Insecticidal Fertilizer Mixtures

Abstract

This invention relates to insecticidal fertilizer mixtures containing (a) an agonist or antagonist of ion channels in the insect nervous system; (b) a fertilizer; (c) optionally, an adherent; and (d) optionally, one or more auxiliaries and/or carrier materials.

1 . An insecticidal fertilizer mixture comprising
 (a) an agonist or antagonist of ion channels in the insect nervous system;   (b) a fertilizer;   (c) optionally, an adherent; and   (d) optionally, one or more auxiliaries and/or carrier materials.   
     
     
         2 . The mixture according to  claim 1  wherein component (a) is an arylpyrazole of formula (I) 
       
         
           
           
               
               
           
         
         in which 
         X represents N or C—R 6 , 
         R 1  is CN, methyl, or halogen, 
         R 2  is S(O) n R 7 , 4,5-dicyanoimidazol 2-yl, or haloalkyl, 
         R 3  represents hydrogen, halogen, NR 8 R 9 , S(O) m R 10 , C(O)R 10 , C(O)O—R 7 , alkyl, haloalkyl, OR 11 , or —N═CR 12 R 13 , 
         R 4  and R 6 , independently of one another, represent hydrogen, halogen, CN, or NO 2 , 
         R 5  represents halogen, haloalkyl, haloalkoxy, S(O) q CF 3 , or SF 5 , 
         R 7  is alkyl or haloalkyl, 
         R 8  and R 9  independently represent hydrogen, alkyl, haloalkyl, C(O)alkyl, alkoxycarbonyl, or S(O) r CF 3 ; or R 8  and R 9  together optionally form a divalent alkylene radical that is optionally interrupted by one or two divalent heteroatoms, 
         R 10  represents alkyl or haloalkyl, 
         R 11  represents hydrogen, alkyl, or haloalkyl, 
         R 12  represents hydrogen or alkyl, 
         R 13  represents phenyl or heteroaryl that is unsubstituted or optionally substituted by one or more halogen atoms or a member selected from the group consisting of OH, —O-alkyl, —S-alkyl, cyano, and alkyl, and 
         m, n, q, and r, independently of one another, represent 0, 1, or 2. 3. The mixture according to  claim 2  in which 
         X is C—R 6 , 
         R 1  is CN, 
         R 2  is S(O) n R 7 , 
         R 3  is NH 2 , 
         R 4  and R 6 , independently of one another, represent halogen, 
         R 5  is haloalkyl, and 
         R 7  is haloalkyl. 
       
     
     
         4 . The mixture according to  claim 1  wherein component (a) is 5-amino-1-(2,6-dichloro-4-trifluoromethylphenyl)-4-trifluoromethylsulfinyl-3-cyanopyrazole. 
     
     
         5 . A process for preparing an insecticidal fertilizer mixture according to  claim 1  comprising
 (a) dissolving or suspending an agonist or antagonist of ion channels in the insect nervous system in an adherent, and 
 (b) applying the solution or suspension from step (a) to the fertilizer and optional auxiliaries and/or carriers. 
 
     
     
         6 . A process for preparing an insecticidal fertilizer mixture according to  claim 1  comprising
 (a) mixing an agonist or antagonist of ion channels in the insect nervous system with a fertilizer and an adherent and optionally one or more auxiliaries and/or carriers, and 
 (b) compressing or extruding the resultant mixture into a desired form. 
 
     
     
         7 . The mixture according to  claim 1  comprising
 (a) an agonist or antagonist of ion channels in the insect nervous system; 
 (b) a fertilizer; 
 (c) an adherent in which component (a) is soluble; and 
 (d) optionally, one or more auxiliaries and/or carrier materials. 
 
     
     
         8 . The mixture according to  claim 7  wherein the adherent is a citric acid ester. 
     
     
         9 . A method of protecting plants from unwanted insects comprising adding an insecticidally effective amount of a mixture according to  claim 1  into a nutrient medium of such plants. 
     
     
         10 . An insecticidal fertilizer mixture according to  claim 1  comprising
 (a) an arylpyrazole of formula (I) 
 
       
         
           
           
               
               
           
         
         
           in which 
           X represents N or C—R 6 , 
           R′ is CN, methyl, or halogen, 
           R 2  is S(O) n R 7 , 4,5-dicyanoimidazol 2-yl, or haloalkyl, 
           R 3  represents hydrogen, halogen, NR 8 R 9 , S(O) m R 10 , C(O)R 10 , C(O)O—R 7 , alkyl, haloalkyl, OR 11 , or —N═CR 12 R 13 , 
           R 4  and R 6 , independently of one another, represent hydrogen, halogen, CN, or NO 2 , 
           R 5  represents halogen, haloalkyl, haloalkoxy, S(O) q ,CF 3 , or SF 5 , 
           R 7  is alkyl or haloalkyl, 
           R 8  and R 9  independently represent hydrogen, alkyl, haloalkyl, C(O)alkyl, alkoxycarbonyl, or S(O) r CF 3 ; or R 8  and R 9  together optionally form a divalent alkylene radical that is optionally interrupted by one or two divalent heteroatoms, 
           R 10  represents alkyl or haloalkyl, 
           R 11  represents hydrogen, alkyl, or haloalkyl, 
           R 12  represents hydrogen or alkyl, 
           R 13  represents phenyl or heteroaryl that is unsubstituted or optionally substituted by one or more halogen atoms or a member selected from the group consisting of OH, —O-alkyl, —S-alkyl, cyano, and alkyl, and 
           m, n, q, and r, independently of one another, represent 0, 1, or 2, 
         
         (b) a fertilizer; 
         (c) optionally, an adherent; and 
         (d) optionally, one or more auxiliaries and/or carrier materials, wherein the insecticidal fertilizer mixture is in the form of a stick, plate, tablet, or granule. 
       
     
     
         11 . A process for the preparation of an insecticidal fertilizer mixture according to  claim 10  comprising
 (a) mixing an arylpyrazole of formula (I) with a fertilizer and an adherent and optionally one or more auxiliaries and/or carriers, and 
 (b) compressing or extruding the resultant mixture into a desired form. 
 
     
     
         12 . A method of protecting plants from unwanted insects comprising adding an insecticidally effective amount of a mixture according to  claim 9  into a nutrient medium of such plants.