JP7339301B2 - 界面活性剤で安定化されたシクロヘキサンジオキシドオキシム製剤 - Google Patents
界面活性剤で安定化されたシクロヘキサンジオキシドオキシム製剤 Download PDFInfo
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION 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
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- A01N35/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical at least one of the bonds to hetero atoms is to nitrogen
- A01N35/10—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical at least one of the bonds to hetero atoms is to nitrogen containing a carbon-to-nitrogen double bond
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- A—HUMAN NECESSITIES
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- A01N—PRESERVATION 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
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- A01N25/02—Biocides, 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 containing liquids as carriers, diluents or solvents
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- A01N25/00—Biocides, 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
- A01N25/02—Biocides, 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 containing liquids as carriers, diluents or solvents
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- A01N25/00—Biocides, 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
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- A01N25/00—Biocides, 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
- A01N25/30—Biocides, 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 characterised by the surfactants
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION 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
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/44—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids
- A01N37/50—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids the nitrogen atom being doubly bound to the carbon skeleton
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION 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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
- A01N43/04—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
- A01N43/14—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom six-membered rings
- A01N43/16—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom six-membered rings with oxygen as the ring hetero atom
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION 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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
- A01N43/04—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
- A01N43/14—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom six-membered rings
- A01N43/18—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom six-membered rings with sulfur as the ring hetero atom
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Description
製剤A-1
クレトジム70%汎用製品(MUP) 51.4%
Aerosol OT-100(乳化剤) 10.0%
Solvesso150 ND(溶媒) 38.6%
製剤A-2
クレトジム70%汎用製品(MUP) 51.4%
Genapol XM 060(乳化剤) 10.0%
Solvesso150 ND(溶媒) 38.6%
以下の表中の概要に従って界面活性剤を変更した以外は同様に他の製剤を調製した。
試験方法
安定化クレトジム製剤の安定性の評価
実施例1
実施例2
表2は、様々な比のノニオン性界面活性剤及びイオン性界面活性剤を含有する製剤、並びに水道水水性媒体中で1時間目及び4時間目におけるエマルション安定性を示す。結果は、ノニオン性界面活性剤のイオン性界面活性剤に対する比が7:3であるとき最良のエマルション性能が得られたことを示す。
実施例3
実施例4
実施例5
実施例6
Claims (30)
- 0.5重量%~50重量%のシクロヘキサンジオンオキシム系除草剤、又はその農業的に許容可能な塩と、
安定化シクロヘキサンジオンオキシム系除草剤を提供するのに有効な量の1以上の安定化界面活性剤と、
非極性溶媒である希釈剤と、を含み、
前記安定化界面活性剤が、トリスチリルフェノールエトキシレート、14個~22個の炭素原子を有するアルカンスルホネートとアルコールエトキシレートとの混合物、又は14個~22個の炭素原子を有するアルカンスルホネートとトリスチリルフェノールエトキシレートとの混合物であり、
前記非極性溶媒が、脂肪族炭化水素、芳香族炭化水素、及びアルキルエステルからなる群から選択され、
エポキシ化油脂肪酸及び脂肪酸のエポキシ化エステルを少なくとも含まないことを特徴とする組成物。 - 1以上の補助剤を更に含む請求項1に記載の組成物。
- 前記非極性溶媒が、芳香族炭化水素である請求項1に記載の組成物。
- 前記芳香族炭化水素が、ベンゼン、トルエン、キシレン、置換若しくは非置換ナフタレン、モノアルキル化芳香族、ポリアルキル化芳香族、又はこれらの混合物である請求項3に記載の組成物。
- 前記非極性溶媒が、アルキルエステルである請求項1に記載の組成物。
- 前記アルキルエステルが、メチルエステルである請求項5に記載の組成物。
- 前記アルキルエステルが、植物油のメチルエステルである請求項6に記載の組成物。
- 前記植物油が、キャノーラ、亜麻仁、ベニバナ、ダイズ、又はヒマワリ油である請求項7に記載の組成物。
- 前記1以上の補助剤が、作物油を含む請求項2に記載の組成物。
- 前記アルカンスルホネートが、ジオクチルスルホコハク酸ナトリウムである請求項1に記載の組成物。
- 10重量%~50重量%の前記シクロヘキサンジオンオキシム系除草剤、又はその農業的に許容可能な塩を含む請求項1に記載の組成物。
- 100g/L~500g/Lの前記シクロヘキサンジオンオキシム系除草剤、又はその農業的に許容可能な塩を含む請求項1に記載の組成物。
- 0.1重量%~30重量%の前記安定化界面活性剤を含む請求項1に記載の組成物。
- 0.1重量%~15重量%の前記安定化界面活性剤を含む請求項1に記載の組成物。
- 1重量%~99重量%の前記非極性溶媒を含む請求項1に記載の組成物。
- 10重量%~80重量%の前記非極性溶媒を含む請求項1に記載の組成物。
- 前記シクロヘキサンジオンオキシム系除草剤、又はその農業的に許容可能な塩が、メチル(E)-(RS)-3-[1-(アロキシイミノ)ブチル]-4-ヒドロキシ-6,6-ジメチル-2-オキソシクロヘキサ-3-エンカルボキシレート)、5-(3-ブチリル-2,4,6-トリメチルフェニル)-2-(1-エトキシイミノプロピル)-3-ヒドロキシシクロヘキサ-2-エノン)、(2-{1-[2-(4-クロロフェノキシ)プロポキシイミノ]ブチル}-3-ヒドロキシ-5-チアン-3-イルシクロヘキサ-2-エノン)、(±)-2-[(E)-1-[(E)-3-クロロアリルオキシイミノ]プロピル]-5-[2-(エチルチオ)プロピル]-3-ヒドロキシシクロヘキサ-2-エノン)、(±)-2-[1-(エトキシイミノ)ブチル]-3-ヒドロキシ-5-チアン-3-イルシクロヘキサ-2-エノン)、(±)-(EZ)-2-(1-エトキシイミノブチル)-5-[2-(エチルチオ)プロピル]-3-ヒドロキシシクロヘキサ-2-エノン)、(EZ)-(RS)-2-{1-[(2E)-3-クロロアリルオキシ-イミノ]プロピル}-3-ヒドロキシ-5-ペルヒドロピラン-4-イルシクロ-ヘキサ-2-エン-1-オン)、2-[1-(エトキシイミノ)プロピル]-3-ヒドロキシ-5-メシチルシクロヘキサ-2-エノン)、及び2-[1-[[2-(4-クロロフェノキシ)プロポキシ]イミノ]ブチル]-3-ヒドロキシ-5-(テトラヒドロ-2H-チオピラン-3-イル)-2-シクロヘキセン-1-オンからなる群から選択される請求項1から16のいずれかに記載の組成物。
- 前記シクロヘキサンジオンオキシム系除草剤、又はその農業的に許容可能な塩が、(±)-2-[(E)-1-[(E)-3-クロロアリルオキシイミノ]プロピル]-5-[2-(エチルチオ)プロピル]-3-ヒドロキシシクロヘキサ-2-エノン)又はその塩を含む請求項1から17のいずれかに記載の組成物。
- マイクロエマルションを含む乳化性濃縮物、水和剤(wettable powder)、顆粒、ペレット、粉塵、油噴霧物、エアゾール、懸濁液濃縮物、又はカプセルを含む請求項1から17のいずれかに記載の組成物。
- 雑草を管理する方法であって、
0.5重量%~50重量%のシクロヘキサンジオンオキシム系除草剤、又はその農業的に許容可能な塩と、
トリスチリルフェノールエトキシレート、14個~22個の炭素原子を有するアルカンスルホネートとアルコールエトキシレートとの混合物、又は14個~22個の炭素原子を有するアルカンスルホネートとトリスチリルフェノールエトキシレートとの混合物である有効量の安定化界面活性剤と、
脂肪族炭化水素、芳香族炭化水素、及びアルキルエステルからなる群から選択される非極性溶媒である希釈剤と、を含み、
少なくともエポキシ化油脂肪酸及び脂肪酸のエポキシ化エステルを含まない組成物を、雑草、作物、又は生息地域に施用することを含むことを特徴とする方法。 - 前記組成物が、1以上の補助剤を更に含む請求項20に記載の方法。
- 前記シクロヘキサンジオンオキシム系除草剤、又はその農業的に許容可能な塩が、メチル(E)-(RS)-3-[1-(アロキシイミノ)ブチル]-4-ヒドロキシ-6,6-ジメチル-2-オキソシクロヘキサ-3-エンカルボキシレート)、5-(3-ブチリル-2,4,6-トリメチルフェニル)-2-(1-エトキシイミノプロピル)-3-ヒドロキシシクロヘキサ-2-エノン)、(2-{1-[2-(4-クロロフェノキシ)プロポキシイミノ]ブチル}-3-ヒドロキシ-5-チアン-3-イルシクロヘキサ-2-エノン)、(±)-2-[(E)-1-[(E)-3-クロロアリルオキシイミノ]プロピル]-5-[2-(エチルチオ)プロピル]-3-ヒドロキシシクロヘキサ-2-エノン)、(±)-2-[1-(エトキシイミノ)ブチル]-3-ヒドロキシ-5-チアン-3-イルシクロヘキサ-2-エノン)、(±)-(EZ)-2-(1-エトキシイミノブチル)-5-[2-(エチルチオ)プロピル]-3-ヒドロキシシクロヘキサ-2-エノン)、(EZ)-(RS)-2-{1-[(2E)-3-クロロアリルオキシ-イミノ]プロピル}-3-ヒドロキシ-5-ペルヒドロピラン-4-イルシクロ-ヘキサ-2-エン-1-オン)、2-[1-(エトキシイミノ)プロピル]-3-ヒドロキシ-5-メシチルシクロヘキサ-2-エノン)、及び2-[1-[[2-(4-クロロフェノキシ)プロポキシ]イミノ]ブチル]-3-ヒドロキシ-5-(テトラヒドロ-2H-チオピラン-3-イル)-2-シクロヘキセン-1-オンからなる群から選択される請求項20に記載の方法。
- 前記シクロヘキサンジオンオキシム系除草剤、又はその農業的に許容可能な塩が、(±)-2-[(E)-1-[(E)-3-クロロアリルオキシイミノ]プロピル]-5-[2-(エチルチオ)プロピル]-3-ヒドロキシシクロヘキサ-2-エノン)又はその塩を含む請求項20に記載の方法。
- 前記雑草が、イネ科植物である請求項20に記載の方法。
- 前記イネ科植物が、オオムギ、イヌビエ、ギョウギシバ、メリケンニクキビ、スズメノチャヒキ、トウモロコシ、メヒシバ、タツノツメガヤ、オオクサキビ、オニウシノケグサ、ホソノゲムギ、エノコログサ、ネコジャラシ、オヒシバ、モロコシ、ツノアイアシ、コヒメビエ、オニメヒシバ、スズメガヤ、エンバク、カモガヤ、多年草、シバムギ、ペルシアンライグラス、キビ、雑草イネ,セイバンモロコシ根茎、ライムギ、ドクムギ、セイバンモロコシ実生、モロコシ、キタメヒシバ、ホソナルコビエ、アゼガヤ、オヒジワ、自生オオムギ、自生エンバク、自生トウモロコシ、自生カナリーシード、自生コムギ、コムギ、カラスムギ、野生キビ、ハナクサキビ、ナルコビエ、キダチノネズミガヤ、及びキンエノコロからなる群から選択される請求項24に記載の方法。
- 前記組成物が、出芽後処理として施用される請求項20に記載の方法。
- 前記組成物が、雑草管理の必要があるか又は望ましくない雑草のリスクがある作物に施用される請求項20に記載の方法。
- 前記作物が、キャノーラ、アマ、エンドウ、レンズマメ、豆類、linola(登録商標)、カラシ、ヒヨコマメ、ヒマワリ、ジャガイモ、アルファルファ実生、タマネギ、及びダイズのいずれかである請求項27に記載の方法。
- 0.5重量%~50重量%のシクロヘキサンジオンオキシム系除草剤を1以上の安定化界面活性剤及び希釈剤と混合して、安定化組成物を作製することを含むことを特徴とする安定化除草剤組成物を作製する方法であって、
前記安定化界面活性剤が、トリスチリルフェノールエトキシレート、14個~22個の炭素原子を有するアルカンスルホネートとアルコールエトキシレートとの混合物、又は14個~22個の炭素原子を有するアルカンスルホネートとトリスチリルフェノールエトキシレートとの混合物であり、
前記希釈剤が、脂肪族炭化水素、芳香族炭化水素、及びアルキルエステルからなる群から選択される非極性溶媒であり、
エポキシ化油脂肪酸及び脂肪酸のエポキシ化エステルを少なくとも含まない安定化除草剤組成物を作製する方法。 - a)1以上の安定化界面活性剤、
b)1以上の補助剤、及び
c)0.5重量%~50重量%のシクロヘキサンジオンオキシム系除草剤
を任意の順序で希釈剤に添加して、安定化組成物を作製することを含み、
前記安定化界面活性剤が、トリスチリルフェノールエトキシレート、14個~22個の炭素原子を有するアルカンスルホネートとアルコールエトキシレートとの混合物、又は14個~22個の炭素原子を有するアルカンスルホネートとトリスチリルフェノールエトキシレートとの混合物であり、
前記希釈剤が、脂肪族炭化水素、芳香族炭化水素、及びアルキルエステルからなる群から選択される非極性溶媒であり、
エポキシ化油脂肪酸及び脂肪酸のエポキシ化エステルを少なくとも含まないことを特徴とする、安定化除草剤組成物を作製する方法。
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