JPS645564B2 - - Google Patents

Description

[Detailed description of the invention]

The present invention relates to an agrochemical powder having improved driftability, fluidity, and adhesion to plants. More specifically, the present invention provides a pesticide active ingredient and a mineral powder carrier with the general formula () (However, in the formula, A is -CH ₂ CH ₂ O- or -CH
(CH ₃ )CH ₂ O-, all 6 of X are hydrogen atoms, or 3 to 6 of the 6 are saturated or unsaturated aliphatic acyl groups, and the rest are hydrogen atoms. , n ₁ , n ₂ , n ₃ , n ₄ , n ₅ and n ₆ each independently represent an integer of 0 or 1 or more, and 60
≧n ₁ + n ₂ + n ₃ + n ₄ + n ₅ + n ₆ ≧ 1) By adding one or more compounds represented by the following formula, it is possible to improve the scattering drift (drift), fluidity, and plant body when spraying agricultural chemicals. This invention relates to a novel agrochemical powder with improved adhesion. The compound of general formula () used in the present invention is known as a cosmetic emulsifier, a raw material for polyurethane, and the like. Pesticide powder: 300 mesh or more (46 microns or less)
Because of its fine particle size, when it is dispersed, it tends to drift (dispersion and drifting) to nearby fields, houses, barns, ponds, etc. other than the target field even in the slightest breeze.
As a result, drift of pesticide powder pollutes the environment, causing chemical damage to useful crops grown in fields other than those targeted for control, and adversely affecting the safety of cows, pigs, chickens, silkworms, carp, sprayers, etc. giving is often a problem. Moreover, the loss of spraying of agricultural chemical powder due to drift is not only economically negative, but also causes the inability to obtain sufficient pest control effects. Therefore, it is desirable to develop a new agrochemical powder that prevents drift and has good adhesion to plants without impairing the physical properties required for an agrochemical powder, such as fluidity or dust discharging properties. It is rare. According to the prior art, coarse powders, fine granules, fine granules F, etc., which have larger particle sizes than powders, have been developed as one means for suppressing drift. however,
Compared to powders with fine particle sizes, these formulations inevitably have poor adhesion to plants and are less effective in controlling pests and diseases, as well as being less efficient in mass production. It has disadvantages such as high manufacturing cost. Therefore, as a method for preventing the drift of agricultural chemical powders, efforts are being made to develop additives that provide a unique drift-preventing effect, that is, anti-drift agents, rather than changing the dosage form. Examples of such anti-drift agents include those using 0.5 to 5.0% of liquid paraffin, dihydric or trihydric alcohol, etc.
No. 75730), those to which about 1 to 3% of organic phosphorus compounds are added (Japanese Patent Application Laid-open No. 49-80253 and JP-A No. 55
-43035), those containing 1 to 7% of a polymer of normal butene or isobutene (Japanese Unexamined Patent Publication No. 155631/1982), and those containing 0.2 to 3.0% of sorbitan fatty acid ester, which is liquid at 30°C. (Japanese Unexamined Patent Publication No. 54-67034), one containing a mixture of 3% or more of a non-volatile inert liquid having a viscosity of 30 centipoise at 20°C and 0.1 to 5.0% of an alkyl phosphate (Japanese Unexamined Patent Publication No. 54-67034). −157531), 100〓
(37.8°C) containing 0.2 to 3% of hydrophobic organic compounds with a size of 40 centistokes or more
53538), those containing higher alcohols or higher fatty acids (Japanese Unexamined Patent Publication No. 113029/1983), 100
〓Those containing 0.2 to 2.5% of oils and fats with a viscosity of less than 40 centistokes at (37.8℃) (JP-A-Sho
54-160735), those containing ethylene oxide adducts of glycerin (Japanese Patent Application Laid-Open No. 1983-1983)
141402). However, when anti-drift agents have been added to date, although drift during spraying can be prevented to some extent, the fluidity of the powder deteriorates and it often becomes difficult to discharge the powder from a duster. In such cases, it was necessary to add a fluidity improver such as isopropyl acid phosphate in addition to the anti-drift agent. However, trying to improve fluidity tends to increase drift, and it is said to be extremely difficult to satisfy both of these properties at the same time.
Under these circumstances, the anti-drift agents in the prior art described above are not necessarily fully satisfactory in terms of physical properties such as drift properties, fluidity, dust dispersion properties, dispersibility, and adhesion properties, pest control effects, and manufacturing costs. It is hard to say that it is possible. The present inventors have conducted extensive research in order to obtain a novel agrochemical powder that prevents drift and improves adhesion to plants, and also has excellent physical properties such as fluidity. As a result, a new additive, that is, one or more of the compounds represented by the above general formula (), can be incorporated into the pesticide powder in a quantitative range of about 0.1 to 5%, preferably 0.5 to 2.5%. New findings show that this technology improves physical properties such as fluidity, dust dispersion, and dispersibility required for pesticide powders, significantly suppresses drift, improves adhesion to plants, and exhibits sufficient pest control effects. I found out. Until now, when an anti-drift agent was added, the fluidity deteriorated, so a fluidity improver was also used. However, the present invention has the great feature that if the above-mentioned additives are used, there is no need to add a fluidity improver, and drift and fluidity are improved at the same time. The present invention has thus been made based on new knowledge that could not be achieved with the prior art. The compounds of general formula () used in the present invention are polyalkylene sorbitol ethers and polyalkylene sorbitol fatty acid esters. Among these, polyalkylene sorbitol ether is the addition condensation of ethylene oxide or 1,2-propylene oxide to sorbitol, which is a hexahydric alcohol, and polyalkylene sorbitol fatty acid ester is the product of polyalkylene sorbitol ether and fatty acid. It is esterified. In the general formula (), n ₁ to _{n 6} represent the number of added moles of ethylene oxide or 1,2-propylene oxide, but in the present invention, if the total number of these added moles is 60 or less, Often, especially 10 to 40 mol is advantageous. The compound of the general formula () used in the present invention can be obtained by a normal production method, but even if unreacted substances are mixed in during production, the present invention provides various effects such as driftability, fluidity, and adhesion. does not have a big impact. Various natural or synthetic fatty acids can be used as raw materials for producing the polyalkylene sorbitol fatty acid ester of the present invention. Among these, preferable fatty acids are linear saturated or unsaturated fatty acids with 8 to 20 carbon atoms obtained from natural vegetable oils or animal fats, and side chain fatty acids with around 10 carbon atoms, which are synthetic fatty acids. Examples include mixed fatty acids. Next, specific examples of polyalkylene sorbitol ethers and fatty acid esters thereof used in the present invention are shown in the following table. However, the present invention is not limited to the following examples, and in addition to the exemplified compounds, various compounds included in the general formula () can be effectively used. Note that the compound numbers in the table are also referred to in the following Examples and Test Examples.

[Table] Traoleate

[Table] In order to add these additives in the present invention to pesticide powders, those that are liquid at room temperature may be added as is, and those that are solid at room temperature are preferably added after being heated and dissolved. . In addition, the amount added to the pesticide powder is about 0.1 to 5% by weight, preferably 0.5 to 5% by weight.
The range is 2.5%, and if used within this range, desired effects such as driftability and fluidity can be expected. In addition, in the present invention, when 2.5% or more of additives are added, the anti-drift effect is satisfactory, but physical properties such as dispersibility and fluidity tend to be poor, and in such cases, it is necessary to use additives. Depending on the situation, it is desirable to use a fluidity improver such as isopropyl acid phosphate in combination. Also,
In the present invention, the desired effect can be obtained if the additive of the present invention is used alone, but if necessary, it may be mixed with a drift inhibitor such as the one exemplified below to achieve the desired effect within the scope of the purpose of the present invention. can be used. Such anti-drift agents are not particularly limited, and include, for example, liquid paraffin, ethylene glycol, dipropylene glycol, polyoxyethylene methyl phosphate, polyoxypropylene dodecyl phosphate, polyoxyethylene dodecyl phosphate calcium, and polybutene. , polyisobutene, soybean oil, castor oil, linseed oil, cottonseed oil, tall oil, machine oil, dimer acid, lauryl alcohol, cetyl alcohol, tallow fatty acid, rapeseed oil fatty acid, sorbitan monooleate, polyoxyethylene sorbitan monooleate, propylene adipate Glycol polyester, 1,3-butylene glycol isophthalate polyester, oleic acid monoglyceride, stearic acid triglyceride, polyoxyethylene sorbitol ether, polyoxyethylene sorbitol tetraoleate, polyoxyethylene pentaerythritol ether, polyoxyethylene laurylamine, trimellitic acid Examples include triallyl, trimethyl trimellistate, hydrogenated 1-decenyl oligomer, N-lauroylsarcosine, sodium N-oleoylsarcosine, dodecenylsuccinic acid, hexadecenylsuccinic anhydride, and the like. In addition to these examples, various anti-drift agents described in the above-mentioned publications can be used in combination with the additive of the present invention. When the additive of the present invention and the anti-drift agent described above are used together, the total amount added is in the range of 0.1 to 5%, preferably 0.5 to 2.5%. The agricultural chemical active ingredients that can be used in the present invention are not particularly limited, and include various insecticides and fungicides as exemplified below, and these can be used alone or as a combination of two or more types. (1) Examples of insecticides (1) O,O-dimethyl O-4-nitro-m-tolylphosphorothionate (MEP) (2) O,O-dimethyl 2,2,2-trichloro-1-hydroxy Ethylphosphonate (DEP) (3) O,O-dimethyl S-1,2-bis(ethoxycarbonyl)ethylphosphorothiolothionate (Marathon) (4) O,O-dimethyl S-[α-(ethoxycarbonyl) [benzyl]phosphorothiolothionate (PAP) (5) O,O-dimethyl S-(phthalimidomethyl)phosphorothiolothionate (PMP) (6) O,O-dimethyl O-2,2-dichlorovinyl phosphate (DDVP) (7) O,O-dimethyl S-(N-methylcarbamoylmethyl)phosphorothiorothionate (dimethoate) (8) O,O-diethyl O-(2-isopropyl-4-methyl-6-pyrimidyl ) Phosphorothionate (Diazinon) (9) O-ethyl O-p-nitrophenylphenylphosphonothionate (EPN) (10) O-ethyl O-2,4-dichlorophenylphenylphosphonothionate ( EPBP) (11) O-ethyl O-p-cyanophenyl phenylphosphonothionate (CYP) (12) O,O-dimethyl O-4-methylthio-m
-Tolyl phosphorothionate (MPP) (13) O,O-dimethyl O-4-cyanophenyl phosphorothionate (CYAP) (14) O,O-diethyl O-2-chloro-1-
(2,4-dichlorophenyl)vinyl phosphate (CVP) (15) O,O-dimethyl-O-2-chloro-1
-(2,4,5-trichlorophenyl)vinyl phosphate (CVMP) (16) O,O-dipropyl Op-methylthiophenyl phosphate (propaphos) (17) O,O-diethyl O-2, 4-dichlorophenyl phosphorothionate (ECP) (18) 3,5-xylyl N-methylcarbamate (XMC) (19) 3-tolyl N-methylcarbamate (MTMC) (20) 3,4-xylyl N- Methyl Carbamate (MPMC) (21) 2-Secondary Butylphenyl N-Methyl Carbamate (BPMC) (22) O-Cumenyl N-Methyl Carbamate (MIPC) (23) 1-Naphthyl N-Methyl Carbamate (NAC) (24) O-isopropoxy N-methylcarbamate (PHC) (25) N'-(4-chloro-o-tolyl)N,N
-dimethylformamidine or its salt (chlorophenamidine) (26) N'-(4-chloro-o-tolyl)N-methyl-N-methylthiomethylformamidine or its salt (sulfamidine) (27) 2,2, 2-Trichloro-1,1-bis(p-chlorophenyl)ethanol (Kelsene) (28) S,S'-[2-(dimethylamino)-trimethylene]bis(dithiocarbamate) (Cartap) (2) Fungicide Examples (1) Antibiotic kasugamycin or its salts (KSM) (2) Antibiotic Blasticidin S (Braes) (3) Antibiotic polyoxin (or piomycin) or its salts (polyoxin D zinc salt, etc.) (4) Antibiotics Validamycin (validamycin) (5) 4,5,6,7-tetrachlorophthalide (futhalide) (6) 1,2-bis(3-methoxycarbonyl-
2-Thioureido)benzene (thiophanate methyl) (7) O,O-diisopropyl S-benzylphosphorothiolate (IBP) (8) O-ethyl S,S-diphenylphosphorodithiolate (EDDP) (9 ) Diisopropyl-1,3-dithiolane-2
-Ylidenemalonate (isoprothiolane) (10) N-trichloromethylthiotetrahydrophthalimide (captan) (11) N-tetrachloroethylthiotetrahydrophthalimide (difortan) (12) Tetrachloroisophthalonitrile (TPN) (13) Zinc ethylene bisdithio Carbamate (zineb) (14) Basic copper chloride (15) Basic copper sulfate (16) Iron methanarsonate (17) Pentachloronitrobenzene (PCNB) (18) 2,4-dichloro-6-(o-chloroanilino) -1,3,5-triazine (triazine) In addition, mineral powder carriers that are commonly used in pesticide powders, such as clay, talc, kaolin, bentonite, calcium carbonate,
Fine powder carriers such as gypsum and diatomaceous earth can be used, and these can be used alone or in combination of two or more. It is also included in the carrier of ordinary powders.
So-called cut clay or DL clay, which has an average particle size of 20 microns or more by classifying and removing the fine powder portion of 10 microns or less, can also be used, but when the additive of the present invention is used, it is especially possible to use cut clay without using cut clay. Good anti-drift effects and good fluidity can be obtained. Furthermore, decomposition inhibitors, fixing agents, adhesives, fluidity improvers, etc. may be used in combination as necessary within a range that does not impair the effects of the agrochemical powder of the present invention. The agrochemical powder of the present invention can be easily produced according to a conventional powder production method without using any special method or equipment. Examples are given below to specifically explain the present invention, but the present invention is not limited to these examples. In addition, all parts in the examples mean parts by weight. Example 1 0.31 part of KSM hydrochloride (purity 65.0%, same below),
A powder of the present invention is obtained by mixing 0.1 part of Compound No. 1 additive and 98.69 parts of clay in a hammer mill. Example 2 2.1 parts of XMC (purity 96.0%, same hereinafter), compound
A powder of the present invention is obtained by mixing 0.5 parts of No. 8 additive and 97.4 parts of clay in a hammer mill. Example 3 2.1 parts of MEP (purity 96.5%, same hereinafter), compound No.
2.0 parts of the additive No. 6, 2.0 parts of white carbon, and 93.9 parts of clay are mixed in a hammer mill to obtain the powder of the present invention. Example 4 3.1 parts of PAP (purity 98.0%), compound No. 4 additive
2.5 parts, white carbon 3.0 parts and clay 91.4 parts
The powder of the present invention is obtained by mixing the two parts in a hammer mill. Example 5 0.15 parts of KSM hydrochloride, fusaride (purity 99.0%)
1.5 parts, 1.0 parts of Compound No. 16 additive and clay.
97.35 parts were mixed in a hammer mill to obtain the powder of the present invention. Example 6 1.0 part of XMC, 1.5 NAC (purity 99.0%, same below)
1 part, 0.5 parts of Compound No. 11 additive, and 97 parts of clay are mixed in a hammer mill to obtain the powder of the present invention. Example 7 MEP2.1 part, NAC1.5 part, white carbon 2.0
parts, 0.1 parts of compound No. 2 additive and 94.3 parts of clay.
The powder of the present invention is obtained by mixing the two parts in a hammer mill. Example 8 2.1 parts of PAP, 2.1 parts of BPMC (purity 98.5%), 4.0 parts of white carbon, 1.0 part of Compound No. 19 additive and 90.8 parts of clay are mixed in a hammer mill to obtain a powder of the present invention. Example 9 IBP (96.5% purity) 2.1 parts, white carbon 2.0
part, 1.0 part of additive of Compound No. 13 and 94.9 parts of clay
The powder of the present invention is obtained by mixing the two parts in a hammer mill. Example 10 4.1 parts of TPN (purity 98.0%), additive of compound No. 10
1.0 parts and 94.9 parts of clay are mixed in a hammer mill to obtain the powder of the present invention. Example 11 1.6 parts of EPN (98.5% purity), additive of compound No. 17
0.5 parts and 97.9 parts of clay are mixed in a ribbon mixer to obtain the powder of the present invention. Control Examples 1 to 11 Powders of Control Examples 1 to 11 corresponding to Examples 1 to 11 are obtained by replacing the entire amount of the additive of the present invention used in Examples 1 to 11 with clay. Control example 12 Additive for compound No. 1 used in Example 1
A control powder was obtained according to the manufacturing method of Example 1, using 1.0 part of soybean oil instead of 1.0 part. Control example 13 Additive for compound No. 19 used in Example 8
A control powder was obtained according to the manufacturing method of Example 8, using 1.0 part of liquid paraffin instead of 1.0 part. Test example 1 Drift property test 10g of the test powder prepared according to the example using a standard dust powder tester was sprinkled downward into a 1 m ³ box, left for 5 minutes, and then dispersed and floated in the air. The particles were absorbed and collected in an absorption tube containing 75 ml of water at a rate of 30/min for 1 minute, the transmittance (%) at a wavelength of 610 mμ was measured, and the drift index was determined using the following formula. Drift index = 100 - transmittance (%) The results are shown in Table 2. Note that the smaller the drift index, the less the drift. Test example 2 Fluidity test A vibrator (National Vibrator EV-17 model) was attached to a sieve container with an inner diameter of 50 mm and a height of 55 mm fitted with a wire mesh with a sieve mesh size of 16, and a beaker was placed directly below the sieve container to equilibrate it in advance. Place a 10g weight on one side of the scale and start the vibrator. When the amount of powder that has fallen from the sieve container into the beaker reaches 10 g and the upper balance balance returns to equilibrium, the stopwatch is started and the falling time begins to be measured. 20g immediately
Add another weight, and turn off the stopwatch at the same time that the fallen powder reaches 30 g and the balance reaches equilibrium. Fluidity is expressed by the falling time (seconds) of 20 g of powder, and the smaller the number of seconds, the better the fluidity. The survey results are shown in Table 2.

【table】

【table】

[Table] Test example 3 Scattering distance measurement test A pipe duster with a 20 m multi-mouth hose attached to the head of a backpack-type power duster (DM-9 model manufactured by Kyoritsu Co., Ltd.) was used to spread 3 kg of sample powder in a field of 10 acres per section. was scattered. Drift conditions were investigated by placing black adhesive paper (50 mm x 100 mm) downwind at 5 m intervals up to 200 m. The wind speed during this test was 2.7 to 3.5 m/sec. The results are shown in Table 3.

[Table] Test example 4 Adhesion test During the heading period of a rice field (variety Akihikari) divided into 1 section and 1 area, a 20 m multi-mouthed hose was attached to the head of a backpack-type power duster (DM-9 model manufactured by Kyoritsu Co., Ltd.). A sample powder prepared according to the example was sprayed at a rate of 4 kg per 10 ares using an attached pipe duster. After spraying, 10 plants were randomly cut from almost the entire plot, and the amount of active ingredient (MEP) attached to the rice plants was quantified using a gas chromatograph with FPD.
The adhesion amount (ppm) per rice body weight was determined. The results are shown in Table 4.

【table】

Claims (1)

[Claims] 1. The agricultural chemical active ingredient and the mineral powder carrier have a general formula (However, A in the formula is -CH ₂ CH ₂ O- or -CH
(CH ₃ )CH ₂ O-, all 6 of X are hydrogen atoms, or 3 to 6 of the 6 are saturated or unsaturated aliphatic acyl groups, and the rest are hydrogen atoms. , and n ₁ , n ₂ , n ₃ , n ₄ , n ₅ and n ₆
are each independently an integer of 0 or 1 or more, and 60≧n ₁ +n ₂ +n ₃ +n ₄ +n ₅ +n ₆ ≧1). An improved pesticide powder featuring: