JPS60197605A - Herbicidal composition - Google Patents

Herbicidal composition

Info

Publication number
JPS60197605A
JPS60197605A JP5326384A JP5326384A JPS60197605A JP S60197605 A JPS60197605 A JP S60197605A JP 5326384 A JP5326384 A JP 5326384A JP 5326384 A JP5326384 A JP 5326384A JP S60197605 A JPS60197605 A JP S60197605A
Authority
JP
Japan
Prior art keywords
weeds
herbicide
alpha
formula
mixture
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
Application number
JP5326384A
Other languages
Japanese (ja)
Inventor
Takashi Igai
猪飼 隆
Koichi Suzuki
宏一 鈴木
Tsutomu Nawamaki
縄巻 勤
Shinji Hasebe
長谷部 信治
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.)
Nissan Chemical Corp
Original Assignee
Nissan Chemical Corp
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 Nissan Chemical Corp filed Critical Nissan Chemical Corp
Priority to JP5326384A priority Critical patent/JPS60197605A/en
Publication of JPS60197605A publication Critical patent/JPS60197605A/en
Pending legal-status Critical Current

Links

Abstract

PURPOSE:A herbicidal composition that contains a combination of a novel pyrazole derivative with a specific herbicide for rice paddies, thus increasing its herbicidal activity synergically to enable the complete control of all kinds of weeds only one application with high safety to rice plant, animals and men. CONSTITUTION:The objective herbicidal composition is obtained by adding 0.1- 20pts.wt. of a novel pyrazole derivative of formula I (A is lower alkylene; X is halogen, NO2, lower alkyl; n is integer of 0-5) to 1pt.wt. of N-(alpha,alpha'-dimethylbenzyl)-alpha-bromo-t-butylacetamide of formula II, which has been known as a herbicide for rice paddies. The resultant composition developes synergic effect which could not expect, if the components are used alone, to kill not only annual weeds but also prenneal weeds with a low dose, further it shows very low toxicity to rice plant, animals and humans.

Description

【発明の詳細な説明】 本発明は一般式〔!〕: tis (式中+ Atj低級アルキレフ基金、xはハロゲン原
子、ニトロ基または低級アルキル基を表し。
DETAILED DESCRIPTION OF THE INVENTION The present invention is based on the general formula [! ]: tis (in the formula + Atj lower Alkilev fund, x represents a halogen atom, a nitro group or a lower alkyl group).

n jj Oまたは1〜5の整数を示す。nが2〜5の
場合は、Xri互φに同一または相異なってもよめ。)
で表されるピラゾール誘導体より選ばれた化合物と、下
記の化合物 で表されるN −((?、α′〜ジメチルベンジル)−
α−プロモーターシャリープチルアセトアミド(以下5
−47と略す。)とを有効成分として含有する除草剤組
成物に関するものである。
n jj O or an integer from 1 to 5. When n is 2 to 5, Xri and φ may be the same or different. )
A compound selected from the pyrazole derivatives represented by
α-promoter Shary Butylacetamide (5 below)
It is abbreviated as -47. ) as an active ingredient.

すなわち、前記一般式CI〕で表されるピラゾール誘導
体よ)選ばれた化合物と9日−47とを配合して各々の
単味施用では期待できない程著しい相乗効果をもたらし
、低施用量で多くの種類の問題雑草を枯殺できることを
特徴とする混合除草剤組成物に関するものである。
That is, by blending the pyrazole derivative represented by the general formula CI] with 9-47, a synergistic effect that could not be expected from the single application of each was produced, and a large amount of The present invention relates to a mixed herbicide composition that is capable of killing various types of problem weeds.

現在、水田用除草剤として数多くの除草剤が実用化され
ておシ、単剤および混合剤として広く一般に使用されて
いる。しかしながら、水田雑草は多種類におよび、−年
少雑草に有効な除草剤は数多いが多年生雑草に対しても
広い草種にわたって充分効果のある除草剤はほとんどな
い。そのために多種の多年生雑草が増加し、その防除が
切望されている。
At present, a large number of herbicides have been put to practical use as herbicides for paddy fields, and are widely used as single agents and mixtures. However, there are many types of paddy weeds, and although there are many herbicides that are effective against young weeds, there are few herbicides that are sufficiently effective against a wide range of perennial weeds. As a result, various types of perennial weeds are increasing, and their control is in great demand.

多年生雑草は、一般に成長が旺盛で発生期間が長く強害
草の一種でもある。したがって除草剤としては、多くの
種類の雑草を枯殺できる殺草スペクトルの広い性質が望
まれる。
Perennial weeds generally grow vigorously, have a long emergence period, and are a type of harmful grass. Therefore, herbicides are desired to have a broad spectrum of herbicidal properties that can kill many types of weeds.

また、最近の水稲栽培は機械化の導入、移植時期の早期
化が急速に広まり、従来以上に雑草発生に好適な場を与
えており、−回の除草剤施用では完全な雑草防除を期待
することができない傾向にある。このため同一もしくは
相異なる大の努力を要するばかシでなく、多量施用によ
る水稲薬害や土壌残留等好ましからざる問題を提起して
いる。
In addition, in recent years, mechanization and earlier transplantation of rice cultivation have rapidly become widespread, providing a more suitable place for weeds to grow than ever before, and complete weed control can be expected with -1 herbicide application. tend to be unable to do so. For this reason, it is not just a fool's errand that requires the same or different efforts, but also poses undesirable problems such as chemical damage to paddy rice and residue in the soil due to large amounts of application.

本発明者らは、従来の除草剤のこれらの問題点を改良す
る目的で、−回散布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し19人畜毒性のきわめて
低い安全な除草剤の検索を続けた結果、2種の有効成分
を配合することによっtこれらの問題点を改良した優れ
た除草剤が得られる仁とを知り9本発明を完成した。
In order to improve these problems of conventional herbicides, the present inventors have developed a herbicide that can completely control all weeds by multiple spraying, has a high degree of safety for paddy rice, and is extremely toxic to humans and animals. As a result of continuing the search for a safe herbicide with a low herbicide, it was discovered that an excellent herbicide that solved these problems could be obtained by combining two types of active ingredients, and the present invention was completed.

すなわち1本発明は、水田用除草剤として公知の8−4
7と、前記一般式〔■〕で表される新規なピラゾール誘
導体より選ばれた化合物との混合除草剤である。
That is, 1 the present invention uses 8-4, which is known as a herbicide for paddy fields.
7 and a compound selected from the novel pyrazole derivatives represented by the general formula [■].

本発明を更に詳細に説明すると1本除草剤の成分の1種
である化合物5−47は、一般に。
To explain the present invention in more detail, Compound 5-47, which is one of the components of the herbicide, is generally used.

ヒエ、ウリカワに対して効果がやや劣り、ホタルイ、ミ
ズガヤツリに対し比較的高い効力を有するものがあるが
、その効力は実用的に充分とは言えない。
Some are slightly less effective against Japanese barnyard grass and Japanese grasshoppers, and relatively high against firefly and Japanese snail, but their effectiveness cannot be said to be sufficient for practical use.

一方φ一般式[1〕で表される化合物は、ヒエ。On the other hand, the compound represented by the general formula [1] is barnyard grass.

ホタルイ、マツバイ、−年生六葉雑草、ウリカワ、ミズ
ガヤツリ、クログワ″イなどに対して高い活性を示し、
特にホタルイ、マツバイ、ミズガヤツリ、クログワイな
どのカヤツリグサ科の雑草に対する活性が著しく高く、
またヒエに対する活性も生育初期で強い効力を示す。
It shows high activity against firefly, pineweed, annual six-leaf weeds, urikawa, water cypress, black cypress, etc.
It has particularly high activity against weeds of the Cyperaceae family, such as firefly, pineweed, Japanese cypress, and black cyperus.
It also shows strong activity against barnyard grass at the early stage of growth.

本発明者らは、一般式C口で表される化合物と化合物5
−47とを混合して施用することによって1発芽前及び
生育期のヒエに対して単に相加的効力を示すにとどまら
ず高い相乗効果をもたらすことを発見し、更にヒエ以外
の雑草例えば、ホタルイ、ウリカワ等に対しても高い相
乗的殺草効果を示すことを見出した。
The present inventors discovered a compound represented by the general formula C and a compound 5
-47 was found to have a high synergistic effect on weeds other than barnyard grass, such as firefly grass, in addition to having an additive effect on barnyard grass in the pre-emergence and growing stages. It was also found that it has a high synergistic herbicidal effect on plants such as Prunus japonicus.

本発明の除草剤において一方の有効成分として用いられ
る前記一般式〇〕t−有する化合物を例示すれば第1表
のとおシである。(なお、化合物番号は以下の記載にお
いて参照される。)なお、これらの化合物は本出願人が
先に出願した特願昭57−69351号明細書に記載さ
れている実施例と同じ方法で製造できる。
Examples of compounds having the general formula t- used as one of the active ingredients in the herbicide of the present invention are shown in Table 1. (Compound numbers are referred to in the following description.) These compounds were manufactured by the same method as the example described in the specification of Japanese Patent Application No. 1983-69351 previously filed by the applicant. can.

本発明に示された混合剤は1文献未記載の新規な組合せ
でアシ、もちろんその特異な効力増強を言及した文献も
ない。本発明に関る相剰作用は広い範囲の混合比で認め
られ、化合物日−47が1重量部に対して一般式〔夏〕
で示される化合物をα1〜20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。このようにし
て完成された本発明除草剤は、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、蒐集兼土壌処理
でも高い効果が得られる。
The mixture shown in the present invention is a novel combination that has not been described in any literature, and of course, there is no literature that mentions its unique potency enhancement. The mutual effect related to the present invention was observed in a wide range of mixing ratios, and compound Hi-47 was added to 1 part by weight of the general formula [Summer].
A useful herbicide can be prepared by mixing the compounds represented by α1 to 20 parts by weight. The herbicide of the present invention thus completed is effective even when treated before and after weed germination, and is highly effective when treated in soil or in combination with soil treatment.

適用場面としては水稲用はもちろんのこと、各種穀類、
マメ類、ワタ、1菜類、果樹園、芝生。
Applications include not only paddy rice but also various grains,
Legumes, cotton, one vegetable, orchard, lawn.

放草地、茶園、森林地、非農耕地等で有用である。It is useful in pastureland, tea gardens, forest land, non-agricultural land, etc.

次に具体的に本発明化合物を用いる場合の製剤の配合例
を示す。部は重量部を示す。但し本発明の配合例は、こ
れらのみに限定されるものではない。
Next, specific formulation examples of formulations using the compounds of the present invention will be shown. Parts indicate parts by weight. However, the formulation examples of the present invention are not limited to these only.

配合例1 粒 剤 以上を均一に混合粉砕して後、少量の水を加えて攪拌混
合捏和し、押出式造粒機で造粒し。
Formulation Example 1 Granules After uniformly mixing and pulverizing the above ingredients, a small amount of water was added, the mixture was stirred and kneaded, and the mixture was granulated using an extrusion granulator.

乾燥して粒剤にする。Dry and make into granules.

配合例2 粒 剤 以上を均一に混合粉砕して後、少量の水を加えて、攪拌
混合捏和し、押出式造粒機で造粒し乾燥して粒剤にする
Formulation Example 2 Granules After uniformly mixing and pulverizing the above ingredients, a small amount of water is added, the mixture is stirred and kneaded, and the mixture is granulated using an extrusion granulator and dried to form granules.

配合例3 粒 剤 以上と均一に混合粉砕して後、少量の水を加えて、攪拌
混合捏和し、押出式造粒機で造粒し乾燥して粒剤にする
Formulation Example 3 Granules After uniformly mixing and pulverizing the above ingredients, a small amount of water is added, the mixture is stirred and kneaded, and the mixture is granulated using an extrusion granulator and dried to form granules.

配合例4 粒 剤 以上を均一に混合粉砕して後、少量の水を加えて、攪拌
混合捏和し、押出式造粒機で造粒し乾燥して粒剤にする
Formulation Example 4 Granules After uniformly mixing and pulverizing the above ingredients, a small amount of water is added, the mixture is stirred and kneaded, and the mixture is granulated using an extrusion granulator and dried to form granules.

j東金」1」−粒剤 以上を均一に混合粉砕して後、少量の水を加えて、攪拌
混合捏和し、押出式造粒機で造粒し乾燥して粒剤にする
j Togane "1" - Granules After uniformly mixing and pulverizing the above ingredients, add a small amount of water, stirring and kneading, granulate with an extrusion granulator and dry to make granules.

配合例6 粒 剤 以上を均一に混合粉砕して後、少量の水を加えて、攪拌
混合捏和し、押出式造粒機で造粒し乾燥して粒剤にする
Formulation Example 6 Granules After uniformly mixing and pulverizing the above ingredients, a small amount of water is added, the mixture is stirred and kneaded, and the mixture is granulated using an extrusion granulator and dried to form granules.

配合例7 粒 剤 以上を均一に混合粉砕して後、少量の水を加えて、攪拌
混合捏和し、押出式造粒機で造粒し乾燥して粒剤にする
Formulation Example 7 Granules After uniformly mixing and pulverizing the above ingredients, a small amount of water is added, the mixture is stirred and kneaded, and the mixture is granulated using an extrusion granulator and dried to form granules.

配合例8 粒 剤 以上を均一に混合粉砕して後、少量の水を加えて、攪拌
混合捏和し、・押出式造粒機で造粒し乾燥して粒剤にす
る。
Formulation Example 8 Granules After uniformly mixing and pulverizing the above ingredients, a small amount of water is added, stirring and kneading are carried out, and the mixture is granulated using an extrusion granulator and dried to form granules.

配合例9 粒 剤 以上を均一に混合粉砕して後、少量の水を加えて、攪拌
混合捏和し、押出式造粒機で造粒し乾燥して粒剤にする
Formulation Example 9 Granules After uniformly mixing and pulverizing the above ingredients, a small amount of water is added, the mixture is stirred and kneaded, and the mixture is granulated using an extrusion granulator and dried to form granules.

配合例 lO粒 剤 配合例 水和剤 (ホワイトカーボン;塩野義製薬婚商品名)以上を均一
に混合粉砕して水和剤とする。
Formulation example 1O grain Formulation example Wettable powder (White Carbon; Shionogi & Co., Ltd. product name) The above ingredients are uniformly mixed and pulverized to form a wettable powder.

試験例1 湛水条件における除草効果試験115000
アールのフグネルボット中に沖積土壌を入れたのち、水
を入れて混合し水深2醜の溢水条件とした。
Test Example 1 Weeding effect test under flooded conditions 115000
After putting alluvial soil into Earl's Hugnerbot, water was added and mixed to create a flood condition with a water depth of 2.

タイヌビエ、ホタルイのそれぞれの種子を上記のポット
に1播し、更にウリカワ塊菫を置床した。ポットを20
〜25℃の温室内に置いて。
One seed of each of Japanese millet and firefly was sown in the above pot, and a bed of violet violet was also placed. 20 pots
Place in a greenhouse at ~25°C.

植物を育成し、播種後7日目、ヒエがt5葉期。The plants were grown, and on the 7th day after sowing, the barnyard grass was at the T5 leaf stage.

ホタルイが2葉期、ウリカワが1葉期の時期に所定量の
薬剤量になるように薬剤希釈液をメスピペットで滴下処
理した。
When the firefly was in the two-leaf stage and the urikawa was in the one-leaf stage, a diluted drug solution was dropped using a volumetric pipette so that the amount of the drug was a predetermined amount.

薬液滴下後3週間口に各種雑草に対する除草効果を薬剤
処理区の地上部生草重および無処理区の地上部生草重を
測定してF記の式により殺草率(X)を算出した。
Three weeks after dropping the chemical solution, the herbicidal effect on various weeds was measured by measuring the above-ground grass weight in the chemical-treated area and the above-ground grass weight in the untreated area, and the herbicidal rate (X) was calculated using the formula F.

結果は第2表に示す。The results are shown in Table 2.

第 2 表 試験例2 内径8cIRのポリエチレン製ポットに水田土壌を充填
し、水田状態でタイヌビエを育成し、それが2.5葉期
に水利剤に製剤した各所定量の薬剤を溢水土壌処理した
Table 2 Test Example 2 A polyethylene pot with an inner diameter of 8 cIR was filled with paddy soil, and Japanese millet was grown in the paddy field, and at the 2.5 leaf stage, the soil was treated with a predetermined amount of each drug formulated into an irrigation agent.

ポットは25〜50℃の温室内に置いて管理育成し、処
理後50日0に残存しているタイヌビエの地上部生草重
および無処理区の地上部生草重を測定し、下記の式によ
抄殺草率(X)を算出した。 結果は第3表に示す。
The pots were placed in a greenhouse at a temperature of 25 to 50 degrees Celsius for controlled cultivation, and the weight of the above-ground grass of the Japanese millet remaining in the untreated area was measured 50 days after the treatment, and the weight of the above-ground grass of the untreated area was calculated using the following formula. The weed killing rate (X) was calculated. The results are shown in Table 3.

第 3 表 第2.3表中のE値の 明 個々の活性化合物は、その除草活性にそれぞれ欠点を示
す場合が多くあるが、その場合2種の活性化合物を組合
わせた場合の除草活性が、その2種の化合物の各々の活
性の単純な合計(期待される活性)よりも大きくなる場
合にこれを相乗作用という。
Table 3 The E values in Table 2.3 In many cases, individual active compounds exhibit drawbacks in their herbicidal activity, but in such cases, the herbicidal activity when two active compounds are combined is , is said to be synergistic when the activity of the two compounds is greater than the simple sum of their respective activities (expected activity).

2種の除草剤の特定組合わせによ抄期待される活性は1
次の様にして計算することができる。(colby、 
S、 R,除草剤の組合わせの相乗および拮抗反応の計
算1’−weedJ vol、 15.20〜22頁、
1967年を参照): X:除草剤^をat/了−ルの量で処理した時の抑制率 Y:除草剤Bをby/アールの量で処理した時の抑制率 E:除草剤^をaf/アール、除草剤5をbr/アール
で使用した場合に期待される抑制基 即ち、実際の抑制率が上記計算のE値より大、きいなら
ば9組合わせによる活性は相乗作用を示すということが
できる。
The expected activity of a specific combination of two herbicides is 1.
It can be calculated as follows. (Colby,
S, R, Calculation of synergistic and antagonistic reactions of herbicide combinations 1'-weedJ vol, 15.20-22,
(see 1967): If the expected inhibitory group, that is, the actual inhibition rate when using af/R, herbicide 5 in br/R, is greater than the E value calculated above, then the activity of the 9 combination is said to exhibit synergism. be able to.

特許出願人 日産化学工業株式会社 手続補正書(方式) 2 発明の名称 ゛ 除草剤組成物 3 補正をする者 事件との関係 特許出願人 住所(〒101)東京都千代田区神田錦町3丁目7番地
14、補正命令の日付
Patent Applicant Nissan Chemical Industries, Ltd. Procedural Amendment (Method) 2 Name of the Invention Herbicide Composition 3 Relationship to the case of the person making the amendment Patent Applicant Address (3-7 Kanda Nishiki-cho, Chiyoda-ku, Tokyo 101) 14.Date of amendment order

Claims (1)

【特許請求の範囲】[Claims] (式中、Aは低級アルキレン基を、Xはハロゲン原子、
ニトロ基または低級アルキル基を表し、nはOまたは1
〜5の整数を示す。nが2〜5の場合は、Xl′i互い
に同一または相異なってもよい。)で表されるピラゾー
ル誘導体より選ばれた化合物と、F記の化合物で表され
るN−(d、α′−ジメチルベンジル)−α−プロモー
ターシャリ−ブチルアセトアミドとを有効成分として含
有する除草剤組成物。
(In the formula, A is a lower alkylene group, X is a halogen atom,
represents a nitro group or a lower alkyl group, n is O or 1
Indicates an integer between ~5. When n is 2 to 5, Xl'i may be the same or different from each other. ) and N-(d,α'-dimethylbenzyl)-α-promoter ary-butylacetamide represented by the compound F as active ingredients. Composition.
JP5326384A 1984-03-19 1984-03-19 Herbicidal composition Pending JPS60197605A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP5326384A JPS60197605A (en) 1984-03-19 1984-03-19 Herbicidal composition

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP5326384A JPS60197605A (en) 1984-03-19 1984-03-19 Herbicidal composition

Publications (1)

Publication Number Publication Date
JPS60197605A true JPS60197605A (en) 1985-10-07

Family

ID=12937878

Family Applications (1)

Application Number Title Priority Date Filing Date
JP5326384A Pending JPS60197605A (en) 1984-03-19 1984-03-19 Herbicidal composition

Country Status (1)

Country Link
JP (1) JPS60197605A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4744815A (en) * 1985-05-11 1988-05-17 Nissan Chemical Industries, Ltd. 4-benzoyl-1-alkyl (alkenyl) - pyrazoles, composition containing them, herbicidal method of using them, and intermediate in their preparation
US6750230B2 (en) 2000-07-07 2004-06-15 Pfizer, Inc. Pyrazole derivatives

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4744815A (en) * 1985-05-11 1988-05-17 Nissan Chemical Industries, Ltd. 4-benzoyl-1-alkyl (alkenyl) - pyrazoles, composition containing them, herbicidal method of using them, and intermediate in their preparation
US6750230B2 (en) 2000-07-07 2004-06-15 Pfizer, Inc. Pyrazole derivatives
US7141585B2 (en) 2000-07-07 2006-11-28 Agouron Pharmaceuticals, Inc. Pyrazole derivatives

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