GB2172804A - Thiadiazin pesticidal composition - Google Patents

Abstract

A pesticidal composition comprises an insecticidally effective amount of 2-tert-butylimino3-isopropyl-5- phenyl-3,4,5,6-tetrahydro-2H-1,3,5-thiadiazin-4-one (Buprofezin) and active carbon in amount sufficient to prolong the lasting effects of the active ingredient. Insects and the like may be controlled by applying said composition to their habitat.

Description

SPECIFICATION A pesticidal composition The present invention relates to a pesticidal composition comprising an insecticidally effective amount of 2-tert-butylimino-3-isopropyl-5-phenyl-3,4,5,6-tetrahydro-2H-1,2,3,-thiadiazin-4-one (hereinafter referred to as Buprofezin) and active carbon sufficient to prolong the lasting effects of said active ingredient.

Furthermore, the present invention relates to a method for controlling insects and the like by applying said composition to places inhabited by those insects which are to be controlled.

Buprofezin is, as disclosed in Japanese Patent Kokai (Laid-open) Publication-No. 53,206/80, ibid. No.

31,603/82 and the like, an excellent insecticide which can control a wide range of insects such as planthoppers, for example, brown planthoppers (Nilaparvata lugens), small brown hoppers (Laodelphax striate//us), white-backed planthoppers (Sogatella furcifera) and the like; and green rice leafhoppers (Nephotettix cincticeps) in rice: greenhouse whitefly {Trialeurodes vaporariorum) and the like in fruit, vegetables such as cucumbers, eggplants, tomatoes and the like: arrowhead scale (Unaspis yanonensis) in citrus fruit: white peach scale (Pseudaulacapis pentagona), tea green leafhoppers {Empoasca onukii) and the like in teas, with long lasting effects.

It is known that the higher the temperature goes up at or after the application of Buprofezin the more Buprofezin vaporizes. Thus, the desired lasting effects cannot be attained under such conditions.

The present inventors have found that, as a resu It bf intensive studies aimed at obtaining a composition which can maintain its effect for a long period of time whilst inhibiting the vaporization of Buprofezin under said climate conditions, such compositions can be obtained by admixing active carbon therein, thereby prolonging the effects of the Buprofezin.

There is disclosed, in Japanese Patent Kokai (Laid-open) Publication No. 38,3261'80, an insecticidal composition prepared by having active carbon absorb a pyrethroid compound which is a known active ingredient as an insecticide. This preparation is intended to attain the rapid effects and the lasting effects by absorbing said pyrethroid compound directly to active carbon. Furthermore, there is disclosed, in Japanese Kokai (Laid-open) Publication No, 169,601/81, a slow-release type granularformulation prepared by admixing an active ingredient, whose solubility in water at the temperature of 25 C is 5 ppm, with active carbon and one or more kinds of plant oils.This formulation is also based on the technical concept that the active ingredient is absorbed to active carbon and it releases gradually the active ingredient, the release speed being regulated by adjusting amounts to be added thereto to attain the long lasting effects.

The present invention provides a pesticidal composition capable of regulating the vaporization of the active ingredient after the application by using active carbon as both a carrier and an agent capable of controlling the vaporization of the active ingredient after application by collecting vaporized active ingredient from the surfaces of the places to which the present composition is applied.

The present invention also provides a method for controlling insects or inscets and fungi by applying said composition, with or without dilution, to placed inhabited by the insects or insects and fungi which are to be controlled.

The present invention, however, is different in technical concept from said prior art and this is based on the discovery that, not only the loss of the active ingredient, Buprofezin, can be prevented, but also the lasting effects can be retained, as expected, even art a high temperature by the gradual release of the active ingredient because active carbon collects vaporized active ingredient which vaporizes constantly from the active ingredient particles deposited onto the plants bodies and the like after application under climate conditions, such as high temperatures, under which the vaporization of Buprofezin occurs easily, while the active carbon only works as an inert carrier under normal conditions, that is, at a reiatively low temperature, by using active carbon as a part or as a substituent of inorganic fillers without having active carbon absorb the active ingredient directly.

In the case that one will use Buprofezin according to the present invention in any form selected from a dust, a wettable powder, a dry flowable powder, a suspension, a light-dust, flowable concentrates and the like, active carbon can be used as part or a substitute of fillers to prevent Buprofezin from vaporizing due to temperature conditions after application.

It is preferred to use active carbon in the amount of 0.2 to 10 parts by weight to 1 part by weight of Buprofezin.

An illustrative example of active carbon powder usable in the present invention includes active carbon from palm shells and activated with steam or zinc chloride, charcoal, sawdust charcoal, bone black and the 1ine. The particle size of active carbon can be chosen as required for the inteded use.

Active carbon may be used alone or together with other inorganic fillers. An illustrative example of the inorganic filler includes clay, talc, calcium carbonate, diatomaceous earth, plaster, bentonite, acid clay, hydrate silicone dioxide, calcium silicate or the like, but the fillers for the present invention are not limited to those listed.

The present invention may contain at least one active ingredient selected from commercially available insecticides and/orfungicides in addition to Buprofezin.

An illustrative example of those insecticides and fungicides can include a carbamate insecticide such as Isoprocarb, Metolcarb, Osfencarb, Carbaryl, Xylylcarb, XMC or the like; an organic phosphorus insecticide such as Diazinon, Acephate, Methidathion, Phenthoate, Chlorpyrifosmethyl, Fenitrothion, Monocrotophos, Pyridaphenthion or the like; a synthetic pyrethroid insecticide such as Fenvalerate, Deltamethrin or the like; Cartap, Thiocyclam orthe like.

An illustrative example of those fungicides may include Isoprothiolane, Phthalide, Chlorothalonil, IBP, Edifenphos, Blasticidin-S, Captan, Captafol, Thiophanate, Benomyl or the like.

The present composition can be prepared in any form selected from a dust, a wettable powder, a granulated wettable powder, as suspension, a floating-dust, flowable concentrates and the like according to conventional means.

The present invention can be further illustrated by the following Examples and Test Examples, but is not limited thereto. Ail the parts are by weight unless otherwise indicated.

EXAMPLE 1 Buprofezin 25.0 parts NPE 100 (Polyoxyethylene nonylphenyl ether) 0.5 part Sodium lauryl sulphate 2.0 parts Sodium ligninsulfonate 3.0 parts Active carbon powder 25.0 parts Clay 44.5 parts Mix said materials thoroughly, and pulverize the resultant to give a wettable powder EXAMPLE 2 Buprofezin 5.0 parts Diazinon 25.0. parts

Polyoxyethylene nonylphenylether 2.5 parts ammoniumsulfate Calcium ligninsulfonate 4.0 parts Hydrate silicon dioxide (Carplex # 1120 mfd. by 25.0 parts Shionogi Pharm. Co., Ltd.) Active carbon powder 10.0 parts Calcium carbonate 28.5 parts After impregnating Diazinon to hydrate silicone dioxide # 1120, add the rest of the materials thereto, mix thoroughly and pulverize the resultant to give a wettable powder.

EXAMPLE 3 Buprofezin 5.0 parts Osfencarb 25.0 parts

Polyoxethylene nonylphenylether } 2.5 parts ammonium sulphate Calcium ligninsulfonate 4.0 parts

Hydrate silicone dioxide (Carplex#80 mfd. byShionogi) J 10.0 parts Active carbon powder 10.0 parts Clay 43.5 parts Mix thoroughly said materials, and pulverize the resultant to give a wettable powder. EXAMPLE 4 Buprofezin 1.5 parts Isopropyl phosphate 0.15 part Active carbon powder 3.0 parts Calcium carbonate 30.0 parts Clay 65.35 parts Mix said materials thoroughly, and pulverize the resultant to give a dust.

EXAMPLE 5 Buprofezin 50.0 parts

Polyoxyethylene nonyl-Phenylether l 2.0 parts ammonium sulphate Polyoxyethylene styrenated phenylether } 2.0 parts ammonium sulphate Calcium ligninsulfonate 3.0 parts 10.0 parts Corn starch 10.0 parts Active carbon 20.0 parts

Diatomaceous earth 1 Kagaku) 13.0 parts (Radiolite #200, mfd. by Showa Kagaku) Mix thoroughly Buprofezin, corn starch, Radiolite and active carbon, pulverize the resultant, add the surfactant dissolved in water to the resulting powder, knead the resultant, granulate the kneaded materials using an extruder type granulator having a screen of 0.7 mm and dry by the resultant to give a granulated wettable powder.

EXAMPLE 6 Buprofezin 40.0 parts NPE 100 1.5 parts Polyoxyethylenestyrenated phenylether (40 % soln.) 2.0 parts Polyoxyethylene nonyl-phenylether formalin condensate (40 % soln.) 3.0 parts Silicon oil (mfd. by Shinetsu Silicon, KM-73) 0.5 part Propyleneglycol 5.0 parts Xanthane gum 1.5 parts Active carbon powder 10.0 parts Water 36.5 parts Add Buprofezin and active carbon to a solution obtained by mixing surfactants, propyleneglycol, xanthane gum and silicon oil and crush the resultant by a wet type crusher (sand grinder, mfd. by Igarashi Machine Co., Ltd.) to give a suspension.

EXAMPLE 7 Buprofezin 20 parts Machine oil 40 parts Kerosine 15 parts Methylnaphthalene 5 parts Polyoxyethyeneoleylether 5 parts Active carbon powder 15 parts Add Buprofezin and active carbon to the solvents containing the surfactant, crush the resultant using a wet type crusher to give an oil-based flowable concentrate.

REFERENCE EXAMPLE 1 Repeat the same procedure of Example 1 by using additionally 25.0 parts of clay instead of active carbon to give a wettable powder.

REFERENCE EXAMPLE 2 Repeat the same procedure of Example 2 by using additionally 10.0 parts of calcium carbonate instead of active carbon to give a wettable powder.

REFERENCE EXAMPLE 3 Repeat the same procedure of Example by using additionally 10.0 parts of clay instead of active carbon to give a wettable powder.

REFERENCE EXAMPLE 4 Repeat the same procedure of Example 4 by using additionally 3.0 parts of clay instead of active carbon to give a dust.

REFERENCE EXAMPLE 5 Repeat the same procedure of Examples by using additionally 20.0 parts of Radiolite # 200 instead of active carbon to give a granulated wettable powder.

REFERENCE EXAMPLE 6 Repeat the same procedure of Example 6 by using additionally 3 parts of hydrous silicate (Carplex # 80 mfd. by Shionogi) and 7.0 parts of water instead of active carbon to give a suspension.

REFERENCE EXAMPLE 7 Repeat the same procedure of Example 7 by using additionally 15 parts of machine oil instead of active carbon to give an oil-based flowable.

TEST EXAMPLE 1 Test on the Vaporization Each of the wettable powder, granulated wettabie powder, suspension and oil-based flowable formulations of Examples and Reference Examples was diluted with water to give the respective spray solutions containing 100 ppm of Buprofezin, and 1 ml each of the respective solutions was sprayed to the surfaces of the respective petri-dishes of 9 cm in diameter evenly and dried thereafter. The dust formulations thereof were scattered evenly onto the surfaces of the respective petri-dishes of 9 cm in diameter. The thus prepared dishes were kept in a thermostatic chamber and were periodically taken out at predetermined intervals to assay the amounts of Buprofezin remaining in the dishes using gas chromatography. The results are shown in Table 1.

Table 1

% of Buprofezin remaining at 40 C No. of Example 0 2 4 6 Days after the application Example 1 Example 2 100 57.0 42.6 32.0 Example3 100 53.0 36.6 27.5 Example 4 100 60.3 53.4 40.3 Example 5 100 41.6 37.8 25.5 Example 6 100 79.0 58.3 50.2 Example 7 100 62.3 47.6 21.4 Reference Example 1 100 22.0 17.2 4.0 Reference Example 2 100 14.5 10.3 3.5 Reference Example 3 100 15.0 12.2 4.0 Reference Example 4 100 38.1 24.7 10.1 Reference Example 5 100 30.1 24.9 13.7 Reference Example 6 100 47.5 35.4 29.0 Reference Example 7 100 25.3 19.6 8.2 TEST EXAMPLE 2 Test on the Residual Effects Each of the wettable powder, granulated wettable powder, suspension and oil-based flowable formulations of Examples and Reference Examples was diluted with water to give the respective spray solutions containing 200 ppm of Buprofezin. 50 ml each of the thus prepared solutions were sprayed onto the rice plants planted in the respective pots of 18 cm in diameter by spray guns and the pots thus treated were kept in a greenhouse. The dust formulations thereof were scattered evenly at the rate of 3 keg/1 0 ares with vacuum bell jar dusters onto the rice plants planted in the pots having same size as mentioned above, and the pots thus treated were kept in the greenhouse, too. To the thus prepared pots were artificially infested 40 brown planthoppers of the third instar per pot just after the applications and on the predetermined dates after the applications. The dead and alive hoppers were counted 7 days after the respective infestations. The corrected mortality was calculated according to the following equation: Survivors (%) of Survivors (%) of Corrected untreated pot - a treated pot mortality = .x 100 (%) Survivors (%) of untreated pot (%) The results are shown in Table 2.

Table 2

% of Corrected mortality of brown planthoppers No. of Example 0 7 14 21 28 Days up to the artificial infestation Example 1 100 100 100 91.1 88.8 Example 2 100 100 100 94.2 87.9 Example3 100 100 100 95.5 88.8 Example 4 100 100 100 100 89.5 Example 5 100 100 100 94.2 91.1 Example6 100 100 100 92.4 81.3 Example7 100 100 100 100 85.5 Reference Example 1 100 94.4 100 67.6 60.7 Reference Example 2 100 100 100 55.3 45.4 Reference Example 3 100 100 100 70.3 57.6 Reference Example 4 100 100 94.2 91.1 57.6 Reference Examples 100 100 100 63.2 53.8 Reference Example 6 100 100 100 61.5 44.4 Reference Example 7 100 98.1 93.2 57.3. 42.1

Claims (2)

1. A pesticidal composition comprising 2-tert-butyl-imino-3-isopropyl-5-phenyl-3,4,5,6-tetrahydro-2H1,3,5-thiadiazin-4-one and active carbon.

1. A pesticidal composition comprising 2-tert-butyl-imino-3-isopropyl-5-phenyl-3,4,5,6-tetrahyd ro-2H- 1 ,2,3-thiadiazin-4-one and active carbon.

2. A pesticidal composition according to Claim 1, wherein said active carbon is used at the rate of 0.2 to 10 parts by weight to 1 part by weight of 2-tert-buylimino-3-isopropyl-5-phenyl-3,4,5,6-tetrahyd ro-2H-1,3,5thiadiazin-4-one.

3. A pesticidal composition according to Claim 1 or Claim 2 wherein said composition is prepared in a form selected from a dust, a wettable powder, a suspension, a floating-dust or a flowable concentrate.

4. A pesticidal composition according to any one of Claims 1,2 and 3 which comprises further an effective amount of at least one commercially available insecticide and/or a fungicide.

5. A method for controlling insects or insects and fungi which comprises applying a pesticidal composition according to any one of the claims 1,2 and 3 to a place inhabited by insects or insects and fungi which are to be controlled.

6. A method for controlling insects or insects and fungi which comprises applying a pesticidal composition according to Claim 4to a place inhabited by insects or insects and fungi which are to be controlled.

7. A pesticidal composition substantially as hereinbefore described with reference to any one of Examples 1 to 7.

8. A method for controlling insects or insects and fungi substantially as hereinbefore described with reference to Test Example 1 or Test Example

2.

Amendments to the claims have been filed, and have the following effect:- (a) Claim 1 above has been textually amended.

(b) New or textually amended claims have been filed as follows:-