JPH0153641B2 - - Google Patents
Info
- Publication number
- JPH0153641B2 JPH0153641B2 JP56178299A JP17829981A JPH0153641B2 JP H0153641 B2 JPH0153641 B2 JP H0153641B2 JP 56178299 A JP56178299 A JP 56178299A JP 17829981 A JP17829981 A JP 17829981A JP H0153641 B2 JPH0153641 B2 JP H0153641B2
- Authority
- JP
- Japan
- Prior art keywords
- compound
- parts
- weeds
- herbicidal
- japanese
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 230000002363 herbicidal effect Effects 0.000 claims description 31
- 239000000203 mixture Substances 0.000 claims description 31
- 150000001875 compounds Chemical class 0.000 claims description 23
- 239000004009 herbicide Substances 0.000 claims description 11
- WYJOEQHHWHAJRB-UHFFFAOYSA-N 3-[5-[2-chloro-4-(trifluoromethyl)phenoxy]-2-nitrophenoxy]oxolane Chemical compound C1=C(OC2COCC2)C([N+](=O)[O-])=CC=C1OC1=CC=C(C(F)(F)F)C=C1Cl WYJOEQHHWHAJRB-UHFFFAOYSA-N 0.000 claims description 4
- LVKTWOXHRYGDMM-UHFFFAOYSA-N Naproanilide Chemical compound C=1C=C2C=CC=CC2=CC=1OC(C)C(=O)NC1=CC=CC=C1 LVKTWOXHRYGDMM-UHFFFAOYSA-N 0.000 claims description 3
- QPNBLMWPCLFANK-UHFFFAOYSA-N 4-[[4-(2,4-dichlorobenzoyl)-2,5-dimethylpyrazol-3-yl]methyl]benzenesulfonic acid Chemical compound C=1C=C(Cl)C=C(Cl)C=1C(=O)C=1C(C)=NN(C)C=1CC1=CC=C(S(O)(=O)=O)C=C1 QPNBLMWPCLFANK-UHFFFAOYSA-N 0.000 claims 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims 2
- FKERUJTUOYLBKB-UHFFFAOYSA-N pyrazoxyfen Chemical compound C=1C=C(Cl)C=C(Cl)C=1C(=O)C=1C(C)=NN(C)C=1OCC(=O)C1=CC=CC=C1 FKERUJTUOYLBKB-UHFFFAOYSA-N 0.000 claims 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims 1
- 241000196324 Embryophyta Species 0.000 description 21
- 241000209094 Oryza Species 0.000 description 16
- 235000007164 Oryza sativa Nutrition 0.000 description 16
- 235000009566 rice Nutrition 0.000 description 16
- 238000009472 formulation Methods 0.000 description 11
- 238000012360 testing method Methods 0.000 description 10
- 229940126062 Compound A Drugs 0.000 description 9
- 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 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 7
- -1 4-(2, 4-dichlorobenzoyl)-1,3-dimethylpyrazol-5-yloxy-p-toluenesulfonate Chemical compound 0.000 description 6
- 241000218691 Cupressaceae Species 0.000 description 6
- 238000000034 method Methods 0.000 description 6
- 239000002689 soil Substances 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- 241000254158 Lampyridae Species 0.000 description 4
- 239000000969 carrier Substances 0.000 description 4
- 239000008187 granular material Substances 0.000 description 4
- 239000004563 wettable powder Substances 0.000 description 4
- 240000007124 Brassica oleracea Species 0.000 description 3
- 235000003899 Brassica oleracea var acephala Nutrition 0.000 description 3
- 235000011301 Brassica oleracea var capitata Nutrition 0.000 description 3
- 235000001169 Brassica oleracea var oleracea Nutrition 0.000 description 3
- 244000058871 Echinochloa crus-galli Species 0.000 description 3
- 235000008247 Echinochloa frumentacea Nutrition 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- 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 3
- 230000000694 effects Effects 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 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 3
- 238000001228 spectrum Methods 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
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- 239000005909 Kieselgur Substances 0.000 description 2
- 241001076438 Oxya japonica Species 0.000 description 2
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 2
- 239000002671 adjuvant Substances 0.000 description 2
- 239000000440 bentonite Substances 0.000 description 2
- 229910000278 bentonite Inorganic materials 0.000 description 2
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 2
- 239000004927 clay Substances 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- 239000003085 diluting agent Substances 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- 238000011835 investigation Methods 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000000454 talc Substances 0.000 description 2
- 229910052623 talc Inorganic materials 0.000 description 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- IXPNQXFRVYWDDI-UHFFFAOYSA-N 1-methyl-2,4-dioxo-1,3-diazinane-5-carboximidamide Chemical compound CN1CC(C(N)=N)C(=O)NC1=O IXPNQXFRVYWDDI-UHFFFAOYSA-N 0.000 description 1
- WOENMAOOJIQUOE-UHFFFAOYSA-N 1-phenyl-2-(1h-pyrazol-5-yloxy)ethanone Chemical class C=1C=CC=CC=1C(=O)COC=1C=CNN=1 WOENMAOOJIQUOE-UHFFFAOYSA-N 0.000 description 1
- LDXJRKWFNNFDSA-UHFFFAOYSA-N 2-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)-1-[4-[2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidin-5-yl]piperazin-1-yl]ethanone Chemical group C1CN(CC2=NNN=C21)CC(=O)N3CCN(CC3)C4=CN=C(N=C4)NCC5=CC(=CC=C5)OC(F)(F)F LDXJRKWFNNFDSA-UHFFFAOYSA-N 0.000 description 1
- QCDWFXQBSFUVSP-UHFFFAOYSA-N 2-phenoxyethanol Chemical compound OCCOC1=CC=CC=C1 QCDWFXQBSFUVSP-UHFFFAOYSA-N 0.000 description 1
- LINZZISWCNKFEM-UHFFFAOYSA-N 3,3-dimethylbutanamide Chemical compound CC(C)(C)CC(N)=O LINZZISWCNKFEM-UHFFFAOYSA-N 0.000 description 1
- YLZOPXRUQYQQID-UHFFFAOYSA-N 3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)-1-[4-[2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidin-5-yl]piperazin-1-yl]propan-1-one Chemical group N1N=NC=2CN(CCC=21)CCC(=O)N1CCN(CC1)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F YLZOPXRUQYQQID-UHFFFAOYSA-N 0.000 description 1
- 244000215068 Acacia senegal Species 0.000 description 1
- 241000254032 Acrididae Species 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- 244000025254 Cannabis sativa Species 0.000 description 1
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 241000237858 Gastropoda Species 0.000 description 1
- 229920000084 Gum arabic Polymers 0.000 description 1
- VCUFZILGIRCDQQ-KRWDZBQOSA-N N-[[(5S)-2-oxo-3-(2-oxo-3H-1,3-benzoxazol-6-yl)-1,3-oxazolidin-5-yl]methyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical group O=C1O[C@H](CN1C1=CC2=C(NC(O2)=O)C=C1)CNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F VCUFZILGIRCDQQ-KRWDZBQOSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 229920001214 Polysorbate 60 Polymers 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- 235000005324 Typha latifolia Nutrition 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 239000000205 acacia gum Substances 0.000 description 1
- 235000010489 acacia gum Nutrition 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 150000001346 alkyl aryl ethers Chemical class 0.000 description 1
- 150000008051 alkyl sulfates Chemical class 0.000 description 1
- 229940045714 alkyl sulfonate alkylating agent Drugs 0.000 description 1
- 150000008052 alkyl sulfonates Chemical class 0.000 description 1
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 description 1
- 235000012211 aluminium silicate Nutrition 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
- 239000012752 auxiliary agent Substances 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
- 235000011116 calcium hydroxide Nutrition 0.000 description 1
- 229910001861 calcium hydroxide Inorganic materials 0.000 description 1
- 239000004202 carbamide Substances 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
- 244000118869 coast club rush Species 0.000 description 1
- 230000003111 delayed effect Effects 0.000 description 1
- GVGUFUZHNYFZLC-UHFFFAOYSA-N dodecyl benzenesulfonate;sodium Chemical compound [Na].CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 GVGUFUZHNYFZLC-UHFFFAOYSA-N 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 230000000887 hydrating effect Effects 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 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
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 235000019422 polyvinyl alcohol Nutrition 0.000 description 1
- 235000021395 porridge Nutrition 0.000 description 1
- 230000003389 potentiating effect Effects 0.000 description 1
- 238000012913 prioritisation Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- MGLWZSOBALDPEK-UHFFFAOYSA-N simetryn Chemical compound CCNC1=NC(NCC)=NC(SC)=N1 MGLWZSOBALDPEK-UHFFFAOYSA-N 0.000 description 1
- 239000000661 sodium alginate Substances 0.000 description 1
- 235000010413 sodium alginate Nutrition 0.000 description 1
- 229940005550 sodium alginate Drugs 0.000 description 1
- 229940080264 sodium dodecylbenzenesulfonate Drugs 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 230000002195 synergetic effect Effects 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
- 239000008096 xylene Substances 0.000 description 1
Description
本発明は水田用除草剤組成物に関する。詳しく
は、3―〔2―ニトロ―5―(2―クロル―4―
トリフルオルメチルフエノキシ)―フエノキシ〕
―テトラヒドロフラン(以下「化合物A」と称す
る)とα―(2―ナフトキシ)―プロピオンアニ
ライド(以下「化合物B」と称する)、4―(2,
4―ジクロルベンゾイル)―1,3―ジメチルピ
ラゾール―5―イルオキシ―p―トルエンスルホ
ネート(以下「化合物C」と称する)、4―(2,
4―ジクロルベンゾイル)―1,3―ジメチル―
5―フエナシルオキシピラゾール(以下「化合物
D」と称する)の群より選ばれた化合物の1種以
上とを混合してなることを特徴とする水田用除草
剤組成物に関するものである。
近年、水田においては、ノビエをはじめとする
一年生雑草以外に、多種類の多年生雑草が大きな
問題となつてきた。これは現在使用されている除
草剤では防除困難のため、優先化してきた結果と
考えられるが、その結果こうした多年生雑草まで
含めた巾広い殺草スペクトラムを有する除草剤の
開発が強く望まれている。
本発明者等は、これらの点を充分考慮して鋭意
研究をすすめてきた結果、化合物Aと化合物B,
CまたはDとを混用することにより、顕著な相乗
効果が認められることを見出して本発明を完成し
た。この除草活性の顕著な増大は、単に各々の化
合物の除草活性からは予想できないことである。
本発明をさらに詳細に説明すると、化合物Aは
特開昭56−86179号公報に除草剤としての記載が
あり、水田においてはタイヌビエをはじめ、ホタ
ルイ、ヘラオモダカ、タマガヤツリ等に強い活性
を示す。しかし、ある種の雑草に対しては、条件
によつてその殺草効果が低下し不充分となる。ま
たウリカワ、ミズガヤツリ等に対する活性につい
ては触れられていないが、処理時期を遅くすると
除草活性が弱くなる。
一方、化合物Bは物理恒数としてm.p.127〜128
℃を有する化合物であり、水田における殺草スペ
クトラムは、多年生雑草ウリカワ、ホタルイをは
じめ広葉雑草に対して殺草効果を示すが、ある種
の雑草に対しては薬量を下げると殺草効果が弱く
なる。また化合物CおよびDは、それぞれ特開昭
50−126830号公報および特開昭54−41872号公報
に記載のある化合物であり、水田において一年生
雑草をはじめ多年生雑草に対しても殺草効果を有
する。しかし、雑草が大きくなつたり、薬量を下
げるとその効果は低下し、ノビエをはじめ他の雑
草に対する殺草効果は不充分となる。しかるに、
化合物Aと化合物B,CまたはDとを混用する
と、これらの化合物のこうした欠点が明らかに是
正され、殺草力の増強はもとより使用適期巾が広
くなり、殺草スペクトラムが拡大される。すなわ
ち、本発明除草剤組成物は、ノビエをはじめタマ
ガヤツリ一年生広葉雑草およびマツバイ、ホタル
イ、ミズガヤツリ、ウリカワ等の多年生雑草全般
に対して強い殺草活性を示す。これはそれぞれの
化合物の除草活性からは予想できないことであ
り、それぞれの化合物の単剤での活性を明らかに
上まわる強い殺草活性を示す。こうした新知見を
もとにして、本発明者らは低薬量でその効果を充
分発揮し、その効力の持続性は長期に及ぶという
きわめて有用な性質を付与した除草剤組成物の創
製に成功し本発明を完成した。
さらに、本発明に示される除草剤組成物をより
強力にするために、1―(α,α―ジメチルベン
ジル)―3―(4―メチルフエニル)ウレア、N
―(α,α―ジメチルベンジル)―α―ブロモ―
t―ブチルアセトアミド、N―(α,α―ジメチ
ルベンジル)―2―クロルフエニルアセトアミ
ド、2―メチルチオ―4,6―ビス(エチルアミ
ノ)―S―トリアジン等との三種混合剤も有効な
手段である。
本発明の除草剤組成物の組成比は、広い範囲で
適用可能であるが、望ましくは、化合物Aの1重
量部に対して、化合物B,C,Dはいずれも2〜
20重量部の割合で混合することが好ましい。
本発明の除草剤組成物は、化合物A,B,C,
Dをそのまま使用してもよいが、通常は各種担体
もしくは希釈剤と混合によつては、補助剤を用い
常法により粒剤、粉剤、乳剤、水和剤等の製剤形
態に加工して使用すれば、更に良好な結果を得る
ことができる。担体もしくは希釈剤としては一般
に使用される普通の固体ないしは液体のものが用
いられ、固体担体としては、タルク、ベントナイ
ト、クレー、カオリン、ケイソウ土、ホワイトカ
ーボン、バーミキユライト、消石灰、ケイ砂、硫
安、尿素等またはこれらの混合物、液体担体とし
ては、アルコール、ジオキサン、アセトン、シク
ロヘキサン、メチルナフタレン、ジメチルホルム
アミド等、またはこれらの混合物があげられる。
補助剤としては、アルキル硫酸エステル、アルキ
ルスルホン酸塩類、アセチレングリコール類、ポ
リオキシエチレングリコールエーテル類、ポリオ
キシエチレンアルキルアリールエーテル、ポリオ
キシエチレンソルビタンモノアルキレート等の界
面活性剤、またはカルボキシメチルセルロース、
アルギン酸ソーダ、ポリビニルアルコール、アラ
ビアゴム等の各種補助剤が用いられる。
本発明の混合除草剤を水田に使用する場合は、
水稲の移植前ないしは移植後に使用することがで
き、雑草の発生前から発生盛期に施用することが
好ましい。
施用量は、気象条件、土壌の種類、製剤形態、
施用時期、施用方法などの相違により変化するが
一般的には湛水土壌処理の場合、有効成分量(混
合剤として)は10アール当り10〜1000gが望まし
くは10〜500g、最も望ましくは50〜500gが好ま
しい。
次に本発明の除草剤組成物について、実施例
(製剤例および試験例)にてより詳細に説明する。
供試化合物は全て前記の略称で示す。なお、製剤
例中の「部」とは「重量部」を表わす。
製剤例 1
化合物A 10部、化合物C 20部、ホワイトカ
ーボン10部、ケイソウ土55部、リグニンスルホン
酸ソーダ3部、ドデシルベンゼンスルホン酸ソー
ダ2部を粉砕混合し水和剤を得た。
製剤例 2
化合物A 2部、化合物B 7部、ベントナイ
ト70部、タルク20部、リグニンスルホン酸ソーダ
1部を粉砕混合し、加水して練り合わせ造粒乾燥
し、粒剤を得た。
製剤例 3
化合物A 2部、化合物B 5部、リグニンス
ルホン酸ソーダ2部、クレー91部を粉砕混合し粒
剤を得た。
製剤例 4
化合物A 2部、化合物C 5部、フエニルセ
ルソルブ2部、キシレン91部、ソルポール355S
(商品名:東邦化学製乳化剤)10部をよく混合し
乳剤を得た。
試験例 1
1/5000アールワグネルポツトに土壌をつめ、タ
イヌビエおよびホタルイの種子を播種し、ウリカ
ワおよびミズガヤツリの塊茎を植えつけ、湛水状
態とした。これにあらかじめ育苗しておいた水稲
苗(2葉期)2株を移植して温室内で生育させ
た。
水稲移植3日後の雑草発生始期に、供試化合物
の所定量を前記製剤例2に記載した方法に準じた
粒剤を用いて湛水下に処理した。
処理1ケ月後に雑草に対する殺草効果および水
稲に対する薬害程度を調査し、第1表の結果を得
た。この表で作物に対する薬害程度および雑草に
対する殺草効果は、作物または雑草の発生ないし
生育の状態の無処理区の風乾重と比較して下記の
評価基準に従つて表わした。
供試化合物は前記の化合物A,B,C,Dをそ
れぞれA,B,C,Dによつて示した。
The present invention relates to a herbicide composition for paddy fields. For details, refer to 3-[2-nitro-5-(2-chlor-4-
trifluoromethylphenoxy) - phenoxy]
-Tetrahydrofuran (hereinafter referred to as "Compound A") and α-(2-naphthoxy)-propionanilide (hereinafter referred to as "Compound B"), 4-(2,
4-dichlorobenzoyl)-1,3-dimethylpyrazol-5-yloxy-p-toluenesulfonate (hereinafter referred to as "Compound C"), 4-(2,
4-dichlorobenzoyl)-1,3-dimethyl-
The present invention relates to a herbicidal composition for rice fields, characterized in that it is a mixture of one or more compounds selected from the group of 5-phenacyloxypyrazoles (hereinafter referred to as "compound D"). In recent years, in addition to annual weeds such as field weeds, many types of perennial weeds have become a major problem in rice fields. It is thought that this is a result of prioritization because it is difficult to control these herbicides with currently used herbicides, but as a result, there is a strong desire to develop herbicides that have a wide herbicidal spectrum that includes these perennial weeds. . The present inventors have carried out intensive research with these points fully taken into consideration, and as a result, we have discovered that Compound A and Compound B,
The present invention was completed by discovering that a remarkable synergistic effect can be observed by using C or D in combination. This significant increase in herbicidal activity is simply not expected from the herbicidal activity of each compound. To explain the present invention in more detail, Compound A is described as a herbicide in JP-A No. 56-86179, and exhibits strong activity against Japanese millet, bulrush, snail, and cypress in rice fields. However, depending on the conditions, the herbicidal effect decreases and becomes insufficient for some types of weeds. Also, although no mention is made of the activity against grasshoppers, water cypers, etc., the herbicidal activity becomes weaker when the treatment time is delayed. On the other hand, compound B has physical constants mp127~128
℃, and its herbicidal spectrum in rice fields shows a herbicidal effect on broad-leaved weeds, including perennial weeds such as porridge and firefly. become weak. Compounds C and D are each
This compound is described in Japanese Patent Application Laid-open No. 50-126830 and Japanese Patent Application Laid-Open No. 54-41872, and has a herbicidal effect on annual weeds as well as perennial weeds in rice fields. However, as the weeds grow larger or the dosage is lowered, the effectiveness decreases, and the herbicidal effect against wildflowers and other weeds becomes insufficient. However,
When compound A is used in combination with compound B, C or D, these drawbacks of these compounds are clearly corrected, and not only the herbicidal power is enhanced, but the range of suitable use is widened, and the herbicidal spectrum is expanded. That is, the herbicidal composition of the present invention exhibits a strong herbicidal activity against all kinds of annual broad-leaved weeds such as Japanese wild grass, Japanese grasshopper, and perennial weeds such as Japanese grasshopper, Japanese cypress, Japanese cypress, and other perennial weeds. This is unexpected from the herbicidal activity of each compound, and shows a strong herbicidal activity that clearly exceeds the activity of each compound alone. Based on these new findings, the present inventors succeeded in creating a herbicide composition that has the extremely useful properties of being fully effective at a low dose and maintaining its efficacy for a long period of time. The present invention was completed. Furthermore, in order to make the herbicidal compositions according to the invention more potent, 1-(α,α-dimethylbenzyl)-3-(4-methylphenyl)urea, N
-(α,α-dimethylbenzyl)-α-bromo-
A three-way mixture with t-butylacetamide, N-(α,α-dimethylbenzyl)-2-chlorophenylacetamide, 2-methylthio-4,6-bis(ethylamino)-S-triazine, etc. is also an effective means. It is. The composition ratio of the herbicide composition of the present invention can be applied in a wide range, but desirably, each of Compounds B, C, and D is 2 to 2 parts by weight to 1 part by weight of Compound A.
It is preferable to mix in a proportion of 20 parts by weight. The herbicide composition of the present invention contains compounds A, B, C,
Although D may be used as is, it is usually processed into formulations such as granules, powders, emulsions, and wettable powders using auxiliary agents by mixing with various carriers or diluents. If you do so, you can get even better results. Commonly used solid or liquid carriers or diluents are used. Examples of solid carriers include talc, bentonite, clay, kaolin, diatomaceous earth, white carbon, vermiculite, slaked lime, silica sand, and ammonium sulfate. , urea, etc., or mixtures thereof; liquid carriers include alcohol, dioxane, acetone, cyclohexane, methylnaphthalene, dimethylformamide, etc., or mixtures thereof;
As adjuvants, surfactants such as alkyl sulfates, alkyl sulfonates, acetylene glycols, polyoxyethylene glycol ethers, polyoxyethylene alkylaryl ethers, polyoxyethylene sorbitan monoalkylate, or carboxymethyl cellulose,
Various adjuvants such as sodium alginate, polyvinyl alcohol, and gum arabic are used. When using the mixed herbicide of the present invention in rice fields,
It can be used before or after transplanting paddy rice, and is preferably applied before or during the weed growth period. The application amount depends on weather conditions, soil type, formulation form,
Although it varies depending on the application time and application method, in general, in the case of flooded soil treatment, the amount of active ingredient (as a mixture) is 10 to 1000 g per 10 ares, preferably 10 to 500 g, most preferably 50 to 50 g. 500g is preferred. Next, the herbicide composition of the present invention will be explained in more detail in Examples (formulation examples and test examples).
All test compounds are indicated by the above abbreviations. In addition, "parts" in the formulation examples represent "parts by weight." Formulation Example 1 10 parts of Compound A, 20 parts of Compound C, 10 parts of white carbon, 55 parts of diatomaceous earth, 3 parts of sodium ligninsulfonate, and 2 parts of sodium dodecylbenzenesulfonate were ground and mixed to obtain a wettable powder. Formulation Example 2 2 parts of Compound A, 7 parts of Compound B, 70 parts of bentonite, 20 parts of talc, and 1 part of sodium ligninsulfonate were pulverized and mixed, water was added, the mixture was kneaded, and the mixture was granulated and dried to obtain granules. Formulation Example 3 2 parts of Compound A, 5 parts of Compound B, 2 parts of sodium ligninsulfonate, and 91 parts of clay were ground and mixed to obtain granules. Formulation example 4 Compound A 2 parts, Compound C 5 parts, Phenylcellosolve 2 parts, Xylene 91 parts, Solpol 355S
(Product name: Toho Chemical Emulsifier) 10 parts were mixed well to obtain an emulsion. Test Example 1 Soil was filled in a 1/5000 Earl Wagner pot, and seeds of Japanese cabbage and firefly were sown, and tubers of Urikawa and Japanese cypress were planted, and the pot was submerged in water. Two paddy rice seedlings (two-leaf stage) that had been raised in advance were transplanted to this and grown in a greenhouse. Three days after transplanting paddy rice, at the beginning of weed emergence, a predetermined amount of the test compound was submerged in water using a granule according to the method described in Formulation Example 2 above. One month after the treatment, the herbicidal effect on weeds and the degree of chemical damage to paddy rice were investigated, and the results shown in Table 1 were obtained. In this table, the degree of chemical damage to crops and the herbicidal effect on weeds are expressed in accordance with the following evaluation criteria by comparing with the air dry weight of untreated plots in the state of emergence or growth of crops or weeds. The test compounds were the aforementioned compounds A, B, C, and D, respectively, represented by A, B, C, and D.
【表】【table】
【表】
試験例 2
1/5000アールワグネルポツトに土壌をつめタイ
ヌビエおよびホタルイの種子を播種し、ウリカワ
およびミズガヤツリの塊茎を植えつけ、湛水状態
とした。これにあらかじめ育苗しておいた水稲苗
(2葉期)2株を移植して温室内にて生育させた。
水稲移植後、タイヌビエが1.0葉期の時期に、
供給化合物の所定量を前記製剤例1に記載した方
法に準じた水和剤を用いて湛水下に処理した。水
和剤は水に希釈してポツト当り5ml処理した。処
理後25日後に雑草に対する殺草効果および水稲に
対する薬害程度を調査し、第2表の結果を得た。
なお、調査方法は試験例1に準じて行つた。[Table] Test Example 2 Soil was packed in a 1/5000 Earl Wagner pot, and seeds of Japanese cabbage and firefly were sown, and tubers of Urikawa and Japanese cypress were planted, and the pot was submerged in water. Two paddy rice seedlings (two-leaf stage) that had been raised in advance were transplanted to this and grown in a greenhouse. After transplanting paddy rice, when the Japanese millet is at the 1.0 leaf stage,
A predetermined amount of the supplied compound was submerged in water using a wettable powder according to the method described in Formulation Example 1 above. The wettable powder was diluted with water and treated in 5 ml per pot. 25 days after treatment, the herbicidal effect on weeds and the degree of chemical damage to paddy rice were investigated, and the results shown in Table 2 were obtained.
The investigation method was conducted in accordance with Test Example 1.
【表】
試験例 3
1/5000アールワグネルポツトに土壌をつめ、タ
イヌビエおよびホタルイの種子を播種し、ウリカ
ワおよびミズガヤツリの塊茎を植えつけ、湛水状
態とした。これにあらかじめ育苗しておいた水稲
苗(2葉期)2株を移植して温室内にて生育させ
た。
水稲移植後、タイヌビエが1.5葉ないし2葉の
時期に、供試化合物の所定量を前記製剤例1に記
載した方法に準じた水和剤を用いて湛水下に処理
した。
水和剤は水に希釈してポツト当り5ml処理し
た。処理後25日目に雑草に対する殺草効果および
水稲に対する薬害程度を調査し、第3表の結果を
得た。
なを、調査方法は試験例1に準じて行つた。[Table] Test Example 3 Soil was filled in a 1/5000 Ahl Wagner pot, seeds of Japanese cabbage and firefly were sown, and tubers of Urikawa and Japanese cypress were planted, and the pot was submerged in water. Two paddy rice seedlings (two-leaf stage) that had been raised in advance were transplanted to this and grown in a greenhouse. After transplanting paddy rice, when the Japanese millet had 1.5 to 2 leaves, a predetermined amount of the test compound was submerged using a hydrating powder according to the method described in Formulation Example 1 above. The wettable powder was diluted with water and treated in 5 ml per pot. On the 25th day after treatment, the herbicidal effect on weeds and the degree of chemical damage to paddy rice were investigated, and the results shown in Table 3 were obtained. The investigation method was conducted according to Test Example 1.
Claims (1)
トリフルオルメチルフエノキシ)―フエノキシ〕
―テトラヒドロフランとα―(2―ナフトキシ)
―プロピオンアニライド、4―(2,4―ジクロ
ルベンゾイル)―1,3―ジメチルピラゾール―
5―イル―p―トルエンスルホネート、4―
(2,4―ジクロルベンゾイル)―1,3―ジメ
チル―5―フエナシルオキシピラゾールの群より
選ばれた化合物の1種以上とを混合してなること
を特徴とする水田用除草剤組成物。 2 3―〔2―ニトロ―5―(2―クロル―4―
トリフルオルメチルフエノキシ)―フエノキシ〕
―テトラヒドロフランとα―(2―ナフトキシ)
―プロピオンアニライドとを1:2〜20(重量比)
の割合にて混合してなる特許請求の範囲第1項記
載の水田用除草剤組成物。 3 3―〔2―ニトロ―5―(2―クロル―4―
トリフルオルメチルフエノキシ)―フエノキシ〕
―テトラヒドロフランと4―(2,4―ジクロル
ベンゾイル)―1,3―ジメチルピラゾール―5
―イル―p―トルエンスルホネートとを1:2〜
20(重量比)の割合にて混合してなる特許請求の
範囲第1項記載の水田用除草剤組成物。 4 3―〔2―ニトロ―5―(2―クロル―4―
トリフルオルメチルフエノキシ)―フエノキシ〕
―テトラヒドロフランと4―(2,4―ジクロル
ベンゾイル)―1,3―ジメチル―5―フエナシ
ルオキシピラゾールとを1:2〜20(重量比)の
割合にて混合してなる特許請求の範囲第1項記載
の水田用除草剤組成物。[Claims] 1 3-[2-nitro-5-(2-chloro-4-
trifluoromethylphenoxy) - phenoxy]
-Tetrahydrofuran and α-(2-naphthoxy)
-Propionanilide, 4-(2,4-dichlorobenzoyl)-1,3-dimethylpyrazole-
5-yl-p-toluenesulfonate, 4-
(2,4-dichlorobenzoyl)-1,3-dimethyl-5-phenacyloxypyrazole; and one or more compounds selected from the group of phenacyloxypyrazoles. . 2 3-[2-nitro-5-(2-chlor-4-
trifluoromethylphenoxy) - phenoxy]
-Tetrahydrofuran and α-(2-naphthoxy)
- Propion anilide and 1:2 to 20 (weight ratio)
The herbicidal composition for paddy fields according to claim 1, which is mixed in a ratio of: 3 3-[2-nitro-5-(2-chlor-4-
trifluoromethylphenoxy) - phenoxy]
-Tetrahydrofuran and 4-(2,4-dichlorobenzoyl)-1,3-dimethylpyrazole-5
-yl-p-toluenesulfonate at 1:2~
20 (weight ratio) of the herbicidal composition for paddy fields according to claim 1. 4 3-[2-nitro-5-(2-chlor-4-
trifluoromethylphenoxy) - phenoxy]
- Claims consisting of a mixture of tetrahydrofuran and 4-(2,4-dichlorobenzoyl)-1,3-dimethyl-5-phenacyloxypyrazole in a ratio of 1:2 to 20 (weight ratio) 2. The herbicide composition for paddy fields according to item 1.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP17829981A JPS5879903A (en) | 1981-11-09 | 1981-11-09 | Herbicide composition for paddy rice field |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP17829981A JPS5879903A (en) | 1981-11-09 | 1981-11-09 | Herbicide composition for paddy rice field |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS5879903A JPS5879903A (en) | 1983-05-13 |
JPH0153641B2 true JPH0153641B2 (en) | 1989-11-15 |
Family
ID=16046039
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP17829981A Granted JPS5879903A (en) | 1981-11-09 | 1981-11-09 | Herbicide composition for paddy rice field |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS5879903A (en) |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS50126830A (en) * | 1974-03-28 | 1975-10-06 | ||
JPS5441872A (en) * | 1977-08-12 | 1979-04-03 | Ishihara Sangyo Kaisha Ltd | Pyrazole derivative and herbicide containing the same |
JPS5686179A (en) * | 1979-12-17 | 1981-07-13 | Mitsui Toatsu Chem Inc | Tetrahydrofuran derivative |
-
1981
- 1981-11-09 JP JP17829981A patent/JPS5879903A/en active Granted
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS50126830A (en) * | 1974-03-28 | 1975-10-06 | ||
JPS5441872A (en) * | 1977-08-12 | 1979-04-03 | Ishihara Sangyo Kaisha Ltd | Pyrazole derivative and herbicide containing the same |
JPS5686179A (en) * | 1979-12-17 | 1981-07-13 | Mitsui Toatsu Chem Inc | Tetrahydrofuran derivative |
Also Published As
Publication number | Publication date |
---|---|
JPS5879903A (en) | 1983-05-13 |
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