DE10021412A1 - Fungicidal active ingredient combinations - Google Patents
Fungicidal active ingredient combinationsInfo
- Publication number
- DE10021412A1 DE10021412A1 DE10021412A DE10021412A DE10021412A1 DE 10021412 A1 DE10021412 A1 DE 10021412A1 DE 10021412 A DE10021412 A DE 10021412A DE 10021412 A DE10021412 A DE 10021412A DE 10021412 A1 DE10021412 A1 DE 10021412A1
- Authority
- DE
- Germany
- Prior art keywords
- formula
- active ingredient
- group
- compound
- derivative
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
- A01N47/12—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof containing a —O—CO—N< group, or a thio analogue thereof, neither directly attached to a ring nor the nitrogen atom being a member of a heterocyclic ring
Abstract
Description
Die vorliegende Erfindung betrifft neue Wirkstoffkombinationen, die aus einem be kannten Fluor-benzothiazol-Derivat einerseits und weiteren bekannten Wirkstoffen andererseits bestehen und sehr gut zur Bekämpfung von phytopathogenen Pilzen ge eignet sind.The present invention relates to new combinations of active ingredients that consist of a be knew fluorobenzothiazole derivative on the one hand and other known active ingredients on the other hand exist and very good for combating phytopathogenic fungi are suitable.
Es ist bereits bekannt, dass Isopropyl 1-({[1-(6-fluor-1,3-benzothiazol-2-yl)ethyl]- amino}carbonyl)-2-methylpropylcarbamat fungizide Eigenschaften besitzt (vgl. EP- A1-775 696). Die Wirksamkeit dieses Stoffes ist gut, lässt aber bei niedrigen Auf wandmengen in manchen Fällen zu wünschen übrig.It is already known that isopropyl 1 - ({[1- (6-fluoro-1,3-benzothiazol-2-yl) ethyl] - amino} carbonyl) -2-methylpropyl carbamate has fungicidal properties (cf. EP- A1-775 696). The effectiveness of this substance is good, but leaves at low levels Wall quantities left something to be desired in some cases.
Ferner ist schon bekannt, dass zahlreiche Triazol-Derivate, Anilin-Derivate, Dicarb oximide und andere Heterocyclen zur Bekämpfung von Pilzen eingesetzt werden können (vgl. EP-A 0 040 345, DE-A 22 01 063, DE-A 23 24 010, Pesticide Manual, 9th. Edition (1991), Seiten 249 und 827, EP-A 0 382 375 und EP-A 0 515 901). Auch die Wirkung dieser Stoffe ist aber bei niedrigen Aufwandmengen nicht immer ausreichend.Furthermore, it is already known that numerous triazole derivatives, aniline derivatives, dicarb oximides and other heterocycles can be used to combat fungi can (cf. EP-A 0 040 345, DE-A 22 01 063, DE-A 23 24 010, Pesticide Manual, 9th. Edition (1991), pages 249 and 827, EP-A 0 382 375 and EP-A 0 515 901). However, the effect of these substances is not always the case at low application rates sufficient.
Schließlich ist auch bekannt, dass 1-[(6-Chlor-3-pyridinyl)-methyl]-N-nitro-2-imid azolidinimin zur Bekämpfung tierischer Schädlinge, wie Insekten, verwendbar ist (vgl. Pesticide Manual, 9th. Edition (1991), Seite 491). Fungizide Eigenschaften die ses Stoffes wurden aber bisher noch nicht beschrieben.Finally, it is also known that 1 - [(6-chloro-3-pyridinyl) methyl] -N-nitro-2-imide azolidinimine can be used to control animal pests, such as insects (see Pesticide Manual, 9th Edition (1991), page 491). Fungicidal properties However, this substance has not yet been described.
Ferner ist bereits bekannt, dass 1-(3,5-Dimethyl-isoxazol-4-sulfonyl)-2-chlor-6,6- difluor-[1,3]-dioxolo-[4,5f]-benzimidazol fungizide Eigenschaften besitzt (vgl. WO 97/06171).Furthermore, it is already known that 1- (3,5-dimethyl-isoxazole-4-sulfonyl) -2-chloro-6,6- difluoro- [1,3] -dioxolo- [4,5f] -benzimidazole has fungicidal properties (cf. WO 97/06171).
Ferner ist bereits bekannt, dass substituierte Azadioxacycloalkene eine fungizide Wirkung zeigen (vgl. EP-B-712 396). Furthermore, it is already known that substituted azadioxacycloalkenes are fungicidal Show effect (cf. EP-B-712 396).
Schließlich ist auch bekannt, dass substituierte Halogenpyrimidine fungizide Eigen schaften besitzen (vgl. DE-A1-196 46 407, EP-B-712 396).Finally, it is also known that substituted halopyrimidines are fungicidal possess shafts (cf. DE-A1-196 46 407, EP-B-712 396).
Es wurde nun gefunden, dass die neuen Wirkstoffkombinationen aus einem Fluor
benzothiazol-Derivat der Formel
It has now been found that the new drug combinations of a fluorobenzothiazole derivative of the formula
und
and
-
1. einem Triazol-Derivat der Formel
in welcher
X für Chlor oder Phenyl steht, und
Y für
steht
und/oder 1. a triazole derivative of the formula
in which
X represents chlorine or phenyl, and
Y for
stands
and or -
2. dem Triazol-Derivat der Formel
und/oder2. the triazole derivative of the formula
and or -
3. einem Anilin-Derivat der Formel
in welcher
R1 für Wasserstoff oder Methyl steht,
und/oder3. an aniline derivative of the formula
in which
R 1 represents hydrogen or methyl,
and or -
4. N-[1-(4-Chlor-phenyl)-ethyl]-2,2-dichlor-1-ethyl-3-methyl-cyclopropan-car
bonsäureamid der Formel
und/oder 4. N- [1- (4-chlorophenyl) ethyl] -2,2-dichloro-1-ethyl-3-methylcyclopropanecarboxamide of the formula
and or -
5. dem Zink-propylen-1,2-bis-(dithiocarbamidat) der Formel
und/oder5. the zinc propylene-1,2-bis (dithiocarbamidate) of the formula
and or -
6. mindestens einem Thiocarbamat der Formel
Me = Zn oder Mn oder Gemisch aus Zn und Mn
und/oder6. at least one thiocarbamate of the formula
Me = Zn or Mn or mixture of Zn and Mn
and or -
7. dem Anilin-Derivat der Formel
und/oder7. the aniline derivative of the formula
and or -
8. der Verbindung der Formel
und/oder8. the compound of formula
and or -
9. dem Benzothiadiazol-Derivat der Formel
und/oder9. the benzothiadiazole derivative of the formula
and or -
10. dem 8-t-Butyl-2-(N-ethyl-N-n-propyl-amino)-methyl-1,4-dioxaspiro[5,4]-
decan der Formel
und/oder10. the 8-t-butyl-2- (N-ethyl-Nn-propylamino) methyl-1,4-dioxaspiro [5,4] decane of the formula
and or -
11. der Verbindung der Formel
und/oder11. The compound of the formula
and or -
12. der Verbindung der Formel
und/oder12. The compound of the formula
and or -
13. der Verbindung der Formel
und/oder13. the compound of formula
and or -
14. dem Cyanoxim-Derivat der Formel
und/oder 14. the cyanoxime derivative of the formula
and or -
15. einem Pyrimidin-Derivat der Formel
in welcher
R2 für Methyl oder Cyclopropyl steht,
und/oder15. a pyrimidine derivative of the formula
in which
R 2 represents methyl or cyclopropyl,
and or -
16. einem Anilin-Derivat der Formel
und/oder16. an aniline derivative of the formula
and or -
17. dem Morpholin-Derivat der Formel
und/oder 17. the morpholine derivative of the formula
and or -
18. dem Phthalimid-Derivat der Formel
und/oder18. The phthalimide derivative of the formula
and or -
19. der Phosphor-Verbindung der Formel
und/oder19. The phosphorus compound of the formula
and or -
20. dem Hydroxyethyl-triazol-Derivat der Formel
und/oder20. the hydroxyethyl triazole derivative of the formula
and or -
21. dem 1-[(6-Chlor-3-pyridinyl)]-methyl-N-nitro-2-imidazolidinimin der Formel
und/oder21. The 1 - [(6-chloro-3-pyridinyl)] methyl-N-nitro-2-imidazolidinimine of the formula
and or -
22. dem Oxazolidindion der Formel
und/oder22. the oxazolidinedione of the formula
and or -
23. dem Benzamid-Derivat der Formel
und/oder23. the benzamide derivative of the formula
and or -
24. einem Guanidin-Derivat der Formel
in welcher
m für ganze Zahlen von 0 bis 5 steht und
R3 für Wasserstoff (17 bis 23%) oder den Rest der Formel
steht,
und/oder24. a guanidine derivative of the formula
in which
m stands for integers from 0 to 5 and
R 3 represents hydrogen (17 to 23%) or the rest of the formula
stands,
and or -
25. dem Triazol-Derivat der Formel
und/oder25. the triazole derivative of the formula
and or -
26. dem Halogen-benzimidazol der Formel
und/oder 26. The halogen benzimidazole of the formula
and or -
27. dem Halogenpyrimidin der Formel
und/oder27. The halopyrimidine of the formula
and or -
28. dem Tetrachlor-isophthalo-dinitril der Formel
und/oder28. The tetrachloroisophthalodinitrile of the formula
and or -
29. der Verbindung der Formel
und/oder 29. the compound of formula
and or -
30. dem Pyridinamin der Formel
und/oder30. the pyridinamine of the formula
and or -
31. dem Thiazolcarboxamid der Formel
und/oder31. the thiazole carboxamide of the formula
and or -
32. dem Sulfonamid der Formel
und/oder32. the sulfonamide of the formula
and or -
33. der Verbindung der Formel
und/oder33. the compound of formula
and or -
34. der Verbindung der Formel
und/oder34. the compound of formula
and or -
35. der Verbindung der Formel
und/oder 35. the compound of formula
and or -
36. dem Diamid der Formel
und/oder36. the diamide of the formula
and or -
37. dem Methoxyacrylat-Derivat der Formel
und/oder37. the methoxyacrylate derivative of the formula
and or -
38. dem Chinolin-Derivat der Formel
und/oder 38. the quinoline derivative of the formula
and or -
39. dem Phenylamid-Derivat der Formel
und/oder39. the phenylamide derivative of the formula
and or -
40. dem Phenylamid-Derivat der Formel
und/oder40. the phenylamide derivative of the formula
and or -
41. das Dicarboxim-Derivat der Formel
und/oder41. the dicarboxime derivative of the formula
and or -
42. der Phosphonsäure der Formel
und/oder42. the phosphonic acid of the formula
and or -
43. dem Pyrrol-Derivat der Formel
und/oder43. the pyrrole derivative of the formula
and or -
44. dem Phenylcarbonat der Formel
und/oder44. the phenyl carbonate of the formula
and or -
45. den Kupferverbindungen
- a) Kupferoxychlorid (XXXXVIa)
- b) Kupferhydroxid (XXXXVIb)
und/oder
- a) Copper oxychloride (XXXXVIa)
- b) copper hydroxide (XXXXVIb)
and or
-
46. dem Imidazol-Derivat der Formel
und/oder46. the imidazole derivative of the formula
and or -
47. einem Triazolderivat der Formel
und/oder
und/oder
und/oder
und/oder
und/oder
und/oder
und/oder
und/oder47. a triazole derivative of the formula
and or
and or
and or
and or
and or
and or
and or
and or -
48. einer Verbindung der allgemeinen Formel
in welcher
R1 für unsubstituiertes oder durch Fluor, Chlor, Brom, Methyl oder Ethyl substituiertes Phenyl, 2-Naphthyl, 1,2,3,4-Tetrahydronaphthyl oder Indanyl steht,
und/oder48. a compound of the general formula
in which
R 1 represents phenyl which is unsubstituted or substituted by fluorine, chlorine, bromine, methyl or ethyl, 2-naphthyl, 1,2,3,4-tetrahydronaphthyl or indanyl,
and or -
49. N-Methyl-2-(methoxyimino)-2-[2-([1-(3-tri-fluoro-methyl
phenyl)ethoxy]iminomethyl)phenyl]acetamid der Formel
und/oder49. N-Methyl-2- (methoxyimino) -2- [2 - ([1- (3-tri-fluoro-methyl phenyl) ethoxy] iminomethyl) phenyl] acetamide of the formula
and or -
50. 2,4-Dihydro-5-methoxy-2-methyl-4-[2-([([1-(3-tri-fluoro
methylphenyl)ethylidene]amino)oxy]methyl)phenyl]-3H-1,2,4-triazol-3-one
der Formel
und/oder50. 2,4-Dihydro-5-methoxy-2-methyl-4- [2 - ([([1- (3-tri-fluoro methylphenyl) ethylidene] amino) oxy] methyl) phenyl] -3H-1, 2,4-triazol-3-one of the formula
and or -
51. der Verbindung der Formel
und/oder51. the compound of formula
and or -
52. der Verbindung der Formel
sehr gute fungizide Eigenschaften besitzen.52. the compound of the formula
have very good fungicidal properties.
Überraschenderweise ist die fungizide Wirkung der erfindungsgemäßen Wirkstoff kombinationen wesentlich höher als die Summe der Wirkungen der einzelnen Wirk stoffe. Es liegt also ein nicht vorhersehbarer, echter synergistischer Effekt vor und nicht nur eine Wirkungsergänzung.Surprisingly, the fungicidal activity of the active ingredient according to the invention combinations significantly higher than the sum of the effects of the individual effects fabrics. So there is an unforeseeable, real synergistic effect and not just a supplement.
Aus der Strukturformel für den Wirkstoff der Formel (I) ist ersichtlich, dass die Ver bindung zwei asymmetrisch substituierte Kohlenstoffatome aufweist. Das Produkt kann daher als Gemisch von verschiedenen Isomeren oder auch in Form eines einzi gen Isomeren vorliegen.From the structural formula for the active ingredient of the formula (I) it can be seen that the ver bond has two asymmetrically substituted carbon atoms. The product can therefore as a mixture of different isomers or in the form of a single gene isomers present.
Bevorzugte Verbindungen der Formel (I) sind Verbindungen, in denen der Amino säureteil aus i-Propyloxycarbonyl-L-valin gebildet wird und der Fluor-benzothiazol ethylaminteil racemisch ist, insbesondere aber die (R)-Konfiguration aufweist.Preferred compounds of formula (I) are compounds in which the amino acid part is formed from i-propyloxycarbonyl-L-valine and the fluorobenzothiazole ethylamine part is racemic, but in particular has the (R) configuration.
Die Formel (II) umfasst die VerbindungenFormula (II) includes the compounds
1-(4-Chlor-phenoxy)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)-butan-2-on der Formel
1- (4-chlorophenoxy) -3,3-dimethyl-1- (1,2,4-triazol-1-yl) butan-2-one of the formula
1-(4-Chlor-phenoxy)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)-butan-2-ol der Formel
1- (4-chlorophenoxy) -3,3-dimethyl-1- (1,2,4-triazol-1-yl) butan-2-ol of the formula
und
1-(4-Phenyl-phenoxy)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)-butan-2-ol der Formel
and
1- (4-phenylphenoxy) -3,3-dimethyl-1- (1,2,4-triazol-1-yl) butan-2-ol of the formula
Die Formel (IV) umfasst die Anilin-Derivate der Formeln
Formula (IV) comprises the aniline derivatives of the formulas
und
and
Aus der Strukturformel für den Wirkstoff der Formel (V) ist ersichtlich, dass die Ver bindung drei asymmetrisch substituierte Kohlenstoffatome aufweist. Das Produkt kann daher als Gemisch von verschiedenen Isomeren oder auch in Form einer einzi gen Komponente vorliegen. Besonders bevorzugt sind die VerbindungenFrom the structural formula for the active ingredient of the formula (V) it can be seen that the ver bond has three asymmetrically substituted carbon atoms. The product can therefore as a mixture of different isomers or in the form of a single gene component. The compounds are particularly preferred
N-(R)-[1-(4-Chlor-phenyl)-ethyl]-(1S)-2,2-dichlor-1-ethyl-3t-methyl-1R-cyclopro
pancarbonsäureamid der Formel
N- (R) - [1- (4-chlorophenyl) ethyl] - (1S) -2,2-dichloro-1-ethyl-3t-methyl-1R-cyclopro-pancarboxamide of the formula
und
N-(R)-[1-(4-Chlor-phenyl)-ethyl]-(1R)-2,2-dichlor-1-ethyl-3t-methyl-1R-cyclopro
pancarbonsäureamid der Formel
and
N- (R) - [1- (4-chlorophenyl) ethyl] - (1R) -2,2-dichloro-1-ethyl-3t-methyl-1R-cyclopro-pancarboxamide of the formula
Die Formel (VII) umfasst die Verbindungen
Formula (VII) includes the compounds
- 1. Me = Zn (Zineb),1. Me = Zn (Zineb),
- 2. Me = Mn (Maneb) und2. Me = Mn (Maneb) and
- 3. Mischung aus (VIIa) und (VIIb) (Mancozeb).3. Mixture of (VIIa) and (VIIb) (Mancozeb).
Die Formel (XVI) umfasst die Verbindungen
Formula (XVI) includes the compounds
- 1. R2 = CH3 (Pyrimethanil) und1. R 2 = CH 3 (pyrimethanil) and
- 2. R2 = (Cyprodinyl)2. R 2 = (cyprodinyl)
Die Verbindung der Formel (XVII) kann als Methyl N-(2,6-dimethylphenyl)-N- (methoxyacetyl)-DL-alaninat (Metalaxyl, XVIIa) oder als Methyl N-(2,6- dimethylphenyl)-N-(methoxyacetyl)-D-alaninat (Metalaxyl-M, XVIIb) vorliegen.The compound of formula (XVII) can be methyl N- (2,6-dimethylphenyl) -N- (methoxyacetyl) -DL-alaninate (metalaxyl, XVIIa) or as methyl N- (2,6- dimethylphenyl) -N- (methoxyacetyl) -D-alaninate (Metalaxyl-M, XVIIb) are present.
Das Hydroxyethyl-triazol-Derivat der Formel (XXI) kann in der "Thiono"-Form der
Formel
The hydroxyethyl-triazole derivative of the formula (XXI) can be in the "thiono" form of the formula
oder in der tautomeren "Mercapto"-Form der Formel
or in the tautomeric "mercapto" form of the formula
vorliegen. Der Einfachheit halber wird jeweils nur die "Thiono"-Form aufgeführt.available. For the sake of simplicity, only the "Thiono" form is listed.
Bei dem Guanidin-Derivat der Formel (XXV) handelt es sich um ein Substanzge misch mit dem Commonname Guazatine.The guanidine derivative of the formula (XXV) is a substance mix with the common name Guazatine.
Aus der Strukturformel für die Wirkstoffe der Formel (XXXXIX) ist ersichtlich, dass
die Verbindungen als E- oder Z-Isomere vorliegen können. Das Produkt kann daher
als Gemisch von verschiedenen Isomeren oder auch in Form eines einzigen Isomeren
vorliegen. Bevorzugt sind Verbindungen der Formel (XXXXIX), in denen die
Verbindungen der Formel (XXXXIX) als E-Isomer vorliegen. Besonders bevorzugt
sind die Verbindungen der Formeln
From the structural formula for the active compounds of the formula (XXXXIX) it can be seen that the compounds can be present as E or Z isomers. The product can therefore be present as a mixture of different isomers or in the form of a single isomer. Compounds of the formula (XXXXIX) in which the compounds of the formula (XXXXIX) are present as E isomers are preferred. The compounds of the formulas are particularly preferred
und deren Isomere.and their isomers.
Als Mischungspartner der Verbindungen der Formel (I) sind die folgenden
Wirkstoffe besonders bevorzugt:
The following active ingredients are particularly preferred as mixing partners of the compounds of the formula (I):
- 1. Tolylfluanid (IVb),1. tolylfluanid (IVb),
- 2. Propineb (VI),2. Propineb (VI),
- 3. Mancozeb (VIIc),3. Mancozeb (VIIc),
- 4. Fenhexamid (VIII),4. fenhexamide (VIII),
- 5. Iprovalicarb (VIII),5. Iprovalicarb (VIII),
- 6. Azoxystrobin (XII),6. azoxystrobin (XII),
- 7. Trifloxystrobin (XIII),7. trifloxystrobin (XIII),
- 8. Verbindung der Formel (XIV),8. compound of the formula (XIV),
- 9. Folpet (XIX),9. Folpet (XIX),
- 10. Verbindung der Formel (XXI),10. compound of formula (XXI),
- 11. Verbindung der Formel (XXVII),11. Compound of the formula (XXVII),
- 12. Verbindung der Formel (XXVIII), 12. Compound of the formula (XXVIII),
- 13. Chlorothalonil (XXIX),13. chlorothalonil (XXIX),
- 14. Fluazinam (XXXI), und14. fluazinam (XXXI), and
-
15. Kupferverbindungen
- a) Kupferoxychlorid (XXXXVIa)
- b) Kupferhydroxid (XXXXVIb).
- a) Copper oxychloride (XXXXVIa)
- b) Copper hydroxide (XXXXVIb).
Die in den erfindungsgemäßen Wirkstoffkombinationen neben einem Halogen-benz imidazol der Formel (XXVII) vorhandenen Komponenten sind ebenfalls bekannt.In addition to a halogen benz in the active ingredient combinations according to the invention Components present in the imidazole of the formula (XXVII) are also known.
Im einzelnen werden die Wirkstoffe in den folgenden Publikationen beschrieben:
The active substances are described in detail in the following publications:
-
1. Verbindungen der Formel (II)
DE-A 22 01 063
DE-A 23 24 0101. Compounds of formula (II)
DE-A 22 01 063
DE-A 23 24 010 -
2. Verbindung der Formel (III)
EP-A 0 040 3452. Compound of the formula (III)
EP-A 0 040 345 -
3. Verbindungen der Formel (IV)
Pesticide Manual, 9th. Ed. (1991), Seiten 249 und 8273. Compounds of formula (IV)
Pesticide Manual, 9th. Ed. (1991), pages 249 and 827 -
4. Verbindung der Formel (V) und deren einzelne Derivate
EP-A 0 341 4754. Compound of formula (V) and its individual derivatives
EP-A 0 341 475 -
5. Verbindung der Formel (VI)
Pesticide Manual, 9th. Ed. (1991), Seite 7265. Compound of formula (VI)
Pesticide Manual, 9th. Ed. (1991), page 726 -
6. Verbindungen der Formel (VII)
Pesticide Manual, 9th. Ed. (1991), Seiten 529, 531 und 8666. Compounds of formula (VII)
Pesticide Manual, 9th. Ed. (1991), pages 529, 531 and 866 -
7. Verbindung der Formel (VIII)
EP-A 0 339 4187. Compound of formula (VIII)
EP-A 0 339 418 -
8. Verbindung der Formel (IX)
EP-A 0 472 9968. Compound of Formula (IX)
EP-A 0 472 996 -
9. Verbindung der Formel (X)
EP-A 0 313 5129. Compound of formula (X)
EP-A 0 313 512 -
10. Verbindung der Formel (XI)
EP-A 0 281 84210. Compound of formula (XI)
EP-A 0 281 842 -
11. Verbindung der Formel (XII)
EP-A 0 382 37511. Compound of formula (XII)
EP-A 0 382 375 -
12. Verbindung der Formel (XIII)
EP-A-460 57512. Compound of formula (XIII)
EP-A-460 575 -
13. Verbindung der Formel (XIV)
DE-A 196 02 09513. Compound of formula (XIV)
DE-A 196 02 095 -
14. Verbindung der Formel (XV)
Pesticide Manual, 9th. Ed. (1991), Seite 20614. Compound of formula (XV)
Pesticide Manual, 9th. Ed. (1991), page 206 -
15. Verbindungen der Formel (XVI)
EP-A 0 270 111
EP-A 0 310 55015. Compounds of the formula (XVI)
EP-A 0 270 111
EP-A 0 310 550 -
16. Verbindung der Formel (XVII)
Pesticide Manual, 9th. Ed. (1991), Seite 55416. Compound of formula (XVII)
Pesticide Manual, 9th. Ed. (1991), page 554 -
17. Verbindung der Formel (XVIII)
EP-A 0 219 75617. Compound of formula (XVIII)
EP-A 0 219 756 -
18. Verbindung der Formel (XIX)
Pesticide Manual, 9th. Ed. (1991), Seite 43118. Compound of formula (XIX)
Pesticide Manual, 9th. Ed. (1991), page 431 -
19. Verbindung der Formel (XX)
Pesticide Manual, 9th. Ed. (1991), Seite 44319. Compound of formula (XX)
Pesticide Manual, 9th. Ed. (1991), page 443 -
20. Verbindung der Formel (XXI)
WO 96-1604820. Compound of formula (XXI)
WO 96-16048 -
21. Verbindung der Formel (XXII)
Pesticide Manual, 9th. Ed. (1991), Seite 49121. Compound of formula (XXII)
Pesticide Manual, 9th. Ed. (1991), page 491 -
22. Verbindung der Formel (XXIII)
EP-A 0 393 91122. Compound of formula (XXIII)
EP-A 0 393 911 -
23. Verbindung der Formel (XXIV)
EP-A 0 600 62923. Compound of formula (XXIV)
EP-A 0 600 629 -
24. Substanz der Formel (XXV)
Pesticide Manual, 9th. Ed. (1991), Seite 46124. Substance of the formula (XXV)
Pesticide Manual, 9th. Ed. (1991), page 461 -
25. Verbindung der Formel (XXVI)
Pesticide Manual, 9th. Ed. (1991), Seite 65425. Compound of formula (XXVI)
Pesticide Manual, 9th. Ed. (1991), page 654 -
26. Verbindung der Formel (XXVII)
WO 97-0617126. Compound of formula (XXVII)
WO 97-06171 -
27. Verbindung der Formel (XXVIII)
DE-A1-196 46 407, EP-B-0 712 396 27. Compound of formula (XXVIII)
DE-A1-196 46 407, EP-B-0 712 396 -
28. Verbindung der Formel (XXIX)
US 3 290 35328. Compound of formula (XXIX)
US 3,290,353 -
29. Verbindung der Formel (XXX)
DE-A-156 716929. Compound of formula (XXX)
DE-A-156 7169 -
30. Verbindung der Formel (XXXI)
EP-A-0 031 25730. Compound of formula (XXXI)
EP-A-0 031 257 -
31. Verbindung der Formel (XXXII)
EP-A-0 639 54731. Compound of formula (XXXII)
EP-A-0 639 547 -
32. Verbindung der Formel (XXXIII)
EP-A-0 298 19632. Compound of Formula (XXXIII)
EP-A-0 298 196 -
33. Verbindung der Formel (XXXIV)
EP-A-0 629 61633. Compound of the formula (XXXIV)
EP-A-0 629 616 -
34. Verbindung der Formel (XXXV)
DE-A-2 149 92334. compound of the formula (XXXV)
DE-A-2 149 923 -
35. Verbindung der Formel (XXXVI)
DE-A-2 012 65635. compound of the formula (XXXVI)
DE-A-2 012 656 -
36. Verbindung der Formel (XXXVII)
US 1 972 96136. Compound of the formula (XXXVII)
US 1 972 961 -
37. Verbindung der Formel (XXXVIII)
EP-A-326 33037. Compound of the formula (XXXVIII)
EP-A-326 330 -
38. Verbindung der Formel (XXXIX)
EP-A 278 59538. Compound of the formula (XXXIX)
EP-A 278 595 -
39. Verbindung der Formel (XXXX)
DE-A-3 030 02639. compound of formula (XXXX)
DE-A-3 030 026 -
40. Verbindung der Formel (XXXXI)
DE-A-29 03 61240. compound of formula (XXXXI)
DE-A-29 03 612 -
41. Verbindung der Formel (XXXXII)
US-2 553 77041. Compound of the formula (XXXXII)
U.S. 2,553,770 -
42. Verbindung der Formel (XXXXIII)
bekannt und käuflich erwerbbar42. Compound of Formula (XXXXIII)
known and available for purchase -
43. Verbindung der Formel (XXXXIV)
EP-A-206 99943. Compound of Formula (XXXXIV)
EP-A-206 999 -
44. Verbindung der Formel (XXXXV)
EP-A-78 66344. Compound of the formula (XXXXV)
EP-A-78 663 -
45.
- a) Verbindung der Formel (XXXXVIa) bekannt und käuflich erwerbbar
- b) Verbindung der Formel (XXXXVIb) bekannt und käuflich erwerbbar
- a) Compound of the formula (XXXXVIa) known and commercially available
- b) Compound of the formula (XXXXVIb) known and commercially available
-
46. Verbindung der Formel (XXXXVII)
DE-A-24 29 52346. Compound of the formula (XXXXVII)
DE-A-24 29 523 -
47.
- a) Verbindung der Formel (XXXXVIIIa)
EP-A-112 284 - b) Verbindung der Formel (XXXXVIIIb)
DE-A-30 42 303 - c) Verbindung der Formel (XXXXVIIIc)
DE-A-34 06 993 - d) Verbindung der Formel (XXXXVIIId)
EP-A-68 813 - e) Verbindung der Formel (XXXXVIIIe)
DE-A-25 51 560 - f) Verbindung der Formel (XXXXVIIIf)
EP-A-145 294 - g) Verbindung der Formel (XXXXVIIIg)
DE-A-37 21 786 - h) Verbindung der Formel (XXXXVIIIh)
EP-A-234 242
- a) compound of the formula (XXXXVIIIa)
EP-A-112 284 - b) compound of the formula (XXXXVIIIb)
DE-A-30 42 303 - c) compound of the formula (XXXXVIIIc)
DE-A-34 06 993 - d) compound of the formula (XXXXVIIId)
EP-A-68 813 - e) compound of the formula (XXXXVIIIe)
DE-A-25 51 560 - f) compound of the formula (XXXXVIIIf)
EP-A-145 294 - g) compound of the formula (XXXXVIIIg)
DE-A-37 21 786 - h) compound of the formula (XXXXVIIIh)
EP-A-234 242
- a) Verbindung der Formel (XXXXVIIIa)
-
48. Verbindung der Formel (XXXXIX)
WO 96/2376348. compound of the formula (XXXXIX)
WO 96/23763 -
49. Verbindung der Formel (XXXXX)
EP-A-596 25449. compound of formula (XXXXX)
EP-A-596 254 -
50. Verbindung der Formel (XXXXXI)
WO 98/2315550. compound of the formula (XXXXXI)
WO 98/23155 -
51. Verbindung der Formel (XXXXXII)
EP-A-569 38451. Compound of the formula (XXXXXII)
EP-A-569 384 -
52. Verbindung der Formel (XXXXXIII)
EP-A-600 629.52. Compound of the formula (XXXXXIII)
EP-A-600 629.
Die erfindungsgemäßen Wirkstoffkombinationen enthalten neben einem Wirkstoff der Formel (I) mindestens einen Wirkstoff von den Verbindungen der Gruppen (1) bis (52). Sie können darüberhinaus auch weitere fungizid wirksame Zumischkom ponenten enthalten.The active ingredient combinations according to the invention contain an active ingredient of formula (I) at least one active ingredient from the compounds of groups (1) to (52). You can also use other fungicidal admixtures components included.
Wenn die Wirkstoffe in den erfindungsgemäßen Wirkstoffkombinationen in be
stimmten Gewichtsverhältnissen vorhanden sind, zeigt sich der synergistische Effekt
besonders deutlich. Jedoch können die Gewichtsverhältnisse der Wirkstoffe in den
Wirkstoffkombinationen in einem relativ großen Bereich variiert werden. Im allge
meinen entfallen auf 1 Gewichtsteil an Wirkstoff der Formel (I)
0,1 bis 50 Gewichtsteile, vorzugsweise 0,2 bis 20 Gewichtsteile an Wirkstoff aus der
Gruppe (1),
0,1 bis 50 Gewichtsteile, vorzugsweise 02 bis 20 Gewichtsteile an Wirkstoff aus der
Gruppe (2),
1 bis 150 Gewichtsteile, vorzugsweise 1 bis 100 Gewichtsteile an Wirkstoff aus der
Gruppe (3),
0,1 bis 10 Gewichtsteile, vorzugsweise 0,2 bis 5 Gewichtsteile an Wirkstoff aus der
Gruppe (4),
1 bis 150 Gewichtsteile, vorzugweise 5 bis 100 Gewichtsteile an Wirkstoff aus der
Gruppe (5),
1 bis 150 Gewichtsteile, vorzugsweise 5 bis 100 Gewichtsteile an Wirkstoff aus der
Gruppe (6),
0,1 bis 50 Gewichtsteile, vorzugsweise 1 bis 20 Gewichtsteile an Wirkstoff aus der
Gruppe (7),
0,1 bis 50 Gewichtsteile, vorzugsweise 0,2 bis 20 Gewichtsteile an Wirkstoff aus der
Gruppe (8),
0,02 bis 50 Gewichtsteile, vorzugsweise 0,1 bis 10 Gewichtsteile an Wirkstoff aus
der Gruppe (9),
0,1 bis 50 Gewichtsteile, vorzugsweise 0,2 bis 20 Gewichtsteile an Wirkstoff aus der
Gruppe (10),
0,1 bis 50 Gewichtsteile, vorzugsweise 0,2 bis 20 Gewichtsteile an Wirkstoff aus der
Gruppe (11),
0,1 bis 50 Gewichtsteile, vorzugsweise 0,2 bis 20 Gewichtsteile an Wirkstoff aus der
Gruppe (12),
0,1 bis 50 Gewichtsteile, vorzugweise 0,2 bis 20 Gewichtsteile an Wirkstoff aus der
Gruppe (13),
0,1 bis 50 Gewichtsteile, vorzugsweise 0,2 bis 20 Gewichtsteile an Wirkstoff aus der
Gruppe (14),
0,2 bis 50 Gewichtsteile, vorzugsweise 1 bis 20 Gewichtsteile an Wirkstoff aus der
Gruppe (15),
0,1 bis 50 Gewichtsteile, vorzugsweise 0,2 bis 20 Gewichtsteile an Wirkstoff aus der
Gruppe (16),
0,1 bis 50 Gewichtsteile, vorzugsweise 0,2 bis 20 Gewichtsteile an Wirkstoff aus der
Gruppe (17),
1 bis 150 Gewichtsteile, vorzugweise 5 bis 100 Gewichtsteile an Wirkstoff aus der
Gruppe (18),
0,1 bis 150 Gewichtsteile, vorzugsweise 1 bis 100 Gewichtsteile an Wirkstoff aus der
Gruppe (19),
0,02 bis 50 Gewichtsteile, vorzugsweise 0,2 bis 10 Gewichtsteile an Wirkstoff aus
der Gruppe (20),
0,05 bis 20 Gewichtsteile, vorzugsweise 0,1 bis 10 Gewichtsteile an Wirkstoff aus
der Gruppe (21),
0,1 bis 50 Gewichtsteile, vorzugsweise 0,2 bis 20 Gewichtsteile an Wirkstoff aus der
Gruppe (22),
0,1 bis 50 Gewichtsteile, vorzugweise 0,2 bis 20 Gewichtsteile an Wirkstoff aus der
Gruppe (23),
0,02 bis 50 Gewichtsteile, vorzugsweise 0,04 bis 10 Gewichtsteile an Wirkstoff aus
der Gruppe (24),
0,1 bis 50 Gewichtsteile, vorzugsweise 0,2 bis 20 Gewichtsteile an Wirkstoff aus der
Gruppe (25),
0,1 bis 50 Gewichtsteile, vorzugsweise 0,2 bis 20 Gewichtsteile an Wirkstoff aus der
Gruppe (26),
0,1 bis 50 Gewichtsteile, vorzugsweise 0,2 bis 20 Gewichtsteile an Wirkstoff aus der
Gruppe (27),
1 bis 150 Gewichtsteile, vorzugsweise 5 bis 100 Gewichtsteile an Wirkstoff aus der
Gruppe (28),
1 bis 150 Gewichtsteile, vorzugsweise 5 bis 100 Gewichtsteile an Wirkstoff aus der
Gruppe (29),
0,1 bis 50 Gewichtsteile, vorzugsweise 0,2 bis 20 Gewichtsteile an Wirkstoff aus der
Gruppe (30),
0,1 bis 50 Gewichtsteile, vorzugsweise 0,2 bis 20 Gewichtsteile an Wirkstoff aus der
Gruppe (31),
0,1 bis 50 Gewichtsteile, vorzugsweise 0,2 bis 20 Gewichtsteile an Wirkstoff aus der
Gruppe (32),
0,1 bis 50 Gewichtsteile, vorzugsweise 0,2 bis 20 Gewichtsteile an Wirkstoff aus der
Gruppe (33),
0,1 bis 50 Gewichtsteile, vorzugweise 1 bis 20 Gewichtsteile an Wirkstoff aus der
Gruppe (34),
0,1 bis 50 Gewichtsteile, vorzugsweise 1 bis 10 Gewichtsteile an Wirkstoff aus der
Gruppe (35),
1 bis 150 Gewichtsteile, vorzugsweise 5 bis 100 Gewichtsteile an Wirkstoff aus der
Gruppe (36),
0,1 bis 50 Gewichtsteile, vorzugsweise 0,2 bis 20 Gewichtsteile an Wirkstoff aus der
Gruppe (37),
0,1 bis 50 Gewichtsteile, vorzugsweise 0,2 bis 20 Gewichtsteile an Wirkstoff aus der
Gruppe (38),
0,1 bis 50 Gewichtsteile, vorzugsweise 0,2 bis 20 Gewichtsteile an Wirkstoff aus der
Gruppe (39),
0,1 bis 50 Gewichtsteile, vorzugsweise 0,2 bis 20 Gewichtsteile an Wirkstoff aus der
Gruppe (40),
1 bis 150 Gewichtsteile, vorzugsweise 5 bis 100 Gewichtsteile an Wirkstoff aus der
Gruppe (41),
1 bis 150 Gewichtsteile, vorzugsweise 5 bis 100 Gewichtsteile an Wirkstoff aus der
Gruppe (42),
0,1 bis 50 Gewichtsteile, vorzugsweise 1 bis 20 Gewichtsteile an Wirkstoff aus der
Gruppe (43),
0,1 bis 50 Gewichtsteile, vorzugweise 1 bis 20 Gewichtsteile an Wirkstoff aus der
Gruppe (44),
1 bis 150 Gewichtsteile, vorzugsweise 5 bis 100 Gewichtsteile an Wirkstoff aus der
Gruppe (45a),
1 bis 150 Gewichtsteile, vorzugsweise 5 bis 100 Gewichtsteile an Wirkstoff aus der
Gruppe (45b),
0,1 bis 50 Gewichtsteile, vorzugsweise 0,2 bis 20 Gewichtsteile an Wirkstoff aus der
Gruppe (46),
0,1 bis 50 Gewichtsteile, vorzugsweise 0,2 bis 20 Gewichtsteile an Wirkstoff aus der
Gruppe (47a),
0,1 bis 50 Gewichtsteile, vorzugsweise 0,2 bis 20 Gewichtsteile an Wirkstoff aus der
Gruppe (47b),
0,1 bis 50 Gewichtsteile, vorzugsweise 0,2 bis 20 Gewichtsteile an Wirkstoff aus der
Gruppe (47c),
0,1 bis 50 Gewichtsteile, vorzugsweise 0,2 bis 20 Gewichtsteile an Wirkstoff aus der
Gruppe (47d),
0,1 bis 50 Gewichtsteile, vorzugsweise 0,2 bis 20 Gewichtsteile an Wirkstoff aus der
Gruppe (47e),
0,1 bis 50 Gewichtsteile, vorzugsweise 0,2 bis 20 Gewichtsteile an Wirkstoff aus der
Gruppe (47f),
0,1 bis 50 Gewichtsteile, vorzugweise 0,2 bis 20 Gewichtsteile an Wirkstoff aus der
Gruppe (47g),
0,1 bis 50 Gewichtsteile, vorzugsweise 0,2 bis 20 Gewichtsteile an Wirkstoff aus der
Gruppe (47h),
0,1 bis 50 Gewichtsteile, vorzugweise 0,2 bis 20 Gewichtsteile an Wirkstoff aus der
Gruppe (48),
0,1 bis 50 Gewichtsteile, vorzugsweise 0,2 bis 20 Gewichtsteile an Wirkstoff aus der
Gruppe (49),
0,1 bis 50 Gewichtsteile, vorzugsweise 0,2 bis 20 Gewichtsteile an Wirkstoff aus der
Gruppe (50),
0,1 bis 50 Gewichtsteile, vorzugsweise 0,2 bis 20 Gewichtsteile an Wirkstoff aus der
Gruppe (51),
0,1 bis 50 Gewichtsteile, vorzugsweise 0,2 bis 20 Gewichtsteile an Wirkstoff aus der
Gruppe (52).If the active ingredients are present in the active ingredient combinations according to the invention in certain weight ratios, the synergistic effect is particularly evident. However, the weight ratios of the active ingredients in the active ingredient combinations can be varied within a relatively wide range. In general, 1 part by weight of active ingredient of the formula (I)
0.1 to 50 parts by weight, preferably 0.2 to 20 parts by weight of active ingredient from group (1),
0.1 to 50 parts by weight, preferably 02 to 20 parts by weight, of active ingredient from group (2),
1 to 150 parts by weight, preferably 1 to 100 parts by weight, of active ingredient from group (3),
0.1 to 10 parts by weight, preferably 0.2 to 5 parts by weight of active ingredient from group (4),
1 to 150 parts by weight, preferably 5 to 100 parts by weight of active ingredient from group (5),
1 to 150 parts by weight, preferably 5 to 100 parts by weight, of active ingredient from group (6),
0.1 to 50 parts by weight, preferably 1 to 20 parts by weight, of active ingredient from group (7),
0.1 to 50 parts by weight, preferably 0.2 to 20 parts by weight of active ingredient from group (8),
0.02 to 50 parts by weight, preferably 0.1 to 10 parts by weight, of active ingredient from group (9),
0.1 to 50 parts by weight, preferably 0.2 to 20 parts by weight of active ingredient from group (10),
0.1 to 50 parts by weight, preferably 0.2 to 20 parts by weight of active ingredient from group (11),
0.1 to 50 parts by weight, preferably 0.2 to 20 parts by weight of active ingredient from group (12),
0.1 to 50 parts by weight, preferably 0.2 to 20 parts by weight of active ingredient from the group (13),
0.1 to 50 parts by weight, preferably 0.2 to 20 parts by weight, of active ingredient from group (14),
0.2 to 50 parts by weight, preferably 1 to 20 parts by weight, of active ingredient from group (15),
0.1 to 50 parts by weight, preferably 0.2 to 20 parts by weight of active ingredient from group (16),
0.1 to 50 parts by weight, preferably 0.2 to 20 parts by weight, of active ingredient from group (17),
1 to 150 parts by weight, preferably 5 to 100 parts by weight of active ingredient from the group (18),
0.1 to 150 parts by weight, preferably 1 to 100 parts by weight, of active ingredient from group (19),
0.02 to 50 parts by weight, preferably 0.2 to 10 parts by weight, of active ingredient from group (20),
0.05 to 20 parts by weight, preferably 0.1 to 10 parts by weight, of active ingredient from group (21),
0.1 to 50 parts by weight, preferably 0.2 to 20 parts by weight, of active ingredient from group (22),
0.1 to 50 parts by weight, preferably 0.2 to 20 parts by weight of active ingredient from the group (23),
0.02 to 50 parts by weight, preferably 0.04 to 10 parts by weight, of active ingredient from group (24),
0.1 to 50 parts by weight, preferably 0.2 to 20 parts by weight of active ingredient from group (25),
0.1 to 50 parts by weight, preferably 0.2 to 20 parts by weight, of active ingredient from group (26),
0.1 to 50 parts by weight, preferably 0.2 to 20 parts by weight of active ingredient from group (27),
1 to 150 parts by weight, preferably 5 to 100 parts by weight, of active ingredient from group (28),
1 to 150 parts by weight, preferably 5 to 100 parts by weight, of active ingredient from group (29),
0.1 to 50 parts by weight, preferably 0.2 to 20 parts by weight of active ingredient from group (30),
0.1 to 50 parts by weight, preferably 0.2 to 20 parts by weight of active ingredient from group (31),
0.1 to 50 parts by weight, preferably 0.2 to 20 parts by weight of active ingredient from group (32),
0.1 to 50 parts by weight, preferably 0.2 to 20 parts by weight, of active ingredient from group (33),
0.1 to 50 parts by weight, preferably 1 to 20 parts by weight of active ingredient from the group (34),
0.1 to 50 parts by weight, preferably 1 to 10 parts by weight, of active ingredient from group (35),
1 to 150 parts by weight, preferably 5 to 100 parts by weight, of active ingredient from group (36),
0.1 to 50 parts by weight, preferably 0.2 to 20 parts by weight, of active ingredient from group (37),
0.1 to 50 parts by weight, preferably 0.2 to 20 parts by weight of active ingredient from the group (38),
0.1 to 50 parts by weight, preferably 0.2 to 20 parts by weight of active ingredient from the group (39),
0.1 to 50 parts by weight, preferably 0.2 to 20 parts by weight, of active ingredient from group (40),
1 to 150 parts by weight, preferably 5 to 100 parts by weight, of active ingredient from group (41),
1 to 150 parts by weight, preferably 5 to 100 parts by weight, of active ingredient from group (42),
0.1 to 50 parts by weight, preferably 1 to 20 parts by weight, of active ingredient from group (43),
0.1 to 50 parts by weight, preferably 1 to 20 parts by weight of active ingredient from the group (44),
1 to 150 parts by weight, preferably 5 to 100 parts by weight, of active ingredient from the group (45a),
1 to 150 parts by weight, preferably 5 to 100 parts by weight, of active ingredient from the group (45b),
0.1 to 50 parts by weight, preferably 0.2 to 20 parts by weight of active ingredient from group (46),
0.1 to 50 parts by weight, preferably 0.2 to 20 parts by weight of active ingredient from group (47a),
0.1 to 50 parts by weight, preferably 0.2 to 20 parts by weight of active ingredient from group (47b),
0.1 to 50 parts by weight, preferably 0.2 to 20 parts by weight of active ingredient from the group (47c),
0.1 to 50 parts by weight, preferably 0.2 to 20 parts by weight of active ingredient from the group (47d),
0.1 to 50 parts by weight, preferably 0.2 to 20 parts by weight of active ingredient from the group (47e),
0.1 to 50 parts by weight, preferably 0.2 to 20 parts by weight of active ingredient from the group (47f),
0.1 to 50 parts by weight, preferably 0.2 to 20 parts by weight of active ingredient from the group (47 g),
0.1 to 50 parts by weight, preferably 0.2 to 20 parts by weight of active ingredient from the group (47h),
0.1 to 50 parts by weight, preferably 0.2 to 20 parts by weight of active ingredient from the group (48),
0.1 to 50 parts by weight, preferably 0.2 to 20 parts by weight of active ingredient from the group (49),
0.1 to 50 parts by weight, preferably 0.2 to 20 parts by weight of active ingredient from group (50),
0.1 to 50 parts by weight, preferably 0.2 to 20 parts by weight of active ingredient from group (51),
0.1 to 50 parts by weight, preferably 0.2 to 20 parts by weight of active ingredient from the group (52).
Die erfindungsgemäßen Wirkstoffkombinationen besitzen sehr gute fungizide Eigen schaften und lassen sich zur Bekämpfung von phytopathogenen Pilzen, wie Plasmo diophoromycetes, Oomycetes, Chytridiomycetes, Zygomycetes, Ascomycetes, Basi diomycetes, Deuteromycetes usw. einsetzen.The active compound combinations according to the invention have very good fungicidal properties and can be used to combat phytopathogenic fungi such as Plasmo diophoromycetes, Oomycetes, Chytridiomycetes, Zygomycetes, Ascomycetes, Basi Use diomycetes, Deuteromycetes etc.
Die erfindungsgemäßen Wirkstoffkombinationen eignen sich besonders gut zur Be kämpfung Phytophthora infestans und Plasmopara viticola.The active compound combinations according to the invention are particularly suitable for loading fighting Phytophthora infestans and Plasmopara viticola.
Die gute Pflanzenverträglichkeit der Wirkstoffkombinationen in den zur Bekämp fung von Pflanzenkrankheiten notwendigen Konzentrationen erlaubt eine Behand lung von oberirdischen Pflanzenteilen, von Pflanz- und Saatgut, und des Bodens. Die erfindungsgemäßen Wirkstoffkombinationen können zur Blattapplikation oder auch als Beizmittel eingesetzt werden. The good plant tolerance of the active ingredient combinations in the control Treatment of the necessary concentrations of plant diseases allows treatment cultivation of parts of plants above ground, of plant and seed, and of the soil. The Active substance combinations according to the invention can be used for foliar application or can be used as a mordant.
Die erfindungsgemäßen Wirkstoffkombinationen eignen sich auch zur Steigerung des Ernteertrages. Sie sind außerdem mindertoxisch und weisen eine gute Pflanzenver träglichkeit auf.The active compound combinations according to the invention are also suitable for increasing the Crop yield. They are also less toxic and show good plant ver indolence.
Erfindungsgemäß können alle Pflanzen und Pflanzenteile behandelt werden. Unter Pflanzen werden hierbei alle Pflanzen und Pflanzenpopulationen verstanden, wie erwünschte und unerwünschte Wildpflanzen oder Kulturpflanzen (einschließlich na türlich vorkommender Kulturpflanzen). Kulturpflanzen können Pflanzen sein, die durch konventionelle Züchtungs- und Optimierungsmethoden oder durch biotechno logische und gentechnologische Methoden oder Kombinationen dieser Methoden erhalten werden können, einschließlich der transgenen Pflanzen und einschließlich der durch Sortenschutzrechte schützbaren oder nicht schützbaren Pflanzensorten. Unter Pflanzenteilen sollen alle oberirdischen und unterirdischen Teile und Organe der Pflanzen, wie Spross, Blatt, Blüte und Wurzel verstanden werden, wobei beispielhaft Blätter. Nadeln, Stengel, Stämme, Blüten, Fruchtkörper, Früchte und Samen sowie Wurzeln, Knollen und Rhizome aufgeführt werden. Zu den Pflanzenteilen gehört auch Erntegut sowie vegetatives und generatives Vermehrungsmaterial, beispielsweise Stecklinge, Knollen, Rhizome, Ableger und Samen.According to the invention, all plants and parts of plants can be treated. Under Plants are understood here as all plants and plant populations desired and unwanted wild plants or crops (including na crops occurring naturally). Cultivated plants can be plants that by conventional breeding and optimization methods or by biotechno logical and genetic engineering methods or combinations of these methods can be obtained, including the transgenic plants and inclusive plant varieties that can or cannot be protected by plant breeders' rights. Plant parts should include all above-ground and underground parts and organs of plants, such as shoot, leaf, flower and root are understood, whereby exemplary leaves. Needles, stems, stems, flowers, fruiting bodies, fruits and Seeds as well as roots, tubers and rhizomes are listed. To the Plant parts also include crops as well as vegetative and generative Propagation material, for example cuttings, tubers, rhizomes, offshoots and Seeds.
Die erfindungsgemäße Behandlung der Pflanzen und Pflanzenteile mit den Wirkstof fen erfolgt direkt oder durch Einwirkung auf deren Umgebung, Lebensraum oder Lagerraum nach den üblichen Behandlungsmethoden, z. B. durch Tauchen, Sprühen, Verdampfen, Vernebeln, Streuen, Aufstreichen und bei Vermehrungsmaterial, insbe sondere bei Samen, weiterhin durch ein- oder mehrschichtiges Umhüllen.The treatment of the plants and plant parts according to the invention with the active ingredient fen takes place directly or through influence on their environment, living space or Storage room according to the usual treatment methods, e.g. B. by diving, spraying, Evaporation, misting, scattering, spreading and in the case of propagation material, in particular especially in the case of seeds, still by wrapping them in one or more layers.
Die erfindungsgemäßen Wirkstoffkombinationen können in die üblichen Formulie rungen überführt werden, wie Lösungen, Emulsionen, Suspensionen, Pulver, Schäu me, Pasten, Granulate, Aerosole, Feinstverkapselungen in polymeren Stoffen und in Hüllmassen für Saatgut, sowie ULV-Formulierungen. The active compound combinations according to the invention can be in the usual form tion, such as solutions, emulsions, suspensions, powders, foams me, pastes, granules, aerosols, very fine encapsulations in polymeric substances and in Envelopes for seeds and ULV formulations.
Diese Formulierungen werden in bekannter Weise hergestellt, z. B. durch Vermischen der Wirkstoffe bzw. der Wirkstoffkombinationen mit Streckmitteln, also flüssigen Lösungsmitteln, unter Druck stehenden verflüssigten Gasen und/oder festen Träger stoffen, gegebenenfalls unter Verwendung von oberflächenaktiven Mitteln, also Emulgiermitteln und/oder Dispergiermitteln und/oder schaumerzeugenden Mitteln. Im Falle der Benutzung von Wasser als Streckmittel können z. B. auch organische Lösungsmittel als Hilfslösungsmittel verwendet werden. Als flüssige Lösungsmittel kommen im wesentlichen in Frage: Aromaten, wie Xylol, Toluol oder Alkylnaphtha line, chlorierte Aromaten oder chlorierte aliphatische Kohlenwasserstoffe, wie Chlorbenzole, Chlorethylene oder Methylenchlorid, aliphatische Kohlenwasserstoffe, wie Cyclohexan oder Paraffine, z. B. Erdölfraktionen, Alkohole, wie Butanol oder Glycol sowie deren Ether und Ester, Ketone, wie Aceton, Methylethylketon, Meth ylisobutylketon oder Cyclohexanon, stark polare Lösungsmittel wie Dimethyl formamid und Dimethylsulfoxid, sowie Wasser. Mit verflüssigten gasförmigen Streckmitteln oder Trägerstoffen sind solche Flüssigkeiten gemeint, welche bei nor maler Temperatur und unter Normaldruck gasförmig sind, z. B. Aerosol-Treibgase, wie Butan, Propan, Stickstoff und Kohlendioxid. Als feste Trägerstoffe kommen in Frage: z. B. natürliche Gesteinsmehle, wie Kaoline, Tonerden, Talkum, Kreide, Quarz, Attapulgit, Montmorillonit oder Diatomeenerde und synthetische Gesteins mehle, wie hochdisperse Kieselsäure, Aluminiumoxid und Silikate. Als feste Träger stoffe für Granulate kommen in Frage: z. B. gebrochene und fraktionierte natürliche Gesteine wie Calcit, Marmor, Bims, Sepiolith, Dolomit sowie synthetische Granulate aus anorganischen und organischen Mehlen sowie Granulate aus organischem Mate rial wie Sägemehl, Kokosnussschalen, Maiskolben und Tabakstengel. Als Emulgier- und/oder schaumerzeugende Mittel kommen in Frage: z. B. nichtionogene und anio nische Emulgatoren, wie Polyoxyethylen-Fettsäureester, Polyoxyethylen-Fettalko holether, z. B. Alkylarylpolyglycol-ether, Alkylsulfonate, Alkylsulfate, Arylsulfonate sowie Eiweißhydrolysate. Als Dispergiermittel kommen in Frage: z. B. Lignin-Sulfit ablaugen und Methylcellulose. These formulations are prepared in a known manner, e.g. B. by mixing of the active ingredients or combinations of active ingredients with extenders, i.e. liquid Solvents, pressurized liquefied gases and / or solid carriers substances, if necessary using surfactants, ie Emulsifiers and / or dispersants and / or foaming agents. In the case of the use of water as an extender, e.g. B. also organic Solvents are used as auxiliary solvents. As a liquid solvent essentially come into question: aromatics, such as xylene, toluene or alkylnaphtha line, chlorinated aromatics or chlorinated aliphatic hydrocarbons, such as Chlorobenzenes, chlorethylenes or methylene chloride, aliphatic hydrocarbons, such as cyclohexane or paraffins, e.g. B. petroleum fractions, alcohols, such as butanol or Glycol and its ethers and esters, ketones such as acetone, methyl ethyl ketone, meth ylisobutyl ketone or cyclohexanone, strongly polar solvents such as dimethyl formamide and dimethyl sulfoxide, as well as water. With liquefied gaseous Extenders or carriers are liquids that are nor painter temperature and under normal pressure are gaseous, z. B. aerosol propellants, such as butane, propane, nitrogen and carbon dioxide. As solid carriers come in Question: e.g. B. natural rock flour, such as kaolins, clays, talc, chalk, Quartz, attapulgite, montmorillonite or diatomaceous earth and synthetic rock flours, such as finely divided silica, aluminum oxide and silicates. As a solid support substances for granules are possible: z. B. broken and fractional natural Rocks such as calcite, marble, pumice, sepiolite, dolomite and synthetic granules from inorganic and organic flours as well as granules from organic mate such as sawdust, coconut shells, corn cobs and tobacco stalks. As an emulsifier and / or foam-generating agents are possible: z. B. non-ionic and anio African emulsifiers, such as polyoxyethylene fatty acid esters, polyoxyethylene fatty alcohols holether, e.g. B. alkylaryl polyglycol ether, alkyl sulfonates, alkyl sulfates, aryl sulfonates as well as protein hydrolyzates. Possible dispersants are: B. Lignin sulfite leach and methyl cellulose.
Es können in den Formulierungen Haftmittel wie Carboxymethylcellulose, natürliche und synthetische pulverige, körnige oder latexförmige Polymere verwendet werden, wie Gummiarabicum, Polyvinylalkohol, Polyvinylacetat, sowie natürliche Phospho lipide, wie Kephaline und Lecithine, und synthetische Phospholipide. Weitere Addi tive können mineralische und vegetabile Öle sein.Adhesives such as carboxymethyl cellulose, natural, can be used in the formulations and synthetic powdery, granular or latex-shaped polymers are used, such as gum arabic, polyvinyl alcohol, polyvinyl acetate, and natural phospho lipids such as cephalins and lecithins, and synthetic phospholipids. More addi mineral and vegetable oils can be used.
Es können Farbstoffe wie anorganische Pigmente, z. B. Eisenoxid, Titanoxid, Ferro cyanblau und organische Farbstoffe, wie Alizarin-, Azo- und Metallphthalocyanin farbstoffe und Spurennährstoffe, wie Salze von Eisen, Mangan, Bor, Kupfer, Kobalt, Molybdän und Zink verwendet werden.Dyes such as inorganic pigments, e.g. B. iron oxide, titanium oxide, ferro cyan and organic dyes such as alizarin, azo and metal phthalocyanine dyes and trace nutrients, such as salts of iron, manganese, boron, copper, cobalt, Molybdenum and zinc can be used.
Die Formulierungen enthalten im allgemeinen zwischen 0,1 und 95 Gew.-% Wirk stoffe, vorzugsweise zwischen 0,5 und 90%.The formulations generally contain between 0.1 and 95% by weight of active ingredient substances, preferably between 0.5 and 90%.
Die erfindungsgemäßen Wirkstoffkombinationen können als solche oder in ihren Formulierungen auch in Mischung mit bekannten Fungiziden, Bakteriziden, Akariziden, Nematiziden oder Insektiziden verwendet werden, um so z. B. das Wirkungsspektrum zu verbreitern oder Resistenzentwicklungen vorzubeugen. In vielen Fällen erhält man dabei synergistische Effekte, d. h. die Wirksamkeit der Mischung ist größer als die Wirksamkeit der Einzelkomponenten.The active compound combinations according to the invention can be used as such or in their Formulations also in a mixture with known fungicides, bactericides, Acaricides, nematicides or insecticides can be used, e.g. B. that To broaden the spectrum of activity or to prevent the development of resistance. In many In this case, synergistic effects are obtained, i. H. the effectiveness of the mixture is greater than the effectiveness of the individual components.
Auch eine Mischung mit anderen bekannten Wirkstoffen, wie Herbiziden oder mit Düngemitteln und Wachstumsregulatoren ist möglich.A mixture with other known active ingredients, such as herbicides or with Fertilizers and growth regulators are possible.
Die Wirkstoffkombinationen können als solche, in Form ihrer Formulierungen oder den daraus bereiteten Anwendungsformen, wie gebrauchsfertige Lösungen, emul gierbare Konzentrate, Emulsionen, Suspensionen, Spritzpulver, lösliche Pulver und Granulate, angewendet werden. Die Anwendung geschieht in üblicher Weise, z. B. durch Gießen, Verspritzen, Versprühen, Verstreuen, Verstreichen, Trockenbeizen, Feuchtbeizen, Nassbeizen, Schlämmbeizen oder Inkrustieren. The active substance combinations can be used as such, in the form of their formulations or the resulting forms of use, such as ready-to-use solutions, emul gable concentrates, emulsions, suspensions, wettable powders, soluble powders and Granules. The application is done in the usual way, e.g. B. by pouring, spraying, spraying, scattering, spreading, dry pickling, Wet pickling, wet pickling, slurry pickling or incrustation.
Beim Einsatz der erfindungsgemäßen Wirkstoffkombinationen können die Aufwand mengen je nach Applikationsart innerhalb eines größeren Bereichs variiert werden. Bei der Behandlung von Pflanzenteilen liegen die Aufwandmengen an Wirkstoff kombination im allgemeinen zwischen 0,1 und 10000 g/ha, vorzugsweise zwischen 10 und 1000 g/ha. Bei der Saatgutbehandlung liegen die Aufwandmengen an Wirk stoffkombination im allgemeinen zwischen 0,001 und 50 g pro Kilogramm Saatgut, vorzugsweise zwischen 0,01 und 10 g pro Kilogramm Saatgut. Bei der Behandlung des Bodens liegen die Aufwandmengen an Wirkstoffkombination im allgemeinen zwischen 0,1 und 10000 g/ha, vorzugsweise zwischen 1 und 5000 g/ha.When using the active compound combinations according to the invention, the effort quantities can be varied within a wide range depending on the type of application. In the treatment of parts of plants, the active compound application rates are combination generally between 0.1 and 10000 g / ha, preferably between 10 and 1000 g / ha. In the case of seed treatment, the application rates are active combination of substances generally between 0.001 and 50 g per kilogram of seed, preferably between 0.01 and 10 g per kilogram of seed. During treatment the application rates of the active ingredient combination are in general of the soil between 0.1 and 10000 g / ha, preferably between 1 and 5000 g / ha.
Die gute fungizide Wirkung der erfindungsgemäßen Wirkstoffkombinationen geht aus den nachfolgenden Beispielen hervor. Während die einzelnen Wirkstoffe in der fungiziden Wirkung Schwächen aufweisen, zeigen die Kombinationen eine Wirkung, die über eine einfache Wirkungssummierung hinausgeht.The good fungicidal activity of the active compound combinations according to the invention is successful from the examples below. While the individual active ingredients in the fungicidal activity weaknesses, the combinations show an effect, that goes beyond a simple summation of effects.
Ein synergistischer Effekt liegt bei Fungiziden immer dann vor, wenn die fungizide Wirkung der Wirkstoffkombinationen größer ist als die Summe der Wirkungen der einzeln applizierten Wirkstoffe.Fungicides always have a synergistic effect if the fungicides Effect of the drug combinations is greater than the sum of the effects of individually applied active ingredients.
Die zu erwartende Wirkung für eine gegebene Kombination zweier Wirkstoffe kann nach S. R. Colby ("Calculating Synergistic and Antagonistic Responses of Herbicide Combinations", Weeds 15 (1967), 20-22) wie folgt berechnet werden:The expected effect for a given combination of two active substances can after S. R. Colby ("Calculating Synergistic and Antagonistic Responses of Herbicide Combinations ", Weeds 15 (1967), 20-22) can be calculated as follows:
Wenn
X den Wirkungsgrad beim Einsatz des Wirkstoffes A in einer Aufwandmenge
von m g/ha bedeutet,
Y den Wirkungsgrad beim Einsatz des Wirkstoffes B in einer Aufwandmenge
von n g/ha bedeutet und
E den Wirkungsgrad beim Einsatz der Wirkstoffe A und B in Aufwandmengen
von m und n g/ha bedeutet,
dann ist
If
X means the efficiency when using the active ingredient A in an application rate of m g / ha,
Y means the efficiency when using the active ingredient B in an application rate of n g / ha and
E means the efficiency when using active ingredients A and B in application rates of m and n g / ha,
then
Dabei wird der Wirkungsgrad in % ermittelt. Es bedeutet 0% ein Wirkungsgrad, der demjenigen der Kontrolle entspricht, während ein Wirkungsgrad von 100% bedeu tet, dass kein Befall beobachtet wird.The efficiency is determined in%. It means 0% efficiency corresponds to that of the control, while an efficiency of 100% means that no infection is observed.
Ist die tatsächliche fungizide Wirkung größer als berechnet, so ist die Kombination in ihrer Wirkung überadditiv, d. h. es liegt ein synergistischer Effekt vor. In diesem Fall muss der tatsächlich beobachtete Wirkungsgrad größer sein als der aus der oben angeführten Formel errechnete Wert für den erwarteten Wirkungsgrad (E).If the actual fungicidal effect is greater than calculated, the combination is in their effect superadditive, d. H. there is a synergistic effect. In this case the actually observed efficiency must be greater than that from the above listed formula calculated value for the expected efficiency (E).
Die Erfindung wird durch die folgenden Beispiele veranschaulicht. Die Erfindung ist jedoch nicht auf die Beispiele limitiert. The invention is illustrated by the following examples. The invention is but not limited to the examples.
Phytophthora-Test (Tomate)/protektiv
Lösungsmittel: 47 Gewichtsteile Aceton
Emulgator: 3 Gewichtsteile AlkylarylpolyglykoletherPhytophthora test (tomato) / protective
Solvent: 47 parts by weight of acetone
Emulsifier: 3 parts by weight of alkylaryl polyglycol ether
Zur Herstellung einer zweckmäßigen Wirkstoffzubereitung vermischt 1 Gewichtsteil Wirkstoff oder Wirkstoffkombination mit den angegebenen Mengen Lösungsmittel und Emulgator und verdünnt das Konzentrat mit Wasser auf die gewünschte Kon zentration oder man verdünnt eine handelsübliche Formulierung von Wirkstoff oder Wirkstoffkombination mit Wasser auf die gewünschte Konzentration.To produce a suitable preparation of active compound, 1 part by weight is mixed Active ingredient or combination of active ingredients with the stated amounts of solvent and emulsifier and dilute the concentrate with water to the desired con concentration or one dilutes a commercial formulation of active ingredient or Active ingredient combination with water to the desired concentration.
Zur Prüfung auf protektive Wirksamkeit werden junge Pflanzen mit der Wirkstoffzu bereitung in der angegebenen Aufwandmenge besprüht. Nach Antrocknen des Spritz belages werden die Pflanzen mit einer wäßrigen Sporensuspension von Phytophthora infestans inokuliert. Die Pflanzen werden dann in einer Inkubationskabine bei ca. 20°C und 100% relativer Luftfeuchtigkeit aufgestellt.To test for protective activity, young plants are added with the active ingredient preparation sprayed in the specified application rate. After the spray has dried The plants are covered with an aqueous spore suspension of Phytophthora infestans inoculated. The plants are then grown in an incubation cabin at approx. 20 ° C and 100% relative humidity.
3 Tage nach der Inokulation erfolgt die Auswertung. Dabei bedeutet 0% ein Wir kungsgrad, der demjenigen der Kontrolle entspricht, während ein Wirkungsgrad von 100% bedeutet, dass kein Befall beobachtet wird.Evaluation is carried out 3 days after the inoculation. 0% means a we efficiency that corresponds to that of the control, while an efficiency of 100% means that no infection is observed.
Die gefundene Wirkung der erfindungsgemäßen Wirkstoffkombination ist größer als die berechnete, d. h. es liegt ein synergistischer Effekt vor. Die Kombination aus Verbindung der Formel (I) und dem Halogen-benzimidazol der Formel Nr. XXVII besitzt bei einem Mischungsverhältnis von 1 : 1 und einer Aufwandmenge von 0,1 g/ha einen tatsächlichen Wirkungsgrad von 73%. Der nach der Colby-Formel be rechnete Erwartungswert ist mit 63% bedeutend geringer.The activity found of the active compound combination according to the invention is greater than the calculated, d. H. there is a synergistic effect. The combination of Compound of formula (I) and the halobenzimidazole of formula No. XXVII has a mixing ratio of 1: 1 and an application rate of 0.1 g / ha an actual efficiency of 73%. The Colby formula be expected value is significantly lower at 63%.
Wirkstoffe, Aufwandmengen und Versuchsergebnisse gehen aus den folgenden Ta bellen hervor. Active ingredients, application rates and test results are shown in the following days bark out.
Claims (6)
und
- 1. ein Triazol-Derivat der Formel
in welcher
X für Chlor oder Phenyl steht, und
Y für
steht, und/oder - 2. das Triazol-Derivat der Formel
und/oder - 3. ein Anilin-Derivat der Formel
in welcher
R1 für Wasserstoff oder Methyl steht,
und/oder - 4. N-[1-(4-Chlor-phenyl)-ethyl]-2,2-dichlor-1-ethyl-3-methyl
cyclopropan-carbonsäureamid der Formel
und/oder - 5. das Zink-propylen-1,2-bis-(dithiocarbamidat) der Formel
und/oder - 6. mindestens ein Thiocarbamat der Formel
Me = Zn oder Mn oder Gemisch aus Zn und Mn
und/oder - 7. das Anilin-Derivat der Formel
und/oder - 8. die Verbindung der Formel
und/oder - 9. das Benzothiadiazol-Derivat der Formel
und/oder - 10. das 8-t-Butyl-2-(N-ethyl-N-n-propyl-amino)-methyl-1,4-dioxa
spiro[5,4]-decan der Formel
und/oder - 11. die Verbindung der Formel
und/oder - 12. die Verbindung der Formel
und/oder - 13. die Verbindung der Formel
und/oder - 14. das Cyanoxim-Derivat der Formel
und/oder - 15. ein Pyrimidin-Derivat der Formel
in welcher
R2 für Methyl oder Cyclopropyl steht,
und/oder - 16. ein Anilin-Derivat der Formel
und/oder - 17. das Morpholin-Derivat der Formel
und/oder - 18. das Phthalimid-Derivat der Formel
und/oder - 19. die Phosphor-Verbindung der Formel
und/oder - 20. das Hydroxyethyl-triazol-Derivat der Formel
und/oder - 21. das 1-[(6-Chlor-3-pyridinyl)-methyl]-N-nitro-2-imidazolidinimin der
Formel
und/oder - 22. das Oxazolidindion der Formel
und/oder - 23. das Benzamid-Derivat der Formel
und/oder - 24. das Guanidin-Derivat der Formel
in welcher m für ganze Zahlen von 0 bis 5 steht und
R3 für Wasserstoff (17 bis 23%) oder den Rest der Formel
steht,
und/oder - 25. das Triazol-Derivat der Formel
und/oder - 26. das Halogen-benzimidazol der Formel
und/oder - 27. das Halogenpyrimidin der Formel
und/oder - 28. das Tetrachlor-isophthalo-dinitril der Formel
und/oder - 29. die Verbindung der Formel
und/oder - 30. das Pyridinamin der Formel
und/oder - 31. das Thiazolcarboxamid der Formel
und/oder - 32. das Sulfonamid der Formel
und/oder - 33. die Verbindung der Formel
und/oder - 34. die Verbindung der Formel
und/oder - 35. die Verbindung der Formel
und/oder - 36. dem Diamid der Formel
und/oder - 37. das Methoxyacrylat-Derivat der Formel
und/oder - 38. das Chinolin-Derivat der Formel
und/oder - 39. das Phenylamid-Derivat der Formel
und/oder - 40. das Phenylamid-Derivat der Formel
und/oder - 41. das Dicarboxim-Derivat der Formel
und/oder - 42. die Phosphonsäure der Formel
und/oder - 43. das Pyrrol-Derivat der Formel
und/oder - 44. das Phenylcarbonat der Formel
und/oder - 45. die Kupferverbindungen
- a) Kupferoxychlorid (XXXXVIa)
- b) Kupferhydroxid (XXXXVIb)
- 46. das Imidazol-Derivat der Formel
und/oder - 47. das Triazolderivat der Formel
und/oder
und/oder
und/oder
und/oder
und/oder
und/oder
und/oder
und/oder - 48. eine Verbindung der allgemeinen Formel
in welcher
R1 für unsubstituiertes oder durch Fluor, Chlor, Brom, Methyl oder Ethyl substituiertes Phenyl, 2-Naphthyl, 1,2,3,4-Tetrahydronaphthyl oder Indanyl steht,
und/oder - 49. N-Methyl-2-(methoxyimino)-2-[2-([1-(3-tri-fluoro-methyl
phenyl)ethoxy]iminomethyl)phenyl]acetamid der Formel
und/oder - 50. 2,4-Dihydro-5-methoxy-2-methyl-4-[2-([([1-(3-tri-fluoro
methylphenyl)ethylidene]amino)oxy]methyl)phenyl]-3H-1,2,4-triazol-3-one
der Formel
und/oder - 51. die Verbindung der Formel
und/oder - 52. die Verbindung der Formel
and
- 1. a triazole derivative of the formula
in which
X represents chlorine or phenyl, and
Y for
stands, and / or - 2. the triazole derivative of the formula
and or - 3. an aniline derivative of the formula
in which
R 1 represents hydrogen or methyl,
and or - 4. N- [1- (4-chlorophenyl) ethyl] -2,2-dichloro-1-ethyl-3-methylcyclopropane-carboxamide of the formula
and or - 5. the zinc propylene-1,2-bis (dithiocarbamidate) of the formula
and or - 6. at least one thiocarbamate of the formula
Me = Zn or Mn or mixture of Zn and Mn
and or - 7. the aniline derivative of the formula
and or - 8. the compound of formula
and or - 9. the benzothiadiazole derivative of the formula
and or - 10. the 8-t-butyl-2- (N-ethyl-Nn-propylamino) methyl-1,4-dioxa spiro [5,4] decane of the formula
and or - 11. the compound of formula
and or - 12. The compound of the formula
and or - 13. the compound of formula
and or - 14. the cyanoxime derivative of the formula
and or - 15. a pyrimidine derivative of the formula
in which
R 2 represents methyl or cyclopropyl,
and or - 16. an aniline derivative of the formula
and or - 17. the morpholine derivative of the formula
and or - 18. The phthalimide derivative of the formula
and or - 19. The phosphorus compound of the formula
and or - 20. the hydroxyethyl triazole derivative of the formula
and or - 21. The 1 - [(6-chloro-3-pyridinyl) methyl] -N-nitro-2-imidazolidinimine of the formula
and or - 22. the oxazolidinedione of the formula
and or - 23. the benzamide derivative of the formula
and or - 24. The guanidine derivative of the formula
in which m stands for integers from 0 to 5 and
R 3 represents hydrogen (17 to 23%) or the rest of the formula
stands,
and or - 25. the triazole derivative of the formula
and or - 26. The halogen benzimidazole of the formula
and or - 27. The halopyrimidine of the formula
and or - 28. The tetrachloroisophthalodinitrile of the formula
and or - 29. the compound of formula
and or - 30. The pyridinamine of the formula
and or - 31. the thiazole carboxamide of the formula
and or - 32. the sulfonamide of the formula
and or - 33. the compound of the formula
and or - 34. the compound of the formula
and or - 35. the compound of the formula
and or - 36. the diamide of the formula
and or - 37. the methoxyacrylate derivative of the formula
and or - 38. the quinoline derivative of the formula
and or - 39. the phenylamide derivative of the formula
and or - 40. the phenylamide derivative of the formula
and or - 41. the dicarboxime derivative of the formula
and or - 42. the phosphonic acid of the formula
and or - 43. the pyrrole derivative of the formula
and or - 44. the phenyl carbonate of the formula
and or - 45. the copper compounds
- a) Copper oxychloride (XXXXVIa)
- b) copper hydroxide (XXXXVIb)
- 46. the imidazole derivative of the formula
and or - 47. the triazole derivative of the formula
and or
and or
and or
and or
and or
and or
and or
and or - 48. a compound of the general formula
in which
R 1 represents phenyl which is unsubstituted or substituted by fluorine, chlorine, bromine, methyl or ethyl, 2-naphthyl, 1,2,3,4-tetrahydronaphthyl or indanyl,
and or - 49. N-Methyl-2- (methoxyimino) -2- [2 - ([1- (3-tri-fluoro-methyl phenyl) ethoxy] iminomethyl) phenyl] acetamide of the formula
and or - 50. 2,4-Dihydro-5-methoxy-2-methyl-4- [2 - ([([1- (3-tri-fluoro methylphenyl) ethylidene] amino) oxy] methyl) phenyl] -3H-1, 2,4-triazol-3-one of the formula
and or - 51. the compound of formula
and or - 52. the compound of the formula
- 1. ein Anilin-Derivat der Formel
und/oder - 2. das Zink-propylen-1,2-bis-(dithiocarbamidat) der Formel
und/oder - 3. mindestens ein Thiocarbamat der Formel
Me = Gemisch aus Zn und Mn
und/oder - 4. das Anilin-Derivat der Formel
und/oder - 5. die Verbindung der Formel
und/oder - 6. die Verbindung der Formel
und/oder - 7. die Verbindung der Formel
und/oder - 8. die Verbindung der Formel
und/oder - 9. das Phthalimid-Derivat der Formel
und/oder - 10. das Hydroxyethyl-triazol-Derivat der Formel
und/oder - 11. das Halogen-benzimidazol der Formel
und/oder - 12. das Halogenpyrimidin der Formel
und/oder - 13. das Tetrachlor-isophthalo-dinitril der Formel
und/oder - 14. das Pyridinamin der Formel
und/oder - 15. die Kupferverbindungen
- a) Kupferoxychlorid (XXXXVIa)
- b) Kupferhydroxid (XXXXVIb).
- 1. an aniline derivative of the formula
and or - 2. the zinc propylene-1,2-bis (dithiocarbamidate) of the formula
and or - 3. at least one thiocarbamate of the formula
Me = mixture of Zn and Mn
and or - 4. the aniline derivative of the formula
and or - 5. the compound of formula
and or - 6. the compound of the formula
and or - 7. the compound of formula
and or - 8. the compound of formula
and or - 9. the phthalimide derivative of the formula
and or - 10. the hydroxyethyl triazole derivative of the formula
and or - 11. The halogen benzimidazole of the formula
and or - 12. The halopyrimidine of the formula
and or - 13. The tetrachloroisophthalodinitrile of the formula
and or - 14. The pyridinamine of the formula
and or - 15. the copper connections
- a) Copper oxychloride (XXXXVIa)
- b) Copper hydroxide (XXXXVIb).
- - Wirkstoff der Gruppe (1) zwischen 1 : 0,1 und 1 : 50 liegt,
- - Wirkstoff der Gruppe (2) zwischen 1 : 0,1 und 1 : 50 liegt,
- - Wirkstoff der Gruppe (3) zwischen 1 : 1 und 1 : 150 liegt,
- - Wirkstoff der Gruppe (4) zwischen 1 : 0,1 und 1 : 10 liegt,
- - Wirkstoff der Gruppe (5) zwischen 1 : 1 und 1 : 150 liegt,
- - Wirkstoff der Gruppe (6) zwischen 1 : 1 und 1 : 150 liegt,
- - Wirkstoff der Gruppe (7) zwischen 1 : 0,1 und 1 : 50 liegt,
- - Wirkstoff der Gruppe (8) zwischen 1 : 0,1 und 1 : 50 liegt,
- - Wirkstoff der Gruppe (9) zwischen 1 : 0,02 und 1 : 50 liegt,
- - Wirkstoff der Gruppe (10) zwischen 1 : 0,1 und 1 : 50 liegt.
- - Wirkstoff der Gruppe (l 1) zwischen 1 : 0,1 und 1 : 50 liegt,
- - Wirkstoff der Gruppe (12) zwischen 1 : 0,1 und 1 : 50 liegt,
- - Wirkstoff der Gruppe (13) zwischen 1 : 0,1 und 1 : 50 liegt,
- - Wirkstoff der Gruppe (14) zwischen 1 : 0,1 und 1 : 50 liegt,
- - Wirkstoff der Gruppe (15) zwischen 1 : 0,2 und 1 : 50 liegt,
- - Wirkstoff der Gruppe (16) zwischen 1 : 0,1 und 1 : 50 liegt,
- - Wirkstoff der Gruppe (17) zwischen 1 : 0,1 und 1 : 50 liegt,
- - Wirkstoff der Gruppe (18) zwischen 1 : 1 und 1 : 150 liegt,
- - Wirkstoff der Gruppe (19) zwischen 1 : 0,1 und 1 : 150 liegt,
- - Wirkstoff der Gruppe (20) zwischen 1 : 0,02 und 1 : 50 liegt,
- - Wirkstoff der Gruppe (21) zwischen 1 : 0,05 und 1 : 20 liegt,
- - Wirkstoff der Gruppe (22) zwischen 1 : 0,1 und 1 : 50 liegt,
- - Wirkstoff der Gruppe (23) zwischen 1 : 0,1 und 1 : 50 liegt,
- - Wirkstoff der Gruppe (24) zwischen 1 : 0,02 und 1 : 50 liegt,
- - Wirkstoff der Gruppe (25) zwischen 1 : 0,1 und 1 : 50 liegt,
- - Wirkstoff der Gruppe (26) zwischen 1 : 0,1 und 1 : 50 liegt,
- - Wirkstoff der Gruppe (27) zwischen 1 : 0,1 und 1 : 50 liegt,
- - Wirkstoff der Gruppe (28) zwischen 1 : 1 und 1 : 150 liegt,
- - Wirkstoff der Gruppe (29) zwischen 1 : 1 und 1 : 150 liegt,
- - Wirkstoff der Gruppe (30) zwischen 1 : 0,1 und 1 : 50 liegt,
- - Wirkstoff der Gruppe (31) zwischen 1 : 0,1 und 1 : 50 liegt,
- - Wirkstoff der Gruppe (32) zwischen 1 : 0,1 und 1 : 50 liegt,
- - Wirkstoff der Gruppe (33) zwischen 1 : 0,1 und 1 : 50 liegt,
- - Wirkstoff der Gruppe (34) zwischen 1 : 0,1 und 1 : 50 liegt,
- - Wirkstoff der Gruppe (35) zwischen 1 : 1 und 1 : 50 liegt,
- - Wirkstoff der Gruppe (36) zwischen 1 : 1 und 1 : 150 liegt,
- - Wirkstoff der Gruppe (37) zwischen 1 : 0,1 und 1 : 50 liegt,
- - Wirkstoff der Gruppe (38) zwischen 1 : 0,1 und 1 : 50 liegt,
- - Wirkstoff der Gruppe (39) zwischen 1 : 0,1 und 1 : 50 liegt,
- - Wirkstoff der Gruppe (40) zwischen 1 : 0,1 und 1 : 50 liegt,
- - Wirkstoff der Gruppe (41) zwischen 1 : 1 und 1 : 150 liegt.
- - Wirkstoff der Gruppe (42) zwischen 1 : 1 und 1 : 150 liegt,
- - Wirkstoff der Gruppe (43) zwischen 1 : 0,1 und 1 : 50 liegt,
- - Wirkstoff der Gruppe (44) zwischen 1 : 0,1 und 1 : 50 liegt,
- - Wirkstoff der Gruppe (45a) zwischen 1 : 1 und 1 : 150 liegt,
- - Wirkstoff der Gruppe (45b) zwischen 1 : 1 und 1 : 150 liegt,
- - Wirkstoff der Gruppe (46) zwischen 1 : 0,1 und 1 : 50 liegt,
- - Wirkstoff der Gruppe (47a) zwischen 1 : 0,1 und 1 : 50 liegt,
- - Wirkstoff der Gruppe (47b) zwischen 1 : 0,1 und 1 : 50 liegt,
- - Wirkstoff der Gruppe (47c) zwischen 1 : 0,1 und 1 : 50 liegt,
- - Wirkstoff der Gruppe (47d) zwischen 1 : 0,1 und 1 : 50 liegt,
- - Wirkstoff der Gruppe (47e) zwischen 1 : 0,1 und 1 : 50 liegt,
- - Wirkstoff der Gruppe (47f) zwischen 1 : 0,1 und 1 : 50 liegt,
- - Wirkstoff der Gruppe (47g) zwischen 1 : 0,1 und 1 : 50 liegt,
- - Wirkstoff der Gruppe (47h) zwischen 1 : 0,1 und 1 : 50 liegt,
- - Wirkstoff der Gruppe (48) zwischen 1 : 0,1 und 1 : 50 liegt,
- - Wirkstoff der Gruppe (49) zwischen 1 : 0,1 und 1 : 50 liegt,
- - Wirkstoff der Gruppe (50) zwischen 1 : 0,1 und 1 : 50 liegt,
- - Wirkstoff der Gruppe (51) zwischen 1 : 0,1 und 1 : 50 liegt,
- - Wirkstoff der Gruppe (52) zwischen 1 : 0,1 und 1 : 50 liegt.
- Active ingredient of group (1) is between 1: 0.1 and 1:50,
- Active ingredient of group (2) is between 1: 0.1 and 1:50,
- Active ingredient of group (3) is between 1: 1 and 1: 150,
- Active ingredient of group (4) is between 1: 0.1 and 1:10,
- Active ingredient of group (5) is between 1: 1 and 1: 150,
- Active ingredient of group (6) is between 1: 1 and 1: 150,
- Active ingredient of group (7) is between 1: 0.1 and 1:50,
- Active ingredient of group (8) is between 1: 0.1 and 1:50,
- Active ingredient of group (9) is between 1: 0.02 and 1:50,
- - Active ingredient of group (10) is between 1: 0.1 and 1:50.
- Active ingredient of group (l 1) is between 1: 0.1 and 1:50,
- Active ingredient of group (12) is between 1: 0.1 and 1:50,
- Active ingredient of group (13) is between 1: 0.1 and 1:50,
- Active ingredient of group (14) is between 1: 0.1 and 1:50,
- Active ingredient of group (15) is between 1: 0.2 and 1: 50,
- Active ingredient of group (16) is between 1: 0.1 and 1:50,
- Active ingredient of group (17) is between 1: 0.1 and 1:50,
- Active ingredient of group (18) is between 1: 1 and 1: 150,
- Active ingredient of group (19) is between 1: 0.1 and 1: 150,
- Active ingredient of group (20) is between 1: 0.02 and 1:50,
- Active ingredient of group (21) is between 1: 0.05 and 1:20,
- Active ingredient of group (22) is between 1: 0.1 and 1:50,
- Active ingredient of group (23) is between 1: 0.1 and 1:50,
- Active ingredient of group (24) is between 1: 0.02 and 1:50,
- Active ingredient of group (25) is between 1: 0.1 and 1:50,
- Active ingredient of group (26) is between 1: 0.1 and 1:50,
- Active ingredient of group (27) is between 1: 0.1 and 1:50,
- Active ingredient of group (28) is between 1: 1 and 1: 150,
- Active ingredient of group (29) is between 1: 1 and 1: 150,
- Active ingredient of group (30) is between 1: 0.1 and 1:50,
- Active ingredient of group (31) is between 1: 0.1 and 1:50,
- Active ingredient of group (32) is between 1: 0.1 and 1:50,
- Active ingredient of group (33) is between 1: 0.1 and 1:50,
- Active ingredient of group (34) is between 1: 0.1 and 1: 50,
- Active ingredient of group (35) is between 1: 1 and 1:50,
- Active ingredient of group (36) is between 1: 1 and 1: 150,
- Active ingredient of group (37) is between 1: 0.1 and 1:50,
- Active ingredient of group (38) is between 1: 0.1 and 1:50,
- Active ingredient of group (39) is between 1: 0.1 and 1: 50,
- Active ingredient of group (40) is between 1: 0.1 and 1: 50,
- - Active ingredient of group (41) is between 1: 1 and 1: 150.
- Active ingredient of group (42) is between 1: 1 and 1: 150,
- Active ingredient of group (43) is between 1: 0.1 and 1: 50,
- Active ingredient of group (44) is between 1: 0.1 and 1: 50,
- Active ingredient of group (45a) is between 1: 1 and 1: 150,
- Active ingredient of group (45b) is between 1: 1 and 1: 150,
- Active ingredient of group (46) is between 1: 0.1 and 1: 50,
- Active ingredient of group (47a) is between 1: 0.1 and 1:50,
- Active ingredient of group (47b) is between 1: 0.1 and 1:50,
- Active ingredient of group (47c) is between 1: 0.1 and 1:50,
- Active ingredient of group (47d) is between 1: 0.1 and 1:50,
- Active ingredient of group (47e) is between 1: 0.1 and 1: 50,
- Active ingredient of group (47f) is between 1: 0.1 and 1:50,
- Active ingredient of the group (47g) is between 1: 0.1 and 1:50,
- Active ingredient of the group (47h) is between 1: 0.1 and 1:50,
- Active ingredient of group (48) is between 1: 0.1 and 1: 50,
- Active ingredient of group (49) is between 1: 0.1 and 1: 50,
- Active ingredient of group (50) is between 1: 0.1 and 1:50,
- Active ingredient of group (51) is between 1: 0.1 and 1: 50,
- - Active ingredient of group (52) is between 1: 0.1 and 1:50.
Priority Applications (32)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE10021412A DE10021412A1 (en) | 1999-12-13 | 2000-05-03 | Fungicidal active ingredient combinations |
NZ519460A NZ519460A (en) | 1999-12-13 | 2000-11-30 | Fungicidal combinations of novel fluoro-benzothiazole active substances with other known fungicidal agents |
HU0203563A HUP0203563A3 (en) | 1999-12-13 | 2000-11-30 | Fungicidal combinations of active substances and use thereof |
CNA2004100446979A CN1547911A (en) | 1999-12-13 | 2000-11-30 | Fungicidal combinations of active substances |
PT00985119T PT1239733E (en) | 1999-12-13 | 2000-11-30 | COMBINATIONS OF ACTIVE SUBSTANCES FUNGICIDES |
PCT/EP2000/011989 WO2001044215A2 (en) | 1999-12-13 | 2000-11-30 | Fungicidal combinations of active substances |
CZ20022079A CZ301233B6 (en) | 1999-12-13 | 2000-11-30 | Fungicidal combinations of active substances, method of fighting fungi and use of such combinations of the active substances and process for preparing fungicidal agents |
AT00985119T ATE243933T1 (en) | 1999-12-13 | 2000-11-30 | FUNGICIDAL ACTIVE COMBINATIONS |
DE50002776T DE50002776D1 (en) | 1999-12-13 | 2000-11-30 | Fungicidal drug combinations |
US10/149,353 US6624183B2 (en) | 1999-12-13 | 2000-11-30 | Fungicidal combinations of active substances |
PL355756A PL200668B1 (en) | 1999-12-13 | 2000-11-30 | Fungicidal combinations of active substances |
RU2002119003/04A RU2002119003A (en) | 1999-12-13 | 2000-11-30 | MIXTURES OF FUNGICIDAL ACTIVE SUBSTANCES |
MXPA02005835A MXPA02005835A (en) | 1999-12-13 | 2000-11-30 | Fungicidal combinations of active substances. |
AU21641/01A AU2164101A (en) | 1999-12-13 | 2000-11-30 | Fungicidal combinations of active substances |
DK00985119T DK1239733T3 (en) | 1999-12-13 | 2000-11-30 | Fungicidal combinations of active substances |
EP00985119A EP1239733B1 (en) | 1999-12-13 | 2000-11-30 | Fungicidal combinations of active substances |
BR0016336-8A BR0016336A (en) | 1999-12-13 | 2000-11-30 | Combinations of fungicidal active substances |
ES00985119T ES2197124T3 (en) | 1999-12-13 | 2000-11-30 | COMBINATIONS OF FUNGICIDE ACTIVE PRODUCTS. |
CA002393988A CA2393988A1 (en) | 1999-12-13 | 2000-11-30 | Fungicidal combinations of active substances |
JP2001544705A JP2003516979A (en) | 1999-12-13 | 2000-11-30 | Fungicidal / fungicidal active substance combination agent |
KR1020027006458A KR100613238B1 (en) | 1999-12-13 | 2000-11-30 | Fungicidal combinations of active substances |
IL14955400A IL149554A0 (en) | 1999-12-13 | 2000-11-30 | Fungicidal combinations of active substances |
TR2002/01544T TR200201544T2 (en) | 1999-12-13 | 2000-11-30 | Compound combinations with fungicidal activity. |
CN00817110.6A CN1212768C (en) | 1999-12-13 | 2000-11-30 | Fungicidal combinations of active substances |
CO00094463A CO5221089A1 (en) | 1999-12-13 | 2000-12-12 | COMBINATIONS OF A FLUORBENZOTIAZOL AND FOLPET DERIVATIVE WITH FUNGICIDE ACTIVITY |
TW089126400A TW590741B (en) | 1999-12-13 | 2000-12-12 | Fungicidal active compound combinations |
ARP000106607A AR026938A1 (en) | 1999-12-13 | 2000-12-13 | COMBINATIONS OF FUNGICIDE ACTIVE PRODUCTS. |
ZA200203650A ZA200203650B (en) | 2000-05-03 | 2002-05-08 | Fungicidal combinations of active substances. |
IL149554A IL149554A (en) | 1999-12-13 | 2002-05-09 | Fungicidal combinations of active substances |
US10/619,730 US7115593B2 (en) | 1999-12-13 | 2003-07-15 | Fungicidal combinations of active substances |
US11/336,501 US7208510B2 (en) | 1999-12-13 | 2006-01-20 | Fungicidal combinations of active substances |
US11/714,497 US7956009B2 (en) | 1999-12-13 | 2007-03-06 | Fungicidal combinations of active substances |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19959947 | 1999-12-13 | ||
DE10021412A DE10021412A1 (en) | 1999-12-13 | 2000-05-03 | Fungicidal active ingredient combinations |
Publications (1)
Publication Number | Publication Date |
---|---|
DE10021412A1 true DE10021412A1 (en) | 2001-06-21 |
Family
ID=7932402
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE10021412A Pending DE10021412A1 (en) | 1999-12-13 | 2000-05-03 | Fungicidal active ingredient combinations |
DE50002776T Expired - Lifetime DE50002776D1 (en) | 1999-12-13 | 2000-11-30 | Fungicidal drug combinations |
Family Applications After (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE50002776T Expired - Lifetime DE50002776D1 (en) | 1999-12-13 | 2000-11-30 | Fungicidal drug combinations |
Country Status (5)
Country | Link |
---|---|
KR (1) | KR100613238B1 (en) |
CN (1) | CN101627772A (en) |
CO (1) | CO5221089A1 (en) |
DE (2) | DE10021412A1 (en) |
IL (1) | IL149554A (en) |
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-
2000
- 2000-05-03 DE DE10021412A patent/DE10021412A1/en active Pending
- 2000-11-30 DE DE50002776T patent/DE50002776D1/en not_active Expired - Lifetime
- 2000-11-30 CN CN200910141542A patent/CN101627772A/en active Pending
- 2000-11-30 KR KR1020027006458A patent/KR100613238B1/en not_active IP Right Cessation
- 2000-12-12 CO CO00094463A patent/CO5221089A1/en not_active Application Discontinuation
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2002
- 2002-05-09 IL IL149554A patent/IL149554A/en not_active IP Right Cessation
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KR20020059759A (en) | 2002-07-13 |
DE50002776D1 (en) | 2003-08-07 |
CN101627772A (en) | 2010-01-20 |
CO5221089A1 (en) | 2002-11-28 |
IL149554A (en) | 2008-03-20 |
KR100613238B1 (en) | 2006-08-18 |
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