IE46690B1 - Fungicidal combinations - Google Patents

Abstract

The fungicidal composition consists of a mixture of a triazole or pyrimidine compound with a benzimidazole compound or an aluminium salt of ethyl phosphite, optionally mixed with carriers, diluents or excipients. The compounds are suitable for the curative or preventive fungicidal treatment of vine downy mildew or cereal powdery mildew.

Description

The present invention relates to a method of treating fungal infections of cultivated plants with novel combinations of chemicals and also provides fungicidal formulations containing said novel combinations.

According to one aspect of the present invention therefore, there is 5 provided a fungicidal formulation comprising as one fungicidally active ingredient a triazine or pyrimidine compound of the formula :i ι where X is chlorine or fluorine, and as a second fungicidally active ingredient a benzimidazole or aluminium salt of the formula :20 •NH-C-OCH, C„H.0-P-0 2 5 || (-) αΓ 11(a) 11(b) - 2 associated with one or more inert, non-phytotoxic carriers therefor.

All of the aforementioned compounds are known compounds and may be prepared by methods well-defined in the literature. The combinations of active ingredients defined in the above formulation are novel and have been found to be surprisingly effective in controlling or combatting fungal infections of cultivated plants, the combination of a compound of formula 1(a) or 1(b) and 11(b), preferably 1(b) and 11(b), being particularly useful in controlling mildew infections of grapes whilst the combination of a formula 1(a) or 1(b) and formula 11(a), preferably 1(b) and 11(a), compound has been found to be especially valuable in the treatment of cereal diseases such as powdery mildew, foot rot, and other foliar or ear diseases affecting cereals at the ripening stage. In these combinations, the preferred pyrimidine for use in grape treatment is that in which X is chlorine whereas the formula 1(b) compound in which X is fluorine is preferred for use in connection with fungal infections of cereals.

According to a second aspect of the invention therefore, there is provided a method of treating fungal infections of plants especially cereals and grapes which comprises applying to said plants a fungicidally effective amount of a fungicidal formulation as defined above.

In the aforesaid method, the formulation is preferably applied by foliar application at any time after crop emergence until harvesting takes place, the amount and frequency of application being determined by the severity or expected severity of the fungal disease. However, it is a feature of the invention and a particular advantage obtained from the use of the abovedefined combinations that a reduced frequency of treatment, for example only once every 2 to 3 weeks to control grape mildew infections, may be effectively employed thus achieving a valuable reduction in labour costs. - 3 The components o'f the formulations of this invention may be applied sequentially or simultaneously to the plant being treated, the latter being preferred in accordance with the invention. The compound of formula 1(a) is preferably applied in an amount of from 10 to 500g, per hectare and the compounds of formula 1(b) are preferably applied in an amount of from 10 to lOOg, most preferably 10to 30g per hectare in the treatment of grapes, per hectare whereas the compounds of formula 11(a) or 11(b) are preferably applied in amounts of from 100 to 30C0g. per hectare. Thus the ratio of compounds of formula I to compounds of formula ΙΪ in the combinations of the invention may range from 5:1 to 1:300 by weight. Preferably the ratio of formula 1(a) to formula 11(a) compound lies between 2:1 and 1:25 with from 20 to 200g. per hectare of formula 1(a) compound being applied, and the ratio of formula 1(b) to formula 11(a) compound lies between 1:1 and 1:25 with from 20 to lOOg. per hectare of formula 1(b) compound being applied, whilst from 100 to 500g. per hectare of formula 11(a) compound may be used. Preferably the ratio of formula 1(a) to formula 11(b) compound is in the range of 1:5 to 1:100 with again 20 to 200g. per hectare of the formula 1(a) compound being used, and the ratio of formula 1(h) to formula 11(b) compound is in the range of 1:10 to 1:100 with 20 to lOOg. per hectare of formula 1(b) compound being used, with from 1000 to 2000g. per hectare of the compound of formula Il(b) being employed.

The formula H(b) compound, aluminium salt of ethylphosphite (AEP), is preferably used in combination with a further fungicide for example nancozeb or possibly fijlpet, 2-L(trichloromethyl)-thio]-lH-isoindole-1,3(2H) dione (see Phytiarie Phytopharmacie 1 (1977)). When used in conjunction with the further fungicide the ratio of AEP to said fungicide will lie in the range 3:1 to 1:2 by weight. - 6 46630 In order to simplify manufacture, storage and transport, the combinations of the formulae I and II compounds will be normally produced In concentrate form intended for dilution in water to the degree necessary to enable the abovementioned application rates to be easily achieved. Such concentrated formulations may contain from 0.5 to 907., preferably 5 to 90%, by weight of active ingredients associated with one or more inert nonphytotoxic carrier(s) therefor. Such formulations will usually be in the form of a wettable powder or dust, or aqueous suspension, although it should be noted that aqueous suspensions of AEP tend to be unstable because of the relatively short half-life (approximately 100 days) of AEP in aqueous media. The concentrate formulations are intended for appropriate dilution with water prior to use. This formation of an aqueous dispersion can be carried out in conventional spray tanks suitable for the purpose.

Wettable powders or dusts comprise an intimate mixture of the active ingredients, one or more inert carriers and appropriate surfactants. The inert carrier may be chosen from the attapulgite clays, the montmorillonite clays, the diatomaceous earths, kaolins, micas, talcs and purified silicates. Effective surfactants may be found among the sulfonated lignins, the naphthalene sulfonates and condensed naphthalene sulfonates, the alkyl succinates, the alkylbenzene sulfonates, the alkyl sulfates and nonionic surfactants such as ethylene oxide adducts of phenol. Illustrative of wettable powders falling within the scope of the invention are those having the following composition : Wettable Powders Formula I compound Formula II compound Surfactant(s) Dispersing Agent Anticaking agent Inert carrier(s) % by weight 0.25 to 10 10 to 80 0 to 10 0 to 10 0 to 10 to 100 Aqueous suspensions and solutions comprise the active ingredients suspended or dissolved in water or suitable solvents respectively together with any desired surfactants, thickening agents, antifreezing agents or preservatives. Suitable surfactants may be chosen from those mentioned above in connection with wettable powders. Thickening agents, if used, are. normally chosen from appropriate cellulose materials and natural gums whilst glycols will generally be used when an antifreezing agent is required. Preservatives may be chosen from a wide range of materials such as the various paraben antibacterials, phenol, £-chlorocresol, phenyl mercuric nitrate and formaldehyde. TypicaL examples of aqueous suspensions,, falling within the scope of the inventions are : Aqueous Suspensions (Flowable) 7, by weight Formula I compound 0.1 to s Formula 11(a) compound 20 to 52 Surfactant(s) 0 to 15 Thickening agent 0 to 3 Antifreezing agent 0 to 20 Preservative 0 to 1 Antifoaming agent 0 to 0.5 Water to 100 Whilst the foregoing general examples will adequately demonstrate to those skilled in the art the types of concentrate compositions of use in the present invention, the following non-limitative Examples will serve to further illustrate the formulation aspects of the present invention. - 6 4o‘Ga0 In these Examples, the term CCPM represents the formula l(b) compound in which X is chlorine whilst the related compound in which X is fluorine is represented hy the letters CFPM. Similarly, the formula l(a) compound is denoted by the symbol CTDB, the formula 11(a) compound MBC and the formula 11(b) compound AEP.

EXAMPLES 1 to 8 The following wettable powders were prepared (1) CCPM AEP Sodium dioctylsulphosuccinate Ethoxylated nonylphenol Sodium lignin sulphonate Silica Kaolin clay to (2) CFPM AEP Sodium lauryl sulphate Sulphonated lignin Diatomaceous earth to (3) CTDB AEP Sodium alkyl ether sulphate Sulphite lye powder Silica Talc to Z by weight 0.5 50.0 2.0 2.0 3.0 6.0· 100.0 % by weight 1.0 50.0 3.0 2.0 100.0 7. by weight 0.5 37.5 .0 3.0 4.0 100.0 - 7 (4) (5) (6) (7) 7» by weight CCPM 5.0 MBC 50.0 Sodium dioctyl sulphosuccinate 4.0 Sodium lignin sulphonate 1.5 Precipitated silica 2.5 Attapulgite to 100.0 CPPM 7. by weight 3.0 MBC 45.0 Sodium alkylnaphthalene sulphonate 8.0 Diatomaceous earth 6.0 Montmorillonite to 100.0 CTDB 7. by weight 12.0 MBC 60.0 Sodium salt of condensed napthalene sulphonic acids 5.0 Sodium tridecyl sulphate 2.0 Silica 5.0 Kaolin to 100.0 7. by weight CCPM 1.0 AEP 30.0 Folpet 15.0 Sodium lauryl sulphate 2.5 Sodium lignin sulphonate 4.0 Precipitated silica 8.0 Kaolin to 100.0 - 8 (8) CTDB ΑΕΡ Mancozeb Ethoxylated nonyl phenol Sodium dioctyl sulphosuccinate Sodium lignin sulphonate Hydrated sodium silicoaluminate Talc to 7. by weight 2.0 40.0 ,0 2,0 2.0 3.0 7,5 100.0 In each Example, the active ingredients were carefully blended with the specified excipients in conventional mixing equipment. The blend was then further milled in a fluid energy mill to a size range of from 1 to 10 microns and finally the mixture was reblended and deaerated prior to being packaged.

EXAMPLES 9 to 11 The following aqueous suspensions were prepared (9) CFPM MBC Polyoxyethylene polyoxypropylene block copolymer Xanthan gum Silicone antifoam Water to 7. by weight 4.0 40.0 2.0 0.4 0.1 100.0 (10) 7. by weight (11) CTDB 2.5 MBC 50.0 Sodium lauryl sulphate 3.0 Bentonite 3.0 Ethylene glycoi 5.0 Formaldehyde 0.2 Water to 100.0 % by w CCPM 5.0: MBC 40.0 Ethoxylated nonyl phenol 4.0 Hydroxymethyl cellulose 2.0 Silicone antifoam 0.15 Propylene glycol 6.0 Water to 100.0 Both active ingredients, size reduced by conventional means, where appropriate, were dispersed in water containing the surfactant system, preservative and part of the thickening agent. The particle size of both actives was further reduced hy liquid milling, the balance of the thickening agent added,'allowed to hydrate and the product diluted to volume with water. ό G 9 0

Claims (3)

1. A fungicidal formulation comprising as one fungicidally active ingredient a triazine or pyrimidine compound of the formula :- where X is chlorine or fluorine, and as a second fungicidally active ingredient a benzimidazole or aluminium salt of the formula :- H associated with one or more inert, non-phytotoxic carrier(s) therefor.

2. A fungicidal formulation as claimed in claim 1, which comprises from 0.5 to 907. by weight of active ingredients, the remainder consisting of one or more inert, non-phytotoxic carrier(s) therefor. . 4G 6 □ 3. A fungicidal formulation as claimed in claim 1 or 2, which comprises a compound of formula 1(b) in which X is chlorine. 4. A fungicidal formulation as claimed in any one of claims 1 to 3, which comprises a compound of formula 11(h) and additionally 2-E(trlchloromethyl)-thio]-lH-isoindole-l,3(2H)-dione in a ratio by weight of from 3si to 1:2 of 11(h) compound.to dione. 5. A method of preparing a fungicidal formulation as claimed in any one of claims 1 to 4 which comprises admixing a Formula I compound and a Formula II compound with one or more inert, non-phytotoxic carrier(s) therefor. 6. A method of treating or preventing fungal infections in plants which comprises treating said plants with a formulation as claimed in any one of claims 1 and 3 to 5 or with a formulation as claimed in claim 4 diluted with water. 7. A method according to claim 6 for treating or preventing downy mildew in grapes which comprises spraying said grapes with an aqueous dispersion of a formulation as claimed in claim 1 or 2 which comprises a pyrimidine of formula 1(h) in which X is chlorine and the aluminium salt of formula 11(h).

3. A method according tq claim 6 for treating or preventing fungal infections in cereals which comprises spraying said cereals with, an aqueous dispersion of a formulation according to claim 1 which comprises a pyrimidine of .formula 1(b) in which X is fluorine and the benzimidazole of formula 11(a).