JP5323714B2 - N−ビニルアミドコポリマーを含む農薬製剤 - Google Patents
N−ビニルアミドコポリマーを含む農薬製剤 Download PDFInfo
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- JP5323714B2 JP5323714B2 JP2009538673A JP2009538673A JP5323714B2 JP 5323714 B2 JP5323714 B2 JP 5323714B2 JP 2009538673 A JP2009538673 A JP 2009538673A JP 2009538673 A JP2009538673 A JP 2009538673A JP 5323714 B2 JP5323714 B2 JP 5323714B2
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- comonomer
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- vinylpyridine
- methyl
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- 239000010703 silicon Substances 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- ODCWYMIRDDJXKW-UHFFFAOYSA-N simazine Chemical compound CCNC1=NC(Cl)=NC(NCC)=N1 ODCWYMIRDDJXKW-UHFFFAOYSA-N 0.000 description 1
- HKAMKLBXTLTVCN-UHFFFAOYSA-N simeton Chemical compound CCNC1=NC(NCC)=NC(OC)=N1 HKAMKLBXTLTVCN-UHFFFAOYSA-N 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- WXMKPNITSTVMEF-UHFFFAOYSA-M sodium benzoate Chemical compound [Na+].[O-]C(=O)C1=CC=CC=C1 WXMKPNITSTVMEF-UHFFFAOYSA-M 0.000 description 1
- 239000004299 sodium benzoate Substances 0.000 description 1
- 235000010234 sodium benzoate Nutrition 0.000 description 1
- 229940125794 sodium channel blocker Drugs 0.000 description 1
- 239000003195 sodium channel blocking agent Substances 0.000 description 1
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 1
- 239000011877 solvent mixture Substances 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 235000013599 spices Nutrition 0.000 description 1
- 229940014213 spinosad Drugs 0.000 description 1
- 235000020354 squash Nutrition 0.000 description 1
- PQTBTIFWAXVEPB-UHFFFAOYSA-N sulcotrione Chemical compound ClC1=CC(S(=O)(=O)C)=CC=C1C(=O)C1C(=O)CCCC1=O PQTBTIFWAXVEPB-UHFFFAOYSA-N 0.000 description 1
- OORLZFUTLGXMEF-UHFFFAOYSA-N sulfentrazone Chemical compound O=C1N(C(F)F)C(C)=NN1C1=CC(NS(C)(=O)=O)=C(Cl)C=C1Cl OORLZFUTLGXMEF-UHFFFAOYSA-N 0.000 description 1
- FZMKKCQHDROFNI-UHFFFAOYSA-N sulfometuron Chemical compound CC1=CC(C)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)C(O)=O)=N1 FZMKKCQHDROFNI-UHFFFAOYSA-N 0.000 description 1
- YROXIXLRRCOBKF-UHFFFAOYSA-N sulfonylurea Chemical class OC(=N)N=S(=O)=O YROXIXLRRCOBKF-UHFFFAOYSA-N 0.000 description 1
- 238000010557 suspension polymerization reaction Methods 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- UJMBCXLDXJUMFB-GLCFPVLVSA-K tartrazine Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)C1=NN(C=2C=CC(=CC=2)S([O-])(=O)=O)C(=O)C1\N=N\C1=CC=C(S([O-])(=O)=O)C=C1 UJMBCXLDXJUMFB-GLCFPVLVSA-K 0.000 description 1
- 235000012756 tartrazine Nutrition 0.000 description 1
- 239000004149 tartrazine Substances 0.000 description 1
- RJKCKKDSSSRYCB-UHFFFAOYSA-N tebutam Chemical compound CC(C)(C)C(=O)N(C(C)C)CC1=CC=CC=C1 RJKCKKDSSSRYCB-UHFFFAOYSA-N 0.000 description 1
- 239000004558 technical concentrate Substances 0.000 description 1
- IROINLKCQGIITA-UHFFFAOYSA-N terbutryn Chemical compound CCNC1=NC(NC(C)(C)C)=NC(SC)=N1 IROINLKCQGIITA-UHFFFAOYSA-N 0.000 description 1
- OPQYOFWUFGEMRZ-UHFFFAOYSA-N tert-butyl 2,2-dimethylpropaneperoxoate Chemical compound CC(C)(C)OOC(=O)C(C)(C)C OPQYOFWUFGEMRZ-UHFFFAOYSA-N 0.000 description 1
- KHJNXCATZZIGAX-UHFFFAOYSA-N tert-butyl 2-ethyl-2-methylheptaneperoxoate Chemical compound CCCCCC(C)(CC)C(=O)OOC(C)(C)C KHJNXCATZZIGAX-UHFFFAOYSA-N 0.000 description 1
- PFBLRDXPNUJYJM-UHFFFAOYSA-N tert-butyl 2-methylpropaneperoxoate Chemical compound CC(C)C(=O)OOC(C)(C)C PFBLRDXPNUJYJM-UHFFFAOYSA-N 0.000 description 1
- GJBRNHKUVLOCEB-UHFFFAOYSA-N tert-butyl benzenecarboperoxoate Chemical compound CC(C)(C)OOC(=O)C1=CC=CC=C1 GJBRNHKUVLOCEB-UHFFFAOYSA-N 0.000 description 1
- SWAXTRYEYUTSAP-UHFFFAOYSA-N tert-butyl ethaneperoxoate Chemical compound CC(=O)OOC(C)(C)C SWAXTRYEYUTSAP-UHFFFAOYSA-N 0.000 description 1
- CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 description 1
- UEUXEKPTXMALOB-UHFFFAOYSA-J tetrasodium;2-[2-[bis(carboxylatomethyl)amino]ethyl-(carboxylatomethyl)amino]acetate Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]C(=O)CN(CC([O-])=O)CCN(CC([O-])=O)CC([O-])=O UEUXEKPTXMALOB-UHFFFAOYSA-J 0.000 description 1
- ZFXYFBGIUFBOJW-UHFFFAOYSA-N theophylline Chemical compound O=C1N(C)C(=O)N(C)C2=C1NC=N2 ZFXYFBGIUFBOJW-UHFFFAOYSA-N 0.000 description 1
- 229960000278 theophylline Drugs 0.000 description 1
- 125000000437 thiazol-2-yl group Chemical group [H]C1=C([H])N=C(*)S1 0.000 description 1
- 125000004495 thiazol-4-yl group Chemical group S1C=NC(=C1)* 0.000 description 1
- 125000004496 thiazol-5-yl group Chemical group S1C=NC=C1* 0.000 description 1
- LOQQVLXUKHKNIA-UHFFFAOYSA-N thifensulfuron Chemical compound COC1=NC(C)=NC(NC(=O)NS(=O)(=O)C2=C(SC=C2)C(O)=O)=N1 LOQQVLXUKHKNIA-UHFFFAOYSA-N 0.000 description 1
- SRVJKTDHMYAMHA-WUXMJOGZSA-N thioacetazone Chemical group CC(=O)NC1=CC=C(\C=N\NC(N)=S)C=C1 SRVJKTDHMYAMHA-WUXMJOGZSA-N 0.000 description 1
- 229960003231 thioacetazone Drugs 0.000 description 1
- BAKXBZPQTXCKRR-UHFFFAOYSA-N thiodicarb Chemical compound CSC(C)=NOC(=O)NSNC(=O)ON=C(C)SC BAKXBZPQTXCKRR-UHFFFAOYSA-N 0.000 description 1
- WPALTCMYPARVNV-UHFFFAOYSA-N tolfenpyrad Chemical compound CCC1=NN(C)C(C(=O)NCC=2C=CC(OC=3C=CC(C)=CC=3)=CC=2)=C1Cl WPALTCMYPARVNV-UHFFFAOYSA-N 0.000 description 1
- HYVWIQDYBVKITD-UHFFFAOYSA-N tolylfluanid Chemical compound CN(C)S(=O)(=O)N(SC(F)(Cl)Cl)C1=CC=C(C)C=C1 HYVWIQDYBVKITD-UHFFFAOYSA-N 0.000 description 1
- 150000003852 triazoles Chemical class 0.000 description 1
- BQZXUHDXIARLEO-UHFFFAOYSA-N tribenuron Chemical compound COC1=NC(C)=NC(N(C)C(=O)NS(=O)(=O)C=2C(=CC=CC=2)C(O)=O)=N1 BQZXUHDXIARLEO-UHFFFAOYSA-N 0.000 description 1
- WCLDITPGPXSPGV-UHFFFAOYSA-N tricamba Chemical compound COC1=C(Cl)C=C(Cl)C(Cl)=C1C(O)=O WCLDITPGPXSPGV-UHFFFAOYSA-N 0.000 description 1
- REEQLXCGVXDJSQ-UHFFFAOYSA-N trichlopyr Chemical compound OC(=O)COC1=NC(Cl)=C(Cl)C=C1Cl REEQLXCGVXDJSQ-UHFFFAOYSA-N 0.000 description 1
- XAIPTRIXGHTTNT-UHFFFAOYSA-N triflumuron Chemical compound C1=CC(OC(F)(F)F)=CC=C1NC(=O)NC(=O)C1=CC=CC=C1Cl XAIPTRIXGHTTNT-UHFFFAOYSA-N 0.000 description 1
- ZSDSQXJSNMTJDA-UHFFFAOYSA-N trifluralin Chemical compound CCCN(CCC)C1=C([N+]([O-])=O)C=C(C(F)(F)F)C=C1[N+]([O-])=O ZSDSQXJSNMTJDA-UHFFFAOYSA-N 0.000 description 1
- AKTQJCBOGPBERP-UHFFFAOYSA-N triflusulfuron Chemical compound FC(F)(F)COC1=NC(N(C)C)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2C)C(O)=O)=N1 AKTQJCBOGPBERP-UHFFFAOYSA-N 0.000 description 1
- KVEQCVKVIFQSGC-UHFFFAOYSA-N tritosulfuron Chemical compound FC(F)(F)C1=NC(OC)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)C(F)(F)F)=N1 KVEQCVKVIFQSGC-UHFFFAOYSA-N 0.000 description 1
- 244000045561 useful plants Species 0.000 description 1
- 230000017260 vegetative to reproductive phase transition of meristem Effects 0.000 description 1
- 150000004669 very long chain fatty acids Chemical class 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- 239000000230 xanthan gum Substances 0.000 description 1
- 229920001285 xanthan gum Polymers 0.000 description 1
- 235000010493 xanthan gum Nutrition 0.000 description 1
- 229940082509 xanthan gum Drugs 0.000 description 1
- DUBNHZYBDBBJHD-UHFFFAOYSA-L ziram Chemical compound [Zn+2].CN(C)C([S-])=S.CN(C)C([S-])=S DUBNHZYBDBBJHD-UHFFFAOYSA-L 0.000 description 1
Classifications
-
- 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
- A01N25/08—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
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)
- Pretreatment Of Seeds And Plants (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Description
のN-ビニルアミドコモノマーa);および
(b)ビニルピリジン、ビニルピリジン誘導体およびN-ビニルイミダゾールからなる群から選択される、少なくとも1種のコモノマーb);
を重合形態で含む前記製剤、前記製剤に基づく、有害昆虫および/または植物病原菌を駆除する方法、望ましくない植物生育を制御する方法、ならびに植物の健康を改善する方法を含む。
のN-ビニルアミドコモノマーa);および
(b)ビニルピリジン、ビニルピリジン誘導体およびN-ビニルイミダゾールからなる群から選択される、少なくとも1種のコモノマーb);
を重合形態で含む前記製剤を提供することにより解決された。
コモノマー(b)の第四級化合物への変換は、反応中、または好ましくは反応後に行うことができる。その後の変換の場合では、最初に中間体ポリマーを単離および精製するか、またはそのまま変換させる。変換は全部でも部分的でもよい。好ましくは組み込んだコモノマー(b)の少なくとも10%、特に好ましくは少なくとも20%、および極めて特に好ましくは少なくとも30%を、対応する第四級化形態に変換させる。第四級化合物への変換度は、好ましくはコモノマー(b)の水への溶解度に反比例させる。
例えば、アゾキシストロビン、ジモキシストロビン、エネストロブリン、フルオキサストロビン、クレソキシム-メチル、メトミノストロビン、ピコキシストロビン、ピラクロストロビン、トリフロキシストロビン、オリザストロビン、メチル(2-クロロ-5-[1-(3-メチルベンジルオキシイミノ)エチル]ベンジル)カルバメート、メチル(2-クロロ-5-[1-(6-メチルピリジン-2-イルメトキシイミノ)エチル]ベンジル)カルバメート、メチル2-(オルト-((2,5-ジメチルフェニルオキシメチレン)フェニル)-3-メトキシアクリラート;
例えば、カルボキサニリド類: ベナラキシル、ベノダニル、ボスカリド、カルボキシン、メプロニル、フェンフラム、フェンヘキサミド、フルトラニル、フラメトピル、メタラキシル、オフレース、オキサジキシル、オキシカルボキシン、ペンチオピラド、チフルザミド、チアジニル、N-(4'-ブロモビフェニル-2-イル)-4-ジフルオロメチル-2-メチルチアゾール-5-カルボキサミド、N-(4'-トリフルオロメチルビフェニル-2-イル)-4-ジフルオロメチル-2-メチルチアゾール-5-カルボキサミド、N-(4'-クロロ-3'-フルオロビフェニル-2-イル)-4-ジフルオロメチル-2-メチルチアゾール-5-カルボキサミド、N-(3',4'-ジクロロ-4-フルオロビフェニル-2-イル)-3-ジフルオロメチル-1-メチルピラゾール-4-カルボキサミド、N-(2-シアノフェニル)-3,4-ジクロロイソチアゾール-5-カルボキサミド;
カルボン酸モルホリド類: ジメトモルフ、フルモルフ;
ベンズアミド類: フルメトバー、フルオピコリド(ピコベンズアミド)、ゾキサミド;
その他のカルボキサミド類: カルプロパミド、ジクロシメット、マンジプロパミド、N-(2-(4-[3-(4-クロロフェニル)プロプ-2-イニルオキシ]-3-メトキシフェニル)エチル)-2-メタンスルホニルアミノ-3-メチルブチルアミド、N-(2-(4-[3-(4-クロロフェニル)プロプ-2-イニルオキシ]-3-メトキシフェニル)エチル)-2-エタンスルホニルアミノ-3-メチルブチルアミド; N-(3',4'-ジクロロ-5-フルオロビフェニル-2-イル)-3-ジフルオロメチル-1-メチルピラゾール-4-カルボキサミドおよび3-ジフルオロメチル-1-メチル-1H-ピラゾール-4-カルボン酸(2-ビシクロプロピル-2-イル-フェニル)-アミド;
例えば、トリアゾール類: ビテルタノール、ブロムコナゾール、シプロコナゾール、ジフェノコナゾール、ジニコナゾール、エニルコナゾール、エポキシコナゾール、フェンブコナゾール、フルシラゾール、フルキンコナゾール、フルトリアホール、ヘキサコナゾール、イミベンコナゾール、イプコナゾール、メトコナゾール、ミクロブタニル、ペンコナゾール、プロピコナゾール、プロチオコナゾール、シメコナゾール、テブコナゾール、テトラコナゾール、トリアジメノール、トリアジメホン、トリチコナゾール;
イミダゾール類: シアゾファミド、イマザリル、ペフラゾエート、プロクロラズ、トリフルミゾール;
ベンズイミダゾール類: ベノミル、カルベンダジム、フベリダゾール、チアベンダゾール;
その他: エタボキサム、エトリジアゾール、ヒメキサゾール;
例えば、ピリジン類: フルアジナム、ピリフェノクス、3-[5-(4-クロロフェニル)-2,3-ジメチルイソオキサゾリジン-3-イル]-ピリジン;
ピリミジン類: ブピリメート、シプロジニル、フェリムゾン、フェナリモル、メパニピリム、ヌアリモル、ピリメタニル;
ピペラジン類: トリホリン;
ピロール類: フルジオキソニル、フェンピクロニル;
モルホリン類: アルジモルフ、ドデモルフ、フェンプロピモルフ、トリデモルフ;
ジカルボキシミド類: イプロジオン、プロシミドン、ビンクロゾリン;
その他: アシベンゾラル-S-メチル、アニラジン、カプタン、カプタホル、ダゾメット、ジクロメジン、フェノキサニル、ホルペット、フェンプロピジン、ファモキサドン、フェナミドン、オクチリノン、プロベナゾール、プロキナジド、ピロキロン、キノキシフェン、トリシクラゾール、5-クロロ-7-(4-メチルピペリジン-1-イル)-6-(2,4,6-トリフルオロフェニル)-[1,2,4]トリアゾロ[1,5-a]ピリミジン、2-ブトキシ-6-ヨード-3-プロピルクロメン-4-オン、N,N-ジメチル-3-(3-ブロモ-6-フルオロ-2-メチルインドール-1-スルホニル)-[1,2,4]トリアゾール-1-スルホンアミド;
例えば、ジチオカルバメート類: フェルバム、マンコゼブ、マネブ、メチラム、メタム、プロピネブ、チラム、ジネブ、ジラム;
カルバメート類: ジエトフェンカルブ、フルベンチアバリカルブ、イプロバリカルブ、プロパモカルブ、メチル3-(4-クロロフェニル)-3-(2-イソプロポキシカルボニルアミノ-3-メチルブチリルアミノ)プロピオナート、4-フルオロフェニルN-(1-(1-(4-シアノフェニル)エタンスルホニル)ブト-2-イル)カルバメート;
例えば、グアニジン類: ドジン、イミノクタジン、グアザチン;
抗生物質類: カスガマイシン、ポリオキシン類、ストレプトマイシン、バリダマイシンA;
有機金属化合物: フェンチン塩類;
硫黄含有ヘテロ環式化合物: イソプロチオラン、ジチアノン;
有機リン化合物: エジフェンホス、ホセチル、ホセチル-アルミニウム、イプロベンホス、ピラゾホス、トルクロホス-メチル、亜リン酸およびその塩類;
有機塩素化合物: チオファネート-メチル、クロロタロニル、ジクロフルアニド、トリルフルアニド、フルスルファミド、フタリド、ヘキサクロルベンゼン、ペンシクロン、キントゼン;
ニトロフェニル誘導体類: ビナパクリル、ジノカップ、ジノブトン;
無機活性化合物: ボルドー液、酢酸銅、水酸化銅、酸塩化銅、塩基性硫酸銅、硫黄;
その他: スピロキサミン、シフルフェナミド、シモキサニル、メトラフェノン;
以下からなる群から選択される除草剤;
b1)脂質生合成阻害剤:例えば、クロラジホップ、クロジナホップ、クロホップ、シハロホップ、ジクロホップ、フェノキサプロップ、フェノキサプロップ-p、フェンチアプロップ、フルアジホップ、フルアジホップ-P、ハロキシホップ、ハロキシホップ-P、イソキサピリホップ、メタミホップ、プロパキザホップ、キザロホップ、キザロホップ-P、トリホップ、アロキシジム、ブトロキシジム、クレトジム、クロプロキシジム、シクロキシジム、プロホキシジム、セトキシジム、テプラロキシジム、トラルコキシジム、ブチレート、シクロエート、ダイアレート、ジメピペレート、EPTC、エスプロカルブ、エチオレート、イソポリネート、メチオベンカルブ、モリネート、オルベンカルブ、ペブレート、プロスルホカルブ、スルファレート、チオベンカルブ、チオカルバジル、トリアレート、ベルノレート、ベンフレセート、エトフメセートおよびベンスリド;
R8、R10は水素、ハロゲン、C1-C6-アルキル、C1-C6-ハロアルキル、C1-C6-アルコキシ、C1-C6-ハロアルコキシ、C1-C6-アルキルチオ、C1-C6-アルキルスルフィニルもしくはC1-C6-アルキルスルホニル;
R9はチアゾール-2-イル、チアゾール-4-イル、チアゾール-5-イル、イソオキサゾール-3-イル、イソオキサゾール-4-イル、イソオキサゾール-5-イル、4,5-ジヒドロイソオキサゾール-3-イル、4,5-ジヒドロイソオキサゾール-4-イルおよび4,5-ジヒドロイソオキサゾール-5-イルなどからなる群から選択されるヘテロ環式基、ここで提示した9個の基は非置換、またはハロゲン、C1-C4-アルキル、C1-C4-アルコキシ、C1-C4-ハロアルキル、C1-C4-ハロアルコキシもしくはC1-C4-アルキルチオによってモノもしくは多置換、例えば、モノ-、ジ-、トリ-もしくはテトラ置換されていてもよい;
R11は水素、ハロゲンもしくはC1-C6-アルキル;
R12はC1-C6-アルキル;
R13は水素もしくはC1-C6-アルキル。
以下から選択されるカルボン酸アミド類: ベナラキシル、ベノダニル、ボスカリド、カルボキシン、メプロニル、フェンフラム、フェンヘキサミド、フルトラニル、フラメトピル、メタラキシル、オフレース、オキサジキシル、オキシカルボキシン、ペンチオピラド、チフルザミド、チアジニル、4-ジフルオロメチル-2-メチル-チアゾール-5-カルボン酸-(4'-ブロモ-ビフェニル-2-イル)-アミド、4-ジフルオロメチル-2-メチル-チアゾール-5-カルボン酸-(4'-トリフルオロメチル-ビフェニル-2-イル)-アミド、4-ジフルオロメチル-2-メチル-チアゾール-5-カルボン酸-(4'-クロロ-3’-フルオロ-ビフェニル-2-イル)-アミド、3-ジフルオロメチル-1-メチル-ピラゾール-4-カルボン酸-(3',4'-ジクロロ-4-フルオロ-ビフェニル-2-イル)-アミド、3,4-ジクロロ-イソチアゾール-5-カルボン酸-(2-シアノ-フェニル)-アミド、ジメトモルフ、フルモルフ、フルメトベル、フルオピコリド(ピコベンズアミド)、ゾキサミド、カルプロパミド、ジクロシメット、マンジプロパミド、N-(2-(4-[3-(4-クロロ-フェニル)-プロプ-2-イニルオキシ]-3-メトキシ-フェニル)-エチル)-2-メタンスルホニルアミノ-3-メチル-ブチルアミドおよびN-(2-(4-[3-(4-クロロ-フェニル)-プロプ-2-イニルオキシ]-3-メトキシ-フェニル)-エチル)-2-エタンスルホニルアミノ-3-メチル-ブチルアミド;
EC(エマルジョン用濃縮物)製剤; SLもしくはLS(可溶性濃縮物)製剤; EW(エマルジョン、水中油)製剤; ME(マイクロエマルジョン)製剤; MEC(マイクロエマルジョン用濃縮物)製剤; CS(カプセル懸濁液)製剤; TK(テクニカル(Technical)濃縮物)製剤; OD(油ベースの懸濁濃縮物)製剤; SC(懸濁濃縮物)製剤; SE(サスポ(Suspo)エマルジョン)製剤; ULV(超低容量液体)製剤; SO(展着油)製剤; AL(任意のその他の液体)製剤; LA(ラッカー)製剤; DC(分散性濃縮物)製剤。
WG(水分散性顆粒)製剤; TB(タブレット)製剤; FG(微細顆粒)製剤; MG(マイクロ顆粒)製剤; SG(可溶性顆粒)。
プロセス制御水浴、アンカー撹拌器および温度計を備える2 lの開放装置。この装置は3種の投入物のためのコネクター、還流コンデンサーおよび窒素もしくは蒸気を導入するための注入管を備えている。あるいは、還流コンデンサーを持たない6 lの閉鎖装置を使用した。この装置は溶媒の沸点よりも高温でポリマーを合成するために使用した。
VP ビニルピロリドン
4-Vpyr 4-ビニルピリジン
V59 2,2'-アゾビス(2-メチルブチロニトリル)
IT 内部温度
t 材料投入時間
VI ビニルイミダゾール
iP イソプロパノール
tBHP tert-ブチルヒドロペルオキシド
NaBS 亜硫酸水素ナトリウム
還流コンデンサー付き装置でのVP/4-Vpyr(75/25 mol%)コポリマーの調製
初期投入物(材料1 65 g、材料2 15 g、エタノール27 g)に窒素ガスを添加し、反応機内部温度を80℃まで加熱した。その後材料1(VP 166.65 g、4-Vpyr 52.7 g、エタノール215 g)および2(V59 2.19 g、エタノール100 g)を投入開始した。材料1は4時間で導入し、材料2は5 時間かけて投入した。次に反応混合物をさらに2時間、80℃で維持した。その後、材料3(V59 4.39 g、エタノール50 g)を30分かけて投入した。再び、反応混合物をさらに2時間、80℃で維持した。このポリマーを第四級化する場合は、反応混合物をエタノール200 gで希釈した。このポリマーをその非第四級化形態で使用する場合は、エタノールを蒸留させて、反応混合物を水蒸気蒸留にかけた。
ポリマーAの第四級化によって、ポリマーBを調製した。
本発明のポリマーの根への浸透性を試験するため、放射性標識したボスカリド(14C標識ピリジンをベースとして、EP 0545099と同様にして調製)を使用した。試験のため、バーミキュライト中の小麦植物を水/アセトン混合物中のボスカリド/ポリマー溶液に浸漬した。対照として、ポリマーを含まない水/アセトン混合物中のボスカリド溶液を使用した[冷活性溶液(アセトン中10000 ppm原液)25μl、熱活性溶液(アセトン中0.1 ppm、1μlは〜22000 Bcqに相当)20μl、アセトン25μlおよびポリマー溶液(水中10000 ppm原液)25μlを混合し、水を補充して10 mlとした]。48および120時間後、この植物から葉を切断し、Soluene 350(トルエン60-80%、ドデシル(ジメチル)(テトラデシル)アンモニウムヒドロキシド20-40%、メタノール2.5-10%)に溶解させた。その後、この植物材料中の放射活性を測定した。植物材料中の高放射活性は高い活性成分の取り込みに対応する。結果を表2に示す。
ポリマーを用いた葉の取り込みを試験するため、放射性標識したベンタゾン(14C標識ベンゼンをベースとして、当分野で既知の方法と同様にして調製)を含む水/DMF溶液(冷活性溶液(DMF中10000 ppm原液)1μl、熱活性溶液(DMF中0.1 ppm、〜2000000カウント/μl)10μl、ポリマー溶液(水中1000 ppm溶液)9μlおよびDMF 80μl)を、小麦植物の葉に滴下(1葉に10滴)した。それぞれ48および168時間後にそれぞれの葉を切除し、葉の表面の過剰の活性物を酢酸セルロースフィルムで葉をかき取ることによって除去した。次に葉をSoluene 350に溶解させて、植物中に取り込まれた活性成分の絶対量を測定した。対照として、ポリマーを含まない水/DMF溶液中の活性成分を施用した。結果を表3に示す。
ポリマーを用いたフィプロニルの根への浸透性を試験するため、バーミキュライト中の小麦植物を、Hoagland溶液/アセトン混合物(アセトン0.6 v%)中のフィプロニル/ポリマー(1:1 wt)溶液20 mlに浸漬した。2つのフィプロニルおよびポリマーの濃度、3 ppmおよび6 ppmを使用した。対照として、ポリマーを含まないHoagland溶液/アセトン混合物中のフィプロニル溶液を使用した。Hoagland溶液は以下の成分で構成されている:
1M KNO3水溶液0.25 v%、1M MgSO4水溶液0.1 v%、1M KH2PO4水溶液0.05 v%、1M Ca(NO3)2)水溶液0.25 v%、2.86 g/l H3BO3、1.81 g/l MnCl2 *4H2O、0.22 g/l ZnSO4 *7H2O、0.08 g/l CuSO4*5H2O、0.016 g/l MoO3で構成される微量水溶液0.05 v%、水中の30 g/l ナトリウム第二鉄エチレンジアミン ジ-(o-ヒドロキシフェニル酢酸)で構成されるSequestrene 138 Fe 0.075 v%、滅菌し、NaOHでpHを6〜6,5に調整した水99.225 v%。
ポリマーを試験するため、COSMOS(登録商標)50 FS(500 g/L フィプロニルを含んでいるBASF Aktiengesellschaftからの市販の種子処理用水性懸濁濃縮物)100μLを4.5重量%ポリマー水溶液1100μLと混合した。対照(「ポリマーを用いないCOSMOS(登録商標)50 FS」)として、水1100μL中のCOSMOS(登録商標)50 FS 100μLの混合物を使用した。次に、甜菜種子100個を、ポリマー/COSMOS(登録商標)50 FS混合物300μl(25 g フィプロニル/100 kg種子および25 g ポリマー/100 kg種子に相当)で2回、そして別の種子100個を、対照(ポリマーを用いないCOSMOS(登録商標)50 FS)300μlで2回処理した。
Claims (13)
- コポリマーが90〜10重量%のコモノマーa);および10〜90重量%のコモノマーb)を含む、請求項1に記載の製剤。
- コポリマーの個々の成分の重量%データが合計で100重量%となる、請求項2に記載の製剤。
- コポリマーが、コモノマーa)として1-ビニル-2-ピロリジノンを含む、請求項1〜3のいずれか1項に記載の製剤。
- コポリマーが、コモノマーa)として1-ビニル-2-ピロリジノン、およびコモノマーb)として4-ビニルピリジンを含む、請求項1〜4のいずれか1項に記載の製剤。
- 製剤助剤をさらに含む、請求項1〜5のいずれか1項に記載の製剤。
- 農薬が植物健康効果を与える農薬である、請求項1〜6のいずれか1項に記載の製剤。
- 有害昆虫および/または植物病原菌を駆除する方法であって、有害昆虫および/または植物病原菌が生育しているか、または生育するかもしれない植物、種子、土壌もしくは植物の生息環境、前記有害昆虫および/または植物病原菌による攻撃または侵入から保護すべき植物、種子または土壌を、請求項1〜6のいずれか1項に記載の有効量の農薬製剤と接触させることを含む、前記方法。
- 望ましくない植物生育を制御する方法であって、請求項1〜6のいずれか1項に記載の除草有効量の農薬製剤を、植物、その生息環境またはその植物の種子に作用させることを含む、前記方法。
- 植物の健康を改善する方法であって、請求項7に記載の製剤を、植物、植物の部分、または植物が生育する場所に施用することを含む、前記方法。
- 請求項1〜7のいずれか1項に記載の製剤を含む種子。
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PCT/EP2007/062118 WO2008064987A1 (en) | 2006-11-30 | 2007-11-09 | Agrochemical formulations comprising n-vinylamid co-polymers |
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CN (1) | CN101541169B (ja) |
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-
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US20100075850A1 (en) | 2010-03-25 |
EA200900642A1 (ru) | 2009-12-30 |
DE602007006842D1 (de) | 2010-07-08 |
PL2099292T3 (pl) | 2010-10-29 |
US8097562B2 (en) | 2012-01-17 |
IL198300A0 (en) | 2010-02-17 |
ATE468748T1 (de) | 2010-06-15 |
CN101541169B (zh) | 2013-05-15 |
BRPI0719399B1 (pt) | 2016-03-08 |
JP2010511004A (ja) | 2010-04-08 |
CA2668564A1 (en) | 2008-06-05 |
EP2099292B1 (en) | 2010-05-26 |
CN101541169A (zh) | 2009-09-23 |
ES2346263T3 (es) | 2010-10-13 |
ZA200904512B (en) | 2010-09-29 |
EP2099292A1 (en) | 2009-09-16 |
BRPI0719399B8 (pt) | 2016-06-28 |
EA016925B1 (ru) | 2012-08-30 |
WO2008064987A1 (en) | 2008-06-05 |
BRPI0719399A2 (pt) | 2014-02-18 |
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