GB2180751A

GB2180751A - Pesticidal composition containing synthetic pyrethroid for atmospheric diffusion

Info

Publication number: GB2180751A
Application number: GB08622780A
Authority: GB
Inventors: Pierre Regis Carle
Original assignee: Roussel Uclaf SA
Current assignee: Sanofi Aventis France
Priority date: 1985-09-23
Filing date: 1986-09-22
Publication date: 1987-04-08
Also published as: BR8604524A; FR2587589B1; GB8622780D0; AU6300986A; IT1196636B; FR2587589A1; AU585071B2; GB2180751B; JPS6272603A; KR870002763A; CN86106690A; PH23366A; IT8648479A0

Abstract

Pesticidal compositions suitable for atmospheric diffusion comprise as active ingredient, pentafluorophenyl-methyl, (1R, cis, E)-2,2-dimethyl-3-[2-fluoro-3-oxo-3-methoxy-1 -propenyl]cyclopropane carboxylate with an appropriate support and/or an appropriate vehicle.

Description

SPECIFICATION Pesticidal compositions for atmospheric diffusion The present invention is concerned with pesticidal compositions containing pentafluorophenylmethyl (1R, cis, E) 2,2-dimethyl-3-[s-fluorn-3-oxo-3-methoxy- I -propenyl]cyclopropane-carboxylate.

Pentafluorophenyl-methyl (1R, cis, E) 2,2-dimethyl-3-[2-fluoro-3-oxo-methoxy- 1 -propenyl]cyclo- propane-carboxylate (hereinafter called product A) has already been described in French Patent application 2,536,389. However the idea of presenting product A in the form of pesticidal compositions intended for atmospheric diffusion has not previously been indicated.

We have now found that the presentation of product A in the form of compositions intended for atmospheric diffusion enables exceptional biological results to be obtained, as shown by the results of the biological tests described hereinafter.

Thus according to one feature of the present invention we provide pesticidal composition suitable for atmospheric diffusion comprising, as active ingredient, product A with an appropriate support and/or an appropriate vehicle. Acccording to a further feature of the invention we provide a method of preventing or inhibiting the growth and/or proliferation of pests which comprises diffusing into the atmosphere surrounding or likely to be inhabitated by the pest and effective amount of product A.

The compositions according to the invention offer a remarkable knock-down power and a lethal effect on insects and the invention thus has particularly as its subject pesticidal compositions characterized in that they are intended for combating insects.

As composition intended for atmospheric diffusion there may be understood: 1) any composition where the active ingredient is liberated by thermo-diffusion which, by heating or combustion, permits a diffusion, vaporisation or cloud of one or more active constituents. Such compositions can be presented in the form of fumigators which are heated plates or cylinders on which an active solution is atomized, in the form of heating discs made of porous material on which the active constituent is absorbed, in the form of electric diffusors (the principle is the same as for the heating disc, the heat coming from an electrical resistance contained in a little box which is connected directiy to an electrical socket), in the form of lamps or candles, in the form of thermogenic boxes, in the form of fumigating coils which are made of a combustible material impregnated with active products which diffuse under the effect of heat and smoke; these serpentines or coils can be presented in the form of short sticks, spirals or serpentines which are ignited; 2) any composition of the "aerosoi" type, 3) any composition of the "spray' 'type.

These pesticidal compositions can have multiple action, for example, an irritative effect on the pest combated, and effect of repulsion or inhibition of attack, a knock-down effect and a mortal effect.

The pesticidal compositions of the invention are useful for combating in particular the harmful insects of the environment of man, of animals or of plants, such as mosquitoes, flies and cockroaches, ants, aphids, caterpillars of greenhouses or plant lice.

The compositions of the invention can be used also as bactericides or fungicides. In addition to the active ingredient, the compositions of the invention may contain one or more other active materials, a combustible material, an adhesive or binder, an emulsifier, a propellent and possibly a synergist, a stabilizer, a colouring material, a perfume or other particular compound.

As adhesive or binder, there can be used natural or synthetic cellulose, paraffins, natural gums or starch.

The stabilizers which may be used are those used in other pesticidal formulations, as are the synergists, of which the best known at this time is piperonyl butoxide. The invention has quite especially as its subject pesticidal compositions containing piperonyl butoxide in addition to product A.

It goes without saying that a perfume can be added according to the preference of the user.

The invention has quite particularly as its subject pesticidal compositions wherein the active ingredient is liberated in use by thermo-diffusion.

As combustible material which can be used in these compositions, there can be cited particularly a material of vegetable origin, (grain residues, pyrethrum marc, cedar leaf powders, bambu, flower powders, pyrethrum stem powder, powders of grains, wood powders, vegetable charcoal, coconut powder, dried pulp, paper, cereal flours). There can also be used a material of animal origin, such as tallow, spermaceti, beeswax, Japanese wax, stearic acid.

The invention has notably as its subject the compositions characterized in that the appropriate support is a combustible insecticide serpentine or spiral.

Among these, the invention has more especially as its subject the compositions containing from 0.003 to 1% by weight of active material.

The experimental part described herinafter shows clearly that product A presented in the form of a combustible serpentine is twenty times more active that bioallethrin.

The invention also has as its subject the compositions characterized in that they are constituted by an incombustible fibrous substrate in which the active ingredient is incorporated.

In a preferred method of realization, these compositions are presented in the form of tablets or discs intended to be heated by means of an elctrical apparatus of the elecro-emanator type at a temperature enabling the diffusion of the active ingredient into the surrounding atmosphere. In general the temperature at which diffusion of the active ingredient into the surrounding atmosphere will take place is above 60"C, for example, a temperature of from 80 to 120"C.

The idea of using high temperature to diffuse product A into the atmosphere might have been rejected a priori for fear of destroying the molecule and in consequence of not obtaining any activity. We have found, however that product A may be heated to relatively elevated temperatures whilst still retaining its effectiveness.

The results of biological tests described hereinafter show clearly the remarkable insecticidal properties of product A, presented in the form of tablets or discs intended to be heated by means of an electrical apparatus and particularly its superiority in comparison with bioallethrin.

The invention has more especially as its subject the compositions containing from 0.03 to 95% by weight of product A.

The invention also has as its subject the compositions characterized in that the active ingredient is supported on the wick of a lamp and particularly a wick soaked in an oily solution of the active ingredient.

The invention also has quite particularly as its subject the pesticidal compositions in the form of aerosols, containing product A as active ingredient. In these compositions, the solvent can be aqueous or non-aqueous.

Amoung these compositions, there can be cited quite particularly the compositions in the form of aerosols containing from 0.005 to 0.5% of active ingredient and preferable from 0.01 to 0.09%.

The aerosols are prepared according to the standard industrial techniques.

The propellent gases used can be, for example, hydrocarbons such as propane or butane, mixtures of hydrocarbons, halogenated hydrocarbons, halogenated hydrocarbons such as monofluorotrichloromethane or dichlorodifluoromethane, or even nitrogen or carbonic anhydride.

The invention also has quite particularly as its subject the pesticidal compositions in the form of "sprays".

The examples which follow illustrate the invention without however limiting it.

EXAMPLE I: Fumigating serpentine (or coil): Tabu powder 40 g Coconut flour 35 g Pinewood powder 10 g Starch 12.4 g Perfume 0.5 g Salicyl anilide 1.3 g Product A 0.8 g EXAMPLE 2: Composition intended to be heated electrically: A solution of 0.6 g of product A in 5 cm3 of toluene is absorbed on the surface of a parallelepipedic piece of inert fibrous material 2x2x0.8 cm. On this piece of fibrous material, a second piece of the same dimensions is fixed. In this way a fumigating composition is obtained which will be utilized by heating on a plate provided with an electrical resistance.

EXAMPLE 3: An aerosol has been prepared using: Compound A 0.05 % Piperonyl butoxide 1 % Deodorized petroleum 40 % Propane/butane mixture, q.s. for 100 % EXAMPLE 4: An aerosol has been prepared using: Product A 0.02 % Piperonyl butoxide 1 96 Deodorized petroleum 20 % Propellent agent made up of equal quantities of trichloromonofluoromethane and dichlorodifluoromethane 80 % EXAMPLE 5: An aqueous spray has been prepared of the following formulation: Product A 0.25 g Piperonyl butoxide 1 g Tween 80 0.25 g Topanol A 0.1 g Water 98.4 g EXAMPLE 6: Study of the insecticidal activity on Culex pipiens of bioallethrin and of product A as a function of the temperature.

PURPOSE: The object of the experiments is to determine comparatively the influence of temperature on the insecticidal activity of bioallethrin and of product A after their incorporation in a tablet of the type used in traditional electro-emanators (tablets called "vape-mat").

TECHNIQUE Neutral tablets of FUMAKILLA brand (3.5 cm longx2.2 cm widex0.2 cm thick) were impregnated with a pipette at a rate of 40 mg of insecticide per tablet.

The "vape-mat" tablets were then tested over a range of temperatures obtained on a thermal bench of which the temperature level can vary between 50"C and 260"C.

For a given temperature, each tablet is tested after a different heating time ranging between 10 minutes and 8 hours, namely 10 minutes, 30 minutes, 2 hours, 4 hours and 8 hours.

Before use, the tablets were kept at 10"C in sheets of aluminium paper.

OPERATIONAL METHOD: The tests were carried out according to the open cylinder technique of Dainippon. The tablet, on its heating support, was arranged at the bottom of a chimney made of two glass cylinders 22 cm in diameter and 43 cm high, on which are two other cylinders of the same diameter and 20 cm in height. The lowest 20 cm cylinder is closed on both its faces by two metallic grills of 1.5 cm2 square-mesh, so as to form a cage in which adult mosquitoes are introduced.

The actual test takes place in a climatic chamber of Peet & Grady type. It starts by heating a tablet for the previously decided time. Five minutes before the beginning of the test, the insecticide tablet and its heating support are inserted at the bottom of the experimental arrangement made up of the four superimposed cylinders. After these five minutes for putting the apparatus in equilibrum, and while maintaining the heating of the tablet, the mosquitoes are introduced into the appropriate cylinder and their clinical observation is carried out. (The cylinder where the mosquitoes are is at a temperature of about 20"C).

Observations of the KT effect are then made every 30 seconds for 30 minutes. At the end of the test, the insects are recovered and placed in aerated boxes provided with nourishment.

For each heating temperature, five repetitions are carried out.

AMBIENT CONDITIONS FOR THE TEST Test room: Temp. 25 C+1; RH 65%+5 Store room: Temp. 23"C+2; RH 6096+5 The following results were obtained.

PRODUCT Concentration Central Activity Activity mg/tablet temperature at 0 hours at 8 hours of the thermal KT 50 KT50 bench ( ) (minutes) (minutes) Product A 90 6.4 12.8 5 100 5.5 13.6 110 5.4 12.6 Bioallethrin 40 110 11.0 14.8 Conclusion: The immediate activity (KT 50 at 0 hours) of product A is about 16 times greater than that of bioallethrin; the activity of product A at the end of 8 hours is about 8 times greater than that of bioallethrin.

EXAMPLE 7: Comparative study of the insecticidal activity against Culex pipiens of product A and bioallethrin.

The test is carried out in a cubic aerosol chamber with 3 m sides, therefore having a volume of 27 m3.

The Culex pipiens adults are place in cylindrical plastic boxes 10 cm in diameter and 3 cm high. The two faces of these boxes are closed by tulle. About 25 adult Culex pipiens are used per box, 4 boxes are used per test, (that is, 4 repetitions per test). The boxes are placed 60 cm from the ground, at the four corners of a square of one metre on the side. The axis of the boxes is placed horizontally.

The active material is incorporated in serpentines made of inert material, by depositing with a pipette the desired quantity of acetone solution containing this active material.

The serpentine is place at the centre of the aerosol chamber 10 cm from the ground.

Checking of the knock-down of the insects is done every two minutes after the start of the combustion and for a period of thirty minutes.

Table No. 1 summarizes the experimental results obtained.

Table Activity on Culex pipiens adults (anti-mosquito spiral) PRODUCT Concentration KT 50- MORTALITY RELATIVE in g per cent g (minutes) POWER 0.017 2.56 100 21.3 Compound A 0.05 1.72 100 0.15 1.38 100 0.15 4.02 93 BIOALLETHRIN 0.30 2.86 100 (*) The KT 50 or knock-down time 50 indicates the time necessary to knock down 50% of the insects with a given dose of active material. This time is inversely proportional to the rapidity of action of the compound.

CONCLUSION The activity of product A is more than 20 times greater than that of bioallethrin.

EXAMPLE 8: Comparative study of the insecticidal activity against Musca domestica of product A and of bioallethrin in aerosol form The standard method of studying aerosols was used in a PEET & GRADY chamber (25 m3).

The aerosols used have the formulation: Active ingredient 0.02%- 0.04% or 0.06% Deodorized petroleum 40 % Propane/butane mixture, q.s. for 100 % It was found that the relative power of product A as compared with bioallethrin at the shock effect level (*KT 50) was more than 12.

* The KT 50 indicates the time necessary to knock down 50% of the insects with a given does of active material. This time is inversely proportional to the rapidity of action of the compound.

EXAMPLE 9: Comparative study of the insecticidal activity against Musca domestica of product A and of bioallethrin presented in the "vape-mat" form Using the standard study technique of the "vape-mat" in a PEET & GRADY chamber, it was found that product A had a surprising activity; it had a very strong knock-down power as well as a very good lethal effect.

EXAMPLE 10: Comparative study of the insecticide activity against Culex pipiens of product A and of bioallethrin in "vape-mat'' form.

Using the standard study technique of the "vape-mat" in a PEET & GRADY chamber, it was found that the power of product A relative to that of bioallethrin as regards knock-down power was 24.

EXAMPLE 11: Study of the insecticide activity against Musca domestica of product A in the form of "spray': Using the standard technique for testing sprays in a PEET & GRADY chamber, it was found that product A was very active on "Musca domestica".

Claims

1. Pesticidal compositions suitable for atmospheric diffusion comprising as active ingredient, pentafluoro-phenyl-methyl, (1R, cis, E)-2,2-dimethyl-3-[2-fluoro-3-oxo-3-methoxy- 1 -propenyl]cyclo- propane carboxylate (product A) with an appropriate support and/or an appropriate vehicle.

2. Pesticidal compositions according to claim 1 suitable for combating insects.

3. Pesticidal compositions according to claim 1 or claim 2 in a form whereby in use the active ingredient is liberated by thermo-diffusion.

4. Compositions according to claim 3 in a form suitable to be heated to temperatures above 60"C.

5. Compositions according to claim 3 or claim 4 in the form of a combustible insecticide serpentine or spiral.

6. Compositions according to claim 5 containing from 0.003 to 1% by weight of active ingredient.

7. Compositions according to claim 3 in the form an incombustible fibrous substrate in which the active ingredient is incorporated.

8. Compositions according to claim 7 in the form of tablets or discs intended to be heated by means of an electrical apparatus of the electro-emanator type so as to effect diffusion of the active ingredient into the surrounding atmosphere.

9. Compositions according to claim 8 wherein diffusion of the active ingredient takes place at a temperature above 60"C.

10. Compositions according to claim 9 wherein diffusion of the active ingredient takes place at a temperature of from 80 to 120"C.

11. Compositions according to claim 3 or claim 4 wherein the active ingredient is supported on the wick of a lamp.

12. Compositions according to claim 11 wherein the wick is soaked with an oily solution of product A.

13. Compositions according to any one of claims 7 to 12 characterized in that they contain from 0.03 to 95% by weight of product A.

14. pesticidal compositions according to claim 1 or claim 2 in the form of an aerosol.

15. Pesticidal compositions according to claim 14 containing from 0.005 to 0.5% of active ingredient.

16. Pesticidal compositions according to claim 14 containing from 0.01 to 0.09% of active ingredient.

17. Pesticidal compositions according to claim 1 or claim 2 in the form of a spray.

18. Composition according to any one of claims 1 to 17 containing piperonyl butoxide.

19. Pesticidal compositions according to claim 1 substantially as herein described.

20. Pesticidal compositions substantially as herein described in any one of Examples 1 to 5.

21. A process for the preparation of a pesticidal composition according to claim 1 which comprises incorporating product A on the support or in the vehicle.

22. A method of preventing or inhibiting the growth and/or proliferation of pests which comprises diffusing into the atmosphere surrounding or likely to be inhabited by the pest an effective amount of pentafluorophenyl-methyl, (1R, cis, E)-2,2-dimethly-3-[2-fluoro-3-oxo-3-me thoxy-l -propenyl]cyclopropane carboxylate (product A).

23. A method according to claim 1 wherein diffusion is effected thermally.

24. A method according to claim 1 wherein diffusion is effected by means of an aerosol or spray.

25. A method according to any one of claims 22 to 24 wherein product A is used in the form of a composition according to any one of claims 2 to 20.