CN112203516A - 包含除草安全剂和农药活性物质的水性胶囊悬浮浓缩剂 - Google Patents
包含除草安全剂和农药活性物质的水性胶囊悬浮浓缩剂 Download PDFInfo
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- CN112203516A CN112203516A CN201980035168.7A CN201980035168A CN112203516A CN 112203516 A CN112203516 A CN 112203516A CN 201980035168 A CN201980035168 A CN 201980035168A CN 112203516 A CN112203516 A CN 112203516A
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- Prior art keywords
- ethyl
- methyl
- capsule suspension
- suspension concentrate
- plants
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- 239000012141 concentrate Substances 0.000 title claims abstract description 46
- 239000004490 capsule suspension Substances 0.000 title claims abstract description 43
- 230000002363 herbicidal effect Effects 0.000 title claims description 34
- 239000013543 active substance Substances 0.000 title abstract description 7
- 239000000203 mixture Substances 0.000 claims abstract description 179
- 238000009472 formulation Methods 0.000 claims abstract description 76
- 239000004546 suspension concentrate Substances 0.000 claims abstract description 23
- OPGCOAPTHCZZIW-UHFFFAOYSA-N diethyl 1-(2,4-dichlorophenyl)-5-methyl-4h-pyrazole-3,5-dicarboxylate Chemical group CCOC(=O)C1(C)CC(C(=O)OCC)=NN1C1=CC=C(Cl)C=C1Cl OPGCOAPTHCZZIW-UHFFFAOYSA-N 0.000 claims abstract description 12
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 10
- 125000004201 2,4-dichlorophenyl group Chemical group [H]C1=C([H])C(*)=C(Cl)C([H])=C1Cl 0.000 claims abstract description 9
- -1 cymethylmellin Chemical compound 0.000 claims description 99
- 241000196324 Embryophyta Species 0.000 claims description 97
- 239000004480 active ingredient Substances 0.000 claims description 68
- 150000001875 compounds Chemical class 0.000 claims description 47
- 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 29
- 239000005531 Flufenacet Substances 0.000 claims description 28
- 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 28
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 28
- 239000005507 Diflufenican Substances 0.000 claims description 27
- 239000004009 herbicide Substances 0.000 claims description 20
- 238000000034 method Methods 0.000 claims description 20
- 239000002890 Aclonifen Substances 0.000 claims description 18
- DDBMQDADIHOWIC-UHFFFAOYSA-N aclonifen Chemical compound C1=C([N+]([O-])=O)C(N)=C(Cl)C(OC=2C=CC=CC=2)=C1 DDBMQDADIHOWIC-UHFFFAOYSA-N 0.000 claims description 18
- 239000005583 Metribuzin Substances 0.000 claims description 17
- FOXFZRUHNHCZPX-UHFFFAOYSA-N metribuzin Chemical compound CSC1=NN=C(C(C)(C)C)C(=O)N1N FOXFZRUHNHCZPX-UHFFFAOYSA-N 0.000 claims description 17
- 239000003995 emulsifying agent Substances 0.000 claims description 15
- 239000002245 particle Substances 0.000 claims description 14
- 239000002562 thickening agent Substances 0.000 claims description 14
- 239000000654 additive Substances 0.000 claims description 12
- 239000012948 isocyanate Substances 0.000 claims description 12
- 150000002513 isocyanates Chemical class 0.000 claims description 12
- 239000005558 Fluroxypyr Substances 0.000 claims description 11
- 239000002775 capsule Substances 0.000 claims description 11
- MEFQWPUMEMWTJP-UHFFFAOYSA-N fluroxypyr Chemical compound NC1=C(Cl)C(F)=NC(OCC(O)=O)=C1Cl MEFQWPUMEMWTJP-UHFFFAOYSA-N 0.000 claims description 11
- 239000005591 Pendimethalin Substances 0.000 claims description 10
- 239000005603 Prosulfocarb Substances 0.000 claims description 10
- 150000002148 esters Chemical class 0.000 claims description 10
- CHIFOSRWCNZCFN-UHFFFAOYSA-N pendimethalin Chemical compound CCC(CC)NC1=C([N+]([O-])=O)C=C(C)C(C)=C1[N+]([O-])=O CHIFOSRWCNZCFN-UHFFFAOYSA-N 0.000 claims description 10
- NQLVQOSNDJXLKG-UHFFFAOYSA-N prosulfocarb Chemical compound CCCN(CCC)C(=O)SCC1=CC=CC=C1 NQLVQOSNDJXLKG-UHFFFAOYSA-N 0.000 claims description 10
- 230000001681 protective effect Effects 0.000 claims description 10
- 239000000084 colloidal system Substances 0.000 claims description 9
- NYPJDWWKZLNGGM-UHFFFAOYSA-N fenvalerate Chemical compound C=1C=C(Cl)C=CC=1C(C(C)C)C(=O)OC(C#N)C(C=1)=CC=CC=1OC1=CC=CC=C1 NYPJDWWKZLNGGM-UHFFFAOYSA-N 0.000 claims description 9
- KKLBEFSLWYDQFI-UHFFFAOYSA-N halauxifen Chemical compound COC1=C(Cl)C=CC(C=2N=C(C(Cl)=C(N)C=2)C(O)=O)=C1F KKLBEFSLWYDQFI-UHFFFAOYSA-N 0.000 claims description 8
- 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 8
- GOCUAJYOYBLQRH-UHFFFAOYSA-N 2-(4-{[3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxy}phenoxy)propanoic acid Chemical compound C1=CC(OC(C)C(O)=O)=CC=C1OC1=NC=C(C(F)(F)F)C=C1Cl GOCUAJYOYBLQRH-UHFFFAOYSA-N 0.000 claims description 7
- UPMXNNIRAGDFEH-UHFFFAOYSA-N 3,5-dibromo-4-hydroxybenzonitrile Chemical compound OC1=C(Br)C=C(C#N)C=C1Br UPMXNNIRAGDFEH-UHFFFAOYSA-N 0.000 claims description 7
- 239000005489 Bromoxynil Substances 0.000 claims description 7
- PQKBPHSEKWERTG-UHFFFAOYSA-N Fenoxaprop ethyl Chemical group C1=CC(OC(C)C(=O)OCC)=CC=C1OC1=NC2=CC=C(Cl)C=C2O1 PQKBPHSEKWERTG-UHFFFAOYSA-N 0.000 claims description 7
- 239000007795 chemical reaction product Substances 0.000 claims description 7
- 239000005631 2,4-Dichlorophenoxyacetic acid Substances 0.000 claims description 6
- 235000006008 Brassica napus var napus Nutrition 0.000 claims description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 6
- 235000013339 cereals Nutrition 0.000 claims description 6
- KIEDNEWSYUYDSN-UHFFFAOYSA-N clomazone Chemical compound O=C1C(C)(C)CON1CC1=CC=CC=C1Cl KIEDNEWSYUYDSN-UHFFFAOYSA-N 0.000 claims description 6
- DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical compound C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 claims description 6
- 239000003960 organic solvent Substances 0.000 claims description 6
- 239000012071 phase Substances 0.000 claims description 6
- 239000003799 water insoluble solvent Substances 0.000 claims description 6
- IPPAUTOBDWNELX-UHFFFAOYSA-N (2-ethoxy-2-oxoethyl) 5-[2-chloro-4-(trifluoromethyl)phenoxy]-2-nitrobenzoate Chemical group C1=C([N+]([O-])=O)C(C(=O)OCC(=O)OCC)=CC(OC=2C(=CC(=CC=2)C(F)(F)F)Cl)=C1 IPPAUTOBDWNELX-UHFFFAOYSA-N 0.000 claims description 5
- SPNQRCTZKIBOAX-UHFFFAOYSA-N Butralin Chemical compound CCC(C)NC1=C([N+]([O-])=O)C=C(C(C)(C)C)C=C1[N+]([O-])=O SPNQRCTZKIBOAX-UHFFFAOYSA-N 0.000 claims description 5
- 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 5
- WHKUVVPPKQRRBV-UHFFFAOYSA-N Trasan Chemical compound CC1=CC(Cl)=CC=C1OCC(O)=O WHKUVVPPKQRRBV-UHFFFAOYSA-N 0.000 claims description 5
- YASYVMFAVPKPKE-UHFFFAOYSA-N acephate Chemical compound COP(=O)(SC)NC(C)=O YASYVMFAVPKPKE-UHFFFAOYSA-N 0.000 claims description 5
- 125000000129 anionic group Chemical group 0.000 claims description 5
- 239000000839 emulsion Substances 0.000 claims description 5
- PZBPKYOVPCNPJY-UHFFFAOYSA-N 1-[2-(allyloxy)-2-(2,4-dichlorophenyl)ethyl]imidazole Chemical compound ClC1=CC(Cl)=CC=C1C(OCC=C)CN1C=NC=C1 PZBPKYOVPCNPJY-UHFFFAOYSA-N 0.000 claims description 4
- YBYIRNPNPLQARY-UHFFFAOYSA-N 1H-indene Chemical compound C1=CC=C2CC=CC2=C1 YBYIRNPNPLQARY-UHFFFAOYSA-N 0.000 claims description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims description 4
- 239000005874 Bifenthrin Substances 0.000 claims description 4
- 239000005742 Bupirimate Substances 0.000 claims description 4
- 239000005499 Clomazone Substances 0.000 claims description 4
- 239000005755 Cyflufenamid Substances 0.000 claims description 4
- 239000005946 Cypermethrin Substances 0.000 claims description 4
- 239000005947 Dimethoate Substances 0.000 claims description 4
- 239000005903 Gamma-cyhalothrin Substances 0.000 claims description 4
- 239000005795 Imazalil Substances 0.000 claims description 4
- QBEXFUOWUYCXNI-UHFFFAOYSA-N Ioxynil octanoate Chemical compound CCCCCCCC(=O)OC1=C(I)C=C(C#N)C=C1I QBEXFUOWUYCXNI-UHFFFAOYSA-N 0.000 claims description 4
- 239000005574 MCPA Substances 0.000 claims description 4
- 239000005807 Metalaxyl Substances 0.000 claims description 4
- 239000005658 Tebufenpyrad Substances 0.000 claims description 4
- 239000005857 Trifloxystrobin Substances 0.000 claims description 4
- 239000002253 acid Substances 0.000 claims description 4
- OMFRMAHOUUJSGP-IRHGGOMRSA-N bifenthrin Chemical compound C1=CC=C(C=2C=CC=CC=2)C(C)=C1COC(=O)[C@@H]1[C@H](\C=C(/Cl)C(F)(F)F)C1(C)C OMFRMAHOUUJSGP-IRHGGOMRSA-N 0.000 claims description 4
- LLEMOWNGBBNAJR-UHFFFAOYSA-N biphenyl-2-ol Chemical compound OC1=CC=CC=C1C1=CC=CC=C1 LLEMOWNGBBNAJR-UHFFFAOYSA-N 0.000 claims description 4
- DSKJPMWIHSOYEA-UHFFFAOYSA-N bupirimate Chemical compound CCCCC1=C(C)N=C(NCC)N=C1OS(=O)(=O)N(C)C DSKJPMWIHSOYEA-UHFFFAOYSA-N 0.000 claims description 4
- ACMXQHFNODYQAT-UHFFFAOYSA-N cyflufenamid Chemical compound FC1=CC=C(C(F)(F)F)C(C(NOCC2CC2)=NC(=O)CC=2C=CC=CC=2)=C1F ACMXQHFNODYQAT-UHFFFAOYSA-N 0.000 claims description 4
- KAATUXNTWXVJKI-UHFFFAOYSA-N cypermethrin Chemical compound CC1(C)C(C=C(Cl)Cl)C1C(=O)OC(C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 KAATUXNTWXVJKI-UHFFFAOYSA-N 0.000 claims description 4
- 229960005424 cypermethrin Drugs 0.000 claims description 4
- MCWXGJITAZMZEV-UHFFFAOYSA-N dimethoate Chemical compound CNC(=O)CSP(=S)(OC)OC MCWXGJITAZMZEV-UHFFFAOYSA-N 0.000 claims description 4
- 229960002125 enilconazole Drugs 0.000 claims description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 4
- ZXQYGBMAQZUVMI-GCMPRSNUSA-N gamma-cyhalothrin Chemical compound CC1(C)[C@@H](\C=C(/Cl)C(F)(F)F)[C@H]1C(=O)O[C@H](C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 ZXQYGBMAQZUVMI-GCMPRSNUSA-N 0.000 claims description 4
- UFHLMYOGRXOCSL-UHFFFAOYSA-N isoprothiolane Chemical compound CC(C)OC(=O)C(C(=O)OC(C)C)=C1SCCS1 UFHLMYOGRXOCSL-UHFFFAOYSA-N 0.000 claims description 4
- WLPCAERCXQSYLQ-UHFFFAOYSA-N isotianil Chemical compound ClC1=NSC(C(=O)NC=2C(=CC=CC=2)C#N)=C1Cl WLPCAERCXQSYLQ-UHFFFAOYSA-N 0.000 claims description 4
- 239000007788 liquid Substances 0.000 claims description 4
- ZQEIXNIJLIKNTD-UHFFFAOYSA-N methyl N-(2,6-dimethylphenyl)-N-(methoxyacetyl)alaninate Chemical compound COCC(=O)N(C(C)C(=O)OC)C1=C(C)C=CC=C1C ZQEIXNIJLIKNTD-UHFFFAOYSA-N 0.000 claims description 4
- 229960000490 permethrin Drugs 0.000 claims description 4
- RLLPVAHGXHCWKJ-UHFFFAOYSA-N permethrin Chemical compound CC1(C)C(C=C(Cl)Cl)C1C(=O)OCC1=CC=CC(OC=2C=CC=CC=2)=C1 RLLPVAHGXHCWKJ-UHFFFAOYSA-N 0.000 claims description 4
- ZZYSLNWGKKDOML-UHFFFAOYSA-N tebufenpyrad Chemical compound CCC1=NN(C)C(C(=O)NCC=2C=CC(=CC=2)C(C)(C)C)=C1Cl ZZYSLNWGKKDOML-UHFFFAOYSA-N 0.000 claims description 4
- XSKZXGDFSCCXQX-UHFFFAOYSA-N thiencarbazone-methyl Chemical compound COC(=O)C1=CSC(C)=C1S(=O)(=O)NC(=O)N1C(=O)N(C)C(OC)=N1 XSKZXGDFSCCXQX-UHFFFAOYSA-N 0.000 claims description 4
- ONCZDRURRATYFI-TVJDWZFNSA-N trifloxystrobin Chemical compound CO\N=C(\C(=O)OC)C1=CC=CC=C1CO\N=C(/C)C1=CC=CC(C(F)(F)F)=C1 ONCZDRURRATYFI-TVJDWZFNSA-N 0.000 claims description 4
- DSNHSQKRULAAEI-UHFFFAOYSA-N 1,4-Diethylbenzene Chemical compound CCC1=CC=C(CC)C=C1 DSNHSQKRULAAEI-UHFFFAOYSA-N 0.000 claims description 3
- GWLLTEXUIOFAFE-UHFFFAOYSA-N 2,6-diisopropylnaphthalene Chemical compound C1=C(C(C)C)C=CC2=CC(C(C)C)=CC=C21 GWLLTEXUIOFAFE-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
- 239000005471 Benfluralin Substances 0.000 claims description 3
- KJHOZAZQWVKILO-UHFFFAOYSA-N N-(diaminomethylidene)-4-morpholinecarboximidamide Chemical compound NC(N)=NC(=N)N1CCOCC1 KJHOZAZQWVKILO-UHFFFAOYSA-N 0.000 claims description 3
- 239000005627 Triclopyr Substances 0.000 claims description 3
- 239000008346 aqueous phase Substances 0.000 claims description 3
- SMDHCQAYESWHAE-UHFFFAOYSA-N benfluralin Chemical compound CCCCN(CC)C1=C([N+]([O-])=O)C=C(C(F)(F)F)C=C1[N+]([O-])=O SMDHCQAYESWHAE-UHFFFAOYSA-N 0.000 claims description 3
- FOCAUTSVDIKZOP-UHFFFAOYSA-N chloroacetic acid Chemical compound OC(=O)CCl FOCAUTSVDIKZOP-UHFFFAOYSA-N 0.000 claims description 3
- 229940106681 chloroacetic acid Drugs 0.000 claims description 3
- ZXQYGBMAQZUVMI-UNOMPAQXSA-N cyhalothrin Chemical compound CC1(C)C(\C=C(/Cl)C(F)(F)F)C1C(=O)OC(C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 ZXQYGBMAQZUVMI-UNOMPAQXSA-N 0.000 claims description 3
- 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 3
- RBWGTZRSEOIHFD-UHUFKFKFSA-N fenaminstrobin Chemical compound CNC(=O)C(=N\OC)\C1=CC=CC=C1CO\N=C(/C)\C=C\C1=C(Cl)C=CC=C1Cl RBWGTZRSEOIHFD-UHUFKFKFSA-N 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 3
- KRTSDMXIXPKRQR-AATRIKPKSA-N monocrotophos Chemical compound CNC(=O)\C=C(/C)OP(=O)(OC)OC KRTSDMXIXPKRQR-AATRIKPKSA-N 0.000 claims description 3
- 229960005389 moroxydine Drugs 0.000 claims description 3
- NKNFWVNSBIXGLL-UHFFFAOYSA-N triazamate Chemical compound CCOC(=O)CSC1=NC(C(C)(C)C)=NN1C(=O)N(C)C NKNFWVNSBIXGLL-UHFFFAOYSA-N 0.000 claims description 3
- REEQLXCGVXDJSQ-UHFFFAOYSA-N trichlopyr Chemical compound OC(=O)COC1=NC(Cl)=C(Cl)C=C1Cl REEQLXCGVXDJSQ-UHFFFAOYSA-N 0.000 claims description 3
- CXBMCYHAMVGWJQ-CABCVRRESA-N (1,3-dioxo-4,5,6,7-tetrahydroisoindol-2-yl)methyl (1r,3r)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylate Chemical compound CC1(C)[C@H](C=C(C)C)[C@H]1C(=O)OCN1C(=O)C(CCCC2)=C2C1=O CXBMCYHAMVGWJQ-CABCVRRESA-N 0.000 claims description 2
- KAATUXNTWXVJKI-NSHGMRRFSA-N (1R)-cis-(alphaS)-cypermethrin Chemical compound CC1(C)[C@@H](C=C(Cl)Cl)[C@H]1C(=O)O[C@H](C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 KAATUXNTWXVJKI-NSHGMRRFSA-N 0.000 claims description 2
- IRCMYGHHKLLGHV-UHFFFAOYSA-N 2-ethoxy-3,3-dimethyl-2,3-dihydro-1-benzofuran-5-yl methanesulfonate Chemical compound C1=C(OS(C)(=O)=O)C=C2C(C)(C)C(OCC)OC2=C1 IRCMYGHHKLLGHV-UHFFFAOYSA-N 0.000 claims description 2
- 229940061334 2-phenylphenol Drugs 0.000 claims description 2
- ZRDUSMYWDRPZRM-UHFFFAOYSA-N 2-sec-butyl-4,6-dinitrophenyl 3-methylbut-2-enoate Chemical compound CCC(C)C1=CC([N+]([O-])=O)=CC([N+]([O-])=O)=C1OC(=O)C=C(C)C ZRDUSMYWDRPZRM-UHFFFAOYSA-N 0.000 claims description 2
- 239000005512 Ethofumesate Substances 0.000 claims description 2
- 239000005958 Fenamiphos (aka phenamiphos) Substances 0.000 claims description 2
- 239000005656 Fenazaquin Substances 0.000 claims description 2
- 239000005898 Fenoxycarb Substances 0.000 claims description 2
- MKIMSXGUTQTKJU-UHFFFAOYSA-N Propamocarb hydrochloride Chemical compound [Cl-].CCCOC(=O)NCCC[NH+](C)C MKIMSXGUTQTKJU-UHFFFAOYSA-N 0.000 claims description 2
- 239000005601 Propoxycarbazone Substances 0.000 claims description 2
- 239000005869 Pyraclostrobin Substances 0.000 claims description 2
- CRPUJAZIXJMDBK-UHFFFAOYSA-N Toxaphene Natural products C1CC2C(=C)C(C)(C)C1C2 CRPUJAZIXJMDBK-UHFFFAOYSA-N 0.000 claims description 2
- 239000005858 Triflumizole Substances 0.000 claims description 2
- 239000000642 acaricide Substances 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
- 238000004945 emulsification Methods 0.000 claims description 2
- ZCJPOPBZHLUFHF-UHFFFAOYSA-N fenamiphos Chemical compound CCOP(=O)(NC(C)C)OC1=CC=C(SC)C(C)=C1 ZCJPOPBZHLUFHF-UHFFFAOYSA-N 0.000 claims description 2
- DMYHGDXADUDKCQ-UHFFFAOYSA-N fenazaquin Chemical compound C1=CC(C(C)(C)C)=CC=C1CCOC1=NC=NC2=CC=CC=C12 DMYHGDXADUDKCQ-UHFFFAOYSA-N 0.000 claims description 2
- HJUFTIJOISQSKQ-UHFFFAOYSA-N fenoxycarb Chemical compound C1=CC(OCCNC(=O)OCC)=CC=C1OC1=CC=CC=C1 HJUFTIJOISQSKQ-UHFFFAOYSA-N 0.000 claims description 2
- FQKUGOMFVDPBIZ-UHFFFAOYSA-N flusilazole Chemical compound C=1C=C(F)C=CC=1[Si](C=1C=CC(F)=CC=1)(C)CN1C=NC=N1 FQKUGOMFVDPBIZ-UHFFFAOYSA-N 0.000 claims description 2
- 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 2
- 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 2
- 238000002156 mixing Methods 0.000 claims description 2
- 235000010292 orthophenyl phenol Nutrition 0.000 claims description 2
- HZRSNVGNWUDEFX-UHFFFAOYSA-N pyraclostrobin Chemical compound COC(=O)N(OC)C1=CC=CC=C1COC1=NN(C=2C=CC(Cl)=CC=2)C=C1 HZRSNVGNWUDEFX-UHFFFAOYSA-N 0.000 claims description 2
- CXJSOEPQXUCJSA-UHFFFAOYSA-N pyridaphenthion Chemical compound N1=C(OP(=S)(OCC)OCC)C=CC(=O)N1C1=CC=CC=C1 CXJSOEPQXUCJSA-UHFFFAOYSA-N 0.000 claims description 2
- DEIKMOQTJBGGAX-DJKKODMXSA-N pyriminobac Chemical compound CO\N=C(/C)C1=CC=CC(OC=2N=C(OC)C=C(OC)N=2)=C1C(O)=O DEIKMOQTJBGGAX-DJKKODMXSA-N 0.000 claims description 2
- YYXSCUSVVALMNW-FOWTUZBSSA-N pyriminostrobin Chemical compound CO\C=C(\C(=O)OC)C1=CC=CC=C1COC1=CC(C(F)(F)F)=NC(NC=2C(=CC(Cl)=CC=2)Cl)=N1 YYXSCUSVVALMNW-FOWTUZBSSA-N 0.000 claims description 2
- 229960005199 tetramethrin Drugs 0.000 claims description 2
- OEJNXTAZZBRGDN-UHFFFAOYSA-N toxaphene Chemical compound ClC1C(Cl)C2(Cl)C(CCl)(CCl)C(=C)C1(Cl)C2(Cl)Cl OEJNXTAZZBRGDN-UHFFFAOYSA-N 0.000 claims description 2
- HSMVPDGQOIQYSR-KGENOOAVSA-N triflumizole Chemical compound C1=CN=CN1C(/COCCC)=N/C1=CC=C(Cl)C=C1C(F)(F)F HSMVPDGQOIQYSR-KGENOOAVSA-N 0.000 claims description 2
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Abstract
本发明涉及基于2‑[(2,4‑二氯苯基)甲基]‑4,4'‑二甲基‑3‑异噁唑烷酮和吡唑解草酯的水性胶囊悬浮浓缩剂、其制备及其与其他活性物质的悬浮浓缩剂的混合物以及其作为农业化学制剂的用途。
Description
本发明涉及基于2-[(2,4-二氯苯基)甲基]-4,4'-二甲基-3-异噁唑烷酮和吡唑解草酯(mefenpyr-diethyl)的水性胶囊悬浮浓缩剂、其制备及其与其他活性成分的悬浮浓缩剂的混合物以及其作为农业化学制剂的用途。
活性成分原则上可以许多不同的方式配制,并且活性成分的特性和制剂的性质在制剂的可生产性、稳定性、可用性和功效方面可能存在问题。此外,出于经济和环境原因,特定的制剂比其他制剂更有利。
由于除草剂安全剂低而宽的熔程及其无定形结构,其不容易配制。市场上的产品由有机分散体、乳液浓缩剂、悬乳剂组成,其中低熔点活性成分为溶解或乳化形式。有利的是溶解形式的安全剂的快速生物利用度。不利的是这些制剂不能与水性制剂混合。同样不利的是,安全剂的生物利用非常迅速,并且在某些情况下在植物中吸收得太早,使得如果其后吸收活性成分,则保护效果会降低。最接近的现有技术所述的新的变体记载于WO 2017/144497 A1中。此处安全剂以液态形式加入到水中,结晶出来并以悬浮浓缩剂(SC)的形式使用。该SC的优点是可与其他悬浮浓缩剂混溶。缺点是与悬浮浓缩剂中的低熔点活性成分混溶,这导致制剂的团聚。关于溶解形式的制剂的另一个缺点是更低的初始生物利用度,因为浓缩剂中的颗粒被吸收进植物中之前首先必须进行溶解。
除草剂安全剂(例如吡唑解草酯或解毒喹(cloquintocet-mexyl))往往以酯化酸的形式存在,其可作为具有熔程的固化熔体以工业级质量使用,其迅速与成品制剂中低熔点活性成分产生结块。
对于特定的活性成分,需要安全剂来避免作物植物中的损害。市场上一种新的活性成分为活性成分2-[(2,4-二氯苯基)甲基]-4,4‘二甲基-3-异噁唑烷酮(CAS号81777-95-9或IUPAC 2-(2,4-二氯苄基)-4,4-二甲基-1,2-噁唑烷-3-酮,下文缩写为DCPMI)。它是异噁草酮(clomazone)(下文缩写为CPMI,CAS 81777-89-1,IUPAC 2-(2-氯苄基)-4,4-二甲基-1,2-噁唑烷-3-酮)的化学代表。与异噁草酮相比,DCPMI具有明显更低的水溶性(39.5ppm,而不是1000ppm)和稍微更低的蒸气压(0.88mPa,与19.2mPa相比),并且因此计算的亨利常数(活性成分通过水气相的分布)处于类似水平。两种活性成分都属于可对邻近作物造成不想要的损害的挥发性活性成分的类别。低蒸气压也可能与不想要的宽分布有关,出于人类和环境毒理学原因以及出于经济原因,应该避免这种情况。
DCPMI用于除草组合物和混合物中或用作选择性禾草除草剂,如例如WO-A 2015/127259或WO-A 2012/148689中所记载。最接近的现有技术可认为是WO 2018/024839 A1。
因此,本发明的目的是提供合适的低熔点活性成分的胶囊化,其使挥发性降低至少70%(相对于未胶囊化的活性成分),并同时实现安全剂的最佳释放和作用以及确保与其他活性成分结合的制剂储存稳定。
因此,需要包含具有熔融温度范围的低熔点除草剂安全剂的水分散体形式的新型制剂,所述具有熔融温度范围的低熔点除草剂安全剂可与活性成分、优选低熔点活性成分混合而不会形成团聚物,并安全剂具有高的、靶向的生物利用度。
此外,需要这样的制剂,其中安全剂已被单独胶囊化而没有活性成分,以确保与低熔点活性成分制剂结合的制剂稳定。
因此,本发明的一个目的是提供包含不会形成不想要的团聚物的安全剂的水性制剂。
因此,本发明的一个目的是提供制剂中包含安全剂和其他活性成分z),其中制剂中没有不想要的团聚物,且结合了安全剂的高功效,优选地胶囊中同样存在活性成分b)。
已发现,出人意料地,虽然胶囊是本领域技术人员已知的缓释制剂,但在本发明的制剂中,安全剂s),尽管胶囊化,但仍具有良好的作用。
在本发明的上下文中,合适的活性成分z)和b)为可溶于水不溶性有机溶剂的所有活性农业化学除草成分。
优选的熔融温度范围为50℃至85℃的活性成分b)包括:
莎稗磷(anilofos)、乙酰甲胺磷(acephate)、乙丁氟灵(benfluralin)、联苯菊酯(bifenthrin)、乙嘧酚磺酸酯(bupirimate)、仲丁灵(butralin)、氯乙酸、氟氯氰菊酯(cyfluthrin)、cynmethylin、氯氰菊酯(cypermethrin)、磺吸磷(demeton-S-methylsulfone)、异戊乙净(dimethametryn)、乐果(dimethoate)、蔬果磷(dioxabenzofos)、二苯胺、氟硫草定(dithiopyr)、吗菌灵乙酸酯(dodemorph acetate)、顺式氰戊菊酯(esfenvalerate)、乙丁烯氟灵(ethalfluralin)、乙氧呋草黄(ethofumesate)、喹螨醚(fenazaquin)、种衣酯(fenitropan)、苯氧威(fenoxycarb)、去草隆(fenuron-TCA)、氰戊菊酯(fenvalerate)、乙羧氟草醚(fluoroglycofen-ethyl)、flupyradifuron、解草胺(flurazole)、氟咯草酮(flurochloridone)、氯氟吡氧乙酸异辛酯(fluroxypyr-meptyl)、氟硅唑(flusilazole)、呋氨丙灵(furalaxyl)、氟吡乙禾灵(haloxyfop-etotyl)、氟吡甲禾灵(haloxyfop-methyl)、抑霉唑(imazalil)、碘苯腈辛酸酯(ioxynil octanoate)、稻瘟灵(isoprothiolane)、甲霜灵(metalaxyl)、灭多威(methomyl)、盖草津(methoprotryne)、久效磷(monocrotophos)、三氯甲基吡啶(nitrapyrin)、异丙消(nitrothal-isopropyl)、戊菌唑(penconazole)、二甲戊乐灵(pendimethalin)、苄氯菊酯(permethrin)、霜霉威盐酸盐(propamocarb hydrochloride)、噁草酸(propaquizafop)、定菌磷(pyrazophos)、精喹禾糠酯(quizalofop-P-tefuryl)、苄呋菊酯(resmethrin)、三氯乙酸、胺菊酯(tetramethrin)、久效威(thiofanox)、氟菌唑(triflumizole)、哒嗪硫磷(pyridaphenthion)、2-苯基苯酚、甲基毒虫畏(dimethylvinphos)、β-氯氰菊酯、伐灭磷(famphur)、炔草酯(clodinafop-propargyl)、唑蚜威(triazamate)、吡螨胺(tebufenpyrad)、嘧螨醚(pyrimidifen)、艾氏剂(aldrin)、溴硫磷(bromophos)、氯亚磷(dialifos)、嘧草醚(pyriminobac-methyl)、新燕灵(benzoylprop)、乙基新燕灵(benzoylprop-ethyl)、乐杀螨(binapacryl)、毒杀芬(camphechlor)、杀螨醇(chlorfenethol)、燕麦酯(chlorfenprop)、燕麦酯(chlorfenprop-methyl)、氯腈肟磷(chlorphoxim)、育畜磷(crufomate)、解草胺腈(cyometrinil)、1,1-二氯-2,2-双(4-乙基苯基)乙烷、敌蝇威(dimetilan)、消螨通(dinobuton)、除螨酯(fenson)、噻唑禾草灵(fenthiaprop)、噻唑禾草灵(fenthiaprop-ethyl)、联氟螨(fluenetil)、果绿定(glyodin)、异杀鼠酮(2-isovalerylindane-1,3-dione)、甲氧苯酮(methoxyphenone)、甲氧乙氯汞(2-methoxyethylmercury chloride)、除草醚(nitrofen)、茚草酮(indanofan)、灭螨醌(acequinocyl)、齿小蠹二烯醇(ipsdienol)与(S)-顺式-马鞭草烯醇((S)-cis-verbenol)、氰菌胺(fenoxanil)、唑菌胺酯(pyraclostrobin)、肟菌酯(trifloxystrobin)、环氟菌胺(cyflufenamid)、γ-三氟氯氰菊酯(gamma-cyhalothrin)、丙氧喹啉(proquinazid)、2,6-二异丙基萘、异噻菌胺(isotianil)和2-[(2,4-二氯苯基)甲基]-4,4‘-二甲基-3-异噁唑烷酮。
特别优选b)2-[(2,4-二氯苯基)甲基]-4,4‘-二甲基-3-异噁唑烷酮(CAS号81777-95-9或IUPAC 2-(2,4-二氯苄基)-4,4-二甲基-1,2-噁唑烷-3-酮,下文缩写为DCPMI)。
基于DCPMI的制剂记载于WO 2018/024839和WO 2015127259中。
所述制剂可任选地包含其他未胶囊化的活性成分z)。
本发明的另一个目的是将安全剂以如下方式掺入制剂中:
-它不会与其他活性成分混合形成任何团聚物
-活性成分b)或z),优选DCPMI,具有不变的高活性
-有效成分b)或z)的挥发性未增加
-安全剂的功效不变且很高。
该目的通过本发明的胶囊悬浮浓缩剂(CS)来实现,其可与其他活性成分进一步配制得到ZC制剂。ZC制剂为CS和悬浮浓缩剂(SC)的混合物。
因此,本发明提供胶囊悬浮浓缩剂,其包含
A)颗粒分散相(胶囊),其包含
a)至少一种具有异氰酸酯反应性基团的化合物a1)与异氰酸酯混合物a2)的反应产物,
b)任选地活性成分b),
s)安全剂s),溶于有机的水不溶性溶剂L)中,
c)任选地一种或多种添加剂,以及
B)d)液态水相,
其中所述分散相A)的颗粒的中值粒度为1至50μm。
在一个优选的实施方案中,本发明的CS包含A)中的至少一种活性成分b)。
在一个优选的实施方案中,本发明的CS包含A)中的至少一种或多于一种添加剂c)。
进一步优选地,本发明的CS包含至少一种保护胶体c1)。
粒度根据CIPAC(CIPAC=Collaborative International PesticidesAnalytical Council;www.cipac.org)方法MT 187测定为d50或D90=活性成分粒度(所有体积颗粒的50%或90%的激光散射)。中值粒度是指d50值。
分散相A)的颗粒的中值粒度d50通常为1至50μm、优选1至20μm、最优选3至15μm。
本发明同样提供一种制备本发明的胶囊悬浮浓缩剂的方法,其特征在于,在
步骤(1)中,将溶于有机的水不溶性溶剂L)中的安全剂s)与异氰酸酯混合物a2)以及任选地与有机溶剂和/或乳化剂混合,然后将由此制备的溶液,在
步骤(2)中,于水中乳化,所述水任选地包含保护胶体c1),任选地与其他添加剂d)混合,并将由此制备的乳液E,在
步骤(3)中,与异氰酸酯反应性基团a1)混合,然后任选地,加入其他添加剂d)。
在一个优选的实施方案中,在步骤1中,进一步另外添加溶于有机的水不溶性溶剂L)中的活性成分b)。
在步骤2中进一步优选使用保护胶体c1)。
除非另有说明,否则下文中所述的量涉及A)和B)的总量。
在本发明的方法的另一个实施方案中,在本发明方法的步骤3中,可首先将步骤2中获得的乳液E在搅拌的同时与至少一种二胺、多胺、二醇、多元醇和/或氨基醇a1)混合。胺或醇组分a1)在此优选以水溶液添加。在引起胶囊形成的反应结束后,任选地加入添加剂c)。优选在本发明的方法中使用胺作为组分a1)。
为了制备本发明的CS,可以使用任何常规用于此类目的的设备,其产生强剪切力。实例包括转子-定子混合器和喷射分散器。
在本发明的方法的实施中,来自组分a2)的NCO基团与来自组分a1)的NCO-反应性基团的比例可在特定范围内变化。通常,每1mol异氰酸酯使用0.8至1.5当量的胺或醇组分。优选地,选择异氰酸酯和胺或醇的量使得存在等摩尔量的异氰酸酯基团和氨基或羟基。
在本发明的方法的实施中,反应温度可在特定范围内变化。
本发明的方法的第一阶段(1)通常在-10℃至80℃、优选0℃至50℃、更优选2℃至40℃、最优选2℃至30℃的温度下进行;第二阶段(2)通常在-10℃至+80℃、优选0℃至80℃的温度下进行;以及在第三阶段(3)中温度通常为0℃至80℃、优选10℃至75℃。
本发明的方法优选在大气压下进行。
本发明的胶囊悬浮浓缩剂的胶囊的壁厚为0.001至4μm、优选0.01至2μm且最优选0.01至1μm(壁厚计算值)。
在a1)与a2)的反应中,异氰酸酯基团和异氰酸酯反应性基团的数均官能度X的总和为2≤X≤6、优选2≤X≤4.5、更优选2.0≤X≤3.5且最优选2.2≤X≤2.8。
作为本发明的方法中的特征的“数均官能度X”阐明如下。本文中更高官能度的化合物是关键的,并将更低官能度的化合物减去2的结果与更高官能度的化合物相加。例如,如果a1)的(平均)官能度为2.1,并且a2)的(平均)官能度为2.6:2.1-2=0.1。这个差值加上2.6:2.6+0.1=2.7。因此,数均官能度为2.7。或者,如果a1)为2.7且a2)为2.3,则发现数均官能度为2.7+2.3-2=3.0。
本发明的胶囊悬浮浓缩剂具有许多优点。例如,它们能够在长时间内以每种情况所需的量释放活性组分。还有利的是,存在的活性成分的植物相容性得到改善,并且挥发性和因此对邻近作物的损害减少。此外,活性组分的急性毒性降低,因此微胶囊制剂的利用对于操作者和就潜在的光毒性反应而言都是毫无问题的。
有用的具有异氰酸酯反应性基团的化合物a1)包括脂族、芳族、环状和脂环族的伯二胺和仲二胺以及多胺。实例包括乙二胺(1,2)、二亚乙基三胺、单异丙胺、4-氨基吡啶(4-AP)、正丙胺、基于乙烯或丙烯亚胺的聚氮丙啶、三亚乙基四胺(TETA)、四亚乙基五胺、2,4,4'-三氨基二苯醚、双(六亚甲基)三胺、乙二胺(EDA)、三亚甲基二哌啶(TMDP)、碳酸胍(GUCA)、苯二胺、甲苯二胺、五亚甲基六胺、2,4-二氨基-6-甲基-1,3,5-三嗪、1,2-二氨基环己烷、4,4'-二氨基二苯基甲烷、1,5-二氨基萘异佛尔酮二胺、二氨基丙烷、二氨基丁烷、哌嗪、氨基亚乙基哌嗪(AEP)、聚(丙二醇)双(2-氨基丙基醚)或o,o'-双(2-氨基丙基)聚丙二醇-嵌段-聚乙二醇-嵌段-聚丙二醇、己二胺、双(3-氨基丙基)胺、双(2-甲基氨基乙基)甲胺、1,4-二氨基环己烷、3-氨基-1-甲基氨基丙烷、N-甲基双(3-氨基丙基)胺、1,4-二氨基-正丁烷和1,6-二氨基-正己烷。优选己二胺和二亚乙基三胺。
有用的具有异氰酸酯反应性基团的化合物a1)同样包括伯和仲、脂族和芳族的二醇和多元醇。实例包括:乙二醇、丙二醇(1,2)、丙二醇(1,3)、丁二醇(1,4)、戊二醇(1,5)、己二醇(1,6)、丙三醇和二乙二醇。优选使用丙三醇和丙烷-1,2-二醇。
具有异氰酸酯反应性基团的化合物a1)还包括氨基醇。实例包括三乙醇胺、单乙醇胺、三异丙醇胺、二异丙胺、N-甲基乙醇胺、N-甲基二乙醇胺。
在一个非常特别优选的实施方案中,使用胺作为异氰酸酯反应性组分a1)。
异氰酸酯混合物a2)为单异氰酸酯、二异氰酸酯和/或多异氰酸酯混合物,或异氰酸酯混合物的反应产物。合适的化合物a2)为例如1,4-二异氰酸亚丁酯、1,6-二异氰酸六亚甲基酯(HDI)、异佛尔酮二异氰酸酯(IPDI)、2,2,4-三甲基六亚甲基二异氰酸酯和/或2,4,4-三甲基六亚甲基二异氰酸酯、异构的双(4,4'-异氰酸根合环己基)甲烷(H12-MDI)及其与任何异构体含量的混合物、1,4-二异氰酸亚环己基酯、4-异氰酸根合甲基辛烷1,8-二异氰酸酯(壬烷三异氰酸酯)、1,4-二异氰酸亚苯酯、甲苯2,4-二异氰酸酯和/或甲苯2,6-二异氰酸酯(TDI)、亚萘基1,5-二异氰酸酯、二苯基甲烷2,2'-二异氰酸酯和/或二苯基甲烷2,4'-二异氰酸酯和/或二苯基甲烷4,4'-二异氰酸酯(MDI)、1,3-双(2-异氰酸根合丙-2-基)苯和/或1,4-双(2-异氰酸根合丙-2-基)苯(TMXDI)、1,3-双(异氰酸根合甲基)苯(XDI)、具有1至8个碳原子的烷基的2,6-二异氰酸根合己酸烷基酯(赖氨酸二异氰酸酯),及它们的混合物。包含改性剂例如脲基甲酸酯、脲二酮(uretdione)、氨基甲酸乙酯(urethane)、异氰脲酸酯、缩二脲、亚氨基噁二嗪二酮或噁二嗪三酮结构并且基于所述二异氰酸酯的化合物也是组分a2)的合适单元,也为多环化合物,例如聚合MDI(pMDI,例如购自Dow的PAPI-27或购自Covestro AG的44V20产品)以及上述的组合。
优选异氰酸酯(NCO)官能度为2至6、优选2.0至4.5、更优选2.3至4.2且最优选2.3至3.8的改性剂。特别优选NCO官能度为2.4至2.8。
优选使用选自HDI、IPDI、H12-MDI、TDI和MDI的二异氰酸酯进行改性。特别优选TDI和MDI,及其衍生物。特别优选的MDI为聚合MDI,例如与TDI共混使用的PAPI-27。异氰酸酯或多异氰酸酯或共混物的优选NCO含量为3重量%至50重量%、更优选10重量%至40重量%、更优选15重量%至35重量%且最优选18重量%至30重量%。异氰酸酯基团在与异氰酸酯反应性基团反应之前也可以部分或完全封端的形式存在,使得它们不能立即与异氰酸酯反应性基团反应。这确保了反应直到已达到特定温度(封端温度)才发生反应。典型的封端剂可以在现有技术中找到,并且其选择使得它们根据物质在60℃至220℃的温度下再次从异氰酸酯基团中消去,并且仅在此之后才与异氰酸酯反应性基团反应。存在掺入到聚氨酯中的封端剂,并且还存在在聚氨酯中作为溶剂或增塑剂保留的那些,或作为气体从聚氨酯中释放出的那些。有时使用表述“封端NCO值”。当在本发明中使用表述“NCO值”时,这总是指未封端的NCO值。通常的封端程度最高达<0.5%。典型的封端剂的实例为己内酰胺、甲基乙基酮肟、吡唑(例如3,5-二甲基-1,2-吡唑或1,-吡唑)、三唑(例如1,2,4-三唑)、二异丙胺、丙二酸二乙酯、二乙胺、苯酚及其衍生物以及咪唑。
组分a2)还可以上述化合物的混合物的形式或预聚物的形式使用。在这种情况下,例如,包含异氰酸酯基团并且NCO含量为3重量%至50重量%的化合物与包含异氰酸酯反应性基团并且OH值为10mg KOH/g至150mg KOH/g的化合物反应。
非常特别优选使用聚合(p)MDI和TDI的混合物。本文中pMDI与甲苯二异氰酸酯的比例可在特定比例内变化,优选使用0.2重量%至2重量%的pMDI和0.2重量%至2重量%的TDI。
本发明的胶囊悬浮浓缩剂的水相B)除了水之外还可包含其他添加剂c),例如乳化剂、保护胶体、防腐剂、消泡剂、冷稳定剂、增稠剂、pH稳定剂和中和剂。优选的组分c)为乳化剂、增稠剂和保护胶体c1)。
有用的有机溶剂L)包括所有常规有机溶剂,其一方面与水具有低混溶性,但另一方面溶解所用的具有良好溶解性的活性农业化学成分。优选的实例包括脂族和芳族的、任选地卤代的烃,例如甲苯、二甲苯、100、100ND、150、150ND或200、200ND(矿物油)、四氯甲烷、氯仿、二氯甲烷和二氯乙烷;以及酯,例如乙酸乙酯;以及烷烃羧酰胺,例如N,N-二甲基辛酰胺和N,N-二甲基癸酰胺。此外,还有植物油和改性油(例如通过甲基化、乙基化以及氢化和水合作用进行改性),基于例如菜籽油、玉米仁油、椰子油等。特别优选使用矿物油,非常特别优选使用基于二烷基萘(例如二异丙基萘)的溶剂以及1-甲基萘和2-甲基萘和萘的混合物(例如200ND产品,CAS号:64742-94-5)。
有用的乳化剂c)包括存在于活性农业化学成分的制剂中的标准表面活性物质。实例包括乙氧基化壬基酚、直链醇的聚乙二醇醚、烷基酚与环氧乙烷和/或环氧丙烷的反应产物以及脂肪酸酯、烷基磺酸酯、烷基硫酸酯和芳基硫酸酯。
有用的保护胶体c1)(分散剂)包括通常用于此目的的所有物质。优选的实例包括天然和合成的水溶性聚合物,例如明胶、淀粉和纤维素衍生物,特别是纤维素酯和纤维素醚,例如甲基纤维素,以及聚乙烯醇、部分水解的聚乙酸乙烯酯、木质素磺酸盐(例如NA、88或25S)、改性萘磺酸酯(例如Morwet D-425)、聚乙烯吡咯烷酮和聚丙烯酰胺。特别优选使用聚乙烯醇、部分水解的聚乙酸乙烯酯和木质素磺酸盐。非常特别优选聚乙烯醇和木质素磺酸盐。非常特别优选使用木质素磺酸盐。
有用的增稠剂c)包括有机增稠剂和无机增稠剂。有用的有机增稠剂包括有机天然或生物技术改性或有机合成的增稠剂。典型的合成增稠剂为(Croda)或或系列(Elementis)。这些通常是基于丙烯酸酯。典型的有机增稠剂是基于黄原胶或纤维素(例如羟乙基纤维素或羧甲基纤维素)或其组合物。其他典型的代表是基于纤维素或木质素。优选使用基于黄原胶的天然改性增稠剂。典型代表为例如(Solvay)和(Kelco Corp.)以及(Cargill)。同样优选二氧化硅和绿坡缕石。
有用的消泡剂c)包括在作物保护组合物中通常可用于此目的的所有物质。优选硅烷衍生物,例如聚二甲基硅氧烷和硬脂酸镁。典型产品为所使用的484(Solvay,Silioxane Emulsion)和SAG 1571(Momentive)。
用作冷稳定剂的物质c)可为在作物保护组合物中通常可用于此目的的所有物质。实例包括尿素、丙三醇和丙二醇。
有用的中和剂c)包括常规的酸和碱。实例包括磷酸、柠檬酸、氢氧化钠溶液和氨水溶液。
在本发明中,在式中,例如式(I)中,除非另有所述,否则任选取代的基团可以是单取代或多取代的,其中在多取代的情况下,取代基可以相同或不同。此外,即使仅给出一种结构或商品名,也没有任何问题地包括本领域技术人员已知的内消旋和互变异构形式。
此外,在本发明所述的优先范围内,应当理解不同的优选级别可以在排列中彼此组合,而且在任何情况下的相同的优选级别,尤其是最优选的实施方案/优选级别在每种情况下应彼此组合并确实以这种组合公开。
如上所述的仅由必要组分(非任选组分)组成的组合物也应被认为是公开的。
百分比——除非另有所述——应理解为重量百分比,其中所述组合物的重量%通常总计为100,或用相应的溶剂/分散剂补足至100%。
本发明的胶囊悬浮浓缩剂的组成可在特定范围内变化。所述分散相A)相对于整个制剂的比例通常为10重量%至90重量%、优选30重量%至70重量%、更优选40重量%至60重量%。
a)(反应产物a1+a2)的比例通常为0.1重量%至8重量%、优选0.2重量%至4.5重量%、更优选0.3重量%至2.5重量%;活性农业化学成分b)的比例通常为1重量%至50重量%、优选5重量%至40重量%、更优选10重量%至20重量%;有机溶剂L)的比例通常为1重量%至90重量%、优选10重量%至60重量%、更优选20重量%至40重量%;保护胶体c1)的比例通常为0.1重量%至5重量%、优选0.2重量%至3重量%、更优选0.3重量%至1.5重量%;以及添加剂c)的比例通常为0.1重量%至15重量%、优选0.3重量%至10重量%且更优选0.4重量%至3重量%。
优选地,活性农业化学成分b)与异氰酸酯混合物a2)的比例为7:1至40:1、优选8:1至20:1、更优选9:1至18:1。
如果使用氨基官能化合物作为组分a1),则氨基异氰酸酯反应性基团a1)与异氰酸酯混合物a2)的优选比例为0至1。
在一个优选的实施方案中,将本发明的胶囊悬浮浓缩剂(CS)与一种或多种悬浮浓缩剂(SC)混合以得到ZC制剂。
本发明还提供ZC制剂,其包含本发明的CS制剂和至少一种包含以下组分的悬浮浓缩剂(SC):
-一种或多种优选除草活性成分z),
-至少一种或多于一种增稠剂c),
-一种或多种阴离子乳化剂e1),和/或
-一种或多种非离子乳化剂e2)。
优选的活性成分z)为活性杀真菌、杀虫和除草成分。优选地,可以使用已知的基于抑制以下物质的活性成分:例如,乙酰乳酸合酶、乙酰辅酶A羧化酶、纤维素合酶、烯醇式丙酮酰莽草酸-3-磷酸合酶(enolpyruvylshikimate-3-phosphate synthase)、谷氨酰胺合酶、对羟基苯丙酮酸双加氧酶、八氢番茄红素去饱和酶、光系统I、光系统II或原卟啉原氧化酶(protoporphyrinogen oxidase),如例如Weed Research 26(1986)441-445或"ThePesticide Manual",第17版,The British Crop Protection Council and the RoyalSoc.of Chemistry,2017以及其中所引用的文献中所记载。下文中举例说明的是已知的除草剂,其可与本发明的化合物结合,这些活性成分以根据国际标准化组织(ISO)的英文变体中的通用名称或以化学名称或代码编号进行确认。即使未明确提及,它们也总是包括所有的使用形式,例如酸、盐、酯以及所有的异构体形式,例如立体异构体和光学异构体。
典型的活性成分z)选自包含以下物质的列表:乙草胺(acetochlor)、三氟羧草醚(acifluorfen)、三氟羧草醚钠(acifluorfen-sodium)、苯草醚(aclonifen)、甲草胺(alachlor)、二丙烯草胺(allidochlor)、禾草灭(alloxydim)、禾草灭钠(alloxydim-sodium)、莠灭净(ametryn)、氨唑草酮(amicarbazone)、乙酰胺(amidochlor)、酰嘧磺隆(amidosulfuron)、环丙嘧啶酸(aminocyclopyrachlor)、环丙嘧啶酸钾(aminocyclopyrachlor-potassium)、环丙嘧啶酸甲酯(aminocyclopyrachlor-methyl)、氯氨吡啶酸(aminopyralid)、杀草强(amitrole)、氨基磺酸铵(ammoniumsulfamate)、莎稗磷、磺草灵(asulam)、莠去津(atrazine)、唑啶草酮(azafenidin)、四唑嘧磺隆(azimsulfuron)、氟丁酰草胺(beflubutamid)、草除灵(benazolin)、草除灵乙酯(benazolin-ethyl)、乙丁氟灵、呋草黄(benfuresate)、苄嘧磺隆(bensulfuron)、苄嘧磺隆(bensulfuron-methyl)、地散磷(bensulide)、灭草松(bentazone)、双环磺草酮(benzobicyclon)、吡草酮(benzofenap)、氟吡草酮(bicyclopyron)、甲羧除草醚(bifenox)、双丙氨膦(bilanafos)、双丙氨膦钠(bilanafos-sodium)、双草醚(bispyribac)、双草醚钠(bispyribac-sodium)、除草定(bromacil)、溴丁酰草胺(bromobutide)、溴酚肟(bromofenoxim)、溴苯腈(bromoxynil)、丁酰溴苯腈(bromoxynil-butyrate)、溴苯腈钾(bromoxynil-potassium)、庚酰溴苯腈(bromoxynil-heptanoate)和辛酰溴苯腈(bromoxynil-octanoate)、羟草酮(busoxinone)、丁草胺(butachlor)、氟丙嘧草酯(butafenacil)、抑草磷(butamifos)、丁烯草胺(butenachlor)、仲丁灵、丁苯草酮(butroxydim)、丁草敌(butylate)、唑草胺(cafenstrole)、双酰草胺(carbetamide)、唑酮草酯(carfentrazone)、唑酮草酯(carfentrazone-ethyl)、草灭畏(chloramben)、氯溴隆(chlorbromuron)、伐草克(chlorfenac)、伐草克钠(chlorfenac-sodium)、燕麦酯、氯芴素(chlorflurenol)、氯芴素(chlorflurenol-methyl)、氯草敏(chloridazon)、氯嘧磺隆(chlorimuron)、氯嘧磺隆(chlorimuron-ethyl)、氯酞酰亚胺(chlorophthalim)、绿麦隆(chlorotoluron)、敌草索(chlorthal-dimethyl)、氯磺隆(chlorsulfuron)、3-[5-氯-4-(三氟甲基)吡啶-2-基]-4-羟基-1-甲基咪唑烷-2-酮、吲哚酮草酯(cinidon)、吲哚酮草酯(cinidon-ethyl)、环庚草醚(cinmethylin)、醚磺隆(cinosulfuron)、氯酰草膦(clacyfos)、烯草酮(clethodim)、炔草酸(clodinafop)、炔草酯、异噁草酮、氯甲酰草胺(clomeprop)、二氯吡啶酸(clopyralid)、氯酯磺草胺(cloransulam)、氯酯磺草胺(cloransulam-methyl)、苄草隆(cumyluron)、氨基氰(cyanamide)、氰草津(cyanazine)、环草敌(cycloate)、cyclopyranil、cyclopyrimorate、环丙嘧磺隆(cyclosulfamuron)、噻草酮(cycloxydim)、氰氟草酯(cyhalofop)、氰氟草酯(cyhalofop-butyl)、环草津(cyprazine)、2,4-D、2,4-D-丁氧基乙酯(2,4-D-butotyl)、2,4-D-丁酯(2,4-D-butyl)、2,4-D-二甲基铵(2,4-D-dimethylammonium)、2,4-D-二醇胺(2,4-D-diolamin)、2,4-D-乙酯(2,4-D-ethyl)、2,4-D-2-乙基己酯(2,4-D-2-ethylhexyl)、2,4-D-异丁酯、2,4-D-异辛酯、2,4-D-异丙基铵、2,4-D-钾、2,4-D-三异丙醇铵和2,4-D-三乙醇胺、2,4-DB、2,4-DB-丁酯、2,4-DB-二甲基铵、2,4-DB-异辛酯、2,4-DB-钾和2,4-DB-钠、杀草隆(daimuron(dymron))、茅草枯(dalapon)、棉隆(dazomet)、正癸醇、甜菜安(desmedipham)、detosyl-pyrazolate(DTP)、麦草畏(dicamba)、敌草腈(dichlobenil)、2-(2,4-二氯苄基)-4,4-二甲基-1,2-噁唑烷-3-酮、2-(2,5-二氯苄基)-4,4-二甲基-1,2-噁唑烷-3-酮、2,4-滴丙酸(dichlorprop)、精2,4-滴丙酸(dichlorprop-P)、禾草灵(diclofop)、禾草灵(diclofop-methyl)、精禾草灵(diclofop-P-methyl)、双氯磺草胺(diclosulam)、野燕枯(difenzoquat)、吡氟酰草胺(diflufenican)、二氟吡隆(diflufenzopyr)、二氟吡隆钠(diflufenzopyr-sodium)、噁唑隆(dimefuron)、哌草丹(dimepiperate)、二甲草胺(dimethachlor)、异戊乙净、二甲吩草胺(dimethenamid)、精二甲吩草胺(dimethenamid-P)、dimetrasulfuron、氨氟灵(dinitramine)、特乐酚(dinoterb)、双苯酰草胺(diphenamid)、敌草快(diquat)、二溴敌草快(diquatdibromid)、氟硫草定、敌草隆(diuron)、DNOC、茵多酸(endothal)、EPTC、戊草丹(esprocarb)、乙丁烯氟灵、胺苯磺隆(ethametsulfuron)、胺苯磺隆(ethametsulfuron-methyl)、乙嗪草酮(ethiozin)、乙氧呋草黄、氟乳醚(ethoxyfen)、氟乳醚(ethoxyfen-ethyl)、乙氧嘧磺隆(ethoxysulfuron)、乙氧苯草胺(etobenzanid)、F-9600、F-5231(即N-[2-氯-4-氟-5-[4-(3-氟丙基)-4,5-二氢-5-氧代-1H-四唑-1-基]苯基]乙磺酰胺)、F-7967(即3-[7-氯-5-氟-2-(三氟甲基)-1H-苯并咪唑-4-基]-1-甲基-6-(三氟甲基)嘧啶-2,4(1H,3H)-二酮)、噁唑禾草灵(fenoxaprop)、精噁唑禾草灵(fenoxaprop-P)、噁唑禾草灵乙酯(fenoxaprop-ethyl)、精噁唑禾草灵乙酯(fenoxaprop-P-ethyl)、fenoxasulfone、fenquinotrione、四唑酰草胺(fentrazamide)、麦草伏(flamprop)、高效麦草氟异丙酯(flamprop-M-isopropyl)、高效麦草氟甲酯(flamprop-M-methyl)、啶嘧磺隆(flazasulfuron)、双氟磺草胺(florasulam)、氯氟吡啶酯(florpyrauxifen)、氯氟吡啶酯(florpyrauxifen-benzyl)、吡氟禾草灵(fluazifop)、精吡氟禾草灵(fluazifop-P)、吡氟禾草灵丁酯(fluazifop-butyl)、精吡氟禾草灵丁酯(fluazifop-P-butyl)、氟酮磺隆(flucarbazone)、氟酮磺隆(flucarbazone-sodium)、氟吡磺隆(flucetosulfuron)、氯乙氟灵(fluchloralin)、氟噻草胺(flufenacet)、氟哒嗪草酯(flufenpyr)、氟哒嗪草酯(flufenpyr-ethyl)、唑嘧磺草胺(flumetsulam)、氟烯草酸(flumiclorac)、氟烯草酸(flumiclorac-pentyl)、丙炔氟草胺(flumioxazin)、氟草隆(fluometuron)、抑草丁(flurenol)、芴醇丁酯(flurenol-butyl)、芴醇二甲铵(flurenol-dimethylammonium)和芴醇甲酯(flurenol-methyl)、乙羧氟草醚(fluoroglycofen)、乙羧氟草醚(fluoroglycofen-ethyl)、四氟丙酸(flupropanate)、氟啶嘧磺隆(flupyrsulfuron)、氟啶嘧磺隆钠(flupyrsulfuron-methyl-sodium)、氟啶草酮(fluridone)、氟咯草酮、氯氟吡氧乙酸(fluroxypyr)、氯氟吡氧乙酸异辛酯、呋草酮(flurtamone)、嗪草酸(fluthiacet)、嗪草酸甲酯(fluthiacet-methyl)、氟磺胺草醚(fomesafen)、氟磺胺草醚钠(fomesafen-sodium)、甲酰氨磺隆(foramsulfuron)、杀木膦(fosamine)、草铵膦(glufosinate)、草铵膦铵、精草铵膦钠(glufosinate-P-sodium)、精草铵膦铵、精草铵膦钠、草甘膦(glyphosate)、草甘膦铵、草甘膦异丙基铵、草甘膦二铵、草甘膦二甲基铵、草甘膦钾、草甘膦钠和草硫膦(glyphosate-trimesium)、H-9201(即O-(2,4-二甲基-6-硝基苯基)O-乙基异丙基硫代磷酰胺酯(O-(2,4-dimethyl-6-nitrophenyl)O-ethyl isopropylphosphoramidothioate))、氟氯吡啶酯(halauxifen)、氟氯吡啶酯(halauxifen-methyl)、氟硝磺酰胺(halosafen)、氯吡嘧磺隆(halosulfuron)、氯吡嘧磺隆(halosulfuron-methyl)、氟吡禾灵(haloxyfop)、精氟吡禾灵(haloxyfop-P)、氟吡禾灵乙氧基乙酯、精氟吡禾灵乙氧基乙酯、氟吡甲禾灵、精氟吡甲禾灵(haloxyfop-P-methyl)、环嗪酮(hexazinone)、HW-02(即(2,4-二氯苯氧基)乙酸1-(二甲氧基磷酰基)乙酯)、4-羟基-1-甲氧基-5-甲基-3-[4-(三氟甲基)吡啶-2-基]咪唑烷-2-酮、4-羟基-1-甲基-3-[4-(三氟甲基)吡啶-2-基]咪唑烷-2-酮、咪草酯(imazamethabenz)、咪草酯(imazamethabenz-methyl)、甲氧咪草烟(imazamox)、甲氧咪草烟铵、甲咪唑烟酸(imazapic)、甲咪唑烟酸铵、咪唑烟酸(imazapyr)、咪唑烟酸异丙基铵、咪唑喹啉酸(imazaquin)、咪唑喹啉酸铵、咪唑乙烟酸(imazethapyr)、咪唑乙烟酸亚铵(imazethapyr-immonium)、唑吡嘧磺隆(imazosulfuron)、茚草酮、三嗪茚草胺(indaziflam)、碘甲磺隆(iodosulfuron)、碘甲磺隆钠(iodosulfuron-methyl-sodium)、碘苯腈(ioxynil)、辛酰碘苯腈(ioxynil-octanoate)、碘苯腈钾和碘苯腈钠、三唑酰草胺(ipfencarbazone)、异丙隆(isoproturon)、异噁隆(isouron)、异噁酰草胺(isoxaben)、异噁唑草酮(isoxaflutole)、特胺灵(karbutilate)、KUH-043(即3-({[5-(二氟甲基)-1-甲基-3-(三氟甲基)-1H-吡唑-4-基]甲基}磺酰基)-5,5-二甲基-4,5-二氢-1,2-噁唑)、ketospiradox、乳氟禾草灵(lactofen)、环草定(lenacil)、利谷隆(linuron)、MCPA、MCPA-丁氧基乙酯、MCPA-二甲基铵、MCPA-2-乙基己酯、MCPA-异丙基铵、MCPA-钾和MCPA-钠、MCPB、MCPB-甲酯、MCPB-乙酯和MCPB-钠、2-甲-4-氯丙酸(mecoprop)、2-甲-4-氯丙酸钠和2-甲-4-氯丙酸丁氧基乙酯(mecoprop-butotyl)、精2-甲-4-氯丙酸(mecoprop-P)、精2-甲-4-氯丙酸丁氧基乙酯、精2-甲-4-氯丙酸二甲基铵、精2-甲-4-氯丙酸-2-乙基己酯和精2-甲-4-氯丙酸钾、苯噻酰草胺(mefenacet)、氟磺酰草胺(mefluidide)、甲基二磺隆(mesosulfuron)、甲基二磺隆(mesosulfuron-methyl)、甲基磺草酮(mesotrione)、甲基苯噻隆(methabenzthiazuron)、威百亩(metam)、噁唑酰草胺(metamifop)、苯嗪草酮(metamitron)、吡唑草胺(metazachlor)、嗪吡嘧磺隆(metazosulfuron)、甲基苯噻隆、甲硫嘧磺隆(methiopyrsulfuron)、methiozolin、异硫氰酸甲酯(methyl isothiocyanate)、溴谷隆(metobromuron)、异丙甲草胺(metolachlor)、精异丙甲草胺(S-metolachlor)、磺草唑胺(metosulam)、甲氧隆(metoxuron)、嗪草酮(metribuzin)、甲磺隆(metsulfuron)、甲磺隆(metsulfuron-methyl)、禾草敌(molinat)、绿谷隆(monolinuron)、单嘧磺隆(monosulfuron)、单嘧磺酯(monosulfuron-ester)、MT-5950(即N-[3-氯-4-(1-甲基乙基)-苯基]-2-甲基戊酰胺)、NGGC-011、敌草胺(napropamide)、NC-310(即4-(2,4-二氯苯甲酰基)-1-甲基-5-苄氧基吡唑)、草不隆(neburon)、烟嘧磺隆(nicosulfuron)、壬酸(nonanoic acid(pelargonic acid))、氟草敏(norflurazon)、油酸(脂肪酸)、坪草丹(orbencarb)、嘧苯胺磺隆(orthosulfamuron)、氨磺乐灵(oryzalin)、丙炔噁草酮(oxadiargyl)、噁草酮(oxadiazon)、环氧嘧磺隆(oxasulfuron)、噁嗪草酮(oxaziclomefon)、氧代三酮(lancotrione)、乙氧氟草醚(oxyfluorfen)、百草枯(paraquat)、二氯百草枯(paraquat dichloride)、克草猛(pebulate)、二甲戊乐灵、五氟磺草胺(penoxsulam)、五氯苯酚(pentachlorphenol)、环戊噁草酮(pentoxazone)、烯草胺(pethoxamid)、矿物油(petroleum oils)、甜菜宁(phenmedipham)、氨氯吡啶酸(picloram)、氟吡酰草胺(picolinafen)、唑啉草酯(pinoxaden)、哌草磷(piperophos)、丙草胺(pretilachlor)、氟嘧磺隆(primisulfuron)、甲基氟嘧磺隆(primisulfuron-methyl)、氨氟乐灵(prodiamine)、环苯草酮(profoxydim)、扑灭通(prometon)、扑草净(prometryn)、毒草胺(propachlor)、敌稗(propanil)、噁草酸、扑灭津(propazine)、苯胺灵(propham)、异丙草胺(propisochlor)、丙苯磺隆(propoxycarbazone)、丙苯磺隆钠(propoxycarbazone-sodium)、丙嗪嘧磺隆(propyrisulfuron)、炔苯酰草胺(propyzamide)、苄草丹(prosulfocarb)、氟磺隆(prosulfuron)、双唑草腈(pyraclonil)、pyraflufen、吡草醚(pyraflufen-ethyl)、磺酰草吡唑(pyrasulfotole)、吡唑特(pyrazolynate(pyrazolate))、吡嘧磺隆(pyrazosulfuron)、吡嘧磺隆(pyrazosulfuron-ethyl)、苄草唑(pyrazoxyfen)、pyribambenz、异丙酯草醚(pyribambenz-isopropyl)、丙酯草醚(pyribambenz-propyl)、嘧啶肟草醚(pyribenzoxim)、稗草丹(pyributicarb)、达草止(pyridafol)、哒草特(pyridate)、环酯草醚(pyriftalid)、pyriminobac、嘧草醚(pyriminobac-methyl)、pyrimisulfan、嘧草硫醚(pyrithiobac)、嘧草硫醚(pyrithiobac-sodium)、砜吡草唑(pyroxasulfone)、甲氧磺草胺(pyroxsulam)、二氯喹啉酸(quinclorac)、氯甲喹啉酸(quinmerac)、灭藻醌(quinoclamine)、喹禾灵(quizalofop)、喹禾灵乙酯(quizalofop-ethyl)、精喹禾灵(quizalofop-P)、精喹禾灵乙酯(quizalofop-P-ethyl)、精喹禾糠酯、砜嘧磺隆(rimsulfuron)、苯嘧磺草胺(saflufenacil)、烯禾啶(sethoxydim)、环草隆(siduron)、西玛津(simazine)、西草净(simetryn)、磺草酮(sulcotrion)、甲磺草胺(sulfentrazone)、甲嘧磺隆(sulfometuron)、甲嘧磺隆(sulfometuron-methyl)、磺酰磺隆(sulfosulfuron)、SYN-523、SYP-249(即1-乙氧基-3-甲基-1-氧代丁-3-烯-2-基5-[2-氯-4-(三氟甲基)苯氧基]-2-硝基苯甲酸酯)、SYP-300(即1-[7-氟-3-氧代-4-(丙-2-炔-1-基)-3,4-二氢-2H-1,4-苯并噁嗪-6-基]-3-丙基-2-硫酮咪唑烷-4,5-二酮)、2,3,6-TBA、TCA(三氟乙酸)、三氟乙酸钠(TCA-sodium)、丁噻隆(tebuthiuron)、呋喃磺草酮(tefuryltrione)、环磺酮(tembotrione)、吡喃草酮(tepraloxydim)、特草定(terbacil)、特草灵(terbucarb)、特丁通(terbumeton)、特丁津(terbuthylazin)、去草净(terbutryn)、噻吩草胺(thenylchlor)、噻唑烟酸(thiazopyr)、噻酮磺隆(thiencarbazone)、噻酮磺隆(thiencarbazone-methyl)、噻吩磺隆(thifensulfuron)、噻吩磺隆(thifensulfuron-methyl)、禾草丹(thiobencarb)、tiafenacil、tolpyralate、苯吡唑草酮(topramezone)、三甲苯草酮(tralkoxydim)、氟酮磺草胺(triafamone)、野麦畏(tri-allate)、醚苯磺隆(triasulfuron)、三嗪氟草胺(triaziflam)、苯磺隆(tribenuron)、苯磺隆(tribenuron-methyl)、三氯吡氧乙酸(triclopyr)、草达津(trietazine)、三氟啶磺隆(trifloxysulfuron)、三氟啶磺隆钠(trifloxysulfuron-sodium)、trifludimoxazin、氟乐灵(trifluralin)、氟胺磺隆(triflusulfuron)、氟胺磺隆(triflusulfuron-methyl)、三氟甲磺隆(tritosulfuron)、硫酸脲、灭草敌(vernolate)、ZJ-0862(即3,4-二氯-N-{2-[(4,6-二甲氧基嘧啶-2-基)氧基]苄基}苯胺)。
活性成分z)优选选自包含以下物质的列表:
莎稗磷、乙酰甲胺磷、乙丁氟灵、联苯菊酯、乙嘧酚磺酸酯、仲丁灵、氯乙酸、氟氯氰菊酯、cynmethylin、氯氰菊酯、磺吸磷、异戊乙净、乐果、蔬果磷、二苯胺、氟硫草定、吗菌灵乙酸酯、顺式氰戊菊酯、乙丁烯氟灵、乙氧呋草黄、喹螨醚、种衣酯、苯氧威、去草隆、氰戊菊酯、乙羧氟草醚、flupyradifuron、解草胺、氟咯草酮、氯氟吡氧乙酸异辛酯、氟硅唑、呋氨丙灵、氟吡乙禾灵、氟吡甲禾灵、抑霉唑、碘苯腈辛酸酯、稻瘟灵、甲霜灵、灭多威、盖草津、久效磷、三氯甲基吡啶、异丙消、戊菌唑、二甲戊乐灵、苄氯菊酯、霜霉威盐酸盐、噁草酸、定菌磷、精喹禾糠酯、苄呋菊酯、三氯乙酸、胺菊酯、久效威、氟菌唑、哒嗪硫磷、2-苯基苯酚、甲基毒虫畏、β-氯氰菊酯、伐灭磷、炔草酯、唑蚜威、吡螨胺、嘧螨醚、艾氏剂、溴硫磷、氯亚磷、嘧草醚、新燕灵、乙基新燕灵、乐杀螨、毒杀芬、杀螨醇、燕麦酯(chlorfenprop)、燕麦酯(chlorfenprop-methyl)、氯腈肟磷、育畜磷、解草胺腈、1,1-二氯-2,2-双(4-乙基苯基)乙烷、敌蝇威、消螨通、除螨酯、噻唑禾草灵(fenthiaprop)、噻唑禾草灵(fenthiaprop-ethyl)、联氟螨、果绿定、异杀鼠酮、甲氧苯酮、甲氧乙氯汞、除草醚、茚草酮、灭螨醌、齿小蠹二烯醇与(S)-顺式-马鞭草烯醇、氰菌胺、唑菌胺酯、肟菌酯、环氟菌胺、γ-三氟氯氰菊酯、丙氧喹啉、2,6-二异丙基萘、异噻菌胺和2-[(2,4-二氯苯基)甲基]-4,4‘-二甲基-3-异噁唑烷酮。
在一个替代的优选的实施方案中,活性成分z)为选自包含以下物质的列表的除草剂:
苯草醚、氯氨吡啶酸、吡草酮、甲羧除草醚、溴苯腈、丁酰溴苯腈、庚酸钾和辛酸钾、丁草胺、cinmethlylin、异噁草酮、二氯吡啶酸、还包括通用形式的2,4-D(2,4-D-丁氧基乙酯、2,4-D-丁酯、2,4-D-二甲基铵、2,4-D-二乙醇胺(2,4-D-diethanolammonium)、2,4-D-乙酯、2,4-D-2-乙基己酯、2,4-D-异丁酯、2,4-D-异辛酯、2,4-D-异丙酯、2,4-D-异丙基铵、2,4-D-钠、2,4-D-三异丙醇铵、2,4-D-三乙醇胺(2,4-D-triethanolammonium))、吡氟酰草胺、二甲草胺、二甲吩草胺、精二甲吩草胺、乙氧嘧磺隆、噁唑禾草灵、精噁唑禾草灵、噁唑禾草灵乙酯、精噁唑禾草灵乙酯、fenquinotrione、四唑酰草胺、双氟磺草胺、氟噻草胺、氯氟吡氧乙酸、氯氟吡氧乙酸异辛酯、甲酰氨磺隆、氟氯吡啶酯、碘甲磺隆、碘甲磺隆钠、异噁唑草酮、还包括通用形式的MCPA(4-氯-2-甲基苯氧基)乙酸(MCPA-丁氧基乙酯、MCPA-二甲基铵、MCPA-异辛酯、MCPA-钠、MCPA-钾、MCPA-2-乙基己酯)、苯噻酰草胺、甲基二磺隆(mesosulfuron)、甲基二磺隆(mesosulfuron-methyl)、吡唑草胺、异丙甲草胺、精异丙甲草胺、磺草唑胺、嗪草酮、敌草胺(napropamid)、烟嘧磺隆、丙炔噁草酮、噁草酮、二甲戊乐灵、烯草胺、氨氯吡啶酸、丙苯磺隆、丙苯磺隆钠、炔苯酰草胺(propyzamid)、苄草丹、磺酰草吡唑、砜吡草唑、甲氧磺草胺、氯甲喹啉酸、呋喃磺草酮、环磺酮、噻酮磺隆(thiencarbazone)、噻酮磺隆(thiencarbazone-methyl)、氟酮磺草胺、DCPMI和野麦畏(triallate)。
特别优选活性除草成分。更优选地,z)选自:
氟噻草胺、苄草丹、二甲戊乐灵、吡氟酰草胺、苯草醚、嗪草酮、砜吡草唑、丙苯磺隆、噻酮磺隆、噁唑禾草灵、溴苯腈(及其酯化变体)、氟氯吡啶酯、2,4-D、MCPA。
非常特别优选活性除草成分z)氟噻草胺、砜吡草唑、吡氟酰草胺、苯草醚和嗪草酮。
还特别优选选自以下物质的一种或多种活性除草成分z)的混合物:
氟噻草胺和烯草胺;氟噻草胺和苯草醚;氟噻草胺和嗪草酮;氟噻草胺和氟氯吡啶酯;苄草丹和吡氟酰草胺;苄草丹和苯草醚;苄草丹和嗪草酮;苄草丹和氟噻草胺;苄草丹和氟氯吡啶酯;二甲戊乐灵和吡氟酰草胺;二甲戊乐灵和苯草醚;二甲戊乐灵和嗪草酮;二甲戊乐灵和氟氯吡啶酯;嗪草酮和吡氟酰草胺;氟氯吡啶酯和吡氟酰草胺;氟噻草胺和吡氟酰草胺;嗪草酮和苯草醚;氟氯吡啶酯和苯草醚;砜吡草唑和吡氟酰草胺;苯草醚和吡氟酰草胺;砜吡草唑和苄草丹;砜吡草唑和苯草醚;砜吡草唑和嗪草酮;砜吡草唑和氟噻草胺;砜吡草唑和氟氯吡啶酯或氟噻草胺和砜吡草唑和吡氟酰草胺(dilflufenican);苯草醚和吡氟酰草胺和氟噻草胺;嗪草酮和吡氟酰草胺和氟噻草胺、苯草醚、嗪草酮、苯草醚和吡氟酰草胺、嗪草酮和吡氟酰草胺、环庚草醚和DCPMI。
最优选地,所述混合物选自:氟噻草胺和吡氟酰草胺;氟噻草胺和砜吡草唑;苯草醚和吡氟酰草胺;嗪草酮和吡氟酰草胺;氟噻草胺和苯草醚;氟噻草胺和嗪草酮;氟噻草胺和砜吡草唑和吡氟酰草胺;苯草醚和吡氟酰草胺和氟噻草胺;嗪草酮和吡氟酰草胺和氟噻草胺、环庚草醚和DCPMI。
还优选使用DCPMI、吡氟酰草胺和氟噻草胺作为活性成分,更优选DCPMI。
此外,可以使用上述活性成分的混合物,优选其中一种混合配伍剂(mixingpartner)为DCPMI的混合物,更优选DCPMI和吡氟酰草胺的混合物、DCPMI和氟噻草胺的混合物以及吡氟酰草胺和氟噻草胺的混合物。
所使用的组分s)优选为以下组的化合物(安全剂):
s1)来自杂环羧酸衍生物的化合物:
s1a)二氯苯基吡唑啉-3-羧酸类的化合物(S1a),优选化合物例如1-(2,4-二氯苯基)-5-(乙氧基羰基)-5-甲基-2-吡唑啉-3-甲酸、1-(2,4-二氯苯基)-5-(乙氧基羰基)-5-甲基-2-吡唑啉-3-甲酸乙酯(S1-1)(“吡唑解草酯”)以及相关化合物,如WO-A-91/07874中所记载;
s1b)二氯苯基吡唑羧酸的衍生物(S1b),优选化合物例如1-(2,4-二氯苯基)-5-甲基吡唑-3-甲酸乙酯(S1-2)、1-(2,4-二氯苯基)-5-异丙基吡唑-3-甲酸乙酯(S1-3)、1-(2,4-二氯苯基)-5-(1,1-二甲基乙基)吡唑-3-甲酸乙酯(S1-4)以及相关化合物,如EP-A-333131和EP-A-269 806中所记载;
s1c)1,5-二苯基吡唑-3-羧酸的衍生物(S1c),优选化合物例如1-(2,4-二氯苯基)-5-苯基吡唑-3-甲酸乙酯(S1-5)、1-(2-氯苯基)-5-苯基吡唑-3-甲酸甲酯(S1-6)以及相关化合物,如例如EP-A-268554中所记载;
s1d)三唑羧酸类的化合物(S1d),优选化合物例如解草唑(乙酯)(fenchlorazole(ethyl ester)),即1-(2,4-二氯苯基)-5-三氯甲基-(1H)-1,2,4-三唑-3-甲酸乙酯(S1-7),以及相关化合物,如EP-A-174 562和EP-A-346 620中所记载;
s1e)5-苄基-2-异噁唑啉-3-羧酸或5-苯基-2-异噁唑啉-3-羧酸或5,5-二苯基-2-异噁唑啉-3-羧酸类的化合物(S1e),优选化合物例如5-(2,4-二氯苄基)-2-异噁唑啉-3-甲酸乙酯(S1-8)或5-苯基-2-异噁唑啉-3-甲酸乙酯(S1-9)以及相关化合物,如WO-A-91/08202中所记载,或5,5-二苯基-2-异噁唑啉甲酸(S1-10)或5,5-二苯基-2-异噁唑啉-3-甲酸乙酯(S1-11)(“双苯噁唑酸(isoxadifen-ethyl)”)或5,5-二苯基-2-异噁唑啉-3-甲酸正丙酯(S1-12)或5-(4-氟苯基)-5-苯基-2-异噁唑啉-3-甲酸乙酯(S1-13),如专利申请WO-A-95/07897中所记载。
s2)来自8-喹啉氧基衍生物的化合物(S2):
s2a)8-喹啉氧基乙酸类的化合物(S2a),优选(5-氯-8-喹啉氧基)乙酸1-甲基己酯(“解毒喹”)(S2-1)、(5-氯-8-喹啉氧基)乙酸1,3-二甲基丁-1-基酯(S2-2)、(5-氯-8-喹啉氧基)乙酸4-烯丙氧基丁酯(S2-3)、(5-氯-8-喹啉氧基)乙酸1-烯丙氧基丙-2-基酯(S2-4)、(5-氯-8-喹啉氧基)乙酸乙酯(S2-5)、(5-氯-8-喹啉氧基)乙酸甲酯(S2-6)、(5-氯-8-喹啉氧基)乙酸烯丙酯(S2-7)、(5-氯-8-喹啉氧基)乙酸2-(2-亚丙基亚氨氧基)-1-乙酯(S2-8)、(5-氯-8-喹啉氧基)乙酸2-氧代丙-1-基酯(S2-9)以及相关化合物,如EP-A-86 750、EP-A-94 349和EP-A-191 736或EP-A-0 492 366中所记载,以及(5-氯-8-喹啉氧基)乙酸(S2-10)、其水合物及其盐,例如其锂盐、钠盐、钾盐、钙盐、镁盐、铝盐、铁盐、铵盐、季铵盐、锍盐或鏻盐,如WO-A-2002/34048中所记载;
s2b)(5-氯-8-喹啉氧基)丙二酸类的化合物(S2b),优选化合物例如(5-氯-8-喹啉氧基)丙二酸二乙酯、(5-氯-8-喹啉氧基)丙二酸二烯丙酯、(5-氯-8-喹啉氧基)丙二酸甲基乙酯以及相关化合物,如EP-A-0 582 198中所记载。
s3)二氯乙酰胺类的化合物(S3),其常用作苗前安全剂(作用于土壤的安全剂),例如
“二氯丙烯胺(dichlormid)”(N,N-二烯丙基-2,2-二氯乙酰胺)(S3-1),
购自Stauffer的“R-29148”(3-二氯乙酰基-2,2,5-三甲基-1,3-噁唑烷)(S3-2),
购自Stauffer的“R-28725”(3-二氯乙酰基-2,2-二甲基-1,3-噁唑烷)(S3-3),
“解草嗪(benoxacor)”(4-二氯乙酰基-3,4-二氢-3-甲基-2H-1,4-苯并噁嗪)(S3-4),
购自PPG Industries的“PPG-1292”(N-烯丙基-N-[(1,3-二氧戊环-2-基)甲基]二氯乙酰胺)(S3-5),
购自Sagro-Chem的“DKA-24”(N-烯丙基-N-[(烯丙基氨基羰基)甲基]二氯乙酰胺)(S3-6),
购自Nitrokemia或Monsanto的“AD-67”或“MON 4660”(3-二氯乙酰基-1-氧杂-3-氮杂螺[4.5]癸烷)(S3-7),
购自TRI-Chemical RT的“TI-35”(1-二氯乙酰基氮杂环庚烷)(S3-8),
购自BASF的“diclonon”(dicyclonon)或“BAS145138”或“LAB145138”((RS)-1-二氯乙酰基-3,3,8a-三甲基全氢吡咯并[1,2-a]嘧啶-6-酮)(S3-9),
“解草噁唑(furilazole)”或“MON 13900”((RS)-3-二氯乙酰基-5-(2-呋喃基)-2,2-二甲基噁唑烷)(S3-10),以及其(R)异构体(S3-11)。
s4)来自酰基磺酰胺类的化合物(S4):
s4a)式(S4a)的N-酰基磺酰胺及其盐,如WO-A-97/45016中所记载,
其中
RA 1代表(C1-C6)-烷基、(C3-C6)-环烷基,其中后2个基团被vA个选自以下的取代基取代:卤素、(C1-C4)-烷氧基、(C1-C6)-卤代烷氧基和(C1-C4)-烷硫基,并且在环状基团的情况下,还被(C1-C4)-烷基和(C1-C4)-卤代烷基取代;
RA 2代表卤素、(C1-C4)-烷基、(C1-C4)-烷氧基、CF3;
mA代表1或2;
vA代表0、1、2或3;
s4b)式(S4b)的4-(苯甲酰基氨磺酰基)苯甲酰胺类的化合物及其盐,如WO-A-99/16744中所记载,
其中
RB 1、RB 2彼此独立地代表氢、(C1-C6)-烷基、(C3-C6)-环烷基、(C3-C6)-烯基、(C3-C6)-炔基,
RB 3代表卤素、(C1-C4)-烷基、(C1-C4)-卤代烷基或(C1-C4)-烷氧基,和
mB代表1或2,
例如那些化合物,其中
RB 1=环丙基,RB 2=氢,且(RB 3)=2-OMe(“环丙磺酰胺(cyprosulfamide)”,S4-1),
RB 1=环丙基,RB 2=氢,且(RB 3)=5-Cl-2-OMe(S4-2),
RB 1=乙基,RB 2=氢,且(RB 3)=2-OMe(S4-3),
RB 1=异丙基,RB 2=氢,且(RB 3)=5-Cl-2-OMe(S4-4),和
RB 1=异丙基,RB 2=氢,且(RB 3)=2-OMe(S4-5);
s4c)来自式(S4c)的苯甲酰基氨磺酰基苯基脲类的化合物,如EP-A-365484中所记载,
其中
RC 1、RC 2彼此独立地代表氢、(C1-C8)-烷基、(C3-C8)-环烷基、(C3-C6)-烯基、(C3-C6)-炔基,
RC 3代表卤素、(C1-C4)-烷基、(C1-C4)-烷氧基、CF3,和
mC代表1或2;
例如
1-[4-(N-2-甲氧基苯甲酰基氨磺酰基)苯基]-3-甲基脲,
1-[4-(N-2-甲氧基苯甲酰基氨磺酰基)苯基]-3,3-二甲基脲,
1-[4-(N-4,5-二甲基苯甲酰基氨磺酰基)苯基]-3-甲基脲;
s4d)式(S4d)的N-苯基磺酰基对苯二甲酰胺类的化合物及其盐,其例如由CN101838227已知,
其中
RD 4代表卤素、(C1-C4)-烷基、(C1-C4)-烷氧基、CF3;
mD代表1或2;
RD 5代表氢、(C1-C6)-烷基、(C3-C6)-环烷基、(C2-C6)-烯基、(C2-C6)-炔基、(C5-C6)-环烯基。
s5)来自羟基芳族化合物和芳族-脂族羧酸衍生物类的化合物(S5),例如3,4,5-三乙酰氧基苯甲酸乙酯、3,5-二甲氧基-4-羟基苯甲酸、3,5-二羟基苯甲酸、4-羟基水杨酸、4-氟水杨酸、2-羟基肉桂酸、2,4-二氯肉桂酸,如WO-A-2004/084631、WO-A-2005/015994、WO-A-2005/016001中所记载。
s6)来自1,2-二氢喹喔啉-2-酮类的活性成分(S6),例如1-甲基-3-(2-噻吩基)-1,2-二氢喹喔啉-2-酮、1-甲基-3-(2-噻吩基)-1,2-二氢喹喔啉-2-硫酮、1-(2-氨基乙基)-3-(2-噻吩基)-1,2-二氢喹喔啉-2-酮盐酸盐、1-(2-甲基磺酰基氨基乙基)-3-(2-噻吩基)-1,2-二氢喹喔啉-2-酮,如WO-A-2005/112630中所记载。
s7)来自二苯基甲氧基乙酸衍生物类的化合物(S7),例如二苯基甲氧基乙酸甲酯(CAS登记号41858-19-9)(S7-1)、二苯基甲氧基乙酸乙酯或二苯基甲氧基乙酸,如WO-A-98/38856中所记载。
s8)式(S8)的化合物或其盐,如WO-A-98/27049中所记载,
其中
符号和角标定义如下:
RD 1代表卤素、(C1-C4)-烷基、(C1-C4)-卤代烷基、(C1-C4)-烷氧基、(C1-C4)-卤代烷氧基,
RD 2代表氢或(C1-C4)-烷基,
RD 3代表氢、(C1-C8)-烷基、(C2-C4)-烯基、(C2-C4)-炔基或芳基,其中上述含碳基团各自为未取代的或被一个或多个、优选最高达三个相同或不同的选自卤素和烷氧基的基团取代;
nD代表0至2的整数。
s9)来自3-(5-四唑基羰基)-2-喹诺酮类的化合物(S9),例如1,2-二氢-4-羟基-1-乙基-3-(5-四唑基羰基)-2-喹诺酮(CAS登记号:219479-18-2)、1,2-二氢-4-羟基-1-甲基-3-(5-四唑基羰基)-2-喹诺酮(CAS登记号:95855-00-8),如WO-A-1999/000020中所记载。
s10)式(S10a)或(S10b)的化合物,
如WO-A-2007/023719和WO-A-2007/023764中所记载,
其中
RE 1代表卤素、(C1-C4)-烷基、甲氧基、硝基、氰基、CF3、OCF3,YE、ZE彼此独立地代表O或S,
nE代表0至4的整数,
RE 2代表(C1-C16)-烷基、(C2-C6)-烯基、(C3-C6)-环烷基、芳基;苄基、卤代苄基,
RE 3代表氢或(C1-C6)-烷基。
s11)氧亚氨基化合物类的化合物(S11),其已知为拌种剂,例如“解草腈(oxabetrinil)”((Z)-1,3-二氧戊环-2-基甲氧基亚氨基(苯基)乙腈)(S11-1),其已知为用于黍/高粱抵抗异丙甲草胺损害的拌种安全剂,
“氟草肟(fluxofenim)”(1-(4-氯苯基)-2,2,2-三氟-1-乙酮O-(1,3-二氧戊环-2-基甲基)肟)(S11-2),其已知为用于黍/高粱抵抗异丙甲草胺损害的拌种安全剂,以及
“解草胺腈”或“CGA-43089”((Z)-氰基甲氧基亚氨基(苯基)乙腈)(S11-3),其已知为用于黍/高粱抵抗异丙甲草胺损害的拌种安全剂。
s12)来自异硫代苯并二氢吡喃酮(isothiochromanone)类的化合物(S12),例如[(3-氧代-1H-2-苯并噻喃-4(3H)-亚基)甲氧基]乙酸甲酯(CAS登记号:205121-04-6)(S12-1)以及WO-A-1998/13361中的相关化合物。
s13)一种或多种来自组(S13)的化合物:
“萘二甲酸酐”(1,8-萘二甲酸酐)(S13-1),其已知为用于玉米抵抗硫代氨基甲酸酯除草剂损害的拌种安全剂,
解草啶(fenclorim)”(4,6-二氯-2-苯基嘧啶)(S13-2),其已知为在播种的稻中用于丙草胺的安全剂,
“解草胺”(2-氯-4-三氟甲基-1,3-噻唑-5-甲酸苄酯)(S13-3),其已知为用于黍/高粱抵抗甲草胺和异丙甲草胺损害的拌种安全剂,
购自American Cyanamid的“CL 304415”(CAS登记号31541-57-8)(4-羧基-3,4-二氢-2H-1-苯并吡喃-4-乙酸)(S13-4),其已知为用于玉米抵抗咪唑啉酮损害的安全剂,购自Nitrokemia的“MG 191”(CAS登记号96420-72-3)(2-二氯甲基-2-甲基-1,3-二氧戊环)(S13-5),其已知为用于玉米的安全剂,
购自Nitrokemia的“MG 838”(CAS登记号133993-74-5)(1-氧杂-4-氮杂螺[4.5]癸烷-4-二硫代甲酸2-丙烯基酯)(S13-6),
“乙拌磷(disulfoton)”(S-2-乙硫基乙基二硫代磷酸O,O-二乙酯)(S13-7),
“增效磷(dietholate)”(O-苯基硫代磷酸O,O-二乙酯)(S13-8),
“mephenate”(甲基氨基甲酸4-氯苯基酯)(S13-9)。
s14)除了对有害植物具有除草作用外,还对作物植物如稻具有安全剂作用的化合物,例如
“哌草丹”或“MY-93”(1-苯基乙基哌啶-1-硫代甲酸S-1-甲酯),其已知为用于稻抵抗除草剂禾草敌(molinate)损害的安全剂,
“杀草隆”或“SK 23”(1-(1-甲基-1-苯基乙基)-3-对甲苯基脲),其已知为用于稻抵抗除草剂唑吡嘧磺隆损害的安全剂,“苄草隆”=“JC-940”(3-(2-氯苯基甲基)-1-(1-甲基-1-苯基乙基)脲,参见JP-A-60087254),其已知为用于稻抵抗一些除草剂损害的安全剂,
“甲氧苯酮”或“NK 049”(3,3'-二甲基-4-甲氧基二苯甲酮),其已知为用于稻抵抗一些除草剂损害的安全剂,
购自Kumiai的“CSB”(1-溴-4-(氯甲基磺酰基)苯)(CAS登记号54091-06-4),其已知为在稻中抵抗一些除草剂损害的安全剂。
s15)式(S15)的化合物或其互变异构体
如WO-A-2008/131861和WO-A-2008/131860中所记载,
其中
RH 1代表(C1-C6)-卤代烷基,和
RH 2代表氢或卤素,和
RH 3、RH 4彼此独立地代表氢、(C1-C16)-烷基、(C2-C16)-烯基或(C2-C16)-炔基,
其中后3个基团各自为未取代的或被一个或多个选自以下的基团取代:卤素、羟基、氰基、(C1-C4)-烷氧基、(C1-C4)-卤代烷氧基、(C1-C4)-烷硫基、(C1-C4)-烷基氨基、二[(C1-C4)-烷基]氨基、[(C1-C4)-烷氧基]羰基、[(C1-C4)-卤代烷氧基]羰基、未取代的或取代的(C3-C6)-环烷基、未取代的或取代的苯基和未取代的或取代的杂环基,
或(C3-C6)-环烷基、(C4-C6)-环烯基、稠合至环的一侧而形成4元至6元饱和或不饱和碳环的(C3-C6)-环烷基,或稠合至环的一侧而形成4元至6元饱和或不饱和碳环的(C4-C6)-环烯基,
其中后4个基团各自为未取代的或被一个或多个选自以下的基团取代:卤素、羟基、氰基、(C1-C4)-烷基、(C1-C4)-卤代烷基、(C1-C4)-烷氧基、(C1-C4)-卤代烷氧基、(C1-C4)-烷硫基、(C1-C4)-烷基氨基、二[(C1-C4)-烷基]氨基、[(C1-C4)-烷氧基]羰基、[(C1-C4)-卤代烷氧基]羰基、未取代的或取代的(C3-C6)-环烷基、未取代的或取代的苯基和未取代的或取代的杂环基,
或
RH 3代表(C1-C4)-烷氧基、(C2-C4)-烯氧基、(C2-C6)-炔氧基或(C2-C4)-卤代烷氧基,和
RH 4代表氢或(C1-C4)-烷基,或
RH 3和RH 4与直接连接的氮原子一起代表四元至八元杂环,所述杂环除氮原子之外还可包含其他环杂原子,优选最高达两个选自N、O和S的其他环杂原子,并且所述杂环为未取代的或被一个或多个选自以下的基团取代:卤素、氰基、硝基、(C1-C4)-烷基、(C1-C4)-卤代烷基、(C1-C4)-烷氧基、(C1-C4)-卤代烷氧基和(C1-C4)-烷硫基。
s16)主要用作除草剂但还对作物植物具有安全剂作用的化合物,例如
(2,4-二氯苯氧基)乙酸(2,4-D),
(4-氯苯氧基)乙酸,
(R,S)-2-(4-氯-邻甲苯氧基)丙酸(2-甲-4-氯丙酸),
4-(2,4-二氯苯氧基)丁酸(2,4-DB),
(4-氯-邻甲苯氧基)乙酸(MCPA),
4-(4-氯-邻甲苯氧基)丁酸,
4-(4-氯苯氧基)丁酸,
3,6-二氯-2-甲氧基苯甲酸(麦草畏),
3,6-二氯-2-甲氧基苯甲酸1-(乙氧基羰基)乙酯(lactidichlor-ethyl)。
非常特别优选的安全剂s)选自双苯噁唑酸、环丙磺酰胺、解毒喹和吡唑解草酯。特别优选吡唑解草酯和解毒喹。非常特别优选吡唑解草酯。非常特别优选谷物安全剂。
合适的阴离子分散剂e1)(例如乳化剂、表面活性剂、润湿剂和分散剂)为例如磺酸盐、硫酸盐、磷酸盐、羧酸盐的碱金属盐、碱土金属盐或铵盐,以及它们的混合物,例如烷基磺酸盐或烷基磷酸盐和烷基芳基磺酸盐或烷基芳基磷酸盐、二苯基磺酸盐、α-烯烃磺酸盐、木质素磺酸盐、脂肪酸和油的磺酸盐、乙氧基化烷基酚的磺酸盐、烷氧基化芳基酚的磺酸盐、缩合萘的磺酸盐、十二烷基苯和十三烷基苯的磺酸盐、萘和烷基萘的磺酸盐、磺基琥珀酸盐或磺基琥珀酰胺酸盐。硫酸盐的实例为脂肪酸和油的硫酸盐、乙氧基化烷基酚的硫酸盐、醇的硫酸盐、乙氧基化醇的硫酸盐或脂肪酸酯的硫酸盐。磷酸盐的实例为磷酸酯。羧酸盐的实例为烷基羧酸盐和羧化醇乙氧基化物或烷基酚乙氧基化物。同样合适的是这组阴离子乳化剂:聚苯乙烯磺酸的碱金属盐、碱土金属盐和铵盐,聚乙烯基磺酸的盐,烷基萘磺酸的盐,烷基萘磺酸-甲醛缩合产物的盐,萘磺酸、苯酚磺酸和甲醛的缩合产物的盐。实例为十二烷基苯磺酸钙,例如70/B(Solvay)、Phenylsulfonat CA100(Clariant),或十二烷基苯磺酸异丙胺,例如3300B(Croda)。
其他典型代表包括Phenylsulfonat CA(十二烷基苯磺酸钙)、产品(任选地三苯乙烯基苯酚乙氧基化物的酯化衍生物)、3510(烷基化的EO/PO共聚物)、EL 400(乙氧基化蓖麻油)、产品(脂肪酰化脱水山梨糖醇乙氧基化物)、AR 100(十二烷基苯磺酸钙)。优选烷基化的芳族磺酸盐(例如苯基磺酸钙和/或AR 100)与环氧乙烷和环氧丙烷的烷基化共聚物(例如3510)的组合物。特别优选十二烷基苯磺酸盐(例如AR 100)与环氧乙烷和环氧丙烷的烷基化共聚物(例如3510)的组合物。
来自萘磺酸盐的其他阴离子乳化剂e1)的实例为MT 800(二丁基萘磺酸钠)、IP(二异丙基萘磺酸钠)和BX(烷基萘磺酸盐)。来自萘磺酸盐与甲醛的缩合物的阴离子表面活性剂的实例为DT 201(与甲醛的萘磺酸羟基聚合物和甲基苯酚钠盐)、DT 250(苯酚磺酸盐和萘磺酸盐的缩合物)、C(苯酚磺酸盐和萘磺酸盐的缩合物)或D-425、2020。优选1,2-二丁基取代的萘磺酸盐或1,2-二异丁基取代的萘磺酸盐,例如产品如MT 800(CFPI-Nufarm)和BX(BASF)。其他典型的表面活性剂为3D33、4D384、BSU、CY/8(Solvay)和S3474,以及T产品的形式(Clariant),例如T 100。
有用的非离子分散剂e2)(例如乳化剂、润湿剂、表面活性剂和分散剂)包括存在于活性农业化学成分制剂中的标准表面活性物质。实例包括乙氧基化壬基酚、直链或支链醇与环氧乙烷和/或环氧丙烷的反应产物、环氧乙烷-环氧丙烷嵌段共聚物、端基封端和非端基封端的烷氧基化直链和支链的饱和与不饱和的醇(例如丁氧基聚亚乙基亚丙基二醇)、烷基酚与环氧乙烷和/或环氧丙烷的反应产物、环氧乙烷-环氧丙烷嵌段共聚物、聚乙二醇和聚丙二醇,以及脂肪酸酯、脂肪酸聚乙二醇醚酯、烷基磺酸盐、烷基硫酸盐、芳基硫酸盐、乙氧基化芳基烷基酚(例如每分子平均具有16个环氧乙烷单元的三苯乙烯基苯酚乙氧基化物),以及乙氧基化和丙氧基化芳基烷基酚,以及硫酸化或磷酸化的芳基烷基酚乙氧基化物或乙氧基化物和丙氧基化物。特别优选三苯乙烯基苯酚烷氧基化物和脂肪酸聚乙二醇醚酯。非常特别优选在每种情况下单独地或混合地三苯乙烯基苯酚乙氧基化物、三苯乙烯基苯酚乙氧基丙氧基化物和蓖麻油聚乙二醇醚酯。添加剂可以是额外有用的,例如表面活性剂或脂肪酸酯,其有助于提高生物功效。合适的非离子乳化剂b2)为例如796/P、CO30、HOT、PSI 100或T304。
合适的非离子分散剂e2)同样可选自聚乙烯吡咯烷酮(PVP)、聚乙烯醇、PVP与甲基丙烯酸二甲基氨基乙酯的共聚物、丁基化PVP、氯乙烯与乙酸乙烯酯的共聚物,以及部分水解的乙酸乙烯酯、酚醛树脂、改性纤维素类型,例如(聚乙烯吡咯烷酮)、(聚乙烯醇)或改性纤维素。优选聚乙烯吡咯烷酮类型,特别优选低分子量的类型,例如K30或K30。
来自环氧烷烃的二嵌段和三嵌段共聚物的其他有用的非离子乳化剂e2)为例如基于环氧乙烷和环氧丙烷的化合物,平均摩尔质量为200至10000且优选1000至4000g/mol,其中聚乙氧基化嵌段的质量比例在10%至80%之间变化,例如PE系列(Uniqema)、PE系列(BASF)、32或PF系列(Clariant)。
对于ZC制剂,可以将载体材料f)添加到SC制剂中。
载体材料f)优选选自矿物质,碱土金属和土金属的碳酸盐、硫酸盐和磷酸盐(例如碳酸钙),聚合碳水化合物,二氧化硅,(天然)架状硅酸盐(例如高岭土)。合适的填料c)的典型代表为例如 -GA(绿坡缕石)、300(珍珠岩)、HV(改性淀粉)、白垩(碳酸钙)、Tec 1(高岭土、水合硅酸铝)、OOS(滑石、硅酸镁)。
对于f),本文中还优选天然架状硅酸盐和碳酸钙产品,例如白垩(碳酸钙)、KaolinTec(高岭土)和300(珍珠岩),特别优选天然架状硅酸盐,例如1(高岭土、水合硅酸铝)和300(珍珠岩)。本发明的SC制剂中的其他填料选自:矿物质,碱土金属和土金属的碳酸盐、硫酸盐和磷酸盐(例如碳酸钙),聚合碳水化合物,架状硅酸盐(例如具有低吸收性的沉淀二氧化硅)和天然架状硅酸盐(例如高岭土)。合适的填料c)的典型代表为例如-GA(绿坡缕石)、300(珍珠岩)、HV(改性淀粉)、白垩(碳酸钙)、Tec 1(高岭土、水合硅酸铝)、OOS(滑石、硅酸镁)。合适的实例为改性的天然硅酸盐,例如化学改性的膨润土、锂蒙脱石、绿坡缕石、蒙脱土、蒙脱石,或其他硅酸盐矿物质,例如(Elementis)、(Engelhard)、(Oil-DriCorporation)或(Akzo Nobel)或Van Gel系列(R.T.Vanderbilt)。
特别优选选自以下的载体材料c):每100g载体材料吸收至少200g邻苯二甲酸二丁酯的高吸收性载体(根据ISO 9277的BET表面积),例如高吸收性合成气相二氧化硅(fumedsilica)(类型)和热解二氧化硅(pyrogenic silica)(类型)。
本发明的胶囊悬浮浓缩剂对于将存在的活性农业化学成分施用于植物和/或其生境具有极好的适应性。它们确保在相对长的时间内以相应的所需量释放活性组分。
本发明的胶囊悬浮浓缩剂可在实践中以其本身使用或在预先用水稀释后使用。通过常规方法进行施用,即,例如通过倾倒或喷雾进行施用。
本发明的胶囊悬浮浓缩剂的施用率可在相对宽的范围内变化。它由所讨论的活性农业化学成分和其在微胶囊制剂中的含量指导。
本发明的胶囊悬浮浓缩剂的优选用途是作为谷物和油菜中的除草剂,最优选用于冬大麦中,并且在本文中通过苗前法和苗后法施用。因此,优选在播种谷物后不久和在杂草且特别是禾本科杂草萌芽之前不久或萌芽之后不久在秋季施用中使用。
本发明的胶囊悬浮浓缩剂可通过已知方法制备,例如作为各个组分的混合制剂,任选地与其他活性成分、添加剂和/或常规制剂助剂的混合制剂,然后将它们以用水稀释的常规方式施用或通过用水联合稀释单独配制的或部分单独配制的单个组分作为桶混物施用。同样可以的是单独配制或部分单独配制的单个组分在不同时间的施用(分开施用)。还可以将单个组分或本发明的胶囊悬浮浓缩剂分多份施用(按次序施用),例如通过出苗前施用,然后出苗后施用;或者通过出苗后早期施用,然后中期或晚期出苗后施用。优选在各自的组合中联合施用或立即连续施用活性成分。
因此,本发明还提供一种防治植物作物中不想要的植物的方法,其特征在于将本发明的胶囊悬浮浓缩剂施用于植物上(例如有害植物,例如单子叶或双子叶杂草或不想要的作物植物)或植物生长的区域中。
不想要的植物应理解为意指在不想要的位置生长的所有植物。它们可为例如有害植物(例如单子叶或双子叶杂草或不想要的作物植物)。
来自例如以下属的单子叶杂草:山羊草属(Aegilops)、冰草属(Agropyron)、剪股颖属(Agrostis)、看麦娘属(Alopecurus)、阿披拉草属(Apera)、燕麦属(Avena)、臂形草属(Brachiaria)、雀麦属(Bromus)、蒺藜草属(Cenchrus)、鸭跖草属(Commelina)、狗牙根属(Cynodon)、莎草属(Cyperus)、龙爪茅属(Dactyloctenium)、马唐属(Digitaria)、稗属(Echinochloa)、荸荠属(Eleocharis)、蟋蟀草属(Eleusine)、画眉草属(Eragrostis)、野黍属(Eriochloa)、羊茅属(Festuca)、飘拂草属(Fimbristylis)、异蕊花属(Heteranthera)、白茅属(Imperata)、鸭嘴草属(Ischaemum)、千金子属(Leptochloa)、黑麦草属(Lolium)、雨久花属(Monochoria)、黍属(Panicum)、雀稗属(Paspalum)、虉草属(Phalaris)、梯牧草属(Phleum)、早熟禾属(Poa)、筒轴茅属(Rottboellia)、慈姑属(Sagittaria)、藨草属(Scirpus)、狗尾草属(Setaria)和高粱属(Sorghum)。
来自例如以下属的双子叶杂草:苘麻属(Abutilon)、苋属(Amaranthus)、豚草属(Ambrosia)、单花葵属(Anoda)、春黄菊属(Anthemis)、蔷薇属(Aphanes)、蒿属(Artemisia)、滨藜属(Atriplex)、雏菊属(Bellis)、鬼针草属(Bidens)、荠属(Capsella)、飞廉属(Carduus)、决明属(Cassia)、矢车菊属(Centaurea)、藜属(Chenopodium)、蓟属(Cirsium)、旋花属(Convolvulus)、曼陀罗属(Datura)、山蚂蝗属(Desmodium)、刺酸模属(Emex)、糖芥属(Erysimum)、大戟属(Euphorbia)、鼬瓣花属(Galeopsis)、牛膝菊属(Galinsoga)、拉拉藤属(Galium)、老鹳草属(Geranium)、木槿属(Hibiscus)、番薯属(Ipomoea)、地肤属(Kochia)、野芝麻属(Lamium)、独行菜属(Lepidium)、母草属(Lindernia)、母菊属(Matricaria)、薄荷属(Mentha)、山靛属(Mercurialis)、粟米草属(Mullugo)、勿忘我属(Myosotis)、罂粟属(Papaver)、牵牛属(Pharbitis)、车前属(Plantago)、蓼属(Polygonum)、马齿苋属(Portulaca)、毛茛属(Ranunculus)、萝卜属(Raphanus)、蔊菜属(Rorippa)、节节菜属(Rotala)、酸模属(Rumex)、猪毛菜属(Salsola)、狗舌草属(Senecio)、田菁属(Sesbania)、黄花稔属(Sida)、白芥属(Sinapis)、茄属(Solanum)、苦莴菜属(Sonchus)、尖瓣花属(Sphenoclea)、繁缕属(Stellaria)、蒲公英属(Taraxacum)、菥蓂属(Thlaspi)、车轴草属(Trifolium)、荨麻属(Urtica)、婆婆纳属(Veronica)、堇菜属(Viola)和苍耳属(Xanthium)。
本发明的胶囊悬浮浓缩剂优选用于防治禾本科杂草。
本发明还提供本发明的制剂在蔬菜作物中,并且在本文中特别是在马铃薯中的用途。
本发明还提供本发明的胶囊悬浮浓缩剂用于防治不想要的植物生长的用途,优选用于有用植物的作物中。
如果将本发明的胶囊悬浮浓缩剂在萌芽前施用于土壤表面,则完全防止杂草幼苗的出苗或者杂草生长直至其达到子叶期,但之后其停止生长并最终在三至四周过去后完全死亡。
当将本发明的胶囊悬浮浓缩剂组合物在出苗后施用于植物的绿色部位时,生长同样在处理后非常短的时间内快速停止,并且杂草植物停留在施用时的生长阶段,或其在一定时间后彻底死亡,从而非常早地并以持久的方式消除对作物植物有害的杂草竞争。
本发明的胶囊悬浮浓缩剂的显著特征为快速起效和除草作用持续时间长。所述特性和优点在实际杂草防治中是有益的,以便使农作物避开不想要的竞争植物,并因此确保和/或提高质量和数量方面的产量。考虑到所述特性,这些新的组合物显著地超过了本领域的技术水平。
尽管本发明的胶囊悬浮浓缩剂对单子叶和双子叶杂草具有优异的除草活性,但对经济上重要的作物的作物植物(例如双子叶作物如大豆、棉花、油菜、甜菜,或禾本科作物如小麦、大麦、黑麦、燕麦、黍/高粱、稻或玉米)仅有微不足道的损害(如果有的话)。由于这些原因,本发明的胶囊悬浮浓缩剂非常适合用于选择性防治农业上有用的植物或观赏植物中不想要的植物生长。
此外,本发明的胶囊悬浮浓缩剂在作物植物中具有优异的生长调节特性。它们通过调节作用干预植物自身的新陈代谢,因此可用于受控地影响植物成分并促进采收,例如通过引发干燥和矮化生长进行。此外,它们还适用于一般防治和抑制不想要的营养生长而不杀死植物。对营养生长的抑制在许多单子叶和双子叶作物中起主要作用,因为这可以减少或完全防止倒伏。
本发明的胶囊悬浮浓缩剂凭借其除草和植物生长调节特性还可用于防治已知的或尚未开发的遗传修饰植物的作物中的有害植物。通常,转基因植物的特征在于特别有利的特性,例如对某些农药(特别是某些除草剂)的抗性;对植物病害或植物病害的病原体(例如某些昆虫或微生物如真菌、细菌或病毒)的抗性。其他具体特征涉及例如采收物的数量、品质、储存性、组成和具体成分。例如,存在已知的具有增加的淀粉含量或改变的淀粉品质的转基因植物,或采收物中具有不同脂肪酸组成的那些转基因植物。
优选本发明的胶囊悬浮浓缩剂在经济上重要的有用植物和观赏植物的转基因作物中的用途,例如禾本科作物如小麦、大麦、黑麦、燕麦、黍/高粱、稻、油菜和玉米。优选地,本发明的组合物可用作有用植物的作物中的除草剂,所述有用植物的作物对除草剂的植物毒性作用具有抗性或已通过基因工程使其具有抗性。特别优选用于小麦、大麦、黑麦和油菜,优选冬油菜。
当本发明的胶囊悬浮浓缩剂用于转基因作物时,不仅产生在其他作物中观察到的对有害植物的作用,而且经常还对特定转基因作物中的施用产生特异性作用,例如改变的或特异性拓宽的可防治的杂草谱、改变的可用于施用的施用率、优选与转基因作物对其具有抗性的除草剂的良好的相容性,以及影响转基因作物植物的生长和产量。
本发明还进一步提供一种防治不想要的植物生长的方法,优选在植物作物例如谷物(例如小麦、大麦、黑麦、燕麦、稻、玉米、黍/高粱),更优选在单子叶作物例如谷物(例如小麦、大麦、黑麦、燕麦、其杂交种(例如黑小麦)、稻、玉米和黍/高粱)中,其中将本发明的一种或多种胶囊悬浮浓缩剂施用于有害植物、植物部位、植物种子或植物生长的区域(例如栽培区域)。优选地,本发明的胶囊悬浮浓缩剂通过苗前法和苗后法施用。更优选苗前法。
因此,本发明还提供本发明的胶囊悬浮浓缩剂用于防治转基因作物植物中的有害植物的用途。
通过以下实施例说明本发明。
实施例
使用的物质和缩写:
以下实施例中使用的术语具有以下含义:
吡唑解草酯(RS)-1-(2,4-二氯苯基)-5-甲基-2-吡唑啉-3,5-二甲酸二乙酯(Bayer AG),熔点范围50-55℃,MPR
氟噻草胺4'-氟-N-异丙基-2-(5-三氟甲基-1,3,4-噻二唑-2-基氧基)乙酰苯胺(Bayer AG),FFA
吡氟酰草胺2',4'-二氟-2-(α,α,α-三氟-间甲苯氧基)烟酰苯胺(Bayer AG),DFF
解毒喹(RS)-1-甲基己基(5-氯喹啉-8-基氧基)乙酸酯(Syngenta),熔点范围60-70℃,CQM
DCPMI 2-[(2,4-二氯苯基)甲基]-4,4‘-二甲基-3-异噁唑烷酮(CAS号81777-95-9或IUPAC 2-(2,4-二氯苄基)-4,4-二甲基-1,2-噁唑烷-3-酮,下文缩写为DCPMI)
柠檬酸多元有机酸
丙三醇防冻剂
HDA六亚甲基-1,6-二胺(hexamethylene-1,6-diam),BASF
Reax 88B购自MeadWestVaco的木质素磺酸盐
制备实施例
实施例1(本发明)(CS制剂):
将溶液与0.36g己二胺一起加入到于53.78g水中的1.1g44V20L、1.51g Reax 88B以及0.2g426R和0.18gCG/ICP的混合物中。将混合物在15000rpm下用分散器分散10分钟。将所得的反应混合物在一小时内加热至最高达70℃,并在轻微搅拌下在70℃下再保持4小时。随后冷却至室温之后,将混合物用0.1gG增稠。以这种方式,获得具有150g/L DCPMI含量和75g/L吡唑解草酯并且粒度为8.3μm(d90)的微胶囊制剂。
结果是密度为1.05的CS制剂。
实施例2(本发明)(CS制剂):
将溶液与0.36g己二胺一起加入到于53.78g水中的1.1g44V20L、1.51g Reax 88B以及0.2g426R和0.18gCG/ICP的混合物中。将混合物在15000rpm下用分散器分散10分钟。将所得的反应混合物在一小时内加热至最高达70℃,并在轻微搅拌下在70℃下再保持4小时。随后冷却至室温之后,将混合物用0.1gG增稠。以这种方式,获得具有150g/L DCPMI含量和75g/L解毒喹并且粒度为8.3μm(d90)的微胶囊制剂(CS)。
比较实施例1(CS制剂):
将溶液与0.36g己二胺一起加入到于60.92g水中的1.1g44V20L、1.51g Reax 88B以及0.2g426R和0.18gCG/ICP的混合物中。将混合物在15000rpm下用分散器分散10分钟。将所得的反应混合物在一小时内加热至最高达70℃,并在轻微搅拌下在70℃下再保持4小时。随后冷却至室温之后,将混合物用0.1gG增稠。以这种方式,获得DCPMI含量为150g/L并且粒度为8.3μm(d90)的微胶囊制剂。
SC制剂:
本发明的ZC制剂通过制备随后作为混合配伍剂的SC制剂来制备。将它们与本发明的制剂共混以得到本发明的其他制剂。
基于安全剂的SC制剂的制备
基于安全剂(解毒喹或吡唑解草酯)的SC制剂的制备类似于BCS 153 070通过将温热形式的安全剂作为熔体加入到制剂中而进行。将混合物搅拌2至24小时直至晶体形成。然后例如通过珠磨机进行湿法研磨。最后,加入有机增稠剂。
水性悬浮浓缩剂的制备:
为了制备表1中所述的实施例,首先在室温下加入水。然后在搅拌下加入其他组分(无特定顺序)。然后例如通过珠磨机进行湿法研磨。最后,加入有机增稠剂。
表1:制备的制剂(数字按重量百分比计,重量%)
制备的ZC制剂(预混(ready-mix)制剂)
将本发明的各个制剂与其他活性成分混合。随后用水补足至1L。
比较实施例3的制剂显示出该制剂中的团聚物和晶体生长。在产物的湿筛中,3%活性成分被留在150μm筛网上。
测定活性成分的相对挥发度
在恒定气流为1.6m/s下且在22℃和60%相对空气湿度下的实验室通风橱中,将喷雾液(0.5g活性成分/L)放置在顶部开口的玻璃盒中的三个Teflon膜的每个膜上。在0和72小时后在干燥之后,通过HPLC测定Teflon膜上的残留物。挥发度基于0小时值计。换言之,相对挥发度值为85%意指85%的活性成分是非挥发的并保留在Teflon膜上。
上表中的结果表明,挥发不会受到胶囊中安全剂的不利影响,因此DCPMI的挥发性控制在非常高的水平。
温室试验:
在试验的标准实施中,将各种阔叶杂草和禾本科杂草生物型(起源)的种子播种在装有标准田间土壤(壤土(loamy silt);非无菌)的自然土壤并覆盖有约1cm覆盖土壤层的直径为8-13cm的盆中。然后将盆在温室中栽培(光照12-16小时,日间温度20-22℃,夜间温度15-18℃)直至施用时。使用包含本发明的混合物/组合物、现有技术的混合物或单独施用的组分的喷雾液在实验室轨道喷雾器上对盆进行处理。活性成分或配制成WG、WP、EC或其他的活性成分组合物的施用在植物的适当生长阶段进行。用于喷雾施用的水量为100-600L/ha。处理后,将植物放回温室中。
在施用后约3周,与未处理的比较组比较,根据0-100%的级别目测评估土壤作用或/和叶面作用:0%=与未处理的比较组相比没有显著效果;100%=与未处理的比较组相比具有完全的效果。
(注意:术语“种子”还包括无性繁殖形式,例如根茎片;使用的缩写:h光照=光照小时数,g AS/ha=每公顷活性物质克数,L/ha=每公顷升数,S=敏感,R=抗性)
1.对杂草的苗前作用:将各种阔叶杂草和禾本科杂草生物型(起源)的种子播种在装有标准田间土壤(壤土;非无菌)的自然土壤并覆盖有约1cm覆盖土壤层的直径为8-13cm的盆中。然后将盆在温室中栽培(光照12-16小时,日间温度20-22℃,夜间温度15-18℃)直至施用时。在种子/植物的BBCH阶段00-10,使用包含本发明的混合物/组合物、以WG、WP、EC或其他制剂形式的混合物或单独施用的组分的喷雾液在实验室轨道喷雾器上对盆进行处理。用于喷雾施用的水量为100-600L/ha。处理后,将植物放回温室中并根据需要施肥和浇水。
2.对杂草的苗后作用:将各种阔叶杂草和禾本科杂草生物型(起源)的种子播种在装有标准田间土壤(壤土;非无菌)的自然土壤并覆盖有约1cm覆盖土壤层的直径为8-13cm的盆中。然后将盆在温室中栽培(光照12-16小时,日间温度20-22℃,夜间温度15-18℃)直至施用时。在种子/植物的11-25之间的不同BBCH阶段,即通常在开始栽培后的两至三周之间,使用包含本发明的混合物/组合物、以WG、WP、EC或其他制剂形式的混合物或单独施用的组分的喷雾液在实验室轨道喷雾器上对盆进行处理。用于喷雾施用的水量为100-600L/ha。处理后,将植物放回温室中并根据需要施肥和浇水。
3.有或没有活性成分掺入的情况下对杂草的苗前作用:将各种阔叶杂草和禾本科杂草生物型(起源)的种子播种在装有标准田间土壤(壤土;非无菌)的自然土壤的直径为8-13cm的盆中。通过比较,在种子/植物的BBCH阶段00-10,即通常在开始栽培后的两至三周,使用包含本发明的混合物/组合物、以WG、WP、EC或其他制剂形式的混合物或单独施用的组分的喷雾液在实验室轨道喷雾器上对装有种子的盆进行处理;或将等量的本发明的混合物/组合物、以WG、WP、EC或其他制剂形式的混合物或单独施用的组分掺入到1cm覆盖层中。用于喷雾施用的水量为100-600L/ha。处理后,将植物放回温室中并根据需要施肥和浇水。将盆在温室中栽培(光照12-16小时,日间温度20-22℃,夜间温度15-18℃)。
4.选择性苗前作用:将各种作物物种(起源)的种子播种在装有标准田间土壤(壤土;非无菌)的自然土壤并覆盖有约1cm覆盖土壤层的直径为8-13cm的盆中。然后将盆在温室中栽培(光照12-16小时,日间温度20-22℃,夜间温度15-18℃)直至施用时。在种子/植物的BBCH阶段00-10,使用包含本发明的混合物/组合物、以WG、WP、EC或其他制剂形式的混合物或单独施用的组分的喷雾液在实验室轨道喷雾器上对盆进行处理。用于喷雾施用的水量为100-600L/ha。处理后,将植物放回温室中并根据需要施肥和浇水。
5.选择性苗后作用:将各种作物物种(起源)的种子播种在装有标准田间土壤(壤土;非无菌)的自然土壤并覆盖有约1cm覆盖土壤层的直径为8-13cm的盆中。然后将盆在温室中栽培(光照12-16小时,日间温度20-22℃,夜间温度15-18℃)直至施用时。在种子/植物的不同BBCH阶段11-32,即通常在开始栽培后的两至四周之间,使用包含本发明的混合物/组合物、以WG、WP、EC或其他制剂形式的混合物或单独施用的组分的喷雾液在实验室轨道喷雾器上对盆进行处理。用于喷雾施用的水量为100-600L/ha。处理后,将植物放回温室中并根据需要施肥和浇水。将盆在温室中栽培(光照12-16小时,日间温度20-22℃,夜间温度15-18℃)。
6.播种前施用对杂草的作用:将各种阔叶杂草和禾本科杂草生物型(起源)的种子播种在装有标准田间土壤(壤土;非无菌)的自然土壤的直径为8-13cm的盆中。在播种之前,使用包含本发明的混合物/组合物、以WG、WP、EC或其他制剂形式的混合物或单独施用的组分的喷雾液在实验室轨道喷雾器上对装有种子的盆进行处理。用于喷雾施用的水量为100-600L/ha。播种后,将盆放在温室中并根据需要施肥和浇水。将盆在温室中栽培(光照12-16小时,日间温度20-22℃,夜间温度15-18℃)。
7.在不同栽培条件下对杂草的苗前作用和苗后作用:将各种阔叶杂草和禾本科杂草生物型(起源)的种子播种在装有标准田间土壤(壤土;非无菌)的自然土壤并覆盖有约1cm覆盖土壤层的直径为8-13cm的盆中。然后将盆在温室中栽培(光照12-16小时,日间温度20-22℃,夜间温度15-18℃)直至施用时。在种子/植物的不同BBCH阶段00-25,使用包含本发明的混合物/组合物、以WG、WP、EC或其他制剂形式的混合物或单独施用的组分的喷雾液在实验室轨道喷雾器上对盆进行处理。用于喷雾施用的水量为100-600L/ha。处理后,将植物放回温室中并根据需要施肥和浇水。将盆在温室中栽培(光照12-16小时,日间温度20-22℃,夜间温度15-18℃)。灌溉因问题而异。本文中,在PWP(永久萎蔫点)之上至最高达最大田间持水量的范围内,向各个比较组提供逐渐不同的水量。
8.在不同灌溉条件下对杂草的苗前作用和苗后作用:将各种阔叶杂草和禾本科杂草生物型(起源)的种子播种在装有标准田间土壤(壤土;非无菌)的自然土壤并覆盖有约1cm覆盖土壤层的直径为8-13cm的盆中。然后将盆在温室中栽培(光照12-16小时,日间温度20-22℃,夜间温度15-18℃)直至施用时。在种子/植物的不同BBCH阶段00-25,使用包含本发明的混合物/组合物、以WG、WP、EC或其他制剂形式的混合物或单独施用的组分的喷雾液在实验室轨道喷雾器上对盆进行处理。用于喷雾施用的水量为100-600L/ha。处理后,将植物放回温室中并根据需要施肥和浇水。将盆在温室中栽培(光照12-16小时,日间温度20-22℃,夜间温度15-18℃)。使各个比较组经受不同的灌溉技术。灌溉从下面开始或从上面逐渐开始(模拟降雨)。
9.在不同土壤条件下对杂草的苗前作用和苗后作用:将各种阔叶杂草和禾本科杂草生物型(起源)的种子播种在装有自然土壤并覆盖有约1cm覆盖土壤层的直径为8-13cm的盆中。为了比较除草作用,将植物种植在从砂土到重粘土的不同栽培土壤和各种含量的有机物质中。然后将盆在温室中栽培(光照12-16小时,日间温度20-22℃,夜间温度15-18℃)直至施用时。在种子/植物的不同BBCH阶段00-25,使用包含本发明的混合物/组合物、以WG、WP、EC或其他制剂形式的混合物或单独施用的组分的喷雾液在实验室轨道喷雾器上对盆进行处理。用于喷雾施用的水量为100-600L/ha。处理后,将植物放回温室中并根据需要施肥和浇水。将盆在温室中栽培(光照12-16小时,日间温度20-22℃,夜间温度15-18℃)。
10.用于防治抗性禾本科杂草/阔叶杂草物种的杂草的苗前作用和苗后作用:将针对不同作用模式具有不同抗性机制的各种阔叶杂草和禾本科杂草生物型(起源)的种子播种在装有标准田间土壤(壤土,LSI;pH 7.4;%C org 2.2)的自然土壤并覆盖有约1cm覆盖土壤层的直径为8cm的盆中。然后将盆在温室中栽培(12-16小时光照,日间温度约23℃,夜间温度约15℃)直至施用时。在种子/植物的不同BBCH阶段00-25,使用包含本发明的混合物/组合物、以WG、WP、EC或其他制剂形式的混合物或单独施用的组分的喷雾液在实验室轨道喷雾器上对盆进行处理。用于喷雾施用的水量为300L/ha。处理后,将植物放回温室中并根据需要施肥和浇水。将盆在温室中栽培(12-16小时光照,日间温度约23℃,夜间温度约15℃)。
11.在不同播种条件下对杂草的苗前作用和苗后作用以及作物选择性:将各种阔叶杂草和禾本科杂草生物型(起源)以及作物物种(起源)的种子播种在装有自然土壤并覆盖有约0-5cm覆盖土壤层的直径为8-13cm的盆中。然后将盆在温室中栽培(光照12-16小时,日间温度20-22℃,夜间温度15-18℃)直至施用时。在种子/植物的不同BBCH阶段00-25,使用包含本发明的混合物/组合物、以WG、WP、EC或其他制剂形式的混合物或单独施用的组分的喷雾液在实验室轨道喷雾器上对盆进行处理。用于喷雾施用的水量为100-600L/ha。处理后,将植物放回温室中并根据需要施肥和浇水。将盆在温室中栽培(光照12-16小时,日间温度20-22℃,夜间温度15-18℃)。
12.在土壤的不同pH值下对杂草的苗前作用和苗后作用:将各种阔叶杂草和禾本科杂草生物型(起源)的种子播种在装有自然土壤并覆盖有约1cm覆盖土壤层的直径为8-13cm的盆中。为了比较除草活性,将植物种植在具有不同pH值pH 7.4和pH 8.4的标准田间土壤(壤土;非无菌)的栽培土壤中。因此,将土壤与石灰(lime)混合以获得更高的pH值。然后将盆在温室中栽培(光照12-16小时,日间温度20-22℃,夜间温度15-18℃)直至施用时。在种子/植物的不同BBCH阶段00-10,使用包含本发明的混合物/组合物、以WG、WP、EC或其他制剂形式的混合物或单独施用的组分的喷雾液在实验室轨道喷雾器上对盆进行处理。用于喷雾施用的水量为100-600L/ha。处理后,将植物放回温室中并根据需要施肥和浇水。将盆在温室中栽培(光照12-16小时,日间温度20-22℃,夜间温度15-18℃)。
温室的结果:
在每种情况下,将制剂1(MPR安全剂在胶囊中)和比较制剂1(MPR安全剂在胶囊外)相互比较。典型的田间施用率为200g a.i./ha DCPMI和100g a.i./ha吡唑解草酯。施用窗口为早期出苗前(BBCH 11)。为了产生最大损害,在温室中将施用率增大最高达2倍。
具有活性除草成分的本发明的制剂显示出非常高的活性以及低损害。出人意料地,即使安全剂存在于本发明实施例中的缓释制剂(CS)中,也无法确定制剂有任何差异。
户外试验:
在自然条件下的户外试验中,以实践中惯用的方式制备田地,并使用有害植物自然或人工侵染,在作物植物播种之前或之后,或在有害植物出苗之前或之后,施用本发明的组合物、现有技术的混合物或单个组分,并在处理后的4周至8个月内,通过与未处理的部分(样地(plot))比较而进行目测评分。此处以百分比记录了对作物植物的损害和对有害植物的活性,以及记录相应试验问题的其他影响。
b)结果
使用以下缩写:
BBCH=BBCH代码提供有关植物形态发育阶段的信息。正式地,缩写表示Biologische Bundesanstalt,Bundessortenamt und Chemische Industrie[联邦农业和林业生物研究所,联邦作物植物新品种和化学工业办公室]。范围BBCH 00-10表示直至表面渗透的种子的萌芽阶段。范围BBCH 11-25表示直至放养(stocking)的叶片发育阶段(对应于分蘖(tiller)数或侧枝数)。
PE=出苗前施用于土壤上;种子/植物的BBCH 00-10。
PO=出苗后施用于植物的绿色部位;植物的BBCH 11-25。
HRAC=除草剂抗性作用委员会(Herbicide Resistance Action Committee),其根据作用模式(MoA)将批准的活性成分进行分类。
HRAC组A=乙酰辅酶A羧化酶抑制剂(MoA:ACCase)。
HRAC组B=乙酰乳酸合酶抑制剂(MoA:ALS)。
AS=活性物质(基于100%的活性成分;同义词(syn.)a.i.)。
AS的剂量g/ha=以每公顷活性物质的以克计的施用率。
为了命名各个大穗看麦娘(blackgrass)生物型(植物名称:Alopecurusmyosuroides;EPPO代码或以前的Bayer代码:ALOMY),使用EPPO代码以及附加标识符:
-ALOMY_DEU12053表示具有提高的新陈代谢ALS抗性(EMR)而没有ALS目标位点抗性(TSR)的生物型。
-ALOMY_DEU12061表示具有提高的新陈代谢ACCase抗性(EMR)而没有ACCase目标位点抗性(TSR)的生物型。
-ALOMY_R35表示对具有ALS或ACCase作用模式(MoA)的除草剂敏感的生物型。
本发明的除草组合物的活性满足所述要求,并因此达到改善除草活性成分2-[(2,4-二氯苯基)甲基]-4,4-二甲基-3-异噁唑烷酮的施用特性的目的(包括对于要求不改变施用率来提高活性提供更灵活的解决方案)。
在焦点在于与现有技术的混合物相比或者与单独施用的组分相比本发明的组合物对经济上具有重要意义的单子叶和双子叶有害植物的除草效果的情况下,使用Colby公式计算协同除草活性(参见S.R.Colby;Weeds 15(1967),20-22):
水分散体除草功效的田间结果:
方法:标准秋季田间施用为200L/ha喷雾液,剂量为每公顷150g氟噻草胺、200gDCPMI和100g吡唑解草酯。评估了对大穗看麦娘(Alopecurus myosuroides;ALOMY)的除草功效、对作物植物冬大麦和冬小麦的植物毒性以及对邻近作物(树木栽植、甜菜、青花菜)的损害。在0-100%的级别内,通过与未处理的比较组比较进行目测评估:0%=与未处理的比较组相比没有显著效果;100%=与未处理的比较组相比具有完全的效果。
表:田间结果——早期出苗后,BBCH 11
评估在3月底进行(施用在9月底)。本发明的制剂显示出非常高的活性而不会引起更多的损害。即使安全剂在此仍然仅缓慢释放,也无法发现制剂的差异。
Claims (14)
1.一种胶囊悬浮浓缩剂,其包含:
A)颗粒分散相(胶囊),其包含:
a)至少一种具有异氰酸酯反应性基团的化合物a1)与异氰酸酯混合物a2)的反应产物,
b)任选地活性成分b),
s)安全剂s),溶于有机的水不溶性溶剂L)中,
c)任选地一种或多种添加剂,以及
B)d)液态水相,
其中所述分散相A)的颗粒的中值粒度为1至50μm。
2.根据权利要求1所述的胶囊悬浮浓缩剂,其特征在于,所述胶囊中存在至少一种活性成分b)。
3.根据权利要求1或2所述的胶囊悬浮浓缩剂,其特征在于,其包含至少一种保护胶体c1)。
4.根据前述权利要求中任一项所述的胶囊悬浮浓缩剂,其特征在于,其包含至少一种未胶囊化的活性成分z)。
5.根据前述权利要求中任一项所述的胶囊悬浮浓缩剂,其特征在于,所述活性成分b)选自莎稗磷、乙酰甲胺磷、乙丁氟灵、联苯菊酯、乙嘧酚磺酸酯、仲丁灵、氯乙酸、氟氯氰菊酯、cynmethylin、氯氰菊酯、磺吸磷、异戊乙净、乐果、蔬果磷、二苯胺、氟硫草定、吗菌灵乙酸酯、顺式氰戊菊酯、乙丁烯氟灵、乙氧呋草黄、喹螨醚、种衣酯、苯氧威、去草隆、氰戊菊酯、乙羧氟草醚、flupyradifuron、解草胺、氟咯草酮、氯氟吡氧乙酸异辛酯、氟硅唑、呋氨丙灵、氟吡乙禾灵、氟吡甲禾灵、抑霉唑、碘苯腈辛酸酯、稻瘟灵、甲霜灵、灭多威、盖草津、久效磷、三氯甲基吡啶、异丙消、戊菌唑、二甲戊乐灵、苄氯菊酯、霜霉威盐酸盐、噁草酸、定菌磷、精喹禾糠酯、苄呋菊酯、三氯乙酸、胺菊酯、久效威、氟菌唑、哒嗪硫磷、2-苯基苯酚、甲基毒虫畏、β-氯氰菊酯、伐灭磷、炔草酯、唑蚜威、吡螨胺、嘧螨醚、艾氏剂、溴硫磷、氯亚磷、嘧草醚、新燕灵、乙基新燕灵、乐杀螨、毒杀芬、杀螨醇、燕麦酯、燕麦酯、氯腈肟磷、育畜磷、解草胺腈、1,1-二氯-2,2-双(4-乙基苯基)乙烷、敌蝇威、消螨通、除螨酯、噻唑禾草灵、噻唑禾草灵、联氟螨、果绿定、异杀鼠酮、甲氧苯酮、甲氧乙氯汞、除草醚、茚草酮、灭螨醌、齿小蠹二烯醇与(S)-顺式-马鞭草烯醇、氰菌胺、唑菌胺酯、肟菌酯、环氟菌胺、γ-三氟氯氰菊酯、丙氧喹啉、2,6-二异丙基萘、异噻菌胺和2-[(2,4-二氯苯基)甲基]-4,4‘-二甲基-3-异噁唑烷酮(DCPMI)。
6.根据前述权利要求中任一项所述的胶囊悬浮浓缩剂,其特征在于,所述活性成分b)为DCPMI。
7.根据前述权利要求中任一项所述的胶囊悬浮浓缩剂,其特征在于,所述安全剂s)选自双苯噁唑酸、环丙磺酰胺、解毒喹和吡唑解草酯。
8.一种用于制备权利要求1至7中任一项所述的胶囊悬浮浓缩剂的方法,其特征在于,在
步骤(1)中,将溶于有机的水不溶性溶剂L)中的安全剂s)与异氰酸酯混合物a2)以及任选地与有机溶剂和/或乳化剂混合,然后将由此制备的溶液,在
步骤(2)中,于水中乳化,所述水任选地包含保护胶体c1),任选地与其他添加剂d)混合,并将由此制备的乳液E,在
步骤(3)中,与异氰酸酯反应性基团a1)混合,然后任选地,加入其他添加剂d)。
9.根据权利要求8所述的用于制备胶囊悬浮浓缩剂的方法,其特征在于,在步骤1中,进一步另外添加溶于有机的水不溶性溶剂L)中的活性成分b)。
10.一种ZC制剂,其包含权利要求1至7中任一项所述的胶囊悬浮浓缩剂和至少一种包含以下组分的悬浮浓缩剂(SC):
-一种或多种活性成分z),
-至少一种或多于一种增稠剂c),
-一种或多种阴离子乳化剂e1),和/或
-一种或多种非离子乳化剂e2)。
11.根据权利要求10或11所述的ZC制剂,其特征在于,其包含至少一种其他安全剂。
12.根据权利要求10或11所述的ZC制剂,其特征在于,所述活性成分z)选自氟噻草胺、苄草丹、二甲戊乐灵、吡氟酰草胺、苯草醚、嗪草酮、砜吡草唑、丙苯磺隆、噻酮磺隆、噁唑禾草灵、溴苯腈、氟氯吡啶酯、2,4-D、MCPA。
13.根据权利要求1至7中任一项所述的胶囊悬浮浓缩剂或根据权利要求10至13中任一项所述的ZC作为谷物和油菜中的除草剂的用途,并且在本文中通过苗前法和苗后法施用。
14.一种防治植物作物中不想要的植物的方法,其特征在于,将权利要求1至7中任一项所述的胶囊悬浮浓缩剂或权利要求10至13中任一项所述的ZC施用于植物上或植物生长的区域中。
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- 2019-04-30 EP EP19720872.1A patent/EP3787407A1/de active Pending
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- 2019-04-30 WO PCT/EP2019/061009 patent/WO2019211263A1/de active Application Filing
- 2019-04-30 CN CN201980035168.7A patent/CN112203516A/zh active Pending
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CN101951764A (zh) * | 2008-02-20 | 2011-01-19 | 先正达参股股份有限公司 | 除草剂制剂 |
EP3278666A1 (de) * | 2016-08-04 | 2018-02-07 | Bayer CropScience Aktiengesellschaft | Wässrige kapselsuspensionskonzentrate auf basis von 2-(2,4-dichlorbenzyl)-4,4-dimethyl-1,2-oxazolidin-3-on |
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CN115486460A (zh) * | 2022-11-15 | 2022-12-20 | 北京金泰毅农作物科技有限公司 | 一种含有Cyclopyranil和吡氟酰草胺的除草剂组合物 |
CN115486460B (zh) * | 2022-11-15 | 2023-03-03 | 北京金泰毅农作物科技有限公司 | 一种含有Cyclopyranil和吡氟酰草胺的除草剂组合物 |
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BR112020022243A2 (pt) | 2021-02-02 |
EA202092536A1 (ru) | 2021-03-16 |
CA3098959A1 (en) | 2019-11-07 |
JP2021522302A (ja) | 2021-08-30 |
EP3787407A1 (de) | 2021-03-10 |
AU2019263602A1 (en) | 2020-11-26 |
WO2019211263A1 (de) | 2019-11-07 |
CL2020002838A1 (es) | 2021-03-05 |
MX2020011606A (es) | 2020-12-07 |
UA128091C2 (uk) | 2024-04-03 |
AR114869A1 (es) | 2020-10-28 |
US20210120811A1 (en) | 2021-04-29 |
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