JP3509159B2 - Agricultural and horticultural solid preparations - Google Patents

Description

Detailed Description of the Invention

[0001]

The present invention relates to silafluofene and
It relates to a solid preparation for agricultural and horticultural use, which comprises a propylene glycol derivative represented by the general formula (I) as a stabilizer in a solid preparation containing edifenphos .

[0002]

BACKGROUND OF THE INVENTION Silafluofen, or dimenal (4-ethoxyphenyl) [3- (3-phenoxy-4-fluoro) phenylpropyl] silane, is a pyrethroid-like compound having high insecticidal and acaricidal activity and low toxicity to humans and animals. It is already known (Japanese Patent Laid-Open No. 61-87687). This compound also exhibits extremely low fish toxicity,
Practical studies are underway as an insecticide for paddy rice.

Organophosphorus agents are generally widely used as pesticides for pesticides, fungicides, and herbicides. Furthermore, organophosphorus agents are used together with silafluofene for the purpose of simultaneous control for labor saving and synergistic effect between agents. Mixed formulations are desired.

Organophosphorus agents generally decompose rapidly in the alkaline region, so that the use of a basic carrier such as calcium carbonate in the solid preparation is avoided, and the stability is improved in powders and the like. PA also has meaning
P (isopropyl acid phosphate) or the like is added.

On the other hand, silafluofen sometimes decomposes in a solid formulation, and efforts are being made to stabilize it. For example, as a carrier, a silafluofen powder prepared by blending a basic or neutral inorganic carrier such as calcium carbonate, calcium oxide, calcium hydroxide, calcium sulfate, magnesium sulfate, etc., and further blending a nonionic surfactant, etc. is known. (JP-A-1-301604, JP-A-1-301605, and JP-A-1-30)
1606). Further, JP-A-2-124804 discloses an example in which a high-boiling solvent such as alkylnaphthalene is added to a powder of a compound group containing silafluofene. Further, JP-A-5-148113 discloses a basic or intermediate solvent. It has been shown that a tall inorganic fatty acid is further added to the organic inorganic carrier. Thus, silafluofene may undergo significant degradation in solid formulations depending on the acidic region or the type of carrier.

[0006]

DISCLOSURE OF THE INVENTION An object of the present invention is to provide a stable mixed solid preparation of silafluofene and edifenphos.
To provide. As will be described later, the stabilization method using an organophosphorus agent alone or silafluofene alone does not always hold, and as expected, in a formulation in which the organophosphorus agent is stable, silafluofene easily decomposes, and conversely ,
Organophosphorus agents were often unstable in formulations with stable silafluofen.

[0007]

Means and Actions for Solving the Problems The present inventors have
In a solid preparation containing silafluofene and edifenphos as active ingredients, the compound of general formula (I) is used as a stabilizer.

[Chemical 2]R ₁ -O- (C ₃ H ₆ O) n-R ₂ (In the formula, R1 and R2 represent a hydrogen atom or an alkyl group.
However, n is an integer of 1-6.)propylene
By incorporating a glycol derivative,
It was found that the objectives of
It came to be achieved. The present invention relates to silafluofene andEdge
FenphosSolid formulation containing sucrose as an active ingredient
As a stabilizer, a compound of the general formula (I)propyleneGlico
Solid formulation for agricultural and horticultural use characterized by containing
I will provide a.

The present invention will be described in detail below. The agricultural / horticultural solid preparation of the present invention includes powders, granules and wettable powders. Powders and granules are sprayed as they are, and wettable powders are generally hydrated and dispersed in water and sprayed with a diluent.
Silafluofen is particularly effective against planthoppers, leafhoppers, and the like that occur in paddy rice, so it is expected that the mixture of this agent will be used in particular as a powder.

The concentration of silafluofen in the solid agricultural and horticultural preparation of the present invention is 0.1% to 100% in powder and granules.
It is 5%, preferably 0.3% to 1.5%, and in wettable powders, it is 1 to 30%, preferably 5 to 20%, but is not limited thereto.

In the present invention, in addition to edifenphos, other
An organic phosphorus agent can be added. As typical examples of such organophosphorus agents, isoxathion, salicione, dimethylvinphos, pyraclofos, pyridafenthion,
Propaphos, nared, tetrachlorvinphos, cyanophos, dichlorvos, trichlorfon, cyclofenthion, EPN, fenitrothion, fenthion, fentoate, acetoate, ethione, ethylthiomethone, chlorpyrifos, chlorpyrifosmethyl, dimethoate, sulprofos, marathon, chlorfenvinphos, metidathione. Insecticides such as thiomethone and prothiophos, fungicides such as tolclofos-methyl and iprobenphos ,
Although herbicides such as piperophos and butamiphos can be mentioned, they are not necessarily limited to these organic phosphorus agents.

Silafluofen, as already mentioned,
Since it is expected as an insecticide for paddy rice, the organophosphorus agent as a mixing partner is preferably an insecticide or fungicide for paddy rice such as edifenphos, iprobenphos, fenitrothion, and fenthion. There is a strong need for stable solid formulations with certain edifenphos, especially powders.

The concentration of the organophosphorus agent in the solid preparation of the present invention cannot be unconditionally defined depending on its type, but it is generally 0.5 to 5% for powders and granules, and 5 to 5 for wettable powders. Fifty
%. Two or more of these organophosphorus agents may be contained depending on the purpose of the solid preparation of the present invention.

The stability of the active ingredient in the preparation depends on its decomposition mechanism, but generally, the lower the concentration, the more
Since the influence of the carrier is great, also in the present invention, the effect is great with powders and granules having a smaller amount of components.

In the solid preparation of the present invention, in addition to silafluofen and edifenphos , for example, other types of insecticides (cartap hydrochloride, pyrethrin insecticides, carbamate insecticides, natural insecticides, etc.), fungicides (Copper-based germicide, organochlorine-based germicide, organosulfur-based germicide, phenol-based germicide,
Validamycin A, etc.), synergists, repellents, etc. may be blended, mixed and used, which are also included in the present invention. Preferred examples of the pesticide active substance are as follows.

(1) Fungicide Organic Sulfur Fungicide Zineb, Mannebu Organic Arsenic Fungicide Iron Methanearsonate, Ammonium Iron Methanarsonate Organic Chlorine Fungicide Pentachlorophenol, Tetrachloroisophthalonitrile, Fusalide Antibiotics Bactericidal agents Blastcidin S, kasugamycin, polyoxinoxytetracycline, valigmycin A, mildiomycin, etc. Other bactericidal agents probenazole, isoprothiolane, mepronil, ferrimzone, penciclone, tricyclazole

(2) Insecticides Carbamate insecticides Carbaryl, metorcurve, isoprocarb, bassa, XMC, xylylcurve, propoxurcarbosulfane, furatiocarb, benflacarb, cartap, bensultap pyrethroid insecticides pyrethrin, allethrin, resmethrin. , Other insecticides such as flucitrinate and cycloprothrin etofenprox, buprofezin, imidacloprid

The propylene glycol derivative used as the stabilizer is represented by the general formula (I), and includes propylene glycol, dipropylene glycol,
Tripropylene glycol, polypropolymer having a degree of polymerization of 4 to 6
Pyrene glycol, these monoalkyl ethers, di
Alkyl ether, glycerin ether, trimethylol
Lupropane ether, pentaerythritol ether, etc.
The propylene glycol derivative can be mentioned.

In the present invention, the pro-state used as a stabilizer is
In addition to pyrene glycol derivatives, other alkylene glycols
Cole derivatives may be added. Such an alkylene
Examples of the recall derivative include ethylene glycol
, Diethylene glycol, triethylene glycol,
Polyethylene glycol having a degree of polymerization of 4 to 10
Monoalkyl ether, dialkyl ether, glycerin
Ether, trimethylolpropane ether, penta
Ethylene glycol derivatives such as erythritol ether
Is mentioned. Alternatively, ethylene oxide and propylene
Block copolymer of oxide (this is called "Pluronic
It is also called "Koku surfactant". ), Random co-weight
Coalescence, their monoalkyl ethers, dialkyl ethers
Tell, glycerin ether, trimethylolpropane
Hydroxy such as ether and pentaerythritol ether
Alkyl ether etc. can be mentioned. These
Here, they are collectively referred to as alkylene glycol derivatives.
Among these alkylene glycol derivatives, ethylene glycol, diethylene glycol, triethylene glycol, polyethylene glycol, or propylene glycol, dipropylene glycol, tripropylene glycol, and polypropylene glycol are preferable in view of cost. It is convenient that a liquid premix can be prepared from the viewpoint of production because it has good compatibility with the active ingredient.
Of polypropylene glycol is particularly preferred.

These alkylene glycol derivatives are
It is added to the formulation in the range of 0.1 to 5%, preferably 0.2 to 2%. If the amount is smaller than this, the stabilizing effect is insufficient, and if it exceeds this range, the physical properties of the preparation are adversely affected, and the cost is also disadvantageous.

The solid preparation of the present invention uses a general inorganic carrier, but it is particularly preferable to use a neutral or acidic carrier. Examples of the carrier include clay, kaolin, talc, pumice, diatomaceous earth, gypsum, silicic acid anhydride and the like.

From the viewpoint of the efficacy of silafluofene, a powder is a preferred form. In the case of powders, silicic acid anhydride (or white carbon) is generally used as an oil-absorbing carrier in an amount of 0.2 to 1 times that of the liquid component, and the rest is diluted with clay, gypsum or the like. PAP is used as a lubricant, and if necessary, BHT, Sumilizer BP101 (trade name of Sumitomo Chemical Co., Ltd.), stabilizers such as epoxy compounds, and solvents such as methylnaphthalene and phenylxylylethane are added. Recently, in order to prevent drift during spraying, DL
Dust is becoming more and more common, but this uses cut clay (also referred to as DL clay) from which fine powder of 10 μm or less is removed as a carrier, and as a flocculant, drires A, B, C Brand name] 0.1-1%
Generally, it is added to some extent.

Next, the granules which are one form of the present invention will be explained. Impregnated granules and silica stone in which a liquid content is absorbed in a porous carrier such as pumice or zeolite having a particle size of 0.3 to 1.7 mm. , Fine powder containing an active ingredient and a stabilizer in a non-oil-absorbing carrier of calcium carbonate fixed with a paste such as PVA, and water are added to the powder carrier and the paste containing the active ingredient and the stabilizer, An extruded granule obtained by dry explosion after kneading and extrusion molding can be mentioned.

The wettable powder is obtained by adsorbing an active ingredient and a stabilizer together with a surfactant on a fine powder carrier.

The solid formulation for agricultural and horticultural use of the present invention is a fly, mosquito,
Agricultural gardening such as sanitary pests such as cockroaches, organic phosphorus agents, carbamate-resistant leafhoppers, planthoppers, paddy rice pests such as Nikameichu, rice weevil, Kobumegae, stink bugs, beetles, aphids, weevil, scale insects, chachamaki, etc. Extremely useful for the control of pests, depending on the type of organic phosphorus agent to be mixed, if it is a fungicide, rice fever, simultaneous control of diseases such as blight, and if it is an insecticide, control of a wider range of pests, Or synergistic effect can be expected.

[0025]

EXAMPLES Next, the present invention will be described in more detail with reference to Examples and Comparative Examples, but it goes without saying that the present invention is not limited to these.

[0026]

Examples 1 to 14 Powders were prepared according to the formulations shown in Table 1. The powder was stored in a 40 ° incubator, and after 3 months, the amount of the active ingredient in the powder was analyzed to obtain the recovery rate with respect to the initial content. In Example 4, the active ingredient and the stabilizer did not dissolve uniformly, so they were added to the powder separately.

[0027]

[Table 1]

As shown in Table 1, a powder having excellent stability could be obtained by adding an alkylene glycol derivative to prepare a powder.

[0029]

Comparative Examples 1 to 8 Powders were prepared according to the formulations shown in Table 2. The recovery rate was calculated according to Examples 1 to 14.

[0030]

[Table 2]

As shown in Table 2, one of the silafluofene and the organophosphorus agent became unstable. Comparative Examples 1, 3, 5 and 6 are disclosed in JP-A-1-301604, Comparative Example 4 is disclosed in JP-A-5-148113, and Comparative Examples 7 and 8 are disclosed in JP-A-1-301605. Based on the above, it is a prescription containing a stabilizer against silafluofene.

[0032]

Example 15 Granules were prepared according to the formulations shown in Table 1.
The recovery rate was calculated according to Examples 1 to 14.

As shown in Table 1, granules having excellent stability could be obtained by preparing a granule by adding a stabilizer.

[0034]

Comparative Example 9 Granules were prepared according to the formulations shown in Table 2. The recovery rate was calculated according to Examples 1 to 14.

As shown in Table 2, the silafluofene was stable, but the organophosphorus agent was unstable.

[0036]

[Example 16] Carplex # 80 26.5 parts, Zemlite NW-300 [diatomaceous earth (Hakusan Industry Co., Ltd.) 15.0 parts, SP clay [fine powder clay (Kakoyama Mining Co., Ltd. product] Name)] 14.5 copies, Toxanone PW
-S46 [dispersant (trade name of Sanyo Chemical Industry Co., Ltd.)] 3.
2.0 parts of Lunox 1000C [dispersant (trade name of Toho Chemical Industry Co., Ltd.)] are mixed. A mixed solution of 30 parts of edifenphos, 6.0 parts of silafluophene and 3.0 parts of tripropylene glycol was dropped little by little while mixing, and then pulverized to obtain an edifenphos-silafluofen mixed wettable powder.

[0037]

INDUSTRIAL APPLICABILITY As described above, the present invention is effective in a solid agricultural and horticultural formulation containing silafluofene and edifenphos as active ingredients by containing a propylene glycol derivative as a stabilizer. It is intended to provide a solid formulation for agricultural and horticultural use, which maintains the stability of silafluofen and edifenphos which are components, and has a high control effect.

─────────────────────────────────────────────────── --Continued from the front page (56) References JP-A-1-301604 (JP, A) JP-A-4-89414 (JP, A) JP-A-59-122404 (JP, A) JP-A-63- 146804 (JP, A) JP 49-85239 (JP, A) JP 5-148113 (JP, A) JP 1-301606 (JP, A) JP 61-87687 (JP, A) JP-A 2-124804 (JP, A) JP-A 60-11405 (JP, A) JP-A 5-246810 (JP, A) JP-B 36-2599 (JP, B1) (58) Fields investigated (Int.Cl. ⁷ , DB name) A01N 55/00 A01N 25/00 A01N 57/00

Claims (3)

(57) [Claims] 1. Silafluofen andEdifenphosTo
As a stabilizer in solid formulations containing active ingredients
General formula (I) [Chemical 1]R ₁ -O- (C ₃ H ₆ O) n-R ₂ (In the formula, R1 and R2 represent a hydrogen atom or an alkyl group.
However, n is an integer of 1-6.)propylene
For agricultural and horticultural use, characterized by containing a glycol derivative
Solid formulation. 2. The solid preparation for agricultural and horticultural use according to claim 1, wherein the solid preparation is a powder. 3. A propylene glycol derivative is propylene
Glycol, dipropylene glycol, propylene glycol
Glycol or poly (n = 4-6) in the general formula
The agricultural product according to claim 1 or 2, which is propylene glycol.
A solid formulation for gardening.