Emulsifiable concentrate comprising a dinitroaniline compound

Abstract

The present invention relates to an emulsifiable concentrate comprising an active ingredient being a dinitroaniline compound, preferably selected from the group consisting of pendimethalin, trifluralin, benfluralin, butralin, dinitramine, ethalfluralin, fluazinam, fluchloralin, flumetralin, oryzalin, prodiamine and mixtures thereof. The emulsifiable concentrate of the invention avoids especially crystallization at low temperature when the concentration of the active ingredient is high.

1 . A solvent composition (S1) comprising a mixture of solvents, comprising at least:
 i) from 20 to 40% by weight of an alkyl acetate whose alkyl group contains at least 3 carbon atoms,   ii) from 0 to 25% by weight of 2-ethylhexyl acetate, and   iii) from 45 to 65% by weight of an aromatic ketone,   these amounts being expressed relative to the sum of the solvents i), ii) and iii), equal to 100%.   
     
     
         2 . The solvent composition according to  claim 1  comprising a mixture of solvents, comprising at least:
 i) from 20 to 40% by weight of an alkyl acetate whose alkyl group contains at least 3 carbon atoms, 
 ii) from 5 to 25% by weight of 2-ethylhexyl acetate, and 
 iii) from 45 to 65% by weight of an aromatic ketone, 
 these amounts being expressed relative to the sum of the solvents i), ii) and iii), equal to 100%. 
 
     
     
         3 . The solvent composition according to  claim 1 , wherein the alkyl acetate whose alkyl group contains at least 3 carbon atoms is cyclohexyl acetate 
     
     
         4 . The solvent composition according to  claim 1 , wherein the aromatic ketone is acetophenone. 
     
     
         5 . The solvent composition according to  claim 1 , comprising at least:
 i) from 25 to 35% by weight, of cyclohexyl acetate,   ii) from 10 to 20% by weight, of 2-ethylhexyl acetate,   iii) from 50 to 60% by weight, of acetophenone,   these amounts being expressed relative to the sum of the solvents i), ii) and iii), equal to 100%.   
     
     
         6 . A solvent composition (S2) comprising a mixture of solvents, comprising at least:
 i′) from 30 to 50% by weight of an alkyl acetate whose alkyl group contains at least 3 carbon atoms,   ii′) from 35 to 55% by weight of a diester solvent, and   iii′) from 5 to 25% by weight of aromatic hydrocarbons,   these amounts being expressed relative to the sum of the solvents I′), ii′) and iii′), equal to 100%.   
     
     
         7 . The solvent composition according to  claim 6 , wherein the alkyl acetate whose alkyl group contains at least 3 carbon atoms is cyclohexyl acetate. 
     
     
         8 . The solvent composition according to  claim 6 , wherein the diester solvent comprises from 70 to 95% by weight of the dimethyl ester of 2-methylglutaric acid, from 5 to 30% by weight of the dimethyl ester of 2-ethylsuccinic acid, and from 0 to 10% by weight of the dimethyl ester of adipic acid. 
     
     
         9 . The solvent composition according to  claim 6 , wherein the aromatic hydrocarbons is a mixture of C 8 -C 12  di- and trialkyl benzenes having a flash point of at least 60.5° C. 
     
     
         10 . The solvent composition according to  claim 6 , comprising at least:
 i′) from 35 to 45% by weight, of cyclohexyl acetate,   ii′) from 40 to 50% by weight, of a diester solvent comprising from 70 to 95% by weight of the dimethyl ester of 2-methylglutaric acid, from 5 to 30% by weight of the dimethyl ester of 2-ethylsuccinic acid, and from 0 to 10% by weight of the dimethyl ester of adipic acid, and   iii′) from 10 to 20% by weight of a mixture of C 8 -C 12  di- and trialkyl benzenes having a flash point of at least 60.5° C.,   these amounts being expressed relative to the sum of the solvents i′), ii′) and iii′), equal to 100%.   
     
     
         11 . An emulsifiable concentrate comprising at least:
 a) an active ingredient being a dinitroaniline compound, preferably selected from the group consisting of pendimethalin, trifluralin, benfluralin, butralin, dinitramine, ethalfluralin, fluazinam, fluchloralin, flumetralin, oryzalin, prodiamine and mixtures thereof,   b) an emulsifier or an emulsifier mixture, and   c) a solvent mixture, with said solvent mixture being selected from the solvent composition (S1) according to  claim 1 .   
     
     
         12 . The emulsifiable concentrate according to  claim 11 , wherein the dinitroaniline compound is selected from the group consisting of pendimethalin, trifluralin, ethalfluralin and mixtures thereof. 
     
     
         13 . The emulsifiable concentrate according to  claim 11 , comprising at least 435 g/l, especially at least 480 g/l, for example at least 520 g/L, for example at least 550 g/L, for example at least 600 g/L or even more than 600 g/L of the dinitroaniline compound. 
     
     
         14 . The emulsifiable concentrate according to  claim 11 , wherein the emulsifier or the emulsifier mixture is selected from the group consisting of the following compounds:
 anionic surfactants such as alkylbezenesufonates such as dodecylbenzenesulfonates, for example calcium dodecylbenzensulfonate, ethoxylated and/or propoxylated di- or tri-styrylphenol phosphates, ethoxylated and/or propoxylated di- or tri-styrylphenol sulfates, phenyl sulfonates, alkynaphtalenesulphonates, ethoxylated and/or propoxylated alcohol phosphate esters, ethoxylated and/or propoxylated alkylaryl phosphate esters, taurates, suphosuccinates, polycarboxylates,   nonionic surfactants such as ethoxylated and/or propoxylated di- or tri-styrylphenols, ethoxylated and/or propoxylated fatty alcohols, ethoxylated and/or propoxylated fatty amines, ethoxylated and/or propoxylated alkylphenols such as ethoxylated nonylphenols, block copolymers having polypropylene glycol blocks and polyethylene glycol blocks, sorbitan esters, ethoxylated oleic acids, ethoxylates castor oils, and   mixtures thereof.   
     
     
         15 . The emulsifiable concentrate according to  claim 14 , wherein the emulsifier is an emulsifier mixture (E) comprising:
 at least 30 g/l (relative to the emulsifiable concentrate), of an alkaline metal or alkaline metal salts of dodecylbenzene sulfonic acid,   at least 35 g/l (relative to the emulsifiable concentrate), of ethoxylated and/or propoxylated di- or tri-styrylphenols, and optionally   at least 20 g/l (relative to the emulsifiable concentrate), of ethoxylated and/or propoxylated alkylphenols, preferably of ethoxylated and propoxylated nonylphenols.   
     
     
         16 . The emulsifiable concentrate according to  claim 11 , wherein the solvent mixture is the solvent composition (S1) and the emulsifier mixture is an emulsifier mixture (E1) comprising:
 at least 45 g/l (relative to the emulsifiable concentrate), for example from 50 g/l to 60 g/l, for example about 55 g/l, of an alkaline metal or alkaline metal salts of dodecylbenzene sulfonic acid, and   at least 35 g/l (relative to the emulsifiable concentrate), preferably from 40 g/l to 50 g/l, for example 45 g/l, of ethoxylated and/or propoxylated di- or tri-styrylphenols, preferably of ethoxylated and propoxylated tristyrylphenols.   
     
     
         17 . The emulsifiable concentrate comprising: a solvent composition (S2) according to  claim 6  and the emulsifier mixture is an emulsifier mixture (E2) comprising:
 at least 30 g/l (relative to the emulsifiable concentrate), for example from 32 g/l to 40 g/l, for example about 35 g/l, of an alkaline metal or alkaline metal salts of dodecylbenzene sulfonic acid, 
 at least 35 g/l (relative to the emulsifiable concentrate), preferably from 35 g/l to 45 g/l, for example about 40 g/l, of ethoxylated and/or propoxylated di- or tri-styrylphenols, preferably of ethoxylated and propoxylated tristyrylphenols, and 
 at least 20 g/l (relative to the emulsifiable concentrate), preferably from 20 g/l to 30 g/l, for example about 25 g/l, of ethoxylated and/or propoxylated alkylphenols, preferably of ethoxylated and propoxylated nonylphenols. 
 
     
     
         18 . A method for preparing an emulsion of an active ingredient being a dinitroaniline compound, preferably selected from the group consisting of pendimethalin, trifluralin, benfluralin, butralin, dinitramine, ethalfluralin, fluazinam, fluchloralin, flumetralin, oryzalin, prodiamine and mixtures thereof, in water, comprising the step of mixing 1 part by volume of the emulsifiable concentrate according to  claim 11 , with at least 10 parts by volume of water, and up to 1000 parts by volume of water. 
     
     
         19 . An emulsion comprising:
 a) an active ingredient being a dinitroaniline compound, preferably selected from the group consisting of pendimethalin, trifluralin, benfluralin, butralin, dinitramine, ethalfluralin, fluazinam, fluchloralin, flumetralin, oryzalin, prodiamine and mixtures thereof,   b) an emulsifier or a mixture of emulsifiers,   c) a solvent mixture, with said solvent mixture being selected from the solvent composition (S1) according to  claim 1 , and
 water. 
   
     
     
         20 . A composition comprising:
 (a) a solvent composition selected from the solvent composition (S1) according to  claim 1 ,   (b) an emulsifier mixture (E) comprising:
 at least 30 g/l (relative to the emulsifiable concentrate), of an alkaline metal or alkaline metal salts of dodecylbenzene sulfonic acid, 
 at least 35 g/l (relative to the emulsifiable concentrate), of ethoxylated and/or propoxylated di- or tri-styrylphenols, and optionally 
 at least 20 g/l (relative to the emulsifiable concentrate), of ethoxylated and/or propoxylated alkylphenols, preferably of ethoxylated and propoxylated nonylphenols, and optionally (c) an active ingredient being a dinitroaniline compound, preferably selected from the group consisting of pendimethalin, trifluralin, benfluralin, butralin, dinitramine, ethalfluralin, fluazinam, fluchloralin, flumetralin, oryzalin, prodiamine and mixtures thereof. 
   
     
     
         21 . A composition comprising:
 (a) the solvent composition (S1) according to  claim 1 ,   (b) an emulsifier mixture (E1) comprising:
 at least 45 g/l (relative to the emulsifiable concentrate), for example from 50 g/l to 60 g/l, for example about 55 g/l, of an alkaline metal or alkaline metal salts of dodecylbenzene sulfonic acid, and 
 at least 35 g/l (relative to the emulsifiable concentrate), preferably from 40 g/l to 50 g/l, for example 45 g/l, of ethoxylated and/or propoxylated di- or tri-styrylphenols, preferably of ethoxylated and propoxylated tristyrylphenols, 
   and optionally (c) an active ingredient being a dinitroaniline compound, preferably selected from the group consisting of pendimethalin, trifluralin, benfluralin, butralin, dinitramine, ethalfluralin, fluazinam, fluchloralin, flumetralin, oryzalin, prodiamine and mixtures thereof.   
     
     
         22 . A composition comprising:
 (a) the solvent composition (S2) according to  claim 6 ,   (b) an emulsifier mixture (E2) comprising:
 at least 30 g/l (relative to the emulsifiable concentrate), for example from 32 g/l to 40 g/l, for example about 35 g/l, of an alkaline metal or alkaline metal salts of dodecylbenzene sulfonic acid, 
 at least 35 g/l (relative to the emulsifiable concentrate), preferably from 35 g/l to 45 g/l, for example about 40 g/l, of ethoxylated and/or propoxylated di- or tri-styrylphenols, preferably of ethoxylated and propoxylated tristyrylphenols, and 
 at least 20 g/l (relative to the emulsifiable concentrate), preferably from 20 g/l to 30 g/l, for example about 25 g/l, of ethoxylated and/or propoxylated alkylphenols, preferably of ethoxylated and propoxylated nonylphenols, 
   and optionally (c) an active ingredient being a dinitroaniline compound, preferably selected from the group consisting of pendimethalin, trifluralin, benfluralin, butralin, dinitramine, ethalfluralin, fluazinam, fluchloralin, flumetralin, oryzalin, prodiamine and mixtures thereof.