CN1046184C - 增效除草剂 - Google Patents
增效除草剂 Download PDFInfo
- Publication number
- CN1046184C CN1046184C CN92105687A CN92105687A CN1046184C CN 1046184 C CN1046184 C CN 1046184C CN 92105687 A CN92105687 A CN 92105687A CN 92105687 A CN92105687 A CN 92105687A CN 1046184 C CN1046184 C CN 1046184C
- Authority
- CN
- China
- Prior art keywords
- category
- compound
- weed killer
- killer herbicide
- salt
- 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.)
- Expired - Lifetime
Links
- 230000002195 synergetic effect Effects 0.000 title description 2
- 239000004009 herbicide Substances 0.000 claims abstract description 49
- 241000196324 Embryophyta Species 0.000 claims abstract description 42
- 150000001875 compounds Chemical class 0.000 claims abstract description 28
- 150000003839 salts Chemical class 0.000 claims abstract description 20
- IWEDIXLBFLAXBO-UHFFFAOYSA-N dicamba Chemical compound COC1=C(Cl)C=CC(Cl)=C1C(O)=O IWEDIXLBFLAXBO-UHFFFAOYSA-N 0.000 claims abstract description 8
- 239000000203 mixture Substances 0.000 claims description 47
- 239000004480 active ingredient Substances 0.000 claims description 41
- 230000002363 herbicidal effect Effects 0.000 claims description 27
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 21
- YZHUMGUJCQRKBT-UHFFFAOYSA-M sodium chlorate Chemical compound [Na+].[O-]Cl(=O)=O YZHUMGUJCQRKBT-UHFFFAOYSA-M 0.000 claims description 17
- 238000009472 formulation Methods 0.000 claims description 16
- 239000003795 chemical substances by application Substances 0.000 claims description 15
- 239000008187 granular material Substances 0.000 claims description 15
- 238000002360 preparation method Methods 0.000 claims description 11
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims description 10
- 239000000843 powder Substances 0.000 claims description 8
- 239000003921 oil Substances 0.000 claims description 7
- 102000018997 Growth Hormone Human genes 0.000 claims description 6
- 108010051696 Growth Hormone Proteins 0.000 claims description 6
- 239000003337 fertilizer Substances 0.000 claims description 6
- 239000000122 growth hormone Substances 0.000 claims description 6
- 238000000034 method Methods 0.000 claims description 6
- 239000007921 spray Substances 0.000 claims description 6
- 239000002270 dispersing agent Substances 0.000 claims description 5
- 239000000243 solution Substances 0.000 claims description 5
- AMFGTOFWMRQMEM-UHFFFAOYSA-N triazophos Chemical compound N1=C(OP(=S)(OCC)OCC)N=CN1C1=CC=CC=C1 AMFGTOFWMRQMEM-UHFFFAOYSA-N 0.000 claims description 5
- 230000001473 noxious effect Effects 0.000 claims description 4
- 235000019260 propionic acid Nutrition 0.000 claims description 4
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 claims description 4
- 239000002689 soil Substances 0.000 claims description 4
- 239000012752 auxiliary agent Substances 0.000 claims description 3
- 239000000725 suspension Substances 0.000 claims description 3
- QFPRKSPAULXGPL-UHFFFAOYSA-N 2,2,3,3-tetrachlorobutanoic acid Chemical compound CC(Cl)(Cl)C(Cl)(Cl)C(O)=O QFPRKSPAULXGPL-UHFFFAOYSA-N 0.000 claims description 2
- 239000007864 aqueous solution Substances 0.000 claims description 2
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
- 239000000839 emulsion Substances 0.000 claims description 2
- XMHIUKTWLZUKEX-UHFFFAOYSA-N hexacosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCC(O)=O XMHIUKTWLZUKEX-UHFFFAOYSA-N 0.000 claims description 2
- 239000011159 matrix material Substances 0.000 claims description 2
- 239000003094 microcapsule Substances 0.000 claims description 2
- 239000004476 plant protection product Substances 0.000 claims description 2
- 238000010410 dusting Methods 0.000 claims 2
- 244000038559 crop plants Species 0.000 claims 1
- 235000015598 salt intake Nutrition 0.000 claims 1
- 244000068988 Glycine max Species 0.000 abstract description 6
- 235000010469 Glycine max Nutrition 0.000 abstract description 6
- 239000005507 Diflufenican Substances 0.000 abstract description 5
- 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 abstract description 5
- 244000025254 Cannabis sativa Species 0.000 abstract description 4
- 150000002170 ethers Chemical class 0.000 abstract description 4
- 240000007594 Oryza sativa Species 0.000 abstract description 3
- 235000007164 Oryza sativa Nutrition 0.000 abstract description 3
- 235000009566 rice Nutrition 0.000 abstract description 3
- 239000005504 Dicamba Substances 0.000 abstract 1
- -1 5-(2 Chemical compound 0.000 description 19
- 230000000694 effects Effects 0.000 description 12
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 10
- 235000013339 cereals Nutrition 0.000 description 10
- 229940100389 Sulfonylurea Drugs 0.000 description 8
- 239000003905 agrochemical Substances 0.000 description 7
- 239000003995 emulsifying agent Substances 0.000 description 7
- 150000002148 esters Chemical class 0.000 description 7
- 239000000126 substance Substances 0.000 description 7
- 239000004202 carbamide Substances 0.000 description 6
- YROXIXLRRCOBKF-UHFFFAOYSA-N sulfonylurea Chemical class OC(=N)N=S(=O)=O YROXIXLRRCOBKF-UHFFFAOYSA-N 0.000 description 6
- 238000009736 wetting Methods 0.000 description 6
- 240000008042 Zea mays Species 0.000 description 5
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 5
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 5
- 235000005822 corn Nutrition 0.000 description 5
- 229920000151 polyglycol Polymers 0.000 description 5
- 239000010695 polyglycol Substances 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- 239000003666 Amidosulfuron Substances 0.000 description 4
- CTTHWASMBLQOFR-UHFFFAOYSA-N Amidosulfuron Chemical compound COC1=CC(OC)=NC(NC(=O)NS(=O)(=O)N(C)S(C)(=O)=O)=N1 CTTHWASMBLQOFR-UHFFFAOYSA-N 0.000 description 4
- 240000005979 Hordeum vulgare Species 0.000 description 4
- 235000007340 Hordeum vulgare Nutrition 0.000 description 4
- 239000000470 constituent Substances 0.000 description 4
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 4
- 238000005516 engineering process Methods 0.000 description 4
- 238000005469 granulation Methods 0.000 description 4
- 230000003179 granulation Effects 0.000 description 4
- QQVIHTHCMHWDBS-UHFFFAOYSA-N perisophthalic acid Natural products OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 4
- 239000000575 pesticide Substances 0.000 description 4
- 239000004094 surface-active agent Substances 0.000 description 4
- 238000009333 weeding Methods 0.000 description 4
- 239000005995 Aluminium silicate Substances 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- 125000003545 alkoxy group Chemical group 0.000 description 3
- 235000012211 aluminium silicate Nutrition 0.000 description 3
- 239000004927 clay Substances 0.000 description 3
- 239000000084 colloidal system Substances 0.000 description 3
- 235000014113 dietary fatty acids Nutrition 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 239000000194 fatty acid Substances 0.000 description 3
- 229930195729 fatty acid Natural products 0.000 description 3
- 150000002191 fatty alcohols Chemical class 0.000 description 3
- 229910052731 fluorine Inorganic materials 0.000 description 3
- 239000011737 fluorine Substances 0.000 description 3
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 150000004702 methyl esters Chemical class 0.000 description 3
- 231100000572 poisoning Toxicity 0.000 description 3
- 230000000607 poisoning effect Effects 0.000 description 3
- 230000003449 preventive effect Effects 0.000 description 3
- 238000001228 spectrum Methods 0.000 description 3
- 239000000080 wetting agent Substances 0.000 description 3
- 239000002023 wood Substances 0.000 description 3
- JNYAEWCLZODPBN-JGWLITMVSA-N (2r,3r,4s)-2-[(1r)-1,2-dihydroxyethyl]oxolane-3,4-diol Chemical compound OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O JNYAEWCLZODPBN-JGWLITMVSA-N 0.000 description 2
- 241001290610 Abildgaardia Species 0.000 description 2
- 241001212017 Brana Species 0.000 description 2
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- 240000006122 Chenopodium album Species 0.000 description 2
- 235000009344 Chenopodium album Nutrition 0.000 description 2
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Divinylene sulfide Natural products C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 description 2
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- 239000002202 Polyethylene glycol Substances 0.000 description 2
- 239000004372 Polyvinyl alcohol Substances 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- JBDHZKLJNAIJNC-LLVKDONJSA-N clodinafop-propargyl Chemical compound C1=CC(O[C@H](C)C(=O)OCC#C)=CC=C1OC1=NC=C(Cl)C=C1F JBDHZKLJNAIJNC-LLVKDONJSA-N 0.000 description 2
- 239000012141 concentrate Substances 0.000 description 2
- 235000008504 concentrate Nutrition 0.000 description 2
- 238000010790 dilution Methods 0.000 description 2
- 239000012895 dilution Substances 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 239000002552 dosage form Substances 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 230000000857 drug effect Effects 0.000 description 2
- 239000000945 filler Substances 0.000 description 2
- 229910052736 halogen Inorganic materials 0.000 description 2
- 150000002367 halogens Chemical class 0.000 description 2
- 239000002917 insecticide Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 239000002480 mineral oil Substances 0.000 description 2
- 235000010446 mineral oil Nutrition 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Substances [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 2
- 229920001223 polyethylene glycol Polymers 0.000 description 2
- 229920002451 polyvinyl alcohol Polymers 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- BACHBFVBHLGWSL-JTQLQIEISA-N rac-diclofop methyl Natural products C1=CC(O[C@@H](C)C(=O)OC)=CC=C1OC1=CC=C(Cl)C=C1Cl BACHBFVBHLGWSL-JTQLQIEISA-N 0.000 description 2
- MEFOUWRMVYJCQC-UHFFFAOYSA-N rimsulfuron Chemical compound CCS(=O)(=O)C1=CC=CN=C1S(=O)(=O)NC(=O)NC1=NC(OC)=CC(OC)=N1 MEFOUWRMVYJCQC-UHFFFAOYSA-N 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000000454 talc Substances 0.000 description 2
- 235000012222 talc Nutrition 0.000 description 2
- 229910052623 talc Inorganic materials 0.000 description 2
- 229930192474 thiophene Natural products 0.000 description 2
- 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 description 1
- 125000004455 (C1-C3) alkylthio group Chemical group 0.000 description 1
- JARFAUHJHIUGCO-UHFFFAOYSA-N 1,2-dimethyl-3,5-diphenyl-3h-pyrazole Chemical class CN1N(C)C(C=2C=CC=CC=2)C=C1C1=CC=CC=C1 JARFAUHJHIUGCO-UHFFFAOYSA-N 0.000 description 1
- XFRVVPUIAFSTFO-UHFFFAOYSA-N 1-Tridecanol Chemical compound CCCCCCCCCCCCCO XFRVVPUIAFSTFO-UHFFFAOYSA-N 0.000 description 1
- LWEAHXKXKDCSIE-UHFFFAOYSA-M 2,3-di(propan-2-yl)naphthalene-1-sulfonate Chemical compound C1=CC=C2C(S([O-])(=O)=O)=C(C(C)C)C(C(C)C)=CC2=C1 LWEAHXKXKDCSIE-UHFFFAOYSA-M 0.000 description 1
- 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 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- 244000237956 Amaranthus retroflexus Species 0.000 description 1
- 235000013479 Amaranthus retroflexus Nutrition 0.000 description 1
- 241001435147 Arctotheca Species 0.000 description 1
- 239000005484 Bifenox Substances 0.000 description 1
- PWPCOFJMPGZUEH-UHFFFAOYSA-N CCC.C1CO1 Chemical compound CCC.C1CO1 PWPCOFJMPGZUEH-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- GBZRULPYBFGUIO-UHFFFAOYSA-N Chloride-Ethoxyacetic acid Natural products ClOC(COCC)=O GBZRULPYBFGUIO-UHFFFAOYSA-N 0.000 description 1
- 239000005496 Chlorsulfuron Substances 0.000 description 1
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 1
- LBGPXIPGGRQBJW-UHFFFAOYSA-N Difenzoquat Chemical compound C[N+]=1N(C)C(C=2C=CC=CC=2)=CC=1C1=CC=CC=C1 LBGPXIPGGRQBJW-UHFFFAOYSA-N 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- SUSRORUBZHMPCO-UHFFFAOYSA-N MC-4379 Chemical compound C1=C([N+]([O-])=O)C(C(=O)OC)=CC(OC=2C(=CC(Cl)=CC=2)Cl)=C1 SUSRORUBZHMPCO-UHFFFAOYSA-N 0.000 description 1
- 239000005574 MCPA Substances 0.000 description 1
- RJUFJBKOKNCXHH-UHFFFAOYSA-N Methyl propionate Chemical compound CCC(=O)OC RJUFJBKOKNCXHH-UHFFFAOYSA-N 0.000 description 1
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical class CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 1
- 239000005586 Nicosulfuron Substances 0.000 description 1
- RCEAADKTGXTDOA-UHFFFAOYSA-N OS(O)(=O)=O.CCCCCCCCCCCC[Na] Chemical compound OS(O)(=O)=O.CCCCCCCCCCCC[Na] RCEAADKTGXTDOA-UHFFFAOYSA-N 0.000 description 1
- 239000005590 Oxyfluorfen Substances 0.000 description 1
- OQMBBFQZGJFLBU-UHFFFAOYSA-N Oxyfluorfen Chemical compound C1=C([N+]([O-])=O)C(OCC)=CC(OC=2C(=CC(=CC=2)C(F)(F)F)Cl)=C1 OQMBBFQZGJFLBU-UHFFFAOYSA-N 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- 244000292697 Polygonum aviculare Species 0.000 description 1
- 235000006386 Polygonum aviculare Nutrition 0.000 description 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- QOSMNYMQXIVWKY-UHFFFAOYSA-N Propyl levulinate Chemical compound CCCOC(=O)CCC(C)=O QOSMNYMQXIVWKY-UHFFFAOYSA-N 0.000 description 1
- 244000137827 Rumex acetosa Species 0.000 description 1
- 235000015807 Rumex acetosa ssp. acetosa Nutrition 0.000 description 1
- 235000015447 Rumex acetosa ssp. alpestris Nutrition 0.000 description 1
- 235000015448 Rumex acetosa ssp. ambiguus Nutrition 0.000 description 1
- 235000015437 Rumex acetosa ssp. arifolius Nutrition 0.000 description 1
- 235000015436 Rumex acetosa ssp. lapponicus Nutrition 0.000 description 1
- 235000015441 Rumex acetosa ssp. pseudoxyria Nutrition 0.000 description 1
- 235000015439 Rumex acetosa ssp. thyrsiflorus Nutrition 0.000 description 1
- 244000061456 Solanum tuberosum Species 0.000 description 1
- 235000002595 Solanum tuberosum Nutrition 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- 239000005624 Tralkoxydim Substances 0.000 description 1
- WHKUVVPPKQRRBV-UHFFFAOYSA-N Trasan Chemical compound CC1=CC(Cl)=CC=C1OCC(O)=O WHKUVVPPKQRRBV-UHFFFAOYSA-N 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- NUFNQYOELLVIPL-UHFFFAOYSA-N acifluorfen Chemical compound C1=C([N+]([O-])=O)C(C(=O)O)=CC(OC=2C(=CC(=CC=2)C(F)(F)F)Cl)=C1 NUFNQYOELLVIPL-UHFFFAOYSA-N 0.000 description 1
- 230000003213 activating effect Effects 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 125000002877 alkyl aryl group Chemical group 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 150000008052 alkyl sulfonates Chemical class 0.000 description 1
- 125000004390 alkyl sulfonyl group Chemical group 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 230000002528 anti-freeze Effects 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 239000003899 bactericide agent Substances 0.000 description 1
- 239000000440 bentonite Substances 0.000 description 1
- 229910000278 bentonite Inorganic materials 0.000 description 1
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 1
- 229940073608 benzyl chloride Drugs 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 230000000740 bleeding effect Effects 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 229920005551 calcium lignosulfonate Polymers 0.000 description 1
- OOCMUZJPDXYRFD-UHFFFAOYSA-L calcium;2-dodecylbenzenesulfonate Chemical compound [Ca+2].CCCCCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O.CCCCCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O OOCMUZJPDXYRFD-UHFFFAOYSA-L 0.000 description 1
- RYAGRZNBULDMBW-UHFFFAOYSA-L calcium;3-(2-hydroxy-3-methoxyphenyl)-2-[2-methoxy-4-(3-sulfonatopropyl)phenoxy]propane-1-sulfonate Chemical compound [Ca+2].COC1=CC=CC(CC(CS([O-])(=O)=O)OC=2C(=CC(CCCS([O-])(=O)=O)=CC=2)OC)=C1O RYAGRZNBULDMBW-UHFFFAOYSA-L 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- VJYIFXVZLXQVHO-UHFFFAOYSA-N chlorsulfuron Chemical compound COC1=NC(C)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)Cl)=N1 VJYIFXVZLXQVHO-UHFFFAOYSA-N 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 125000004093 cyano group Chemical group *C#N 0.000 description 1
- 239000013530 defoamer Substances 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 125000004786 difluoromethoxy group Chemical group [H]C(F)(F)O* 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- YDEXUEFDPVHGHE-GGMCWBHBSA-L disodium;(2r)-3-(2-hydroxy-3-methoxyphenyl)-2-[2-methoxy-4-(3-sulfonatopropyl)phenoxy]propane-1-sulfonate Chemical compound [Na+].[Na+].COC1=CC=CC(C[C@H](CS([O-])(=O)=O)OC=2C(=CC(CCCS([O-])(=O)=O)=CC=2)OC)=C1O YDEXUEFDPVHGHE-GGMCWBHBSA-L 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 244000037666 field crops Species 0.000 description 1
- 125000004216 fluoromethyl group Chemical group [H]C([H])(F)* 0.000 description 1
- 238000011010 flushing procedure Methods 0.000 description 1
- BGZZWXTVIYUUEY-UHFFFAOYSA-N fomesafen Chemical compound C1=C([N+]([O-])=O)C(C(=O)NS(=O)(=O)C)=CC(OC=2C(=CC(=CC=2)C(F)(F)F)Cl)=C1 BGZZWXTVIYUUEY-UHFFFAOYSA-N 0.000 description 1
- 239000003630 growth substance Substances 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- 229920005610 lignin Polymers 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- BACHBFVBHLGWSL-UHFFFAOYSA-N methyl 2-[4-(2,4-dichlorophenoxy)phenoxy]propanoate Chemical group C1=CC(OC(C)C(=O)OC)=CC=C1OC1=CC=C(Cl)C=C1Cl BACHBFVBHLGWSL-UHFFFAOYSA-N 0.000 description 1
- 229940017219 methyl propionate Drugs 0.000 description 1
- 125000004674 methylcarbonyl group Chemical group CC(=O)* 0.000 description 1
- 238000003801 milling Methods 0.000 description 1
- RTCOGUMHFFWOJV-UHFFFAOYSA-N nicosulfuron Chemical compound COC1=CC(OC)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CN=2)C(=O)N(C)C)=N1 RTCOGUMHFFWOJV-UHFFFAOYSA-N 0.000 description 1
- 239000011664 nicotinic acid Substances 0.000 description 1
- 239000012875 nonionic emulsifier Substances 0.000 description 1
- 229920000847 nonoxynol Polymers 0.000 description 1
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical class CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
- 239000007764 o/w emulsion Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920001495 poly(sodium acrylate) polymer Polymers 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000002335 preservative effect Effects 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- JUJWROOIHBZHMG-UHFFFAOYSA-N pyridine Substances C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 229910052903 pyrophyllite Inorganic materials 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- NNMHYFLPFNGQFZ-UHFFFAOYSA-M sodium polyacrylate Chemical compound [Na+].[O-]C(=O)C=C NNMHYFLPFNGQFZ-UHFFFAOYSA-M 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 238000001694 spray drying Methods 0.000 description 1
- 235000020354 squash Nutrition 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical compound OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 description 1
- 229910021653 sulphate ion Inorganic materials 0.000 description 1
- DQFPEYARZIQXRM-LTGZKZEYSA-N tralkoxydim Chemical compound C1C(=O)C(C(/CC)=N/OCC)=C(O)CC1C1=C(C)C=C(C)C=C1C DQFPEYARZIQXRM-LTGZKZEYSA-N 0.000 description 1
- XOPFESVZMSQIKC-UHFFFAOYSA-N triasulfuron Chemical compound COC1=NC(C)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)OCCCl)=N1 XOPFESVZMSQIKC-UHFFFAOYSA-N 0.000 description 1
- YMXOXAPKZDWXLY-QWRGUYRKSA-N tribenuron methyl Chemical group COC(=O)[C@H]1CCCC[C@@H]1S(=O)(=O)NC(=O)N(C)C1=NC(C)=NC(OC)=N1 YMXOXAPKZDWXLY-QWRGUYRKSA-N 0.000 description 1
- GPRLSGONYQIRFK-MNYXATJNSA-N triton Chemical compound [3H+] GPRLSGONYQIRFK-MNYXATJNSA-N 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
- 239000007762 w/o emulsion Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
- A01N47/36—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the group >N—CO—N< directly attached to at least one heterocyclic ring; Thio analogues thereof
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Epoxy Compounds (AREA)
- Hydrogenated Pyridines (AREA)
Abstract
本发明涉及一些除草剂，这些除草剂含有
A)式Ⅰ所示的一种化合物或它的盐与B)一种或多种选自下列一组的化合物：生长激素类除草剂，甲氧二氯苯酸及其盐，吡氟草胺，硝基二苯醚类，与式(1)所示化合物不同的磺酰脲类及它们的盐和选择性禾本科除草剂。它们主要适合于水稻，大豆和其它作物中作选择性除草。
Description
本发明涉及可用于防治单子叶和双子叶杂草的植物保护剂，特别是除草剂的混剂。
接通常剂量使用单一除草剂来防治农业实践中出现的多种多样单子叶和双子叶杂草常常不能奏效。为了使施用者一次或几次使用除草有效成分即可防除谷本科、玉米等农作物中的各种杂草，有时使用各种有效成分的混剂更为合适。
已经发现一些除草剂混剂，其效果令人吃惊地超过了混剂中各种有效成分单独作用所预料的效果。因此本发明的除草剂混剂能使混剂 中各种有效成分的用量大大减少。
本发明的对象是一些除草剂，它是含有下列组分A)和B)的混剂：
A)式1所示的一种化合物或它的盐类；和
B)一种或多种选自下列一组的化合物：生长激素类除草剂 ，甲氧二氯苯酸及其盐，吡氟草胺，硝基二苯醚类，与式(1)所示化合物不同的磺酰脲类及它们的盐和选择性禾本科除草剂。
式(1)化合物被称为Amidosulfuron，并在EP-A-0131258(US-A-4718937)中已为人所知。
Amidosulfuron是磺酰脲类中的一种除草有效成分，在谷类，水稻以及玉米地中作苗前和苗后除草剂使用时通常用量为5-120g ai/ha，能防除多种一年生和多年生杂草和莎草科杂草(g ai/ha=有效成分克数/每公顷)。有效成分通常加工成WP(可湿性粉剂)或WDG(水中可分散的颗粒剂)使用，在使用时通常用水稀释。
适于作生长激素类的除草剂如下：
a)二甲四氯丁酸即4-(4-氯-2-甲基-苯氧基)-丁酸或它的盐(例如钠盐)；
b)二甲四氯丙酸即2-(4-氯-2-甲基苯氧基)-丙酸或它的盐；是外消旋的混合物或(R)-异构体(二甲四氯丙酸-P)；
c)2,4-滴即2-(2,4-二氯苯氧基)-乙酸或它的盐或酯；
d)2,4-滴丁酸即4-(2,4-二氯苯氧基)丁酸或它的盐；
e)2,4-滴丙酸即2-(2,4-二氯苯氧基)-丙酸或它的盐或酯，
f)二甲四氯即2-(4-氯-2-甲基-苯氧基)-乙酸酸或它的盐。
上面所列举的化合物a)至f)在许多农作物中防除苗后杂草和莎草科杂草时被看作是标准除草剂。上述化合物的每个有效成分其用量在100-3000g ai/ha可防除-些特定类型的杂草。有些化合物以它们的盐或酯的形式得到使用(文献：参见“农药手册”(“The Pesticide Mannual”)，英国农作物保护委员会，第九版，1991和该手册所引证的文献)。
甲氧二氯苯酸即3,6-二氯-2-甲氧基-苯酸(或它的盐和酯)也是一种广为使用的除草有效成分，是属于类似于生长激素类除草剂。它主要用于苗后除草(例如在谷类、玉米等)。它的盐和酯也是如此(参见上面已提及的“农药手册”)。
吡氟草胺，即N-(2,4-二氟苯基)-2-〔3-(三氟-甲基)-苯氧基〕-吡啶-3-羧酰胺是用于谷类和其它农作物中的苗前或苗后除草，用量为50-500g ai/ha。其商品绝大部分是与其它除草有效成分混配的制剂 (参见上面已提及的“农药手册”)。
作为硝基联苯醚类特别合适的有下列化合物：
a )甲羧除草醚，即5-(2,4-二氯苯氧基)-2-二硝基苯甲酸甲酯；在谷类、水稻和玉米中作苗前和苗后除草，单独使用时用药量50-1000g ai/ha。
b)乙羧氟草醚，即5-〔2-氯-4-(三氟甲基)-苯氧基〕-2-硝基苯甲酸甲酯；在谷类和大豆中作苗前和苗后除草，单独使用时其用量仅5-20g ai/ha。
c)三氟羧草醚，即5-〔2-氯-4-(三氟甲基)-苯氧基〕-2-硝基苯甲酸或它的盐；在大豆和谷类中作苗前和苗后除草，单独使用时其用量为100-500g ai/ha。
d)乙氧氟草醚，即5-〔2-氯-4-(三氟甲基)-苯氧基〕-1-乙氧基-2-硝基苯；在大豆或非耕地中作苗前和苗后除草，单独使用时其用量为100-1000g ai/ha。
e)克阔乐，即5-(2-氯-4-(三氟甲基)-苯氧基〕-2-硝基苯甲酸-1-(乙氧羰基)-乙酯；在大豆和谷类中作苗前和苗后除草，单独使用时用量为50-500g ai/ha。
f)氟磺胺草醚，即N-甲磺酰基-5-〔2-氯-4-(三氟甲基)-苯氧基〕-2-硝基苯甲酰胺；在大豆或谷类中作苗前和苗后除草，单独使用时用量为50-1000g ai/ha。
上面列举的硝基苯醚类化合物在“农药手册”(上面已提及)中都有记述。
作为磺酰脲类特别合适的有下列化合物：
a)磺酰脲类化合物，主要用在谷类，部分用在马铃薯和草地中防除苗后杂草和非禾本科杂草(用量5-80g ai/ha)，例如有：
aa)醚苯黄隆，即1-〔2-(2-氯乙氧基)-苯磺酰基〕-3-(4-甲氧基-6-甲基-1,3,5-三嗪-2-基)-脲；
ab)绿黄隆，即1-(2-氯代苯磺酰基)-3-(4-甲氧基-6-甲基-1,3,5-三嗪-2-基)-脲；
ac)苯黄隆或苯黄隆甲酯，即1-〔2-(羧基-或甲氧基羰基)-苯基磺酰基〕-3-甲基-3-(4-甲氧基-6-甲基-1,3,5-三嗪-2-基)-脲；
ad)噻黄隆或噻黄隆甲酯，即1-〔2-羧基-或甲氧基羰基)-硫代苯-3-基-磺酰基〕-3-(4-甲氧基-6-甲基-1,3,5-三嗪-2-基)脲和
b)磺酰脲类，主要用于玉米和多年生作物中防除苗后窄叶杂草和阔叶杂草(用量5-80g ai/ha)，例如有：
ba)烟嘧黄隆，即1-〔3-(二甲氨基羰基)-吡啶-2-基-磺酰基〕-3-(4,6-二甲氧基嘧啶-2-基)-脲；
bb)氟嘧黄隆或氟嘧黄隆甲酯，即1-〔2-(羧基-或甲基羰基)-苯磺酰基〕-3-〔4,6-双〔二氟甲氧基)-嘧啶-2-基〕-脲；
bc)DPX-E9636，即1-〔3-(乙磺酰基)-吡啶-2-基-磺酰基〕-3-(4,6-二甲氧基-嘧啶-2-基)-脲；
bd)吡啶基磺酰脲类，如在PCT-专利申请PCT/EP90/02308(WO91/10660)中所记述的化合物，尤其是式A1所示的化合物或它的盐，
式中
E代表CH或N，最好是CH，
R4代表碘或NR9R10，
R5代表H，卤素，氰基，C1-C3-烷基，C1-C3-烷氧基，C1-C3-卤代烷基，C1-C3-卤代烷氧基，C1-C3-烷硫基，(C1-C3-烷氧基)-C1-C3-烷基，(C1-C3-烷氧基)-羰基，--或二-(C1-C3-烷基)-氨基，C1-C3-烷基-亚磺酰基或-磺酰基，SO2-NRaRb或CO-NRaRb，特别是H，
Ra,Rb分别代表H,C1-C3-烷基，C1-C3-链烯基，C1-C3-炔基或两者一起代表-(CH2)4-，-(CH2)5-或-(CH2)2-O-(CH2)2-，
R6代表H或CH3，
R7代表卤素，C1-C2-烷基，C1-C2-烷氧基，C1-C2-卤代烷基，最好是CF3,C1-C2-卤代烷氧基，最好是OCHF2或OCH2CF3，
R8代表C1-C2-烷基，C1-C2-卤代烷氧基，最好是OCHF2或C1-C2-烷氧基，和
R9代表C1-C4-烷基和R10代表C1-C4-烷基磺酰基或R9和R10共同代表式-(CH2)3SO2-或-(CH2)4SO2-所示的链。
前面aa)至ba)中所列举的除草剂在“农药手册”(前面已经提及)中有记述。
氟嘧黄隆和氟嘧黄隆甲酯在Brighton植保大会论文集-杂草-1987,41-48页中有记述。
DPX-E9636在Brighton植保大会论文集-杂草-1989，第33页ff中有记述。
作为禾本科杂草除草剂，主要有下列化合物适合于作为谷类作物苗后选择性防除有害植物(有害的禾本科杂草和其它杂草(使用量30-1000g ai/ha)：
a)禾草灵和甲基禾草灵，即2-〔4-(2,4-二氯苯氧基)-苯氧基〕-丙酸或丙酸甲酯；
b)肟草酮，即2-〔1-乙氧基亚氨基)-丙基〕-3-羟基-5-基环己-2-烯-1-酮；
c)燕麦枯，即1,2-二甲基-3,5-二苯基-吡唑盐；
d)咪草酯，即6-(4-异丙基-4-甲基-5-氧代-2-咪唑-2-基)-3-甲基-苯甲酸和-4-甲基-苯甲酸或它们的甲酯混合物；
e)草氟安或甲基草氟安，即N-苯酰基-N-(3-氯-4-氟代苯基)-丙氨酸或丙氨酸甲酯；
f)CGA-184927，即(2R)-2-〔4-(5-氯-3-氟吡啶-2-基氧基)-苯氧基〕-丙酸-块丙酯。
上面列举的化合物a)至e)同样在“农药手册”(见上面)有记述。
CGA-184927在EP-191736和Brighton植物大会论文集-杂草-1989中有记述。
令人惊奇的是，当Amidosulfuron与B组中一种或多种有效成分混用时出现了一些增效效应。这里混剂比化合物单独使用时作用效果好。这些效应使得有可能减少用药量，对阔叶杂草和窄叶杂草的杀草谱更宽，作用效果更快。药效维持时间更长，只用一次给药或少次给药即可完全控制有害植物，以及延长混剂中有效成分可供使用的时间。这些特点符合农业实践的要求，即维持农作物中没有杂草，并保证和/或提高农产品的质量和产量。就上述一些特点而言，这些新的混剂明显超越技术标准。
混剂中各有效成分的重量比和用量的选择取决于例如，混配的各个组分，阔叶和窄叶杂草的发育阶段，杂草谱，环境因素和气候条件。
除草剂混剂中A与B的重量比可在很大的范围内变动，通常为1∶200至20∶1。
最好使用下列重量比：
式(1)所示的化合物或它们的盐同下列化合物混合的重量比：
同生长激素类除草剂：1∶200至2∶1，最好是1∶50至1∶1；
同甲氧二氯苯酸：1∶200至2∶1，最好是1∶50至1∶1；
同吡氟草胺：1∶200至5∶1，最好是1∶50至2∶1；
同硝基二苯醚类：1∶200至10∶1，最好是1∶50至5∶1；
同磺酰脲类：1∶16至20∶1，最好是1∶10是20∶1；
同禾本科除草剂：1∶200至3∶1，最好是1∶50至10∶1。
在有效成分混剂中，除草剂A的用量最好在5和100gai/ha之间(ai=以有效成分计)。在混剂中B类化合物的用量通常在5-100g ai/ha，各化合物用量范围优选如下：生长激素类除草剂 50-1000g ai/ha，甲氧二氯苯酸 50-1000g ai/ha，吡氟草胺 20-1000g ai/ha，硝基二苯醚类 10-1000g ai/ha，磺酰脲类 5-80g ai/ha，禾木科除草剂 30-1000g ai/ha。
本发明的有效成分混配不仅可以以两种有效成分混合的制剂形式存在，然后按常规方式以水稀释使用，而且也可以是罐装混合物，即在罐内将各个有效成分的制剂用水共同稀释。
A类和B类化合物或它们的混合物可根据其生物学和/或化学-物理参数加工成不同的剂型。可能加工的剂型是：可湿性粉剂(WP)，乳油(EC)，水溶液(SL)，水包油-和油包水的乳化液(EW)，可喷洒的溶液或乳化剂，以油或水为基质的分散液，悬浮乳化液，粉剂(DP)，浸渍剂，土壤中施用的或撒施用的颗粒剂或水中可分散的颗粒剂(WG)，超低量剂型，微胶囊剂或蜡剂。
这些单个的剂型原则上都是已知的，比如在下面一些书中有记述： Winnacker-Küchler,“Chemische Technologie”(“化学工艺学”)。Band 7,C.Hanser Verlag München,4,Aufl.1986；Van Valkenburg,“PesticidesFormulation”，(“农药剂型”)，Marcel Dekker N.Y.,1973；K.Martens,“Spray Drying Handbook”(“喷雾干燥手册”)3rd,Ed,1979,G.GoodwinLtd.London。
必要的调配助剂如惰性物质，表面活性剂，溶剂和其它添加物同样也是已知的，例如在下列书中有记述：Watkins,“Hand-book of insecticide Dust Diluents and Carriers”(“农药粉剂的稀释剂和载体手册”)，2nd,Ed.,DarlandBooks,Caldwell N.J.；H.V.Olphen,“Introdu-ction to Clay Colloid Chemistry”(“粘土胶体化学入门”)；2nd Ed.,J.Wiley and Sons,N.Y.Marsden,“Solvent Guide”(“溶剂指南”),2ndEd.,Interscience,N.Y.1950；Mc Cutcheons,“Detergents and Emulsifiers Annual”(“洗涤剂和乳化剂年鉴”)，MC publ.Corp.,Ridegewood N.J.；Sisley and Wood,“Encyclopedia of Surface ActiveEgents”，(“表示活性剂百科全书”)，Chem.publ.CorpRidegewood N.J.；Sisley and Wood,“Encyclopedia ofSurface Active Egents”，(“表面活性剂百科全书”)，Chem.publ.Co.Inc.,N.Y.1964；Schonfeldt,“Grenzfichenaktive Athylenoxidaddukte”(“界面活性环氧乙烷加成物”)，Wiss.Verlagsgesellschaft,Stuttgart1976,Winnacker-küchler,“Chemische Technologie”(“化学工艺学)，Band 7,C.Hanser Verlag München,4,Aufl.1986。
在这些剂型的基础上，混剂还可以与其它农药有效成分，如别的除草剂，杀菌剂或杀虫剂，以及安全剂，肥料和/或生长调节剂混合制备成例如成品制剂或罐装混合物的形式。
可湿性粉剂是在水中可均匀分散的制剂，除了有效成分，除了稀释剂或惰性物质以外，它还含有离子型或非离子型表面活性剂(润湿剂，分散剂)，例如聚氧乙基化烷基酚，聚氧乙基化的脂肪醇或脂肪胺，脂肪醇聚乙二醇醚硫酸盐，烷基磺酸盐或烷基苯磺酸盐，木质素磺酸钠，2,2′-二萘基甲烷-6,6′-二磺酸钠，二丁基萘磺酸钠或油酰甲基牛磺酸钠。
乳油是通过将有效成分溶在一种有机溶剂如丁醇，环己酮，二甲基甲酰胺，二甲苯或高沸点的芳香烃或烃中并添加一种或多种离子型或非离子型表面活性剂(乳化剂)制成的。可作为乳化剂使用的例如有：烷基芳基磺酸钙盐如十二烷基苯磺酸钙或非离子型乳化剂如脂肪酸聚乙二醇酯，烷基芳基聚乙二醇醚，脂肪醇聚乙二醇醚，环氧丙烷-环氧乙烷缩合产物，烷基聚醚，脱水山梨醇脂肪酸酯，聚氧化乙烯脱水山梨醇脂肪酸酯或聚氧乙烯山梨糖醇酯。
粉剂是通过将有效成分与细分散性固体物质如滑石，天然粘土如高岭土，皂土和叶蜡石土或硅藻土一起磨碎制成的。
颗粒剂可以通过将有效成分喷洒到具有吸附能力的颗粒状惰性物质的表面制成的或借助于粘结剂，例如聚乙烯醇，聚丙烯酸钠或矿物油将有效成分粘附到载体物质如砂子、 高岭土或颗粒状惰性载体的表面制成的。合适的有效成分还可以用通常制造粒状肥料的方法，按需要将其与肥料混合造粒。水中可分散的颗粒剂通常不用固体物质可按如喷雾干燥，旋转床造粒，转盘式造粒，高速混合器混合和挤压的方法制备。
农业化学品制剂通常含有0.1-99(重量百分比)，尤其是2-95％(重量)的A+B类有效成分。剂型中有效成分(A+B)可以是不同的浓度。
可湿性粉剂中有效成分浓度大约为10-95％(重量)，其余部分由常规剂型成分组成。乳油中有效成分的浓度大约为1-8 ％(重量)，最好是5-80％(重量)。粉剂含有效成分大约为1-25％(重量)，通常为5-20％(重量)。可喷洒的溶液含有效成分约为0.2-25％(重量)，最好是2-20％(重量)。颗粒剂如水中可分散的颗粒剂中有效成分的含量部分取决于有效成分是否呈液态或固态以及使用哪种成粒助剂和填料。水中可分散的颗粒剂中有效成分含量通常在10和90％(重量)之间。
此外，上面列举的制剂中有时还含有常规的粘合剂，润湿剂，分散剂，乳化剂，渗透剂，防腐剂，抗冻剂和溶剂，填料，颜料和载体物质，消泡剂，抗挥发剂以及能影响PH值和粘度的物质。
以通常商品形式提供的制剂在使用时有时可用常规方法稀释，例如对可湿性粉剂，乳油，分散剂和水中可分散的颗粒剂可用水稀释。对粉剂、土壤施用的颗粒剂或撒施颗粒剂，以及可喷洒的溶液在使用前通常不再需要用其它惰性物质稀释。
有效成分也能施用于植物，植物的某些部位，植物种子或大田的表面。
各有效成分最好以罐装混合物的形式一起施用，即将每一种有效成分的最佳配方的浓缩制剂干罐内同水混合，并施用此得到的喷洒液。
下面的实施例用作解释本发明：A．剂型实施例
a)粉剂，通过将10份重量的本发明的有效成分混合物与90份重量的作为惰性物质的滑石混合并于锤磨机中碎磨而制成。
b)可湿性粉剂，通过将25份重量的有效成分(A+B)，64份重量的作为惰性物质的含高岭土的石英，10份重量的木质素磺酸钾和1份重量的作为润湿剂和分散剂的油酰甲基牛磺酸钠混合，并于棒磨机中磨碎而制成。
c)在水中易分散的分散浓缩制剂，通过将20份重量的有效成分(A+B)，6份重量的烷基酚聚乙二醇醚(Triton×207)，3份重量的异十三烷醇聚乙二醇醚(8EO)和71份重量的石蜡矿物油(沸程大约在255至277℃)相混合，并置于球磨机磨至细度在5微米以下而制成。
d)乳油，由15份重的环己酮作为溶剂，10份重乙氧基化壬基酚作为乳化剂，75份重有效成分(A+B)组成。
e)水中可分散的颗粒剂，其制备方法包括将
75份重量的有效成分A+B，
10份重量的木质素磺酸钙，
5份重量的十二烷基硫酸钠，
3份重量的聚丙烯醇和
7份重量的高岭土相混合并于棒磨中磨碎，粉状混合物在旋转床中通过水的喷射成为粒状液体的方法造粒。
f)水中可分散的颗粒剂，其制备方法包括将
25份重量的有效成分A+B，
5份重量的2,2′-二萘基甲烷-6,6′-二磺酸钠，
2份重量的油酰基甲基牛磺酸钠，
1份重量的聚乙烯醇，
17份重量的碳酸钙和
50份重量的水置于一胶体磨中均化并预磨碎，然后在珍珠磨中进一步磨碎。将得到的悬浮液在一喷洒塔中借助于一个单级喷咀进行喷雾并干燥。B．生物实施例
各种具有重要经济意义的阔叶和窄叶杂草是在自然的大田条件下生长的(田间试验)。当农作物和有害植物长至2-5叶期时，可用小区试验用喷雾器喷洒除草剂混合物。用水量为300-400升/公顷。在施药后四周内与不施药的对照组相比，用目测方法来评价施药组的除草剂的药效。此外还定性和定量地评价了关于影响植物生长和萎黄及坏死效应直至杂草全部枯萎的除草剂药效并用百分率(0-100％)表示。
试验结果列于以下表1和表2中：
表1
ARCCA= Arctotheca CalendulaEMEAU= 刺酸模CHEAL= 藜HORVS= Hordeum vulgare(夏大麦)Verb.(1)= AmidosulfuronMCPA=乙-甲基-4-氯苄氧基乙酸
| 有效成份(e) | g ai/ha | ARCCA EMEAU CHEAL％防效 | HORVS％药害 | ||
| AVerb.(1) | 304560 | 456 | 395769 | 678392 | 000 |
| B MCPA | 200420560 | 204060 | 101530 | 31060 | 000 |
| A+B | 30+20030+420 | 7993 | 7795 | 7198 | 00 |
表2
AMARE=反枝苋BRANA=芸苔POLCO=卷茎蓼CHEAL=藜HORVS=Hordeum vulgare(夏大麦)Verb.(1)=Amidosulfuron
| 有效成分(e) | g ai/ha | AMARE BRANA POLCO CHEAL HORVS | ||||
| ％ 防效 | ％药害 | |||||
| A=Verb.(1) | 304560 | 507589 | 678392 | 767885 | 678392 | 000 |
| B1=2,4滴 | 210420840 | 203865 | 233380 | 121830 | 182160 | 000 |
| B2=甲氧二氯苯酸 | 110220 | 3043 | 2930 | 1015 | 1220 | 00 |
| A+B1 | 30+21030+420 | 9095 | 95100 | 9596 | 90100 | 00 |
| A+B2 | 30+11030+220 | 8595 | 100100 | 8585 | 100100 | 00 |
表中的例子表明，用单个有效成分只有在高剂量的情况下才能对某一杂草取得好的防效。混剂中的各有效成分如果在低剂量下使用，其药效甚微，远不能达到生产实践所要求的作用效果。通过有效成分的混用对所有供试验的杂草都可取得良好效果。而且明显地超过了各单个组分的累积效果(增效)，即用很低的药剂量可达到所要求的防治水平。这些效果使药剂的杀草谱扩大了。
农作物对药剂的承受能力(以药害评价)没有受到不良影响，即可将混剂评为具有完全选择性。
Claims (8)
1．除草剂，其特征在于，它是含有下列组合A)和B)的混剂：
B)一种或多种选自下列一组的化合物：生长激素类除草剂，甲氧二氯苯酸及其盐，其中A组化合物与B组化合物的重量比为1∶200至20∶1。
2．按照权利要求1所述的除草剂，其特征在于：B类除草剂是二甲四氯丁酸，二甲四氯丙酸，2,4-滴，2,4-滴丁酸，2,4-滴丙酸，二甲四氯，甲氧二氯苯酸。
3．按照权利要求1或2的一项所述的除草剂，其特征在于它除含有A类或B类化合物外，还含有常规的剂型助剂。
4．制备按照权利要求1至3的一项或多项所述的除草剂的方法，其特征在于将式1所示的化合物或它的盐与B类的一种或多种化合物配制成类似常规的植物保护剂剂型，此剂型包括喷粉剂，乳油，水溶液，乳液，可喷洒的溶液，以油或水为基质的分散剂，悬浮液，撒粉剂，浸渍剂，土壤中施用或撒施用的颗粒剂，水中可分散的颗粒剂，超低量剂型，微胶囊剂和蜡剂。
5．按照权利要求1至3中的一项或多项所述的除草剂用于防除不需要的植物的生长的应用。
6．按照权利要求5的应用，其特征在于，式1化合物或它的盐用量为5-100g/ha,B类化合物的用量为5-1000g/ha。
7．按照权利要求6或7所述的应用，其特征在于，A类与B类有效成分按1∶200至20∶1的重量比使用。
8．按照权利要求5的应用，其特征在于有选择性地防除有用植物中的有害植物。
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEP4123111.2 | 1991-07-12 | ||
| DE4123111 | 1991-07-12 |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN99104701A Division CN1231121A (zh) | 1991-07-12 | 1999-04-01 | 增效除草剂 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1068472A CN1068472A (zh) | 1993-02-03 |
| CN1046184C true CN1046184C (zh) | 1999-11-10 |
Family
ID=6435999
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN92105687A Expired - Lifetime CN1046184C (zh) | 1991-07-12 | 1992-07-11 | 增效除草剂 |
| CN99104701A Pending CN1231121A (zh) | 1991-07-12 | 1999-04-01 | 增效除草剂 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN99104701A Pending CN1231121A (zh) | 1991-07-12 | 1999-04-01 | 增效除草剂 |
Country Status (23)
| Country | Link |
|---|---|
| US (2) | US5650375A (zh) |
| EP (4) | EP0713646B1 (zh) |
| JP (1) | JPH05194124A (zh) |
| CN (2) | CN1046184C (zh) |
| AT (4) | ATE143767T1 (zh) |
| AU (1) | AU650552B2 (zh) |
| BR (1) | BR9202574A (zh) |
| CA (1) | CA2073597A1 (zh) |
| CZ (1) | CZ285462B6 (zh) |
| DE (4) | DE59210002D1 (zh) |
| DK (4) | DK0807382T3 (zh) |
| ES (3) | ES2146940T3 (zh) |
| GR (1) | GR3021317T3 (zh) |
| HU (1) | HU212259B (zh) |
| IE (2) | IE922260A1 (zh) |
| MX (1) | MX9204083A (zh) |
| PL (5) | PL170912B1 (zh) |
| PT (2) | PT807381E (zh) |
| RO (1) | RO117587B1 (zh) |
| RU (2) | RU2083107C1 (zh) |
| SK (1) | SK216192A3 (zh) |
| TR (1) | TR28811A (zh) |
| ZA (1) | ZA925164B (zh) |
Families Citing this family (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0891709B1 (de) * | 1992-05-15 | 2003-03-12 | Bayer CropScience GmbH | Synergistisch wirksame Herbizidkombinationen |
| AU6996494A (en) * | 1993-05-26 | 1994-12-20 | Sandoz Ltd. | Herbicidal compositions |
| KR100314469B1 (ko) * | 1993-09-14 | 2002-11-23 | 노바르티스아게 | 제초제 조성물 |
| EP0970611A3 (en) * | 1994-12-22 | 2000-04-12 | Monsanto Company | Herbicidal compositions |
| DE19520839A1 (de) * | 1995-06-08 | 1996-12-12 | Hoechst Schering Agrevo Gmbh | Herbizide Mittel mit 4-Iodo-2-[3- (4-methoxy-6-methyl-1,3,5-triazin-2-yl) ureidosulfonyl] -benzoesäureestern |
| US20030041357A1 (en) * | 1996-11-07 | 2003-02-27 | Zeneca Limited | Herbicide resistant plants |
| BRPI9807183B1 (pt) * | 1997-02-05 | 2015-10-20 | Basf Ag | mistura sólida, e, processos para a preparação de formulações herbicidas |
| DE19950943A1 (de) | 1999-10-22 | 2001-05-17 | Aventis Cropscience Gmbh | Synergistische herbizide Mittel enthaltend Herbizide aus der Gruppe der Hemmstoffe der Hydroxyphenylpyruvat-Dioxygenase |
| DE10022990A1 (de) * | 2000-05-11 | 2001-11-22 | Aventis Cropscience Gmbh | Kombination von Pflanzenschutzmitteln mit Wasserstoffbrücken bildenden Polymeren |
| TWI243019B (en) * | 2000-08-31 | 2005-11-11 | Basf Ag | Process for the preparation of a solid herbicidal formulation |
| DE10135641A1 (de) * | 2001-07-21 | 2003-02-06 | Bayer Cropscience Gmbh | Herbizid-Kombinationen mit speziellen Sulfonylharnstoffen |
| DE10135642A1 (de) * | 2001-07-21 | 2003-02-27 | Bayer Cropscience Gmbh | Herbizid-Kombinationen mit speziellen Sulfonylharnstoffen |
| WO2003024227A2 (en) * | 2001-09-20 | 2003-03-27 | Syngenta Participations Ag | Herbicidal composition |
| AR036580A1 (es) * | 2001-09-27 | 2004-09-15 | Syngenta Participations Ag | Composicion herbicida |
| DE10209478A1 (de) * | 2002-03-05 | 2003-09-18 | Bayer Cropscience Gmbh | Herbizid-Kombinationen mit speziellen Sulfonylharnstoffen |
| DE10209468A1 (de) * | 2002-03-05 | 2003-09-18 | Bayer Cropscience Gmbh | Herbizid-Kombinationen mit speziellen Sulfonylharnstoffen |
| DE10307078A1 (de) * | 2003-02-19 | 2004-09-09 | Bayer Cropscience Gmbh | Verfahren zur Herstellung von wasserdispergierbaren Granulaten |
| DE10334300A1 (de) * | 2003-07-28 | 2005-03-03 | Bayer Cropscience Gmbh | Ölsuspensionskonzentrat |
| WO2007033759A1 (de) * | 2005-09-16 | 2007-03-29 | Bayer Cropscience Ag | Festformulierung |
| AR079424A1 (es) * | 2009-11-13 | 2012-01-25 | Dow Agrosciences Llc | Composicion herbicida sinergica que contiene aminopiralida y sulfonilureas |
| CN102302007B (zh) * | 2011-07-01 | 2014-06-18 | 陕西美邦农药有限公司 | 一种含吡氟酰草胺与磺酰脲类的除草组合物 |
| CN105165872A (zh) * | 2013-07-03 | 2015-12-23 | 江苏龙灯化学有限公司 | 增效除草组合物 |
| CN104396954A (zh) * | 2014-03-29 | 2015-03-11 | 潍坊先达化工有限公司 | 含有2,4-二氯苯氧丁酸及其衍生物的除草剂组合物 |
| CN105360148A (zh) * | 2015-07-22 | 2016-03-02 | 南京华洲药业有限公司 | 一种含炔草酯与酰嘧磺隆的复合除草组合物及其应用 |
| CN108338177A (zh) * | 2017-12-26 | 2018-07-31 | 安徽省农业科学院植物保护与农产品质量安全研究所 | 一种含三甲苯草酮与酰嘧磺隆的除草组合物 |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0298901A2 (de) * | 1987-07-10 | 1989-01-11 | Hoechst Aktiengesellschaft | Herbizide Mittel |
| EP0401677A2 (de) * | 1989-06-05 | 1990-12-12 | Hoechst Aktiengesellschaft | Herbizide Mittel |
Family Cites Families (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL198280A (zh) * | 1954-07-06 | |||
| JPS5138770B2 (zh) * | 1972-11-10 | 1976-10-23 | ||
| DE2319364C2 (de) * | 1973-04-17 | 1984-02-16 | Basf Ag, 6700 Ludwigshafen | Herbizid |
| US4460402A (en) * | 1981-07-10 | 1984-07-17 | Rhone-Poulenc Agrochimie | Synergistic herbicide compositions of phenoxybenzoic acids and cyclohexanediones |
| JPS58192808A (ja) * | 1982-04-28 | 1983-11-10 | Nippon Tokushu Noyaku Seizo Kk | 除草剤 |
| GB8304102D0 (en) * | 1983-02-15 | 1983-03-16 | Rohm & Haas France | Herbicidal compositions |
| GB2137092A (en) * | 1983-02-28 | 1984-10-03 | Ici Plc | Phenoxypropionic Acid Derivatives for Selective Herbicides in Rice Crops |
| DE3324802A1 (de) * | 1983-07-09 | 1985-01-17 | Hoechst Ag, 6230 Frankfurt | Neue n-alkoxy- und n- alkylsulfonylaminosulfonylharnstoffe, und neue (pyrimido) triazino-thiadiazinoxide als vorprodukte |
| JPS6157505A (ja) * | 1984-08-29 | 1986-03-24 | Nissan Chem Ind Ltd | 除草剤組成物 |
| TR22500A (tr) * | 1985-07-23 | 1987-09-15 | May & Baker Ltd | Diflufenikan'in kullanilmasini ihtiva eden herbisidal usul |
| ES2016859B3 (es) * | 1986-03-07 | 1990-12-01 | Ciba-Geigy Ag | Remedio sinergetico y procedimiento para la lucha selectiva contra las malas hierbas en los cereales. |
| ES2028823T3 (es) * | 1986-05-09 | 1992-07-16 | Hoechst Aktiengesellschaft | Agentes herbicidas. |
| AU587549B2 (en) * | 1986-05-28 | 1989-08-17 | Crop Care Australasia Pty Ltd | Improved herbicide combinations |
| CH679396A5 (zh) * | 1986-06-12 | 1992-02-14 | Ciba Geigy Ag | |
| GB8630806D0 (en) * | 1986-12-23 | 1987-02-04 | May & Baker Ltd | Compositions of matter |
| US5030271A (en) * | 1987-01-09 | 1991-07-09 | American Cyanamid Company | Synergistic herbicidal imidazolinone compositions |
| NZ225473A (en) * | 1987-08-10 | 1990-02-26 | Ishihara Sangyo Kaisha | Herbicidal compositions containing sulphonylurea derivatives and known herbicides |
| FR2625647B1 (fr) * | 1988-01-12 | 1990-05-18 | Rhone Poulenc Agrochimie | Association herbicide synergique a base de bifenox et de sulfonamides |
| WO1989010694A1 (en) * | 1988-05-03 | 1989-11-16 | E.I. Du Pont De Nemours And Company | Herbicidal pyridinesulfonylureas |
| DE3918287A1 (de) * | 1989-06-05 | 1990-12-06 | Hoechst Ag | Herbizide mittel |
| KR920703574A (ko) * | 1990-01-10 | 1992-12-18 | 오일러, 라피체 | 제초제 및 식물 성장 조절제로서 피리딜설포닐우레아, 그의 제조방법 및 용도 |
| US5236887B1 (en) * | 1991-05-03 | 1996-04-16 | Dowelanco | Herbicidal heterocyclic sulfonylurea compositions safened by herbicidal acids such as 2,4-d below a ph of 5 |
-
1992
- 1992-07-09 RO RO92-0942A patent/RO117587B1/ro unknown
- 1992-07-10 DK DK97113477T patent/DK0807382T3/da active
- 1992-07-10 ZA ZA925164A patent/ZA925164B/xx unknown
- 1992-07-10 PT PT97113476T patent/PT807381E/pt unknown
- 1992-07-10 IE IE226092A patent/IE922260A1/en not_active IP Right Cessation
- 1992-07-10 PT PT95120472T patent/PT713646E/pt unknown
- 1992-07-10 ES ES97113476T patent/ES2146940T3/es not_active Expired - Lifetime
- 1992-07-10 EP EP95120472A patent/EP0713646B1/de not_active Expired - Lifetime
- 1992-07-10 DE DE59210002T patent/DE59210002D1/de not_active Expired - Lifetime
- 1992-07-10 CA CA002073597A patent/CA2073597A1/en not_active Abandoned
- 1992-07-10 AT AT92111764T patent/ATE143767T1/de active
- 1992-07-10 CZ CS922161A patent/CZ285462B6/cs not_active IP Right Cessation
- 1992-07-10 ES ES92111764T patent/ES2095358T3/es not_active Expired - Lifetime
- 1992-07-10 PL PL92295247A patent/PL170912B1/pl unknown
- 1992-07-10 PL PL92315378A patent/PL172217B1/pl unknown
- 1992-07-10 DK DK92111764.4T patent/DK0525474T3/da active
- 1992-07-10 EP EP97113477A patent/EP0807382B1/de not_active Expired - Lifetime
- 1992-07-10 RU SU925052167A patent/RU2083107C1/ru active
- 1992-07-10 AU AU19592/92A patent/AU650552B2/en not_active Ceased
- 1992-07-10 JP JP4184145A patent/JPH05194124A/ja not_active Withdrawn
- 1992-07-10 EP EP97113476A patent/EP0807381B1/de not_active Expired - Lifetime
- 1992-07-10 SK SK2161-92A patent/SK216192A3/sk unknown
- 1992-07-10 AT AT97113476T patent/ATE190467T1/de active
- 1992-07-10 PL PL92315379A patent/PL172193B1/pl unknown
- 1992-07-10 DE DE59209835T patent/DE59209835D1/de not_active Expired - Lifetime
- 1992-07-10 TR TR00648/92A patent/TR28811A/xx unknown
- 1992-07-10 HU HU9202290A patent/HU212259B/hu unknown
- 1992-07-10 RU RU96107398A patent/RU2128437C1/ru active
- 1992-07-10 PL PL92315376A patent/PL172183B1/pl unknown
- 1992-07-10 PL PL92315377A patent/PL172194B1/pl unknown
- 1992-07-10 IE IE20010221A patent/IE20010221A1/en not_active IP Right Cessation
- 1992-07-10 AT AT95120472T patent/ATE192280T1/de active
- 1992-07-10 DK DK95120472T patent/DK0713646T3/da active
- 1992-07-10 DK DK97113476T patent/DK0807381T3/da active
- 1992-07-10 MX MX9204083A patent/MX9204083A/es not_active IP Right Cessation
- 1992-07-10 DE DE59207323T patent/DE59207323D1/de not_active Expired - Lifetime
- 1992-07-10 BR BR929202574A patent/BR9202574A/pt not_active IP Right Cessation
- 1992-07-10 DE DE59209824T patent/DE59209824D1/de not_active Expired - Lifetime
- 1992-07-10 EP EP92111764A patent/EP0525474B1/de not_active Expired - Lifetime
- 1992-07-10 ES ES95120472T patent/ES2147816T3/es not_active Expired - Lifetime
- 1992-07-10 AT AT97113477T patent/ATE297121T1/de not_active IP Right Cessation
- 1992-07-11 CN CN92105687A patent/CN1046184C/zh not_active Expired - Lifetime
-
1995
- 1995-06-05 US US08/461,718 patent/US5650375A/en not_active Expired - Fee Related
-
1996
- 1996-10-10 GR GR960402560T patent/GR3021317T3/el unknown
-
1997
- 1997-03-07 US US08/813,367 patent/US5872077A/en not_active Expired - Fee Related
-
1999
- 1999-04-01 CN CN99104701A patent/CN1231121A/zh active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0298901A2 (de) * | 1987-07-10 | 1989-01-11 | Hoechst Aktiengesellschaft | Herbizide Mittel |
| EP0401677A2 (de) * | 1989-06-05 | 1990-12-12 | Hoechst Aktiengesellschaft | Herbizide Mittel |
Non-Patent Citations (1)
| Title |
|---|
| 新编农药手册 1989.10.1 农业部农药检定站主编.农业出版社 * |
Also Published As
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN1046184C (zh) | 增效除草剂 | |
| CN1262552C (zh) | N－(5,7－二甲氧基[1,2,4]三唑并[1,5－a]嘧啶－2－基)芳香磺胺化合物和它们作为除草剂的用途 | |
| CN101653136B (zh) | 包含4-碘-2-[3-(4-甲氧基-6-甲基-1,3,5-三嗪-2-基)脲基磺酰基]苯甲酸酯的除草组合物 | |
| CN1039277C (zh) | 除草有效物质组合剂 | |
| CN1272106A (zh) | 酰基氨磺酰苯甲酰胺、含其的作物保护组合物及其制备方法 | |
| CN101076255A (zh) | 增加玉米产量的方法 | |
| CN1589100A (zh) | 包含苯甲酰基吡唑和安全剂的除草组合物 | |
| CN1265705C (zh) | 含有苯甲酰吡唑和安全剂的除草剂组合物 | |
| CN100475036C (zh) | 含有选自苯甲酰基吡唑类除草剂的增效除草组合物 | |
| CN1069163C (zh) | 一种低植物毒性的除草剂组合物 | |
| CN1420724A (zh) | 增效除草混合物 | |
| CN103153067A (zh) | 颗粒剂 | |
| CN1189763A (zh) | 包含4－碘－2－[3－(4－甲氧基－6－甲基－1,3,5－三嗪－2－基)脲基磺酰基]苯甲酸酯的除草组合物 | |
| CN1229023C (zh) | 新的除草剂和解毒剂混合物 | |
| CN1086085A (zh) | 稻田除草组合物 | |
| CN1046183C (zh) | 增效除草剂 | |
| CN1313035A (zh) | 除草剂组合物及其应用 | |
| CN1043345C (zh) | 含苯氧基磺酰脲类的除草剂及其应用 | |
| JPS62258310A (ja) | 除草組成物 | |
| IE19980064A1 (en) | Synergistic herbicidal agents | |
| IE83804B1 (en) | Synergistic herbicidal compositions | |
| IE83260B1 (en) | Synergistic herbicidal agents |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant | ||
| C15 | Extension of patent right duration from 15 to 20 years for appl. with date before 31.12.1992 and still valid on 11.12.2001 (patent law change 1993) | ||
| OR01 | Other related matters | ||
| C17 | Cessation of patent right | ||
| CX01 | Expiry of patent term |
Expiration termination date: 20120711 Granted publication date: 19991110 |