JPH0363524B2 - - Google Patents

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Publication number
JPH0363524B2
JPH0363524B2 JP58153954A JP15395483A JPH0363524B2 JP H0363524 B2 JPH0363524 B2 JP H0363524B2 JP 58153954 A JP58153954 A JP 58153954A JP 15395483 A JP15395483 A JP 15395483A JP H0363524 B2 JPH0363524 B2 JP H0363524B2
Authority
JP
Japan
Prior art keywords
parts
alkyl group
lower alkyl
weeds
general formula
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 - Lifetime
Application number
JP58153954A
Other languages
Japanese (ja)
Other versions
JPS6045507A (en
Inventor
Takashi Igai
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

Links

Description

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

本発明は一般式(): 〔式中A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。〕 で表わされるピラゾールスルホニルウレア誘導体
と2−ベンゾチアゾール−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。 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
しうることが望ましいが、既存の薬剤は必ずしも
この要求を満たすものではなかつた。 一般式()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、一年
生イネ科雑草、一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。 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、一年生雑草、ホタルイに対
し、一般式()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。 本発明者は、前記一般式()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つた結
果、一般式()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。
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、一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
の混合施用によつて、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。 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適用でき、雑草防
除にあたつて大きな経済的効果を示す。 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
クロールまたはプレチラクロール1重量部当たり
一般式()で表される化合物0.001〜50重量部、
好適には0.001〜10重量部含んでいる。 多くの場合、本発明の配合除草剤の最高の利点
は式()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()で表される化合物が0.001〜
0.1重量部のときに得られる。 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0.001〜10Kg/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。 本発明組成物は、活性成分を固体または液体希
釈剤からなるキヤ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。 次ぎに本発明における一般式()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()で表される化合物に包含されるもの
ではあるが、一般式()で表される化合物はこ
れらに限定されるものではない。
The present invention is based on the general formula (): [In the formula, A represents a lower alkyl group. 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-benzothiazol-2-yloxy-N-
Methylacetanilide (hereinafter referred to as NTN801)
4-ethoxy-methoxy-benz-2',3'-dichloroanilide (hereinafter referred to as HW-52), N-butoxymethyl-2,6-diethyl-α-chloroacetanilide (hereinafter referred to as butachlor) or 2- The present invention relates to a herbicidal composition containing as an active ingredient one of cuchlor-2'6'-diethyl-N-(n-propoxyethyl)acetanilide (hereinafter referred to as pretilachlor). 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. The compound represented by the general formula () has an excellent herbicidal effect at a lower dose than conventional herbicides, and is highly safe for rice. In addition, it is highly effective not only against annual grass weeds and annual broad-leaved weeds, but also against perennial weeds, making it highly useful. Also, the conventionally known NTN801, HW-
52 has been used against wildflowers, and butachlor or pretilachlor has been used in higher doses than the compound represented by the general formula () against wildflowers, annual weeds, and firefly, but as a result, it has been difficult to control them with these drugs. This has led to an increase in perennial weeds, and improvement is desired. The present inventor conducted research to increase the herbicidal effect of the compound represented by the general formula (), and found that when the conventionally used herbicide is added to the compound represented by the general formula (), The present invention was completed by discovering that not only the respective herbicidal effects can be obtained additively, but also a synergistic herbicidal effect appears.
This synergistic effect is great, and the composition of the present invention can completely control all types of weeds, from annual weeds to perennial weeds, with a low dosage without causing any phytotoxicity to rice, 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, which is extremely useful. Highly sexual. In addition, the herbicide composition of the present invention is effective even when treated before and after weed germination, and is effective in soil treatment,
High effects can also be obtained by treating both the leaves and the 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. It can be applied and shows great economic effects in weed control. The composition according to the present invention generally comprises 0.001 to 50 parts by weight of the compound represented by the general formula () per part by weight of NTN801, HW-52, butacuclor or pretilachlor, depending on the relative activity of each component;
It is preferably contained in an amount of 0.001 to 10 parts by weight. In many cases, the greatest advantage of the combined herbicides of the present invention is when the proportion of compounds of the formula () is relatively low compared to other herbicides, e.g. The compound represented by is 0.001~
Obtained at 0.1 part by weight. The amount of mixture to be applied will depend on a number of factors, such as the particular species of target plant to be inhibited, but generally amounts of 0.001 to 10 Kg/ha are usually adequate. Those skilled in the art can readily determine appropriate usage rates by routine, standardized tests without the need for extensive experimentation. 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. Next, Table 1 shows representative examples of compounds represented by the general formula () in the present invention. Although the following compounds are included in the compounds represented by the general formula (), the compounds represented by the general formula () are not limited to these.

【表】 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。(Colby S.R.除草剤の組合せの相乗及び拮抗
作用反応の計算「Weed」15巻20〜22頁、1967年
を参照) E=α+β−α・β/100 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bKg/haの量で処理した時の
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。 以下本発明を実施例によりさらに具体例に説明
するが、本発明における化合物、製剤量、剤形等
は実施例のみに限定されるものではない。 尚、「部」は全て重量部を意味する。 配合例1 粒剤 化合物No.2 ……0.1部 HW−52 ……7部 ベントナイト ……50部 タルク ……42.9部 以上を均一に混合粉砕して後少量の水を加えて
撹拌混合捏和し、押し出し式造粒機で造粒し、乾
燥して粒剤にする。 配合例2 粒剤 化合物No.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
撹拌混合捏和し、押し出し式造粒機で造粒し、乾
燥して粒剤にする。 配合例3 粒剤 化合物No.6 ……0.1部 ブタクロール ……3.5部 ベントナイト ……25部 タルク ……71.4部 以上を均一に混合粉砕して後少量の水を加えて
撹拌混合捏和し、押し出し式造粒機で造粒し、乾
燥して粒剤にする。 配合例4 粒剤 化合物No.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
撹拌混合捏和し、押し出し式造粒機で造粒し、乾
燥して粒剤にする。 配合例5 水和剤 化合物No.7 ……0.3部 HW−52 ……40 ジークライトA ……55.7部 (カオリン系クレー:ジークライト工業(株)商
品名) ソルポール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(株)商品名) カープレツクス(固結防止剤) ……2部 ホワイトカーボン:塩野義製薬(株)商品名) 以上を均一に混合粉砕して水和剤とする。 試験例1 湛水条件における除草効果試験 1/5000アールのワグネルポツト中に沖積土壌を
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、
上記のポツトに混播し、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。ポツトを25〜30℃
の温室内において植物を育成し、播種後10日目、
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ツトで滴下
処理した。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つて調査した。結
果は第2表及び第3表に示す。 判定基準 5…殺草率 90%以上(ほとんど完全枯死) 4…殺草率 70〜89% 3…殺草率 40〜69% 2…殺草率 20〜39% 1…殺草率 5〜19% 0…殺草率 5%以下(ほとんど効力なし) 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
記の式により求めたものである。 殺草率=(1−処理区の地上部生草重/無処理区の地上
部生草重)×100
[Table] Individual active compounds often exhibit drawbacks in their herbicidal activity, but in such cases, the herbicidal activity of a combination of two active compounds is simply the same as the activity of each of the two compounds. When the total activity is greater than the expected activity, this is called synergism. The expected activity of a particular combination of two herbicides can be calculated as follows. (See Colby SR Calculation of synergistic and antagonistic reactions of herbicide combinations, "Weed," Vol. 15, pp. 20-22, 1967) E = α + β - α · β / 100 α: Amount of herbicide A in a kg/ha β: Inhibition rate when treated with herbicide B at bKg/ha E: Herbicide A at aKg/ha, herbicide B at bKg/ha
In other words, if the actual inhibition rate is greater than the above calculation, it can be said that the combined activity exhibits a synergistic effect. Hereinafter, the present invention will be further explained in detail with reference to Examples, but the compounds, dosage amounts, dosage forms, etc. in the present invention are not limited to the Examples. In addition, all "parts" mean parts by weight. Formulation example 1 Granule compound No. 2 ...0.1 part HW-52 ...7 parts bentonite ...50 parts talc ...42.9 parts After uniformly mixing and pulverizing the above, add a small amount of water and mix and knead. The product is granulated using an extrusion granulator and dried to form granules. Formulation example 2 Granule compound No. 5...0.05 parts NTN801...3 parts Bentonite...50 parts Talc...46.95 parts After uniformly mixing and pulverizing the above, add a small amount of water, stir, mix, and extrude. Granulate with a type granulator and dry to make granules. Formulation example 3 Granule compound No. 6 ...0.1 part butachlor ...3.5 parts bentonite ...25 parts talc ...71.4 parts After uniformly mixing and pulverizing the above, add a small amount of water, stir, mix, and extrude. Granulate with a type granulator and dry to make granules. Formulation example 4 Granule compound No. 8 ...0.05 parts pretilachlor ...1.5 parts bentonite ...2.5 parts talc ...73.45 parts The above are mixed and ground evenly, then a small amount of water is added, stirred and kneaded, and extruded. Granulate with a type granulator and dry to make granules. Formulation example 5 Wettable powder compound No. 7...0.3 parts HW-52...40 Sieglite A...55.7 parts (Kaolin clay: Sieglite Industries Co., Ltd. trade name) Solpol 5039...2 parts (non-ionic Mixture of anionic surfactant and anionic surfactant: Toho Chemical Co., Ltd. (trade name) Carplex (anti-caking agent)... 2 parts White carbon: Shionogi & Co., Ltd. (trade name) The above are mixed uniformly. Grind and use as a hydrating agent. Test Example 1 Weeding effect test under flooded conditions After putting alluvial soil in a 1/5000 are Wagner pot, add water and mix to create freshwater conditions with a water depth of 2 cm. Seeds of Japanese millet, broad-leaved weeds (Japanese violacea, azalea, azalea, and bulrushes),
The seeds were mixedly sown in the above pots, and tubers of Urikawa, Mizugaya cypress, and Kurogwai were also placed in beds. moreover
Rice seedlings at the 2.5 leaf stage were transplanted. Pot at 25-30℃
Plants were grown in a greenhouse, and 10 days after sowing,
When the Japanese millet was at the 1.5-leaf stage, a diluted solution of the drug was dropped onto the water surface using a volumetric pipette in a predetermined amount. Three weeks after dropping the chemical solution, the herbicidal effect on various weeds was investigated according to the following criteria. The results are shown in Tables 2 and 3. 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% 0...Weed killing rate 5% or less (almost no effect) However, the above weed killing rate was determined by the following formula by measuring the weight of above-ground plants in the chemically treated area and the weight of above-ground plants in the non-treated area. Weed killing rate = (1 - above-ground grass weight in treated area / above-ground grass weight in non-treated area) x 100

【表】【table】

【表】 試験例2 ヒエに対する相乗効果試験 内径8cmのポリエチレン製ポツトに水田土壌を
充填し、水田状態でタイヌビエを育成し、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つて判定
した。結果を第4表及び第5表に示す。 評点 殺草率 0 1〜9% 1 10〜19% 2 20〜29% 3 30〜39% 4 40〜49% 5 50〜59% 6 60〜69% 7 70〜79% 8 80〜89% 9 90〜99% 10 100%
[Table] Test Example 2 Synergistic effect test on barnyard millet A polyethylene pot with an inner diameter of 8 cm was filled with paddy soil, Japanese millet was grown in the paddy field, and each prescribed drug formulated into granules was flooded at the third leaf stage of barnyard millet. Soil treated. The pots were placed in a greenhouse at 25 to 30℃ and grown under control. 30 days after treatment, the weight of the remaining above-ground grass of barnyard grass and the weight of the above-ground grass in the untreated area was measured to determine the weed killing rate. It was calculated and judged according to the following criteria. The results are shown in Tables 4 and 5. Score Weed killing rate 0 1-9% 1 10-19% 2 20-29% 3 30-39% 4 40-49% 5 50-59% 6 60-69% 7 70-79% 8 80-89% 9 90 ~99% 10 100%

【表】【table】

【表】 表中、計算値は前記Colbyの式より求めた期待
値を示す。 以上の表から明らかなように、本発明組成物
は、一般式()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計にとどまら
ず、より大きな相乗的除草活性を有しており更に
かつ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。
[Table] In the table, the calculated values indicate the expected values obtained from Colby's formula. As is clear from the above table, the composition of the present invention has greater synergistic herbicidal activity than the simple sum of the respective activities of the compound represented by the general formula () and the conventionally known herbicide. Furthermore, it is possible to selectively and completely control target weeds with a low dosage.

Claims (1)

【特許請求の範囲】 1 一般式(): 〔式中A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−ベンゾチアゾール−2−イルオキシ−N−メ
チルアセトアニリド、4−エトキシ−メトキシ−
ベンズ−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] 1 General formula (): [In the formula, A represents a lower alkyl group. 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 2-benzothiazol-2-yloxy-N-methylacetanilide, 4-ethoxy-methoxy-
Benz-2,3'-dichloroanilide, N-butoxymethyl-2,6-diethyl-α-chloroacetanilide or 2-chloro-2'6'-diethyl-N
-(n-propoxyethyl)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 JPS6045507A (en) 1985-03-12
JPH0363524B2 true 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)

Families Citing this family (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
JPS6045507A (en) 1985-03-12

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