Pesticidal concentrate compositions

• US 5,078,782 A
• Filed: 06/27/1990
• Issued: 01/07/1992
• Est. Priority Date: 04/24/1986
• Status: Expired due to Fees

• Current Assignee: Schering Ag (Merck & Co., Inc.)
• Original Assignee: Berol Nobel (Suisse) SA (Nouryon BV)
• Inventors: Mansson, Sven, Nielsen, Erik
• Primary Examiner(s): Rollins, John W.
• Assistant Examiner(s): GITOMER, RALPH J
• Application Number:
  US07/544,031
• Time in Patent Office: 559 Days
• Field of Search: 71/100, 424/405, 424/409, 514/937
• US Class Current: 504/135
• CPC Class Codes: A01N 25/04 Dispersions, emulsions, suspoemulsions, suspension concentrates or gels foams A01N25/16

Abstract

A pesticidal concentrate comprising a pesticidal component suspended in an oily component, the composition comprising 1-55% by weight of pesticide, 20-90% by weight of the oily component and 1-45% by weight of a surfactant component, and optionally water and optionally filler, the surfactant component comprising one or more stabilizing constituents comprising a C_5-30 hydrocarbylene chain carrying a group capable of forming hydrogen bonds with water, and optionally one or more other constituents selected from the group consisting of non-ionic and ionic surfactants, the stabilizing constituent being present in an amount of at least 4% by weight, calculated on the total amount of surfactant component in the composition.

Examples of stabilizing constituents are fatty alcohols and amino group-containing surfactants, especially ampholytes.

Pesticidal concentrate compositions comprising 1-55% by weight of finely ground dithiocarbamate or glyphosate suspended in 10-90% by weight of an oily component and comprising 1-50% by weight of a surfactant component, calculated on the total composition, may be prepared.

The pesticidal concentrate compositions are used in the preparation of ready-to-use-spray liquid, normally comprising 0.1-10% of concentrate and 90-99.9% of water.

Claims

1. A pesticidal concentrate composition which can be reconstituted with water to form a storage-stable pesticidal emulsion useful for spraying, the emulsion being substantially free of gels, lumps, precipitates, and sediments, said pesticidal concentrate composition comprising:

(a) 1-55% by weight of a solid particulate or liquid pesticidal component, which is dispersed in (b) and (c);

(b) 20-90% by weight of an oily component selected from the group consisting of petroleum fractions, vegetable oils, and esters of mono- or polyalcohols having 2-6 hydroxy functions with mono- or polycarboxylic acids, the oily component being liquid at normal temperatures and immiscible with water in a ratio of 1;

10-10;

1 by weight and comprising at least 67% by weight of hydrocarbyl or hydrocarbylene, based on the total chemical composition of the oily component; and

(c) 1-45% by weight of surfactants, the surfactants comprising at least one non-ionic surfactant and at least one stabilizing constituent which is a fatty alcohol selected from the group consisting of mono- and dialcohols having a C_5-30 hydrocarbyl or hydrocarbylene chain, the stabilizing constituent(s) being present in an amount of 6-60% by weight based on the total amount of surfactant(s), including stabilizing constituent(s), present.

2. A composition according to claim 1, wherein the stabilizing constituent further comprises an amino compound comprising a C_5-30 hydrocarbyl or hydrocarbylene chain.

3. A composition according to claim 1, wherein the fatty alcohol contains 7-22 carbon atoms.

4. A composition according to claim 3, wherein the fatty alcohol contains 9-18 carbon atoms.

5. A composition according to claim 4, wherein the fatty alcohol contains 10 carbon atoms.

6. A composition according to claim 5, wherein the fatty alcohol is decanol.

7. A composition according to claim 6, wherein the fatty alcohol is n-decanol.

8. A composition as recited in claim 1, wherein said surfactants further comprise at least one anionic surfactant.

9. A composition as recited in claim 1, wherein the hydrocarbyl or hydrocarbylene chain of the amino compound comprises 7-22 carbon atoms.

10. A composition as recited in claim 1, wherein the hydrocarbyl or hydrocarbylene chain of the amino compound comprises 9-18 carbon atoms.

11. A composition as recited in claim 1, wherein the amount of the stabilizing constituent constitutes 8-45% by weight of the total weight of the surfactant(s), including the stabilizing constituent(s) which are present.

12. A composition as recited in claim 1, wherein the amount of the stabilizing constituent constitutes 12-35% by weight of the total weight of the surfactant(s), including the stabilizing constituent(s) which are present.

13. A composition as recited in claim 2, wherein the C_5-30 hydrocarbyl or hydrocarbylene chain of the amino compound is substituted by at least one substituent selected from the group consisting of carboxy, sulphonic acid, phosphonic acid, (poly)oxyalkylene and hydroxy.

14. A composition as recited in claim 2, wherein the amino group-containing compound is a C_7-22 hydrocarbyl or hydrocarbylene amine, which is substituted by at least one substituent selected from the group consisting of carboxy, sulphonic acid, phosphonic acid, (poly)oxyalkylene and hydroxy.

15. A composition as recited in claim 13, wherein the amino compound is an ampholyte.

16. A composition according to claim 2, wherein the total amount of the amino compound and the fatty alcohol which are present constitutes 6-60% by weight of the total weight of the surfactant(s), including the stabilizing constituent(s).

17. A composition according to claim 1, wherein the stabilizing constituents further comprise at least two different amino compounds comprising a C_5-30 hydrocarbyl or hydrocarbylene chain, the total amount of the amino compounds and the fatty alcohol constituting 6-60% by weight of the total weight of the surfactant(s), including the stabilizing constituent(s);

with the proviso that at least one of the amino compounds carries, in addition to its amino group, at least one other substituent selected from the group consisting of carboxy, sulphonic acid, phosphonic acid, (poly)oxyethylene, (poly)oxypropylene and hydroxy.

18. A composition as recited in claim 2, wherein the amount of the amino compound constitutes at least 50% by weight of the total amount of ionic surfactant(s) present in the composition.

19. A composition as recited in claim 2, wherein the amount of the amino compound constitutes at least 70% by weight of the total amount of ionic surfactant(s) present in the composition.

20. A composition as recited in claim 2, wherein the amount of the amino compound constitutes at least 100% by weight of the total amount of ionic surfactant(s) present in the composition.

21. A composition as recited in claim 2, which further comprises a strong acidic component.

22. A composition as recited in claim 21, wherein the amount of the acidic component is 25-400%, on a molar basis, of the amount of the amino compound.

23. A composition as recited in claim 21, wherein the amount of the acidic component is 50-250%, on a molar basis, of the amount of the amino compound.

24. A composition as recited in claim 21, wherein the amount of the acidic component is 75-175%, on a molar basis, of the amount of the amino compound.

25. A composition as recited in claim 1, which contains a non-ionic surfactant constituent selected from the group consisting of block polymers which are condensates of polyoxyethylene and polyoxypropylene;

ethoxylated, propoxylated and co-ethoxylated/propoxylated fatty alcohols;

ethoxylated, propoxylated and co-ethoxolated/propoxylated mono-, di- and trialkyl phenols; and

mono-, di- and poly(carboxyl) fatty acid esters in which the alcohol moiety is selected from the group consisting of polyoxyethylene alcohol, polyoxypropylene alcohol, polyoxyalkylene alcohols combined from different glycols, polyalcohols, ethoxylated polyalcohols, propoxylated polyalcohols, and co-ethoxylated/propoxylated polyalcohols.

26. A composition as recited in claim 25, which comprises at least two non-ionic surfactants which have different HLB values.

27. A pesticidal composition as recited in claim 1, wherein the pesticidal component (a) comprises a herbicide selected from the group consisting of derivatives of urea, derivatives of carboxylic acid esters, derivatives of amino acids, derivatives of diphenylethers, derivatives of phenylcarbamates, derivatives of thiocarbamates, derivatives of s-triazine, derivatives of astriazinones, derivatives of phenoxy acetic acids, derivatives of phenoxy propionic acids, 3-isopropyl-1(H)-benzo-2,1,3-thiadiazin-4-one-2,2-dioxid;

3-cyclohexyl-6-dimethylamino-1-methyl-1,3,5-triazine-2,4(1H, 3H)-dione;

1-(2-chlorophenylsulphonyl)-3-(4-methoxy-6-methyl-1,3,5-triazine-2-yl)urea;

5-amino-4-chloro-2-phenyl-3(2H)pyridazinone;

(±

)-2-ethoxy-2,3-dihydro-3,3-dimethylbenzofuran-5-yl methanesulphonate and 7-chloro-3-methyl-quinoline-8-carboxylic acid.

28. A pesticidal composition according to claim 27, wherein the herbicide is selected from the group consisting of phenmedipham, metamitron and chloridazon.

29. A pesticidal composition as recited in claim 28, which contains both phenmedipham and metamitron, the weight ratio of phenmedipham to metamitron being in the range of 1:

2-1;

8.

30. A pesticidal composition as recited in claim 28, which contains both phenmedipham and metamitron, the weight ratio of phenmedipham to metamitron being in the range of 1:

3-1;

6.

31. A pesticidal composition as recited in claim 28, which contains both phenmedipham and metamitron, the weight ratio of phenmedipham to metamitron being in the range of 1:

4-1;

6.

32. A pesticidal composition as recited in claim 1, wherein the pesticidal component (a) comprises a fungicide selected from the group consisting of dithiocarbamates, 2-benzimidazole carbamates and dithioureido benzene derivatives.

33. A pesticidal composition as recited in claim 1, which further comprises water in an amount of 0.1-40% by weight, based on the total composition.

34. A pesticidal composition as recited in claim 1, which further comprises water in an amount of 0.2-20% by weight, based on the total composition.

35. A pesticidal composition as recited in claim 1, which further comprises water in an amount of 0.5-10% by weight, based on the total composition.

36. A pesticidal composition as recited in claim 1, which further comprises water in an amount of 0.1-20% by weight, based on the total composition.

37. An oil-in-water emulsion, comprising:

(a) up to 10% by weight of an oily phase constituted by a pesticidal composition as claimed in claim 1,

(b) 90-99.0% by volume of water.

38. An oil in water emulsion as recited in claim 36, further comprising an inorganic filler.

39. A pesticidal composition as recited in claim 1, in which the pesticidal component is selected from the group consisting of phenmedipham, desmedipham and chloridazon.

40. A composition as recited in claim 39, in which the surfactants further comprise at least one anionic surfactant.

41. A composition as recited in claim 40, wherein the anionic surfactant is an acidic phosphate ester.

42. A composition according to claim 40, wherein the anionic surfactant is an acidic phosphate ester selected from the group consisting of:

mono- and diesters of ethoxylated, propoxylated and co-ethoxylated/propoxylated fatty alcohols;

mono-, di and trialkyl phenols, and di- and tristyryl phenols; and

non-ethoxylated C_4-18 fatty alcohols.

43. A composition according to claim 40, wherein the anionic surfactant is selected from the group consisting of alkyl sulphonic acids, aryl sulphonic acids, arylalkyl sulphonic acids, alkylaryl sulphonic acids and phosphonic acids.

44. A pesticidal concentrate composition as recited in claim 1 in which the pesticidal component is a dithiocarbamate.

45. A pesticidal composition as recited in claim 44, wherein the surfactants further comprise an amino compound which is present in an amount of at least 4% by weight, based on the total amount of the surfactant(s), including the stabilizing constituent(s).

46. A pesticidal composition as recited in claim 44 in which the dithiocarbamate is present in an amount of 5-50% by weight.

47. A pesticidal composition as recited in claim 46, wherein the surfactants further comprise an amino compound which is present in an amount of at least 4% by weight based on the total amount of the surfactant(s) and the stabilizing constituent(s).

48. A pesticidal concentrate composition as recited in claim 1 in which the pesticidal component is a finely ground glyphosate.

49. A composition according to claim 48, wherein at least 50% by weight of the finely ground glyphosate has a particle size of less than 5μ

.

50. A composition according to claim 48, the composition having a pH of less than 4 upon dilution with one part by volume of water.

51. A composition as recited in claim 48, the composition having a pH less than 3.5 upon dilution with 1 part by volume of water.

52. A composition as recited in claim 48, the composition having a pH less than 3 upon dilution with 1 part by volume of water.

53. A composition according to claim 48, wherein the surfactants comprise a non-ionic surfactant and an ionic surfactant.

54. A composition according to claim 53, wherein the non-ionic surfactant is selected from the group consisting of block polymers, which are condensates of polyoxyethylene and polyoxypropylene;

ethoxylated, propoxylated and co-ethoxylated/propoxylated fatty alcohols;

ethoxylated, propoxylated and co-ethoxylated/propoxylated mono-, di- and trialkyl phenols; and

mono-, di- and poly(carboxyl) fatty acid esters in which the alcohol moiety is selected from the group consisting of polyoxyethylene alcohol, polyoxypropylene alcohol, polyoxyalkylene alcohols combined from different glycols, polyalcohols, ethoxylated poly-alcohols, propoxylated polyalcohols and co-ethoxylated/propoxylated polyalcohols.

55. A composition according to claim 53, wherein the ionic surfactant comprises at least one amino group-containing surfactant which is a C_5-30 hydrocarbyl or hydrocarbylene amine.

56. A composition according to claim 53, wherein the ionic surfactant comprises at least one amino group-containing surfactant which is a C_5-30 hydrocarbyl or hydrocarbylene amine which is unsubstituted or substituted by at least one functional substituent selected from the group consisting of carboxy, sulphonic acid, phosphonic acid, (poly)oxyethylene, (poly)oxypropylene and hydroxy.

57. A composition according to claim 53, wherein the ionic surfactant comprises at least one anionic surfactant.

58. A composition according to claim 57, wherein the anionic surfactant is an acidic phosphate ester selected from the group consisting of mono- and diesters of ethoxylated, propoxylated and co-ethoxylated/propoxylated fatty alcohols, mono-, di-and trialkyl phenols and mono-, di- and tristyryl phenols;

and mono- and diesters of non-ethoxylated C_4-18 fatty alcohols.

59. A composition according to claim 57, wherein the anionic surfactant is selected from the group consisting of alkyl sulphonic acids, aryl sulphonic acids, arylalkyl sulphonic acids, alkylaryl sulphonic acids and phosphonic acids.

60. A composition as recited in claim 53, wherein the ionic surfactant comprises at least one amino group-containing surfactant which is a C_7-22 hydrocarbyl or hydrocarbylene amine.

61. A composition as recited in claim 53, wherein the ionic surfactant comprises at least one amino group-containing surfactant which is a C_7-22 hydrocarbyl or hydrocarbylene amine substituted by at least one functional substituent selected from the group consisting of carboxy, sulphonic acid, phosphonic acid, (poly)oxyethylene, (poly)oxypropylene and hydroxy.

62. A composition as recited in claim 53, wherein the ionic surfactant comprises at least one amino group-containing surfactant which is a C_9-18 hydrocarbyl or hydrocarbylene amine.

63. A composition as recited in claim 53, wherein the ionic surfactant substituent comprises at least one amino group-containing surfactant which is a C_9-18 hydrocarbyl or hydrocarbylene amine substituted by at least one functional substituent selected from the group consisting of carboxy, sulphonic acid, phosphonic acid, (poly)oxyethylene, (poly)oxypropylene and hydroxy.