Use of Alcohol-Oxyalkylates in the Form of Adjuvants for Benzamidoxime Fungicidal Derivatives, Appropriate Agents and Kits

Abstract

The present invention relates to the use of alkoxylated alcohols (alcohol alkoxylates) as adjuvant for improving the fungicidal action of benzamide oxime derivatives of the formula (I)

Description

EXAMPLE 1

Biological Activity (Curative Control of Powdery Mildew of Wheat)

Leaves of wheat seedlings of the variety “Kanzler” grown in pots were dusted at the two-leaf stage with spores of powdery mildew of wheat (Erysiphe [syn. Blumeria] graminis forma specialis tritici) and were grown in a greenhouse until the preinfection averaged 20%. The plants were then sprayed with an aqueous suspension or emulsion which comprised the active compound and adjuvants given below. The suspension or emulsion was prepared from a stock solution with 10% active compound in a mixture consisting of 85% cyclohexanone and 5% emulsifier. After the spray coating had dried on, the plants were again returned to the greenhouse. The test plants were placed in the greenhouse at temperatures between 20 and 24° C. and a relative atmospheric humidity of 60 to 90%. 20 or 30 days after application, the extent of the development of powdery mildew was determined visually in % infection of the total leaf area.

TABLE 1
% infection of the leaves after application of the
aqueous active compound formulation, which corresponded to an
amount applied of 7.5 g of active substance per ha
				% Infection	% Infection
				(Day	(Day
Active compound	[g/ha]	Adjuvant	[g/ha]	20)	20)
Active compound A	7.5			20	56
		Alkoxylate 1	200	47	81
		Alkoxylate 2	200	49	79
Active compound A	7.5	Alkoxylate 1	200	6	4
Active compound A	7.5	Alkoxylate 2	200	10	11
Active compound A + Metrafenone	7.5 + 22.5			11	12
Active compound A + Metrafenone	7.5 + 22.5	Alkoxylate 1	200	2	2
Active compound A + Metrafenone	7.5 + 22.5	Alkoxylate 2	200	8	6
Active compound A + Metrafenone + Epoxiconazole	7.5 + 22.5 + 18.75			8	9
Active compound A + Metrafenone + Epoxiconazole	7.5 + 22.5 + 18.75	Alkoxylate 1	200	2	2
Active compound A + Metrafenone + Epoxiconazole	7.5 + 22.5 + 18.75	Alkoxylate 2	200	4	2
Active compound A + Metrafenone + Epoxiconazole + Pyraclostrobin	7.5 + 22.5 + 18.75 + 22.5			5	4
Active compound A + Metrafenone + Epoxiconazole + Pyraclostrobin	7.5 + 22.5 + 18.75 + 22.5	Alkoxylate 1	200	2	2
Active compound A + Metrafenone + Epoxiconazole + Pyraclostrobin	7.5 + 22.5 + 18.75 + 22.5	Alkoxylate 2	200	4	3
Untreated				51	86
Active compound A: N-Phenylacetyl-2-difluoromethoxy-5,6-difluoro-benzamide (O-cyclopropylmethyl)oxime
Alkoxylate 1: C10 oxo alcohol × 3 EO
Alkoxylate 2: C13 oxo alcohol × 6 EO × 3 PO

It is clearly apparent that the alcohol alkoxylates used increase the fungicidal action of the active compounds or active compound mixtures.

Claims

1. A composition comprising (a1) at least one benzamide oxime derivative of the formula (I)

2. The composition according to claim 1, wherein the proportion of the component (b1) in respect of the total weight of the composition is greater than the proportion of the component (a1).

3. The composition according to claim 1, wherein the alcohol exhibits 5 to 30, preferably 8 to 20 and in particular 9 to 15 carbon atoms.

4. The composition according to claim 1, wherein the degree of alkoxylation is 1 to 100, preferably 1 to 25, in particular 2 to 15 and particularly preferably 3 to 12.

5. The composition according to claim 1, wherein the alkoxylated alcohol is chosen from alcohol alkoxylates of the formula (II) R6—O—)CmH2mO)x—(CnH2nO)y—(CpH2pO)z—H   (II)

6. The composition according to claim 5, wherein m=2, the value of x is greater than zero and z=0.

7. The composition according to claim 6, wherein y is zero.

8. The composition according to claim 6, wherein y is greater than zero.

9. The composition according to claim 8, wherein n=3.

10. The composition according to claim 9, wherein the ratio of x to y is 1:1 to 4:1 and in particular 1.5:1 to 3:1.

11. The composition according to claim 8, wherein n=5.

12. The composition according to claim 11, wherein the value of x is 1 to 50 and preferably 4 to 25 and the value of y is 0.5 to 20, preferably 0.5 to 4 and in particular 0.5 to 2.

13. The composition according to claim 5, wherein n=2, the values of y and x are in each case greater than zero and z=0.

14. The composition according to claim 13, wherein m=3.

15. The composition according to claim 14, wherein the ratio of x to y is 1:10 to 3:1 and in particular 1.5:1 to 1:6.

16. The composition according to claim 13, wherein m=5.

17. The composition according to claim 16, wherein the value of x is 0.5 to 20, preferably 0.5 to 4 and in particular 0.5 to 2 and the value of y is 3 to 50 and preferably 4 to 25.

18. The composition according to claim 5, wherein the alcohol is 2-propylheptanol.

19. The composition according to claim 5, wherein the alcohol is a C13 oxo alcohol.

20. The composition according to claim 19, wherein the C13 oxo alcohol is obtained by hydrogenation of hydroformylated trimeric butene.

21. The composition according to claim 19, wherein the C13 oxo alcohol is obtained by hydrogenation of hydroformylated dimeric hexene.

22. The composition according to claim 5, wherein the alcohol is a C10 oxo alcohol.

23. The composition according to claim 22, wherein the C10 oxo alcohol is obtained by hydrogenation of hydroformylated trimeric propene.

24. The composition according to claim 1, wherein the benzamide oxime derivative is a compound of the formula Ia

25. The composition according to claim 24, wherein the benzamide oxime derivative is N-phenylacetyl-2-difluoromethoxy-5,6-difluorobenzamide (O-cyclopropylmethyl)oxime or N-phenylacetyl-2-trifluoromethoxy-5,6-difluorobenzamide (O-cyclopropylmethyl)oxime.

26. The composition according to claim 1, comprising (a2) at least one additional fungicide.

27. The composition according to claim 26, wherein the additional fungicide is chosen from metrafenone, epoxiconazole and pyraclostrobin.

28. The composition according to claim 1, comprising (c) additional auxiliaries.

29. The composition according to claim 1, comprising (a) 2 to 35% by weight of at least one benzamide oxime derivative of the formula (I), preferably N-phenylacetyl-2-difluoromethoxy-5,6-difluorobenzamide (O-cyclopropylmethyl)oxime or N-phenylacetyl-2-trifluoromethoxy-5,6-difluorobenzamide (O-cyclopropylmethyl)oxime, and if appropriate 5 to 25% by weight of metrafenone, epoxiconazole or pyraclostrobin, or a mixture of 2 or 3 of these active compounds; and(b) 5 to 40% by weight of at least one alcohol alkoxylate, preferably an alkoxylated C10 or C13 oxo alcohol; and advantageously(c) 15 to 45% by weight of one or more auxiliaries.

30. A kit with at least two containers, in which (a1) a first container comprises at least one benzamide oxime derivative of the formula (I) and the benzamide oxime derivative is defined as in any of the preceding claims; and(b1) a second container comprises at least one alkoxylated alcohol and the alkoxylated alcohol is defined as in claim 1.

31. The use of an alkoxylated alcohol for improving the fungicidal action of a benzamide oxime derivative of the formula (I), in which the benzamide oxime derivative of the formula (I) is defined as claim 1.

32. The use according to claim 31, wherein the ratio of the amounts applied of alcohol alkoxylate to benzamide oxime derivative ranges from 0.5:1 to 100: 1, preferably from 1:1 to 50:1, in particular from 1:1 to 20:1.

33. The use according to claim 31, wherein the amount of alcohol alkoxylate applied is greater than the amount of benzamide oxime derivative applied.