JPS608207A - Herbicide composition - Google Patents

Herbicide composition

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Publication number
JPS608207A
JPS608207A JP58116117A JP11611783A JPS608207A JP S608207 A JPS608207 A JP S608207A JP 58116117 A JP58116117 A JP 58116117A JP 11611783 A JP11611783 A JP 11611783A JP S608207 A JPS608207 A JP S608207A
Authority
JP
Japan
Prior art keywords
weeds
herbicide
herbicide composition
paddy
herbicides
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
JP58116117A
Other languages
Japanese (ja)
Inventor
Takashi Igai
猪飼 隆
Koichi Suzuki
宏一 鈴木
Shinji Hasebe
長谷部 信治
Tsutomu Nawamaki
縄巻 勤
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 JP58116117A priority Critical patent/JPS608207A/en
Publication of JPS608207A publication Critical patent/JPS608207A/en
Pending legal-status Critical Current

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Abstract

PURPOSE:A herbicide composition capable of wilting various kinds of weeds of problem sately and effectively with a small application amount by synergistic effects, obtained by using both a specific oxadiazoline derivative (herbicide for paddy fields) and a specific novel pyrazole derivative. CONSTITUTION:A herbicide composition containing (A) 5-tertiary-butyl-3-(2,4-dichloro-5-isopropoxyphenyl)-1,3,4-oxadiazolin -2-one, well-known as a herbicide for paddy fields and (B) a novel substance shown by the formula (A is lower alkylene; X is halogen, NO2, or lower alkyl; n is 0-5 integer) as active ingredients in a ratio of 1pt.wt. component A to 0.1-20pts.wt. component B. The composition has a wide application width, controls weeds ranging from annual weeds to perennial weeds, can destroy all weeds completely by one application, and yet has extremely high safety to paddy rice plants, men and beasts.

Description

【発明の詳細な説明】 本発明は、5−ターシャリ−ブチル−3−(2,4−ジ
クロロ−5−イソプロポキシフェニル)−1,44−オ
キサジアゾリン−2−オンと。
DETAILED DESCRIPTION OF THE INVENTION The present invention relates to 5-tert-butyl-3-(2,4-dichloro-5-isopropoxyphenyl)-1,44-oxadiazolin-2-one.

一般式(■): (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わし、nは0または
1〜5の整数を示す。nが2〜5の場合は、Xは互いに
同一または相異ってもよい。) で表わされるピラゾール誘導体より選ばれた化合物とを
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、低施用餓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。
General formula (■): (In the formula, A is a lower alkylene group, X is a halogen atom,
It represents a nitro group or a lower alkyl group, and n represents 0 or an integer of 1-5. When n is 2 to 5, X may be the same or different from each other. This mixture is characterized by being blended with a compound selected from the pyrazole derivatives represented by ) to bring about a synergistic effect far beyond what could be expected from the single application of each, and to be able to kill many types of problem weeds with low application starvation. The present invention relates to a herbicide composition.

現在、水田用除草剤として数多くの除草剤が実用化さn
ており、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?ネ 雑草は多種類におよび、−年少雑草に有効な婚草剤は数
多いが多年生雑草に効果のある除草剤はほとんどない。
Currently, many herbicides have been put into practical use as herbicides for paddy fields.
It is widely used as a single agent or as a mixture. However, rice fields? There are many types of weeds, and although there are many herbicides that are effective against young weeds, there are very few herbicides that are effective against perennial weeds.

そのために多年生雑草が増加し、その防除が切望さnて
いる。
As a result, the number of perennial weeds has increased, and there is a strong need to control them.

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
種類の雑草番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全期待
することができない傾向にある。このため同一もしくは
相異なる除草剤が数回にわたってくり返し使用されてい
るが、このような除草剤のくり返し使用は、多大の努力
を要するばかりでなく、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 become widespread, providing a more suitable place for weeds to grow than ever before, and complete weed control cannot be expected with only one herbicide application. tend to be unable to do so. For this reason, the same or different herbicides are used several times, but repeated use of such herbicides not only requires a great deal of effort, but also causes undesirable problems such as chemical damage to paddy rice and residue in the soil due to large amounts of herbicides being applied. is being raised.

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1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てこれらの問題点を改良した優nた
除草剤が、得られることを知り1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 completely controls all weeds by multiple spraying, is highly safe for paddy rice, and is highly toxic to humans and animals. As a result of continuing to search for a safe herbicide with a low herbicide, it was discovered that an excellent herbicide that improved these problems could be obtained by combining two types of active ingredients, and the present invention was completed.

すなわち2本発明は、水田用除草剤として公知の5−タ
ーシャリ−ブチル−5−(2,4Lジクロロ−5−イソ
プロポキシフェニル) −1,3゜4−オキサジアゾリ
ン−2−オン(以下(A>と略す)と、前記一般式(r
)で表わされる新規なピラゾール誘導体より選ばれた化
合物(以下2本化合物という)との混合除草剤である。
That is, the present invention uses 5-tert-butyl-5-(2,4L dichloro-5-isopropoxyphenyl)-1,3°4-oxadiazolin-2-one (hereinafter referred to as ( A>) and the general formula (r
) is a mixed herbicide with a compound selected from novel pyrazole derivatives (hereinafter referred to as two compounds).

本発明をさらに詳細に説明すると1本除草組成物の成分
の一つである(A)は、ノビエに対して効果が高く広葉
雑草および近年問題となっている多年生雑草のウリカワ
に対しても生育初期処理で活性があるが、生育が進むと
効果が弱くなる。
To explain the present invention in more detail, (A), which is one of the components of the herbicidal composition, is highly effective against field weeds and also grows against broad-leaved weeds and perennial weeds, which have become a problem in recent years. Although it is active in the initial treatment, the effect becomes weaker as growth progresses.

一方1本化合物は、水田においては水稲に薬害を及ばず
ことなく、−年生イネ科雑草、広葉雑草およびホタルイ
、ヘラオモダカ、クログワイ、マツバイ、ミズガヤツリ
、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った時期に薬剤処理すると
その効果は低下し、管にノビエに対する効果は不充分に
なる。
On the other hand, the present compound is effective against annual grass weeds, broad-leaved weeds, and perennial weeds such as fireweeds, Japanese grass weeds, black grass weeds, Japanese grasshoppers, Japanese cypresses, and weeds, without causing any phytotoxicity to paddy rice in paddy fields. However, if the weeds are treated with chemicals once they have grown to a certain size, the effectiveness of the treatment will decrease, and the effect on the weeds will be insufficient.

しかし1両者を混合施用して、その除草効果。However, the herbicidal effect of a mixed application of both.

薬害等について検討した結果、駕〈べきことに各昨剤で
得らnていた適用時期を越えて、散布適期幅が拡大さn
、その殺草幅は、イネ科(ノビエ)、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
、ヘラオモダカ、クログワイ等の多年生雑草一般にまで
および水稲に対する安全性をそこなうことなく。
As a result of studying drug damage, etc., we found that the range of suitable application periods for spraying should be expanded beyond the application periods that were obtained with each previous agent.
, its grass killing range is grass (novie), cyperaceae,
It can be used without compromising the safety of general broad-leaved weeds and perennial weeds such as bulrush, cyperus japonica, porcupine, cypress, and black grub, as well as paddy rice.

散布適期幅を拡大できるという効果が判明した。It has been found that the effect of expanding the range of suitable spraying periods has been found.

また1本除草剤は単味使用薬量よ沙はるかに低薬量同志
の混合で充分その効果を発揮し、相乗効果の増大が認め
らn−回処理剤として充分な程に殺草効力の増大が計ら
t、その効力持続性は長期に及ぶ。
In addition, a single herbicide can be sufficiently effective when mixed at a much lower dose than when used alone, and an increase in the synergistic effect has been observed, resulting in a sufficient herbicidal effect as an n-time treatment agent. The effect is long-lasting.

本発明の除草剤において一方の有効成分として用いら扛
る前記一般式(1)を有する化合物を例示す扛ば第1表
のとおりである(なお、化合物番号は以下の記載におい
て参照される。)。
Examples of compounds having the general formula (1) 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). ).

なお、とnらの化合物は本出願人が先に出願した特願昭
57−69551号明細書に記載さnている実施例と同
じ方法で製造できる。
Incidentally, the compounds of et al. can be produced by the same method as the example described in Japanese Patent Application No. 1983-69551 previously filed by the present applicant.

式; 本発明に示された混合剤は1文献未記載−の新規な組合
せであり、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(A)1重量部に対して一般式(1)で
示さnる化合物’in1〜20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。
Formula: 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 is observed in a wide range of mixing ratios, and when compound (A) is mixed at a ratio of 1 to 20 parts by weight of the compound represented by general formula (1) to 1 part by weight of compound (A). , can create useful herbicides. The herbicide of the present invention thus completed is effective even when treated before and after weed germination, and is suitable for soil treatment.

菫葉兼土壌処理でも高い効果が得らnる。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
、そ菜類、果樹園、芝生、放草地、茶園、森林地、非農
耕地等で有用である。
High effects can be obtained even with violet leaf and soil treatment. It is useful not only for paddy rice, but also for various grains, beans, cotton, side vegetables, orchards, lawns, pastures, tea plantations, forests, non-agricultural lands, etc.

本発明混合剤は、原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製剤形態、たとえば粉剤、粗粉剤、
微粒剤1粒剤、水利剤、乳剤、水浴液剤、水溶剤、油懸
濁剤等に調製さnて使用される。
The mixture of the present invention may be sprayed as the raw material itself, or may be mixed with a carrier and other adjuvants as necessary to form a formulation commonly used as a herbicide, such as powder, coarse powder, etc.
It is used in the form of fine granules, aqueous preparations, emulsions, bath solutions, water solutions, oil suspensions, etc.

本発明の有効成分化合物の混合物を除草剤として施用す
るにあたっては、一般には、ym当な担体2例えばクレ
ー、タルク、ベントナイト。
When applying the mixtures of the active compounds of the invention as herbicides, suitable carriers are generally used, such as clay, talc, bentonite.

珪そう土等の固体担体あるいは水、アルコール類(メタ
ノール、エタノール等)、芳香族炭化水素類、エーテル
類、ケトン類、エステル類(酢酸エチル等)、酸アミド
類(ジメチルホルムアミド等)などの液体担体と混用し
て適用することができ、所望により乳化剤1分散剤、@
濁剤、浸透剤、展着剤、安定剤などを添加し、乳剤、水
和剤、粉剤1粒剤等任意の剤壓にて実用に供することが
できる。
Solid carriers such as diatomaceous earth or liquids such as water, alcohols (methanol, ethanol, etc.), aromatic hydrocarbons, ethers, ketones, esters (ethyl acetate, etc.), acid amides (dimethylformamide, etc.) It can be applied in combination with a carrier, and optionally an emulsifier, a dispersant, @
By adding a clouding agent, a penetrating agent, a spreading agent, a stabilizer, etc., it can be put into practical use in any form such as an emulsion, a wettable powder, or a powder.

また必要に応じて製剤または散布時に他種の除草剤、各
種殺虫剤、殺菌剤、共力剤などと混合施用してもよい。
In addition, if necessary, other types of herbicides, various insecticides, fungicides, synergists, etc. may be mixed and applied at the time of formulation or spraying.

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、と
n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 only to andn et al.

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乾燥して粒剤にする
Formulation Example 1 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.

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。
After uniformly mixing and pulverizing the above, a small amount of water was added, the mixture was stirred and kneaded, and the mixture was granulated using an extrusion type granulator.

乾燥して粒剤にする。Dry and make into granules.

配合例3 水和剤 以上を均一に混合粉砕して水利剤とする。Formulation example 3 Hydrating agent The above is uniformly mixed and pulverized to make an irrigation agent.

配合例4 水和剤 以上を均一に混合粉砕して水利剤とする。Formulation example 4 Hydrating agent The above is uniformly mixed and pulverized to make an irrigation agent.

以上を均一に混合して乳剤とする。The above is mixed uniformly to form an emulsion.

次に本発明の除草剤組成物の効果を具体的に試験例を挙
げて説明する。
Next, the effects of the herbicide composition of the present invention will be specifically explained by giving test examples.

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イ責土壌を入れたのち、
水を入れて混合し水深20の湛水条件とした。
Test Example 1 Weeding effect test under flooded conditions 115000
After putting Okiyoshi soil in Earl's Hugnerbot,
Water was added and mixed to create a submerged condition of water depth 20.

タイヌビエ、広葉雑草(コナギ、アゼナ、キカシグサ)
、ホタルイのそ扛ぞnの柚子を上記のポットに混播し、
更にウリカワ塊菫、ミズガヤツリ塊菫、クログワイ塊菫
を置床した。さらに2.5葉期の稲苗を移植し、ポット
を20〜25℃の温室内に置いて、植物を育成し、播種
後7日月、ヒエが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。
Japanese millet, broad-leaved weeds (Japanese cabbage, Japanese azalea, Japanese grass)
, sow yuzu from Hotarui in the above pot,
In addition, I placed a bed of Urikawa clump violet, Mizugaya clump violet, and Kurogwai clump violet. Furthermore, rice seedlings at the 2.5-leaf stage are transplanted, the pots are placed in a greenhouse at 20-25°C, the plants are grown, and 7 days after sowing, when the barnyard grass is at the 1-leaf stage, a predetermined amount of the chemical is administered. The diluted drug solution was added dropwise using a measuring pipette so that the results were as follows.

薬液滴下後6週間目に各種雑草に対する除草効果を下記
の判定基準に従い調査した。
Six weeks after dropping the chemical solution, the herbicidal effect on various weeds was investigated according to the following criteria.

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

判定基準 5・・・殺草率90X以上(はとんど完全枯死)4・・
・ 1 70〜90% 3 ・・・ 1 40〜70X 2・・・ 1 20〜40X 1 ・・・ ! 5〜20X O・・・ l 5X以下(はとんど効力なし)但し、上
記の殺草率は、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下記の式によりめたもので
ある。
Judgment Criteria 5: Weed killing rate 90X or higher (almost complete death) 4...
・1 70~90% 3...1 40~70X 2...1 20~40X 1...! 5 to 20X O...l 5X or less (hardly effective) However, the above weed killing rate was determined by measuring the above-ground grass weight in the chemical-treated area and the above-ground grass weight in the untreated area. It is determined by the formula.

第 2 表 試験例2 内径8crn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、ヒエの2葉期に水
利剤に製剤した各所定世の薬剤を潅水土壌処理した。
Table 2 Test Example 2 A polyethylene pot with an inner diameter of 8 crn was filled with paddy soil, and Japanese millet was grown in the paddy field. At the second leaf stage of barnyard millet, the soil was irrigated with various chemicals formulated as irrigation agents.

ポットは25〜30℃の温室内に置いて管理育成し、処
理後60日1に残存しているヒ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、下記の式により殺草
率(%)を算出した。
The pots were placed in a greenhouse at 25 to 30°C for controlled cultivation, and 60 days after the treatment, the weight of the above-ground grass of the barnyard grass remaining and the weight of the above-ground grass in the untreated area were measured, and the following equation was calculated. The weed killing rate (%) was calculated.

結果は第3表に示す。The results are shown in Table 3.

第 3 表 第3表中のE値の説明 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)よりも太きくなる場
合にこnを相乗作用という。
Table 3 Explanation of the E value in Table 3Individual active compounds often exhibit shortcomings in their herbicidal activity, but in such cases, the herbicidal activity of the combination of two active compounds is When the activity of two compounds is greater than the simple sum of their respective activities (expected activity), this is called synergism.

2種の除草剤の特定組合わせにより期待さ扛る活性は1
次の様にして計算することができる( 0olby、 
S、R,除草剤の組合わせの相乗および拮抗反応の計算
r Wepd J Vol、 15.20〜22頁、1
967年を参照): X:除草剤Aをar/アールの量で処理した時の抑制率 Y:除草剤Bをbr/アールの量で処理した時の抑制率 E:除草剤Aを1i?/アール、除草剤Bをby/アー
ルで使用した場合に期待さtらば1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 (0olby,
S, R, Calculation of synergistic and antagonistic reactions of herbicide combinations Wepd J Vol, 15.20-22, 1
967): X: Inhibition rate when herbicide A is treated at an amount of ar/are Y: Inhibition rate when herbicide B is treated at an amount of br/are E: Herbicide A is 1i? /R, and if herbicide B is used by/R, it can be said that the activity of one combination shows a synergistic effect.

特許出願人 日産化学工業株式会社Patent applicant: Nissan Chemical Industries, Ltd.

Claims (1)

【特許請求の範囲】[Claims] (1)5−ターシャリ−ブチル−5−(2,4−ジクロ
ロ−5−イソプロポキシフェニル) −1゜己4−オキ
サジアゾリンー2−オンと。 一般式(1): (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わし、nは0または
1〜5の整数を示す。 nが2〜5の場合は、Xは互いに同一または相異なって
もよい。) で表わさnるピラゾール誘導体より選ばれた化合物とを
有効成分として含有する除草剤組成物。
(1) 5-tert-butyl-5-(2,4-dichloro-5-isopropoxyphenyl) -1° with 4-oxadiazolin-2-one. General formula (1): (wherein, A is a lower alkylene group, X is a halogen atom,
It represents a nitro group or a lower alkyl group, and n represents 0 or an integer of 1-5. When n is 2 to 5, X may be the same or different from each other. ) A herbicide composition containing a compound selected from pyrazole derivatives represented by n as an active ingredient.
JP58116117A 1983-06-29 1983-06-29 Herbicide composition Pending JPS608207A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP58116117A JPS608207A (en) 1983-06-29 1983-06-29 Herbicide composition

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP58116117A JPS608207A (en) 1983-06-29 1983-06-29 Herbicide composition

Publications (1)

Publication Number Publication Date
JPS608207A true JPS608207A (en) 1985-01-17

Family

ID=14679108

Family Applications (1)

Application Number Title Priority Date Filing Date
JP58116117A Pending JPS608207A (en) 1983-06-29 1983-06-29 Herbicide composition

Country Status (1)

Country Link
JP (1) JPS608207A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6750230B2 (en) 2000-07-07 2004-06-15 Pfizer, Inc. Pyrazole derivatives

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
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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