Fungicide mixtures

Details Fungicide mixtures Fungicide mixtures

1998-10-21

2000-09-05

Robinson, Allen J.

Drug, bio-affecting and body treating compositions

Designated organic active ingredient containing

N-c doai

514476, 514508, 514538, 514539, 514617, 514618, 514619, 514594, A01N 4710, A01N 3712, A01N 3734, A01N 3744, A01N 3752

Patent

active

061143782

DESCRIPTION:

BRIEF SUMMARY
The present invention relates to a fungicidal mixture which comprises ##STR2## where the substituents have the following meaning: X is oxygen or amino (NH); -C.sub.4 -alkyl); -C.sub.6 -alkenyl, C.sub.2 -C.sub.6 -haloalkenyl, C.sub.3 -C.sub.6 -alkynyl, C.sub.3 -C.sub.6 -haloalkynyl, C.sub.3 -C.sub.6 -cycloalkylmethyl, or benzyl which may be partially or fully halogenated and/or may carry one to three of the following radicals: cyano, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkoxy and C.sub.1 -C.sub.4 -alkylthio;
Moreover, the invention relates to methods of controlling harmful fungi using mixtures of the compounds I, II and/or III and to the use of the compounds I, II and III for the preparation of such mixtures.
The compounds of the formula I, their preparation and their action against harmful fungi are disclosed in the literature (WO-A 95/21,153, WO-A 95/21,154, DE 195 28 651.0).
Also disclosed are the dithiocarbamates II (IIa: common name: mancozeb, U.S. Pat. No. 3,379,610; IIb: common name: maneb, U.S. Pat. No. 2,504,404; IIc: former common name: metiram, U.S. Pat. No. 3,248,400; IId: common name: zineb, U.S. Pat. No. 2,457,674), their preparation, and their action against harmful fungi.
Also disclosed is the compound III (U.S. Pat. No. 3,957,847; common name: cymoxanil), its preparation and its action against harmful fungi.
It is an object of the present invention to provide mixtures which have an improved action against harmful fungi combined with a reduced total amount of active ingredients applied (synergistic mixtures), with a view to reducing the rates of application and to improving the spectrum of action of the known compounds.
We have found that this object is achieved by the mixtures defined at the outset. Moreover, we have found that better control of the harmful fungi is possible by applying the compound I, II and/or III simultaneously together or separately or by applying the compound I, II and III in succession than when the individual compounds are used.
The present invention relates to mixtures of compounds I and II or I and III and mixtures which comprise a compound I, a compound II and a compound III.
The general formula I represents in particular oxime ethers where X is oxygen and Y is CH or where X is amino and Y is N.
Furthermore, preference is given to compounds I where Z is oxygen.
Likewise, preference is given to compounds I where R' is alkyl or benzyl.
With a view to their use in the synergistic mixtures according to the invention, compounds I which are particularly preferred are those listed in the tables below:
Compounds of the formula IA where for each compound ZR' corresponds to one line in Table A ##STR3## Table 2.
Compounds of the formula IB, where for each compound ZR' corresponds to one line in Table A ##STR4##


TABLE A ______________________________________ No. ZR' ______________________________________ I.1 O--CH.sub.2 CH.sub.2 CH.sub.3 I.2 O--CH(CH.sub.3).sub.2 I.3 O--CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3 I.4 O--CH (CH.sub.3)CH.sub.2 CH.sub.3 I.5 O--CH.sub.2 CH(CH.sub.3).sub.2 I.6 O--C(CH.sub.3).sub.3 I.7 S--C(CH.sub.3).sub.3 I.8 O--CH(CH.sub.3)CH.sub.2 CH.sub.2 CH.sub.3 I.9 O--CH.sub.2 C(CH.sub.3).sub.3 I.10 O--CH.sub.2 C(Cl).dbd.CCl.sub.2 I.11 O--CH.sub.2 CH.dbd.CH-Cl (trans) I.12 O--CH.sub.2 C(CH.sub.3).dbd.CH.sub.2 I.13 O--CH.sub.2 -(cyclopropyl) I.14 O--CH.sub.2 --C.sub.6 H.sub.5 I.15 O--CH.sub.2 -[4-F--C.sub.6 H.sub.4 ] I.16 O--CH.sub.2 CH.sub.3 I.17 O--CH(CH.sub.2 CH.sub.3).sub.2 ______________________________________
In relation to the C.dbd.Y double bond, the compounds of the formula I can be present in the E or the Z configuration (in relation to the carboxylic acid function). Accordingly, they can be used in the mixture according to the invention in each case either in the form of a pure E or Z isomer or else in the form of an E/Z isomer mixture. The E/Z isomer mixture or the E isomer is preferably used, the E isomer being especially pr

REFERENCES:
patent: 2457674 (1948-12-01), Heuberger
patent: 2504404 (1950-04-01), Flenner
patent: 3379610 (1968-04-01), Lyon et al.
patent: 3957847 (1976-05-01), Davidson
Research Disclosure (1993) Apr., No. 348.
Pesticide Sci., Bd. 44, N4. 1, May 1995, S. 77-79.

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