MXPA00005305A - Use of fatty alcohol polyalkoxy alkyl ethers in agricultural formulations - Google Patents

Abstract

An adjuvant containing:(a) a fatty alcohol polyalkoxy alkyl ether;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

"USE OF POLYALCOXYALYL ALCOHOL EFFICIENCY IN AGRICULTURAL FORMULATIONS" BACKGROUND OF THE INVENTION The present invention is generally related to the use of fatty alcohol polyalkoxyalkyl ethers as emulsifiers, dispersants, wetting agents and solvents for adjuvant concentrates, pesticidal compositions and aqueous pesticidal compositions. Insecticides, insect repellents, fungicides, bactericides, bacteriostats, herbicides, and plant growth regulators are usually formulated into various products for use in crops, for insect control, weed control and the like. Alternatively, the products can be formulated as liquids or powders or granules. Solvents, emulsifiers, dispersing agents and wetting agents are normally incorporated into these compositions to ensure the preparation of a uniform pesticidal formulation. These components of the formulation are also selected to ensure that the pesticidal composition will be uniformly dispersed or emulsified in a tank mix at one point of application. They also have a third object which is to ensure the optimal delivery of the preparation of the tank mix to the target pest or substrate. Sometimes these surfactants incorporated in the pesticidal formulations are not sufficient to completely secure stable tank mixtures when these tank mixtures contain multiple components. Similarly, it may be necessary to add adjuvants to the tank mixture for complete stability. It is widely known that by adding adjuvants containing surfactants to the tank mixture, the mixture will achieve the desired stabilization. In addition, it has been shown that additional amounts of surfactants have been shown to increase the potency of the pesticidal activity of many pesticides and that there are many adjuvant formulations that have been developed for this purpose. Surfactants are almost always components of these adjuvants ranging from secondary components to the single component.

BRIEF COMPENDIUM OF THE INVENTION The present invention is directed to an adjuvant composition containing: (a) a fatty alcohol polyalkoxyalkyl ether; Y (b) a component that is selected from the group consisting of nonionic surfactants, anionic surfactants, cationic surfactants, alkyl esters, phytobland mineral oils, water soluble silicone surfactants, dialkyl fatty esters, dialkyl carbonates fatty acids, vegetable oils, and mixtures thereof. The present invention is also directed to a pesticidal concentrate containing: (a) an adjuvant containing: (i) a fatty alcohol polyalkoxyalkyl ether; and (ii) a component that is selected from the group consisting of nonionic surfactants, anionic surfactants, cationic surfactants, alkyl esters, phytobland mineral oils, water soluble silicone surfactants, diallyl ether fatty acids, fatty dialkyl, vegetable oils, and mixtures thereof; and (b) a biologically active ingredient. The present invention is also directed to a process for treating a target substrate that involves contacting the target substrate with the pesticide concentrate disclosed above.

BRIEF DESCRIPTION OF THE DIFFERENT VIEWS OF THE DRAWING Not Applicable DETAILED DESCRIPTION OF THE INVENTION Other than that which is in the claims and working examples, or where indicated to the contrary, all numbers expressing the amounts of ingredients or reaction conditions used herein must be understood as being modified in all cases by the term "approximately". The term "white substrate" as used herein means a plant, a plant pest or a combination of a plant and a plant pest. The plant pest is defined as any living stage of any weed, insects, weevils or mites, nematodes, slugs, snails, protozoa or other invertebrate animals, bacteria, fungi, other parasitic plants or reproductive parts of them, viruses or any other organism similar to or alloyed with any of the aforementioned, or any of the infectious substances that may directly or indirectly damage or cause illness or damage in any of the plants or parts thereof, or any product of plants processed, manufactured or otherwise. The fatty alcohol polyalkoxyalkyl ethers of the present invention can provide a variety of functions in agricultural applications. They can serve as emulsifiers, dispersants and wetting agents in a variety of pesticidal compositions and adjuvants. Specifically, they can be used in emulsifiable concentrates, microemulsions, aqueous flowable materials and oil-based flowable materials. They can also be used as emulsifiers in concentrated adjuvants of culture oil based on both synthetic and vegetable oils. The fatty alcohol polyalkoxyalkyl ethers are foam forming surfactants which have excellent stability in the presence of caustic and acidic materials. They are also easily biodegradable and their activity is not affected by hard water, which is often used in agricultural tank mixes. The fatty alcohol polyalkoxyalkyl ethers of the present invention correspond to the formula I: R!? - (EO) x (PO) and -R² (I) wherein R ^ is a monovalent organic radical having from 6 to 22, and preferably from 12 to 18 carbon atoms, x is a number from 1 to 10, and preferably from 2 to 6, and is a number from 0 to 10, and R2 is an alkyl group having from 1 to 12, and preferably from 3 to 6 carbon atoms. A particularly preferred fatty alcohol polyalkoxyalkyl ether for use in the present invention is one wherein R] _ is an organic radical of 12 to 18 carbon atoms, x is equal to 5, and is zero, and R2 is a group of n-butyl. Examples of suitable co-surfactants / solvents include, for example, other nonionic surfactants such as ethoxylated castor oils, alcohol ethoxylates, alkyl polyglycosides, glucamides and the like, anionic surfactants such as fatty alcohol ether sulfates. , phosphate esters, 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, phytobland mineral oils, soluble silicone surfactants water, fatty dialkyl ethers, dialkyl fatty carbonates, vegetable oils such as canola oil, soy bean oil and the like, and mixtures thereof, typically employed in adjuvant and pesticidal compositions. The co-surfactant / solvent of the present invention will typically be present in the composition adjuvant in an amount of from about 1 percent to 99 percent by weight, preferably from about 10 percent to about 95 percent by weight, and especially preferably from about 25 percent to about 90 percent by weight, based on in the weight of the adjuvant composition. In accordance with another embodiment of the present invention, there is provided a pesticidal concentrate containing a mixture of the adjuvant composition disclosed above and a biologically active ingredient. Biologically active ingredients suitable for use in pesticide 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 0- (3-methyl-4-nitrophenyl) thiophosphate 0,0-dimethyl S- (N-methylcarbamoylmethyl) phosphorodithioate 0,0-dimethyl, S- (N-methyl-N-formylcarbamoylmethyl) phosphorodithioate 0.0-dimethyl S-2- [(ethylthio) ethyl] phosphorodithioate 0.0-diethyl S-2- [(ethylthio) ethyl] phosphorodithioate, 0, 0-dimethyl-l-hydroxy-2,2,2-trichloroethylphosphonate, 0-diethyl-O- (5-phenyl-3-isooxazolyl) phosphorothionate, 0-dimethyl O- (2, 5- dichloro-4-bromophenyl) phosphorothioate, O, 0-dimethyl-0-) 3-methyl-4-methylmercaptophenyl) thiophosphate, 0-p-cyanophenyl-0-phenylphosphorothioate 0-ethyl O, 0-dimethyl-S- (1, 2-dicarboethoxyethyl) phosphorodithioate, 2-chloro- (2, 4, 5-trichlorophenyl) vinyl dimethyl phosphate, 2-chloro-l- (2,4-dichlorophenyl) vinyl dimethyl phosphate, 0-p-cyanophenyl phosphorothioate 0, 0-dimethyl, 2,2-dichlorovinyldimethyl phosphate, 0-2, 4-dichlorophenyl 0-diethyl phosphorothioate, 0- ethyl mercaptophenylacetate 0- dimethylphosphorodithioate phosphorodithioate S- [(6-chloro-2-oxo -3-benzooxazolinyl) methyl] O, 0-diethyl, 0.0-diethyl of 2-chloro-1- (2,4-dichlorophenyl) vinyldiethylphosphate, 0- (3-oxo-2-phenyl-2H-pyridazin-6) -il) 0.0-diethyl phosphorothioate, S- (l-methyl-2-ethylsulfinyl) -ethyl phosphorothioate 0.0, dimethyl O-O-dimethyl S-phthalimidomethyl phosphodithioate, 2, 2, 2, -trichloroethanol of 0.0-diethyl, 2- (p-tert-butyl-phenoxy) isopropyl-2-t-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; 0- (methylcarbamoyl) oxime of 2-methyl-2- (methylthio) propionaldehyde; ethyl [2- (4-phenoxyphenoxy) ethyl] carbamate; N, Nt-dimethyl-N, N'-thiodicarbamate of butyl-2,3-dihydro-2,2-dimethylbenzofuran-U-yl; l-naphthyl methylcarbamate methyl 2- (ethylthiomethyl) phenyl carbamate; 5- (4-phenoxybutyl) dimethylthiocarbamate; N, NT- (thiobis (methylimino) carbonyloxy) -bis (dimethyl ethanimidothioate; (RS) -alpha-cyano-3-phenoxybenzyl- (RS) -2- (4-chlorophenyl) -3-methylbutyrate; (RS) - alpha-cyano-3-phenoxyphenyl- (RS) -2,2-dichloro-l- (4-ethoxyphenyl) -cyclopropanecarboxylate; (RS) -alpha-cyano-3-phenoxybenzyl-N- (2-chloro-alpha, alpha, alpha-trifluoro-p-tolyl-D-valinate; 3-phenoxybenzyl- (RS) -cis, trans-3- (2,2-dichlorovinyl) -2,2-dimethylcyclopropanedicarboxylate.

Insect repellents that may be employed include but are not limited to 2-ethyl-l, 3-hexanediol; dicarboximide of N-octylbicycloheptene; N, N-diethyl-M-toluamide; 2,3: 4,5-Bis (2-butylene) tetrahydro-2-furaldehyde; di-n-propyl isocincomeronate; and 2-hydroxyethyl-n-octyl sulfide. Fungicides that may be employed include but are not limited to 3,3 '-ethylenebis (tetrahydro-4,6-dimethyl-2H-1, 3,5-thiadiazin-2-thione), ethylenebis (zinc or manganese dithiocarbamate, bis- (dimethyldithiocarbamoyl) disulfide, propylenebis (dithiocarbamate) zinc, bis (dimethyldithiocarbamoyl) ethylenediamine; nickel dimethyldithiocarbamate, methyl-1 (butylcarbamoyl) -2-benzimidazolcarbamate, 1,2-bis (3-methoxycarbonyl-2-thioureido) benzene, l-isopropylcarbamoyl-3- (3,5-dichlorophenyl) hydantoin, N-hydroxymethyl- Potassium N-methyldithiocarbamate and 5-methyl-10-butoxycarbonylamino-10, 11-dehydrodibenzo (b, f) azepine; pyridine fungicides such as bis (l-hydroxy-2 (1H) pyridinthionate of zinc 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 4-cyclohexen-1, 2-dicarboxyimide of N-trichloromethylthio and N-tetrachloroethylthio-4-cyclohexen-1, 2-dicarboxyimide; 5,6-dihydro-2-methyl-l, 4-oxatin-3-carboxanilido-4,4-dioxide and 5,6-dihydro-2-methyl-l, 4-oxatin-3-carboxanilide; naphthoquinone fungicides such as 2,3-dichloro-l, 4-naphthoquinone, copper sulfate of 2-oxy-3-chloro-l, 4-naphthoquinone, pentachloronitrobenzene; 1,4-dichloro-2,5-dimethoxybenzene; 5-methyl-s-triazole- (3, 4-b) benzthiazole; 2- (thiocyanomethylthio) benzothiazole; 3-hydroxy-5-methylisoxazole; N-2, 3-dichlorophenyltetrachlorophthalamic acid; 5-ethoxy-3-trichloromethyl-1,2,4-thiazide; 2,4-dichloro-6- (0-chloroanilino) -1,3,5-triazine; 2, 3-dicyano-1,4-dithioanthraquinone; Copper 8-quinolinete; Polyoxin; validamycin; cycloheximide; iron methano-sonate; 1, 3-dithiolane-2-iridene diisopropyl malonate; 3-allyloxy-1,2-benzoisothiazole-1,1-dioxide; kasugamycin; Blasticidin S; 4, 5, 6, 7-tetrachlorophthalide; -methyloxazolizin-2, -dione of 3- (3,5-dichlorophenyl) -5-ethenyl; N- (3,5-dichlorophenyl) -1,2-dimethylcyclopropan-1,2-dicarboxyimide; S-n-butyl-5 '-para-t-butylbenzyl-N-3-pyridylthiocarbonylimidate; 4-chlorophenoxy-3, 3-dimethyl-1- (1 H, 1, 3, 4-triazol-1-yl) -2-butanone; methyl-D, L-N- (2,6-dimethylphenyl) -N- (2 t -methoxyacetyl) alaninate; N-propyl-N- [2- (2, 4, ß-trichlorophenoxy) ethyl] imidazole-1-carboxy ida; N- (3,5-dichlorophenyl) succinamide; tetrachloroisophthalonitrile; 2-dimethylamino-4-methyl-5-n-butyl-6-hydroxypyrimidine; 2,6-dichloro-4-nitroaniline; 3-methyl-4-chlorobenzthiazol-2-one; 1,2,5,6-tetrahydro-4H-pyrrolol- [3,2,1-j] quinolin-2-one; 3 '-isopropoxy-2-methylbenzanilide; 1- [2- (2,4-dichlorophenyl) -4-ethyl-l, 3-dioxoran-2-ylmethyl] -lH, 1,2,4-triazole; 1,2-benzisothiazolin-3-one; basic copper chloride; basic copper sulfate; N '-Diflorofluoromethylthio-N, N-dimethyl-N-phenyl sulfamide; ethyl-N- (3-dimethylaminopropyl) thiocarbamate hydrochloride; piomycin; S, S-6-methylquinoxalin-2,3-dithyldithiocarbonate; zinc and manneb complex; bis (dimethyldithiocarbamate) ethylenebis (dithiocarbamate) di-zinc. Plant growth regulators that may be employed include but are not limited to N-methoxy-caryl-N'-4-methylphenylcarbamoylethylisourea and U (4-chlorophenylcarbamoyl) -3-ethoxycarbonyl-2-methylisourea; another type of plant growth regulators such as sodium naphthalene acetate, 1,2-dihydropyridazin-3, β-dione and gibberellins; triazine herbicides such as 2-methylthio-4, β-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-isopropylamine-s-triazine, 2-methylthio-4,6-bis (isopropylamino) -S-triazine and 2-methylthio-4- ethylamino-6-isopropylamino-s-triazine; phenoxy herbicides such as 2,4-dichlorophenoxyacetic acid and the 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-1-methyl, 3- (3,4-dichlorophenyl) -1,1-dimethylurea and 3- (4-chlorophenyl) -1 , 1-dimethylurea; carbamate herbicides such as 3-methoxycarbonylaminophenyl-N- (3-methylphenyl) carbamate, isopropyl-N- (3-chlorophenyl) carbamate and methyl-N- (3,4'-dichlorophenyl) carbamate; uracil herbicides such as 5-bromo-3-sec-butyl-6-methyluracil and l-cyclohexyl-3,5-propyleneuracil; thiolcarbamate herbicides such as S- (4-chlorobenzyl) -N, N-diethylthiolcarbamate, S-ethyl-N-cyclohexyl-N-ethylthiolcarbamate and S-ethyl-hexahydro-lH-azepin-1-carbothioate and S-ethyl-N , N-di-n-propyl-thiocarbamate; pyridinium herbicides such as 1,1'-di-methyl-4,4'-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 diamine of N [3], N [3] -diethyl-2,4-dinitro-6-trifluoromethyl-1,3-phenylenediamine; acidic acid 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) -1,4,4-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, there is thus provided a pesticide concentrate containing: (a) from about 99.9 percent to about 5 percent by weight, preferably from about 95 percent to about 15 percent by weight, and especially preferably from about 90 percent to about 20 percent by weight, of the adjuvant disclosed above; and (b) from about 0.1 percent to about 95 percent by weight, preferably from about 5 percent to about 85 percent by weight, and especially preferably from about 10 percent to about 80 percent 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, that is, the ta substrate to be treated, the area to be treated, etc. In this way it is within the skill of the applicator to determine the specific amount of the biologically active ingredient to be used for a specific application. In order to formulate the pesticidal concentrate in a ready-to-use form, it is typically diluted with water to form an aqueous pesticidal composition. The ready-to-use aqueous pesticidal composition will typically contain from about 0.1 percent to about 10 percent by weight, and preferably from about 0.5 percent to about 5 percent by weight, based on the weight of the composition, of the pesticide concentrate given to know in the foregoing, the rest of which will typically be water. The precise amount of dilution of the pesticide concentrate needed to form an aqueous pesticide composition ready for reuse will depend on the specific application itself, i.e., the ta substrate to be treated, the area to be treated, etc. Therefore, it is again within the skill of the Applicator will 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 involves containing the target substrate with the aqueous pesticidal composition disclosed above.

Claims (15)

- CLAIMS:

1. An adjuvant comprising: (a) a fatty alcohol polyalkoxyalkyl ether; and (b) a co-surfactant / solvent component that is selected from the group consisting of nonionic surfactants, anionic surfactants, cationic surfactants, alkyl esters, phytobland mineral oils, water soluble silicone surfactants, dialkyl ethers of fatty acid, dialkyl fatty acid carbonate, vegetable oils, and mixtures thereof.

2. The adjuvant of claim 1, wherein the fatty alcohol polyoxyalkyl ether corresponds to the formula I: R!? - (EO) x (PO) and -R2 (I) wherein R] _ is an organic radical monovalent having from 6 to 22, x is a number from 1 to 10, and is a number from 0 to 10, and R is an alkyl group having from 1 to 12 carbon atoms.

3. The adjuvant of claim 2, wherein in the formula I R] _ is an organic radical of 12 to 18 carbon atoms, x is equal to 5, and is zero, and R2 is a n-butyl group.

4. The adjuvant of claim 1, wherein the co-surfactant / solvent is present in the adjuvant in an amount of about 10 percent to about 95 percent 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 about 10 percent to about 95 percent by weight, based on the weight of the adjuvant.

6. A pesticidal concentrate comprising: (a) an adjuvant containing: (i) a fatty alcohol polyalkoxyalkyl ether; and (ii) a component of a co-surfactant / solvent that is selected from the group consisting of nonionic surfactants, anionic surfactants, cationic surfactants, alkyl esters, phyto-soft mineral oils, water-soluble silicone surfactants. dialkyl ethers of fatty acid, dialkyl fatty acid carbonates, vegetable oils, and mixtures thereof; and (b) a biologically active ingredient.

7. The concentrate of claim 6, wherein the fatty alcohol alkyl polyalkoxy ether corresponds to the formula I: R!? - (EO) x (PO) and -R² (I) wherein R ^ is a monovalent organic radical having from 6 to 22, x is a number from 1 to 10, and is a number from 0 to 10, and R2 is an alkyl group having from 1 to 12 carbon atoms.

8. The concentrate of claim 7, wherein in the formula I R] _ is an organic radical of 12 to 18 carbon atoms, x is equal to 5, and is zero, and R2 is a n-butyl group.

The concentrate of claim 6, wherein the co-surfactant / solvent is present in the adjuvant in an amount of about 10 percent to about 95 percent 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 about 10 percent to about 95 percent 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 of about 99.9 percent a about 5.0 percent 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 percent to about 20 percent 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 about 0.1 percent to about 95 percent 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 about 10 percent to about 80 percent by weight, based on the weight of the concentrate.

15. A process for treating a target substrate comprising contacting the substrate with an effective amount of the pesticide concentrate of claim 6.