GB2225945A - Stabilized fungicidal composition - Google Patents
Stabilized fungicidal composition Download PDFInfo
- Publication number
- GB2225945A GB2225945A GB8928088A GB8928088A GB2225945A GB 2225945 A GB2225945 A GB 2225945A GB 8928088 A GB8928088 A GB 8928088A GB 8928088 A GB8928088 A GB 8928088A GB 2225945 A GB2225945 A GB 2225945A
- Authority
- GB
- United Kingdom
- Prior art keywords
- benzamide
- maleic
- dithiocarbamate
- cyano
- chloro
- 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.)
- Withdrawn
Links
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
- 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
- A01N37/44—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 containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids
- A01N37/46—N-acyl derivatives
-
- 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
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- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
A plant fungicidal composition comprises a manganese or zinc salt or complex of ethylene- or propylenebis (dithiocarbamate) or a mixture thereof, (RS)-chloro-N- [cyano(ethexy)methyl] benzamide, and maleic or fumaric acid or an anhydride thereof which improves the chemical stability of the composition.
Description
FUNGICIDAL COMPOSITIONS
The present invention relates to fungicidal compositions and to their use in combating fungi, especially fungi infections of plants.
According to the present invention there is provided a fungicidal composition comprising a manganese or zinc salt or complex of ethylene- or propylenebis(dithiocarbamate) or a mixture thereof, (RS)-4-chloro-N-[cyano(ethoxy)meth'] benzamide and maleic or fumaric acid or an anhydride thereof.
In one particular aspect the invention provides a fungicidal composition comprising a manganese or zinc salt or complex of ethylene- or propylenebis (dithiocarbamate) or a mixture thereof, (RS)-4 -chloro-N-[cyano(ethoxy)methyl] benzamide and maleic or fumaric acid.
The manganese or zinc salt or complex of ethylene- or propylenebis(dithiocarbate) may be any of the known fungicidal salts, complexes or mixtures of this type which contain the chemical unit [-SCS.NHCH2CHRNHCS.S.M-], where R is H or CH3 and M is manganese or zinc. Such salts or complexes include mancozeb, zineb, propineb and metiram. Mancozeb is the common name for the known fungicidal complex of zinc and maneb and has the chemical name (IUPAC) manganese ethylenebis(dithiocarbamate) (polymeric) with zinc salt. Its fungicidal properties are described in Fungic. Nematic. Tests, 1961, 17. Zineb has the chemical name (IUPAC) zinc ethylenebis(dithiocarbamate) (polymeric). Its fungicidal properties are reported by M. Heuberger & BR<
T F Manns in Phytopathology, 1943, 33, 113.Propineb has the chemical name (IUPAC) polymeric zinc propylenebis(dithiocarbamate). Its fungicidal properties are described by H Goeldner (Pflanzenschutz-Nachr. (Engl. Ed), 1963, 16, 49).
Metiram has the chemical name (IUPAC) zinc ammoniate ethylenebis (dithiocarbamate) -poly (ethylenethiuram disulphide).
The compound (RS)-4-chloro-N -[cyano(ethoxy)methyl] benzamide having the formula
and methods for preparing it are described and its use as a fungicide proposed in EP-A-0059536.
It has been found that the chemical stability of mixtures of this benzamide with manganese or zinc salts or complexes of ethylene- or propylenebis(dithiocarbamate), particularly with mancozeb, is improved by the addition of maleic or fumaric acid or an anhydride thereof.
Suitable compositions are those in which the proportion by weight of the dithiocarbamate to benzamide is from 4 to 100 :1, more suitably from 8 to 50 :1 and typically from 16 to 20:1.
In another aspect the invention provides a fungicidal composition comprising mancozeb, (RS)-4 -chloro-N-[cyano(ethoxy)methyl] benzamide and fumaric or maleic acid.
The amount of stabiliser used (i.e. the fumaric or maleic acid or anhydride thereof) is suitably from 0.1 to 10% by weight of the combined weight of dithiocarbamate and benzamide, more suitably 1 to 5% and typically about 3%.
The compositions will normally be in the form of wettable powders but may also be in the form of water dispersible granules, suspension concentrates or dust or seed treatments.
Wettable powders, water dispersible granules and suspension concentrates will normally contain surfactants eg. a wetting agent or dispersing agent.
These agents can be cat ionic, anionic or non-ionic agents.
Suitable cat ironic agents are quaternary ammonium compounds, for example cetyltrimethylammonium bromide. Suitable anionic agents are soaps, salts of aliphatic monoesters of sulphuric acid (for example sodium laurel sulphate), and salts of sulphonated aromatic compounds (for example sodium dodecylbenzenesulphonate, sodium, calcium or ammonium lignosulphonate, butylnaphthalene sulphonate, and a mixture of sodium diisopropyl- and triisopropylnaphthalene sulphonates), naphthalene sulphonate formaldehyde condensates and sodium di-octyl and di-nonyl sulphosuccinates.
Suitable non-ionic agents are the condensation products of ethylene oxide with fatty alcohols such as oleyl or cetyl alcohol, or with alkyl phenols such as octyl- or nonyphenol and octylcresol. Other nonionic agents are the partial esters derived from long chain fatty acids and hexitol anhydrides, the condensation products of the said partial esters with ethylene oxide, and the lecithins.
Wettable powders and water dispersible granules also contain a solid diluent or carrier such as kaolin, kieselguhr, dolomite, calcium carbonate, talc, magnesium carbonate and diatomaceous earth.
Water dispersible granules can contain disintegrants which may be water soluble salts such as sodium acetate or sodium sesquicarbonate.
Compositions for use as aqueous dispersions are generally supplied in the form of suspension concentrates containing a high proportion of the active ingredients, the concentrates being diluted with water before use. These concentrates should preferably be able to withstand storage for prolonged periods and after such storage be capable of dilution with water in order to form aqueous preparations which remain homogeneous for a sufficient time to enable them to be applied by conventional spray equipment. Suspension concentrates normally contain suspending agents. Suitable suspending agents are polymeric thickeners for example xanthan gum and sodium carboxymethylcellulose), and swelling clays such as bentonite or attapulgite.The concentrates may conveniently contain up to 95%, suitably 10-90%, for example 25-80t, by weight of the active ingredients. After dilution to form aqueous preparations, such preparations may contain varying amounts of the active ingredients depending upon the intended purpose, but an aqueous preparation containing 0.0005% or 0.01% to 10% by weight of active ingredients may be used.
The compositions of the invention are active fungicides and may be used to control a range of fungal diseases. Their uses include those described in EP-A-0059536 for the benzamide component and those for which ethylenebis(dithiocarbamates) are known to be used. They may contain other compounds having biological activity, eg. compounds having similar or complementary fungicidal activity or which possess plant growth regulating, herbicidal or insecticidal activity. The invention also provides, therefore, a method of combating fungi, which comprises applying to a plant a fungicidally effective amount of the composition as herein defined.
EXAMPLE
A composition 'X' is prepared by mixing together the following ingredients:
g/kg (RS)-4-chloro-N-[cyano(ethoxy)methyl] benzamide 45 mancozeb 80WP (Dithane 945 supplied by Rohiri & hays) 875
Polyfon H (dispersant) 50
Aerosol OT-B (wetter) 20
China clay GTY (filler) to lkg Three identical compositions were prepared except that to these were added 30g/kg of (1) fumaric acid, (2) maleic acid and (3) maleic anhydride.
The decomposition of the benzamide component was measured by high performance liquid chromatography after two weeks at 500C. The results are given in the table below.
TABLE
% DECOMPOSITION OF COMPOSITION , BENZAMIDE AFTER 2 WEEKS at 500C ix 18 X+Fumaric acid 1 X+Maleic acid , 5 X+Maleic anhydride 10 These results show that the stability of (RS)-4 -chloro-N-[cyano(ethoxy)methyl] benzamide in admixture with mancozeb is improved by the addition of any one of fumaric acid, maleic acid and maleic anhydride.
Claims (4)
1. A fungicidal composition comprising a manganese
or zinc salt or complex of
ethylene- or propylenebis(dithiocarbamate) or a
mixture thereof, (RS)-4-chloro-N -[cyano(ethoxy)methyl] benzamide and maleic or
fumaric acid or an anhydride thereof.
2. A fungicidal composition as claimed in claim 1
comprising a manganese or zinc salt or complex
of ethylene- or propylenebis(dithiocarbamate) or
a mixture thereof, (RS)-4-chloro-N -[cyano(ethoxy)methyl] benzamide and maleic or
furmaric acid.
3. A fungicidal composition as claimed in claims 1
or 2 comprising mancozeb, (RS)-4-chloro-N -[cyano(ethoxy)methyl] benzamide and fumaric or
maleic acid.
4. A method of combating fungi which comprises
applying to a plant a fungicidally effective
amount of a composition of claim 1.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB888829120A GB8829120D0 (en) | 1988-12-14 | 1988-12-14 | Fungicidal compositions |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| GB8928088D0 GB8928088D0 (en) | 1990-02-14 |
| GB2225945A true GB2225945A (en) | 1990-06-20 |
Family
ID=10648441
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB888829120A Pending GB8829120D0 (en) | 1988-12-14 | 1988-12-14 | Fungicidal compositions |
| GB8928088A Withdrawn GB2225945A (en) | 1988-12-14 | 1989-12-12 | Stabilized fungicidal composition |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB888829120A Pending GB8829120D0 (en) | 1988-12-14 | 1988-12-14 | Fungicidal compositions |
Country Status (5)
| Country | Link |
|---|---|
| AU (1) | AU4674089A (en) |
| FR (1) | FR2640117A1 (en) |
| GB (2) | GB8829120D0 (en) |
| IT (1) | IT89022508A1 (en) |
| ZA (1) | ZA898803B (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2010046378A2 (en) * | 2008-10-21 | 2010-04-29 | Basf Se | Use of carboxylic amide fungicides on transgenic plants |
-
1988
- 1988-12-14 GB GB888829120A patent/GB8829120D0/en active Pending
-
1989
- 1989-11-17 ZA ZA898803A patent/ZA898803B/en unknown
- 1989-11-24 IT IT02250889A patent/IT89022508A1/en unknown
- 1989-12-12 GB GB8928088A patent/GB2225945A/en not_active Withdrawn
- 1989-12-13 FR FR8916472A patent/FR2640117A1/en active Pending
- 1989-12-14 AU AU46740/89A patent/AU4674089A/en not_active Abandoned
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2010046378A2 (en) * | 2008-10-21 | 2010-04-29 | Basf Se | Use of carboxylic amide fungicides on transgenic plants |
| WO2010046378A3 (en) * | 2008-10-21 | 2011-06-30 | Basf Se | Use of carboxylic amide fungicides on transgenic plants |
Also Published As
| Publication number | Publication date |
|---|---|
| IT8922508A0 (en) | 1989-11-24 |
| GB8829120D0 (en) | 1989-01-25 |
| GB8928088D0 (en) | 1990-02-14 |
| FR2640117A1 (en) | 1990-06-15 |
| AU4674089A (en) | 1990-06-21 |
| ZA898803B (en) | 1990-08-29 |
| IT89022508A1 (en) | 1990-06-14 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| WAP | Application withdrawn, taken to be withdrawn or refused ** after publication under section 16(1) |