CZ20001979A3 - Auxiliary agent suitable for preparations used in agriculture - Google Patents

Abstract

Aid for agricultural preparations which: it contains: (a) a fatty alcohol carbonate; and b) a component selected from the group consisting of non-ionic surface anionic surfactants cationic surfactants; alkyl esters, non-irritating mineral oils for plants, in water soluble silicone surfactants, fatty acid dialkyl ethers, fatty acid dialkyl carbonates acids, vegetable oils and mixtures thereof.

Description

Adjuvant suitable for agricultural products

Technical field

The invention generally relates to solvents in compositions for use in agriculture. In particular, the invention relates to the use of methyl ester invert solvents suitable for the preparation of pesticidal compositions.

BACKGROUND OF THE INVENTION

It is known that various agricultural compositions such as insecticides, insect repellents, fungicides, bactericides, herbicides and plant growth regulators can be formulated into various forms of pesticidal compositions for application to agricultural and ornamental plants for controlling weeds, insects and the like. The compositions may be applied in the form of a liquid or semi-liquid dispersion.

Although the use and application of pesticidal compositions is generally known, their processing into one, moreover, compatible pesticide product, exhibits various solubility problems. Due to the chemical differences associated with the individual components included in the pesticidal composition, it is often not possible to effectively disperse the pesticidal component in a single composition of the same composition.

SUMMARY OF THE INVENTION

The invention relates to an auxiliary composition comprising:

• φ

···· ·· φφ φφ ··

(a) fatty alcohol carbonate; and

b) a component selected from the group consisting of non-ionic surfactants, anionic surfactants, cationic surfactants, alkyl esters, mineral-safe mineral oils, water-soluble silicone surfactants, fatty dialkyl ethers, fatty dialkyl carbonates, vegetable oils and theirs mixtures.

The invention also relates to a pesticidal concentrate comprising:

(a) an auxiliary composition comprising:

(i) fatty alcohol carbonate; and (ii) a component selected from the group consisting of non-ionic surfactants, anionic surfactants, cationic surfactants, alkyl esters, mineral oils harmless to plants, water-soluble silicone surfactants, fatty dialkyl ethers, fatty dialkyl carbonates, vegetable oils and mixtures thereof; and

(b) a biologically active ingredient.

The invention also relates to a method of treating a targeted substrate, comprising contacting said pesticidal concentrate with said substrate.

• · · · · · · · · · · · ·

4 · · · 49 4 9 4 9 · · tt 4494 ·· ·· 44 ··

Description of the figures in the attached drawings

Not listed.

DETAILED DESCRIPTION OF THE INVENTION

All numbers expressing quantities or processing conditions, with the exception of the claims, exemplary embodiments of the invention, or unless otherwise indicated, are to be understood in all cases as values modifiable by the expression about.

The term targeted substrate as used herein means a plant or plant pest or a combination of a plant and plant pest. Plant pest in this specification means any living stage of any species of weed, insect, mite, nematode, slug, gastropod, protozoa or other invertebrate animals, bacteria, fungi, other parasitic plants or their reproductive forms, viruses, or any similar or related organisms with or any infectious agents which may directly or indirectly cause disease or damage to plants or parts thereof, or to any processed, manufactured or other plant products.

The fatty alcohol carbonates of the invention may be used either alone or in combination with other known solvents such as fatty acid methyl esters. They can be used as solvents of pesticidal compositions such as emulsifiable concentrates or concentrated emulsions.

Said fatty alcohol carbonates are of natural origin and are biodegradable agents which can be used due to their own polarity with the various active ingredients. These compounds are hydrolytically stable, a property very important when used in agricultural mixing tanks.

Fatty alcohol carbonates suitable for use in the present invention have the general formula I:

R 1 -O-CO-O-R 1 (I) wherein R 1 represents a C 6-22 aliphatic hydrocarbon residue, and preferably a C 12-22 aliphatic hydrocarbon residue containing from 0 to 3 double bonds. These compounds are prepared by transesterification of diethyl carbonate.

Examples of surfactants / solvents suitable for common use 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 methyloleate, methylcanoate, and methyl soyate, non-vegetable 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, usually used in auxiliary and pesticidal compositions.

According to one embodiment of the invention, the invention provides an auxiliary composition comprising: a) from about 99 to about 1% by weight, preferably from about 90 to about 10% by weight, and most preferably from about 75 to about 25% by weight of a fatty alcohol carbonate; from about 1 to about 99% by weight, preferably from about 10 to about 90% by weight, and most preferably from about 25 to about 75% by weight based on the weight of the co-surfactant / solvent adjuvant composition.

A further embodiment of the invention provides a pesticidal concentrate comprising a mixture of the above auxiliary composition and a biologically active ingredient.

Suitable biologically active ingredients for use in the pesticidal concentrates of the invention are generally selected from the group consisting of insecticides, insect repellents, fungicides, bactericides, bacteriostats, herbicides and plant growth regulators, all of which act as biologically active ingredients. Suitable insecticides include, for example

O, O-diethyl-O- (2-isopropyl-4-methyl-6-pyrimidinyl) phosphothioate,

O, O-diethyl-S-2 - [(ethylthio) ethyl] phosphodithioate,

O, O-dimethyl-O- (3-methyl-4-nitrophenyl) thiophosphate,

O, O-dimethyl-S- (N-methylcarbamoylmethyl) phosphodithioate,

O, O-dimethyl-S- (N-methyl-N-formylcarbamoylmethyl) phosphodithioate,

S- (N-methyl-N-formylcarbamoylmethyl) phosphodithioate,

O, O-dimethyl-S-2 - [(ethylthio) ethyl] phosphodithioate,

O, O-diethyl S-2 - [(ethylthio) ethyl] phosphodithioate,

0,0-dimethyl-1-hydroxy-2,2,2-trichloroethyl phosphonate,

O, O-diethyl-O- (5-phenyl-3-isooxazolyl) phosphothioate,

O, O-dimethyl-O- (2,5-dichloro-4-bromophenyl) phosphothioate,

9 9 9 9 9 9 9 9 9 9

O, O-dimethyl-O- (3-methyl-4-methylmercaptophenyl) thiophosphate,

O-ethyl-O-p-cyanophenyl-O-phenylphosphothioate,

O, O-dimethyl-S- (1,2-dicarboethoxyethyl) phosphodithioate,

2-chloro- (2,4,5-trichlorophenyl) vinyldimethylphosphate 2-chloro-1- (2,4-dichlorophenyl) vinyldimethylphosphate,

O, O-dimethyl-O-p-cyanophenylphosphothioate,

2,2-dichlorvinyldimethylphosphat,

0,0-diethyl-O-2,4-dichlorophenylphosphothioate, ethylmercaptophenylacetate-O, O-dimethylphosphodithioate,

S - [(6-chloro-2-oxo-3-benzooxazolinyl) methyl] -0,0-diethyl phosphodithioate,

2-chloro-1- (2,4-dichlorophenyl) vinyl diethylphosphate,

O, O-diethyl-O- (3-oxo-2-phenyl-2H-pyridazin-6-yl) phosphothioate,

O, O-dimethyl-S- (1-methyl-2-ethylsulfinyl) ethylphosphothioate,

0,0-dimethyl-S-phthalimidomethylphosphodithioate,

0,0-diethyl-2,2,2-trichloroethanol,

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

1- (4-chlorophenyl) -3- (2,6-difluorobenzoyl) urea and S-tricyclohexylstannium,

O, O-diisopropylphosphodithioate;

2-methyl-2- (methylthio) propionaldehyde O- (methylcarbamoyl) oxime;

ethyl [2- (4-phenoxyphenoxy) ethyl] carbamate;

butyl-2,3-dihydro-2,2-dimethylbenzofuran-7-yl-N, N'-dimethyl-N, N'-thiodicarbamate;

9 9 9 9 9 9 9

9 9 9 9 9 9 ·

9 · 9 9 9 9 9

Ί

1-naphthylmethylcarbamate;

2- (ethylthiomethyl) phenylmethylcarbamate;

5- (4-phenoxybutyl) dimethylthiocarbamate;

dimethyl N, N ^f - (thiobis (methylimino) carbonyloxy) bis (ethanimidothioate);

(RS) -oc-cyano-3-phenoxybenzyl- (RS) -2- (4-chlorophenyl) -3-methylbutyrate;

(RS) -α-cyano-3-phenoxyphenyl- (RS) -2,2-dichloro-1- (4-ethoxyphenyl) cyclopropanecarboxylate;

(RS) -? - cyano-3-phenoxybenzyl-N- (2-chloro-α, α, α-trifluoro-p-tolyl-D-valinate;

3-Phenoxybenzyl- (1RS) -cis, trans -3- (2,2-dichlorvinyl) -2,2-dimethylcyclopropanedicarboxylate.

Insect repellents suitable for use in the present invention include, but are not limited to:

2-ethyl-1,3-hexanediol;

N-octyl-bicycloheptanedicarboximide;

N, N-diethyl-m-toluamide;

2,3: 4,5-bis (2-butylene) -tetrahydro-2-furalaldehyde; di-propylisocinchomeronate; and 2-hydroethyloctylsulfide.

Fungicides suitable for use in the present invention include, but are not limited to:

3,3'-ethylenebis (tetrahydro-4,6-dimethyl-2H-1,3,5-thiadiazine-2-thione), ethylbis (dithiocarbamate) zinc or manganese, bis (dimethyldithiocarbamoyl) disulfide, • 4 ·· ·· · 4 · 44

4444 4 44 4 · · 4 ♦

4 44 44 444

4 44 44 444 44 4

444 4444 4444

4444 44 ·· 44 44 Zinc propylenebis (dithiocarbamate), bis (dimethyldithiocarbamoyl) ethylenediamine;

nickel dimethyldithiocarbamate, methyl 1- (butylcarbamoyl) -2-benzimidazolecarbamate,

1,2-bis (3-methoxycarbonyl-2-thioureido) benzene,

Potassium 1-isopropylcarbamoyl-3- (3,5-dichlorophenyl) hydantoin, potassium N-hydroxymethyl-N-methyldithiocarbamate and 5-methyl-10-butoxycarbonylamino-10,11-dehydrodibenzo [b, f] azepine;

pyridine fungicides such as zinc bis (1-hydroxy-2 (1H) pyridinethionate and sodium 2-pyridinethiol-1-oxide;

O, O-diisopropyl-S-benzylphosphothioate and O-ethyl-S, S-diphenyldithiophosphate; phthalimide fungicides such as N- (2,6-p-diethylphenyl) phthalimide and N- (2,6-diethylphenyl) -4-methylphthalimide; dicarboximide fungicides such as

N-trichloromethylthio-4-cyclohexene-1,2-dicarboximide and N-tetrachloroethylthio-4-cyclohexene-1,2-dicarboximide;

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 copper sulfate, pentachloronitrobenzene;

1,4-dichloro-2,5-dimethoxybenzene;

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

2- (thiocyanomethylthio) benzothiazole;

3-hydroxy-5-methylisoxazole;

N-2,3-dichlorophenylphthalamic acid;

• ·

9 ··

9

9999 98 99

99

9 9 ·

9 9 «

9 9 9

9 9 9

9 9 9

5-ethoxy-3-trichloromethyl-1,2,4-thiaziazole;

2,4-dichloro-6- (O-chloroanilino) -1,3,5-triazine;

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-terechlorophthalide;

3- (3,5-dichlorophenyl) -5-ethenyl-5-methyloxazolizine-2,4-dione;

N- (3,5-dichlorophenyl) -1,2-dimethylcyclopropane-1,2-dicarboximide;

5-Butyl-5'-para-tert. butylbenzene-N-3-pyridyldithiocarbonylimidate;

4-chlorophenoxy-3,3-dimethyl-1- (1H, 1,3,4-triazol-1-yl) -2-butanone;

methyl D, L-N- (2'-dimethylphenyl) -N- (2'-methoxyacetyl) alaninate;

N-propyl-N- [2- (2,4,6-trichlorophenoxy) ethyl] imidazole-1-carboxamide;

N- (3,5-dichlorophenyl) succinamide;

tetrachloroisophthalnitrile;

2-dimethylamino-4-methyl-5-butyl-6-hydroxypyrimidine;

2,6-dichloro-4-nitroniline;

3-methyl-4-chlorobenzothiazol-2-one;

1,2,5,6-tetrahydro-4H-pyrrolol- [3,2,1-ij] 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; basic copper chloride; basic copper sulfate;

· 4

9 4

4 94 • 4999

9 9

49

Ν'-dichlorofluoromethylthio-N, N-dimethyl-N-phenylsulfamide; ethyl N- (3-dimethylaminopropyl) thiocarbamate hydrochloride; piomycin;

S, S-6-methylquinoxaline-2,3-di-yldithiocarbonate; zinc-manneb complex; di-zinc-bis (dimethyldithiocarbamate) ethylene-bis (dithiocarbamate).

Plant growth regulators suitable for use in the present invention include, but are not limited to:

N-methoxycarbonyl-4'-4-methylphenylcarbamoylethyl somurea and

1- (4-chlorophenylcarbamoyl) -3-ethoxycarbonyl-2-methylisourea;

another type of plant growth regulators such as sodium naphthalenacetate, 1,2-dihydropyridazine-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-1,3,5-triazine,

2-chloro-4-ethylamino-6-isopropylamino-s-triazine,

2-methylthio-4,6-bis (isopropylamino) -S-triazine a

2-methylthio-4-ethylamino-6-isopropylamino-s-triazine; phenoxy herbicides such as 2,4-dichlorophenoxyacetic acid and its methyl, ethyl and butyl esters;

2-chloro-4-methylphenoxyacetic acid, 4-chloro-2-methylphenoxyacetic acid, and ethyl-2-methyl-4-chlorophenoxybutyrate; diphenylether herbicides such as

2,4,6-trichlorophenyl-4'-nitrophenyl ether, φφ ·Φφφ φφφφφφ φφφφφφφφ φφφφφφφφφφφφφφφφ · · · · φφ

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- (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-β-methyluracil a

1-cyclohexyl-3,5-propylenuracil; thiolcarbamate herbicides such as

S- (4-chlorobenzyl) -N, N-diethylthiolcarbamate, S-ethyl-N-cyclohexyl-N-ethylthiolcarbamate and S-ethyl-.

-hexahydro-1H-azepine-1-carbothioate a

S-ethyl-N, N-dipropyl-thiocarbamate; herbicidal pyridinium salts such as 1,1'-dimethyl-4,4'-bispyridinium dichloride; phosphorous herbicides such as N- (phosphonomethyl) glycine; aniline herbicides such as alpha-trifluoro-2,6-dinitro-N, N-dipropyl-p-toluidine,

4- (methylsulfonyl) -2, β-dinitro-N, N-dipropylaniline and N [3], N [3] -diethyl-2,4-dinitro-6-trifluoromethyl-1,3-phenylenediamine; acidic anilide herbicides such as

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

3,4-dichloropropionanilide; pyrazole herbicides such as

1,3-dimethyl-4- (2,4-dichlorobenzoyl) -5-hydroxypyrazole and ♦ 9 99 99 9 9 99 99

999 9 9 99 9 9 9 ··

9 99 99 9999

9 9 9 · 99 · 99 99 ·

999 9999

999 99 99 99 99

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-isoxazolin-3-one;

3-Isopropylbenzo-2-thia-1,3-diazinone (4) -2,4-dioxide; and

3- (2-methylphenoxy) pyridazine.

According to another embodiment, the invention provides a pesticidal concentrate comprising: a) from about 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 above adjuvant; 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 the biologically active component.

The exact amount of biologically active ingredient contained in the pesticide concentrate often depends on the specific end application, i.e., the targeted substrate to be treated, the area to be treated, etc. Thus, the end user will, based on experience, determine the specific amount of biologically active ingredient to be used for the specific application.

For processing the pesticide concentrate into a ready-to-use form, the concentrate is usually diluted with water to obtain an aqueous pesticidal composition. The ready-to-use aqueous pesticidal composition typically contains from about 0.1% to about 10% by weight, and preferably from about 0.5 to about 5% by weight of the above pesticidal concentrate based on the weight of the composition, the remainder usually being water.

4 • 4 «

4 44

4 4 4 4

4 4 4

4 4 4 4 4

4444 44 44

4 4

4 4 4

4 4 ·

4 4

44

The precise dilution of the pesticide concentrate necessary to prepare the ready-to-use aqueous composition is again dependent on the specific application itself, i.e., the targeted substrate to be treated, the area to be treated, etc. Again, it will be determined by the end user based on experience of the pesticide concentrate.

Finally, the present invention also provides a method of treating a targeted substrate, wherein the targeted substrate is contacted with the above aqueous pesticidal composition.

Claims (15)

It contains: (a) fatty alcohol carbonate; and b) a co-acting surfactant / solvent selected from the group consisting of non-ionic surfactants, anionic surfactants, cationic surfactants, alkyl esters, mineral-safe mineral oils, water-soluble silicone surfactants, dialkyl fatty acid esters, fatty acid dialkyl carbonates, vegetable oils, and mixtures thereof. 2. An adjuvant according to claim 1, wherein the fatty alcohol carbonate is present in the adjuvant in an amount of from 99 to 1% by weight based on the weight of the adjuvant. 3. An adjuvant according to claim 1 wherein the fatty alcohol carbonate is present in the adjuvant in an amount of from 75 to 25% by weight based on the weight of the adjuvant. 4. The adjuvant of claim 1 wherein the co-surfactant / solvent is present in the adjuvant in an amount of from 1 to 99% by weight based on the weight of the adjuvant. »« · ♦ ·· ·· 44 4 4 44 44 4 4 44 4 4 4 4 · 44 4 4444 4444 4 44 44 444 44 4444 4444 4444 44 4444 44 44 5. An adjuvant according to claim 1, wherein the co-surfactant / solvent is present in the adjuvant in an amount of from 25 to 75% by weight based on the weight of the adjuvant. 6. A pesticidal concentrate comprising: (a) an adjuvant containing: (i) fatty alcohol carbonate; and (ii) a component selected from the group consisting of nonionic surfactants, anionic surfactants, cationic surfactants, alkyl esters, mineral-safe mineral oils, water-soluble silicone surfactants, fatty acid dialkyl esters, fatty acid dialkyl carbonates, vegetable oils, and mixtures thereof; and b) a biologically active agent. 7. The concentrate of claim 6 wherein the fatty alcohol carbonate is present in the excipient in an amount of from 99 to 1% by weight based on the weight of the excipient. Concentrate according to claim 6, characterized in that the fatty alcohol carbonate is contained in ftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftftft % Of the adjuvant in an amount of from 75 to 25% by weight based on the weight of the adjuvant. 9. The concentrate of claim 6 wherein the co-surfactant / solvent is present in the adjuvant in an amount of from 1 to 99% by weight based on the weight of the adjuvant. 10. The concentrate of claim 6 wherein the co-surfactant / solvent is present in the adjuvant in an amount of from 25 to 75% by weight based on the weight of the adjuvant. 11. The concentrate of claim 6 wherein the adjuvant is present in the concentrate in an amount of from 99.9 to 5% by weight based on the weight of the concentrate. 12. The concentrate of claim 6 wherein the adjuvant is present in the concentrate in an amount of from 90 to 20% by weight based on the weight of the concentrate. 13. The concentrate of claim 6, wherein the biologically active agent is present in the concentrate in an amount of from 0.1 to 95% by weight based on the weight of the concentrate. 14. The concentrate of claim 6 wherein the biologically active agent is comprised in 4 * 4 • 4 4 4 4 9 4 4 44 4 4 4 4 4 to 44 of the concentrate in an amount of 10 to 80% by weight based on the weight of the concentrate. 15. A method of treating a targeted substrate comprising contacting the substrate with the pesticidal concentrate of claim 6.