CA1157678A - Storage-stable, concentrated emulsion of herbicidally active phenoxyalkanecarboxylic acid esters, and a process for its preparation - Google Patents
Storage-stable, concentrated emulsion of herbicidally active phenoxyalkanecarboxylic acid esters, and a process for its preparationInfo
- Publication number
- CA1157678A CA1157678A CA000385266A CA385266A CA1157678A CA 1157678 A CA1157678 A CA 1157678A CA 000385266 A CA000385266 A CA 000385266A CA 385266 A CA385266 A CA 385266A CA 1157678 A CA1157678 A CA 1157678A
- Authority
- CA
- Canada
- Prior art keywords
- stable
- storage
- solution
- soluble
- weight
- 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
Links
- 239000000839 emulsion Substances 0.000 title claims abstract description 65
- 150000002148 esters Chemical class 0.000 title claims abstract description 43
- 238000000034 method Methods 0.000 title claims abstract description 20
- 239000002253 acid Substances 0.000 title claims abstract description 14
- 238000002360 preparation method Methods 0.000 title claims abstract description 8
- 239000000243 solution Substances 0.000 claims abstract description 83
- 239000000203 mixture Substances 0.000 claims abstract description 25
- 239000002270 dispersing agent Substances 0.000 claims abstract description 22
- 239000003995 emulsifying agent Substances 0.000 claims abstract description 22
- 238000002156 mixing Methods 0.000 claims abstract description 7
- 239000007864 aqueous solution Substances 0.000 claims abstract description 4
- 229920003171 Poly (ethylene oxide) Polymers 0.000 claims description 27
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 16
- 239000000194 fatty acid Substances 0.000 claims description 16
- 229930195729 fatty acid Natural products 0.000 claims description 16
- 150000004665 fatty acids Chemical class 0.000 claims description 16
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 14
- 239000002202 Polyethylene glycol Substances 0.000 claims description 14
- 229920001223 polyethylene glycol Polymers 0.000 claims description 14
- -1 polyoxyethylene Polymers 0.000 claims description 11
- 150000001412 amines Chemical class 0.000 claims description 9
- 239000003795 chemical substances by application Substances 0.000 claims description 8
- 239000012141 concentrate Substances 0.000 claims description 7
- 150000002334 glycols Chemical class 0.000 claims description 7
- 239000002518 antifoaming agent Substances 0.000 claims description 6
- 239000007798 antifreeze agent Substances 0.000 claims description 6
- 150000002170 ethers Chemical class 0.000 claims description 5
- 229920001400 block copolymer Polymers 0.000 claims description 4
- 150000002191 fatty alcohols Chemical class 0.000 claims description 4
- 229920001451 polypropylene glycol Polymers 0.000 claims description 4
- 239000013543 active substance Substances 0.000 claims description 3
- 238000000265 homogenisation Methods 0.000 claims description 3
- 150000007513 acids Chemical class 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims description 2
- 125000005456 glyceride group Chemical group 0.000 claims description 2
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- ABAFKQHGFDZEJO-UHFFFAOYSA-N 4,6,6-trimethylbicyclo[3.1.1]heptane-4-carbaldehyde Chemical compound C1C2C(C)(C)C1CCC2(C)C=O ABAFKQHGFDZEJO-UHFFFAOYSA-N 0.000 claims 1
- 241000186704 Pinales Species 0.000 claims 1
- 239000004743 Polypropylene Substances 0.000 claims 1
- 150000008055 alkyl aryl sulfonates Chemical class 0.000 claims 1
- 238000007865 diluting Methods 0.000 claims 1
- 239000012875 nonionic emulsifier Substances 0.000 claims 1
- 239000008240 homogeneous mixture Substances 0.000 abstract description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 60
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 29
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 24
- 239000012153 distilled water Substances 0.000 description 18
- 229920001296 polysiloxane Polymers 0.000 description 18
- 229920001522 polyglycol ester Polymers 0.000 description 11
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 9
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 7
- 229920000642 polymer Polymers 0.000 description 6
- 239000002904 solvent Substances 0.000 description 6
- 238000003756 stirring Methods 0.000 description 6
- 239000004698 Polyethylene Substances 0.000 description 5
- 235000008504 concentrate Nutrition 0.000 description 5
- 238000003860 storage Methods 0.000 description 5
- MNELUOHPQMJXGU-UHFFFAOYSA-N 2-ethylhexyl 2-(2,4,5-trichlorophenoxy)acetate Chemical compound CCCCC(CC)COC(=O)COC1=CC(Cl)=C(Cl)C=C1Cl MNELUOHPQMJXGU-UHFFFAOYSA-N 0.000 description 4
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 4
- 239000006185 dispersion Substances 0.000 description 4
- 238000009472 formulation Methods 0.000 description 4
- HJOVHMDZYOCNQW-UHFFFAOYSA-N isophorone Chemical compound CC1=CC(=O)CC(C)(C)C1 HJOVHMDZYOCNQW-UHFFFAOYSA-N 0.000 description 4
- 150000003839 salts Chemical class 0.000 description 4
- 238000010008 shearing Methods 0.000 description 4
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 description 4
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 3
- 239000005977 Ethylene Substances 0.000 description 3
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 3
- 150000001298 alcohols Chemical class 0.000 description 3
- 238000004581 coalescence Methods 0.000 description 3
- 229920000573 polyethylene Polymers 0.000 description 3
- 239000002562 thickening agent Substances 0.000 description 3
- 239000000230 xanthan gum Substances 0.000 description 3
- 229920001285 xanthan gum Polymers 0.000 description 3
- 229940082509 xanthan gum Drugs 0.000 description 3
- 235000010493 xanthan gum Nutrition 0.000 description 3
- YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 2
- 239000004202 carbamide Substances 0.000 description 2
- 230000001627 detrimental effect Effects 0.000 description 2
- 238000009826 distribution Methods 0.000 description 2
- 239000004009 herbicide Substances 0.000 description 2
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 2
- 230000007062 hydrolysis Effects 0.000 description 2
- 238000006460 hydrolysis reaction Methods 0.000 description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 229920000151 polyglycol Polymers 0.000 description 2
- 239000010695 polyglycol Substances 0.000 description 2
- 230000002035 prolonged effect Effects 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 230000002269 spontaneous effect Effects 0.000 description 2
- 239000008096 xylene Substances 0.000 description 2
- 150000003738 xylenes Chemical class 0.000 description 2
- SMYMJHWAQXWPDB-UHFFFAOYSA-N (2,4,5-trichlorophenoxy)acetic acid Chemical compound OC(=O)COC1=CC(Cl)=C(Cl)C=C1Cl SMYMJHWAQXWPDB-UHFFFAOYSA-N 0.000 description 1
- VPSXHKGJZJCWLV-UHFFFAOYSA-N 2-[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]-3-(1-ethylpiperidin-4-yl)oxypyrazol-1-yl]-1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethanone Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C=1C(=NN(C=1)CC(=O)N1CC2=C(CC1)NN=N2)OC1CCN(CC1)CC VPSXHKGJZJCWLV-UHFFFAOYSA-N 0.000 description 1
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 1
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- ZXQYGBMAQZUVMI-QQDHXZELSA-N [cyano-(3-phenoxyphenyl)methyl] (1r,3r)-3-[(z)-2-chloro-3,3,3-trifluoroprop-1-enyl]-2,2-dimethylcyclopropane-1-carboxylate Chemical compound CC1(C)[C@@H](\C=C(/Cl)C(F)(F)F)[C@H]1C(=O)OC(C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 ZXQYGBMAQZUVMI-QQDHXZELSA-N 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 125000000217 alkyl group Chemical class 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- OGBUMNBNEWYMNJ-UHFFFAOYSA-N batilol Chemical class CCCCCCCCCCCCCCCCCCOCC(O)CO OGBUMNBNEWYMNJ-UHFFFAOYSA-N 0.000 description 1
- 239000000440 bentonite Substances 0.000 description 1
- 229910000278 bentonite Inorganic materials 0.000 description 1
- 229940092782 bentonite Drugs 0.000 description 1
- 235000012216 bentonite Nutrition 0.000 description 1
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- UQMRAFJOBWOFNS-UHFFFAOYSA-N butyl 2-(2,4-dichlorophenoxy)acetate Chemical compound CCCCOC(=O)COC1=CC=C(Cl)C=C1Cl UQMRAFJOBWOFNS-UHFFFAOYSA-N 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 1
- 239000003518 caustics Substances 0.000 description 1
- 229960000541 cetyl alcohol Drugs 0.000 description 1
- 239000002734 clay mineral Substances 0.000 description 1
- 239000008119 colloidal silica Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 229940000425 combination drug Drugs 0.000 description 1
- 230000002596 correlated effect Effects 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 239000002283 diesel fuel Substances 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- MCWXGJITAZMZEV-UHFFFAOYSA-N dimethoate Chemical compound CNC(=O)CSP(=S)(OC)OC MCWXGJITAZMZEV-UHFFFAOYSA-N 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000007786 electrostatic charging Methods 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 230000002363 herbicidal effect Effects 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 230000001965 increasing effect Effects 0.000 description 1
- 229910052500 inorganic mineral Chemical class 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000003350 kerosene Substances 0.000 description 1
- 239000002609 medium Substances 0.000 description 1
- 239000011707 mineral Chemical class 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
- 239000007764 o/w emulsion Substances 0.000 description 1
- 239000004533 oil dispersion Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 229920001495 poly(sodium acrylate) polymer Polymers 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000013049 sediment Substances 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- NNMHYFLPFNGQFZ-UHFFFAOYSA-M sodium polyacrylate Chemical compound [Na+].[O-]C(=O)C=C NNMHYFLPFNGQFZ-UHFFFAOYSA-M 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 235000020354 squash Nutrition 0.000 description 1
- 239000011550 stock solution Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000006228 supernatant Substances 0.000 description 1
- 230000008961 swelling Effects 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
- 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
-
- 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
- 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
- A01N39/04—Aryloxy-acetic acids; Derivatives thereof
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)
- Chemical & Material Sciences (AREA)
- Dispersion Chemistry (AREA)
- Toxicology (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEP3033335.8 | 1980-09-04 | ||
| DE19803033335 DE3033335A1 (de) | 1980-09-04 | 1980-09-04 | Verfahren zur herstellung einer lagerstabilen, konzentrierten emulsion von herbizid wirkenden phenoxyalkancarbonsaeureestern |
| AT0462880A AT368836B (de) | 1980-09-04 | 1980-09-16 | Verfahren zur herstellung einer lagerstabilen, konzentrierten emulsion von herbizid wirkenden phenoxyalkancarbonsaeureestern |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1157678A true CA1157678A (en) | 1983-11-29 |
Family
ID=25601355
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA000385266A Expired CA1157678A (en) | 1980-09-04 | 1981-09-04 | Storage-stable, concentrated emulsion of herbicidally active phenoxyalkanecarboxylic acid esters, and a process for its preparation |
Country Status (19)
| Country | Link |
|---|---|
| EP (1) | EP0047396B1 (en, 2012) |
| JP (1) | JPS5780306A (en, 2012) |
| AR (1) | AR229031A1 (en, 2012) |
| AT (1) | AT368836B (en, 2012) |
| AU (1) | AU543015B2 (en, 2012) |
| BR (1) | BR8105656A (en, 2012) |
| CA (1) | CA1157678A (en, 2012) |
| CS (1) | CS221850B2 (en, 2012) |
| CY (1) | CY1213A (en, 2012) |
| DD (1) | DD206928A1 (en, 2012) |
| DE (1) | DE3033335A1 (en, 2012) |
| DK (1) | DK390081A (en, 2012) |
| FI (1) | FI65010C (en, 2012) |
| GB (1) | GB2082914B (en, 2012) |
| GR (1) | GR78326B (en, 2012) |
| IE (1) | IE51543B1 (en, 2012) |
| KE (1) | KE3335A (en, 2012) |
| PT (1) | PT73602B (en, 2012) |
| ZA (1) | ZA816029B (en, 2012) |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA1189343A (en) * | 1981-12-10 | 1985-06-25 | Charles T. Lichy | Herbicidal compositions |
| HU202052B (en) * | 1983-02-11 | 1991-02-28 | Hoechst Ag | Aqueous emulsion-based plant protective compositions |
| JPS601101A (ja) * | 1983-06-15 | 1985-01-07 | Yuukou Yakuhin Kogyo Kk | 水性懸濁農薬製剤 |
| DE3614788A1 (de) * | 1986-05-02 | 1987-11-05 | Hoechst Ag | Herbizide emulsionen |
| DE3631558A1 (de) * | 1986-09-17 | 1988-03-31 | Hoechst Ag | Neue suspoemulsionen von pflanzenschutz-wirkstoffen |
| GB2203339A (en) * | 1987-04-13 | 1988-10-19 | Ciba Geigy Ag | Microbicidal formulation |
| JPS6452702A (en) * | 1987-05-29 | 1989-02-28 | Tomo Green Chem Kk | Agricultural chemical composition |
| DE3806294A1 (de) * | 1988-02-27 | 1989-09-07 | Hoechst Ag | Herbizide mittel in form von waessrigen mikroemulsionen |
| US5254344A (en) * | 1988-05-09 | 1993-10-19 | Rhone-Poulenc Inc. | Oil-in-water pesticidal emulsion, process for application |
| US5206021A (en) * | 1988-05-09 | 1993-04-27 | Rhone-Poulenc Ag Company | Stabilized oil-in-water emulsions or suspoemulsions containing pesticidal substances in both oil and water phases |
| US4966728A (en) * | 1988-08-26 | 1990-10-30 | Basf Corporation | Adjuvants for use with postemergent herbicides |
| JP2761902B2 (ja) * | 1988-10-19 | 1998-06-04 | 東邦化学工業株式会社 | 保存安定性の良好な水中油型懸濁状農薬組成物 |
| RU2113788C1 (ru) * | 1989-06-02 | 1998-06-27 | Хехст АГ | Жидкое гербицидное средство в виде эмульгируемого концентрата или концентрированной эмульсии |
| DE3917959A1 (de) * | 1989-06-02 | 1990-12-06 | Hoechst Ag | Fluessige herbizide mittel |
| FR2678807A1 (fr) * | 1991-07-09 | 1993-01-15 | Rhone Poulenc Chimie | Melanges aqueux homogenes, stables et versables et utilisation desdits melanges pour preparer des dispersions de substances insolubles dans l'eau. |
| ATE161389T1 (de) * | 1991-09-14 | 1998-01-15 | Hoechst Schering Agrevo Gmbh | Selektive herbizide mittel in form konzentrierter mikroemulsionen |
| US20160366882A1 (en) * | 2012-12-14 | 2016-12-22 | Vib Vzw | Agrochemical compositions for inducing abiotic stress tolerance |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE583343C (de) * | 1931-11-24 | 1933-09-01 | I G Farbenindustrie Akt Ges | Verfahren zur Herstellung von Schaedlingsbekaempfungsmitteln |
| NL218393A (en, 2012) * | 1956-06-27 | |||
| US3189430A (en) * | 1957-06-21 | 1965-06-15 | Dow Chemical Co | Herbicide composition and method |
| IL26254A (en) * | 1965-09-06 | 1970-10-30 | Julia J | Pesticidal compositions |
| ZM14069A1 (en) * | 1968-09-11 | 1971-05-21 | Rican Explosives And Chem Ind | Veterinary compositions |
| US3620712A (en) * | 1968-12-24 | 1971-11-16 | Procter & Gamble | Single phase composition |
| US4313847A (en) * | 1978-06-15 | 1982-02-02 | Ici Americas Inc. | Surfactant compositions |
-
1980
- 1980-09-04 DE DE19803033335 patent/DE3033335A1/de not_active Withdrawn
- 1980-09-16 AT AT0462880A patent/AT368836B/de not_active IP Right Cessation
-
1981
- 1981-08-04 EP EP81106094A patent/EP0047396B1/de not_active Expired
- 1981-08-20 CS CS816256A patent/CS221850B2/cs unknown
- 1981-08-31 PT PT73602A patent/PT73602B/pt not_active IP Right Cessation
- 1981-08-31 ZA ZA816029A patent/ZA816029B/xx unknown
- 1981-09-02 DD DD81232975A patent/DD206928A1/de unknown
- 1981-09-02 IE IE2034/81A patent/IE51543B1/en not_active IP Right Cessation
- 1981-09-02 FI FI812718A patent/FI65010C/fi not_active IP Right Cessation
- 1981-09-03 BR BR8105656A patent/BR8105656A/pt unknown
- 1981-09-03 GB GB8126676A patent/GB2082914B/en not_active Expired
- 1981-09-03 AR AR286638A patent/AR229031A1/es active
- 1981-09-03 GR GR65940A patent/GR78326B/el unknown
- 1981-09-03 DK DK390081A patent/DK390081A/da not_active Application Discontinuation
- 1981-09-03 JP JP56137873A patent/JPS5780306A/ja active Pending
- 1981-09-03 CY CY1213A patent/CY1213A/en unknown
- 1981-09-04 AU AU74948/81A patent/AU543015B2/en not_active Ceased
- 1981-09-04 CA CA000385266A patent/CA1157678A/en not_active Expired
- 1981-10-30 KE KE3335A patent/KE3335A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| ZA816029B (en) | 1982-08-25 |
| KE3335A (en) | 1983-10-28 |
| FI65010C (fi) | 1984-03-12 |
| JPS5780306A (en) | 1982-05-19 |
| AU7494881A (en) | 1982-03-11 |
| ATA462880A (de) | 1982-04-15 |
| EP0047396A1 (de) | 1982-03-17 |
| DE3033335A1 (de) | 1982-04-22 |
| GB2082914B (en) | 1983-08-10 |
| AU543015B2 (en) | 1985-03-28 |
| AR229031A1 (es) | 1983-05-31 |
| DD206928A1 (de) | 1984-02-15 |
| IE812034L (en) | 1982-03-04 |
| CY1213A (en) | 1984-04-06 |
| PT73602B (en) | 1982-11-10 |
| BR8105656A (pt) | 1982-05-18 |
| CS221850B2 (en) | 1983-04-29 |
| FI812718L (fi) | 1982-03-05 |
| AT368836B (de) | 1982-11-10 |
| GB2082914A (en) | 1982-03-17 |
| EP0047396B1 (de) | 1984-06-13 |
| FI65010B (fi) | 1983-11-30 |
| GR78326B (en, 2012) | 1984-09-26 |
| DK390081A (da) | 1982-03-05 |
| PT73602A (en) | 1981-09-01 |
| IE51543B1 (en) | 1987-01-07 |
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