JPS6045507A - Herbicide composition - Google Patents

Herbicide composition

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Publication number
JPS6045507A
JPS6045507A JP58153954A JP15395483A JPS6045507A JP S6045507 A JPS6045507 A JP S6045507A JP 58153954 A JP58153954 A JP 58153954A JP 15395483 A JP15395483 A JP 15395483A JP S6045507 A JPS6045507 A JP S6045507A
Authority
JP
Japan
Prior art keywords
lower alkyl
short
parts
diethyl
alkyl group
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.)
Granted
Application number
JP58153954A
Other languages
Japanese (ja)
Other versions
JPH0363524B2 (en
Inventor
Takashi Igai
猪飼 隆
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 JP58153954A priority Critical patent/JPS6045507A/en
Publication of JPS6045507A publication Critical patent/JPS6045507A/en
Publication of JPH0363524B2 publication Critical patent/JPH0363524B2/ja
Granted legal-status Critical Current

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Abstract

PURPOSE:A herbicide composition having no phytotoxicity to paddy rice plants, controlling Echinochloa crus-galli Beauv. var. praticola Ohwi. with a small amount of it, obtained by blending a specific pyrazolesulfonylurea derivative with one of NTN801, HW-52, butachlor, and pretilacrol. CONSTITUTION:A herbicidal composition comprising a pyrazolesulfonylurea derivative shown by the formula (A is lower alkyl; B is H, or lower alkyl; R is lower alkyl; X and Y are lower alkyl, or lower alkoxy) and one of 2-benzothiazol-2-yloxy-N-methylacetanilide (NTN801 for short), 4-ethoxy-methoxy-benz-2', 3'-dichloroanilide (HW-52 for short), N-butoxymethyl-2,6-diethyl-alpha-chloroacetanilide (butachlor for short), and 2-chloro-2',6'-diethyl-N-(n-propoxyethyl)acetanilide (pretilacrol for short) as active ingredients.

Description

【発明の詳細な説明】 本発明は一般式(■): 〔式中へは低級アルキル基を示す。Bは水素原子または
低級アルキル基を示す。Rは低級アルキル基を示す。X
およびYはそれぞれ独立して、低級アルキル基または低
級アルコキシ基を示す。〕 で表されるピラゾールスルホニルウレア誘導体と2−ヘ
ンジチアゾール−2−イルオキシ−N−メチルアセトア
ニリド(以下NTN801と称する)4−エトキシ−メ
トキシ−ベンズ−2’ 、3’ −ジクロルアニリド(
以下HW−52と称する)、N〜ブトキシメチル−2,
6−ジエチル−α−クロロアセトアニリド(以下ブタク
ロールと称する)または2−クロル−2゛6”−ジエチ
ル−N−(n〜プロポキシエチル)アセトアニリド(以
下プレチラクロールと称する。)のうちの1種とを有効
成分として含有することを特徴とする除草剤組成物に関
する。
DETAILED DESCRIPTION OF THE INVENTION The present invention is based on the general formula (■): [In the formula, a lower alkyl group is shown. B represents a hydrogen atom or a lower alkyl group. R represents a lower alkyl group. X
and Y each independently represent a lower alkyl group or a lower alkoxy group. ] A pyrazolesulfonylurea derivative represented by
(hereinafter referred to as HW-52), N~butoxymethyl-2,
6-diethyl-α-chloroacetanilide (hereinafter referred to as butachlor) or 2-chloro-2'6''-diethyl-N-(n~propoxyethyl)acetanilide (hereinafter referred to as pretilachlor). The present invention relates to a herbicidal composition containing the present invention as an ingredient.

長年にわたる除草剤の研究開発のなかから多種多様な薬
剤が実用化され、これら除草剤は雑草防除作業の省力化
や農園芸作物の生産性向上に寄与してきた。今日におい
ても、より優れた除草特性を有する新規薬剤の開発が要
望され、特に農園芸用除草剤としては、栽培作物に薬害
を及ぼすことなく、対象雑草のみを選択的にかつ低薬量
で防除しうろことが望ましいが、既存の薬剤は必ずしも
この要求を満たすものではなかった。
As a result of many years of research and development into herbicides, a wide variety of herbicides have been put into practical use, and these herbicides have contributed to labor-saving weed control operations and improved productivity of agricultural and horticultural crops. Even today, there is a demand for the development of new chemicals with better herbicidal properties, and in particular, as herbicides for agriculture and horticulture, they are used to selectively control only target weeds at low doses without causing harm to cultivated crops. However, existing drugs do not necessarily meet this requirement.

一般式(1)で表される化合物は従来の除草剤に比して
低薬量で優れた除草効果をあげ、なおかつイネに対して
高い安全性を有する。また、−年生イネ科雑草、−年生
広葉雑草に卓効を示すのみならず、多年生雑草にも強い
効力を示し、その有用性は大きい。
The compound represented by the general formula (1) exhibits excellent herbicidal effects at lower dosages than conventional herbicides, and has high safety against rice. Moreover, it is highly effective not only against -year-old grass weeds and -year-old broad-leaved weeds, but also against perennial weeds, making it highly useful.

また従来より知られている、NTN801、HW−52
はノビエに対し、ブタクロールまたはプレチラクロール
はノビエ、−年生雑草、ボクルイに対し、一般式(1)
で表される化合物に比して高薬量で使用されてきたが、
その結果これらの薬剤で防除困難な多年生雑草の増加を
もたらし、その改善が望まれている。
Also, the conventionally known NTN801, HW-52
General formula (1) is used for Noviae, butachlor or pretilachlor is used for Noviae, - an annual weed, and Bokurui.
Although it has been used in higher doses than the compounds represented by
As a result, perennial weeds that are difficult to control with these chemicals have increased, and improvements are desired.

本発明者は、前記一般式(’I)で表される化合物の除
草効果を増大させるべく研究を行った結果、一般式(I
)で表される化合物に、従来使用されている前記除草剤
を配合すると、それぞれの除草効果が単に相加的にえら
れるのみならず、相乗的殺草効果が現れる事を見出し本
発明を完成した。
The present inventor conducted research to increase the herbicidal effect of the compound represented by the general formula ('I), and found that the compound represented by the general formula ('I)
) and the conventionally used herbicides, the inventors discovered that not only the respective herbicidal effects were merely additive, but also a synergistic herbicidal effect appeared, and the present invention was completed. did.

この相乗効果は大きく、本発明組成物により、イネに対
して薬害を及ぼすこともなく、低薬量でノビエ、−年生
雑草から多年生雑草まで完全に防除でき、本発明の有用
性は非常に大きい。また特にヒエに対する殺草効果の相
乗作用は著しく、上記の混合施用によって、本発明組成
物中に含まれる従来用いられてきた前記除草剤の使用薬
量の低減をも可能とし、極めて有用性が高い。
This synergistic effect is great, and the composition of the present invention does not cause any phytotoxicity to rice, and it is possible to completely control wild weeds, annual weeds, and perennial weeds at a low dose, and the usefulness of the present invention is extremely large. . In addition, the synergistic effect of the herbicidal effect on barnyard grass is particularly remarkable, and by the above-mentioned mixed application, it is possible to reduce the amount of the conventionally used herbicides contained in the composition of the present invention, making it extremely useful. expensive.

また、本発明除草剤組成物は、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、茎葉兼土壌処理
でも高い効果が得られる。又、イネ以外の各種穀類に対
しても有用であり、その他の畑地、果樹園などの農園芸
分野及び運動場、空き地、林地、タンクヤード、線路端
などの非農耕地における各種雑草の防除にも通用でき、
雑草防除にあたって大きな経済的効果を示す。
Furthermore, the herbicidal composition of the present invention is effective even when treated before and after weed germination, and is highly effective when treated with soil or with both foliage and soil. It is also useful for various grains other than rice, and can also be used to control various weeds in agricultural and horticultural fields such as fields and orchards, as well as in non-agricultural areas such as playgrounds, vacant lots, forest areas, tank yards, and railway edges. Can be used,
Shows great economic effect in weed control.

本発明による組成物は、各成分の相対的活性にもよるが
、一般にはNTN801、HW−52、ブタクロールま
たはブレナラクロール1重量部当たり一般式(1)で表
される化合物o、ooi〜50重量部、好適には0.0
01〜10重量部含んでいる。
The composition according to the present invention generally contains a compound o, ooi to 50% of the compound represented by the general formula (1) per 1 part by weight of NTN801, HW-52, butachlor or brennaraclor, although it depends on the relative activity of each component. parts by weight, preferably 0.0
It contains 01 to 10 parts by weight.

多くの場合、本発明の配合除草剤の最高の利点は式(1
)で表される化合物の割合が他の除草剤よりも比較的低
い時、例えば他の除草剤1重量部当たり一般式(I)で
表される化合物が0.001〜0.1重量部のときに得
られる。
In many cases, the greatest advantage of the combined herbicide of the present invention is that the formula (1
) is relatively lower than other herbicides, for example, when the proportion of the compound represented by formula (I) is 0.001 to 0.1 part by weight per 1 part by weight of other herbicides. sometimes obtained.

適用すべき混合物の量は、多数の因子、例えば生育を阻
止すべき特定の対象植物の種類などにより左右されるが
、一般に0.001〜10)[g/haの量が普通は適
当である。当業者であれば標準化された通常のテストに
より特に多数の実験を行わなくても適当な使用割合が容
易に決定出来る。
The amount of mixture to be applied will depend on a number of factors, such as the specific target plant species to be inhibited, but generally amounts of 0.001 to 10) [g/ha are usually suitable. . Those skilled in the art can readily determine appropriate usage rates by routine, standardized tests without the need for extensive experimentation.

本発明組成物は、活性成分を固体または液体希釈剤から
なるキャリヤーと混合した組成物の形態で使用するのが
好ましい。組成物は更に界面活性剤を含むのが好ましい
The compositions of the invention are preferably used in the form of a composition in which the active ingredient is mixed with a carrier consisting of a solid or liquid diluent. Preferably, the composition further comprises a surfactant.

次ぎに本発明における一般式(1)で表される化合物の
代表例を第1表に示す。以下の化合物は一般式(I)で
表される化合物に包含されるものではあるが、一般式(
1)で表される化合物はこれらに限定されるものではな
い。
Next, Table 1 shows representative examples of the compound represented by the general formula (1) in the present invention. Although the following compounds are included in the compounds represented by the general formula (I), they are also included in the compounds represented by the general formula (I).
The compounds represented by 1) are not limited to these.

以下余白 第1表 Me:メチル基 Et:エチル基 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
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。2種の除草剤の特定組合せに
より期待される活性は、次のようにして計算することが
できる。
Table 1 in the margin below Me: Methyl group Et: Ethyl group Individual active compounds often exhibit drawbacks in their herbicidal activity, but in such cases, the herbicidal activity when two types of active compounds are combined is When the activity of two compounds is greater than the simple sum of their respective activities (expected activity), this is called synergism. The expected activity of a particular combination of two herbicides can be calculated as follows.

(Colby S、R,除草剤の組合せの相乗及び拮抗
作用反応の計算rWeedJ 15巻20〜22頁、1
967年を参照)α:除草剤AをaKg/haの量で処
理した時の抑制率 β:除草剤Bをt)Kg/haO量で処理した時の抑制
率 E:除草剤AをaKg/ha、除草剤BをbKg/ha
の量で処理した場合に期待される抑制率即ち、実際の抑
制率が上記計算より大きいならば組合せによる活性は相
乗作用を示すということができる。
(Colby S, R, Calculation of synergistic and antagonistic responses of herbicide combinations rWeedJ vol. 15, pp. 20-22, 1
967) α: Inhibition rate when herbicide A is treated at a Kg/ha amount β: Suppression rate when herbicide B is treated at a Kg/haO amount E: Herbicide A is aKg/ha ha, herbicide B bKg/ha
If the expected inhibition rate, that is, the actual inhibition rate when treated with the above amount, is greater than the above calculation, it can be said that the combined activity exhibits a synergistic effect.

以下本発明を実施例によりさらに具体的に説明するが、
本発明における化合物、製剤量、列形等は実施例のみに
限定されるものではない。
Hereinafter, the present invention will be explained in more detail with reference to Examples.
The compounds, formulation amounts, array types, etc. in the present invention are not limited to the examples.

尚、「部」は全て重量部を意味する。In addition, all "parts" mean parts by weight.

n金桝上 粒剤 化合物阻2 −−−−−一一一−0,1部HW−52−
−−−−−7部 ベントナイト −−−−−−−・−・・−50部タルク
 −−m−−−・・−,42,9部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、押し出し式
造粒機で造粒し、乾燥して粒剤にする。
n Gold box granule compound inhibitor 2 ------111-0, 1 part HW-52-
−−−−7 parts bentonite −−−−−−・−・・−50 parts talc −−m−−−・−, 42. Mix and crush 9 parts or more evenly, then add a small amount of water. The mixture is then stirred and kneaded, granulated using an extrusion granulator, and dried to form granules.

翫ミ1列」エ 粒剤 化合物隘5 =−−−−−−0、05部NTN801 
−−−−−−−−−− 3部ベントナイト −−−−−
−−−−−−−50部タルク −−−−−−−−46、
95部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、押し出し式造粒機で造粒し、乾燥して粒
剤にする。
1 row of rows of grains 5 = -------0, 05 parts NTN801
−−−−−−−−−− Three parts bentonite −−−−−
-----------50 parts talc -----------46,
At least 95 parts are uniformly mixed and pulverized, then a small amount of water is added, stirred and kneaded, granulated using an extrusion granulator, and dried to form granules.

配」H列J−粒剤 化合物N[L6 −−−−−−− 0.1部ブタクロー
ル −−−−−−−−3,5部ベントナイト −−−−
−−−−−−25部タルク −−−−−−−・−= 7
1 、 4部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、押し出し式造粒機で造粒し、乾燥
して粒剤にする。
Column H Row J - Granule Compound N [L6 ------- 0.1 part Butachlor - 3,5 parts Bentonite ----
−−−−−−25 parts talc −−−−−−−・−= 7
1.4 parts or more are uniformly mixed and pulverized, then a small amount of water is added, stirred and kneaded, granulated using an extrusion granulator, and dried to form granules.

配食(社)t 粒剤 化合動歯8 −−−−−−−0 、 05部プレチラク
ロール −−−−−−−1,5部ベントナイト −−−
−−−−−−−−2,5部タルク −−−−−”−73
、45部 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、押し出し式造粒機で造粒し、乾燥して粒剤にす
る。
Kaishoku Co., Ltd. Granule Compound Moving Tooth 8 ---------0, 05 parts Pretilachlor ---1,5 parts Bentonite ---
−−−−−−−−2.5 parts talc −−−−−−”−73
, 45 parts or more are uniformly mixed and pulverized, then a small amount of water is added, stirred and kneaded, granulated using an extrusion type granulator, and dried to form granules.

配念皿l 水和剤 化合動歯7 −−−−−−−0.3部 HW −52−−−−−−−−−−−−−−40ジ−ク
ライトA −−−−−−−−−−−−55,7部(カオ
リン系クレー:ジ−クライト工業側商品名)ツルポール
5039 −−−−−−−−−−−−2部(非イオン性
界面活性剤とアニオン性界面活性剤との混合物:東邦化
学■商品名) カープレックス(固結防止剤)−−−2部(ホワイトカ
ーボン:塩野義製薬■商品名)以上を均一に混合粉砕し
て水和剤とする。
Discretion plate l Hydrating agent compound moving tooth 7 ----------0.3 parts HW -52-------40 Zikryte A---- --------- 55.7 parts (kaolin clay: Zikrite Industries trade name) Tsurupol 5039 ------ 2 parts (nonionic surfactant and anionic interface) Mixture with activator: Toho Chemical (trade name) Carplex (anti-caking agent) - 2 parts or more (white carbon: Shionogi & Co., Ltd. trade name) are uniformly mixed and pulverized to make a wettable powder.

拭襞災上 湛水条件における除草効果試験115000
アールのワグネルポソト中に沖積土壌を入れた後、水を
入れて混和し水深2cmの淡水条件とする。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
それぞれの種子を、上記のポットに混播し、さらにウリ
カワ、ミズガヤツリ、クログワイの塊茎を置床した。さ
らに2.5葉期のイネ苗を移植した。ボットを25〜3
0℃の温室内において植物を育成し、播種後10日口重
タイヌビエが1.5葉期の時期に水面へ所定の薬量にな
るように、薬剤希釈液をメスピペットで滴下処理した。
Weeding effect test under flooded conditions 115000
After putting alluvial soil into Earl's Wagner Posoto, water is added and mixed to create freshwater conditions at a depth of 2 cm. Seeds of Japanese grasshopper, broad-leaved weeds (Japanese chinensis, azalea, and Kikashigusa) were mixedly sown in the above-mentioned pots, and tubers of Japanese cypress, Japanese cypress, and black bream were also placed in the beds. Furthermore, rice seedlings at the 2.5 leaf stage were transplanted. 25-3 bots
Plants were grown in a greenhouse at 0° C., and 10 days after sowing, at the 1.5-leaf stage, a diluted drug solution was dropped onto the water surface using a volumetric pipette at a predetermined dose.

 薬液滴下後3週目に各種雑草に対する除草効果を下記
の判定基準に従って調査した。
Three weeks after dropping the chemical solution, the herbicidal effect on various weeds was investigated according to the following criteria.

結果は第2表及び第3表に示す。The results are shown in Tables 2 and 3.

判定基準 5 殺草率 90%以上(はとんど完全枯死)4−殺草
率 70〜89% 3− 殺草率 40〜69% 2− 殺草率 20〜39% 1− 殺草率 5〜19% 〇 −殺草率 5%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 90% or more (almost complete death) 4- Weed killing rate 70-89% 3- Weed killing rate 40-69% 2- Weed killing rate 20-39% 1- Weed killing rate 5-19% 〇 - Weed killing rate 5% or less (almost ineffective) 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 using the following formula. It is something.

第2表 第2表(続き) 以下余白 第3表 混合除草効果試験(殺草率2%) 拭験拠叢 ヒエに対する相乗効果試験 内径8cmのポリエチレン製ポットに水田土壌を充填し
、水田状態でクイヌビエを育成し、ヒエの3葉期に粒剤
に製剤した各所定の薬剤を湛水土壌処理した。ポットは
25〜30°Cの温室内に置いて管理育成し、処理後3
0日回定残存しているヒエの地上部生草重及び無処理区
の地上部生草重を測定し、殺草率を算出し下記の判定基
準に従って判定した。結果を第4表及び第5表に示す。
Table 2 Table 2 (Continued) Margin below Table 3 Mixed herbicidal effect test (herbicide rate 2%) Synergistic effect test on barnyard millet A polyethylene pot with an inner diameter of 8 cm was filled with paddy soil, and rice fields were grown in the paddy field. were grown, and the flooded soil was treated with each prescribed drug formulated into granules during the three-leaf stage of barnyard grass. The pots are placed in a greenhouse at 25-30°C for controlled cultivation, and after treatment 3
The above-ground grass weight of the barnyard grass remaining on day 0 and the above-ground grass weight of the untreated area were measured, and the weed killing rate was calculated and judged according to the following criteria. The results are shown in Tables 4 and 5.

評点 殺草率 第4表 第4表(続き) 第5表 混合除草効果試験(殺草率1%) 第 5 表(続き) 表中、計算値は前記Co1byの式よりめた期待値を示
す。
Ratings Table 4 Weed Killing Rate Table 4 (Continued) Table 5 Mixed Herbicidal Effect Test (Weed Kill Rate 1%) Table 5 (Continued) In the table, the calculated values show the expected values calculated from the Co1by formula.

以上の表から明らかなように、本発明組成物は、一般式
(1)で表される化合物及び従来公知の除草剤それぞれ
の活性の単純な合剖にとどまらず、より大きな相乗的除
草活性を有しており更にがっ低薬量で対象雑草を選択的
に完全に防除することができる。
As is clear from the above table, the composition of the present invention does not simply combine the activities of the compound represented by general formula (1) and conventionally known herbicides, but also exhibits greater synergistic herbicidal activity. Furthermore, target weeds can be selectively and completely controlled with a low dosage.

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】 一般式(I): 〔式中へは低級アルキル基を示す。Bは水素原子または
低級アルキル基を示す。Rは低級アルキル基を示す。X
およびYはそれぞれ独立して、低級アルキル基または低
級アルコキシ基を示す。〕 で表されるピラゾールスルホニルウレア誘導体と2−ヘ
ンジチアゾール−2−イルオキシ−N−メチルアセトア
ニリド、4−エトキシーメトキシーヘンズ−2’、3’
 −ジクロルアニリド、N−ブトキシメチル−2,6−
ジエチル−α−クロロアセトアニリドまたは2−クロル
−2′6”−ジエチル−N−(n−プロポキシエチル)
アセトアニリドのうちの1種とを有効成分として含有す
ることを特徴とする除草剤組成物。
[Claims] General formula (I): [In the formula, a lower alkyl group is shown. B represents a hydrogen atom or a lower alkyl group. R represents a lower alkyl group. X
and Y each independently represent a lower alkyl group or a lower alkoxy group. ] Pyrazolesulfonylurea derivative represented by and 2-hendithiazol-2-yloxy-N-methylacetanilide, 4-ethoxymethoxyhenz-2',3'
-dichloroanilide, N-butoxymethyl-2,6-
Diethyl-α-chloroacetanilide or 2-chloro-2'6”-diethyl-N-(n-propoxyethyl)
1. A herbicidal composition comprising one type of acetanilide as an active ingredient.
JP58153954A 1983-08-22 1983-08-22 Herbicide composition Granted JPS6045507A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP58153954A JPS6045507A (en) 1983-08-22 1983-08-22 Herbicide composition

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP58153954A JPS6045507A (en) 1983-08-22 1983-08-22 Herbicide composition

Publications (2)

Publication Number Publication Date
JPS6045507A true JPS6045507A (en) 1985-03-12
JPH0363524B2 JPH0363524B2 (en) 1991-10-01

Family

ID=15573698

Family Applications (1)

Application Number Title Priority Date Filing Date
JP58153954A Granted JPS6045507A (en) 1983-08-22 1983-08-22 Herbicide composition

Country Status (1)

Country Link
JP (1) JPS6045507A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1988002598A1 (en) * 1986-10-10 1988-04-21 E.I. Du Pont De Nemours And Company Herbicidal mixtures

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1988002598A1 (en) * 1986-10-10 1988-04-21 E.I. Du Pont De Nemours And Company Herbicidal mixtures

Also Published As

Publication number Publication date
JPH0363524B2 (en) 1991-10-01

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