JPH0372408A - Herbicide composition - Google Patents
Herbicide compositionInfo
- Publication number
- JPH0372408A JPH0372408A JP15113789A JP15113789A JPH0372408A JP H0372408 A JPH0372408 A JP H0372408A JP 15113789 A JP15113789 A JP 15113789A JP 15113789 A JP15113789 A JP 15113789A JP H0372408 A JPH0372408 A JP H0372408A
- Authority
- JP
- Japan
- Prior art keywords
- compound
- formula
- weight
- herbicide
- paddy rice
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 230000002363 herbicidal effect Effects 0.000 title claims abstract description 33
- 239000000203 mixture Substances 0.000 title claims description 36
- 239000004009 herbicide Substances 0.000 title abstract description 31
- 150000001875 compounds Chemical class 0.000 claims abstract description 46
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 19
- 125000003545 alkoxy group Chemical group 0.000 claims abstract description 6
- 150000003839 salts Chemical class 0.000 claims abstract description 6
- 239000000126 substance Substances 0.000 claims description 15
- 125000005843 halogen group Chemical group 0.000 claims description 5
- 239000004480 active ingredient Substances 0.000 claims description 4
- 125000003282 alkyl amino group Chemical group 0.000 claims description 4
- 125000004414 alkyl thio group Chemical group 0.000 claims description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- 241000209094 Oryza Species 0.000 abstract description 34
- 235000007164 Oryza sativa Nutrition 0.000 abstract description 31
- 235000009566 rice Nutrition 0.000 abstract description 31
- 241000196324 Embryophyta Species 0.000 abstract description 28
- 230000000694 effects Effects 0.000 abstract description 14
- 231100000674 Phytotoxicity Toxicity 0.000 abstract description 10
- 229910052736 halogen Inorganic materials 0.000 abstract description 3
- 150000002367 halogens Chemical class 0.000 abstract description 2
- 230000003247 decreasing effect Effects 0.000 abstract 1
- -1 globil Chemical group 0.000 description 25
- 229940126062 Compound A Drugs 0.000 description 18
- NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 description 18
- 238000012360 testing method Methods 0.000 description 17
- 238000009472 formulation Methods 0.000 description 14
- 239000008187 granular material Substances 0.000 description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 12
- 239000004927 clay Substances 0.000 description 10
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 9
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 5
- 239000003795 chemical substances by application Substances 0.000 description 5
- 230000007613 environmental effect Effects 0.000 description 5
- 235000013312 flour Nutrition 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- 238000002360 preparation method Methods 0.000 description 5
- 239000000440 bentonite Substances 0.000 description 4
- 229910000278 bentonite Inorganic materials 0.000 description 4
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 4
- 125000004432 carbon atom Chemical group C* 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 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 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- 238000002156 mixing Methods 0.000 description 4
- 239000000843 powder Substances 0.000 description 4
- 239000002689 soil Substances 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-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
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 239000003814 drug Substances 0.000 description 3
- 229940079593 drug Drugs 0.000 description 3
- 238000004898 kneading Methods 0.000 description 3
- 238000011160 research Methods 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- QPUYECUOLPXSFR-UHFFFAOYSA-N 1-methylnaphthalene Chemical compound C1=CC=C2C(C)=CC=CC2=C1 QPUYECUOLPXSFR-UHFFFAOYSA-N 0.000 description 2
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- 241000254060 Aquatica lateralis Species 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- 244000301850 Cupressus sempervirens Species 0.000 description 2
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 2
- 244000058871 Echinochloa crus-galli Species 0.000 description 2
- 235000008247 Echinochloa frumentacea Nutrition 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- DPXJVFZANSGRMM-UHFFFAOYSA-N acetic acid;2,3,4,5,6-pentahydroxyhexanal;sodium Chemical compound [Na].CC(O)=O.OCC(O)C(O)C(O)C(O)C=O DPXJVFZANSGRMM-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 150000003973 alkyl amines Chemical class 0.000 description 2
- WGQKYBSKWIADBV-UHFFFAOYSA-N benzylamine Chemical compound NCC1=CC=CC=C1 WGQKYBSKWIADBV-UHFFFAOYSA-N 0.000 description 2
- 239000000969 carrier Substances 0.000 description 2
- 239000002270 dispersing agent Substances 0.000 description 2
- 239000003995 emulsifying agent Substances 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 150000002170 ethers Chemical class 0.000 description 2
- 230000009969 flowable effect Effects 0.000 description 2
- 239000003350 kerosene Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 229920000136 polysorbate Polymers 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
- 238000009331 sowing Methods 0.000 description 2
- 230000001629 suppression Effects 0.000 description 2
- 239000002344 surface layer Substances 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- 238000009333 weeding Methods 0.000 description 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- SBASXUCJHJRPEV-UHFFFAOYSA-N 2-(2-methoxyethoxy)ethanol Chemical compound COCCOCCO SBASXUCJHJRPEV-UHFFFAOYSA-N 0.000 description 1
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- 240000007124 Brassica oleracea Species 0.000 description 1
- 235000003899 Brassica oleracea var acephala Nutrition 0.000 description 1
- 235000011301 Brassica oleracea var capitata Nutrition 0.000 description 1
- 235000001169 Brassica oleracea var oleracea Nutrition 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- 244000025254 Cannabis sativa Species 0.000 description 1
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 1
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerol Natural products OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 1
- 244000068988 Glycine max Species 0.000 description 1
- 235000010469 Glycine max Nutrition 0.000 description 1
- 239000005909 Kieselgur Substances 0.000 description 1
- 241000039951 Lithocarpus glaber Species 0.000 description 1
- 229920000715 Mucilage Polymers 0.000 description 1
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 1
- 244000061176 Nicotiana tabacum Species 0.000 description 1
- 235000002637 Nicotiana tabacum Nutrition 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 240000008467 Oryza sativa Japonica Group Species 0.000 description 1
- 241001076438 Oxya japonica Species 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 241000681978 Rhododendron japonicum Species 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 235000021307 Triticum Nutrition 0.000 description 1
- 244000098338 Triticum aestivum Species 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 239000003905 agrochemical Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 150000001342 alkaline earth metals Chemical class 0.000 description 1
- 150000001346 alkyl aryl ethers Chemical class 0.000 description 1
- 150000008051 alkyl sulfates Chemical class 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 150000007860 aryl ester derivatives Chemical class 0.000 description 1
- UPABQMWFWCMOFV-UHFFFAOYSA-N benethamine Chemical compound C=1C=CC=CC=1CNCCC1=CC=CC=C1 UPABQMWFWCMOFV-UHFFFAOYSA-N 0.000 description 1
- 239000004067 bulking agent Substances 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- FPAFDBFIGPHWGO-UHFFFAOYSA-N dioxosilane;oxomagnesium;hydrate Chemical compound O.[Mg]=O.[Mg]=O.[Mg]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O FPAFDBFIGPHWGO-UHFFFAOYSA-N 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 239000003337 fertilizer Substances 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 239000000295 fuel oil Substances 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- 230000035784 germination Effects 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 238000003898 horticulture Methods 0.000 description 1
- 150000007529 inorganic bases Chemical class 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000002917 insecticide Substances 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 238000003973 irrigation Methods 0.000 description 1
- 230000002262 irrigation Effects 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
- 244000144972 livestock Species 0.000 description 1
- 239000010721 machine oil Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000010445 mica Substances 0.000 description 1
- 229910052618 mica group Inorganic materials 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- HXIRTSKHPFRRKO-UHFFFAOYSA-N o-methyl carbamothioate Chemical compound COC(N)=S HXIRTSKHPFRRKO-UHFFFAOYSA-N 0.000 description 1
- 239000002420 orchard Substances 0.000 description 1
- 230000000149 penetrating effect Effects 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- FVSKHRXBFJPNKK-UHFFFAOYSA-N propionitrile Chemical compound CCC#N FVSKHRXBFJPNKK-UHFFFAOYSA-N 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 238000010298 pulverizing process Methods 0.000 description 1
- JUJWROOIHBZHMG-UHFFFAOYSA-N pyridine Substances C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- 150000003457 sulfones Chemical class 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 230000002459 sustained effect Effects 0.000 description 1
- 235000012222 talc Nutrition 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 239000004563 wettable powder Substances 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Landscapes
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
Description
【発明の詳細な説明】 産業上の利用分野 本発明は、農園芸分野で有用な除草剤に関する。[Detailed description of the invention] Industrial applications The present invention relates to a herbicide useful in the field of agriculture and horticulture.
従来の技術及び発明が解決しようとする課題一般に除草
剤の施用される場においては多種類の雑草が混在して生
育しており、かつそれぞれの個体の出芽や生育はそれを
とりまく環境条件によって異なり、−様でない。 特に
、最近の水稲栽培では移植時期の早期化により、雑草の
発生期間が長期化している。そのため除草剤の施用は生
育段階の異なった多種類の雑草を対象として行なわれる
ことになり、−回の薬剤施用ですべての雑草を枯殺する
ことは、実際の場面では困難である。このため、同一も
しくは相異なる除草剤が数回にわたって繰り返し使用さ
れているが、このような除草剤の繰り返し使用は多大の
労力を必要とし、かつ多量施用による水稲の薬害や土壌
残留等好ましからざる問題を提起している。Problems to be solved by conventional techniques and inventions Generally, in areas where herbicides are applied, many types of weeds grow together, and the germination and growth of each individual varies depending on the surrounding environmental conditions. , - not like that. In particular, in recent rice cultivation, the period for weeds to appear is becoming longer due to the earlier transplanting period. Therefore, herbicides are applied to many types of weeds at different growth stages, and in actual situations, it is difficult to kill all weeds with just one application. For this reason, the same or different herbicides are used repeatedly several times, but repeated use of such herbicides requires a great deal of labor and causes undesirable problems such as phytotoxicity of paddy rice and residue in the soil due to large amounts of application. is being raised.
従って、殺草スペクトラムが広く、雑草の出芽前から生
育の進んだ雑草にも有効で、かつ抑制効果が所定時間持
続でき、しかも作物に害を与えない安全な除草剤の出現
が切望されている。Therefore, there is a strong desire for the emergence of a safe herbicide that has a wide herbicide spectrum, is effective against weeds that have advanced in growth even before they emerge, can maintain a suppressive effect for a predetermined period of time, and does not harm crops. .
本発明の有効成分である下記一般式（Ｉ）化合物は、本
発明者の一人らによってすでに特開昭６４−３８０９１
に＃草剤として開示した化合物であり、従来の除草剤の
使用薬量に比べ、極めて低薬量で一午生雑草及び多午生
雑草に高い効果を示し、水稲苗に対しては圃場における
通常の使用条件では問題となる薬害を生じない人畜にき
わめて安全性の高い除草剤である。しかしながら、ノビ
エに対しては自然条件下でその発生が長期間にわたる場
合には、実用的な場面での抑制効果が不足する例がある
。The compound of general formula (I) below, which is the active ingredient of the present invention, has already been disclosed in Japanese Patent Application Publication No. 64-38091 by one of the inventors.
It is a compound disclosed as a herbicide in Japan, and shows high efficacy against weeds and perennial weeds at an extremely low dose compared to conventional herbicides, and is effective against rice seedlings in the field. It is an extremely safe herbicide for humans and livestock that does not cause any harmful chemical damage under normal conditions of use. However, there are cases in which the suppressive effect is insufficient in practical situations when the outbreak of novieum continues for a long period of time under natural conditions.
従来より知られている０−（３〜ｔｅｒｔ−ブチルフェ
ニル）−Ｎ−（６−メトキシ−２−ピリジル）−Ｎ−メ
チルチオカーバメート（以下、化合物Ａと略称する。）
は特開昭６２−５４４２４に記載の化合物で、通常の条
件、施用量ではイネに安全性の高い除草剤であるが、ノ
ビエ以外の雑草に対する実用的な効果は期待できない。Conventionally known 0-(3-tert-butylphenyl)-N-(6-methoxy-2-pyridyl)-N-methylthiocarbamate (hereinafter abbreviated as compound A).
is a compound described in JP-A No. 62-54424, and is a highly safe herbicide for rice under normal conditions and application rates, but cannot be expected to have any practical effect on weeds other than field weeds.
そこで一般式（Ｉ）化合物に化合物Ａを混合することに
より、これを解決できることをすでに見いだしたが、一
般式ＣＩ）化合物と化合物Ａの混合剤は水稲苗に対して
通常の使用では安全性が高いが、不良環境条件、例えば
浅植え等の水稲の植え付は姿勢の悪い場合、特にそれが
高温と重なったような場合等には水稲に薬害が生じる例
のあることがその後の研究で明らかになった。Therefore, it has already been found that this problem can be solved by mixing compound A with the compound of general formula (I), but the mixture of compound of general formula CI) and compound A is not safe for normal use on paddy rice seedlings. However, subsequent research has shown that under poor environmental conditions, such as shallow planting, poor posture can cause chemical damage to paddy rice, especially when this is combined with high temperatures. Became.
本発明の目的はこのような不良環境条件においても一般
式（Ｉ）及び化合物Ａの持つ高い除草効果を損なうこと
なく、薬害を軽減し得る水稲用除草剤を提供しようとす
るものである。The object of the present invention is to provide a herbicide for paddy rice that can reduce chemical damage even under such poor environmental conditions without impairing the high herbicidal effects of general formula (I) and compound A.
課題を解決するための手段
本発明者らは、前記課題を解決する目的で、−回の施用
で全雑草を完全に防除し、しかも水稲に対して高度の安
全性を有する除草剤の探索のため鋭意研究を重ねた。そ
の結果、下記一般式（Ｉ）で表わされる化合物（以下化
合物（Ｉ）と略称することがある。）と化合物Ａとｌ−
（σ、α−ジメチルベンジル’）−３−（４−メチルフ
ェニル）尿素（以下化合物Ｂとする）を混合することに
より、これらの課題を解決し、優れた除草剤が得られる
こと、即ち、化合物（１）に化合物Ａを混合することに
より、自然条件で発生が長期に亘るようなノビエに対し
ても実用的な持続効果を示し、さらに、これらに化合物
Ｂを加えることにより、雑草に対する効果を減すること
なく、化合物（Ｉ）の薬害を軽減すること、また驚くべ
きことに化合物Ａによる薬害をも軽減することを見いだ
し、これによって水稲田において一回の散布で実質的に
全ての雑草の生育を抑制し、かつ前後の除草作業を必要
としないほど抑制効果が持続し、水稲に対して優れた安
全性を示すことを見いだし、さらに研究を重ねて本発明
を完成した。Means for Solving the Problems In order to solve the above problems, the present inventors conducted a search for a herbicide that can completely control all weeds with one application and is highly safe for paddy rice. I have conducted extensive research for this purpose. As a result, a compound represented by the following general formula (I) (hereinafter sometimes abbreviated as compound (I)), compound A and l-
By mixing (σ,α-dimethylbenzyl')-3-(4-methylphenyl)urea (hereinafter referred to as compound B), these problems can be solved and an excellent herbicide can be obtained. By mixing Compound A with Compound (1), a practical sustained effect is shown even on noviae, which occur over a long period of time under natural conditions.Furthermore, by adding Compound B to these, it is effective against weeds. We have found that the phytotoxicity of Compound (I) can be reduced without reducing the phytotoxicity of Compound (I), and surprisingly, the phytotoxicity of Compound A can also be reduced. It was discovered that the suppressing effect lasts so long that no weeding work is required before and after the growth of rice, and that it exhibits excellent safety for paddy rice.After further research, the present invention was completed.
即ち、本発明は、
一般式（Ｉ）
２
［式中、Ｑは
を、Ｒ１８よびＲ２は、それぞれ低級アルキル基又は低
級アルコキシ基を％ Ｒ３は、低級アルキル基、ハロゲ
ン原子又はハロゲンで置換された低級アルキル基を、Ｒ
２は、水素原子、低級アルキル基、ハロゲン原子、低級
アルコキシ基、低級アルキルチオ基、低級アルキルアミ
７基又はジ低級アルキルアミ７基を示す。Ｊで表わされ
る化合物又はその塩と、
（２）下式で表わされるＯ （３ｔｅｒｔ−ブチルフ
ェニル）−Ｎ−（６−メトキシ−２−ピリジル）−Ｎ−
メチルチオカーバメート（すなわち化合物Ａ）と、（３
）下式で表わされる１ −（ａ 、α−ジメチルベンジ
ル）−３−（４−メチルフェニル）尿素（すなわち化合
物Ｂ、一般名ダイムロン）
で表わされる化合物を有効成分として含有することを特
徴とする除草剤組成物に関する。That is, the present invention is based on the general formula (I) 2 [wherein Q is %, R18 and R2 are each a lower alkyl group or a lower alkoxy group, and R3 is a lower alkyl group, a halogen atom, or a halogen substituted Lower alkyl group, R
2 represents a hydrogen atom, a lower alkyl group, a halogen atom, a lower alkoxy group, a lower alkylthio group, a lower alkyl amine 7 group, or a di-lower alkyl amine 7 group. A compound represented by J or a salt thereof; (2) O (3tert-butylphenyl)-N-(6-methoxy-2-pyridyl)-N- represented by the following formula;
methylthiocarbamate (i.e. compound A) and (3
) 1-(a,α-dimethylbenzyl)-3-(4-methylphenyl)urea (i.e., compound B, generic name: Daimeron) represented by the following formula, as an active ingredient. The present invention relates to herbicide compositions.
本発明除草剤組成物は、雑草の出芽前または出芽後に処
理しても優れた効果を有し、稲に対して薬害はなく、優
れた選択性除草剤として有用である。また、稲以外の各
種作物に対しても薬害はなく、優れた選択性除草剤とし
て有用であり、その他の畑地、果樹園などの農園芸分野
及び非農耕地における各種雑草防除にも適用でき、雑草
防除に当たって大きな経済効果を有する。The herbicide composition of the present invention has excellent effects even when treated before or after the emergence of weeds, has no phytotoxicity to rice, and is useful as an excellent selective herbicide. In addition, it is not harmful to various crops other than rice, and is useful as an excellent selective herbicide. It can also be applied to control various weeds in agricultural and horticultural fields such as fields and orchards, and in non-agricultural lands. It has a great economic effect in weed control.
前記一般式（Ｉ）において、Ｒ，、Ｒ，及びＲ１で表わ
される低級アルキル基としては、炭素数１〜４の直鎖状
又は分校状のアルキル基が好ましく、例えば、メチル、
エチル、グロビル、イソプロピル。In the general formula (I), the lower alkyl group represented by R, R, and R1 is preferably a linear or branched alkyl group having 1 to 4 carbon atoms, such as methyl,
Ethyl, globil, isopropyl.
ブチル、インブチル等が挙げられる。Examples include butyl and inbutyl.
Ｒ４で表わされる低級アルキル基としては、上記した炭
素数１〜４のアルキル基に加え、ペンチル、ヘキシル等
も適しており炭素数１〜６の直鎖状又は分校状のアルキ
ル基が好ましい。As the lower alkyl group represented by R4, in addition to the above-mentioned alkyl groups having 1 to 4 carbon atoms, pentyl, hexyl, etc. are also suitable, and linear or branched alkyl groups having 1 to 6 carbon atoms are preferable.
Ｒ８及びＲ４で表わされるハロゲン原子としては、フッ
素原子、塩素原子、臭素原子、ヨウ素原子が挙げられる
。Examples of the halogen atom represented by R8 and R4 include a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom.
Ｒ８で表わされるハロゲンで置換されていてもよい低級
アルキル基のハロゲンとしても上記したものが挙げられ
る。The halogens of the optionally halogen-substituted lower alkyl group represented by R8 include those mentioned above.
Ｒ□、Ｒ，、Ｒ，で表わされる低級アルコキシ基中のア
ルキル部分、及びＲ４で表わされる低級アルキルチオ基
、低級アルキルアミノ基及びジ低級アルキルアミノ基中
のアルキル部分としても上記、Ｒｒ 、 ＲＺ 、 Ｒ
ｓに関して述べたような炭素数１〜４の低級アルキル基
が挙げられる。As the alkyl moiety in the lower alkoxy group represented by R□, R,, R, and the alkyl moiety in the lower alkylthio group, lower alkylamino group, and di-lower alkylamino group represented by R4, the above, Rr, RZ, R
Examples include lower alkyl groups having 1 to 4 carbon atoms as described for s.
式（Ｉ）で表わされる化合物の塩としては、例えば無機
塩基としてはたとえばアルカリ金属（たとえばナトリウ
ム、カリウムなど）、アルカリ土類金属（たとえばカル
シウムなど）、アンモニアなどとの塩が、又有機塩基塩
としてはたとえばジメチルアミン、トリエチルアミン、
ピペラジン、ピロリジン、ピペリジン、２−フェニルエ
チルベンジルアミン、ベンジルアミン、エタノールアミ
ン。Examples of salts of the compound represented by formula (I) include salts with inorganic bases such as alkali metals (e.g., sodium, potassium, etc.), alkaline earth metals (e.g., calcium, etc.), ammonia, etc., and organic base salts. For example, dimethylamine, triethylamine,
Piperazine, pyrrolidine, piperidine, 2-phenylethylbenzylamine, benzylamine, ethanolamine.
ジェタノールアミンなどとの塩などが用いられる。Salts with jetanolamine etc. are used.
尚、これらの化合物（Ｉ）は、前記特開昭６４−３８０
９１に記載の方法に従って製造することができる。In addition, these compounds (I) are
It can be produced according to the method described in 91.
前記一般式（Ｉ）で表わされる化合物の代表例を次に示
す。以下の化合物は一般式（Ｉ）で表わされる化合物に
包含されるものであるが、一般式で表わされる化合物は
これに限定されるものではない。Representative examples of the compound represented by the general formula (I) are shown below. The following compounds are included in the compounds represented by the general formula (I), but the compounds represented by the general formula are not limited thereto.
又、化合物Ａは例えば、上記特公昭６２−５４４２４に
記載の方法によって製造することができる。Further, Compound A can be produced, for example, by the method described in the above-mentioned Japanese Patent Publication No. 62-54424.
化合物Ｂはショウロン（一般名ダイムロン）として市販
されている。Compound B is commercially available as Shoron (generic name Daimeron).
本発明による組成物は各成分の相対的活性にもよるが、
一般には化合物Ｂ−重量部当り一般式（Ｉ）で表わされ
る化合物約０．０ｌ−１０ｆ［置部、化合物Ａ約０．２
〜５重量部が適当である。化合物（１）の製剤中の含有
割合は約０，０５〜９０重量％程度が適当であるが、粒
剤としては約０．０５〜１０重量％、好ましくは約０．
１〜５重量％が適当である。化合物Ａの製剤中の含有割
合は約０．１〜９０重量％が適当であるが、粒剤として
は約１〜５重量％、好ましくは約２〜４重量％が適当で
ある。化合物Ｂの製剤中の含有割合は０゜５〜９０重量
％適当が適当であるが、粒剤としては約０．５〜２０重
量％、好ましくは約ｉ−ｉ。Compositions according to the invention may vary depending on the relative activity of each component.
In general, about 0.0 l to 10 f of the compound represented by formula (I) per part by weight of compound B [about 0.2 parts of compound A]
~5 parts by weight is suitable. The content of compound (1) in the formulation is suitably about 0.05 to 90% by weight, but as granules it is about 0.05 to 10% by weight, preferably about 0.05 to 90% by weight.
1 to 5% by weight is suitable. The content of Compound A in the formulation is suitably about 0.1 to 90% by weight, but in the form of granules, it is suitably about 1 to 5% by weight, preferably about 2 to 4% by weight. The content of Compound B in the preparation is suitably 0.5 to 90% by weight, but in the form of granules it is about 0.5 to 20% by weight, preferably about ii.
重量％が適当である。Weight % is appropriate.
除草剤組成物の施用適量は、適用場面、適用時期、施用
方法、対象草種、栽培作物種等により差異があり、−概
に規定できないが、一般にアール当り活性成分約０．１
〜１００ｇ好ましくは約１〜５０ｇが適量である。The appropriate amount of the herbicide composition to be applied varies depending on the application situation, application time, application method, target grass species, cultivated crop species, etc. - Although it cannot be generally specified, it is generally about 0.1 of the active ingredient per area.
~100g, preferably about 1-50g is a suitable amount.
本発明の除草剤組成物を適用するに際しては、一般の農
薬のとりうる形態、即ち、本発明！！虞物を使用目的に
よって適当な液体担体に溶解するか分散させるか、また
は適当な固体担体と混合するか吸着させ、乳剤、水利剤
１粒剤、微粒剤、微粒剤Ｆ、フロアブル刑などの製剤と
して使用する。When applying the herbicide composition of the present invention, the form that can be taken by general agricultural chemicals, that is, the present invention! ! Depending on the purpose of use, the substance is dissolved or dispersed in a suitable liquid carrier, or mixed with or adsorbed on a suitable solid carrier to form preparations such as emulsions, water-containing tablets, fine granules, fine granules F, and flowables. Use as.
これらの製剤は必要に応じ、乳化剤１分散剤、展着剤、
浸透剤、湿潤剤、粘漿剤、安定剤などを添加してもよく
、自体公知の方法で調製することができる。使用する液
体担体（溶剤）としては、例えハ水、アルコール類（例
、メタノール、エタノール、ｎ−７’ロバノール、イソ
プロパノール、エチレングリコール等）、ケトン類（例
、アセトン、メチルエチルケトン等）、エーテル類（例
、ジオキサン、テトラヒドロ７ラン、エチレングリコー
ルモノメチルエーテル、ジエチレングリコールモノメチ
ルエーテル、フロピレンゲリコールモノメチルエーテル
等）、脂肪族炭化水素類（例、ケロシン。These preparations contain emulsifiers, dispersants, spreading agents,
Penetrants, wetting agents, mucilage agents, stabilizers, etc. may be added, and they can be prepared by methods known per se. Examples of liquid carriers (solvents) used include water, alcohols (e.g., methanol, ethanol, n-7' lobanol, isopropanol, ethylene glycol, etc.), ketones (e.g., acetone, methyl ethyl ketone, etc.), ethers ( (e.g., dioxane, tetrahydro-7rane, ethylene glycol monomethyl ether, diethylene glycol monomethyl ether, propylene gelicol monomethyl ether, etc.), aliphatic hydrocarbons (e.g., kerosene.
灯油、燃料油１機械油等）、芳香族炭化水素類（例、ベ
ンゼン、トルエン、キシレン、ソルベントナフサ、メチ
ルナフタレン等）、ハロゲン化炭化水素＊（Ｌ ジクロ
ロメタン、クロロホルム、四塩化炭素等）、酸アミド類
（例、ジメチルホルムアミド。Kerosene, fuel oil 1 machine oil, etc.), aromatic hydrocarbons (e.g., benzene, toluene, xylene, solvent naphtha, methylnaphthalene, etc.), halogenated hydrocarbons* (L dichloromethane, chloroform, carbon tetrachloride, etc.), acids Amides (e.g. dimethylformamide).
ジメチルアセトアミド等）、エステル類（例、酢酸エチ
ルエステル、酢酸ブチルエステル、脂肪酸グリセリンエ
ステル等）、ニトリル類（例、アセトニトリル、プロピ
オニトリル等）などの溶媒が適当であり、これらは１種
または２種以上を適当な割合で混合して使用する。Suitable solvents include dimethylacetamide, etc.), esters (e.g., ethyl acetate, butyl acetate, fatty acid glycerin ester, etc.), and nitriles (e.g., acetonitrile, propionitrile, etc.). Use a mixture of seeds or more in an appropriate ratio.
固体担体（希釈・増量剤）としては、植物性粉末（例、
大豆粉、タバコ粉、小麦粉、木粉等）、鉱物性粉末（例
、カオリン、ベントナイト、酸性白土。Solid carriers (diluents and bulking agents) include vegetable powders (e.g.
soybean flour, tobacco flour, wheat flour, wood flour, etc.), mineral powders (e.g. kaolin, bentonite, acid clay).
クレー等のクレー類、滑石粉、ロウ石粉等のタルク類、
珪藻土、雲母粉などのシリカ類等）、アルミナ、硫黄粉
末、活性炭などが適当であり、これらは１種又は２種以
上を適当な割合で混合して使用する。Clays such as clay, talcs such as talc powder, waxite powder,
Suitable materials include silicas such as diatomaceous earth and mica powder), alumina, sulfur powder, and activated carbon, and these may be used alone or in a mixture of two or more in an appropriate ratio.
乳化剤、展着剤、浸透剤１分散剤などとして使用される
界面活性剤としては、必要に応じて石けん類、ポリオキ
シエチレンアルキルアリールエーテル類（例、ノイゲン
、イー・ニー１４２（Ｅ、Ａ１４２）ｏ第一工業製薬（
株）製）、ポリオキシエチレンアリールエステル類（例
、ノナール［Ｆ］、東邦化学（株）製）、アルキル硫酸
塩類（例、エマールｔｏ 、エマール４０ｏ、花王（
株）製）、アルキ［Ｆ］
ルスルホン酸塩類（例、ネオゲン［Ｆ］、ネオゲンＴｏ
、第一工業製薬（株）製：ネオペレッタス［Ｆ］花イー
株）製）、ポリエチレングリコールエーテル類（例、ダ
ニポール８５ｏ、ノニポール１００■ノニボールｌ ６
０（８１，三洋化成（株）、多価アルコールエステル類
（例、トウイーン２０ｏ、 トウイーン８０ｏ、花王（
株）製）などの非イオン系及びアニオン系界面活性剤が
用いられる。As surfactants used as emulsifiers, spreading agents, penetrating agents, dispersants, etc., soaps, polyoxyethylene alkylaryl ethers (e.g., Neugen, E.N. 142 (E, A142)) may be used as necessary. o Daiichi Kogyo Seiyaku (
(manufactured by Toho Chemical Co., Ltd.), polyoxyethylene aryl esters (e.g., nonal [F], manufactured by Toho Chemical Co., Ltd.), alkyl sulfates (e.g., Emar to, Emar 40o, Kao (
Co., Ltd.), alkyl [F] sulfonates (e.g., Neogen [F], Neogen To
, manufactured by Daiichi Kogyo Seiyaku Co., Ltd.: manufactured by Neoperetta [F] Hana E Co., Ltd.), polyethylene glycol ethers (e.g., Danipol 85o, Nonipol 100 ■ Noniball l 6)
0 (81, Sanyo Kasei Co., Ltd.), polyhydric alcohol esters (e.g., Tween 20o, Tween 80o, Kao (
Nonionic and anionic surfactants such as those manufactured by Co., Ltd.) are used.
また、本発明の除草剤組成物に殺虫剤、殺菌剤、肥料、
色素、香料、除草剤（例、Ｓ、Ｓ−ジメチル２−（ジフ
ルオロメチル）−４−（２−メチルプロピル）−６−０
リフルオロメチル）−３，５−ビリジンジカルポチオエ
ート）などを適宜配合してもよい。In addition, the herbicide composition of the present invention may include insecticides, fungicides, fertilizers,
Pigments, fragrances, herbicides (e.g. S, S-dimethyl 2-(difluoromethyl)-4-(2-methylpropyl)-6-0
(lifluoromethyl)-3,5-pyridine dicarpothioate), etc. may be blended as appropriate.
発明の効果
本発明の薬害の軽減された水稲用除草剤組成物は、移植
水稲、直播水稲に適用性を有し、広範な処理時期におい
て水稲に薬害を生じることなく、また、不良環境下でも
実用上無視できる程度に薬害を軽減し、水稲田のタイヌ
ビエ、タマガヤツリ、コナギ、アゼナ、キカシグサ等の
一年生雑草、ホタルイ類、ウリカワ、ミズガヤツリ、ク
ログワイ、オモダカ等の多年生雑草に優れた除草効果を
示す。Effects of the Invention The herbicide composition for paddy rice with reduced phytotoxicity of the present invention is applicable to transplanted paddy rice and directly sown paddy rice, does not cause phytotoxicity to paddy rice in a wide range of processing periods, and can be used even under poor environments. It reduces chemical damage to a level that can be ignored in practical terms, and exhibits excellent herbicidal effects on annual weeds in paddy rice fields, such as Japanese grasshopper, Japanese cypress, Japanese cypress, Japanese azalea, and Kikashigusa.
実施例
次に、本発明の製剤例をあげ本発明を具体的に説明する
が、本発明はこれのみに限定されるものではない。EXAMPLES Next, the present invention will be specifically explained using formulation examples of the present invention, but the present invention is not limited thereto.
製剤例１
粒剤
化合物Ｎｏ、 Ｉ Ｏ，２５重量
％化合物Ａ ３．５重量％化合物
８ ５．０重量％リグニンスルホン
酸ナトリウム ５．０重量％ベントナイト
１５．０重量％クレー
７１．２５重量％の混合物に、この混合物総量に対し
て１２重量％の水を加えて練り合わせ造粒してなる粒剤
。Formulation Example 1 Granule Compound No. I O, 25% by weight Compound A 3.5% by weight Compound 8 5.0% by weight Sodium ligninsulfonate 5.0% by weight Bentonite
15.0% by weight clay
A granule prepared by adding 12% by weight of water based on the total amount of the mixture to a 71.25% by weight mixture, kneading and granulating the mixture.
製剤例２
粒剤
化合物ＮＯ，２０，３を量％
化合物Ａ ３．０重量％化合物Ｂ
Ｓ、０重量％リグニンスルホン
酸ナトリウム ５．０重量％ベントナイト
１５．０重量％クレー
７１．７重量％の混合物に、この混合物総量に対して
１２重量％の水を加えて練り合わせ造粒してなる粒剤。Formulation Example 2 Granules Compound No. 20, 3 Amount % Compound A 3.0% by weight Compound B
S, 0% by weight sodium lignin sulfonate 5.0% by weight bentonite
15.0% by weight clay
A granule prepared by adding 12% by weight of water based on the total amount of the mixture to a 71.7% by weight mixture, kneading and granulating the mixture.
製剤ｆ１３
水和剤
化合物Ｎｏ、 １ ２．０重量％化合
物Ａ ２０．０重量％化合物８
３０．０重量％リグニンスルホン酸
ナトリウム ５．０重量％ポリオキシエチレンアルキル
フェニルエーテル（ダニボール８５）
５．０重量％クレー ３４，０
重量％ホワイトカーボン ４．０重量％を
混合粉砕してなる水利剤。（水に適宜希釈して使用）
製剤例４
粒剤
化合物Ｎｏ、 １ ０．３重量％化
合物Ａ ３．０重量％化合物８
５．０重量％リグニンスルホン酸ナ
トリウム ５．０重量％ベントナイト
１５．０重量％クレー ７１
．７重量％の混合物に、この混合物総量に対して１２重
量％の水を加えて練り合わせ造粒してなる粒剤。Formulation f13 Wettable powder Compound No. 1 2.0% by weight Compound A 20.0% by weight Compound 8
30.0% by weight Sodium ligninsulfonate 5.0% by weight Polyoxyethylene alkylphenyl ether (Daniball 85)
5.0% by weight clay 34.0
An irrigation agent made by mixing and pulverizing 4.0% by weight of white carbon. (Use after appropriately diluting with water) Formulation Example 4 Granules Compound No. 1 0.3% by weight Compound A 3.0% by weight Compound 8
5.0% by weight Sodium ligninsulfonate 5.0% by weight Bentonite
15.0% by weight clay 71
．． A granule prepared by adding 12% by weight of water based on the total amount of the mixture to a 7% by weight mixture, kneading and granulating the mixture.
製剤例５
フロアブル
化合物Ｎｏ、 １ １．０重量％化合
物Ａ １０．０重量％化合物Ｂ
１６．０重量％カルボキシメ
チルセルロースナトリウム塩１．０重量％
ポリオキシエチレンアルキルフェニルエーテル３．０重
量％
アルキルナフタレンスルホン
２、０重量％
エチレングリコール １０．０ 重量％水
５７．０重量％水５７部にカ
ルボキシメチルセルロースナトリウム塩１部，ポリオキ
シエチレンアルキル７エ二ルエーテル３Ｌ アルキルナ
フタレンスルホン酸ナトリウム２部，およびエチレング
リコール１０部を加えて撹拌、溶解後に、化合物Ｎｏ．
ｌ １部。Formulation Example 5 Flowable Compound No. 1 1.0% by weight Compound A 10.0% by weight Compound B
16.0% by weight Carboxymethyl cellulose sodium salt 1.0% by weight Polyoxyethylene alkylphenyl ether 3.0% by weight Alkylnaphthalene sulfone 2.0% by weight Ethylene glycol 10.0% by weight Water
57.0% by weight 1 part of sodium carboxymethyl cellulose salt, 3 L of polyoxyethylene alkyl 7 enyl ether, 2 parts of sodium alkylnaphthalene sulfonate, and 10 parts of ethylene glycol were added to 57 parts of 57.0% water, stirred and dissolved, and then compound No.
l 1 part.
化合物Ａ１０部および化合物８１６部を加えてさらに撹
拌、分散し湿式粉砕機で微粉砕して均一な懸濁製剤を得
た。10 parts of Compound A and 816 parts of Compound were added, further stirred, dispersed, and finely pulverized using a wet pulverizer to obtain a uniform suspension preparation.
本発明の除草剤組成物を水稲移植前５日から水稲移植後
１５日頃（雑草の出芽前から生育盛期）までに、または
直播水稲の出芽時から４葉期頃までに水面に施用すれば
水稲に薬害を生じることなく、−平生雑草及び多年生雑
草を有効に防除することができる。その際、化合物（Ｉ
）でしめされる化合物、化合物Ａ１および化合物Ｂそれ
ぞれの持つ水稲用除草剤としての活性を低下させること
なく、幅広い雑草に殺草効果を発揮させることができる
。If the herbicide composition of the present invention is applied to the water surface from 5 days before transplanting paddy rice to about 15 days after transplanting paddy rice (from before the emergence of weeds to the peak growth period), or from the time of emergence to around the 4-leaf stage of directly sown paddy rice, It is possible to effectively control common weeds and perennial weeds without causing chemical damage to paddy rice. At that time, the compound (I
), Compound A1, and Compound B can exhibit herbicidal effects on a wide range of weeds without reducing their activity as herbicides for paddy rice.
また、不良環境条件（高温や植え付は姿勢の悪い場合）
においても水稲に対して顕著な薬害軽減効果を発揮し、
実用的に支障のない程度まで薬害を軽減させることがで
き、施用範囲を拡大することが可能となる。Also, poor environmental conditions (high temperature or poor planting posture)
It also has a remarkable effect on reducing phytotoxicity on paddy rice.
It is possible to reduce drug damage to a level that does not cause any practical problems, and it becomes possible to expand the range of application.
以下、本発明の水稲用除草剤としての有用性を試験例で
示す。The usefulness of the present invention as a herbicide for paddy rice will be shown below in test examples.
試験例１
高温、桟積えの不良環境条件での薬害軽減効果試験（屋
外ワグネルポット試験）
１１５０００アールワグネルポツトに水田土壌（砂質埴
壌土）をつめ、入水、代かき後５ｃｍの湛水状態とする
。これに２葉期の水稲苗（品種二日本晴）を１株３個体
として２株を別々のポットに２ｃｍ及び−０、５ｃｍ（
土壌表面に根部が０．５ｃｍ露出している状態）の深さ
に移植し、移植２日後に製剤ｆｖｌ及び比較例１及び２
で製剤した粒剤の所定量を処理した。試験は３反復した
。処理２１日後に水稲の草丈、茎数、地上部乾燥重を測
定し、次式により各項目について対無処理区比率（％）
を算出し、表示した。Test Example 1 Test for the effect of reducing chemical damage under high temperature and poor environmental conditions of stacking (outdoor Wagner pot test) A 115,000 Earl Wagner pot was filled with paddy soil (sandy clay loam) and submerged in water to a depth of 5 cm after plowing. do. To this, paddy rice seedlings (variety: Nihonbare) at the two-leaf stage were placed in separate pots, with 3 individuals per plant, at 2 cm and -0, 5 cm (
2 days after transplanting, the preparation fvl and Comparative Examples 1 and 2
A predetermined amount of granules formulated in The test was repeated three times. After 21 days of treatment, the plant height, number of stems, and dry weight of the aboveground parts were measured, and the ratio (%) of each item to the untreated plot was calculated using the following formula.
was calculated and displayed.
試験期間中の平均気温は、最高３２．３°Ｃ１最低２３
．０°Ｃ１平均２６．５°Ｃであった。The average temperature during the test period was a maximum of 32.3°C and a minimum of 23°C.
．． The average temperature at 0°C was 26.5°C.
尚、上記製剤例１の処方において化合物Ｂ１または化合
物Ｎｏ、ｌ及び化合物Ａをクレーに置き換え、他は同製
剤例とまったく同様に製造した製剤をそれぞれ比較例１
及び２とした。Comparative Example 1 was prepared by replacing Compound B1 or Compound No. 1 and Compound A with clay in the formulation of Formulation Example 1 above, and otherwise producing the formulation in exactly the same manner as in the same Formulation Example.
and 2.
その結果を表１に示した。The results are shown in Table 1.
試験例２
圃場における除草効果試験
慣行栽培にしたがって砂質埴壌土の水田を耕起、入水、
代かき後、１区ｌ−の試験区を設置し、ここにタイヌビ
エ種子、イヌホタル種子、コナギ種子、その他−手生雑
草種子の一定量をまき、土壌表層を混和した。更にウリ
カワ、ミズガヤツリ、クログワイ、オモダカの萌芽塊茎
を１０個づつ植え付け、２葉期の水稲苗（品種二日本晴
）を１株３個体として２４株づつを２ｃｍの深さに移植
した。Test Example 2 Weeding effect test in the field A paddy field made of sandy clay loam was plowed, flooded, and
After puddling, a 1-l- test plot was set up, and a certain amount of Japanese millet seeds, Japanese fireflies seeds, Japanese cabbage seeds, and other hand-grown weed seeds were sown here and the soil surface layer was mixed. Furthermore, 10 sprouted tubers of Urikawa, Mizugaya Tsuri, Kurogwai, and Omodaka were planted, and 24 plants of 2-leaf rice seedlings (variety Nihonbare) were transplanted to a depth of 2 cm, with 3 individuals per plant.
移植５日後（タイヌビエ約０．４葉期）及び１１日後（
タイヌビエ２．０葉期）に製剤例４、比較例１及び２（
試験例１に記載と同一）に従って製剤した各薬剤の所定
量を水面に施用した。試験は２反復とし、処理６０日後
に各雑草及び稲の地上部乾燥重を測定し、次式により抑
制率（％）を算出し、除草効果及び薬害を指数で表示し
た。5 days after transplanting (approx. 0.4 leaf stage) and 11 days after transplanting (approx. 0.4 leaf stage)
Formulation Example 4, Comparative Examples 1 and 2 (
A predetermined amount of each drug prepared according to the same method as described in Test Example 1 was applied to the water surface. The test was repeated twice, and the above-ground dry weight of each weed and rice plant was measured 60 days after treatment, the suppression rate (%) was calculated using the following formula, and the herbicidal effect and phytotoxicity were expressed as an index.
除草効果及び薬害の判定基準
θ〜
６〜
２６〜
５１〜
７６〜
薬害の判定基準
指 数 抑制率（％）
０ ０〜 ５
１ ６〜１５
２ １６〜２５
３ ２６〜５０
４ ５１〜７５
５ ７６〜１００
除草効果における指数５は、実用的に優れた効果を示し
、薬害における指数０は実用的にきわめて安全性の高い
ことを示す。Judgment criteria for herbicidal effect and chemical damage θ ~ 6 ~ 26 ~ 51 ~ 76 ~ Judgment criteria index for chemical damage Suppression rate (%) 0 0 ~ 5 1 6 ~ 15 2 16 ~ 25 3 26 ~ 50 4 51 ~ 75 5 76 ~100 An index of 5 in terms of herbicidal effect indicates a practically excellent effect, and an index of 0 in terms of chemical damage indicates extremely high safety in terms of practical use.
その結果を表２に示した。The results are shown in Table 2.
試験例３
稲の湛水直播栽培での適用性（圃場試験）慣行栽培にし
たがって埴壌土の水田を耕起、入水、代かき後、１区２
．５ｍ２の試験区を設置し、ここにタイヌビエ種子、イ
ヌホタル種子、コナギ種子の一定量をまき、土壌表層を
混和した。更にカルパー粉衣した水稲種子（品種二日本
晴）を１ｃｍの深さに播種した。播種８日後（稲０．２
葉期、タイヌビエ約１．３葉期）及び１５日後（稲２．
４葉期。Test Example 3 Applicability to flooded direct sowing cultivation of rice (field test) After plowing, flooding, and puddling a clay loam paddy field according to conventional cultivation, 1 section 2
．． A 5 m2 test plot was set up, and a certain amount of Japanese millet seeds, Japanese fireflies seeds, and Japanese oak seeds were sown there, and the soil surface layer was mixed. Furthermore, paddy rice seeds (variety Nihonbare) coated with Culper flour were sown at a depth of 1 cm. 8 days after sowing (rice 0.2
leaf stage, about 1.3 leaf stage of Japanese rice plant) and after 15 days (2.3 leaf stage of rice plant)
Four-leaf stage.
タイヌビエ２．４葉期）に製剤例４．比較例１（試験例
１に記載と同一）で製剤した各薬剤の所定量を水面に施
用した。試験は３反復とし、処理３８日後に各雑草に対
する除草効果及び稲に対する薬害を、試験例３と同様の
方法で調査し、同様の基準で表示した。Formulation example 4. A predetermined amount of each drug formulated in Comparative Example 1 (same as described in Test Example 1) was applied to the water surface. The test was repeated three times, and after 38 days of treatment, the herbicidal effect on each weed and the chemical damage to rice were investigated in the same manner as in Test Example 3, and expressed using the same criteria.
その結果を表３に示した。The results are shown in Table 3.
（以下余白） 表３(Margin below) Table 3
Claims (1)
表等があります▼又は▲数式、化学式、表等があります
▼ を、Ｒ＿１およびＲ＿２は、それぞれ低級アルキル基又
は低級アルコキシ基を、Ｒ＿３は、低級アルキル基、ハ
ロゲン原子又はハロゲンで置換された低級アルキル基を
、Ｒ＿４は、水素原子、低級アルキル基、ハロゲン原子
、低級アルコキシ基、低級アルキルチオ基、低級アルキ
ルアミノ基又はジ低級アルキルアミノ基を示す。］で表
わされる化合物又はその塩と、 （２）式 Ｏ−（３−ｔｅｒｔ−ブチルフェニル）−Ｎ−（６−メ
トキシ−２−ピリジル）−Ｎ−メチルチオカーバメート で表わされる化合物と、 （３）式 １−（α，α−ジメチルベンジル）−３−（４−メチル
フェニル）尿素 で表わされる化合物を有効成分として含有することを特
徴とする除草剤組成物。[Claims] 1. (1) General formula ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ [In the formula, Q is ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼, ▲ Numerical formulas, chemical formulas, etc.
There are tables, etc. ▼ or ▲ There are mathematical formulas, chemical formulas, tables, etc. R_4 represents a hydrogen atom, a lower alkyl group, a halogen atom, a lower alkoxy group, a lower alkylthio group, a lower alkylamino group or a di-lower alkylamino group. ] or a salt thereof; (2) a compound represented by the formula O-(3-tert-butylphenyl)-N-(6-methoxy-2-pyridyl)-N-methylthiocarbamate; (3) A herbicidal composition comprising a compound represented by the formula 1-(α,α-dimethylbenzyl)-3-(4-methylphenyl)urea as an active ingredient.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP15113789A JP2767128B2 (en) | 1989-05-30 | 1989-06-14 | Herbicide composition |
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP13693489 | 1989-05-30 | ||
| JP1-136934 | 1989-05-30 | ||
| JP15113789A JP2767128B2 (en) | 1989-05-30 | 1989-06-14 | Herbicide composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH0372408A true JPH0372408A (en) | 1991-03-27 |
| JP2767128B2 JP2767128B2 (en) | 1998-06-18 |
Family
ID=26470384
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP15113789A Expired - Fee Related JP2767128B2 (en) | 1989-05-30 | 1989-06-14 | Herbicide composition |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP2767128B2 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1996019110A3 (en) * | 1994-12-22 | 1996-10-31 | Monsanto Co | Herbicidal compositions |
-
1989
- 1989-06-14 JP JP15113789A patent/JP2767128B2/en not_active Expired - Fee Related
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1996019110A3 (en) * | 1994-12-22 | 1996-10-31 | Monsanto Co | Herbicidal compositions |
| US6455470B1 (en) | 1994-12-22 | 2002-09-24 | Monsanto Technology Llc | Herbicidal compositions |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2767128B2 (en) | 1998-06-18 |
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