JP5703217B2 - ジメトキシトリアジニル置換ジフルオロメタンスルホニルアニリド類を含む除草剤組み合わせ - Google Patents
ジメトキシトリアジニル置換ジフルオロメタンスルホニルアニリド類を含む除草剤組み合わせ Download PDFInfo
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- JP5703217B2 JP5703217B2 JP2011522418A JP2011522418A JP5703217B2 JP 5703217 B2 JP5703217 B2 JP 5703217B2 JP 2011522418 A JP2011522418 A JP 2011522418A JP 2011522418 A JP2011522418 A JP 2011522418A JP 5703217 B2 JP5703217 B2 JP 5703217B2
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- ISEUFVQQFVOBCY-UHFFFAOYSA-N prometon Chemical compound COC1=NC(NC(C)C)=NC(NC(C)C)=N1 ISEUFVQQFVOBCY-UHFFFAOYSA-N 0.000 description 1
- LLBYUPOTPHGXIL-UHFFFAOYSA-N prop-2-enyl 1-oxa-4-azaspiro[4.5]decane-4-carbodithioate Chemical compound C=CCSC(=S)N1CCOC11CCCCC1 LLBYUPOTPHGXIL-UHFFFAOYSA-N 0.000 description 1
- MFOUDYKPLGXPGO-UHFFFAOYSA-N propachlor Chemical compound ClCC(=O)N(C(C)C)C1=CC=CC=C1 MFOUDYKPLGXPGO-UHFFFAOYSA-N 0.000 description 1
- WHOKDONDRZNCBC-UHFFFAOYSA-N propan-2-yl 2-(2,4-dichlorophenoxy)acetate Chemical group CC(C)OC(=O)COC1=CC=C(Cl)C=C1Cl WHOKDONDRZNCBC-UHFFFAOYSA-N 0.000 description 1
- WJNRPILHGGKWCK-UHFFFAOYSA-N propazine Chemical compound CC(C)NC1=NC(Cl)=NC(NC(C)C)=N1 WJNRPILHGGKWCK-UHFFFAOYSA-N 0.000 description 1
- VXPLXMJHHKHSOA-UHFFFAOYSA-N propham Chemical compound CC(C)OC(=O)NC1=CC=CC=C1 VXPLXMJHHKHSOA-UHFFFAOYSA-N 0.000 description 1
- NQLVQOSNDJXLKG-UHFFFAOYSA-N prosulfocarb Chemical compound CCCN(CCC)C(=O)SCC1=CC=CC=C1 NQLVQOSNDJXLKG-UHFFFAOYSA-N 0.000 description 1
- 239000003531 protein hydrolysate Substances 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 229960003351 prussian blue Drugs 0.000 description 1
- 239000013225 prussian blue Substances 0.000 description 1
- 239000008262 pumice Substances 0.000 description 1
- DNXIASIHZYFFRO-UHFFFAOYSA-N pyrazoline Chemical compound C1CN=NC1 DNXIASIHZYFFRO-UHFFFAOYSA-N 0.000 description 1
- ASRAWSBMDXVNLX-UHFFFAOYSA-N pyrazolynate Chemical compound C=1C=C(Cl)C=C(Cl)C=1C(=O)C=1C(C)=NN(C)C=1OS(=O)(=O)C1=CC=C(C)C=C1 ASRAWSBMDXVNLX-UHFFFAOYSA-N 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 239000010499 rapseed oil Substances 0.000 description 1
- 238000010188 recombinant method Methods 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 108091092562 ribozyme Proteins 0.000 description 1
- MEFOUWRMVYJCQC-UHFFFAOYSA-N rimsulfuron Chemical compound CCS(=O)(=O)C1=CC=CN=C1S(=O)(=O)NC(=O)NC1=NC(OC)=CC(OC)=N1 MEFOUWRMVYJCQC-UHFFFAOYSA-N 0.000 description 1
- 229960004889 salicylic acid Drugs 0.000 description 1
- 235000009165 saligot Nutrition 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- ODCWYMIRDDJXKW-UHFFFAOYSA-N simazine Chemical compound CCNC1=NC(Cl)=NC(NCC)=N1 ODCWYMIRDDJXKW-UHFFFAOYSA-N 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 235000017550 sodium carbonate Nutrition 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- RFOHRSIAXQACDB-UHFFFAOYSA-M sodium;2-(2,4-dichlorophenoxy)acetate Chemical compound [Na+].[O-]C(=O)COC1=CC=C(Cl)C=C1Cl RFOHRSIAXQACDB-UHFFFAOYSA-M 0.000 description 1
- DHJHUXNTNSRSEX-UHFFFAOYSA-M sodium;2-(4-chloro-2-methylphenoxy)propanoate Chemical compound [Na+].[O-]C(=O)C(C)OC1=CC=C(Cl)C=C1C DHJHUXNTNSRSEX-UHFFFAOYSA-M 0.000 description 1
- JUNDBKFAZXZKRA-MAFYXNADSA-M sodium;2-[(e)-n-[(3,5-difluorophenyl)carbamoylamino]-c-methylcarbonimidoyl]pyridine-3-carboxylate Chemical compound [Na+].N=1C=CC=C(C([O-])=O)C=1C(/C)=N/NC(=O)NC1=CC(F)=CC(F)=C1 JUNDBKFAZXZKRA-MAFYXNADSA-M 0.000 description 1
- AXKBOWBNOCUNJL-UHFFFAOYSA-M sodium;2-nitrophenolate Chemical compound [Na+].[O-]C1=CC=CC=C1[N+]([O-])=O AXKBOWBNOCUNJL-UHFFFAOYSA-M 0.000 description 1
- PPKIJAQKBAYNNL-UHFFFAOYSA-M sodium;4-(2,4-dichlorophenoxy)butanoate Chemical compound [Na+].[O-]C(=O)CCCOC1=CC=C(Cl)C=C1Cl PPKIJAQKBAYNNL-UHFFFAOYSA-M 0.000 description 1
- GABUSZPTCJGKGB-UHFFFAOYSA-M sodium;4-(4-chloro-2-methylphenoxy)butanoate Chemical compound [Na+].CC1=CC(Cl)=CC=C1OCCCC([O-])=O GABUSZPTCJGKGB-UHFFFAOYSA-M 0.000 description 1
- RVULBHWZFCBODE-UHFFFAOYSA-M sodium;5-[2-chloro-4-(trifluoromethyl)phenoxy]-2-nitrobenzoate Chemical compound [Na+].C1=C([N+]([O-])=O)C(C(=O)[O-])=CC(OC=2C(=CC(=CC=2)C(F)(F)F)Cl)=C1 RVULBHWZFCBODE-UHFFFAOYSA-M 0.000 description 1
- YPMAQKXGDCKXPE-WCCKRBBISA-M sodium;[(3s)-3-amino-3-carboxypropyl]-methylphosphinate Chemical compound [Na+].CP([O-])(=O)CC[C@H](N)C(O)=O YPMAQKXGDCKXPE-WCCKRBBISA-M 0.000 description 1
- JRQGDDUXDKCWRF-UHFFFAOYSA-M sodium;n-(2-methoxycarbonylphenyl)sulfonyl-4-methyl-5-oxo-3-propoxy-1,2,4-triazole-1-carboximidate Chemical compound [Na+].O=C1N(C)C(OCCC)=NN1C(=O)[N-]S(=O)(=O)C1=CC=CC=C1C(=O)OC JRQGDDUXDKCWRF-UHFFFAOYSA-M 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 239000004575 stone Substances 0.000 description 1
- 238000006467 substitution reaction Methods 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
- 229940124530 sulfonamide Drugs 0.000 description 1
- 150000003456 sulfonamides Chemical class 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-O sulfonium Chemical compound [SH3+] RWSOTUBLDIXVET-UHFFFAOYSA-O 0.000 description 1
- 239000002600 sunflower oil Substances 0.000 description 1
- 230000001629 suppression Effects 0.000 description 1
- 230000002459 sustained effect Effects 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 229920001059 synthetic polymer Polymers 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 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
- 239000002562 thickening agent Substances 0.000 description 1
- 239000010496 thistle oil Substances 0.000 description 1
- 244000082735 tidal marsh flat sedge Species 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 230000035897 transcription Effects 0.000 description 1
- 238000013518 transcription Methods 0.000 description 1
- 230000014616 translation Effects 0.000 description 1
- 125000005270 trialkylamine group Chemical group 0.000 description 1
- XOPFESVZMSQIKC-UHFFFAOYSA-N triasulfuron Chemical compound COC1=NC(C)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=CC=2)OCCCl)=N1 XOPFESVZMSQIKC-UHFFFAOYSA-N 0.000 description 1
- YMXOXAPKZDWXLY-QWRGUYRKSA-N tribenuron methyl Chemical group COC(=O)[C@H]1CCCC[C@@H]1S(=O)(=O)NC(=O)N(C)C1=NC(C)=NC(OC)=N1 YMXOXAPKZDWXLY-QWRGUYRKSA-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
- 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
- IMEVJVISCHQJRM-UHFFFAOYSA-N triflusulfuron-methyl Chemical group COC(=O)C1=CC=CC(C)=C1S(=O)(=O)NC(=O)NC1=NC(OCC(F)(F)F)=NC(N(C)C)=N1 IMEVJVISCHQJRM-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
- YNWVFADWVLCOPU-MAUPQMMJSA-N uniconazole P Chemical compound C1=NC=NN1/C([C@@H](O)C(C)(C)C)=C/C1=CC=C(Cl)C=C1 YNWVFADWVLCOPU-MAUPQMMJSA-N 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 230000009105 vegetative growth Effects 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 150000003722 vitamin derivatives Chemical class 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
- A01N43/66—1,3,5-Triazines, not hydrogenated and not substituted at the ring nitrogen atoms
-
- 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
- A01N37/48—Nitro-carboxylic acids; Derivatives thereof
-
- 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
- A01N39/00—Biocides, pest repellants or attractants, or plant growth regulators containing aryloxy- or arylthio-aliphatic or cycloaliphatic compounds, containing the group or, e.g. phenoxyethylamine, phenylthio-acetonitrile, phenoxyacetone
- A01N39/02—Aryloxy-carboxylic acids; Derivatives thereof
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Description
(A)は、一般式(I):
R1はハロゲン、好ましくはフッ素または塩素であり、
R2は水素であり、R3はヒドロキシルであるか、または
R2およびR3はそれらが結合する炭素原子と一緒になってカルボニル基C=Oであり、そして
R4は水素またはメチルである]、
で表わされる群からの1つもしくはそれ以上の化合物、またはその塩を意味し、
以下からなるニトロフェニルエーテルのサブグループ(サブグループ1):
(B1−1)アシフルオルフェン(PM #8)、例えば5−[2−クロロ−4−(トリフルオロメチル)フェノキシ]−2−ニトロ安息香酸)、その塩、特にそのナトリウム塩も含む(例えば5−[2−クロロ−4−(トリフルオロメチル)フェノキシ]−2−ニトロ安息香酸ナトリウム)(施用量:10−800g AS/ha、好ましくは20−500g AS/ha;質量比A:B=1:800−50:1、好ましくは1:100−10:1);
(B1−2)アクロニフェン(PM #9)、例えば2−クロロ−6−ニトロ−3−フェノキシベンゼンアミン、その塩、特にそのナトリウム塩も含む(施用量:10−5000g AS/ha、好ましくは80−3000g AS/ha;質量比A:B=1:5000−50:1、好ましくは1:600−3:1);
(B1−3)フルオログリコフェン(PM #393)、例えば5−[2−クロロ−4−(トリフルオロメチル)フェノキシ]−2−ニトロ安息香酸カルボキシメチル、その塩およびエステル、特にそのエチルエステルも含む(例えばフルオログリコフェン−エチル)(施用量:1−600g AS/ha、好ましくは2−500g AS/ha;質量比A:B=1:600−500:1、好ましくは1:100−100:1);
(B1−4)ホメサフェン(PM #413)、例えば5−[2−クロロ−4−(トリフルオロメチル)フェノキシ]−N−(メチルスルホニル)−2−ニトロベンズアミド、その塩、特にそのナトリウム塩も含む(例えばフォメサフェン−ナトリウム)(施用量:10−5000g AS/ha、好ましくは20−4000g AS/ha;質量比A:B=1:5000−50:1、好ましくは1:800−10:1);
(B1−5)ラクトフェン(PM #503)、例えば(±)−2−エトキシ−1−メチル−2−オキソエチル 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(施用量:10−500g AS/ha、好ましくは20−400g AS/ha;質量比A:B=1:500−50:1、好ましくは1:80−10:1);
(B1−6)オキシフルオルフェン(PM #628)、例えば2−クロロ−1−(3−エトキシ−4−ニトロフェノキシ)−4−(トリフルオロメチル)ベンゼン(施用量:10−4000g AS/ha、好ましくは20−3000g AS/ha;質量比A:B=1:4000−50:1、好ましくは1:600−10:1);
(B2−1)ビフェノックス(PM #77)、例えば5−(2,4−ジクロロフェノキシ)−2−ニトロ安息香酸メチル(施用量:10−5000g AS/ha、好ましくは50−3000g AS/ha;質量比A:B=1:5000−50:1、好ましくは1:600−4:1);
(B2−2)HC−252(PM #441)、(エトキシフェン−エチルと同じ)、例えばO−[2−クロロ−5−(2−クロロ−α,α,α−トリフルオロ−p−トリルオキシ)ベンゾイル]−L−乳酸エチル、その酸(エトキシフェン)も含む(施用量:10−5000g AS/ha、好ましくは30−4000g AS/ha;質量比A:B=1:5000−50:1、好ましくは1:800−7:1);
(B3−1)クロメプロップ(PM #163)、例えば(±)−2−(2,4−ジクロロ−3−メチルフェノキシ)−N−フェニルプロパンアミド(施用量:10−5000g AS/ha、好ましくは20−3000g AS/ha;質量比A:B=1:5000−50:1、好ましくは1:800−7:1);
(B4−1)クロプロップ(PM #164)、例えば(±)−2−(3−クロロフェノキシ)プロパン酸(施用量:10−5000g AS/ha、好ましくは20−3000g AS/ha;質量比A:B=1:5000−50:1、好ましくは1:800−7:1);
(B4−2)ジクロルプロップ(PM #239)、例えば(±)−2−(2,4−ジクロロフェノキシ)プロパン酸−ラセミ体、そのエステルおよび塩も含む(例えばジクロルプロップ−ブトチル、ジクロルプロップ−ジメチルアンモニウム、ジクロルプロップ−イソオクチル、ジクロルプロップ−カリウム)(施用量:10−5000g AS/ha、好ましくは20−3000g AS/ha;質量比A:B=1:5000−50:1、好ましくは1:800−7:1);
(B4−3)ジクロルプロップ−P(PM #240)、例えば(+)−2−(2,4−ジクロロフェノキシ)プロパン酸−除草活性の(+)異性体のみ、そのエステルおよび塩も含む(例えばジクロルプロップ−P−ジメチルアンモニウム、ジクロルプロップ−P−カリウム、ジクロルプロップ−P−ナトリウム)(施用量:10−5000g AS/ha、好ましくは20−3000g AS/ha;質量比A:B=1:5000−50:1、好ましくは1:800−7:1);
(B4−4)メコプロップ(PM #521)、(CMPPと同じ)、例えば(±)−2−(4−クロロ−2−メチルフェノキシ)プロパン酸−ラセミ体、そのエステルおよび塩も含む(例えばメコプロップ−ブトチル、メコプロップ−ナトリウム)(施用量:10−5000g AS/ha、好ましくは20−3000g AS/ha;質量比A:B=1:5000−50:1、好ましくは1:800−7:1);
(B4−5)メコプロップ−P(PM #522)、(CMPP−Pと同じ)、例えば(+)−(R)−2−(4−クロロ−2−メチルフェノキシ)プロパン酸−除草活性(R)−(+)−異性体のみ、そのエステルおよび塩も含む(例えばメコプロップ−P−ブトチル、メコプロップ−P−ジメチルアンモニウム、メコプロップ−P−2−エチルヘキシル、メコプロップ−P−カリウム)(施用量:10−5000g AS/ha、好ましくは20−3000g AS/ha;質量比A:B=1:5000−50:1、好ましくは1:800−7:1);
(B5−1)4−CPA(PM #179)、例えば(4−クロロフェノキシ)酢酸(施用量:10−5000g AS/ha、好ましくは30−4000g AS/ha;質量比A:B=1:5000−50:1、好ましくは1:800−7:1);
(B5−2)2,4−D(PM #214)、例えば(2,4−ジクロロフェノキシ)酢酸、頻繁に用いられる以下の形態も含む:2,4−D−ブトチル、2,4−D−ブチル、2,4−D−ジメチルアンモニウム、2,4−D−ジオールアミン(2,4−D−ジエタノールアンモニウム)、2,4−D−エチル、2,4−D−2−エチルヘキシル、2,4−D−イソブチル、2,4−D−イソオクチル、2,4−D−イソプロピル、2,4−D−イソプロピルアンモニウム、2,4−D−ナトリウム、2,4−D−トリイソプロパノールアンモニウム、2,4−D−トロラミン(2,4−D−トリエタノールアンモニウム)(施用量:10−5000g AS/ha、好ましくは30−4000g AS/ha;質量比A:B=1:5000−50:1、好ましくは1:800−7:1);
(B5−3)MCPA(PM #517)、例えば(4−クロロ−2−メチルフェノキシ)酢酸、頻繁に用いられる以下の形態も含む:MCPA−ブトチル、MCPA−ジメチルアンモニウム、MCPA−イソオクチル、MCPA−ナトリウム、MCPA−カリウム、MCPA−2−エチルヘキシル(施用量:10−5000g AS/ha、好ましくは30−4000g AS/ha;質量比A:B=1:5000−50:1、好ましくは1:800−7:1);
(B5−4)MCPA−チオエチル(PM #518)、例えばS−エチル(4−クロロ−2−メチルフェノキシ)エタンチオエート(施用量:10−5000g AS/ha、好ましくは30−4000g AS/ha;質量比A:B=1:5000−50:1、好ましくは1:800−7:1);
(B6−1)2,4−D(PM #220)、例えば(2,4−ジクロロフェノキシ)酪酸、頻繁に用いられる以下の形態も含む:2,4−DB−ブチル、2,4−DB−ジメチルアンモニウム、2,4−DB−イソオクチル、2,4−DB−カリウム、2,4−DB−ナトリウム(施用量:10−5000g AS/ha、好ましくは30−4000g AS/ha;質量比A:B=1:5000−50:1、好ましくは1:800−7:1);
(B6−2)MCPB(PM #519)、例えば(4−クロロ−2−メチルフェノキシ)ブタン酸、頻繁に用いられる以下の形態も含む:MCPB−メチル、MCPB−エチル、MCPB−ナトリウム(施用量:10−5000g AS/ha、好ましくは30−4000g AS/ha;質量比A:B=1:5000−50:1、好ましくは1:800−7:1);
(B7−1)クロジナホップ(PM #160)、例えば(2R)−2−[4−[(5−クロロ−3−フルオロ−2−ピリジニル)オキシ]フェノキシ]プロパン酸、そのエステル、特にプロパルギルエステルも含む(例えば2−プロピニル(2R)−2−[4−[(5−クロロ−3−フルオロ−2−ピリジニル)オキシ]フェノキシ]プロパノエート)(施用量:1−500g AS/ha、好ましくは3−300g AS/ha;質量比A:B=1:500−500:1、好ましくは1:60−70:1);
(B7−2)シハロホップ(PM #198)、例えば(2R)−2−[4−(4−シアノ−2−フルオロフェノキシ)フェノキシ]プロパン酸、その塩およびエステル、特にそのブチルエステルであるシハロホップ−ブチルも含む(例えば(2R)−2−[4−(4−シアノ−2−フルオロフェノキシ)フェノキシ]プロパン酸ブチル)(施用量:1−800g AS/ha、好ましくは3−500g AS/ha;質量比A:B=1:800−500:1、好ましくは1:100−70:1);
(B7−3)ジクロホップ(PM #243)、例えば(±)−2−[4−(2,4−ジクロロフェノキシ)フェノキシ]プロパン酸、そのエステル、特にジクロホップ−メチル(例えば2−[4−(2,4−ジクロロフェノキシ)フェノキシ]プロパン酸メチル)、ラセミ体または異性体として、特にジクロホップ−P−メチル(PM #244;例えば(+)−2−[4−(2,4−ジクロロフェノキシ)フェノキシ]プロパン酸メチル)も含む(施用量:50−5000g AS/ha、好ましくは100−3000g AS/ha;質量比A:B=1:5000−10:1、好ましくは1:600−2:1);
(B7−4)フェノキサプロップ−Pおよびそのエステル(例えばそのエチルエステル(PM #351))、例えば(R)−2−[4−(6−クロロベンゾオキサゾール−2−イルオキシ)フェノキシ]プロピオン酸または(R)−2−[4−(6−クロロベンゾオキサゾール−2−イルオキシ)フェノキシ]プロピオン酸エチル、そのラセミ体であるフェノキサプロップおよびフェノキサプロップ−エチル(PM #1190)も含む(施用量:2−800g AS/ha、好ましくは5−500g AS/ha;質量比A:B=1:800−250:1、好ましくは1:100−40:1);
(B7−5)フルアジホップおよびそのエステル(例えばそのブチルエステル(PM #372))、例えば(RS)−2−[4−(5−トリフルオロメチルピリジル−2−イルオキシ)フェノキシ]プロピオン酸および(RS)−2−[4−(5−トリフルオロメチルピリジル−2−イルオキシ)フェノキシ]プロピオン酸ブチル(ラセミ体として)(施用量:1−1000g AS/ha、好ましくは2−800g AS/ha;質量比A:B=1:1000−500:1、好ましくは1:800−100:1);
AS/ha、好ましくは2−500g AS/ha;質量比A:B=1:800−500:1、好ましくは1:100−100:1);
(B7−7)ハロキシホップおよびそのエステル(例えばそのエトチルエステル(PM #439))、例えば(R,S)−2−[4−(3−クロロ−5−トリフルオロメチルピリド−2−イルオキシ)フェノキシ]プロピオン酸および(R,S)−2−[4−(3−クロロ−5−トリフルオロメチルピリド−2−イルオキシ)フェノキシ]プロピオン酸エトチル、およびそのメチルエステルも含む(施用量:1−800g AS/ha、好ましくは2−500g AS/ha;質量比A:B=1:800−500:1、好ましくは1:100−100:1);
(B7−8)ハロキシホップ−Pおよびそのエステル(例えばメチルエステル(PM #440))、例えば(R)−2−[4−(3−クロロ−5−トリフルオロメチルピリド−2−イルオキシ)フェノキシ]プロピオン酸および(R)−2−[4−(3−クロロ−5−トリフルオロメチルピリド−2−イルオキシ)フェノキシ]プロピオン酸メチル、およびそのエトチルエステルも含む(施用量:1−800g AS/ha、好ましくは2−500g AS/ha;質量比A:B=1:800−500:1、好ましくは1:100−100:1);
(B7−9)メタミホップ(PM #539)、例えば(R)−2−[4−[(6−クロロ−2−ベンゾオキサゾリル)オキシ]フェノキシ]−N−(2−フルオロフェニル)−N−メチルプロパンアミド(施用量:10−5000g AS/ha、好ましくは30−4000g AS/ha;質量比A:B=1:5000−50:1、好ましくは1:800−7:1);
(B7−10)プロパキザホップ(PM #691)、例えば(R)−2−[[(1−メチルエチリデン)アミノ]オキシ]エチル 2−[4−[(6−クロロ−2−キノキサリニル)オキシ]フェノキシ]プロパノエート(施用量:1−800g AS/ha、好ましくは2−500g AS/ha;質量比A:B=1:800−500:1、好ましくは1:100−100:1);
(B7−12)キザロホップ−Pおよびそのエステル(例えばそのエチルエステルまたはテフリルエステル(PM #738))、例えば(R)−2−[4−(6−クロロキノキサリン−2−イルオキシ)フェノキシ]プロピオン酸または(R)−2−[4−(6−クロロキノキサリン−2−イルオキシ)フェノキシ]プロピオン酸エチルまたは(R)−2−[4−(6−クロロキノキサリン−2−イルオキシ)フェノキシ]プロピオン酸テトラヒドロフルフリル(施用量:1−800g AS/ha、好ましくは2−500g AS/ha;質量比A:B=1:800−500:1、好ましくは1:100−100:1);
PCT/EP2008/000870(未公開)に記載されている以下の組み合わせを除く:
1.R1がフッ素であり、R2およびR3がカルボニル基C=Oであり、R4がメチルである、式(I)の化合物
および化合物B3−1(クロメプロップ);
2.R1がフッ素であり、R2が水素であり、R3がヒドロキシルであり、R4がメチルである、式(I)の化合物
および化合物B3−1(クロメプロップ)。
(B1−2)アクロニフェン、(B1−4)ホメサフェン、(B1−5)ラクトフェン、(B1−6)オキシフルオルフェン、(B3−1)クロメプロップ、(B4−3)ジクロルプロップ−P、(B4−5)メコプロップ−P、(B5−2)2,4−D、(B5−3)MCPA、(B7−1)クロジナホップ、(B7−2)シハロホップ、(B7−3)ジクロホップ、(B7−4)フェノキサプロップ−P(−エチル)、(B7−8)ハロキシホップ−P、(B7−9)メタミホップ、(B7−10)プロパキザホップ、(B7−12)キザロホップ−P;特に好ましくは(B1−2)アクロニフェン、(B1−5)ラクトフェン、(B3−1)クロメプロップ、(B4−3)ジクロルプロップ−P、(B5−2)2,4−D、(B7−1)クロジナホップ、(B7−2)シハロホップ、(B7−3)ジクロホップ、(B7−4)フェノキサプロップ−P(−エチル)。
成分(A)と(B)の質量比(A):(B)は、一般的には1:5000〜500:1、好ましくは1:4000〜200:1、特に好ましくは1:2000〜100:1の範囲である。
(A−1)+(B1−6)、(A−1)+(B2−1)、(A−1)+(B2−2)、(A−1)+(B3−1)、(A−1)+(B4−1)、
(A−1)+(B4−2)、(A−1)+(B4−3)、(A−1)+(B4−4)、(A−1)+(B4−5)、(A−1)+(B5−1)、
(A−1)+(B5−2)、(A−1)+(B5−3)、(A−1)+(B5−4)、(A−1)+(B6−1)、(A−1)+(B6−2)、
(A−1)+(B7−1)、(A−1)+(B7−2)、(A−1)+(B7−3)、(A−1)+(B7−4)、(A−1)+(B7−5)、
(A−1)+(B7−6)、(A−1)+(B7−7)、(A−1)+(B7−8)、(A−1)+(B7−9)、(A−1)+(B7−10)、
(A−1)+(B7−11)、(A−1)+(B7−12);
(A−2)+(B1−6)、(A−2)+(B2−1)、(A−2)+(B2−2)、(A−2)+(B3−1)、(A−2)+(B4−1)、
(A−2)+(B4−2)、(A−2)+(B4−3)、(A−2)+(B4−4)、(A−2)+(B4−5)、(A−2)+(B5−1)、
(A−2)+(B5−2)、(A−2)+(B5−3)、(A−2)+(B5−4)、(A−2)+(B6−1)、(A−2)+(B6−2)、
(A−2)+(B7−1)、(A−2)+(B7−2)、(A−2)+(B7−3)、(A−2)+(B7−4)、(A−2)+(B7−5)、
(A−2)+(B7−6)、(A−2)+(B7−7)、(A−2)+(B7−8)、(A−2)+(B7−9)、(A−2)+(B7−10)、
(A−2)+(B7−11)、(A−2)+(B7−12);
(A−3)+(B1−6)、(A−3)+(B2−1)、(A−3)+(B2−2)、(A−3)+(B3−1)、(A−3)+(B4−1)、
(A−3)+(B4−2)、(A−3)+(B4−3)、(A−3)+(B4−4)、(A−3)+(B4−5)、(A−3)+(B5−1)、
(A−3)+(B5−2)、(A−3)+(B5−3)、(A−3)+(B5−4)、(A−3)+(B6−1)、(A−3)+(B6−2)、
(A−3)+(B7−1)、(A−3)+(B7−2)、(A−3)+(B7−3)、(A−3)+(B7−4)、(A−3)+(B7−5)、
(A−3)+(B7−6)、(A−3)+(B7−7)、(A−3)+(B7−8)、(A−3)+(B7−9)、(A−3)+(B7−10)、
(A−3)+(B7−11)、(A−3)+(B7−12);
(A−4)+(B1−6)、(A−4)+(B2−1)、(A−4)+(B2−2)、(A−4)+(B3−1)、(A−4)+(B4−1)、
(A−4)+(B4−2)、(A−4)+(B4−3)、(A−4)+(B4−4)、(A−4)+(B4−5)、(A−4)+(B5−1)、
(A−4)+(B5−2)、(A−4)+(B5−3)、(A−4)+(B5−4)、(A−4)+(B6−1)、(A−4)+(B6−2)、
(A−4)+(B7−1)、(A−4)+(B7−2)、(A−4)+(B7−3)、(A−4)+(B7−4)、(A−4)+(B7−5)、
(A−4)+(B7−6)、(A−4)+(B7−7)、(A−4)+(B7−8)、(A−4)+(B7−9)、(A−4)+(B7−10)、
(A−4)+(B7−11)、(A−4)+(B7−12);
(A−5)+(B1−6)、(A−5)+(B2−1)、(A−5)+(B2−2)、(A−5)+(B3−1)、(A−5)+(B4−1)、
(A−5)+(B4−2)、(A−5)+(B4−3)、(A−5)+(B4−4)、(A−5)+(B4−5)、(A−5)+(B5−1)、
(A−5)+(B5−2)、(A−5)+(B5−3)、(A−5)+(B5−4)、(A−5)+(B6−1)、(A−5)+(B6−2)、
(A−5)+(B7−1)、(A−5)+(B7−2)、(A−5)+(B7−3)、(A−5)+(B7−4)、(A−5)+(B7−5)、
(A−5)+(B7−6)、(A−5)+(B7−7)、(A−5)+(B7−8)、(A−5)+(B7−9)、(A−5)+(B7−10)、
(A−5)+(B7−11)、(A−5)+(B7−12);
(A−6)+(B1−6)、(A−6)+(B2−1)、(A−6)+(B2−2)、(A−6)+(B3−1)、(A−6)+(B4−1)、
(A−6)+(B4−2)、(A−6)+(B4−3)、(A−6)+(B4−4)、(A−6)+(B4−5)、(A−6)+(B5−1)、
(A−6)+(B5−2)、(A−6)+(B5−3)、(A−6)+(B5−4)、(A−6)+(B6−1)、(A−6)+(B6−2)、
(A−6)+(B7−1)、(A−6)+(B7−2)、(A−6)+(B7−3)、(A−6)+(B7−4)、(A−6)+(B7−5)、
(A−6)+(B7−6)、(A−6)+(B7−7)、(A−6)+(B7−8)、(A−6)+(B7−9)、(A−6)+(B7−10)、
(A−6)+(B7−11)、(A−6)+(B7−12);
(A−7)+(B1−6)、(A−7)+(B2−1)、(A−7)+(B2−2)、(A−7)+(B3−1)、(A−7)+(B4−1)、
(A−7)+(B4−2)、(A−7)+(B4−3)、(A−7)+(B4−4)、(A−7)+(B4−5)、(A−7)+(B5−1)、
(A−7)+(B5−2)、(A−7)+(B5−3)、(A−7)+(B5−4)、(A−7)+(B6−1)、(A−7)+(B6−2)、
(A−7)+(B7−1)、(A−7)+(B7−2)、(A−7)+(B7−3)、(A−7)+(B7−4)、(A−7)+(B7−5)、
(A−7)+(B7−6)、(A−7)+(B7−7)、(A−7)+(B7−8)、(A−7)+(B7−9)、(A−7)+(B7−10)、
(A−7)+(B7−11)、(A−7)+(B7−12);
(A−8)+(B1−6)、(A−8)+(B2−1)、(A−8)+(B2−2)、(A−8)+(B3−1)、(A−8)+(B4−1)、
(A−8)+(B4−2)、(A−8)+(B4−3)、(A−8)+(B4−4)、(A−8)+(B4−5)、(A−8)+(B5−1)、
(A−8)+(B5−2)、(A−8)+(B5−3)、(A−8)+(B5−4)、(A−8)+(B6−1)、(A−8)+(B6−2)、
(A−8)+(B7−1)、(A−8)+(B7−2)、(A−8)+(B7−3)、(A−8)+(B7−4)、(A−8)+(B7−5)、
(A−8)+(B7−6)、(A−8)+(B7−7)、(A−8)+(B7−8)、(A−8)+(B7−9)、(A−8)+(B7−10)、
(A−8)+(B7−11)、(A−8)+(B7−12)。
ベノキサコール
クロキントセット(−メキシル)
シオメトリニル
シプロスルファミド
ジクロルミド
ジシクロノン
ジエトレート
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ルジチオエート)フェンクロラゾール(−エチル)
フェンクロリム
フルラゾール
フルキソフェニム
フリラゾール
イソキサジフェン(−エチル)
メフェンピル(−ジエチル)
メフェナート
ナフタル酸無水物
オキサベトリニル
「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)、
「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)、
「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)、
「AD−67」または「MON4660」(=3−ジクロロアセチル−1−オキサ−3−アザスピロ[4,5]デカン)、
「TI−35」(=1−ジクロロアセチルアゼパン)、
「ジメピペレート」または「MY−93」(=S−1−メチル−1−フェニルエチル ピペリジン−1−チオカルボキシレート)、
「ダイムロン」または「SK23」(=1−(1−メチル−1−フェニルエチル)−3−p−トリルウレア)、
「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)ウレア)、
「メトキシフェノン」または「NK049」(=3,3’−ジメチル−4−メトキシベンゾフェノン)、
「CSB」(=1−ブロモ−4−(クロロメチルスルホニル)ベンゼン)
「CL−304415」(=4−カルボキシ−3,4−ジヒドロ−2H−1−ベンゾピラン−4−酢酸;CAS登録番号:31541−57−8)
「MG−191」(=2−ジクロロメチル−2−メチル−1,3−ジオキソラン)
「MG−838」(=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;CAS登録番号:133993−74−5)
(ジフェニルメトキシ)酢酸メチル(CAS登録番号:41858−19−9 WO−A−1998/38856より)
[(3−オキソ−1H−2−ベンゾチオピラン−4(3H)−イリデン)メトキシ]酢酸メチル(CAS登録番号:205121−04−6 WO−A−1998/13361より)
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−キノリン(CAS登録番号:95855−00−8 WO−A−1999/000020より)。
− 植物において合成されるデンプンの改変を目的とした、組み換え技術による作物の改変(例えばWO 92/11376、WO 92/14827、WO 91/19806)、
− 除草剤、例えばスルホニル尿素類に対する耐性を示すトランスジェニック作物(EP−A−0257993、US−A−5013659)、
− バチルス・チューリンゲンシス(Bacillus thuringiensis)毒素(Bt毒素)を産生する能力を有するトランスジェニック作物、これは植物を特定の害虫に対して耐性にする(EP−A−0142924、EP−A−0193259)、
− 改変された脂肪酸組成を有するトランスジェニック作物(WO 91/13972)。
雑草に対する発生後作用
方法
単子葉および双子葉の有害植物、および有用植物の種子または根茎片を砂壌土を充填したピート製ポット(直径4cm)に置き、その後覆土した。そのポットを最適な条件下の温室内に置いておいた。さらに、水稲栽培において見られる有害植物を土壌表面上2cmの水位でポット中で栽培した。
E =A+B−(A×B/100)
ここで:
A、B=それぞれaおよびb g ai/ha(1ヘクタールあたりの活性物質のグラム数)の薬量での成分AおよびBの活性率(%)
E=a+b g ai/haの薬量での予測値(%)。
グループ(B)からの除草剤を含むグループ(A)からの除草剤である本発明に従う組み合わせを広範囲スペクトルの重要な有害植物(イネ科雑草、広葉雑草/カヤツリグサ科)および有用植物に対して試験した:コムギ(Triticum aestivum)(TRZAS)、コハコベ(Stellaria media)(STEME)、イタリアンライグラス(Lolium multiflorum)(LOLMU)、オオイヌノフグリ(Veronica persica)(VERPE)、ノスズメノテッポウ(Alopecurus myosuroides)(ALOMY)、イヌカミツレ(Matricaria inodora)(MATIN)、セイヨウアブラナ(Brassica napus)(BRSNW)、サンシキスミレ(Viola tricolor)(VIOTR)、カラスムギ(Avena fatua)(AVEFA)、アオゲイトウ(Amaranthus retroflexus)(AMARE)、トウモロコシ(Zea mays)(ZEAMX)、マルバアサガオ(Pharbitis purpurea)(PHBPU)、エノコログサ(Setaria viridis)(SETVI)、ソバカズラ(Fallopia(ex Polygonum)convolvulus)(POLCO)、イヌビエ(Echinochloa crus−galli)(ECHCG)、イチビ(Abuthilon theophrasti)(ABUTH)、ショクヨウガヤツリ(Cyperus esculentus)(CYPES)、イネ(Oryza sativa)(ORYSA)。
(1)処理した植物についてのEPPO コード(以前のバイエルコード)(上記を参照)
(2)採点時間:DAT(処理後日数)
(3)試験した成分A(識別番号)
(4)試験した成分B(識別番号)
(5)成分Aの薬量[g ai/ha]
(6)成分Bの薬量[g ai/ha]
(7)見出された活性率(%)
(8)E値(Colbyの式に従って算出された値(上記を参照))
(9)コメント:「SYNERGY」=協力相互作用(E値<見出された活性率(%));「SAFENING」=有用植物に対する薬害軽減作用(E値>見出された活性率(%))
Claims (9)
- 成分(A)と(B)の質量比(A):(B)が、1:5000〜500:1の範囲内である、請求項1に記載の除草剤組み合わせ物。
- 成分(A)及び(B)の質量比(A):(B)が、1:4000〜200:1の範囲内である、請求項2に記載の除草剤組み合わせ物。
- 成分(A)及び(B)の質量比(A):(B)が、1:2000〜100:1の範囲内である、請求項3に記載の除草剤組み合わせ物。
- 有効量の成分(A)および(B)、および/またはさらに異なるタイプの農薬的に活性な化合物、製剤化補助剤および作物保護において常用の添加剤の群からの1つもしくはそれ以上のさらなる成分を含む、請求項1〜4のいずれか1項に記載の除草剤組み合わせ物。
- 請求項1〜5のいずれか1項に従って定義された成分(A)と(B)の除草剤組み合わせ物を、併用してまたは別々に施用する、不要な植生を防除するための方法。
- コムギ(デュラム小麦及び普通小麦)、トウモロコシ、ダイズ、テンサイ、サトウキビ、綿、コメ、豆類、アマ、オオムギ、エンバク、ライムギ、ライ小麦、アブラナ、ジャガイモ、キビ(モロコシ)、牧草、葉物/芝生から選ばれる作物中の、果樹園中のまたは非農耕地区において、不要な植生を防除するための、請求項6に記載の方法。
- 作物がコメ作物である、請求項7に記載の方法。
- 不要な植生を防除するための、請求項1〜5のいずれか1項に記載の除草剤組み合わせ物の使用。
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE102008037622A DE102008037622A1 (de) | 2008-08-14 | 2008-08-14 | Herbizid-Kombination mit Dimethoxytriazinyl-substituierten Difluormethansulfonylaniliden |
DE102008037622.1 | 2008-08-14 | ||
PCT/EP2009/005767 WO2010017929A1 (de) | 2008-08-14 | 2009-08-08 | Herbizid-kombination mit dimethoxytriazinyl-substituierten difluormethansulfonylaniliden |
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JP2014264581A Division JP5974073B2 (ja) | 2008-08-14 | 2014-12-26 | ジメトキシトリアジニル置換ジフルオロメタンスルホニルアニリド類を含む除草剤組み合わせ |
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JP5703217B2 true JP5703217B2 (ja) | 2015-04-15 |
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JP2014264581A Active JP5974073B2 (ja) | 2008-08-14 | 2014-12-26 | ジメトキシトリアジニル置換ジフルオロメタンスルホニルアニリド類を含む除草剤組み合わせ |
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Country Status (11)
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US (1) | US20100075854A1 (ja) |
EP (1) | EP2317854A1 (ja) |
JP (2) | JP5703217B2 (ja) |
KR (1) | KR101663102B1 (ja) |
CN (2) | CN104872144B (ja) |
AR (1) | AR073032A1 (ja) |
BR (1) | BRPI0917472A2 (ja) |
CO (1) | CO6351690A2 (ja) |
DE (1) | DE102008037622A1 (ja) |
TW (1) | TW201021705A (ja) |
WO (1) | WO2010017929A1 (ja) |
Families Citing this family (13)
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JP2009046418A (ja) * | 2007-08-20 | 2009-03-05 | Bayer Cropscience Ag | スルホンアニリド類の除草剤としての利用 |
PL2307448T3 (pl) | 2008-08-07 | 2015-10-30 | Sigma Aldrich Co Llc | Wytwarzanie polilizyny i poliornityny o małym ciężarze cząsteczkowym z wysoką wydajnością |
DE102008037629A1 (de) * | 2008-08-14 | 2010-02-18 | Bayer Cropscience Ag | Herbizid-Kombination mit Dimethoxytriazinyl-substituierten Difluormethansulfonylaniliden |
DE102008037631A1 (de) | 2008-08-14 | 2010-02-18 | Bayer Cropscience Ag | Herbizid-Kombination mit Dimethoxytriazinyl-substituierten Difluormethansulfonylaniliden |
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DE102010042786A1 (de) | 2010-10-22 | 2012-04-26 | Bayer Cropscience Ag | Herbizid- Kombination mit einem Dimethoxytriazinyl-substituierten Difluormethansulfonylanilid |
CN103190411A (zh) * | 2013-04-03 | 2013-07-10 | 北京颖泰嘉和生物科技有限公司 | 一种除草剂组合物及其制剂和应用 |
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CN110663696A (zh) * | 2019-09-12 | 2020-01-10 | 江西正邦作物保护有限公司 | 一种含氟酮磺草胺和精噁唑禾草灵的除草组合物及其应用 |
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2008
- 2008-08-14 DE DE102008037622A patent/DE102008037622A1/de not_active Withdrawn
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2009
- 2009-08-08 CN CN201510104521.6A patent/CN104872144B/zh active Active
- 2009-08-08 CN CN200980140901.8A patent/CN102186345B/zh active Active
- 2009-08-08 KR KR1020117005854A patent/KR101663102B1/ko active IP Right Grant
- 2009-08-08 WO PCT/EP2009/005767 patent/WO2010017929A1/de active Application Filing
- 2009-08-08 JP JP2011522418A patent/JP5703217B2/ja active Active
- 2009-08-08 BR BRPI0917472-9A patent/BRPI0917472A2/pt not_active IP Right Cessation
- 2009-08-08 EP EP09777759A patent/EP2317854A1/de not_active Withdrawn
- 2009-08-10 US US12/538,424 patent/US20100075854A1/en not_active Abandoned
- 2009-08-12 AR ARP090103114A patent/AR073032A1/es unknown
- 2009-08-12 TW TW098127132A patent/TW201021705A/zh unknown
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Also Published As
Publication number | Publication date |
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JP2011530556A (ja) | 2011-12-22 |
WO2010017929A1 (de) | 2010-02-18 |
DE102008037622A1 (de) | 2010-02-25 |
CN102186345B (zh) | 2015-06-10 |
CN104872144A (zh) | 2015-09-02 |
CN104872144B (zh) | 2017-11-28 |
AR073032A1 (es) | 2010-10-06 |
JP2015091847A (ja) | 2015-05-14 |
EP2317854A1 (de) | 2011-05-11 |
US20100075854A1 (en) | 2010-03-25 |
KR101663102B1 (ko) | 2016-10-14 |
JP5974073B2 (ja) | 2016-08-23 |
CN102186345A (zh) | 2011-09-14 |
BRPI0917472A2 (pt) | 2015-07-28 |
TW201021705A (en) | 2010-06-16 |
CO6351690A2 (es) | 2011-12-20 |
KR20110042229A (ko) | 2011-04-25 |
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