JPS6324482B2 - - Google Patents

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Publication number
JPS6324482B2
JPS6324482B2 JP56047008A JP4700881A JPS6324482B2 JP S6324482 B2 JPS6324482 B2 JP S6324482B2 JP 56047008 A JP56047008 A JP 56047008A JP 4700881 A JP4700881 A JP 4700881A JP S6324482 B2 JPS6324482 B2 JP S6324482B2
Authority
JP
Japan
Prior art keywords
weight
parts
compound
herbicide
effect
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
Application number
JP56047008A
Other languages
Japanese (ja)
Other versions
JPS57163304A (en
Inventor
Takao Konotsune
Toshiaki Yanai
Naryoshi Yoshimura
Eisuke Matsunaga
Katsuhiko Kawakubo
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Sankyo Co Ltd
Original Assignee
Sankyo Co Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Sankyo Co Ltd filed Critical Sankyo Co Ltd
Priority to JP56047008A priority Critical patent/JPS57163304A/en
Publication of JPS57163304A publication Critical patent/JPS57163304A/en
Publication of JPS6324482B2 publication Critical patent/JPS6324482B2/ja
Granted legal-status Critical Current

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Description

【発明の詳細な説明】[Detailed description of the invention]

本発明は 式 を有する3―イソプロピル―2,1,3―ベンゾ
チアジアジン―4―オン―2,2―ジオキサイド
(以下化合物(A)と略す)と、 式 (式中、Yは水素原子、p―トルエンスルホニ
ル基、またはフエナシル基を示す。) で表わされるピラゾール誘導体とを配合して、
各々の単剤施用では期待できぬ程著しい相剰効果
をもたらし、低施用量で多種の雑草を枯殺できる
混合水田除草剤に関するものである。 本発明をさらに詳細に説明すると、本除草剤の
成分の一つである化合物(A)は除草剤として公知で
あり、多年生雑草のホタルイ、ウリカワ、クログ
ワイ等に対して効果が高く稲に対して安全性が高
い。しかし生育中期処理では活性が強いが、発生
前土壌処理では効果が弱くなる。 一方、ピラゾール系化合物は特開昭50―126830
号および特開昭55―33454号公報に除草剤として
公知であり、水田においては水稲に薬害を及ぼす
ことなく、一年生イネ科雑草、広葉雑草およびミ
ズガヤツリ、オモダカ、ウリカワ等の多年生雑草
に対しても効果を有する。しかし雑草がある程度
大きくなつた時期に薬剤処理すると、その効果は
低下し、特にノビエに対する効果は不充分にな
る。 しかし、両者を混合施用して、その除草効果、
薬害等について検討した結果、驚くべきことに各
単剤で得られていた適用範囲を越えて、殺草幅が
拡大され、その殺草幅は、イネ科、カヤツリグサ
科、一般広葉雑草およびホタルイ、ミズガヤツ
リ、ウリカワ等の多年生雑草一般までおよび、さ
らには水稲に対する安全性をそこなうことなく、
その散布適期幅を拡大できるという効果が判明し
た。また、本除草剤は単味使用薬量よりはるかに
低薬量同志の混合で充分その効果を発揮し、一回
処理剤として充分な程に殺草効力の増大が計ら
れ、その効力持続性は長期に及ぶ。 本発明の有効成分として用いられるピラゾール
誘導体としては、次の化合物があげられる。な
お、化合物番号は以下の記載において参照され
る。 (1) 1,3―ジメチル―4―(2,4―ジクロロ
ベンゾイル)―5―ヒドロキシピラゾール mp.165〜166℃ (2) (1)のp―トルエンスルホネート mp.122〜124℃ (3) (1)のフエナシルエーテル mp.109.5〜110.5℃ 上記(1)の化合物のp―トルエンスルホン酸エス
テルおよびフエナシルエーテルは、いずれも使用
時に土壌中または植物体内で(1)の化合物に変換し
て作用するので、同様に用いることができる。 本発明に関る相剰作用は広い範囲の混合比で認
められ、化合物(A)1重量部に対して一般式()
で示される化合物を0.1〜10重量部の割合で混合
して、有用な除草剤を作成することができる。本
発明の除草剤は水田における雑草の発芽前および
発芽後に処理しても効果を有し、土壌処理、茎葉
散布処理でも高い効果が得られる。 本発明の混合剤は、液体そのものを散布しても
よいし、担体および必要に応じて他の補助剤と混
合して、除草剤として通常用いられる薬剤形態、
たとえば粉剤、粗粉剤、微粒剤、粒剤、水和剤に
調製されて使用される。 本発明除草剤を調製するのに使用する適当な固
体担体としては、カオリナイト群、モンモリロナ
イト群あるいはアタバルジヤイト群等で代表され
るクレー類、タルク、雲母、葉ロウ石、軽石、バ
ーミユキライト、石こう、炭酸カルシウム、ドロ
マイト、けいそう土、マグネシウム石灰、りん灰
石、ゼオライト、無水ケイ酸、合成ケイ酸カルシ
ウム等の無機物質、大豆粉、タバコ粉、クルミ
粉、小麦粉、木粉、でんぷん、結晶セルロース等
の植物性有機物質、クマロン樹脂、石油樹脂、ア
ルキド樹脂、ポリ塩化ビニル、ポリアルキレング
リコール、ケトン樹脂、エステルガム、コーパル
ガム、ダンマルガム等の合成または天然の高分子
化合物、カルナバロウ、蜜ロウ等のワツクス類あ
るいは尿素等があげられる。 分散、湿潤、拡展、結合、崩壊性調節、有効成
分安定化、流動性改良、防錆等の目的で使用され
る界面活性剤は、非イオン性、陰イオン性、陽イ
オン性および両性イオン性のいずれのものをも使
用しうるが、通常は非イオン性および(または)
陰イオン性のものが使用される。 さらに本発明の除草剤には製剤の性状を改善
し、生物効果を高める目的で、カゼイン、ゼラチ
ン、アルブミン、ニカワ、アルギン酸ソーダ、カ
ルボキシメチルセルロース、メチルセルロース、
ヒドロキシエチルセルロース、ポリビニルアルコ
ール等の高分子化合物や他の補助剤を併用するこ
ともできる。 上記の担体および種々の補助剤は製剤の剤型、
適用場面等を考慮して、目的に応じてそれぞれ単
独にあるいは組合わせて適宜使用される。 水和剤は、たとえば有効成分化合物を通常25な
いし90重量部含有し、残部は固体担体、分散湿潤
剤であつて、必要に応じて保護コロイド剤、チキ
ソトロピー剤、消泡剤等が加えられる。 粒剤は、たとえば有効成分化合物を通常1ない
し35重量部含有し、残部は大部分が固体担体であ
る。有効成分化合物は固体担体と均一に混合され
ているか、あるいは固体担体の表面に均一に固着
もしくは吸着されており、粒の径は約0.2ないし
1.5mm程度である。 以下に本除草剤の配合例を示す。 配合例 1 化合物(2)20重量部、化合物(A)20重量部、ドデシ
ルベンゼンスルホン酸塩2.5重量部、リグニンス
ルホン酸塩2.5重量部および珪藻土55重量部をよ
く粉砕混合して水和剤を得る。 配合例 2 化合物(2)5重量部、化合物(A)3重量部、ホワイ
トカーボン3重量部、リグニンスルホン酸塩5重
量部およびクレー84重量部をよく粉砕混合し、水
を加えてよく練り合わせた後造粒乾燥して粒剤を
得る。 配合例 3 ベントナイト40重量部、リグニンスルホン酸塩
5重量部およびクレー55重量部を粉砕混合し、加
水、混練後造粒乾燥し、活性成分を含まない粒状
物を作る。この粒状物95重量部に化合物(3)を1重
量部、化合物(A)を4重量部含浸させて粒剤を得
る。 次に本発明の除草剤の効果をさらに具体的に示
すために試験例をあげて説明する。 試験例 1 内径8cmのポリエチレン製ポツトに水田土壌を
充填し、水田状態でミズガヤツリを育成し、ミズ
ガヤツリの3葉期に水和剤に製剤した各所定量の
薬剤を湛水土壌処理した。ポツトは25〜30℃の温
室内に置いて管理育成し、処理後30日目に残存し
ているミズガヤツリの地上部生重を測定し、対無
処理区比を算出した。 その結果を第1表に示す。
The present invention is based on the formula 3-isopropyl-2,1,3-benzothiadiazin-4-one-2,2-dioxide (hereinafter abbreviated as compound (A)) having the formula (In the formula, Y represents a hydrogen atom, p-toluenesulfonyl group, or phenacyl group.)
This invention relates to a mixed paddy field herbicide that produces a synergistic effect that is unexpectedly significant when applied alone, and can kill a wide variety of weeds at low application rates. To explain the present invention in more detail, the compound (A), which is one of the components of this herbicide, is known as a herbicide, and is highly effective against perennial weeds such as bulrush, weed, and black grass, and is effective against rice. Highly safe. However, while the activity is strong in mid-growth treatment, the effect becomes weaker in pre-emergence soil treatment. On the other hand, pyrazole compounds are disclosed in Japanese Patent Application Laid-Open No. 50-126830.
It is known as a herbicide in Japanese Patent Application Laid-open No. 55-33454, and is effective against annual grass weeds, broad-leaved weeds, and perennial weeds such as Japanese cypress, Omodaka, and Urikawa, without causing any chemical damage to paddy rice in paddy fields. have an effect. However, if the weeds are treated with chemicals when they have grown to a certain extent, the effect will be reduced, and the effect on wild grasses will be insufficient. However, by applying both in combination, the herbicidal effect
As a result of examining drug damage, the range of herbicides was surprisingly expanded beyond the scope of application obtained with each single agent. It can be used to control perennial weeds such as Japanese cypress and paddy rice without compromising safety.
It has been found that this method has the effect of expanding the range of suitable spraying periods. In addition, this herbicide is sufficiently effective when mixed at a much lower dose than when used alone, and its herbicidal efficacy has been increased sufficiently to be used as a one-time treatment agent, and its efficacy is long-lasting. lasts for a long time. Examples of the pyrazole derivatives used as the active ingredient of the present invention include the following compounds. In addition, compound numbers are referred to in the following description. (1) 1,3-dimethyl-4-(2,4-dichlorobenzoyl)-5-hydroxypyrazole mp.165-166℃ (2) p-toluenesulfonate of (1) mp.122-124℃ (3) The p-toluenesulfonic acid ester and phenacyl ether of the compound (1) above are both converted to the compound (1) in the soil or in the plant body when used. It can be used in the same way. The mutual effect related to the present invention is observed in a wide range of mixing ratios, and the compound (A) has the general formula ()
A useful herbicide can be prepared by mixing the compounds represented by 0.1 to 10 parts by weight. The herbicide of the present invention is effective even when treated before and after the germination of weeds in paddy fields, and is highly effective when treated with soil or sprayed on foliage. The mixture of the present invention may be sprayed as a liquid itself, or may be mixed with a carrier and other adjuvants as necessary to form a drug commonly used as a herbicide.
For example, they are prepared and used as powders, coarse powders, fine granules, granules, and wettable powders. Suitable solid carriers for use in preparing the herbicide of the present invention include clays represented by the kaolinite group, montmorillonite group, or attabulgite group, talc, mica, pyrophyllite, pumice, vermiyukilite, and gypsum. , calcium carbonate, dolomite, diatomaceous earth, magnesium lime, apatite, zeolite, anhydrous silicic acid, synthetic calcium silicate and other inorganic substances, soybean flour, tobacco flour, walnut flour, wheat flour, wood flour, starch, crystalline cellulose. vegetable organic substances such as coumaron resin, petroleum resin, alkyd resin, polyvinyl chloride, polyalkylene glycol, ketone resin, synthetic or natural polymer compounds such as ester gum, copal gum, dammar gum, wax such as carnauba wax, beeswax, etc. and urea. Surfactants used for purposes such as dispersion, wetting, spreading, binding, disintegration control, stabilization of active ingredients, fluidity improvement, and rust prevention are nonionic, anionic, cationic, and zwitterionic. Although either non-ionic and/or
Anionic substances are used. Furthermore, the herbicide of the present invention includes casein, gelatin, albumin, glue, sodium alginate, carboxymethyl cellulose, methyl cellulose,
High molecular compounds such as hydroxyethyl cellulose and polyvinyl alcohol and other auxiliary agents can also be used in combination. The above-mentioned carriers and various auxiliary agents are used in the dosage form of the preparation,
They are used individually or in combination as appropriate depending on the purpose, taking into consideration the application situation. Wettable powders usually contain, for example, 25 to 90 parts by weight of the active ingredient compound, with the remainder being a solid carrier, a dispersing wetting agent, and optionally a protective colloid agent, a thixotropic agent, an antifoaming agent, and the like. Granules, for example, usually contain 1 to 35 parts by weight of the active ingredient compound, with the remainder being mostly solid carrier. The active ingredient compound is uniformly mixed with the solid carrier, or is uniformly fixed or adsorbed on the surface of the solid carrier, and the particle size is about 0.2 to
It is about 1.5mm. Examples of formulations of this herbicide are shown below. Formulation Example 1 20 parts by weight of Compound (2), 20 parts by weight of Compound (A), 2.5 parts by weight of dodecylbenzenesulfonate, 2.5 parts by weight of lignosulfonate and 55 parts by weight of diatomaceous earth were thoroughly ground and mixed to form a wettable powder. obtain. Formulation Example 2 5 parts by weight of compound (2), 3 parts by weight of compound (A), 3 parts by weight of white carbon, 5 parts by weight of lignin sulfonate, and 84 parts by weight of clay were thoroughly ground and mixed, and water was added and kneaded well. After granulation and drying, granules are obtained. Formulation Example 3 40 parts by weight of bentonite, 5 parts by weight of lignin sulfonate and 55 parts by weight of clay are pulverized and mixed, water is added, kneaded and granulated and dried to produce granules containing no active ingredient. Granules are obtained by impregnating 95 parts by weight of the granules with 1 part by weight of compound (3) and 4 parts by weight of compound (A). Next, in order to more specifically demonstrate the effect of the herbicide of the present invention, test examples will be given and explained. Test Example 1 A polyethylene pot with an inner diameter of 8 cm was filled with paddy soil, and Cyperus japonica was grown in the paddy field, and the flooded soil was treated with a prescribed amount of each drug formulated into a hydrating powder at the third leaf stage of the cypress. The pots were placed in a greenhouse at 25 to 30°C and grown under control. Thirty days after the treatment, the fresh weight of the above-ground parts of the remaining cypress was measured, and the ratio to the untreated plot was calculated. The results are shown in Table 1.

【表】 試験例 2 水田土壌3Kgずつ充填した1/5000aのワグネル
ポツトに水を入れて水田状態にし、このポツトに
タイヌビエ、ホタルイおよびコナギ、アゼナ、キ
カシグサ等の広葉雑草種子を播種し、またウリカ
ワ、クログワイの塊茎を植えつけた。さらに2.5
葉期の稲苗を移植し、ポツトを20〜25℃の温室内
に置いて植物を育成し、播種後7日目、ヒエが1
葉期の時期に所定量の薬剤を水和剤に製剤し、水
に希釈し、ポツト当り10c.c.処理した。その後温室
内で育成し、薬剤処理後25日目に除草効果を調査
した。なお、除草効果は抑草率、白化の程度等の
観察により、下記のように0〜10の数字で表わし
た。その結果を第2表に示す。 抑 草 率 0:0〜9% 6:60〜69 1:10〜19 7:70〜79 2:20〜29 8:80〜89 3:30〜39 9:90〜99 4:40〜49 10:100(完全枯死) 5:50〜59
[Table] Test Example 2 A 1/5000a Wagner pot filled with 3 kg of paddy soil was filled with water to create a paddy field, and seeds of Japanese millet, bulrush, and broad-leaved weeds such as Japanese apricot, azalea, and paddy were sown in the pot. I planted the tubers of black bream. 2.5 more
Transplant the rice seedlings at the leaf stage, place the pots in a greenhouse at 20-25°C to grow the plants, and on the 7th day after sowing, one barnyard millet grows.
At the leaf stage, a predetermined amount of the drug was formulated into a wettable powder, diluted with water, and treated at 10 c.c. per pot. The plants were then grown in a greenhouse, and the herbicidal effect was investigated 25 days after the chemical treatment. The herbicidal effect was expressed as a number from 0 to 10 as shown below based on the observation of the weed suppression rate, degree of whitening, etc. The results are shown in Table 2. Weed suppression rate 0:0-9% 6:60-69 1:10-19 7:70-79 2:20-29 8:80-89 3:30-39 9:90-99 4:40-49 10 :100 (completely dead) 5:50-59

【表】【table】

Claims (1)

【特許請求の範囲】 1 3―イソプロピル―2,1,3―ベンゾチア
ジアジン―4―オン―2,2―ジオキサイドと、 式 (式中、Yは水素原子、p―トルエンスルホニ
ル基またはフエナシル基を示す。) で表わされるピラゾール誘導体とを含有する水田
除草剤。
[Claims] 1 3-isopropyl-2,1,3-benzothiadiazin-4-one-2,2-dioxide, and the formula (In the formula, Y represents a hydrogen atom, a p-toluenesulfonyl group, or a phenacyl group.) A pyrazole derivative represented by:
JP56047008A 1981-03-30 1981-03-30 Herbicide Granted JPS57163304A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP56047008A JPS57163304A (en) 1981-03-30 1981-03-30 Herbicide

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP56047008A JPS57163304A (en) 1981-03-30 1981-03-30 Herbicide

Publications (2)

Publication Number Publication Date
JPS57163304A JPS57163304A (en) 1982-10-07
JPS6324482B2 true JPS6324482B2 (en) 1988-05-20

Family

ID=12763133

Family Applications (1)

Application Number Title Priority Date Filing Date
JP56047008A Granted JPS57163304A (en) 1981-03-30 1981-03-30 Herbicide

Country Status (1)

Country Link
JP (1) JPS57163304A (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2546683B2 (en) * 1987-08-18 1996-10-23 保土谷化学工業株式会社 Herbicidal composition

Also Published As

Publication number Publication date
JPS57163304A (en) 1982-10-07

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