ZA200508121B - Pesticidal emulsifiable concentrate - Google Patents
Pesticidal emulsifiable concentrate Download PDFInfo
- Publication number
- ZA200508121B ZA200508121B ZA200508121A ZA200508121A ZA200508121B ZA 200508121 B ZA200508121 B ZA 200508121B ZA 200508121 A ZA200508121 A ZA 200508121A ZA 200508121 A ZA200508121 A ZA 200508121A ZA 200508121 B ZA200508121 B ZA 200508121B
- Authority
- ZA
- South Africa
- Prior art keywords
- emulsifiable concentrate
- pesticidal emulsifiable
- polyoxyethylene polyoxypropylene
- present
- weight
- Prior art date
Links
- 239000004495 emulsifiable concentrate Substances 0.000 title claims description 29
- 230000000361 pesticidal effect Effects 0.000 title claims description 28
- 229920002503 polyoxyethylene-polyoxypropylene Polymers 0.000 claims description 23
- 239000005926 Pyridalyl Substances 0.000 claims description 18
- AEHJMNVBLRLZKK-UHFFFAOYSA-N pyridalyl Chemical group N1=CC(C(F)(F)F)=CC=C1OCCCOC1=C(Cl)C=C(OCC=C(Cl)Cl)C=C1Cl AEHJMNVBLRLZKK-UHFFFAOYSA-N 0.000 claims description 18
- 150000004945 aromatic hydrocarbons Chemical class 0.000 claims description 14
- 150000008055 alkyl aryl sulfonates Chemical class 0.000 claims description 13
- OOCMUZJPDXYRFD-UHFFFAOYSA-L calcium;2-dodecylbenzenesulfonate Chemical group [Ca+2].CCCCCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O.CCCCCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O OOCMUZJPDXYRFD-UHFFFAOYSA-L 0.000 claims description 3
- YRIUSKIDOIARQF-UHFFFAOYSA-N dodecyl benzenesulfonate Chemical compound CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 YRIUSKIDOIARQF-UHFFFAOYSA-N 0.000 claims 1
- 229940071161 dodecylbenzenesulfonate Drugs 0.000 claims 1
- 239000002904 solvent Substances 0.000 description 14
- QPUYECUOLPXSFR-UHFFFAOYSA-N 1-methylnaphthalene Chemical compound C1=CC=C2C(C)=CC=CC2=C1 QPUYECUOLPXSFR-UHFFFAOYSA-N 0.000 description 10
- -1 phenol compound Chemical class 0.000 description 9
- QNLZIZAQLLYXTC-UHFFFAOYSA-N 1,2-dimethylnaphthalene Chemical compound C1=CC=CC2=C(C)C(C)=CC=C21 QNLZIZAQLLYXTC-UHFFFAOYSA-N 0.000 description 8
- 241000219357 Cactaceae Species 0.000 description 8
- 239000004615 ingredient Substances 0.000 description 8
- 239000000126 substance Substances 0.000 description 7
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 239000000203 mixture Substances 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 4
- 239000000839 emulsion Substances 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- OVSKIKFHRZPJSS-UHFFFAOYSA-N 2,4-D Chemical compound OC(=O)COC1=CC=C(Cl)C=C1Cl OVSKIKFHRZPJSS-UHFFFAOYSA-N 0.000 description 3
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 3
- 241000607479 Yersinia pestis Species 0.000 description 3
- 238000010790 dilution Methods 0.000 description 3
- 239000012895 dilution Substances 0.000 description 3
- 239000008096 xylene Substances 0.000 description 3
- FYGHSUNMUKGBRK-UHFFFAOYSA-N 1,2,3-trimethylbenzene Chemical compound CC1=CC=CC(C)=C1C FYGHSUNMUKGBRK-UHFFFAOYSA-N 0.000 description 2
- 150000004996 alkyl benzenes Chemical class 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- DIOQZVSQGTUSAI-UHFFFAOYSA-N decane Chemical compound CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 238000005507 spraying Methods 0.000 description 2
- GNPWYHFXSMINJQ-UHFFFAOYSA-N 1,2-dimethyl-3-(1-phenylethyl)benzene Chemical compound C=1C=CC(C)=C(C)C=1C(C)C1=CC=CC=C1 GNPWYHFXSMINJQ-UHFFFAOYSA-N 0.000 description 1
- VLODCNGYDDGPFG-UHFFFAOYSA-N 2,3-dimethyl-1-propan-2-ylnaphthalene Chemical compound C1=CC=C2C(C(C)C)=C(C)C(C)=CC2=C1 VLODCNGYDDGPFG-UHFFFAOYSA-N 0.000 description 1
- FWTLXAOXYOOOBF-UHFFFAOYSA-N 2,3-dimethyl-1-propylnaphthalene Chemical compound C1=CC=C2C(CCC)=C(C)C(C)=CC2=C1 FWTLXAOXYOOOBF-UHFFFAOYSA-N 0.000 description 1
- XTJFFFGAUHQWII-UHFFFAOYSA-N Dibutyl adipate Chemical compound CCCCOC(=O)CCCCC(=O)OCCCC XTJFFFGAUHQWII-UHFFFAOYSA-N 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical class C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- ZQISRDCJNBUVMM-YFKPBYRVSA-N L-histidinol Chemical compound OC[C@@H](N)CC1=CNC=N1 ZQISRDCJNBUVMM-YFKPBYRVSA-N 0.000 description 1
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 1
- 101150108558 PAD1 gene Proteins 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical class CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 159000000007 calcium salts Chemical class 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 150000003946 cyclohexylamines Chemical class 0.000 description 1
- 229940100539 dibutyl adipate Drugs 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- GVGUFUZHNYFZLC-UHFFFAOYSA-N dodecyl benzenesulfonate;sodium Chemical compound [Na].CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 GVGUFUZHNYFZLC-UHFFFAOYSA-N 0.000 description 1
- QYDYPVFESGNLHU-UHFFFAOYSA-N elaidic acid methyl ester Natural products CCCCCCCCC=CCCCCCCCC(=O)OC QYDYPVFESGNLHU-UHFFFAOYSA-N 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 159000000003 magnesium salts Chemical class 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- QYDYPVFESGNLHU-KHPPLWFESA-N methyl oleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC QYDYPVFESGNLHU-KHPPLWFESA-N 0.000 description 1
- 229940073769 methyl oleate Drugs 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 239000011369 resultant mixture Substances 0.000 description 1
- 229940080264 sodium dodecylbenzenesulfonate Drugs 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
Landscapes
- Agricultural Chemicals And Associated Chemicals (AREA)
Description
The present invention relates to a pesticidal emulsifiable concentrate. More specifically, it relates to a pesticidal emulsifiable concentrate comprising pyridalyl as an effective ingredient.
Pyridalyl, i.e., 2,6-dichloro-4- (3, 3- dichloroallyloxy) phenyl 3-[5- (trifluoromethyl) -2- pyridyloxylpropyl ether, represented by the formula (1):
Cl (1) _N ~~
F3C Cl 0) Cl has been known in W096/11909 as an effective ingredient of a pesticide. Further, a pesticidal emulsifiable concentrate comprising pyridalyl as an effective ingredient has also been disclosed in W096/11909.
However, the pesticidal emulsifiable concentrate comprising pyridalyl as the effective ingredient disclosed in Preparation Example 1 of WO096/11909 has not always
' sufficient emulsion stability depending upon conditions, when it is diluted with water. Then, it 1s desired to develop a pesticidal emulsifiable concentrate which comprises pyridalyl as an effective ingredient, and is excellent in emulsion stability.
An object of the present invention is to provide a pesticidal emulsifiable concentrate which comprises pyridalyl as an effective ingredient, and is excellent in emulsion stability upon dilution with water.
This object as well as other objects and advantages of the present invention will become apparent to those skilled in the art from the following description.
The present inventors have studied intensively to obtain a pesticidal emulsifiable concentrate which comprises pyridalyl as an effective ingredient, and is excellent in emulsion stability upon dilution with water.
As a result, they have found that a pesticidal emulsifiable concentrate containing an aromatic hydrocarbon as a solvent, and a polyoxyethylene polyoxypropylene polyarylphenol and an alkylarylsulfonate as surfactants can attain the desired object. Thus, the present invention has been completed.
That is, the pesticidal emulsifiable concentrate of the present invention comprises pyridalyl, a a A 3 NPTTEIRL A polyoxyethylene polyoxypropylene polyarylphenol, an alkylarylsulfonate and an aromatic hydrocarbon.
The proportion of the respective ingredients in the pesticidal emulsifiable concentrate of the present invention is usually 5 to 60% by weight of pyridalyl, 2 to 15% by weight of the polyoxyethylene polyoxypropylene polyarylphenol, 2 to 15% by weight of the alkylarylsulfonate and 10 to 90% by weight of the aromatic hydrocarbon.
The pesticidal emulsifiable concentrate of the present invention may essentially consist of pyridalyl, a polyoxyethylene polyoxypropylene polyarylphenol, an alkylarylsulfonate and an aromatic hydrocarbon.
Alternatively, it may further contain other auxiliaries such as other solvents, antioxidants, preservatives, coloring adents, and the like.
Examples of the other solvent include esters such as methyl oleate and dibutyl adipate:; aliphatic hydrocarbons such as octane and decane; ketones such as cyclohexanone; and amides such as N,N-dimethyl formamide and N-~ methylpyrrolidone.
Pyridalyl to be used in the present invention can be produced, for example, by the process disclosed in
»
W096/11909. As described above, usually, the pesticidal emulsifiable concentrate can contain 5 to 60% by weight of pyridalyl.
In the present invention, the polyoxyethylene polyoxypropylene polyarylphenol is a nonionic surfactant wherein ethylene oxides and propylene oxides are addition- polymerized to the hydroxy moieties of a polymerized phenol compound having two or more aromatic rings, and is also called as a polyoxyethylene polyoxypropylene polyarylphenyl ether. Examples thereof include polyoxyethylene polyoxypropylene polystyrylphenol (or polyoxyethylene polyoxypropylene polystyrylphenyl ether) such as polyoxyethylene polyoxypropylene distyrylphenol and polyoxyethylene polyoxypropylene tristyrylphenol. In the present invention, polyoxyethylene polyoxypropylene tristyrylphenol is preferably used.
In the present invention, a commercially available polyoxyethylene polyoxypropylene polyarylphenol as such can be used, and examples the polyoxyethylene polyoxypropylene polyarylphenol include Soprophor 796/P (trade name of polyoxyethylene polyoxypropylene tristyrylphenol manufactured by Rhodia Nicca Co., Ltd.), and Soprophor
TSP/461 (trade name of polyoxyethylene polyoxypropylene tristyrylphenol manufactured by Rhodia Nicca Co., Ltd.).
Usually, the pesticidal emulsifiable concentrate of the
» present invention contains 2 to 15% by weight of the polyoxyethylene polyoxypropylene polyarylphenol.
The alkyl group of the alkylarylsulfonate to be used in the present invention usually has 8 to 15 carbon atoms. 5 Further, examples of the salt of the alkylarylsulfonate include alkali metal salts such as sodium salt, potassium salt, etc.; and alkaline earth metal salts such as calcium salt, magnesium salt, etc.; amine salts such as aklylamine salts, alkanol amine salts, cyclohexylamine salt, etc.; and ammonium salt.
Examples of the alkylarylsulfonate to be used in the present invention include alkylbenzenesulfonate. As specific examples thereof, there are sodium dodecylbenzenesulfonate and calcium dodecylbenzenesulfonate.
The pesticidal emulsifiable concentrate of the present invention usually contains 2 to 15% by weight of the alkylarylsulfonate.
Examples of the aromatic hydrocarbon to be used in the present invention include liquid aromatic hydrocarbon solvents such as alkylbenzenes (e.g., toluene, etc.), dialylbenzenes (e.g., xylene, etc.), trialkylbenzenes (e.g., trimethylbenzene, etc.), alkylnaphthalenes (e.qg., methylnaphthalene, etc.), dialkylnaphthalenes (e.qg., dimethylnephthalene, etc.), trialkylnaphthalenes (e.qg., dimethyl-monopropylnaphthalene, etc.), phenylxylylethane,
’ oT and the like.
In the present invention, as the aromatic hydrocarbon, a commercially available solvent as such can be used.
Examples commercially available solvents include Hisol SAS- 296 (trade name of a mixture of l-phenyl-l-xylylethane and l-phenyl-l-ethylphenylethane manufactured by Nippon O0il
Corporation), Cactus Solvent HP-MN (trade name of methylnaphthalene 80% manufactured by Nikko Petrochemical
Company), Cactus Solvent HP-DMN (dimethylnaphthalene 80% manufactured by Nikko Petrochemical Company), Cactus
Solvent P-100 (trade name of Cg-10 alkylbenzene manufactured by Nikko Petrochemical Company), Cactus Solvent P-150 (trade name of alkylbenzene manufactured by Nikko
Petrochemical Company), Cactus Solvent P-180 (trade name of a mixture of methylnaphthalene and dimethylnaphthalene manufactured by Nikko Petrochemical Company), Cactus
Solvent P-200 (trade name of a mixture of methylnaphthalene and dimethylnaphthalene manufactured by Nikko Petrochemical
Company), Cactus Solvent P-220 (trade name of a mixture methylnaphthalene and dimethylnaphthalene manufactured by
Nikko Petrochemical Company), Cactus Solvent PAD-1 (dimethyl-monoisopropylnaphthalene manufactured by Nikko
Petrochemical Company), Solvesso 100 (trade name of aromatic hydrocarbon manufactured by Exxon Chemical
Company), Solvesso 150 (trade name of aromatic hydrocarbon
» oo manufactured by Exxon Chemical Company), Solvesso 200 (trade name of aromatic hydrocarbon manufactured by Exxon
Chemical Company), Solvesso 150 ND (manufactured by
ExxonMobil Chemical Company), Solvesso 200 ND (manufactured by ExxonMobil Chemical Company), ULTRA LOW NAPHTHALENE
AROMATIC 150 (manufactured by ExxonMobil Chemical Company),
ULTRA LAW NAPHTHALENE AROMATIC 200 (manufactured by
ExxonMobil Chemical Company), Swasol 100 (trade name of toluene manufactured by Maruzen Petrochemical Company,
Limited) and Swasol 200 (trade name of xylene manufactured by Maruzen Petrochemical Company, Limited).
The pesticidal emulsifiable concentrate of the present invention usually contains 10 to 90% by weight of the aromatic hydrocarbon.
The pesticidal emulsifiable concentrate of the present invention «can be produced, for example, by stirring pyridalyl, a polyoxyethylene - polyoxypropylene polyarylphenol, an alkylarylsulfonate and an aromatic hydrocarbon, if necessary, with heating (80°C of lower) to obtain a uniform mixture and, if necessary, filtering the resultant mixture.
The pesticidal emulsifiable concentrate of the present invention is usually applied to pests or pest inhabiting places after water dilution. That is, for example, the pesticidal emulsifiable concentrate is applied by diluting the concentrate about 10 to 5,000 times with water and spraying the diluted solution on pest inhabiting plants and/or soil. Further, the pesticidal emulsifiable concentrate of the present invention can be applied by aerial spraying such as by a helicopter, etc.
The application amount of the pesticidal emulsifiable concentrate of the present invention is usually 0.1 to 100 g/10 a in terms of pyridalyl.
The present invention will hereinafter be further illustrated by the following production examples, comparative production examples and test example; however, the present invention is not limited to these examples.
Production Example 1
Ten parts by weight of pyridalyl, 14.0 parts by weight of polyoxyethylene polyoxypropylene tristyrylphenol (Soprophor 796/P manufactured by Rhodia Nicca Co., Ltd.), 6.0 parts by weight of calcium dodecylbenzenesulfonate, 35.0 parts by weight of xylene and 35.0 parts by weight of
N,N-dimethylformamide were mixed at room temperature to obtain the pesticidal emulsifiable concentrate of the present invention (hereinafter referred to as the present invention emulsifiable concentrate 1).
Production Example 2
Ten parts by weight of pyridalyl, 14.0 parts by weight of polyoxyethylene polyoxypropylene tristyrylphenol
Hilo
Claims (6)
1. A pesticidal emulsifiable concentrate which comprises pyridalyl, a polyoxyethylene polyoxypropylene polyarylphenol, an alkylarylsulfonate and an aromatic hydrocarbon.
2. The pesticidal emulsifiable concentrate according to claim 1, which comprises 5 to 60% by weight of pyridalyl, 2 to 15% by weight of the polyoxyethylene polyoxypropylene polyarylphenol, 2 to 15% by weight of the alkylarylsulfonate and 10 to 90% by weight of the aromatic hydrocarbon.
3. The pesticidal emulsifiable concentrate according to claim 1 or 2, wherein the polyoxyethylene polyoxypropylene polyarylphenol is polyoxyethylene polyoxypropylene tristyrylphenol.
4. The pesticidal emulsifiable concentrate according to claim 3, wherein the alkylarylsulfonate is a dodecylbenzenesulfonate.
5. The pesticidal emulsifiable concentrate according to claim 3, wherein the alkylarylsulfonate is calcium dodecylbenzenesulfonate.
6. A pesticidal emulsifiable concentrate according to «claim 1, substantially as herein described with reference to any one of the illustrative examples.
DATED THIS 7™" DAY OF OCTOBER 2005 SPOOR & FISHER APPLICANTS PATENT ATTORNEYS
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2004307959 | 2004-10-22 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ZA200508121B true ZA200508121B (en) | 2006-07-26 |
Family
ID=36390056
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ZA200508121A ZA200508121B (en) | 2004-10-22 | 2005-10-07 | Pesticidal emulsifiable concentrate |
Country Status (13)
| Country | Link |
|---|---|
| JP (1) | JP4844078B2 (en) |
| AR (1) | AR053310A1 (en) |
| AU (1) | AU2005215927B2 (en) |
| BR (1) | BRPI0504763B1 (en) |
| CO (1) | CO5750035A1 (en) |
| EG (1) | EG24187A (en) |
| IL (1) | IL171001A (en) |
| JO (1) | JO2597B1 (en) |
| MX (1) | MXPA05010284A (en) |
| MY (1) | MY138854A (en) |
| PE (4) | PE20060470A1 (en) |
| TR (1) | TR200504247A2 (en) |
| ZA (1) | ZA200508121B (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP5040251B2 (en) * | 2005-10-31 | 2012-10-03 | 住友化学株式会社 | Pyridalyl emulsion |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP3882236B2 (en) * | 1996-10-22 | 2007-02-14 | 住友化学株式会社 | Agrochemical composition |
| JP3855321B2 (en) * | 1996-11-01 | 2006-12-06 | 住友化学株式会社 | Agrochemical composition |
| JPH10130104A (en) * | 1996-11-01 | 1998-05-19 | Sumitomo Chem Co Ltd | Agrochemical emulsion |
| AR026824A1 (en) * | 2000-01-21 | 2003-02-26 | Ishihara Sangyo Kaisha | HERBICIDE MICROEMULSION |
| WO2001082700A1 (en) * | 2000-04-28 | 2001-11-08 | Sumitomo Chemical Company, Limited | Insecticidal and acaricidal composition |
| JP2003055113A (en) * | 2001-08-10 | 2003-02-26 | Sumitomo Chem Co Ltd | Rest-controlling agent composition |
| JP2004010504A (en) * | 2002-06-04 | 2004-01-15 | Sumitomo Chem Co Ltd | Agromyzidae control agent and method for controlling agromyzidae |
-
2005
- 2005-09-19 JO JO2005127A patent/JO2597B1/en active
- 2005-09-20 IL IL17100105A patent/IL171001A/en active IP Right Grant
- 2005-09-26 PE PE2005001107A patent/PE20060470A1/en not_active Application Discontinuation
- 2005-09-26 PE PE2014000505A patent/PE20141677A1/en active IP Right Grant
- 2005-09-26 MX MXPA05010284 patent/MXPA05010284A/en active IP Right Grant
- 2005-09-26 PE PE2009000905A patent/PE20091281A1/en not_active Application Discontinuation
- 2005-09-26 PE PE2018001349A patent/PE20190471A1/en unknown
- 2005-09-27 AU AU2005215927A patent/AU2005215927B2/en not_active Ceased
- 2005-10-07 ZA ZA200508121A patent/ZA200508121B/en unknown
- 2005-10-13 CO CO05104824A patent/CO5750035A1/en not_active Application Discontinuation
- 2005-10-14 JP JP2005299844A patent/JP4844078B2/en active Active
- 2005-10-17 MY MYPI20054873A patent/MY138854A/en unknown
- 2005-10-18 AR ARP050104355 patent/AR053310A1/en active IP Right Grant
- 2005-10-19 BR BRPI0504763 patent/BRPI0504763B1/en not_active IP Right Cessation
- 2005-10-22 EG EG2005100451A patent/EG24187A/en active
- 2005-10-24 TR TR2005/04247A patent/TR200504247A2/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| AR053310A1 (en) | 2007-05-02 |
| PE20091281A1 (en) | 2009-08-29 |
| AU2005215927B2 (en) | 2010-09-09 |
| TR200504247A2 (en) | 2006-08-21 |
| EG24187A (en) | 2008-10-08 |
| PE20060470A1 (en) | 2006-07-15 |
| MY138854A (en) | 2009-08-28 |
| PE20190471A1 (en) | 2019-04-04 |
| IL171001A (en) | 2010-12-30 |
| BRPI0504763B1 (en) | 2014-04-29 |
| JP2006143706A (en) | 2006-06-08 |
| JP4844078B2 (en) | 2011-12-21 |
| AU2005215927A1 (en) | 2006-05-11 |
| MXPA05010284A (en) | 2006-04-26 |
| BRPI0504763A (en) | 2006-06-06 |
| CO5750035A1 (en) | 2007-04-30 |
| PE20141677A1 (en) | 2014-11-29 |
| JO2597B1 (en) | 2011-11-01 |
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