JPH06192003A - Liquid agent - Google Patents

Abstract

PURPOSE:To obtain a liquid agent containing insecticidal agricultural chemicals having excellent storage stability. CONSTITUTION:This liquid agent comprises about 30-90wt.% mixture of two or more alkylbenezenes having different numbers of carbons and about 1-70wt.% insecticidal component based on the amount of agent. A liquid agen in which active ingredients can be kept stably for a long period of time is obtained. The amount of xylene used can be reduced and xylene is not used at all in a certain case. Consequently, the liquid agent is excellent in terms of human health control and is mild to the environment. When a specific alkylbenzene is used, the liquid agent becomes odorless and is readily usable.

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to an insecticidal pesticide liquid agent having good storage stability.

In particular, (RS)-[O-1-
(4-chlorophenyl) pyrazol-4-yl = O-ethyl = S
-Propyl phosphorothioate] [hereinafter referred to as pyraclofos].

[0003]

2. Description of the Related Art Generally, insecticidal emulsions are prepared by dissolving an active ingredient in an organic solvent and adding an appropriate emulsifier to prepare an emulsion.
As the organic solvent, paraffin hydrocarbon such as xylene or kerosene is mainly used.

However, it has been recommended to use xylene as a subcomponent of an agrochemical composition with caution in view of effects on human health (Federal Register, 52 (7)
7), 13305-13309 (1987.4.22)). Further, xylene has a strong peculiar odor, and when sprayed or sprayed in a general household as an insecticide for epidemic prevention for the purpose of exterminating sanitary pests such as flies, mosquitoes, cockroaches, etc., odor and irritation are seriously harmful. In addition, xylene is classified as a dangerous substance, class 4, class 1 petroleum even under the Fire Service Law, and care must be taken when handling it.
Further, since xylene has strong volatility and flammability, its use is being avoided in recent years.

Paraffin hydrocarbons have a problem in terms of the ability to dissolve active ingredients. Therefore, xylene is often used as a solubilizer for active ingredients. Similarly, the above-mentioned problems of xylene remain unsolved.

As an alternative to these solvents, Japanese Examined Patent Publication No.
No. 19841 proposes phenylxylylethane, and Japanese Patent Publication No. 56-8001 proposes dodecylbenzene.

However, the production of these solvents is expensive due to the steps such as isolation, and it is not possible to provide pesticide liquids at low cost.

[0008]

SUMMARY OF THE INVENTION It has been desired to develop a pesticide liquid agent that solves the above problems. There has been a demand for a pesticide liquid agent capable of reducing or eliminating the amount of xylene used.

[0009] Further, there is a demand for a pesticide liquid agent having reduced irritation, odor and toxicity of organic solvents, and a safe pesticide liquid agent having no environmental problems or health and hygiene problems.

[0010]

Means for Solving the Problems As a result of intensive research aimed at solving the above-mentioned object, the present inventors have noticed that a mixture of two or more kinds of alkylbenzenes having different carbon numbers is used as a solvent. The present invention has been completed through studies.

That is, the present invention relates to a pesticide liquid agent containing a mixture of two or more kinds of alkylbenzenes having different carbon numbers and an insecticidal component.

As the mixture of alkylbenzenes used in the present invention, a partially rectified mixture (mixture of several kinds of alkylbenzene) may be used, and two or more kinds of alkylbenzenes having different carbon numbers are separately prepared and You may use what mixed and prepared. Such an alkylbenzene or a mixture thereof is commercially available, and it can be used and is inexpensive. The number of carbons shown here is the total number of carbons.

The alkylbenzene is a compound in which one to several alkyl groups are substituted on the benzene ring. Preferred are mono (substituted) alkylbenzene, di (substituted) alkylbenzene, tri (substituted) alkylbenzene and tetra (substituted) alkylbenzene substituted with 1 to 4 alkyl groups. Of these, mono (substituted) alkylbenzene and tri (substituted) alkylbenzene are preferable.

The carbon number of these alkylbenzenes is not particularly limited, but when an odorless liquid agent is desired,
It is preferable to use mainly alkylbenzene having 20 to 26 carbon atoms. Especially, carbon number 20
~ 26 mono (substituted) alkylbenzenes are preferred.

When an inexpensive and stable liquid agent is desired, it is preferable to use a tri (substituted) alkylbenzene substituted with three lower alkyl groups. The lower alkyl group is a straight chain or branched chain having 1 to 4 carbon atoms.
Particularly preferred is a methyl group.

Specific examples of the mono (substituted) alkylbenzene include n-propylbenzene and n-butylbenzene.

Specific examples of the di (substituted) alkylbenzene include o-ethyltoluene and the like.

Specific examples of the tri (substituted) alkylbenzene include 1,2,4-trimethylbenzene, 1,3,5-trimethylbenzene, 1,2,3-trimethylbenzene and m, p.
-Ethyltoluene, 1,3-dimethyl-5-ethyl-benzene, 1,4-dimethyl-2-ethylbenzene and the like.

Specific examples of the tetra (substituted) alkylbenzene include 1,2,3,5-tetramethylbenzene, 1,2,
Examples include 4,5-tetramethylbenzene, 1,2,3,4-tetramethylbenzene and the like.

Commercially available mixtures of these are Hisol # 100 ^™ (Nippon Petrochemical; C ₃
To C ₅ alkylbenzene-based mixture; this carbon number indicates the total number of carbon atoms in the substituted alkyl group. The same shall apply hereinafter), Hisol # 150 ^™ (the same; a mixture mainly composed of C _{3 to} C ₄ alkylbenzenes) and the like.

The general formula for a preferred alkylbenzene is as follows:

[0022]

[Chemical 1]

[Wherein, X is a linear or branched C _1-20
The alkyl group, n represents the number of the alkyl groups X substituting on the benzene ring, and generally an integer of 1 to 4 is preferable. ] The compound represented by these is preferable.

As X, a C _14-16 alkyl group is preferable when an odorless liquid agent is required.

The commercial products of such a mixture of alkylbenzenes are as follows.

Pentadecylbenzene, alkene 20T ^™
(Nippon Oil detergents; C ₁₄ -C ₁₆ alkylbenzene mixtures of principal; this number of carbon atoms is same below shows the total number of carbon atoms in the alkyl group is substituted.), Alkene 100P ^TM (same; C ₁₅ alkylbenzene -C ₂₀ alkyl benzene Is mainly used, but is not limited to these as long as the above conditions are satisfied.

Further, a mixture of these alkylbenzenes and another organic solvent may be used together within the range not impairing the effects of the present invention. Such an organic solvent is not particularly limited as long as it is usually used in a pesticide composition.
Specific examples include refined kerosene, phenylxylylethane, xylene, and the like.

Of the above-mentioned tri (substituted) alkylbenzenes, a mixture of isomers having the same total carbon number may be used. Of course, it is also possible to add and use other alkylbenzene or other organic solvent to this mixture.

Mixtures of tri (substituted) alkylbenzene isomers include 1,2,4-trimethylbenzene, 1,3,
Examples thereof include a mixture of three kinds of 5-trimethylbenzene and 1,2,3-trimethylbenzene.

As the insecticidal component used in the liquid preparation of the present invention, any component soluble in the solvent used can be used. For example, if you specifically show the pesticide insecticide component,
Some examples are as follows.

(RS)-[O-1- (4-chlorophenyl) pyrazol-4-yl = O-ethyl = S-propylphosphorothioate] [pyraclofos] O, O-dimethyl-O- (3 -Methyl-4-nitrophenyl)
Thiophosphate [MEP] O, O-dimethyl-O- (2,4,5-trichlorophenyl)
Phosphorothioate [phenchlorphos] -O, O-dimethyl-1-hydroxy-2,2,2-trichloroethylphosphonate [DEP] -O, O-dimethyl-O- (2,2-dichlorovinyl) phosphate [DDVP] * O, O-diethyl-O- (2-isopropyl-4-methyl-6-
Pyrimidinyl) phosphorothioate [diazinone] -O, O, O ', O'-tetramethyl-O, O'-thiodiparaphenylene phosphorothioate [temefos] -O, O-dimethyl-O- (4-cyanophenyl) phosphorothioate [ CYAP] 2- (4-ethoxyphenyl) -2-methylpropyl 3-
Phenoxybenzyl ether [ethofenprox]-(RS) -α-cyano-3-phenoxybenzyl (S) -2-
(4-difluoromethoxyphenyl) -3-methylbutyrate [flucitrinate] 2-sec-butylphenyl-N-methylcarbamate [B
PMC] etc.

The above components can be used alone or in combination.

Particularly, an agricultural chemical liquid containing pyraclofos as an active ingredient is preferable from the viewpoint of insecticidal effect. Needless to say, pyraclofos and other agrochemical active ingredients may be appropriately combined if necessary to form a mixture.

As the mixture, a mixture of pyraclofos and etofenprox is effective and preferable.

The content ratio of the agrochemical active ingredient in the present invention is about 1 to 70% by weight, preferably 3% with respect to the whole final preparation.
Is in the range of up to 20% by weight. When a plurality of active ingredients are used in combination, the total amount may be within the above range.

In particular, in the case of the agricultural chemical liquid containing pyraclofos, the amount of pyraclofos alone is about 1 to 50% by weight, preferably 3 to 10% by weight, based on the whole final preparation. When pyraclofos is used in combination with other agrochemical active ingredients, the total amount of the agrochemical active ingredients is 1.1 to 70% by weight, preferably 3.5 to 3.5% by weight of the final preparation.
It is 20% by weight.

The amount of the alkylbenzene mixture used in the present invention is in the range of 30 to 95% by weight, preferably 40 to 90% by weight, based on the whole final preparation.

If necessary, auxiliary ingredients such as a surfactant, a synergist, and a fragrance may be added to this pesticide liquid agent.

As the above-mentioned auxiliary components, specifically, surfactants [eg: Toxanone P-8L ^™ (Sanyo Kasei), Solpol 310E ^™ (Toho Kagaku), Nonipol 60 ^™ (Sanyo Kasei)], synergists [ Example: Octachlorodipropyl ether
(Sankyo Kasei)], fragrance [Example: Insecticide 6E-71
958 ^TM (Ogawa Fragrance), Insecticide 6E-7195
7 ^TM (Ogawa Fragrance)] and the like.

The blending ratio of these auxiliary components (based on the total amount of the preparation) is usually 3 to 10% by weight, preferably 5 to 8% by weight of the surfactant. Synergists are usually 0.1-5
%, Preferably 0.5 to 3% by weight. The fragrance is usually in the range of 0.01 to 0.5% by weight, preferably 0.1 to 0.2% by weight.

For example, in the case of the above-mentioned preparation of pyraclofos,
Using a mixture of two or more C _14-20 alkylbenzenes,
By adding the above-mentioned surfactant, a formulation having more excellent stability and no unpleasant odor can be obtained.

The insecticidal liquid composition of the present invention can be produced by a conventional method or a method analogous thereto. Specifically, the pesticidal active ingredient is added to a mixture of two or more kinds of alkylbenzene or a mixed solvent of a mixture of alkylbenzene and another solvent and sufficiently stirred to form a uniform solution. If necessary, the above-mentioned other auxiliary components (surfactant, synergist, perfume) are added thereto, and the mixture is further stirred and mixed to obtain a uniform emulsion.

The insecticidal liquid composition of the present invention can be applied by a conventional method. Generally, it is preferable to use tap water or the like to dilute to a predetermined dilution ratio (about 10 times), and then atomize it using a hand sprayer or a pump-type electric sprayer.

The amount of the chemical sprayed is appropriately determined depending on the kind of the insecticidal ingredient used and the nature of the application site (soil, water quality, etc.).
It may be selected within a known range.

The liquid preparation of the present invention includes ordinary emulsions and suspensions. In particular, it is preferably used as an emulsion.

[0046]

INDUSTRIAL APPLICABILITY In the liquid preparation of the present invention, its active ingredient is kept stable for a long period of time.

When a mixture mainly containing alkylbenzene having a large total number of carbon atoms is used, the obtained liquid agent has no odor and is easy to use.

Further, according to the present invention, it is possible to reduce the amount of xylene used, and in some cases it is not necessary to use it at all, so it is excellent in human health management and is mild to the environment. .

According to the Fire Service Law, xylene is classified as a dangerous substance, class 4, class 1 petroleum, whereas Hisol # 100 ^TM and Hysol # 150 ^TM, which can be used in the present invention, are classified as class 2 petroleum and alkene. 20 ^TM is classified as a 3rd petroleum, and when these are used, they are safe in handling.

[0050]

EXAMPLES The effects of the present invention will be specifically described with reference to the following examples.

[Example 1] 87.0 parts of alkene 20T
5.0 parts of pyraclofos was added to ^TM, and the mixture was sufficiently stirred and mixed, and then 8.0 parts of toxanone P-8L ^™ was added and further stirred,
A pyraclofos emulsion is obtained.

[Example 2] 43.5 parts of alkene 20T
5.0 parts of pyraclofos was added to ^TM and 43.5 parts of pentadecylbenzene, thoroughly mixed with stirring, 8.0 parts of toxanone P-8L ^™ was added, and further stirred to obtain a pyraclofos emulsion.

[Example 3] 43.5 parts of alkene 20T
After mixing ^TM with 43.5 parts of refined kerosene, 5.0 parts of pyraclofos is added and mixed with stirring.

In this, 8.0 parts of toxanone P-8L is further added.
Is added and stirred to obtain a pyraclofos emulsion.

[Example 4] 40.0 parts of alkene 20T
After mixing ^TM and 47.0 parts of xylene, 5.0 parts of pyraclofos is added and mixed with stirring.

Further, 8.0 parts of Toxanone P-8L
^TM is added and stirred to obtain a pyraclofos emulsion.

Example 5 87.5 parts of alkene 20T
^{To TM} , 3.0 parts of pyraclofos and 0.5 parts of etofenprox were added and mixed thoroughly with stirring.

Thereafter, 6.0 parts of Toxanone P-8L ^™ , 2.0 parts of Nonipol ^™ , 1.0 parts of octachlorodipropyl ether were added to the mixture, and the mixture was further stirred to prepare a pyraclosphos-ethofenprox emulsion. To get

[Example 6] 40.0 parts of alkene 20T
After mixing ^TM with 47.5 parts xylene, add 3.0 parts pyraclofos and 0.5 parts etofenprox,
Mix with stirring.

In addition to this, 6.0 parts of toxanone P-8
L ^™ , 2.0 parts of Nonipol ^™ and 1.0 parts of octachlorodipropyl ether were added and further stirred to obtain a pyraclophos-ethofenprox emulsion.

[Reference Example 1] 87.0 parts of refined kerosene was added to 5.0
After adding 1 part of pyraclofos and stirring and mixing, 8.0 parts of toxanone P-8L ^™ is added and further stirred to obtain a pyraclofos emulsion.

[Reference Example 2] 5.0% in 87.0 parts of xylene.
After adding 5.0 parts of pyraclofos and stirring and mixing, 8.
0 part of Toxanone P-8L ^™ is added and further stirred to obtain a pyraclofos emulsion.

[Reference Example 3] 3.0 parts of 87.5 parts of xylene were used.
1 part of pyraclofos and 0.5 part of etofenprox are added and mixed with stirring.

In this, 6.0 parts of Toxanone P-8L ^™ ,
2.0 parts of Nonipol ^™ and 1.0 parts of octachlorodipropyl ether are added and further stirred to obtain a pyraclofos-ethofenprox emulsion.

[Test Example 1] Examples 1 to 6 and Reference Examples 1 to 3
The odor, emulsifiability, and stability of the main agent were measured by the following methods.

(1) Odor measuring method A 10-fold diluted emulsion was prepared, sprayed into a small chamber using a hand spray, and the odor was smelled immediately after spraying.

1. Almost no feeling 2. Slightly feeling 3. Feeling 4. Strongly feeling (2) Method of measuring emulsification property Take 225 ml of 3 times hard water in a 250 ml measuring cylinder with stopper and add 25 ml of emulsion to it. The emulsified state after 10 rotations was observed.

(3) Main Agent Stability Measuring Method For each emulsion, the content of the active ingredient immediately after preparation is measured by the HPLC method, and this is defined as the initial content. 100 ml of each emulsion was placed in a brown glass bottle, sealed and stored at room temperature for 1 year, and then the active ingredient content was measured again by the HPLC method.
The results are shown in [Table 1].

[0069]

[Table 1]

[Test Example 2] 3.0 w / w% pyraclophos shown in [Table 2], 0.5 w / w%
An emulsion containing etofenprox of was prepared and tested in the same manner as in Test Example 1.

[0071]

[Table 2]

As shown in Test Examples 1 and 2, by using alkylbenzene as a solvent according to the present invention, an unpleasant odor peculiar to the emulsion can be reduced and a stable insecticidal emulsion can be obtained.

[Examples 7 and 8] A liquid formulation was prepared by formulating in the same manner as in Example 1 with the following mixing ratios shown in [Table 3].

The obtained liquid agents were tested for stability in the same manner as in Test Examples 1 and 2. The results are shown in [Table 3].

[0075]

[Table 3]

Table 3

Claims (2)

[Claims] 1. A liquid preparation containing a mixture of two or more kinds of alkylbenzenes having different carbon numbers and an insecticidal component. 2. A pesticide liquid preparation according to claim 1, which contains (RS)-[O-1- (4-chlorophenyl) pyrazol-4-yl = O-ethyl = S-propylphosphorothioate] as an insecticidal component. .