CA2633730C - Formulations of bifenthrin and enriched cypermethrin - Google Patents
Formulations of bifenthrin and enriched cypermethrin Download PDFInfo
- Publication number
- CA2633730C CA2633730C CA2633730A CA2633730A CA2633730C CA 2633730 C CA2633730 C CA 2633730C CA 2633730 A CA2633730 A CA 2633730A CA 2633730 A CA2633730 A CA 2633730A CA 2633730 C CA2633730 C CA 2633730C
- Authority
- CA
- Canada
- Prior art keywords
- composition
- concentration
- present
- cypermethrin
- insecticidal composition
- 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.)
- Active
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 121
- 239000005874 Bifenthrin Substances 0.000 title claims abstract description 30
- OMFRMAHOUUJSGP-IRHGGOMRSA-N bifenthrin Chemical compound C1=CC=C(C=2C=CC=CC=2)C(C)=C1COC(=O)[C@@H]1[C@H](\C=C(/Cl)C(F)(F)F)C1(C)C OMFRMAHOUUJSGP-IRHGGOMRSA-N 0.000 title claims abstract description 30
- KAATUXNTWXVJKI-UHFFFAOYSA-N cypermethrin Chemical compound CC1(C)C(C=C(Cl)Cl)C1C(=O)OC(C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 KAATUXNTWXVJKI-UHFFFAOYSA-N 0.000 title claims abstract description 21
- 239000005946 Cypermethrin Substances 0.000 title claims abstract description 20
- 229960005424 cypermethrin Drugs 0.000 title claims abstract description 20
- 238000009472 formulation Methods 0.000 title description 35
- 230000000749 insecticidal effect Effects 0.000 claims abstract description 30
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 31
- KAATUXNTWXVJKI-QPIRBTGLSA-N [(s)-cyano-(3-phenoxyphenyl)methyl] 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate Chemical compound CC1(C)C(C=C(Cl)Cl)C1C(=O)O[C@H](C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 KAATUXNTWXVJKI-QPIRBTGLSA-N 0.000 claims description 21
- -1 alkylbenzene sulfonate salt Chemical class 0.000 claims description 21
- 239000005943 zeta-Cypermethrin Substances 0.000 claims description 21
- 239000004359 castor oil Substances 0.000 claims description 19
- 229920001223 polyethylene glycol Polymers 0.000 claims description 19
- 239000002904 solvent Substances 0.000 claims description 17
- 239000002202 Polyethylene glycol Substances 0.000 claims description 16
- 125000003118 aryl group Chemical group 0.000 claims description 16
- 235000019438 castor oil Nutrition 0.000 claims description 16
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 16
- 229930195729 fatty acid Natural products 0.000 claims description 16
- 239000000194 fatty acid Substances 0.000 claims description 16
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 claims description 16
- 239000003849 aromatic solvent Substances 0.000 claims description 13
- 239000003208 petroleum Substances 0.000 claims description 12
- 239000004094 surface-active agent Substances 0.000 claims description 12
- 239000002518 antifoaming agent Substances 0.000 claims description 10
- 239000003795 chemical substances by application Substances 0.000 claims description 8
- 239000004495 emulsifiable concentrate Substances 0.000 claims description 7
- YRIUSKIDOIARQF-UHFFFAOYSA-N dodecyl benzenesulfonate Chemical compound CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 YRIUSKIDOIARQF-UHFFFAOYSA-N 0.000 claims description 6
- 150000004665 fatty acids Chemical class 0.000 claims description 6
- 125000001931 aliphatic group Chemical group 0.000 claims description 5
- 150000002790 naphthalenes Chemical class 0.000 claims description 5
- KAATUXNTWXVJKI-NSHGMRRFSA-N (1R)-cis-(alphaS)-cypermethrin Chemical compound CC1(C)[C@@H](C=C(Cl)Cl)[C@H]1C(=O)O[C@H](C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 KAATUXNTWXVJKI-NSHGMRRFSA-N 0.000 claims description 4
- 230000003115 biocidal effect Effects 0.000 claims description 4
- 239000003139 biocide Substances 0.000 claims description 4
- MUHFRORXWCGZGE-KTKRTIGZSA-N 2-hydroxyethyl (z)-octadec-9-enoate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCCO MUHFRORXWCGZGE-KTKRTIGZSA-N 0.000 claims description 3
- 159000000007 calcium salts Chemical class 0.000 claims description 3
- 229940071161 dodecylbenzenesulfonate Drugs 0.000 claims description 3
- KAATUXNTWXVJKI-GGPKGHCWSA-N (1R)-trans-(alphaS)-cypermethrin Chemical compound CC1(C)[C@H](C=C(Cl)Cl)[C@H]1C(=O)O[C@H](C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 KAATUXNTWXVJKI-GGPKGHCWSA-N 0.000 claims description 2
- 239000005877 Alpha-Cypermethrin Substances 0.000 claims description 2
- 239000007798 antifreeze agent Substances 0.000 claims description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims 2
- HXMVNCMPQGPRLN-UHFFFAOYSA-N 2-hydroxyputrescine Chemical class NCCC(O)CN HXMVNCMPQGPRLN-UHFFFAOYSA-N 0.000 claims 1
- 229940077388 benzenesulfonate Drugs 0.000 claims 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 19
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 14
- 239000012530 fluid Substances 0.000 description 14
- 239000004480 active ingredient Substances 0.000 description 12
- 239000002917 insecticide Substances 0.000 description 11
- 238000000926 separation method Methods 0.000 description 11
- 229960000583 acetic acid Drugs 0.000 description 8
- 238000010790 dilution Methods 0.000 description 8
- 239000012895 dilution Substances 0.000 description 8
- 235000011187 glycerol Nutrition 0.000 description 7
- 238000000034 method Methods 0.000 description 7
- 239000000126 substance Substances 0.000 description 6
- 239000000839 emulsion Substances 0.000 description 5
- 239000003755 preservative agent Substances 0.000 description 5
- 230000002335 preservative effect Effects 0.000 description 5
- 241000238631 Hexapoda Species 0.000 description 4
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 3
- 241000607479 Yersinia pestis Species 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 238000012986 modification Methods 0.000 description 3
- 230000004048 modification Effects 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 238000013112 stability test Methods 0.000 description 3
- OVSKIKFHRZPJSS-UHFFFAOYSA-N 2,4-D Chemical compound OC(=O)COC1=CC=C(Cl)C=C1Cl OVSKIKFHRZPJSS-UHFFFAOYSA-N 0.000 description 2
- QYYMDNHUJFIDDQ-UHFFFAOYSA-N 5-chloro-2-methyl-1,2-thiazol-3-one;2-methyl-1,2-thiazol-3-one Chemical compound CN1SC=CC1=O.CN1SC(Cl)=CC1=O QYYMDNHUJFIDDQ-UHFFFAOYSA-N 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 238000013019 agitation Methods 0.000 description 2
- 229920000180 alkyd Polymers 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 230000015556 catabolic process Effects 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 230000001055 chewing effect Effects 0.000 description 2
- 238000006731 degradation reaction Methods 0.000 description 2
- 239000008367 deionised water Substances 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 239000012362 glacial acetic acid Substances 0.000 description 2
- 239000012456 homogeneous solution Substances 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 229920001521 polyalkylene glycol ether Polymers 0.000 description 2
- 229920001296 polysiloxane Polymers 0.000 description 2
- 239000002728 pyrethroid Substances 0.000 description 2
- 238000001228 spectrum Methods 0.000 description 2
- JLHMJWHSBYZWJJ-UHFFFAOYSA-N 1,2-thiazole 1-oxide Chemical compound O=S1C=CC=N1 JLHMJWHSBYZWJJ-UHFFFAOYSA-N 0.000 description 1
- VEQMUQZKBLIXLT-UHFFFAOYSA-N 2,3-dimethylcyclopropane-1-carboxylic acid Chemical compound CC1C(C)C1C(O)=O VEQMUQZKBLIXLT-UHFFFAOYSA-N 0.000 description 1
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 235000013339 cereals Nutrition 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- KWKXNDCHNDYVRT-UHFFFAOYSA-N dodecylbenzene Chemical compound CCCCCCCCCCCCC1=CC=CC=C1 KWKXNDCHNDYVRT-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 235000013312 flour Nutrition 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 239000012669 liquid formulation Substances 0.000 description 1
- XKBGEWXEAPTVCK-UHFFFAOYSA-M methyltrioctylammonium chloride Chemical compound [Cl-].CCCCCCCC[N+](C)(CCCCCCCC)CCCCCCCC XKBGEWXEAPTVCK-UHFFFAOYSA-M 0.000 description 1
- 239000008402 moderately hard water Substances 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- QWIDXEUVWSDDQX-SVMKZPJVSA-N octadecanoic acid;(z)-octadec-9-enoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O.CCCCCCCC\C=C/CCCCCCCC(O)=O QWIDXEUVWSDDQX-SVMKZPJVSA-N 0.000 description 1
- XFFIJFQYPZLQES-QHZLVCOXSA-N octadecanoic acid;(z)-octadec-9-enoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O.CCCCCCCC\C=C/CCCCCCCC(O)=O.CCCCCCCC\C=C/CCCCCCCC(O)=O XFFIJFQYPZLQES-QHZLVCOXSA-N 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 230000000361 pesticidal effect Effects 0.000 description 1
- 238000005191 phase separation Methods 0.000 description 1
- 230000003389 potentiating effect Effects 0.000 description 1
- 239000008213 purified water Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 239000012258 stirred mixture Substances 0.000 description 1
- UKEYAMZBIGBEQL-UHFFFAOYSA-N tri(octanoyl)azanium;chloride Chemical compound [Cl-].CCCCCCCC(=O)[NH+](C(=O)CCCCCCC)C(=O)CCCCCCC UKEYAMZBIGBEQL-UHFFFAOYSA-N 0.000 description 1
- 239000004034 viscosity adjusting agent Substances 0.000 description 1
- 230000000007 visual effect Effects 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
- A01N35/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical
- A01N35/04—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical containing aldehyde or keto groups, or thio analogues thereof, directly attached to an aromatic ring system, e.g. acetophenone; Derivatives thereof, e.g. acetals
-
- 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
- A01N53/00—Biocides, pest repellants or attractants, or plant growth regulators containing cyclopropane carboxylic acids or 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
- 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
-
- 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
- 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
- A01N37/10—Aromatic or araliphatic carboxylic acids, or thio analogues thereof; 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
- 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
- A01N37/34—Nitriles
Landscapes
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Health & Medical Sciences (AREA)
- Zoology (AREA)
- Agronomy & Crop Science (AREA)
- Plant Pathology (AREA)
- Environmental Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Pest Control & Pesticides (AREA)
- Toxicology (AREA)
- Chemical & Material Sciences (AREA)
- Dispersion Chemistry (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US75297905P | 2005-12-22 | 2005-12-22 | |
| US60/752,979 | 2005-12-22 | ||
| PCT/US2006/049061 WO2007076027A2 (en) | 2005-12-22 | 2006-12-21 | Novel formulations of bifenthrin and enriched cypermethrin |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2633730A1 CA2633730A1 (en) | 2007-07-05 |
| CA2633730C true CA2633730C (en) | 2014-09-09 |
Family
ID=38218672
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2633730A Active CA2633730C (en) | 2005-12-22 | 2006-12-21 | Formulations of bifenthrin and enriched cypermethrin |
| CA2633732A Active CA2633732C (en) | 2005-12-22 | 2006-12-21 | Insecticidal and miticidal compositions of bifenthrin and cyano-pyrethroids |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2633732A Active CA2633732C (en) | 2005-12-22 | 2006-12-21 | Insecticidal and miticidal compositions of bifenthrin and cyano-pyrethroids |
Country Status (12)
| Country | Link |
|---|---|
| US (6) | US8153145B2 (enExample) |
| EP (3) | EP1962592A2 (enExample) |
| JP (2) | JP5053290B2 (enExample) |
| KR (2) | KR101353091B1 (enExample) |
| CN (2) | CN101384174B (enExample) |
| AU (2) | AU2006330917B2 (enExample) |
| BR (3) | BRPI0620131B1 (enExample) |
| CA (2) | CA2633730C (enExample) |
| IL (2) | IL192347A (enExample) |
| RU (2) | RU2412594C2 (enExample) |
| UA (2) | UA90440C2 (enExample) |
| WO (2) | WO2007076027A2 (enExample) |
Families Citing this family (27)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR101353091B1 (ko) * | 2005-12-22 | 2014-01-17 | 에프엠씨 코포레이션 | 바이펜트린 및 사이아노-파이레트로이드의 살충성 및살비성 혼합물 |
| US20090111873A1 (en) * | 2006-06-30 | 2009-04-30 | Fmc Corporation | Novel Zeta-Cypermethrin Composition |
| AR075294A1 (es) * | 2008-10-31 | 2011-03-23 | Dow Agrosciences Llc | Control de la dispersion de la pulverizacion de pesticidas con esteres auto emulsificables |
| US20100287817A1 (en) * | 2009-05-14 | 2010-11-18 | Fmc Corporation | Method for Ant Control |
| EP2688409A1 (en) * | 2011-03-23 | 2014-01-29 | Makhteshim Chemical Works Ltd. | Synergistic agricultural pest control |
| GB201205562D0 (en) * | 2012-03-29 | 2012-05-09 | Reckitt & Colman Overseas | Liquid insecticidal compositions |
| CN103238593B (zh) * | 2013-05-22 | 2015-01-07 | 广西田园生化股份有限公司 | 一种农药液体制剂的稳定剂组合物及应用 |
| AU2014324442B2 (en) | 2013-09-30 | 2018-06-14 | Fmc Corporation | Foam formulations and apparatus for delivery |
| US20150099627A1 (en) * | 2013-10-04 | 2015-04-09 | Fmc Corporation | Co-Formulations of Bifenthrin with Encapsulated Crop Protection Agents For Use with Liquid Fertilizers |
| CN103651555B (zh) * | 2013-12-06 | 2015-04-29 | 济南凯因生物科技有限公司 | 一种含有氯唑磷的水乳剂及应用 |
| CN103688983A (zh) * | 2013-12-06 | 2014-04-02 | 济南凯因生物科技有限公司 | 一种含有联苯菊酯的乳油及应用 |
| CN103704246B (zh) * | 2013-12-10 | 2015-06-17 | 徐茂航 | 一种增效杀虫剂组合物及应用 |
| UY36181A (es) | 2014-06-24 | 2016-09-30 | Fmc Corp | Formulaciones de espumas y concentrados emulsionables |
| CN104397011B (zh) * | 2014-11-04 | 2017-03-22 | 江苏辉丰农化股份有限公司 | 具有增效作用的杀虫杀螨剂组合物 |
| KR101942886B1 (ko) * | 2015-03-05 | 2019-01-28 | 다이니혼 죠츄기쿠 가부시키가이샤 | 가열 증산용 수성 살충제 조성물 및 가열 증산용 수성 살충제 조성물의 가열 증산 방법 |
| SG10201503805XA (en) * | 2015-04-19 | 2016-11-29 | Sabinsa Corp | Calebin A For Hepatic Steatosis |
| RU2616392C1 (ru) * | 2015-11-12 | 2017-04-14 | Закрытое акционерное общество "ФПГ ЭНЕРГОКОНТРАКТ" | Композиции, текстильный материал и изделия с инсектоакарицидными свойствами |
| US11632959B2 (en) | 2015-12-23 | 2023-04-25 | Fmc Corporation | In situ treatment of seed in furrow |
| JP2019515896A (ja) * | 2016-04-06 | 2019-06-13 | エフ エム シー コーポレーションＦｍｃ Ｃｏｒｐｏｒａｔｉｏｎ | 蛛形綱種の繁殖力を制御するための組成物および方法 |
| DE102016208567A1 (de) * | 2016-05-19 | 2017-11-23 | Heraeus Medical Gmbh | Polymerlösung zur Viscosupplementation |
| CN106070298A (zh) * | 2016-05-31 | 2016-11-09 | 刘园 | 一种防治玉米黑粉病的组合物及其制备方法 |
| CN106376591A (zh) * | 2016-08-30 | 2017-02-08 | 枣阳市先飞高科农药有限公司 | 一种甲氰菊酯高效杀虫剂的制备方法 |
| CN106719782A (zh) * | 2016-12-31 | 2017-05-31 | 新昌县云河虫害防治技术开发有限公司 | 茶树用杀虫剂 |
| US10743535B2 (en) | 2017-08-18 | 2020-08-18 | H&K Solutions Llc | Insecticide for flight-capable pests |
| US20190324548A1 (en) * | 2018-04-18 | 2019-10-24 | JG Management Pty. Ltd. | Gesture-based designation of regions of interest in images |
| UA128229C2 (uk) * | 2018-07-26 | 2024-05-15 | Юпл Лтд | Стабільна рідка агрохімічна композиція |
| RU2724514C1 (ru) * | 2019-12-25 | 2020-06-23 | АО "Щелково Агрохим" | Инсектицидная композиция |
Family Cites Families (34)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2898267A (en) * | 1955-09-07 | 1959-08-04 | Witco Chemical Corp | Emulsifiable toxicant compositions and emulsifying agents therefor |
| DE2329044A1 (de) * | 1973-06-07 | 1975-01-02 | Basf Ag | Herbizid |
| JPS5710842B2 (enExample) | 1973-10-18 | 1982-03-01 | ||
| GB2012585B (en) * | 1977-12-20 | 1982-04-15 | Ici Ltd | Insecticidal formulations |
| IT1123122B (it) * | 1979-09-12 | 1986-04-30 | Montedison Spa | Composizioni liquide insetticide contenenti piretroidi sintetici |
| DE3343092A1 (de) * | 1983-11-29 | 1985-06-05 | Bayer Ag, 5090 Leverkusen | Wasserloesliche pestizide formulierung |
| US4997970A (en) * | 1987-06-15 | 1991-03-05 | Fmc Corporation | Conversion of pyrethroid isomers to move active species |
| CA1314559C (en) * | 1987-06-15 | 1993-03-16 | John Winfrid Ager | Conversion of pyrethroid isomers to more active species |
| US5028731A (en) | 1989-11-17 | 1991-07-02 | Fmc Corporation | Preparation of mixtures of cypermethrin or cyfluthrin isomers enriched in more active species |
| US5164411A (en) | 1991-01-25 | 1992-11-17 | Fmc Corporation | Pyrethroid compositions |
| US5443835A (en) * | 1993-09-30 | 1995-08-22 | Church & Dwight Co. Inc. | Bicarbonate salt pesticide composition containing a clathrate spreader-sticker ingredient |
| EP0765120B1 (en) * | 1994-06-08 | 2005-12-21 | Syngenta Participations AG | Synergistic compositions comprising lufenuron and profenofos |
| DE69713077T2 (de) * | 1996-02-28 | 2003-01-23 | Nippon Zeon Co., Ltd. | Wachstumregulator für nutzpflanzen und verfahren zur wachstumsregulation von nutzpflanzen |
| CN100399898C (zh) | 1996-04-29 | 2008-07-09 | 诺瓦蒂斯公司 | 农药组合物 |
| JP4093509B2 (ja) * | 1998-02-23 | 2008-06-04 | 住友化学株式会社 | 有害節足動物駆除組成物 |
| US6379687B2 (en) | 1998-05-28 | 2002-04-30 | Bayer Corporation | Inhibiting phase separation in low viscosity water-based pesticide suspensions |
| FR2780857B1 (fr) * | 1998-07-07 | 2006-09-22 | Novartis Ag | Agent pesticide |
| CO5210925A1 (es) * | 1998-11-17 | 2002-10-30 | Novartis Ag | Derivados de diamino nitroguanidina tetrasustituidos |
| US6048542A (en) * | 1999-03-08 | 2000-04-11 | Bayer Corporation | Inhibiting growth of microorganisms in water-based pesticide suspensions |
| US6713077B1 (en) * | 1999-07-28 | 2004-03-30 | Monsanto Technology, Llc | Control of shoot/foliar feeding pests with pesticide seed treatments |
| FR2805971B1 (fr) * | 2000-03-08 | 2004-01-30 | Aventis Cropscience Sa | Procedes de traitement et/ou de protection des cultures contre les arthropodes et compositions utiles pour de tels procedes |
| AR030412A1 (es) * | 2000-03-22 | 2003-08-20 | Fmc Corp | Proceso novedoso para preparar formulaciones acuosas |
| AR029677A1 (es) * | 2000-06-29 | 2003-07-10 | Bayer Ag | Combinaciones de compuestos activos con propiedades insecticidas y acaricidas |
| JP4904631B2 (ja) * | 2000-10-27 | 2012-03-28 | ソニー株式会社 | 不揮発性半導体記憶装置およびその製造方法 |
| TWI325302B (en) * | 2001-08-13 | 2010-06-01 | Du Pont | Benzoxazinone compounds |
| US6541516B1 (en) * | 2001-09-14 | 2003-04-01 | Isp Investments Inc. | Water miscible emulsions of pyrethroid insecticides or triazole fungicides |
| US20050049146A1 (en) * | 2001-11-05 | 2005-03-03 | Chiarello John F. | Use of substituted dibenzothiepine derivatives as insecticidal, acaricidal and nematicidal agents |
| EP1453469A2 (en) * | 2001-12-12 | 2004-09-08 | Fmc Corporation | Improved effectiveness of invertebrate pest-control agents |
| WO2003061828A1 (en) * | 2002-01-21 | 2003-07-31 | Sumitomo Titanium Corporation | Photocatalytic composite material and method for preparation thereof |
| US6794576B1 (en) | 2002-06-04 | 2004-09-21 | Cisco Technology, Inc. | Power entry apparatus and method |
| US20050215433A1 (en) * | 2004-03-26 | 2005-09-29 | Benitez Francisco M | Aromatic fluid as agricultural solvent |
| TWI402034B (zh) * | 2005-07-28 | 2013-07-21 | Dow Agrosciences Llc | 具有被層狀液晶覆膜包覆之油球之水包油乳化劑之農用組成物 |
| KR101353091B1 (ko) * | 2005-12-22 | 2014-01-17 | 에프엠씨 코포레이션 | 바이펜트린 및 사이아노-파이레트로이드의 살충성 및살비성 혼합물 |
| US20080294502A1 (en) * | 2007-05-25 | 2008-11-27 | Eventmobile, Inc. | System and Method for Providing Event-Based Services |
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- 2006-12-21 EP EP15194630.8A patent/EP3009000A1/en not_active Withdrawn
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