MXPA00005379A - Use of fatty alcohol carbonates as solvents in agricultural formulations - Google Patents

Abstract

An adjuvant containing:(a) a fatty alcohol carbonate;and (b) a component selected from the group consisting of nonionic surfactants, anionic surfactants, cationic surfactants, alkyl esters, phytobland mineral oils, water soluble silicone surfactants, fatty acid dialkyl ethers, fatty acid dialkyl carbonates, vegetable oils, and mixtures thereof.

Description

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USE OF CARBONATES OF FATTY ALCOHOLS AS SOLVENTS IN AGRICULTURAL FORMULATIONS The present invention relates, in general, to solvents for agricultural products. More specifically, the invention relates to the use of inert methyl ester solvents for the formulation of pesticidal products. It is known that some agricultural products such as insecticides, insect repellents fungicides, bactericides, herbicides and plant growth regulators can be formulated in different pesticide products for use in crops and ornamental plants, to control weeds, insects and the like. These products can be applied in the form of a liquid or a semi-solid dispersion. Although the use and application of pesticide formulations is generally known, its formulation into a single compatible, soluble pesticide product has some solubility problems. Due to the chemical differences associated with the individual components that constitute a pesticide formulation, it is sometimes not possible to effectively disperse the pesticide component in a single, uniform formulation.

BRIEF SUMMARY OF THE INVENTION The present invention is directed to an adjuvant composition containing: a) a carbonate of fatty alcohol; and b) a component selected from the group consisting of nonionic surfactants, anionic surfactants, cationic surfactants, alkyl esters, soft mineral oils for plants, water soluble silicone surfactants, dialkyl ethers, fatty dialkyl carbonates, vegetable oils and mixtures of the same. The present invention is also directed to a pesticidal concentrate containing: a) an adjuvant composition containing: (i) a fatty alcohol carbonate; and (ii) a component selected from the group consisting of nonionic surfactants, anionic surfactants, cationic surfactants, alkyl esters, soft mineral oils for plants, other soluble silicone surfactants, dialkyl ethers, fatty dialkyl carbonates, vegetable oils and mixtures thereof; and b) a biologically active ingredient. The present invention also relates to a process for treating a target substrate, which consists in contacting the target substrate with the pesticide concentrate described above.

BRIEF DESCRIPTION OF THE DIFFERENT VIEWS OF THE DRAWINGS Not applicable DETAILED DESCRIPTION OF THE INVENTION In addition to the clauses and the operative examples, or where indicated otherwise, all the numbers expressing quantities of ingredients or reaction conditions used herein must be understood modified in all cases by the term "approximate" " The term "target substrate" as used herein means a plant, a plant pest or a combination of plant and plant pest. A pest of plants is defined as any latent stage of weeds, insects, mites, nematodes, slugs, snails, protozoa or other invertebrate animals, bacteria, fungi, other parasitic plants or reproductive parts thereof, viruses or any similar organism or allied with the aforementioned, or any of the infectious substances that may directly or indirectly injure or cause disease or damage in any of the plants or parts thereof, or any of the processed, manufactured or other products of the plants. The fatty alcohol carbonates of the present invention can be used alone or in combination with other known solvents such as, for example, the methyl esters of fatty acids. These can be used as solvents in pesticide formulations such as emulsifiable concentrates and concentrated emulsions. These carbonates of fatty alcohols are biodegradable materials that are obtained naturally and that can be used as solvents in combination with different active ingredients due to their inherent polarity. These compounds are stable to hydrolysis which is very important when mixtures are used in agricultural tanks. The carbonates of suitable fatty alcohols which can be used in the present invention correspond to the formula I: R? -0-CO-O-R? (I) wherein Ri is an aliphatic hydrocarbyl of C6-22 / and preferably an aliphatic hydrocarbyl of C? 2_? 8, having from 0 to 3 double bonds. These compounds are prepared by trans-esterifying diethyl carbonate. Examples of suitable co-surfactants / solvents include, for example, other nonionic surfactants such as ethoxylated castor oils, ethoxylated alcohol, alkyl polyglucosides, glucamides and the like, anionic surfactants such as fatty alcohol sulfate ethers, phosphate ethers, sulfonates and the like , cationic surfactants such as ethoxylated fatty amines, and the like, alkyl esters such as methyl oleate, ethyl canolate and methyl soyate, soft mineral oils for plants, water soluble silicone surfactants, dialkyl ethers, fatty dialkyl carbonates, oils vegetables such as canola oil, soybean oil and the like, and mixtures thereof, commonly used in coadjuvant and pesticidal compositions. According to one embodiment of the present invention, an adjuvant composition is provided which contains: (a) from about 99 to about 1% by weight, preferably from about 90 to about 100% by weight, and of greater preferably from about 75 to about 25% by weight of a fatty alcohol carbonate, and (b) from about 1 to about 99% by weight, preferably from about 10 to about 90% by weight, and more preferably from about 25 to about 75% by weight, based on the weight of the adjuvant composition, of a cosurfactant / solvent. According to another embodiment of the present invention there is provided a pesticidal concentrate containing a mixture of the above-described coadjuvant composition and a biologically active ingredient. The biologically active ingredients suitable for use in the pesticidal concentrates of the present invention are generally selected from the group consisting of insecticides, insect repellents, fungicides, bactericides, bacteriostats, herbicides and plant growth regulators, all of which are based on biologically active ingredients. Suitable insecticides include, for example, 0- (2-isopropyl-4-methyl-6-pyrimidinyl) phosphorothioate 0.0-diethyl, S-2- [(ethylthio) ethyl] phosphorodithioate 0.0-diethyl, - 0-dimethyl (3-methyl-4-nitrophenyl) thiophosphate, S- (N-methylcarbamoylmethyl) of 0-dimethyl, S- (N-methyl-N-formylcarbamoylmethyl) phosphorodithioate of 0,0-dimethyl , S-2- [(ethylthio) ethyl] 0-dimethyl, 0-dimethyl, S-2- [(ethylthio) ethyl] -phosphodithioate 0,0-diethyl, l-hydroxy-2, 2, 2-trichloroethylphosphonate 0 , 0-dimethyl, 0- (5-phenyl-3-isooxazolyl) phosphorothioate 0.0-diethyl, 0- (2, 5-dichloro-4-bromophenyl) phosphorothioate 0, 0-dimethyl, 0- (3-methyl-4-methylmercaphophenyl) thiophosphate, 0-p-cyanophenyl-O-phenylphosphorothioate 0-ethyl, S- (1,2-dicarboethoxyethyl) phosphorodithioate 0, 0-dimethyl, 2-chloro phosphate - (2, 4, 5-tricotophenyl) vinyl dimethyl, 2-chloro-l- (2,4-dichlorophenyl) vinyl dimethyl, 0-p-cyanophenyl-phosphorothioate 0-dimethyl phosphate, 2,2-dichlorovinyl dimethyl phosphate , 0-2, 4-dichlorophenyl-phosphorothioate 0,0-diethyl, ethyl mercaptophenylacetate 0,0-dimethyl phosphorodithioate, S- [(6-chloro-2-oxo-3-benzooxazolinyl) methyl] 0,0-diethyl phosphorodithioate, 2-chloro-l- (2,4-dichlorophenyl) vinyl diethyl phosphate, 0- (3-oxo-2-phenyl-2H-pyridazin-6-yl) phosphorothioate 0.0-diethyl, S- (l-methyl) -2-ethylsulfinyl) -ethyl phosphorothioate 0,0-dimethyl, S-phthalimidomethyl phosphorodithioate 0,0-dimethyl, 0,0-diethyl 2,2,2-trichloroethanol, 2- (p-tert-butyl-phenoxy) isopropyl-2'-chloroethyl sulfite, azoxybenzene, di- (p-chlorophenyl) -cyclopropyl carbinol, di [tri (2,2-dimethyl-2-phenylethyl) tin] oxide, 1- (4-chlorophenyl) -3- ( 2,6-difluorobenzoyl) urea, and S-tricyclohexyl-tin-0-diisopropylphosphorodithioate; 2-methyl-2- (methylthio) propionaldehyde, 0- (methylcarbamoyl) oxime; ethyl [2- (4-phenoxyphenoxy) ethyl] carbamate; butyl-2, 3-dihydro-2, 2-dimethylbenzofuran-7-yl N, N '-dimethyl-N, N'-thiodicarbamate; 1-naphthyl methyl carbamate; 2- (ethylthiomethyl) phenyl methylcarbarmate; 5- (4-phenoxybutyl) dimethylthiocarbamate; dimethyl N, N '(thiobis (methylimino) carbonyloxy) -bis (ethanimidothioate); (RS) -a-cyano-3-phenoxybenzyl- (RS) -2- (4-chlorophenyl) -3-methylbutyrate; (RS) -a-cyano-3-phenoxyphenyl- (RS) -2,2-dichloro-1- (4-ethoxyphenyl) cyclopropanecarboxylate; (RS) -acyano-3-phenoxybenzyl-N- (2-chloro-a, a, α-trifluoro-p-tolyl-D-valinate; 3-phenoxybenzyl- (1RS) -cis, trans-3- ( 2, 2-d-dichlorovinyl) -2, 2-dimethylcyclopropanedicarboxylate Insect repellents which may be employed include, but are not limited to, 2-ethyl-l, 3-hexanediol, N-octyl bicycloheptene dicarboximide, N, N -diethyl-M-toluamide; 2,3: 4, 5-Bis (2-butylene) tetrahydro-2-furaldehyde; Di-n-propyl isocinchomeronate; and 2-hydroxyethyl-n-octyl sulfide. Fungicides that may be employed include, but are not limited to, 3, 3'-methylenebis (tetrahydro-4,6-dimethyl-2H-1, 3, 5-thiadiazin-2-thione), zinc ethylenebis (dithiocarbamate) or manganese, bis- (dimethyldithiocarbamoyl) disulfide, propylene-bis (dithiocarbamate) zinc, bis (dimethyldithiocarbamoyl) ethylenediamine; nickel dimethyldithiocarbamate, methyl-1 (butylcarbamoyl) -2-benzimidazole carbamate, 1,2-bis (3-methoxycarbonyl-2-thioureido) benzene, l-isopropylcarbamoyl-3- (3,5-dichlorophenyl) hydantoin, N- potassium hydroxymethyl-N-methyl dithiocarbamate and 5-methyl-10-butoxycarbonylamino-10, 11-dehydrodibenco (b, f) azepine; pyridine fungicides such as zinc bis (l-hydroxy-2 (1H) pyridinthionate and sodium salt of 2-pyridinium-1-oxide; S-benzylphosphorothioate of O, O-diisopropyl and S, S-O-ethyl diphenyldithiophosphate; phthalimide fungicides such as N- (2,6-p-diethylphenyl) phthalimide and N- (2,6-diethylphenyl) -4-methylphthalimide; dicarboxyimide fungicides such as N-trichloromethylthio 4-cyclohexen-1, 2-dicarboxyimide and N-tetrachloroethylthio -4-cyclohexen-l, 2-dicarboxyme ida, 5, ß-dihydro-2-methyl-l, 4-oxatin-3-carboxanilido-11,4-dioxide and 5,6-dihydro-2-methyl-1, 4-oxatine-3-carboxanilide, naphthoquinone fungicides such as 2,3-dichloro-1,4-naphthoquinone, copper 2-oxy-3-chloro-l, 4-naphthoquinone sulfate, pentachloronitrobenzene, 1,4-dichloro-2, 5-dimethoxybenzene, 5-methyl-s-triazole- (3, 4-b) benzothiazole, 2- (thiocyanomethylthio) benzothiazole, 8-hydroxy-5-methylisoxazole, N-2, 3-dichlorophenyltetrachlorophthalamic acid, 5-ethoxy-3 -trichloromethyl-1,2,4- thiazole; 2,4-dichloro-6- (0-chloroanilino) -1,3,5-triazine; 2,3-dicyano-1,4-dithioanthra quinone; Copper 8-quinolinete; Polyoxin; validamycin; cycloheximide; iron methano-sonate; diisopropyl 1,3-dithiolan-2-iridene malonate; 3-allyloxy-l, 2-benzoisothiazole-1,1-dioxide; kasugamycin; Blasticidin S; 4,5,6,7-tetrachlorophtalide; 3- (3,5-dichlorophenyl) 5-ethenyl-5-methyloxazolizine-2, -dione; N- (3,5-dichlorophenyl) -1,2-dimethylcyclopropane-1,2-dicarboxyimide; S-n-butyl-5 '-para-t-butylbenzyl-N-3-pyridylthiocarbonylimidate; 4-chlorophenoxy-3, 3-dimethyl-1- (1H, 1, 3, 4-triazoi-1-yl) -2-butanone; methyl-D, L- N- (2,6-dimethylphenyl) -N- (2'-methoxyacetyl) alaninate; N-propyl- N- [2- (2,4-, 6-trichlorophenoxy) ethyl] imidazole-1-carboxamide; N- (3,5-dichlorophenyl) succinyl ida; tetrachloroisophthalonitrile; 2-dimethylamino-4-methyl-5-n-butyl-6-hydroxypyrimidine; 2,6-dichloro-4-nitroaniline; 3-methyl-4-chlorobenzothiazol-2-one; 1,2,5,6-tetrahydro-4H-pyrrolol- [3, 2, 1-i, j] quinolin-2-one; 3 '-isopropoxy-2-methylbenzanilide; 1- [2- (2,4-dichlorophenyl) -4-ethyl-1,3-dioxoran-2-methyl] -1H, 1,2, -triazole; 1,2-benzisothiazolin-3-one; basic copper chloride; basic copper sulfate; N'-dichlorofluoromethylthio-N, N-dimethyl-N-phenyl sulfamide; ethyl-N- (3-dimethylaminopropyl) thiocarbamate hydrochloride; pio icina; S, S-6-methylquinoxalin-2,3-dithyldithiocarbonate; zinc and manneb complex; di-zinc bis (dimethyldithiocarbamate) ethylenebis (dithiocarbamate). Plant growth regulators that may be employed include, but are not limited to, N-methoxycarbonyl-N'-4-methylphenylcarbamoylethylisourea and l- (4-chlorophenylcarbamoyl) -3-ethoxycarbonyl-2-methylisourea; other type of plant growth regulators such as sodium naphthaleneacetate, 1,2-dihydropyridazin-3,6-dione and gibberellins; triazine herbicides such as 2-methylthio-4,6-bisethylamino-1,3,5-triazine, 2-chloro-4,6-bisethylamino-1,3,5-triazine, 2-methoxy- ^ 4-ethylamino-6 isopropylamino-l, 3, 5-triazine, 2-chloro-4-ethylamino-6-isopropylamino-s-triazine, 2-methylthio-4,6-bis (isopropylamino) -S-triazine and 2-methylthio-4-ethylamino -6-isopropylamino-s-triazine; herbicides fe? oxy as 2, 4-dichlorophenoxyacetic acid and methyl, ethyl, and butyl esters thereof. 2-Chloro-4-methylphenoxyacetic acid, 4-chloro-2-methylphenoxyacetic acid and ethyl 2-methyl-4-chlorophenoxybutylate; diphenyl ether herbicides such as 2,4,6-trichlorophenyl-4'-nitrophenylether, 2,4-dichlorophenyl-4'-nitrophenylether and 3,5-dimethylphenyl-4'-nitrophenylether; urea herbicides such as 3- (3,4-dichlorophenyl) -1-methoxy-l-methyl urea, 3- (3,4-dichlorophenyl) -1, 1-dimethylurea and 3- (4-chlorophenyl) -1, 1- dimethylurea; carbamate herbicides such as 3-methoxycarbonylaminophenyl-N- (3-methylisopropyl-N- (3-chlorophenyl) carbamate and methyl-N- (3,4'-dichlorophenyl) carbale; uracil herbicides such as 5-bromo-3-sec-butyl -6-methyluracil and l-cyclohexyl-3,5-propylene nuracil, thiolcarbamate herbicides such as S- (4-chlorobenzyl) -N, N-diethylthiolcarbamate, S-ethyl-N-cycloethylthiolcarbamate and S-ethyl-hexahydro-lH-azepin- 1-carbothioate and S-ethyl-N, N-di-n-propyl-thiocarbamate; pyridine herbicides such as 1,1 '-di-methyl-4,' -bispyridinium dichloride; phosphoric herbicides such as N- (phosphonomethyl) glycine; aniline herbicides such as alpha-trifluoro-2,6-dinitro-N, N-dipropyl-p-toluidine, 4- (methylsulfonyl) -2,6-dinitro-N, N-dipropylaniline and N [3], N [3] -diethyl-2,4-dinitro-6-trifluoromethyl-1,3-phenylenediamine; acid-bound herbicides such as 2-chloro-2 ', 6'-diethyl-N- (butoxymethyl) acetoanilide, 2-chloro-2', 6 '-diethyl-N- (methoxymethyl) acetoanilide and 3,4-dichloropropionanilide; pyrazole herbicides such as 1,3-dimethyl-4- (2,4-dichlorobenzoyl) -5 -hydroxypyrazole and 1,3-di-methyl-4- (2,4-dichlorobenzoyl) -5- (p-toluenesulfonyloxy) pyrazole; 5-tert-butyl-3- (2,4-dichloro-5-isopropoxyphenyl) -1,3,4-oxadiazolin-2-one; 2- [N-isopropyl, N- (4-chlorophenyl) carbamoyl] -4-chloro-5-methyl-4-isooxazolin-3-one; 3-isopropylbenzo-2-thia-l, 3-diazinon- (4) -2,4-dioxide and 3- (2-methyl-phenoxy) pyridazine.

According to another embodiment of the present invention, in this way a pesticide concentrate is provided which contains: (a) from 99.9 to about 5% by weight, preferably from about 95 to about 15% by weight, and most preferably from about 90 to about 20% by weight of the adjuvant described above; and (b) from about 0.1 to about 95% by weight, preferably from about 5 to about 85% by weight, and most preferably from about 10 to about 80% by weight of a biologically active ingredient. The precise amount of the biologically active ingredient contained in the pesticide concentrate will often depend on the specific end-use application, i.e., the target substrate to be treated, the area to be treated, etc. Thus, it is within the ability of the applicator to determine the specific amount of the biologically active ingredient that is to be used for a particular application.

To formulate the pesticide concentrate in a ready-to-use form, it is commonly diluted with water to form an aqueous pesticidal composition. The ready-to-use aqueous pesticidal composition will usually contain from about 0.1% to about 10% by weight and, preferably, from 0.5 to about 5% by weight, based on the weight of the composition, of the pesticide concentrate described above, the rest of which will usually be water. The precise amount of dilution of the pesticide concentrate needed to form an aqueous pesticide composition ready for use again will depend on the specific application thereto, i.e., the target substrate to be treated, the area to be treated, etc. . Thus, once again it is within the ability of the applicator to determine the specific amount of water needed to dilute the pesticide concentrate. Finally, the present invention also provides a process for treating a target substrate that includes contacting the target substrate with the above-described aqueous pesticidal composition.

Claims (1)

1. CLAIMS An adjuvant containing: a) a carbonate of fatty alcohol; and b) a co-surfactant / solvent component selected from the group consisting of nonionic surfactants, anionic surfactants, cationic surfactants, alkyl esters, soft mineral oils for plants, water soluble silicone surfactants, dialkyl ethers of fatty acids, dialkyl carbonates of fatty acids, vegetable oils and mixtures thereof. The adjuvant of claim 1, wherein the fatty alcohol carbonate is present in the adjuvant in an amount from about 99 to about 1% by weight, based on the weight of the adjuvant. The adjuvant of claim 1, wherein the fatty alcohol carbonate is present in the adjuvant in an amount from about 75 to about 25% by weight, based on the weight of the adjuvant. The adjuvant of claim 1, wherein the co-surfactant / solvent is present in the adjuvant in an amount of from about 1 to about 99% by weight, based on the weight of the adjuvant. The adjuvant of claim 1, wherein the co-surfactant / solvent is present in the adjuvant in an amount of from about 25 to about 75% by weight, based on the weight of the adjuvant. A pesticide concentrate containing: a) an adjuvant containing: (i) a fatty alcohol carbonate; and (ii) a component selected from the group consisting of nonionic surfactants, anionic surfactants, cationic surfactants, alkyl esters, soft mineral oils for plants, water soluble silicone surfactants, dialkyl ethers of fatty acids, dialkyl carbonates of fatty acids , vegetable oils and mixtures thereof; and b) a biologically active ingredient. The concentrate of claim 6, wherein the carbonate of fatty alcohols is present in the adjuvant in an amount from about 99 to about 1% by weight, based on the weight of the adjuvant. The concentrate of claim 6, wherein the fatty alcohol carbonate is present in the adjuvant in an amount from about 75 to about 25% by weight, based on the weight of the adjuvant. The concentrate of claim 6, wherein the co-surfactant / solvent is present in the adjuvant in an amount from about 1 to about 99% by weight, based on the weight of the adjuvant. The concentrate of claim 6, wherein the co-surfactant / solvent is present in the adjuvant in an amount of from about 25 to about 75% by weight, based on the weight of the adjuvant. The concentrate of claim 6, wherein the adjuvant is present in the concentrate in an amount from about 99.9 to about 5% by weight, based on the weight of the concentrate. The concentrate of claim 6, wherein the adjuvant is present in the concentrate in an amount of about 90 to about 20% by weight, based on the weight of the concentrate. The concentrate of claim 6, wherein the biologically active ingredient is present in the concentrate in an amount of from about 0.1 to about 95% by weight, based on the weight of the concentrate. The concentrate of claim 6, wherein the biologically active ingredient is present in the concentrate in an amount of from about 10 to about 80% by weight, based on the weight of the concentrate. A process for treating a target substrate is to contact the substrate with an effective amount of the pesticide concentrate of claim 6.