JP2021533187A - 農薬用の制御放出製剤 - Google Patents
農薬用の制御放出製剤 Download PDFInfo
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- JP2021533187A JP2021533187A JP2021528494A JP2021528494A JP2021533187A JP 2021533187 A JP2021533187 A JP 2021533187A JP 2021528494 A JP2021528494 A JP 2021528494A JP 2021528494 A JP2021528494 A JP 2021528494A JP 2021533187 A JP2021533187 A JP 2021533187A
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- WCJYTPVNMWIZCG-UHFFFAOYSA-N xylylcarb Chemical compound CNC(=O)OC1=CC=C(C)C(C)=C1 WCJYTPVNMWIZCG-UHFFFAOYSA-N 0.000 description 1
- 239000005943 zeta-Cypermethrin Substances 0.000 description 1
- 238000000733 zeta-potential measurement Methods 0.000 description 1
- GTLDTDOJJJZVBW-UHFFFAOYSA-N zinc cyanide Chemical compound [Zn+2].N#[C-].N#[C-] GTLDTDOJJJZVBW-UHFFFAOYSA-N 0.000 description 1
- 229940048462 zinc phosphide Drugs 0.000 description 1
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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
- A01N25/08—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 solids as carriers or diluents
- A01N25/10—Macromolecular compounds
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- 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
- 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
- A01N25/12—Powders or granules
- A01N25/14—Powders or granules wettable
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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
- 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
- A01N25/26—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 in coated particulate form
- A01N25/28—Microcapsules or nanocapsules
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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
- A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
- A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
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- 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
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/50—1,3-Diazoles; Hydrogenated 1,3-diazoles
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- A—HUMAN NECESSITIES
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- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/80—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2
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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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Abstract
Description
平均5〜60EO単位を含むトリスチリルフェノールエトキシレート;
平均5〜40EO単位を含むヒマシ油エトキシレート(例えば、Berol(登録商標)範囲、Emulsogen(登録商標)EL範囲);
8〜18個の炭素原子および平均2〜30EO単位を有する分岐または直鎖アルコールを含む脂肪アルコールエトキシレート;
ポリエチレンオキシドとポリヒドロキシステアリン酸のブロックコポリマー;
エトキシル化ポリメタクリレートグラフトコポリマー;
ポリビニルピロリドンベースのポリマー;
ポリ酢酸ビニルベースのポリマー;
エトキシル化ジアセチレン−ジオール(例えば、Surfynol(登録商標)4xx−範囲);
クエン酸アルキルエーテル界面活性剤(例えば、Adsee(登録商標)CE範囲、Akzo Nobel);
アルキル多糖類/ポリグリコシド(例えば、Agnique(登録商標)PG8107、PG8105、Atplus(登録商標)438、AL−2559、AL−2575);
8〜18個の炭素原子および平均10〜40EO単位を有する脂肪酸を含むグリセリンのエトキシル化モノエステルまたはジエステル(例えば、Crovol(登録商標)範囲);
ポリエチレンオキシドとポリブチレンオキシドのブロックコポリマー;
ナフタレンスルホネートホルムアルデヒド縮合物、ナトリウム塩;
ジイソプロピルナフタレンスルホン酸ナトリウム;
ジオクチルスルホコハク酸ナトリウム塩;
トリスチリルフェノールエトキシレートサルフェートならびにそのアンモニウム塩およびカリウム塩;
トリスチリルフェノールエトキシレートホスフェートならびにそのアンモニウム塩およびカリウム塩;
リグニンスルホン酸、ナトリウム塩;
スチレンアクリルポリマー;
ポリカルボン酸、ナトリウムおよびカリウム塩。
a)少なくとも1つのカプセル化有効成分と、
b)液相と、
c)場合により、1つまたは複数の乳化剤/分散剤と、
d)場合により、1つまたは複数の担体と、
e)場合により、1つまたは複数の界面活性剤と、
f)場合により、さらなる非カプセル化有効成分と、
g)場合により、増量剤、粘着剤、浸透剤、保持促進剤、着色剤および染料、安定剤、湿潤剤および展着剤の群から選択されるさらなるアジュバントと
を含む。
a)少なくとも1つのカプセル化有効成分と、
b)液相と、
c)場合により、1つまたは複数の乳化剤/分散剤と、
d)場合により、1つまたは複数の担体と、
e)1つまたは複数の界面活性剤、例えばGeropon T36および/またはMorwet D 425と、
f)場合により、さらなる非カプセル化有効成分と、
g)場合により、増量剤、粘着剤、浸透剤、保持促進剤、着色剤および染料、安定剤、湿潤剤および展着剤の群から選択されるさらなるアジュバントと
を含む。
好ましくは混合製剤またはタンクミックスで、カプセル化のためにまたは本発明による活性化合物と組み合わせて除草剤として使用することができる成分は、例えば、Weed Research 26、441〜445(1986)または「The Pesticide Manual」、第15版、The British Crop Protection Council and the Royal Soc.of Chemistry、2006およびその中に引用される文献に記載される既知の活性化合物、ならびに例えばアセト乳酸シンターゼ、アセチルCoAカルボキシラーゼ、セルロースシンターゼ、エノールピルビルシキミ酸−3−リン酸シンターゼ、グルタミンシンターゼ、p−ヒドロキシフェニルピルビン酸ジオキシゲナーゼ、フィトエンデサチュラーゼ、光化学系I、光化学系IIおよび/またはプロトポルフィリノーゲンオキシダーゼの阻害剤として作用するものである。
アセトクロル、アシフルオルフェン、アシフルオルフェン−ナトリウム、アクロニフェン、アラクロル、アリドクロル、アロキシジム、アロキシジム−ナトリウム、アメトリン、アミカルバゾン、アミドクロル、アミドスルフロン、アミノシクロピラクロル、アミノシクロピラクロル−カリウム、アミノシクロピラクロル−メチル、アミノピラリド、アミトロール、スルファミン酸アンモニウム、アニロホス、アスラム、アトラジン、アザフェニジン、アジムスルフロン、ベフルブタミド、ベナゾリン、ベナゾリン−エチル、ベンフルラリン、ベンフレセート、ベンスルフロン、ベンスルフロン−メチル、ベンスリド、ベンタゾン、ベンゾビシクロン、ベンゾフェナップ、ビシクロピロン、ビフェノックス、ビラナホス、ビラナホス−ナトリウム、ビスピリバック、ビスピリバック−ナトリウム、ブロマシル、ブロモブチド、ブロモフェノキシム、ブロモキシニル、ブロモキシニル−ブチレート、−カリウム、−ヘプタノエートおよび−オクタノエート、ブソキシノン、ブタクロル、ブタフェナシル、ブタミホス、ブテナクロル、ブトラリン、ブトロキシジム、ブチレート、カフェテンストロール、カルベタミド、カルフェントラゾン、カルフェントラゾン−エチル、クロラムベン、クロルブロムロン、クロルフェナク、クロルフェナク−ナトリウム、クロルフェンプロップ、クロルフルレノール、クロルフルレノール−メチル、クロリダゾン、クロリムロン、クロリムロン−エチル、クロロフタリム、クロロトルロン、クロルタール−ジメチル、3−[5−クロロ−4−(トリフルオロメチル)ピリジン−2−イル]−4−ヒドロキシ−1−メチルイミダゾリジン−2−オン、クロルスルフロン、シニドン、シニドン−エチル、シンメチリン、シノスルフロン、クラシホス(clacyfos)、クレトジム、クロジナホップ、クロジナホップ−プロパルギル、クロマゾン、クロメプロップ、クロピラリド、クロランスラム、クロランスラム−メチル、クミルロン、シアナミド、シアナジン、シクロエート、シクロピラニル、シクロピリモレート、シクロスルファムロン、シクロキシジム、シハロホップ、シハロホップ−ブチル、シプラジン、2,4−D、2,4−D−ブトチル、−ブチル、−ジメチルアンモニウム、−ジオラミン、−エチル、2−エチルヘキシル、−イソブチル、−イソオクチル、−イソプロピルアンモニウム、−カリウム、−トリイソプロパノールアンモニウムおよび−トロラミン、2,4−DB、2,4−DB−ブチル、−ジメチルアンモニウム、−イソオクチル、−カリウムおよび−ナトリウム、ダイムロン(ダイムロン)、ダラポン、ダゾメット、n−デカノール、デスメジファム、デトシル−ピラゾレート(DTP)、ジカンバ、ジクロベニル、2−(2,4−ジクロロベンジル)−4,4−ジメチル−1,2−オキサゾリジン−3−オン、2−(2,5−ジクロロベンジル)−4,4−ジメチル−1,2−オキサゾリジン−3−オン、ジクロルプロップ、ジクロルプロップ−P、ジクロホップ、ジクロホップ−メチル、ジクロホップ−P−メチル、ジクロスラム、ジフェンゾコート、ジフルフェニカン、ジフルフェンゾピル、ジフルフェンゾピル−ナトリウム、ジメフロン、ジメピペレート、ジメタクロル、ジメタメトリン、ジメテナミド、ジメテナミド−P、ジメトラスルフロン、ジニトラミン、ジノテルブ、ジフェナミド、ジクワット、ジクワットジブロミド、ジチオピル、ジウロン、DNOC、エンドタール、EPTC、エスプロカルブ、エタルフルラルリン、エタメツルフロン、エタメツスルフロン−メチル、エチオジン、エトフメセート、エトキシフェン、エトキシフェン−エチル、エトキシスルフロン、エトベンザニド、F−5231、すなわちN−{2−クロロ−4−フルオロ−5−[4−(3−フルオロプロピル)−5−オキソ−4,5−ジヒドロ−1H−テトラゾール−1−イル]フェニル}エタンスルホンアミド、F−7967、すなわち3−[7−クロロ−5−フルオロ−2−(トリフルオロメチル)−1H−ベンズイミダゾール−4−イル]−1−メチル−6−(トリフルオロメチル)ピリミジン−2,4(1H,3H)−ジオン、フェノキサプロップ、フェノキサプロップ−P、フェノキサプロップ−エチル、フェノキサプロップ−P−エチル、フェノキサスルホン、フェンキノトリオン、フェントラザミド、フラムプロップ、フラムプロップ−M−イソプロピル、フラムプロップ−M−メチル、フラザスルフロン、フロラスラム、フルアジホップ、フルアジホップ−P、フルアジホップ−ブチル、フルアジホップ−P−ブチル、フルカルバゾン、フルカルバゾン−ナトリウム、フルセトスルフロン、フルクロラリン、フルフェナセット、フルフェンピル、フルフェンピル−エチ
ル、フルメツラム、フルミクロラック、フルミクロラック−ペンチル、フルミオキサジン、フルオメツロン、フルレノール、フルレノール−ブチル、−ジメチルアンモニウムおよび−メチル、フルオログリコフェン、フルオログリコフェン−エチル、フルプロパネート、フルピルスルフロン、フルピルスルフロン−メチル−ナトリウム、フルリドン、フルロクロリドン、フルロキシピル、フルロキシピル−メプチル、フルルタモン、フルチアセット、フルチアセット−メチル、ホメサフェン、ホメサフェン−ナトリウム、ホラムスルフロン、ホサミン、グルホシネート、グルホシネート−アンモニウム、グルホシネート−P−ナトリウム、グルホシネート−P−アンモニウム、グルホシネート−P−ナトリウム、グリホサート、グリホサート−アンモニウム、−イソプロピルアンモニウム、−ジアンモニウム、−ジメチルアンモニウム、−カリウム、−ナトリウムおよび−トリメシウム、H−9201、すなわちO−(2,4−ジメチル−6−ニトロフェニル)O−エチルイソプロピルホスホルアミドチオエート、ハロウキシフェン、ハロウキシフェン−メチル、ハロサフェン、ハロスルフロン、ハロスルフロン−メチル、ハロキシホップ、ハロキシホップ−P、ハロキシホップ−エトキシエチル、ハロキシホップ−P−エトキシエチル、ハロキシホップ−メチル、ハロキシホップ−P−メチル、ヘキサジノン、HW−02、すなわち1−(ジメトキシホスホリル)エチル(2,4−ジクロロフェノキシ)アセテート、4−ヒドロキシ−1−メトキシ−5−メチル−3−[4−(トリフルオロメチル)ピリジン−2−イル]イミダゾリジン−2−オン、4−ヒドロキシ−1−メチル−3−[4−(トリフルオロメチル)ピリジン−2−イル]イミダゾリジン−2−オン、イマザメタベンズ、イマザメタベンズ−メチル、イマザモックス、イマザモックス−アンモニウム、イマザピック、イマザピック−アンモニウム、イマザピル、イマザピル−イソプロピルアンモニウム、イマザキン、イマザキン−アンモニウム、イマゼタピル、イマゼタピル−イモニウム、イマゾスルフロン、インダノファン、インダジフラム、ヨードスルフロン、ヨードスルフロン−メチル−ナトリウム、イオキシニル、イオキシニル−オクタノエート、−カリウムおよび−ナトリウム、イプフェンカルバゾン、イソプロツロン、イソウロン、イソキサベン、イソキサフルトール、カルブチレート、KUH−043、すなわち3−({[5−(ジフルオロメチル)−1−メチル−3−(トリフルオロメチル)−1H−ピラゾール−4−イル]メチル}スルホニル)−5,5−ジメチル−4,5−ジヒドロ−1,2−オキサゾール、ケトスピラドックス、ラクトフェン、レナシル、リニュロン、MCPA、MCPA−ブトチル、−ジメチルアンモニウム、−2−エチルヘキシル、−イソプロピルアンモニウム、−カリウムおよび−ナトリウム、MCPB、MCPB−メチル、−エチルおよび−ナトリウム、メコプロップ、メコプロップ−ナトリウムおよび−ブトチル、メコプロップ−P、メコプロップ−P−ブトチル、−ジメチルアンモニウム、−2−エチルヘキシルおよび−カリウム、メフェナセット、メフルイジド、メソスルフロン、メソスルフロン−メチル、メソトリオン、メタベンズチアズロン、メタム、メタミホップ、メタミトロン、メタザクロル、メタゾスルフロン、メタベンゾチアズロン、メチオピルスルフロン、メチオゾリン、メチルイソチオシアネート、メトブロムロン、メトラクロル、S−メトラクロル、メトスラム、メトクスロン、メトリブジン、メツルフロン、メツルフロン−メチル、モリネート、モノリニュロン、モノスルフロン、モノスルフロンエステル、MT−5950、すなわちN−(3−クロロ−4−イソプロピルフェニル)−2−メチルペンタンアミド、NGGC−011、ナプロパミド、NC−310、すなわち[5−(ベンジルオキシ)−1−メチル−1H−ピラゾール−4−イル](2,4−ジクロロフェニル)メタノン、ネブロン、ニコスルフロン、ノナン酸(ペラルゴン酸)、ノルフルラゾン、オレイン酸(脂肪酸)、オルベンカルブ、オルトスルファムロン、オリザリン、オキサジアルギル、オキサジアゾン、オキサスルフロン、オキサジクロメホン、オキシフルオルフェン、パラコート、パラコートジクロリド、ペブレート、ペンジメタリン、ペノキススラム、ペンタクロロフェノール、ペントキサゾン、ペトキサミド、石油、フェンメジファム、ピクロラム、ピコリナフェン、ピノキサフェン、ピペロホス、プレチラクロル、プリミスルフロン、プリミスルフロン−メチル、プロジアミン、プロホキシジム、プロメトン、プロメトリン、プロパクロル、プロパニル、プロパキザホップ、プロパジン、プロファム、プロピ
ソクロル、プロポキシカルバゾン、プロポキシカルバゾン−ナトリウム、プロピリスルフロン、プロピザミド、プロスルホカルブ、プロスルフロン、ピラクロニル、ピラフルフェン、ピアフルフェン−エチル、ピラスルホトール、ピラゾリネート(ピラゾレート)、ピラゾスルフロン、ピラゾスルフロン−エチル、ピラゾキシフェン、ピリバムベンズ(pyribambenz)、ピリバムベンズ−イソプロピル、ピリバムベンズ−プロピル、ピリベンゾキシム、ピリブチカルブ、ピリダフォル(pyridafol)、ピリデート、ピリフタリド、ピリミノバック、ピリミノバック−メチル、ピリミスルファン、ピリチオバック、ピリチオバック−ナトリウム、ピロキサスルホン、ピロクススラム、キンクロラック、キンメラック、キノクラミン、キザロホップ、キザロホップ−エチル、キザロホップ−P、キザロホップ−P−エチル、キザロホップ−P−テフリル、リムスルフロン、サフルフェナシル、セトキシジム、シデュロン、シマジン、シメトリン、SL−261、スルコトリオン、スルフェントラゾン、スルホメツロン、スルホメツロン−メチル、スルホスルフロン、SYN−523、SYP−249、すなわち1−エトキシ−3−メチル−1−オキソブタ−3−エン−2−イル5−[2−クロロ−4−(トリフルオロメチル)フェノキシ]−2−ニトロベンゾエート、SYP−300、すなわち1−[7−フルオロ−3−オキソ−4−(プロパ−2−イン−1−イル)−3,4−ジヒドロ−2H−1,4−ベンゾキサジン−6−イル]−3−プロピル−2−チオキソイミダゾリジン−4,5−ジオン、2,3,6−TBA、TCA(トリクロロ酢酸)、TCA−ナトリウム、テブチウロン、テフリルトリオン、テンボトリオン、テプラロキシジム、テルバシル、テルブカルブ、テルブメトン、テルブチラジン、テルブトリン、テニルクロル、チアゾピル、チエンカルバゾン、チエンカルバゾン−メチル、チフェンスルフロン、チフェンスルフロン−メチル、チオベンカルブ、チアフェナシル、トルピラレート、トプラメゾン、トラルコキシジム、トリアファモン、トリアレート、トリアスルフロン、トリアジフラム、トリベヌロン、トリベヌロン−メチル、トリクロピル、トリエタジン、トリフロキシスルフロン、トリフロキシスルフロン−ナトリウム、トリフルジモキサジン、トリフルラリン、トリフルス
ルフロン、トリフルスルフロン−メチル、トリトスルフロン、尿素硫酸塩、バーノレート、ZJ−0862、すなわち3,4−ジクロロ−N−{2−[(4,6−ジメトキシピリミジン−2−イル)オキシ]ベンジル}アニリンおよび以下の化合物:
アシベンゾラル、アシベンゾラル−S−メチル、5−アミノレブリン酸、アンシミドール、6−ベンジルアミノプリン、ブラシノライド、カテキン、クロルメコートクロリド、クロプロップ、シクラニリド、3−(シクロプロパ−1−エニル)プロピオン酸、ダミノジド、ダゾメット、n−デカノール、ジケグラック、ジケグラック−ナトリウム、エンドタール、エンドタール−ジカリウム、−ジナトリウムおよびモノ(N,N−ジメチルアルキルアンモニウム)、エテホン、フルメトラリン、フルレノール、フルレノール−ブチル、フルルプリミドール、ホルクロルフェニュロン、ジベレリン酸、イナベンフィド、インドール−3−酢酸(IAA)、4−インドール−3−イル酪酸、イソプロチオラン、プロベナゾール、ジャスモン酸、マレイン酸ヒドラジド、メピコートクロリド、1−メチルシクロプロペン、ジャスモン酸メチル、2−(1−ナフチル)アセトアミド、1−ナフチル酢酸、2−ナフチルオキシ酢酸、ニトロフェノレート混合物、パクロブトラゾール、N−(2−フェニルエチル)−β−アラニン、N−フェニルフタルアミド酸、プロヘキサジオン、プロヘキサジオン−カルシウム、プロヒドロジャスモン、サリチル酸、ストリゴラクトン、テクナゼン、チジアズロン、トリアコンタノール、トリネキサパック、トリネキサパック−エチル、チトデフ、ウニコナゾール、ウニコナゾール−P。
文献から知られている殺真菌剤として言及され得る活性化合物の例は以下であり(化合物は、国際標準化機構(ISO)による「一般名」または化学名または慣用的なコード番号によって記載される)、酸、塩、エステルなどの適用可能な全ての形態、または立体異性体および光学異性体などの異性体などの修飾を常に含む。一例として、少なくとも1つの適用可能な形態および/または修正が言及され得る。
以下の化合物の群が、例えば、薬害軽減剤と見なされる:
S1a)ジクロロフェニルピラゾリン−3−カルボン酸の型の化合物(S1a)、好ましくは
1−(2,4−ジクロロフェニル)−5−(エトキシカルボニル)−5−メチル−2−ピラゾリン−3−カルボン酸、1−(2,4−ジクロロフェニル)−5−(エトキシカルボニル)−5−メチル−2−ピラゾリン−3−カルボン酸エチル(S1−1)(「メフェンピル(−ジエチル)」)、および国際公開第91/07874号パンフレットに記載される関連化合物などの化合物;
S1b)ジクロロフェニルピラゾールカルボン酸の誘導体(S1b)、好ましくは、1−(2,4−ジクロロフェニル)−5−メチルピラゾール−3−カルボン酸エチル(S1−2)、1−(2,4−ジクロロフェニル)−5−イソプロピルピラゾール−3−カルボン酸エチル(S1−3)、1−(2,4−ジクロロフェニル)−5−(1,1−ジメチルエチル)ピラゾール−3−カルボン酸エチル(S1−4)および欧州特許第333131号明細書および欧州特許第269806号明細書に記載される関連化合物などの化合物;
S1c)1,5−ジフェニルピラゾール−3−カルボン酸の誘導体(S1c)、好ましくは1−(2,4−ジクロロフェニル)−5−フェニルピラゾール−3−カルボン酸エチル(S1−5)、1−(2−クロロフェニル)−5−フェニルピラゾール−3−カルボン酸メチル(S1−6)および例えば欧州特許第268554号明細書に記載される関連化合物などの化合物;
S1d)トリアゾールカルボン酸の型の化合物(S1d)、好ましくはフェンクロラゾール(−エチル)、すなわち、1−(2,4−ジクロロフェニル)−5−トリクロロメチル−(1H)−1,2,4−トリアゾール−3−カルボン酸エチル(S1−7)、ならびに欧州特許第174562号明細書および欧州特許第346620号明細書に記載される関連化合物などの化合物;
S1e)5−ベンジル−または5−フェニル−2−イソキサゾリン−3−カルボン酸または5,5−ジフェニル−2−イソキサゾリン−3−カルボン酸の型の化合物(S1e)、好ましくは5−(2,4−ジクロロベンジル)−2−イソキサゾリン−3−カルボン酸エチル(S1−8)または5−フェニル−2−イソキサゾリン−3−カルボン酸エチル(S1−9)および国際公開第91/08202号パンフレット、または5,5−ジフェニル−2−イソキサゾリンカルボン酸(S1−10)または5,5−ジフェニル−2−イソキサゾリンカルボン酸エチル(S1−11)(「イソキサジフェン−エチル」)または5,5−ジフェニル−2−イソキサゾリンカルボン酸n−プロピル(S1−12)または特許出願の国際公開第95/07897号パンフレットに記載される5−(4−フルオロフェニル)−5−フェニル−2−イソキサゾリン−3−カルボン酸エチル(S1−13)などの化合物。
S2a)8−キノリンオキシ酢酸の型の化合物(S2a)、好ましくは1−メチルヘキシル(5−クロロ−8−キノリンオキシ)アセテート(一般名「クロキントセット−メキシル」)(S2−1)、
1,3−ジメチルブタ−1−イル(5−クロロ−8−キノリノキシ)アセテート(S2−2)、
4−アリルオキシブチル(5−クロロ−8−キノリノキシ)アセテート(S2−3)、
1−アリルオキシプロパ−2−イル(5−クロロ−8−キノリンオキシ)アセテート(S2−4)、
エチル(5−クロロ−8−キノリンオキシ)アセテート(S2−5)、
メチル(5−クロロ−8−キノリンオキシ)アセテート(S2−6)、
アリル(5−クロロ−8−キノリンオキシ)アセテート(S2−7)、
2−(2−プロピリデンイミノキシ)−1−エチル(5−クロロ−8−キノリンオキシ)アセテート(S2−8)、
2−オキソプロパ−1−イル(5−クロロ−8−キノリンオキシ)アセテート(S2−9)ならびに、欧州特許第86750号明細書、欧州特許第94349号明細書および欧州特許第191736号明細書または欧州特許第0492366号明細書に記載される関連化合物、さらに(5−クロロ−8−キノリンオキシ)酢酸(S2−10)、その水和物および塩、例えば国際公開第2002/34048号パンフレットに記載されるそのリチウム、ナトリウム、カリウム、カルシウム、マグネシウム、アルミニウム、鉄、アンモニウム、第四級アンモニウム、スルホニウムまたはホスホニウム塩;
S2b)(5−クロロ−8−キノリンオキシ)マロン酸の型の化合物(S2b)、好ましくはジエチル(5−クロロ−8−キノリンオキシ)マロネート、ジアリル(5−クロロ−8−キノリンオキシ)マロネート、メチルエチル(5−クロロ−8−キノリンオキシ)マロネートおよび欧州特許第0582198号明細書に記載される関連化合物などの化合物。
「ジクロルミド」(N,N−ジアリル−2,2−ジクロロアセトアミド)(S3−1)、
Stauffer社製「R−29148」(3−ジクロロアセチル−2,2,5−トリメチル−1,3−オキサゾリジン)(S3−2)、
Stauffer社製「R−28725」(3−ジクロロアセチル−2,2−ジメチル−1,3−オキサゾリジン)(S3−3)、
「ベノキサコール」(4−ジクロロアセチル−3,4−ジヒドロ−3−メチル−2H−1,4−ベンゾキサジン)(S3−4)、
PPG Industries社製「PPG−1292」(N−アリル−N−[(1,3−ジオキソラン−2−イル)メチル]ジクロロアセトアミド)(S3−5)、
Sagro−Chem社製「DKA−24」(N−アリル−N−[(アリルアミノカルボニル)メチル]ジクロロアセトアミド)(S3−6)、
NitrokemiaまたはMonsanto社製「AD−67」または「MON 4660」(3−ジクロロアセチル−1−オキサ−3−アザスピロ[4,5]デカン)(S3−7)、
TRI−Chemical RT社製「TI−35」(1−ジクロロアセチルアゼパン)(S3−8)、
「ジクロノン」(ジシクロノン)または「BAS145138」または「LAB145138」(S3−9)
BASF社製(RS)−1−ジクロロアセチル−3,3,8a−トリメチルペルヒドロピロロ[1,2−a]ピリミジン−6−オン、
「フリラゾール」または「MON 13900」((RS)−3−ジクロロアセチル−5−(2−フリル)−2,2−ジメチルオキサゾリジン)(S3−10)、およびまたその(R)異性体(S3−11)。
S4a)国際公開第97/45016号パンフレットに記載される式(S4a)のN−アシルスルホンアミドおよびその塩、
RA 1は、(C1〜C6)−アルキルまたは(C3〜C6)−シクロアルキルであり、これらの2つのラジカルは、ハロゲン、(C1〜C4)−アルコキシ、ハロ−(C1〜C6)−アルコキシおよび(C1〜C4)−アルキルチオからなる群のvA置換基によって置換されており、環状ラジカルの場合には、(C1〜C4)−アルキルおよび(C1〜C4)−ハロアルキルによっても置換されており;
RA 2は、ハロゲン、(C1〜C4)−アルキル、(C1〜C4)−アルコキシ、CF3であり;
mAは、1または2であり;
vDは、0、1、2または3である〕;
S4b)国際公開第99/16744号パンフレットに記載される式(S4b)の4−(ベンゾイルスルファモイル)ベンズアミドの型の化合物およびその塩
RB 1、RB 2は、互いに独立に、水素、(C1〜C6)−アルキル、(C3〜C6)−シクロアルキル、(C3〜C6)−アルケニル、(C3〜C6)−アルキニルであり、
RB 3は、ハロゲン、(C1〜C4)−アルキル、(C1〜C4)−ハロアルキルまたは(C1〜C4)−アルコキシであり、
mBは、1または2である〕、
例えば、
RB 1がシクロプロピルであり、RB 2が水素であり、(RB 3)が2−OMeである(「シプロスルファミド」、S4−1)、
RB 1がシクロプロピルであり、RB 2が水素であり、(RB 3)が5−Cl−2−OMeである(S4−2)、
RB 1がエチルであり、RB 2が水素であり、(RB 3)が2−OMeである(S4−3)、
RB 1がイソプロピルであり、RB 2が水素であり、(RB 3)が5−Cl−2−OMeである(S4−4)、および
RB 1がイソプロピルであり、RB 2が水素であり、(RB 3)が2−OMeである(S4−5)、
化合物、およびその塩;
S4c)欧州特許第365484号明細書に記載される式(S4c)のベンゾイルスルファモイルフェニルウレアのクラスの化合物、
RC 1、RC 2は互いに独立に、水素、(C1〜C8)−アルキル、(C3〜C8)−シクロアルキル、(C3〜C6)−アルケニル、(C3〜C6)−アルキニルであり、
RC 3は、ハロゲン、(C1〜C4)−アルキル、(C1〜C4)−アルコキシ、CF3であり、
mCは、1または2である〕;
例えば
1−[4−(N−2−メトキシベンゾイルスルファモイル)フェニル]−3−メチルウレア(「メトカミフェン」、S4−6)、
1−[4−(N−2−メトキシベンゾイルスルファモイル)フェニル]−3,3−ジメチルウレア、
1−[4−(N−4,5−ジメチルベンゾイルスルファモイル)フェニル]−3−メチルウレア;
S4d)例えば、中国特許第101838227号明細書から公知の、式(S4d)のN−フェニルスルホニルテレフタルアミドの型の化合物およびその塩、
RD 4は、ハロゲン、(C1〜C4)−アルキル、(C1〜C4)−アルコキシまたはCF3であり;
mDは、1または2であり;
RD 5は、水素、(C1〜C6)−アルキル、(C3〜C6)−シクロアルキル、(C2〜C6)−アルケニル、(C2〜C6)−アルキニル、(C5〜C6)−シクロアルケニルである〕。
国際公開第2004/084631号パンフレット、国際公開第2005/015994号パンフレット、国際公開第2005/016001号パンフレットに記載される、エチル3,4,5−トリアセトキシベンゾエート、3,5−ジメトキシ−4−ヒドロキシ安息香酸、3,5−ジヒドロキシ安息香酸、4−ヒドロキシサリチル酸、4−フルオロサリチル酸、2−ヒドロキシケイ皮酸、2,4−ジクロロケイ皮酸。
国際公開第2005/112630号パンフレットに記載される、1−メチル−3−(2−チエニル)−1,2−ジヒドロキノキサリン−2−オン、1−メチル−3−(2−チエニル)−1,2−ジヒドロキノキサリン−2−チオン、1−(2−アミノエチル)−3−(2−チエニル)−1,2−ジヒドロキノキサリン−2−オン塩酸塩、1−(2−メチルスルホニルアミノエチル)−3−(2−チエニル)−1,2−ジヒドロキノキサリン−2−オン。
記号および添え字は、以下の意味を有する:
RD 1は、ハロゲン、(C1〜C4)−アルキル、(C1〜C4)−ハロアルキル、(C1〜C4)−アルコキシ、(C1〜C4)−ハロアルコキシであり、
RD 2は、水素または(C1〜C4)−アルキルであり、
RD 3は、水素、(C1〜C8)−アルキル、(C2〜C4)−アルケニル、(C2〜C4)−アルキニルまたはアリール(上記炭素含有ラジカルの各々は、非置換であるか、あるいは、ハロゲンおよびアルコキシからなる群の、1または複数の、好ましくは3個までの同一または異なるラジカルによって置換されている);またはその塩であり、
nDは、0〜2の整数である〕。
国際公開第1999/000020号パンフレットに記載される、1,2−ジヒドロ−4−ヒドロキシ−1−エチル−3−(5−テトラゾリルカルボニル)−2−キノロン(CAS登録番号219479−18−2)、1,2−ジヒドロ−4−ヒドロキシ−1−メチル−3−(5−テトラゾリルカルボニル)−2−キノロン(CAS登録番号95855−00−8)。
RE 1はハロゲン、(C1〜C4)−アルキル、メトキシ、ニトロ、シアノ、CF3、OCF3であり、
YE、ZEは互いに独立に、OまたはSであり、
nEは0〜4の整数であり、
RE 2は(C1〜C16)−アルキル、(C2〜C6)−アルケニル、(C3〜C6)−シクロアルキル、アリール;ベンジル、ハロベンジルであり、
RE 3は水素または(C1〜C6)−アルキルである)。
メトラクロール損傷に対するキビの種子粉衣薬害軽減剤として知られる、「オキサベトリニル」((Z)−1,3−ジオキソラン−2−イルメトキシイミノ(フェニル)アセトニトリル)(S11−1)、
メトラクロール損傷に対するキビの種子粉衣薬害軽減剤として知られる、「フルキソフェニム」(1−(4−クロロフェニル)−2,2,2−トリフルオロ−1−エタノンO−(1,3−ジオキソラン−2−イルメチル)オキシム)(S11−2)、および
メトラクロール損傷に対するキビの種子粉衣薬害軽減剤として知られる、「シオメトリニル」または「CGA−43089」((Z)−シアノメトキシイミノ(フェニル)アセトニトリル)(S11−3)。
チオカルバメート系除草剤損傷に対するトウモロコシの種子粉衣薬害軽減剤として知られる、「ナフタル酸無水物」(1,8−ナフタレンジカルボン酸無水物)(S13−1)、
播種したイネのプレチラクロールの薬害軽減剤として公知の、「フェンクロリム」(4,6−ジクロロ−2−フェニルピリミジン)(S13−2)、
アラクロールおよびメトラクロール損傷に対するキビの種子粉衣薬害軽減剤として公知の、「フルラゾール」(ベンジル2−クロロ−4−トリフルオロメチル−1,3−チアゾール−5−カルボキシレート)(S13−3)、
「CL 304415」(CAS登録番号31541−57−8)
イミダゾリノン損傷に対するトウモロコシの薬害軽減剤として公知の、American Cyanamid製の(4−カルボキシ−3,4−ジヒドロ−2H−1−ベンゾピラン−4−酢酸)(S13−4)、
トウモロコシの薬害軽減剤として公知の、Nitrokemia製の「MG 191」(CAS登録番号96420−72−3)(2−ジクロロメチル−2−メチル−1,3−ジオキソラン)(S13−5)、
「MG 838」(CAS登録番号133993−74−5)
Nitrokemia製(2−プロペニル1−オキサ−4−アザスピロ[4.5]デカン−4−カルボジチオエート)(S13−6)、
「ジスルホトン」(O,O−ジエチルS−2−エチルチオエチルホスホロジチオエート)(S13−7)、
「ジエトレート」(O,O−ジエチルO−フェニルホスホロチオエート)(S13−8)、
「メフェネート」(4−クロロフェニルメチルカルバメート)(S13−9)。
イマゾスルフロン除草剤損傷に対するイネの薬害軽減剤として知られる、「ダイムロン」または「SK 23」(1−(1−メチル−1−フェニルエチル)−3−p−トリル尿素)、
ある除草剤損傷に対するイネの薬害軽減剤として知られる、「クミルロン」=「JC 940」(3−(2−クロロフェニルメチル)−1−(1−メチル−1−フェニルエチル)尿素、特開昭60087254号明細書参照)、
ある除草剤損傷に対するイネの薬害軽減剤として知られる、「メトキシフェノン」または「NK 049」(3,3’−ジメチル−4−メトキシベンゾフェノン)、
イネのある除草剤損傷に対する薬害軽減剤として知られる、Kumiai製の「CSB」(1−ブロモ−4−(クロロメチルスルホニル)ベンゼン)(CAS登録番号54091−06−4)。
式(S15)の化合物またはその互変異性体
RH 1は(C1〜C6)−ハロアルキルであり、
RH 2は水素またはハロゲンであり、
RH 3、RH 4は互いに独立に、水素、(C1〜C16)−アルキル、(C2〜C16)−アルケニルまたは(C2〜C16)−アルキニル、
(最後に挙げた3つの基の各々は非置換である、またはハロゲン、ヒドロキシ、シアノ、(C1〜C4)−アルコキシ、(C1〜C4)−ハロアルコキシ、(C1〜C4)−アルキルチオ、(C1〜C4)−アルキルアミノ、ジ[(C1〜C4)−アルキル]アミノ、[(C1〜C4)−アルコキシ]カルボニル、[(C1〜C4)−ハロアルコキシ]カルボニル、非置換もしくは置換(C3〜C6)−シクロアルキル、非置換もしくは置換フェニル、および非置換もしくは置換ヘテロシクリルからなる群の1つもしくは複数の基によって置換されている)、
または(C3〜C6)−シクロアルキル、(C4〜C6)−シクロアルケニル、環の片側で4〜6員飽和もしくは不飽和炭素環式環と縮合した(C3〜C6)−シクロアルキル、または環の片側で4〜6員飽和もしくは不飽和炭素環式環と縮合した(C4〜C6)−シクロアルケニル
(最後に挙げた4つの基の各々は、非置換である、またはハロゲン、ヒドロキシル、シアノ、(C1〜C4)−アルキル、(C1〜C4)−ハロアルキル、(C1〜C4)−アルコキシ、(C1〜C4)−ハロアルコキシ、(C1〜C4)−アルキルチオ、(C1〜C4)−アルキルアミノ、ジ[(C1〜C4)−アルキル]アミノ、[(C1〜C4)−アルコキシ]カルボニル、[(C1〜C4)−ハロアルコキシ]カルボニル、非置換もしくは置換(C3〜C6)−シクロアルキル、非置換もしくは置換フェニル、および非置換もしくは置換ヘテロシクリルからなる群の1つもしくは複数の基によって置換されている)
である、
あるいは
RH 3は(C1〜C4)−アルコキシ、(C2〜C4)−アルケニルオキシ、(C2〜C6)−アルキニルオキシまたは(C2〜C4)−ハロアルコキシであり、
RH 4は水素または(C1〜C4)−アルキルである、あるいは
RH 3およびRH 4は、直接結合した窒素原子と一緒になって、N原子に加えて、さらなるヘテロ環原子、好ましくは最大2個のN、OおよびSからなる群のさらなるヘテロ環原子を含有することができ、非置換である、またはハロゲン、シアノ、ニトロ、(C1〜C4)−アルキル、(C1〜C4)−ハロアルキル、(C1〜C4)−アルコキシ、(C1〜C4)−ハロアルコキシおよび(C1〜C4)−アルキルチオからなる群の1つもしくは複数の基によって置換された4〜8員複素環式環である)。
(2,4−ジクロロフェノキシ)酢酸(2,4−D)、
(4−クロロフェノキシ)酢酸、
(R,S)−2−(4−クロロ−o−トリルオキシ)プロピオン酸(メコプロップ)、
4−(2,4−ジクロロフェノキシ)酪酸(2,4−DB)、
(4−クロロ−o−トリルオキシ)酢酸(MCPA)、
4−(4−クロロ−o−トリルオキシ)酪酸、
4−(4−クロロフェノキシ)酪酸、
3,6−ジクロロ−2−メトキシ安息香酸(ジカンバ)、
1−(エトキシカルボニル)エチル3,6−ジクロロ−2−メトキシベンゾエート(ラクチジクロル−エチル)。
本明細書で使用される場合、「生物学的防除」は、第2の生物の使用による病原体および/または昆虫および/またはダニおよび/または線虫の防除として定義される。生物学的防除の公知の機序には、根の表面の空間をめぐって真菌を打ち負かすことによって根腐れを制御する腸内細菌が含まれる。抗生物質などの細菌毒素が、病原体を制御するために使用されてきた。毒素を単離して植物に直接施用することができる、または細菌種を投与して、その場で毒素を産生させることができる。
「一般名」によって本明細書に指定される有効成分は公知であり、例えば、Pesticide Manual(「The Pesticide Manual」、第14版、British Crop Protection Council 2006)に記載されている、またはインターネット上で検索することができる(例えば、http://www.alanwood.net/pesticides)。
、例えばアゾシクロチン、シヘキサチンおよびフェンブタチンオキシド、またはプロパルギットもしくはテトラジホン。
本発明で別段の記載がない限り、%は重量パーセント(重量%)を指す。
種子処理のために、全ての大豆種子を、定植前に24時間乾燥させ、比較のために未処理対照(UTC)およびFLU FS 600(48 w/w%、0.075mg/種子)処理試料と一緒に実行した。
試料を水性懸濁液として供給し、1ヘクタール当たり50、100、200gの活性物質で施用した。手短に言えば、イネ科草本、雑草および農作物の種子を、天然土壌(スリットに富む、非滅菌)の直径8cmのポットに播種した。種子を0.5cmの土壌で覆い、温室で栽培した(12〜16時間の光、日中温度20〜22℃、夜間温度15〜18℃)。種子/植物の成長のBBCH 00状態で、300L/haの水量を使用して本発明の製剤を施用した。除草剤処理後、全ての植物を上記のように温室でさらに栽培した。毎日の灌漑を1平方メートル当たり1.0〜1.5リットルに設定した。除草剤施用後14日または28日後に、処理の有効性を視覚的に評価し、等級分けした。0%の等級は、健康な未処理植物、すなわち、未処理参照集団を反映し、100%は除草剤の完全な有効性、すなわち、死んだ植物を表す。参照に、2つの市販のSC剤Balance(商標)Pro(薬害軽減剤なしのイソキサフルトール)およびBrodal(登録商標)(ジフルフェニカン)を選択した。
プロセス1によって−カプセル化材料を得るために−活性物質を、界面活性剤と共に水中で均質化し、その後、好ましくはビーズミルで粉砕して、活性物質の分散濃縮物を得た。
使用した材料を以下に定義する。製造プロセス自体を、A.1分散濃縮物の製造−A.2カプセル化−A.3架橋に分けた。
3.388kgのフルオピラムを、140gのGeropon T36、70gのMorwet D 425および3.4kgの脱塩水で均質化する。その後、均質化混合物を、直径0.75〜1mmのガラスビーズを含有する湿潤条件下、ビーズミル内で粉砕する(Glasbeadsを備えたBachofen KDL 0.6L、容量80%、周速10m/秒、3通過、ターンオーバー3.4kg/時間)。その後、フルオピラムスラリーの40%活性分散液を、濃縮スラリー(固形分:48%活性物質、3%不活性安定剤/界面活性剤)をDI水で希釈することによって調製する。
968gのイソキサフルトールを40gのGeropon T36、20gのMorwet D 425、1gのSilfoam SE 39および968gの脱塩水で均質化する。その後、均質化混合物を、直径0.75〜1mmのガラスビーズを含有する湿潤条件下、ビーズミル内で粉砕する(Glasbeadsを備えたBachofen KDL 0.6L、容量80%、周速10m/秒、3通過(必要な粒径を得るために繰り返しを調整してもよい)、ターンオーバー3.4kg/時間)。その後、追加のクエン酸によってpHを5未満に調整した。
968gのジフルフェニカンを40gのGeropon T36、20gのMorwet D 425および968gの脱塩水で均質化する。その後、均質化混合物を、直径0.75〜1mmのガラスビーズを含有する湿潤条件下、ビーズミル内で粉砕する(Glasbeadsを備えたBachofen KDL 0.6L、容量80%、周速10m/秒、3通過(必要な粒径を得るために繰り返しを調整してもよい)、ターンオーバー3.4kg/時間)。
上記のように製造された活性物質懸濁液およびキトサンの溶液(水中0.5、1.0、1.5、2.0または2.5%w/w親溶液)(あるいはPVA(水中3または12%w/w親溶液))を対称200μmマイクロジェット反応器Nanosaar中で、以下の条件下(圧力50〜60bar、ジェット速度約100 m/秒以上、混合時間0.1〜1.0ms、表2に示されるpH)で均質化する。最終的なポリマーおよびAI濃度を表2の4列および5列に示す。
場合により、架橋剤を添加する(ポリマーの反応性基に基づいて0.5、3.0、10.0、または20.0mol%)。供給業者によって入手したままの架橋剤溶液を利用し、コーティングプロセスの前に活性物質分散液に添加する、またはMJRを介してコーティングした後に攪拌しながら最終製剤に添加することができる。典型的には、架橋剤の量を、コーティングプロセスの前に添加した。MJR処理後、表2に示される結果として得られるpHで、室温で少なくとも12時間架橋を行った。架橋反応を、典型的に利用されるトリス緩衝液または塩化アンモニウムクエンチングなどのクエンチングなしで反応させた。
全ての試料を、粒子の沈降による相分離またはゲル化について視覚的に目視検査した。沈降と対照的にゲル化は不可逆的であり、これらの試料はスプレー型施用に使用することができない。ゲル化の例を表2に示す。相分離が観察された全ての試料は、振盪することによって容易に均質化することができた。
試料を水性懸濁液として供給し、小または中サイズのHegeボウル種子処理装置で100〜250gの種子を使用して、0.075mg/種子の割合で大豆種子に施用した。表5を参照されたい。
試料を水性懸濁液として供給し(表2参照)、60mLの土壌灌注を適用することによって、8、10、20mg a.i/キュウリ植物で施用した。植物の健康(損傷)を、施用3/4/5/7/10および14日後に、葉の目視検査(白化+壊死を有する葉面積%)およびシュート新鮮重量測定によって調べた。プロセスAによって得られた試料を、未処理対照キュウリ植物(UTC)および非制御放出フルオピラム(Velum(登録商標)SC400)に対して試験した。
試料を水性懸濁液として供給し(表2参照)、1ヘクタール当たり50、100、200gの活性物質で施用した。手短に言えば、イネ科草本、雑草および農作物の種子を、天然土壌(スリットに富む、非滅菌)の直径8cmのポットに播種した。種子を0.5cmの土壌で覆い、温室で栽培した(12〜16時間の光、日中温度20〜22℃、夜間温度15〜18℃)。種子/植物の成長のBBCH 00状態で、300L/haの水量を使用して本発明の製剤を施用した。除草剤処理後、全ての植物を上記のように温室で再び栽培した。毎日の灌漑を1平方メートル当たり1.0〜1.5リットルに設定した。処理の有効性を、14日後または28日後の視覚的等級によって評価した。0%の等級は、未処理参照集団と一致して、健康な未処理植物を反映し、100%は除草剤の完全な有効性、すなわち、死んだ植物を表す。参照に、2つの市販製品Balance(商標)Pro(薬害軽減剤なしのイソキサフルトール)およびBrodal(登録商標)(ジフルフェニカン)を選択した。イソキサフルトールの制御放出製剤A−108およびA−109を、トウモロコシ植物の処理について薬害軽減剤を含有しない非制御放出参照Balance(商標)Proと比較した。表9を参照されたい。施用量とは関係なく、一般的なイネ科草本および雑草に対する有効性プロファイルは、この試験で全ての製剤について同等であった。しかしながら、50 g/haおよび100g/haの施用量で、制御放出製剤A−108およびA−109に対する忍容性の改善が明らかである。より高い施用量、すなわち200g/haでは、制御放出製剤の改善された植物毒性プロファイルを観察することができなかった。
第2の実施形態では、カプセル化活性物質を、粒子および相特性の優れた制御を提供するコロイドカプセル化によって製造する。
典型的な合成では、第1のステップで、活性物質を適切な溶媒に完全に溶解した(表12「溶液A」参照)。同じ溶媒を使用してポリマーを完全に溶解した(表12「溶液B」参照)。有機溶液を合わせ、次いで、乳化を可能にする安定剤を含有する水相(表12「溶液C」参照)に添加した。
全ての調製物を表12に要約する。典型的な合成では、活性物質を最初に適切な溶媒(表12の溶液A参照)に完全に溶解した。同じ溶媒を使用してポリマーを完全に溶解した(表12の溶液B参照)。ポリマー対活性物質比を、放出プロファイルを適合させるように調整することができる。両有機溶液、溶液A+Bを合わせ、次いで、水相、参照溶液Cに添加した。その後の高剪断混合により、中間エマルジョンを得た。手短に言えば、「油相」の分散を、ローター−ステーター高剪断混合(Ultra−Turrax、SN25−25F)を使用して10000RPMで300秒間行った。得られた混合物の有機溶媒を真空下で完全に除去し、白色分散液を得た。分散液のさらなる濃縮、すなわち水の除去を、遠心分離−デカンテーションステップを使用して行って、表13に記載される最終製剤B1〜5およびB7〜8を得ることができる。実施例B−5の電解質含有量を増加させるために、濃縮後に得られた溶液を4mol/LのNaCl水溶液と1:1(v:v)混合して、実施例B−6を得た。
試料を水性懸濁液として供給し、小または中サイズのHegeボウル種子処理装置で100〜250gの種子を使用して、0.075mg/種子の割合で大豆種子に施用した。
試料を水性懸濁液として供給し、60mLの土壌灌注を適用することによって、8、10、20mg a.i/キュウリ植物で施用した。植物の健康(損傷)を、施用3/4/5/7/10および14日後に、葉の目視検査(白化+壊死を有する葉面積%)およびシュート新鮮重量測定によって記録した。試料B−7とB−8の両方を、未処理対照キュウリ植物(UTC)および非制御放出フルオピラム(Velum(登録商標)SC400)に対して試験した。
第3の実施形態では、カプセル化活性物質を、噴流層でのスプレーコーティングによって製造する。
噴流層スプレーコーティングの調製:活性粒子の安定化
非常に微細な活性物質は、安定な流動層を得るために追加の安定化が必要な場合がある。
安定化された活性物質600gを、ProCell 5噴流層を備えたGlatt ProCell LabSystemにロードした。スプレー溶液は、適切な溶媒中の5%または10%ポリマーとした。関連するプロセスパラメータについては、表19を参照されたい。
レオロジー調整剤285mgおよび分散剤3.7gを水66.0gに溶解した。5.0gの前記混合物を使用して、50mgの噴流層で調製された乾燥カプセル化フルオピラムを分散させた。均質化は、適切なホモジナイザー、例えばLaboratory−Vortexを使用して1000rpmで30〜60秒間行った。
噴流層スプレーコーティングの調製:活性粒子の安定化
非常に微細な活性物質は、安定な流動層を得るために追加の安定化が必要な場合がある。18.0gのAerosil(登録商標)150を、Retsch Grindomix GM 300ブレードミルを使用して、5000rpmで3分間、600gのフルオピラムまたは600gのジフルフェニカンと緊密に混合した。調製したままのAerosil(登録商標)150−フルオピラム混合物の粒径は、d.10=2μm;d.50=8μm;d.90=24μmであると決定された。調製したままのAerosil(登録商標)150−ジフルフェニカン混合物の粒径は、d.10=0.8μm;d.50=1.4μm;d.90=5μmであると決定された。
600gのAerosil(登録商標)150安定化フルオピラムまたは600gのAerosil(登録商標)150安定化ジフルフェニカンを、ProCell 5噴流層を備えたGlatt ProCell LabSystemにロードした。スプレー溶液は、適切な溶媒中の5%または10%ポリマーとした。関連するプロセスパラメータについては、表19を参照されたい。スプレー時間(コーティング時間)は、目標のコーティング厚さを得るために調整した。スプレーコーティングを、90m3/時のガス流量を使用して窒素雰囲気下で行った。ネブライザー圧力は常に2.5barに設定した。カプセル化効率EEは、ポリ酢酸ビニルカプセル化FLUでは90%超、ポリカプロラクトンでは60〜90%、酢酸セルロースでは90%以上であると決定された。
285mgのKelzan Sおよび3.7gのATLOX 4913を66.0gの水に溶解した。5.0gの調製前混合物を使用して、50mgの乾燥カプセル化フルオピラムを分散させた。均質化は、Laboratory−Vortexを使用して1000rpmで30〜60秒間行った。
2.0gのKelzan S、8.8gのGeropon T36、4.40gのMorwet D425、0.32gのActicide SPXおよび0.72gのProxel GXLを348gの水に溶解した。27gの調製前混合物を使用して、3.0gの乾燥カプセル化ジフルフェニカンを分散させた。均質化は、Laboratory−Vortexを使用して1000rpmで30〜60秒間行った。
乾燥粒子の濃縮懸濁液への製剤化を、表20に記載される混合物比によって行った。
試料を表19に記載される水性懸濁液として供給し、60mLの土壌灌注を適用することによって、8、10、20mg a.i/キュウリ植物で施用した。植物の健康(損傷)を、施用3/4/5/7/10および14日後に、葉の目視検査(白化+壊死を有する葉面積%)およびシュート新鮮重量測定によって調べた。試料C−4およびC−9〜C−11を、未処理対照キュウリ植物(UTC)および非制御放出フルオピラム(Velum(登録商標)SC400)に対して試験した。表8を参照されたい。
Claims (22)
- カプセル化有効成分であって、
a)前記有効成分が、殺真菌剤、除草剤、殺虫剤、殺線虫剤、宿主防御誘導物質の群から選択され、
b)カプセル中の有効成分の量が、前記カプセル全体の重量に基づいて、1重量%〜99.9重量%の間の有効成分、好ましくは20重量%〜95重量%の間の有効成分、より好ましくは25重量%〜95重量%の間の有効成分、最も好ましくは50重量%〜95重量%の間の有効成分であり、
c)前記カプセルが有機ポリマーからなる
ことを特徴とする、カプセル化有効成分。 - 製造されたカプセルの粒径が、好ましくはd50=1〜200μm(マイクロメートル)の間であり、より好ましくはd50=1〜50μm(マイクロメートル)の間であることを特徴とする、請求項1に記載のカプセル化有効成分。
- 葉面施用のために製造されたカプセルの粒径が、好ましくはd50=1〜20μm(マイクロメートル)の間であることを特徴とする、請求項1に記載のカプセル化有効成分。
- カプセル化前に、好ましくはd50<50μm、より好ましくはd50<20μm、さらにより好ましくはd50<10μm、最も好ましくはd50<5μm、およびカプセル化前に、活性化合物がd50>0.1μmの粒径を有することを特徴とする、請求項1から3のいずれか一項に記載のカプセル化有効成分。
- 本発明によるカプセル化のための前記活性化合物が、SDH阻害剤、nAChRアゴニスト(ネオニコチノイドを含む)、PDS阻害剤(HRAC F1)およびHPPD阻害剤(HRAC F2)を含むクロロチカ、ならびにチアジアゾールカルボキサミド/宿主防御誘導物質を含む群から選択されることを特徴とする、請求項1から4のいずれか一項に記載のカプセル化有効成分。
- 本発明によるカプセル化のための前記活性化合物が、フルオピラム、フルピラジフロン、ジフルフェニカン、イソキサフルトール、イミダクロプリドおよびイソチアニルを含む群から選択され、好ましくはフルオピラム、イソキサフルトールおよびジフルフェニカンを含む群から選択されることを特徴とする、請求項5に記載のカプセル化有効成分。
- カプセル化粒子のシェルが架橋されていることを特徴とする、請求項1から5のいずれか一項に記載のカプセル化有効成分。
- カプセル化ポリマーが、水溶性ポリマーならびにヒドロゲル形成ホモおよびコポリマーの群から、
好ましくは、アクリレートコポリマー、キトサンおよび完全に加水分解または部分的に加水分解されているポリ酢酸ビニルであるポリビニルアルコール(PVA)の群から、
最も好ましくはキトサンおよび完全に加水分解または部分的に加水分解されているポリ酢酸ビニルであるポリビニルアルコール(PVA)の群から
選択されることを特徴とする、請求項1から5または7のいずれか一項に記載のカプセル化有効成分。 - 架橋剤が、ホルムアルデヒド(FA)、グルタルアルデヒド(GA)およびテレフタルアルデヒド(TA)を含む群から選択されることを特徴とする、請求項7または8に記載のカプセル化有効成分。
- カプセル化ポリマーが、有機溶媒に可溶性であり、水中でのエマルジョンの形成を可能にするホモまたはコポリマーでから選択され、
好ましくは、前記ポリマーが、純粋なDまたはLラクチド、ラクチド−コ−カプロラクトン、ラクチド−コ−グリコリド;ポリエステル、ポリアミド、ポリアクリレート、ポリスチレン、ポリビニルを含む群から選択され、
より好ましくは、前記ポリマーが、遊離酸またはエステル末端のいずれかのポリ(乳酸)(PLA)、ポリ(カプロラクトン)およびポリ(酢酸ビニル)を含む群から選択され、
最も好ましくは、前記ポリマーがPLAである
ことを特徴とする、請求項1から5または7のいずれか一項に記載のカプセル化有効成分。 - 前記ポリマーがPLAであり、前記ポリマーのMwが、好ましくは1〜1000kDaの間であり、より好ましくは5〜200kDaの間であり、さらにより好ましくは10〜100kDaの間であり、最も好ましくは15〜30kDaの間であることを特徴とする、請求項10に記載のカプセル化有効成分。
- 前記有機溶媒が水混和性有機溶媒、
好ましくは、水混和性極性溶媒、
より好ましくは、水混和性非プロトン性極性溶媒であり、
さらにより好ましくは、前記有機溶媒が、クロロホルム、ジクロロメタン、酢酸エチルおよびTHF(テトラヒドロフラン)からなる群から選択され、
最も好ましくは、前記有機溶媒が、クロロホルムおよびジクロロメタンからなる群から選択される
ことを特徴とする、請求項10または11に記載のカプセル化有効成分。 - カプセル化ポリマーが、有機溶媒に可溶性であるホモまたはコポリマーを含む群から選択され、好ましくは、前記ポリマーが、ポリ酢酸ビニル、ポリカプロラクトンおよび酢酸セルロースを含む、ポリビニル、ポリエステル、ポリウレタン、ポリ酢酸ビニル、ポリラクトン、ポリエーテル、多糖類、ならびにPLA(ポリ乳酸)を含む群から選択されることを特徴とする、請求項1から5または7のいずれか一項に記載のカプセル化有効成分。
- カプセル化ポリマーが、VAE、ポリアクリレート、ポリスチレン、ポリビニル、ポリカプロラクトン、ポリエステルおよびポリウレタン、多糖類(全てホモまたはコポリマーとして)を含む水性ポリマーから選択されることを特徴とする、請求項1から5または7のいずれか一項に記載のカプセル化有効成分。
- 前記ポリマーがPLAであり、前記ポリマーのMwが、好ましくは1〜1000kDaの間であり、より好ましくは5〜200kDaの間であり、さらにより好ましくは10〜100kDaの間であることを特徴とする、請求項13または14に記載のカプセル化有効成分。
- コーティングされた有効成分のゼータ電位が、非カプセル化成分と比較してpH範囲3〜10でより正になることを特徴とする、請求項1から15のいずれか一項に記載のカプセル化有効成分。
- a)カプセル化有効成分と、
b)液相と、
c)場合により、1つまたは複数の乳化剤/分散剤と、
d)場合により、1つまたは複数の担体と、
e)場合により、1つまたは複数の界面活性剤と、
f)場合により、さらなる非カプセル化有効成分と、
g)場合により、増量剤、粘着剤、浸透剤、保持促進剤、着色剤および染料、安定剤、湿潤剤および展着剤の群から選択されるさらなるアジュバントと
を含む、請求項1から16のいずれか一項に記載のカプセル化有効成分を含む製剤。 - 前記製剤の重量に基づいて、0.1重量%〜70重量%の間の活性化合物、好ましくは1重量%〜65重量%の間の活性化合物、より好ましくは5重量%〜60重量%の間の活性化合物、最も好ましくは5重量%〜50重量%の間の活性化合物
を含む、請求項17に記載の製剤。 - 増強された生物学的適合性での有害生物に対する植物、植物の部分、土壌もしくは種子の治療的もしくは予防的処理のため、または有効成分の植物毒性効果の減少のための、請求項1から16のいずれか一項に記載のカプセル化有効成分あるいは請求項17または18に記載のその製剤の使用。
- 種子が処理されることを特徴とする、請求項1から16のいずれか一項に記載のカプセル化有効成分あるいは請求項17または18に記載の製剤による種子の治療的または予防的処理のための方法。
- 土壌が処理されることを特徴とする、請求項1から16のいずれか一項に記載のカプセル化有効成分あるいは請求項17または18に記載の製剤による植物、植物の部分、土壌または種子の治療的または予防的処理のための方法。
- 葉面施用であることを特徴とする、請求項1から16のいずれか一項に記載のカプセル化有効成分あるいは請求項17または18に記載の製剤による植物または植物の部分の治療的または予防的処理のための方法。
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KR20210038617A (ko) | 2021-04-07 |
CN112702913A (zh) | 2021-04-23 |
US20210321610A1 (en) | 2021-10-21 |
CA3107207A1 (en) | 2020-01-30 |
BR112021001477A2 (pt) | 2021-05-11 |
WO2020021082A1 (en) | 2020-01-30 |
EP3829303A1 (en) | 2021-06-09 |
MX2021001044A (es) | 2021-04-12 |
UY38318A (es) | 2020-02-28 |
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