CN101637180B - Insecticidal incense - Google Patents

Abstract

The invention provides insecticidal incense which comprises 0.002-2.0 percent by weight of compounds with formula (1) (R represents hydrogen atom, methyl or methoxymethyl) and insecticidal incense matrix.

Description

an insecticidal incense

technical field

The invention relates to an insecticidal incense, a cream used for preparing the insecticidal incense and a method for preparing the insecticidal incense.

Background technique

A pyrethroid compound represented by formula (1), wherein R is a hydrogen atom, methyl or methoxymethyl

The insecticidal activity has been disclosed in CN101381306A, but how to realize convenient application is still a problem to be solved. Therefore, the inventor of the present invention has developed an insecticidal incense with excellent effect, which can not only continuously ignite and kill mosquitoes according to the traditional method to achieve the control effect, but also can be extinguished or removed after fully burning for 10-20 minutes. Utilizing the normal-temperature volatilization characteristics of the compound represented by the formula (1) during this period of time, the drug effect is continuously and slowly released, and the control effect on mosquitoes can still be maintained within 6-10 hours. .

Contents of the invention

The object of the present invention is to provide an insecticidal incense with excellent effect.

Technical scheme of the present invention is as follows:

1. An insecticidal incense, which contains 0.002 to 2.0% by weight of the compound represented by formula (1)

Wherein R is a hydrogen atom, a methyl group or a methoxymethyl group, and an insecticidal fragrance base.

2. The insecticidal incense of the above 1, which further comprises 0.002 to 0.05% of calcium alkylbenzenesulfonate, and 0.002 to 0.05% by weight of polyoxyalkylene alkyl ether.

3. The insecticidal incense of the above 1, which further contains alkylbenzene, and its content is 0.03 to 0.8% of the total weight of the insecticidal incense.

4. The insecticidal incense described in 1 above is strip-shaped or coil-shaped.

5. A kind of emulsifiable concentrate for preparing insecticidal incense, the emulsifiable concentrate comprises compound (1), calcium alkylbenzenesulfonate, polyoxypropylene alkyl ether, and alkylbenzene;

6. A method for preparing insecticidal incense, comprising the steps of:

Mixing the diluted emulsifiable concentrate used for preparing the insecticidal incense composition and the insecticidal incense base, the emulsifiable concentrate

Comprising compound (1), calcium alkylbenzene sulfonate, polyoxyalkylene alkyl ether, and alkylbenzene: then molding and drying the resulting mixture: finally obtaining insecticidal incense.

7. The insecticidal incense of the above 1 can also be obtained by directly spraying the solution of compound (1) dissolved in a C10-C20 saturated alkane solvent on the pre-dried insecticidal incense base, and drying naturally.

8. The method for using the insecticidal incense to prevent and control indoor mosquitoes and flies is characterized in that, by lighting the insecticidal incense to make it fully burnt for 10-20 minutes, it can be extinguished or removed, and the compound volatilized during this period is used (1) The normal temperature volatilization characteristics enable the drug effect to be released continuously and slowly, and the control effect on mosquitoes can still be maintained within 6-10 hours.

In the present invention, compound (1) includes each compound of the structure shown in formula (1) and all their stereoisomers or their mixtures caused by cyclopropane plane asymmetry and olefin double bond asymmetry, and specific examples include 2,3,5,6-Tetrafluoro-4-methoxymethylbenzyl-3-(3,3,3-trifluoro-1-propenyl)-2,2-dimethylcyclopropanecarboxylate ; 2,3,5,6-tetrafluoro-4-methoxymethylbenzyl-1R-(Z)-3-(3,3,3-trifluoro-1-propenyl)-2,2-di Methylcyclopropanecarboxylate; 2,3,5,6-tetrafluoro-4-methoxymethylbenzyl-1R, trans-(Z)-3-(3,3,3-trifluoro-1 -propenyl)-2,2-dimethylcyclopropanecarboxylate; 2,3,5,6-tetrafluoro-4-methoxymethylbenzyl-1R, cis-(Z)-3-( 3,3,3-Trifluoro-1-propenyl)-2,2-dimethylcyclopropanecarboxylate. These compounds are known or can be prepared by known methods.

The insecticidal matrix used in the present invention can be a conventional matrix, and usually the matrix is composed of a combustion enhancer (organic filler) and a binder.

Examples of combustion aids include dry vegetable meal or powder such as wood powder, pyrethrum extract powder, citrus peel powder, palm oil powder, coconut shell powder or walnut shell powder, or selected from charcoal powder, activated carbon powder or coal powder Carbon powder, or their mixture; Described binding agent can be selected from the starch of tapioca starch, cornstarch or wheat starch, casein, methylcellulose, carboxymethylcellulose or polyvinyl alcohol and mixture thereof of polymers. They can be used alone or in combination of two or more.

Typically, the calcium alkylbenzenesulfonate used in the present invention is calcium (C ₈ -C ₁₄ )alkylbenzenesulfonate. Polyoxyalkylene alkyl ethers, for example, polyoxyalkylene (C ₂ -C ₃ ) alkyl ethers such as polyoxyethylene (C ₁₂ -C ₁₈ ) alkyl ethers.

The insecticidal incense of the present invention is composed of an insecticidal base comprising the compound (1), calcium alkylbenzene sulfonate, and polyoxyalkylene alkyl ether.

Usually, the insecticidal incense of the present invention comprises 0.002 to 0.1% by weight of compound (1), 0.002 to 0.05% by weight of calcium alkylbenzene sulfonate, and 0.002 to 0.05% by weight of polyoxyalkylene alkyl ether based on the total weight .

The insecticidal incense composition of the present invention may further contain alkylbenzenes. Examples of alkylbenzenes include C ₁₀ -C ₁₄ alkyl substituted benzenes. Specifically, the alkylbenzenes are, for example, decylbenzene, undecylbenzene, dodecylbenzene and tridecylbenzene. When the insecticidal incense of the present invention contains alkylbenzene, its content is usually 0.03 to 0.8% by total weight.

The insecticidal incense may further contain a coloring agent, a preservative, etc., if necessary. Examples of colorants include organic pigments such as malachite green and the like. Examples of preservatives include acids such as benzoic acid, sorbic acid, dehydroacetic acid, p-hydroxybenzoic acid, o-phenylphenol and the like, and salts and esters of the above substances. The insecticidal incense of the present invention may contain 1% by weight or less of each of the above-mentioned compounds.

The insecticidal incense of the present invention can be prepared in this way, for example, the diluted emulsifiable concentrate is mixed with the insecticidal incense base (combustion enhancer, binder), and the emulsifiable concentrate used to prepare the insecticidal incense contains compound (1), calcium alkylbenzene sulfonate , polyoxyalkylene alkyl ether, and alkylbenzene; if necessary, further water can be added. After kneading, mold the resulting mixture with a mold such as a pressing machine, extruder, embossing machine, punching machine, etc., and make a suitable shape such as a strip, a coil, etc., and then dry the molding mixture to obtain the sterilized compound of the present invention. Insect fragrance.

The diluted emulsifiable concentrate that is used to prepare insecticidal incense is prepared like this, dilutes the emulsifiable concentrate that is used to prepare insecticidal incense of the present invention with water, and said emulsifiable concentrate comprises compound (1), calcium alkylbenzene sulfonate, polyoxyalkylene alkyl ethers and alkylbenzenes. Usually, the emulsifiable concentrate of the present invention is diluted with 10 to 1000 parts by weight of water per 1 part by weight.

To prepare the insecticidal incense of the present invention, generally, 0.1 to 1.2 parts by weight of diluted emulsifiable concentrate is mixed with 1 part by weight of the insecticidal incense base.

The emulsifiable concentrate used to prepare the insecticidal incense of the present invention comprises compound (1), calcium alkylbenzene sulfonate, polyoxyalkylene alkyl ether and alkylbenzene. Typically, the above emulsifiable concentrate comprises 2.5 to 20% by weight of compound (1), 2.5 to 20% by weight of calcium alkylbenzene sulfonate, 2.5 to 20% by weight of polyoxyalkylene alkyl ether, and 40 to 92.5% by weight of alkanes Benzene.

The insecticidal incense of the present invention can also be obtained by directly spraying the solution of the compound (1) dissolved in a C10-C20 saturated alkane solvent on the pre-dried insecticidal incense base, and drying it naturally. The C10-C20 saturated alkane solvent is selected from decane, undecane, dodecane, tridecane, tetradecane, pentadecane, hexadecane, heptadecane, octadecane, nonadecane, Mixed alkanes include D80 (ExxonMobil Petrochemical Company, boiling point 206 ° C ~ 243 ° C), D100 (Exxon Mobil Petrochemical Company, boiling point 223 ° C ~ 254 ° C), D110 (Exxon Mobil Petrochemical Company, boiling point 249℃～267℃), D130 (ExxonMobil Petrochemical Company, boiling point 279℃～313℃), Isopar-L (ExxonMobil Petrochemical Company, boiling point 186℃～201℃), Isopar-M (A Kesen Mobil Petrochemical Company, boiling point 223 ° C ~ 253 ° C) and so on. The concentration of compound (1) in the solution is 0.1-10% by weight. If necessary, colorants, preservatives, etc. as mentioned above may also be added to the solution.

The insecticidal incense of the present invention thus obtained can be used according to a conventional method. That is to say, the insecticidal incense of the present invention can be continuously ignited in the breeding places of pests (such as mosquitoes, flies, etc.) or in rooms, etc., and when the insecticidal incense composition is burned, the active ingredients, that is, the compound (1), thereby controlling pests. In addition, compound (1) has very good insecticidal activity and high volatility at room temperature. By igniting a relatively high content of insecticidal incense to make it fully burnt for 10-20 minutes, it can be extinguished or removed. The sustained and slow release of the compound (1) can still maintain the control effect on mosquitoes within 6-10 hours.

Detailed ways

The technical solutions and effects of the present invention are explained in detail below in the form of examples, but the present invention is not limited to the following examples. In the following examples, all "parts" are by weight unless otherwise specified.

Preparation Example 1

Mix 5 parts of 2,3,5,6-tetrafluoro-4-methoxymethylbenzyl-3-(3,3,3-trifluoro-1-propenyl)-2,2-dimethylcyclopropane Carboxylate; 4.5 parts of calcium alkylbenzene sulfonate; 4.5 parts of polyoxyalkylene alkyl ether and 86 parts of dodecylbenzene, to obtain emulsifiable concentrate A.

Mix 5 parts of 2,3,5,6-tetrafluoro-4-methoxymethylbenzyl-1R, trans-(Z)-3-(3,3,3-trifluoro-1-propenyl)- 2,2-dimethylcyclopropane carboxylate; 5 parts of calcium alkylbenzene sulfonate; 5 parts of polyoxyalkylene alkyl ether and 85 parts of undecylbenzene to obtain emulsifiable concentrate B.

Mix 6 parts of 2,3,5,6-tetrafluoro-4-methoxymethylbenzyl-1R,cis-(Z)-3-(3,3,3-trifluoro-1-propenyl)- 2,2-dimethylcyclopropane carboxylate; 4 parts of calcium alkylbenzene sulfonate; 4 parts of polyoxyalkylene alkyl ether and 86 parts of dodecylbenzene to obtain emulsifiable concentrate C.

Preparation Example 2

A diluted emulsifiable concentrate for the production of insecticidal incense was prepared by mixing 0.4 part of emulsifiable concentrate A with 49.6 parts of water. Mix 50 parts diluted emulsifiable concentrate with 20 parts pyrethrum residue, 30 parts wood flour, and 10 parts water. The resulting mixture is fully kneaded, followed by molding and drying (40°C, 6 hours) to obtain the desired insecticidal incense I of the present invention, which contains the active ingredient 2,3,5,6-tetrafluoro-4-methoxymethyl 0.04% of benzyl-3-(3,3,3-trifluoro-1-propenyl)-2,2-dimethylcyclopropanecarboxylate.

Preparation Example 3

A diluted emulsifiable concentrate for the production of insecticidal incense was prepared by mixing 10 parts of emulsifiable concentrate B with 40 parts of water. Mix 50 parts diluted emulsifiable concentrate with 20 parts pyrethrum residue, 30 parts wood flour, and 10 parts water. The resulting mixture is fully kneaded, followed by molding and drying (40°C, 6 hours) to obtain the desired insecticidal incense II of the present invention, which contains the active ingredient 2,3,5,6-tetrafluoro-4-methoxymethyl Benzyl-1R, trans-(Z)-3-(3,3,3-trifluoro-1-propenyl)-2,2-dimethylcyclopropanecarboxylate 1.0%.

Preparation Example 4

0.014g 2,3,5,6-tetrafluoro-4-methoxymethylbenzyl-1R, trans-(Z)-3-(3,3,3-trifluoro-1-propenyl)- 2,2-Dimethylcyclopropane carboxylate was dissolved in 1g of D100 solvent oil (ExxonMobil Petrochemical Company, boiling point 223°C-254°C), dripped onto 35g blank incense base, and dried naturally to obtain insecticidal incense III, which contains 2,3,5,6-tetrafluoro-4-methoxymethylbenzyl-1R, trans-(Z)-3-(3,3,3-trifluoro-1-propenyl) - 2,2-Dimethylcyclopropanecarboxylate 0.04w/w%.

Preparation Example 5

0.0007 g of 2,3,5,6-tetrafluoro-4-methoxymethylbenzyl-1R-(Z)-3-(3,3,3-trifluoro-1 -propenyl)-2,2-dimethylcyclopropane carboxylate was dissolved in 1g D100 solvent naphtha (Exxon Mobil Petrochemical Company, boiling point 223°C-254°C), dripped onto 35g blank incense base, and dried naturally Finally, insecticidal incense IV is obtained, which contains 0.002w/w% of the corresponding active ingredient of pyrethroid.

Preparation Example 6

0.7 g of 2,3,5,6-tetrafluoro-4-methoxymethylbenzyl-1R-(Z)-3-(3,3,3-trifluoro-1 -propenyl)-2,2-dimethylcyclopropane carboxylate was dissolved in 1g D100 solvent naphtha (Exxon Mobil Petrochemical Company, boiling point 223°C-254°C), dripped onto 35g blank incense base, and dried naturally Finally, insecticidal incense V is obtained, which contains 2.0w/w% of the corresponding active ingredient of pyrethroids.

Test Example 1

Twenty female Culex pipiens adults were placed in a glass tube with an inner diameter of 4 cm and a length of 12 cm. Both ends of the tube were sealed with 16 mesh nylon mesh.

On the other hand, a plastic transparent cylinder of -20 cm internal diameter and 30 cm high was placed on a stainless steel cylinder of 20 cm internal diameter and 80 cm high. The above-mentioned glass tube for introducing mosquitoes was placed in the plastic cylinder so that the lower end of the glass tube and the lower end of the plastic cylinder were substantially at the same level. Then, place the stably burning insecticidal incense to be tested in the center of the bottom of the stainless steel cylinder.

After placing the insecticidal incense I of the present invention and the comparative insecticidal incense III to be tested, and commercially available 0.8% allethrin mosquito-repellent incense in stainless steel cylinders, count the number of knocked-down mosquitoes at any time, repeat the above test 3 times According to the results, the time required to knock down 50% of mosquitoes (KT ₅₀ ) was counted, and the results are shown in Table 1.

Table 1

Insecticidal incense Concentration w/w% KT50 minutes Insecticidal incense I 0.04 4.8 Insecticidal Incense III 0.04 4.9 Allethrin Mosquito Coil 0.8 6.2

As can be seen from the results, the insecticidal incense I of the present invention knocks down mosquitoes faster, showing excellent results.

Test Example 2

With reference to GB13917.4-92, the Insecticidal Incense I prepared by the present invention was tested for its indoor efficacy against houseflies. Test insect housefly, adults on the fourth day after eclosion, half male and half male. A closed drum device was used, and 3 repeated experiments were set up. The specific process is as follows: Put the tested housefly into the tank, and after the tested insects resume their normal activities, take a piece of the tested insecticidal incense, put it on the incense rack, light the insecticidal incense for timing, and remove the insecticidal incense after 1 minute , count the number of knocked-down mosquitoes at any time, and count the time required to knock down 50% of the test insects (KT ₅₀ ) according to the results. The results are shown in Table 2.

Table 2. The control effect of insecticidal incense of the present invention to housefly

Insecticidal incense KT50(min) Insecticidal incense I 4.5

As can be seen from the results, insecticidal incense I of the present invention also has an excellent control effect on houseflies.

Test Example 3

Light the insecticidal incense II of the present invention at the center of the ground of a 3.16m*3.16m*2.8m transparent simulation room, and time it at the same time, remove the insecticidal incense after 15 minutes, and put 100 female light color pools after 6 hours Mosquito adults, restart timing, count the number of knocked down mosquitoes at any time, count the time required to knock down 50% of mosquitoes (KT ₅₀ ) according to the results, and then use commercially available 0.8 allethrin mosquito coils for comparison. The results are shown in Table 3.

table 3

Insecticidal incense Concentration w/w% KT ₅₀ minutes Insecticidal Incense II 1.0 26.7 Allethrin Mosquito Coil 0.8 Greater than 120

Claims (6)

1. an insecticidal incense is characterized in that this insecticidal incense comprises the compound and the insecticidal incense matrix of the formula of 0.002 to 2.0% weight (1) expression

Wherein R is a methoxy, and the stereochemical structure of chrysanthemumic acid part three-membered ring is 1R, and is trans, and two keys partly are the Z configuration; The compound that is formula (1) expression is 2,3,5,6-tetrafluoro-4-methoxyl methyl benzyl-1R; Trans-(Z)-and 3-(3,3,3-three fluoro-1-acrylic)-2,2-dimethyl cyclopropane carboxylic acid ester.

2. insecticidal incense according to claim 1 is characterized in that further comprising 0.002 to 0.05% alkyl benzene calcium sulfonate and the polyoxyalkylene alkyl of 0.002 to 0.05 weight %.

3. insecticidal incense according to claim 1 is characterized in that further comprising alkylbenzene, and its content is insecticidal incense gross weight 0.03 to 0.8%.

4. insecticidal incense according to claim 1 is characterized in that its profile is strip or coil shape.

5. the application of the insecticidal incense of claim 1 in control mosquito, fly sanitary insect pest.

6. application according to claim 5; It is characterized in that; Can extinguish or remove after insecticidal incense was fully burnt it 10-20 minute through lighting; Volatilize the normal temperature boiling characteristics of the compound of formula (1) expression in utilizing during this period of time, make drug effect continue slowly to discharge, in 6-10 hour, still can keep control efficiency mosquito.