CZ20001892A3 - Preparation containing ethoxylates of aliphatic alcohols with narrow range of alkyl range as adjuvant mixture component for preparing pesticidal agents - Google Patents

Abstract

A composition comprising fatty alcohol ethoxylates s narrow alkyl length range and constituent of the group formed nonionic surfactants, anionic surfactants, cationic surfactants, alkyl esters, mineral oils, plant-friendly, water-soluble silicone surfactants, fatty dialkyl ethers, fatty dialkyl carbonates, vegetable oils and mixtures thereof. Pesticide, which contains, in addition to the adjuvant composition biologically active ingredient.

Description

Technical field

The present invention generally relates to the use of narrow alkyl range fatty alcohol ethoxylates as emulsifiers, dispersants, humectants and solvents for adjuvant concentrates, pesticidal compositions and aqueous pesticidal compositions.

BACKGROUND OF THE INVENTION

Insecticides, insect repellents, fungicides, bactericides, bacteriostats, herbicides and plant growth regulators are normally formulated into various products for use in crop protection, insect control, weed control and the like. Alternatively, these products may be formulated as liquids or powders or granules. Solvents, emulsifiers, dispersants and humectants are normally added to such formulations to ensure the preparation of uniform pesticidal formulations.

These formulation ingredients are also selected to ensure that the pesticide composition is dispersed or emulsified uniformly in the mixing tank at the time of application.

They have a third purpose, namely to ensure an optimal supply of the preparation from the mixing tank to the target pest or substrate. These surfactants added to pesticidal formulations sometimes fail to fully ensure the stability of the tank compositions when such compositions contain many ingredients. Similarly, it may be necessary to add adjuvants to the tank mixture for full stability. It is well known that the addition of surfactant-containing adjuvant compositions to a tank composition provides desirable stabilization. In addition, additional amounts of surfactants have been shown to enhance the pesticidal activity of many pesticides, and there are a number of adjuvant formulations that have been developed for this purpose. The components of these adjuvant compositions are almost always surfactants ranging from minor components to a single component.

SUMMARY OF THE INVENTION

The present invention is directed to an adjuvant composition comprising:

(a) a narrow alkyl alcohol ethoxylate with a narrow alkyl length range; and

9 9 9 9 · 999 ··

9 9 9 9 9

9 99 99 99

(b) a component selected from the group consisting of nonionic surfactants, anionic surfactants, cationic surfactants, alkyl esters, plant-friendly mineral oils, water-soluble silicone surfactants, fatty dialkyl ethers, fatty dialkyl carbonates, vegetable oils and mixtures thereof.

The present invention is also directed to a pesticide concentrate comprising

(a) an adjuvant mixture containing

(i) a narrow alkyl alcohol fatty acid ethoxylate; and (ii) a component selected from the group consisting of nonionic surfactants, anionic surfactants, cationic surfactants, alkyl esters, plant-friendly mineral oils, water-soluble silicone surfactants, fatty dialkyl ethers, fatty dialkyl ethers, fatty dialkyl ethers, fatty dialkyl ethers and mixtures thereof, and

(b) a biologically active ingredient.

The present invention is also directed to a method of treating a target substrate, including contacting the target substrate with said pesticidal concentrate.

Brief description of several drawings - cannot be logged.

All numbers used herein referring to the amount of ingredients or reaction conditions - except those mentioned in the claims or examples, or those indicated otherwise - are to be understood as preceded by the term "approximately".

The term "target substrate" is used herein to mean a plant, a pest on a plant, or a combination of a plant and a pest on a plant. A pest on a plant is defined as any stage of life of any weed, insect, mite, nematode, slug, snail, protozoa or other invertebrate animal, bacterium, fungi, other parasitic plant or reproductive part thereof, virus or other organism which is just similar or related to them or as any infectious substance that may directly or indirectly cause injury, disease or damage to any plant or part of it or to any product made from or derived from plants.

Fatty alcohol ethoxylates with a narrow alkyl length range can perform a variety of functions in agricultural applications according to the present invention. They can serve as emulsifiers and humectants for many pesticides and adjuvants. In particular, they can be used in emulsifiable concentrates, microemulsions, aqueous flow enhancing agents and oily flow enhancing agents. They may also be f · 1 i i

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9 99 are used as crop oil adjuvant concentrates based on both synthetic and vegetable oils.

Suitable narrow-chain alkyl alcohol ethoxylates useful in the present invention include, but are not limited to, those derived from C ₆ to C 22 fatty alcohols. A more detailed description of the narrow alkyl length ethoxylate types useful in the present invention can be found in U.S. Patent No. 5,292,910, the entire contents of which are incorporated herein by reference.

Suitable cosurfactants / solvents include, for example, other non-ionic 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 ethoxylyl and the like, alkyl esters such as methyl oleate, ethylkanolate and methyl soyate, plant-friendly mineral oils, water-soluble silicone surfactants, fatty dialkyl ethers, fatty dialkyl carbonates, vegetable oils such as canola oil, soybean oil and the like, and mixtures thereof, typically used in adjuvant and pesticidal compositions.

The cosurfactant / solvent of the present invention will typically be present in the adjuvant composition in an amount of from 1 to 99% by weight. %, preferably from 10 to 95 wt. %, preferably from 25 to 90 wt. % by weight of the adjuvant composition.

Another embodiment of the present invention consists in a pesticide concentrate comprising a mixture of the above adjuvant and a biologically active ingredient.

Suitable biologically active ingredients 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 biologically active ingredients. Suitable insecticides include, for example,, 9, 9 9-diethyl-O- (2-isopropyl-4-methyl-6-pyrimidinyl) phosphorothioate,

QO-diethyl-S-2 - [(ethylthio) ethyl] phosphorodithioate, N, N, N-dimethyl-N - (3-methyl-4-nitrophenyl) thiophosphate,

O.O-dimethyl-S-N-methylcarbamoylmethyl-phosphorodithioate,

O, N-dimethyl-5- (N-methyl-N-formylcarbamoylmethyl) phosphorodithioate,

Q0-dimethyl-S-2 - [(ethylthio) ethyl] phosphorodithioate,

O, (9-diethyl-5'-2 - [(ethylthio) ethyl] phosphorodithioate,

O, O-dimethyl-1-hydroxy-2,2,2-trichloroethylphosphonate, (9, O-diethyl-O- (5-phenyl-3-isooxazolyl) phosphorothioate)

ΦΦ • φ φ φ φ · φ φ φ φ φ φ φ φ φ φ φ φ φ φ φ φ φ · · · · φ φ φ φ φ

QO-dimethyl-O- (2,5-dichloro-4-bromophenyl) phosphorothioate,

Q0-dimethyl-O- (3-methyl-4-methylmercaptophenyl) thiophosphate, (9-ethyl-O-p-cyanophenyl-p-phenylphosphorothioate),

Β, β-dimethyl-S- (1,2-dicarboethoxyethyl) phosphorodithioate,

2-chloro- (2,4,5-trichlorophenyl) vinyldimethylphosphate,

2-chloro-1- (2,4-dichlorophenyl) vinyldimethylphosphate, QO-dimethyl-O-p-cyanophenylphosphorothioate,

2,2-dichlorvinyldimethylphosphate,

Q (9-diethyl- <9-2,4-dichlorophenylphosphorothioate, ethyl mercaptophenyl acetate,

O, (9-dimethylphosphorodithioate)

5 '- [(6-chloro-2-oxo-3-benzooxazolinyl) methyl] -Q, (7-diethylphosphorodithioate),

2-chloro-1- (2,4-dichlorophenyl) vinyldiethylphosphate,

O, 6'-diethyl - (R - (3-oxo-2-phenyl-2H-pyridazine-6-yl) phosphorothioate,

O, O-dimethyl-SX (1-methyl-2-ethylsulfinyl) ethylphosphorothioate,

O, O-dimethyl-S-phthalimidomethylphosphorodithioate, (R, (R) -diethyl-2,2,2-trichloroethanol,

2- (p-tert-butylphenoxy) isopropyl-2'-chloroethylsulfite, azoxybenzene, di- (p-chlorophenyl) cyclopropylcarbinol, di [tri (2,2-dimethyl-2-phenylethyl) tin] oxide,

- (4-chlorophenyl) -3- (2,6-difluorobenzoyl) urea and S-tricyclohexyltin,

O, (9-diisopropylphosphorodithioate,

2-methyl-2- (methylthio) propionaldehyde-O- (methylcarbamoyl) oxime, ethyl [2- (4-phenoxyphenoxy) ethyl] carbamate, butyl 2,3-dihydro-2,2-dimethylbenzofuran-7-yl , _{N'-dimethyl-N)} 7V'-thiodikarbamát,

-naphthylmethylcarbamate

2- (ethylthiomethyl) phenylmethylcarbamate,

5- (4-phenoxybutyl) dimethylthiocarbamate, dimethyl N - (thiobis (methylimino) carbonyloxy) -ose ^, (ethanimidothioate), (RS) -α-cyano-3-phenoxybenzyl- (RS) -2- (4-chlorophenyl) -3-methylbutyrate, (RS) -α-cyano-3-phenoxyphenyl- (RS) -2,2-dichloro-1- (4-ethoxyphenyl) cyclopropanecarboxylate, (RS) -α-cyano-3-phenoxybenzyl-N, - (2-chloro-α, α, α-trifluoro-β-tolyl-D-valinate, «· ♦» ·· *

·· · 9 · · · · ···· · ·

9

3-Phenoxybenzyl (1H) -azz-3- (2,2-dichlorvinyl) -2,2-dimethylcyclopropanedicarboxylate.

Non-limiting examples of useful insect repellents include 2-ethyl-1,3-hexanediol, N-octylbicycloheptenedicarboximide, N, N -diethyl-N-toluamide, 2,3: 4,5-bis- (2-butylene) tetrahydro-2- furaldehyde, di-n-propylisocinchomeronate, and 2-hydroxyethyl-n-octylsulfide.

Non-limiting examples of useful fungicides include 3,3'-ethylene-zinc (tetrahydro-4,6-dimethyl-2H-1,3,5-thiadiazin-2-thione), zinc or manganese ethylene-Z (z) (dithiocarbamate) ,

Z 2 Z 6 (dimethyldithiocarbamoyl) disulfide, propylene Z 2 Z (dithiocarbamate) zinc, 6 Z (dimethyldithiocarbamoyl) ethylenediamine, nickel dimethyldithiocarbamate, methyl 1- (butylcarbamoyl) -2-benzimidazolecarbamate,

1,2- (3-methoxycarbonyl-2-thioureido) benzene, 1-isopropylcarbamoyl-3- (3,5-dichlorophenyl) hydantoin,

Potassium N-hydroxymethyl- N -methyldithiocarbamate a

5-methyl-10-butoxycarbonylamino-10,11-dehydrodibenzo (b, f) azepine;

pyridine fungicides such as zinc 5 (1-hydroxy-2 (1H) zinc pyridium thionate and sodium 2-pyridinethiol-1-oxide;

O, O-diisopropyl-S-benzylphosphorothioate and O-ethyl-S, S-diphenyldithiophosphate;

phthalimide fungicides such as

N - (2,6- di-diethylphenyl) -alimide and N - (2,6-diethylphenyl) -4-methylphthalimide;

dicarboxyimide fungicides such as N-trichloromethylthio-4-cyclohexene-1,2-dicarboxyimide and N -tetrachloroethylthio-4-cyclohexene-1,2-dicarboxyimide;

5.6-dihydro-2-methyl-1,4-oxathine-3-carboxanilido-4,4-dioxide; and

5,6-dihydro-2-methyl-1,4-oxathine-3-carboxanilide;

naphthoquinone fungicides such as

2,3-dichloro-1,4-naphthoquinone, 2-oxy-3-chloro-1,4-naphthoquinone sulphate, pentachlomitrobenzene; 1,4-dichloro-2,5-dimethoxybenzene;

5-methyl-s-triazole- (3,4-b) benzthiazole; 2- (thiocyanomethylthio) benzothiazole;

3-hydroxy-5-methylisooxazole; N-2,3-dichlorophenyltetrachlorophthalamic acid;

5-ethoxy-3-trichloromethyl-1,2,4-thiazole; 2,4-dichloro-6- (N-chloroanilino) -1,3,5-triazine;

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2,3-dicyano-1,4-dithioanthraquinone; Copper 8-quinolinate; polyoxin; validamycin; cycloheximide; iron methanarsonate; diisopropyl-1,3-dithiolane-2-iridene malonate; 3-allyloxy-1,2-benzoisothiazole

1,1-dioxide; casugamycin; Blasticidin S; 4,5,6,7-tetrachlorophthalide; 3- (3,5-dichlorophenyl) -5-ethenyl-5-methyloxazoline-2,4-dione;

N - (3,5-dichlorophenyl) -1,2-dimethylcyclopropane-1,2-dicarboxyimide; S-n-butyl-5'-R-tert-butylbenzyl-N-3-pyridyldithiocarbonylimidate; 4-chlorophenoxy-3,3-dimethyl-1- (1R, 1,3,4-triazol-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) succinamide; 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-ylmethyl) -1H, 1,2,4-triazole;

1,2-benzisothiazolin-3-one; alkaline copper chloride; alkaline copper sulfate;

N -dichlorofluoromethylthio-N, N-dimethyl-N-phenylsulfamide;

ethyl N- (3-dimethylaminopropyl) thiocarbamate hydrochloride; piomycin;

O, _T S-6-methylquinoxaline-2,3-diyldithiokarbonát; zinc-manneb complex;

hz5 (dimethyldithiocarbamate) ethylene-hz5- (dithiocarbamate) zinc.

Non-limiting examples of useful plant growth regulators include

N-methoxycarbonyl-N'-4-methylphenylcarbamoylethylisourea and 1- (4-chlorophenylcarbamoyl) -3-ethoxycarbonyl-2-methylisourea, other types of plant growth regulators such as sodium naphthaleneacetate, 1,2-dihydropyridazine-3,6-dione and gibibione , 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-1, 3,5-triazine, 2-chloro-4-ethylamino-6-isopropylamino-s-triazine, 2-methylthio-4,6-aza (isopropylamino) -S-triazine, and

2-methylthio-4-ethylamino-6-isopropylamino-s-triazine; phenoxy herbicides such as 2,4-dichlorophenoxyacetic acid and its methyl, ethyl, and butyl ester, 2-chloro-4-methylphenoxyacetic acid, 4-chloro-2-methylphenoxyacetic acid and ethyl 2-methyl-4-chlorophenoxybutyrate; diphenyl ether herbicides such as 2,4,6-trichlorophenyl 4'-nitrophenyl ether, 2,4-dichlorophenyl-4'-nitrophenyl ether and

3,5-dimethylphenyl-4'-nitrophenyl ether; urea herbicides such as «· · · · ·

3- (3,4-dichlorophenyl) -1-methoxy-1-methylurea,

- (3,4-dichlorophenyl) -1,1-dimethylurea and 3- (4-chlorophenyl) -1,1-dimethylurea; carbamate herbicides such as

- methoxycarbonylaminophenyl - N - (3-methylphenyl) carbamate, isopropyl N - (3-chlorophenyl) carbamate and methyl N - (3,4'-dichlorophenyl) carbamate; uracil herbicides such as

-bromo-3-sec-butyl-6-methyluracil and 1-cyclohexyl-3,5-propylenuracil; thiolcarbamate herbicides such as _S-1 (4-chlorobenzyl) -N,? / - diethylthiolkarbamát 5-ethyl-N-cyclohexyl-N-ethyl thiolcarbamate and

5-ethylhexahydro-1H-azepine-1-carbothioate and 5-ethyl-N, N-di-propylthiocarbamate; pyridinium herbicides such as

1,1'-dimethyl-4,4'-Z 2 S'-pyridinium dichloride; phosphorous herbicides such as N - (phosphonomethyl) glycine; aniline herbicides such as α-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; anilide herbicides such as

2-chloro-2 ', 6'-diethyl-N- (butoxymethyl) acetanilide

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 a

1,3-dimethyl-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-1,3-thiazinone (4) -2,4-dioxide; and 3- (2-methylphenoxy) pyridazine.

Another embodiment of the present invention consists in a pesticide concentrate comprising: a) 99.9 to 5 wt. %, preferably 95 to 15 wt. %, preferably 90 to 20 wt. and b) 0.1 to 95 wt. %, preferably 5 to 85 wt. %, preferably 10 to 80 wt. % biologically active ingredient.

The exact amount of biologically active ingredient contained in the pesticide concentrate often depends on the particular end application, i.e. the target substrate to be treated, the area to be treated, etc. It is therefore up to the skill of the practitioner to determine the specific amount of biologically active ingredient to be used for a specific application.

• · ··· * • · 9 9

9 9 9 9 9

9 9 9 9 9

9 9 9 9 9

9 99 99

To convert the pesticide concentrate into a ready-to-use form, it is typically necessary to dilute it with water to form an aqueous pesticide composition. The ready-to-use aqueous pesticidal composition typically contains 0.1 to 10 wt. %, preferably 0.5 to 5 wt. % of the above pesticidal concentrate, based on the weight of the composition, the remainder to 100% being typically water.

The exact degree of dilution of the pesticide concentrate necessary to produce a ready-to-use aqueous pesticide composition will again depend on the particular application itself, i.e., on the target substrate to be treated, the area to be treated, etc. Again, it is up to the skill of the applicator. the worker to determine the specific amount of water required to dilute the pesticide concentrate.

Finally, the present invention also describes a method of treating a target substrate, including contacting the target substrate with an aqueous pesticidal composition as described above.

Claims (6)

A composition comprising: (a) narrow - chain fatty alcohol ethoxylates; and (b) components selected from the group consisting of non-ionic surfactants, anionic surfactants, cationic surfactants, alkyl esters, plant-friendly mineral oils, water-soluble silicone surfactants, fatty dialkyl ethers, fatty dialkyl carbonates, vegetable oils and mixtures thereof. The composition of claim 1, wherein component (b) is present in the composition in an amount of 1 to 99% by weight. % by weight of the composition. 3. A pesticidal concentrate comprising: (a) adjuvant mixtures containing: (i) a narrow alkyl alcohol fatty acid ethoxylate; and (ii) a component selected from the group consisting of nonionic surfactants, anionic surfactants, cationic surfactants, alkyl ethers, plant-friendly mineral oils, water-soluble silicone surfactants, fatty dialkyl ethers, fatty dialkyl carbonates and vegetable oil mixtures thereof; and (b) biologically active additives. The concentrate of claim 3, wherein the adjuvant composition is present in the concentrate in an amount of 5 to 99.9 wt. %, based on the weight of the concentrate. Concentrate according to claim 3, characterized in that the biologically active ingredient is present in the concentrate in an amount of 0.1 to 95% by weight. %, based on the weight of the concentrate. 6. A method of treating a target substrate, the method comprising contacting the substrate with the concentrate of claim 3.