Agents for combating plant pests

Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Having -c- – wherein x is chalcogen – bonded directly to...

Reexamination Certificate

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C514S383000

Reexamination Certificate

active

06436976

ABSTRACT:

The present invention relates to pesticides which comprise an active compound combination of the compound of the formula (I)
with fungicides.
Fungicidally active compounds, such as azole derivatives, aryl benzyl ethers, benzamide, morpholine compounds and other heterocycles, are known (cf. K. H. Büchel “Pflanzenschutz und Schädlingsbekämpfung”, pages 140 to 153, Georg Thieme-Verlag, Stuttgart 1977, EP published specification 0 040 345, German Offenlegungsschrift 2 324 010, German Offenlegungsschrift 2 201 063, EP published specification 0 112 284, EP published specification 0 304 758 and DD patent specification 140 412).
Mixtures of certain nitromethylene derivatives with fungicidally active compounds and their use as pesticides in crop protection are already known (U.S. Pat. No. 4,731,385; JP published specifications 63-68507, 63/68505; 63/72 608; 63/72 609, 63/72 610, WO 96/03 045, Japanese patent specification 08 245 323, Japanese patent specification 04 368 303, Japanese patent specification 05 017 311, WO 92/21241, WO 97/22 254). Mixtures of certain open-chain nitromethylenes and nitroguanidines with fungicides are already known (Japanese published specification 30 47 106; U.S. Pat. No. 5,181,587).
Mixtures of cyclopropylcarboxamides with certain nitromethylene or nitroguanidine derivatives are already known (Japanese published specification 3 271 207).
Mixtures of, inter alia, imidacloprid and fungicidally active compounds for use in the protection of materials and against termites, but not for use against plant-damaging pests, are already known (EP published specification 0 511 541). Mixtures of imidacloprid and azolylmethylcycloalkanes, in particular triticonazole, are known from EP published specification 545 834.
However, hitherto it has not been known that nitroguanidine derivatives and fungicides with the exception of cyclopropylcarboxamides and triticonazole have such a mutually beneficial effect in their activity that they are outstandingly suitable as compositions for controlling plant pests, whilst being tolerated well by plants.
The present invention relates to compositions against plant pests which contain the compound of the formula (I)
in a mixture with fungicidally active compounds, except for cyclopropylcarboxamide derivatives and azolylmethylcycloalkanes.
Examples of fungicides in the compositions according to the invention for controlling plant pests which may be mentioned are:
(1) azole derivatives of the formula
(2) azole derivatives of the formula
(3) the azole derivative of the formula
(4) of the compound
S
x
  (V)
(5) the azole derivative of the formula
(6) heterocycles of the formula
 X=0,R
8
=CH
3
, R
9
=H, R
10
=C
10
H
21
  (VII-1)
(TRIDEMORPH)
X=0,R
8
=CH
3
, R
9
=H, R
10
=C
9
H
19
  (VII-2)
(ALDIMORPH)
(7) the compound of the formula
(8) the compound of the formula
(9) the compound of the formula
(10) the compound of the formula
(11) the compound of the formula
(12) the compound of the formula
(13) compounds of the formula
(14) compounds of the formula
 R
12
=CH
3
  (XV-1)
(PYRIMETHANIL)
R
12
=C C—CH
3
  (XV-2)
(MEPANIPYRIM)
(15) compounds of the formula
 R
13
=H  (XVI-1)
(DICHLOFLUANID)
R
13
=CH
3
  (XVI-2)
(TOLYLFLUANID)
(16) the compound of the formula
(17) the compound of the formula
(18) the compound of the formula
(19) the compound of the formula
(20) the compound of the formula
(21) the compound of the formula
(22) the compound of the formula
(23) the compound of the formula
(24) compounds of the formula
(25) the compound of the formula
(26) the compound of the formula
(27) the compound of the formula
(28) the compound of the formula
(29) the compound of the formula
(30) the compound of the formula
(31) the compound of the formula
(32) compounds of the formula
 M=Zn  (XXXIII-1)
(ZINEB)
M=Mn  (XXXIII-2)
(MANEB)
M=Mn/Zn  (XXXIII-3)
(MANCOZEB)
(33) the compound of the formula
(34) the compound of the formula
(35) the compound of the formula
(36) the compound of the formula
(37) the compound of the formula
(38) compounds of the formula
in which
R
15
and R
16
independently of one another each represent hydrogen, halogen, methyl or phenyl and
R
17
represents hydrogen or methyl,
(39) 8-
t
butyl-2-(N-ethyl-N-n-propylamino)-methyl-1,4-dioxaspiro[4.5]decane of the formula
(40) the compound of the formula
(41) the compound of the formula
(42) the compound of the formula
(43) the compound of the formula
(44) benzimidazoles of the formula
(45) the compound of the formula
(46) the compound of the formula
(47) the compound of the formula
(48) the compound of the formula
(49) the compound of the formula
(50) the compound of the formula
(51) the compound of the formula
(52) the compound of the formula
(53) the compound of the formula
(54) the compound of the formula
(55) the compound of the formula
The active compound of the formula (I) is known from EP published specification 0 375 907.
The fungicidal active compounds are also known.
Thus, for example, the following publications describe:
(1) compounds of the formula (II)
DE published specification 2 201 063
DE published specification 2 324 010
DE published specification 2 737 489
DE published specification 3 018 866
DE published specification 2 551 560
EP 47 594
DE 2 735 872
(2) the compound of the formula (III)
EP 68 813
U.S. Pat. No. 4,496,551
(3) the compound of the formula (IV)
DE published specification 2 429 523
DE published specification 2 856 974
U.S. Pat. No. 4,108,411
(6) compounds of the formula (VII)
DL 140 041
(7) the compound of the formula (VIII)
EP 382 375
(8) the compound of the formula (IX)
EP 515 901
(9) the compound of the formula (X)
EP 314 422
(10) the compound of the formula (XI)
EP 49 854
(11) the compound of the formula (XII)
DE published specification 1 770 288
U.S. Pat. No. 3,869,456
(13) compounds of the formula (XIV)
DE 2 207 576
U.S. Pat. No. 3,903,090
U.S. Pat. No. 3,755,350
U.S. Pat. No. 3,823,240
(14) compounds of the formula (XV)
EP 270 111
(19) the compound of the formula (XX)
EP219 756
(34) the compound of the formula (XXXV)
U.S. Pat. No. 4,512,989
(38) compounds of the formula (XXXIX)
EP 398 692
(48) compound from
WO 97/27189
(49) compound from
WO 96/16048, this compound can be present in 2 tautomeric forms (A) and (B)
Compounds from the groups (15), (16), (17), (18), (23), (34), (25), (28), (31), (32), (33) and (38) to (47) are described, for example, in K. H. Büchel, “Pflanzenschutz und Schädlingsbekämpfung”, pages 121-153, Georg Thieme-Verlag, Stuttgart, 1977. The compound of group (39) is known from EP published specification 281 842. The compound of group (50) is known from WO 97/ 06 171. The compound of group (51) is known from DE-24 33 410. The compounds of groups (52) to (54) are known from W. Paulus, “Microbicides for the Protection of Materials”, Chapman & Hall 1993. The compound of group (55) is known from EP-0 512 349.
In addition to the active compound of the formula (I), the active compound combinations according to the invention contain at least one fungicidal active compound, for example selected from the compounds of groups (1) to (55). In addition, they may also contain other active compounds and customary auxiliaries and additives and also diluents.
Preferred fungicidally active compounds in the compositions according to the invention are:
kresoxim-methyl, tebuconazole, metalaxyl, azoxystrobin, triadimenol, bitertanol, fenpicolonil, cyproconazole, propiconazole, fludioxonil and triazoxides.
The mixtures show a clear synergistic effect when the active compounds in the active compound combinations according to the invention are present in certain weight ratios. However, the weight ratios of the active compounds in the active compound combinations can be varied within a relatively wide range. In general,
0.1 to 10 parts by weight, preferably
0.3 to 3 par

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