IE63107B1 - Aqueous, fungicidal dispersions - Google Patents
Aqueous, fungicidal dispersionsInfo
- Publication number
- IE63107B1 IE63107B1 IE224687A IE224687A IE63107B1 IE 63107 B1 IE63107 B1 IE 63107B1 IE 224687 A IE224687 A IE 224687A IE 224687 A IE224687 A IE 224687A IE 63107 B1 IE63107 B1 IE 63107B1
- Authority
- IE
- Ireland
- Prior art keywords
- weight
- agent
- triphenyltin
- aqueous
- fungicidal
- Prior art date
Links
- 230000000855 fungicidal effect Effects 0.000 title abstract description 3
- 239000006185 dispersion Substances 0.000 title description 5
- 239000000203 mixture Substances 0.000 claims abstract description 14
- 239000004094 surface-active agent Substances 0.000 claims abstract description 14
- 229920000642 polymer Polymers 0.000 claims abstract description 7
- 150000003839 salts Chemical class 0.000 claims abstract description 3
- 239000013543 active substance Substances 0.000 claims abstract 2
- FPIPGXGPPPQFEQ-OVSJKPMPSA-N all-trans-retinol Chemical compound OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-OVSJKPMPSA-N 0.000 claims description 10
- 150000001875 compounds Chemical class 0.000 claims description 9
- YKSNLCVSTHTHJA-UHFFFAOYSA-L maneb Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S YKSNLCVSTHTHJA-UHFFFAOYSA-L 0.000 claims description 8
- 239000000417 fungicide Substances 0.000 claims description 7
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 6
- 239000003795 chemical substances by application Substances 0.000 claims description 6
- 229920000940 maneb Polymers 0.000 claims description 6
- SBXWFLISHPUINY-UHFFFAOYSA-N triphenyltin Chemical class C1=CC=CC=C1[Sn](C=1C=CC=CC=1)C1=CC=CC=C1 SBXWFLISHPUINY-UHFFFAOYSA-N 0.000 claims description 6
- 239000005802 Mancozeb Substances 0.000 claims description 5
- 239000011717 all-trans-retinol Substances 0.000 claims description 5
- 235000019169 all-trans-retinol Nutrition 0.000 claims description 5
- BFWMWWXRWVJXSE-UHFFFAOYSA-M fentin hydroxide Chemical compound C=1C=CC=CC=1[Sn](C=1C=CC=CC=1)(O)C1=CC=CC=C1 BFWMWWXRWVJXSE-UHFFFAOYSA-M 0.000 claims description 5
- GUJOJGAPFQRJSV-UHFFFAOYSA-N dialuminum;dioxosilane;oxygen(2-);hydrate Chemical compound O.[O-2].[O-2].[O-2].[Al+3].[Al+3].O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O GUJOJGAPFQRJSV-UHFFFAOYSA-N 0.000 claims description 3
- WDQNIWFZKXZFAY-UHFFFAOYSA-M fentin acetate Chemical compound CC([O-])=O.C1=CC=CC=C1[Sn+](C=1C=CC=CC=1)C1=CC=CC=C1 WDQNIWFZKXZFAY-UHFFFAOYSA-M 0.000 claims description 3
- 229910052901 montmorillonite Inorganic materials 0.000 claims description 3
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 239000007859 condensation product Substances 0.000 claims description 2
- PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical compound C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 claims description 2
- 239000000047 product Substances 0.000 claims description 2
- 229920001732 Lignosulfonate Polymers 0.000 claims 2
- 241000607479 Yersinia pestis Species 0.000 claims 2
- 230000002538 fungal effect Effects 0.000 claims 2
- 238000000034 method Methods 0.000 claims 2
- 239000002253 acid Substances 0.000 claims 1
- 230000005494 condensation Effects 0.000 claims 1
- 238000009833 condensation Methods 0.000 claims 1
- 238000010790 dilution Methods 0.000 claims 1
- 239000012895 dilution Substances 0.000 claims 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 claims 1
- 239000012990 dithiocarbamate Substances 0.000 abstract description 6
- 150000004659 dithiocarbamates Chemical class 0.000 abstract description 5
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 abstract description 3
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 abstract description 3
- 230000000694 effects Effects 0.000 abstract description 2
- 231100000208 phytotoxic Toxicity 0.000 abstract description 2
- 230000000885 phytotoxic effect Effects 0.000 abstract description 2
- 238000009472 formulation Methods 0.000 description 7
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 5
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 2
- DKVNPHBNOWQYFE-UHFFFAOYSA-N carbamodithioic acid Chemical compound NC(S)=S DKVNPHBNOWQYFE-UHFFFAOYSA-N 0.000 description 2
- 239000013530 defoamer Substances 0.000 description 2
- -1 ether phosphates Chemical class 0.000 description 2
- 235000011187 glycerol Nutrition 0.000 description 2
- 239000011701 zinc Substances 0.000 description 2
- 229910052725 zinc Inorganic materials 0.000 description 2
- GJCOSYZMQJWQCA-UHFFFAOYSA-N 9H-xanthene Chemical class C1=CC=C2CC3=CC=CC=C3OC2=C1 GJCOSYZMQJWQCA-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 229920004482 WACKER® Polymers 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000007798 antifreeze agent Substances 0.000 description 1
- 239000011324 bead Substances 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 239000000084 colloidal system Substances 0.000 description 1
- 244000038559 crop plants Species 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- 150000004676 glycans Chemical class 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- 229920000151 polyglycol Polymers 0.000 description 1
- 239000010695 polyglycol Substances 0.000 description 1
- 229920001282 polysaccharide Polymers 0.000 description 1
- 239000005017 polysaccharide Substances 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 150000003558 thiocarbamic acid derivatives Chemical class 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-O triethanolammonium Chemical class OCC[NH+](CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-O 0.000 description 1
- 238000001238 wet grinding Methods 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
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
- A01N47/12—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof containing a —O—CO—N< group, or a thio analogue thereof, neither directly attached to a ring nor the nitrogen atom being a member of a heterocyclic ring
- A01N47/14—Di-thio analogues 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
- A01N55/00—Biocides, pest repellants or attractants, or plant growth regulators, containing organic compounds containing elements other than carbon, hydrogen, halogen, oxygen, nitrogen and sulfur
- A01N55/02—Biocides, pest repellants or attractants, or plant growth regulators, containing organic compounds containing elements other than carbon, hydrogen, halogen, oxygen, nitrogen and sulfur containing metal atoms
- A01N55/04—Tin
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Dentistry (AREA)
- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Dispersion Chemistry (AREA)
- Toxicology (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
Aqueous fungicidal compositions based on dithiocarbamates as active substances, which as surfactants contain a combination of ethylene oxide/propylene oxide block polymers with alkanols or arylphenols which are ethoxylated and phosphated, or their salts, have good storage stabilities and show no phytotoxic side effects.
Description
Description Aqueous, fungicidal dispersions M It is known to apply fungicides of the dithiocarbamate type alone or combined with other fungicides, such as triphenyltin derivatives, in the form of wettable powders (HP).
However, HP formulations have disadvantages in use: they frequently give off a great deal of dust and must usually be made to a paste for application.
Although aqueous dispersions of di thiocarbamates (usually combined with triphenyltin derivatives) are commercially available, they have only low storage stabilities. In addition, phytotoxic side effects are frequently observed on application of these formulations to the crop plants.
Surprisingly, it has now been found that stable formulations of dithiocarbamates or active compound combinations thereof with triphenyltin derivatives are obtained when a selected surfactant combination is used.
The present invention therefore relates to aqueous fungicidal agents based on dithiocarbamates as the active compound, wherein they contain, as surfactants, a combination of ethylene oxide/propylene oxide block polymers (type A) with ethoxylated and phosphated alkanols or arylphenols, or salts thereof (type B).
Dithiocarbamate active compounds which can be employed according to the invention are the fungicides maneb (manganese ethylenebisdithiocarbamate), mancozeb (manganese ethylenebisdithiocarbamate complex with zinc) or zineb * (zinc ethyIenebisdithiocarbamate), in particular maneb.
These active compounds are described in The Pesticide Manual, 7th edition, p. 339, 340, 564 (1983), British Crop Protection Council.
Ethylene oxide/propylene oxide block polymers (type A) which can be used are polymers having a molecular weight of 1,000 - 20,000, for example polymers of the formulae I and II below: RO-(CH_-CH~-0) -(CH-CHo-0) -R 2 2 X | 2 Z (I) where in each case x, y and z, independently of one another, denote a number from 2 to 200, and R denotes H or (C-|-Cqg)alkyl. The commercial products HOE S 3510 and HOE S 1816 from Hoechst AG may be mentioned as representatives of these polymers.
Furthermore, surfactants of type B which can be employed (R ) are surfactants of the Soprophor series: Soprophor PA (15-35), Messrs. Rhone Poulenc (= ethoxylated phos( R ) phated alkanol), Hostaphate, Messrs. Hoechst AG (= mixtures of mono-, di- and trialkyl polyglycol ether phosphates), members of the preparation 10 D 12 series, Messrs. Rhone Poulenc (= phosphated distyrylphenol oxethylate), Z p \ Soprophor FL, Messrs. RhSne Poulenc (= triethanolammonium salts of phosphated tristyryIphenol oxethyIates ).
The surfactant concentrations can vary within the following limits, relative to the total formulation: Type A: 1 - 10 Z by weight, preferably 2-7 Z by weight Type 8: 0.1 - 5 Z by weight, preferably 0.3 - 2.5 Z by weight.
The formulations according to the invention can contain as active compound combination partners for the dithiocarbamates, in particular triphenyltin derivatives, such as triphenyltin hydroxide (TPTH) or triphenyltin acetate (TPTA), preferably TPTH.
In the case of these combinations, it is expedient to use the following surfactants in addition to the type A and type B surfactants mentioned: condensation products of naphthalenesulfonic acid and formaldehyde (type C), such ( R ) as Dispersogen A (Messrs. BASF), and a mixture, in particular a 1:1 mixture of Iigninsulfonates, in particular Na Iigninsulfonate, with montmorillonite (type D), for ( R ) example Darvan No. 3 (Messrs. Vanderbilt, USA). The formulations then preferably contain 0.1 to 3 % by weight of surfactants of type C and 0.1 to 4 % by weight, in particular 0.1 - 2.0 % by weight, of surfactants of type D, besides the surfactants A and B with the abovementioned proportions by weight.
The dithiocarbamate:triphenyltin derivative ratio by weight can vary between 20:1 and 1:20, in particular between 1:20 and 10:1.
The total active compound content in the dispersions according to the invention can be 10 to 70% by weight, preferably 20 to 50% by weight.
In addition, conventional additives, for example defoamers, such as silicone defoamer SE 2 (Messrs. Wacker), antifreeze agents, such as (C2~C3)alkylene glycols, urea or glycerol, or thickeners, such as swellable alumosiIicates, polysaccharides or xanthan derivatives, can be added to the dispersions.
The aqueous, stable formulations can be prepared by adding water, the surfactant combination according to the invention and the active compound(s) to a so-called premix and then wet-grinding the mixture by means of bead and/or ball and/or colloid mills.
The invention is illustrated by the following examples, which are collated in Table I Some of the figures denote % by.weight.
Table 1 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 Maneb 32 32 32 32 32 32 32 32 32 30.7 30.7 30.7 30.7 8.9 8.9 Zineb Mancozeb ΤΡΓΗ 9.6 9.6 9.6 9.6 9.6 9.6 9.6 9.6 9.6 3.9 3.9 4 4 23.5 23.5 Hoe S 1816 5 2 — 4.5 5 5 4 5 3 3 5 6 7 5 5 (^)soprophor PA( 15-35) 1 1 1 1 1 2 1.5 1 2.5 (K)Darvan Nr. 3 1 1 1 1 1 1.5 1 1 1 1 1 1 1 1 1 WDispersogen A 1 1 1 1 1.2 1 1 2 1 1 0.5 0.5 1 1 1 (H)Hostaphat KL·- 340 N Preparation 10 D 12 1 2 1 1 2 2 2 2 Hoe S 3510 5 1 Defoamer ' SE 2 2 3 2 2 2 3 1.5 2 2 2 2 2 2 2 2 Ethylene glycol 8 8 8 8 8 8 7 8 8 8 8 8 8 8 8 (R)Rhodopoi 23 0.1 0.1 0.1 0.1 0.1 0.1 0.1 0.1 0.1 0.1 0.1 0.1 0.1 0.1 0.1 Water to 100^ Table 1 _16 17 18 19 20 21 22 7*> 24 25 26 27 28 29 50 31 32 Maneb 8.9 Zineb 30 Mancozeb TPTH 8.9 4 Hoe S 1816 3 6 (R^Soppophor PA (15-35) 2 (R)l)arvan Nr. 3 0.5 1 (^Dispersogen A 1 1 (R)Hostaphat 2 KL- 340 N 24 1.5 2 1 1 1 38 38 57 2 5 5 0.5 0.1 0.5 0.1 45 45 45 45 2 5 3 5 0.3 1 37 Preparation 10 D 12 Hoe S 3510 Ofoamer SE 2 Glycerine (R)Rhodopol 23 0.1 1.5 1 Water to 100^ 2 2 1 2 8 8 8 8 0.1 0.1 0.1 0.1 0.1 0.1 0.1 0.05 0.1 0.1 0.1 2 1.5 1.5 1-5 8 8 8 8 0.1 0.1 0.1 0.1 0.1
Claims (8)
1. An aqueous, fungicidal agent based on maneb, mancozeb or zineb as active compound, wherein the total content of active substance is from 10 to 70% by weight, 5 and which comprises, as surfactant, a combination of from 1-10% by weight of block polymers of the formula I or II RO-(CH2-CH 2 -O) x - (CH-CH2-O) z -R (I) CH 3 RO(CH2-CH2-O) x - (CH-CH 2 -O) y - (CH2-CH2O) Z -R (II), I ch 3 where in each case x, y and z, independently of one 10 another, denote a number from 2 to 200, and R denotes H or (C-j-C-| 0)alkyl, and from 0.1-5% by weight of ethoxylated and phosphated alkanols or arylphenols, or salts thereof.
2. An agent as claimed in claim 1, containing 15 triphenyltin derivatives as active compounds besides maneb, mancozeb or zineb.
3. An agent as claimed in claim 2, containing, as triphenyltin derivative, triphenyltin hydroxide or triphenyltin acetate. 20
4. An agent as claimed in claim 2 or 3, additionally containing, as surfactants, condensation products of -8naphthalenesulfonic acid and formaldehyde and mixtures of ligninsulfonates with montmorillonite.
5. An agent as claimed in claims 1 to 4, additionally containing from 0.1 to 3% by weight of condensation 5 products of naphthalenesulfonic acid and formaldehyde, and from 0.1 to 4% by weight of a mixture of ligninsulfonates with montmorillonite.
6. A method of combating fungal pests, wherein a fungicidal agent as claimed in claims 1 to 5 is applied 10 to the plants or their cultivation areas, after dilution as conventional for the intended use.
7. An aqueous, fungicidal agent according to claim 1, substantially as hereinbefore described with particular reference to the accompanying Examples. 15
8. A method according to claim 6 for combating fungal pests, substantially as hereinbefore described.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19863628575 DE3628575A1 (en) | 1986-08-22 | 1986-08-22 | AQUEOUS FUNGICIDAL DISPERSIONS |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE872246L IE872246L (en) | 1988-02-22 |
| IE63107B1 true IE63107B1 (en) | 1995-03-22 |
Family
ID=6307972
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE224687A IE63107B1 (en) | 1986-08-22 | 1987-08-21 | Aqueous, fungicidal dispersions |
Country Status (7)
| Country | Link |
|---|---|
| EP (1) | EP0257533B1 (en) |
| AT (1) | ATE100275T1 (en) |
| DE (2) | DE3628575A1 (en) |
| ES (1) | ES2061455T3 (en) |
| HU (1) | HU202718B (en) |
| IE (1) | IE63107B1 (en) |
| ZA (1) | ZA876208B (en) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3936413A1 (en) * | 1988-12-27 | 1990-06-28 | Feinchemie Schwebda Gmbh | CLEANING AGENTS FOR CLEANING FIELD SPRAYERS FROM PLANT PROTECTION RESIDUES |
| NZ233008A (en) * | 1989-03-30 | 1991-04-26 | Buckman Labor Inc | Compositions containing 2-thiocyanomethylthiobenzothiazole for use as industrial microbicides |
| DE4005155A1 (en) * | 1990-02-17 | 1991-08-22 | Hoechst Ag | CONCENTRATED AQUEOUS EMULSIONS OF NEOPHANES AND AZANEOPHANES FOR USE IN PLANT PROTECTION |
| GB9103631D0 (en) * | 1991-02-21 | 1991-04-10 | Ici Plc | Composition and use |
| DE4313093C2 (en) * | 1993-04-22 | 1996-01-11 | Stefes Pflanzenschutz Gmbh | Suspension concentrates containing metamitron based on water as the only carrier |
| GB9413980D0 (en) * | 1994-07-12 | 1994-08-31 | Rohm & Haas France | Novel agrochemical formulation |
| GB9725799D0 (en) * | 1997-12-06 | 1998-02-04 | Agrevo Uk Ltd | Pesticidal compositions |
| CR6243A (en) * | 1999-09-20 | 2008-04-16 | Syngenta Participations Ag | PESTICIDED FORMULATIONS CONTAINING ALCOXYLATED POLYARYLPHENOLPHOSPHATOESTER TENSOACTIVE AND ALCOXYLATED LIGNOSULPHONATE TENSOACTIVE |
| US7238645B1 (en) | 2000-09-18 | 2007-07-03 | Syngenta Crop Protection, Inc. | Pesticide formulations containing phosphate ester surfactant and alkoxylated lignosulfonate |
| US20250017200A1 (en) * | 2021-11-12 | 2025-01-16 | Adama Makhteshim Ltd. | Dithiocarbamate fungicide combinations and compositions thereof |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4313847A (en) * | 1978-06-15 | 1982-02-02 | Ici Americas Inc. | Surfactant compositions |
| JPS55129201A (en) * | 1979-03-28 | 1980-10-06 | Kao Corp | Fluid pesticidal composition |
| JPS5842843B2 (en) * | 1981-03-27 | 1983-09-22 | 花王株式会社 | Dispersant for aqueous suspension biocide |
| US4663364A (en) * | 1984-09-05 | 1987-05-05 | Kao Corporation | Biocidal fine powder, its manufacturing method and a suspension for agricultural use containing the above powder |
-
1986
- 1986-08-22 DE DE19863628575 patent/DE3628575A1/en not_active Withdrawn
-
1987
- 1987-08-18 HU HU873701A patent/HU202718B/en not_active IP Right Cessation
- 1987-08-19 DE DE87112003T patent/DE3788832D1/en not_active Expired - Fee Related
- 1987-08-19 EP EP87112003A patent/EP0257533B1/en not_active Expired - Lifetime
- 1987-08-19 AT AT87112003T patent/ATE100275T1/en not_active IP Right Cessation
- 1987-08-19 ES ES87112003T patent/ES2061455T3/en not_active Expired - Lifetime
- 1987-08-21 IE IE224687A patent/IE63107B1/en not_active IP Right Cessation
- 1987-08-21 ZA ZA876208A patent/ZA876208B/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| EP0257533A3 (en) | 1988-12-21 |
| ES2061455T3 (en) | 1994-12-16 |
| DE3628575A1 (en) | 1988-02-25 |
| DE3788832D1 (en) | 1994-03-03 |
| IE872246L (en) | 1988-02-22 |
| ATE100275T1 (en) | 1994-02-15 |
| EP0257533A2 (en) | 1988-03-02 |
| HU202718B (en) | 1991-04-29 |
| HUT44893A (en) | 1988-05-30 |
| EP0257533B1 (en) | 1994-01-19 |
| ZA876208B (en) | 1988-02-23 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MM4A | Patent lapsed |