LT3606B - Insecticidal composition - Google Patents

Abstract

An insecticidal compsn. comprises: (a) 2,4-dioxo-1-(2-propynyl) imidazolidine-3-ylmethyl chrysanthemate; (b) at least one mono- or di- 16-19C carboxylic acid ester; and (c) opt. one inert carrier. The ratio of (a):(b) is 3-1:1-100. Pref. (b) is dibutyl phthalate, isopropyl palmitate, isopropyl myristate or hexyl laurate.

Description

The present invention relates to an insecticidal composition.

Known compound 2,4-dioxo-1- (2-propynyl) imidazolidin-3-ylmethyl chrysanthemate (hereinafter referred to as Compound A) having the formula below:

3 is a compound disclosed in U.S. Pat. No. 4,176,189, and is known to be useful in the active ingredient insecticidal formulations. The disadvantage of this compound is that, when used alone, its insecticidal activity is not sufficient.

The present inventors have carried out extensive studies to increase the insecticidal activity of Compound A. Studies have shown that adding (b) at least one carboxylic acid ester selected from the group consisting of monocarboxylic acid esters containing 16 to 19 carbon atoms and dicarboxylic acid esters having 16 to 19 carbon atoms to (a) when ( The weight ratio of a) and (b) is between 3: 1 and 1: 100, the insecticidal activity of Compound A is significantly enhanced. In this way, the present invention was developed.

The insecticidal composition according to the present invention comprises:

(a) 2,4-dioxo-1- (2-propynyl) imidazolidin-3-ylmethyl chrysanthemate (Compound A),

b) at least one compound selected from the group consisting of monocarboxylic acid esters containing 16 to 19 carbon atoms and dicarboxylic acid esters having 1619 carbon atoms, wherein the ratio between (a) and (b) is between 3: 1 and 1: 100 , and usually

(c) at least one inert carrier.

Compound A comprises various optical and geometric isomers. An insecticidal composition according to the present invention comprises an isomer selected from the group consisting of said isomers and having insecticidal activity, and mixtures of these isomers. The proportion of Compound A in the composition of the present invention is between 0.001% and 75% by weight.

Specific examples of monocarboxylic acid esters containing 16 to 19 carbon atoms and dicarboxylic acid esters having 16 to 19 carbon atoms are dibutyl phthalate, isopropyl palmitate, isopropyl myristate, hexillaurate and the like. These compounds can also be used in admixture. One or more compounds selected from the group consisting of these compounds are mixed in a composition of the present invention in an amount of 0.0003-75% by weight.

one or more other insecticides, synergists, flavoring agents, fungicides, solvents, propellants, solid carriers and the like may be included in the composition of the present invention.

Specific examples of other insecticides are:

(RS) -3-Allyl-2-methyl-4-oxocyclopent-2-enyl (IRS) -es, trans-chrysanthemate (aletrin);

3, 4, 5, 6-tetrahydro-thalimidomethyl (IRS) -es, trans-chrysanthemate (tetramethrin);

(S) -2-methyl-4-oxo-3- (2-propynyl) cyclopent-2-enyl (1R) cis, trans-chrysanthemate (prallethrin);

3-phenoxybenzyl (IRS) -eis, trans-chrysanthemate (fe5 notrin);

5-benzyl-3-furylmethyl (IRS) - ee, trans-chrysanthemate (resmethrin);

(RS) -α-cyano-3-phenoxybenzyl (IR) -eis, trans-chrysanthemate (cyphenothrin);

3-phenoxybenzyl (IRS) - ee, trans-3- (2,2-dichloro-vinyl) - 2,2-dimethylcyclopropanecarboxylate (permethrin);

(RS) -α-cyano-3-phenoxybenzyl (IRS) -eis, trans-3- (2,2-dichloro vinyl) -2,2-dimethylcyclopropanecarboxylate (cypermethrin);

(S) -c-cyano-3-phenoxybenzyl (IRS) -cis-3- (2,2-dibromomethyl) -2,2-dimethylcyclopropanecarboxylate (deltamethrin);

(RS) -α-cyano-4-fluoro-3-phenoxybenzyl (IRS) - ee, trans-325 (2,2-dichlorvinyl) -2,2-dimethylcyclopropanecarboxylate (cyfluthrin);

5- (2-propynyl) -furfuryl (IRS) -eis, trans-chrysanthemate (furamethrin);

2- (4-ethoxyphenyl) -2-methylpropyl 3-phenoxybenzyl ether (ethofenprox);

2.2- dichloro-vinyl-dimethylphosphate (dichlorophos);

0,0-dimethyl 0- (3-methyl-4-nitrophenyl) -phosphorothioate (phenitrothione);

2- (1-methylethoxy) phenylmethylcarbamate (propoxur);

4-phenoxyphenyl (RS) -2- (2-pyridyloxy) propyl ether (pyriproxifene);

isopropyl (2E, 4E) -11-methoxy-3,7,11-trimethyl-2,4dodecadienoate (methoprene);

ethyl (2E, 4E) -3,7,7,11-trimethyldodeca-2,4-dienoate (hyd10, roprene);

1- (4-chlorophenyl) -3- (2,6-difluorobenzoyl) urine (diflubenzuron); and

N-cyclopropyl-1,3,5-triazine-2,4,6-triamine (cyromazine).

Particular examples of synergists are α- [2- (2-butoxyethoxy) -4,5-methylenedioxy-2-propyltoluene (piperidinyl 20-butoxyl), N- (2-ethylhexyl) -bicyclo (2,2,1) hept-5-en-2, 3-Dicarboximide (MGK-264), Octachlorodipropyl ether (S-421) and others.

Specific examples of solvents include isopropyl alcohol, kerosene, dodecylbenzene and others.

Specific examples of propylenes include propane / butane, dimethyl ether, Freon TM gas (phosphorus carbohydrates) and others.

The composition of the present invention is prepared, for example, by admixing a predetermined amount of Compound A with at least one of the carboxylic acid esters described above and, if necessary, other insecticides, synergists, aromatics, fungicides, solvents, propellants, solid carriers, and the like. at set temperature with heating and at room temperature.

The insects and mites against which the effective composition of the present invention is obtained as described above are listed below:

Butterflies (Lepidopt.era):

- domestic moth (Tlneola bisselliella), fur moth (Tinea pellionella), etc.

Diptera:

- Culex species, that is, mosquitoes (Culex pipiens pallens) and Cuiex tritaeniorhynchus; Aedes species, that is, Aedes aegypti; and Aedes albopictus; Anopheles species, that is, Anopheles sinensis, mosquito deficient (Chironomidae);

- Flies, that is. house fly (Musca domestica) and house fly (Muscina stabulans); Calliphoridae; Sacopharidae; small house fly (Fannia canicularis); Anthomyiidae, these are the spider fly larvae (Delia platura) and the onion fly larvae (Delia antigua): the vole fly (Tephritidae); drosophila; agitators (Psychodidae); lice (Simuliidae); Tabanidae; fly moth (Stomoxyidae) and others.

Flycatchers (Dictyoptera):

prickly (Blattella germanica), domestic cockroach (Periplaneta fuliginosa), American cockroach (Periplaneta americana), brown cockroach (Periplaneta brunnea), black cockroach (Blatta orientalis) and others.

Hymenoptera:

- Formicidae, Vespidae, Bethylidae, Tenthredinidae, such as Athalia rosae ruf .icornis and others.

Termites (Isoptera):

- Reticulitermes speratus, Coptotermes formosanus and others.

Ixodidae:

Boopb-ilus microplus et al.

Ticks:

Acaridae, that is Tyrophagus putrescentiae, Pyroalyphidae, that is, Dermatophagoides farinae, Cheyletidae, that is, Chelacaropsis moorei, Eacronyssidae, that is, Ornithonyssus bacoti et al.

The compositions of the present invention, as such, may be used to kill insect pests, but the formulation may be modified to include aerosol, greasy foam, and the like. . In the latter case, the amount of Compound C in aerosols and greasy foams is approximately 0.001 to 5% by weight.

The present invention is illustrated in more detail by the following examples, which are not limited by the comparative examples.

Parts in the examples, comparative samples and test sample are by weight.

1. Example

50.0 parts of Compound A and 50.0 parts of isopropyl myristate were mixed to obtain a liquid insecticidal composition by heating (about 40-50 ° C).

Table I lists the insecticidal compositions obtained as described above.

An example

0.1 parts of compound A, 0.1 parts of isopropyl myristate and 0.3 parts of cyphenotrine were dissolved in a mixture of 20.0 parts of dodecylbenzene and 39.5 parts of kerosene. The resulting mixture was placed in a container. A nozzle was attached to the container. 40.0 parts of a propane-butane propellant mixture were pressed into the insecticidal composition via an oral nozzle.

An example

1.0 parts of compound A and 1.0 parts of isopropyl myristate were dissolved in a mixture of 2.0.0 parts of isopropyl alcohol and 28.0 parts of kerosene. The resulting mixture was placed in a container. A nozzle was attached to the container.

50.0 parts of a propellant, butane and dimethyl ether propellant mixture were pressed into the insecticidal composition via an oral nozzle.

10 Example

1.0 parts of compound A and 31.0 parts of isopropyl myristate were dissolved in 18.0 parts of kerosene. The resulting mixture was placed in a container. A nozzle was attached to the container. 50.0 parts of a propellant, butane and dimethyl ether propellant mixture were pressed into the insecticidal composition via an oral nozzle.

11 Example

1.0 parts of compound A and 1.0 parts of dibutyl phthalate were dissolved in a mixture of 2.5 parts of isopropyl alcohol and 45.5 parts of dodecibenzene. The resulting mixture was placed in a container. A nozzle was attached to the container. 50.0 parts of a propellant, butane and dimethyl ether propellant mixture were pressed into the insecticidal composition via an oral nozzle.

5 Test Example

Each insecticidal composition obtained in Examples 17 and Comparative Examples 1-4 was diluted with acetone to give a solution containing 0.189 g / l of Compound A. 0.3 ml was added to a 8.5 cm petri dish. layer of solution so that 0.0567 mg of compound A is introduced into it.

That is, 10 mg / m was added to the petri dish. Thereafter, evaporating the acetone, the petri dish is dried and placed in 10 Blatella germanica. The Knot50 effect is observed (the time required for 50% of the cockroaches to be in the knockout or shock state). The results are shown in Table 2.

Claims (6)

DEFINITION OF INVENTION 1. An insecticidal composition comprising: a) 2,4-Dioxo-1- (2-propynyl) imidazolidin-3-ylmethyl chrysanthemate, characterized in that it contains: (b) at least one carboxylic acid ester selected from the group consisting of monocarboxylic acid esters of 16 to 19 carbon atoms and dicarboxylic acid esters of 16 to 19 carbon atoms, c) in addition, the weight ratio between (a) and (b) is between 3: 1 and 1: 100. 2. An insecticidal composition according to claim 1, wherein the carboxylic acid ester is selected from the group consisting of dibutyl phthalate, isopropyl palmitate, isopropyl myristate and hexyl laurate. 3. An insecticidal composition according to claim 1, wherein the carboxylic acid ester is dibutyl phthalate. 4. The insecticidal composition of claim 1, wherein the carboxylic acid ester is isopropyl palmitate. 5. The insecticidal composition of claim 1, wherein the carboxylic acid ester is isopropyl myristate. 6. The insecticidal composition of claim 1, wherein the carboxylic acid ester is hexillaurate.