Compositions: coating or plastic – Coating or plastic compositions – Contains fireproofing or biocidal agent
Reexamination Certificate
2001-10-01
2002-12-17
Green, Anthony J. (Department: 1755)
Compositions: coating or plastic
Coating or plastic compositions
Contains fireproofing or biocidal agent
C514S383000
Reexamination Certificate
active
06494941
ABSTRACT:
BACKGROUND
The invention relates to new emulsions containing the active compound combination tebuconazole and propiconazole, to a process for its preparation and to its use.
It is an aim in different fields, such as for example, crop protection, the protection of materials or the pharmaceutical sector, to prepare storage-stable active compound concentrates which can be introduced into the use medium in dilute form immediately prior to use. However, many active compounds are virtually insoluble in water or only sparingly soluble in preferred organic solvents. However, it becomes an increasing aim to employ aqueous active compound concentrates or active compound concentrates which can be diluted in aqueous media, such as, for example, active compound formulations in the form of suspension concentrates (SC) or emulsion concentrates (EC). In ECs, the active compounds are generally fully dissolved in one or more organic solvents which are emulsifiable in water in conjunction with emulsifiers. As regards the stability of the emulsion and also in particular as regards the undesired precipitation of the active compound as crystalline solid in aqueous dilutions, there is still room for improvement of the known EC formulations. This also applies with regard to increasing the active compound contents and to the use of biodegradable or well-tolerated solvents.
While higher active compound concentrations can be achieved with SCs, in particular aqueous SCs, however, the only disadvantage is frequently the lack of biological activity. Even when the active compounds with medium particle sizes are ground ultrafinely in an order of magnitude of less than a micron, the desired biological activity is still not achieved.
Tebuconazole and propiconazole are valuable biocidal active compounds which, however, cannot be converted in the desired fashion into emulsions with a high active compound content. In particular in a specific field of the protection of materials, namely the protection of timber, attempts to prepare emulsions which are sufficiently stable upon dilution and, when applied by customary impregnation methods, are capable of delivering the active compound(s) sufficiently deep into the wood have remained unsuccessful as yet.
It was therefore the object of the present invention to provide a formulation system for the active compound combination of tebuconazole and propiconazole in the form of active-compound-containing emulsions, in particular microemulsions, which formulation system overcomes the above-described shortcomings.
A further object is to provide emulsion concentrates with high contents of the active compound combination tebuconazole/propiconazole with well tolerated components as base, which emulsion concentrates are sufficiently stable with regard to flocculation, sedimentation or creaming and with regard to crystallization or precipitation of solids (active compound crystals) down to the high dilutions which are desired for use and which are distinguished by a high depth of penetration into timber, in particular green timber, in immersion, coating or pressure-vessel impregnation methods.
SUMMARY
The invention relates to an emulsion comprising (i) an aqueous or an aqueous-organic continuous phase and (ii) an organic discontinuous phase containing at least
a) a combination of of tebuconazole and propiconazole,
b) a phenol/styrene polyglycol ether of the formula (I)
wherein m is 2.7 and n is 2 to 13; and
c) optionally, an organic solvent that is not miscible with water,
wherein the component selected from the group consisting of tebuconazole and propiconazole is dissolvable completely at 20° C. in the a phenol/styrene polyglycol ether of the formula (I) or, optionally, together in (i) the phenol/styrene polyglycol ether of the formula (I) and (ii) the organic solvent that is not miscible with water, at a content of more than 0.1% by weight, based on the total weight of the organic phase.
In one embodiment, the invention also relates to a method for making such an emulsion. In another embodiment, the invention relates to a method for protecting timber or a timber material from attack by wood-destroying or wood-discoloring micro-organisms comprising treating the timber or the timber material with such an emulsion.
DESCRIPTION
The present invention therefore relates to emulsions of an aqueous or an aqueous-organic continuous phase and an organic discontinuous phase, the latter containing at least
a) one combination of the active compounds tebuconazole and propiconazole
b) one phenol/styrene polyglycol ether of the formula (I)
where m=2.7 and n=2 to 13, preferably 2 to 10,
c) and, if appropriate, an organic solvent which is not miscible with water,
characterized in that component a) is dissolved completely in b) or, if appropriate in b) and c) together with a content of more than 0.1% by weight, in particular >1% by weight, especially preferably >10% by weight, at 20° C. based on the total weight of the organic phase.
The active compound tebuconazole is known under the tradename FOLICUR® (Bayer AG). Likewise, the active compound propiconazole is known under the tradename WOCOSEN® Technical (Janssen).
If appropriate, the emulsions according to the invention contain further biologically active compounds a), for example from the group of the pharmaceutical active compounds and the crop protection agents, in particular biocides, microbicides, pesticides, such as fungicides, bactericides, virucides, herbicides, insecticides, acaricides, nematicides, plant growth regulators and bird repellents, and also disinfectants.
If appropriate, the emulsions according to the invention can contain, as component b), further organic compounds from the group of the reaction products of alkylene oxides with compounds capable of being alkylated, such as, for example, fatty alcohols, fatty amines, fatty acids, phenols, alkylphenols, carboximides and resinic acids, preferably balsamic resin and/or abietic acid.
If appropriate, the emulsions according to the invention can contain, as component c), further organic solvents which are not miscible with water, for example from the group of the aliphatic, cycloaliphatic or aromatic hydrocarbons or the acetate-type solvents.
Suitable as organic solvents (c) are, preferably, natural, fully- or semisynthetic compounds and, if appropriate, mixtures of these solvents which are fully miscible or soluble with the compounds (b) in the temperature range of from 20 to 130° C. Preferably suitable solvents are those from the group of the aliphatic, cycloaliphatic or aromatic hydrocarbons which are liquid at room temperature, in particular
oils, such as, for example, mineral oils, paraffins, isoparaffins, fully-synthetic oils such as silicon oils, semisynthetic oils based on, for example, glycerides of unsaturated fatty acids of medium chain length, essential oils,
esters of natural or synthetic, saturated or unsaturated fatty acids, preferably C
8
-C
22
-fatty acids, in particular C
8
-C
18
-fatty acids, especially preferably methyl esters of rapeseed oil or 2-ethylhexyl laurate,
alkylated aromatics and their mixtures,
alkylated alcohols, in particular fatty alcohols,
linear, primary alcohols obtained by hydroformylation,
terpene hydrocarbons and
naphtene-type oils, such as, for example, Enerthene.
Further preferred solvents of component c) are those from the group of the acetate-type solvents such as, for example, 1,2-propanediol diacetate, 3-methyl-3-methoxybutyl acetate, ethyl acetate and the like. The solvents can be employed individually or as mixtures with each other.
In addition to components a) to c), the organic discontinuous phase of the emulsions according to the invention may additionally contain further additives which have a solubility of <0.1 g/l, in water, but a solubility of >10 g/l in comp. b) and/or c).
In a preferred composition, the organic discontinuous phase of the emulsions according to the invention contains
a) 0.5 to 40% by weight, in particular 1 to 20% by weight, of propiconazole and tebuconazole,
b) 20 to 99.5% by wei
Nyssen Peter-Roger
Spetmann Peter
Akorli Godfried R.
Green Anthony J.
Mrozinski John E.
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