THIOLCARBAMATE-TRIAZINE LIQUID HERBICIDE COMPOSITION

Abstract: A liquid herbicide composition containing a liquid thiolcarbamate and a solid s-triazine, an antidote compound, an anionic, non-ionic or modified non-ionic emulsifier, a dispersing agent, a wetting agent, anti-foaming agent, thickener and water, that is thermally stable and has excellent dilution properties.

Description: THIOLCARBAMATE¯TRIAZINE LIQUID HERBICIDE COMPOSITION Background of the Invention The following thiolcarbamate herbicides are known and correspond to the following qeneral formula: EMI1.1 in which R1 is C1-C6 alkyl, C2-C6 alkenyl and C2-C6 alkynyl; R2 is Cic6 alkyl, C26 alkenyl, cyclohexyl and phenyl; or R1 and R2 together with the nitrogen atom to which they are attached form a ring structure having from 4-10 carbon atoms, preferably, piperidino, hexamethyleneimino, decahy drqquinolino, 2,5-dimethylpiperidino, or 5-ethyl-2-methyl- piperidino; R3 is C1-C6 alkyl, C2C4 alkenyl, benzyl, phenyl, halophenyl, and methyl substituted phenyl or benzyl, and C1-C6 haloalkyl. These thiolcarbamate compounds are described in U.S. Patent Nbs. 2,913,327; 3,198,786; 3,185,720; 2,913,324; and 3,846,115. These thiolcarbamates have been shown particularly effective in the control of grassy type weeds which interfere with the production of a wide variety of crops, e.g., barley, corn, lentils, peanuts, peas, potatoes, soybeans, spinach, tobacco and tomatoes. Also the following s-triazine herbicides are known and correspond to the following general formula EMI2.1 in which A is chlorine, methoxy, and methylthio; and R4 and R5 are independently C1-C4 alkyl, C2-Cg alkoxyalkyl, and C1-C4 cyanoalkyl. These compounds are described in U.S. Patent Nos. 2,891,855 and 2,909,420. Previously, various s-triazines have been combined with various thiolcarbamates to form a herbicidal composition. (See United States Patent Nos. 3,037,853 and 3,682,616.) Several recent patents describe liquid formulations containing a liquid thiolcarbamate and a solid s-triazine compound. (See Belgian Patent No. 889,274 and South African Patent Application No. 77/3478.) None of the formulations described in these publications are successful commercial- ly. The solid s-triazine part of the formulation separates from the liquid thiolcarbamate upon standing and therefor is commercially unexceptable. In addition, the prior art formulations have poor dilution properties in hard water and nitrogenous fertilizer solutions. The present invention is directed to a flowable herbicidal formulation containing one or more liquid thiolcarbamates and one or more solid s-triazines. The formulation is dilutable by water or water-containing liquid before application in the field. The formulation of this invention has the advantage that it can contain a high amount (50-85 percent by weiqht) of active ingredients, i.e., the liquid thiolcarbamate and solid s-triazine-herbicides. The for mutation is thermally stable over a wide temperature range. The formula tion is carpatible with and dilutable by both hard and soft water. The formulation is also compatible and dilutable with a nitrogenous us fertilizer solution. Most importantly, neither the solid s-triazine component nor water of the herbicidal formulation of this invention separate fran the liquid thiolcarbamate component upon aging over months of storage over a wide temperature range. The formulation has been found to be stable over months of storage over a wide temperature range. Description of the Invention One embodiment of this invention is a novel herbicidal composi- tion comprising: (a) one or more liquid thiolcarbamates of the formula EMI3.1 in which R1 is C1-C6 alkyl, C2C6 alkenyl and C2-C6 alkynyl; R2 is C1-C6 alkyl, C2C6 alkenyl, cyclohexyl and phenyl; or R1 and R2 together with the nitrogen atom to which they are attached form a ring structure having from 4-10 carbon atoms, preferably, piperidino, hexamethyleneimino, deca hydroquinolino, 2, 5-dimethylpiperidino, or 5-ethyl-2 methylpiperidino; R3 is C1-C6 alkyl, C2-C4 alkenyl, benzyl, paenyl, haloEhenyl, and methyl substituted phenyl or benzyl, C1-C6 haloalkyl; preferably R1, R2 and R3 are independently C1-C6 alkyl; most preferably R1 and R2 are each isobutyl, and R3 is ethyl; (b) one or more solid s-triazine herbicides of the formula EMI3.2 in which A is chlorine, methoxy, and methylthio, preferably chlorine; and R4 and R5 are independently Cl-C4 alkyl, C2-Cg alkoxyalkyl, and C1-C4 cyanoalkyl, preferably R4 and R5 are independently C1-C4 alkyl, more preferably R4 is ethyl, and R5 is iso propyl. (c) optionally, an an acyl or thioacyl substituted oxazolidine or thiazolidine antidote compound of the formula EMI4.1 wherein X is oxygen or sulfur; Y is oxygen or sulfur; R6 is C1-C10 alkyl, Cl-ClO haloalkyl, C1-C4 alkylthio, C2-C4 chloralkenyl; R8m Rg, RlO and R12 are hydrogen, C1-C4 alkyl, C2-C4 alkoxy alkyl, C1-C4 alkylol; R7 and Ril are hydrogen, C1-C4 alkyl, C4 alkoxyalkyl, phenyl, naphthyl, substituted phenyl wherein substitutents are monofluoro, monochloro, dichloro, nitro, methyl, methoxy, or hydroxy; or an amide of haloalkanic acid having 2 through 7 carbon atoms or an snide compound having the formula EMI4.2 wherein R13 can be selected from the group consisting of haloalkyl; haloalkenyl; alkyl; alkenyl; cycloalkyl; cycloalkylalkyl; halogen; hdyrogen; carboalkoxy; Falkenylcarbamylalkyl; N-alkenylcarbamyl; N-alkyl-N-alkynyl- carbamyl; N-alkyl-N-alkynylcarbamyalkyl; N-alkenylcarbamylalkoxyalkyl; N-alkyl-N-alkynylcarbamylalkoxyalkyl; alkynoxy; haloalkoxy; thiocyanato- alkyl; alkenyl aminoalkyl; alkylcarboalkyl; cyanoalkyl; cyanatoalkyl; alkenylaminosulfonoalkyl; alkylthioalkyl; haloalkylcarbonyloxyalkyl; alkyoxycarboalkyl; haloalkenylcarbonyloxyalkyl; hydroxyhaloalkyloxyalkyl; hydroxyalkylcarboalkyoxyalkyl; hydroxyalkyl; alkoxysulfonoalkyl; furyl, thienyl; alkyldithiolenyl; thienalkyl; enyl and substituted phenyl wherein said substituents can be selected from halogen, alkyl, haloalkyl, alkoxy, carbamyl, nitro, carboxylic acids and their salts, haloalkylcarbamyl; phenylalkyl; phenylhaloalkyl; phenylalkenyl; substituted phenylalkenyl whereinsaid said substituents can be selected from halogen, alkyl, alkoxy; halophenoxy; phenylalkoxy; phenylalkylcarboxyalkyl; phenylcyclo alkyl halophenylalkenoxy; halothiophenylalkyl; halophenoxyal)cyl; bicycloalkyl; alkenylcarbamylpyridinyl; alkynylcarbamylpyridinyl; dialkenylcarbamylbicycloalkenyl; alkynylcarbamylbicycloalkenyl; R14 and R15 can be the same or different and can be selected from the group consisting of alkenyl; haloalkenyl; hydrogen, alkyl; haloalkyl alkynyl; -'cyanoalkyl; hydroxyalkyl; hydroxyhaloal)cyl; haloalkylcarboxyalkyl; aljcylcarboxyalkyl; alkoxycarboxy- alkyl; thioalkylcarboxyalkyl; alkoxycarboalkyl; alkylcarbamyloxyalkyl; amino; formyl; haloalkyl-N-alkylamido; haloalkylamido; haloalkylamidoalkyl; haloalkylN-alkylamidoalkyl; haloalkylamidoalkenyl; alkylimino;cycloalkyl; alkylcycloalkyl; alkoxyalkyl; alkylsulfonyloxyalkyl; mercaptoalkyl; alkylaminoalkyl; alkoxycarboalkenyl; haloalkylcarbonyl; alkylcarbonyl; alkenylcarbamyloxyalkyl; cycloalkylcarbamyloxyalkyl; alkoxycarbonyl; haloalkoxy carboxyl; halophenylcarbamyloxyalkyl; cycloalkenyl; phenyl; substituted phenyl wherein said substituents can be selected fran alkyl, halogen, hale alkyl, alkoxy, haloalkylamido, phthalamido, hydroxym alkylcarbamyloxy, alkenylcarbamyloxy, alkylamido, haloalkylamido, alkylcarboalkenyl, phenylsulfonyl; phenylalkyl; substituted phenylalkyl wherein said substituents can be selected from halogen, alkyl; dioxyalkylene, halophenoxyalkylamidoalkyl; alkylthiodiazolyl; piperidylalkyl; thiazolyl; alkylthiazolyl; benzo- thiazolyl; piperidylalkyl; thiazolyl; alkyl thioazolyl, benzothioazolyl; halobenzothiazolyl; furylalkyl; pyridyl; alkylpyridyl; alkyloxazolyl; tetrahydrofurylalkyl; 3-cyano, 4 , 5-Folyalkyl ene-tliienyl ; &alpha;-haloalkylacer- amidophenylalkyl; -haloalkylacetamidonitroFhenyl alkyl ; Y -haloalkylacet- amidohalophenylalkyl; cyanoalkenyl; R14 and R15 when taken together can form a structure consisting of piperidinyl; alkylpiperidinyl; alkyltetrahydropyridyl; morpholyl; alkylmorpholyl; azobicyclononyl; benzoalkylpyrrolidinyl; oxazolidyl; alkyloxazolidyl; perhydroquinolyl; alkylaminoalkenyl; provided that when R14 is hydrogen R15 is other than hydrogen and halophenyl, preferably the antidote compound is N,N-diallyl dichloroacetamide or 2,2,5-trimethyl-N-dichloroacetamide; (d) an anionic emulsifier having the structural formula EMI5.1 wherein R20 is a C10-C15 alkyl, preferably a branched-chain dodecyl; ; (e) a non-ionic or modified non-ionic emulsifier havinq structural formula EMI6.1 or R21-O-(CH2CH2O)nH wherein n is the ir through 14, preferably the integer 9, R21 is a hydrophobe of C5-C20 C5-C20 alkylphenyl, C5-C20 alkylnaphthyl or the di- or tri- C5-C20 substituted phenyl or naphthyl r preferably R21 is the group EMI6.2 wherein R25 is a C7-C12 alkyl, preferably nonyl, R22 is a methylene ene, or propylene group, preferably methylene; ; (f) a water soluble wetting agent having the structural EMI6.3 wherein R26 is C7-C12 alkyl, preferably nonyl, R27 is C7-C12 alkyl, ably nonyl or hydrogen and m is the integer 50 through 150, prefers 120; (g) the calcium salt of lignin sulfonate as a dispersing (h) an anti-foaming agent, preferably dimethylpolysiloxa (i) fumed silicas as a thickener; and (j) optionally, water. Any water-insoluble liquid pesticide (or a solution ther water-insoluble solvent) can be used in place of the recited liquid carbamate. Also, any water insoluble, solid pesticide that is subsly insoluble (less than 5%) in the liquid pesticide can be used in the recited s-triazine. The ratio of the liquid thiolcarbarnate to the solid s-tr: can range frcm 1:1 to 12:1 with the total amount of active ingredie varying between 50 to 85 percent by total weight at the 1:1 ratio t tween 71.5 to 80.5 percent by total weight at the 12:1 ratio. The use of a recited antidote compound is optional. The the amount of antidote that in the composition will be zero when nor desired. When it is desired, the amount can range up to an amount that is herbicidal. This range is termed "an antidotally effective amount." Generally, this range will vary from 0.1 to about 15.0 percent by weight based upon the weiaht of the thiolcarbamate. Preferably the range is between about 3 to about 5 percent by weight based upon the weight of the thiolcar bamate. The combined weight of the water-insoluble anionic and non-ionic or modified non-ionic emulsifiers can range between 5.0 to 20.0 percent by weight based upon the total weight of the formulation. Preferably, the amount of the anionic emulsifier can vary from about 15 to about 65 percent by weight of the combined amount. Correspondinoly, the non-ionic emulsifier can vary from about 85 to about 35 percent by weight of the combined amount. The amount of water-soluble wetting agent can range between 2.0 to 5.0 percent by weight per total weight. The amount of water-soluble dispersing aqent can range between 0.5 to 5.0 percent by weight per total weight. The amount of anti-foaming agent can range between 0.01 to 0.5 percent by weight per total weight. The amount of water can range from zero to 35.0 percent by weight per total weight. The amount of the fumed silicas thickener can range between 0.5 to 5.0 percent by weight per total weight. The pesticidal composition of the invention can be prepared by separately preparinq an oil portion and an aqueous portion and then ccmbin- ing the two together along with the thickener. First considering the aqueous portion, the solid s-triazine herbicide is ground to a particle size of from about 2 to about 5 microns. Preferably grinding is done in water in conventional grinding equipnent, i.e., such as a ball mill. The water-soluble wetting and dispersing aqents can be canbined with the s-triazine either before, during, or after the grinding step. The anti-foaming agent is used during the grinding step to minimize foaming. ten water is used in the grindinq of the s-triazine, an aqueous slurry of the s-triazine in water results from the grinding step. The oil portion is prepared by dissolving the anionic, non-ionic or modified non-ionic emulsifier along with any antidote in the liquid thiolcarbamate and any diluent. The solution can be prepared in any convenient vessel. Any stirring apparatus, such as a paddle stirrer, can be used to aid solution. Heating can also be used to aid the solution. Next, the aqueous portion and the oil portion are canbined. Simply, the aqueous portion can be poured into the oil portion using conventional equipment. Simple stirring can be used to form a homogeneous mixture. Next, the thickener is added to the combined portions to increase the viscosity of the mixture and insure suspension of the s-triazine. The following are examples of the herbicidal canpositions of this invention. EXAMPLE I The following ingredients are used in this formulation: EMI9.1 <tb> <SEP> Ingredient <SEP> Weight <SEP> (grams) <tb> a) <SEP> S-ethyl <SEP> N,Ndiisobutyl <SEP> thiolcarbamate <SEP> 460.8 <tb> b) <SEP> 2-chloro-4-ethyl <SEP> amino-4-isopropylamino-l <SEP> , <SEP> 3 <SEP> r <SEP> 4 <SEP> 392.0 <tb> <SEP> triazine <SEP> (atrazine) <tb> c) <SEP> N,N-diallyl <SEP> dichloroacetamide <SEP> (antidote) <SEP> 19.2 <tb> d) <SEP> calcium <SEP> salt <SEP> of <SEP> dodecyl <SEP> benzene <SEP> sulfonate <SEP> 156.1 <tb> <SEP> (anionic <SEP> emulsifier) <tb> <SEP> 0 <tb> e) <SEP> C9Hl·O(CH2cH2o) <SEP> 9-CflOH <SEP> 164.0 <tb> <SEP> non <SEP> -ionic <SEP> emulsifier) <tb> f) <SEP> CgH1o(CH2CH2O) <SEP> 99-CH2CHZOH <SEP> 44.0 <tb> <SEP> (wetting <SEP> agent) <tb> g) <SEP> calcium <SEP> salt <SEP> of <SEP> lignin <SEP> sulfonate <SEP> 24.0 <tb> <SEP> (dispersing <SEP> agent) <tb> h) <SEP> dimethyl <SEP> polysiolxane <SEP> (anti-foaming <SEP> agent) <SEP> 0.8 <tb> i) <SEP> fumed <SEP> silicas <SEP> (dispering <SEP> aqent) <SEP> 10.0 <tb> j) <SEP> water <SEP> 339.2 <tb> The liquid portion of the formulation is prepared by weighing the liquid thiolcarbamate, antidote, anionic and non-ionic emulsifiers into a oneSuart glass bottle. The bottle is capped, warmed and shaken to yield a clear, banogenous solution. The aqueous portion of the formulation is prepared by weighing the wetting aqent, dispersing agent, anti-foaming agent, water and atrazine (previously air-milled to an average particle size of 3-4 microns) into a two-liter glass beaker. The beaker is fitted with a flexible plastic cover. A high speed dissolver, extending through an opening in the cover down to the bottom of the beaker, is used to blend the ingredients into an aqueous slurry. The liquid portion (455.0 grams) was weighed into a 4-liter glass beaker. Next, 535.0 g of the resulting aqueous slurry of atrazine is added to the liquid portion of the formulation and 10.0 trams of fumed silicas are added as a suspending agent. The mixture is covered and swirled to wet the components. Finally, a hiqh-speed liquid dissolver is used for about 10 minutes to completely blend all the ingredients. The resulting product is a homogenous liquid mixture and remains stable to separation. The product can be diluted with hard and soft water or nitrogenous fertilizer solutions. EXAMPLE II The following ingredients are used in this formulation: EMI10.1 <tb> <SEP> Ingredient <SEP> Wight <SEP> (grams) <tb> a) <SEP> Sethyl <SEP> N,N <SEP> diisobutyl <SEP> thiolcarbamate <SEP> 678.40 <tb> b) <SEP> 2-chloro-4*thylamino <SEP> 4-isoproFylamino-1,3,9 <SEP> 3, <SEP> 550.00 <tb> <SEP> triazine <SEP> (atrazine) <tb> c) <SEP> N,N-diallyl <SEP> dichloroacetamide <SEP> (antidote) <SEP> 29.04 <tb> d) <SEP> calcium <SEP> salt <SEP> of <SEP> dodecyl <SEP> benzene <SEP> sulfonate <SEP> 45.12 <tb> <SEP> (anionic <SEP> emulsifier) <tb> <SEP> 0 <tb> e) <SEP> C9HlMO <SEP> (CHCH20) <SEP> 92$OH <SEP> 47.44 <tb> <SEP> (non-ionic <SEP> emulsifier) <tb> f) <SEP> CgH19co(CH2CH20) <SEP> CH2CH20H <SEP> 12.10 <tb> <SEP> (wetting <SEP> agent) <tb> g) <SEP> calcium <SEP> salt <SEP> of <SEP> lignin <SEP> sulfonate <SEP> 12.60 <tb> <SEP> (dispersing <SEP> agent) <tb> h) <SEP> dimethyl <SEP> polysiolxane <SEP> (anti-foaminq <SEP> agent) <SEP> 0.30 <tb> i) <SEP> fumed <SEP> silicas <SEP> (dispering <SEP> agent) <SEP> 61.00 <tb> j) <SEP> water <SEP> 425.00 <tb> The liquid portion of the formulation is prepared by weighing the liquid thiolcarbamate, antidote, anionic, non-ionic or modified nonionic emulsifiers into a one quart glass bottle. The bottle is capped, warmed and shaken to yield a clear, homogenous solution. The aqueous portion of the formulation is prepared by weighing the wetting aqent, dispersinq agent, anti-foaminq agent, water and atrazine into a half-gallon ceramic ball mill containing one-half inch ceramic balls. The mill is covered and turned on rollers for three days. The average size of the atrazine in the slurry is reduced to about 3-4 microns (measured on a Coulter counter). The milled slurry (900 g) is poured into a glass tray (12.5 x 8.5 x 2.0 inches) and allowed to air dry. The partially dried material is placed in an oven at 90-100 F overnight to cwpletely remove the remaining water. A solid material (517.5 g) is obtained. Next, 372 grams of the dried material was combined with 420 g of the liquid portion and 8.0 q of fumed silicas in a half-gallcn ceramic ball mill. The mill was turned for about 3 hours to yield a homogeneous suspension of the solid atrazine in the liquid thiolcarbamate. The resulting product liquid mixture remains stable to separation. The product can be diluted with hard and soft water or nitrogenous fertilizer solutions. The ccoaosition of this invention can be applied by standard tank mix operations using water to dilute the concentrate, or it can be applied by addition to irrigation water supplied to the field. These methods of application permit the penetration of the active cOmpOsition into the soil as the water is absorbed therein. It is not necessary that the coooosi- tions be admixed with the soil particles. After application by the above discussed methods, the wetted top soil can be tilled below the surface to a depth of at least one-half inch by conventional means such as discing, dragging, or mixing. An herbicide is a casound which controls or modifies plant growth, e.q., killing, retarding, defoliating, desiccating, requlating, stunting, tillering, stimulating, and dwarfing. "Plant" refers to all physical parts, including seeds, seedlings, saplings, roots, tubers, stems, stalks, foliage, and fruits. "Plant growth" is meant to include all phases of developnent fran seed germination to natural or induced cessation of life. A manufacturer of a particular herbicide recommends a range of rates and concentrations calculated to maximize weed control. The range of rates varies fran approxiately 0.01 to 50 pounds per acre (lb/A) (0.0112 to 56 kilograms per hectare (k/ha)), usually from 0.1 to 25 lb/A (0.112 to 28 k/ha). The actual amount used depends upon several considerations including particular weed susceptibility and overall cost limit tions. Unfortunately, at these rates of application both weeds and the intended crop beneficiary can be injured. Therefore, a particular herbicide's use may be limited by its injurious effect On the cultivated crop. To preserve the beneficial aspects of herbicide use and to mitigate crop damage, herbicidal antidotes have been developed. These antidotes reduce or eliminate damage to the crop without substantially impairing the ameliorative effect of the herbicide. They are described in U.S. Patent Nos. 3,989,502, 4,021,224, 4,072,688 and 4,124,372, which are incorporated herein by reference. Although several explanatory theories have been advanced, the precise mechanism by which an antidote reduces herbicidal injury has not been empirically verified. An antidote cwound may in fact by a remedy, interferent, protectant, or antagonist. As used herein "antidote" describes the effect of herbicidal phytoxocity to weed species and reduced or non-phytotoxicity to cultivated crop species.

Claims: I CLAIM: 1. A herbicidal composition comprising (a) one or more liquid thiolcarbamates of the formula EMI13.1 in which is is C1-C6 alkyl, C2-C6 alkenyl and C2-C6 alkynyl; R2 s C1-C6 alkyl, C2-C6 alkenyl, cyclohexyl and phenyl; or R1 and R2 together with the nitrogen atom to which they are attached form a ring structure having 4-10 carbon atoms; R3 is C1-C6 alkyl, C2-C4 alkenyl, benzyl, phenyl, halophenyl, and methyl substituted phenyl or benzyl, C1-C6 haloalkyl; (b) one or more solid s-triazine compounds of the formula EMI13.2 in which A is chlorine, methoxy, and methylthio; and R4 and R5 are independently C1-C4 alkyl, C2-C8 alkoxyalkyl, and C1-C4 cyanoalkyl, and having a particle size between about 2 to about 5 microns; (c) opionally an antidotally effective amount of an acyl or thioacyl substituted oxazolidine or thiazolidines antidote compound of the formula EMI13.3 wherein X is oxygen or sulfur; Y is oxygen or sulfur; R6 is C1-C10 alkyl, Cl-clo haloalkyl, C1-C4 alkylthio, C2-C4 chloralkenyl; R8m R9m R10 and R12 are hydrogenm C1-C4 alkyl, C2-C4 alkoxy alkyl, Cl-C4 alkylol; ; R7 and R11 is hydrogen, Cl-C4 alkyl, C2-C4 alkoxyalkyl, phenyl, naphthyl, substituted phenyl wherein substitutents are monofluoro, monochloro, dichloro, nitro, methyl, methoxy, or hydroxy; or an amide of haloalkanoic acid having 2 through 7 carbon atoms or an amide compound having the formula EMI14.1 wherein R13 can be selected from the group consisting of haloalkyl; alkenyl; alkyl; alkenyl; cycloalkyl; cycloalkylalkyl; halogen; hdyrogen; carboalkoxy; N-alkenylcarbamylalkyl; N-alkenylcarbamyl; N-alkyl-N-aklynylcarbamyl; N-alkyl-N-alkynylcarbamylalkyl; N-alkenylcarbamylalkoxyalkyl; N-alkyl-N alkynylcarbamylalkoxyalkyl; alkynoxy; haloalkoxy; thiocyanatoalkyl; alkenylaminoalkyl; alkylcarboalkyl; cyanoalkyl; cyanatoalkyl; alkenylamino suifonoalkyl; alkylthioalkyl; haloalkylcarbonyloxyalkyl; alkyowcarboalkyl; haloalkenyl carbonyloxyalkyl; hydroxyhaloalkyloxyalkyl; hydroxyalkylcarbo- alkyoxyalkyl; hydroxyalkyl; alkoxysulfonoalkyl; furyl, thienyl; alkyldithiolenyl; thienalkyl; phenyl and substituted phenyl wherein said substituents can be selected from halogen, alkyl, haloalkyl, alkoxy, carbamyl, nitro, carboxylic acids and their salts, haloalkylcarbamyl; phenylalkyl; phenylhaloalkyl; phenylalkenyl; substitued phenylalkenyl wherein said substituents can be selected from halogen, alkyl, alkoxy; halophenoxy; phenylalkoxy; phenyl alkyl carboxyalkyl; phenylcycloalkyl; halophenylalkenoxy; haloth iophenylalkyl; halophenoxyalkyl; bicycloalkyl; alkenylcarbamylpyri- vinyl; alkynylcarbamylpyridinyl; d ialkenylcarbaitylbicycloalkenyl; alkynyl carbarylbicycloalkenyl; R14 and R15 can be the same or different and can be selected from the group consisting of alkenyl; haloalkenyl; hydrogen, alkyl; haloalkyl; alkynyl; cyanoalkyl; hydroxyalkyl; bydroxyhaloalkyl; haloalkylcarboxyalkyl; alkylcarboxyalkyl; alkoxycarboxyalkyl; thioalkylcarboxyalkyl; alkoxycarboalkyl; alkylcarbamyloxyalkyl; amino; formyl; halo alkyl -alkyl amido; haloalkylamido; haloalkylamidoalkyl; haloalkyl-Nalkyl - amidoalkyl; haloalkylamidoalkenyl; alkyl imino; cycloalkyl; alkylcycloalkyl; alkoxyalkyl; alkylsulfonyloxyalkyl; mercaptoalkyl; alkylaminoalkyl; alkoxycarboalkenykl; haloalkylcarbonyl; alkylcarbonyl; alkenylcarbamyloxyalkyl; cycloalkylcarbamyloxyalkyl; alkoxycarbonyl; haloalkoxycarbonyl; halophenylcarbanyloxyalkyl; cycloalkenyl; phenyl; substituted chenyl wherein said substituents can be selected from alkyl, halogen, haloalkyl, alkoxy, haloalkylamido, phthalamido, hydroxy, alkylcarbamyloxy, alkenylcarbamyloxy, alkylamido, halcalkylamido, alkylcarboalkenyl, phenylsulfonyl; phenylalkyl; substituted phenylalkyl wherein said substituents can be selected from halogen, alkyl; dioxyalkylene, halophenoxyalkylamidoalkyl; alkylthiodia- zolyl; piperidylalkyl; thiazolyl; alkyithiazolyl; benzothiazolyl; piperidylalkyl; thiazolyl; alkylthioazolyl, benzothioazolyl; halobenzothiazolyl; furylalkyl; pyridyl; alkylpyridyl; alkyloxazolyl; tetrahydrofurylalkyl; 3-cyano, 4,4-polyalkylene-thienyl; &alpha;-haloalkylacetamidophenylalkyl; &alpha;-haloalkylacetamidonitrophenylalkyl; &alpha;-haloalkylacetamidohalophenyl- alkyl; cyanoalkenyl; R14 and R15 when taken together can form a structure consisting of piperidinyl; alkylpiperidinyl; alkyltetrahydropyridyl; morpholyl; alkylmorpholyl; azobicyclononyl; benzoalkylWrrolidiny1 ; oxazolidyl; alkyloxazolidyl; perhydroquinolyl; alkylaminoalkenyl; provided that when R14 is hydrogen R15 is other than hydrogen and halophenyl; (d) an anionic emulsifier having the structural formula EMI15.1 wherein R20 is a C10-C15 alkyl; (e) a non-ionic or modified non-ionic emulsifier having the structural formula EMI15.2 or R21-O-(CH2CH2O)nH wherein n is the integer 7 through 11 and R21 is a hydrophobe of Cs-C20 alkyl, C5-C20 alkylphenyl, C5-C20 alkylnaphthyl or the di- or tri- C5-C20 alkyl substituted phenyl or naphthyl (f) a water-soluble wetting agent that is insoluble in said thiolcarbamate having the structural formula EMI15.3 wherein R26 is C7-C12 alkyl, R27 is C7-CI 2 alkyl or hydrogen and m is the integer 80 through 150; ; (g) the calcium salt of lignin sulfonate as a dispersing agent (h) an anti-foaming agent; (i) fumed silicas; and (j) water. 2. The herbicidal composition of Claim 1 wherein: (a) the liquid thiolcarbamate is Ethyl N,N-diisobutyl thiolcarbamate; (b) the triazine is atrazine; and (c) the antidote is N,N-diallyl dichloroacetamide. 3. The herbicidal composition of Claim 1 wherein: (a) the liquid thiolcarbamate is S-ethyl N,Ndiisobutyl thiolcarbamate (b) the s-triazine is atrazine; (c) the antidote is N,N-diallyl dichloroacetamide; (d) the anionic emulsifier is the calcium salt of dodecyl benzene sulfonic acid; (e) the non-ionic or modified non-ionic emulsifier has the structural formula EMI16.1 (f) the wetting agent has the structural formula EMI16.2 (g) the dispersing agent is the calcium salt of lignin sulfonate (h) anti-foaming agent; (i) fumed silica; and (j) water. 4. The herbicidal composition of Claim 1 wherein the non-ionic or modified non-ionic emulsifier has the structural formula EMI16.3 wherein n is the integer 7 through 11 and R25 is a C7-C12 alkyl.

Inventors: MOUCHARAFIEH, NADIM CHAMEL
Applicants: STAUFFER CHEMICAL COMPANY
Application year: 1983
Main classification: A01N47
IPC codes: A01N47, A01N25