CA1107639A - Fungicide - Google Patents

Abstract

O.Z. 32,451 ABSTRACT OF THE DISCLOSURE: New and valuable funicide containing as active ingredient a mixture of diisporopyl 5-nitroisophthalate and N-cyclododecyl-2,6-dimethylmorpholine.

Description

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'"'-The present invention relates to a fungicide containing a mixture of various active ingredients.
It is known to use diisopropyl 5-nitroisophthalate (German 1,218,792) and N-cyclododecyl-2,6-dimethylmorpholine (German 1,198,125) individually as fungicides.
It has now been found that a fungicide containing a mixture of diisopropyl 5-nitroisophthalate and N-cyclododecyl-

2,6-dimethylmorpholine in a weight ratio ranying from 1~1 -to 4:1 has a far better fungicidal action than its individual components.
The term "N-cyclododecyl-2,6-dimethylmorpholine" is also intended to mean salts of this compound, e.g., N-cyclo-dodecyl-2,6-dimethylmorpholine acetate.
The fungicide according to the invention is particularly suitable for protecting plants against diseases caused by powdery mildews, e.g., Sphaerotheca pannosa in roses, Erysiphe - cichoracearum in Cucurbitaceae, and Podosphaera leucotricha in apples.
The ratio in which the active ingredients are mixed may vary within a wide range. However, a weight ratio of diisopropyl N-nitroisophthalate to N-cyclododecyl-2,6-dimeth~l-morpholine of from 1:1 to 4:1 is preferred.
When the fungicides according to the invention are used for treating plants, application rates are from ; 0.5 to 5 kg/ha.
Application may be effected for instance in the form of powders, suspensions, dispersions, emulsions, oil dispersions, pastes, dusts or broadcasting agents by spraying, atomizing, dusting, broadcasting or watering. The forms of application depend entirely on the purpose for which the agents are being used; in any case they should ensure a fine distributionoE the active ingredient.
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~-- 0 Z. 32,451 For the preparation of emulsions, pastes and oil dispersions, mineral oil fractions of medium to high boiling point, such as kero-sene or diesel oil, further coal-tar oils, etc. and oils of vegetable or animal origin, aliphatic, cyclic and aromatic hydrocarbons such as ben~ene, toluene, xylene, paraffin, tetrahydronaphthalene, alkylate~
naphthalenes and their derivatives such as methanol, ethanol, propanol, butanol, chloroform, carbon tetrachloride, cyclohexanol, cyclohexanone, chlorobenzene, isophorone, etc., and strongly polar solvents such as dimethylformamide, dimethyl sulfoxide, N-methylpyrrolidone, water~ etc.
are suitable.
Aqueous formulations may be prepared from emulsion concentrates, pastes, oil dispersions or wettable powders by addin~ water. To pre-pare emulsions, pastes and oil dispersions the ingredients as such or dissolved in an oil or sol~ent may be homogenized in water by ~eans of wetting or dispersin~ agents, adheren~s or emulsifiers. Concen-trates which are suitable for dilution with water may be prepared ~rom active ingredient, wetting agent, adherent, emulsifying or dispersirg agent and possibly solvent or oil.
Examples of surfactants are: alkali metal, alkaline earth ~etal and ammonium salts of ligninsulfonic acid, naphthalenesulfonic acids, phenolsulfonic acids, alkylaryl sulfonates, alkyl sulfates, and alkyl sulfonates, alkali metal and alkaline earth metal salts of dibutyl-naphthalenesulfonic acid, lauryl ether sulfate, fatty alcohol sulfates, alkali metal and alkaline earth metal salts of fatty acids, salts of sulfated hexadecanols, heptadecanols, and octadecanols, salts of sulfated fatty alcohol glycol ether, condensation products of sulfon-ated naphthalene and naphthalene derivatives ~ri~h formaldehyde, con-densation products of naphthalene or naphthalenesulfonic acids ~r th phenol and formaldehyde, polyoxyethylene octylphenol ethers~ ethoxyl-ated isooctylphenol, ethoxylated octylphenol and ethoxylated nonyl-phenol, alkylphenol polYJglycol ethers, tributylphenol polyglycol ethers, alkylaryl polyes~er alcohols, isotridecyl alcohols, fatty alcohol ~` O.Z 32,451 ethylene oxide condensates, ethoxylated castor oil, polyox~Jethylene alkyl ethers, etho~Jlated polyoxypropylene, lauryl alcohol polygl~Jcol ether acetal, sorbitol esters, lignin, sulfite waste liquors and methyl cellulose.
Powders, dusts and broadcasting agents may be prepared by mixing or ~rinding the active ingredients with a solid carrier.
The ~ormulations contain from 0.1 to 95, and pre~erably 0.5 to 90, % by weight of active ingredient.
There may be added to the compositions oils of varlous ~ypes, herbicides~ ~ungicides, nematocides, insecticides, bactericides, trace elements, fertilizers, antifoams (e.g., silicones) and g.owth regulators.
EXAMPLE
Outdoor roses of the "Superstar't variety were sprayed to runoff 4 times during a vegetation period with aqueous suspension3 of the active ingredient mixtures, in the mixture and weight ratios given in the table; the individual components were used for comparison. As the roses suffered natural attack by the fungus Sph~erotheca pannosa, artificial in~ection was not necessary. Upon conclusion of the e~-periment, the number o~ mildew colonies on the leaves was counted.

Active Ratio Wt% of active No. of mildew ingredient ingredient in liquor colonies/100 leaves N-cyclododecyl- 1:1 0.05 + 0.05 73 2,6 dimethyl-morpholine acetate 1:1.5 0.04 + 0.06 86 f diisopropyl 5-nitroisoph~halate 1:4 0.02 ~ o.o8 105 N-cyclododecyl-2,6-dimethyl- - 0.1 124 morpholine acetate diisopropyl 5- _ 0 1 150 nitroisophthalate 7 ~ ~ ~

O,Z. 32,45 L
The results of this experiment show that the mixture, when employed in the same concentration (0.1%) as the individual active ingredients, has a better fungicidal action than both components used alone.

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Claims

The embodiments of the invention in which an exclusive property or privilege is claimed are defined as follows:-

1. A fungicide containing a mixture of diisopropyl 5-nitroisophthalate and N-cyclododecyl-2,6-dimethylmorpholine, the weight ratio of diisopropyl 5-nitroisophthalate to N-cyclododecyl-2,6-dimethylmorpholine ranging from 1:1 to 4:1.