CS232748B2 - Production method of concentrated in storage stable emulsion of herbicidely active esters of phenoxyalkanecarboxyl acids - Google Patents
Production method of concentrated in storage stable emulsion of herbicidely active esters of phenoxyalkanecarboxyl acids Download PDFInfo
- Publication number
- CS232748B2 CS232748B2 CS831368A CS136883A CS232748B2 CS 232748 B2 CS232748 B2 CS 232748B2 CS 831368 A CS831368 A CS 831368A CS 136883 A CS136883 A CS 136883A CS 232748 B2 CS232748 B2 CS 232748B2
- Authority
- CS
- Czechoslovakia
- Prior art keywords
- weight
- parts
- solution
- soluble
- esters
- Prior art date
Links
- 239000000839 emulsion Substances 0.000 title claims abstract description 16
- 150000002148 esters Chemical class 0.000 title claims abstract description 11
- 239000002253 acid Substances 0.000 title claims abstract description 6
- 150000007513 acids Chemical class 0.000 title claims description 4
- 238000004519 manufacturing process Methods 0.000 title claims description 4
- 238000003860 storage Methods 0.000 title claims description 4
- 239000003995 emulsifying agent Substances 0.000 claims abstract description 13
- 239000002270 dispersing agent Substances 0.000 claims abstract description 11
- 239000000203 mixture Substances 0.000 claims abstract description 7
- -1 alkali metal salts Chemical class 0.000 claims abstract description 6
- 239000000243 solution Substances 0.000 claims abstract 11
- 235000014113 dietary fatty acids Nutrition 0.000 claims abstract 6
- 229930195729 fatty acid Natural products 0.000 claims abstract 6
- 239000000194 fatty acid Substances 0.000 claims abstract 6
- 239000007864 aqueous solution Substances 0.000 claims abstract 3
- 238000000034 method Methods 0.000 claims abstract 3
- 238000002156 mixing Methods 0.000 claims abstract 3
- 238000002360 preparation method Methods 0.000 claims abstract 2
- 235000021122 unsaturated fatty acids Nutrition 0.000 claims abstract 2
- 150000004670 unsaturated fatty acids Chemical class 0.000 claims abstract 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 8
- 239000012141 concentrate Substances 0.000 claims description 5
- 239000013543 active substance Substances 0.000 claims description 4
- 150000003839 salts Chemical class 0.000 claims description 3
- 239000002202 Polyethylene glycol Substances 0.000 claims 4
- 150000004665 fatty acids Chemical class 0.000 claims 4
- 229920001223 polyethylene glycol Polymers 0.000 claims 4
- 125000000217 alkyl group Chemical group 0.000 claims 3
- 125000004432 carbon atom Chemical group C* 0.000 claims 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims 2
- 150000001447 alkali salts Chemical class 0.000 claims 2
- 239000002518 antifoaming agent Substances 0.000 claims 2
- 150000001875 compounds Chemical class 0.000 claims 2
- 150000002334 glycols Chemical class 0.000 claims 2
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims 2
- 229920000642 polymer Polymers 0.000 claims 2
- 229920001451 polypropylene glycol Polymers 0.000 claims 2
- 239000011814 protection agent Substances 0.000 claims 2
- 229920006395 saturated elastomer Polymers 0.000 claims 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims 1
- 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 claims 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 claims 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims 1
- 150000007933 aliphatic carboxylic acids Chemical class 0.000 claims 1
- 150000008055 alkyl aryl sulfonates Chemical class 0.000 claims 1
- 239000011575 calcium Substances 0.000 claims 1
- 229910052791 calcium Inorganic materials 0.000 claims 1
- 239000003086 colorant Substances 0.000 claims 1
- 150000002170 ethers Chemical class 0.000 claims 1
- 150000002191 fatty alcohols Chemical class 0.000 claims 1
- 238000000265 homogenisation Methods 0.000 claims 1
- 239000011777 magnesium Substances 0.000 claims 1
- 229910052749 magnesium Inorganic materials 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 239000012875 nonionic emulsifier Substances 0.000 claims 1
- 235000021313 oleic acid Nutrition 0.000 claims 1
- 150000002889 oleic acids Chemical class 0.000 claims 1
- IPCSVZSSVZVIGE-UHFFFAOYSA-N palmitic acid group Chemical group C(CCCCCCCCCCCCCCC)(=O)O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 claims 1
- 239000002245 particle Substances 0.000 claims 1
- 239000011591 potassium Substances 0.000 claims 1
- 229910052700 potassium Inorganic materials 0.000 claims 1
- 239000000376 reactant Substances 0.000 claims 1
- 239000011734 sodium Substances 0.000 claims 1
- 229910052708 sodium Inorganic materials 0.000 claims 1
- 159000000000 sodium salts Chemical class 0.000 claims 1
- 239000002562 thickening agent Substances 0.000 claims 1
- 150000003751 zinc Chemical class 0.000 claims 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- 239000008240 homogeneous mixture Substances 0.000 abstract 1
- 239000002904 solvent Substances 0.000 description 5
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 4
- HJOVHMDZYOCNQW-UHFFFAOYSA-N Isophorone Natural products CC1=CC(=O)CC(C)(C)C1 HJOVHMDZYOCNQW-UHFFFAOYSA-N 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 239000008096 xylene Substances 0.000 description 2
- NPSJHQMIVNJLNN-UHFFFAOYSA-N 2-ethylhexyl 4-nitrobenzoate Chemical compound CCCCC(CC)COC(=O)C1=CC=C([N+]([O-])=O)C=C1 NPSJHQMIVNJLNN-UHFFFAOYSA-N 0.000 description 1
- 239000004808 2-ethylhexylester Substances 0.000 description 1
- ZAFNJMIOTHYJRJ-UHFFFAOYSA-N Diisopropyl ether Chemical compound CC(C)OC(C)C ZAFNJMIOTHYJRJ-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 239000002671 adjuvant Substances 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 239000012752 auxiliary agent Substances 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
- 230000007812 deficiency Effects 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 239000004009 herbicide Substances 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000003350 kerosene Substances 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 229940042472 mineral oil Drugs 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 239000007764 o/w emulsion Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 150000003738 xylenes Chemical class 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)
- Environmental Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Zoology (AREA)
- Plant Pathology (AREA)
- Chemical & Material Sciences (AREA)
- Dispersion Chemistry (AREA)
- Toxicology (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Cosmetics (AREA)
- Medicinal Preparation (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Abstract
Description
Fenoxyalkainkarboxylové - kyseliny patří --k nejpoužívanějším - herbicidům. Používají - - sé v podobě svých - Solí -s aminy,- v podobě - minerálních- solí -nebo i v - podobě'- esterů, - -jako - například - isopro-pylésteru, butýlesterú, ' bútylglykolesteru nebo 2-ethylhexylesteru. Výhoda esterů - spočívá - v - tom, že vnikají - rychleji do - rostliny a - je proto - jejich použití méně závislé na počasí.- Jejich - rozpustnost ve vodě je - nepatrná, jsou však rozpustné ' -v -olejích, jako je olej pro - naftové - motory, - petrolej, petrólether, xyleny, cyklohexanon, - isoforon, nebo- vysoce - rafinované - uhlovodíky. -Obvykle - se - ester rozpustí v - takovémto -rozpouštědle, k roztoku - se - přidá emulgátor, - Čímž vznikne koncentrovaný, - čirý, emulgovatelný roztok - - (emulzní koncentrát, EK), který . - se. pro aplikaci na pole- ředí - vodou, čímž se získá emulze oleje ve vodě.Phenoxyalkainecarboxylic acids are among the most commonly used herbicides. They use - in the form of their - salts with amines, - in the form of - mineral salts - or in the form of - esters, such as, for example, isopropyl ether, butyl esters, butyl glycol ester or 2-ethylhexyl ester. The advantage of esters is that they penetrate faster into the plant and, therefore, their use is less dependent on the weather. Their solubility in water is low, but they are soluble in oils such as oil. for - diesel - engines, - kerosene, petroleum ether, xylenes, cyclohexanone, - isophorone, or - highly - refined - hydrocarbons. Usually - the ester is dissolved in - such a solvent, an emulsifier is added to the solution - to form a concentrated, - clear, emulsifiable solution - - (emulsion concentrate, EC) which. - se. for water application to obtain an oil-in-water emulsion.
Podle rakouského- patentového spisu - číslo307 802 je též - možné vyrobit za - - účelem skladování pesticidů ivysoce - viskózní koncentrát; sestávající a účinné - látky, - minerálního - - oleje, vody a - pomocných - prostředků ' používaných k výrobě takovýchto- přípravků, typu olej ve vodě, které se pro- aplikaci - .krátce před upotřebením- přemění přidáním - přísady,; sestávající z rozpouštědla - a dispergátpru, - - - v; řídkou disperzi vody v oleji, v· tzv. - „inverzní emulzi“.According to Austrian Patent Specification No. 30 802 802, it is also possible to produce a high viscosity concentrate for storing pesticides; consisting of active substances - mineral - oil, water and - auxiliary agents used for the manufacture of such oil-in-water formulations which, for application shortly before use, are converted by addition of an additive; consisting of a solvent - and a dispersant, - - - in; a thin dispersion of water in oil, the so-called "inverse emulsion".
Oba - typy- přípravků, tj. obvykle používaný emulzní koncentrát a vysoce - viskózní - - disperze, mají však závažné -nedostatky, jejichž příčina spočívá v použitém rozpouštědle. Všechna zde - - obvykle používaná rozpouštědla - - jsou jako· - většina organických rozpouštědel - přinejmenším zdravotně závadná, především - však - hořlavá. Tak - mají - velmi čisté, hlavně - - álifatické uhlovodíky teplotu vzplanutí - - 40 - až - - - 80 °C, isoforon má - teplotu vzplanutí 93 - °C, cyklohexanon- má - teplotu vzplanutí - 44 °C - a nejčastěji používané - xyleny- mají teplotu vzplanutí - jen asi 25 °C.However, both formulation types, i.e. the commonly used emulsion concentrate and highly viscous dispersions, have severe deficiencies due to the solvent used. All of the - usually used solvents - are like · most organic solvents - at least harmful to health, especially - however - flammable. So - they have - very pure, especially - - aliphatic hydrocarbons flash point - - 40 - to - - - 80 ° C, isophorone has - flash point 93 - ° C, cyclohexanone - has - flash point - 44 ° C - and most commonly used - xylenes - have a flash point - only about 25 ° C.
Tím jsou hořlavé- i emulzní - koncentráty v - minulosti již několikrát došlo k požárům skladů - jak u výrobce, tak -u - - uživatele.This means that in the past, storage fires - both at the manufacturer and at the user - have been flammable and emulsion concentrates in the past.
Naproti - tomu bylo- nyní - zjištěno, že použitím - - určitých pomocných látek je možno· - vyrobit vysoce koncentrovanou, při - - skladování stálou emulzi herbicidně účinných esterů,' která - je sestavena- na vodné bázi - a - tudíž není - hořlavá a - není zdravotně - škodlivá z- důvodu - rozpouštědla. - Možnost použití - - vodného prostředí' - k - výrobě - při - skladování ' stálýchemulzí fenxyesterů je překvapující, - ' -poně vadž fenoxyestery jsou samy o· sobě částečně, i když jen nepatrně, rozpustné ve vodě a mohou se tudíž zmýdelnlt.On the other hand, it has now been found that the use of certain adjuvants makes it possible to produce a highly concentrated, storage-stable emulsion of herbicidally active esters which is formulated on an aqueous basis and therefore is not flammable and - is not harmful to health because of the solvent. The possibility of using the - aqueous medium - for the - production - of the storage of the permanent emulsions of the phenxyesters is surprising - also because the phenoxyesters themselves are partially, although only slightly, soluble in water and can therefore be saponified.
Claims (1)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19823207661 DE3207661A1 (en) | 1982-03-03 | 1982-03-03 | STORAGE-STABLE, CONCENTRATED EMULSION OF HERBICIDALLY ACTIVE PHENOXYALCANIC CARBONIC ACID ESTERS AND A METHOD FOR THE PRODUCTION THEREOF |
Publications (1)
Publication Number | Publication Date |
---|---|
CS232748B2 true CS232748B2 (en) | 1985-02-14 |
Family
ID=6157218
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CS831368A CS232748B2 (en) | 1982-03-03 | 1983-02-28 | Production method of concentrated in storage stable emulsion of herbicidely active esters of phenoxyalkanecarboxyl acids |
Country Status (14)
Country | Link |
---|---|
EP (1) | EP0088887B1 (en) |
JP (1) | JPS58162505A (en) |
AT (1) | ATE17636T1 (en) |
AU (1) | AU551685B2 (en) |
CA (1) | CA1190760A (en) |
CS (1) | CS232748B2 (en) |
DE (2) | DE3207661A1 (en) |
DK (1) | DK76883A (en) |
FI (1) | FI70769C (en) |
GB (1) | GB2115285B (en) |
GR (1) | GR78330B (en) |
IE (1) | IE54701B1 (en) |
MY (1) | MY8500689A (en) |
NO (1) | NO830710L (en) |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3806294A1 (en) * | 1988-02-27 | 1989-09-07 | Hoechst Ag | HERBICIDES IN THE FORM OF AQUEOUS MICROEMULSIONS |
US5674514A (en) * | 1992-09-21 | 1997-10-07 | Ciba-Geigy Corporation | Storage stable pesticidal aqueous emulsions |
DE10059671A1 (en) * | 2000-12-01 | 2002-06-06 | Cognis Deutschland Gmbh | Effect enhancer for 2,4 dichlorophenoxyacetic acid and methyl chlorophenoxyacetic acid |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2205590A1 (en) * | 1972-02-07 | 1973-08-16 | Hoechst Ag | ANTI-EVAPORATIVE ADDITIVE FOR CONCENTRATED PLANT PROTECTION DISPERSIONS |
-
1982
- 1982-03-03 DE DE19823207661 patent/DE3207661A1/en not_active Withdrawn
-
1983
- 1983-02-07 GR GR70428A patent/GR78330B/el unknown
- 1983-02-09 AT AT83101235T patent/ATE17636T1/en not_active IP Right Cessation
- 1983-02-09 EP EP83101235A patent/EP0088887B1/en not_active Expired
- 1983-02-09 DE DE8383101235T patent/DE3361942D1/en not_active Expired
- 1983-02-16 CA CA000421714A patent/CA1190760A/en not_active Expired
- 1983-02-22 GB GB08304840A patent/GB2115285B/en not_active Expired
- 1983-02-22 DK DK76883A patent/DK76883A/en not_active Application Discontinuation
- 1983-02-24 FI FI830610A patent/FI70769C/en not_active IP Right Cessation
- 1983-02-24 IE IE398/83A patent/IE54701B1/en not_active IP Right Cessation
- 1983-02-25 AU AU11848/83A patent/AU551685B2/en not_active Ceased
- 1983-02-28 CS CS831368A patent/CS232748B2/en unknown
- 1983-03-02 NO NO830710A patent/NO830710L/en unknown
- 1983-03-03 JP JP58033907A patent/JPS58162505A/en active Pending
-
1985
- 1985-12-30 MY MY689/85A patent/MY8500689A/en unknown
Also Published As
Publication number | Publication date |
---|---|
DE3207661A1 (en) | 1983-09-08 |
FI70769C (en) | 1986-10-27 |
MY8500689A (en) | 1985-12-31 |
AU1184883A (en) | 1983-09-08 |
NO830710L (en) | 1983-09-05 |
DK76883A (en) | 1983-09-04 |
GB2115285A (en) | 1983-09-07 |
DK76883D0 (en) | 1983-02-22 |
IE830398L (en) | 1983-09-03 |
IE54701B1 (en) | 1990-01-17 |
GR78330B (en) | 1984-09-26 |
CA1190760A (en) | 1985-07-23 |
GB2115285B (en) | 1984-06-13 |
FI830610A0 (en) | 1983-02-24 |
ATE17636T1 (en) | 1986-02-15 |
GB8304840D0 (en) | 1983-03-23 |
JPS58162505A (en) | 1983-09-27 |
EP0088887A1 (en) | 1983-09-21 |
DE3361942D1 (en) | 1986-03-13 |
FI830610L (en) | 1983-09-04 |
AU551685B2 (en) | 1986-05-08 |
FI70769B (en) | 1986-07-18 |
EP0088887B1 (en) | 1986-01-29 |
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