JP2932001B2 - Miticide smoke - Google Patents

Description

Description: FIELD OF THE INVENTION The present invention relates to a technique for converting 3-iodo-2-propynylbutyl carbamate and an epoxy compound into a smoke agent to enhance their mite-killing efficacy. There is something.

"Conventional technology" In recent years, the damage caused by indoor dust mites has been taken up as a major social issue, but the existing pesticides used to control pests have been diverted as they are for the control of such mites. That is the current situation. The active ingredients of currently used drugs include organophosphorus phenthion, fenitrothion, diazinon, trichlorfon, and DDVP, pyrethroid phenothrin and permethrin, and carbamate propoxur.

In addition, 3-iodo-2-propynylbutyl carbamate is known to have a controlling effect on indoor dust mites (see Japanese Patent Application Laid-Open No. 2-152911), but killing more than the efficacy of this compound. Formulation technology that exerts tick performance has not yet been established.

"Problems to be Solved by the Invention" Existing pesticides are not as effective against house dust mites as their active ingredients as well as against pests originally targeted for control. Therefore, their use in controlling indoor dust mites requires a higher dose. However, in consideration of the safety of the indoor environment, the amount of use is naturally limited, and a sufficient control effect on indoor dust mites cannot always be expected. In addition, pyrethroids having relatively low toxicity are also limited in terms of price, and a practically excellent indoor dust mite control agent cannot be expected.

On the other hand, also in 3-iodo-2-propynylbutyl carbamate, which is effective for controlling the indoor dust mites, it is necessary to design the formulation so that the drug can efficiently reach the details of tatami mats and carpets where mites inhabit. As long as there is a possibility of contact with the human body, it is desirable that the amount of the treatment agent be as low as possible.

As a dosage form of a preparation for the purpose of controlling indoor dust mites,
Oil agents, injectable aerosols, insect repellent paper, and the like can be mentioned. For example, oil agents are not preferable in terms of indoor contamination by solvents and odor, and there is also a problem of exposure of workers in chemical treatment. Injectable aerosols are difficult to process efficiently in their habitats unless they are familiar with the ecology of indoor dust mites, despite the time-consuming drug treatment. Even with insect repellent paper, few effective substances reach the target to be exterminated efficiently, and the use of such an active ingredient that evaporates gradually may even contaminate the room.

The smoking agent is an excellent dosage form in that the uniform treatment of the medicine can be labor-saving and the safety of workers during the treatment of the medicine is excellent. However, the conventional smoking technology makes 3-iodo-2-propynyl. Even if butyl carbamate is directly evaporated by heating, the compound does not exhibit acaricidal activity higher than the compound originally has.

Thus, the present inventors have conducted intensive studies in order to reduce the amount of 3-iodo-2-propynylbutyl carbamate to be treated and to obtain a smoker that is more safe and more economical. As a result, nitrocellulose and / or Alternatively, by adding a specific epoxy compound to a composition of a smoke agent using azodicarbonamide as an exothermic base, 3-
Iodo-2-propynylbutyl carbamate throughput,
They have found that higher mite control ability can be obtained, and have completed the present invention.

"Means for Solving the Problems" That is, the present invention relates to 3-iodo-2-propynylbutylcarbamate and a compound weight (gram) containing 1 gram equivalent of an epoxy group (hereinafter referred to as "epoxy equivalent"). Is an epoxy group-containing compound (hereinafter referred to as “epoxy compound”),
The present invention relates to a technique for formulating an amphoteric mite-killing agent comprising nitrocellulose and / or azodicarbonamide.

The smoker of the present invention is treated with an amount of 3-iodo-2-propynylbutyl carbamate equal to the amount of 3-iodo-2-propynyl butyl carbamate treated thereby, and when treated with a preparation containing another 3-iodo-2-propynyl butyl carbamate; It exerts higher acaricidal activity than when directly treating the amount of 3-iodo-2-propynylbutyl carbamate. Therefore, the throughput of 3-iodo-2-propynylbutyl carbamate can be reduced, and excellent safety and economy can be expected.

The epoxy compound used in the present invention is a compound having an epoxy equivalent of 150 to 2500. Specific examples thereof include an epoxy resin synthesized by a condensation reaction between bisphenol A and epochlorohydrin, such as Epicoat 828 (trade name, Yuka Shell Epoxy, epoxy equivalent 182).
~ 194), Araldite epoxy resin GY280 (trade name,
Ciba-Geigy, epoxy equivalent 225-280), Araldite epoxy resin 7072 (trade name, Ciba-Geigy, epoxy equivalent 550-700), Epicron 3050 (trade name, Dainippon Ink Chemicals, epoxy equivalent 740-860), Epicron 7050 (trade name) , Dainippon Ink and Chemicals, epoxy equivalent 1750-2100),
Adeka resin EP4200 (trade name, Asahi Denka, epoxy equivalent 18
0-200), Adeka Resin EP4520 (trade name, Asahi Denka, epoxy equivalents 195-215) and the like, and novolak type epoxy resins, for example, Epicoat 152 (trade name, oiled shell epoxy, epoxy equivalents 172-179), Epicron N665 ( Trade name, Dainippon Ink and Chemicals, epoxy equivalent 200-230), Araldite epoxy resin EPN1139 (trade name, Ciba Geigy, epoxy equivalent 172-179), etc., and cyclic aliphatic resin,
For example, Araldite epoxy resin CY177 (trade name, Ciba Geigy, epoxy equivalent of about 200) and the like, and bisphenol F type epoxy compound such as epicron 830 (trade name, Dainippon Ink and Chemicals, epoxy equivalent of 170 to 190), etc.
And epoxidized soybean oil (epoxy equivalent of about 270) and epoxidized linseed oil (epoxy equivalent of about 280).

The epoxy compound having an epoxy equivalent of 150 to 2500 is used in the present invention in a range of 0.2 to 20% by weight, preferably 0.5 to 5% by weight based on the total weight of the preparation, and is used alone or in combination of two or more. You.

3-Iodo-2-used as the active ingredient of the present invention
The amount of propynyl butyl carbamate should be in the range from 1 to 50% by weight relative to the total weight of the formulation.

As the exothermic base used in the present invention, nitrocellulose and azodicarbonamide are used alone or in combination.

When used alone, nitrocellulose is preferably used in an amount of 25 to 40% by weight and azodicarbonamide is used in an amount of 40 to 95% by weight based on the total weight of the preparation.

When these are mixed and used, it is preferable to mix 40 to 95% by weight of azodicarbonamide with respect to the total weight of the preparation and nitrocellulose in a weight ratio of 1/12 to 3/8 to azodicarbonamide. Good.

In addition, in formulating the smoking agent of the present invention, a bulking agent, a binder, a combustion regulator and the like can be added as necessary. As extenders, clay, talc, diatomaceous earth, bentonite, kaolin, calcium carbonate, etc., as binders, carboxymethylcellulose, methylcellulose, hydroxypropylmethylcellulose, starch, polyvinyl alcohol, etc., and as combustion control agents, melamine, oxidation Magnesium, zinc oxide and the like are used. It is preferable to determine appropriate amounts of these additives by experiments.

"Examples" Hereinafter, the present invention will be specifically described with reference to Examples, Comparative Examples, and Test Examples, but it is needless to say that the present invention is not limited to these Examples. In the Examples and Comparative Examples, “parts” means “parts by weight”.

[Example 1] 3-Iodo-2-propynylbutyl carbamate: 10
Parts, azodicarbonamide: 40 parts, nitrocellulose: 15
Parts, melamine: 1 part, carboxymethyl cellulose: 5 parts,
1.5 parts of Epicoat 828 and 27.5 parts of clay are put into a grinder and mixed and stirred. After adding about 20 parts of water and kneading,
Granulate using a granulator. The obtained granules are dried at about 60 ° C. to produce.

Example 2 3-Iodo-2-propynylbutyl carbamate: 10
Parts, nitrocellulose: 30 parts, melamine: 1 part, hydroxypropylmethylcellulose: 4 parts, Epikote 828: 1.5
Parts and clay: 53.5 parts are produced in the same manner as in Example 1.

Example 3 3-Iodo-2-propynylbutylcarbamate: 10
Parts, azodicarbonamide: 80 parts, polyvinyl alcohol: 5 parts, Epicoat 828: 1.5 parts, and clay: 3.5 parts are prepared in the same manner as in Example 1.

Example 4 3-Iodo-2-propynylbutylcarbamate: 10
Parts, azodicarbonamide: 40 parts, nitrocellulose: 15
Parts, melamine: 1 part, carboxymethyl cellulose: 5 parts,
Araldite epoxy resin 7072: 1.5 parts, clay: 2
7.5 parts are made by operating as in Example 1.

Example 5 3-Iodo-2-propynylbutyl carbamate: 10
Parts, azodicarbonamide: 40 parts, nitrocellulose: 15
Parts, melamine: 1 part, carboxymethyl cellulose: 5 parts,
Example 1: 1.5 parts of Epiclon 3050 and 27.5 parts of clay
Manufacture in the same manner as described above.

Example 6 3-Iodo-2-propynylbutylcarbamate: 10
Parts, azodicarbonamide: 40 parts, nitrocellulose: 15
Parts, melamine: 1 part, carboxymethyl cellulose: 5 parts,
Example 1 was 1.5 parts of Epiclone 7050 and 27.5 parts of clay.
Manufacture in the same manner as described above.

Example 7 3-Iodo-2-propynylbutyl carbamate: 10
Parts, azodicarbonamide: 40 parts, nitrocellulose: 15
Parts, melamine: 1 part, carboxymethyl cellulose: 5 parts,
Epicoat 152: 1.5 parts and clay: 27.5 parts are prepared and operated as in Example 1.

Example 8 3-Iodo-2-propynylbutyl carbamate: 10
Parts, azodicarbonamide: 40 parts, nitrocellulose: 15
Parts, melamine: 1 part, carboxymethyl cellulose: 5 parts,
The epoxidized soybean oil: 1.5 parts and the clay: 27.5 parts are prepared in the same manner as in Example 1.

[Comparative Example 1] 3-Iodo-2-propynylbutyl carbamate: 10
Parts, azodicarbonamide: 40 parts, nitrocellulose: 15
Parts, melamine: 1 part, carboxymethyl cellulose: 5 parts,
And clay: 29 parts were produced in the same manner as in Example 1.

Comparative Example 2 3-Iodo-2-propynylbutyl carbamate: 10
Parts, nitrocellulose: 30 parts, melamine: 1 part, hydroxypropylmethylcellulose: 4 parts, and clay: 55 parts were prepared in the same manner as in Example 1.

Comparative Example 3 3-Iodo-2-propynylbutylcarbamate: 10
Parts, azodicarbonamide: 80 parts, polyvinyl alcohol: 5 parts, and clay: 5 parts were prepared in the same manner as in Example 1.

[Comparative Example 4] 3-Iodo-2-propynylbutylcarbamate: 10
Parts, azodicarbonamide: 40 parts, nitrocellulose: 15
Parts, melamine: 1 part, carboxymethyl cellulose: 5 parts,
And clay: 29 parts were produced in the same manner as in Example 1.

[Comparative Example 5] 3-Iodo-2-propynylbutylcarbamate: 10
Parts, azodicarbonamide: 40 parts, nitrocellulose: 15
Parts, melamine: 1 part, carboxymethyl cellulose: 5 parts,
And clay: 29 parts were produced in the same manner as in Example 1.

[Comparative Example 6] 3-Iodo-2-propynylbutylcarbamate: 10
Parts, azodicarbonamide: 40 parts, nitrocellulose: 15
Parts, melamine: 1 part, carboxymethyl cellulose: 5 parts,
And clay: 29 parts were produced in the same manner as in Example 1.

[Comparative Example 7] 3-iodo-2-propynylbutyl carbamate: 10
Parts, azodicarbonamide: 40 parts, nitrocellulose: 15
Parts, melamine: 1 part, carboxymethyl cellulose: 5 parts,
And clay: 29 parts were produced in the same manner as in Example 1.

Comparative Example 8 3-Iodo-2-propynylbutylcarbamate: 10
Parts, azodicarbonamide: 40 parts, nitrocellulose: 15
Parts, melamine: 1 part, carboxymethyl cellulose: 5 parts,
And clay: 29 parts were produced in the same manner as in Example 1.

[Comparative Example 9] 3-Iodo-2-propynylbutylcarbamate: 10
Parts, potassium chlorate: 15 parts, glucose: 20 parts, thiourea: 3
Parts, Epicoat 828: 1.5 parts, carboxymethylcellulose: 5 parts, and diatomaceous earth: 45.5 parts.

[Comparative Example 10] 3-Iodo-2-propynylbutyl carbamate: 0.1
5 parts, acrylic resin alkanolamine liquid: 0.5 parts, Epicoat 828: 0.05 parts, Vitrex denatured alcohol: 99.3
Parts and mix 135 g with propellant (LP gas and carbon dioxide
The mixture is dissolved in 20 g) and filled into a 200 ml aerosol can for production.

Comparative Example 11 3-Iodo-2-propynylbutyl carbamate: 0.1
5 parts, an acrylic resin alkanolamine solution: 0.5 part, and a Vitrex denatured alcohol: 99.35 parts are produced in the same manner as in Comparative Example 10.

[Test Example 1] 0.2 g / m ³ of Example 1 and Comparative Example 1 prepared in the same manner as in Example 1 except that Epicoat 828 was removed, and a petri dish containing test insects and eggs was placed on the floor surface in advance. Smoke indoors and expose for 2 hours. Table 1 shows the mortality of the test insects and the hatching rate of the treated eggs 24 hours after the treatment. The amount of 3-iodo-2-propynylbutyl carbamate on the drug-treated surface was measured by gas chromatography.

In the smoke agent containing the epoxy compound Epikote 828, a clear increase in the efficacy of 3-iodo-2-propynylbutyl carbamate was observed.

[Test Example 2] The same test as in Test Example 1 was conducted on Example 2 and Comparative Example 2 manufactured in the same manner as in Example 2 except that the epicoat 828 was omitted.

In the smoke agent containing the epoxy compound Epikote 828, a clear increase in the efficacy of 3-iodo-2-propynylbutyl carbamate was observed.

[Test Example 3] A test was performed in the same manner as in Test Example 1 for Example 3 and Comparative Example 3 manufactured in the same manner as in Example 3 except that Epicoat 828 was removed.

In the smoke agent containing the epoxy compound Epikote 828, a clear increase in the efficacy of 3-iodo-2-propynylbutyl carbamate was observed.

Test Example 4 The same test as in Test Example 1 was conducted on Example 4 and Comparative Example 4, which was produced in the same manner as in Example 4 except that the araldite epoxy resin 7072 was omitted.

Araldite epoxy resin which is an epoxy compound
In the smoke containing 7072, the obvious 3-iodo-2-
Increased efficacy of propynyl butyl carbamate was observed.

[Test Example 5] A test was performed in the same manner as in Test Example 1 for Example 5 and Comparative Example 5, which was manufactured in the same manner as in Example 5 except that epicron 3050 was omitted.

In the case of the smoker containing the epoxy compound, Epicron 3050, a clear increase in potency of 3-iodo-2-propynylbutylcarbamate was observed.

Test Example 6 A test was conducted in the same manner as in Test Example 1 for Example 6 and Comparative Example 6, which was produced in the same manner as in Example 6 except that epicron 7050 was omitted.

In the smoking agent containing the epoxy compound epicron 7050, a clear increase in potency of 3-iodo-2-propynylbutyl carbamate was observed.

[Test Example 7] A test example was performed in the same manner as in Test Example 1 for Example 7 and Comparative Example 7 which was manufactured in the same manner as in Example 7 except that the epicoat 152 was removed.

In the smoking agent containing Epikote 152, which is an epoxy compound, a clear increase in potency of 3-iodo-2-propynylbutyl carbamate was observed.

Test Example 8 The same test as in Test Example 1 was conducted on Example 8 and Comparative Example 8 produced in the same manner as in Example 8 except that the epoxidized soybean oil was omitted.

In the smoke agent containing the epoxidized soybean oil, which is an epoxy compound, a clear increase in the efficacy of 3-iodo-2-propynylbutyl carbamate was observed.

Test Example 9 The same test as in Test Example 1 was conducted on Example 1 and Comparative Example 9 comprising a combustion base containing neither azodicarbonamide nor nitrocellulose and an epoxy compound.

When a combustion base containing neither azodicarbonamide nor nitrocellulose was used, the effect of 3-iodo-2-propynylbutylcarbamate was not enhanced even when an epoxy compound was contained.

[Test Example 10] 0.2 g / m ³ of Example 1 and Comparative Example 1 prepared in the same manner as in Example 1 except for Epicoat 828 were smoked in a closed room in which an empty petri dish was placed on the floor surface in advance. After 2 hours, collect the petri dish. The test insects and eggs are processed in this petri dish. Table 10 shows the mortality of the test insects and the hatchability of the treated eggs 24 hours after the treatment. The amount of 3-iodo-2-propynylbutyl carbamate on the drug-treated surface was measured by gas chromatography.

Even without exposure, the smoker containing the epoxy compound Epikote 828 clearly enhanced the potency of 3-iodo-2-propynylbutyl carbamate.

[Test Example 11] A test was performed in the same manner as in Test Example 10 on Example 2 and Comparative Example 2 manufactured in the same manner as in Example 2 except that the epicoat 828 was removed.

Even without exposure, the smoker containing the epoxy compound Epikote 828 clearly enhanced the potency of 3-iodo-2-propynylbutylcarbamate. .

Test Example 12 The same test as in Test Example 10 was conducted on Example 3 and Comparative Example 3 manufactured in the same manner as in Example 3 except that Epicoat 828 was omitted.

Even without exposure, the smoker containing the epoxy compound Epikote 828 clearly enhanced the potency of 3-iodo-2-propynylbutylcarbamate.

[Test Example 13] A test example of Example 4 and Comparative Example 4 which was produced in the same manner as in Example 4 except that the araldite epoxy resin 7072 was omitted.
The test was performed as in 10.

Even without exposure, the smoking agent containing Araldite epoxy resin 7072, which is an epoxy compound,
Clearly enhanced potency of 3-iodo-2-propynylbutyl carbamate was observed.

[Test Example 14] A test was conducted in the same manner as in Test Example 10 for Example 5 and Comparative Example 5 which was produced in the same manner as in Example 5 except that epicron 3050 was omitted.

Even without exposure, a clear increase in potency of 3-iodo-2-propynylbutylcarbamate was observed in the smoke containing the epoxy compound epicron 3050.

Test Example 15 A test was performed in the same manner as in Test Example 10 for Example 6 and Comparative Example 6, which was manufactured in the same manner as in Example 6 except that epicron 7050 was omitted.

Even without exposure, the smoker containing the epoxy-based compound Epiclone 7050 clearly enhanced the potency of 3-iodo-2-propynylbutylcarbamate.

Test Example 16 The same test as in Test Example 10 was conducted on Example 7 and Comparative Example 7, which was manufactured in the same manner as in Example 7 except that the epicoat 152 was omitted.

Even without exposure, the smoker containing the epoxy-based compound Epikote 152 clearly enhanced the potency of 3-iodo-2-propynylbutyl carbamate.

[Test Example 17] A test was conducted in the same manner as in Test Example 10 for Example 8 and Comparative Example 8 produced in the same manner as in Example 8 except that the epoxidized soybean oil was omitted.

Even without exposure, the smoker containing the epoxidized soybean oil, an epoxy compound, clearly enhanced the efficacy of 3-iodo-2-propynylbutylcarbamate.

[Test Example 18] A test was performed in the same manner as in Test Example 10 on Example 1 and Comparative Example 9 comprising a combustion base containing neither azodicarbonamide nor nitrocellulose and an epoxy compound.

When a combustion base containing neither azodicarbonamide nor nitrocellulose was used, the effect of 3-iodo-2-propynylbutylcarbamate was not enhanced even when an epoxy compound was contained.

[Test Example 19] In Comparative Examples 10 and 11, a glass surface treated with a dose of 6.7 ml / m ² was air-dried, and the test insects and eggs were treated therewith. Table 19 shows the mortality of the test insects and the hatching rate of the treated eggs 24 hours after the treatment. As reference data, the results of Test Example 10 in Example 1 in which the amounts of 3-iodo-2-propynylbutyl carbamate on the drug-treated surface are equal are also described. The amount of 3-iodo-2-propynylbutyl carbamate on the drug-treated surface was measured by gas chromatography.

In the case of aerosols, Epicoat, an epoxy compound,
No increase in potency of 3-iodo-2-propynylbutylcarbamate was observed regardless of whether 828 was added or not.

"Effects of the Invention" As described above, the smoking agent of the present invention enhances the mite control effect of 3-iodo-2-propynylbutylcarbamate and reduces the treatment amount of 3-iodo-2-propynylbutylcarbamate. However, they exhibit sufficient activity against adults and eggs.

Therefore, the control of house dust mites according to the present invention is superior in terms of safety and economy with utility over existing technologies.

────────────────────────────────────────────────── ─── Continuation of the front page (56) References JP-A-3-294205 (JP, A) JP-A-2-304003 (JP, A) (58) Fields investigated (Int. Cl. ⁶ , DB name) A01N 47/12 A01N 25/20 CAPplus (STN)

Claims (1)

(57) [Claims] An acaricide for mites comprising 3-iodo-2-propynylbutylcarbamate, an epoxy compound having an epoxy equivalent of 150 to 2500, and nitrocellulose and / or azodicarbonamide.