JPH0565201A - Paddy herbicidal granule composition - Google Patents

Paddy herbicidal granule composition

Info

Publication number
JPH0565201A
JPH0565201A JP4054113A JP5411392A JPH0565201A JP H0565201 A JPH0565201 A JP H0565201A JP 4054113 A JP4054113 A JP 4054113A JP 5411392 A JP5411392 A JP 5411392A JP H0565201 A JPH0565201 A JP H0565201A
Authority
JP
Japan
Prior art keywords
parts
granule composition
weight
composition according
compound
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
JP4054113A
Other languages
Japanese (ja)
Other versions
JP3350863B2 (en
Inventor
Tetsuya Shibahara
哲也 芝原
Naohiko Kondo
直彦 近藤
Yasushi Imai
康史 今井
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.)
DowElanco Japan Ltd
Original Assignee
DowElanco Japan 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
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Application filed by DowElanco Japan Ltd filed Critical DowElanco Japan Ltd
Priority to JP05411392A priority Critical patent/JP3350863B2/en
Priority to TW081103074A priority patent/TW212748B/zh
Priority to KR1019920006991A priority patent/KR100220267B1/en
Publication of JPH0565201A publication Critical patent/JPH0565201A/en
Application granted granted Critical
Publication of JP3350863B2 publication Critical patent/JP3350863B2/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

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Classifications

    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N25/00Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A01N25/12Powders or granules

Landscapes

  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Toxicology (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Agronomy & Crop Science (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

PURPOSE:To provide the title composition having excellent herbicidal effect at a low dose in the treatment of a paddy field full of water after rice transplanting. CONSTITUTION:The objective granule composition comprising (A) 1 pt.wt. of a paddy herbicidal active compound absorbable through stems and leaves, e.g. a phenoxypropionic acid of formula I [Ar is of formula II, III, or IV (X is halogen, CF3 or CN; Y is H or halogen); R is H, alkyl, alkenyl, alkynyl, alkoxyalkyl or alkylthioalkyl], (B) 1-50 (pref. 5-20) pts.wt. of an ester-based oily liquid virtually insoluble in water 0.80 to <1 in specific gravity and <=300cPs in viscosity, e.g. selected from higher fatty acid esters, polybasic acid esters, glycerol fatty acid esters and epoxidized fatty acid esters, and (C) 1-98 (pref. 30-70) pts.wt. of a fine solid carrier material virtually insoluble in water >=1 in specific gravity, pref. selected from bentonite, clay, talc and calcium carbonate, each 10-20wt.% in oil absorbancy.

Description

【発明の詳細な説明】Detailed Description of the Invention

【0001】本発明は水田用除草剤組成物に関し、さら
に詳しくは、田植後の水田の湛水下処理のために特に適
した除草用粒剤組成物に関する。
The present invention relates to a herbicide composition for paddy fields, and more particularly to a herbicidal composition for herbicides which is particularly suitable for the submerged treatment of paddy fields after planting.

【0002】従来、水田の湛水下処理用の除草剤の製剤
形態としては、手軽に散布できるという理由から、粒剤
と田植前原液散布用乳剤の2種類が大半を占めており、
大量の水で希釈して散布する乳剤及び水和剤も一部使用
されている。
Conventionally, most of the herbicide formulations for submerged treatment of paddy fields are granules and emulsions for spraying undiluted rice in the rice paddy, because they can be easily applied.
Some emulsions and wettable powders, which are diluted with a large amount of water and then sprayed, are also used.

【0003】田植前原液散布用乳剤は、器具を使用する
ことなく手軽に散布でき、また散布する有効成分量が少
なくて粒剤と同等の効果を得ることができる等の利点が
あるが、田植後すなわち稚苗水稲移植後にこの乳剤を原
液散布を行なうと、製剤中に多量に含まれる有機溶剤等
に基因する水稲への重大な薬害が生ずるという欠点があ
る。このため、現在実施されている乳剤の原液散布は田
植前に限られている。しかし、田植前に除草剤乳剤を原
液散布すると、田植時の落水作業により河川への薬剤の
流出による環境汚染の問題が生ずる。
[0003] Emulsion for undiluted rice plant before spraying has the advantages that it can be easily sprayed without using any equipment, and that the amount of active ingredient to be sprayed is small and the same effect as granules can be obtained. If this emulsion is sprayed undiluted later, that is, after transplanting seedlings into rice, there is a drawback that serious phytotoxicity to rice is caused due to organic solvents and the like contained in large amounts in the formulation. For this reason, the current undiluted spraying of emulsion is limited to before rice planting. However, if the herbicide emulsion is sprayed before the rice planting, there is a problem of environmental pollution due to the outflow of the chemicals to the river due to the water dropping work during the rice planting.

【0004】また、従来から実施されている多量の水で
希釈し散布するタイプの乳剤及び水和剤は、10アール
当り50〜100lという大量の水で希釈した薬剤を散
布する必要があるため、その散布に多大の労力を要す
る。このため、粒剤及び田植前原液散布型乳剤に比べて
施用される機会は極めて少ない。
Further, the emulsions and wettable powders of the type which are conventionally diluted with a large amount of water and sprayed need to spray a large amount of a diluted drug with 50 to 100 liters per 10 ares. A great deal of labor is required for the spraying. For this reason, it has very few opportunities to be applied, as compared with the granules and the undiluted solution before rice transplantation.

【0005】一方、粒剤は、散布が比較的容易であるた
め最も多く用いられている。この粒剤は、通常、除草活
性化合物をベントナイト、タルク、クレー等の微粉末担
体と共に混合粉砕した後に造粒するか、予め粒状に成形
した微粉末担体に除草活性化合物を吸着させる等の方法
により製剤化されているが、このようにして製造される
粒剤は、概して除草活性成分が担体に強固に付着してい
るため、除草活性成分の有効利用率が低いという問題が
ある。そのため、粒剤を散布する場合に、乳剤又は水和
剤を大量の水で希釈して散布する場合と同等の除草効果
を得るためには、例えば、粒剤中の除草活性化合物の配
合量を多くする必要があるが、そうすると製剤コストが
高くなり、また環境汚染の面からも好ましくない。
On the other hand, granules are most often used because they are relatively easy to apply. This granule is usually granulated after mixing and pulverizing the herbicidally active compound with a fine powder carrier such as bentonite, talc, and clay, or by adsorbing the herbicidally active compound to a fine powder carrier formed in advance into a granular form. Although formulated, the granules produced in this manner generally have a problem that the effective utilization rate of the herbicidal active ingredient is low because the herbicidal active ingredient is firmly adhered to the carrier. Therefore, in order to obtain the same herbicidal effect as in the case of applying the granules by diluting the emulsion or the wettable powder with a large amount of water, for example, the amount of the herbicidally active compound in the granules should be adjusted. Although it is necessary to increase the amount, the formulation cost becomes high and it is not preferable from the viewpoint of environmental pollution.

【0006】本発明者らは、上記の如き欠点のない水田
用除草剤について鋭意検討を重ねた結果、粒剤の調製に
際し、除草活性化合物を或る種の特定の油性液体と併用
し、微細固体担体材料と共に製剤化することにより、比
較的少量の除草活性化合物の使用で高度の除草活性を発
揮し、薬害や環境汚染等の問題もない水田除草用粒剤、
殊に湛水下処理に適した水田除草用粒剤が得られること
を見い出し本発明を完成するに至つた。
The present inventors have conducted extensive studies on paddy field herbicides that do not have the above-mentioned drawbacks, and as a result, in the preparation of granules, a herbicidally active compound was used in combination with a specific oily liquid of a certain type to obtain a finely divided mixture. By formulating with a solid carrier material, a high level of herbicidal activity is exhibited with the use of a relatively small amount of herbicidal active compound, and there are no problems such as phytotoxicity and environmental pollution.
In particular, it was found that granules for weed control in paddy fields, which are particularly suitable for underwater treatment, were obtained, and the present invention was completed.

【0007】しかして、本発明によれば、 (a) 茎葉吸収型水田用除草活性化合物 1重量部、 (b) 比重が0.80ないし1未満で粘度が300c
ps以下であり、水に実質的に不溶性のエステル系油性
液体 1〜50重量部 及び (c) 比重が1以上で実質的に水に不溶性の微細固体
担体材料 1〜98重量部からなることを特徴とする水
田除草用粒剤組成物が提供される。
According to the present invention, therefore, (a) 1 part by weight of a foliar-absorptive herbicide active compound for paddy fields, (b) a specific gravity of 0.80 to less than 1 and a viscosity of 300 c
1 to 50 parts by weight of an ester-based oily liquid which is ps or less and is substantially insoluble in water, and (c) 1 to 98 parts by weight of a fine solid carrier material having a specific gravity of 1 or more and which is substantially insoluble in water. Provided is a granular paddy-herbicide composition.

【0008】以下、本発明の粒剤組成物についてさらに
詳細に説明する。
Hereinafter, the granule composition of the present invention will be described in more detail.

【0009】(a) 除草活性化合物 本発明の粒剤組成物において使用される除草活性成分
は、水田雑草の茎葉から吸収されて除草効果を発揮する
タイプの除草活性化合物(本明細書においてこれを「茎
葉吸収型水田用除草活性化合物」と称する)であり、そ
の種類は特に制限されるものではなく、従来から茎葉吸
収型として知られているものが広く使用できる。具体的
には例えば、下記一般式
(A) Herbicidal active compound The herbicidal active ingredient used in the granule composition of the present invention is a herbicidal active compound of the type which is absorbed from the foliage of paddy weeds to exert a herbicidal effect (herein, It is referred to as "stem-and-leaf absorption type herbicidal active compound for paddy field", and the kind thereof is not particularly limited, and conventionally known foliage-absorption type compounds can be widely used. Specifically, for example, the following general formula

【0010】[0010]

【化3】 [Chemical 3]

【0011】式中、Arは式Where Ar is the formula

【0012】[0012]

【化4】 [Chemical 4]

【0013】の基を表わし、ここでXはハロゲン原子、
トリフルオロメチル基又はシアノ基を表わし、Yは水素
原子又はハロゲン原子を表わし、Rは水素原子、アルキ
ル基、アルキニル基、アルケニル基、アルコキシアルキ
ル基又はアルキルチオアルキル基(これらの基は好まし
くは1−8個、より好ましくは2−4個の炭素原子を有
する)を表わす、で示されるフエノキシプロピオン酸誘
導体が好適に使用され、中でも、 2−[4−(2−フルオロ−4−シアノフエノキシ)フ
エノキシ]プロピオン酸のC1〜C8アルキルエステル
(例えば、メチルエステル、n−ブチルエステル) が好適である。しかし、他の茎葉吸収型の除草活性化合
物、例えば 2−メチルチオ−4,6−ビス(エチルアミノ)−S−
トリアジン、 S−ベンジル=1,2−ジメチルプロピル(エチル)チ
オカーバメート、 S−1−メチル−1−フエニルエチル=ピペリジン−1
−カーボチオエート、 S−(4−クロルベンジル)−N,N−ジエチルチオカ
ーバメート、 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、 2−クロル−2′,6′−ジエチル−N−(ブトキシメ
チル)アセトアニリド、 2−クロル−2′,6′−ジエチル−N−(2−プロポ
キシエチル)アセトアニリド、 3−イソプロピル−2,1,3−ベンゾーチアジアジノン
−(4)−2,2−ジオキシド 等もまた使用可能である。
## STR1 ## wherein X is a halogen atom,
Represents a trifluoromethyl group or a cyano group, Y represents a hydrogen atom or a halogen atom, R represents a hydrogen atom, an alkyl group, an alkynyl group, an alkenyl group, an alkoxyalkyl group or an alkylthioalkyl group (these groups are preferably 1- A phenoxypropionic acid derivative having 8 or more preferably 2 to 4 carbon atoms) is preferably used, among which 2- [4- (2-fluoro-4-cyanophenoxy) Preference is given to C 1 -C 8 alkyl esters of phenoxy] propionic acid (eg methyl esters, n-butyl esters). However, other foliar-absorption herbicidally active compounds such as 2-methylthio-4,6-bis (ethylamino) -S-
Triazine, S-benzyl = 1,2-dimethylpropyl (ethyl) thiocarbamate, S-1-methyl-1-phenylethyl = piperidine-1
-Carbothioate, S- (4-chlorobenzyl) -N, N-diethylthiocarbamate, 2-benzothiazol-2-yloxy-N-methylacetanilide, 2-chloro-2 ', 6'-diethyl-N- (Butoxymethyl) acetanilide, 2-chloro-2 ', 6'-diethyl-N- (2-propoxyethyl) acetanilide, 3-isopropyl-2,1,3-benzothiadiadinone- (4) -2,2 -Dioxides and the like can also be used.

【0014】以上に述べた除草活性化合物はそれぞれ単
独で使用することができ、或いは2種以上併用すること
もできる。
The herbicidally active compounds described above can be used alone or in combination of two or more kinds.

【0015】(b) 油性液体 本発明の粒状組成物の1つの特徴は、上記の除草活性化
合物と組合わせて、水に実質的に不溶性のエステル系油
性液体を使用する点にある。
(B) Oily Liquid One characteristic of the granular composition of the present invention is that an ester oily liquid substantially insoluble in water is used in combination with the above herbicidally active compound.

【0016】そのようなエステル系油性液体としては、
比重が0.80ないし1未満、好ましくは0.85〜1未
満の範囲内にあり且つ粘度が300cps以下、好まし
くは200cps以下の低粘度のものが使用され、前記
除草活性化合物に対して実質的に不活性であつて、該除
草活性化合物と混和しうるもの、例えば25℃において
除草活性化合物を少なくとも5重量%以上、好ましくは
10重量%以上溶解しうるものが好適に使用される。
As such an ester oily liquid,
A low-viscosity material having a specific gravity of 0.80 to less than 1, preferably less than 0.85 to less than 1, and a viscosity of 300 cps or less, preferably 200 cps or less is used, and is substantially effective for the herbicidally active compound. Those which are inactive and can be mixed with the herbicidally active compound, for example, those which can dissolve at least 5% by weight, preferably 10% by weight or more of the herbicidally active compound at 25 ° C. are suitably used.

【0017】また、上記エステル系油性液体は蒸気圧が
あまり高くないものが好ましく、例えば25℃における
蒸気圧が1Pa未満、特に0.5Pa以下のものが有利
に使用できる。
The ester-based oily liquid preferably has a low vapor pressure, for example, a vapor pressure at 25 ° C. of less than 1 Pa, particularly 0.5 Pa or less, can be advantageously used.

【0018】以上に述べた如き特性を具有するエステル
系油性液体としては、具体的には、例えば次のものが挙
げられる。
Specific examples of the ester-based oily liquid having the above-mentioned characteristics include the following.

【0019】(1) 高級脂肪酸エステル類:例えば、
オレイン酸メチル、オレイン酸イソブチル、オレイン酸
オクチル、オレイン酸2−エチルヘキシル、オレイン酸
デシル、オレイン酸ラウリル、オレイン酸オレイル、ミ
リスチン酸メチル、ミリスチン酸イソプロピル、ミリス
チン酸オクチルドデシル、パルミチン酸イソプロピル、
パルミチン酸2−エチルヘキシル、ステアリン酸ブチ
ル、ステアリン酸2−エチルヘキシル、ステアリン酸イ
ソトリデシル、ラウリン酸メチル、2−エチルヘキサン
酸セチル、エルカ酸オクチルドデシル、カプリン酸メチ
ル、ヤシ油脂肪酸メチル、牛脂脂肪酸メチル、パーム油
脂肪酸メチル等の高級脂肪酸のアルキルエステル; (2) 脂肪族又は芳香族多塩基酸エステル類:例え
ば、アジピン酸ジオレイル、アジピン酸ジイソブチル、
アジピン酸ジイソデシル等の脂肪族ジカルボン酸のジア
ルキルエステル;フタル酸ジデシル、フタル酸ジトリデ
シル、フタル酸ジ2−エチルヘキシル、フタル酸シクロ
ヘキシル2−エチルヘキシル等の芳香族ジカルボン酸の
ジアルキルエステル;トリメリツト酸トリ2−エチルヘ
キシル、トリメリツト酸トリエチル、トリメリツト酸ト
リn−ブチル、トリメリツト酸トリイソデシル等の芳香
族ポリカルボン酸のポリアルキルエステル; (3) グリセリン脂肪酸エステル類:例えば、オレイ
ン酸モノグリセリド、オレイン酸ジグリセリド、ソルビ
タンモノオレエート、ソルビタンモノラウレート、カプ
リン酸モノグリセリド、カプリン酸ジグリセリド、ジア
セチルカプリン酸グリセリド、ジアセチルヤシ油脂肪酸
グリセリドなど; (4) エポキシ化脂肪酸エステル類:例えば、エポキ
シ化脂肪酸ブチル、エポキシ化脂肪酸オクチルなどのエ
ポキシ化脂肪酸アルキルエステル。
(1) Higher fatty acid esters: For example,
Methyl oleate, isobutyl oleate, octyl oleate, 2-ethylhexyl oleate, decyl oleate, lauryl oleate, oleyl oleate, methyl myristate, isopropyl myristate, octyldodecyl myristate, isopropyl palmitate,
2-ethylhexyl palmitate, butyl stearate, 2-ethylhexyl stearate, isotridecyl stearate, methyl laurate, cetyl 2-ethylhexanoate, octyldodecyl erucate, methyl caprate, coconut oil fatty acid methyl, beef tallow fatty acid methyl, palm. (2) Aliphatic or aromatic polybasic acid esters: for example, dioleyl adipate, diisobutyl adipate,
Dialkyl esters of aliphatic dicarboxylic acids such as diisodecyl adipate; Dialkyl esters of aromatic dicarboxylic acids such as didecyl phthalate, ditridecyl phthalate, di2-ethylhexyl phthalate, cyclohexyl 2-ethylhexyl phthalate; tri-2-ethylhexyl trimellitate , Polyalkyl esters of aromatic polycarboxylic acids such as triethyl trimellitate, tri-n-butyl trimellitate and triisodecyl trimellitate; (3) Glycerin fatty acid esters: for example, oleic acid monoglyceride, oleic acid diglyceride, sorbitan monooleate, Sorbitan monolaurate, capric acid monoglyceride, capric acid diglyceride, diacetylcapric acid glyceride, diacetyl coconut oil fatty acid glyceride, etc .; (4) Epo Xylated fatty acid esters: For example, epoxidized fatty acid alkyl esters such as epoxidized fatty acid butyl and epoxidized fatty acid octyl.

【0020】これらエステル系油性液体はそれぞれ単独
で用いてもよく、或いは2種以上混合して使用してもよ
い。これら油性液体の中、特に好適なものとしては、フ
タル酸ジトリデシル、アジピン酸ジオレイル、オレイン
酸オクチル、オレイン酸メチル、ソルビタンモノオレエ
ート、エポキシ化脂肪酸オクチルなどが挙げられる。上
記エステル系油性液体は、除草活性化合物(a)1重量
部に対して、1〜50重量部、好ましくは5〜25重量
部、さらに好ましくは5〜20重量部の範囲内で使用す
ることができる。
These ester oily liquids may be used alone or in combination of two or more. Among these oily liquids, particularly preferable ones include ditridecyl phthalate, dioleyl adipate, octyl oleate, methyl oleate, sorbitan monooleate, epoxidized fatty acid octyl and the like. The above ester oily liquid may be used within a range of 1 to 50 parts by weight, preferably 5 to 25 parts by weight, and more preferably 5 to 20 parts by weight with respect to 1 part by weight of the herbicidally active compound (a). it can.

【0021】(c) 担体材料 本発明において使用しうる担体材料としては、農薬製造
分野において粒剤の製造に際して通常使用される比重が
1以上で水に実質的に不溶性の任意の固体担体材料が包
含され、具体的には、例えば、珪藻土、燐灰石、石膏、
タルク、ベントナイト、クレー、カオリン、炭酸カルシ
ウム、酸性白土、モンモリロナイト、長石、石英、シリ
カ(ホワイトカーボン)、アルミナ等の無機質固体粉
末;大豆粉、小麦粉、タバコ粉、クルミ粉、木粉等の植
物性粉末などが挙げられ、これらはそれぞれ単独で使用
することができ、或いは2種以上併用することもでき
る。また、それ自体の比重が1未満の担体材料であつて
も、粒基剤に成形した際に、その粒基剤としての全体の
比重が1以上となるように他の担体材料と組合わせて使
用することができる。特に、ベントナイト、クレー、タ
ルク、炭酸カルシウム又はこれらの混合物が好適であ
る。
(C) Carrier Material The carrier material that can be used in the present invention is any solid carrier material having a specific gravity of 1 or more, which is usually used in the production of granules in the field of agricultural chemicals production, and is substantially insoluble in water. Specifically, for example, diatomaceous earth, apatite, gypsum,
Inorganic solid powder such as talc, bentonite, clay, kaolin, calcium carbonate, acid clay, montmorillonite, feldspar, quartz, silica (white carbon), alumina; soybean flour, wheat flour, tobacco powder, walnut powder, wood powder Powders and the like can be used, and these can be used alone or in combination of two or more kinds. Further, even if a carrier material having a specific gravity of less than 1 is used in combination with another carrier material so that the total specific gravity of the granular base material becomes 1 or more when molded into a granular base material. Can be used. Bentonite, clay, talc, calcium carbonate or a mixture thereof is particularly suitable.

【0022】また、本発明で使用する担体材料は、前述
した油性液体を吸収、吸着しやすいものであることが好
ましく、吸油率が一般に5〜30%、好ましくは10〜
20%の範囲内にあるものが好適である。
The carrier material used in the present invention is preferably one that easily absorbs and adsorbs the above-mentioned oily liquid, and has an oil absorption of generally 5 to 30%, preferably 10 to 10.
Those within the range of 20% are preferable.

【0023】本発明でいう吸油率は下記の方法で測定さ
れる。担体材料10gを正確に三角フラスコに計り取
り、それにアマニ油を少量ずつ加え、三角フラスコをよ
く振りながら、担体材料に吸油させていく。それによつ
て担体材料が最大限アマニ油を吸油できる重量を測定す
る。なお、終点は、三角フラスコを振つても、壁にベタ
つきが生じ、担体材料どうしがほぐれなくなり流動しな
くなる直前の状態を言う。
The oil absorption rate in the present invention is measured by the following method. Accurately weigh 10 g of the carrier material into an Erlenmeyer flask, add linseed oil little by little thereto, and shake the Erlenmeyer flask well to allow the carrier material to absorb oil. Thereby, the weight of the carrier material that can absorb the maximum amount of linseed oil is determined. The end point refers to a state immediately before shaking the Erlenmeyer flask and causing the walls to become sticky so that the carrier materials become loose and do not flow.

【0024】[0024]

【数1】 以上に述べた如き担体材料は、前記除草活性化合物
(a)1重量部に対して、1〜98重量部、好ましくは
20〜90重量部、さらに好ましくは30〜70重量部
の範囲内で使用することができる。例えば、好適な担体
材料として前述したベントナイト、クレー、タルク、炭
酸カルシウムは、除草活性化合物(a)1重量部に対し
て、ベントナイト30〜60重量部とクレー、タルク、
及び/又は炭酸カルシウム10〜68重量部との混合物
として用いるのが適当である。
[Equation 1] The carrier material as described above is used within a range of 1 to 98 parts by weight, preferably 20 to 90 parts by weight, more preferably 30 to 70 parts by weight, relative to 1 part by weight of the herbicidally active compound (a). can do. For example, bentonite, clay, talc, and calcium carbonate described above as suitable carrier materials are 30-60 parts by weight of bentonite, clay, talc, and 1 part by weight of the herbicidally active compound (a).
And / or suitable as a mixture with 10 to 68 parts by weight of calcium carbonate.

【0025】(d) その他の添加物 本発明の粒剤組成物には、必要に応じて、界面活性剤及
び/又は崩壊促進剤を配合することができる。
(D) Other Additives The granule composition of the present invention may optionally contain a surfactant and / or a disintegration accelerator.

【0026】界面活性剤としては、主として、アニオン
もしくはノニオン界面活性剤や水溶性高分子物質を使用
することができる。アニオン界面活性剤としては、例え
ば、C12〜C18アルキル硫酸塩(Na塩、K塩、アンモ
ニウム塩、各種のアミン塩など)、ポリオキシエチレン
8〜C12アルキルフエニルエーテル硫酸塩(Na塩、
アンモニウム塩、各種アミン塩など)、ポリオキシエチ
レンC12〜C18アルキルエーテル硫酸塩(Na塩、アン
モニウム塩、各種アミン塩など)、ポリオキシエチレン
ポリオキシプロピレンブロツクポリマー硫酸塩(Na
塩、アンモニウム塩、各種アミン塩など)等のサルフエ
ート系アニオン界面活性剤;ドデシルベンゼンスルホネ
ート(Na塩、アンモニウム塩、各種アミン塩など)、
モノーもしくはジ−C8〜C12アルキルナフタレンスル
ホネート(Na塩、アンモニウム塩など)、ナフタレン
スルホネート(Na塩など)−ホルマリン縮合物、ジ−
6〜C8アルキルスルホサクシネート(Na塩など)、
リグニンスルホネート(Na塩、Ca塩など)等のスル
ホネート系アニオン界面活性剤;ポリオキシエチレンラ
ウリルエーテルリン酸エステルアンモニウム塩、ポリオ
キシエチレンノニルフエニルエーテルリン酸エステルナ
トリウム塩等のポリオキシエチレンエーテル型リン酸エ
ステル系アニオン界面活性剤等が挙げられる。
As the surfactant, an anionic or nonionic surfactant or a water-soluble polymer substance can be mainly used. Examples of the anionic surfactant include C 12 to C 18 alkyl sulfates (Na salt, K salt, ammonium salt, various amine salts, etc.), polyoxyethylene C 8 to C 12 alkyl phenyl ether sulfate (Na salt,
Ammonium salt, various amine salts, etc.), polyoxyethylene C 12 to C 18 alkyl ether sulfate (Na salt, ammonium salt, various amine salts, etc.), polyoxyethylene polyoxypropylene block polymer sulfate (Na
Salts, ammonium salts, various amine salts, etc.), and sulfate anionic surfactants; dodecylbenzene sulfonate (Na salts, ammonium salts, various amine salts, etc.),
Mono- or di -C 8 -C 12 alkyl naphthalene sulfonate (Na salt, and ammonium salts), naphthalene sulfonate (Na salt, etc.) - formalin condensate, di -
C 6 -C 8 alkyl sulfosuccinate (Na salt etc.),
Sulfonate anionic surfactants such as lignin sulfonate (Na salt, Ca salt, etc.); Polyoxyethylene lauryl ether phosphate ammonium salt, polyoxyethylene nonylphenyl ether phosphate sodium salt, etc. Examples thereof include acid ester type anionic surfactants.

【0027】また、ノニオン界面活性剤としては、例え
ば、ポリオキシエチレンノニルフエニルエーテル、ポリ
オキシエチレンスチリルフエニルエーテル、ポリオキシ
エチレンベンジルフエニルエーテル、ポリオキシエチレ
ンソルビタンアルキレート、ポリオキシエチレンC12
18脂肪酸エステル等のポリオキシエチレン型ノニオン
界面活性剤;サーフィノール104、104A、104
E、104H、TG、TG−E、PC、61、82、4
40、465、485等の商品名(いずれもエア・プロ
ダクツ社製)で知られているアセチレングリコール系界
面活性剤が挙げられる。
Examples of nonionic surfactants include polyoxyethylene nonyl phenyl ether, polyoxyethylene styryl phenyl ether, polyoxyethylene benzyl phenyl ether, polyoxyethylene sorbitan alkylate, polyoxyethylene C 12 ~
Polyoxyethylene type nonionic surfactants such as C 18 fatty acid ester; Surfynol 104, 104A, 104
E, 104H, TG, TG-E, PC, 61, 82, 4
The acetylene glycol-based surfactants known by trade names such as 40, 465 and 485 (all manufactured by Air Products Co., Ltd.) can be mentioned.

【0028】さらに、水溶性高分子物質としては、例え
ば、ポリビニルアルコール、カルボキシメチルセルロー
ス、アルギン酸塩、ポリアクリル酸塩、澱粉、酵素分解
デキストリン或いはイソバン1−1、1−2、1−3、
2−1、2−2、2−3、3−1、3−2、3−3、S
F−837、SF−842等の商品名(いずれもクラレ
・イソプレン・ケミカル社製)で知られているマレイン
酸イソブチル・コポリマー塩(Na塩、K塩、Ca塩、
アンモニウム塩、各種アミン塩など)等が挙げられる。
Further, as the water-soluble polymer substance, for example, polyvinyl alcohol, carboxymethyl cellulose, alginate, polyacrylate, starch, enzyme-degraded dextrin or isoban 1-1, 1-2, 1-3,
2-1, 2-2, 2-3, 3-1, 3-2, 3-3, S
Isobutyl maleate copolymer salt (Na salt, K salt, Ca salt) known by trade names such as F-837 and SF-842 (all manufactured by Kuraray Isoprene Chemical Co., Ltd.)
Ammonium salts, various amine salts, etc.) and the like.

【0029】さらにまた、場合によつては、カチオン界
面活性剤や両性イオン界面活性剤も使用することができ
る。
Furthermore, in some cases, a cationic surfactant or a zwitterionic surfactant can also be used.

【0030】以上に述べた如き界面活性剤はそれぞれ単
独で又は2種以上組合わせて、前記担体材料100重量
部に対して一般に0.1〜20重量部、好ましくは0.5
〜10重量部、さらに好ましくは1〜5重量部の割合で
使用することができる。
The above-mentioned surfactants are used alone or in combination of two or more kinds, generally 0.1 to 20 parts by weight, preferably 0.5, to 100 parts by weight of the carrier material.
It can be used in a proportion of from 10 to 10 parts by weight, more preferably from 1 to 5 parts by weight.

【0031】また、本発明の粒剤組成物には、該粒剤組
成物を湛水下の水田に施用した際に、湛水中への活性成
分の接続的放出性をより一層確実なものとするために、
必要に応じて、崩壊促進剤を配合することができる。崩
壊促進剤としては、例えば、塩化カリウム、塩化ナトリ
ウム、塩化アンモニウム、硫酸アンモニウム、硝酸アン
モニウム、無水硫酸マグネシウム、尿素、クエン酸、ク
エン酸ナトリウム、酒石酸ナトリウム、ブドウ糖、果糖
などの水に可溶性の無機又は有機質固体粉末を使用する
ことができ、特に塩化カリウム、塩化ナトリウム、硫酸
アンモニウム、尿素が好適である。
Further, the granule composition of the present invention further ensures the connective release of the active ingredient into the submerged water when the granule composition is applied to the paddy field under the submerged water. In order to
If necessary, a disintegration accelerator can be added. Examples of the disintegration accelerator include water-soluble inorganic or organic solids such as potassium chloride, sodium chloride, ammonium chloride, ammonium sulfate, ammonium nitrate, anhydrous magnesium sulfate, urea, citric acid, sodium citrate, sodium tartrate, glucose and fructose. Powders can be used, especially potassium chloride, sodium chloride, ammonium sulphate, urea.

【0032】これら崩壊促進剤の使用量は厳密に制限さ
れるものではないが、通常、前記担体材料100重量部
に対して1〜97重量部、好ましくは5〜90重量部、
さらに好ましくは10〜70重量部の範囲内で使用する
のが好都合である。
The amount of these disintegration accelerators used is not strictly limited, but is usually 1 to 97 parts by weight, preferably 5 to 90 parts by weight, relative to 100 parts by weight of the carrier material.
It is more convenient to use within the range of 10 to 70 parts by weight.

【0033】さらに、本発明の粒剤組成物には、農薬に
通常使用される他の補助剤、例えば、展着剤、防腐剤、
乳化剤、分解防止剤、固化防止剤、活性増強剤(例えば
大豆レシチン)等を必要に応じて適当量配合することが
でき、また、必要に応じて、殺虫剤、殺ダニ剤、殺線虫
剤、殺菌剤、抗ウイルス剤、誘引剤、植物生長調節剤、
肥料等の他の農薬成分と混用ないし併用することもでき
る。
Further, the granule composition of the present invention contains other auxiliary agents usually used for agricultural chemicals, such as a spreading agent, a preservative,
An emulsifier, an anti-decomposition agent, an anti-caking agent, an activity enhancer (for example, soybean lecithin) and the like can be added in an appropriate amount as necessary, and if necessary, an insecticide, an acaricide or a nematicide. , Fungicides, antiviral agents, attractants, plant growth regulators,
It can also be mixed or used in combination with other agricultural chemicals such as fertilizers.

【0034】粒剤組成物の調製:本発明の粒剤組成物
は、例えば、以下に述べる方法により製造することがで
きる。
Preparation of Granule Composition : The granule composition of the present invention can be produced, for example, by the method described below.

【0035】(1) 除草活性化合物(a)及び油性液
体(b)以外の成分を、リボン型混合機、スクリユー型
混合機、ニーダーなどの混合機或いはハンマーミル、ピ
ンミル、ジエツト・オ・マイザーなどの粉砕機で処理し
て均一に混合し、水を加えて造粒機で適当な大きさの粒
状、ペレツト状に成形し、得られる粒基剤に、除草活性
化合物(a)を溶解ないし分散させた油性液体(b)を
含浸させる方法; (2) 油性液体(b)以外の成分を、上記(1)にお
けると同様の操作で処理し、得られる粒基剤に油性液体
(b)を含浸させる方法; (3) 油性液体(b)の一部及び残りの成分を上記
(1)におけると同様の操作で処理し、粒基剤を得る。
得られる粒基剤に残りの油性液体(b)を含浸させる方
法; (4) 全成分を上記(1)と同様の操作で処理し、粒
剤を得る方法。
(1) Components other than the herbicidally active compound (a) and the oily liquid (b) are mixed with a ribbon type mixer, a screw type mixer, a kneader or the like, or a hammer mill, a pin mill, a jet-o-mizer, etc. No. 1 crusher, mix evenly, add water to form granules of appropriate size into pellets, and dissolve or disperse the herbicidally active compound (a) in the resulting granule base. (2) A component other than the oily liquid (b) is treated in the same manner as in (1) above, and the resulting granular base is treated with the oily liquid (b). Method of impregnating; (3) Part of the oily liquid (b) and the remaining components are treated in the same manner as in (1) above to obtain a granular base.
A method of impregnating the obtained granular base material with the remaining oily liquid (b); (4) A method of treating all components by the same operation as in the above (1) to obtain a granular material.

【0036】本発明により提供される粒剤組成物は、水
田用除草剤として、湛水状態の水田に手まきないしは手
動あるいは動力散粒機を用いて全面に散布される。例え
ば、タイヌビエを防除対象とする場合、活性成分として
1ヘクタール当り50〜400グラムを施用することに
より発生直後の個体から4〜5葉期に達した個体まで完
全に防除できる。本発明の粒剤組成物は通常の粒剤と異
なり、ある程度不均一に散布されたとしても、粒剤中に
含まれる油状液体が活性成分とともに田面水表層を展開
するため、均一な効果が期待できる。また、本発明によ
る粒剤を用いた場合、通常の粒剤と異なり、茎葉処理型
除草剤の活性成分の効果をそこなうことがないため、雑
草の防除に必要とする活性成分量は、通常の粒剤を用い
た場合に比べ、例えば1/21/8と著しく減らすことがで
きる。あるいは本発明による粒剤を用いて同一活性成分
量を施用した場合には、通常の粒剤を用いた場合に比
べ、タイヌビエに対する薬効は著しく増加、安定化し、
処理適期巾も著しく拡大することができる。
The granule composition provided by the present invention is applied as a herbicide for paddy fields to the whole surface of a flooded paddy field by hand or by hand or by using a power granulator. For example, in the case of targeting control of Laminaria japonica, by applying 50 to 400 grams per hectare as an active ingredient, it is possible to completely control from individuals immediately after emergence to individuals reaching the 4 to 5 leaf stage. Unlike ordinary granules, the granular composition of the present invention is expected to have a uniform effect because even if the granules are sprayed unevenly to some extent, the oily liquid contained in the granules spreads on the surface water of the rice field surface with the active ingredient. it can. Further, when using the granules according to the present invention, unlike ordinary granules, since the effect of the active ingredient of the foliar treatment type herbicide is not impaired, the amount of active ingredient required for controlling weeds is compared with the case of using granules, for example it is possible to significantly reduce the 1 / 2-1 / 8. Alternatively, when the same active ingredient amount is applied using the granules according to the present invention, the drug efficacy against Taenia striata is significantly increased and stabilized as compared with the case of using ordinary granules,
The appropriate processing time width can be significantly expanded.

【0037】次に実施例、試験例等により本発明をさら
に具体的に説明する。なお、実施例中「部」は特にこと
わらない限り「重量部」である。また、以下の実施例で
用いた除草活性化合物は次のとおりである。
Next, the present invention will be described more specifically with reference to Examples, Test Examples and the like. In the examples, "parts" are "parts by weight" unless otherwise specified. Further, the herbicidally active compounds used in the following examples are as follows.

【0038】化合物 No.1:メチル−2−[4−(2−
フルオロ−4−シアノフエノキシ)フエノキシ]プロピ
オネート 化合物 No.2:n−ブチル−2−[4−(2−フルオロ
−4−シアノフエノキシ)フエノキシ]プロピオネート
Compound No. 1: Methyl-2- [4- (2-
Fluoro-4-cyanophenoxy) phenoxy] propionate Compound No. 2: n-butyl-2- [4- (2-fluoro-4-cyanophenoxy) phenoxy] propionate

【0039】[0039]

【実施例1】リグニンスルホン酸ソーダ3部、ジオクチ
ルスルホサクシネート1部、ベントナイト10部及びタ
ルク86部をよく混合粉砕し、水を加えて混練した後、
造粒乾燥し、14〜32メツシユに整粒して粒基剤を得
た。この粒基剤90部に、予め加温条件下にて化合物 N
o.1 1部をフタル酸ジトリデシル9部に溶解した溶液
を含浸させて化合物 No.1を1部含有する粒剤100部
を得た。
Example 1 3 parts of sodium lignin sulfonate, 1 part of dioctyl sulfosuccinate, 10 parts of bentonite and 86 parts of talc were thoroughly mixed and pulverized, and water was added and kneaded.
It was granulated and dried, and then granulated into 14 to 32 mesh to obtain a granule base. To 90 parts of this granular base material, compound N was previously heated.
1 part of o.1 was impregnated with a solution of 9 parts of ditridecyl phthalate to obtain 100 parts of granules containing 1 part of compound No.1.

【0040】[0040]

【実施例2】アルギン酸ソーダ1部、ドデシルベンゼン
スルホン酸ソーダ1部、ナフタレンスルホン酸ソーダ1
部及びクレー97部をよく混合粉砕し、水を加えて混練
した後、造粒乾燥し、14〜32メツシユに整粒して粒
基剤を得た。この粒基剤90部に、化合物 No.2 1部
をフタル酸ジトリデシル9部に溶解した溶液を含浸させ
て化合物 No.2を1部含有する粒剤100部を得た。
Example 2 Sodium alginate 1 part, sodium dodecylbenzenesulfonate 1 part, naphthalenesulfonate 1
Parts and 97 parts of clay were thoroughly mixed and pulverized, water was added and kneaded, then granulated and dried, and granulated to 14 to 32 mesh to obtain a granule base. 90 parts of this granule base was impregnated with a solution of 1 part of compound No. 2 dissolved in 9 parts of ditridecyl phthalate to obtain 100 parts of granule containing 1 part of compound No. 2.

【0041】[0041]

【実施例3】化合物 No.2 1.1部ポリアクリル酸ソ
ーダ2部、ベントナイト10部及びタルク86.9部を
よく混合粉砕し、水を加えて混練した後、造粒乾燥し、
14〜32メツシユに整粒して粒剤を得た。この粒剤9
1部にオレイン酸メチル9部を含浸させ化合物 No.2を
1部含有する粒剤100部を得た。
Example 3 Compound No. 2 1.1 parts Sodium polyacrylate 2 parts, bentonite 10 parts and talc 86.9 parts were thoroughly mixed and pulverized, water was added and kneaded, and then granulated and dried,
Granules were obtained by sizing to 14 to 32 mesh. This granule 9
One part was impregnated with 9 parts of methyl oleate to obtain 100 parts of granules containing 1 part of Compound No. 2.

【0042】[0042]

【実施例4】リグニンスルホン酸ソーダ1部、ベントナ
イト10部及び炭酸カルシウム89部をよく混合粉砕
し、水を加えて混練した後、造粒乾燥し、14−32メ
ツシユに整粒して粒基剤を得た。この粒基剤90部に、
化合物 No.1 1部を加温条件下にてアジピン酸ジオレ
イル5部及びエポキシ化脂肪酸ブチル4部に溶解した溶
液を含浸させて化合物 No.1を1部含有する粒剤100
部を得た。
[Example 4] Sodium lignin sulfonate (1 part), bentonite (10 parts) and calcium carbonate (89 parts) were well mixed and pulverized, water was added and kneaded, and then the mixture was granulated and dried, and granulated to 14-32 mesh to prepare a granule base. I got an agent. 90 parts of this grain base,
Granules 100 containing 1 part of compound No. 1 obtained by impregnating 1 part of compound No. 1 with 5 parts of dioleyl adipate and 4 parts of epoxidized fatty acid butyl under heating conditions
I got a part.

【0043】[0043]

【実施例5】塩化カリウム15部、アルギン酸ソーダ1
部及びクレー84部をよく混合粉砕して、水を加えて混
練した後、造粒乾燥し、14−32メツシユに整粒して
粒基剤を得た。この粒基剤92部に、化合物 No.2 1
部を加温条件下にてエポキシ化脂肪酸オクチルエステル
7部に溶解した溶液を含浸させて化合物 No.2を1部含
有する粒剤100部を得た。
Example 5 15 parts of potassium chloride, sodium alginate 1
And 84 parts of clay were thoroughly mixed and pulverized, water was added and kneaded, and then the mixture was granulated and dried, and then granulated into 14-32 mesh to obtain a granule base. Compound No. 2 1 was added to 92 parts of this granular base material.
Parts were impregnated with a solution prepared by dissolving 7 parts of epoxidized fatty acid octyl ester under heating conditions to obtain 100 parts of granules containing 1 part of compound No. 2.

【0044】[0044]

【実施例6】塩化ナトリウム10部、酵素変性デキスト
リン3部及びタルク87部をよく混合粉砕して、水を加
えて混練した後、造粒乾燥し、14−32メツシユに整
粒して粒基剤を得た。この粒基剤95部に化合物 No.1
1部を加温条件下にてパーム脂肪酸メチル4部に溶解
した溶液を含浸させて化合物 No.1を1部含有する粒剤
100部を得た。
[Example 6] 10 parts of sodium chloride, 3 parts of enzyme-modified dextrin and 87 parts of talc were thoroughly mixed and pulverized, water was added and kneaded, and then the mixture was granulated and dried, and granulated to 14-32 mesh to prepare a granule base. I got an agent. Compound No. 1 in 95 parts of this granular base
One part was impregnated with a solution prepared by dissolving 4 parts of palm fatty acid methyl under heating conditions to obtain 100 parts of granules containing 1 part of Compound No. 1.

【0045】[0045]

【実施例7】クエン酸10部、塩化カリウム20部、ア
ルギン酸ソーダ1部及びクレー69部をよく混合粉砕し
て、水を加えて混練した後、造粒乾燥し、14−32メ
ツシユに整粒して粒基剤を得た。この粒基剤89部に、
化合物 No.2 1部を加温条件下にてミリスチン酸イソ
プロピル5部及びフタル酸ジノルマルアルキル5部に溶
解した溶液を含浸させて化合物 No.2を1部含有する粒
剤100部を得た。
Example 7 10 parts of citric acid, 20 parts of potassium chloride, 1 part of sodium alginate and 69 parts of clay were thoroughly mixed and pulverized, water was added and the mixture was kneaded, then granulated and dried, and granulated to 14-32 mesh. To obtain a granular base. To 89 parts of this grain base,
A solution prepared by dissolving 1 part of compound No. 2 in 5 parts of isopropyl myristate and 5 parts of dinormal alkyl phthalate was impregnated under heating conditions to obtain 100 parts of granules containing 1 part of compound No. 2. ..

【0046】[0046]

【実施例8】ナフタレンスルホン酸ソーダ1部、ジオク
チルスルホネート1部、ベントナイト10部、ホワイト
カーボン3部及びタルク85部をよく混合粉砕し、水を
加えて混練した後、造粒乾燥し、14−32メツシユに
整粒して粒基剤を得た。この粒基剤84部に、化合物 N
o.2 1部を加温条件下にてオレイン酸メチル15部に
溶解した溶液を含浸させて化合物 No.2を1部含有する
粒剤100部を得た。
Example 8 1 part of sodium naphthalene sulfonate, 1 part of dioctyl sulfonate, 10 parts of bentonite, 3 parts of white carbon and 85 parts of talc were thoroughly mixed and pulverized, water was added and kneaded, and then granulated and dried. The particle size was adjusted to 32 mesh to obtain a particle base. To 84 parts of this granular base material, compound N
O.2 1 part was impregnated with a solution prepared by dissolving 15 parts of methyl oleate under heating conditions to obtain 100 parts of granules containing 1 part of Compound No. 2.

【0047】[0047]

【実施例9】塩化カリウム40部、酵素変性デキストリ
ン2部、ホワイトカーボン2部、ベントナイト5部及び
タルク51部をよく混合粉砕し、水を加えて混練した
後、造粒乾燥し、14−32メツシユに整粒して粒基剤
を得た。この粒基剤87部に、化合物 No.1 1部を加
温条件下にてオレイン酸メチル6部及びフタル酸トリデ
シル6部に溶解した溶液を含浸させて化合物 No.1を1
部含有する粒剤100部を得た。
Example 9 40 parts of potassium chloride, 2 parts of enzyme-modified dextrin, 2 parts of white carbon, 5 parts of bentonite and 51 parts of talc were thoroughly mixed and pulverized, water was added and the mixture was kneaded, and then granulated and dried. The particles were sized to obtain a granular base. 87 parts of this granular base was impregnated with a solution prepared by dissolving 1 part of compound No. 1 in 6 parts of methyl oleate and 6 parts of tridecyl phthalate under heating conditions to give compound No. 1
100 parts of a granule containing 100 parts by weight was obtained.

【0048】[0048]

【実施例10】塩化ナトリウム20部、塩化カリウム2
5部、アルギン酸ソーダ1部及びクレー54部をよく混
合粉砕して、水を加えて混練した後、造粒乾燥し14−
32メツシユに整粒して粒基剤を得た。その粒基剤90
部に、化合物 No.2 1部を加温条件下にてオレイン酸
メチル4部、フタル酸トリデシル4部及びオレイン酸オ
クチル1部に溶解した溶液を含浸させて化合物 No.2を
1部含有する粒剤100部を得た。
Example 10 Sodium chloride 20 parts, potassium chloride 2
5 parts, 1 part of sodium alginate and 54 parts of clay were well mixed and pulverized, water was added to the mixture and kneaded, and then granulated and dried.
The particle size was adjusted to 32 mesh to obtain a particle base. The grain base 90
1 part of compound No. 2 is impregnated with a solution of 1 part of compound No. 2 dissolved in 4 parts of methyl oleate, 4 parts of tridecyl phthalate and 1 part of octyl oleate to contain 1 part of compound No. 2 100 parts of granules were obtained.

【0049】[0049]

【実施例11】ポリアクリル酸ソーダ1部、ポリオキシ
エチレンアルキルフェニルエーテルサルフェートアンモ
ニウム塩1部、酵素変性デキストリン3部、アセチレン
グリコール系活性剤[サーフィノールTG−E(エア・
プロダクツ社商標)]3部、ベントナイト30部及びク
レー62部をよく混合粉砕し、水を加えて混練した後、
造粒乾燥し、14−32メツシユに整粒して粒基剤を得
た。この粒基剤90部に化合物 No.2 1部を加温条件
下にてフタル酸ジトリデシル9部に溶解した溶液を含浸
させて化合物 No.2を1部含有する粒剤100部を得
た。
Example 11 Sodium polyacrylate 1 part, polyoxyethylene alkylphenyl ether sulfate ammonium salt 1 part, enzyme-modified dextrin 3 parts, acetylene glycol-based activator [Surfinol TG-E (air
3 parts, bentonite 30 parts, and clay 62 parts are thoroughly mixed and pulverized, and after adding water and kneading,
It was granulated and dried, and then granulated into 14-32 mesh to obtain a granule base. 90 parts of this granule base was impregnated with a solution of 1 part of compound No. 2 dissolved in 9 parts of ditridecyl phthalate under heating conditions to obtain 100 parts of granule containing 1 part of compound No. 2.

【0050】[0050]

【実施例12】ポリアクリル酸ソーダ1部、ポリオキシ
エチレンアルキルフェニルエーテルサルフェートアンモ
ニウム塩1部、酵素変性デキストリン3部、マレイン酸
イソブチルコポリマー系活性剤[イソバン1−2(クラ
レ・イソプレン・ケミカル社商標)]3部、ベントナイ
ト30部及びクレー62部をよく混合粉砕し、水を加え
て混練した後、造粒乾燥し、14−32メツシユに整粒
して粒基剤を得た。この粒基剤93部に化合物 No.2
1部を加温条件下にてフタル酸ジトリデシル6部に溶解
した溶液を含浸させて化合物 No.2を1部含有する粒剤
100部を得た。
Example 12 Sodium polyacrylate 1 part, polyoxyethylene alkylphenyl ether sulfate ammonium salt 1 part, enzyme-modified dextrin 3 parts, isobutyl maleate copolymer activator [Isoban 1-2 (trademark of Kuraray Isoprene Chemical Co., Ltd. )] 3 parts, bentonite 30 parts, and clay 62 parts were thoroughly mixed and pulverized, water was added and kneaded, and then the mixture was granulated and dried, and granulated into 14-32 mesh to obtain a granule base. Compound No. 2 in 93 parts of this granular base
One part was impregnated with a solution prepared by dissolving 6 parts of ditridecyl phthalate under heating conditions to obtain 100 parts of granules containing 1 part of compound No. 2.

【0051】[0051]

【実施例13】ポリアクリル酸ソーダ1部、ポリオキシ
エチレンアルキルフェニルエーテルサルフェートアンモ
ニウム塩1部、酵素変性デキストリン3部、ナフタレン
スルホン酸ナトリウム塩3部、ベントナイト30部及び
クレー62部をよく混合粉砕し、水を加えて混練した
後、造粒乾燥し、14−32メツシユに整粒して粒基剤
を得た。この粒基剤90部に化合物 No.2 1部を加温
条件下にて、フタル酸ジトリデシル9部に溶解した溶液
を含浸させて化合物 No.2を1部含有する粒剤100部
を得た。
Example 13 1 part of sodium polyacrylate, 1 part of polyoxyethylene alkylphenyl ether sulfate ammonium salt, 3 parts of enzyme-modified dextrin, 3 parts of naphthalenesulfonic acid sodium salt, 30 parts of bentonite and 62 parts of clay were thoroughly mixed and pulverized. After adding water, kneading, granulating and drying, and granulating with 14-32 mesh to obtain a granule base. 90 parts of this granule base was impregnated with a solution of 9 parts of ditridecyl phthalate dissolved in 1 part of compound No. 2 under heating conditions to obtain 100 parts of granule containing 1 part of compound No. 2. ..

【0052】[0052]

【実施例14】リグニンスルホネートナトリウム塩3
部、ドデシルベンゼンスルホネート1部、ベントナイト
60部及びタルク36部をよく混合粉砕し、水を加えて
混練した後、造粒乾燥し、14−32メツシユに整粒し
て粒基剤を得た。この粒基剤90部に化合物 No.1 1
部を加温条件下にて、オレイン酸メチル9部に溶解した
溶液を含浸させて化合物 No.1を1部含有する粒剤10
0部を得た。
Example 14 Lignin sulfonate sodium salt 3
Parts, 1 part of dodecylbenzene sulfonate, 60 parts of bentonite and 36 parts of talc were thoroughly mixed and pulverized, water was added and kneaded, then granulated and dried, and granulated to 14-32 mesh to obtain a granule base. Compound No. 1 1 in 90 parts of this granular base
Granules containing 1 part of compound No. 1 by impregnating with a solution of 9 parts of methyl oleate under heating conditions.
I got 0 copies.

【0053】[0053]

【実施例15】ポリアクリル酸ソーダ1部、ポリオキシ
エチレンアルキルフェニルエーテルサルフェートアンモ
ニウム塩1部、酵素変性デキストリン3部、ベントナイ
ト50部及びクレー45部をよく混合粉砕し、水を加え
て混練した後、造粒乾燥し、14−32メツシユに整粒
して粒基剤を得た。この粒基剤91部に化合物 No.21
部を加温条件下にて、フタル酸ジトリデシル8部に溶解
した溶液を含浸させて化合物 No.2を1部含有する粒剤
100部を得た。
Example 15 Sodium polyacrylate (1 part), polyoxyethylene alkylphenyl ether sulfate ammonium salt (1 part), enzyme-modified dextrin (3 parts), bentonite (50 parts) and clay (45 parts) were thoroughly mixed and pulverized, and water was added and kneaded. The granules were dried, granulated and sized to 14-32 mesh to obtain a granule base. Compound No. 21 was added to 91 parts of this granular base material.
Under heating conditions, a solution of 8 parts of ditridecyl phthalate was impregnated to obtain 100 parts of granules containing 1 part of Compound No. 2.

【0054】[0054]

【比較例1】実施例1の組成においてフタル酸ジトリデ
シルを使用せず、その代りに粒基剤99部に、アセトン
に溶解した化合物 No.1 1部を含浸させ、アセトンを
揮散させて化合物 No.1を1部含有する粒剤100部を
得た。
Comparative Example 1 In the composition of Example 1, ditridecyl phthalate was not used. Instead, 99 parts of a granular base material was impregnated with 1 part of Compound No. 1 dissolved in acetone, and acetone was volatilized to produce Compound No. 100 parts of granules containing 1 part of 0.1 were obtained.

【0055】[0055]

【比較例2】実施例2の組成において、フタル酸ジトリ
デシルを使用せず、その代りに粒基剤99部にアセトン
に溶解した化合物 No.2 1部を含浸させ、アセトンを
揮散させて化合物 No.2を1部含有する粒剤100部を
得た。
Comparative Example 2 In the composition of Example 2, ditridecyl phthalate was not used. Instead, 99 parts of the granular base material was impregnated with 1 part of compound No. 2 dissolved in acetone, and acetone was volatilized to produce compound No. 100 parts of granules containing 1 part of 0.2 were obtained.

【0056】[0056]

【比較例3】実施例3の組成において、オレイン酸メチ
ルを使用せず、その代りに化合物 No.2 1部及びタル
ク87部を使用して化合物 No.2を1部含有する粒剤1
00部を得た。
Comparative Example 3 Granules 1 containing 1 part of Compound No. 2 in the composition of Example 3 without using methyl oleate and instead using 1 part of Compound No. 2 and 87 parts of talc
I got 00 parts.

【0057】[0057]

【比較例4】実施例4の組成において、アジピン酸ジオ
レイル及びエポキシ化脂肪酸ブチルを使用せず、その代
りに粒基剤99部にアセトンに溶解した化合物No.1
1部を含浸させ、アセトンを揮散させて化合物 No.1を
1部含有する粒剤100部を得た。
Comparative Example 4 In the composition of Example 4, dioleyl adipate and butyl epoxidized fatty acid were not used, and instead of this, Compound No. 1 was prepared by dissolving 99 parts of a granular base in acetone.
1 part was impregnated and acetone was volatilized to obtain 100 parts of granules containing 1 part of Compound No. 1.

【0058】[0058]

【比較例5】実施例5の組成において、エポキシ化脂肪
酸オクチルエステルを使用せず、その代りに粒基剤99
部に、アセトン溶解した化合物 No.2 1部を含浸さ
せ、アセトンを揮散させて化合物 No.2を1部含有する
粒剤100部を得た。
COMPARATIVE EXAMPLE 5 In the composition of Example 5, no epoxidized fatty acid octyl ester was used, and instead the granular base material 99 was used.
Part was impregnated with 1 part of compound No. 2 dissolved in acetone, and acetone was volatilized to obtain 100 parts of granule containing 1 part of compound No. 2.

【0059】[0059]

【比較例6】実施例6の組成において、パーム脂肪酸メ
チルを使用せず、その代りに粒基剤99部に、アセトン
に溶解した化合物 No.1 1部を含浸させ、アセトンを
揮散させて化合物 No.1を1部含有する粒剤100部を
得た。
Comparative Example 6 In the composition of Example 6, palm fatty acid methyl was not used. Instead, 99 parts of a granular base was impregnated with 1 part of Compound No. 1 dissolved in acetone, and acetone was volatilized to produce a compound. 100 parts of granules containing 1 part of No. 1 were obtained.

【0060】[0060]

【比較例7】実施例7の組成において、フタル酸ジノル
マルアルキルを使用せず、その代りに粒基剤99部に、
アセトンに溶解した化合物 No.2 1部を含浸させアセ
トンを揮散させて化合物 No.2を1部含有する粒剤10
0部を得た。
Comparative Example 7 In the composition of Example 7, no dinormal alkyl phthalate was used, and instead of 99 parts of the granular base,
Granules 10 containing 1 part of compound No. 2 by impregnating 1 part of compound No. 2 dissolved in acetone and evaporating acetone
I got 0 copies.

【0061】[0061]

【比較例8】実施例8の組成において、オレイン酸メチ
ルを使用せず、その代りに粒基剤99部に、アセトンに
溶解した化合物 No.2 1部を含浸させアセトンを揮散
させて化合物 No.2を1部含有する粒剤100部を得
た。
Comparative Example 8 In the composition of Example 8, methyl oleate was not used. Instead, 99 parts of the granular base material was impregnated with 1 part of compound No. 2 dissolved in acetone and the acetone was volatilized to give compound No. 100 parts of granules containing 1 part of 0.2 were obtained.

【0062】[0062]

【比較例9】実施例9の組成において、オレイン酸メチ
ル及びフタル酸トリデシルを使用せず、その代りに粒基
剤99部に、アセトンに溶解した化合物 No.1 1部を
含浸させアセトンを揮散させて化合物 No.1を1部含有
する粒剤100部を得た。
Comparative Example 9 In the composition of Example 9, methyl oleate and tridecyl phthalate were not used, but instead of 99 parts of the granular base, 1 part of compound No. 1 dissolved in acetone was impregnated to evaporate the acetone. Thus, 100 parts of granules containing 1 part of compound No. 1 were obtained.

【0063】[0063]

【比較例10】実施例10の組成において、オレイン酸
メチル、フタル酸トリデシル及びオレイン酸オクチルを
使用せず、その代りに粒基剤99部に、アセトンに溶解
した化合物 No.2 1部を含浸させアセトンを揮散させ
て化合物 No.2を1部含有する粒剤100部を得た。
Comparative Example 10 In the composition of Example 10, methyl oleate, tridecyl phthalate and octyl oleate were not used, but instead 99 parts of the granular base was impregnated with 1 part of compound No. 2 dissolved in acetone. Then, acetone was volatilized to obtain 100 parts of granules containing 1 part of Compound No. 2.

【0064】[0064]

【比較例11】実施例11の組成において、フタル酸ジ
トリデシルを使用せず、その代りに粒基剤99部にアセ
トンに溶解した化合物 No.2 1部を含浸させ、アセト
ンを揮散させて化合物 No.2を1部含有する粒剤100
部を得た。
Comparative Example 11 In the composition of Example 11, ditridecyl phthalate was not used. Instead, 99 parts of the granular base material was impregnated with 1 part of compound No. 2 dissolved in acetone, and the acetone was volatilized to produce compound No. Granule 100 containing 1 part of .2
I got a part.

【0065】[0065]

【比較例12】実施例12の組成において、フタル酸ジ
トリデシルを使用せず、その代りに粒基剤99部にアセ
トンに溶解した化合物 No.2 1部を含浸させ、アセト
ンを揮散させて化合物 No.2を1部含有する粒剤100
部を得た。
Comparative Example 12 In the composition of Example 12, ditridecyl phthalate was not used. Instead, 99 parts of the granular base material was impregnated with 1 part of compound No. 2 dissolved in acetone, and the acetone was volatilized to produce compound No. Granule 100 containing 1 part of .2
I got a part.

【0066】[0066]

【比較例13】実施例13の組成において、フタル酸ジ
トリデシルを使用せず、その代りに粒基剤99部にアセ
トンに溶解した化合物 No.2 1部を含浸させてアセト
ンを揮散させて化合物 No.2を1部含有する粒剤100
部を得た。
Comparative Example 13 In the composition of Example 13, ditridecyl phthalate was not used. Instead, 99 parts of the granular base material was impregnated with 1 part of compound No. 2 dissolved in acetone and the acetone was volatilized to produce compound No. Granule 100 containing 1 part of .2
I got a part.

【0067】[0067]

【比較例14】実施例14の組成において、オレフィン
酸メチルを使用せず、その代りに粒基剤99部にアセト
ンに溶解した化合物 No.1 1部を含浸させてアセトン
を揮散させて化合物 No.1を1部含有する粒剤100部
を得た。
Comparative Example 14 In the composition of Example 14, methyl olefinate was not used, and instead 99 parts of the granular base material was impregnated with 1 part of compound No. 1 dissolved in acetone and acetone was volatilized to produce compound No. 100 parts of granules containing 1 part of 0.1 were obtained.

【0068】[0068]

【比較例15】実施例15の組成において、フタル酸ジ
トリデシルを使用せず、その代りに粒基剤99部にアセ
トンに溶解した化合物 No.2 1部を含浸させてアセト
ンを揮散させて化合物 No.2を1部含有する粒剤100
部を得た。
Comparative Example 15 In the composition of Example 15, ditridecyl phthalate was not used. Instead, 99 parts of the granular base material was impregnated with 1 part of compound No. 2 dissolved in acetone and the acetone was volatilized to produce compound No. Granule 100 containing 1 part of .2
I got a part.

【0069】[0069]

【試験例1】所定量の肥料を加えた水田土壌(埴壌土)
500g(乾土当り)を直径13cmのプラスチツクポ
ツトに充てんしたのち、水道水を加え、水田状態とし
た。ここに2葉期のイネ苗1株当り3本を2株移植し、
同時に催芽処理をしたタイヌビエ種子約50粒を播種し
た。タイヌビエが1葉期に達した時、所定量の粒剤を散
布し、2週後にイネに対する薬害を、4週後にタイヌビ
エに対する殺草効果を観察記録した。得られた結果を下
記表1に示す。
[Test Example 1] Paddy soil (a clay loam soil) to which a predetermined amount of fertilizer was added
After filling 500 g (per dry soil) of a plastic pot having a diameter of 13 cm, tap water was added to make a paddy field. Two plants were transplanted to each of the two-leaf stage rice seedlings.
At the same time, about 50 seeds of Tainubie seeds that had been germinated were sown. When the tea leaf reached the 1-leaf stage, a prescribed amount of granules was sprayed, and the phytotoxicity against rice was observed after 2 weeks, and the herbicidal effect against the leaf was observed and recorded after 4 weeks. The obtained results are shown in Table 1 below.

【0070】[0070]

【表1】 [Table 1]

【0071】[0071]

【試験例2】試験例1と同様にしてイネとタイヌビエを
栽培し、タイヌビエが2葉期に達した時薬剤で処理し、
同様の観察を行なつた。表2に得られた結果を示す。
[Test Example 2] In the same manner as in Test Example 1, rice and rice ball millet were cultivated, and when the rice ball millet reached the 2-leaf stage, it was treated with a drug,
Similar observations were made. Table 2 shows the results obtained.

【0072】[0072]

【表2】 [Table 2]

【0073】[0073]

【表3】 [Table 3]

【0074】[0074]

【表4】 [Table 4]

【0075】[0075]

【試験例3】試験例1と同様にしてイネとタイヌビエを
栽培し、タイヌビエが3葉期に達した時、薬剤で処理
し、同様の観察を行なつた。表3に得られた結果を示
す。
[Test Example 3] Rice and rice balls were cultivated in the same manner as in Test Example 1, and when the rice balls reached the 3-leaf stage, they were treated with a drug and the same observations were made. Table 3 shows the results obtained.

【0076】[0076]

【表5】 [Table 5]

【0077】[0077]

【表6】 [Table 6]

【0078】[0078]

【試験例4】試験例1と同様にしてイネとタイヌビエを
栽培し、タイヌビエが4葉期に達した時、薬剤で処理
し、同様の観察を行なつた。表4に得られた結果を示
す。
[Test Example 4] Rice and Taenubila were cultivated in the same manner as in Test Example 1. When Tainubie reached the 4-leaf stage, it was treated with a drug and the same observation was carried out. Table 4 shows the results obtained.

【0079】[0079]

【表7】 [Table 7]

───────────────────────────────────────────────────── フロントページの続き (51)Int.Cl.5 識別記号 庁内整理番号 FI 技術表示箇所 A01N 43/78 101 8930−4H ─────────────────────────────────────────────────── ─── Continuation of the front page (51) Int.Cl. 5 Identification code Office reference number FI technical display area A01N 43/78 101 8930-4H

Claims (12)

【特許請求の範囲】[Claims] 【請求項1】(a) 茎葉吸収型水田用除草活性化合物
1重量部、(b) 比重が0.80ないし1未満で粘
度が300cps以下であり、水に実質的に不溶性のエ
ステル系油性液体 1〜50重量部、及び(c) 比重
が1以上で実質的に水に不溶性の微細固体担体材料 1
〜98重量部からなることを特徴とする水田除草用粒剤
組成物。
1. An ester-based oily liquid which is (a) 1 part by weight of a foliar-absorptive herbicide active compound for paddy fields, (b) has a specific gravity of 0.80 to less than 1 and a viscosity of 300 cps or less, and is substantially insoluble in water. 1 to 50 parts by weight, and (c) a fine solid support material having a specific gravity of 1 or more and being substantially insoluble in water 1
~ 98 parts by weight of a granular composition for weed control in paddy fields.
【請求項2】 除草活性化合物が一般式 【化1】 式中、Arは式 【化2】 の基を表わし、ここでXはハロゲン原子、トリフルオロ
メチル基又はシアノ基を表わし、Yは水素原子又はハロ
ゲン原子を表わし、Rは水素原子、アルキル基、アルケ
ニル基、アルキニル基、アルコキシアルキル基又はアル
キルチオアルキル基を表わす、で示されるフエノキシプ
ロピオン酸誘導体である請求項1記載の粒剤組成物。
2. A herbicidally active compound is represented by the general formula: In the formula, Ar is represented by the formula: Where X represents a halogen atom, a trifluoromethyl group or a cyano group, Y represents a hydrogen atom or a halogen atom, R represents a hydrogen atom, an alkyl group, an alkenyl group, an alkynyl group, an alkoxyalkyl group or The granule composition according to claim 1, which is a phenoxypropionic acid derivative represented by: representing an alkylthioalkyl group.
【請求項3】 除草活性化合物が2−[4−(2−フル
オロ−4−シアノフエノキシ)フエノキシ]プロピオン
酸のC1〜C8アルキルエステルである請求項1又は2記
載の粒剤組成物。
3. The granule composition according to claim 1, wherein the herbicidally active compound is a C 1 -C 8 alkyl ester of 2- [4- (2-fluoro-4-cyanophenoxy) phenoxy] propionic acid.
【請求項4】 油性液体が、比重が0.85〜1未満の
範囲内にあるエステル系油性液体である請求項1〜3の
いずれかに記載の粒剤組成物。
4. The granule composition according to claim 1, wherein the oily liquid is an ester oily liquid having a specific gravity within the range of 0.85 to less than 1.
【請求項5】 油性液体が25℃で1pa未満の蒸気圧
を有するものである請求項1〜4のいずれかに記載の粒
剤組成物。
5. The granule composition according to claim 1, wherein the oily liquid has a vapor pressure at 25 ° C. of less than 1 pa.
【請求項6】 油性液体が、除草活性化合物を25℃に
おいて5重量%以上溶解するものである請求項1〜5の
いずれかに記載の粒剤組成物。
6. The granule composition according to claim 1, wherein the oily liquid dissolves 5% by weight or more of the herbicidally active compound at 25 ° C.
【請求項7】 油性液体が、フタル酸ジトリデシル、ア
ジピン酸ジオレイル、オレイン酸オクチル、オレイン酸
メチル、ソルビタンモノオレエート及びエポキシ化脂肪
酸オクチルから選ばれるものである請求項1〜6のいず
れかに記載の粒剤組成物。
7. The oily liquid is selected from ditridecyl phthalate, dioleyl adipate, octyl oleate, methyl oleate, sorbitan monooleate and octyl epoxidized fatty acid. Granule composition.
【請求項8】 油性液体を、除草活性化合物1重量部に
対して5〜25重量部含有する請求項1〜7のいずれか
に記載の粒剤組成物。
8. The granule composition according to claim 1, wherein the oily liquid is contained in an amount of 5 to 25 parts by weight based on 1 part by weight of the herbicidally active compound.
【請求項9】 担体材料が5〜30%の吸油率を有する
ものである請求項1〜8のいずれかに記載の粒剤組成
物。
9. The granule composition according to claim 1, wherein the carrier material has an oil absorption of 5 to 30%.
【請求項10】 担体材料を、除草活性化合物1重量部
に対して20〜90重量部含有する請求項1〜9のいず
れかに記載の粒剤組成物。
10. The granule composition according to claim 1, wherein the carrier material is contained in an amount of 20 to 90 parts by weight based on 1 part by weight of the herbicidally active compound.
【請求項11】 界面活性剤をさらに含有する請求項1
〜10のいずれかに記載の粒剤組成物。
11. The method according to claim 1, further comprising a surfactant.
10. The granule composition according to any one of 10 to 10.
【請求項12】 崩壊促進剤をさらに含有する請求項1
〜11のいずれかに記載の粒剤組成物。
12. The method according to claim 1, further comprising a disintegration accelerator.
The granule composition according to any one of 1 to 11.
JP05411392A 1991-04-26 1992-02-06 Granule composition for paddy field weeding Expired - Fee Related JP3350863B2 (en)

Priority Applications (3)

Application Number Priority Date Filing Date Title
JP05411392A JP3350863B2 (en) 1991-04-26 1992-02-06 Granule composition for paddy field weeding
TW081103074A TW212748B (en) 1991-04-26 1992-04-20
KR1019920006991A KR100220267B1 (en) 1991-04-26 1992-04-24 Granule Composition for Water Repellent

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
JP12296391 1991-04-26
JP3-122963 1991-04-26
JP05411392A JP3350863B2 (en) 1991-04-26 1992-02-06 Granule composition for paddy field weeding

Publications (2)

Publication Number Publication Date
JPH0565201A true JPH0565201A (en) 1993-03-19
JP3350863B2 JP3350863B2 (en) 2002-11-25

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Country Link
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KR (1) KR100220267B1 (en)
TW (1) TW212748B (en)

Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH06336402A (en) * 1993-05-26 1994-12-06 Nippon Nohyaku Co Ltd Composition for control of rice sheath blight
WO1996022020A1 (en) * 1995-01-19 1996-07-25 Agrevo Uk Limited Pesticidal compositions
US6093681A (en) * 1996-10-25 2000-07-25 Monsanto Company Composition and method for treating plants with exogenous chemicals
JP2002154901A (en) * 2000-11-21 2002-05-28 Kumiai Chem Ind Co Ltd Pesticide composition, method for producing and spraying method
JPWO2003082008A1 (en) * 2002-03-29 2005-07-28 クミアイ化学工業株式会社 Granular pesticide composition
US20100113269A1 (en) * 2006-07-24 2010-05-06 Syngenta Crop Protection, Inc. Controlled release granules
JP2011178665A (en) * 2010-02-26 2011-09-15 Hokko Chem Ind Co Ltd Agrochemical granule having improved elution property
US20140249029A1 (en) * 2011-09-27 2014-09-04 Cognis Ip Management Gmbh Solid Agricultural Compositions
JP2015178499A (en) * 2008-12-31 2015-10-08 マローネ バイオ イノベーションズ,インコーポレイテッド Uses of thaxtomin and thaxtomin compositions as herbicides
US9867427B2 (en) 2013-10-10 2018-01-16 Asics Corporation Shoe sole

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Publication number Priority date Publication date Assignee Title
KR100887877B1 (en) 2006-08-01 2009-03-06 주식회사 동부하이텍 Pesticide composition for water and how to use

Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS56167671A (en) * 1980-05-28 1981-12-23 Nissan Chem Ind Ltd Quinoxaline derivative and herbicide
JPS6263573A (en) * 1986-08-15 1987-03-20 Ishihara Sangyo Kaisha Ltd Trifluoromethylpyridoxyphenoxypropionic acid and its derivative
JPS6317802A (en) * 1986-07-09 1988-01-25 Mitsui Toatsu Chem Inc Granular insecticide for application to water surface
JPS63107902A (en) * 1986-05-19 1988-05-12 Takeda Chem Ind Ltd Solid agricultural chemical formulation
JPS6466156A (en) * 1987-08-05 1989-03-13 Dow Chemical Co Herbicidal fluorophenoxyphenoxyalkanoic acid and derivative
EP0415569A2 (en) * 1989-09-01 1991-03-06 Zeneca Limited Agrochemical compositions
JPH04352704A (en) * 1991-02-08 1992-12-07 Monsanto Europe Sa Glyphosate composition and its use

Patent Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS56167671A (en) * 1980-05-28 1981-12-23 Nissan Chem Ind Ltd Quinoxaline derivative and herbicide
JPS63107902A (en) * 1986-05-19 1988-05-12 Takeda Chem Ind Ltd Solid agricultural chemical formulation
JPS6317802A (en) * 1986-07-09 1988-01-25 Mitsui Toatsu Chem Inc Granular insecticide for application to water surface
JPS6263573A (en) * 1986-08-15 1987-03-20 Ishihara Sangyo Kaisha Ltd Trifluoromethylpyridoxyphenoxypropionic acid and its derivative
JPS6466156A (en) * 1987-08-05 1989-03-13 Dow Chemical Co Herbicidal fluorophenoxyphenoxyalkanoic acid and derivative
EP0415569A2 (en) * 1989-09-01 1991-03-06 Zeneca Limited Agrochemical compositions
JPH03193705A (en) * 1989-09-01 1991-08-23 Imperial Chem Ind Plc <Ici> Bactericide, herbicide or plant growth adjusting composition for use in underwater atmosphere and its production and use
JPH04352704A (en) * 1991-02-08 1992-12-07 Monsanto Europe Sa Glyphosate composition and its use

Cited By (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH06336402A (en) * 1993-05-26 1994-12-06 Nippon Nohyaku Co Ltd Composition for control of rice sheath blight
WO1996022020A1 (en) * 1995-01-19 1996-07-25 Agrevo Uk Limited Pesticidal compositions
US6093681A (en) * 1996-10-25 2000-07-25 Monsanto Company Composition and method for treating plants with exogenous chemicals
US6093680A (en) * 1996-10-25 2000-07-25 Monsanto Company Composition and method for treating plants with exogenous chemicals
US6184182B1 (en) 1996-10-25 2001-02-06 Monsanto Company Composition and method for treating plants with exogenous chemicals
US6475953B1 (en) 1996-10-25 2002-11-05 Monsanto Technology Llc Composition and method for treating plants with exogenous chemicals
US6479434B1 (en) 1996-10-25 2002-11-12 Monsanto Technology Llc Composition and method for treating plants with exogenous chemicals
JP2002154901A (en) * 2000-11-21 2002-05-28 Kumiai Chem Ind Co Ltd Pesticide composition, method for producing and spraying method
JPWO2003082008A1 (en) * 2002-03-29 2005-07-28 クミアイ化学工業株式会社 Granular pesticide composition
JP4603797B2 (en) * 2002-03-29 2010-12-22 クミアイ化学工業株式会社 Granular pesticide composition
US20100113269A1 (en) * 2006-07-24 2010-05-06 Syngenta Crop Protection, Inc. Controlled release granules
US20140162880A1 (en) * 2006-07-24 2014-06-12 Syngenta Crop Protection, Inc. Controlled Release Granules
JP2015178499A (en) * 2008-12-31 2015-10-08 マローネ バイオ イノベーションズ,インコーポレイテッド Uses of thaxtomin and thaxtomin compositions as herbicides
JP2011178665A (en) * 2010-02-26 2011-09-15 Hokko Chem Ind Co Ltd Agrochemical granule having improved elution property
US20140249029A1 (en) * 2011-09-27 2014-09-04 Cognis Ip Management Gmbh Solid Agricultural Compositions
US9867427B2 (en) 2013-10-10 2018-01-16 Asics Corporation Shoe sole

Also Published As

Publication number Publication date
KR920019247A (en) 1992-11-19
TW212748B (en) 1993-09-11
KR100220267B1 (en) 1999-10-01
JP3350863B2 (en) 2002-11-25

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