Insecticidal composition

Abstract: An insecticidal composition containing 2,3,5,6-tetrafluorobenzyl (+)-1R, trans-2,2-dimethyl-3-(2,2-dichlorovinyl)cyclopropanecarboxylate as insecticidally active ingredient, and at least one monovalent or divalent fatty acid ester having a total number of carbon atoms of 18 to 26 exhibits a stable insecticidal effect for a long period of time particularly when applied for heating fumigation.

Description: The present invention relates to a novel insecticidal composition, in particular, an insecticidal composition suitable for heating fumigation. The specification of U.S. Patent No. 4,889,872 describes 2,3,5,6-tetrafluorobenzyl (+)-1R, trans-2,2-dimethyl-3-(2,2-dichlorovinyl)cyclopropanecarboxylate (referred to hereinafter as "benfluthrin") as having insecticidal activity. However, when benfluthrin is used in the form of an insecticidal composition for heating fumigation, it has been difficult to obtain a stable insecticidal effect for a long period of time. To avoid this disadvantage of the prior art it has been found according to the present invention that an insecticidal composition comprising benfluthrin and at least one monovalent or divalent fatty acid ester having a total number of carbon atoms of 18 to 26 (said composition being referred to hereinafter as "present inventive composition") exhibits a stable effect for a long period of time when applied for heating fumigation. Therefore, one object of the present invention is to provide a novel insecticidal composition. Another object of the present invention is to provide an insecticidal composition which exhibits a stable insecticidal effect for a long period of time as an insecticidal composition for heating fumigation. A further object is to provide a method for controlling pest insects by heating fumigation of the above insecticidal composition. According to the present invention, there are provided an insecticidal composition comprising 2,3,5,6-tetrafluorobenzyl (+)-1R, trans-2,2-dimethyl-3-(2,2-dichlorovinyl)cyclopropanecarboxylate as insecticidally active ingredient, and at least one monovalent or divalent fatty acid ester having a total number of carbon atoms of 18 to 26; and an insecticidal composition for heating fumigation comprising 2,3,5,6-tetrafluorobenzyl (+)-1R, trans-2,2-dimethyl-3-(2,2-dichlorovinyl)cyclopropanecarboxylate, a monovalent or divalent fatty acid ester having a total number of carbon atoms of 18 to 26, and a fibrous carrier, being 2,3,5,6-tetrafluorobenzyl (+)-1R, trans-2,2-dimethyl-3-(2,2-dichlorovinyl)cyclopropanecarboxylate and the monovalent or divalent fatty acid ester supported on the fibrous carrier. As the monovalent or divalent fatty acid ester having a total number of carbon atoms of 18 to 26 used in the present invention, there can be exemplified monovalent fatty acid esters such as ethyl stearate (total number of carbon atoms: 20) or butyl stearate (total number of carbon atoms: 22); and divalent fatty acid diesters such as dibutyl sebacate (total number of carbon atoms: 18) or dioctyl sebacate (total number of carbon atoms: 26). Of the fatty acid esters, those having a total number of carbon atoms of 18 to 20, such as ethyl stearate. or dibutyl sebacate are preferable. Usually, the mixing ratio of benfluthrin to the aforesaid monovalent or divalent fatty acid ester is approximately 1 : 2 to 1 : 50 by weight, preferably approximately 1 : 4 to 1 : 25 by weight. The present inventive composition can be used in the form of a composition suitable for heating fumigation. Such a composition suitable for heating fumigation can be obtained by supporting, on a fibrous carrier, either a combination of benfluthrin and the above-mentioned ester, or a mixture of benfluthrin, the above-mentioned ester and, optionally, a diluent, synergist, stabilizer, dyestuff, perfume, other insecticidally active ingredients, etc., by impregnation or the like. As the fibrous carrier used, there can be exemplified fibrous carriers consisting of one of or a combination of cellulose (e.g. paper and pulp), vegetable fiber (e.g. cotton), animal fiber (e.g. wool), glass fiber and synthetic fiber. For example, a fibrous carrier with a thickness of 1 to 4 mm, preferably 1.5 to 3 mm is used by supporting thereon benfluthrin and the above-mentioned ester in total amounts of 0.6 - 4.0 mg/cm 2 and 5 - 30 mg/cm 2 , respectively, by impregnation or the like. For example, when the above-mentioned ester has too high a viscosity and is difficult to handle as it is, a solvent such as paraffin may be added if necessary. The present inventive composition obtained in the manner described above is suitable for heating fumigation. For example, it is suitable for application by vaporization of the insecticidal ingredient by means of an electric fumigator capable of heating said composition to 130 - 170°C. The present inventive composition is effective against the various pest insects controllable by the use of benfluthrin which are described in the specification of U.S. Patent No. 4,889,872. It is effective particularly in controlling pest insects such as flies, mosquitoes, etc. by heating fumigation. The present invention is concretely illustrated by the following formulation examples, referential examples and test examples. Formulation Example A With 10 mg of benfluthrin was mixed 140 mg of dibutyl phthalate, and 50 mg of IP Solvent 2028 (composed mainly of isoparaffin, mfd. by Idemitsu Petrochemical Co.) was added to the resulting mixture to obtain a solution. A 22 mm x 35 mm x 2.8 mm fibrous plate (800 mg) composed of pulp and cotton was impregnated with said solution to obtain composition (A). Formulation Example 1 Present inventive composition (1) was obtained in exactly the same manner as in Formulation Example A, except that 140 mg of dibutyl sebacate was used in place of 140 mg of dibutyl phthalate. Formulation Example 2 Present inventive composition (2) was obtained in exactly the same manner as in Formulation Example A, except that 140 mg of ethyl stearate was used in place of 140 mg of dibutyl phthalate. Formulation Example 3 Present inventive composition (3) was obtained in exactly the same manner as in Formulation Example A, except that 140 mg of dioctyl sebacate was used in place of 140 mg of dibutyl phthalate. Formulation Example 4 Present inventive composition (4) was obtained in exactly the same manner as in Formulation Example A, except that 140 mg of butyl stearate was used in place of 140 mg of dibutyl phthalate. Referential Example 1 To 10 mg of benfluthrin was added 190 mg of IP Solvent 2028 to obtain a solution. A 22 mm × 35 mm × 2.8 mm fibrous plate (800 mg) composed of pulp and cotton was impregnated with said solution to obtain reference composition (1). Referential Example 2 Reference composition (2) was obtained in exactly the same manner as in Referential Example 1, except that the amounts of benfluthrin and IP Solvent 2028 were changed to 20 mg and 180 mg, respectively. Referential Example 3 Reference composition (3) was obtained in exactly the same manner as in Referential Example 1, except that the amounts of benfluthrin and IP Solvent 2028 were changed to 30 mg and 170 mg, respectively. Referential Example 4 Reference composition (4) was obtained in exactly the same manner as in Formulation Example A, except that 140 mg of diethyl sebacate was used in place of 140 mg of dibutyl phthalate. Referential Example 5 Reference composition (5) was obtained in exactly the same manner as in Formulation Example A, except that 140 mg of butyl laurate was used in place of 140 mg of dibutyl phthalate. Referential Example 6 Reference composition (6) was obtained in exactly the same manner as in Formulation Example A, except that 140 mg of isopropyl myristate was used in place of 140 mg of dibutyl phthalate. Test Example 1 Each composition to be tested was set on an electric fumigator capable of heating the composition to 160 - 170°C, and the electric fumigator was covered with a glass funnel. One end of a column for sampling which had been packed with 5.0 g of silica gel and closed with absorbent wadding plugs in the upper and lower parts was connected to the funnel, and the other end of the column was connected to a suction pump. Simultaneously with the start of electric current supply to the electric fumigator, suction was initiated so as to adjust the air suction rate to 2.0 liters/min, by use of the suction pump. At definite times after the start of the electric current supply to the electric fumigator, vapor adsorbed on the silica gel and vapor adhering to the inner walls of the column and the funnel were eluted with acetone and then washed with acetone, whereby benfluthrin as active ingredient was collected. The amount of benfluthrin vaporized was measured by a gas chromatography. Table 1 shows the vaporization rates of benfluthrin from 0 to 4 hours and from 4 to 8 hours after the start of the electric current supply, and the amount of benfluthrin remaining in each insecticidal composition 8 hours after the start of electric current supply. Time elapsed, after supplying electric current and vaporization rate (mg/hr) Residual amount in a composition (mg) 0-4 hrs 4-8 hrs Present inventive composition (1) 0.8 0.6 3.0 (2) 1.1 0.6 2.3 (3) 1.6 0.9 2.2 (4) 2.0 0.9 2.0 Reference composition (1) 2.3 0 0 (2) 4.3 0.1 0 (3) 7.1 0.4 0 (4) 1.8 0.3 0 (5) 2.2 0.1 0 (6) 2.4 0.2 0 It can be speculated that the present inventive compositions containing a specified ester act effectively for a relatively long period of time because the vaporization rate of benfluthrin is reduced as shown in Table 1. On the other hand, reference compositions (1), (2) and (3) containing no ester and reference compositions (4), (5) and (6) containing a fatty acid ester having a total number of carbon atoms of 14, 16 or 17, respectively, are hardly able to maintain a constant insecticidal effect for a long period of time because a large portion of benfluthrin as active ingredient is vaporized in the early stages.

Claims: An insecticidal composition comprising 2,3,5,6-tetrafluorobenzyl (+)-1R, trans-2,2-dimethyl-3-(2,2-dichlorovinyl)cyclopropanecarboxylate as insecticidally active ingredient, and at least one monovalent or divalent fatty acid ester having a total number of carbon atoms of 18 to 26. An insecticidal composition according to Claim 1 comprising 2,3,5,6-tetrafluorobenzyl (+)-1R, trans-2,2-dimethyl-3-(2,2-dichlorovinyl)cyclopropanecarboxylate, a monovalent or divalent fatty acid ester having a total number of carbon atoms of 18 to 26, and a fibrous carrier, being 2,3,5,6-tetrafluorobenzyl (+)-1R, trans-2,2-dimethyl-3-(2,2-dichlorovinyl)cyclopropanecarboxylate and the monovalent or divalent fatty acid ester supported on the fibrous carrier. The insecticidal composition according to Claim 2, wherein the total number of carbon atoms of the monovalent or divalent fatty acid ester is 18 to 20. The insecticidal composition according to Claim 2 or 3, wherein the thickness of said fibrous carrier is 1 to 4 mm, 2,3,5,6-tetrafluorobenzyl (+)-1R, trans-2,2-dimethyl-3-(2,2-dichlorovinyl)cyclopropanecarboxylate is supported on said fibrous carrier in an amount of 0.6 to 4.0 mg per cm 2 of said fibrous carrier, and the monovalent or divalent fatty acid ester is supported on said fibrous carrier in an amount of 5 to 30 mg per cm 2 of said fibrous carrier. The insecticidal composition according to any one of Claims 2 to 4, wherein the monovalent or divalent fatty acid ester is a stearic ester or dibutyl sebacate. A method for controlling pest insects by heating fumigation of the insecticidal composition of any one of Claims 1 to 5.

Inventors: MATSUNAGA TADAHIRO, TANAKA YASUNORI, MATSUNAGA, TADAHIRO, TANAKA, YASUNORI
Applicants: SUMITOMO CHEMICAL CO, SUMITOMO CHEMICAL COMPANY, LIMITED
Application year: 1993
Main classification: A01N53
IPC codes: A01N53