Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Having -c- – wherein x is chalcogen – bonded directly to...
Patent
1994-01-24
1995-02-14
Raymond, Richard L.
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
Having -c-, wherein x is chalcogen, bonded directly to...
5483341, A01N 2504, A01N 4738
Patent
active
053896653
DESCRIPTION:
BRIEF SUMMARY
FIELD OF THE INVENTION
The present invention relates to new formulations of prochloraz, a known fungicide.
Prochloraz is the common name for the fungicide having the chemical name N-propyl-N-[2-(2,4,6-trichlorophenoxy)ethyl]imidazole-1-carboxamide. The commercial product is most commonly formulated as an emulsifiable concentrate in which the compound, dissolved in an inflammable solvent, such as xylene, is in admixture with various emulsifying and wetting agents. This concentrate is then diluted with water by the user, e.g. for spraying onto crops. It clearly would be an advantage, especially from the safety point of view, if at least some of the inflammable solvent could be replaced by water. One way of achieving this would be to have a concentrate consisting of an emulsion comprising a solution of prochloraz in a reduced amount of water immiscible solvent which is emulsified in water. The problem with such formulations is that the prochloraz solvent phase is generally supersaturated and the prochloraz tends to crystallise on standing. Such a formulation cannot be reconstituted to a product of uniform concentration so that even if the user can remove the crystals, which would otherwise rapidly clog up spraying apparatus, he is left with a formulation which cannot be applied uniformly to his crop and is therefore wholly unacceptable.
In EP 357559, there are disclosed aqueous formulations of pesticides which have a very low solubility in water. The formulation consists of an aqueous emulsion and contains particular phenols in order to stabilise the emulsion and prevent crystallisation of the pesticide. A particular advantage given for this patent application is the complete absence of organic solvent in the formulation. We have found, however, that in the case of prochloraz, a total absence of hydrocarbon solvent does not give a satisfactory formulation.
According to the present invention, there is provided a liquid formulation which comprises 0.1 to 75% by weight of prochloraz, at least 3%, preferably 5 to 15%, by weight, of a surfactant or surfactant mixture, at least 8.5%, preferably at least 9.5%, by weight of a phenol derivative to prevent crystallisation of the prochloraz on storage of the formulation, said phenol being of formula -alkyl, .alpha.-methylbenzyl or .alpha.-methyl-4-methylbenzyl groups, by 4-hydroxyphenylene in the pare-position, a C.sub.6 -C.sub.22 -alkyl group in the pare-position or by two C.sub.3 -C.sub.12 -alkyl groups in the ortho and pare-positions, and X is hydrogen, an alkali metal, an alkaline earth metal or NR.sub.3 in which each R is the same or different and is hydrogen or C.sub.1 -C.sub.8 -alkyl, optionally substituted by hydroxy, and at least 1, preferably 5 to 10%, by weight of an organic solvent which is only slightly soluble in water and which comprises at least one aromatic hydrocarbon.
The invention is particularly applicable to aqueous based emulsion formulations.
The invention can also be applied to other formulations, such as microemulsions, emulsifiable concentrates and mixed systems in which for example a second particulate active ingredient is dispersed in the microemulsion or emulsifiable concentrate.
The preferred formulations are two-phase systems of either oil in water or water in oil. In the especially preferred oil in water formulations, the water is the carrier phase and the insoluble oily phase exists in one or more organic solvents in the form of tiny droplets which contain the dissolved prochloraz surrounded by surfactant molecules. The crystallisation inhibiting phenol derivative is also in the oily phase. The usual additives for formulations of this type are also found in the aqueous phase or in the oil phase depending on their solubility.
The content of prochloraz is preferably 10-60% by weight of the formulation.
If desired the compositions can include other pesticides, especially other fungicides, e.g. triazole fungicides, such as cyproconazole, morpholine fungicides, such as fenpropimorph or fenpropidin, and other fungicides typically co-formulat
REFERENCES:
patent: 3991071 (1976-11-01), Brookes et al.
patent: 4044118 (1977-08-01), McCoy et al.
World Patents Index Latest Week 8132 (Jun. 22, 1981) AN-81-57762D & JP, A, 56 075 409.
Damo Zoltan
Faers Malcom A.
Raymond Richard L.
Schering Agrochemicals Limited
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