoxide), 트리시클라졸(tricyclazole), 트리티코나졸(triticonazole), 트리데모르프(tridemorph), 트리플루미졸(triflumizole), 트리플록시스트로빈(trifloxystrobin), 트리포린(triforine), 톨릴플루아니드(tolylfluanid), 톨클로포스·메틸(tolclofos-methyl), 나밤(nabam), 누아리몰(nuarimol), 파클로부트라졸(paclobutrazol), 발리다마이신(validamycin), 피콕시스트로빈(picoxystrobin), 비테르타놀(bitertanol), 피페랄린(piperalin), 히멕사졸(hymexazol), 피라클로스트로빈(pyraclostrobin), 피라조포스(pyrazophos), 피리페녹스(pyrifenox), 피리부티카르브(pyributicarb), 피리벤카르브(pyribencarb), 피리메타닐(pyrimethanil), 피로퀼론(pyroquilon), 빈클로졸린(vinclozolin), 페르밤(ferbam), 파목사돈(famoxadone), 페나진옥시드(phenazine oxide), 페나미돈(fenamidone), 페나리몰(fenarimol), 페녹사닐(fenoxanil), 페림존(ferimzone), 펜피클로닐(fenpiclonil), 펜부코나졸(fenbuconazole), 펜푸람(fenfuram), 펜프로피딘(fenpropidin), 펜프로피모르프(fenpropimorph), 펜헥사미드(fenhexamid), 폴펫(folpet), 프탈라이드(phthalide), 부피리메이트(bupirimate), 푸베리다졸(fuberidazole), 블라스티시딘·S(blasticidin-S), 푸라메트피르(furametpyr), 푸랄락실(furalaxyl), 플루아지남(fluazinam), 플루옥사스트로빈(fluoxastrobin), 플루오피콜리드(fluopicolide), 플루오로이미드(fluoroimide), 플루퀸코나졸(fluquinconazole), 플루디옥소닐(fludioxonil), 플루실라졸(flusilazole), 플루술파미드(flusulfamide), 플루톨라닐(flutolanil), 플루트리아폴(flutriafol), 플루모르프(flumorph), 프로퀴나지드(proquinazid), 프로클로라즈(prochloraz), 프로시미돈(procymidone), 프로티오코나졸(prothioconazole), 프로파모카르브(propamocarb), 프로피코나졸(propiconazole), 프로피네브(propineb), 프로베나졸(probenazole), 브로무코나졸(bromuconazole), 헥사코나졸(hexaconazole), 베날락실(benalaxyl), 베노밀(benomyl), 페푸라조에이트(pefurazoate), 펜코나졸(penconazole), 펜시쿠론(pencycuron), 벤티아발리카르브·이소프로필(benthiavalicarb-isopropyl), 보스칼리드(boscalid), 포세틸(fosetyl), 폴리옥신(polyoxins), 폴리카르바메이트(polycarbamate), 폴펫(folpet), 만디프로파미드(mandipropamid), 만코제브(mancozeb), 마네브(maneb), 미클로부타닐(myclobutanil), 밀네브(milneb), 메타술포카르브(methasulfocarb), 메탈락실(metalaxyl), 메탈락실·M(metalaxyl-M), 메티람(metiram), 메트코나졸(metconazole), 메토미노스트로빈(metominostrobin), 메트라페논(metrafenone), 메파니피림(mepanipyrim), 메프로닐(mepronil), TF-991, 펜티오피라드(penthiopyrad), 은 화합물, 무기 구리 화합물, 유기 구리 화합물, 황 화합물, 유기 아연 화합물, 탄산수소칼륨, 탄산수소나트륨, 지방산 글리세리드, 표고버섯균사체 추출물(extract from mushroom), 에르위니아속 세균(Erwinia), 슈도모나스속 세균(pseudomonas), 바실러스속 세균(Bacillus), 탈라로마이세스속 균(Talaromyces), 트리코데르마속 균(Trichoderma), 푸자리움속 균(Fusarium).
또 본 발명에 있어서, 혼합 또는 병용할 수 있는 살충제 화합물을 이하에 예시한다.
1,3-디클로로프로펜(l,3-dichloropropene), 아크리나트린(acrinathrin), 아자메티포스(azamethiphos), 아진포스·에틸(azinphos-ethyl), 아진포스·메틸(azinphos-methyl), 아세퀴노실(acequinocyl), 아세타미프리드(acetamiprid), 아세토프롤(acetoprole), 아세페이트(acephate), 아조시클로틴(azocyclotin), 아바멕틴(abamectin), 아미트라즈(amitraz), 알라니카르브(alanycarb), 알디카르브(aldicarb), 알파-시페르메트린(alpha-cypermethrin), 알레트린(allethrin), 이소카르보포스(isocarbophos), 이속사티온(isoxathion), 이소프로카르브(isoprocarb), 이미시아포스(imicyafos), 이미다클로프리드(imidacloprid), 이미프로트린(imiprothrin), 인독사카르브(indoxacarb), 에스펜발레레이트(esfenvalerate), 에티오펜카르브(ethiofencarb), 에티온(ethion), 에티프롤(ethiprole), 에톡사졸(etoxazole), 에토펜프록스(etofenprox), 에토프로포스(ethoprophos), 에마멕틴(emamectin), 엔도술판(endosulfan), 엠펜트린(empenthrin), 옥사밀(oxamyl), 옥시데메톤·메틸(oxydemeton-methyl), 오메토에이트(omethoate), 올레인산나트륨(sodium olate), 카두사포스(cadusafos), 카르탑(cartap), 카르바릴(carbaryl), 카르보술판(carbosulfan), 카르보푸란(carbofuran), 감마·시할로트린(gamma-cyhalothrin), 크실릴카르브(xylylcarb), 퀴날포스(quinalphos), 키노프렌(kinoprene), 퀴노메티오네이트(quinomethionate), 쿠마포스(coumaphos), 클로티아니딘(clothianidin), 클로펜테진(clofentezine), 크로마페노지드(chromafenozide), 클로르에톡시포스(chlorethoxyfos), 클로르단(chlordane), 클로르피리포스(chlorpyrifos), 클로르피리포스·메틸(chlorpyrifos-methyl), 클로르페나피르(chlorfenapyr), 클로르펜빈포스(chlorfenvinphos), 클로르플루아주론(chlorfluazuron), 클로르메포스(chlormephos), 시아노포스(cyanophos), 디아펜티우론(diafenthiuron), 디에노클로르(dienochlor), 디크로토포스(dicrotophos), 디클로펜티온(dichlofenthion), 시클로프로트린(cycloprothrin), 디클로르보스(dichlorvos), 디술포톤(disulfoton), 디노테푸란(dinotefuran), 시할로트린(cyhalothrin), 시페노트린(cyphenothrin), 시플루트린(cyfluthrin), 디플루벤주론(diflubenzuron), 시헥사틴(cyhexatin), 시플루메토펜(cyflumetofen), 시페르메트린(cypermethrin), 디메틸빈포스(dimethylvinphos), 디메토에이트(dimethoate), 실라플루오펜(silafluofen), 시로마진(cyromazine), 스피노사드(spinosad), 스피로디클로펜(spirodiclofen), 스피로테트라마트(spirotetramat), 스피로메시펜(supiromesifen), 술프로포스(sulprofos), 술포테프(sulfotep), 제타·시페르메트린(zeta-cypermethrin), 다이아지논(diazinon), 타우플루발리네이트(tau-fluvalinate), 티아클로프리드(thiacloprid), 티아메톡삼(thiamethoxam), 티오디카르브(thiodicarb), 티오시클람(thiocyclam), 티오술타프(thiosultap-sodium), 티오파녹스(thiofanox), 티오메톤(thiometon), 테트라클로르빈포스(tetrachlorvinphos), 테트라디폰(tetradifon), 테트라메트린(tetramethrin), 테부피림포스(tebupirimfos), 테부페노지드(tebufenozide), 테부펜피라드(tebufenpyrad), 테플루트린(tefluthrin), 테플루벤주론(teflubenzuron), 테메포스(temephos), 델타메트린(deltamethrin), 테르부포스(terbufos), 트랄로메트린(tralomethrin), 트란스플루트린(transfluthrin), 트리아자메이트(triazamate), 트리아조포스(triazophos), 트리클로르폰(trichlorfon), 트리플루무론(triflumuron), 트리메타카르브(trimethacarb), 톨펜피라드(tolfenpyrad), 날레드(naled), 니텐피람(nitenpyram), 네마덱틴(nemadectin), 노발루론(novaluron), 노비플루무론(noviflumuron), 하이드로프렌(hydroprene), 바미도티온(vamidothion), 파라티온(parathion), 파라티온·메틸(parathion-methyl), 할펜프록스(halfenprox), 할로페노지드(halofenozide), 비오알레트린(bioallethrin), 비오레스메트린(bioresmethrin), 비스트리플루론(bistrifluron), 피리다펜티온(pyridaphenthion), 비페나제이트(bifenazate), 비펜트린(bifenthrin), 피메트로진(pymetrozine), 피라클로포스(pyraclofos), 피리다펜티온(pyridafenthion), 피리다벤(pyridaben), 피리달릴(pyridalyl), 피리프록시펜(pyriproxyfen), 피리미카르브(pirimicarb), 피리미디펜(pyrimidifen), 피리미포스·메틸(pirimiphos-methyl), 피레트린스(pyrethrins), 펜트리파닐(fentrifanil), 피프로닐(fipronil), 페나자퀸(fenazaquin), 페나미포스(fenamiphos), 페니트로티온(fenitrothion), 페녹시카르브(fenoxycarb), 페노티오카르브(fenothiocarb), 페노트린(phenothrin), 페노부카르브(fenobucarb), 펜티온(fenthion), 펜토에이트(phenthoate), 펜발레레이트(fenvalerate), 펜피록시메이트(fenpyroximate), 펜부타틴·옥시드(fenbutatinoxide), 펜프로파트린(fenpropathrin), 부토카르복심(butocarboxim), 부톡시카르복심(butoxycarboxim), 부프로페진(buprofezin), 푸라티오카르브(furathiocarb), 프랄레트린(prallethrin), 플루아크리피림(fluacrypyrim), 플루시클록수론(flucycloxuron), 플루시트리네이트(flucythrinate), 플루술파미드(flusulfamide), 플루발리네이트(fluvalinate), 플루피라조포스(flupyrazofos), 플루페녹수론(flufenoxuron), 플루벤디아미드(flubendiamide), 플루메트린(flumethrin), 플루페네림(flufenerim), 프로티오포스(prothiofos), 플로니카미드(flonicamid), 프로파포스(propaphos), 프로파르지트(propargite), 프로폭수르(propoxur), 프로페노포스(profenofos), 프로페탐포스(propetamphos), 브로모프로필레이트(bromopropylate), 베타·시페르메트린(beta-cypermethrin), 베타·시플루트린(beta-cyfluthrin), 헥사플루무론(hexaflumuron), 헥시티아족스(hexythiazox), 헵테노포스(heptenophos), 페르메트린(permethrin), 벤술타프(bensultap), 벤디오카르브(bendiocarb), 벤푸라카르브(benfuracarb), 폭심(phoxim), 포살론(phosalone), 포스티아제이트(fosthiazate), 포스파미돈(phosphamidon), 포스메트(phosmet), 포르메타네이트(formetanate), 포레이트(phorate), 머신유(machin oils), 말라티온(malathion), 밀베멕틴(milbemectin), 메카르밤(mecarbam), 메술펜포스(mesulfenfos), 메토밀(methomyl), 메타알데히드(metaldehyde), 메타플루미존(metaflumizone), 메탐·나트륨(metham-sodium), 메탐·암모늄(metham-ammonium), 메타미도포스(methamidophos), 메티오카르브(methiocarb), 메티다티온(methidathion), 메틸이소티오시아네이트(methyl isothiacyanate), 메톡시페노지드(methoxyfenozide), 메토트린(methothrin), 메토프렌(methoprene), 메톨카르브(metolcarb), 메빈포스(mevinphos), 모노크로토포스(monocrotophos), 람다·시할로트린(lambda-cyhalothrin), 리낙시피르(rynaxypyr), 루페누론(lufenuron), 레스메트린(resmethrin), 레피멕틴(lepimectin), 로테논(rotenone), CL900167, 빙정석, DCIP, EPN, MEP, 피리플루퀴나존(pyrifluquinazon), RU15525, 스피네토람(spinetoram), XMC, ZXI8901.
본 발명의 혼합 제초 조성물의 사용시에 유효 성분을 직접 사용해도 되고, 목적으로 하는 유효 성분을 포함하는 조성물을 제제하고, 또는 각각의 유효 성분을 제제한 후, 이들을 혼합해도 된다. 시용에 있어서는, 본 발명의 조성물의 각각의 유효 성분을 따로따로 시용해도 되고, 동시에 시용할 수도 있다. 또 본 발명의 조성물은 물이나 비료 등의 액체로 희석, 또는 고형 비료, 모래, 토양 등의 담체 및 식물의 종자, 덩이줄기 등에 부착시키거나, 바르거나 하여 사용할 수도 있고, 시용 장면으로서는 장래 잡초가 발생할 것으로 보이는 장소나 식물체 자체에도 시용할 수 있다.
본 발명의 제초 조성물은 전지, 불경기 재배지, 또는 도로, 공원, 법면, 정원 혹은 산림 등의 비농경지 등에 있어서 문제가 되는 각종 잡초, 예를 들어 털돌피, 바랭이, 강아지풀, 새포아풀, 존슨그라스, 쥐꼬리뚝새풀, 야생 귀리 등의 벼과 잡초를 비롯하여, 흰여뀌, 개비름, 흰명아주, 별꽃, 어저귀, 공단풀, 세스바니아, 호그위드, 나팔꽃 등의 광엽 잡초, 향부자, 기름골, 파대가리, 금방동사니, 참방동사니 등의 다년생 및 l년생 금방동사니과 잡초의 발아전부터 생육기의 넓은 범위에 걸쳐 저약량으로 우수한 제초 효과를 발휘한다.
특히, 전지에 있어서의 주요한 잡초, 예를 들어 나도닭의덩굴, 볏모여뀌, 쇠비름, 흰명아주, 털비름, 야생겨자, 세스바니아, 결명, 어저귀, 공단풀, 미국나팔꽃, 둥근잎나팔꽃, 독말풀, 까마중, 도꼬마리, 해바라기, 서양메꽃, 등대풀, 미국가막사리, 호그위사 등의 쌍자엽 식물 및 털돌피, 강아지풀, 가을강아지풀, 금강아지풀, 바랭이, 왕바랭이, 시리아수수새, 구주개밀, 셔터 케인 등의 단자엽 식물을 유효하게 제초할 수 있다.
또한 수전에 발생하는 강피, 알방동사니, 물달개비, 밭둑외풀 등의 1년생 잡초 및 너도방동사니, 올방개, 올챙이고랭이 등의 다년생 잡초에 대해서도 발아전부터 생육기의 넓은 범위에 걸쳐 방제할 수 있다.
본 발명의 제초제 조성물은 유용 작물이나 유용 식물에 대한 안전성도 높고, 벼, 밀, 대맥, 옥수수, 수수, 대두, 목화, 사탕무, 유채씨, 사탕수수, 잔디, 차, 과수, 야채, 화훼, 나무 등의 유용 작물이나 유용 식물에 대해서 사용할 수 있다. 여기서 말하는 유용 작물 및 유용 식물은 유전자 기술에 의해 형질 전환되어, 제초제나 해충, 병해 등에 대해서 내성을 나타내는 옥수수(PIONEER 31R87 RR 등), 대두(ASGROW SN79624 RR 등), 목화(FIBERMAX 960BR 등), 유채씨, 사탕수수 등의 소위 유전자 조작 작물이나 육종, 선발에 의해 제초제나 해충, 병해 등에 내성을 나타내는 식물도 포함하고 있다.
본 발명의 조성물은 [성분 A] 및 [성분 B]의 합계량, 또는 [성분 A], [성분 B] 및 [성분 C]의 합계량이 바람직하게는 0.5~90중량%, 보다 바람직하게는 1~80중량% 함유하는 제제에서 시용되는 것이 적합하다. 본 발명의 조성물의 제제를 그대로 시용할 수도 있지만, 유제, 수화제, 현탁제 등은 그 소정량을 1헥타르당 통상 10~2000리터의 물로 희석하여 시용한다.
또 본 발명의 조성물의 시용량은 혼합비, 기상 조건, 제제 형태, 시용 시기, 시용 방법, 시용 장소, 방제 대상 잡초, 대상 작물에 의해 변할 수 있는데, [성분 A] 및 [성분 B], 또는 [성분 A], [성분 B] 및 [성분 C]가 합계량으로서 바람직하게는 1ha(헥타르)당 1g~10000g, 바람직하게는 5g~4000g, 보다 바람직하게는 10g~1000g 시용되는 것이 적합하다.
그 다음에 실시예를 나타내는데, 본 발명은 이들에 한정하여 해석되는 것은 아니다.
이하의 예에서, `부`는 `중량부`를 나타낸다.
<제제예 1> 수화제
이하의 성분을 혼합하여 얻어지는 혼합물을 분쇄하여 수화제를 얻는다.
화합물 번호 3-0054 5부
술펜트라존 5부
폴리옥시에틸렌옥틸페닐에테르 0.5부
알킬나프탈렌술폰산포르말린 축합물 나트륨염 0.5부
규조토 12부
클레이 77부
<제제예 2> 수화제
이하의 성분을 혼합하여 얻어지는 혼합물을 분쇄하여 수화제를 얻는다.
화합물 번호 3-0054 5부
술코트리온 10부
아트라진 25부
폴리옥시에틸렌옥틸페닐에테르 0.5부
알킬나프탈렌술폰산포르말린 축합물 나트륨염 O.5부
규조토 10부
클레이 49부
<제제예 3> 수화제
이하의 성분을 혼합하여 얻어지는 혼합물을 분쇄하여 수화제를 얻는다.
화합물 번호 3-OO54 5부
아트라진 30부
베녹사코르 0.5부
폴리옥시에틸렌옥틸페닐에테르 O.5부
알킬나프탈렌술폰산포르말린 축합물 나트륨염 O.5부
규조토 12부
클레이 51.5부
<제제예 4> 수화제
이하의 성분을 혼합하여 얻어지는 혼합물을 분쇄하여 수화제를 얻는다.
화합물 번호 3-0054 5부
술코트리온 10부
아트라진 25부
베녹사코르 0.5부
폴리옥시에틸렌옥틸페닐에테르 0.5부
알킬나프탈렌술폰산포르말린 축합물 나트륨염 0.5부
규조토 10부
클레이 48.5부
<제제예 5> 과립 수화제
이하의 성분을 혼합 연압(練押) 조립한다. 얻어진 입상물을 유동층 건조기로 건조하여 과립 수화제를 얻는다.
화합물 번호 3-0054 10부
클로리무론 2.5부
리그닌술폰산나트륨 5부
폴리옥시에틸렌알킬아릴에테르 1부
탄산칼슘 81.5부
물 10부
<제제예 6> 플로어블루제
이하의 성분을 고속 교반기로 혼합하고, 습식 분쇄기로 분쇄하여 플로어블루제를 얻는다.
화합물 번호 3-0054 5부
술코트리온 10부
아트라진 25부
베녹사코르 O.5부
리그닌술폰산나트륨 2부
폴리옥시에틸렌알킬아릴에테르황산암모늄 4부
폴리옥시에틸렌알킬아릴에테르 0.5부
크탄산 검 0.1부
벤토나이트 0.5부
에틸렌글리콜 10부
물 42.4부
그 다음에 시험예를 들어 본 발명의 제초제 조성물이 나타내는 효과를 설명한다.
<시험예 1> 전지 토양 처리에 의한 잡초에 대한 제초 효과 및 약해 시험(제1)
세로 14cm, 폭 23cm, 깊이 8cm의 플라스틱 포트에 화전 토양을 충전하고, 대두(GLXMA), 옥수수(ZEAMX), 애기나팔꽃(IP0LA), 어저귀(ABUTH)의 종자를 파종하고 복토했다. 제제예 1에 준하여 조제한 수화제를 유효 성분이 소정량이 되도록 칭량하여, 물로 희석하고, 1헥타르당 500리터의 산포수량으로 소형 분무기를 사용하여 토양 표면에 균일하게 산포했다. 그 후, 온실 내에서 육성하고, 처리 28일째에 표 15의 기준에 따라 제초 효과 및 약해를 조사했다. 결과를 표 16에 나타낸다.
또한 이하의 `표`에서 3-0054는 화합물 번호 3-0054를 나타낸다.
<시험예 2> 전지 토양 처리에 의한 잡초에 대한 제초 효과 및 약해 시험(제2)
밀(TRZAW), 별꽃(STEME), 큰개불알풀(VERPE)에 대한 제초 효과 및 약해 시험을 상기 시험예 1에 준하여 행했다. 결과를 표 17에 나타낸다.
<시험예 3> 전지 토양 처리에 의한 잡초에 대한 제초 효과 및 약해 시험(제3)
옥수수(ZEAMX), 털돌피(ECHCG), 별꽃(STEME), 흰명아주(CHEAL)에 대한 제초 효과 및 약해 시험을 상기 시험예 1에 준하여 행했다. 결과를 표 18에 나타낸다.
<시험예 4> 전지 토양 처리에 의한 잡초에 대한 제초 효과 및 약해 시험(제4)
밀(TRZAW), 쥐보리(LOLMU), 별꽃(STEME), 흰명아주(CHEAL)에 대한 제초 효과 및 약해 시험을 상기 시험예 1에 준하여 행했다. 결과를 표 19에 나타낸다.
<시험예 5> 전지 토양 처리에 의한 잡초에 대한 제초 효과 및 약해 시험(제5)
화전을 경기, 시비하고, Brachiaria plantaginea(BRAPL), Sida rhombifolia(SIDRH)의 종자를 파종하고 복토했다. 제제예 1에 준하여 조제한 수화제를 유효 성분이 소정량이 되도록 칭량하여, 물로 희석하고, 1헥타르당 200리터의 산포수량으로 스프레이를 사용하여 토양 표면에 균일하게 산포했다. 그 후, 처리 60일째에 표 15의 기준에 따라 제초 효과 및 약해를 조사했다. 결과를 표 20에 나타낸다.
<시험예 6> 전지 경엽 처리에 의한 잡초에 대한 제초 효과 및 약해 시험
세로, 폭, 깊이가 모두 11cm의 플라스틱 포트에 화전 토양을 충전하고, 옥수수(ZEAMX), 대두(GLXMA), 강아지풀(SETVI), 셔터케인(SORVU), 털비름(AMARE), 애기나팔꽃(IPOLA), 어저귀(ABUTH)의 종자를 파종하고 복토했다.
그 다음에 온실 내에서 10일간 육성한 후, 제제예 1에 준하여 조제한 수화제를 유효 성분이 소정량이 되도록 칭량하여, 물로 희석하고, 1헥타르당 500리터의 산포수량으로 소형 분무기를 사용하여 토양 표면에 균일하게 산포했다. 그 후에 온실 내에서 육성하고, 처리 21일째에 표 15의 기준에 따라 제초 효과 및 약해를 조사했다. 결과를 표 21에 나타낸다.
<시험예 7> 전지 토양 처리에 의한 옥수수에 대한 약해경감 효과 시험
세로, 폭, 깊이가 모두 11cm의 플라스틱 포트에 하전 토양을 충전하고, 옥수수(ZEAMX)의 종자를 파종하고 복토했다. 제제예 1에 준하여 조제한 각종 수화제를 유효 성분이 소정량이 되도록 칭량하여, 물로 희석하고, 1헥타르당 500리터의 산포수량으로 소형 분무기를 사용하여 토양 표면에 균일하게 산포했다. 그 다음에 온실 내에서 육성하고, 처리 2l일째에 표 15의 기준에 따라 옥수수에 대한 약해를 조사했다. 결과를 표 22에 나타낸다.
본 발명의 제초제 조성물은 유용 작물에 대한 안전성이 높고, 수전, 전지, 비농경지 등에 있어서 문제가 되는 각종 잡초에 대해서 발아전부터 생육기의 넓은 범위에 걸쳐 방제할 수 있다.
또한 2006년 12월 21일에 출원된 일본 특허 출원 2OO6-344409호의 명세서, 특허청구의 범위 및 요약서의 전체 내용을 여기에 인용하고, 본 발명의 명세서의 개시로서 원용하는 것이다.
Claims (22)
- [성분 A]로서 3-[(5-디플루오로메톡시-1-메틸-3-트리플루오로메틸피라졸-4-일)메틸술포닐]-4,5-디히드로-5,5-디메틸이속사졸과, 이하에 기재된 [성분 B]를 유효성분으로 함유하는 것을 특징으로 하는 제초제 조성물:[성분 B]: 클로디나포프(clodinafop-propargyl), 디클로포프·메틸(diclofop-methyl), 퀴잘로포프-에틸(quizalofop-ethyl), 시클록시딤(cycloxydim), 세톡시딤(sethoxydim), 테프랄록시딤(tepraloxydim), 트랄콕시딤(tralkoxydim), 아미도술푸론(amidosulfuron), 클로리무론·에틸(chlorimuron-ethyl), 이오도술푸론(iodosulfulon-methyl-sodium), 메소술푸론·메틸(mesosulfuron-methyl), 술포술푸론(sulfosulfuron), 트리베누론·메틸(tribenuron-methyl), 이마자메타벤즈메틸(imazamethabenz-methyl), 이마자목스(imazamox), 이마자픽(imazapic), 이마자퀸(imazaquin), 플로라술람(florasulam), 비스피리박·나트륨염(bispyribac-sodium), 피리티오박·나트륨염(pyrithiobac-sodium), 플루카르바존·나트륨염(flucarbazone-sodium), 아메트린(ametryn), 테르부틸라진(terbuthylazine), 헥사지논(hexazinone), 클로로톨루론(chlorotoluron), 디우론(diuron), 이소프로투론(isoproturon), 테부티우론(tebuthiuron), 파라쿠아트(paraquat), 포메사펜(fomesafen), 플루티아세트·메틸(fluthiacet-methyl), 술펜트라존(sulfentrazone), 피라플루펜·에틸(pyraflufen-ethyl), 노르플루라존(norflurazon), 술코트리온(sulcotrione), 클로마존(clomazone), 피콜리나펜(picolinafen), 플루르타몬(flurtamone), 빌라나포스(bilanafos), 아술람(asulam), 트리플루랄린(trifluralin), 아세토클로르(acetochlor), 디메테나미드-P(dimethenamid-P), 메타자클로르(metazachlor), S-메톨라클로르(S-metolachlor), 플루페나세트(flufenacet), 이속사벤(isoxaben), 프로술포카르브(prosulfocarb), 티오벤카르브(thiobencarb), 트리알레이트(triallate), 2,4-D, 플루록시피르(fluroxypyr), 퀸클로락(quinclorac), 디플루펜조피르(diflufenzopyr), 디펜조쿠아트(difenzoquat), 피리미술판(pyrimisulfan), 프로폭시카르바존(propoxycarbazone) 및 피녹사덴(pinoxaden) 으로 이루어진 군으로부터 선택되는 하나 이상의 화합물.
- 제 1 항에 있어서, [성분 B]가 퀴잘로포프-에틸(quizalofop-P-ethyl), 세톡시딤(sethoxydim), 피리티오박·나트륨염(pyrithiobac-sodium), 비스피리박·나트륨염(bispyribac-sodium), 피리미술판(pyrimisulfan), 이마자퀸(imazaquin), 클로리무론·에틸(chlorimuron-ethyl), 디우론(diuron), 파라쿠아트(paraquat), 술펜트라존(sulfentrazone), 플루티아세트·메틸(fluthiacet-methyl), 술코트리온(sulcotrione), 노르플루라존(norflurazon), 클로마존(clomazone), 빌라나포스(bilanafos), 아술람(asulam), 플루페나세트(flufenacet), 디메테나미드-P(dimethenamid-P), 프로술포카르브(prosulfocarb), 티오벤카르브(thiobencarb), 2,4-D, 아메트린(ametryn), 이소프로투론(isoproturon), 피콜리나펜(picolinafen), 트리플루랄린(trifluralin), 아세토클로르(acetochlor), 및 트리알레이트(triallate)로 이루어진 군으로부터 선택되는 하나 또는 둘 이상의 화합물인 것을 특징으로 하는 제초제 조성물.
- 제 1 항에 있어서, [성분 B]가 이마자퀸(imazaquin), 디우론(diuron), 술펜트라존(sulfentrazone), 술코트리온(sulcotrione), 노르플루라존(norflurazon), 클로마존(clomazone), 디메테나미드-P(dimethenamid-P), 프로술포카르브(prosulfocarb), 이소프로투론(isoproturon), 트리플루랄린(trifluralin), 또는 트리알레이트(triallate)인 것을 특징으로 하는 제초제 조성물.
- 제 1 항 내지 제 3 항 중 어느 한 항에 따른 제초제 조성물과, 이하에 기재된 [성분 C]를 더 함유하는 것을 특징으로 하는 제초제 조성물:[성분 C]:아트라진, 시마진, 시아나진, 이속사플루톨, 메소트리온, 플루메트술람, 이마제타피르, 이마자피르, 디캄바, 클로피랄리드, 프로술푸론, 할로술푸론·메틸, 림술푸론, 벤타존, 카르펜트라존·에틸, 메트리부진, 티펜술푸론·메틸, 니코술푸론, 프리미술푸론, 클로란술람·메틸, 글루포시네이트, 글리포세이트, 술포세이트, 펜디메탈린, 리누론, 프로메트린, 디플루페니칸, 플루미옥사진, 메톨라클로르, 그들의 염 및 유연체로 이루어지는 군으로부터 선택되는 1종 또는 2종 이상의 화합물.
- 제 1 항 내지 제 3 항 중 어느 한 항에 기재된 제초제 조성물과, 이하에 기재된 [성분 D]를 더 함유하는 것을 특징으로 하는 제초제 조성물:[성분 D]:클로퀸토세트멕실, 펜클로라졸, 펜클로라졸에틸, 메펜피르, 메펜피르디에틸, 이속사디펜, 이속사디펜에틸, 푸릴라졸, 베녹사코르, 디클로르미드, MON4660, 옥사베트리닐, 시오메트리닐, 펜클로림, 시프로술파미드, 무수나프탈렌산, 플루라졸, 그들의 염 및 유연체로 이루어지는 군으로부터 선택되는 1종 또는 2종 이상의 화합물.
- 제 4 항에 기재된 제초제 조성물과, 이하에 기재된 [성분 D]를 더 함유하는 것을 특징으로 하는 제초제 조성물:[성분 D]:클로퀸토세트멕실, 펜클로라졸, 펜클로라졸에틸, 메펜피르, 메펜피르디에틸, 이속사디펜, 이속사디펜에틸, 푸릴라졸, 베녹사코르, 디클로르미드, MON4660, 옥사베트리닐, 시오메트리닐, 펜클로림, 시프로술파미드, 무수나프탈렌산, 플루라졸, 그들의 염 및 유연체로 이루어지는 군으로부터 선택되는 1종 또는 2종 이상의 화합물.
- 제 1 항 내지 제 3 항 중 어느 한 항에 있어서, [성분 A]:[성분 B]를 1:0.01~1:100의 중량비로 함유하는 것을 특징으로 하는 제초제 조성물.
- 제 4 항에 있어서, [성분 A]:[성분 B]:[성분 C]를 1:0.001:O.001 ~ 1:10O:100의 중량비로 함유하는 것을 특징으로 하는 제초제 조성물.
- 제 5 항에 있어서, [성분 A]:[성분 B]:[성분 D]를 1:0.001:O.001 ~ 1:10O:100의 중량비로 함유하는 것을 특징으로 하는 제초제 조성물.
- 제 6 항에 있어서, [성분 A]:[성분 B]:[성분 C]:[성분 D]를 1:0.001:O.001:0.001 ~ 1:10O:100:100의 중량비로 함유하는 것을 특징으로 하는 제초제 조성물.
- 제 1 항 내지 제 3 항 중 어느 한 항에 기재된, 제초제로서 활성을 나타내는 양의 제초제 조성물, 그리고불활성 액체담체, 불활성 고체담체, 및 불활성 계면활성제로 이루어진 군으로부터 선택되는 하나 이상을 함유하는 제초제 조성물.
- 제 1 항 내지 제 3 항 중 어느 한 항에 따른 제초제 조성물을 조제하는 방법으로서, 상기 [성분 A]와 [성분 B]를 혼합하는 단계를 포함하는 방법.
- 제 12 항에 있어서, 이하에 기재된 [성분 C], [성분 D], 불활성의 액체담체, 불활성 고체담체 및 불활성 계면활성제로 이루어진 군으로부터 선택되는 하나 이상을 혼합하는 단계를 더 포함하는 것을 특징으로 하는 방법:[성분 C]:아트라진, 시마진, 시아나진, 이속사플루톨, 메소트리온, 플루메트술람, 이마제타피르, 이마자피르, 디캄바, 클로피랄리드, 프로술푸론, 할로술푸론·메틸, 림술푸론, 벤타존, 카르펜트라존·에틸, 메트리부진, 티펜술푸론·메틸, 니코술푸론, 프리미술푸론, 클로란술람·메틸, 글루포시네이트, 글리포세이트, 술포세이트, 펜디메탈린, 리누론, 프로메트린, 디플루페니칸, 플루미옥사진, 메톨라클로르, 그들의 염 및 유연체로 이루어지는 군으로부터 선택되는 1종 또는 2종 이상의 화합물[성분 D]:클로퀸토세트멕실, 펜클로라졸, 펜클로라졸에틸, 메펜피르, 메펜피르디에틸, 이속사디펜, 이속사디펜에틸, 푸릴라졸, 베녹사코르, 디클로르미드, MON4660, 옥사베트리닐, 시오메트리닐, 펜클로림, 시프로술파미드, 무수나프탈렌산, 플루라졸, 그들의 염 및 유연체로 이루어지는 군으로부터 선택되는 1종 또는 2종 이상의 화합물.
- 바람직하지 않은 식물이 발아하기 전, 발아하고 있는 동안, 그리고 발아한 후의 어느 하나 이상의 시기에 있어서, 제 1 항 내지 제 3 항 중 어느 한 항에 기재된 제초제 조성물에 함유된 유효 성분을 동시에 또는 분할하여 시용하는 것을 포함하는 것을 특징으로 하는 바람직하지 않은 식생을 방제하는 방법.
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