Herbicidal compositions containing N-phosphonomethyl glycine and an auxin herbicide

Abstract

Herbicidal compositions are provided which cause rapid symptomology while delivering long term control of regrowth of plants. The herbicidal concentrate compositions comprise N-phosphonomethylglycine or a herbicidal derivative thereof, an auxin herbicide or a herbicidal derivative thereof, and at least one surfactant. Also provided is a method for killing or controlling the growth of certain plants by contacting the foliage of the plants with the diluted concentrate composition.

1 - 21 . (canceled) 
     
     
         22 . An aqueous herbicidal concentrate composition comprising:
 (a) glyphosate, predominantly in the form of the potassium salt thereof, in a concentration of at least 65 grams acid equivalent per liter;   (b) an auxin herbicide component comprising one or more auxin herbicides selected from the group consisting of 2,4-D, 2,4-DB, dichlorprop, MCPA, MCPB, mecoprop, dicamba, picloram, quniclorac and agriculturally acceptable salts or esters thereof; and   (c) a first surfactant component in solution or stable suspension, emulsion or dispersion and comprising one or more surfactants selected from the group consisting of:   (i) dialkoxylated quaternary ammonium salts having the formula:   
       
         
           
           
               
               
           
         
       
       wherein R 11  is hydrocarbyl or substituted hydrocarbyl having from 1 to about 30 carbon atoms, R 12  in each of the) (R 12 O) x  and (R 12 O) y  groups is independently C 2 -C 4  alkylene, R 13  is hydrogen, or a linear or branched alkyl group having from 1 to about 4 carbon atoms, R 14  hydrocarbyl or substituted hydrocarbyl having from 1 to about 30 carbon atoms, x and y are independently an average number from 1 to about 40, and X −  is an agriculturally acceptable anion;
 (ii) monoalkoxylated quaternary ammonium salts having the formula: 
 
       
         
           
           
               
               
           
         
       
       wherein R 21  and R 25  are independently hydrogen or hydrocarbyl or substituted hydrocarbyl having from 1 to about 30 carbon atoms, R 24  is hydrocarbyl or substituted hydrocarbyl having from 1 to about 30 carbon atoms, R 22  in each of the (R 22 O) x2  groups is independently C 2 -C 4  alkylene, R 23  is hydrogen, or a linear or branched alkyl group having from 1 to about 30 carbon atoms, x is an average number from 1 to about 60, and X −  is an agriculturally acceptable anion;
 (iii) quaternary ammonium salts having the formula: 
 
       
         
           
           
               
               
           
         
       
       wherein R 31 , R 33  and R 34  are independently hydrogen or hydrocarbyl or substituted hydrocarbyl having from 1 to about 30 carbon atoms, R 32  is hydrocarbyl or substituted hydrocarbyl having from 1 to about 30 carbon atoms, and X −  is an agriculturally acceptable anion;
 (iv) ether amines having the formula: 
 
       
         
           
           
               
               
           
         
       
       wherein R 41  is hydrocarbyl or substituted hydrocarbyl having from 1 to about 30 carbon atoms; R 42  is hydrocarbylene or substituted hydrocarbylene having from 2 to about 30 carbon atoms; R 43  and R 44  are independently hydrogen, hydrocarbyl or substituted hydrocarbyl having from 1 to about 30 carbon atoms, or —(R 45 O) x   4 R 46 , R 45  in each of the (R 45 O) x4  groups is independently C 2 -C 4  alkylene, R 46  is hydrogen, or a linear or branched alkyl group having from 1 to about 4 carbon atoms, and x 4  is an average number from 1 to about 50;
 (v) amine oxides having the formula: 
 
       
         
           
           
               
               
           
         
       
       wherein R 51 , R 52  and R 53  are independently hydrogen, hydrocarbyl or substituted hydrocarbyl, —(R 54 O) x   5 R 55 , or —R 56  (OR 54 ) x   5 OR 55 , R 54  in each of the (R 54 O) x5  groups is independently C 2 -C 4  alkylene, R 55  is hydrogen, or a linear or branched alkyl group having from 1 to about 30 carbon atoms, R 56  is hydrocarbylene or substituted hydrocarbylene having from 2 to about 6 carbon atoms, x 5  is an average number from 1 to about 50, and the total number of carbon atoms in R 51 , R 52  and R 53  is at least 8;
 (vi) alkyl alkoxylated phosphates having the formula: 
 
       
         
           
           
               
               
           
         
       
       wherein R 81  and R 83  are independently a linear or branched alkyl, linear or branched alkenyl, linear or branched alkynyl, aryl, or aralkyl group having from about 4 to about 30 carbon atoms; R 82  in each of the (R 82 O) m  and the (R 82 O) n  groups is independently C 2 -C 4  alkylene; and m and n are independently from 1 to about 30;
 (vii) alkyl alkoxylated phosphates having the formula: 
 
       
         
           
           
               
               
           
         
       
       wherein R 91  is a linear or branched alkyl, linear or branched alkenyl, linear or branched alkynyl, aryl, or aralkyl group having from about 8 to about 30 carbon atoms; R 92  in each of the (R 92 O) a  groups is independently C 2 -C 4  alkylene; and a is from 1 to about 30; and
 (viii) alkylpolyglycosides having the formula:
   [R 101 —(R 104 ) q -(sug) u OH] v   (11)
 
 
 
       where R 101  is hydrogen or C 1-28  hydrocarbyl, R 104  is hydrogen or C 1-4  hydrocarbyl, q is 0 or 1, sug is (i) an open or cyclic structure derived from sugars or (ii) a hydroxyalkyl, polyhydroxyalkyl or poly(hydroxyalkyl)alkyl group, u is an average number from 1 to about 2, and v is an integer from 1 to 3. 
     
     
         23 . The composition of  claim 22  wherein the first surfactant comprises one or more surfactants selected from the group consisting of:
 (i) monoalkoxylated quaternary ammonium salts having the formula: 
 
       
         
           
           
               
               
           
         
       
       wherein R 21  and R 25  are independently hydrogen or hydrocarbyl having from 1 to about 30 carbon atoms, R 24  is hydrocarbyl having from 1 to about 30 carbon atoms, R 22  in each of the (R 22 O) x2  groups is independently C 2 -C 4  alkylene, R 23  is hydrogen, or a linear or branched alkyl group having from 1 to about 30 carbon atoms, x is an average number from 1 to about 60, and X −  is an agriculturally acceptable anion;
 (ii) quaternary ammonium salts having the formula: 
 
       
         
           
           
               
               
           
         
       
       wherein R 31 , R 33  and R 34  are independently hydrogen or hydrocarbyl having from 1 to about 30 carbon atoms, R 32  is hydrocarbyl or substituted hydrocarbyl having from 1 to about 30 carbon atoms, and X −  is an agriculturally acceptable anion;
 (iii) alkyl alkoxylated phosphates having the formula: 
 
       
         
           
           
               
               
           
         
       
       wherein R 81  and R 83  are independently a linear or branched alkyl, linear or branched alkenyl, linear or branched alkynyl, aryl, or aralkyl group having from about 4 to about 30 carbon atoms; R 82  in each of the (R 82 O) m  and the (R 82 O) n  groups is independently C 2 -C 4  alkylene; and m and n are independently from 1 to about 30;
 (iv) alkyl alkoxylated phosphates having the formula: 
 
       
         
           
           
               
               
           
         
       
       wherein R 91  is a linear or branched alkyl, linear or branched alkenyl, linear or branched alkynyl, aryl, or aralkyl group having from about 8 to about 30 carbon atoms; R 92  in each of the (R 92 O) a  groups is independently C 2 -C 4  alkylene; and a is from 1 to about 30; and
 (v) alkylpolyglycosides having the formula:
   [R 101 —(R 104 ) q -(sug) u OH] v   (11)
 
 
 
       where R 101  is hydrogen or C 1-18  hydrocarbyl, R 104  is hydrogen or C 1-4  hydrocarbyl, q is 0 or 1, sug is (i) an open or cyclic structure derived from sugars or (ii) a hydroxyalkyl, polyhydroxyalkyl or poly(hydroxyalkyl)alkyl group, u is an average number from 1 to about 2, and v is an integer from 1 to 3. 
     
     
         24 . The composition of  claim 22  wherein the auxin herbicide component comprises one or more auxin herbicides selected from the group consisting of 2,4-D, dicamba and agriculturally acceptable salts or esters thereof. 
     
     
         25 . The composition of  claim 22  wherein the auxin herbicide component comprises 2,4-D or an agriculturally acceptable salt thereof and the first surfactant component comprises ether amines having the formula: 
       
         
           
           
               
               
           
         
       
       wherein R 41  is hydrocarbyl or substituted hydrocarbyl having from 1 to about 30 carbon atoms; R 42  is hydrocarbylene or substituted hydrocarbylene having from 2 to about 30 carbon atoms; R 43  and R 44  are independently hydrogen, hydrocarbyl or substituted hydrocarbyl having from 1 to about 30 carbon atoms, or —(R 45 O) x   4 R 46 , R 45  in each of the (R 45 —O) x4  groups is independently C 2 -C 4  alkylene, R 46  is hydrogen, or a linear or branched alkyl group having from 1 to about 4 carbon atoms, and x 4  is an average number from 1 to about 50. 
     
     
         26 . The composition of  claim 25  further comprising a second surfactant component comprising one or more surfactants selected from the group consisting of:
 (a) a secondary or tertiary amine having the formula: 
 
       
         
           
           
               
               
           
         
       
       wherein R 1  is hydrocarbyl having from 1 to about 30 carbon atoms, and R 2  and R 3  are hydrogen or hydrocarbyl having from 1 to about 30 carbon atoms;
 (b) dialkoxylated quaternary ammonium salts having the formula: 
 
       
         
           
           
               
               
           
         
       
       wherein R 11  is hydrocarbyl or substituted hydrocarbyl having from 1 to about 30 carbon atoms, R 12  in each of the (R 12 O) x  and (R 12 O) y  groups is independently C 2 -C 4  alkylene, R 13  is hydrogen, or a linear or branched alkyl group having from 1 to about 4 carbon atoms, R 14  hydrocarbyl or substituted hydrocarbyl having from 1 to about 30 carbon atoms, x and y are independently an average number from 1 to about 40, and X −  is an agriculturally acceptable anion;
 (c) monoalkoxylated quaternary ammonium salts having the formula: 
 
       
         
           
           
               
               
           
         
       
       wherein R 21  and R 25  are independently hydrogen or hydrocarbyl or substituted hydrocarbyl having from 1 to about 30 carbon atoms, R 24  is hydrocarbyl or substituted hydrocarbyl having from 1 to about 30 carbon atoms, R 22  in each of the (R 22 O) x2  groups is independently C 2 -C 4  alkylene, R 23  is hydrogen, or a linear or branched alkyl group having from 1 to about 30 carbon atoms, x 2  is an average number from 1 to about 60, and X −  is an agriculturally acceptable anion;
 (d) quaternary ammonium salts having the formula: 
 
       
         
           
           
               
               
           
         
       
       wherein R 31 , R 33  and R 34  are independently hydrogen or hydrocarbyl or substituted hydrocarbyl having from 1 to about 30 carbon atoms, R 32  is hydrocarbyl or substituted hydrocarbyl having from 1 to about 30 carbon atoms, and X −  is an agriculturally acceptable anion;
 (e) amine oxides having the formula: 
 
       
         
           
           
               
               
           
         
       
       wherein R 51 , R 52  and R 53  are independently hydrogen, hydrocarbyl or substituted hydrocarbyl, —(R 54 O) x   5 R 55 , or —R 56  (OR 54 ) x   5 OR 55 , R 54  in each of the (R 54 O) x5  groups is independently C 2 -C 4  alkylene, R 55  is hydrogen, or a linear or branched alkyl group having from 1 to about 30 carbon atoms, R 56  is hydrocarbylene or substituted hydrocarbylene having from 2 to about 6 carbon atoms, x 5  is an average number from 1 to about 50, and the total number of carbon atoms in R 51 , R 52  and R 53  is at least 8;
 (f) alkyl alkoxylated phosphates having the formula: 
 
       
         
           
           
               
               
           
         
       
       wherein R 81  and R 83  are independently a linear or branched alkyl, linear or branched alkenyl, linear or branched alkynyl, aryl, or aralkyl group having from about 4 to about 30 carbon atoms; R 82  in each of the (R 82 O) m  and the (R 82 O) n  groups is independently C 2 -C 4  alkylene; and m and n are independently from 1 to about 30;
 (g) alkyl alkoxylated phosphates having the formula: 
 
       
         
           
           
               
               
           
         
       
       wherein R 91  is a linear or branched alkyl, linear or branched alkenyl, linear or branched alkynyl, aryl, or aralkyl group having from about 8 to about 30 carbon atoms; R 92  in each of the (R 92 O) a  groups is independently C 2 -C 4  alkylene; and a is from 1 to about 30;
 (h) alkylpolyglycosides having the formula:
   [R 101 —(R 104 ) q -(sug) u OH] v   (11)
 
 
 
       where R 101  is hydrogen or C 1-18  hydrocarbyl, R 104  is hydrogen or C 1-4  hydrocarbyl, q is 0 or 1, sug is (i) an open or cyclic structure derived from sugars or (ii) a hydroxyalkyl, polyhydroxyalkyl or poly(hydroxyalkyl)alkyl group, u is an average number from 1 to about 2, and v is an integer from 1 to 3; and
 (i) amines or quaternary ammonium salts having the formula: 
 
       
         
           
           
               
               
           
         
       
       wherein R 111  is linear or branched alkyl or aryl having from about 4 to about 16 carbon atoms, R 112  is hydrogen, methyl, ethyl, or —(CH 2 CH 2 O) d H, R 113  is hydrogen, methyl, ethyl, or —(CH 2 CH 2 O) e H wherein the sum of d and e is not more than about 5; R 114  is hydrogen or methyl; and A −  is an agriculturally acceptable anion. 
     
     
         27 . The composition of  claim 26  wherein the second surfactant component comprises said alkylpolyglycoside. 
     
     
         28 . The composition of  claim 22  wherein the glyphosate (acid equivalent basis) and the auxin herbicide component (acid equivalent basis) are present in a weight ratio of at least about 5:1. 
     
     
         29 . The composition of  claim 22  wherein the glyphosate (acid equivalent basis) and the auxin herbicide component (acid equivalent basis) are present in a weight ratio of at least about 30:1. 
     
     
         30 . The composition of  claim 22  wherein the glyphosate (acid equivalent basis) and the auxin herbicide component (acid equivalent basis) are present in a weight ratio of at least about 60:1. 
     
     
         31 . The composition of  claim 22  wherein at least about 90 percent by weight of the glyphosate is present in the form of the potassium salt thereof. 
     
     
         32 . The composition of  claim 22  wherein the glyphosate is present in an amount of at least about 325 grams acid equivalent per liter. 
     
     
         33 . The composition of  claim 22  wherein the glyphosate is present in an amount of at least about 425 grams acid equivalent per liter. 
     
     
         34 . The composition of  claim 22  wherein the glyphosate is present in an amount of at least about 525 grams acid equivalent per liter. 
     
     
         35 . The composition of  claim 22  wherein total surfactant present in the composition is in an amount of at least about 5 wt. % based on the total weight of the composition. 
     
     
         36 . The composition of  claim 22  wherein the glyphosate (acid equivalent basis) and the first surfactant component are present in a weight ratio of from about 1.9:1 to about 6:1. 
     
     
         37 . The composition of  claim 22  wherein the composition has a cloud point of at least about 50° C. 
     
     
         38 . The composition of  claim 22  wherein the composition has a crystallization point not higher than about 0° C. 
     
     
         39 . The composition of  claim 22  wherein the herbicide content consists of glyphosate or a herbicidal derivative thereof and the auxin herbicide component. 
     
     
         40 . The composition of  claim 22  wherein the composition further comprises an organic solvent, said composition containing not more than 10 weight percent of said organic solvent based on the total weight of the composition. 
     
     
         41 . The composition of  claim 26  wherein the first surfactant component and the second surfactant component are present in a weight ratio of from about 1:1 to about 6:1. 
     
     
         42 . A method of killing or controlling weeds or unwanted vegetation comprising:
 diluting the composition of  claim 22  in an amount of water to form an application mixture; and   applying a herbicidally effective amount of the application mixture to foliage of the weeds or unwanted vegetation.   
     
     
         43 - 71 . (canceled)