JP2011157316A - Herbicide composition - Google Patents
Herbicide composition Download PDFInfo
- Publication number
- JP2011157316A JP2011157316A JP2010021352A JP2010021352A JP2011157316A JP 2011157316 A JP2011157316 A JP 2011157316A JP 2010021352 A JP2010021352 A JP 2010021352A JP 2010021352 A JP2010021352 A JP 2010021352A JP 2011157316 A JP2011157316 A JP 2011157316A
- Authority
- JP
- Japan
- Prior art keywords
- group
- methyl
- ethyl
- carbon atoms
- herbicide
- 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 100
- 239000000203 mixture Substances 0.000 title claims abstract description 42
- 239000004009 herbicide Substances 0.000 title claims abstract description 39
- 150000001875 compounds Chemical class 0.000 claims abstract description 70
- -1 carboxy, formyl Chemical group 0.000 claims abstract description 57
- 239000000126 substance Substances 0.000 claims abstract description 35
- 230000000694 effects Effects 0.000 claims abstract description 20
- 231100000674 Phytotoxicity Toxicity 0.000 claims abstract description 17
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 17
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 9
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 claims abstract description 7
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims abstract description 7
- 230000001603 reducing effect Effects 0.000 claims abstract description 3
- 125000004432 carbon atom Chemical group C* 0.000 claims description 21
- 230000001747 exhibiting effect Effects 0.000 claims description 18
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 9
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 9
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 claims description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 6
- 125000002560 nitrile group Chemical group 0.000 claims description 6
- 239000005562 Glyphosate Substances 0.000 claims description 5
- BGNQYGRXEXDAIQ-UHFFFAOYSA-N Pyrazosulfuron-ethyl Chemical group C1=NN(C)C(S(=O)(=O)NC(=O)NC=2N=C(OC)C=C(OC)N=2)=C1C(=O)OCC BGNQYGRXEXDAIQ-UHFFFAOYSA-N 0.000 claims description 5
- DHYXNIKICPUXJI-UHFFFAOYSA-N 1-(2,4-dichlorophenyl)-n-(2,4-difluorophenyl)-5-oxo-n-propan-2-yl-1,2,4-triazole-4-carboxamide Chemical compound C=1C=C(F)C=C(F)C=1N(C(C)C)C(=O)N(C1=O)C=NN1C1=CC=C(Cl)C=C1Cl DHYXNIKICPUXJI-UHFFFAOYSA-N 0.000 claims description 4
- PYCINWWWERDNKE-UHFFFAOYSA-N 1-(2-chloro-6-propylimidazo[1,2-b]pyridazin-3-yl)sulfonyl-3-(4,6-dimethoxypyrimidin-2-yl)urea Chemical compound N12N=C(CCC)C=CC2=NC(Cl)=C1S(=O)(=O)NC(=O)NC1=NC(OC)=CC(OC)=N1 PYCINWWWERDNKE-UHFFFAOYSA-N 0.000 claims description 4
- IXWKBUKANTXHJH-UHFFFAOYSA-N 1-[5-chloro-2-methyl-4-(5-methyl-5,6-dihydro-1,4,2-dioxazin-3-yl)pyrazol-3-yl]sulfonyl-3-(4,6-dimethoxypyrimidin-2-yl)urea Chemical compound COC1=CC(OC)=NC(NC(=O)NS(=O)(=O)C=2N(N=C(Cl)C=2C=2OC(C)CON=2)C)=N1 IXWKBUKANTXHJH-UHFFFAOYSA-N 0.000 claims description 4
- LLWADFLAOKUBDR-UHFFFAOYSA-N 2-methyl-4-chlorophenoxybutyric acid Chemical compound CC1=CC(Cl)=CC=C1OCCCC(O)=O LLWADFLAOKUBDR-UHFFFAOYSA-N 0.000 claims description 4
- 239000005472 Bensulfuron methyl Substances 0.000 claims description 4
- UWVKRNOCDUPIDM-UHFFFAOYSA-N Ethoxysulfuron Chemical compound CCOC1=CC=CC=C1OS(=O)(=O)NC(=O)NC1=NC(OC)=CC(OC)=N1 UWVKRNOCDUPIDM-UHFFFAOYSA-N 0.000 claims description 4
- FICWGWVVIRLNRB-UHFFFAOYSA-N Flucetosulfuron Chemical compound COCC(=O)OC(C(C)F)C1=NC=CC=C1S(=O)(=O)NC(=O)NC1=NC(OC)=CC(OC)=N1 FICWGWVVIRLNRB-UHFFFAOYSA-N 0.000 claims description 4
- 239000005564 Halosulfuron methyl Substances 0.000 claims description 4
- 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 4
- 239000005567 Imazosulfuron Substances 0.000 claims description 4
- NAGRVUXEKKZNHT-UHFFFAOYSA-N Imazosulfuron Chemical compound COC1=CC(OC)=NC(NC(=O)NS(=O)(=O)C=2N3C=CC=CC3=NC=2Cl)=N1 NAGRVUXEKKZNHT-UHFFFAOYSA-N 0.000 claims description 4
- JLLJHQLUZAKJFH-UHFFFAOYSA-N Isouron Chemical compound CN(C)C(=O)NC=1C=C(C(C)(C)C)ON=1 JLLJHQLUZAKJFH-UHFFFAOYSA-N 0.000 claims description 4
- 239000005574 MCPA Substances 0.000 claims description 4
- 239000005578 Mesotrione Substances 0.000 claims description 4
- WHKUVVPPKQRRBV-UHFFFAOYSA-N Trasan Chemical compound CC1=CC(Cl)=CC=C1OCC(O)=O WHKUVVPPKQRRBV-UHFFFAOYSA-N 0.000 claims description 4
- XMQFTWRPUQYINF-UHFFFAOYSA-N bensulfuron-methyl Chemical group COC(=O)C1=CC=CC=C1CS(=O)(=O)NC(=O)NC1=NC(OC)=CC(OC)=N1 XMQFTWRPUQYINF-UHFFFAOYSA-N 0.000 claims description 4
- 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 4
- HKPHPIREJKHECO-UHFFFAOYSA-N butachlor Chemical compound CCCCOCN(C(=O)CCl)C1=C(CC)C=CC=C1CC HKPHPIREJKHECO-UHFFFAOYSA-N 0.000 claims description 4
- XIGAUIHYSDTJHW-UHFFFAOYSA-N mefenacet Chemical compound N=1C2=CC=CC=C2SC=1OCC(=O)N(C)C1=CC=CC=C1 XIGAUIHYSDTJHW-UHFFFAOYSA-N 0.000 claims description 4
- 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 4
- FBUKVWPVBMHYJY-UHFFFAOYSA-N nonanoic acid Chemical compound CCCCCCCCC(O)=O FBUKVWPVBMHYJY-UHFFFAOYSA-N 0.000 claims description 4
- 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 3
- 239000005631 2,4-Dichlorophenoxyacetic acid Substances 0.000 claims description 3
- WNTGYJSOUMFZEP-UHFFFAOYSA-N 2-(4-chloro-2-methylphenoxy)propanoic acid Chemical compound OC(=O)C(C)OC1=CC=C(Cl)C=C1C WNTGYJSOUMFZEP-UHFFFAOYSA-N 0.000 claims description 3
- 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 3
- 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 3
- IAJOBQBIJHVGMQ-UHFFFAOYSA-N 2-amino-4-[hydroxy(methyl)phosphoryl]butanoic acid Chemical compound CP(O)(=O)CCC(N)C(O)=O IAJOBQBIJHVGMQ-UHFFFAOYSA-N 0.000 claims description 3
- JLYFCTQDENRSOL-UHFFFAOYSA-N 2-chloro-N-(2,4-dimethylthiophen-3-yl)-N-(1-methoxypropan-2-yl)acetamide Chemical compound COCC(C)N(C(=O)CCl)C=1C(C)=CSC=1C JLYFCTQDENRSOL-UHFFFAOYSA-N 0.000 claims description 3
- WVQBLGZPHOPPFO-UHFFFAOYSA-N 2-chloro-N-(2-ethyl-6-methylphenyl)-N-(1-methoxypropan-2-yl)acetamide Chemical compound CCC1=CC=CC(C)=C1N(C(C)COC)C(=O)CCl WVQBLGZPHOPPFO-UHFFFAOYSA-N 0.000 claims description 3
- 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 description 3
- RRCWSLBKLVBFQD-UHFFFAOYSA-N 4-chloro-1-(2-methylpropyl)imidazo[4,5-c]quinoline Chemical compound C1=CC=CC2=C3N(CC(C)C)C=NC3=C(Cl)N=C21 RRCWSLBKLVBFQD-UHFFFAOYSA-N 0.000 claims description 3
- MBFHUWCOCCICOK-UHFFFAOYSA-N 4-iodo-2-[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)carbamoylsulfamoyl]benzoic acid Chemical compound COC1=NC(C)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=C(I)C=2)C(O)=O)=N1 MBFHUWCOCCICOK-UHFFFAOYSA-N 0.000 claims description 3
- 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 3
- VTNQPKFIQCLBDU-UHFFFAOYSA-N Acetochlor Chemical compound CCOCN(C(=O)CCl)C1=C(C)C=CC=C1CC VTNQPKFIQCLBDU-UHFFFAOYSA-N 0.000 claims description 3
- 239000003666 Amidosulfuron Substances 0.000 claims description 3
- CTTHWASMBLQOFR-UHFFFAOYSA-N Amidosulfuron Chemical compound COC1=CC(OC)=NC(NC(=O)NS(=O)(=O)N(C)S(C)(=O)=O)=N1 CTTHWASMBLQOFR-UHFFFAOYSA-N 0.000 claims description 3
- NXQDBZGWYSEGFL-UHFFFAOYSA-N Anilofos Chemical compound COP(=S)(OC)SCC(=O)N(C(C)C)C1=CC=C(Cl)C=C1 NXQDBZGWYSEGFL-UHFFFAOYSA-N 0.000 claims description 3
- 239000005476 Bentazone Substances 0.000 claims description 3
- OEYOMNZEMCPTKN-UHFFFAOYSA-N Butamifos Chemical compound CCC(C)NP(=S)(OCC)OC1=CC(C)=CC=C1[N+]([O-])=O OEYOMNZEMCPTKN-UHFFFAOYSA-N 0.000 claims description 3
- FERIUCNNQQJTOY-UHFFFAOYSA-M Butyrate Chemical compound CCCC([O-])=O FERIUCNNQQJTOY-UHFFFAOYSA-M 0.000 claims description 3
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Natural products CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 claims description 3
- 239000005492 Carfentrazone-ethyl Substances 0.000 claims description 3
- 239000005504 Dicamba Substances 0.000 claims description 3
- 239000005507 Diflufenican Substances 0.000 claims description 3
- 239000005630 Diquat Substances 0.000 claims description 3
- YUBJPYNSGLJZPQ-UHFFFAOYSA-N Dithiopyr Chemical compound CSC(=O)C1=C(C(F)F)N=C(C(F)(F)F)C(C(=O)SC)=C1CC(C)C YUBJPYNSGLJZPQ-UHFFFAOYSA-N 0.000 claims description 3
- 239000005510 Diuron Substances 0.000 claims description 3
- BXEHUCNTIZGSOJ-UHFFFAOYSA-N Esprocarb Chemical compound CC(C)C(C)N(CC)C(=O)SCC1=CC=CC=C1 BXEHUCNTIZGSOJ-UHFFFAOYSA-N 0.000 claims description 3
- 239000005531 Flufenacet Substances 0.000 claims description 3
- AOQMRUTZEYVDIL-UHFFFAOYSA-N Flupoxam Chemical compound C=1C=C(Cl)C(COCC(F)(F)C(F)(F)F)=CC=1N1N=C(C(=O)N)N=C1C1=CC=CC=C1 AOQMRUTZEYVDIL-UHFFFAOYSA-N 0.000 claims description 3
- YWBVHLJPRPCRSD-UHFFFAOYSA-N Fluridone Chemical compound O=C1C(C=2C=C(C=CC=2)C(F)(F)F)=CN(C)C=C1C1=CC=CC=C1 YWBVHLJPRPCRSD-UHFFFAOYSA-N 0.000 claims description 3
- 239000005561 Glufosinate Substances 0.000 claims description 3
- 239000005566 Imazamox Substances 0.000 claims description 3
- 239000005981 Imazaquin Substances 0.000 claims description 3
- 239000005568 Iodosulfuron Substances 0.000 claims description 3
- 239000005570 Isoxaben Substances 0.000 claims description 3
- 239000005579 Metamitron Substances 0.000 claims description 3
- 239000005580 Metazachlor Substances 0.000 claims description 3
- 239000005584 Metsulfuron-methyl Substances 0.000 claims description 3
- WXZVAROIGSFCFJ-UHFFFAOYSA-N N,N-diethyl-2-(naphthalen-1-yloxy)propanamide Chemical compound C1=CC=C2C(OC(C)C(=O)N(CC)CC)=CC=CC2=C1 WXZVAROIGSFCFJ-UHFFFAOYSA-N 0.000 claims description 3
- 239000005585 Napropamide Substances 0.000 claims description 3
- CHNUNORXWHYHNE-UHFFFAOYSA-N Oxadiazon Chemical compound C1=C(Cl)C(OC(C)C)=CC(N2C(OC(=N2)C(C)(C)C)=O)=C1Cl CHNUNORXWHYHNE-UHFFFAOYSA-N 0.000 claims description 3
- 239000005589 Oxasulfuron Substances 0.000 claims description 3
- 239000005591 Pendimethalin Substances 0.000 claims description 3
- 239000005592 Penoxsulam Substances 0.000 claims description 3
- SYJGKVOENHZYMQ-UHFFFAOYSA-N Penoxsulam Chemical compound N1=C2C(OC)=CN=C(OC)N2N=C1NS(=O)(=O)C1=C(OCC(F)F)C=CC=C1C(F)(F)F SYJGKVOENHZYMQ-UHFFFAOYSA-N 0.000 claims description 3
- 239000005595 Picloram Substances 0.000 claims description 3
- UNLYSVIDNRIVFJ-UHFFFAOYSA-N Piperophos Chemical compound CCCOP(=S)(OCCC)SCC(=O)N1CCCCC1C UNLYSVIDNRIVFJ-UHFFFAOYSA-N 0.000 claims description 3
- 239000005603 Prosulfocarb 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
- 239000005605 Pyraflufen-ethyl Substances 0.000 claims description 3
- 239000005606 Pyridate Substances 0.000 claims description 3
- JTZCTMAVMHRNTR-UHFFFAOYSA-N Pyridate Chemical compound CCCCCCCCSC(=O)OC1=CC(Cl)=NN=C1C1=CC=CC=C1 JTZCTMAVMHRNTR-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
- 239000005616 Rimsulfuron Substances 0.000 claims description 3
- 239000005618 Sulcotrione Substances 0.000 claims description 3
- 239000005619 Sulfosulfuron Substances 0.000 claims description 3
- YIJZJEYQBAAWRJ-UHFFFAOYSA-N Thiazopyr Chemical compound N1=C(C(F)F)C(C(=O)OC)=C(CC(C)C)C(C=2SCCN=2)=C1C(F)(F)F YIJZJEYQBAAWRJ-UHFFFAOYSA-N 0.000 claims description 3
- 239000005623 Thifensulfuron-methyl Substances 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
- 239000005627 Triclopyr Substances 0.000 claims description 3
- 239000005629 Tritosulfuron Substances 0.000 claims description 3
- XCSGPAVHZFQHGE-UHFFFAOYSA-N alachlor Chemical compound CCC1=CC=CC(CC)=C1N(COC)C(=O)CCl XCSGPAVHZFQHGE-UHFFFAOYSA-N 0.000 claims description 3
- MXWJVTOOROXGIU-UHFFFAOYSA-N atrazine Chemical compound CCNC1=NC(Cl)=NC(NC(C)C)=N1 MXWJVTOOROXGIU-UHFFFAOYSA-N 0.000 claims description 3
- ZOMSMJKLGFBRBS-UHFFFAOYSA-N bentazone Chemical compound C1=CC=C2NS(=O)(=O)N(C(C)C)C(=O)C2=C1 ZOMSMJKLGFBRBS-UHFFFAOYSA-N 0.000 claims description 3
- CNBGNNVCVSKAQZ-UHFFFAOYSA-N benzidamine Natural products C12=CC=CC=C2C(OCCCN(C)C)=NN1CC1=CC=CC=C1 CNBGNNVCVSKAQZ-UHFFFAOYSA-N 0.000 claims description 3
- 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
- WZDDLAZXUYIVMU-UHFFFAOYSA-N bromobutide Chemical compound CC(C)(C)C(Br)C(=O)NC(C)(C)C1=CC=CC=C1 WZDDLAZXUYIVMU-UHFFFAOYSA-N 0.000 claims description 3
- 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 3
- VJYIFXVZLXQVHO-UHFFFAOYSA-N chlorsulfuron Chemical compound COC1=NC(C)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)Cl)=N1 VJYIFXVZLXQVHO-UHFFFAOYSA-N 0.000 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
- WYEHFWKAOXOVJD-UHFFFAOYSA-N diflufenican Chemical compound FC1=CC(F)=CC=C1NC(=O)C1=CC=CN=C1OC1=CC=CC(C(F)(F)F)=C1 WYEHFWKAOXOVJD-UHFFFAOYSA-N 0.000 claims description 3
- SYJFEGQWDCRVNX-UHFFFAOYSA-N diquat Chemical compound C1=CC=[N+]2CC[N+]3=CC=CC=C3C2=C1 SYJFEGQWDCRVNX-UHFFFAOYSA-N 0.000 claims description 3
- MLKCGVHIFJBRCD-UHFFFAOYSA-N ethyl 2-chloro-3-{2-chloro-5-[4-(difluoromethyl)-3-methyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]-4-fluorophenyl}propanoate Chemical group C1=C(Cl)C(CC(Cl)C(=O)OCC)=CC(N2C(N(C(F)F)C(C)=N2)=O)=C1F MLKCGVHIFJBRCD-UHFFFAOYSA-N 0.000 claims description 3
- 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 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
- FOUWCSDKDDHKQP-UHFFFAOYSA-N flumioxazin Chemical compound FC1=CC=2OCC(=O)N(CC#C)C=2C=C1N(C1=O)C(=O)C2=C1CCCC2 FOUWCSDKDDHKQP-UHFFFAOYSA-N 0.000 claims description 3
- IAJOBQBIJHVGMQ-BYPYZUCNSA-N glufosinate-P Chemical compound CP(O)(=O)CC[C@H](N)C(O)=O IAJOBQBIJHVGMQ-BYPYZUCNSA-N 0.000 claims description 3
- XDDAORKBJWWYJS-UHFFFAOYSA-N glyphosate Chemical compound OC(=O)CNCP(O)(O)=O XDDAORKBJWWYJS-UHFFFAOYSA-N 0.000 claims description 3
- 229940097068 glyphosate Drugs 0.000 claims description 3
- 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 3
- VHCNQEUWZYOAEV-UHFFFAOYSA-N metamitron Chemical compound O=C1N(N)C(C)=NN=C1C1=CC=CC=C1 VHCNQEUWZYOAEV-UHFFFAOYSA-N 0.000 claims description 3
- STEPQTYSZVCJPV-UHFFFAOYSA-N metazachlor Chemical compound CC1=CC=CC(C)=C1N(C(=O)CCl)CN1N=CC=C1 STEPQTYSZVCJPV-UHFFFAOYSA-N 0.000 claims description 3
- RSMUVYRMZCOLBH-UHFFFAOYSA-N metsulfuron methyl Chemical group COC(=O)C1=CC=CC=C1S(=O)(=O)NC(=O)NC1=NC(C)=NC(OC)=N1 RSMUVYRMZCOLBH-UHFFFAOYSA-N 0.000 claims description 3
- DEDOPGXGGQYYMW-UHFFFAOYSA-N molinate Chemical compound CCSC(=O)N1CCCCCC1 DEDOPGXGGQYYMW-UHFFFAOYSA-N 0.000 claims description 3
- VHEWQRWLIDWRMR-UHFFFAOYSA-N n-[methoxy-(4-methyl-2-nitrophenoxy)phosphinothioyl]propan-2-amine Chemical group CC(C)NP(=S)(OC)OC1=CC=C(C)C=C1[N+]([O-])=O VHEWQRWLIDWRMR-UHFFFAOYSA-N 0.000 claims description 3
- 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 3
- IOXAXYHXMLCCJJ-UHFFFAOYSA-N oxetan-3-yl 2-[(4,6-dimethylpyrimidin-2-yl)carbamoylsulfamoyl]benzoate Chemical compound CC1=CC(C)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)C(=O)OC2COC2)=N1 IOXAXYHXMLCCJJ-UHFFFAOYSA-N 0.000 claims description 3
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Landscapes
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
Description
本発明は、除草剤組成物（薬害軽減作用を示す除草剤）に関するものである。さらに詳しくは、除草活性を有する化合物を含有する除草剤と、薬害軽減作用を示す特定の物質とを含む除草剤組成物に関するものである。 The present invention relates to a herbicidal composition (herbicidal agent exhibiting a phytotoxicity-reducing action). More specifically, the present invention relates to a herbicidal composition comprising a herbicide containing a compound having herbicidal activity and a specific substance exhibiting a phytotoxicity-reducing action.
作物の栽培において、雑草の防除は極めて重要であり、作物を生産する上で必須の条件である。従来、雑草の防除のために、除草活性を有する化合物を含有する除草剤が用いられている。そして、除草活性を有する化合物を含有する除草剤は、作物によって選択性を有するものである。 In the cultivation of crops, weed control is extremely important and is an essential condition for producing crops. Conventionally, herbicides containing compounds having herbicidal activity have been used for controlling weeds. And the herbicide containing the compound which has a herbicidal activity has selectivity by a crop.
しかしながら、除草活性を有する化合物を含有する除草剤は、使用条件、気象条件、施用場面、施用量等によって、多少なりとも作物に薬害を与えることがよく知られている。 However, it is well known that herbicides containing a compound having herbicidal activity cause phytotoxicity to crops to some extent depending on use conditions, weather conditions, application scenes, application rates, and the like.
そこで、このような薬害を抑えるために、薬害軽減作用を示す物質の探索および発見が望まれている（例えば、特許文献１参照）。 Therefore, in order to suppress such phytotoxicity, search and discovery of a substance exhibiting phytotoxicity reducing action is desired (for example, refer to Patent Document 1).
本発明の目的は、除草剤が与える薬害を十分に軽減することができる除草剤組成物を提供することにある。 The objective of this invention is providing the herbicidal composition which can fully reduce the phytotoxicity which a herbicide gives.
本発明における薬害軽減作用を示す物質は、比較的低分子な化合物であるため安価に入手することができ、かつ幅広い除草剤に対して薬害軽減作用を示すことが期待できるものである。 The substance showing a phytotoxicity-reducing action in the present invention is a relatively low molecular weight compound, so that it can be obtained at a low cost and can be expected to show a phytotoxicity-reducing action for a wide range of herbicides.
本発明者は、上記課題に鑑み鋭意検討した結果、（ａ）除草剤と（ｂ）薬害軽減作用を示す物質とを組み合わせることによって、除草剤中に含有される除草活性を有する化合物の作物に対する薬害を軽減することができ、かつ各種雑草に対する除草効果を低下させないことを独自に見出し、本発明を完成させるに至った。なお、本発明は、特に移植水稲および直播水稲における除草の場面での有用性が極めて高い。 As a result of intensive studies in view of the above problems, the present inventor has developed a herbicidal compound containing a herbicide by combining (a) a herbicide and (b) a substance having a phytotoxicity-reducing action. The inventors have independently found that phytotoxicity can be reduced and the herbicidal effect on various weeds is not lowered, and the present invention has been completed. The present invention is extremely useful in the field of weeding especially in transplanted rice and direct sowing rice.
すなわち、本発明の除草剤組成物は、上記課題を解決するために、（ａ）除草剤と（ｂ）薬害軽減作用を示す物質とを含み、上記（ｂ）薬害軽減作用を示す物質が、
一般式（１）
That is, the herbicidal composition of the present invention includes (a) a herbicide and (b) a substance showing a phytotoxicity-reducing action, and (b) a substance showing a phytotoxicity-reducing action,
General formula (1)
（式中、Ｒ１は、炭素原子数１〜２のアルキル基、ヒドロキシメチル基、カルボキシル基、ホルミル基、ビニル基、または炭素原子数１〜２のニトリル基を表す）
で表される化合物（Ｒ１はｏ位、ｍ位またはｐ位に存在する）；
一般式（２）
(Wherein R 1 represents an alkyl group having 1 to 2 carbon atoms, a hydroxymethyl group, a carboxyl group, a formyl group, a vinyl group, or a nitrile group having 1 to 2 carbon atoms)
(R 1 is present at the o-position, m-position or p-position)
General formula (2)
（式中、Ｒ２，Ｒ３はそれぞれ独立して、水素原子、ヒドロキシル基、または炭素原子数１〜２のアルキル基を表す）
で表される化合物（Ｒ２，Ｒ３はｏ位、ｍ位またはｐ位に存在する）；
一般式（３）
(Wherein R 2 and R 3 each independently represents a hydrogen atom, a hydroxyl group, or an alkyl group having 1 to 2 carbon atoms)
(R 2 and R 3 are present at the o-position, m-position or p-position);
General formula (3)
（式中、Ｒ４は、水素原子、ヒドロキシル基、または炭素原子数１〜２のアルキル基を表し、Ｒ５は、酸素原子を表す）
で表される化合物（Ｒ４はｏ位、ｍ位またはｐ位に存在し、Ｒ５はｏ位またはｍ位に存在する）；
一般式（４）
(Wherein R 4 represents a hydrogen atom, a hydroxyl group, or an alkyl group having 1 to 2 carbon atoms, and R 5 represents an oxygen atom)
Wherein R 4 is present at the o-position, m-position or p-position, and R 5 is present at the o-position or m-position;
General formula (4)
（式中、Ｒ６は、水素原子、炭素原子数１〜２のアルキル基、ヒドロキシメチル基、カルボキシル基、ホルミル基、ビニル基、または炭素原子数１〜２のニトリル基を表す）
で表される化合物（Ｒ６はｏ位、ｍ位またはｐ位に存在する）；
一般式（５）
(Wherein R 6 represents a hydrogen atom, an alkyl group having 1 to 2 carbon atoms, a hydroxymethyl group, a carboxyl group, a formyl group, a vinyl group, or a nitrile group having 1 to 2 carbon atoms)
Compound represented by (R 6 is present in o-position, m-position or p-position);
General formula (5)
（式中、Ｒ７は、カルボキシル基を表す）
で表される化合物（Ｒ７はｏ位、ｍ位またはｐ位に存在する）；および
その誘導体
からなる群より選ばれる少なくとも１種の化合物であることを特徴としている。
(Wherein R 7 represents a carboxyl group)
(R 7 is present at the o-position, m-position or p-position); and at least one compound selected from the group consisting of derivatives thereof.
上記の発明によれば、本発明の除草剤組成物は、特定の（ｂ）薬害軽減作用を示す物質を含んでいるので、（ａ）除草剤の作物に対する薬害を軽減することができる。また、特定の（ｂ）薬害軽減作用を示す物質は、各種雑草に対する除草効果を低下させない。 According to said invention, since the herbicidal composition of this invention contains the substance which shows specific (b) phytotoxicity reduction effect | action, (a) phytotoxicity with respect to the crop of a herbicide can be reduced. Moreover, the substance which shows specific (b) phytotoxicity reduction action does not reduce the herbicidal effect with respect to various weeds.
また、本発明の除草剤組成物において、一般式（１）中、Ｒ１は、炭素原子数１のアルキル基を表し、上記Ｒ１は、ｐ位に存在していることが好ましい。 In the herbicidal composition of the present invention, in general formula (1), R 1 represents an alkyl group having 1 carbon atom, and R 1 is preferably present at the p-position.
リモネンは、食品添加物としても使用されており、安価で安全性が高い化合物である。 Limonene is also used as a food additive and is an inexpensive and highly safe compound.
また、本発明の除草剤組成物は、上記（ａ）除草剤が、除草活性を有する化合物を含有し、上記除草活性を有する化合物が、ベンスルフロンメチル、ピラゾスルフロンエチル、イマゾスルフロン、シクロスルファムロン、エトキシスルフロン、フルセトスルフロン、アジムスルフロン、プリミスルフロン、プロスルフロン、リムスルフロン、ハロスルフロンメチル、ニコスルフロン、チフェンスルフロンメチル、トリトスルフロン、ホラムスルフロン、アミドスルフロン、クロルスルフロン、ヨードスルフロン、メトスルフロンメチル、スルホスルフロン、フラザスルフロン、クロリムロンエチル、トリフルスルフロンメチル、オキサスルフロン、スルホメツロンメチル、トリフロキシスルフロンナトリウム、フルピルスルフロンエチルナトリウム、イマザモックス、イマゼタピル、イマザキン、イマザピル、イマザピック、フルカルバゾンナトリウム、プロポキシカルバゾンナトリウム、ビスピリバックナトリウム、ピリフタリド、ピリミノバックメチル、ピリミスルファン、ピリチオバックナトリウム、フルメツラム、ペノキススラム、メトスラム、メタゾスルフロン、プロピリスルフロン、ベンタゾン、アトラジン、シマジン、ジメタメトリン、ピリデート、ピリダホル、テルブチラジン、テルブトリン、ブロモキシニル、アイオキシニル、メトリブジン、レナシル、ブロマシル、デスメディファム、フェンメディファム、メタミトロン、シメトリン、プロメトリン、ジウロン、イソウロン、リニュロン、シデュロン、クロロトルロン、ベンゾフェナップ、ピラゾレート、ピラゾキシフェン、ベンゾビシクロン、イソキサフルトール、テフリルトリオン、テンボトリオン、イソキサクロルトール、メソトリオン、スルコトリオン、ベンゾイルヘキサジオン、プラチラクロール、ブタクロール、カフェンストロール、フェントラザミド、メフェナセット、エトベンザニド、テニルクロール、フルフェナセット、インダノファン、アニロホス、メトラクロール、メタザクロール、アラクロール、プロパクロール、ピペロホス、ジメテナミド、アセトクロール、ナプロパミド、チオベンカルブ、モリネート、ベンフレセート、ピリブチカルブ、エトフメセート、エスプロカルブ、プロスルホカルブ、ダラポン、ブチレート、ペントキサゾン、ピラクロニル、オキサジアゾン、オキサジアルギル、ピラゾジル、オキシフルオルフェン、アシフルオルフェン、ビフェノックス、ピラフルフェンエチル、フルアゾレート、フルチアセットメチル、ブタフェナシル、ベンズフェンジゾン、カルフェントラゾンエチル、スルフェントラゾン、フルミオキサジン、アクトニフェン、フルミクロラック、プロフェキサジノン、セトキシジム、クレソジム、テプラロキシジム、アロキシジム、フェノキサプロップ−Ｐ−エチル、ジクロホップメチル、フルアジホップ−Ｐ−ブチル、キザロホップ−Ｐ−エチル、シハロホップブチル、グルホシネート、グルホシネートＰ、ビアラホス、グリホサート、スルホサート、ピクロラム、トリクロピル、クロメプロップ、ＭＣＰＢ、２，４−Ｄ，ＭＣＰＡ、ジカンバ、キンクロラック、メコプロップ、ジクロルクロップ、ジフルフェニカン、フルルタモン、ピコリナフェン、フルリドン、ノルフルラゾン、ベンフルブタミド、フルロクロリドン、パラコート、ジクワット、ブタミホス、ペンディメタリン、トリフルラリン、ジチオピル、チアゾピル、アミプロホスメチル、ブロモブチド、クミルロン、ダイムロン、イソキサベン、ジクロベニル、フルポキサム、クロルチアミド、オキサジクロメホン、イプフェンカルバゾン、フェノキサスルホン、ＳＷ−０６５、ペラルゴン酸、クロマゾン、およびその塩からなる群より選ばれる少なくとも１種の化合物であることが好ましい。 Further, the herbicidal composition of the present invention is such that (a) the herbicide contains a compound having herbicidal activity, and the compound having the herbicidal activity is bensulfuron methyl, pyrazosulfuron ethyl, imazosulfuron, cyclosulfam Ron, ethoxysulfuron, flucetosulfuron, azimusulfuron, primsulfuron, prosulfuron, rimsulfuron, halosulfuronmethyl, nicosulfuron, thifensulfuronmethyl, tritosulfuron, horamsulfuron, amidosulfuron, chlorsulfuron , Iodosulfuron, metsulfuron methyl, sulfosulfuron, flazasulfuron, chlorimuron ethyl, triflusulfuron methyl, oxasulfuron, sulfomethuron methyl, trifloxysulfuron sodium, flupylsulfuron ethyl nato Um, Imazamox, Imazetapyr, Imazaquin, Imazapyr, Imazapic, Flucarbazone sodium, Propoxycarbazone sodium, Bispyribac sodium, Pyriphthalide, Pyriminobacmethyl, Pyrimyrphan, Pyrithiobac sodium, Flumetram, Penoxsulam, Methoslam, Metazosulfuron , Propyrisulfuron, bentazone, atrazine, simazine, dimetamethrin, pyridate, pyridaphor, terbutyrazine, terbutrin, bromoxynyl, ioxinyl, metribudine, lenacyl, bromacyl, desmedifam, fenmedifam, metamitron, cimethrin, promethrin, diuron, isouron, isouron , Ciduron, chlorotolulone, benzophenap, pyrazolate, Zoxifene, benzobicyclone, isoxaflutol, tefryltrione, tembotrione, isoxachlortol, mesotrione, sulcotrione, benzoylhexadione, platyraclol, butachlor, cavenstrol, fentolazamide, mefenacet, ettobenzanid, tenylchlor, flufenacet , Indanophan, anilophos, metolachlor, metazachlor, alachlor, propachlor, piperophos, dimethenamide, acetochlor, napropamide, thiobencarb, molinate, benfrate, pyributycarb, etofumecetate, esprocarb, prosulfocarb, darapon, butyrate pyranthone Oxadiazone, oxadiargyl, pyrazodyl, oxyfluor Fen, acifluorfen, bifenox, pyraflufenethyl, fluazolate, fluthiaset methyl, butaphenacyl, benzphendizone, carfentrazone ethyl, sulfentrazone, flumioxazin, actonifene, full microlac, profexazinone, Cetoxydim, cresodymium, teplaloxidim, aroxidim, phenoxaprop-P-ethyl, diclohopmethyl, fluazifop-P-butyl, quizalofop-P-ethyl, cyhalohopbutyl, glufosinate, glufosinate P, bialaphos, glyphosate, sulfosate, Picloram, triclopyr, clomeprop, MCPB, 2,4-D, MCPA, dicamba, quinclolac, mecoprop, dichlorcrop, diflufenican, Rurutamon, picolinaphen, fluridone, norflurazon, benfurbutamide, flurochloridone, paraquat, diquat, butamifos, pendimethalin, trifluralin, dithiopyr, thiazopyr, amiprophosmethyl, bromobutide, cumyluron, diimron, isoxaben, diclobenil, flupoxam, chlormethamide , Ipfencarbazone, phenoxasulfone, SW-065, pelargonic acid, chromamazone, and at least one compound selected from the group thereof.
これにより、本発明の除草剤組成物は、主要な作物の除草を行うことが可能となる。 Thereby, the herbicidal composition of the present invention can perform weeding of main crops.
本発明の除草剤組成物は、以上のように、（ａ）除草剤と（ｂ）薬害軽減作用を示す物質とを含み、上記（ｂ）薬害軽減作用を示す物質が、
一般式（１）
As described above, the herbicidal composition of the present invention comprises (a) a herbicide and (b) a substance exhibiting a safening action, and (b) a substance exhibiting a safening action,
General formula (1)
（式中、Ｒ１は、炭素原子数１〜２のアルキル基、ヒドロキシメチル基、カルボキシル基、ホルミル基、ビニル基、または炭素原子数１〜２のニトリル基を表す）
で表される化合物；
一般式（２）
(Wherein R 1 represents an alkyl group having 1 to 2 carbon atoms, a hydroxymethyl group, a carboxyl group, a formyl group, a vinyl group, or a nitrile group having 1 to 2 carbon atoms)
A compound represented by:
General formula (2)
（式中、Ｒ２，Ｒ３はそれぞれ独立して、水素原子、ヒドロキシル基、または炭素原子数１〜２のアルキル基を表す）
で表される化合物；
一般式（３）
(Wherein R 2 and R 3 each independently represents a hydrogen atom, a hydroxyl group, or an alkyl group having 1 to 2 carbon atoms)
A compound represented by:
General formula (3)
（式中、Ｒ４は、水素原子、ヒドロキシル基、または炭素原子数１〜２のアルキル基を表し、Ｒ５は、酸素原子を表す）
で表される化合物；
一般式（４）
(Wherein R 4 represents a hydrogen atom, a hydroxyl group, or an alkyl group having 1 to 2 carbon atoms, and R 5 represents an oxygen atom)
A compound represented by:
General formula (4)
（式中、Ｒ６は、水素原子、炭素原子数１〜２のアルキル基、ヒドロキシメチル基、カルボキシル基、ホルミル基、ビニル基、または炭素原子数１〜２のニトリル基を表す）
で表される化合物；
一般式（５）
(Wherein R 6 represents a hydrogen atom, an alkyl group having 1 to 2 carbon atoms, a hydroxymethyl group, a carboxyl group, a formyl group, a vinyl group, or a nitrile group having 1 to 2 carbon atoms)
A compound represented by:
General formula (5)
（式中、Ｒ７は、カルボキシル基を表す）
で表される化合物；および
その誘導体
からなる群より選ばれる少なくとも１種の化合物である。
(Wherein R 7 represents a carboxyl group)
And at least one compound selected from the group consisting of derivatives thereof.
それゆえ、本発明の除草剤組成物は、除草剤が与える薬害を十分に軽減することができるという効果を奏する。 Therefore, the herbicidal composition of the present invention has an effect that the phytotoxicity given by the herbicide can be sufficiently reduced.
以下、本発明について詳しく説明するが、本発明の範囲はこれらの説明に拘束されることはなく、以下の例示以外についても、本発明の趣旨を損なわない範囲で適宜変更して実施し得るものである。具体的には、本発明は下記の実施形態に限定されるものではなく、請求項に示した範囲で種々の変更が可能である。すなわち、請求項に示した範囲で適宜変更した技術的手段を組み合わせて得られる実施形態についても本発明の技術的範囲に含まれる。なお、本明細書等において、便宜上、「重量％」を単に「％」と記載する。 Hereinafter, the present invention will be described in detail. However, the scope of the present invention is not limited to these descriptions, and other than the following examples, the present invention can be appropriately modified and implemented without departing from the spirit of the present invention. It is. Specifically, the present invention is not limited to the following embodiments, and various modifications are possible within the scope of the claims. That is, embodiments obtained by combining technical means appropriately modified within the scope of the claims are also included in the technical scope of the present invention. In the present specification and the like, for convenience, “% by weight” is simply referred to as “%”.
本発明における除草剤組成物は、（ａ）除草剤と（ｂ）薬害軽減作用を示す物質とを含むものである。また、本発明における除草剤組成物は、該除草剤組成物の物性を阻害しない限り、（ａ）除草剤、（ｂ）薬害軽減作用を示す物質以外の物質（以下、「他の物質」という）を含んでいてもよい。他の物質を含める方法としては、特に限定されるものではない。 The herbicidal composition in the present invention comprises (a) a herbicide and (b) a substance exhibiting a phytotoxicity-reducing action. In addition, the herbicidal composition in the present invention is not limited to the physical properties of the herbicidal composition (a) a herbicide, (b) a substance other than a substance showing a phytotoxicity-reducing action (hereinafter referred to as “other substances”). ) May be included. It does not specifically limit as a method of including another substance.
＜（ａ）除草剤＞
本発明における除草剤組成物は、（ａ）除草剤を含むものである。（ａ）除草剤に含有される除草活性を有する化合物は、各種の作用機序を有する化合物であれば特に限定されないが、例えば、アセトラクテートシンターゼ阻害作用を有する化合物（ベンスルフロンメチル、ピラゾスルフロンエチル、イマゾスルフロン、シクロスルファムロン、エトキシスルフロン、フルセトスルフロン、アジムスルフロン、プリミスルフロン、プロスルフロン、リムスルフロン、ハロスルフロンメチル、ニコスルフロン、チフェンスルフロンメチル、トリトスルフロン、ホラムスルフロン、アミドスルフロン、クロルスルフロン、ヨードスルフロン、メトスルフロンメチル、スルホスルフロン、フラザスルフロン、クロリムロンエチル、トリフルスルフロンメチル、オキサスルフロン、スルホメツロンメチル、トリフロキシスルフロンナトリウム、フルピルスルフロンエチルナトリウム、イマザモックス、イマゼタピル、イマザキン、イマザピル、イマザピック、フルカルバゾンナトリウム、プロポキシカルバゾンナトリウム、ビスピリバックナトリウム、ピリフタリド、ピリミノバックメチル、ピリミスルファン、ピリチオバックナトリウム、フルメツラム、ペノキススラム、メトスラム、メタゾスルフロン、プロピリスルフロン等）、光合成電子伝達系ＩＩの阻害作用を有する化合物（ベンタゾン、アトラジン、シマジン、ジメタメトリン、ピリデート、ピリダホル、テルブチラジン、テルブトリン、ブロモキシニル、アイオキシニル、メトリブジン、レナシル、ブロマシル、デスメディファム、フェンメディファム、メタミトロン、シメトリン、プロメトリン、ジウロン、イソウロン、リニュロン、シデュロン、クロロトルロン等）、ｐ−ヒドロキシフェニルピルベートジオキシゲナーゼ阻害作用を有する化合物（ベンゾフェナップ、ピラゾレート、ピラゾキシフェン、ベンゾビシクロン、イソキサフルトール、テフリルトリオン、テンボトリオン、イソキサクロルトール、メソトリオン、スルコトリオン、ベンゾイルヘキサジオン等）、超長鎖脂肪酸合成阻害作用を有する化合物（プラチラクロール、ブタクロール、カフェンストロール、フェントラザミド、メフェナセット、エトベンザニド、テニルクロール、フルフェナセット、インダノファン、アニロホス、メトラクロール、メタザクロール、アラクロール、プロパクロール、ピペロホス、ジメテナミド、アセトクロール、ナプロパミド等）、脂肪酸合成阻害作用を有する化合物（チオベンカルブ、モリネート、ベンフレセート、ピリブチカルブ、エトフメセート、エスプロカルブ、プロスルホカルブ、ダラポン、ブチレート等）、プロトポルフィリノーゲンオキシダーゼ阻害作用を有する化合物（ペントキサゾン、ピラクロニル、オキサジアゾン、オキサジアルギル、ピラゾジル、オキシフルオルフェン、アシフルオルフェン、ビフェノックス、ピラフルフェンエチル、フルアゾレート、フルチアセットメチル、ブタフェナシル、ベンズフェンジゾン、カルフェントラゾンエチル、スルフェントラゾン、フルミオキサジン、アクトニフェン、フルミクロラック等）、ジベレリン生合成阻害作用を有する化合物（プロフェキサジノン等）、アセチルＣｏＡ（アセチルコエンザイムエー）カルボキシラーゼ阻害作用を有する化合物（セトキシジム、クレソジム、テプラロキシジム、アロキシジム、フェノキサプロップ−Ｐ−エチル、ジクロホップメチル、フルアジホップ−Ｐ−ブチル、キザロホップ−Ｐ−エチル、シハロホップブチル等）、グルタミンシンセターゼ阻害作用を有する化合物（グルホシネート、グルホシネートＰ、ビアラホス等）、５−エノールピルビルシキメート３−ホスフェートシンセターゼ阻害作用を有する化合物（グリホサート、スルホサート等）、オーキシン様作用を有する化合物（ピクロラム、トリクロピル、クロメプロップ、ＭＣＰＢ（2-methyl-4-chloro phenoxy butyric acid）、２，４−Ｄ，ＭＣＰＡ（2-methyl-4-chloro phenoxy acetic acid）、ジカンバ、キンクロラック、メコプロップ、ジクロルクロップ等）、フィトエンデサチュラーゼ阻害作用を有する化合物（ジフルフェニカン、フルルタモン、ピコリナフェン、フルリドン、ノルフルラゾン、ベンフルブタミド、フルロクロリドン等）、生体内発生の活性酸素による細胞膜破壊作用を有する化合物（パラコート、ジクワット等）、細胞分裂阻害作用を有する化合物（ブタミホス、ペンディメタリン、トリフルラリン、ジチオピル、チアゾピル、アミプロホスメチル、ブロモブチド、クミルロン、ダイムロン等）、セルロース生合成阻害作用を有する化合物（イソキサベン、ジクロベニル、フルポキサム、クロルチアミド等）のほか、生理活性阻害作用が不確定な除草活性化合物（オキサジクロメホン、イプフェンカルバゾン、フェノキサスルホン、ＳＷ−０６５（三井化学アグロ社製）、ペラルゴン酸、クロマゾン等）、またはその農学上許容される塩などが挙げられる。
<(A) Herbicide>
The herbicidal composition in the present invention comprises (a) a herbicide. (A) The compound having herbicidal activity contained in the herbicide is not particularly limited as long as it is a compound having various action mechanisms. For example, compounds having an acetolactate synthase inhibitory action (bensulfuron methyl, pyrazosulfuron) Ethyl, imazosulfuron, cyclosulfamuron, ethoxysulfuron, flucetosulfuron, azimusulfuron, primissulfuron, prosulfuron, rimsulfuron, halosulfuronmethyl, nicosulfuron, thifensulfuronmethyl, tritosulfuron, horamsulfuron, Amidosulfuron, chlorosulfuron, iodosulfuron, metsulfuron methyl, sulfosulfuron, flazasulfuron, chlorimuron ethyl, triflusulfuron methyl, oxasulfuron, sulfomethuron methyl, trifloxy Sulfuron sodium, Flupirsulfuron ethyl sodium, Imazamox, Imazetapyr, Imazaquin, Imazapyr, Imazapic, Flucarbazone sodium, Propoxycarbazone sodium, Bispyribac sodium, Pyriphthalide, Pyriminobacmethyl, Pyrimyrphan, Pyrithiobac sodium , Flumeturum, penoxthram, metosram, metazosulfuron, propyrisulfuron, etc.), compounds having an inhibitory action on photosynthetic electron transport system II (bentazone, atrazine, simazine, dimetamethrin, pyridate, pyridahol, terbutyrazine, terbutrin, bromoxynyl, ioxinyl, metribidine , Bromacil, Death Medifam, FenMedifam, Metamitron, Cimetrine, Prometh , Diuron, isouron, linuron, cidurone, chlorotoluron, etc.), p-hydroxyphenylpyruvate dioxygenase inhibitory compounds (benzophenap, pyrazolate, pyrazoxifene, benzobicyclone, isoxaflutol, tefriltrione, tembotrione) , Isoxachlortol, mesotrione, sulcotrione, benzoylhexadione, etc.), compounds having an inhibitory action on the synthesis of super-long chain fatty acids (plataticlol, butachlor, fentorazol, fentrazamide, mefenacet, etofenzanide, tenylchlor, flufenacet, indanophan, Anilophos, metolachlor, metazachlor, alachlor, propachlor, piperophos, dimethenamide, acetochlor, napropamide, etc. ), Compounds having an inhibitory action on fatty acid synthesis (thiobencarb, molinate, benfrate, pyributibrate, etofumesate, esprocarb, prosulfocarb, dalapon, butyrate, etc.), compounds having an inhibitory action on protoporphyrinogen oxidase (pentoxazone, pyraclonyl, oxadiazone, oxadiargyl) , Pyrazodyl, oxyfluorphene, acifluorfen, biphenox, pyraflufenethyl, fluazolate, fluthiaset methyl, butaphenacyl, benzphendizone, carfentrazone ethyl, sulfentrazone, flumioxazin, actonifene, full microlac, etc. ), Compounds having an inhibitory effect on gibberellin biosynthesis (such as profezazinone), acetyl CoA (acetyl coenzyme) -) Compounds having an inhibitory action on carboxylase (cetoxydim, cresodymium, tepraloxydim, alloxidim, phenoxaprop-P-ethyl, diclohopmethyl, fluazifop-P-butyl, quizalofop-P-ethyl, cyhalohopbutyl, etc.) Compounds having glutamine synthetase inhibitory action (glufosinate, glufosinate P, bialaphos, etc.), compounds having 5-enolpyruvirshikimate 3-phosphate synthetase inhibitory action (glyphosate, sulfosato, etc.), compounds having auxin-like action (picloram) , Triclopyr, chromeprop, MCPB (2-methyl-4-chloro phenoxy butyric acid), 2,4-D, MCPA (2-methyl-4-chloro phenoxy acetic acid), dicamba, quinclolac, mecoprop, dichlor crop, etc. , Compounds with phytoene desaturase inhibitory action (diflufenican, flurtamone, picolinafen, fluridone, norflurazon, benflubutamide, flurochloridone, etc.), compounds with cell membrane destruction action by active oxygen generated in vivo (paraquat, diquat, etc.), cell division inhibition In addition to compounds with activity (butamifos, pendimethalin, trifluralin, dithiopyr, thiazopyr, amiprophosmethyl, bromobutide, cumyluron, dimuron, etc.), compounds with cellulose biosynthesis inhibitory activity (isoxaben, diclobenil, flupoxam, chlorthiamide, etc.) , Herbicidal active compounds whose biological activity inhibitory action is uncertain (oxadichromemephone, ipfencarbazone, phenoxasulfone, SW-065 (manufactured by Mitsui Chemicals Agro), Perak Lugonic acid, clomazone, etc.) or agriculturally acceptable salts thereof.
その中でも、好適例としては、オキサジクロメホン、ベンスルフロンメチル、ピラゾスルフロンエチル、イマゾスルフロン、アジムスルフロン、ハロスルフロンメチル、シクロスルファムロン、エトキシスルフロン、ペノキススラム、ピリミノバックメチル、ビスピリバックナトリウム、ピリフタリド、ピリミスルファン、メタゾスルフロン、プロピリスルフロン、フルセトスルフロン、フェントラザミド、メフェナセット、カフェンストロール、プラチラクロール、ブタクロール、インダノファン、エスプロカルブ、イプフェンカルバゾン、フェノキサスルホン、ペントキサゾン、ピラクロニル、ベンゾビシクロン、メソトリオン、テフリルトリオン、ＳＷ−０６５などを挙げることができる。 Among them, preferred examples include oxadichromenephone, bensulfuronmethyl, pyrazosulfuronethyl, imazosulfuron, azimusulfuron, halosulfuronmethyl, cyclosulfamlone, ethoxysulfuron, penoxsulam, pyrinobacmethyl, bispyribac sodium, pyriftalide , Pyrimisulphane, metazosulfuron, propyrisulfuron, flucetosulfuron, fentolazamide, mefenacet, caffentrol, platilachlor, butachlor, indanophan, eprocarb, ipfencarbazone, phenoxasulfone, pentoxazone, pyraclonyl, benzobicyclon, mesotrione, Tefryltrione, SW-065, etc. can be mentioned.
＜（ｂ）薬害軽減作用を示す物質＞
本発明における除草剤組成物は、（ｂ）薬害軽減作用を示す物質を含むものである。（ｂ）薬害軽減作用を示す物質としては、（ｂ１）Ｄ-リモネン、（ｂ２）ＤＬ-リモネン、（ｂ３）Ｌ-リモネン、（ｂ４）ペリルアルコール、（ｂ５）ペリル酸、（ｂ６）５−イソプロペニル−２−メチル−１−シクロヘキセン−３−オン（カルボン）、（ｂ７）カルベオール、（ｂ８）イソピペリテノン、（ｂ９）ペリルアルデヒド、（ｂ１０）１−ビニル−４−イソプロペニルシクロヘキセン、（ｂ１１）５−イソプロペニルシクロヘキセン−１−アセトニトリル、（ｂ１２）１−イソプロペニルシクロヘキセン、（ｂ１３）ジヒドロペリル酸およびその誘導体が挙げられる。
<(B) Substance showing a phytotoxicity-reducing action>
The herbicidal composition in the present invention contains (b) a substance exhibiting a phytotoxicity-reducing action. (B) Substances exhibiting a phytotoxicity-reducing action include (b1) D-limonene, (b2) DL-limonene, (b3) L-limonene, (b4) peryl alcohol, (b5) perillic acid, (b6) 5- Isopropenyl-2-methyl-1-cyclohexen-3-one (carvone), (b7) carbeol, (b8) isopiperatenone, (b9) perilaldehyde, (b10) 1-vinyl-4-isopropenylcyclohexene, (b11) 5-isopropenylcyclohexene-1-acetonitrile, (b12) 1-isopropenylcyclohexene, (b13) dihydroperillic acid and its derivatives.
その中でも、安価で安全性に優れているという理由から、Ｄ−リモネン、ＤＬ−リモネンおよびＬ−リモネンが好ましい。 Among them, D-limonene, DL-limonene and L-limonene are preferable because they are inexpensive and excellent in safety.
（ｂ）薬害軽減作用を示す物質の立体配置は特に限定されず、Ｌ体、Ｄ体またはＤＬ体として存在する。 (B) The steric configuration of the substance exhibiting a phytotoxicity-reducing action is not particularly limited, and exists as L-form, D-form or DL-form.
また、（ｂ７）カルベオールは、イソプロペニル基とヒドロキシル基との関係において、シス（ｃｉｓ）体またはトランス（ｔｒａｎｓ）体として存在する。 In addition, (b7) carbeol exists as a cis form or a trans form in the relationship between an isopropenyl group and a hydroxyl group.
＜（ａ）除草剤と（ｂ）薬害軽減作用を示す物質との混合割合＞
本発明における除草剤組成物は、（ａ）除草剤と（ｂ）薬害軽減作用を示す物質との混合割合を、上記除草活性を有する化合物の種類、上記除草剤組成物の適用時期、適用地域、自然条件、適用土壌、施用方法等に応じて比較的広い範囲内で適宜変えることができるが、一般的には、（ａ）除草剤：（ｂ）薬害軽減作用を示す物質＝１：０．０１〜１０００（重量比）、好ましくは１：０．１〜１００（重量比）の割合で使用することができる。
<Mixing ratio of (a) herbicide and (b) substance exhibiting phytotoxicity-reducing action>
The herbicidal composition in the present invention comprises a mixing ratio of (a) a herbicide and (b) a substance exhibiting a phytotoxicity reduction, the type of the compound having the herbicidal activity, the application time of the herbicidal composition, and the application region. In general, (a) herbicide: (b) substance exhibiting phytotoxicity reduction = 1: 0. 0.01 to 1000 (weight ratio), preferably 1: 0.1 to 100 (weight ratio).
＜除草剤組成物の形態＞
本発明における除草剤組成物は、公知の手法に従って、通常の製剤形態、例えば液剤、粒剤、フロアブル（水性懸濁）、固形剤（ジャンボ剤）、浮遊性粒剤、粉剤、エマルジョン、水和剤、乳剤、微粒剤、錠剤、懸濁剤、顆粒水和剤、その他所望の任意の剤型にすることができる。
<Form of herbicide composition>
The herbicidal composition according to the present invention is prepared in accordance with a known method in the usual formulation form, for example, liquid, granule, flowable (aqueous suspension), solid (jumbo), floating granule, powder, emulsion, hydration. Agents, emulsions, fine granules, tablets, suspensions, granule wettable powders, and any other desired dosage form.
＜他の物質＞
本発明における除草剤組成物は、（ａ）除草剤と（ｂ）薬害軽減作用を示す物質との他に、増量剤、界面活性剤、乳化剤、分散剤、泡沫形成剤、固着剤、添加剤、着色剤、液体希釈剤、固体希釈剤などの各種助剤類を混合することによって調製することもできる。
<Other substances>
The herbicidal composition according to the present invention comprises (a) a herbicide and (b) a substance exhibiting a phytotoxicity-reducing action, as well as a bulking agent, a surfactant, an emulsifier, a dispersant, a foam-forming agent, a sticking agent and an additive It can also be prepared by mixing various auxiliaries such as a colorant, a liquid diluent and a solid diluent.
増量剤として水を用いる場合には、例えば、有機溶媒を補助溶媒として使用することができる。また、液体希釈剤としては、例えば、芳香族炭化水素類（例えば、キシレン、トルエン、アルキルナフタレン等）、脂肪族炭化水素類（例えば、シクロヘキサン、パラフィン類等）、アルコール類（例えば、エタノール、ブタノール、グリコールまたはそれらのエーテル及びエステル等）、ケトン類（例えば、アセトン、メチルエチルケトン、シクロヘキサノン等）、強極性溶媒（例えば、ジメチルホルムアミド、ジメチルスルホキシド等）などの有機溶媒、または水を挙げることができる。 When water is used as the extender, for example, an organic solvent can be used as an auxiliary solvent. Examples of the liquid diluent include aromatic hydrocarbons (for example, xylene, toluene, alkylnaphthalene), aliphatic hydrocarbons (for example, cyclohexane, paraffins), alcohols (for example, ethanol, butanol). , Glycols or ethers and esters thereof), ketones (eg, acetone, methyl ethyl ketone, cyclohexanone, etc.), organic solvents such as polar solvents (eg, dimethylformamide, dimethyl sulfoxide, etc.), or water.
本発明における除草剤組成物は、（ａ）除草剤と（ｂ）薬害軽減作用を示す物質とを混合する際に、（ｂ）薬害軽減作用を示す物質を低級アルコールで希釈した後に（ａ）除草剤と混合することが好ましい。これにより、本発明における除草剤組成物の薬害軽減作用を高めることができる。本明細書において、「低級アルコール」とは、炭素数が１〜５のアルコールをいう。低級アルコールとしては、例えば、エタノール、エチレングリコール、グリセリン等が挙げられる。 The herbicidal composition of the present invention comprises (a) a herbicide and (b) a substance exhibiting a phytotoxicity-reducing action, and (b) It is preferable to mix with a herbicide. Thereby, the phytotoxicity reduction effect of the herbicidal composition in the present invention can be enhanced. In the present specification, “lower alcohol” refers to an alcohol having 1 to 5 carbon atoms. Examples of the lower alcohol include ethanol, ethylene glycol, glycerin and the like.
固体希釈剤としては、例えば、アンモニウム塩または粉砕天然鉱物（例えば、カオリナイト、アタパルジャイト、モンモリロナイト、ケイ藻土、ベントナイト、タルク、チョーク、クレー等）、焼成ヒル石、シリカ、ケイ酸マグネシウム、硫酸アンモニウム、硫酸マグネシウム、硫酸カルシウム、リン酸二ナトリウム、澱粉などを挙げることができる。 Examples of the solid diluent include ammonium salts or ground natural minerals (for example, kaolinite, attapulgite, montmorillonite, diatomaceous earth, bentonite, talc, chalk, clay, etc.), calcined leechite, silica, magnesium silicate, ammonium sulfate, Examples thereof include magnesium sulfate, calcium sulfate, disodium phosphate, and starch.
乳化剤・泡沫形成剤としては、例えば、非イオン及び陰イオン乳化剤（例えば、ポリオキシエチレン脂肪酸エステル類、ポリオキエチレン脂肪アルコールエーテル類等）、アルブミン加水分解生成物などを挙げることができる。 Examples of the emulsifier / foam forming agent include nonionic and anionic emulsifiers (eg, polyoxyethylene fatty acid esters, polyoxyethylene fatty alcohol ethers, etc.), albumin hydrolysis products, and the like.
固着剤としては、例えば、カルボキシメチルセルロース、天然または合成ポリマー（例えば、アラビアゴム、ポリビニルアルコール等）、天然燐脂質類（例えば、セファリン類、レシチン類等）、合成燐脂質類などを挙げることができる。 Examples of the fixing agent include carboxymethyl cellulose, natural or synthetic polymers (for example, gum arabic and polyvinyl alcohol), natural phospholipids (for example, cephalins and lecithins), and synthetic phospholipids. .
添加剤としては、例えば、鉱物油、植物油類などを挙げることができる。 Examples of the additive include mineral oil and vegetable oil.
着色剤としては、例えば、無機顔料類（酸化鉄、酸化チタン、プルシアンブルー等）、アリザリン染料、アゾ染料、鉄、マンガン、ホウ素、銅、コバルト、モリブデン、亜鉛の塩のような微量要素などを挙げることができる。 Examples of colorants include inorganic pigments (iron oxide, titanium oxide, Prussian blue, etc.), alizarin dyes, azo dyes, trace elements such as iron, manganese, boron, copper, cobalt, molybdenum, and zinc salts. Can be mentioned.
本発明の除草剤組成物は、雑草を防除するために、そのままの状態、あるいはその製剤の形態で使用することができる。また、本発明の除草剤組成物は、使用時にタンク混合することも可能である。さらに、本発明の除草剤組成物は、他の公知の活性化合物、特に通常使用される活性化合物、例えば、殺菌剤、殺虫剤、植物生長調整剤、植物栄養剤、土壌改良剤、肥料等を配合することも可能である。 The herbicidal composition of the present invention can be used as it is or in the form of its preparation in order to control weeds. In addition, the herbicidal composition of the present invention can be mixed in a tank at the time of use. Further, the herbicidal composition of the present invention contains other known active compounds, particularly active compounds usually used, such as fungicides, insecticides, plant growth regulators, plant nutrients, soil conditioners, fertilizers, etc. It is also possible to mix.
本発明の除草剤組成物は、そのままの状態、あるいはそれら製剤の形態で、または該製剤の形態からさらに希釈して調製した施用形態、例えば、散布用調製液、乳剤、懸濁剤、粉剤、水和剤もしくは粒剤の形態で使用することができる。これらの形態の除草剤組成物は、通常の方法、例えば、液剤散布、噴霧、散粉、散粒等の方法で水田等に施用することができる。 The herbicidal composition of the present invention is applied as it is or in the form of those preparations or by further diluting from the form of the preparations, for example, spray preparations, emulsions, suspensions, powders, It can be used in the form of wettable powder or granules. These forms of the herbicidal composition can be applied to paddy fields and the like by conventional methods such as liquid spraying, spraying, dusting, and dusting.
本発明の除草剤組成物は、植物の発芽前または発芽後のいずれにも使用することができる。また、（ａ）除草剤の施用前または施用後に、（ｂ）薬害軽減作用を示す物質を施用することによっても薬害を軽減することができる。すなわち、本発明の目的である選択的薬害軽減効果を損なわない限り、（ａ）除草剤と（ｂ）薬害軽減作用を示す物質とは、完全に同時的な併用施用でなくても差し支えない。 The herbicidal composition of the present invention can be used either before or after germination of plants. Moreover, phytotoxicity can also be reduced by applying (b) a substance showing a phytotoxicity-reducing action before or after application of the herbicide. That is, as long as the selective phytotoxicity-reducing effect, which is the object of the present invention, is not impaired, (a) the herbicide and (b) the substance exhibiting the phytotoxicity-reducing action may not be used simultaneously in combination.
本発明において、施用し得る上記除草剤組成物の量は、実質的な範囲で変えることができる。その施用量は、例えば、（ａ）除草剤と（ｂ）薬害軽減作用を示す物質との合計量として０．０１〜１０ｋｇ／ｈａ、好ましくは０．１〜５ｋｇ／ｈａの範囲内とすることができる。 In the present invention, the amount of the herbicidal composition that can be applied can vary within a substantial range. The application rate is, for example, in the range of 0.01 to 10 kg / ha, preferably 0.1 to 5 kg / ha, as the total amount of (a) herbicide and (b) substance exhibiting a phytotoxicity-reducing action. Can do.
＜除草剤組成物の製造方法＞
本発明における除草剤組成物の製造方法は、特に限定されるものではなく、本発明における除草剤および薬害軽減作用を示す物質を含めること以外は、従来公知の除草剤組成物の製造方法を用いることができる。
<Method for producing herbicide composition>
The method for producing the herbicidal composition in the present invention is not particularly limited, and a conventionally known method for producing a herbicidal composition is used except that the herbicide in the present invention and a substance exhibiting a safening effect are included. be able to.
以下、実施例によって、本発明における除草剤組成物の優れた効果をさらに詳細に説明する。なお、本発明はこれらの実施例に限定されるものではない。 Hereinafter, the excellent effect of the herbicidal composition in the present invention will be described in more detail with reference to Examples. The present invention is not limited to these examples.
〔実施例１〕
（試験化合物）
薬害軽減作用を示す物質（以下、「薬害軽減剤」ともいう）ｂ１：Ｄ−リモネン
[Example 1]
(Test compound)
Substance that exhibits a phytotoxicity-reducing action (hereinafter also referred to as “phytotoxicity-reducing agent”) b1: D-limonene
薬害軽減剤ｂ２：ＤＬ−リモネン Safener b2: DL-limonene
薬害軽減剤ｂ３：Ｌ−リモネン Safener b3: L-limonene
除草活性を有する化合物（以下、「除草活性化合物」ともいう）ａ１：オキサジクロメホン
（試験方法）
１．９〜２．０葉期の水稲苗（品種：コシヒカリ）４本を１株として、１ポット当り２株を湛水条件の下の磁性ポットに移植深度０ｃｍになるように移植した。その後、水稲移植当日に、除草活性化合物と、アセトンに希釈した薬害軽減剤とを、単位面積当り所定薬量になるように水面に施用した。施用して１８日後に、水稲地上部生体重を測定した。試験は２連制で行った。
Compound having herbicidal activity (hereinafter also referred to as “herbicidal active compound”) a1: oxadiclomephone (test method)
Four rice seedlings (variety: Koshihikari) at 1.9 to 2.0 leaves were used as one strain, and 2 strains per pot were transplanted to a magnetic pot under flooding conditions so that the transplant depth was 0 cm. Thereafter, on the day of rice transplantation, the herbicidal active compound and a safener diluted in acetone were applied to the surface of the water so as to obtain a predetermined dose per unit area. Eighteen days after application, the above-ground weight of paddy rice was measured. The test was conducted in a two-track system.
（試験結果） (Test results)
〔実施例２〕
（試験化合物）
薬害軽減剤ｂ１：Ｄ−リモネン
薬害軽減剤ｂ２：ＤＬ−リモネン
薬害軽減剤ｂ３：Ｌ−リモネン
除草活性化合物ａ１：オキサジクロメホン
（試験方法）
２．０葉期の水稲苗（品種：コシヒカリ）４本を１株として、１ポット当り２株を湛水条件の下の磁性ポットに移植深度０ｃｍになるように移植した。その後、水稲移植当日に、除草活性化合物と、アセトンに希釈した薬害軽減剤とを、単位面積当り所定薬量になるように水面に施用した。施用して２３日後に、水稲地上部生体重を測定した。試験は２連制で行った。
[Example 2]
(Test compound)
Safener b1: D-limonene safener b2: DL-limonene safener b3: L-limonene herbicidal active compound a1: oxadiclomephone (test method)
Four rice seedlings (variety: Koshihikari) at 2.0 leaf stage were used as one strain, and 2 strains per pot were transplanted to a magnetic pot under flooding conditions so that the transplant depth was 0 cm. Thereafter, on the day of rice transplantation, the herbicidal active compound and a safener diluted in acetone were applied to the surface of the water so as to obtain a predetermined dose per unit area. 23 days after application, the above-ground weight of paddy rice was measured. The test was conducted in a two-track system.
（試験結果） (Test results)
〔実施例３〕
（試験化合物）
薬害軽減剤ｂ１：Ｄ−リモネン
薬害軽減剤ｂ２：ＤＬ−リモネン
薬害軽減剤ｂ３：Ｌ−リモネン
除草活性化合物ａ２：ピラゾスルフロンエチル
（試験方法）
２．０葉期の水稲苗（品種：コシヒカリ）２本を１株として、１ポット当り２株を湛水条件の下の磁性ポットに移植深度０ｃｍになるように移植した。その後、水稲移植当日に、除草活性化合物と、アセトンに希釈した薬害軽減剤とを、単位面積当り所定薬量になるように水面に施用した。施用して２５日後に、水稲地上部生体重を測定した。試験は３連制で行った。
Example 3
(Test compound)
Safener b1: D-limonene safener b2: DL-limonene safener b3: L-limonene herbicidal active compound a2: pyrazosulfuronethyl (Test method)
Two rice seedlings (variety: Koshihikari) at 2.0 leaf stage were taken as one strain, and 2 strains per pot were transplanted to a magnetic pot under flooding conditions so that the transplant depth was 0 cm. Thereafter, on the day of rice transplantation, the herbicidal active compound and a safener diluted in acetone were applied to the surface of the water so as to obtain a predetermined dose per unit area. 25 days after application, the above-ground weight of paddy rice was measured. The test was conducted in triplicate.
（試験結果） (Test results)
〔実施例４〕
（試験化合物）
薬害軽減剤ｂ１：Ｄ−リモネン
薬害軽減剤ｂ２：ＤＬ−リモネン
薬害軽減剤ｂ３：Ｌ−リモネン
除草活性化合物ａ１：オキサジクロメホン
（試験方法）
タイヌビエの種子をプラスチック性ポットに充填した土壌の表層に播種し、タイヌビエが２．５期に生育した時点で、除草活性化合物と、アセトンに希釈した薬害軽減剤とを、単位面積当り所定薬量になるように水面に施用した。施用して２６日後に、タイヌビエの地上部生体重を測定した。試験は２連制で行った。
Example 4
(Test compound)
Safener b1: D-limonene safener b2: DL-limonene safener b3: L-limonene herbicidal active compound a1: oxadiclomephone (test method)
When seeds of Tainubies are sown on the surface layer of soil filled in plastic pots, and when Tainubier grows in the 2.5th stage, a prescribed dose per unit area of herbicidal active compound and safener diluted in acetone And applied to the water surface. Twenty-six days after application, the ground weight of the Tainubier was measured. The test was conducted in a two-track system.
（試験結果） (Test results)
〔実施例５〕
（試験化合物）
薬害軽減剤ｂ１：Ｄ−リモネン
薬害軽減剤ｂ２：ＤＬ−リモネン
薬害軽減剤ｂ３：Ｌ−リモネン
除草活性化合物ａ２：ピラゾスルフロンエチル
（試験方法）
水田土壌をプラスチック性ポットに充填し、自然発生した雑草が、ヒメミソハギ子葉期、タマガヤツリ１葉期、アゼナ子葉期に生育した時点で、除草活性化合物と、アセトンに希釈した薬害軽減剤とを、単位面積当り所定薬量になるように水面に施用した。施用して２８日後に、殺草程度（0＝効果無、1＝効果小、2＝効果中、3＝効果大、4＝効果極大、4.5＝痕跡程度の残草、5＝完全枯死）を評価した。試験は２連制で行った。
Example 5
(Test compound)
Safener b1: D-limonene safener b2: DL-limonene safener b3: L-limonene herbicidal active compound a2: pyrazosulfuronethyl (Test method)
When paddy field soil is filled in a plastic pot, and naturally occurring weeds grow at the cotyledon stage of Hyme-sohagigi, the 1st-stage of the red-tailed pine, and the cotyledon stage of Azena, the unit is a herbicidal active compound and a safener that is diluted in acetone. It applied to the water surface so that it might become a predetermined dosage per area. 28 days after application, degree of slaughter (0 = no effect, 1 = small effect, 2 = medium effect, 3 = high effect, 4 = maximum effect, 4.5 = residual weed, 5 = complete death) evaluated. The test was conducted in a two-track system.
（試験結果） (Test results)
〔実施例６〕
（試験化合物）
薬害軽減剤ｂ１：Ｄ−リモネン
薬害軽減剤ｂ２：ＤＬ−リモネン
薬害軽減剤ｂ３：Ｌ−リモネン
除草活性化合物ａ３：テフリルトリオン
（試験方法）
コナギ、ヒメミソハギの種子をプラスチック性ポットに充填した土壌の表層に播種し、コナギ１葉期、ヒメミソハギ発生始期に生育した時点で、除草活性化合物と、アセトンに希釈した薬害軽減剤とを、単位面積当り所定薬量になるように水面に施用した。施用して日後に、殺草程度（0＝効果無、1＝効果小、2＝効果中、3＝効果大、4＝効果極大、5＝完全枯死）を評価した。試験は２連制で行った。
Example 6
(Test compound)
Safener b1: D-limonene safener b2: DL-limonene safener b3: L-limonene herbicidal active compound a3: tefriltrione (test method)
When we sown seeds of kogi and himemisohagi on a surface layer of soil filled in a plastic pot, when they grew at the first leaf stage of konagi and at the beginning of the development of himemisohagi, weeded herbicidal active compound and safener diluted in acetone It was applied to the surface of the water so that the prescribed dose per hit was obtained. On the day after application, the degree of slaughtering (0 = no effect, 1 = small effect, 2 = medium effect, 3 = high effect, 4 = maximum effect, 5 = complete death) was evaluated. The test was conducted in a two-track system.
（試験結果） (Test results)
上記実施例１〜６から明らかなように、除草活性化合物単用区（除草活性化合物のみを施用した場所）では、水稲に強い薬害が認められたが、本発明の配合区（除草活性化合物および薬害軽減剤を施用した場所）では、水稲の薬害が顕著に軽減され、かつ除草効果は低下しなかった。 As is clear from Examples 1 to 6 above, in the single herbicidal active compound group (place where only the herbicidal active compound was applied), strong phytotoxicity was observed in paddy rice. In the place where the safener was applied), the damage of rice was significantly reduced and the herbicidal effect was not reduced.
本発明の除草剤組成物は、除草剤が与える薬害を十分に軽減することができるため、作物の栽培における雑草の防除等、広く農業に利用することが可能である。 Since the herbicidal composition of the present invention can sufficiently reduce the phytotoxicity given by the herbicide, it can be widely used in agriculture such as controlling weeds in crop cultivation.
Claims (3)
上記薬害軽減作用を示す物質が、
一般式（１）
で表される化合物；
一般式（２）
で表される化合物；
一般式（３）
で表される化合物；
一般式（４）
で表される化合物；
一般式（５）
で表される化合物；および
その誘導体
からなる群より選ばれる少なくとも１種の化合物であることを特徴する除草剤組成物。 Including a herbicide and a substance exhibiting a safening effect,
The substance showing the above phytotoxicity reducing action is
General formula (1)
A compound represented by:
General formula (2)
A compound represented by:
General formula (3)
A compound represented by:
General formula (4)
A compound represented by:
General formula (5)
A herbicidal composition characterized by being at least one compound selected from the group consisting of:
上記Ｒ１は、ｐ位に存在していることを特徴とする請求項１に記載の除草剤組成物。 In general formula (1), R 1 represents an alkyl group having 1 carbon atom,
The herbicidal composition according to claim 1, wherein R 1 is present at the p-position.
上記除草活性を有する化合物が、ベンスルフロンメチル、ピラゾスルフロンエチル、イマゾスルフロン、シクロスルファムロン、エトキシスルフロン、フルセトスルフロン、アジムスルフロン、プリミスルフロン、プロスルフロン、リムスルフロン、ハロスルフロンメチル、ニコスルフロン、チフェンスルフロンメチル、トリトスルフロン、ホラムスルフロン、アミドスルフロン、クロルスルフロン、ヨードスルフロン、メトスルフロンメチル、スルホスルフロン、フラザスルフロン、クロリムロンエチル、トリフルスルフロンメチル、オキサスルフロン、スルホメツロンメチル、トリフロキシスルフロンナトリウム、フルピルスルフロンエチルナトリウム、イマザモックス、イマゼタピル、イマザキン、イマザピル、イマザピック、フルカルバゾンナトリウム、プロポキシカルバゾンナトリウム、ビスピリバックナトリウム、ピリフタリド、ピリミノバックメチル、ピリミスルファン、ピリチオバックナトリウム、フルメツラム、ペノキススラム、メトスラム、メタゾスルフロン、プロピリスルフロン、ベンタゾン、アトラジン、シマジン、ジメタメトリン、ピリデート、ピリダホル、テルブチラジン、テルブトリン、ブロモキシニル、アイオキシニル、メトリブジン、レナシル、ブロマシル、デスメディファム、フェンメディファム、メタミトロン、シメトリン、プロメトリン、ジウロン、イソウロン、リニュロン、シデュロン、クロロトルロン、ベンゾフェナップ、ピラゾレート、ピラゾキシフェン、ベンゾビシクロン、イソキサフルトール、テフリルトリオン、テンボトリオン、イソキサクロルトール、メソトリオン、スルコトリオン、ベンゾイルヘキサジオン、プラチラクロール、ブタクロール、カフェンストロール、フェントラザミド、メフェナセット、エトベンザニド、テニルクロール、フルフェナセット、インダノファン、アニロホス、メトラクロール、メタザクロール、アラクロール、プロパクロール、ピペロホス、ジメテナミド、アセトクロール、ナプロパミド、チオベンカルブ、モリネート、ベンフレセート、ピリブチカルブ、エトフメセート、エスプロカルブ、プロスルホカルブ、ダラポン、ブチレート、ペントキサゾン、ピラクロニル、オキサジアゾン、オキサジアルギル、ピラゾジル、オキシフルオルフェン、アシフルオルフェン、ビフェノックス、ピラフルフェンエチル、フルアゾレート、フルチアセットメチル、ブタフェナシル、ベンズフェンジゾン、カルフェントラゾンエチル、スルフェントラゾン、フルミオキサジン、アクトニフェン、フルミクロラック、プロフェキサジノン、セトキシジム、クレソジム、テプラロキシジム、アロキシジム、フェノキサプロップ−Ｐ−エチル、ジクロホップメチル、フルアジホップ−Ｐ−ブチル、キザロホップ−Ｐ−エチル、シハロホップブチル、グルホシネート、グルホシネートＰ、ビアラホス、グリホサート、スルホサート、ピクロラム、トリクロピル、クロメプロップ、ＭＣＰＢ、２，４−Ｄ，ＭＣＰＡ、ジカンバ、キンクロラック、メコプロップ、ジクロルクロップ、ジフルフェニカン、フルルタモン、ピコリナフェン、フルリドン、ノルフルラゾン、ベンフルブタミド、フルロクロリドン、パラコート、ジクワット、ブタミホス、ペンディメタリン、トリフルラリン、ジチオピル、チアゾピル、アミプロホスメチル、ブロモブチド、クミルロン、ダイムロン、イソキサベン、ジクロベニル、フルポキサム、クロルチアミド、オキサジクロメホン、イプフェンカルバゾン、フェノキサスルホン、ＳＷ−０６５、ペラルゴン酸、クロマゾン、およびその塩からなる群より選ばれる少なくとも１種の化合物であることを特徴とする請求項１または２に記載の除草剤組成物。 The herbicide contains a compound having herbicidal activity,
The compounds having herbicidal activity are bensulfuron methyl, pyrazosulfuron ethyl, imazosulfuron, cyclosulfamuron, ethoxysulfuron, flucetosulfuron, azimusulfuron, primissulfuron, prosulfuron, rimsulfuron, halosulfuron methyl, nicosulon. Ruflon, thifensulfuron methyl, tritosulfuron, foramsulfuron, amidosulfuron, chlorsulfuron, iodosulfuron, metsulfuron methyl, sulfosulfuron, frazasulfuron, chlorimuron ethyl, triflusulfuron methyl, oxa Sulfuron, sulfometuron methyl, trifloxysulfuron sodium, flupirsulfuron ethyl sodium, imazamox, imazetapill, imazaquin, imazapill, imazapic, fluka Bazone sodium, propoxycarbazone sodium, bispyribac sodium, pyriftalide, pyriminobacmethyl, pyrimisulfane, pyrithiobac sodium, flumeturum, penoxsulam, methotram, metazosulfuron, propyrisulfuron, bentazone, atrazine, simazine, dimetamethrin, Pyridate, pyridahol, terbutyrazine, terbutridine, bromoxynil, ioxinyl, metribudine, lenacyl, bromacil, desmedifam, fenmedifam, metamitron, simethrin, promethrin, diuron, isouron, linuron, ciduron, chlorotoluron, benzophenap, pyrazolate, pyrazophene Benzobicyclone, isoxaflutole, tefryltrione, tembotri , Isoxachlortol, mesotrione, sulcotrione, benzoylhexadione, platilachlor, butachlor, caffentrol, fentolazamide, mefenacet, etobenzanide, tenylchlor, flufenacet, indanophan, anilophos, metolachlor, metazachlor, alachlor, propa Chlor, piperofos, dimethenamide, acetochlor, napropamide, thiobencarb, molinate, benfrate, pyributycarb, etofumesate, esprocarb, prosulfocarb, dalapon, butyrate, pentoxazone, pyraclonil, oxadiazone, oxadialgyl, pyrazodyl, oxyfluorfen, afluolfen, afluolfen Pyraflufen ethyl, fluazolate, Fruthiaset methyl, butaphenacyl, benzphendizone, carfentrazone ethyl, sulfentrazone, flumioxazin, actonifene, full microlac, profexazinone, cetoxydim, cresodymium, tepraloxydim, aroxidim, phenoxaprop-P -Ethyl, diclohop methyl, fluazifop-P-butyl, quizalofop-P-ethyl, cihalohop butyl, glufosinate, glufosinate P, bialaphos, glyphosate, sulfosate, picloram, triclopyr, chromep, MCPB, 2,4-D, MCPA , Dicamba, quinclolac, mecoprop, dichlor crop, diflufenican, flurtamone, picolinafene, fluridone, norflurazon, benfurbutamide, fluro Loridone, paraquat, diquat, butamifos, pendimethalin, trifluralin, dithiopyr, thiazopyr, amiprophosmethyl, bromobutide, cumylron, dimeron, isoxaben, diclobenil, flupoxam, chlorthiamid, oxadichrome mephone, ipfencarbazone, phenoxasulfone, SW- The herbicidal composition according to claim 1 or 2, which is at least one compound selected from the group consisting of 065, pelargonic acid, clomazone, and salts thereof.
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103130575A (en) * | 2013-03-18 | 2013-06-05 | 哈尔滨利民农化技术有限公司 | Weedicide composition used in rice field |
| CN103918690A (en) * | 2014-04-21 | 2014-07-16 | 齐齐哈尔盛泽农药有限公司 | Paddy field herbicidal composition |
| JP2016502542A (en) * | 2012-11-30 | 2016-01-28 | ローム アンド ハース カンパニーＲｏｈｍ Ａｎｄ Ｈａａｓ Ｃｏｍｐａｎｙ | Synergistic combination of lenacyl and terbutrin for dry film protection |
| JP2016531917A (en) * | 2013-08-30 | 2016-10-13 | ローム アンド ハース カンパニーＲｏｈｍ Ａｎｄ Ｈａａｓ Ｃｏｍｐａｎｙ | Synergistic combination of lenacyl compound and flurochloridone for dry film protection |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2006016527A1 (en) * | 2004-08-11 | 2006-02-16 | Kumiai Chemical Industry Co., Ltd. | Agricultural chemical composition |
| JP2008001601A (en) * | 2006-06-20 | 2008-01-10 | Bayer Cropscience Ag | Herbicide composition having reduced phytotoxicity |
| JP2008531718A (en) * | 2005-03-02 | 2008-08-14 | カッティング・エッジ・フォーミュレーションズ・インコーポレーテッド | Limonene-containing herbicide composition, herbicide stock formulation, and methods for making and using them |
-
2010
- 2010-02-02 JP JP2010021352A patent/JP5405338B2/en active Active
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2006016527A1 (en) * | 2004-08-11 | 2006-02-16 | Kumiai Chemical Industry Co., Ltd. | Agricultural chemical composition |
| JP2008531718A (en) * | 2005-03-02 | 2008-08-14 | カッティング・エッジ・フォーミュレーションズ・インコーポレーテッド | Limonene-containing herbicide composition, herbicide stock formulation, and methods for making and using them |
| JP2008001601A (en) * | 2006-06-20 | 2008-01-10 | Bayer Cropscience Ag | Herbicide composition having reduced phytotoxicity |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2016502542A (en) * | 2012-11-30 | 2016-01-28 | ローム アンド ハース カンパニーＲｏｈｍ Ａｎｄ Ｈａａｓ Ｃｏｍｐａｎｙ | Synergistic combination of lenacyl and terbutrin for dry film protection |
| CN103130575A (en) * | 2013-03-18 | 2013-06-05 | 哈尔滨利民农化技术有限公司 | Weedicide composition used in rice field |
| JP2016531917A (en) * | 2013-08-30 | 2016-10-13 | ローム アンド ハース カンパニーＲｏｈｍ Ａｎｄ Ｈａａｓ Ｃｏｍｐａｎｙ | Synergistic combination of lenacyl compound and flurochloridone for dry film protection |
| CN103918690A (en) * | 2014-04-21 | 2014-07-16 | 齐齐哈尔盛泽农药有限公司 | Paddy field herbicidal composition |
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