JPH01131103A - Harmful organism control composition - Google Patents

Abstract

PURPOSE: To obtain the subject composition, comprising a mixture of a knockdown pyrethroid with a specific bicycloalkane, capable of manifesting an excellent knockdown and excellent killing rate by the synergism and useful for suppressing arthropods, etc., such as insects and mites. CONSTITUTION: This pest exterminating composition comprises a mixture of a knockdown pyrethroid, e.g. S-bioallethrin or permethrin with a bicycloalkane, represented by the formula [R is a 2-10C alkyl, alkenyl or alkynyl, a 3-10C cycloalkyl, phenyl, etc.; R<1> is a (substituted)phenyl or a (substituted)5-10C cycloalkenyl] and having herbicidal activities and pest exterminating characteristics, e.g. 1-(4-bromophenyl)-4-tertiary butyl-2,6,7- trioxabicylo[2.2.2]octane and, as necessary, other pest exterminating agents, an attractant, a fungicide or an antibiotic substance. A carrier or an auxiliary is added to the composition to prepare an emulsion, a fine powder, an aerosol, etc., for use.

Description

DETAILED DESCRIPTION OF THE INVENTION Field of the Invention The present invention relates to the preparation of pest control compositions, Nana et al. and the use of Nana et al. compositions in the control of pests. More particularly, the present invention relates to pest control compositions comprising a knocked down pyrethroid and bicyclooctane.

[Conventional technology]

Pyrethroids are a class of synthetic pest control agents that exhibit excellent pest control properties against a wide range of pests such as insects and mites. Dino-lotrin, dibermethrin, deltamethrin, permethrin, arethrins, neotamines, captorin, vapotrin are all examples of commercially available pyrethroids. Some of these pyrethroids stimulate the insect's nervous system, causing it to become hyperactive very quickly, often being "knocked down" within minutes at sublethal doses. These effects eventually die out and do not kill the insect. Examples of such knockdown pyrethroids include allethrins, telarethrin, fenfluthrin, neothythymines, captorin and vapotrin. Other pyrethroids, such as dibermethrin, cy/10thrin, and deltamethrin, do not cause this rapid insect knockdown at normal usage levels, but on a long-term scale their pesticidal action by killing insects is reduced. shows. Other pyrethroids, such as permethrin, exhibit both knockdown and insecticidal properties to some extent. In particular, in the field of public health it is often advantageous to combine knockdown and biocidal pyrethroids so that action begins quickly and biocidal is easily observed.

[Problem that the invention seeks to solve]

Certain bicycloalkanes have herbicidal properties (U.S. Pat.
No. 456862224 Q[W),! : W pest'ms < static characteristics (J, Agria, Food Ohem,, 198
5, Vol. 36, p. 976 and our co-pending UK Patent Applications Nos. 8,523,582, 8,522,601 and 8,519,212). These bicycloalkanes do not have appreciable knockdown activity.

[Means for solving problems]

The present invention provides a knockdown pyrethroid as defined above and the formula [wherein R is alkyl containing 2 to 10 carbon atoms]
alkenyl or alkynyl, each optionally cyano, /%, siftetraalkyl with 3 to 4 carbon atoms or alkoxy with 1 to 4 carbon atoms or a group S(0)mR2( provided that R2 is alkyl having 1 to 4 carbon atoms, m is 0.1 or 2] or substituted with methyl, or R is 3 to 10 cycloalkyl having 4 to 10 carbon atoms, cycloalkenyl or phenyl having 4 to 10 carbon atoms, optionally alkoxy having 1 to 4 carbon atoms, cycloalkyl having 1 to 6 carbon atoms; alkyl having 2 to 4 carbon atoms, alkynyl having 2 to 4 carbon atoms, halo, cyano or substituted by a group S(0)mR2 as defined above, R1 is phenyl, cycloalkyl having 5 to 10 carbon atoms or cyclo A pest control composition is provided, comprising a bicycloalkane having an alkenyl group, optionally substituted with 70, optionally substituted.

Suitably R is propyl, butyl, pentyl, alkenyl or alkynyl having 2 to 5 carbon atoms, cycloalkyl or phenyl having 5 to 7 carbon atoms. R is most preferably and necessarily n-propyl, 1-butyl, sec-butyl, tert-butyl, cyclopentyl or cyclohexyl; R is n-propyl, 1-butyl, tert-butyl or cyclohexyl. It is preferable that

When R1 is a substituted phenyl, cycloalkyl or cycloalkenyl group having 5 to 10 carbon atoms, suitable substituents include halo, cyano, azide, nitro,
1 to 6 alkyl optionally substituted by halo or alkoxy or 2 to 6 optionally substituted by halo
There are alkenyls with 6 carbon atoms. When R2 is phenyl, this phenyl is preferably 6.4
and/or with up to 3 substituents in the 5-position.

R1 is cyclohexyl, cycloheptyl or 6-1
Preference is given to phenyl, optionally substituted in the 4- and/or 5-positions by halo, cyano, azide or nitro. Most preferably R1 is cyclohexyl or phenyl optionally substituted in the 4-position by chlorine, bromine or cyano.

Preferred bicycloalkanes include:

1-(4-chlorophenyl)-4-n-propyl-2,
6,7-)lioxabicyclo(2,,2,2)octane, 1-(4-chlorophenyl)-4-n-dityl-2,6
,7-dryoxabicyclo(2,2,2)octane, 1-(4-/lorophenyl)-4-secondary phthyl-2
,6,7-)lioxabicyclo(2,2,2)octane, 1-(4-chlorophenyl)-4-tertiary butyl-2,
6,7-)lioxabicyclo(2,2,2)octane, 1-(4-chlorophenyl)-4-cyclopentyl-2
,6,7-)lioxabicyclo(2,2゜2)octane, 1-(410lofenyl)-4-cyclohexyl-2,
6,7-)lioxabicyclo(2,2゜2)octane, 1-(4-chlorophenyl)-4-phenyl-2゜6.
7-Dryoxabicyclo(2,2,2)octane, 1-cyclohexyl-4-tertiary phthyl 2.6゜7-
Doryoxabicyclo(2,2.2)octane, 1-cycloheptyl-4-tert-butyl-2,6゜7-dolyoxabicyclo(2,2,2)octane, 1-(4-fluorophenyl) -4-mtertiary butyl-2,6,7-)lioxabicyclo(2,2゜2)octane, 1-(4-bromophenyl)-4-tertiary dithyl-2,
6, hoodrioxabicyclo(2,2,2)octane, 1-(4-nitrophenyl)-4-tertiary phthyl-2,
6,7-)lioxabicyclo(2,2,2)octane, 1-(4-cyanophenyl)-4-tertiary butyl-2,
6,7-)rioxapicyclo(2,2,2)octane, 1-(3,4-dichlorophenyl)-4-tertiary dityl-2,6, hoodrioxabicyclo(2°2.2)octane, 1 -Cyclohexyl-4-cyclohexyl-2゜6.7
-) Lioxabicyclo(2,2,2)octane, 1-cycloheptyl-4-cyclohexyl-2°6.7
-) rioxapicyclo(2,2,2)octane, 1-(4-fluorophenyl)-4-cyclohexyl-
2,6,7-drioxabicyclo(2,2゜2)octane, 1-(4-7"romophenyl)-4-cyclohexyl-
2,6,7-dryoxabicyclo(2,2゜2)octane, 1-(4-cyanophenyl)-4-cyclohexyl-2
, 6,7-drioxabicyclo(2,2゜2)octane, (3,4-dichlorophenyl)-4-cyclohexyl-
2,6,71-lioxabicyclo(2,2°2) octane.

Preferably, the knockdown pyrethroids are selected from arethrins, neopinamines, captorins or vapotrins. Most suitably, the knockdown pyrethroid is S-bioallethrin or permethrin, with S-bioallethrin being preferred.

The ratio of knockdown pyrethroid to bicycloalkane is preferably 100:1 to 1:100, 20:
The ratio of 1 to 1:100 is most preferred, and the ratio of 5:1 to 1:50 is most preferred.

[Effect]

It has been found that by combining all the bicycloalkanes and knockdown pyrethroids, a synergistic effect of the knockdown and biocidal rates occurs with respect to the knockdown and biocidal rates of the individual components. It has been found that the activity of the pest control compositions of the invention can be increased by adding a synergist or synergist, for example one of the oxidase inhibitor synergists such as piperonyl butoxide or 2-propynylphenylphosphonate. It started. When an oxidase inhibitor is present in the pest control composition of the invention, the ratio of synergist to knockdown pyrethroid and bicycloalkane combination is in the range of 25:1 to 1:25, e.g. 10=1
It is.

Other pyrethroids, such as knockdown or biocidal pyrethroids or other bicycloalkanes,
Other pest control agents (e.g. carbamates and organophosphates, benzylureas, avermectins and pyrethrins) and/or attractants etc. and/or fungicides and/or antibiotics for the pests of the invention. Can be included in pesticidal compositions.

The pest control compositions of the present invention can be used to control arthropods such as insect and mite pests.

These pest control compositions can be used for the above purposes by administering the active ingredient itself or as a composition in diluted form. The exact nature of the composition will usually vary depending on the nature of the compound and the pest to be controlled. For example, the compositions can be dips, sprays, lacquers, foams, fine powders, powders, aqueous suspensions, pastes, dels, shampoos, greases, flammable solids, vaporizers, wettable powders, granules, aerosols, Microcapsules, emulsifiable 7ams, oily suspensions, oily solutions, pressure bags, impregnations or shakers can be administered as compositions. Immersion concentrates are not administered as such, but are diluted with water and the animal is immersed in a soaking bath containing an immersion wash. The spray can be administered by hand or by spray lace or arch. The animal, plant or surface to be treated can be saturated with a high dosage spray or the surface can be coated with a small or ultra-micro dosage spray. Aqueous suspensions can be administered as sprays or dips and agitation. The fine powder can be applied by means of a powder applicator or, in the case of animals, placed in a perforated bag attached to a tree or comb. Pastes, shampoos, and greases can be applied by hand or distributed onto the surface of an inert material that is rubbed onto the skin by the animal. In sprinkling, the composition is sprinkled onto the animal's back in small liquid units so that all or most of the liquid is retained by the animal. Steam generators deliver mixtures of compounds as vapors or small particles directly into the atmosphere.

Pest control compositions may be easy to use on animals, plants or surfaces, or may require dilution before administration, but all compositions may contain pyrethroi F and a bicycloalkane as defined above. It consists of a sufficiently mixed substance with i or more types of companions or diluents. The phase may be liquid, solid or gaseous, or consist of a mixture of force-strengthening substances, the mixture of knockdown pyrethroid and bicycloalkane being between 0.025 and 0.025, depending on whether the composition requires further dilution. 99% (W/V
) can be present at a concentration of

Fine powder and powder compositions are prepared by mixing knockdown pyrethroids and bicycloalkanes with an inert phase of the powdered solid, such as suitable clays, kaolin, talc, mother of pearl, chalk, ceracola, vegetable carriers, starch. and mixed well with diatomaceous earth.

The granules are made from a mixture of knocked-down pyrethroids and bicycloalkanes that is absorbed into Kieserguhr porous granulate materials (e.g. pilasters) or onto plastic materials for controlled release of the composition. Become.

Spray compositions are water-based compositions prepared in the field of emulsifiable concentrates (also known as water-soluble oils) which can also be used for dipping or dipping in organic solvents (such as those listed below). Emulsion (Immersion cleaning solution or Spy cleaning solution)
It may consist of. Concentrates preferably consist of the active ingredient being combined with an organic solvent and an emulsifier of class 18I or higher, without or without interference. The solvent can be present within wide limits, but preferably from 0 to 9 U% of the composition.
(W/V) amount of oil, kerosene, ketone, alcohol,
It can be selected from xylene, aromatic naphtha and other solvents known in the art.

Although the concentration of emulsifier can be varied within wide limits,
Preferably in the range of 5 to 25% (W/V), emulsifiers include nonionic surfactants such as polyoxyalkylene esters of alkylphenols and polyoxyethylene derivatives of hexitol anhydrides, and sodium lauryl sulfate, aliphatic Anionic surfactants such as sulfuric ethers of alcohols, sodium and calcium salts of alkylarylsulfonic acids and alkylsulfosuccinic acids are advantageous, but cationic or amphoteric surfactants may also be used.

Wettable powders consist of an inert solid carrier, one or more surfactants and optionally stabilizers and/or antioxidants.

Emulsifiable concentrates consist of emulsifiers and sometimes organic solvents such as kerosene, ketones, alcohols, xylenes, aromatic naphthas, and other solvents known in the art.

Wettable powders and emulsifiable concentrates usually contain from 5 to 95% by weight of active ingredient and are diluted, for example with water, before use.

Lacquers consist of an oily component in an organic solvent, a resin and optionally a plasticizer.

The immersion cleaning solution contains not only emulsifiable concentrates but also wettable powders, soap-based immersions JP and mixtures of knockdown pyrethroids and bicycloalkanes, mixed thoroughly with dispersants and one or more surfactants. It can also be prepared from an aqueous suspension consisting of

Aqueous suspensions may consist of suspensions in water along with suspending agents, stabilizing agents, or other agents.

Suspensions or solutions may be administered per se or in diluted form in a known manner. The liquid composition can be obtained by dissolving the mixture of the knocked down pyrethroid and the bicycloalkane in a suitable solvent (aliphatic, aromatic or polar solvent).

Greases (or ointments) can be prepared from vegetable oils, synthetic esters of fatty acids or wool fat and an inert base such as soft paraffin. Preferably, the mixture of knockdown pyrethroid and bicycloalkane is uniformly distributed by mixing in solution or suspension. Greases can also be made by diluting emulsifiable concentrates with ointment bases.

Paste shampoos are also semi-solid V@ products; the mixture of knocked-down pyrethroids and bicycloalkanes may be present as a homogeneous dispersion in a suitable base such as soft fluff or liquid paraffin. or can be made from a non-greasy base and glycerin, viscous or a suitable soap. Greases, shampoos and pastes are usually administered undiluted, so
They should contain appropriate proportions of active ingredient to be processed.

Aerosol-sprays can be prepared by simply dissolving the active ingredient in an aerosol propellant such as a halonated alkane and a co-solvent and a solvent such as those described above, respectively. The shake-up composition can be prepared as a mixture of knockdown pyrethroids and bicycloalkanes dissolved or suspended in a K1 body medium. Hosts such as birds or mammals are also prevented from being parasitized by external parasites such as mites by carrying them on suitably molded and shaped plastic articles impregnated with a mixture of knockdown-pyrethroids and cycloalkanes. can do.

Such products include collars, tags, bands, sheets and strips that are suitably attached to appropriate parts of the animal's body. Polyvinyl chloride (PVO) is suitable as the plastic material.

The concentration of the knockdown pyrethroid and bicycloalkane mixture administered to the animal will vary depending on the compound selected, the treatment interval, the nature of the composition and the potential for in vitro parasitism, but is generally 0.001. ~20.0% (w
/v), preferably 0.0 in the administered composition.
1-10% oily components should be present. The amount of active ingredient deposited on an animal will vary depending on the method of administration, the size of the animal, the concentration of active ingredient in the composition being administered, factors diluting the composition, and the nature of the composition, but is usually 0.
Furikake deposited at a degree in the range of 1 to 20.0% is generally 0.0001%, except for undiluted compositions such as compositions.
% to 0.5%.

Pest control compositions may also be useful for the protection and treatment of plants, in which case an effective insecticidal or acaricidal amount of the active ingredient is administered. Dosages will vary depending on the pest control composition selected, the nature of the composition, the method of administration, plant species, breeding density and potential ectoparasites and other factors, but generally The preferred usage amount is O-001-3 kg/Ha), preferably 0.01-1) C9/H&. A typical composition for agricultural crops comprises o, o o o i to 50% by weight, conveniently 0.1 to 15% by weight, of a mixture of knockdown O pyrethroids and bicycloalkanes.

Specific agricultural crops include cotton, wheat, corn, rice, corn, soybeans, vines, tomatoes, potatoes, fruit trees, and spruce.

Fine powders, greases, pastes and aerosol compositions are usually administered and administered in a random manner as described above.
A loading of 0.001 to 20% (W/V) of active ingredient in the composition is used.

The pest control compositions of the present invention can be used to control arthropods such as insects and mites in any environment where they constitute a total pest population, e.g. in agriculture, grazing, public health control and domestic use. Useful for suppression.

Harmful insects include beetles (eg, Anobium).

Tribolium, 81tophilus, D
iabrotica.

Anthonomua or Anthrenus si
) Lepidoptera (e.g. Hypoderma, Liriom)
yza and Melophaqua @ ), 01me
x 's), Hymenoptera (8chistocerca t
or AQhtlL or Blatta species), Hymenoptera (e.g.
There are seeds.

Acaris pests include ticks, such as [Example] representative male cycloalkanes and sublethal doses of (
Knockdown pyrethroids (as defined above) were locally administered to several batches of 20 female houseflies with 0.6 μm cellosolve or butanone in a conventional manner.

Tables were run after 10 minutes, 1 hour and 1 day. The result was as follows.

InOLfl □-0 U) α) Mer CI If'>C0 All amounts of the formulation are given by weight relative to the weight of the base.

The compound of formula (1) is a knockdown pyrethroid containing 10.00 equivalent amount of ICthylan KICO20.00 xylene.
67.50 Butylated hydroxyanisole 2.50100.00 2. Wettable powder compound of formula (1) knockdown pyrethroid equivalent to 25.0 athanoglugate 69.50
Sodium isopropylbenzenesulfonate 0.50 Sodium salt of condensed naphthalenesulfonic acid 2.50 Butylated hydroxytoluene 2.50100.
00 & fine powder compound of formula (1) knockdown Villethroy F 0.50 equivalent butylated hydroxyanisole 0.10 talc 99.40100.0
0 Compound knockdown pyrethroid of formula (1) 40.25 equivalent Rock sugar 59.65 Butylated hydroxytoluene 0.10100.00 5 Lacquer Compound knockdown pyrethroid of formula (1) 2.5 equivalent resin 5.0 Butylated hydroxyanisole 0.5 Highly aromatic white spirit 92.0100.00 6. Aerosol compound knockdown pyrethroid of formula (1) 0. Butylated hydroxyanisole in an amount equivalent to 0.51.1.
1-) Lichloroethane 4.00 Odorless Kerosene
15.60 arcton 11
/12.50:50 m compound 80.00i o
o, o.

Z Compound knockdown pyrethroid of spray formula (1), butylated 0.1 equivalent hydroxyanisole 0.1 xylene 10.0 odorless kerosene
89.8100.00 Compound knockdown pyrethroid of formula (1), containing 0.1 equivalent of peronyl φ cytoxide 0.5 butylated hydroxyanisole 0.1 xylene
10.0 Odorless kerosene
89.2i o o, o.

Procedural amendment (voluntary) March d/Sun, 1986

Claims (10)

[Claims] (1) Knockdown pyrethroid as defined above and the formula ▲ Numerical formula, chemical formula, table, etc. ▼ (I) [In the formula, R is an alkyl having 2 to 10 carbon atoms,
alkenyl or alkynyl, each optionally cyano, halo, cycloalkyl having 3 to 4 carbon atoms or alkoxy having 1 to 4 carbon atoms or the group S(O)_mR^2, with the proviso that R^2 is alkyl having 1 to 4 carbon atoms, m is 0, 1 or 2) or substituted with methyl, or R has 3 to 10 carbon atoms. cycloalkyl, cycloalkenyl or phenyl having 4 to 10 carbon atoms, each optionally 1 to 4
alkoxy having 1 to 3 carbon atoms, alkyl having 1 to 3 carbon atoms, alkynyl having 2 to 4 carbon atoms, halo, cyano or a group S(O)_mR as defined above
and R^1 is phenyl, cycloalkenyl having 5 to 10 carbon atoms, each optionally substituted]. thing. (2) The pest control composition according to claim 1, wherein the knockdown pyrethroid is selected from allethrins, neopinamines, kedatrins, vapophosphoruses, or pelthrins. (3) The pest control composition according to claim 1, wherein the knockdown pyrethroid is S-bioallethrin or permethrin. (4) R is selected from propyl, butyl, pentyl, alkenyl or alkynyl having 2 to 5 carbon atoms, cycloalkyl or phenyl having 5 to 7 carbon atoms, and R^1 is cyclohexyl, cycloheptyl or 3-, 4- and/or 5-positions are halo, cyano,
Pest control composition according to claim 1, selected from phenyl optionally substituted by azide or nitro. (5) The pest control composition according to claim 1, which also contains a synergist. (6) Claim 1 also includes other pyrethroids and/or other bicyclooctanes and/or other pest control agents and/or attractants and/or fungicides and/or antibiotics. pest control composition. (7) Claim 1 which also includes a diluent or carrier
Pest control compositions as described in Section 1. (8) A method for controlling arthropods, which comprises administering an effective amount of the pest control composition according to claim 1 to the arthropods or their environment. (9) A method for suppressing in vitro parasitism of arthropods on plants, which comprises administering an insecticidal or acaricidal amount of the pest control composition according to claim 1 to the plants or their environment. (10) A method for preparing a pest control composition according to claim 1, comprising a mixture of a knockdown pyrethroid and a bicyclooctane having the formula (1).