US2011294783A1PendingUtilityA1

Insecticidal Compositions Having Improved Effect

55
Assignee: FISCHER REINERPriority: Dec 13, 2005Filed: Aug 10, 2011Published: Dec 1, 2011
Est. expiryDec 13, 2025(expired)· nominal 20-yr term from priority
A01N 43/38A01N 43/86A01N 35/06A01N 43/12Y02A50/30A01N 59/02A01N 59/26A01N 33/12
55
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Claims

Abstract

The present invention concerns boosting the activity of crop protection materials comprising inhibitors of fatty acid biosynthesis (for example phenyl-substituted cyclic ketoenols) through the addition of ammonium salts and/or phosphonium salts or through the addition of ammonium salts and/or phosphonium salts and penetrants, the corresponding materials, processes for preparing them, and their use in crop protection.

Claims

exact text as granted — not AI-modified
1 . A composition comprising
 at least one active ingredient comprising phenyl-substituted cyclic ketoenol of formula (I),   
       
         
           
           
               
               
           
         
         in which 
         W is hydrogen, alkyl, alkenyl, alkynyl, halogen, alkoxy, haloalkyl, haloalkoxy or cyano, 
         X is halogen, alkyl, alkenyl, alkynyl, alkoxy, alkoxy-alkoxy, haloalkyl, haloalkoxy or cyano, 
         Y is hydrogen, halogen, alkyl, alkenyl, alkynyl, alkoxy, cyano, haloalkyl, haloalkoxy or in each case optionally substituted phenyl or hetaryl, 
         Z is hydrogen, halogen, alkyl, haloalkyl, cyano, alkoxy or haloalkoxy, 
         CKE is at least one selected from the group consisting of: 
       
       
         
           
           
               
               
           
         
         in which 
         A is hydrogen, in each case optionally halogen-substituted alkyl, alkenyl, alkoxyalkyl, alkylthioalkyl, saturated or unsaturated, optionally substituted cycloalkyl in which optionally at least one ring atom is replaced by a heteroatom, or in each case optionally halogen-, alkyl-, haloalkyl-, alkoxy-, haloalkoxy-, cyano- or nitro-substituted aryl, arylalkyl or hetaryl, 
         B is hydrogen, alkyl or alkoxyalkyl, or 
         A and B, together with the carbon atom to which they are attached, are a saturated or unsaturated, unsubstituted or substituted ring optionally containing at least one heteroatom, or 
         A and Q 1  together are alkenediyl or alkanediyl optionally substituted by hydroxyl or by in each case optionally substituted alkyl, alkoxy, alkylthio, cycloalkyl, benzyloxy or aryl, 
         Q 1  is hydrogen, alkyl, alkoxyalkyl, optionally substituted cycloalkyl (in which optionally one methylene group is replaced by oxygen or sulphur) or optionally substituted phenyl. 
         Q 2 , Q 4 , Q 5  and Q 6  independently of one another are hydrogen or alkyl, 
         Q 3  is hydrogen, is optionally substituted alkyl, alkoxyalkyl, alkylthioalkyl, optionally substituted cycloalkyl, in which optionally one methylene group can be replaced by oxygen or sulphur, or optionally substituted phenyl, or 
         Q 1  and Q 2 , together with the carbon atom to which they are attached, are a substituted or unsubstituted ring optionally containing a heteroatom, or 
         Q 3  and Q 4 , together with the carbon atom to which they are attached, are a saturated or unsaturated, unsubstituted or substituted ring optionally containing a heteroatom, 
         G is hydrogen (a) or is at least one selected from the group consisting of 
       
       
         
           
           
               
               
           
         
         in which 
         E is one metal ion equivalent or an ammonium ion, 
         L is oxygen or sulphur, 
         M is oxygen or sulphur, 
         R 1  is in each case optionally halogen-substituted alkyl, alkenyl, alkoxyalkyl, alkylthioalkyl, polyalkoxyalkyl or optionally halogen-, alkyl- or alkoxy-substituted cycloalkyl, which may be interrupted by at least one heteroatom, or is in each case optionally substituted phenyl, phenylalkyl, hetaryl, phenoxyalkyl or hetaryloxyalkyl, 
         R 2  is in each case optionally halogen-substituted alkyl, alkenyl, alkoxyalkyl, polyalkoxyalkyl or is in each case optionally substituted cycloalkyl, phenyl or benzyl, 
         R 3 , R 4  and R 5  independently of one another are in each case optionally halogen-substituted alkyl, alkoxy, alkylamino, dialkylamino, alkylthio, alkenylthio, cycloalkylthio or are in each case optionally substituted phenyl, benzyl, phenoxy or phenylthio, 
         R 6  and R 7  independently of one another are hydrogen, in each case optionally halogen-substituted alkyl, cycloalkyl, alkenyl, alkoxy, alkoxyalkyl, are optionally substituted phenyl, are optionally substituted benzyl, or, together with the N atom to which they are attached, are a ring which is optionally interrupted by oxygen or sulphur; and
 at least one salt of formula (II) 
 
       
       
         
           
           
               
               
           
         
         in which 
         D is nitrogen or phosphorus, 
         R 26 , R 27 , R 28  and R 29  independently of one another are hydrogen or in each case optionally substituted C 1 -C 8 -alkyl or singly or multiply unsaturated, optionally substituted C 1 -C 8 -alkylene, the substituents being selectable from halogen, nitro and cyano, 
         n is 1, 2, 3 or 4, 
         R 30  is an organic or inorganic anion. 
       
     
     
         2 . A composition according to  claim 1 , wherein in formula (I):
 W is hydrogen, C 1 -C 6 -alkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, halogen, C 1 -C 6 -alkoxy, C 1 -C 4 -haloalkyl, C 1 -C 4 -haloalkoxy or cyano,   X is halogen, C 1 -C 6 -alkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, C 1 -C 6 -alkoxy, C 1 -C 6 -alkoxy-C 1 -C 4 -alkoxy, C 1 -C 4 -haloalkyl, C 1 -C 4 -haloalkoxy or cyano,   Y is hydrogen, halogen, C 1 -C 6 -alkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, C 1 -C 6 -alkoxy, cyano, C 1 -C 4 -haloalkyl, haloalkoxy, or is V 1 - and V 2 -substituted phenyl or pyridyl,   V 1  is halogen, C 1 -C 12 -alkyl, C 1 -C 6 -alkoxy, C 1 -C 4 -haloalkyl, C 1 -C 4 -haloalkoxy, cyano or nitro,   V 2  is hydrogen, halogen, C 1 -C 6 -alkyl, C 1 -C 6 -alkoxy or C 1 -C 4 -haloalkyl,   V 1  and V 2  are together C 3 -C 4 -alkanediyl which optionally can be substituted by halogen and/or C 1 -C 2 -alkyl and which optionally can be interrupted by one or two oxygen atoms,   Z is hydrogen, halogen, C 1 -C 6 -alkyl, C 1 -C 4 -haloalkyl, cyano, C 1 -C 6 -alkoxy or C 1 -C 4 -haloalkoxy,   CKE is at least one selected from the group consisting of   
       
         
           
           
               
               
           
         
         A is hydrogen or in each case optionally halogen-substituted C 1 -C 12 -alkyl, C 3 -C 8 -alkenyl, C 1 -C 10 -alkoxy-C 1 -C 8 -alkyl, C 1 -C 10 -alkylthio-C 1 -C 6 -alkyl, optionally halogen-, C 1 -C 6 -alkyl- or C 1 -C 6 -alkoxy-substituted C 3 -C 8 -cycloalkyl in which optionally one or two ring members not directly adjacent are replaced by oxygen and/or sulphur, or is in each case optionally halogen-, C 1 -C 6 -alkyl-, C 1 -C 6 -haloalkoxy-, cyano- or nitro-substituted phenyl, naphthyl, hetaryl having 5 to 6 ring atoms, phenyl-C 1 -C 6 -alkyl or naphthyl-C 1 -C 6 -alkyl, 
         B is hydrogen, C 1 -C 12 -alkyl or C 1 -C 8 -alkoxy-C 1 -C 6 -alkyl or 
         A, B and the carbon atom to which they are attached are saturated C 3 -C 10 -cycloalkyl or unsaturated C 5 -C 10 -cycloalkyl, in which optionally one ring member is replaced by oxygen or sulphur and which optionally are singly or doubly substituted by C 1 -C 8 -alkyl, C 1 -C 6 -alkoxy-C 1 -C 6 -alkyl, C 3 -C 6 -cycloalkyl-C 1 -C 2 -alkoxy, C 3 -C 10 -cycloalkyl, C 1 -C 8 -haloalkyl, C 1 -C 8 -alkoxy, C 1 -C 6 -alkoxy-C 1 -C 4 -alkoxy, C 1 -C 8 -alkylthio, halogen or phenyl, or 
         A, B and the carbon atom to which they are attached are C 3 -C 6 -cycloalkyl which is substituted by an alkylenediyl group which is optionally substituted by C 1 -C 4 -alkyl and optionally contains one or two oxygen and/or sulphur atoms not directly adjacent, or by an alkylenedioxyl group or by an alkylenedithioyl group, which with the carbon atom to which it is attached forms a further five- to eight-membered ring, or 
         A, B and the carbon atom to which they are attached are C 3 -C 8 -cycloalkyl or C 5 -C 8 -cycloalkenyl in which two substituents, together with the carbon atoms to which they are attached, are in each case optionally C 1 -C 6 -alkyl-, C 1 -C 6 -alkoxy- or halogen-substituted C 2 -C 6 -alkanediyl, C 2 -C 6 -alkenediyl or C 4 -C 6 -alkanedienediyl, in which optionally one methylene group is replaced by oxygen or sulphur, 
         A and Q 1  are together C 4 -C 6 -alkenediyl or C 3 -C 6 -alkanediyl which are in each case optionally substituted one or two times by identical or different substituents selected from halogen, hydroxyl, C 3 -C 7 -cycloalkyl, C 1 -C 6 -alkylthio, C 1 -C 6 -alkoxy or C 1 -C 10 -alkyl in each case optionally substituted one to three times by identical or different halogen substituents, and phenyl or benzyloxy in each case optionally substituted one to three times by identical or different halogen, C 1 -C 6 -alkyl or C 1 -C 6 -alkoxy substituents, and which, optionally contains one of the following groups 
       
       
         
           
           
               
               
           
         
         or is bridged by a C 1 -C 2 -alkanediyl group or by an oxygen atom, 
         Q 1  is hydrogen, C 1 -C 6 -alkyl, C 1 -C 6 -alkoxy-C 1 -C 2 -alkyl, optionally fluorine-, chlorine-, C 1 -C 4 -alkyl-, C 1 -C 2 -haloalkyl- or C 1 -C 4 -alkoxy-substituted C 3 -C 8 -cycloalkyl, in which optionally one methylene group is replaced by oxygen or sulphur, or is optionally halogen-, C 1 -C 4 -alkyl-, C 1 -C 4 -alkoxy-, C 1 -C 2 -haloalkyl-, C 1 -C 2 -haloalkoxy-, cyano- or nitro-substituted phenyl, or 
         Q 2 , Q 4 , Q 5  and Q 6  independently of one another are hydrogen or C 1 -C 4 -alkyl, 
         Q 3  is hydrogen, C 1 -C 6 -alkyl, C 1 -C 6 -alkoxy-C 1 -C 2 -alkyl, C 1 -C 6 -alkylthio-C 1 -C 2 -alkyl, optionally C 1 -C 4 -alkyl- or C 1 -C 4 -alkoxy-substituted C 3 -C 8 -cycloalkyl, in which optionally one methylene group is replaced by oxygen or sulphur, or is optionally halogen-, C 1 -C 4 -alkyl-, C 1 -C 4 -alkoxy-, C 1 -C 2 -haloalkyl-, C 1 -C 2 -haloalkoxy-, cyano- or nitro-substituted phenyl, 
         Q1 and Q2, with the carbon atom to which they are attached, are optionally C 1 -C 6 -alkyl-, C 1 -C 6 -alkoxy- or C 1 -C 2 -haloalkyl-substituted C 3 -C 7  ring in which optionally one ring member is replaced by oxygen or sulphur, 
         Q 3  and Q 4 , together with the carbon atom to which they are attached, are an optionally C 1 -C 4 -alkyl-, C 1 -C 4 -alkoxy- or C 1 -C 2 -haloalkyl-substituted C 3 -C 7  ring in which optionally one ring member is replaced by oxygen or sulphur, 
         G is hydrogen (a) or is one of the groups 
       
       
         
           
           
               
               
           
         
         
           in which 
         
         E is one metal ion equivalent or ammonium ion, 
         L is oxygen or sulphur and 
         M is oxygen or sulphur, 
         R 1  is in each case optionally halogen-substituted C 1 -C 20 -alkyl, C 2 -C 20 -alkenyl, C 1 -C 8 -alkoxy-C 1 -C 8 -alkyl, C 1 -C 8 -alkylthio-C 1 -C 8 -alkyl, poly-C 1 -C 8 -alkoxy-C 1 -C 8 -alkyl or optionally halogen-, C 1 -C 6 -alkyl- or C 1 -C 6 -alkoxy-substituted C 3 -C 8 -cycloalkyl in which optionally one or more ring members not directly adjacent are replaced by oxygen and/or sulphur,
 is optionally halogen-, cyano-, nitro-, C 1 -C 6 -alkyl-, C 1 -C 6 -alkoxy-, C 1 -C 6 -haloalkyl-, C 1 -C 6 -haloalkoxy-, C 1 -C 6 -alkylthio- or C 1 -C 6 -alkylsulphonyl-substituted phenyl, 
 is optionally halogen-, nitro-, cyano-, C 1 -C 6 -alkyl-, C 1 -C 6 -haloalkyl- or C 1 -C 6 -haloalkoxy-substituted phenyl-C 1 -C 6 -alkyl, 
 is optionally halogen- or C 1 -C 6 -alkyl-substituted 5- or 6-membered hetaryl, 
 is optionally halogen- or C 1 -C 6 -alkyl-substituted phenoxy-C 1 -C 6 -alkyl or 
 is optionally halogen-, amino- or C 1 -C 6 -alkyl-substituted 5- or 6-membered hetaryloxy-C 1 -C 6 -alkyl, 
 
         R 2  is in each case optionally halogen-substituted C 1 -C 20 -alkyl, C 2 -C 10 -alkenyl, C 1 -C 8 -alkoxy-C 2 -C 8 -alkyl, poly-C 1 -C 8 -alkoxy-C 2 -C 8 -alkyl,
 is optionally halogen-, C 1 -C 6 -alkyl- or C 1 -C 6 -alkoxy-substituted C 3 -C 8 -cycloalkyl or 
 is in each case optionally halogen-, cyano-, nitro-, C 1 -C 6 -alkyl-, C 1 -C 6 -alkoxy-, C 1 -C 6 -haloalkyl- or C 1 -C 6 -haloalkoxy-substituted phenyl or benzyl, 
 
         R 3  is optionally halogen-substituted C 1 -C 8 -alkyl or is in each case optionally halogen-, C 1 -C 6 -alkyl-, C 1 -C 6 -alkoxy-, C 1 -C 4 -haloalkyl-, C 1 -C 4 -haloalkoxy-, cyano- or nitro-substituted phenyl or benzyl, 
         R 4  and R 5  independently of one another are in each case optionally halogen-substituted C 1 -C 8 -alkyl, C 1 -C 8 -alkoxy, C 1 -C 8 -alkylamino, di-(C 1 -C 8 -alkyl)amino, C 1 -C 8 -alkylthio, C 2 -C 8 -alkenylthio, C 3 -C 7 -cycloalkylthio or are in each case optionally halogen-, nitro-, cyano-, C 1 -C 4 -alkoxy-, C 1 -C 4 -haloalkoxy-, C 1 -C 4 -alkylthio-, C 1 -C 4 -haloalkylthio-, C 1 -C 4 -alkyl- or C 1 -C 4 -haloalkyl-substituted phenyl, phenoxy or phenylthio, 
         R 6  and R 7  are independently of one another hydrogen, are in each case optionally halogen-substituted C 1 -C 8 -alkyl, C 3 -C 8 -cycloalkyl, C 1 -C 8 -alkoxy, C 3 -C 8 -alkenyl, C 1 -C 8 -alkoxy-C 1 -C 8 -alkyl, are optionally halogen-, C 1 -C 8 -haloalkyl-, C 1 -C 8 -alkyl- or C 1 -C 8 -alkoxy-substituted phenyl, optionally halogen-, C 1 -C 8 -alkyl-, C 1 -C 8 -haloalkyl- or C 1 -C 8 -alkoxy-substituted benzyl or together are an optionally C 1 -C 4 -alkyl-substituted C 3 -C 6 -alkylene radical in which optionally one carbon atom is replaced by oxygen or sulphur, 
         R 13  is hydrogen, is in each case optionally halogen-substituted C 1 -C 8 -alkyl or C 1 -C 8 -alkoxy, is optionally halogen-, C 1 -C 4 -alkyl- or C 1 -C 4 -alkoxy-substituted C 3 -C 8 -cycloalkyl in which optionally one methylene group is replaced by oxygen or sulphur, or is in each case optionally halogen-, C 1 -C 6 -alkyl-, C 1 -C 6 -alkoxy-, C 1 -C 4 -haloalkyl-, C 1 -C 4 -haloalkoxy-, nitro- or cyano-substituted phenyl, phenyl-C 1 -C 4 -alkyl or phenyl-C 1 -C 4 -alkoxy, 
         R 14a  is hydrogen or C 1 -C 8 -alkyl or 
         R 13  and R 14a  are together C 4 -C 6 -alkanediyl, 
         R 15a  and R 16a  are alike or different and are C 1 -C 6 -alkyl or 
         R 15a  and R 16a  are together a C 2 -C 4 -alkanediyl radical which is optionally substituted by C 1 -C 6 -alkyl, C 1 -C 6 -haloalkyl or by optionally halogen-, C 1 -C 6 -alkyl-, C 1 -C 4 -haloalkyl-, C 1 -C 6 -alkoxy-, C 1 -C 4 -haloalkoxy-, nitro- or cyano-substituted phenyl, 
         R 17a  and R 18a  are independently of one another hydrogen, are optionally halogen-substituted C 1 -C 8 -alkyl or are optionally halogen-, C 1 -C 6 -alkyl-, C 1 -C 6 -alkoxy-, C 1 -C 4 -haloalkyl-, C 1 -C 4 -haloalkoxy-, nitro- or cyano-substituted phenyl or 
         R 17a  and R 18a , together with the carbon atom to which they are attached, are a carbonyl group or are optionally halogen-, C 1 -C 4 -alkyl- or C 1 -C 4 -alkoxy-substituted C 5 -C 7 -cycloalkyl in which optionally one methylene group is replaced by oxygen or sulphur, 
         R 19a  and R 20a  are independently of one another C 1 -C 10 -alkyl, C 7 -C 10 -alkenyl, C 1 -C 10 -alkoxy, C 1 -C 10 -alkylamino, C 3 -C 10 -alkenylamino, di-(C 1 -C 10 -alkyl)amino or di-(C 3 -C 10 -alkenyl)amino. 
       
     
     
         3 . A composition according to  claim 1 , wherein in formula (I):
 W is hydrogen, fluorine, chlorine, bromine, C 1 -C 4 -alkyl, C 2 -C 4 -alkenyl, C 2 -C 4 -alkynyl, C 1 -C 4 -alkoxy, C 1 -C 2 -haloalkyl or C 1 -C 2 -haloalkoxy,   X is chlorine, bromine, iodine, C 1 -C 4 -alkyl, C 2 -C 4 -alkenyl, C 2 -C 4 -alkynyl, C 1 -C 4 -alkoxy, C 1 -C 4 -alkoxy-C 1 -C 3 -alkoxy, C 1 -C 2 -haloalkyl, C 1 -C 2 -haloalkoxy or cyano,   Y is in position 4 hydrogen, C 2 -C 4 -alkenyl, C 2 -C 4 -alkynyl, fluorine, chlorine, bromine, iodine, methoxy, ethoxy, cyano, trifluoromethyl, difluoromethoxy or trifluoromethoxy,   Z is hydrogen;   W is also hydrogen, fluorine, chlorine, bromine or C 1 -C 4 -alkyl,   X is also chlorine, bromine, C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy, C 1 -C 2 -haloalkyl, C 1 -C 2 -haloalkoxy or cyano,   Y is also in position 4 the radical   
       
         
           
           
               
               
           
         
         Z is also hydrogen, 
         V 1  is also fluorine, chlorine, C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy, C 1 -C 2 -haloalkyl or C 1 -C 2 -haloalkoxy, cyano or nitro, 
         V 2  is also hydrogen, fluorine, chlorine, C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy or C 1 -C 2 -haloalkyl, 
         V 1  and V 2  together are also —O—CH 2 —O— and —O—CF 2 —O—; 
         W is likewise hydrogen, fluorine, chlorine, bromine or C 1 -C 4 -alkyl, 
         X is likewise chlorine, bromine, C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy, C 1 -C 2 -haloalkyl, C 1 -C 7 -haloalkoxy or cyano, 
         Y is likewise in position 5 C 2 -C 4 -alkenyl, C 2 -C 4 -alkynyl or the radical 
       
       
         
           
           
               
               
           
         
         Z is likewise in position 4 hydrogen, C 1 -C 4 -alkyl or chlorine, 
         V 1  is likewise fluorine, chlorine, C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy, C 1 -C 2 -haloalkyl or C 1 -C 2 -haloalkoxy, cyano or nitro, 
         V 2  is likewise hydrogen, fluorine, chlorine, C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy or C 1 -C 2 -haloalkyl, 
         V 1  and V 2  together are likewise —O—CH 2 —O— and —O—CF 2 —O—; 
         W moreover is hydrogen, C 1 -C 4 -alkyl, C 2 -C 4 -alkenyl, C 2 -C 4 -alkynyl, C 1 -C 4 -alkoxy, fluorine, chlorine, bromine or trifluoromethyl, 
         X moreover is fluorine, chlorine, bromine, iodine, C 1 -C 4 -alkyl, C 2 -C 4 -alkenyl, C 1 -C 4 -alkoxy, C 1 -C 4 -alkoxy-C 1 -C 3 -alkoxy, C 1 -C 2 -haloalkyl, C 1 -C 2 -haloalkoxy or cyano, 
         Y moreover in position 4 is C 1 -C 4 -alkyl, 
         Z moreover is hydrogen; 
         W additionally is hydrogen, fluorine, chlorine, bromine, C 1 -C 4 -alkyl or C 1 -C 4 -alkoxy, 
         X additionally is chlorine, bromine, iodine, C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy, C 1 -C 2 -haloalkyl, C 1 -C 2 -haloalkoxy or cyano, 
         Y additionally in position 4 is hydrogen, chlorine, bromine, iodine, C 1 -C 4 -alkyl, C 1 -C 2 -haloalkyl or C 1 -C 2 -haloalkoxy, 
         Z additionally in position 3 or 5 is fluorine, chlorine, bromine, iodine, C 1 -C 4 -alkyl, C 1 -C 2 -haloalkyl, C 1 -C 4 -alkoxy or C 1 -C 2 -haloalkoxy; 
         CKE is at least one selected from the group consisting of 
       
       
         
           
           
               
               
           
         
         A is hydrogen, in each case optionally mono- to tri-fluorine- or -chlorine-substituted C 1 -C 6 -alkyl, C 1 -C 4 -alkoxy-C 1 -C 2 -alkyl, optionally singly to doubly C 1 -C 2 -alkyl- or C 1 -C 2 -alkoxy-substituted C 3 -C 6 -cycloalkyl or in each case optionally singly to doubly fluorine-, chlorine-, bromine-, C 1 -C 4 -alkyl-, C 1 -C 2 -haloalkyl-, C 1 -C 4 -alkoxy-, C 1 -C 2 -haloalkoxy-, cyano- or nitro-substituted phenyl or benzyl, 
         B is hydrogen, C 1 -C 4 -alkyl or C 1 -C 2 -alkoxy-C 1 -C 2 -alkyl, or 
         A, B and the carbon atom to which they are attached are saturated or unsaturated C 3 -C 7 -cycloalkyl in which optionally one ring member is replaced by oxygen or sulphur and which is optionally singly to doubly substituted by C 1 -C 6 -alkyl, C 1 -C 4 -alkoxy-C 1 -C 2 -alkyl, trifluoromethyl, C 1 -C 6 -alkoxy, C 1 -C 3 -alkoxy-C 1 -C 3 -alkoxy or C 3 -C 6 -cycloalkylmethoxy, with the proviso that in that case Q 3  is hydrogen or methyl, or 
         A, B and the carbon atom to which they are attached are C 5 -C 6 -cycloalkyl which is substituted by an alkylenedithiol group or by an alkylenedioxyl group or by an alkylenediyl group which is optionally substituted by methyl or ethyl and optionally contains one or two oxygen or sulphur atoms not directly adjacent, and which, with the carbon atom to which it is attached, forms a further five- or six-membered ring, with the proviso that in that case Q 3  is hydrogen or methyl, or 
         A, B and the carbon atom to which they are attached are C 3 -C 6 -cycloalkyl or C 5 -C 6 -cycloalkenyl in which two substituents, together with the carbon atoms to which they are attached, are in each case optionally C 1 -C 2 -alkyl- or C 1 -C 2 -alkoxy-substituted C 2 -C 4 -alkanediyl, C 2 -C 4 -alkenediyl or butadienediyl, with the proviso that in that case Q 3  is hydrogen or methyl, 
         A and Q 1  together are C 3 -C 4 -alkanediyl in each case optionally substituted singly or doubly by identical or different substituents selected from C 1 -C 2 -alkyl or C 1 -C 2 -alkoxy, or 
         Q 1  is hydrogen, C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy-C 1 -C 2 -alkyl, or optionally methyl- or methoxy-substituted C 3 -C 6 -cycloalkyl in which optionally one methylene group is replaced by oxygen, 
         Q 2  is hydrogen, methyl or ethyl, 
         Q 4 , Q 5  and Q 6  independently of one another are hydrogen or C 1 -C 3 -alkyl, 
         Q 3  is hydrogen, C 1 -C 4 -alkyl, or optionally singly to doubly methyl- or methoxy-substituted C 3 -C 6 -cycloalkyl, or 
         Q 1  and Q 2  are hydrogen, C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy-C 1 -C 2 -alkyl, or optionally methyl- or methoxy-substituted C 3 -C 6 -cycloalkyl in which optionally one methylene group is replaced by oxygen, or 
         Q 3  and Q 4 , together with the carbon to which they are attached, are an optionally C 1 -C 7 -alkyl- or C 1 -C 2 -alkoxy-substituted saturated C 5 -C 6  ring in which optionally one ring member is replaced by oxygen or sulphur, with the proviso that in that case A is hydrogen or methyl, 
         G is hydrogen (a) or is one of the groups 
       
       
         
           
           
               
               
           
         
         in which 
         E is one metal ion equivalent or an ammonium ion, 
         L is oxygen or sulphur and 
         M is oxygen or sulphur, 
         R 1  is in each case optionally mono- to tri-fluorine- or -chlorine-substituted C 1 -C 8 -alkyl, C 2 -C 18 -alkenyl, C 1 -C 4 -alkoxy-C 1 -C 2 -alkyl, C 1 -C 4 -alkylthio-C 1 -C 2 -alkyl or optionally singly to doubly fluorine-, chlorine-, C 1 -C 2 -alkyl- or C 1 -C 2 -alkoxy-substituted C 3 -C 6 -cycloalkyl in which optionally one or two ring members not directly adjacent are replaced by oxygen,
 is phenyl optionally substituted singly to doubly by fluorine, chlorine, bromine, cyano, nitro, C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy, C 1 -C 2 -haloalkyl or C 1 -C 2 -haloalkoxy, 
 
         R 2  is in each case optionally mono- to tri-fluorine-substituted C 1 -C 8 -alkyl, C 2 -C 8 -alkenyl or C 1 -C 4 -alkoxy-C 2 -C 4 -alkyl,
 is optionally mono-C 1 -C 2 -alkyl- or -C 1 -C 2 -alkoxy-substituted C 3 -C 6 -cycloalkyl or 
 is benzyl or phenyl in each case optionally substituted singly to doubly by fluorine, chlorine, bromine, cyano, nitro, C 1 -C 4 -alkyl, C 1 -C 3 -alkoxy, trifluoromethyl or trifluoromethoxy, 
 
         R 3  is C 1 -C 6 -alkyl optionally substituted one to three times by fluorine or is phenyl optionally substituted once by fluorine, chlorine, bromine, C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy, trifluoromethyl, trifluoromethoxy, cyano or nitro, 
         R 4  is C 1 -C 6 -alkyl, C 1 -C 6 -alkoxy, C 1 -C 6 -alkylamino, di-(C 1 -C 6 -alkyl)amino, C 1 -C 6 -alkylthio, C 3 -C 4 -alkenylthio, C 3 -C 6 -cycloalkylthio or is phenylthio, phenoxy or phenyl in each case optionally substituted once by fluorine, chlorine, bromine, nitro, cyano, C 1 -C 3 -alkoxy, C 1 -C 3 -haloalkoxy, C 1 -C 3 -alkylthio, C 1 -C 3 -haloalkylthio, C 1 -C 3 -alkyl or trifluoromethyl, 
         R 5  is C 1 -C 6 -alkoxy or C 1 -C 6 -alkylthio, 
         R 6  is hydrogen, C 1 -C 6 -alkyl, C 3 -C 6 -cycloalkyl, C 1 -C 6 -alkoxy, C 3 -C 6 -alkenyl, C 1 -C 6 -alkoxy-C 1 -C 4 -alkyl, is phenyl optionally substituted once by fluorine, chlorine, bromine, trifluoromethyl, C 1 -C 4 -alkyl or C 1 -C 4 -alkoxy, or is benzyl optionally substituted once by fluorine, chlorine, bromine, C 1 -C 4 -alkyl, trifluoromethyl or C 1 -C 4 -alkoxy, 
         R 7  is C 1 -C 6 -alkyl, C 3 -C 6 -alkenyl or C 1 -C 6 -alkoxy-C 1 -C 4 -alkyl, 
         R 6  and R 7  together are an optionally methyl- or ethyl-substituted C 4 -C 5 -alkylene radical in which optionally one methylene group is replaced by oxygen or sulphur. 
       
     
     
         4 . A composition according to  claim 1 , wherein the active ingredient is selected at least one from the group consisting of 
       
         
           
           
               
               
           
         
       
     
     
         5 . A composition according to  claim 1 , wherein the active ingredient content is between 0.5% and 50% by weight. 
     
     
         6 . A composition according to  claim 1 , wherein the amount of salt is between 0.5 and 80 mmol/l. 
     
     
         7 . A composition according to  claim 1 , further comprising at least one penetrant. 
     
     
         8 . A composition according to  claim 7 , wherein the penetrant is i) a fatty alcohol alkoxylate of the formula (III)
   R—O-(-AO) v —R′  (III)
   in which   R is linear or branched alkyl having 4 to 20 carbon atoms,   R′ is hydrogen, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, n-pentyl or n-hexyl,   AO is an ethylene oxide radical, a propylene oxide radical, a butylene oxide radical or is mixtures of ethylene oxide and propylene oxide radicals or butylene oxide radicals, and   v is a number from 2 to 30,   and/or ii) a mineral or vegetable oil and/or iii) an ester of a mineral or vegetable oil.   
     
     
         9 . A composition according to  claim 7 , wherein the penetrant is an ester of a vegetable oil. 
     
     
         10 . A composition according to  claim 7 , wherein the penetrant is rapeseed oil methyl ester. 
     
     
         11 . A composition according to  claim 7 , wherein the amount of penetrant is 1% to 95% by weight. 
     
     
         12 . A method of controlling parasitic insects and/or spider mites, comprising applying a composition according to  claim 1 , undiluted or diluted to an insect and/or spider mite or a habitat thereof in an amount such that an effective amount of the active ingredient acts on the insect and/or spider mite or said habitat. 
     
     
         13 . A method of boosting the activity of crop protection materials comprising using the composition of  claim 1 , wherein the composition comprises an application-ready material spray liquor. 
     
     
         14 . A method according to  claim 12 , wherein the spray liquor is prepared using a penetrant. 
     
     
         15 . A method according to  claim 13 , wherein the salt of the formula (II) is present in a final concentration of 0.5 to 80 mmol/l. 
     
     
         16 . A method according to  claim 14 , wherein the penetrant is present in a concentration of 0.1 to 10 g/l. 
     
     
         17 . A method according to  claim 14 , wherein the penetrant is present in a concentration of 0.1 to 10 g/l and the salt of the formula (II) in a concentration of 0.5 to 80 mmol/l. 
     
     
         18 . A composition for boosting the activity of a crop protection material comprising a composition of  claim 1 , wherein said composition is in the form of an application-ready crop protection material spray liquor. 
     
     
         19 . A composition according to  claim 18 , wherein, in the application-ready crop protection material the salt of the formula (II) is present in a concentration of 0.5 to 80 mmol/l. 
     
     
         20 . A composition according to  claim 18 , further comprising a penetrant.

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