CN1157552A - 芳基尿嘧啶在半选择和非选择性杂草防治的应用 - Google Patents
芳基尿嘧啶在半选择和非选择性杂草防治的应用 Download PDFInfo
- Publication number
- CN1157552A CN1157552A CN95195061A CN95195061A CN1157552A CN 1157552 A CN1157552 A CN 1157552A CN 95195061 A CN95195061 A CN 95195061A CN 95195061 A CN95195061 A CN 95195061A CN 1157552 A CN1157552 A CN 1157552A
- Authority
- CN
- China
- Prior art keywords
- alkyl
- amino
- necessity
- group
- oxygen
- 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.)
- Pending
Links
- 241000196324 Embryophyta Species 0.000 title claims abstract description 18
- 150000001875 compounds Chemical class 0.000 claims abstract description 39
- -1 4Be hydrogen Chemical class 0.000 claims description 114
- 239000001301 oxygen Substances 0.000 claims description 52
- 229910052760 oxygen Inorganic materials 0.000 claims description 52
- 229910052739 hydrogen Inorganic materials 0.000 claims description 49
- 239000001257 hydrogen Substances 0.000 claims description 49
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 39
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 39
- 239000000460 chlorine Substances 0.000 claims description 39
- 229910052801 chlorine Inorganic materials 0.000 claims description 39
- 239000011737 fluorine Substances 0.000 claims description 39
- 229910052731 fluorine Inorganic materials 0.000 claims description 39
- 125000000217 alkyl group Chemical group 0.000 claims description 36
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 35
- 239000005864 Sulphur Substances 0.000 claims description 35
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 30
- 229910052736 halogen Inorganic materials 0.000 claims description 30
- 150000002367 halogens Chemical class 0.000 claims description 30
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 26
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 26
- 239000000203 mixture Substances 0.000 claims description 26
- 150000002431 hydrogen Chemical class 0.000 claims description 25
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 25
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 23
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 22
- 229910052794 bromium Inorganic materials 0.000 claims description 22
- 230000002363 herbicidal effect Effects 0.000 claims description 21
- 239000013543 active substance Substances 0.000 claims description 18
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 18
- 125000003545 alkoxy group Chemical group 0.000 claims description 17
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims description 17
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 16
- 125000003342 alkenyl group Chemical group 0.000 claims description 15
- 125000000304 alkynyl group Chemical group 0.000 claims description 15
- 238000009313 farming Methods 0.000 claims description 14
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims description 12
- 229910052799 carbon Inorganic materials 0.000 claims description 12
- 150000001721 carbon Chemical group 0.000 claims description 12
- 125000005112 cycloalkylalkoxy group Chemical group 0.000 claims description 12
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 claims description 12
- XDDAORKBJWWYJS-UHFFFAOYSA-N glyphosate Chemical compound OC(=O)CNCP(O)(O)=O XDDAORKBJWWYJS-UHFFFAOYSA-N 0.000 claims description 12
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 11
- 125000000000 cycloalkoxy group Chemical group 0.000 claims description 11
- JJWLVOIRVHMVIS-UHFFFAOYSA-N isopropylamine Chemical class CC(C)N JJWLVOIRVHMVIS-UHFFFAOYSA-N 0.000 claims description 11
- CTSLUCNDVMMDHG-UHFFFAOYSA-N 5-bromo-3-(butan-2-yl)-6-methylpyrimidine-2,4(1H,3H)-dione Chemical compound CCC(C)N1C(=O)NC(C)=C(Br)C1=O CTSLUCNDVMMDHG-UHFFFAOYSA-N 0.000 claims description 10
- 125000003118 aryl group Chemical group 0.000 claims description 10
- MXWJVTOOROXGIU-UHFFFAOYSA-N atrazine Chemical compound CCNC1=NC(Cl)=NC(NC(C)C)=N1 MXWJVTOOROXGIU-UHFFFAOYSA-N 0.000 claims description 10
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 10
- AOJFQRQNPXYVLM-UHFFFAOYSA-N pyridin-1-ium;chloride Chemical class [Cl-].C1=CC=[NH+]C=C1 AOJFQRQNPXYVLM-UHFFFAOYSA-N 0.000 claims description 10
- 125000004432 carbon atom Chemical group C* 0.000 claims description 9
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 9
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 claims description 8
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 7
- 125000002541 furyl group Chemical group 0.000 claims description 7
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 7
- 125000003170 phenylsulfonyl group Chemical group C1(=CC=CC=C1)S(=O)(=O)* 0.000 claims description 7
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 claims description 7
- 229950000329 thiouracil Drugs 0.000 claims description 7
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical compound C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 claims description 6
- 150000001336 alkenes Chemical class 0.000 claims description 6
- 125000006323 alkenyl amino group Chemical group 0.000 claims description 6
- 150000001345 alkine derivatives Chemical class 0.000 claims description 6
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 6
- 125000003282 alkyl amino group Chemical group 0.000 claims description 6
- 125000004644 alkyl sulfinyl group Chemical group 0.000 claims description 6
- 125000006319 alkynyl amino group Chemical group 0.000 claims description 6
- 125000005133 alkynyloxy group Chemical group 0.000 claims description 6
- 125000005225 alkynyloxycarbonyl group Chemical group 0.000 claims description 6
- 125000003368 amide group Chemical group 0.000 claims description 6
- 150000004945 aromatic hydrocarbons Chemical class 0.000 claims description 6
- 125000004391 aryl sulfonyl group Chemical group 0.000 claims description 6
- 239000004202 carbamide Substances 0.000 claims description 6
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 6
- 150000001924 cycloalkanes Chemical class 0.000 claims description 6
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims description 6
- 125000002462 isocyano group Chemical group *[N+]#[C-] 0.000 claims description 6
- 239000000463 material Substances 0.000 claims description 6
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 claims description 6
- LFGREXWGYUGZLY-UHFFFAOYSA-N phosphoryl Chemical group [P]=O LFGREXWGYUGZLY-UHFFFAOYSA-N 0.000 claims description 6
- SEEPANYCNGTZFQ-UHFFFAOYSA-N sulfadiazine Chemical compound C1=CC(N)=CC=C1S(=O)(=O)NC1=NC=CC=N1 SEEPANYCNGTZFQ-UHFFFAOYSA-N 0.000 claims description 6
- 239000005631 2,4-Dichlorophenoxyacetic acid Substances 0.000 claims description 5
- CLQMBPJKHLGMQK-UHFFFAOYSA-N 2-(4-isopropyl-4-methyl-5-oxo-4,5-dihydro-1H-imidazol-2-yl)nicotinic acid Chemical compound N1C(=O)C(C(C)C)(C)N=C1C1=NC=CC=C1C(O)=O CLQMBPJKHLGMQK-UHFFFAOYSA-N 0.000 claims description 5
- ZBMRKNMTMPPMMK-UHFFFAOYSA-N 2-amino-4-[hydroxy(methyl)phosphoryl]butanoic acid;azane Chemical compound [NH4+].CP(O)(=O)CCC(N)C([O-])=O ZBMRKNMTMPPMMK-UHFFFAOYSA-N 0.000 claims description 5
- HABAPWZXRLIZDL-UHFFFAOYSA-N 2-chloro-2-phenoxyacetic acid Chemical class OC(=O)C(Cl)OC1=CC=CC=C1 HABAPWZXRLIZDL-UHFFFAOYSA-N 0.000 claims description 5
- XMTQQYYKAHVGBJ-UHFFFAOYSA-N 3-(3,4-DICHLOROPHENYL)-1,1-DIMETHYLUREA Chemical compound CN(C)C(=O)NC1=CC=C(Cl)C(Cl)=C1 XMTQQYYKAHVGBJ-UHFFFAOYSA-N 0.000 claims description 5
- 239000005630 Diquat Substances 0.000 claims description 5
- 239000005510 Diuron Substances 0.000 claims description 5
- 239000005562 Glyphosate Substances 0.000 claims description 5
- 239000005583 Metribuzin Substances 0.000 claims description 5
- 239000005590 Oxyfluorfen Substances 0.000 claims description 5
- 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 claims description 5
- 239000005627 Triclopyr Substances 0.000 claims description 5
- GINJFDRNADDBIN-FXQIFTODSA-N bilanafos Chemical compound OC(=O)[C@H](C)NC(=O)[C@H](C)NC(=O)[C@@H](N)CCP(C)(O)=O GINJFDRNADDBIN-FXQIFTODSA-N 0.000 claims description 5
- SYJFEGQWDCRVNX-UHFFFAOYSA-N diquat Chemical compound C1=CC=[N+]2CC[N+]3=CC=CC=C3C2=C1 SYJFEGQWDCRVNX-UHFFFAOYSA-N 0.000 claims description 5
- 229940097068 glyphosate Drugs 0.000 claims description 5
- 238000000034 method Methods 0.000 claims description 5
- FOXFZRUHNHCZPX-UHFFFAOYSA-N metribuzin Chemical compound CSC1=NN=C(C(C)(C)C)C(=O)N1N FOXFZRUHNHCZPX-UHFFFAOYSA-N 0.000 claims description 5
- 239000011664 nicotinic acid Substances 0.000 claims description 5
- FIKAKWIAUPDISJ-UHFFFAOYSA-L paraquat dichloride Chemical compound [Cl-].[Cl-].C1=C[N+](C)=CC=C1C1=CC=[N+](C)C=C1 FIKAKWIAUPDISJ-UHFFFAOYSA-L 0.000 claims description 5
- ODCWYMIRDDJXKW-UHFFFAOYSA-N simazine Chemical compound CCNC1=NC(Cl)=NC(NCC)=N1 ODCWYMIRDDJXKW-UHFFFAOYSA-N 0.000 claims description 5
- ZDXMLEQEMNLCQG-UHFFFAOYSA-N sulfometuron methyl Chemical group COC(=O)C1=CC=CC=C1S(=O)(=O)NC(=O)NC1=NC(C)=CC(C)=N1 ZDXMLEQEMNLCQG-UHFFFAOYSA-N 0.000 claims description 5
- REEQLXCGVXDJSQ-UHFFFAOYSA-N trichlopyr Chemical compound OC(=O)COC1=NC(Cl)=C(Cl)C=C1Cl REEQLXCGVXDJSQ-UHFFFAOYSA-N 0.000 claims description 5
- NRZWQKGABZFFKE-UHFFFAOYSA-N trimethylsulfonium Chemical class C[S+](C)C NRZWQKGABZFFKE-UHFFFAOYSA-N 0.000 claims description 5
- 150000003672 ureas Chemical class 0.000 claims description 5
- KAESVJOAVNADME-UHFFFAOYSA-N 1H-pyrrole Natural products C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 claims description 4
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims description 4
- 150000001335 aliphatic alkanes Chemical class 0.000 claims description 4
- 238000005984 hydrogenation reaction Methods 0.000 claims description 4
- 239000011630 iodine Substances 0.000 claims description 4
- 229910052740 iodine Inorganic materials 0.000 claims description 4
- 125000001786 isothiazolyl group Chemical group 0.000 claims description 4
- 125000000842 isoxazolyl group Chemical group 0.000 claims description 4
- WCPAKWJPBJAGKN-UHFFFAOYSA-N oxadiazole Chemical compound C1=CON=N1 WCPAKWJPBJAGKN-UHFFFAOYSA-N 0.000 claims description 4
- 125000002971 oxazolyl group Chemical group 0.000 claims description 4
- 125000003226 pyrazolyl group Chemical group 0.000 claims description 4
- 125000001113 thiadiazolyl group Chemical group 0.000 claims description 4
- 125000000335 thiazolyl group Chemical group 0.000 claims description 4
- 125000001544 thienyl group Chemical group 0.000 claims description 4
- 125000004306 triazinyl group Chemical group 0.000 claims description 4
- 125000001425 triazolyl group Chemical group 0.000 claims description 4
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 claims description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 3
- CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical compound C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 claims description 3
- 125000004171 alkoxy aryl group Chemical group 0.000 claims description 3
- 125000004448 alkyl carbonyl group Chemical group 0.000 claims description 3
- 125000004414 alkyl thio group Chemical group 0.000 claims description 3
- 125000005098 aryl alkoxy carbonyl group Chemical group 0.000 claims description 3
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 3
- 125000005129 aryl carbonyl group Chemical group 0.000 claims description 3
- 125000004104 aryloxy group Chemical group 0.000 claims description 3
- KHUXNRRPPZOJPT-UHFFFAOYSA-N phenoxy radical Chemical compound O=C1C=C[CH]C=C1 KHUXNRRPPZOJPT-UHFFFAOYSA-N 0.000 claims description 3
- 125000005031 thiocyano group Chemical group S(C#N)* 0.000 claims description 3
- DTMHTVJOHYTUHE-UHFFFAOYSA-N thiocyanogen Chemical compound N#CSSC#N DTMHTVJOHYTUHE-UHFFFAOYSA-N 0.000 claims description 3
- 239000004094 surface-active agent Substances 0.000 claims description 2
- XGEGHDBEHXKFPX-UHFFFAOYSA-N N-methyl urea Chemical compound CNC(N)=O XGEGHDBEHXKFPX-UHFFFAOYSA-N 0.000 claims 2
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims 1
- 238000009333 weeding Methods 0.000 claims 1
- 239000004009 herbicide Substances 0.000 abstract description 17
- WCFAPJDPAPDDAQ-UHFFFAOYSA-N 1,2-dihydropyrimidine Chemical compound C1NC=CC=N1 WCFAPJDPAPDDAQ-UHFFFAOYSA-N 0.000 description 24
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 8
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 8
- 239000000843 powder Substances 0.000 description 7
- YZHUMGUJCQRKBT-UHFFFAOYSA-M sodium chlorate Chemical compound [Na+].[O-]Cl(=O)=O YZHUMGUJCQRKBT-UHFFFAOYSA-M 0.000 description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 5
- 239000000975 dye Substances 0.000 description 5
- 239000002245 particle Substances 0.000 description 5
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 4
- PNEYBMLMFCGWSK-UHFFFAOYSA-N Alumina Chemical compound [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000003995 emulsifying agent Substances 0.000 description 3
- 125000003754 ethoxycarbonyl group Chemical group C(=O)(OCC)* 0.000 description 3
- 125000006125 ethylsulfonyl group Chemical group 0.000 description 3
- 125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 description 3
- 239000002480 mineral oil Substances 0.000 description 3
- 235000010446 mineral oil Nutrition 0.000 description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 235000015112 vegetable and seed oil Nutrition 0.000 description 3
- 239000008158 vegetable oil Substances 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- 239000005995 Aluminium silicate Substances 0.000 description 2
- 239000004604 Blowing Agent Substances 0.000 description 2
- 244000025254 Cannabis sativa Species 0.000 description 2
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 2
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-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
- 235000009754 Vitis X bourquina Nutrition 0.000 description 2
- 235000012333 Vitis X labruscana Nutrition 0.000 description 2
- 240000006365 Vitis vinifera Species 0.000 description 2
- 235000014787 Vitis vinifera Nutrition 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 230000000996 additive effect Effects 0.000 description 2
- 150000003863 ammonium salts Chemical class 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- 239000002270 dispersing agent Substances 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 229910052500 inorganic mineral Inorganic materials 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 229940043265 methyl isobutyl ketone Drugs 0.000 description 2
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 2
- 239000011707 mineral Substances 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 229920001223 polyethylene glycol Polymers 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- SMDGVPQREIZILS-UHFFFAOYSA-N $l^{1}-oxidanylmethylbenzene Chemical compound [O]CC1=CC=CC=C1 SMDGVPQREIZILS-UHFFFAOYSA-N 0.000 description 1
- IIZPXYDJLKNOIY-JXPKJXOSSA-N 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC IIZPXYDJLKNOIY-JXPKJXOSSA-N 0.000 description 1
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 1
- IYZPEGVSBUNMBE-UHFFFAOYSA-N 2-[[5-[1-[3-[[carboxylatomethyl(carboxymethyl)azaniumyl]methyl]-4-hydroxy-5-methylphenyl]-3-oxo-2-benzofuran-1-yl]-2-hydroxy-3-methylphenyl]methyl-(carboxymethyl)azaniumyl]acetate Chemical compound OC(=O)CN(CC(O)=O)CC1=C(O)C(C)=CC(C2(C3=CC=CC=C3C(=O)O2)C=2C=C(CN(CC(O)=O)CC(O)=O)C(O)=C(C)C=2)=C1 IYZPEGVSBUNMBE-UHFFFAOYSA-N 0.000 description 1
- 241000219144 Abutilon Species 0.000 description 1
- 241000209136 Agropyron Species 0.000 description 1
- 240000007241 Agrostis stolonifera Species 0.000 description 1
- RGCKGOZRHPZPFP-UHFFFAOYSA-N Alizarin Natural products C1=CC=C2C(=O)C3=C(O)C(O)=CC=C3C(=O)C2=C1 RGCKGOZRHPZPFP-UHFFFAOYSA-N 0.000 description 1
- 241000219318 Amaranthus Species 0.000 description 1
- 240000001592 Amaranthus caudatus Species 0.000 description 1
- 235000009328 Amaranthus caudatus Nutrition 0.000 description 1
- 241000404028 Anthemis Species 0.000 description 1
- 241001666377 Apera Species 0.000 description 1
- 235000005781 Avena Nutrition 0.000 description 1
- 244000075850 Avena orientalis Species 0.000 description 1
- 241000611157 Brachiaria Species 0.000 description 1
- 241000339490 Brachyachne Species 0.000 description 1
- 244000056139 Brassica cretica Species 0.000 description 1
- 235000003351 Brassica cretica Nutrition 0.000 description 1
- 235000003343 Brassica rupestris Nutrition 0.000 description 1
- 229910021532 Calcite Inorganic materials 0.000 description 1
- 241000217446 Calystegia sepium Species 0.000 description 1
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
- 244000036828 Carduus nutans Species 0.000 description 1
- 241000219312 Chenopodium Species 0.000 description 1
- 235000000509 Chenopodium ambrosioides Nutrition 0.000 description 1
- 244000098897 Chenopodium botrys Species 0.000 description 1
- 235000005490 Chenopodium botrys Nutrition 0.000 description 1
- 235000007516 Chrysanthemum Nutrition 0.000 description 1
- 244000192528 Chrysanthemum parthenium Species 0.000 description 1
- 244000189548 Chrysanthemum x morifolium Species 0.000 description 1
- 241000132536 Cirsium Species 0.000 description 1
- 235000005979 Citrus limon Nutrition 0.000 description 1
- 244000131522 Citrus pyriformis Species 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- 241000234653 Cyperus Species 0.000 description 1
- 241000208296 Datura Species 0.000 description 1
- 241000721045 Daubentonia Species 0.000 description 1
- 241000192043 Echinochloa Species 0.000 description 1
- 241000202829 Eleocharis Species 0.000 description 1
- 244000025670 Eleusine indica Species 0.000 description 1
- 235000014716 Eleusine indica Nutrition 0.000 description 1
- 244000294661 Emex spinosa Species 0.000 description 1
- 235000006369 Emex spinosa Nutrition 0.000 description 1
- 241000234642 Festuca Species 0.000 description 1
- 241001290564 Fimbristylis Species 0.000 description 1
- 241000748465 Galinsoga Species 0.000 description 1
- 240000005702 Galium aparine Species 0.000 description 1
- 235000014820 Galium aparine Nutrition 0.000 description 1
- 102000018997 Growth Hormone Human genes 0.000 description 1
- 108010051696 Growth Hormone Proteins 0.000 description 1
- 229920000084 Gum arabic Polymers 0.000 description 1
- 235000021506 Ipomoea Nutrition 0.000 description 1
- 241000207783 Ipomoea Species 0.000 description 1
- 241000520028 Lamium Species 0.000 description 1
- 241000801118 Lepidium Species 0.000 description 1
- 241000209510 Liliopsida Species 0.000 description 1
- 241000209082 Lolium Species 0.000 description 1
- 235000017945 Matricaria Nutrition 0.000 description 1
- 235000007232 Matricaria chamomilla Nutrition 0.000 description 1
- 241001072983 Mentha Species 0.000 description 1
- 235000014435 Mentha Nutrition 0.000 description 1
- 235000003990 Monochoria hastata Nutrition 0.000 description 1
- 240000000178 Monochoria vaginalis Species 0.000 description 1
- 241001504654 Mustela nivalis Species 0.000 description 1
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical class CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 1
- 244000061176 Nicotiana tabacum Species 0.000 description 1
- 235000002637 Nicotiana tabacum Nutrition 0.000 description 1
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 description 1
- 241000209117 Panicum Species 0.000 description 1
- 235000006443 Panicum miliaceum subsp. miliaceum Nutrition 0.000 description 1
- 235000009037 Panicum miliaceum subsp. ruderale Nutrition 0.000 description 1
- 235000011096 Papaver Nutrition 0.000 description 1
- 240000001090 Papaver somniferum Species 0.000 description 1
- 241001092090 Pittosporum Species 0.000 description 1
- 244000292693 Poa annua Species 0.000 description 1
- 241000205407 Polygonum Species 0.000 description 1
- 244000292697 Polygonum aviculare Species 0.000 description 1
- 235000006386 Polygonum aviculare Nutrition 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- 241000219295 Portulaca Species 0.000 description 1
- 241000218206 Ranunculus Species 0.000 description 1
- 241000780602 Senecio Species 0.000 description 1
- 239000004113 Sepiolite Substances 0.000 description 1
- 235000002634 Solanum Nutrition 0.000 description 1
- 241000207763 Solanum Species 0.000 description 1
- 244000061456 Solanum tuberosum Species 0.000 description 1
- 235000002595 Solanum tuberosum Nutrition 0.000 description 1
- 241000488874 Sonchus Species 0.000 description 1
- 235000011684 Sorghum saccharatum Nutrition 0.000 description 1
- 244000062793 Sorghum vulgare Species 0.000 description 1
- 240000006694 Stellaria media Species 0.000 description 1
- 240000001949 Taraxacum officinale Species 0.000 description 1
- 235000005187 Taraxacum officinale ssp. officinale Nutrition 0.000 description 1
- 244000299461 Theobroma cacao Species 0.000 description 1
- 235000009470 Theobroma cacao Nutrition 0.000 description 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- 241000219793 Trifolium Species 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 241000219422 Urtica Species 0.000 description 1
- 241000159750 Urtica cannabina Species 0.000 description 1
- 241000372906 Vahlodea Species 0.000 description 1
- 241001573053 Vandellia Species 0.000 description 1
- 240000005592 Veronica officinalis Species 0.000 description 1
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
- 241000405217 Viola <butterfly> Species 0.000 description 1
- 241001506766 Xanthium Species 0.000 description 1
- NRAINUFKKPBZQY-UHFFFAOYSA-N [O]C1CC1 Chemical compound [O]C1CC1 NRAINUFKKPBZQY-UHFFFAOYSA-N 0.000 description 1
- GYAPJISEIGCPQO-UHFFFAOYSA-N [O]C1CCC1 Chemical compound [O]C1CCC1 GYAPJISEIGCPQO-UHFFFAOYSA-N 0.000 description 1
- DWDAZFJBSZTCCM-UHFFFAOYSA-N [O]C1CCCCC1 Chemical compound [O]C1CCCCC1 DWDAZFJBSZTCCM-UHFFFAOYSA-N 0.000 description 1
- 239000000205 acacia gum Substances 0.000 description 1
- 235000010489 acacia gum Nutrition 0.000 description 1
- 239000000642 acaricide Substances 0.000 description 1
- 239000011149 active material Substances 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- HFVAFDPGUJEFBQ-UHFFFAOYSA-M alizarin red S Chemical compound [Na+].O=C1C2=CC=CC=C2C(=O)C2=C1C=C(S([O-])(=O)=O)C(O)=C2O HFVAFDPGUJEFBQ-UHFFFAOYSA-M 0.000 description 1
- 125000002877 alkyl aryl group Chemical group 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 229910000323 aluminium silicate Inorganic materials 0.000 description 1
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 1
- 229910052921 ammonium sulfate Inorganic materials 0.000 description 1
- 235000011130 ammonium sulphate Nutrition 0.000 description 1
- 239000012874 anionic emulsifier Substances 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 229960000892 attapulgite Drugs 0.000 description 1
- JXLHNMVSKXFWAO-UHFFFAOYSA-N azane;7-fluoro-2,1,3-benzoxadiazole-4-sulfonic acid Chemical compound N.OS(=O)(=O)C1=CC=C(F)C2=NON=C12 JXLHNMVSKXFWAO-UHFFFAOYSA-N 0.000 description 1
- QYTOONVFPBUIJG-UHFFFAOYSA-N azane;cyanic acid Chemical compound [NH4+].[O-]C#N QYTOONVFPBUIJG-UHFFFAOYSA-N 0.000 description 1
- 125000000751 azo group Chemical group [*]N=N[*] 0.000 description 1
- 239000003899 bactericide agent Substances 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- QKSKPIVNLNLAAV-UHFFFAOYSA-N bis(2-chloroethyl) sulfide Chemical compound ClCCSCCCl QKSKPIVNLNLAAV-UHFFFAOYSA-N 0.000 description 1
- 150000001638 boron Chemical class 0.000 description 1
- 125000000480 butynyl group Chemical group [*]C#CC([H])([H])C([H])([H])[H] 0.000 description 1
- 238000001354 calcination Methods 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 150000001868 cobalt Chemical class 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 239000006184 cosolvent Substances 0.000 description 1
- 125000001047 cyclobutenyl group Chemical group C1(=CCC1)* 0.000 description 1
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 125000004850 cyclobutylmethyl group Chemical group C1(CCC1)C* 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 125000004210 cyclohexylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 description 1
- 125000004851 cyclopentylmethyl group Chemical group C1(CCCC1)C* 0.000 description 1
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 description 1
- 125000004186 cyclopropylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C1([H])[H] 0.000 description 1
- 239000002837 defoliant Substances 0.000 description 1
- GUJOJGAPFQRJSV-UHFFFAOYSA-N dialuminum;dioxosilane;oxygen(2-);hydrate Chemical compound O.[O-2].[O-2].[O-2].[Al+3].[Al+3].O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O GUJOJGAPFQRJSV-UHFFFAOYSA-N 0.000 description 1
- 125000004786 difluoromethoxy group Chemical group [H]C(F)(F)O* 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- 239000010459 dolomite Substances 0.000 description 1
- 229910000514 dolomite Inorganic materials 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 235000019441 ethanol Nutrition 0.000 description 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 1
- 241001233957 eudicotyledons Species 0.000 description 1
- 230000004907 flux Effects 0.000 description 1
- 239000004459 forage Substances 0.000 description 1
- 239000010903 husk Substances 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000001023 inorganic pigment Substances 0.000 description 1
- 239000002917 insecticide Substances 0.000 description 1
- RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 description 1
- DCYOBGZUOMKFPA-UHFFFAOYSA-N iron(2+);iron(3+);octadecacyanide Chemical compound [Fe+2].[Fe+2].[Fe+2].[Fe+3].[Fe+3].[Fe+3].[Fe+3].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-] DCYOBGZUOMKFPA-UHFFFAOYSA-N 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 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 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000004816 latex Substances 0.000 description 1
- 229920000126 latex Polymers 0.000 description 1
- 239000000787 lecithin Substances 0.000 description 1
- 235000010445 lecithin Nutrition 0.000 description 1
- 229940067606 lecithin Drugs 0.000 description 1
- 150000002696 manganese Chemical class 0.000 description 1
- 239000004579 marble Substances 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 125000006216 methylsulfinyl group Chemical group [H]C([H])([H])S(*)=O 0.000 description 1
- 239000003094 microcapsule Substances 0.000 description 1
- 239000011785 micronutrient Substances 0.000 description 1
- 235000013369 micronutrients Nutrition 0.000 description 1
- 150000002751 molybdenum Chemical class 0.000 description 1
- 229910052901 montmorillonite Inorganic materials 0.000 description 1
- 235000010460 mustard Nutrition 0.000 description 1
- 230000001069 nematicidal effect Effects 0.000 description 1
- 239000005645 nematicide Substances 0.000 description 1
- 239000012875 nonionic emulsifier Substances 0.000 description 1
- 235000015097 nutrients Nutrition 0.000 description 1
- 239000002674 ointment Substances 0.000 description 1
- 239000011368 organic material Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 229910052625 palygorskite Inorganic materials 0.000 description 1
- 239000003209 petroleum derivative Substances 0.000 description 1
- 125000000286 phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 229920000151 polyglycol Polymers 0.000 description 1
- 239000010695 polyglycol Substances 0.000 description 1
- 239000011118 polyvinyl acetate Substances 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 230000017854 proteolysis Effects 0.000 description 1
- 239000013225 prussian blue Substances 0.000 description 1
- 229960003351 prussian blue Drugs 0.000 description 1
- 125000005344 pyridylmethyl group Chemical group [H]C1=C([H])C([H])=C([H])C(=N1)C([H])([H])* 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- 239000011435 rock Substances 0.000 description 1
- 238000012216 screening Methods 0.000 description 1
- 229910052624 sepiolite Inorganic materials 0.000 description 1
- 235000019355 sepiolite Nutrition 0.000 description 1
- 230000001568 sexual effect Effects 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000004575 stone Substances 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 235000012222 talc Nutrition 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- ZFXYFBGIUFBOJW-UHFFFAOYSA-N theophylline Chemical compound O=C1N(C)C(=O)N(C)C2=C1NC=N2 ZFXYFBGIUFBOJW-UHFFFAOYSA-N 0.000 description 1
- 229960000278 theophylline Drugs 0.000 description 1
- 125000005301 thienylmethyl group Chemical group [H]C1=C([H])C([H])=C(S1)C([H])([H])* 0.000 description 1
- ANRHNWWPFJCPAZ-UHFFFAOYSA-M thionine Chemical compound [Cl-].C1=CC(N)=CC2=[S+]C3=CC(N)=CC=C3N=C21 ANRHNWWPFJCPAZ-UHFFFAOYSA-M 0.000 description 1
- 238000003971 tillage Methods 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 description 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
- 229940035893 uracil Drugs 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 150000003751 zinc Chemical class 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/54—1,3-Diazines; Hydrogenated 1,3-diazines
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Dentistry (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Agronomy & Crop Science (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Plural Heterocyclic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
本发明涉及通式(1)芳基尿嘧啶或芳基硫尿嘧啶或其所属的通式(1a)异构体化合物(式(1)和(1a)中Q1,Q2,R1,R2,R3,R4,R5和R6各有在说明书中陈述的含义)在半选择的和非选择的范围防治杂草的应用,必要时配合使用一个或多个选自第2组的除草剂化合物。
Description
本发明涉及已知的芳基尿嘧啶(或芳基-硫-尿嘧啶化合物或属这种芳基尿嘧啶或芳基-硫尿嘧啶的异构体化合物)在半选择和非选择性杂草防治的应用。
芳基尿嘧啶(或芳基-硫尿嘧啶)是一系列专利申请的除草剂主题物质(参见WO-A91/00278,US-P 4979982,US-P 5169430,EP-A 408382,EP-A 563384,US-P 5084084,US-P 5127935,US-P5154755,DE-P 4327743,DE-P4343451,DE-P4414326)。但至今没有公开已知的芳基尿嘧啶(或芳基-硫尿嘧啶)在半选择和非选择性杂草防治范围内的应用。
现出乎意料地已认识到,一系列来自芳基尿嘧啶组(或芳基-硫尿嘧啶化合物或属这种芳基尿嘧啶或芳基-硫尿嘧啶异构体化合物)的已知除草活性物质(不仅单独应用,但也在与已知的例如来自下列物类:羧酸,二苯醚,二嗪(农)或三嗪(农),尿素和吡啶衍生物的除草剂活性物质共同使用时)在半选择的和非选择的范围是很适合防治单子叶的和双子叶的杂草。
因此本发明涉及在半选择的和非选择的范围防治杂草的组合物,其特征在于组合物中包含一种有效含量的通式(1)芳基尿嘧啶或芳基-硫尿嘧啶或一个属于这种化合物的异构体的通式(1a)化合物
在式(1)和(1a)中
Q1为氧或硫,
Q2为氧或硫,
R1为氢或卤素,
R2为卤素或氰基,
R3为下面的基团
-A1-A2-A3
式中
A1为单键,或为氧,硫,-SO-,-SO2-,-CO-,或-N-A4-,式中A4为氢,羟基,烷基,烷氧基,芳基,烷基磺酰基或芳基磺酰基,或
A1另外必要时各为取代的链烷二基,链烯二基,氮杂链烯二基,炔二基,环烷二基,环烯二基或芳二基,
A2为单键,为氧,硫,-SO-,-SO2-,-CO-或-N-A4-,式中A4为氢,烷基,芳基,烷基羰基,烷基磺酰基或芳基磺酰基,或
A2另外必要时各为取代的链烷二基,链烯二基,氮杂链烯二基,炔二基,环烷二基,环烯二基或芳烃二基,和
A3为氢,羟基,巯基,氨基,氰基,异氰基,氰硫基,硝基,羧基,氨基甲酰基,硫代氨基甲酰基,磺基,氯磺酰基,卤素或必要时各为取代的烷基,烷氧基,烷硫基,烷基亚硫酰基,烷基磺酰基,烷基氨基,二烷基氨基,烷氧基羰基,二烷氧基(硫)磷酰基,链烯基,链烯基氧,链烯基氨基,亚烷基氨基,链烯基氧羰基,炔基,炔基氧,炔基氨基,炔基氧羰基,环烷基,环烷氧基,环烷基烷基,环烷基烷氧基,环亚烷基氨基,环烷氧基羰基,环烷基烷氧基羰基,芳基,芳氧基,芳基烷基,芳基烷氧基,芳基氧羰基,芳基烷氧基羰基,杂环基,杂环基烷基,杂环基烷氧基或杂环基烷氧基羰基,
R4为氢,卤素或必要时为取代的烷基,
R5为氢,卤素或必要时为取代的烷基,和
R6为氢,羟基,氨基或必要时各为取代的烷基,烷氧基,链烯基或炔基。和必要时还含有一个或多个选自第2组的除草剂化合物,该组含有下述列举的化合物类别(a)至(e):
(a)羧酸,例如2,4-二氯-苯氧基乙酸(2,4-D),4-氨基-3,5,6-三氯-吡啶-2-基-氧-乙酸(Triclopyr),2-氨基-4-(羟基-甲基氧磷基)-丁酸-铵盐(Glufosinate-Ammonium),γ-(羟甲基膦基)-1-α-氨基丁酰基-1-丙氨酰-1-丙氨酸(Bialaphos),N-膦酰基甲基-甘氨酸(Glyphosate)及此种的异丙基铵盐和三甲基锍盐,或2-(4,5-二氢-4-甲基-4-异丙基-5-氧代-IH-咪唑-2-基)-吡啶-3-羧酸(Imazapyr)及其异丙基铵盐;
(b)二苯醚,例如2-氯-4-三氟甲基-苯基3-乙氧基-4-硝基-苯基-醚(Oxyfluorfen);
(c)二嗪(农),或三嗪(农),例如2-氯-4-乙基氨基-6-异丙基-氨基-1,3,5-三嗪(Atrazin),2-氯-4,6-双-乙基氨基-1,3,5-三嗪(Simazin),5-溴-3-s-丁基-6-甲基-尿嘧啶(Bromacil)或4-氨基-6-特-丁基-4,5-二氢-3-甲基硫-1,2,4-三嗪-5-酮(Metribuzin);
(d)尿素类,例如3-(3,4-二氯-苯基)-1.1-二甲基-尿素(Diuron)或3-(4,6-二甲基-嘧啶-2-基)-1-(2-甲氧基羰基-苯基磺酰基)-尿素(Sulfometuron-methyl),
(e)吡啶衍生物,例如1,1′-二甲基-4,4′-双吡啶鎓-氯化物(Paraquat)或1,1′-亚乙基-2,2′-双吡啶鎓-氯化物(Diquat)。
本发明的特别有兴趣的除草组合物是含有有上述式(1)或(1a)化合物的除草剂类,式中
Q1为氧或硫,
Q2为氧或硫,
R1为氢,氟,氯或溴,
R2为氟,氯,溴,碘或氰基,
R3为下面的基团
-A1-A2-A3
其中
A1为一单键,为氧,硫,-SO-,-SO2-,-CO-,或-N-A4-,式中A4为氢,羟基,C1-C4-烷基,C1-C4-烷氧基,苯基,C1-C4-烷基磺酰基或苯基磺酰基,或
A1另外必要时各为由氟,氯或溴取代的C1-C6-链烷二基,C2-C6-链烯二基,C2-C6-氮杂链烯二基,C2-C6-炔二基,C3-C6-环烷二基,C3-C6-环烯二基或亚苯基,
A2为一单键,为氧,硫,-SO-,-SO2-,-CO-或-N-A4-,式中A4为氢,羟基,C1-C4-烷基,C1-C4-烷氧基,苯基,C1-C4-烷基磺酰基或苯基磺酰基,或
A2另外必要时各为由氟,氯或溴取代的C1-C6-链烷二基,C2-C6-链烯二基,C2-C6-氮杂链烯二基,C2-C6-炔二基,C3-C6-环烷二基,C3-C6-环烯二基或亚苯基,
A3为氢,羟基,氨基,氰基,异氰基,硫氰基,硝基,羧基,氨基甲酰基,硫代氨基甲酰基,磺基,氯磺酰基,卤素,必要时各为在烷基中具有1至6个碳原子并由卤素或C1-C4-烷氧基取代的烷基,烷氧基,烷基硫,烷基亚硫酰基,烷基磺酰基,烷基氨基,二烷基氨基,烷氧基羰基或二烷氧基(硫)磷酰基,必要时各为由卤素取代的链烯基,链烯基氧,链烯基氨基,亚烷基氨基,链烯基氧羰基,炔基,炔基氧,炔基氨基或炔基氧羰基,在链烯基、亚烷基-或炔基中具有2至6个碳原子。必要时各为由卤素,氰基,羧基,C1-C4-烷基和/或C1-C4-烷氧基-羰基取代的环烷基,环烷基氧,环烷基烷基,环烷基烷氧基,环亚烷基氨基,环烷氧基羰基或环烷基烷氧基羰基,在环烷基中总具有3至6个碳原子和必要时在烷基中有1至4个碳原子,或必要时各为由硝基,氰基,羧基,卤素,C1-C4-烷基,C1-C4-卤代烷基,C1-C4-烷氧基,C1-C4-卤代烷氧基和/或C1-C4-烷氧基-羰基取代的苯基,苯基氧,苯基-C1-C4-烷基,苯基-C1-C4-烷氧基,苯基氧羰基或苯基-C1-C4-烷氧基-羰基,(必要时总是全部地或部分地加氢的)吡咯基,吡唑基,咪唑基,三唑基,呋喃基,噻吩基,噁唑基,异噁唑基,噻唑基,异噻唑基,噁二唑基,噻二唑基,吡啶基,嘧啶基,三嗪基,吡唑基-C1-C4-烷基,呋喃基-C1-C4-烷基,噻吩基-C1-C4-烷基,噁唑基-C1-C4-烷基,异噁唑基-C1-C4-烷基,噻唑-C1-C4-烷基,吡啶基-C1-C4-烷基,嘧啶基-C1-C4-烷基,吡唑基甲氧基,呋喃基-甲氧基,为全氢化吡喃基甲氧基或吡啶基甲氧基,
R4为氢,氟,氯,溴或必要时为由氟和/或氯取代的具有1至4个碳原子的烷基,
R5为氢,氟,氯,溴或必要时为由氟和/或氯取代的具有1至4个碳原子的烷基,和
R6为氢,羟基,氨基或必要时各为由氟,氯或氰基取代的、各具有直至4个碳原子的烷基,烷氧基,链烯基或炔基,和必要时该除草剂类还含有一个或二个其他的选自第2组的除草剂化合物,该组含有下述列举的化合物类别(a)至(e):
(a)羧酸,例如2,4-二氯-苯氧基乙酸(2,4-D),4-氨基-3,5,6-三氯-吡啶-2-基-氧-乙酸(Triclopyr),2-氨基-4-(羟基-甲基氧磷基)-丁酸-铵盐(Glufosinate-Ammonium),γ-(羟甲基膦基)-1-α-氨基丁酰基-1-丙氨酰-1-丙氨酸(Bialaphos),N-膦酰基甲基-甘氨酸(Glyphosate)及此种的异丙基铵盐和三甲基锍盐,或2-(4,5-二氢-4-甲基-4-异丙基-5-氧代-IH-咪唑-2-基)-吡啶-3-羧酸(Imazapyr)及其异丙基铵盐;
(b)二苯醚,例如2-氯-4-三氟甲基-苯基-3-乙氧基-4-硝基-苯基-醚(Oxyfluorfen);
(c)二嗪(农),或三嗪(农),例如2-氯-4-乙基氨基-6-异丙基-氨基-1,3,5-三嗪(Atrazin),2-氯-4,6-双-乙基氨基-1,3,5-三嗪(Simazin),5-溴-3-s-丁基-6-甲基-尿嘧啶(Bromacil)或4-氨基-6-特-丁基-4,5-二氢-3-甲基硫-1,2,4-三嗪-5-酮(Metribuzin);
(d)尿素类,例如3-(3,4-二氯-苯基)-1.1-二甲基-尿素(Diuron)或3-(4,6-二甲基-嘧啶-2-基)-1-(2-甲氧基羰基-苯基磺酰基)-尿素(Sulfometuron-methyl),
(e)吡啶衍生物,例如1,1′-二甲基-4,4′-双吡啶鎓-氯化物(Paraquat)或1,1′-亚乙基-2,2′-双吡啶鎓-氯化物(Diquat)。
本发明的特别有益的除草组合物含具有上述式(1)或(1a)化合物的除草剂类,式中
Q1为氧或硫,
Q2为氧或硫,
R1为氢,氟,氯或溴,
R2为氟,氯,溴,碘或氰基,
R3为
-A1-A2-A3
式中
A1为一单键,为氧,硫,-SO-,-SO2-,-CO-,或-N-A4-,式中A4为氢,羟基,甲基,乙基,正-或异丙基,甲氧基,乙氧基,正-或异-丙氧基,甲基磺酰基或乙基磺酰基,或
A1另外为亚甲基,乙烷-1,1-二基,乙烷-1,2-二基,丙烷-1,1-二基,丙烷-1,2-二基,丙烷-1,3-二基,乙烯-1,2-二基,丙烯-1,2-二基,丙烯-1,3-二基,乙炔-1,2-二基,丙炔-1,2-二基或丙炔-1,3-二基,
A2为一单键,为氧,硫,-SO-,-SO2-,-CO-或-N-A4-,式中A4为氢,羟基,甲基,乙基,正-或异-丙基,甲氧基,乙氧基,正-或异-丙氧基,甲基磺酰基,乙基磺酰基,正-或异-丙基磺酰基或苯基磺酰基,或
A2另外为亚甲基,乙烷-1,1-二基,乙烷-1,2-二基,丙烷-1,1-二基,丙烷-1,2-二基,丙烷-1,3-二基,乙烯-1,2-二基,丙烯-1,2-二基,丙烯-1,3-二基,乙炔-1,2-二基,丙炔-1,2-二基或丙炔-1,3-二基,
A3为氢,羟基,氨基,氰基,硝基,羧基,氨基甲酰基,磺基,氟,氯,溴,必要时各为由氟,氯,甲氧基或乙氧基取代的甲基,乙基,正-或异-丙基,正-,异-,仲-或叔-丁基,正-,异-,仲-或叔-戊基,甲氧基,乙氧基,正-或异-丙氧基,正-,异-,仲-或叔-丁氧基,正-,异-,仲-或叔-戊氧基,甲硫基,乙硫基,正-或异-丙硫基,正-,异-,仲-或叔-丁硫基,甲基亚硫酰基,乙基亚硫酰基,正-或异-丙基亚硫酰基,甲基磺酰基,乙基磺酰基,正-或异-丙基磺酰基,甲氨基,乙氨基,正-或异-丙氨基,正-,异-,仲-或叔-丁氨基,二甲基氨基,二乙基氨基,甲氧基羰基,乙氧基羰基,正-或异-丙氧基羰基,二甲氧基磷酰基,二乙氧基磷酰基或二丙氧基磷酰基,二异丙氧基磷酰基,必要时各为由氟或氯取代的丙烯基,丁烯基,丙烯氧基,丁烯氧基,丙烯基氨基,丁烯基氨基,亚丙基氨基,亚丁基氨基,丙烯基氧羰基,丁烯基氧羰基,丙炔基,丁炔基,丙炔基氧,丁炔基氧,丙炔基氨基,丁炔基氨基,丙炔基氧羰基或丁炔基氧羰基,必要时各为由氟,氯,氰基,羧基,甲基,乙基,正-或异-丙基甲氧基羰基或乙氧基羰基取代的环丙基,环丁基,环戊基,环己基,环丙基氧,环丁基氧,环戊基氧,环己基氧,环丙基甲基,环丁基甲基,环戊基甲基,环己基甲基,环丙基甲氧基,环丁基甲氧基,环戊基甲氧基,环己基甲氧基,环亚戊基氨基,环亚己基氨基,环戊基氧羰基,环己基氧羰基,环戊基甲氧基羰基或环己基甲氧基羰基,或必要时各为由硝基,氰基,羧基,氟,氯,溴,甲基,乙基,正-或异-丙基,三氟甲基,甲氧基,乙氧基,正-或异-丙氧基,二氟甲氧基,三氟甲氧基,甲氧基羰基和/或乙氧基羰基取代的苯基,苯基氧,苄基,苯基乙基,苄基氧,苯基氧羰基,苄基氧羰基,(必要时总是全部地或部分地加氢的)吡咯基,吡唑基,咪唑基,三唑基,呋喃基,噻吩基,噁唑基,异噁唑基,噻唑基,异噻唑基,噁二唑基,噻二唑基,吡啶基,嘧啶基,三嗪基,吡唑基甲基,呋喃基甲基,噻吩基甲基,噁唑基甲基,异噁唑甲基,噻唑甲基,吡啶基甲基,嘧啶基甲基,吡唑基甲氧基,呋喃基甲氧基或吡啶基甲氧基,
R4为氢,氟,氯或必要时各为由氟和/或氯取代的甲基或乙基,
R5为氢,氟,氯或必要时各为由氟和/或氯取代的甲基或乙基,
R6为氢,羟基,氨基或必要时各为由氟,氯或氰基取代的甲基,乙基,正-或异-丙基,甲氧基,乙氧基,正-或异-丙氧基,丙烯基或丙炔基,和必要时该除草剂类还含有一个或二个选自第2组的除草剂化合物,该组有下述列举的化合物类别(a)至(e):
(a)羧酸,例如2,4-二氯-苯氧基乙酸(2,4-D),4-氨基-3,5,6-三氯-吡啶-2-基-氧代-乙酸(Triclopyr),2-氨基-4-(羟基-甲基氧磷基)-丁酸-铵盐(Glufosinate-Ammonium),γ-(羟甲基膦基)-1-α-氨基丁酰基-1-丙氨酰-1-丙氨酸(Bialaphos),N-膦酰基甲基-甘氨酸(Glyphosate)及此种的异丙基铵盐和三甲基锍盐,或2-(4,5-二氢-4-甲基-4-异丙基-5-氧代-IH-咪唑-2-基)-吡啶-3-羧酸(Imazapyr)及其异丙基铵盐;
(b)二苯醚,例如2-氯-4-三氟甲基-苯基3-乙氧基-4-硝基-苯基-醚(Oxyfluorfen);
(c)二嗪(农),或三嗪(农),例如2-氯-4-乙基氨基-6-异丙基-氨基-1,3,5-三嗪(Atrazin),2-氯-4,6-双-乙基氨基-1,3,5-三嗪(Simazin),5-溴-3-s-丁基-6-甲基-尿嘧啶(Bromacil)或4-氨基-6-特-丁基-4,5-二氢-3-甲基硫-1,2,4-三嗪-5-酮(Metribuzin);
(d)尿素类,例如3-(3,4-二氯-苯基)-1.1-二甲基-尿素(Diuron)或3-(4,6-二甲基-嘧啶-2-基)-1-(2-甲氧基羰基-苯基磺酰基)-尿素(Sulfometuron-methyl),
(e)吡啶衍生物,例如1,1′-二甲基-4,4′-双吡啶鎓-氯化物(Paraquat)或1,1′-亚乙基-2,2′-双吡啶鎓-氯化物(Diquat)。
用作本发明混合组分的式(1)化合物作为实施例详举如下:
1-(4-氯-3-甲基磺酰基氨基-苯基)-3,6-二氢-2,6-二氧代-3-甲基-4-三氟-甲基-1(2H)-嘧啶,1-(4-氯-3-甲基磺酰基氨基-苯基)-3,6-二氢-2,6-二氧代-3-氨基-4-三氟甲基-1(2H)-嘧啶,1-(4-氰基-3-甲基磺酰基氨基-苯基)-3,6-二氢-2,6-二氧代-3-甲基-4-三氟甲基-1(2H)-嘧啶,1-(4-氯-3-乙基磺酰基氨基-苯基)-3,6-二氢-2,6-二氧代-3-甲基-4-三氟甲基-1(2H)-嘧啶,1-(4-氯-3-乙基磺酰基氨基-苯基)-3,6-二氢-2,6-二氧代-3-氨基-4-三氟甲基-1(2H)-嘧啶,1-(4-氰基-3-乙基磺酰基氨基-苯基)-3,6-二氢-2,6-二氧代-3-甲基-4-三氟甲基-1(2H)-嘧啶,1-(4-氯-3-正-丙基磺酰基氨基-苯基)-3,6-二氢-2,6-二氧代-3-甲基-4-三氟甲基-1(2H)-嘧啶,1-(4-氯-3-正-丙基磺酰基氨基-苯基)-3,6-二氢-2,6-二氧代-3-氨基-4-三氟甲基-1(2H)-嘧啶,1-(4-氰基-3-正-丙基磺酰基氨基-苯基)-3,6-二氢-2,6-二氧代-3-甲基-4-三氟甲基-1(2H)-嘧啶,1-(4-氯-3-异-丙基磺酰基氨基-苯基)-3,6-二氢-2,6-二氧代-3-甲基-4-三氟甲基-1(2H)-嘧啶,1-(4-氯-3-异丙基磺酰基氨基-苯基)-3,6-二氢-2,6-二氧代-3-氨基-4-三氟甲基-1(2H)-嘧啶,1-(4-氰基-3-异-丙基磺酰基氨基-苯基)-3,6-二氢-2,6-二氧代-3-甲基-4-三氟甲基-1(2H)-嘧啶,1-(4-氯-5-甲基磺酰基氨基-2-氟-苯基)-3,6-二氢-2,6-二氧代-3-甲基-4-三氟甲基-1(2H)-嘧啶,1-(4-氯-5-甲基磺酰基氨基-2-氟-苯基)-3,6-二氢-2,6-二氧代-3-氨基-4-三氟甲基-1(2H)-嘧啶,1-(4-氰基-5-甲基磺酰基氨基-2-氟-苯基)-3,6-二氢-2,6-二氧代-3-甲基-4-三氟甲基-1(2H)-嘧啶,1-(4-氯-5-乙基磺酰基氨基-2-氟-苯基)-3,6-二氢-2,6-二氧代-3-甲基-4-三氟甲基-1(2H)-嘧啶,1-(4-氯-5-乙基磺酰基氨基-2-氟-苯基)-3,6-二氢-2,6-二氧代-3-氨基-4-三氟甲基-1(2H)-嘧啶,1-(4-氰基-5-乙基磺酰基氨基-2-氟-苯基)-3,6-二氢-2,6-二氧代-3-甲基-4-三氟甲基-1(2H)-嘧啶,1-(4-氯-5-正-丙基磺酰基氨基-2-氟-苯基)-3,6-二氢-2,6-二氧代-3-甲基-4-三氟甲基-1(2H)-嘧啶,1-(4-氯-5-正-丙基磺酰基氨基-2-氟-苯基)-3,6-二氢-2,6-二氧代-3-氨基-4-三氟甲基-1(2H)-嘧啶,1-(4-氰基-5-正-丙基磺酰基氨基-2-氟-苯基)-3,6-二氢-2,6-二氧代-3-甲基-4-三氟甲基-1(2H)-嘧啶,1-(4-氯-5-异-丙基磺酰基氨基-2-氟-苯基)-3,6-二氢-2,6-二氧代-3-甲基-4-三氟甲基-1(2H)-嘧啶,1-(4-氯-5-异-丙基磺酰基氨基-2-氟-苯基)-3,6-二氢-2,6-二氧代-3-氨基-4-三氟甲基-1(2H)-嘧啶,1-(4-氰基-5-异-丙基磺酰基氨基-2-氟-苯基)-3,6-二氢-2,6-二氧代-3-甲基-4-三氟甲基-1(2H)-嘧啶,1-(4-氰基-5-正-丁基磺酰基氨基-2-氟-苯基)-3,6-二氢-2,6-二氧代-3-甲基-4-三氟甲基-1(2H)-嘧啶。
在上述的专利申请或专利说明书中己描述了式(1)或(1a)化合物。
现出乎预料地认识到,上述定义的式(1)或(1a)活性物质(必要时与上述在第2组中列举的活性物质一起组合)在半选择的和非选择的范围防治杂草时具有特别高的效能。
本发明所使用的活性物质或活性物质混合物不仅可用于惯常的种植方法(具有适当行距的行列耕作)种植场耕作(例如葡萄,水果,柠檬)及工矿园地和铁路草场,在道路和广场上,但也可用于庄稼割后留在地里的余留部分处理和最少耕作法。另外它们适合作灼烧剂(例如在土豆中杀灭杂草)或作落叶剂(例如在棉花中)。另外它们适合用于休耕地。其他的使用领域是苗圃,森林,牧场和观赏植物种植。
作为杂草,它们可用本发明的活性物质或活性物质组合物很好的进行防治,例如可列举如下:
双子叶杂草:芥属,独行菜属,猪殃殃属,繁缕属,母菊属,春黄菊属,Galinsoga,藜属,荨麻属,千里光属,苋属,马齿苋属,苍耳属,旋花属,番薯属,蓼属,田菁属,豚草属,茄属,蓟属,飞廉属,苦苣菜属,焊菜属,水松草属,母草属,野芝麻属,婆婆纳属,苘麻属,Emex,黄花捻属,曼陀罗属,堇菜属,鼬瓣花属,罂粟属,矢车萄属,三叶草属,毛茛属,蒲公英,薄荷属。
单子叶杂草:稗属,狗毛草属,黍属,马唐属,梯牧草属,早熟禾属,羊茅属,蟋蟀草属,臂形草属,黑麦草属,雀麦属,燕麦属,莎草属,蜀黍属,冰草属,狗牙根属,雨久花属,飘拂草属,慈姑属,荸荠属,镳草属,Papalum,Ischacmum,尖瓣花属,Dactylocenium,翦股颖属,看麦娘属,Apera.。
然而本发明的活性物质和活性物质组合物的应用决不局限于这些属类,而是以同样的方式也可延伸到其他的植物。
如果按照本发明使用式(1)或(1a)化合物同前面(a)至(e)列举的除草剂(第2组除草剂)一起构成的混合物,则在活性质组合物中活性物质的重量比可在相当大的范围内变动。此处一般总是1重量份式(1)或(1a)活性物质则有0.001至1000重量份,优选0.01至100重量份,特别优选0.1至10重量份的一个或二个前面在(a)至(e)中间列举的除草剂。
活性物质可作成通常的配制剂,如溶液,乳化液,喷射粉末,悬浮液,粉末,粉剂,糊状物,可溶粉末,颗粒,悬浮液-乳化液-浓缩物,活性物质浸渍的天然的和合成的物质及在聚合物中的微胶囊。
用已知方法制备配制剂,例如通过活性物质与补充剂的混合,也就是液体的溶剂和/或固体的载体物质,必要时使用表面活性剂,也就是乳化剂和/或分散剂和/或发泡剂。
在用水作补充剂的情况例如可使用有机溶剂作助溶剂。适合的液体溶剂主要有:芳烃,如二甲苯,甲苯,或烷基萘,氯化芳烃和氯化脂肪烃,如氯苯,氯乙烯或二氯甲烷,脂肪烃,如环己烷或烷烃,例如石油馏分,矿物油和植物油,醇类,如丁醇或乙二醇及其醚或酯,酮类如丙酮,甲乙酮,甲基异丁基酮或环己酮,强极性溶剂,如二甲基甲酰胺和二甲基亚砜,及水。
作为固体的载体物质考虑例如铵盐和研磨的天然矿物质,如高岭土,粘土,滑石,白垩,石英,绿坡缕石,蒙脱石或硅藻土和合成的岩土粉,如高分散的硅胶,氧化铝和硅酸盐,作为固体的颗粒载体物质考虑:例如破碎的和筛分处理的天然岩石如方解石,大理石,浮石,海泡石,白云石及由无机的和有机的粉末合成的颗粒及由有机物料如锯末椰子壳,玉米穗和烟草茎构成的颗粒;作为乳化剂和/或发泡剂考虑:例如非离子的和阴离子的乳化剂如聚氧化乙烯-脂肪酸-酯,聚氧化乙烯-脂肪醇-醚,例如烷基芳基聚乙二醇醚,烷基磺酸酯,硫酸烷基酯,芳基磺酸酯及蛋白水解废物;作为分散剂考虑:例如本质素-亚硫酸酯废碱液和甲基纤维素。
在配制剂中可使用胶粘剂如羧甲基纤维素,天然的和合成的粉的,颗粒的或胶乳状的聚合物,如阿拉伯橡胶,聚乙烯醇,聚醋酸乙烯酯,及天然的磷酯,如脑磷酯和卵磷酯和合成的磷酯,另外的添加物可以是矿物油和植物油。
可以使用染料如无机颜料,例如氧化铁,氧化钛,普鲁士蓝和有染染料;如茜素染料,不溶性偶氮基染料和金属酞花青染料和微量营养物如铁盐,锰盐,硼盐,铜盐,钴盐,钼盐和锌盐。
配制剂通常含有0.1至95重量%的活性物质,优选在0.5和90%之间。
通常把本发明的活性物质组合物作成即可使用的配制剂形式。但也可把含在活性物质组合物中的活性物质在使用时混合成个别配制剂,即为了使用作成桶混合物的形式。
本发明的活性物质和活性物质组合物为了防治杂草可单独的或在其配制剂中使用,另外也可与其他已知的除草剂一起在混合物中使用,在这种情况又可能是成品配制剂或桶混合物。也可能是一种与已知活性物质组成的混合物,如杀菌剂,杀虫剂,杀螨剂,杀线虫剂,对鸟饲料的防护材料,生长激素,植物营养物和土地结构改良剂。另外对一定使用目的作为其他的添加物在配制剂中含有植物可承受的矿物油或植物油(例如通常商业的“Oleo杜邦11E”)或铵盐,例如硫酸铵或硫[代]氰酸铵是有益的。
本发明的活性物质和活性物质组合物可单独的使用,可使用其配制剂形式或由其通过进一步稀释作成的使用形式,如即可使用的溶液,悬浮液,乳化剂,粉末,软膏和颗粒。使用是以通常的方式实现的,例如通过浇注,喷射,喷雾或撒布。
在进行的使用试验中式(1)或(1a)化合物即使在与前面(a)至(e)中举出的第2组除草剂组成的组合物中,例如N-膦酰基甲基甘氨酸的异丙基铵盐(“毒滴混剂”),对使用在半选择的和非选择的防治杂草范围来说表明有很好的性能。
Claims (8)
在式(1)和(1a)中
Q1为氧或硫,
Q2为氧或硫,
R1为氢或卤素,
R2为卤素或氰基,
R3为下面的基团
-A1-A2-A3
式中
A1为单键,为氧,硫,-SO-,-SO2-,-CO-,或-N-A2-式中A4为氢,羟基,烷氧基,芳基,烷基磺酰基或芳基磺酰基,或
A1另外必要时各为取代的链烷二基,链烯二基,氮杂链烯二基,炔二基,环烷二基,环烯二基或芳烃二基,
A2为单键,为氧,硫,-SO-,-SO2-,-CO-或-N-A4-,式中A4为氢,烷基,芳基,烷基羰基,烷基磺酰基或芳基磺酰基,或
A2另外必要时各为取代的链烷二基,链烯二基,氮杂链烯二基,炔二基,环烷二基,环烯二基或芳烃二基,和
A3为氢,羟基,巯基,氨基,氰基,异氰基,氰硫基,硝基,羧基,氨基甲酰基,硫代氨基甲酰基,磺基,氯磺酰基,卤素或必要时各为取代的烷基,烷氧基,烷硫基,烷基亚硫酰基,烷基磺酰基,烷基氨基,二烷基氨基,烷氧基羰基,二烷氧基(硫)磷酰基,链烯基,链烯基氧,链烯基氨基,亚烷基氨基,链烯基氧羰基,炔基,炔基氧,炔基氨基,炔基氧羰基,环烷基,环烷氧基,环烷基烷基,环烷基烷氧基,环亚烷基氨基,环烷氧基羰基,环烷基烷氧基羰基,芳基,芳氧基,芳基烷基,芳基烷氧基,芳基氧羰基,芳基烷氧基羰基,杂环基,杂环基烷基,杂环基烷氧基或杂环基烷氧基羰基,
R4为氢,卤素或必要时为取代的烷基,
R5为氢,卤素或必要时为取代的烷基,和
R6为氢,羟基,氨基或必要时各为取代的烷基,烷氧基,链烯基或炔基。
Q1为氧或硫,
Q2为氧或硫,
R1为氢或卤素,
R2为卤素或氰基,
R3为下面的基团
-A1-A2-A3
式中
A1为单键,为氧,硫,-SO-,-SO2-,-CO-,或-N-A4-,式中A4为氢,羟基,烷基,烷氧基,芳基,烷基磺酰基或芳基磺酰基,或
A1另外必要时各为取代的链烷二基,链烯二基,氮杂链烯二基,炔二基,环烷二基,环烯二基或芳烃二基,
A2为单键,为氧,硫,-SO-,-SO2-,-CO-或-N-A4-,式中A4为氢,烷基,芳基,烷基羰基,烷基磺酰基或芳基磺酰基,或
A2另外必要时各为取代的链烷二基,链烯二基,氮杂链烯二基,炔二基,环烷二基,环烯二基或芳烃二基,和
A3为氢,羟基,巯基,氨基,氰基,异氰基,氰硫基,硝基,羧基,氨基甲酰基,硫代氨基甲酰基,磺基,氯磺酰基,卤素或必要时各为取代的烷基,烷氧基,烷硫基,烷基亚硫酰基,烷基磺酰基,烷基氨基,二烷基氨基,烷氧基羰基,二烷氧基(硫)磷酰基,链烯基,链烯基氧,链烯基氨基,亚烷基氨基,链烯基氧羰基,炔基,炔基氧,炔基氨基,炔基氧羰基,环烷基,环烷氧基,环烷基烷基,环烷基烷氧基,环亚烷基氨基,环烷氧基羰基,环烷基烷氧基羰基,芳基,芳氧基,芳基烷基,芳基烷氧基,芳基氧羰基,芳基烷氧基羰基,杂环基,杂环基烷基,杂环基烷氧基或杂环烷氧基羰基。
R4为氢,卤素或必要时为取代的烷基,
R5为氢,卤素或必要时为取代的烷基,和
R6为氢,羟基,氨基或必要时各为取代的烷基,烷氧基,链烯基或炔基,和必要时还含有一个或多个选自第2组的除草剂化合物,该组含有下述列举的化合物类别(a)至(e):
(a)羧酸,例如2,4-二氯-苯氧基乙酸(2,4-D),4-氨基-3,5,6-三氯-吡啶-2-基-氧代-乙酸(Triclopyr),2-氨基-4-(羟基-甲基氧磷基)-丁酸-铵盐(Glufosinate-Ammonium),γ-(羟甲基膦基)-1-α-氨基丁酰基-1-丙氨酰-1-丙氨酸(Bialaphos),N-膦酰基甲基-甘氨酸(Glyphosate)及此种的异丙基铵盐和三甲基锍盐,或2-(4,5-二氢-4-甲基-4-异丙基-5-氧代-IH-咪唑-2-基)-吡啶-3-羧酸(Imazapyr)及其异丙基铵盐;
(b)二苯醚,例如2-氯-4-三氟甲基-苯基3-乙氧基-4-硝基-苯基-醚(Oxyfluorfen);
(c)二嗪(农),或三嗪(农),例如2-氯-4-乙基氨基-6-异丙基-氨基-1,3,5-三嗪(Atrazin),2-氯-4,6-双-乙基氨基-1,3,5-三嗪(Simazin),5-溴-3-s-丁基-6-甲基-尿嘧啶(Bromacil)或4-氨基-6-特-丁基-4,5-二氢-3-甲基硫-1,2,4-三嗪-5-酮(Metribuzin);
(d)尿素类,例如3-(3,4-二氯-苯基)-1.1-二甲基-尿素(Diuron)或3-(4,6-二甲基-嘧啶-2-基)-1-(2-甲氧基羰基-苯基磺酰基)-尿素(Sulfometuron-methyl),
(e)吡啶衍生物,例如1,1′-二甲基-4,4′-双吡啶鎓-氯化物(Paraquat)或1,1′-亚乙基-2,2′-双吡啶鎓-氯化物(Diquat)。
3.半选择的和非选择的除草剂组合物,特征在于含有有效量的至少一种按照权利要求1式(1)或(1a)的化合物,式中
Q1为氧或硫,
Q2为氧或硫,
R1为氢,氟,氯或溴,
R2为氟,氯,溴,碘或氰基,
R3为下面的基团
-A1-A2-A3
式中
A1为单键,为氧,硫,-SO-,-SO2-,-CO-,或-N-A4-,式中A4为氢,羟基,C1-C4-烷基,C1-C4-烷氧基,苯基,C1-C4-烷基磺酰基或苯基磺酰基,或
A1另外必要时各为由氟,氯或溴取代的C1-C6-链烷二基,C2-C6-链烯二基,C2-C6-氮杂链烯二基,C2-C6-炔二基,C3-C6-环烷二基,C3-C6-环烯二基或亚苯基,
A2为单键,为氧,硫,-SO-,-SO2-,-CO-或-N-A4-,式中A4为氢,羟基,C1-C4-烷基,C1-C4-烷氧基,苯基,C1-C4-烷基磺酰基或苯基磺酰基,或
A2另外必要时各为由氟,氯或溴取代的C1-C6-链烷二基,C2-C6-链烯二基,C2-C6-氮杂链烯二基,C2-C6-炔二基,C3-C6-环烷二基,C3-C6-环烯二基或亚苯基,
A3为氢,羟基,氨基,氰基,异氰基,硫氰基,硝基,羧基,氨基甲酰基,硫代氨基甲酰基,磺基,氯磺酰基,卤素,必要时各为在烷基中各具有1至6个碳原子并由卤素或C1-C4-烷氧基取代的烷基,烷氧基,烷基硫,烷基亚硫酰基,烷基磺酰基,烷基氨基,二烷基氨基,烷氧基羰基或二烷氧基(硫)磷酰基,必要时各为由卤素取代的链烯基,链烯基氧,链烯基氨基,亚烷基氨基,链烯基氧羰基,炔基,炔基氧,炔基氨基或炔基氧羰基,在链烯基-,亚烷基-或炔基中各具有2至6个碳原子,必要时各为由卤素,氰基,羧基,C1-C4-烷基和/或C1-C4-烷氧基羰基取代的环烷基,环烷基氧,环烷基烷基,环烷基烷氧基,环亚烷基氨基,环烷氧基羰基或环烷基烷氧基羰基,在环烷基中各具有3至6个碳原子。和必要时在烷基中具有1至4个碳原子,或必要时各为由硝基,氰基,羧基,卤素,C1-C4-烷基,C1-C4-卤代烷基,C1-C4-烷氧基,C1-C4-卤代烷氧基和/或C1-C4-烷氧基羰基取代的苯基,苯氧基,苯基-C1-C4-烷基,苯基-C1-C4-烷氧基,苯基氧羰基或苯基-C1-C4-烷氧基羰基,(必要时总是全部地或部分地加氢的)吡咯基,吡唑基,咪唑基,三唑基,呋喃基,噻吩基,噁唑基,异噁唑基,噻唑基,异噻唑基,噁二唑基,噻二唑基,吡啶基,嘧啶基,三嗪基,吡唑基-C1-C4-烷基,呋喃基-C1-C4-烷基,噻吩基-C1-C4-烷基,噁唑基-C1-C4-烷基,异噁唑基-C1-C4-烷基,噻唑-C1-C4-烷基,吡啶基-C1-C4-烷基,嘧啶基-C1-C4-烷基,吡唑基甲氧基,呋喃基甲氧基,或为全氢化吡喃基甲氧基或吡啶基甲氧基,
R4为氢,氟,氯,溴或必要时为由氟和/或氯取代的具有1至4个碳原子的烷基,
R5为氢,氟,氯,溴或必要时为由氟和/或氯取代的具有1至4个碳原子的烷基,
R6为氢,羟基,氨基或必要时各为由氟,氯或氰基取代的各具有直至4个碳原子的烷基,烷氧基,链烯基或炔基。
4.半选择的和非选择的除草剂组合物,特征在于含有有效量的至少一种按照权利要求2式(1)或(1a)的化合物,式中
Q1为氧或硫,
Q2为氧或硫,
R1为氢,氟,氯或溴,
R2为氟,氯,溴,碘或氰基,
R3为下面的基团
-A1-A2-A3
式中
A1为单键,为氧,硫,-SO-,-SO2-,-CO-,或-N-A4-,式中A4为氢,羟基,C1-C4-烷基,C1-C4-烷氧基,苯基,C1-C4-烷基磺酰基或苯基磺酰基,或
A1另外必要时各为由氟,氯或溴取代的C1-C6-链烷二基,C2-C6链烯二基,C2-C6-氮杂链烯二基,C2-C6-炔二基,C3-C6-环烷二基,C3-C6-环烯二基或亚苯基,
A2为单键,为氧,硫,-SO-,-SO2-,-CO-或-N-A4-,式中A4为氢,羟基,C1-C4-烷基,C1-C4-烷氧基,苯基,C1-C4-烷基磺酰基或苯基磺酰基,或
A2另外必要时各为由氟,氯或溴取代的C1-C6-链烷二基,C2-C6-链烯二基,C2-C6-氮杂链烯二基,C2-C6-炔二基,C3-C6-环烷二基,C3-C6-环烯二基或亚苯基,
A3为氢,羟基,氨基,氰基,异氰基,硫氰基,硝基,羧基,氨基甲酰基,硫代氨基甲酰基,磺基,氯磺酰基,卤素,必要时各为由卤素或C1-C4-烷氧基取代的在烷基中各具有1至6个碳原子的烷基,烷氧基,烷基硫,烷基亚硫酰基,烷基磺酰基,烷基氨基,二烷基氨基,烷氧基羰基或二烷氧基(硫)磷酰基,必要时各为由卤素取代的在链烯基-,亚烷基-或炔基中各具有2至6个碳原子的链烯基,链烯基氧,链烯基氨基,亚烷基氨基,链烯基氧羰基,炔基,炔基氧,炔基氨基或炔基氧羰基,必要时各为由卤素,氰基,羧基,C1-C4-烷基和/或C1-C4-烷氧基-羰基取代在环烷基中各具有3至6个碳原子的环烷基,环烷基氧,环烷基烷基,环烷基烷氧基,环亚烷基氨基,环烷基氧羰基或环烷基烷氧基羰基,和必要时在其烷基中有1至4个碳原子,或必要时各为由硝基,氰基,羧基,卤素,C1-C4-烷基,C1-C4-卤代烷基,C1-C4-烷基氧,C1-C4-卤代烷基氧和/或C1-C4-烷氧基-羰基取代的苯基,苯基氧,苯基-C1-C4-烷基,苯基-C1-C4-烷氧基,苯基氧羰基或苯基-C1-C4-烷氧基羰基,(必要时总是完全或部分地加氢的)吡咯基,吡唑基,咪唑基,三唑基,呋喃基,噻吩基,噁唑基,异噁唑基,噻唑基,异噻唑基,噁二唑基,噻二唑基,吡啶基,嘧啶基,三嗪基,吡唑基-C1-C4-烷基,呋喃基-C1-C4-烷基,噻吩基-C1-C4-烷基,噁唑基-C1-C4-烷基,异噁唑基-C1-C4-烷基,噻唑-C1-C4-烷基,吡啶基-C1-C4-烷基,嘧啶基-C1-C4-烷基,吡唑基甲氧基,呋喃基甲氧基,或为全氢化吡喃基甲氧基或吡啶基甲氧基,
R4为氢,氟,氯,溴或必要时为由氟和/或氯取代的具有1至4个碳原子的烷基,
R5为氢,氟,氯,溴或必要时为由氟和/或氯取代的具有1至4个碳原子的烷基,和
R6为氢,羟基,氨基或必要时各为由氟,氯或氰基取代的各具有直至4个碳原子的烷基,烷氧基,链烯基或炔基,除草剂组合物中还含有一个或多个选自第2组的除草剂化合物。该组含有下述列举的化合物类别(a)至(e):
(a)羧酸,例如2,4-二氯-苯氧基乙酸(2,4-D),4-氨基-3,5,6-三氯-吡啶-2-基-氧-乙酸(Triclopyr),2-氨基-4-(羟基-甲基氧磷基)-丁酸-铵盐(Glufosinate-Ammonium),γ-(羟基甲基膦基)-1-α-氨基丁酰基-1-丙氨酰-1-丙氨酸(Bialaphos),N-膦酰基甲基-甘氨酸(Glyphosate)及此种的异丙基铵盐和三甲基锍盐,或2-(4,5-二氢-4-甲基-4-异丙基-5-氧代-IH-咪唑-2-基)-吡啶-3-羧酸(Imazapyr)及其异丙基铵盐;
(b)二苯醚,例如2-氯-4-三氟甲基-苯基-3-乙氧基-4-硝基-苯基-醚(Oxyfluorfen);
(c)二嗪(农),或三嗪(农),例如2-氯-4-乙基氨基-6-异丙基-氨基-1,3,5-三嗪(Atrazin),2-氯-4,6-双-乙基氨基-1,3,5-三嗪(Simazin),5-溴-3-s-丁基-6-甲基-尿嘧啶(Bromacil)或4-氨基-6-特-丁基-4,5-二氢-3-甲基硫-1,2,4-三嗪-5-酮(Metribuzin);
(d)尿素类,例如3-(3,4-二氯-苯基)-1,1-甲基-尿素(Diuron)或3-(4.6-二甲基-嘧啶-2-基)-1-(2-甲氧基羰基-苯基磺酰基)-尿素(Sulfometuron-methyl),
(e)吡啶衍生物,例如1,1′-二甲基-4,4′-双吡啶鎓-氯化物(Paraquat)或1,1′-亚乙基-2,2′-双吡啶鎓-氯化物(Diquat)。
5.按照权利要求2半选择的和非选择的除草剂组合物,其特征在于,在组合使用活性物质时,式(1)的芳基尿嘧啶或芳基硫尿嘧啶或其所属的式(1a)异构体化合物与选自第2组的在权利要求2中列举的化合物类别(a)至(e)的除草剂活性物质的重量比为在1∶0.001和1∶1000之间。
6.半选择的和非选择的除草的方法,其特征在于,使按照权利要求1或3的活性物质或按照权利要求2或4的活性物质组合物作用于杂草和/或其生活空间。
7.权利要求1或3的活性物质或权利要求2或4的活性物质组合物在半选择的和非选择的防治杂草中的应用。
8.制备半选择的和非选择的除草剂组合物的方法,特征在于,使权利要求1或3的活性物质或权利要求2或4的活性物质组合物与补充剂和/或表面活性剂混合。
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE4432888A DE4432888A1 (de) | 1994-09-15 | 1994-09-15 | Verwendung von Aryluracilen im semi- und nicht-selektiven Bereich der Unkrautbekämpfung |
DEP4432888.5 | 1994-09-15 |
Publications (1)
Publication Number | Publication Date |
---|---|
CN1157552A true CN1157552A (zh) | 1997-08-20 |
Family
ID=6528309
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN95195061A Pending CN1157552A (zh) | 1994-09-15 | 1995-09-04 | 芳基尿嘧啶在半选择和非选择性杂草防治的应用 |
Country Status (11)
Country | Link |
---|---|
EP (1) | EP0781093A1 (zh) |
JP (1) | JPH10505603A (zh) |
KR (1) | KR970705924A (zh) |
CN (1) | CN1157552A (zh) |
AU (1) | AU3521395A (zh) |
BR (1) | BR9508929A (zh) |
CA (1) | CA2199846A1 (zh) |
DE (1) | DE4432888A1 (zh) |
HU (1) | HUT77013A (zh) |
MX (1) | MX9701953A (zh) |
WO (1) | WO1996008151A1 (zh) |
Families Citing this family (29)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE19605766A1 (de) * | 1996-02-16 | 1997-08-21 | Basf Ag | Substituierte 2-Phenylpyridine |
ZA971253B (en) * | 1996-02-16 | 1998-08-14 | Basf Ag | Substituted aromatic phosphonic acid derivatives |
TR199902243T2 (xx) | 1997-03-14 | 1999-12-21 | Isk Americas Incorporated | Diaril eterler ve bunlar� haz�rlama y�ntemleri ve bunlar� ihtiva eden herbisidal ve kurutucu madde bile�imleri. |
DE19815820A1 (de) * | 1998-04-08 | 1999-10-14 | Hoechst Schering Agrevo Gmbh | Synergistische herbizide Mittel auf Basis von phosphorhaltigen Blattherbiziden, Imidazolinonen und Wuchsstoffherbiziden |
US6121201A (en) | 1998-09-11 | 2000-09-19 | Ishihara Sangyo Kaisha, Ltd. | Diaryl ethers and processes for their preparation and herbicidal and desiccant compositions containing them |
JP2000351703A (ja) * | 1999-06-07 | 2000-12-19 | Sumitomo Chem Co Ltd | 除草剤組成物 |
DE19936438A1 (de) * | 1999-08-03 | 2001-02-08 | Aventis Cropscience Gmbh | Kombinationen von Herbiziden und Safenern |
DE19958381A1 (de) | 1999-12-03 | 2001-06-07 | Bayer Ag | Herbizide auf Basis von N-Aryl-uracilen |
IL167957A (en) | 2000-02-04 | 2009-07-20 | Sumitomo Chemical Co | Hydroxypyridine compounds |
PL215418B1 (pl) | 2000-05-04 | 2013-12-31 | Basf Ag | Podstawione fenylosulfamoilokarboksyamidy, srodek chwastobójczy, srodek do desykacji i/lub defoliacji roslin, zastosowanie podstawionych fenylosulfamoilokarboksyamidów do wytwarzania srodka chwastobójczego/srodka do desykacji i/lub defoliacji roslin i sposób wytwarzania podstawionych fenylosulfamoilokarboksyamidów |
US6617282B2 (en) | 2001-06-26 | 2003-09-09 | Ishihara Sangyo Kaisha, Ltd. | Processes for preparing 3-phenyl-2,4(1H, 3H)-pyrimidinediones |
US6613718B2 (en) | 2001-10-01 | 2003-09-02 | Ishihara Sangyo Kaisha, Ltd. | Aryl ether derivatives and processes for their preparation and herbicidal and desiccant compositions containing them |
JP4699358B2 (ja) | 2003-04-08 | 2011-06-08 | ビーエーエスエフ ソシエタス・ヨーロピア | 除草剤又は乾燥性及び/若しくは落葉性化合物としてのベンゼンスルホンアミド誘導体 |
EP2875001B1 (en) | 2012-07-18 | 2019-01-09 | Sunshine Lake Pharma Co., Ltd. | Nitrogenous heterocyclic derivatives and their application in drugs |
AU2014366049B2 (en) | 2013-12-19 | 2018-04-05 | Sunshine Lake Pharma Co., Ltd. | Nitrogenous heterocyclic derivatives and their application in drugs |
WO2019121547A1 (de) | 2017-12-19 | 2019-06-27 | Bayer Aktiengesellschaft | Substituierte thiophenyluracile sowie deren salze und ihre verwendung als herbizide wirkstoffe |
WO2019121544A1 (de) | 2017-12-19 | 2019-06-27 | Bayer Aktiengesellschaft | Substituierte thiophenyluracile sowie deren salze und ihre verwendung als herbizide wirkstoffe |
US11274083B2 (en) | 2017-12-19 | 2022-03-15 | Syngenta Crop Protection Ag | Substituted thiophenyl uracils, salts thereof and the use thereof as herbicidal agents |
WO2021013800A1 (de) | 2019-07-22 | 2021-01-28 | Bayer Aktiengesellschaft | Substituierte n-phenyl-n-aminouracile sowie deren salze und ihre verwendung als herbizide wirkstoffe |
US20220289708A1 (en) | 2019-07-22 | 2022-09-15 | Bayer Aktiengesellschaft | Substituted n-phenyl uracils, salts thereof and their use as herbicidal agents |
EP4038054A1 (en) | 2019-10-01 | 2022-08-10 | Bayer Aktiengesellschaft | Pyrimidinedione derivatives |
JP2023539226A (ja) | 2020-08-24 | 2023-09-13 | バイエル、アクチエンゲゼルシャフト | 置換n-フェニルウラシルおよびその塩、ならびに除草活性物質としてのその使用 |
EP4230621A1 (de) | 2022-02-22 | 2023-08-23 | Bayer AG | Substituierte n-benzoesäureuracile sowie deren salze und ihre verwendung als herbizide wirkstoffe |
EP4230620A1 (de) | 2022-02-22 | 2023-08-23 | Bayer Aktiengesellschaft | Substituierte n-amino-n´-benzoesäureuracile sowie deren salze und ihre verwendung als herbizide wirkstoffe |
WO2023161172A1 (de) | 2022-02-22 | 2023-08-31 | Bayer Aktiengesellschaft | Substituierte n-benzoesäureuracile sowie deren salze und ihre verwendung als herbizide wirkstoffe |
WO2024078906A1 (de) | 2022-10-10 | 2024-04-18 | Bayer Aktiengesellschaft | Substituierte n-phenyluracile sowie deren salze und ihre verwendung als herbizide wirkstoffe |
WO2024104956A1 (de) | 2022-11-16 | 2024-05-23 | Bayer Aktiengesellschaft | Substituierte cycloalkylsulfanylphenyluracile sowie deren salze und ihre verwendung als herbizide wirkstoffe |
WO2024104952A1 (de) | 2022-11-16 | 2024-05-23 | Bayer Aktiengesellschaft | Substituierte cyclopropyloxyphenyluracile sowie deren salze und ihre verwendung als herbizide wirkstoffe |
WO2024104954A1 (de) | 2022-11-16 | 2024-05-23 | Bayer Aktiengesellschaft | Substituierte cycloalkyloxyphenyluracile sowie deren salze und ihre verwendung als herbizide wirkstoffe |
Family Cites Families (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5084084A (en) * | 1989-07-14 | 1992-01-28 | Nissan Chemical Industries Ltd. | Uracil derivatives and herbicides containing the same as active ingredient |
US5169430A (en) * | 1991-08-09 | 1992-12-08 | Uniroyal Chemical Company, Inc. | Benzenesulfonamide derivatives and methods for their production |
JPH05125057A (ja) * | 1991-11-01 | 1993-05-21 | Sumitomo Chem Co Ltd | 1−フエニル−4−トリフルオロメチルウラシル誘導体およびそれを有効成分とする除草剤 |
EP0623117A1 (en) * | 1992-01-15 | 1994-11-09 | E.I. Du Pont De Nemours And Company | Pyrimidin compounds useful as herbicides |
JPH06271409A (ja) * | 1993-03-18 | 1994-09-27 | Nissan Chem Ind Ltd | 除草剤組成物 |
JPH0753313A (ja) * | 1993-08-13 | 1995-02-28 | Nissan Chem Ind Ltd | 除草剤組成物 |
DE4412079A1 (de) * | 1993-08-18 | 1995-02-23 | Bayer Ag | N-Cyanoaryl-Stickstoffheterocyclen |
-
1994
- 1994-09-15 DE DE4432888A patent/DE4432888A1/de not_active Withdrawn
-
1995
- 1995-09-04 CN CN95195061A patent/CN1157552A/zh active Pending
- 1995-09-04 AU AU35213/95A patent/AU3521395A/en not_active Abandoned
- 1995-09-04 BR BR9508929A patent/BR9508929A/pt not_active Application Discontinuation
- 1995-09-04 WO PCT/EP1995/003472 patent/WO1996008151A1/de not_active Application Discontinuation
- 1995-09-04 JP JP8509868A patent/JPH10505603A/ja active Pending
- 1995-09-04 EP EP95931983A patent/EP0781093A1/de not_active Withdrawn
- 1995-09-04 HU HU9701964A patent/HUT77013A/hu unknown
- 1995-09-04 MX MX9701953A patent/MX9701953A/es unknown
- 1995-09-04 CA CA002199846A patent/CA2199846A1/en not_active Abandoned
-
1997
- 1997-03-12 KR KR19977001634A patent/KR970705924A/ko unknown
Also Published As
Publication number | Publication date |
---|---|
BR9508929A (pt) | 1998-01-06 |
EP0781093A1 (de) | 1997-07-02 |
DE4432888A1 (de) | 1996-03-21 |
CA2199846A1 (en) | 1996-03-21 |
HUT77013A (hu) | 1998-03-02 |
AU3521395A (en) | 1996-03-29 |
JPH10505603A (ja) | 1998-06-02 |
MX9701953A (es) | 1997-06-28 |
KR970705924A (zh) | 1997-11-03 |
WO1996008151A1 (de) | 1996-03-21 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
CN1157552A (zh) | 芳基尿嘧啶在半选择和非选择性杂草防治的应用 | |
CN1079639C (zh) | 基于芳基尿嘧啶的选择性的除草剂 | |
CN1308860A (zh) | 基于杂芳氧乙酰胺类的除草剂 | |
CN1273020C (zh) | 基于氨甲酰基三唑啉酮的除草剂 | |
CN1278607C (zh) | 基于2,6-二取代的吡啶衍生物的选择性除草剂 | |
CN1820599A (zh) | 含有灭莠草酮的协同除草剂组合物 | |
CN105357964B (zh) | 包含壬酸和特定als抑制剂的除草剂组合产品 | |
CN1391439A (zh) | 增效除草活性化合物混剂 | |
CN1430471A (zh) | 基于杂芳氧基-乙酰胺的选择性除草剂 | |
CN1129517A (zh) | 基于芳基尿嘧啶类的用于水稻栽培中的除莠剂 | |
CN1222828A (zh) | 除草混合物 | |
WO2007006409A2 (de) | Herbizid-safener-kombination | |
MXPA02004012A (es) | Agentes herbicidas sinergisticos que contienen herbicidas del grupo de los inhibidores de hidroxifenilpiruvato dioxigenasa. | |
CN1166274A (zh) | 用于水稻栽培的基于杂芳氧基乙酰胺的除草剂 | |
CN1131509A (zh) | 磺酰氨基苯基尿嘧啶水田除草剂 | |
CZ20024140A3 (cs) | Herbicidní prostředek, jeho použití a způsob hubení škodlivých rostlin | |
CN1589099A (zh) | 含有选自苯甲酰基吡唑类除草剂的增效除草组合物 | |
CN1145068A (zh) | 取代的磺酰氨基羰基三唑啉酮及其作为除草剂的应用 | |
CN1140515C (zh) | 具有除草活性的3-(2-氟-4,5,6-取代苯基)-1,3-喹唑啉-2,4-二酮类化合物 | |
CN1527667A (zh) | 用于稻米作物的包含苯酰环己烷二酮类的协同性除草组合物 | |
KR930004038B1 (ko) | 제초제 조성물 및 제초방법 | |
CN1046183C (zh) | 增效除草剂 | |
JP4708349B2 (ja) | 水田用除草剤組成物 | |
JP2005306813A (ja) | 混合除草剤組成物 | |
CN1226927C (zh) | 以取代的苯基磺酰基氨基羰基三唑啉酮为基础的选择性除草剂 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
C06 | Publication | ||
PB01 | Publication | ||
C10 | Entry into substantive examination | ||
SE01 | Entry into force of request for substantive examination | ||
C01 | Deemed withdrawal of patent application (patent law 1993) |