GB2225947A - Stabilized fungicidal composition - Google Patents
Stabilized fungicidal composition Download PDFInfo
- Publication number
- GB2225947A GB2225947A GB8928090A GB8928090A GB2225947A GB 2225947 A GB2225947 A GB 2225947A GB 8928090 A GB8928090 A GB 8928090A GB 8928090 A GB8928090 A GB 8928090A GB 2225947 A GB2225947 A GB 2225947A
- Authority
- GB
- United Kingdom
- Prior art keywords
- benzamide
- fungicidal composition
- composition
- phthalimide
- ethoxy
- 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- Withdrawn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
- A01N47/02—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 no bond to a nitrogen atom
- A01N47/04—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 no bond to a nitrogen atom containing >N—S—C≡(Hal)3 groups
Landscapes
- 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 fungicidal composition useful for treating plants comprises N-(trichloromethylthio)phthalimide or the 1,2,3, 6-tetrahydrogenated product thereof, (RS)-4- chloro-N-[cyano(ethoxy)methyl] benzamide, and a formaldehyde or acetaldehyde polymer which reduces emission of hydrogen cyanide produced by decomposition of the benzamide on storage.
Description
FUNGICIDAL COMPOSITIONS
The present invention relates to fungicidal compositions and to their use in combating fungi, especially fungal infections of plants.
According to the present invention there is provided a fungicidal composition comprising
N-(trichloromethylthio)phthalimide or the 1, 2, 3, 6-tetrahydrogenated product thereof, (RS)-4-chloro-N -[cyano(ethoxy)methyl] benzamide and a formaldehyde or acetaldehyde polymer.
The N-(trichloromethylthio)phthalimide or its 1, 2, 3, 6-tetrahydrogenated product used in the composition of the invention include the fungicides commonly known as folpet and captan. Folpet has the formula
Its fungicidal properties are described by
A R Kittleson in Science, 1952, 115, 84. Captan has the formula
Its fungicidal properties are described by W D Thomas et al in Photopathology, 1962, 52, 754.
Of particular interest are the compositions containing folpet.
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.
The formaldehyde or acetaldehyde polymer may be selected from polymers of formaldehyde having the formula (CH2O)n.H2O, for example paraformaldelyde which is a mixture of such polymers wherein n has a value of from 6 to 50, and polymers of acetaldehyde having the formula (CH3.CHO) m in which m is 3 or 5, for example metaldehyde.
In one particular aspect the invention provides a fungicidal composition comprising N-(trichloromethylthio)phthalimide, (RS)-4-chloro-N -[cyano(ethoxy)methyl] benzamide and metaldehyde or paraformaldehyde.
It has been found that the presence of a formaldehyde or acetaldehyde polymer reduces the emission from the composition of hydrogen cyanide which is believed to be produced by decomposition of the benzamide component on storage.
Suitable compositions are those in which the proportion by weight of the phthalimide to benzamide is from 3 to 80 : 1, more suitably from 5 to 40 : 1 and typically from 8 to 14 : 1.
The amount of aldehyde polymer used is suitably from 0.01 to 10% by weight of the combined weight of phthalimide and benzamide, more suitably 0.2 to 5% and typically about 1%.
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 cationic, 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 lauryl 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 nonylphenol and octylcresol. Other non-ionic 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 wh- l 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 preparat sns 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 carb- oxymethylcellulose), and swelling clays such as bentonite or attapulgite.The concentrates may conveniently contain up to 95%, suitably 10-90%, for example 25-80%, 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 cotaining 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 folpet and captan 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.
Tne invention is illustrated by the following example:
EXAMPLE
A composition 'X' was prepared by mixing together the following ingredients: q/ks (RS)-4-chloro-N-{cyano(ethoxy)methyl] benzamide 45 folpet (technical material manufactred by
Chevron, France) 500
Morwet D425 (dispersant) 50
Empicol LZ (wetter) 20
Silica K320 (flow aid) 50
China clay GTY (filler) to lkq Two identical compositions were prepared except that to these were added 10g/kg of (1) metaldehyde and paraformaldehyde.
For each composition, 300 gms were placed in a 1 litre narrow top glass bottle leaving about 400 to 500 mls ullage. The bottle was sealed with a plastic insert and the bottle top taped on securely. After two weeks storage at 50"C the hydrogen cyanide concentration was measured using a Draeger or Gastec pump by piercing the plastic insert. The results are given in the table below.
TABLE
I Composition HCN concn. in ppm after 2 weeks at 500C 2 weeks at 50 C X 100 X + metaldehyde 1 3 X x + paraformaldehyde 0 These results show that the amount of hydrogen cyanide emitted from a composition containing (RS)-4 -chloro-N-[cyano(ethoxy)methyl] benzamide and folpet is reduced by the presence of metaldehyde or paraformaldehyde.
Claims (3)
1. A fungicidal composition comprising N
-(trichloromethylthio)phthalimide or the 1, 2, 3,
6-tetrahydrogenated product thereof, (RS)-4 -chloro-N-[cyano(ethoxy)methyl] benzamide and a
formaldehyde or acetaldehyde polymer.
2. A fungicidal composition as claimed in claim 1
comprising N-(richloromethylthio)phthalimide, (RS)-4-chloro-N-[cyano(ethoxy)methyl] benzamide and
metaldehyde or pâraformaldehyse.
3. 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 |
|---|---|---|---|
| GB888829165A GB8829165D0 (en) | 1988-12-14 | 1988-12-14 | Fungicidal compositions |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| GB8928090D0 GB8928090D0 (en) | 1990-02-14 |
| GB2225947A true GB2225947A (en) | 1990-06-20 |
Family
ID=10648467
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB888829165A Pending GB8829165D0 (en) | 1988-12-14 | 1988-12-14 | Fungicidal compositions |
| GB8928090A Withdrawn GB2225947A (en) | 1988-12-14 | 1989-12-12 | Stabilized fungicidal composition |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB888829165A Pending GB8829165D0 (en) | 1988-12-14 | 1988-12-14 | Fungicidal compositions |
Country Status (5)
| Country | Link |
|---|---|
| AU (2) | AU4588589A (en) |
| FR (1) | FR2640115A1 (en) |
| GB (2) | GB8829165D0 (en) |
| IT (1) | IT1237522B (en) |
| ZA (1) | ZA898884B (en) |
-
1988
- 1988-12-14 GB GB888829165A patent/GB8829165D0/en active Pending
-
1989
- 1989-11-21 ZA ZA898884A patent/ZA898884B/en unknown
- 1989-11-28 IT IT02253089A patent/IT1237522B/en active IP Right Grant
- 1989-12-04 AU AU45885/89A patent/AU4588589A/en not_active Abandoned
- 1989-12-12 AU AU46700/89A patent/AU4670089A/en not_active Abandoned
- 1989-12-12 GB GB8928090A patent/GB2225947A/en not_active Withdrawn
- 1989-12-13 FR FR8916473A patent/FR2640115A1/en active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| IT1237522B (en) | 1993-06-08 |
| IT8922530A0 (en) | 1989-11-28 |
| IT8922530A1 (en) | 1991-05-28 |
| GB8829165D0 (en) | 1989-01-25 |
| FR2640115A1 (en) | 1990-06-15 |
| GB8928090D0 (en) | 1990-02-14 |
| AU4588589A (en) | 1990-06-21 |
| ZA898884B (en) | 1990-08-29 |
| AU4670089A (en) | 1990-06-21 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| EP0381290B1 (en) | Use of a fungicidal composition for the curative treatment of fungal diseases in plants | |
| US5563112A (en) | Herbicidal diphenyl ether and nitrogen solution compositions and method | |
| US5236887A (en) | Herbicidal heterocyclic sulfonylurea compositions safened by herbicidal acids such as 2,4-d below a ph of 5 | |
| IE54197B1 (en) | Aqueous pour-on formulation | |
| US20090093544A1 (en) | Insecticidal compositions having improved effect | |
| EP0335519A1 (en) | Insecticides | |
| HUT62756A (en) | Fungicidal and insecticidal composition comprising several active ingredients | |
| EP0584227B1 (en) | Herbicidal substituted cyclohexanedione and nitrogen fertiliser compositions and method | |
| SU679106A3 (en) | Plant growth and development regulating agent | |
| CS195339B2 (en) | Synergic insecticide and acaricide | |
| EP2600712B1 (en) | Method for protecting sethoxydim-tolerant maize against the damaging action of accase-inhibiting herbicides by use of a safener | |
| GB2225947A (en) | Stabilized fungicidal composition | |
| CN114052037A (en) | Acaricidal composition containing bistrifluron and etoxazole and application thereof | |
| US5089510A (en) | Insecticides | |
| GB2225946A (en) | Stabilized fungicidal composition | |
| GB2137092A (en) | Phenoxypropionic Acid Derivatives for Selective Herbicides in Rice Crops | |
| US6090806A (en) | Fungicidal mixtures | |
| US4563457A (en) | Synergistic pesticidal compositions comprising 2,4-diamino-6-cyclopropylamino-s-triazine and cypermethrin | |
| EP0322583A1 (en) | Insecticide composition | |
| EP0235979B1 (en) | Pesticidal formulations | |
| JPH0764688B2 (en) | Agro-horticultural germicidal composition | |
| JPH01168603A (en) | Synergistic composition for selectively removing weed in cultivation area of useful plant | |
| GB2072507A (en) | Herbicidal composition and process | |
| EP0512738B1 (en) | Herbicidal compositions with increased crop safety | |
| US4392883A (en) | Herbicidal composition and process |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| WAP | Application withdrawn, taken to be withdrawn or refused ** after publication under section 16(1) |