JPS63211201A - Herbicide composition - Google Patents

Herbicide composition

Info

Publication number
JPS63211201A
JPS63211201A JP4461987A JP4461987A JPS63211201A JP S63211201 A JPS63211201 A JP S63211201A JP 4461987 A JP4461987 A JP 4461987A JP 4461987 A JP4461987 A JP 4461987A JP S63211201 A JPS63211201 A JP S63211201A
Authority
JP
Japan
Prior art keywords
formula
composition
herbicidal
weeds
active components
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
JP4461987A
Other languages
Japanese (ja)
Inventor
Tatsuhiro Hamada
浜田 達裕
Akira Yoshida
亮 吉田
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.)
Sumitomo Chemical Co Ltd
Original Assignee
Sumitomo Chemical 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 Sumitomo Chemical Co Ltd filed Critical Sumitomo Chemical Co Ltd
Priority to JP4461987A priority Critical patent/JPS63211201A/en
Publication of JPS63211201A publication Critical patent/JPS63211201A/en
Pending legal-status Critical Current

Links

Abstract

PURPOSE:To obtain a herbicidal composition having expanded herbicidal spectrum at a low rate of application by synergistic effect and capable of selectively killing a wide variety of weeds especially in a field of crops such as wheat, by using a tetrahydrophthalimide derivative and fluroxypyr as active components. CONSTITUTION:The objective composition contains, as active components, (A) a tetrahydrophthalimide derivative of formula I (R is CH3 or H) having herbicidal activity, i.e. the compound of formula II or formula III and (B) fluroxypyr of formula IV [=1-methylheptyl 4-amino-3,5-dichloro-6-fluoro-2- pyridinyloxyacetate] known as a herbicide. The amount of the component B is 0.1-1,000pts.wt. per 1pt.wt. of the component A. The active components are mixed with a carrier and an adjuvant and used in the form of emulsifiable concentrate, wettable powder, suspension, powder, granule, etc. The composition is effective especially in killing refractory weeds such as cleavers, white-bird's- eye, Byzantine-speedwell, violet, forget-me-not, etc., at the same time.

Description

【発明の詳細な説明】 本発明は、一般式〔1〕 C式中、Rはメチル基または水素原子を表わす。〕 で示されるテトラヒドロフタルイミド誘導体と、1−メ
チルへブチル 4−アミノ−8,5−ジクロロ−6−フ
ルオロ−2−ピリジニルオキシアセタート(以下、フル
ロキシビルと記す。)とを有効成分として含有する除草
組成物(以下、本発明組成物と記す。)に関するもので
ある。
DETAILED DESCRIPTION OF THE INVENTION The present invention is based on the general formula [1] C, where R represents a methyl group or a hydrogen atom. ] Contains the tetrahydrophthalimide derivative represented by and 1-methylhebutyl 4-amino-8,5-dichloro-6-fluoro-2-pyridinyloxyacetate (hereinafter referred to as fluroxivir) as active ingredients. The present invention relates to a herbicidal composition (hereinafter referred to as the composition of the present invention).

現在、畑地用除草剤として数多くの除草剤が使用されて
いるが、防除の対象となる雑草は種類も多(、発生も長
期間にわたるため、より除草効果が高く、幅広い殺草ス
ペクトラムを有し、かつ作物には安全な除草剤が求めら
れている。
Currently, a large number of herbicides are used as herbicides for upland fields, but there are many types of weeds that can be controlled (and because they occur over a long period of time, they are more effective at killing weeds and have a wide herbicidal spectrum. , and safe herbicides are needed for crops.

本発明者等は、このような目的に合致する除草剤を開発
すべく、種々検討した結果、テトラヒドロフタルイミド
誘導体(1)と、フルロキシピルとを有効成分として含
有する本発明組成物が、種々の雑草、特に小麦、大麦等
の穀物畑における広範囲の雑草を選択的に除草でき、し
かもその除草効力は、それらを単独で用いる場合に比較
して、相乗的に増大し、低薬量で施用でき、さらに殺草
スペクトルが拡大することを見出し、本発明を完成した
As a result of various studies to develop a herbicide that meets these objectives, the present inventors have found that the composition of the present invention containing the tetrahydrophthalimide derivative (1) and fluoroxypyr as active ingredients is effective against various weeds. , can selectively weed a wide range of weeds, especially in grain fields such as wheat and barley, and moreover, the herbicidal efficacy is synergistically increased compared to when they are used alone, and they can be applied at low dosages, Furthermore, they discovered that the herbicidal spectrum was expanded, and completed the present invention.

本発明組成物の対象となる雑草としては、ヤエムグラ、
ハコベ、オオイヌノフグリ、スミレ、イヌカ廻ツレ、オ
ロシャギク、ノハラガラシ、ヒメオドリコソウ、エゾノ
キツネアザミ、グンパイナズナ、ワスレナグサ、ハルタ
デ、サナエタデ、ソパカズラ、セイヨウヒルガオ、シロ
ザ、アオゲイトウ、イヌホオズキ等の双子葉植物があげ
られる。
Weeds targeted by the composition of the present invention include Yaemugura,
Examples include dicotyledonous plants such as chickweed, violet, violet, volcanic foliage, staghorn daisy, violet violet, sycamore, foxglove thistle, gourd pine, forget-me-not, hartade, snail knotweed, sopaca vulgare, convolvulus, sycamore, japonica, and physalis.

本発明組成物は、特に除草の困難な雑草、たとえばヤエ
ムグラ、ハコベ、オオイヌノフグリ、スミレ、ハルタデ
、サナエタデ、ソパカズラ、ヒメオドリコソウ、ワスレ
ナグサを同時に除草することができる。
The composition of the present invention can simultaneously weed weeds that are particularly difficult to weed, such as weeds such as commonweed, chickweed, commonweed, violet, violet violet, Japanese knotweed, Japanese knotweed, sorrel weed, red-weed, and forget-me-not.

テトラヒドロフタルイミド誘導体〔1〕が除草効力を有
することは欧州特許第61741号明細書に記載されて
おり、またフルロキシピルはBr1tish Crop
 Protection Conference−We
eds1985、第8巻、第989頁(Br1tish
 CropProtection Counci1発行
)に記載の除草剤である。
It is stated in European Patent No. 61741 that the tetrahydrophthalimide derivative [1] has a herbicidal effect, and fluroxypyr has a herbicidal effect.
Protection Conference-We
eds1985, Volume 8, Page 989 (Br1tish
It is a herbicide described in Crop Protection Council 1).

本発明組成物の有効成分であるテトラヒドロフタルイミ
ド誘導体CI)と、フルロキシピルとの混合割合は、比
較的広範囲に変えることができるが、通常はテトラヒド
ロフタルイミド誘導体〔I〕1重凰部に対してフルロキ
シピルは0.1〜1000重危部、好ましくは1〜50
0重蓋部である。
The mixing ratio of the tetrahydrophthalimide derivative CI), which is the active ingredient of the composition of the present invention, and fluoroxypyr can be varied over a relatively wide range, but usually, fluoroxypyr is mixed with one part of the tetrahydrophthalimide derivative [I]. 0.1-1000 serious danger, preferably 1-50
It is a 0-layer lid.

テトラヒドロフタルイミド軌導体(1)の個々の化合物
とフルロキシピルの化学構造式とを第1表に示す。
Table 1 shows the chemical structural formulas of the individual compounds of the tetrahydrophthalimide orbital conductor (1) and fluoroxypyr.

第   1   表 本発明組成物は通常、固体担体、液体担体、界面活性剤
、その他の製剤用補助剤と混合して乳剤、水和剤、懸濁
剤、粉剤、粒剤等に製剤される〜 固体担体としては、カオリンクレー、アフタパルジャイ
トクレー、ベントナイト、酸性白土、パイロフィライト
、タルク、珪藻土、方解石、クル【粉、尿素、硫酸アン
モニウム、合成含水酸化珪素等の微粉末あるいは粒状物
があげられ、液体担体としては、キシレン、メチルナフ
タレン等の芳香族炭化水素類、インプロパツール、エチ
レングリコール、セロソルブ等のアルコール類、アセト
ン、シクロヘキサノン、イソホロン等のケトン類、大豆
油、綿実油等の植物油、ジメチルスルホキシド、アセ゛
FVIJル、水等があげられる。乳化、分散、湿層等の
ために用いられる界面活性剤としては、アルキル硫酸エ
ステル塩、アルキルアリールスルホン酸塩、ジアルキル
スルホコハク酸塩、ポリオキシエチレンアルキルアリー
ルエーテルリン酸エステル塩等の陰イオン界面活性剤、
ポリオキシエチレンアルキルエーテル、ポリオキシエチ
レンアルキルアリールエーテル、ポリオキシエチレンポ
リオキシブロビレンブロックコポリマー、ソルビタン脂
肪酸エステル、ポリオキシエチレンソルビタン脂肪酸エ
ステル等の非イオン界面活性剤等があげられる。製剤用
補助剤としては、リグニンスルホン酸塩、アルギン酸塩
、ポリビニルアルコール、アラビアガム、CMC(カル
ボキシメチルセルロース)、PAP(酸性リン酸イソプ
ロピル)等があげられる。
Table 1 The composition of the present invention is usually formulated into emulsions, wettable powders, suspensions, powders, granules, etc. by mixing with solid carriers, liquid carriers, surfactants, and other formulation auxiliaries. Examples of solid carriers include fine powders or granules such as kaolin clay, aphthapulgite clay, bentonite, acid clay, pyrophyllite, talc, diatomaceous earth, calcite, kur [powder], urea, ammonium sulfate, and synthetic hydrous silicon oxide. Examples of liquid carriers include aromatic hydrocarbons such as xylene and methylnaphthalene, alcohols such as Impropatol, ethylene glycol, and cellosolve, ketones such as acetone, cyclohexanone, and isophorone, vegetable oils such as soybean oil and cottonseed oil, and dimethyl Examples include sulfoxide, acetate, water and the like. Surfactants used for emulsification, dispersion, wet layering, etc. include anionic surfactants such as alkyl sulfate salts, alkylaryl sulfonate salts, dialkyl sulfosuccinate salts, and polyoxyethylene alkylaryl ether phosphate salts. agent,
Examples include nonionic surfactants such as polyoxyethylene alkyl ether, polyoxyethylene alkylaryl ether, polyoxyethylene polyoxybrobylene block copolymer, sorbitan fatty acid ester, and polyoxyethylene sorbitan fatty acid ester. Examples of formulation auxiliaries include lignin sulfonate, alginate, polyvinyl alcohol, gum arabic, CMC (carboxymethyl cellulose), PAP (isopropyl acid phosphate), and the like.

次に製剤例を示す。なお、部は重量部を示す。Examples of formulations are shown below. Note that parts indicate parts by weight.

製剤例1 化合物(1)1部、フルロキシビル50部、合成含水酸
化珪素10部、アルキル硫酸エステル8部、リグニンス
ルホン酸カルシウム2部および珪藻±84部をよく粉砕
混合して水和剤を得る。
Formulation Example 1 1 part of Compound (1), 50 parts of fluroxivir, 10 parts of synthetic hydrous silicon oxide, 8 parts of alkyl sulfate, 2 parts of calcium lignosulfonate, and ±84 parts of diatoms are thoroughly ground and mixed to obtain a wettable powder.

製剤例2 化合物(1)2部、フルロキシビル20部、ポリオキシ
エチレンソルビタンモノオレエート8部、水76部を混
合し、粒度5ミクロン以下になるまで湿式粉砕して懸濁
剤を得る。
Formulation Example 2 2 parts of Compound (1), 20 parts of fluroxivir, 8 parts of polyoxyethylene sorbitan monooleate, and 76 parts of water are mixed and wet-pulverized to a particle size of 5 microns or less to obtain a suspension.

製剤例8 化合物(2)80部、フルロキシビル80部、リグニン
スルホン酸カルシウム3部、ラウリル硫酸ナトリウム2
部および合成含水酸化珪素35部をよく粉砕混合して水
和剤を得る。
Formulation Example 8 80 parts of compound (2), 80 parts of fluroxivir, 3 parts of calcium ligninsulfonate, 2 parts of sodium lauryl sulfate
1 part and 35 parts of synthetic hydrated silicon oxide are thoroughly ground and mixed to obtain a wettable powder.

製剤例4 化合物(2) 1 m 、フルロキシビル9部、ベント
ナイト80部、リグニンスルホン酸カルシウム1部、タ
ルク59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。
Formulation Example 4 Compound (2) 1 m, 9 parts of fluroxivir, 80 parts of bentonite, 1 part of calcium lignosulfonate, and 59 parts of talc were thoroughly ground and mixed, water was added and the mixture was thoroughly kneaded, and then granulated and dried to form granules. get.

これらの製剤は、そのttであるいは水等で希釈し、茎
葉処理もしくは土壌処理する。
These preparations are diluted with their tt or water and treated with foliage or soil.

茎葉処理には、植物体の上方からの処理のほか、作物に
付着しないように雑草に限って処理する局部処理等があ
る。
In addition to treating plants from above, foliar treatments include local treatments that treat only weeds so that they do not attach to crops.

また、他の除草剤と混合して用いることにより、除草効
力の増強を期待できる。さらに、殺虫剤、殺ダニ剤、殺
線虫剤、殺菌剤、植物生長調節剤、肥料、土壊改良剤等
と混合して用いることもできる。
Furthermore, by mixing it with other herbicides, it can be expected to increase the herbicidal efficacy. Furthermore, it can be used in combination with insecticides, acaricides, nematicides, fungicides, plant growth regulators, fertilizers, soil damage improvers, and the like.

なお、本発明組成物は、水田、畑地、休耕地、果樹園、
牧草地、芝生地、森林あるいは非農耕地等の除草剤とし
て用いることができる。
In addition, the composition of the present invention can be used in rice fields, upland fields, fallow fields, orchards,
It can be used as a herbicide in pastures, lawns, forests, non-agricultural lands, etc.

本発明組成物の施用量は、気象条件、土壌条件、組成物
の製剤、形態、有効成分の種類、有効成分の混合比、対
象雑草および作物等により異なるが、通常1ヘクタール
あたりの有効成分の合計量が10〜10000gである
。乳剤、水和剤、懸濁剤等は、通常その所定量を1ヘク
タールあたり100リツトル〜1000リツトルの水で
希釈して施用し、粒剤等は、通常なんら希釈することな
くそのまま施用する。
The application amount of the composition of the present invention varies depending on weather conditions, soil conditions, composition formulation, form, type of active ingredient, mixing ratio of active ingredients, target weeds and crops, etc., but usually the amount of active ingredient per hectare is The total amount is 10 to 10,000 g. Emulsions, wettable powders, suspensions, etc. are usually applied by diluting a predetermined amount with 100 to 1000 liters of water per hectare, and granules, etc. are usually applied as is without any dilution.

次に試験例をあげて本発明組成物の除草効果を具体的に
示す。
Next, test examples will be given to specifically demonstrate the herbicidal effect of the composition of the present invention.

なお、除草効力は調査時に枯れ残った供試植物の地上部
の生重量をはかり、次式により算出した生育抑制率(%
)で示す。
The herbicidal efficacy was determined by measuring the fresh weight of the above-ground parts of the test plants that remained dead at the time of the survey, and calculating the growth suppression rate (%) using the following formula.
).

生育抑制率(%)= 無処理凶の供試植物の地上部の生重量 試験例1 畑地茎葉処理スペクトル試験面積88X28
d、深さ113のバットに畑地土壌を詰め、コムギ、オ
オムギ、ヤエムグラ、ハコベ、スミレ、オオイヌノフグ
リ、ワスレナグサ、ノハラガラシ、ヒメオドリコソウを
播種し、屋外で栽培した。各植物の生育が1〜4葉期、
草丈が2〜25αになったとき、製剤例1に準じて供試
物を水和剤にし、その所定量を水で希釈し、1ヘクター
ルあたり500リツトル散布の割合で植物体の上方から
小型噴π器で茎菜部会面に均一に散布した。散布後86
日目に除草効力を調査した。
Growth inhibition rate (%) = Test example 1 of fresh weight of above-ground parts of untreated test plants Field soil stem and leaf treatment spectrum test area 88 x 28
d. Field soil was filled in a vat with a depth of 113 mm, and wheat, barley, japonica, chickweed, violets, violets, forget-me-nots, wild mustards, and sycamores were sown and cultivated outdoors. The growth of each plant is from 1 to 4 leaves stage,
When the plant height reaches 2 to 25α, make the test material into a hydrating powder according to Formulation Example 1, dilute the specified amount with water, and spray it with a small spray from above the plant at a rate of 500 liters per hectare. Spread it evenly over the surface of the stem vegetables using a piston. After spraying 86
The herbicidal efficacy was investigated on the second day.

その結果を第2表に示す。The results are shown in Table 2.

2/′ 試験例2 畑地茎葉処理試験 面積88X2Bcd1深さ113のバットに畑地土壌を
詰め、オオイヌノフグリの種子を!!/INし、20日
間育成した。その後製剤−例2に準じて供試物を懸濁剤
にし、その所定量を、1ヘクタールあたり600リツト
ル相当の水で希釈し、小型噴震器で植物体の上方から茎
葉部全面に均一に処理した。このときオオイヌノフグリ
の生育状況は1〜2葉期で、草丈は1〜2αであった。
2/' Test Example 2 Field soil stem leaf treatment test A vat with an area of 88 x 2Bcd1 and a depth of 113 is filled with field soil and seeds of O. ! /IN and grown for 20 days. Thereafter, the sample was made into a suspension according to Formulation - Example 2, a predetermined amount of the suspension was diluted with water equivalent to 600 liters per hectare, and the mixture was uniformly distributed from the top of the plant to the entire stem and leaf area using a small injector. Processed. At this time, the growth status of the giant dogfish was in the 1-2 leaf stage, and the plant height was 1-2α.

処理86日後に除草効力を調査した。その結果を第8表
に示す。なお本試験は全期間を逆じて屋外で行なった。
Herbicidal efficacy was investigated 86 days after treatment. The results are shown in Table 8. This test was conducted outdoors during the entire period.

第   8   表 試験例8 畑地茎葉処理試験 面積88X28m、深さl1mのバットに畑地土壌を詰
め、ワスレナグサの極子を播種し、20日間育成した。
Table 8 Test Example 8 Field Soil Treatment Test A vat with an area of 88 x 28 m and a depth of 11 m was filled with field soil, and forget-me-not poles were sown and grown for 20 days.

その後製剤例1に準じて供試物を水和剤にし、その所定
量を、1ヘクタールあたり500リツトル相当の水で希
釈し、小型噴霧器で植物体の上方から茎葉部全面に均一
に処理した。このときワスレナゲ廿の生育鯖況は1〜2
Wtt11で、墓すは1〜2t11であった。処理85
日後に除草効力を調査した。その結果を第4F!に示す
。なお本試験は全期間を通じて屋外で行なった。
Thereafter, the test material was made into a wettable powder according to Formulation Example 1, a predetermined amount of the powder was diluted with water equivalent to 500 liters per hectare, and the mixture was uniformly applied to the entire foliage area from the top of the plant using a small sprayer. At this time, the growth status of Wasurenage was 1 to 2.
Wtt11, graves 1-2t11. Processing 85
The herbicidal efficacy was investigated after 1 day. The result is the 4th F! Shown below. This test was conducted outdoors throughout the entire period.

第   4   表 第′8表および第4表の’Fel果を等効果線法〔深見
順−1上杉康彦、石塚皓造、富沢長次部編農薬実験法第
8巻除草剤編第1版第109〜111頁(1981年)
ソフトサイエンス社発行参照〕により作図した。その結
果を第1図および第2図に示す。
Table 4 Table '8 and 'Fel fruits in Table 4 are calculated using the isoeffect line method [Fukami order - 1 Yasuhiko Uesugi, Kozo Ishizuka, Chojibu Tomizawa (eds.) Pesticide Experimental Methods Volume 8 Herbicides Edition 1st Edition pp. 109-111 (1981)
(Refer to published by Soft Science). The results are shown in FIGS. 1 and 2.

【図面の簡単な説明】[Brief explanation of the drawing]

(1)第1図は試験例2中の第8表のオオイヌノフグリ
に対する除草効力をもとに等効果線法により作図したも
のである。横軸は化合物(1)の有効成分量(f/ha
’)を表し、縦軸はフルロキシビルの有効成分1t(f
/ha)を表す。生育抑制率90%の相加効果を破線で
示し、実際の生育抑制率90%の等効果線を実線で示し
た。 (2)第2図は試験例B中の第4表のワスレナグサに対
する除草効力をもとに等効果線法により作図したもので
ある。横軸は化合物(2)の有効成分子fi(f/ha
)を表し、縦軸はフルロキシビルの有効成分量(1/h
:a )を表す。生育抑制率90%の相加効果を破線で
示し、実際の生育抑制率90%の等効果線を実線で示し
た。 化合物(1)の有効成分施用量(q、’na)第1図
(1) Figure 1 was drawn using the iso-effect line method based on the herbicidal efficacy against the giant dogfish in Table 8 of Test Example 2. The horizontal axis is the amount of active ingredient (f/ha) of compound (1)
'), and the vertical axis represents the active ingredient 1t(f
/ha). The additive effect at a growth inhibition rate of 90% is shown by a broken line, and the isoeffect line at an actual growth inhibition rate of 90% is shown by a solid line. (2) Figure 2 was drawn using the isoeffect line method based on the herbicidal efficacy against forget-me-nots in Table 4 of Test Example B. The horizontal axis is the active ingredient molecule fi (f/ha) of compound (2)
), and the vertical axis represents the amount of active ingredient of fluroxivir (1/h
:a). The additive effect at a growth inhibition rate of 90% is shown by a broken line, and the isoeffect line at an actual growth inhibition rate of 90% is shown by a solid line. Figure 1: Application amount of active ingredient (q, 'na) of compound (1)

Claims (1)

【特許請求の範囲】 一般式 ▲数式、化学式、表等があります▼ 〔式中、Rはメチル基または水素原子を表わす。〕 で示されるテトラヒドロフタルイミド誘導体と、1−メ
チルヘプチル4−アミノ−3,5−ジクロロ−6−フル
オロ−2−ピリジニルオキシアセタートとを有効成分と
して含有することを特徴とする除草組成物。
[Claims] General formula ▲ Numerical formula, chemical formula, table, etc. ▼ [In the formula, R represents a methyl group or a hydrogen atom. ] A herbicidal composition comprising a tetrahydrophthalimide derivative represented by the formula and 1-methylheptyl 4-amino-3,5-dichloro-6-fluoro-2-pyridinyloxyacetate as active ingredients. .
JP4461987A 1987-02-26 1987-02-26 Herbicide composition Pending JPS63211201A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP4461987A JPS63211201A (en) 1987-02-26 1987-02-26 Herbicide composition

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP4461987A JPS63211201A (en) 1987-02-26 1987-02-26 Herbicide composition

Publications (1)

Publication Number Publication Date
JPS63211201A true JPS63211201A (en) 1988-09-02

Family

ID=12696450

Family Applications (1)

Application Number Title Priority Date Filing Date
JP4461987A Pending JPS63211201A (en) 1987-02-26 1987-02-26 Herbicide composition

Country Status (1)

Country Link
JP (1) JPS63211201A (en)

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