JPH03215404A - Herbicide composition - Google Patents
Herbicide compositionInfo
- Publication number
- JPH03215404A JPH03215404A JP2009501A JP950190A JPH03215404A JP H03215404 A JPH03215404 A JP H03215404A JP 2009501 A JP2009501 A JP 2009501A JP 950190 A JP950190 A JP 950190A JP H03215404 A JPH03215404 A JP H03215404A
- Authority
- JP
- Japan
- Prior art keywords
- formulas
- tables
- group
- mathematical
- chemical formulas
- 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
- 230000002363 herbicidal effect Effects 0.000 title claims abstract description 24
- 239000000203 mixture Substances 0.000 title claims abstract description 21
- 239000004009 herbicide Substances 0.000 title abstract description 17
- 150000001875 compounds Chemical class 0.000 claims abstract description 32
- -1 urea compound Chemical class 0.000 claims abstract description 21
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 9
- 125000003545 alkoxy group Chemical group 0.000 claims abstract description 6
- 239000004480 active ingredient Substances 0.000 claims abstract description 5
- 229910052801 chlorine Inorganic materials 0.000 claims abstract description 3
- 239000000126 substance Substances 0.000 claims description 28
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 7
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 4
- 125000002947 alkylene group Chemical group 0.000 claims description 3
- 229910052799 carbon Inorganic materials 0.000 claims description 3
- 125000004432 carbon atom Chemical group C* 0.000 claims description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 3
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 3
- 229910052757 nitrogen Inorganic materials 0.000 claims description 3
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 3
- 150000003672 ureas Chemical class 0.000 claims description 3
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 1
- 241000196324 Embryophyta Species 0.000 abstract description 14
- 101000742062 Bos taurus Protein phosphatase 1G Proteins 0.000 abstract description 3
- 230000002195 synergetic effect Effects 0.000 abstract description 3
- 239000005476 Bentazone Substances 0.000 abstract description 2
- 239000005647 Chlorpropham Substances 0.000 abstract description 2
- HCRWJJJUKUVORR-UHFFFAOYSA-N Desmetryn Chemical compound CNC1=NC(NC(C)C)=NC(SC)=N1 HCRWJJJUKUVORR-UHFFFAOYSA-N 0.000 abstract description 2
- 239000005558 Fluroxypyr Substances 0.000 abstract description 2
- 239000005583 Metribuzin Substances 0.000 abstract description 2
- ZOMSMJKLGFBRBS-UHFFFAOYSA-N bentazone Chemical compound C1=CC=C2NS(=O)(=O)N(C(C)C)C(=O)C2=C1 ZOMSMJKLGFBRBS-UHFFFAOYSA-N 0.000 abstract description 2
- CNBGNNVCVSKAQZ-UHFFFAOYSA-N benzidamine Natural products C12=CC=CC=C2C(OCCCN(C)C)=NN1CC1=CC=CC=C1 CNBGNNVCVSKAQZ-UHFFFAOYSA-N 0.000 abstract description 2
- 239000004202 carbamide Substances 0.000 abstract description 2
- CWJSHJJYOPWUGX-UHFFFAOYSA-N chlorpropham Chemical compound CC(C)OC(=O)NC1=CC=CC(Cl)=C1 CWJSHJJYOPWUGX-UHFFFAOYSA-N 0.000 abstract description 2
- MEFQWPUMEMWTJP-UHFFFAOYSA-N fluroxypyr Chemical compound NC1=C(Cl)C(F)=NC(OCC(O)=O)=C1Cl MEFQWPUMEMWTJP-UHFFFAOYSA-N 0.000 abstract description 2
- FOXFZRUHNHCZPX-UHFFFAOYSA-N metribuzin Chemical compound CSC1=NN=C(C(C)(C)C)C(=O)N1N FOXFZRUHNHCZPX-UHFFFAOYSA-N 0.000 abstract description 2
- LLLFASISUZUJEQ-UHFFFAOYSA-N orbencarb Chemical compound CCN(CC)C(=O)SCC1=CC=CC=C1Cl LLLFASISUZUJEQ-UHFFFAOYSA-N 0.000 abstract description 2
- LFULEKSKNZEWOE-UHFFFAOYSA-N propanil Chemical compound CCC(=O)NC1=CC=C(Cl)C(Cl)=C1 LFULEKSKNZEWOE-UHFFFAOYSA-N 0.000 abstract description 2
- 125000006519 CCH3 Chemical group 0.000 abstract 1
- 231100000674 Phytotoxicity Toxicity 0.000 abstract 1
- 230000001276 controlling effect Effects 0.000 abstract 1
- PFBUKDPBVNJDEW-UHFFFAOYSA-N dichlorocarbene Chemical group Cl[C]Cl PFBUKDPBVNJDEW-UHFFFAOYSA-N 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 description 7
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 6
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 5
- 240000008042 Zea mays Species 0.000 description 5
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 5
- 235000005822 corn Nutrition 0.000 description 5
- 238000009472 formulation Methods 0.000 description 5
- 239000000969 carrier Substances 0.000 description 4
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 4
- 241000208296 Datura Species 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 239000000839 emulsion Substances 0.000 description 3
- 239000005995 Aluminium silicate Substances 0.000 description 2
- 244000184734 Pyrus japonica Species 0.000 description 2
- 241000209140 Triticum Species 0.000 description 2
- 235000021307 Triticum Nutrition 0.000 description 2
- 239000002671 adjuvant Substances 0.000 description 2
- 150000001346 alkyl aryl ethers Chemical class 0.000 description 2
- 235000012211 aluminium silicate Nutrition 0.000 description 2
- 239000004927 clay Substances 0.000 description 2
- 239000002270 dispersing agent Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 239000008187 granular material Substances 0.000 description 2
- 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 2
- 238000002156 mixing Methods 0.000 description 2
- 239000002689 soil Substances 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- UVMTZTPUIFOAGM-UHFFFAOYSA-N (3-chlorophenyl)carbamic acid Chemical compound OC(=O)NC1=CC=CC(Cl)=C1 UVMTZTPUIFOAGM-UHFFFAOYSA-N 0.000 description 1
- 241001311476 Abies veitchii Species 0.000 description 1
- 244000215068 Acacia senegal Species 0.000 description 1
- 244000296912 Ageratum conyzoides Species 0.000 description 1
- 235000004405 Ageratum conyzoides Nutrition 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
- 241000217446 Calystegia sepium Species 0.000 description 1
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
- 235000007866 Chamaemelum nobile Nutrition 0.000 description 1
- 235000008495 Chrysanthemum leucanthemum Nutrition 0.000 description 1
- 241000270722 Crocodylidae Species 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 244000068988 Glycine max Species 0.000 description 1
- 235000010469 Glycine max Nutrition 0.000 description 1
- 229920000084 Gum arabic Polymers 0.000 description 1
- 240000005979 Hordeum vulgare Species 0.000 description 1
- 235000007340 Hordeum vulgare Nutrition 0.000 description 1
- 239000005909 Kieselgur Substances 0.000 description 1
- 235000000391 Lepidium draba Nutrition 0.000 description 1
- 229920001732 Lignosulfonate Polymers 0.000 description 1
- 244000042664 Matricaria chamomilla Species 0.000 description 1
- 235000007232 Matricaria chamomilla Nutrition 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 240000007594 Oryza sativa Species 0.000 description 1
- 235000007164 Oryza sativa Nutrition 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 244000292697 Polygonum aviculare Species 0.000 description 1
- 235000006386 Polygonum aviculare Nutrition 0.000 description 1
- 229920001214 Polysorbate 60 Polymers 0.000 description 1
- 240000001341 Reynoutria japonica Species 0.000 description 1
- 235000018167 Reynoutria japonica Nutrition 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 241000482268 Zea mays subsp. mays Species 0.000 description 1
- 239000000205 acacia gum Substances 0.000 description 1
- 235000010489 acacia gum Nutrition 0.000 description 1
- 150000008052 alkyl sulfonates Chemical class 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
- 239000000440 bentonite Substances 0.000 description 1
- 229910000278 bentonite Inorganic materials 0.000 description 1
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 1
- QKSKPIVNLNLAAV-UHFFFAOYSA-N bis(2-chloroethyl) sulfide Chemical compound ClCCSCCCl QKSKPIVNLNLAAV-UHFFFAOYSA-N 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
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 1
- 239000000920 calcium hydroxide Substances 0.000 description 1
- 229910001861 calcium hydroxide Inorganic materials 0.000 description 1
- 235000011116 calcium hydroxide Nutrition 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
- 229910052570 clay Inorganic materials 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 230000000295 complement effect Effects 0.000 description 1
- LNNWVNGFPYWNQE-GMIGKAJZSA-N desomorphine Chemical compound C1C2=CC=C(O)C3=C2[C@]24CCN(C)[C@H]1[C@@H]2CCC[C@@H]4O3 LNNWVNGFPYWNQE-GMIGKAJZSA-N 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 239000002917 insecticide Substances 0.000 description 1
- 125000002510 isobutoxy group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])O* 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 235000010460 mustard Nutrition 0.000 description 1
- 125000006606 n-butoxy group Chemical group 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000003506 n-propoxy group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])O* 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- LVTJOONKWUXEFR-FZRMHRINSA-N protoneodioscin Natural products O(C[C@@H](CC[C@]1(O)[C@H](C)[C@@H]2[C@]3(C)[C@H]([C@H]4[C@@H]([C@]5(C)C(=CC4)C[C@@H](O[C@@H]4[C@H](O[C@H]6[C@@H](O)[C@@H](O)[C@@H](O)[C@H](C)O6)[C@@H](O)[C@H](O[C@H]6[C@@H](O)[C@@H](O)[C@@H](O)[C@H](C)O6)[C@H](CO)O4)CC5)CC3)C[C@@H]2O1)C)[C@H]1[C@H](O)[C@H](O)[C@H](O)[C@@H](CO)O1 LVTJOONKWUXEFR-FZRMHRINSA-N 0.000 description 1
- 238000010298 pulverizing process Methods 0.000 description 1
- 235000009566 rice Nutrition 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 125000005920 sec-butoxy group Chemical group 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- ODCWYMIRDDJXKW-UHFFFAOYSA-N simazine Chemical compound CCNC1=NC(Cl)=NC(NCC)=N1 ODCWYMIRDDJXKW-UHFFFAOYSA-N 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 150000008054 sulfonate salts Chemical class 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 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
- 239000010455 vermiculite Substances 0.000 description 1
- 229910052902 vermiculite Inorganic materials 0.000 description 1
- 235000019354 vermiculite Nutrition 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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〕 本発明は除草剤組成物に関するものである。[Detailed description of the invention] [Industrial application field] The present invention relates to herbicidal compositions.
小麦、トウモロコシ、イネ、大豆等は重要な作物であり
、これらの作物の増収をはかるために、多くの除草剤が
使用されてきたが、従来の除草剤は除草活性や作物への
安全性の面で充分であるとは言いがたく、少量で有害雑
草を枯殺し、かつ作物に対しては薬害を生じない安全な
除草剤が望まれている。Wheat, corn, rice, soybeans, etc. are important crops, and many herbicides have been used to increase the yield of these crops, but conventional herbicides lack herbicidal activity and crop safety. However, there is a need for a safe herbicide that kills harmful weeds in small amounts and does not cause chemical damage to crops.
このような除草剤として下記一般式［１］０
〔式中、Ａｒは式；
ＲＩ９
（ここでＲ１ないしＲＩ５およびＲ”ないしＲ３１の各
基は同一または相異なり水素原子、低級アルキル基また
は低級アルコキシル基を表わし、Ｒｌ６は水素原子、低
級アルキル基、低級アルコキシル基または水酸基を表わ
す。ただし、Ｒ２とＲ３、Ｒ６とＲ７、Ｒ９とＲ １Ｇ
、Ｒ Ｉ ＩとＲＩ５またはＲｕｓとＲＩ６の各両基は
連結して低級アルキル基で置換されていてもよいアルキ
レン鎖を表わし、それらが結合している炭素原子ととも
に５ないし６員環を形成していてもよく、あるいはＲ”
とＲＩ２は連結してエチレンジオキシル基を表わしても
よく、あるいはＲ １４とＲＩ５は連結してジクロロメ
チレン基を表わしでもよい。）で示されるいずれかの基
を、Ａは窒素原子または一〇一
Ｘ
（ここでＸは水素原子、塩素原子、二トロ基またはトリ
フルオロメチル基を表わす。）を、Ｂは、水素原子、メ
チル基またはメトキシ基を示す。〕で表わされる尿素化
合物群が特開昭６３−１０７７９号において提案されて
いる。Such herbicides are represented by the following general formula [1]0 [wherein, Ar is the formula; Rl6 represents a hydrogen atom, a lower alkyl group, a lower alkoxyl group, or a hydroxyl group.However, R2 and R3, R6 and R7, R9 and R1G
, R I I and RI5 or Rus and RI6 are linked together to represent an alkylene chain optionally substituted with a lower alkyl group, and together with the carbon atom to which they are bonded, form a 5- to 6-membered ring. or R”
and RI2 may be connected to each other to represent an ethylenedioxyl group, or R14 and RI5 may be connected to each other to represent a dichloromethylene group. ), A is a nitrogen atom or 101X (where X represents a hydrogen atom, a chlorine atom, a ditro group or a trifluoromethyl group), B is a hydrogen atom, Indicates a methyl group or a methoxy group. ] A group of urea compounds represented by the following is proposed in JP-A-63-10779.
一方、下記式［ａ）〜（ｊ）
（ａ）
ＣＨ３
（ｂ）
ｒ
（ｃ）
（ｄ）
（ｅ）
（ｆ）
〔ｉ〕 〔ｊ〕で表わされ
る化合物は公知の除草剤である。On the other hand, compounds represented by the following formulas [a) to (j) (a) CH3 (b) r (c) (d) (e) (f) [i] [j] are known herbicides.
しかしながら、上記一般式（１）の化合物および式（ａ
）〜（ｊ）の化合物は、高薬量で使用した場合は種々の
雑草に有効であるが、低薬量で使用した場合は、有効雑
草種が少ないという問題点があった。However, the compound of general formula (1) and the formula (a
The compounds of ) to (j) are effective against various weeds when used in high doses, but when used in low doses, there is a problem that only a few weed species are effective.
本発明は上記のような従来の問題点を解決するためのも
ので、一般式（１）の化合物と式（ａ）〜〔ｊ〕の化合
物を併用することにより、それぞれの化合物の単剤では
防除困難な雑草に対して補足し合い、完全な防除効果を
示すとともに、単剤では完全に防除しえない低薬量にお
いても相乗的除草効果を発揮し、かつトウモロコシ等の
作物に対して高い安全性を有する除草剤組成物を提供す
ることを目的としている。The present invention is intended to solve the above-mentioned conventional problems, and by using the compound of general formula (1) and the compounds of formulas (a) to [j] in combination, They complement each other to show a complete control effect on weeds that are difficult to control, and also exhibit a synergistic herbicidal effect even at low doses that cannot be completely controlled with a single agent, and are highly effective against crops such as corn. The objective is to provide a safe herbicide composition.
本発明は一般式（１）
０
〔式中、Ａｒは式；
ＲＩ９
（ここでＲ１ないしＲＩＳおよびＲＩ７ないしＲｚｓの
各基は同一または相異なり水素原子、低級アルキル基ま
たは低級アルコキシル基を表わし、Ｒ＋ａは水素原子、
低級アルキル基、低級アルコキシル基または水酸基を表
わす。ただし、Ｒ２とＲ’ 、Ｒ６とＲ７、Ｒ９とＲＩ
Ｇ、ＲｌｌとＲＩＳまたはＲＩ５とＲ Ｉ６の各両基は
連結して低級アルキル基で置換されていてもよいアルキ
レン鎖を表わし、それらが結合している炭素原子ととも
に５ないし６員環を形成していてもよ《、あるいはＲ
ｌ ｌとＲ′ｇは連結してエチレンジオキシル基を表わ
してもよく、あるいはＲｌ４とＲ”は連結してジクロロ
メチレン基を表わしてもよい。）で示されるいずれかの
基を、Ａは窒素原子またはーＣ＝
Ｘ
（ここでＸは水素原子、塩素原子、二トロ基またはトリ
フルオ口メチル基を表わす。）を、Ｂは、水素原子、メ
チル基またはメトキシ基を示す。〕で表わされる尿素化
合物群から選ばれる少なくとも１種の化合物と、下記の
式（ａ），（ｂ），（ｃ）．（ｄ），（ｅ）．（ｆ）．
（ｇ），（ｈ）（ｉ）および（ｊ）
（ａ）
『
（Ｃ）
〔ｅ〕
［ｇ］
ＣＨ．
（ｂ）
Ｃｄ）
（ｆ）
しｈノ
で表わされる化合物群から選ばれる少なくとも１種の化
合物とを有効成分として含有する除草剤組成物である。The present invention is based on the general formula (1) 0 [wherein, Ar is the formula; is a hydrogen atom,
Represents a lower alkyl group, lower alkoxyl group or hydroxyl group. However, R2 and R', R6 and R7, R9 and RI
G, Rll and RIS or RI5 and RI6 each represent an alkylene chain which may be substituted with a lower alkyl group, and form a 5- to 6-membered ring with the carbon atom to which they are bonded. Even if it's 《or R
l l and R'g may be connected to represent an ethylenedioxyl group, or Rl4 and R'' may be connected to represent a dichloromethylene group. Represented by a nitrogen atom or -C= At least one compound selected from the group of urea compounds and the following formulas (a), (b), (c).(d), (e).(f).
(g), (h) (i) and (j) (a) “ (C) [e] [g] CH. (b) Cd) (f) A herbicidal composition containing at least one compound selected from the group of compounds represented by the following formulas as an active ingredient.
一般式（１）においてＲ’ないしＲ３１１の低級アルキ
ル基としてはメチル基、エチル基、ｎ−プロビル基、イ
ソプロビル基、ｎ−ブチル基、イソプチル基、ｓｅｃ−
ブチル基、ｔｅｒｔ−ブチル基などを挙げることができ
、低級アルコキシル基としてはメトキシ基、エトキシ基
、ｎ−プロポキシ基、イソプロボキシ基、ｎ−ブトキシ
基、イソブトキシ基、ｓｅｃ−プトキシ基などがある。In general formula (1), the lower alkyl group for R' to R311 is a methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-
Examples include butyl group and tert-butyl group, and examples of lower alkoxyl groups include methoxy group, ethoxy group, n-propoxy group, isoproboxy group, n-butoxy group, isobutoxy group, and sec-butoxy group.
一般式（１）の化合物の例としては、次の第１表ないし
第４表のものがある。Examples of compounds of general formula (1) include those in Tables 1 to 4 below.
（本頁以下余白）
第
１
表
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式（ａ）〜（ｊ）の化合物（以下、化合物ａ〜ｊと記す
）は次の通りである。(Margins below this page) Table 1 n Table l Table (continued) Table ■ Table (continued) Table 1 (continued) Table 1 (continued) Table 2 Table 0 Table 2 (continued) Table 2 (continued) Table 2 (Continued) Table 2 (Continued) Table 2 (Continued) 3 Table 0 Table 3 (Continued) Table 3 (Continued) 5 Table 0 Table 5 (Continued) 6 Table 0 6 Table (Continued) 7th Table 0 8th Table 0 9th Table 0 10th Table 11 The compounds of formulas (a) to (j) (hereinafter referred to as compounds a to j) are as follows.
化合物ａ
ＭＣＰ
４−クロロ−２−メチルフエノキシ酢酸化合物ｂ
ＭＣＰＰ
２−（４−クロロ−２−メチルフエノキシ）プロビオン
酸
化合物Ｃ
フルロキシビル（ｆｌｕｒｏｘｙｐｙｒ）４−アミノー
３，５−ジクロロー６−フルオロー２−ビリジルオキシ
酢酸
化合物ｄ
プロバニル（ｐｒｏｐａｎｉｌ）
３．４−ジクロロプロピオン酸アニリド化合物ｅ
クロロプロファム（ｃｈｌｏｒｐｒｏｐｈａｍ）Ｎ−
（３−クロロフェニル）カルバミン酸イソプロビルエス
テル
化合物ｆ
オルヘンカーブ（ｏｒｂｅｎｃａｒｂ）Ｎ，Ｎ−ジエチ
ルチオールヵルバミン５ｇ−ｓ（２−クロロベルジル）
エステル
化合物ｇ
デスメトリン（ｄｅｓｍｅｔｒｙｎｅ）２−メチルチオ
−４−イソブロビルアミノー６メチルアミノー１，３．
５−トリアジン化合物ｈ
シマジン（ｓ ｉｍａｚ ｉｎｅ）
２−クロロ−４．６−ビス（エチルアミノ）−１．３．
５−トリアジン
化合物ｉ
メトリブジン（ｍｅｔｒｉｂｕｚｉｎ）４−アミノー６
−ｔ−ブチルー３−メチルチオ１，２．４− ｝リアジ
ン−５ （４Ｈ）一オン化合物ｊ
ベンタゾン（ｂｅｎ ｔａｚｏｎｅ）
３−イソプロビル−Ｌ Ｈ− ２．１．３−ペンゾチア
ジンー４ （３ Ｈ）一オン−２．２−ジオキシド一股
式［１〕の化合物と化合物ａ − ｊとを有効成分とす
る本発明の除草剤組成物は、雑草の生育期に茎葉散布す
ることにより優れた除草効果が得られる。一般式（Ｉ）
の化合物と化合物ａ − ｊとの使用量は雑草の種類、
生育段階、発生密度などによって異なるが、通常、一般
式ＣＩ）の化合物を０． ０ ５ 〜０． ５ ｋｇ／
ｈａ、化合物ａ − ｊを０．０５〜ｌｋｇ／ｈａ使用
することが好ましい。Compound a MCP 4-chloro-2-methylphenoxyacetic acid compound b MCPP 2-(4-chloro-2-methylphenoxy)probionic acid compound C fluroxypyr 4-amino-3,5-dichloro-6-fluoro-2-biridyloxyacetic acid compound d Propanil 3.4-Dichloropropionic acid anilide compound e Chlorpropham N-
(3-chlorophenyl)carbamic acid isoprobyl ester compound f orbencarb N,N-diethylthiolcarbamine 5g-s (2-chloroberzyl)
Ester compound g desmetryne 2-methylthio-4-isobrobylamino-6 methylamino-1,3.
5-triazine compound h simazine 2-chloro-4.6-bis(ethylamino)-1.3.
5-triazine compound i metribuzin 4-amino-6
-t-Butyl-3-methylthio1,2.4-}Ryazine-5 (4H) one-one compound j bentazone 3-isoprobyl-L H- 2.1.3-penzothiazine-4 (3H)- The herbicide composition of the present invention, which contains a compound of 1-2,2-dioxide single-pronged formula [1] and compounds a-j as active ingredients, has an excellent herbicidal effect when sprayed on foliage during the weed growing season. can get. General formula (I)
The usage amount of compound and compounds a to j depends on the type of weed,
Although it varies depending on the growth stage, developmental density, etc., the compound of general formula CI) is usually added at 0. 0 5 ~ 0. 5 kg/
It is preferable to use 0.05 to 1 kg/ha of compounds a-j.
本発明の除草剤組成物は、上記有効成分に担体、界面活
性剤、分散剤、補助剤等を配合して常法により、例えば
、粒剤、永和剤、乳剤、微粒剤、粉剤等に製剤して施用
することが好ましい。ここで好適な担体としては、例え
ば、タルク、ベントナイト、クレー、カオリン、珪藻土
、ホワイトカーボン、バーミキュライト、消石灰、珪砂
、硫安、尿素等の固体担体、イソブロビルアルコール、
キシレン、シクロヘキサノン等の液体担体などが挙げら
れる。界面活性剤および分散剤としては、例えば、アル
キル硫酸エステル塩、アルキルスルホン酸塩、リグニン
スルホン酸塩、ポリオキシエチレングリコールエーテル
、ポリオキシエチレンアルキルアリールエーテル、ボリ
オキシエチレンソルビタンモノアルキレート等が挙げら
れる。補助剤としては、例えば、カルボキシメチルセル
ロース、ポリエチレングリコール、アラビアゴム等が挙
げられる。The herbicide composition of the present invention can be formulated into, for example, granules, permanent agents, emulsions, fine granules, powders, etc. by blending the above-mentioned active ingredients with carriers, surfactants, dispersants, adjuvants, etc. It is preferable to apply it. Suitable carriers include, for example, solid carriers such as talc, bentonite, clay, kaolin, diatomaceous earth, white carbon, vermiculite, slaked lime, silica sand, ammonium sulfate, and urea, isobrobyl alcohol,
Examples include liquid carriers such as xylene and cyclohexanone. Examples of surfactants and dispersants include alkyl sulfate salts, alkyl sulfonate salts, lignin sulfonate salts, polyoxyethylene glycol ethers, polyoxyethylene alkylaryl ethers, polyoxyethylene sorbitan monoalkylates, and the like. . Examples of the adjuvant include carboxymethylcellulose, polyethylene glycol, gum arabic, and the like.
本発明の除草剤組成物の配合例を次に示す。例中％は重
量％である。Examples of formulations of the herbicide composition of the present invention are shown below. In the examples, % is by weight.
配合例１（永和剤）
一般式ＣＮの化合物６％、化合物ａ−ｊ３〜２４％、高
級アルコール硫酸エステルのナトリウム塩３％およびカ
オリン８８〜６７％を均一に混合粉砕して永和剤とする
。Formulation Example 1 (Permanent Agent) A permanent agent is prepared by uniformly mixing and pulverizing 6% of the compound of the general formula CN, 3 to 24% of the compound a-j, 3% of the sodium salt of higher alcohol sulfate ester, and 88 to 67% of kaolin.
配合例２（乳 剤）
一般式ＣＩ）の化合物１０％、化合物ａ−ｊ５〜４０％
、ポリオキシエチレンアルキルアリールエーテル１０％
、シクロへキサノン３０％およびジメチルホルムアミド
３５〜１０％を均一に溶解して乳剤とする。Formulation example 2 (emulsion) 10% of the compound of general formula CI), 5-40% of compound a-j
, polyoxyethylene alkylaryl ether 10%
, 30% cyclohexanone and 35-10% dimethylformamide are uniformly dissolved to form an emulsion.
本発明の除草剤組成物は、上記の製剤を適宜な濃度に希
釈して散布するか、または直接施用する。The herbicidal composition of the present invention is prepared by diluting the above-mentioned preparation to an appropriate concentration and spraying it, or by applying it directly.
さらに本発明の除草剤組成物は、必要に応じて殺虫剤、
殺菌剤または他の除草剤との混合使用や、複合製剤化も
可能である。Furthermore, the herbicide composition of the present invention may optionally contain an insecticide,
Mixtures with fungicides or other herbicides and complex formulations are also possible.
本発明の除草剤組成物はイチビ、オナモミ、アオビュ、
シロザ、チョウセンアサガオ、コセンダングサ、ノアサ
ガオ、ヒルガオ、タデ、イヌホウズキ、スミレ、オオイ
ヌノフグリ、フラサバソウ、ハコヘ、ノハラガラシ、ナ
ズナ、ヒメオドリコソウ、ホトケノザ、カミツレ、ノハ
ラムラサキなどの種々の広葉雑草に対し優れた除草活性
を示し、コムギ、オオムギ、トウモロコシなどの有用作
物に対しては高い安全性を示す。The herbicide composition of the present invention is suitable for
It exhibits excellent herbicidal activity against various broad-leaved weeds such as whiteweed, datura, Japanese knotweed, black-leaved weed, bindweed, knotweed, Japanese violet, violet, Japanese violet, black-and-white violet, boxweed, white-eared mustard, shepherd's shepherd, white-breasted weed, hotokenoza, chamomile, and white-spotted weed. It is highly safe for useful crops such as wheat, barley, and corn.
以上の通り、本発明によれば、一般式〔Ｉ〕の化合物と
式（ａ）〜〔ｊ］の化合物との相乗効果により、単剤で
は防除困難な広範囲の雑草に対して低薬量で優れた除草
活性を有し、かつ有用作物に対する安全性は高い除草剤
組成物が提供される。As described above, according to the present invention, due to the synergistic effect of the compound of general formula [I] and the compounds of formulas (a) to [j], it is possible to treat a wide range of weeds that are difficult to control with a single agent at a low dosage. A herbicidal composition having excellent herbicidal activity and high safety against useful crops is provided.
以下、本発明をさらに詳細に説明するために実施例を示
す。Examples are shown below to explain the present invention in more detail.
１／２０００ａのプラスチック製ポットにふるった畑土
壌（埴壌土）を充填し、これにオナモミ、イチビ、チョ
ウセンアサガオ、アオビュ、ノアサガオ、コセンダング
サおよびトウモロコシ（デントコーン）の種子を播種し
、１ ｃｍ覆土した。これらの植物を室温内で生育させ
、トウモロコシが５葉に生育した時点で、配合例１に準
じて調製した永和剤の所定量を、ａ（アール）当り１．
５ｆ（リットル）の水量でマイクロスプレーを用いて茎
葉に噴霧処理した。なお展着剤としてネオエステリン２
０００倍液を加用した。薬剤処理後も試験材料は温室内
に置き、薬剤処理１カ月後に除草効果および薬害につい
て下記の評価基準により調査し、その結果を第１２表に
示した。A 1/2000a plastic pot was filled with sifted field soil (clay loam), and seeds of Japanese fir tree, Japanese crocodile, Datura glomerata, Aobu japonica, Noassa glories, Datura japonica, and corn (dent corn) were sown and covered with 1 cm of soil. These plants were grown at room temperature, and when the corn had grown to five leaves, a predetermined amount of the permanant agent prepared according to Formulation Example 1 was added at a rate of 1.
The leaves and foliage were sprayed using a microspray with a water volume of 5 f (liters). Neoesterin 2 is used as a spreading agent.
000x solution was added. After the chemical treatment, the test materials were kept in a greenhouse, and one month after the chemical treatment, the herbicidal effect and chemical damage were investigated using the following evaluation criteria, and the results are shown in Table 12.
（本頁以下余白）
評価基準
なお、第１２表において、＊印は一般式（１）の化合物
あるいは化合物ａ − ｊを単独で使用した比較例を表
す。(Margin below this page) Evaluation Criteria In Table 12, the * mark represents a comparative example in which the compound of general formula (1) or compounds a to j were used alone.
（本頁以下余白）
以上の結果より、本発明の除草剤組成物は少ない薬量で
、広範囲の雑草に対して除草活性があり、有用作物に対
して薬害がな《安全であることがわかる。(Margins below this page) From the above results, it can be seen that the herbicide composition of the present invention has herbicidal activity against a wide range of weeds at a small dose, and is safe with no chemical damage to useful crops. .
Claims (1)
表等があります▼、 ▲数式、化学式、表等があります▼、▲数式、化学式、
表等があります▼、 ▲数式、化学式、表等があります▼、▲数式、化学式、
表等があります▼、 ▲数式、化学式、表等があります▼、▲数式、化学式、
表等があります▼ ▲数式、化学式、表等があります▼、▲数式、化学式、
表等があります▼、 または▲数式、化学式、表等があります▼ （ここでＲ＾１ないしＲ＾１＾５およびＲ＾１＾７ない
しＲ”の各基は同一または相異なり水素原子、低級アル
キル基または低級アルコキシル基を表わし、Ｒ＾１＾６
は水素原子、低級アルキル基、低級アルコキシル基また
は水酸基を表わす。ただし、Ｒ＾２とＲ＾３、Ｒ＾６と
Ｒ＾７、Ｒ＾９とＲ＾１＾０、Ｒ＾１＾１とＲ＾１＾５
またはＲ＾１＾５とＲ＾１＾６の各両基は連結して低級
アルキル基で置換されていてもよいアルキレン鎖を表わ
し、それらが結合している炭素原子とともに５ないし６
員環を形成していてもよく、あるいはＲ＾１＾１とＲ＾
１＾２は連結してエチレンジオキシル基を表わしてもよ
く、あるいはＲ＾１＾４とＲ＾１＾５は連結してジクロ
ロメチレン基を表わしてもよい。）で示されるいずれか
の基を、Ａは窒素原子または▲数式、化学式、表等があ
ります▼ （ここでＸは水素原子、塩素原子、ニトロ基またはトリ
フルオロメチル基を表わす。）を、Ｂは、水素原子、メ
チル基またはメトキシ基を示す。〕で表わされる尿素化
合物群から選ばれる少なくとも１種の化合物と、下記式
〔ａ〕，〔ｂ〕，〔ｃ〕，〔ｄ〕，〔ｅ〕，〔ｆ〕，〔
ｇ〕，〔ｈ〕，〔ｉ〕，および〔ｊ〕 ▲数式、化学式、表等があります▼〔ａ〕▲数式、化学
式、表等があります▼〔ｂ〕 ▲数式、化学式、表等があります▼〔ｃ〕▲数式、化学
式、表等があります▼〔ｄ〕 ▲数式、化学式、表等があります▼〔ｅ〕▲数式、化学
式、表等があります▼〔ｆ〕 ▲数式、化学式、表等があります▼〔ｇ〕▲数式、化学
式、表等があります▼〔ｈ〕 ▲数式、化学式、表等があります▼〔ｉ〕▲数式、化学
式、表等があります▼〔ｊ〕 で表わされる化合物群から選ばれる少なくとも１種の化
合物とを有効成分として含有する除草剤組成物。[Claims] The following general formula [ I ] ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ [ I ] [In the formula, Ar is a formula; ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼, ▲ Numerical formulas, chemical formulas,
There are tables, etc. ▼, ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼, ▲ Mathematical formulas, chemical formulas,
There are tables, etc. ▼, ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼, ▲ Mathematical formulas, chemical formulas,
There are tables, etc. ▼, ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼, ▲ Mathematical formulas, chemical formulas,
There are tables, etc. ▼ ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼, ▲ Mathematical formulas, chemical formulas,
There are tables, etc. ▼, or ▲ There are mathematical formulas, chemical formulas, tables, etc. Represents an alkyl group or lower alkoxyl group, R^1^6
represents a hydrogen atom, a lower alkyl group, a lower alkoxyl group or a hydroxyl group. However, R^2 and R^3, R^6 and R^7, R^9 and R^1^0, R^1^1 and R^1^5
Alternatively, each of R^1^5 and R^1^6 is linked to represent an alkylene chain optionally substituted with a lower alkyl group, and together with the carbon atom to which they are bonded, 5 to 6
They may form a membered ring, or R^1^1 and R^
1^2 may be connected to represent an ethylenedioxyl group, or R^1^4 and R^1^5 may be connected to represent a dichloromethylene group. ), A is a nitrogen atom or ▲There are mathematical formulas, chemical formulas, tables, etc.▼ (where X represents a hydrogen atom, a chlorine atom, a nitro group, or a trifluoromethyl group), B represents a hydrogen atom, a methyl group or a methoxy group. ] and at least one compound selected from the group of urea compounds represented by the following formulas [a], [b], [c], [d], [e], [f], [
g], [h], [i], and [j] ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ [a] ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ [b] ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ [c] ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ [d] ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ [e] ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ [f] ▲ Mathematical formulas, chemical formulas, tables, etc. There are ▼ [g] ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ [h] ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ [i] ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ [j] Compound group represented by A herbicidal composition containing as an active ingredient at least one compound selected from the following.
Priority Applications (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2009501A JPH03215404A (en) | 1990-01-20 | 1990-01-20 | Herbicide composition |
| KR1019910700608A KR930004038B1 (en) | 1989-10-16 | 1990-10-12 | Herbicidal composition and method of killing weed |
| BR909006966A BR9006966A (en) | 1989-10-16 | 1990-10-12 | HERBICIDE COMPOSITION AND PROCESS TO CONTROL WEEDS |
| US07/679,067 US5223016A (en) | 1989-10-16 | 1990-10-12 | Herbicidal compositions comprising benzofuryloxyphenylurea or benzopyranyloxyphenylurea herbicides and dicamba, triclopyr, mecoprop, fluroxypyr, bentazone, or metribuzin |
| CA002042585A CA2042585A1 (en) | 1989-10-16 | 1990-10-12 | Herbicidal composition and herbicidal method |
| EP19900914950 EP0448723A4 (en) | 1989-10-16 | 1990-10-12 | Herbicidal composition and method of killing weed |
| PCT/JP1990/001317 WO1991005474A1 (en) | 1989-10-16 | 1990-10-12 | Herbicidal composition and method of killing weed |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2009501A JPH03215404A (en) | 1990-01-20 | 1990-01-20 | Herbicide composition |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH03215404A true JPH03215404A (en) | 1991-09-20 |
Family
ID=11721988
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2009501A Pending JPH03215404A (en) | 1989-10-16 | 1990-01-20 | Herbicide composition |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH03215404A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2012030684A3 (en) * | 2010-08-30 | 2012-05-31 | Dow Agrosciences Llc | Synergistic herbicidal composition containing penoxsulam and bentazon |
-
1990
- 1990-01-20 JP JP2009501A patent/JPH03215404A/en active Pending
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2012030684A3 (en) * | 2010-08-30 | 2012-05-31 | Dow Agrosciences Llc | Synergistic herbicidal composition containing penoxsulam and bentazon |
| US10085451B2 (en) | 2010-08-30 | 2018-10-02 | Dow Agrosciences Llc | Synergistic herbicidal composition containing penoxsulam and bentazon |
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