CA2479053C - Pesticidal composition comprising a lactate ester as crystal growth inhibitor - Google Patents
Pesticidal composition comprising a lactate ester as crystal growth inhibitor Download PDFInfo
- Publication number
- CA2479053C CA2479053C CA2479053A CA2479053A CA2479053C CA 2479053 C CA2479053 C CA 2479053C CA 2479053 A CA2479053 A CA 2479053A CA 2479053 A CA2479053 A CA 2479053A CA 2479053 C CA2479053 C CA 2479053C
- Authority
- CA
- Canada
- Prior art keywords
- lactate
- composition
- ester
- rosin
- group
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 131
- -1 lactate ester Chemical class 0.000 title claims abstract description 57
- 230000000361 pesticidal effect Effects 0.000 title claims abstract description 43
- 239000013078 crystal Substances 0.000 title claims description 25
- 239000003966 growth inhibitor Substances 0.000 title claims description 17
- 238000002425 crystallisation Methods 0.000 claims abstract description 19
- 230000008025 crystallization Effects 0.000 claims abstract description 19
- 238000000034 method Methods 0.000 claims abstract description 14
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 claims description 59
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 claims description 59
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 claims description 59
- 150000002148 esters Chemical class 0.000 claims description 28
- PXMNMQRDXWABCY-UHFFFAOYSA-N 1-(4-chlorophenyl)-4,4-dimethyl-3-(1H-1,2,4-triazol-1-ylmethyl)pentan-3-ol Chemical compound C1=NC=NN1CC(O)(C(C)(C)C)CCC1=CC=C(Cl)C=C1 PXMNMQRDXWABCY-UHFFFAOYSA-N 0.000 claims description 18
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- TVLSRXXIMLFWEO-UHFFFAOYSA-N prochloraz Chemical compound C1=CN=CN1C(=O)N(CCC)CCOC1=C(Cl)C=C(Cl)C=C1Cl TVLSRXXIMLFWEO-UHFFFAOYSA-N 0.000 claims description 16
- FECDACOUYKFOOP-UHFFFAOYSA-N 2-ethylhexyl 2-hydroxypropanoate Chemical group CCCCC(CC)COC(=O)C(C)O FECDACOUYKFOOP-UHFFFAOYSA-N 0.000 claims description 13
- ZLMORGKRXPNOBO-UHFFFAOYSA-N (2-methylcyclohexyl) 2-hydroxypropanoate Chemical compound CC(O)C(=O)OC1CCCCC1C ZLMORGKRXPNOBO-UHFFFAOYSA-N 0.000 claims description 12
- ZMYFCFLJBGAQRS-IRXDYDNUSA-N (2R,3S)-epoxiconazole Chemical compound C1=CC(F)=CC=C1[C@@]1(CN2N=CN=C2)[C@H](C=2C(=CC=CC=2)Cl)O1 ZMYFCFLJBGAQRS-IRXDYDNUSA-N 0.000 claims description 12
- 239000005767 Epoxiconazole Substances 0.000 claims description 12
- MLXVQJMYSKICMT-UHFFFAOYSA-N cyclohexyl 2-hydroxypropanoate Chemical compound CC(O)C(=O)OC1CCCCC1 MLXVQJMYSKICMT-UHFFFAOYSA-N 0.000 claims description 12
- PZSYRGVIJCBHDE-UHFFFAOYSA-N heptyl 2-hydroxypropanoate Chemical compound CCCCCCCOC(=O)C(C)O PZSYRGVIJCBHDE-UHFFFAOYSA-N 0.000 claims description 12
- 239000007788 liquid Substances 0.000 claims description 12
- SFBIZPBTKROSDE-UHFFFAOYSA-N octyl 2-hydroxypropanoate Chemical compound CCCCCCCCOC(=O)C(C)O SFBIZPBTKROSDE-UHFFFAOYSA-N 0.000 claims description 12
- PPDBOQMNKNNODG-NTEUORMPSA-N (5E)-5-(4-chlorobenzylidene)-2,2-dimethyl-1-(1,2,4-triazol-1-ylmethyl)cyclopentanol Chemical compound C1=NC=NN1CC1(O)C(C)(C)CC\C1=C/C1=CC=C(Cl)C=C1 PPDBOQMNKNNODG-NTEUORMPSA-N 0.000 claims description 9
- WURBVZBTWMNKQT-UHFFFAOYSA-N 1-(4-chlorophenoxy)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)butan-2-one Chemical compound C1=NC=NN1C(C(=O)C(C)(C)C)OC1=CC=C(Cl)C=C1 WURBVZBTWMNKQT-UHFFFAOYSA-N 0.000 claims description 9
- WKBPZYKAUNRMKP-UHFFFAOYSA-N 1-[2-(2,4-dichlorophenyl)pentyl]1,2,4-triazole Chemical compound C=1C=C(Cl)C=C(Cl)C=1C(CCC)CN1C=NC=N1 WKBPZYKAUNRMKP-UHFFFAOYSA-N 0.000 claims description 9
- STMIIPIFODONDC-UHFFFAOYSA-N 2-(2,4-dichlorophenyl)-1-(1H-1,2,4-triazol-1-yl)hexan-2-ol Chemical compound C=1C=C(Cl)C=C(Cl)C=1C(O)(CCCC)CN1C=NC=N1 STMIIPIFODONDC-UHFFFAOYSA-N 0.000 claims description 9
- UFNOUKDBUJZYDE-UHFFFAOYSA-N 2-(4-chlorophenyl)-3-cyclopropyl-1-(1H-1,2,4-triazol-1-yl)butan-2-ol Chemical compound C1=NC=NN1CC(O)(C=1C=CC(Cl)=CC=1)C(C)C1CC1 UFNOUKDBUJZYDE-UHFFFAOYSA-N 0.000 claims description 9
- RQDJADAKIFFEKQ-UHFFFAOYSA-N 4-(4-chlorophenyl)-2-phenyl-2-(1,2,4-triazol-1-ylmethyl)butanenitrile Chemical compound C1=CC(Cl)=CC=C1CCC(C=1C=CC=CC=1)(C#N)CN1N=CN=C1 RQDJADAKIFFEKQ-UHFFFAOYSA-N 0.000 claims description 9
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- 239000005870 Ziram Substances 0.000 claims description 9
- AKNQMEBLVAMSNZ-UHFFFAOYSA-N azaconazole Chemical compound ClC1=CC(Cl)=CC=C1C1(CN2N=CN=C2)OCCO1 AKNQMEBLVAMSNZ-UHFFFAOYSA-N 0.000 claims description 9
- 229950000294 azaconazole Drugs 0.000 claims description 9
- HJJVPARKXDDIQD-UHFFFAOYSA-N bromuconazole Chemical compound ClC1=CC(Cl)=CC=C1C1(CN2N=CN=C2)OCC(Br)C1 HJJVPARKXDDIQD-UHFFFAOYSA-N 0.000 claims description 9
- IJJVMEJXYNJXOJ-UHFFFAOYSA-N fluquinconazole Chemical compound C=1C=C(Cl)C=C(Cl)C=1N1C(=O)C2=CC(F)=CC=C2N=C1N1C=NC=N1 IJJVMEJXYNJXOJ-UHFFFAOYSA-N 0.000 claims description 9
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- YKSNLCVSTHTHJA-UHFFFAOYSA-L maneb Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S YKSNLCVSTHTHJA-UHFFFAOYSA-L 0.000 claims description 9
- 229920000940 maneb Polymers 0.000 claims description 9
- KUAZQDVKQLNFPE-UHFFFAOYSA-N thiram Chemical compound CN(C)C(=S)SSC(=S)N(C)C KUAZQDVKQLNFPE-UHFFFAOYSA-N 0.000 claims description 9
- 229960002447 thiram Drugs 0.000 claims description 9
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- HSMVPDGQOIQYSR-KGENOOAVSA-N triflumizole Chemical compound C1=CN=CN1C(/COCCC)=N/C1=CC=C(Cl)C=C1C(F)(F)F HSMVPDGQOIQYSR-KGENOOAVSA-N 0.000 claims description 9
- DUBNHZYBDBBJHD-UHFFFAOYSA-L ziram Chemical compound [Zn+2].CN(C)C([S-])=S.CN(C)C([S-])=S DUBNHZYBDBBJHD-UHFFFAOYSA-L 0.000 claims description 9
- 239000005760 Difenoconazole Substances 0.000 claims description 8
- BQYJATMQXGBDHF-UHFFFAOYSA-N difenoconazole Chemical compound O1C(C)COC1(C=1C(=CC(OC=2C=CC(Cl)=CC=2)=CC=1)Cl)CN1N=CN=C1 BQYJATMQXGBDHF-UHFFFAOYSA-N 0.000 claims description 8
- 239000004495 emulsifiable concentrate Substances 0.000 claims description 8
- XWPZUHJBOLQNMN-UHFFFAOYSA-N metconazole Chemical compound C1=NC=NN1CC1(O)C(C)(C)CCC1CC1=CC=C(Cl)C=C1 XWPZUHJBOLQNMN-UHFFFAOYSA-N 0.000 claims description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 8
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 6
- 239000004480 active ingredient Substances 0.000 claims description 5
- 230000000855 fungicidal effect Effects 0.000 claims description 5
- 239000000839 emulsion Substances 0.000 claims description 4
- 239000000575 pesticide Substances 0.000 description 19
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 10
- 238000005507 spraying Methods 0.000 description 9
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- 229930195729 fatty acid Natural products 0.000 description 6
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- 238000009472 formulation Methods 0.000 description 6
- 239000004310 lactic acid Substances 0.000 description 6
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- 125000000217 alkyl group Chemical group 0.000 description 5
- 150000001875 compounds Chemical class 0.000 description 5
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- ZBJVLWIYKOAYQH-UHFFFAOYSA-N naphthalen-2-yl 2-hydroxybenzoate Chemical compound OC1=CC=CC=C1C(=O)OC1=CC=C(C=CC=C2)C2=C1 ZBJVLWIYKOAYQH-UHFFFAOYSA-N 0.000 description 4
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- 229920006395 saturated elastomer Polymers 0.000 description 4
- 239000011734 sodium Substances 0.000 description 4
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- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 3
- JVTAAEKCZFNVCJ-UHFFFAOYSA-M Lactate Chemical compound CC(O)C([O-])=O JVTAAEKCZFNVCJ-UHFFFAOYSA-M 0.000 description 3
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- 239000003960 organic solvent Substances 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 150000003904 phospholipids Chemical class 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 159000000001 potassium salts Chemical class 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- HZRSNVGNWUDEFX-UHFFFAOYSA-N pyraclostrobin Chemical compound COC(=O)N(OC)C1=CC=CC=C1COC1=NN(C=2C=CC(Cl)=CC=2)C=C1 HZRSNVGNWUDEFX-UHFFFAOYSA-N 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 150000004671 saturated fatty acids Chemical class 0.000 description 1
- 235000003441 saturated fatty acids Nutrition 0.000 description 1
- APSBXTVYXVQYAB-UHFFFAOYSA-M sodium docusate Chemical compound [Na+].CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC APSBXTVYXVQYAB-UHFFFAOYSA-M 0.000 description 1
- 229960000391 sorbitan trioleate Drugs 0.000 description 1
- 235000019337 sorbitan trioleate Nutrition 0.000 description 1
- 239000008117 stearic acid Chemical class 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 125000000542 sulfonic acid group Chemical group 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- 239000003760 tallow Substances 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 150000003852 triazoles Chemical class 0.000 description 1
- 125000004417 unsaturated alkyl group Chemical group 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 239000000080 wetting agent Substances 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
- A01N25/02—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
- A01N25/04—Dispersions, emulsions, suspoemulsions, suspension concentrates or gels
-
- 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
- A01N25/22—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 ingredients stabilising the active ingredients
-
- 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
- A01N31/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic oxygen or sulfur compounds
- A01N31/02—Acyclic compounds
-
- 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
- A01N43/647—Triazoles; Hydrogenated triazoles
- A01N43/653—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Toxicology (AREA)
- Chemical & Material Sciences (AREA)
- Dispersion Chemistry (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IL148684 | 2002-03-14 | ||
| IL148684A IL148684A (en) | 2002-03-14 | 2002-03-14 | Pesticidal composition |
| PCT/IL2003/000222 WO2003075657A1 (en) | 2002-03-14 | 2003-03-13 | Pesticidal composition comprising a lactate ester as crystal growth inhibitor |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2479053A1 CA2479053A1 (en) | 2003-09-18 |
| CA2479053C true CA2479053C (en) | 2012-05-15 |
Family
ID=27799853
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2479053A Expired - Fee Related CA2479053C (en) | 2002-03-14 | 2003-03-13 | Pesticidal composition comprising a lactate ester as crystal growth inhibitor |
Country Status (31)
Families Citing this family (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1929735B (zh) * | 2004-02-06 | 2011-06-15 | 拜尔作物科学股份公司 | 植物保护组合物及其用途 |
| US20060171978A1 (en) * | 2005-01-28 | 2006-08-03 | Lopes John A | Disinfecting and antimicrobial compositions |
| DE102005022148A1 (de) * | 2005-05-13 | 2006-11-23 | Lanxess Deutschland Gmbh | Fungizide Mischungen |
| DE102005042876A1 (de) | 2005-09-09 | 2007-03-22 | Bayer Cropscience Ag | Verwendung von Laktatestern zur Verbesserung der Wirkung von Pflanzenschutzmitteln |
| ES2288093B1 (es) * | 2005-09-26 | 2008-12-16 | Gat Formulation Gmbh | Formulaciones de plaguicidas con riesgo de cristalizacion y procedimiento para su obtencion. |
| JP5710877B2 (ja) * | 2006-04-28 | 2015-04-30 | シーバ アニマル ヘルス リミテッド ライアビリティ カンパニー | ピレスロイドを含有する高濃度局所殺虫剤 |
| TWI403266B (zh) * | 2006-08-30 | 2013-08-01 | Dow Agrosciences Llc | 農業上有用之組成物 |
| DE102007018983A1 (de) * | 2007-04-21 | 2008-10-23 | Cognis Ip Management Gmbh | Agrochemische Zubereitungen |
| EP2285212B1 (en) * | 2008-04-30 | 2016-02-17 | Sumitomo Chemical Company, Limited | Novel pyriproxyfen compositions |
| BRPI0900019A2 (pt) * | 2009-01-12 | 2010-10-19 | Rotam Agrochem Int Co Ltd | suspoemulsões com base aquosa, processo de preparação e uso desta e método de tratamento de pragas indesejadas em um local |
| MX2012000421A (es) | 2009-07-28 | 2012-02-08 | Basf Se | Composiciones plaguicidas de suspo - emulsiones. |
| EP2292092A1 (en) | 2009-09-02 | 2011-03-09 | Cognis IP Management GmbH | Biocide compositions comprising esters of ketocarboxylic acids |
| WO2011037968A1 (en) * | 2009-09-22 | 2011-03-31 | Valent U.S.A, Corporation | Metconazole compositions and methods of use |
| KR101869107B1 (ko) * | 2010-02-12 | 2018-06-19 | 바스프 에스이 | 용해된 살충제 및 현탁된 살충제, 알킬 락테이트 및 알콜을 포함하는 무수 조성물 |
| AU2015201945B2 (en) * | 2010-03-12 | 2017-03-16 | Monsanto Technology Llc | Plant health compositions comprising a water-soluble pesticide and a water-insoluble agrochemical |
| CN102946724B (zh) | 2010-03-12 | 2016-01-20 | 孟山都技术公司 | 包含水溶性农药和水不溶性农业化学品的植物健康组合物 |
| EP2387886B1 (en) | 2010-05-18 | 2016-01-06 | Cognis IP Management GmbH | Biocide compositions comprising isoamyl lactate |
| GB2483052B (en) * | 2010-08-17 | 2012-12-19 | Rotam Agrochem Int Co Ltd | Herbicidal compositions |
| MX352071B (es) | 2011-07-26 | 2017-11-07 | Clariant Int Ltd | Ésteres de lactato eterificados, método de producción de los mismos y uso de los mismos para intensificar el efecto de agentes protectores de plantas. |
| CN104244712A (zh) * | 2012-03-05 | 2014-12-24 | 阿彻丹尼尔斯米德兰德公司 | 微乳液及其作为输送系统的用途 |
| AR093942A1 (es) * | 2012-12-19 | 2015-07-01 | Akzo Nobel Chemicals Int Bv | Composiciones y metodos para mejorar la compatibilidad de sales herbicidas solubles en agua y fertilizante concentrado |
| US11369108B2 (en) * | 2015-12-22 | 2022-06-28 | Bayer Cropscience Aktiengesellschaft | Emulsion concentrates of lipophilic compounds |
| US20230139501A1 (en) * | 2021-11-03 | 2023-05-04 | Rotam Agrochem International Company Limited | High-content abamectin emulsifiable concentrate |
Family Cites Families (24)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3247050A1 (de) * | 1982-12-20 | 1984-06-20 | Bayer Ag, 5090 Leverkusen | Herbizide mittel |
| EP0357559B1 (de) * | 1988-09-02 | 1994-10-19 | AgrEvo UK Limited | Wässrige Formulierungen und deren Verwendung |
| JPH02108602A (ja) * | 1988-10-19 | 1990-04-20 | Toho Chem Ind Co Ltd | 安定な水中油型乳濁状農薬組成物 |
| DE3910921C1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1989-04-05 | 1990-05-17 | Bayer Ag, 5090 Leverkusen, De | |
| DE4013522A1 (de) * | 1990-04-27 | 1991-10-31 | Bayer Ag | Verwendung von alkylcarbonsaeure-dimethylamiden als kristallisationsinhibitoren |
| ZA913751B (en) * | 1990-05-18 | 1992-02-26 | Daratech Pty Ltd | Controlled release composition |
| JPH05178763A (ja) * | 1991-02-19 | 1993-07-20 | Nippon Saafuakutanto Kogyo Kk | 難溶解性薬物溶解剤組成物 |
| GB9203429D0 (en) * | 1992-02-18 | 1992-04-01 | Schering Agrochemicals Ltd | Pesticidal compositions |
| US5531995A (en) * | 1992-10-29 | 1996-07-02 | Makhteshim Chemical Works Ltd. | Low ecotoxic formulations of pesticides |
| JPH07165515A (ja) * | 1993-10-21 | 1995-06-27 | Mitsubishi Chem Corp | 固形農薬組成物 |
| JPH07278459A (ja) * | 1994-04-08 | 1995-10-24 | Toyo Ink Mfg Co Ltd | モノアゾレーキ顔料組成物及びグラビアインキ |
| JPH0826907A (ja) * | 1994-07-04 | 1996-01-30 | Makhteshim Chem Works Ltd | 低環境有害性・乳化性濃厚農薬製剤 |
| JPH0826906A (ja) * | 1994-07-04 | 1996-01-30 | Makhteshim Chem Works Ltd | 低環境有害性農薬製剤 |
| EP0967874A1 (en) * | 1997-02-18 | 2000-01-05 | Sumitomo Chemical Company Limited | Herbicidal composition |
| US6165940A (en) * | 1998-09-25 | 2000-12-26 | American Cyanamid Co. | Non-aqueous suspension concentrate |
| WO2000018227A1 (en) * | 1998-09-25 | 2000-04-06 | American Cyanamid Company | Non-aqueous suspension concentrate |
| JP2000119103A (ja) * | 1998-10-12 | 2000-04-25 | Fumakilla Ltd | 水性懸濁状殺虫剤組成物 |
| EP1139756A1 (en) * | 1998-12-17 | 2001-10-10 | Syngenta Participations AG | Pesticidal aqueous suspension concentrates |
| JP3524445B2 (ja) * | 1999-09-17 | 2004-05-10 | カネボウ株式会社 | 清涼剤組成物 |
| EP1210877A1 (en) * | 2000-12-01 | 2002-06-05 | Aventis CropScience GmbH | Oil-in-water emulsion formulation of insecticides |
| US20040253287A1 (en) * | 2002-08-03 | 2004-12-16 | Denton Robert Michael | Environmentally safe insecticides |
| US20060199736A1 (en) * | 2002-12-16 | 2006-09-07 | Vertec Biosolvents, Inc. | Environmentally benign bioactive formulation |
| CA2619018A1 (en) * | 2005-09-05 | 2007-03-15 | Cheminova A/S | Concentrated liquid triazole-fungicide formulations |
| DE102005042876A1 (de) * | 2005-09-09 | 2007-03-22 | Bayer Cropscience Ag | Verwendung von Laktatestern zur Verbesserung der Wirkung von Pflanzenschutzmitteln |
-
2002
- 2002-03-14 IL IL148684A patent/IL148684A/en active IP Right Grant
-
2003
- 2003-03-11 AR ARP030100837A patent/AR038935A1/es active IP Right Grant
- 2003-03-13 BR BRPI0308455A patent/BR0308455B1/pt not_active IP Right Cessation
- 2003-03-13 EP EP03710187A patent/EP1482790B8/en not_active Expired - Lifetime
- 2003-03-13 AU AU2003214607A patent/AU2003214607B2/en not_active Ceased
- 2003-03-13 EA EA200401079A patent/EA007031B1/ru not_active IP Right Cessation
- 2003-03-13 JP JP2003573944A patent/JP4657607B2/ja not_active Expired - Fee Related
- 2003-03-13 ES ES03710187T patent/ES2311692T3/es not_active Expired - Lifetime
- 2003-03-13 PT PT03710187T patent/PT1482790E/pt unknown
- 2003-03-13 KR KR1020047014426A patent/KR101058816B1/ko not_active Expired - Fee Related
- 2003-03-13 OA OA1200400238A patent/OA12786A/en unknown
- 2003-03-13 US US10/507,103 patent/US20050169951A1/en not_active Abandoned
- 2003-03-13 NZ NZ535303A patent/NZ535303A/en not_active IP Right Cessation
- 2003-03-13 CN CN2010101210579A patent/CN101816300B/zh not_active Expired - Fee Related
- 2003-03-13 AT AT03710187T patent/ATE403375T1/de active
- 2003-03-13 AP APAP/P/2004/003139A patent/AP2004003139A0/en unknown
- 2003-03-13 RS YUP-809/04A patent/RS80904A/sr unknown
- 2003-03-13 MX MXPA04008923 patent/MX243369B/es active IP Right Grant
- 2003-03-13 PL PL373507A patent/PL208389B1/pl not_active IP Right Cessation
- 2003-03-13 SI SI200331318T patent/SI1482790T1/sl unknown
- 2003-03-13 HR HR20040815A patent/HRP20040815A2/hr not_active Application Discontinuation
- 2003-03-13 CN CNA038088002A patent/CN1646012A/zh active Pending
- 2003-03-13 WO PCT/IL2003/000222 patent/WO2003075657A1/en active IP Right Grant
- 2003-03-13 CA CA2479053A patent/CA2479053C/en not_active Expired - Fee Related
- 2003-03-13 DE DE60322676T patent/DE60322676D1/de not_active Expired - Lifetime
- 2003-03-13 DK DK03710187T patent/DK1482790T3/da active
-
2004
- 2004-09-07 LT LT2004086A patent/LT5234B/lt not_active IP Right Cessation
- 2004-09-09 IN IN1322KO2004 patent/IN2004KO01322A/en unknown
- 2004-09-10 ZA ZA200407283A patent/ZA200407283B/en unknown
- 2004-09-13 CO CO04090720A patent/CO5611058A2/es active IP Right Grant
- 2004-09-13 CR CR7478A patent/CR7478A/es unknown
-
2008
- 2008-10-29 CY CY20081101223T patent/CY1108463T1/el unknown
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| MKLA | Lapsed |
Effective date: 20160314 |