JPS6126964B2 - - Google Patents

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Publication number
JPS6126964B2
JPS6126964B2 JP2219781A JP2219781A JPS6126964B2 JP S6126964 B2 JPS6126964 B2 JP S6126964B2 JP 2219781 A JP2219781 A JP 2219781A JP 2219781 A JP2219781 A JP 2219781A JP S6126964 B2 JPS6126964 B2 JP S6126964B2
Authority
JP
Japan
Prior art keywords
herbicidal
present
sodium salt
water
granules
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
Application number
JP2219781A
Other languages
Japanese (ja)
Other versions
JPS57136504A (en
Inventor
Kaoru Chiba
Seiichi Maeda
Iwao Taketomi
Tetsuya Fukunaga
Yukinobu Murata
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.)
Hokko Chemical Industry Co Ltd
Original Assignee
Hokko Chemical Industry 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 Hokko Chemical Industry Co Ltd filed Critical Hokko Chemical Industry Co Ltd
Priority to JP2219781A priority Critical patent/JPS57136504A/en
Publication of JPS57136504A publication Critical patent/JPS57136504A/en
Publication of JPS6126964B2 publication Critical patent/JPS6126964B2/ja
Granted legal-status Critical Current

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Description

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

本発明は、殺草効果をそこなうことなく水稲に
対する薬害を軽減せしめることを特徴とする除草
用粒剤に関するものである。更に詳しくは、本発
明は、不活性担体と除草成分として次の化学構造
を有する有効量の2・4−ジクロロフエニル−
3′−カーボメトキシ−4′−ニトロフエニルエーテ
ル(以下「ビフエノツクス」という)に、薬害軽
減剤として(a)アニオン性界面活性剤の1種もしく
は2種以上、(b)吸水性樹脂の1種もしくは2種以
上、または(c)エポキシ樹脂の1種もしくは2種以
上のいずれかを添加することによつて水稲に対す
る薬害を著しく軽減せしめた除草用粒剤を提供す
ることにある。 ビフエノツクス ビフエノツクスは、特公昭48−43609号公報に
おいて除草剤として公知であり、水田の湛水条件
下において処理した場合にはノビエ、コナギなど
の広範囲の種類の一年生雑草および多年生雑草の
マツバイ、ウリカワなどに対して優れた殺草効果
を示し、PCP(ペンタクロロフエノール)のよう
な強い魚毒性はなく、安全に使用できる除草剤で
ある。しかしながら、ビフエノツクスを処理した
場合、従来のジフエニルエーテル系除草剤にみら
れるようにイネ苗の葉鞘部に薬害である褐変症状
がみられ、特に深水などの悪条件に遭遇した場合
には薬害が著しくなり、また流れ葉さえ生ずるこ
とが問題となり、その解決方法が望まれている。 本発明者らは、ビフエノツクスの有する初期除
草剤としての優れた殺草効果をそこなうことな
く、稚苗、中苗および成苗のいずれの移植前後に
処理しても薬害がなく安心して使用できるような
除草用粒剤を創り出すべく鋭意研究を重ねた。そ
の結果、本発明を完成するに至つた。すなわち、
本発明は、不活性担体と有効量のビフエノツクス
に、薬害軽減剤として (a) アニオン性界面活性剤の1種もしくは2種以
上、 (b) 吸水性樹脂の1種もしくは2種以上、また
は、 (c) エポキシ樹脂の1種もしくは2種以上、 のいずれかを添加してなる除草用粒剤が、これら
の薬害軽剤をを添加していない既存のビフエノツ
クス粒剤に比べて除草効果を損うことなく、イネ
に対して薬害症状である葉鞘部の褐変症状を著し
く少なくしうることを見出した。 本発明において使用される薬害軽減剤としては
次のものがあげられる。すなわち(a)アニオン性界
面活性剤としては、ドデシルベンゼンスルホン酸
ソーダ塩、ブチルナフタレンスルホン酸ソーダ
塩、ジオクチルフオスフエートソーダ塩、ポリオ
キシエチレンラウリルエーテルサルフエートソー
ダ塩、ポリオキシエチレンノニルフエニルエーテ
ルサルフエートソーダ塩またはそれらの混合物か
らなる群から選択されたものが有効である。前記
のドデシルベンゼンスルホン酸ソーダ塩、アルキ
ルベンゼンをスルホン化して苛性ソーダで中和す
ることにより得られるが、ここでいうドデシルと
は単一物ではなくアルキル基の炭素数が10ないし
14の混合物であり、平均炭素数が12のドデシルで
あるところのものを意味する。またドデシルベン
ゼンスルホン酸ソーダ塩はソフト型(直鎖ドデシ
ルベンゼンスルホン酸ソーダ塩)およびハード型
(分枝型ドデシルベンゼンスルホン酸ソーダ塩)
のどちらも使用できる。またブチルナフタレンス
ルホン酸ソーダ塩は、ブチルナフタレンをスルホ
ン化して苛性ソーダで中和して得られる。またジ
オクチルフオスフエートソーダ塩は、リン酸をオ
クタノールでエステル化してジオクチルフオスフ
エートを合成し、末端OH基を苛性ソーダで中和
して得られる。またポリオキシエチレンラウリル
エーテルサフエートソーダ塩は、ラウリルアルコ
ールに酸化エチレンを付加縮合したものを硫酸化
して直ちに苛性ソーダで中和して得られる。同様
にポリオキシエチレンノニルフエニルエーテルサ
ルフエートソーダ塩はノニルフエノールに酸化エ
チレンを付加縮合したものを硫酸化して直ちに苛
性ソーダで中和して得られる。 また(b)吸水性樹脂としては、デンプンを原料に
グラフト重合したもの、セルロースを原料にグラ
フト重合したものなどが使用できる。これらの代
表例としてはアクアキープ(製鉄化学工業株式会
社製商品名)、サンウエツト(三洋化成工業株式
会社製商品名)、スミカゲル(住友化学工業株式
会社製商品名)などが有効である。 また(c)エポキシ樹脂としては、ビスフエノール
A(4・4′−イソプロピリデンジフエノール)と
エピクロルヒドリンとの縮合反応により製造さ
れ、常温で液体のもの、例えばエピコート808、
815、816、819、827、828、871(油化シエルエポ
キシ株式会社製商品名)などが有効である。 これらの薬害軽減剤の粒剤中への添加量は、通
常0.05%ないし5%程度でよいが、好ましくは
0.1%ないし3%程度で所期の目的を達成しう
る。 本発明の薬害軽減剤を添加して本発明の除草用
粒剤を得るには、一般に当業者が通常行つている
方法、例えばビフエノツクス、不活性担体、本発
明の薬害軽減剤、必要に応じてリグニンスルホン
酸塩などの結合剤を加えて混合し、適量の水で混
練し押し出し造粒機を用いて押し出し後、乾燥篩
別し整粒すればよい。また、吸水性樹脂を用いる
場合には、それらをあらかじめ少量の造粒に必要
な水に溶解させるかあるいは更に場合により加温
溶解させて用いることも可能である。 本発明は、有効成分としてビフエノツクスを含
有してなるものに関するが、本発明はビフエノツ
クスを単独に含有する場合のみならず、ビフエノ
ツクスと他の除草成分、例えば2−クロロ−2′・
6′−ジエチル−N−(ブトキシメチル)アセトア
ニリド、S−(1−メチル−1−フエネチル)−ピ
ペリジン−1−カルボチオエート、1−(α・α
−ジメチルベンジル)−3−(パラトリル)尿素な
どとの混合製剤にも上記技術は適用できる。 本発明の不活性担体とは当業者が通常製剤化す
る場合に用いる鉱物質微粉であり、例えば、クレ
ー、タルク、ベントナイト、珪そう土、炭酸カル
シウム、石膏などがあり、それらは単独かまたは
混合物として用いられる。 次に本発明の実施例をあげて具体的に説明する
が、本発明にこれらの実施例のみに限定されるも
のではない。なお、実施例中の部はすべて重量部
を示す。 実施例 ビフエノツクス7部、リグニンスルホン酸ソー
ダ塩3部、ベントナイト20部、後記試験例の第1
表に例示した本発明薬害軽減剤の一定量に全量が
100部となるようにタルクを加えて混合し、水を
適量加えて練りあげ、押し出し造粒機を用いてお
押し出し、乾燥し篩別整粒して、本発明の除草用
粒剤を得る。 なお、第1表の比較例は上記の実施例中の薬害
軽減剤の代りに比較化合物を用いて上記と同じ方
法で製剤化したものである。 試験例 5000分の1アールの大きさのポツトに水田土壌
(沖積壌土)を充填し、基肥として化成肥料
(17:17:17)をポツト当り3g施肥し、湛水状
態とした。 薬害試験 2葉期の水稲苗(品種:日本晴)をポツト当
り3株移植し、移植後3日目に実施例に準じて
調製した粒剤を10アール当り3Kgの割合で散粒
処理を行い、湛水深を5cmとした。調査は薬剤
処理後21日目に第3葉位に明らかに褐変と認め
られるものの長さを褐変長(cm)として測定し
た。本試験は1区3ポツト制で行い、平均褐変
長を求めた。結果は第1表に示したとおりであ
る。 効果試験 別の湛水状態にした5000分の1アールの大き
さのポツトにタイヌビエの催芽種子をポツト当
り20粒播種した。薬剤処理はタイヌビエの発芽
前処理区(播種後1日)と第1葉期処理区を設
け、前記と同じ粒剤を10アール当り3Kgの割合
で散粒処理し、湛水深を3cmとした。調査は発
芽前処理区は処理24日後に、そして1葉期処理
区は17日後にそれぞれ残存タイヌビエの乾物重
を測定し、次式により除草率を求めた。 除草率=(1−処理区のタイヌビエ乾物重/無処理区
のタイヌビエ乾物重) ×100 本試験は1区3ポツト制で行い、平均除草率
を求めた。結果は第1表のとおりである。
The present invention relates to a herbicidal granule that is characterized by reducing chemical damage to paddy rice without impairing its herbicidal effect. More specifically, the present invention provides an effective amount of 2,4-dichlorophenyl- having the following chemical structure as an inert carrier and a herbicidal component.
3'-Carbomethoxy-4'-nitrophenyl ether (hereinafter referred to as "biphenox") is mixed with (a) one or more anionic surfactants, and (b) one water-absorbing resin as a phytotoxicity reducer. It is an object of the present invention to provide a herbicidal granule that significantly reduces phytotoxicity to paddy rice by adding one or more seeds or (c) one or two or more epoxy resins. Bifuenotsucus Bifuenotsucus is known as a herbicide in Japanese Patent Publication No. 48-43609, and when treated under flooded conditions in paddy fields, it kills a wide range of annual weeds such as field weeds and Japanese grasshoppers, as well as perennial weeds such as pineweeds and snails. It is a herbicide that can be used safely and has excellent herbicidal effects against fish, and is not highly toxic to fish like PCP (pentachlorophenol). However, when treated with Bifenotsucus, browning symptoms, which is drug damage, are observed on the leaf sheaths of rice seedlings, as seen with conventional diphenyl ether herbicides, and drug damage is particularly likely when encountering adverse conditions such as deep water. This has become a problem, and there is a need for a solution to this problem. The present inventors have developed a technology that does not impede the excellent herbicidal effect of Bifuenocus as an initial herbicide, and that it can be used safely without chemical damage even when treated before or after transplanting young, medium, or adult seedlings. We conducted intensive research to create a herbicide granule. As a result, the present invention was completed. That is,
The present invention provides an inert carrier and an effective amount of Bifenox, and as a drug harm reducer (a) one or more anionic surfactants, (b) one or more water-absorbing resins, or (c) Herbicidal granules containing one or more of the following epoxy resins have a lower herbicidal effect than existing Bifuenox granules that do not contain any of these chemical damage reducers. It has been found that browning of leaf sheaths, which is a symptom of chemical damage to rice, can be significantly reduced without causing any damage. The following can be mentioned as the phytotoxicity reducing agent used in the present invention. That is, (a) anionic surfactants include dodecylbenzenesulfonic acid sodium salt, butylnaphthalenesulfonic acid sodium salt, dioctyl phosphate sodium salt, polyoxyethylene lauryl ether sulfate sodium salt, and polyoxyethylene nonyl phenyl ether. Useful are those selected from the group consisting of sulfate soda salts or mixtures thereof. The above-mentioned dodecylbenzene sulfonic acid sodium salt can be obtained by sulfonating alkylbenzene and neutralizing it with caustic soda, but the dodecyl mentioned here is not a single substance, but a compound in which the alkyl group has 10 or more carbon atoms.
It is a mixture of 14 carbon atoms, and the average number of carbon atoms is 12 dodecyl. Dodecylbenzenesulfonic acid sodium salt is soft type (linear dodecylbenzenesulfonic acid sodium salt) and hard type (branched dodecylbenzenesulfonic acid sodium salt).
Both can be used. In addition, butylnaphthalene sulfonic acid sodium salt is obtained by sulfonating butylnaphthalene and neutralizing it with caustic soda. Dioctyl phosphate sodium salt is obtained by esterifying phosphoric acid with octanol to synthesize dioctyl phosphate, and neutralizing the terminal OH group with caustic soda. Polyoxyethylene lauryl ether sulfate soda salt is obtained by sulfating a product obtained by addition condensation of ethylene oxide to lauryl alcohol and immediately neutralizing it with caustic soda. Similarly, polyoxyethylene nonyl phenyl ether sulfate soda salt can be obtained by addition-condensing nonylphenol with ethylene oxide, sulfating it, and immediately neutralizing it with caustic soda. As the water-absorbing resin (b), those obtained by graft polymerization using starch as a raw material, those obtained by graft polymerization using cellulose as a raw material, etc. can be used. As representative examples of these, Aqua Keep (trade name, manufactured by Tetsutsu Kagaku Kogyo Co., Ltd.), Sunwet (trade name, manufactured by Sanyo Chemical Industries, Ltd.), and Sumikagel (trade name, manufactured by Sumitomo Chemical Industries, Ltd.) are effective. The epoxy resin (c) is produced by the condensation reaction of bisphenol A (4,4'-isopropylidene diphenol) and epichlorohydrin and is liquid at room temperature, such as Epicote 808,
815, 816, 819, 827, 828, 871 (trade name manufactured by Yuka Ciel Epoxy Co., Ltd.) etc. are effective. The amount of these drug-harm reducing agents added to the granules is usually about 0.05% to 5%, but preferably about 0.05% to 5%.
The desired purpose can be achieved with a concentration of about 0.1% to 3%. In order to obtain the herbicidal granules of the present invention by adding the herbicidal granules of the present invention, a method commonly used by those skilled in the art can be used, for example, adding bifuenox, an inert carrier, the herbicidal harm reducer of the present invention, as necessary. A binder such as lignin sulfonate may be added and mixed, kneaded with an appropriate amount of water, extruded using an extrusion granulator, dried, sieved, and sized. Further, when using a water-absorbing resin, it is possible to use the resin by dissolving it in advance in a small amount of water necessary for granulation, or by further dissolving it by heating if necessary. The present invention relates to products containing Bifaenox as an active ingredient, but the present invention is applicable not only to products containing Bifaenocus alone, but also to products containing Bifaenocus and other herbicidal ingredients, such as 2-chloro-2',
6'-diethyl-N-(butoxymethyl)acetanilide, S-(1-methyl-1-phenethyl)-piperidine-1-carbothioate, 1-(α・α
The above technique can also be applied to mixed preparations with -dimethylbenzyl)-3-(paratolyl)urea and the like. The inert carrier of the present invention is a fine mineral powder commonly used in formulations by those skilled in the art, such as clay, talc, bentonite, diatomaceous earth, calcium carbonate, and gypsum, which may be used alone or in mixtures. used as. Next, the present invention will be specifically explained with reference to Examples, but the present invention is not limited to these Examples. Note that all parts in the examples indicate parts by weight. Example 7 parts of bifuenox, 3 parts of ligninsulfonic acid sodium salt, 20 parts of bentonite, 1st test example described below
The total amount is
Talc is added and mixed to make 100 parts, an appropriate amount of water is added and kneaded, extruded using an extrusion granulator, dried, and sized by sieving to obtain the herbicidal granules of the present invention. In addition, the comparative examples shown in Table 1 are formulations prepared in the same manner as above using comparative compounds in place of the safeners used in the above examples. Test Example A pot with a size of 1/5000 are was filled with paddy soil (alluvial loam), and 3 g of chemical fertilizer (17:17:17) was applied per pot as a base fertilizer to create a flooded state. Phytotoxicity test Three paddy rice seedlings (variety: Nipponbare) at the two-leaf stage were transplanted per pot, and on the third day after transplanting, granules prepared according to the example were applied at a rate of 3 kg per 10 ares. The flooding depth was set to 5 cm. In the investigation, on the 21st day after chemical treatment, the length of clearly browned leaves at the third leaf position was measured as browning length (cm). This test was conducted using a three-pot system in one section, and the average length of browning was determined. The results are shown in Table 1. Efficacy test Germinated seeds of Japanese millet were sown at 20 seeds per pot in separate pots with a size of 1/5000 are that were flooded with water. For the chemical treatment, a pre-emergence treatment area (one day after sowing) and a first leaf stage treatment area were established for Japanese millet, and the same granules as above were sprinkled at a rate of 3 kg per 10 are, and the flooding depth was 3 cm. In the investigation, the dry weight of remaining Japanese millet was measured 24 days after treatment in the pre-emergence treatment area and 17 days after the first leaf stage treatment, and the herbicidal rate was calculated using the following formula. Weeding rate = (1 - dry weight of Japanese millet in the treated area/dry weight of Japanese millet in the untreated area) x 100 This test was conducted in a three-pot system per area, and the average weeding rate was determined. The results are shown in Table 1.

【表】【table】

【表】【table】

【表】【table】

Claims (1)

【特許請求の範囲】[Claims] 1 不活性担体と有効量の2・4−ジクロロフエ
ニル−3′−カーボメトキシ−4′−ニトロフエニル
エーテルに薬害軽減剤として(a)アニオン性界面活
性剤の1種もしくは2種以上、(b)吸水性樹脂の1
種もしくは2種以上または(c)エポキシ樹脂の1種
もしくは2種以上のいずれかを添加してなること
を特徴とする除草用粒剤。
1. An inert carrier and an effective amount of 2,4-dichlorophenyl-3'-carbomethoxy-4'-nitrophenyl ether, as a drug harm reducer (a) one or more anionic surfactants, (b) Water-absorbing resin 1
A herbicidal granule, characterized in that it contains one or more seeds or (c) one or more epoxy resins.
JP2219781A 1981-02-19 1981-02-19 Granule for weeding Granted JPS57136504A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP2219781A JPS57136504A (en) 1981-02-19 1981-02-19 Granule for weeding

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP2219781A JPS57136504A (en) 1981-02-19 1981-02-19 Granule for weeding

Publications (2)

Publication Number Publication Date
JPS57136504A JPS57136504A (en) 1982-08-23
JPS6126964B2 true JPS6126964B2 (en) 1986-06-23

Family

ID=12076064

Family Applications (1)

Application Number Title Priority Date Filing Date
JP2219781A Granted JPS57136504A (en) 1981-02-19 1981-02-19 Granule for weeding

Country Status (1)

Country Link
JP (1) JPS57136504A (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4983389A (en) * 1987-04-01 1991-01-08 Lee County Mosquito Control District Herbicidal delivery compositions and methods for controlling plant populations in aquatic and wetland environments

Also Published As

Publication number Publication date
JPS57136504A (en) 1982-08-23

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