USRE37866EExpiredUtility
Glyphosate formulations containing etheramine surfactants
Est. expiryApr 10, 2015(expired)· nominal 20-yr term from priority
A01N 57/20
93
PatentIndex Score
40
Cited by
24
References
97
Claims
Abstract
Herbicidal compositions are provided comprising glyphosate or a salt thereof and an etheramine surfactant having the representative chemical structure (a)wherein R1 is a straight or branched chain C6 to about C22 alkyl, aryl or alkylaryl group, m is an average number from 1 to about 10, R2 in each of the m (O-R2) groups is independently C1-C4 alkylene, R3 groups are independently C1-C4 alkylene, and x and y are average numbers such that x+y is in the range from 2 to about 60; or (b)wherein R1 is a straight or branched chain C6 to about C22 alkyl, aryl or alkylaryl group, m is an average number from 1 to about 10, R2 in each of the m (O-R2) groups is independently C1-C4 alkylene, R3 groups are independently C1-C4 alkylene, R4 is C1-C4 alkyl, x and y are average numbers such that x+y is in the range from 0 to about 60, and A- is an agriculturally acceptable anion; or (c)wherein R1 is a straight or branched chain C6 to about C22 alkyl, aryl or alkylaryl group, m is an average number from 1 to about 10, R2 is each of the m (O-R2) groups is independently C1-C4 alkylene, R3 groups are independently C1-C4 alkylene, and x and y are average numbers such that x+y is in the range from 2 to about 60.
Claims
exact text as granted — not AI-modifiedWhat is claimed is:
1. A herbicidal composition comprising
(a) a herbicidally effective amount of glyphosate or a salt thereof; and
(b) an effective herbicidal activity enhancing amount of a surfactant having the chemical structure
wherein R 1 is a straight or branched chain C 6 to about C 22 alkyl, aryl or alkylaryl group, m is an average number from 1 to about 10, R 2 in each of the m (O—R 2 ) groups is independently C 1 -C 4 alkylene, R 3 groups are independently C 1 -C 4 alkylene, and x and y are average numbers such that x+y is in the range from 2 to about 60.
2. A herbicidal composition comprising
(a) a herbicidally effective amount of glyphosate or a salt thereof; and
(b) an effective herbicidal activity enhancing amount of a surfactant having the chemical structure
wherein R 1 is a straight or branched chain C 6 to about C 22 alkyl, aryl or alkylaryl group, m is an average number from 1 to about 10, R 2 in each of the m (O—R 2 ) groups is independently C 1 -C 4 alkylene, R 3 groups are independently C 1 -C 4 alkylene, R 4 is C 1 -C 4 alkyl, x and y are average numbers such that x+y is in the range from 0 to about 60, and A − is an agriculturally acceptable anion.
3. A herbicidal composition comprising
(a) a herbicidally effective amount of glyphosate or a salt thereof; and
(b) an effective herbicidal activity enhancing amount of a surfactant having the chemical structure
wherein R 1 is a straight or branched chain C 6 to about C 22 alkyl, aryl or alkylaryl group, m is an average number from 1 to about 10, R 2 in each of the m (O—R 2 ) groups is independently C 1 -C 4 alkylene, R 3 groups are independently C 1 -C 4 alkylene, and x and y are average numbers such that x+y is in the range from 2 to about 60.
4. A herbicidal composition in the form of a spray solution prepared on site by tank-mixing
(a) a herbicidally effective amount of a composition comprising glyphosate or a salt thereof;
(b) an effective herbicidal activity enhancing amount of a composition comprising a surfactant having the chemical structure
wherein R 1 is a straight or branched chain C 6 to about C 22 alkyl, aryl or alkylaryl group, m is an average number from 1 to about 10, R 2 in each of the m (O—R 2 ) groups is independently C 1 -C 4 alkylene, R 3 groups are independently C 1 -C 4 alkylene, and x and y are average numbers such that x+y is in the range from 2 to about 60; and
(c) water.
5. A herbicidal composition in the form of a spray solution prepared on site by tank-mixing
(a) a herbicidally effective amount of a composition comprising glyphosate or a salt thereof;
(b) an effective herbicidal activity enhancing amount of a composition comprising a surfactant having the chemical structure
wherein R 1 is a straight or branched chain C 6 to about C 22 alkyl, aryl or alkylaryl group, m is an average number from 1 to about 10, R 2 in each of the m (O—R 2 ) groups is independently C 1 -C 4 alkylene, R 3 groups are independently C 1 -C 4 alkylene, R 4 is C 1 -C 4 alkyl, x and y are average numbers such that x+y is in the range from 0 to about 60, and A − is an agriculturally acceptable anion; and
(c) water.
6. A herbicidal composition in the form of a spray solution prepared on site by tank-mixing
(a) a herbicidally effective amount of a composition comprising glyphosate or a salt thereof;
(b) an effective herbicidal activity enhancing amount of a composition comprising a surfactant having the chemical structure
wherein R 1 is a straight or branched chain C 6 to about C 22 alkyl, aryl or alkylaryl group, m is an average number from 1 to about 10, R 2 in each of the m (O—R 2 ) groups is independently C 1 -C 4 alkylene, R 3 groups are independently C 1 -C 4 alkylene, and x and y are average numbers such that x+y is in the range from 2 to about 60; and
(c) water.
7. A herbicidal composition of claim 1 , 2 or 3 wherein the glyphosate or salt thereof and the surfactant are dissolved in water and the composition is ready to use.
8. A herbicidal composition of claim 7 wherein the glyphosate or salt thereof is present at about 1 to about 50 g a.e./l.
9. A herbicidal composition of claim 8 wherein the glyphosate or salt thereof is present at about 5 to about 20 g a.e./l.
10. A herbicidal composition of claim 7 wherein said surfactant is present at about 0.125% to about 2% weight/volume.
11. A herbicidal composition of claim 1 wherein the glyphosate or salt thereof is present at about 5 to about 20 g a.e./l; the surfactant is present at about 0.125% to about 2% weight/volume; the glyphosate or salt thereof and the surfactant are dissolved in water and the composition is ready to use; and, in the chemical structure of said surfactant, R 1 is C 8 -C 18 alkyl, R 2 is linear propylene, isopropylene or ethylene, R 3 is ethylene, m is in the range from 1 to about 5 and x+y is in the range from 2 to about 20.
12. A herbicidal composition of claim 11 wherein, in the chemical structure of said surfactant, R 2 is isopropylene or ethylene.
13. A herbicidal composition of claim 11 wherein, in the chemical structure of said surfactant, R 2 is linear propylene and m is 1.
14. A herbicidal composition of claim 2 wherein the glyphosate or salt thereof is present at about 5 to about 20 g a.e./l; the surfactant is present at about 0.125% to about 2% weight/volume; the glyphosate or salt thereof and the surfactant are dissolved in water and the composition is ready to use; and, in the chemical structure of said surfactant, R 1 is C 8 -C 18 alkyl, R 2 is linear propylene, isopropylene or ethylene, R 3 is ethylene, R 4 is methyl, m is in the range from 1 to about 5, x+y is in the range from 0 to about 20 and A − is an anion selected from the group consisting of halide, phosphate and sulfate.
15. A herbicidal composition of claim 14 wherein, in the chemical structure of said surfactant, R 2 is linear propylene and m is 1.
16. A liquid concentrate herbicidal composition of claim 1 , 2 or 3 which further comprises water and wherein the glyphosate or salt thereof is present at about 50 to about 500 g a.e./l.
17. A herbicidal composition of claim 16 wherein the glyphosate or salt thereof is present at about 200 to about 500 g a.e./l.
18. A herbicidal composition of claim 17 wherein the glyphosate or salt thereof is present at about 350 to about 500 g a.e./l.
19. A herbicidal composition of claim 18 wherein the glyphosate or salt thereof is present at about 450 to about 500 g a.e./l.
20. A herbicidal composition of claim 16 wherein the glyphosate is present at a salt selected from the group consisting of the ammonium, alkylamine, alkanolamine, alkylsulfonium and alkali metal salts of glyphosate.
21. A herbicidal composition of claim 20 wherein the glyphosate is present as its isopropylamine salt.
22. A liquid concentrate herbicidal composition of claim 1 which further comprises water; wherein the glyphosate or salt thereof is present at about 50 to about 500 g a.e./l; and wherein, in the chemical structure of said surfactant, R 1 is C 8 -C 18 alkyl, R 2 is linear propylene, isopropylene or ethylene, R 3 is ethylene, m is in the range from 1 to about 5 and x+y is in the range from about 2 to about 20.
23. A herbicidal composition of claim 22 wherein the weight/weight ratio of said surfactant to glyphosate a.e. is in the range from about 1:20 to about 1:1.
24. A herbicidal composition of claim 23 wherein the weight/weight ratio of said surfactant to glyphosate a.e. is in the range from about 1:10 to about 1:2.
25. A herbicidal composition of claim 22 , 23 or 24 wherein, in the chemical structure of said surfactant, R 2 is isopropylene or ethylene.
26. A herbicidal composition of claim 25 wherein, in the chemical structure of said surfactant, R 1 is C 12 -C 14 alkyl, R 2 is isopropylene, m is 2 and x+y is 5.
27. A herbicidal composition of claim 25 wherein, in the chemical structure of said surfactant, R 1 is C 12 -C 14 alkyl, R 2 is ethylene, m is 3 and x+y is 5.
28. A herbicidal composition of claim 22 , 23 or 24 wherein, in the chemical structure of said surfactant, R 2 is linear propylene and m is 1.
29. A herbicidal composition of claim 28 wherein, in the chemical structure of said surfactant, R 1 is a straight or branched chain alkyl group having from about 10 to about 15 carbon atoms, and x+y is in the range from 2 to about 10.
30. A herbicidal composition of claim 29 wherein, in the chemical structure of said surfactant, x+y is in the range from 2 to about 5.
31. A liquid concentrate herbicidal composition of claim 2 which further comprises water; wherein the glyphosate or salt thereof is present at about 50 to about 500 g a.e./l; and wherein, in the chemical structure of said surfactant, R 1 is C 8 -C 18 alkyl, R 2 is linear propylene, isopropylene or ethylene, R 3 is ethylene, R 4 is methyl, m is in the range from 1 to about 5, x+y is in the range from about 0 to about 20, and A − is an anion selected from the group consisting of halide, phosphate and sulfate.
32. A herbicidal composition of claim 31 wherein the weight/weight ratio of said surfactant to glyphosate a.e. is in the range from about 1:20 to about 1:1.
33. A herbicidal composition of claim 32 wherein the weight/weight ratio of said surfactant to glyphosate a.e. is in the range from about 1:10 to about 1:2.
34. A herbicidal composition of any of claim 31 , 32 or 33 wherein, in the chemical structure of said surfactant, R 2 is linear propylene and m is 1.
35. A herbicidal composition of claim 34 wherein, in the chemical structure of said surfactant, R 1 is a straight or branched chain alkyl group having from about 10 to about 15 carbon atoms, and x+y is in the range from 2 to about 10.
36. A herbicidal composition of claim 35 wherein, in the chemical structure of said surfactant, x+y is in the range from 2 to about 5.
37. A storage stable liquid concentrate herbicidal composition of either of claim 22 or claim 31 wherein
(a) the glyphosate is present at its isopropylamine or trimethylsulfonium salt at a concentration in the range from about 450 to about 500 g a.e./l;
(b) the weight/weight ratio of glyphosate a.e. to total surfactant is in the range from about 5:1 to about 8:1; and
(c) the etheramine surfactant comprises from about 75% to 100% by weight of the total surfactant present.
38. A herbicidal composition of claim 37 wherein
(a) the glyphosate is present as its isopropylamine salt at a concentration of about 480 g a.e./l;
(b) total surfactant concentration is about 80 g/l;
(c) the etheramine surfactant comprises about 80% by weight of the total surfactant present;
(d) in the chemical structure of said etheramine surfactant, R 1 is a straight or branched chain alkyl group having from about 10 to about 15 carbon atoms, R 2 is isopropylene or ethylene, and x+y is in the range from 2 to about 5; and
(e) the composition further comprises, at about 20% by weight of the total surfactant present, a nonionic surfactant.
39. A herbicidal composition of claim 37 wherein
(a) the glyphosate is present as its isopropylamine salt at a concentration of about 480 g a.e./l;
(b) total surfactant concentration is about 80 g/l;
(c) the etheramine surfactant comprises about 80% by weight of the total surfactant present;
(d) in the chemical structure of said etheramine surfactant, R 1 is a straight or branched chain alkyl group having from about 10 to about 15 carbon atoms, R 2 is linear propylene, m is 1, and x+y is in the range from 2 to about 5; and
(e) the composition further comprises, at about 20% by weight of the total surfactant present, a nonionic surfactant.
40. A dry concentrate herbicidal composition of claim 1 , 2 or 3 wherein the glyphosate or salt thereof is present at about 20% to about 80% weight/weight.
41. A herbicidal composition of claim 40 wherein the glyphosate or salt thereof is present at about 50% to about 76% weight/weight.
42. A herbicidal composition of claim 41 wherein the glyphosate or salt thereof is present at about 60% to about 72% weight/weight.
43. A herbicidal composition of claim 40 wherein the glyphosate is present as a salt selected from the group consisting of the ammonium, alkylamine, alkanolamine, alkylsulfonium and alkali metal salts of glyphosate.
44. A herbicidal composition of claim 43 wherein the glyphosate is present as its ammonium salt.
45. A dry concentrate herbicidal composition of claim 1 wherein the glyphosate or salt thereof is present at about 20% to about 80% weight/weight; and wherein, in the chemical structure of said surfactant, R 1 is C 8 -C 18 alkyl, R 2 is linear propylene, isopropylene or ethylene, R 3 is ethylene, m is in the range from 1 to about 5 and x+y is in the range from about 2 to about 20.
46. A herbicidal composition of claim 45 wherein the weight/weight ratio of said surfactant to glyphosate a.e. is in the range from about 1:20 to about 1:1.
47. A herbicidal composition of claim 46 wherein the weight/weight ratio of said surfactant to glyphosate a.e. is in the range from about 1:10 to about 1:2.
48. A herbicidal composition of claim 45 , 46 or 47 wherein, in the chemical structure of said surfactant, R 2 is isopropylene or ethylene.
49. A herbicidal composition of claim 48 wherein, in the chemical structure of said surfactant, R 1 is C 12 -C 14 alkyl, R 2 is isopropylene, m is 2 and x+y is 5.
50. A herbicidal composition of claim 48 wherein, in the chemical structure of said surfactant, R 1 is C 12 -C 14 alkyl, R 2 is ethylene, m is 3 and x+y is 5.
51. A herbicidal composition of claim 45 , 46 or 47 wherein, in the chemical structure of said surfactant, R 2 is linear propylene and m is 1.
52. A herbicidal composition of claim 51 wherein, in the chemical structure of said surfactant, R 1 is a straight or branched chain alkyl group having from about 10 to about 15 carbon atoms, and x+y is in the range from 2 to about 10.
53. A herbicidal composition of claim 52 wherein, in the chemical structure of said surfactant, x+y is in the range from 2 to about 5.
54. A dry concentrate herbicidal composition of claim 2 wherein the glyphosate or salt thereof is present at about 20% to about 80% weight/weight; and wherein, in the chemical structure of said surfactant, R 1 is C 8 -C 18 alkyl, R 2 is linear propylene, isopropylene or ethylene, R 3 is ethylene, R 4 is methyl, m is in the range from 1 to about 5, x+y is in the range from about 0 to about 20, and A − is an anion selected from the group consisting of halide, phosphate and sulfate.
55. A herbicidal composition of claim 54 wherein the weight/weight ratio of said surfactant to glyphosate a.e. is in the range from about 1:20 to about 1:1.
56. A herbicidal composition of claim 55 wherein the weight/weight ratio of said surfactant to glyphosate a.e. is in the range from about 1:10 to about 1:2.
57. A herbicidal composition of any of claims 54 - 56 wherein, in the chemical structure of said surfactant, R 2 is linear propylene and m is 1.
58. A herbicidal composition of claim 57 wherein, in the chemical structure of said surfactant, R 1 is a straight or branched chain alkyl group having from about 10 to about 15 carbon atoms, and x+y is in the range from 2 to about 10.
59. A herbicidal composition of claim 58 wherein, in the chemical structure of said surfactant, x+y is in the range from 2 to about 5.
60. A method of killing or controlling weeds or unwanted vegetation comprising the steps of
(a) diluting a composition of claim 16 in a convenient amount of water to form a spray solution; and
(b) applying a herbicidally effective amount of the spray solution to the foliage of the weeds or unwanted vegetation.
61. A method of killing or controlling weeds or unwanted vegetation comprising the steps of
(a) dissolving or dispersing a composition of claim 40 in a convenient amount of water to form a spray solution; and
(b) applying a herbicidally effective amount of the spray solution to the foliage of the weeds or unwanted vegetation.
62. A herbicidal concentrate composition comprising an aqueous solution of glyphosate, predominately in the form of one or a mixture of the potassium and monoethanolammonium salts thereof, said solution having a glyphosate concentration in excess of about 350 g a.e./l.
63. A herbicidal composition as set forth in claim 62 wherein the glyphosate or salt thereof is present at about 350 to 500 g a.e./l.
64. A herbicidal composition as set forth in claim 63 wherein the monoethanolamine salt is present at a concentration of about 350 to 500 g a.e./l.
65. A herbicidal composition as set forth in claim 63 wherein the potassium salt is present at a concentration of about 350 to 500 g a.e./l.
66. A herbicidal composition as set forth in claim 63 wherein the concentration of a potassium salt, a monoethanolamine salt or mixture of potassium and monoethanolamine salts of glyphosate is present at a concentration of 450 to 500 g a.e./l.
67. A herbicidal composition of claim 20 wherein the glyphosate salt is present at about 200 to about 500 g a.e./l.
68. A herbicidal composition of claim 67 wherein the glyphosate salt is present at about 350 to about 500 g a.e./l.
69. A herbicidal composition of claim 68 wherein the glyphosate salt is present at about 450 to about 500 g a.e./l.
70. A herbicidal composition of claim 67 , 68 , or 69 wherein the glyphosate salt is present as an alkali metal salt.
71. A herbicidal composition of claim 70 wherein the alkali metal is potassium.
72. A herbicidal composition of claim 70 further comprising a second surfactant selected from the group consisting of primary or secondary alcohol ethoxylates, an alkyl ester of sucrose or sorbitan, or an alkyl polyglucoside.
73. A herbicidal composition of claim 72 wherein the alkali metal is potassium.
74. A herbicidal composition of claim 67 , 68 , or 69 wherein the glyphosate is present as an alkanolamine salt.
75. A herbicidal composition of claim 74 wherein the alkanolamine is monoethanolamine.
76. A herbicidal composition of claim 74 further comprising a second surfactant selected from the group consisting of primary or secondary alcohol ethoxylates, an alkyl ester of sucrose or sorbitan, or an alkyl polyglucoside.
77. A herbicidal composition of claim 74 wherein the alkanolamine is monoethanolamine.
78. A herbicidal composition of claim 67 , 68 , or 69 wherein the glyphosate is present as an alkylsulfonium salt.
79. A herbicidal composition of claim 78 wherein the alkylsulfonium is trimethylsulfonium.
80. A herbicidal composition of claim 78 further comprising a second surfactant selected from the group consisting of primary or secondary alcohol ethoxylates, an alkyl ester of sucrose or sorbitan, or an alkyl polyglucoside.
81. A herbicidal composition of claim 80 wherein the alkylsulfonium is trimethylsulfonium.
82. A herbicidal composition of claim 20 further comprising a second surfactant selected from the group consisting of primary or secondary alcohol ethoxylates, an alkyl ester of sucrose or sorbitan, or an alkyl polyglucoside.
83. A herbicidal composition comprising:
an herbicidally effective amount of glyphosate or a salt thereof;
a surfactant having the chemical structure:
where R 1 is a straight or branched chain C 6 to about C 22 alkyl, aryl or alkylaryl group, m is an average number from 1 to about 10 , R 2 in each of the m ( O—R 2 ) groups is independently C 1 -C 4 alkylene, R 3 groups are independently C 1 -C 4 alkylene, and x and y are average numbers such that x+y is in a range from 2 to about 60 ; and
a nonionic surfactant, said surfactants together being present in an herbicidally effective amount.
84. A herbicidal composition as set forth in claim 83 wherein said nonionic surfactant is selected from the group consisting of a primary alcohol ethoxylate, a secondary alcohol ethoxylate, an alkyl ester of sucrose, an alkyl ester of sorbitan and an alkyl polyglucoside.
85. A herbicidal composition comprising:
an herbicidally effective amount of glyphosate or a salt thereof;
a surfactant having the chemical structure:
where R 1 is a straight or branched chain C 6 to about C 22 alkyl, aryl or alkylaryl group, m is an average number from 1 to about 10 , R 2 in each of the m ( O—R 2 ) groups is independently C 1 -C 4 alkylene, R 3 groups are independently C 1 -C 4 alkylene, and x and y are average numbers such that x+y is in a range from 2 to about 60 , and A − is an agriculturally acceptable anion; and
a nonionic surfactant, said surfactants together being present in an herbicidally effective amount.
86. A herbicidal composition as set forth in claim 85 wherein said nonionic surfactant is selected from the group consisting of a primary alcohol ethoxylate, a secondary alcohol ethoxylate, an alkyl ester of sucrose, an alkyl ester of sorbitan and an alkyl polyglucoside.
87. A herbicidal composition comprising:
an herbicidally effective amount of glyphosate or a salt thereof;
a surfactant having the chemical structure:
where R 1 is a straight or branched chain C 6 to about C 22 alkyl, aryl or alkylaryl group, m is an average number from 1 to about 10 , R 2 in each of the m ( O—R 2 ) groups is independently C 1 -C 4 alkylene, R 3 groups are independently C 1 -C 4 alkylene, and x and y are average numbers such that x+y is in a range from 2 to about 60 ; and
a nonionic surfactant, said surfactants together being present in an herbicidally effective amount.
88. A herbicidal composition as set forth in claim 87 wherein said nonionic surfactant is selected from the group consisting of a primary alcohol ethoxylate, a secondary alcohol ethoxylate, an alkyl ester of sucrose, an alkyl ester of sorbitan and an alkyl polyglucoside.
89. A herbicidal composition as set forth in claim 66 wherein the monoethanolamine salt is present at a concentration of 450 to 500 g a.e./l.
90. A herbicidal composition as set forth in claim 66 wherein the potassium salt is present at a concentration of 450 to 500 g a.e./l.
91. A herbicidal concentrate composition comprising: an aqueous solution comprising a surfactant and glyphosate, predominantly in the form of one or a mixture of the potassium and monoethanolammonium salts thereof, said solution having a glyphosate concentration in excess of about 350 g a.e./l.
92. A herbicidal composition as set forth in claim 91 wherein the glyphosate or salt thereof is present at about 350 to 500 g a.e./l.
93. A herbicidal composition as set forth in claim 92 wherein the monoethanolamine salt is present at a concentration of about 350 to 500 g a.e./l.
94. A herbicidal composition as set forth in claim 92 wherein the potassium salt is present at a concentration of about 350 to 500 g a.e./l.
95. A herbicidal composition as set forth in claim 91 wherein the concentration of a potassium salt, a monoethanolamine salt or mixture of potassium and monoethanolamine salts of glyphosate is present at a concentration of 450 to 500 g a.e./l.
96. A herbicidal composition as set forth in claim 95 wherein the monoethanolamine salt is present at a concentration of 450 to 500 g a.e./l.
97. A herbicidal composition as set forth in claim 95 wherein the potassium salt is present at a concentration of 450 to 500 g a.e./l.Cited by (0)
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