JPS6332042B2 - - Google Patents

Description

[Detailed description of the invention]

The present invention relates to an improved agrochemical powder. More specifically, the present invention provides pesticide spraying by adding one or more polyesters of aliphatic or aromatic dibasic acid and glycol having an average molecular weight of 400 to 4000 to the pesticide active ingredient and mineral powder carrier. The present invention relates to a novel agrochemical powder with improved drift properties, fluidity, and adhesion to plants. The polyester compound is a compound known as a plasticizer for food packaging films, such as vinyl chloride and vinylidene chloride. 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) away from the target field to nearby fields, houses, livestock barns, ponds, etc. 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 powders, 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. It has disadvantages such as high cost. Therefore, as a method for preventing drift of agricultural chemical powders, efforts are being made to develop additives that have a strong anti-drift 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% liquid paraffin, dihydric or trihydric alcohol, etc.
75730), those to which about 1 to 3% of organic phosphorus compounds are added (JP-A-49-80253 and JP-A-55
-43035), those containing 1 to 7% of a polymer of normal butene or isobutene (Japanese Patent Application Laid-Open 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. 1983-67034), a mixture of 3% or more of a nonvolatile 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) - Publication No. 157531), 100°F
(37.8°C) containing 0.2 to 3% of hydrophobic organic compounds with a size of 40 centistokes or more
53538), those to which higher alcohols or higher fatty acids are added (Japanese Patent Application Laid-open No. 113029/1983),
Those containing 0.2 to 2.5% of oils and fats with a viscosity of less than 40 centistokes at 100°F (37.8°C) (Japanese Patent Application Laid-Open No. 160735/1983), those containing ethylene oxide adducts of glycerin, etc. 55-
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, namely one or more polyesters of aliphatic or aromatic dibasic acid and glycol having an average molecular weight of 400 to 4000, is added to the pesticide powder in an amount of about 0.1 to 5%, preferably about 0.1 to 5%. By blending in the quantitative range of 0.5 to 2.5%, the fluidity required for pesticide powders can be achieved.
New findings have been made that it improves physical properties such as dust discharging properties and dispersibility, significantly suppresses drift, improves adhesion to plants, and exhibits sufficient pest control effects. 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 polyester compound used in the present invention consists of an aliphatic or aromatic dibasic acid and a glycol. These polyester compounds preferably have an average molecular weight in the range of 400 to 4000, and when the molecular weight exceeds 4000, the melting point generally decreases to 100.
℃ or higher, which is undesirable because it impairs work efficiency when producing agrochemical powder. Therefore, the above polyester compounds have a melting point of 100°C or less,
That is, those that are liquid at room temperature and those that are solid at room temperature but have a melting point of 100°C or less are advantageous. The method for producing the polyester compound used in the present invention is not an important requirement, and compounds produced by various methods can be used effectively. Further, even if some unreacted substances remain during the production of these products, they do not significantly affect the effects of the present invention, such as drift properties, fluidity, and adhesion properties. The aliphatic dibasic acids that are raw materials for producing the polyester compound of the present invention include succinic acid, adipic acid, maleic acid, fumaric acid, having 4 to 10 carbon atoms;
Sebacic acid, azelaic acid, etc. are mentioned, and aromatic dibasic acids include phthalic acid with 8 carbon atoms,
Examples include terephthalic acid and isophthalic acid. Moreover, these acids can also be used as anhydrides. Examples include succinic anhydride and maleic anhydride. Moreover, as the glycol used in the present invention, a glycol having 2 to 8 carbon atoms is effective. Examples include ethylene glycol,
Propylene glycol, 1,3-butylene glycol, 2,3-butylene glycol, 1,4-butylene glycol, cyclohexanediol, neopentyl glycol, etc. can be mentioned, and these can be used alone or in a mixture of two or more types. be done. The polyester compounds of the present invention are specifically listed in the following table, but the present invention is not limited to the following examples.

[Table] In order to add these additives in the present invention to pesticide powders, those that are liquid at room temperature can be added as is, and those that are solid at room temperature can be added after heating and dissolving them. Good. In addition, the amount added to the pesticide powder is about 0.1 to 5% by weight, preferably
It is in the range of 0.5 to 2.5%, and if used within this range, desired effects such as driftability and fluidity can be expected. In addition, in the present invention, the additive content is 2.5%.
If the above is added, the anti-drift effect will be satisfactory, but the physical properties such as dispersibility and fluidity will tend to be poor.In such cases, it is necessary to add isopropyl acid phosphate, It is desirable to use a fluidity improver etc. together. In addition, in the present invention, if the additive of the present invention is used alone, the desired effect can be obtained, but if necessary, it may be mixed with a drift preventive agent such as the one exemplified below. Can be used within. 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, polybutene, polyisobutene, soybean oil, castor oil,
Linseed oil, cottonseed oil, tall oil, machine oil, dimer acid, lauryl alcohol, cetyl alcohol,
Beef tallow fatty acid, rapeseed oil fatty acid, sorbitan monooleate, polyoxyethylene sorbitan monooleate, isophthalic acid 1,3-butylene glycol polyester, oleic acid monoglyceride, stearic acid triglyceride, polyoxyethylene sorbitol ether, polyoxyethylene sorbitol tetraoleate , polyoxyethylene pentaerythritol ether, trimethylolethane dilaurate, polyoxyethylene laurylamine, triallyl trimellistate,
Examples include trimethyl trimellistate, hydrogenated 1-decenyl oligomer, N-lauroyl sarcosine, sodium N-oleoyl sarcosine, dodecenyl succinic acid, hexadecenyl succinic 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 above-mentioned anti-drift agent are used together, the total amount added is 0.1
-5%, preferably 0.5-2.5%. 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 mixture 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- Hydroxyethylphosphonate (DEP), (3) O,O-dimethyl S-1,2-bis(ethoxycarbonyl)ethylphosphorothiorothionate (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)phosphorothiolothionate (dimethoate), (8) O,O-diethyl O-(2-isopropyl- 4-Methyl-6-pyrimidyl) phosphorothionate (Diazinon), (9) O-ethyl O-p-nitrophenyl phenyl phosphonothionate (EPN), (10) O-ethyl O-2,4- Dichlorophenyl phenyl phosphonothionate (EPBP), (11) O-ethyl O-p-cyanophenyl phenyl phosphonothionate (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 phosphorothioate (ECP), (18) 3,5-xylyl N-methyl carbamate (XMC), (19) 3-tolyl N-methyl carbamate (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-methyl carbamate (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)
(Kartap). (2) Examples of bactericidal agents (1) Antibiotic kasugamycin or its salts (KSM), (2) Antibiotic Blasticidin S (Braes), (3) Antibiotic polyoxin (or piomycin) or its salts (polyoxin D zinc) (4) Antibiotic 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
-Ylidene malonate (isoprothiolane), (10) N-trichloromethylthiotetrahydrophthalimide (Captan), (11) N-tetrachloroethylthiotetrahydrophthalimide (difortan), (12) Tetrachloroisophthalonitrile (TPN), (13) Zinc ethylene bisdithiocarbamate (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. In addition, 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 part of 10 microns or less contained in a normal powder carrier, can also be used, but the additive of the present invention can be used. In this case, good anti-drift effects and good fluidity can be obtained even without the use of cut clay or the like. Furthermore, decomposition inhibitors, fixing agents, adhesives, fluidity improvers, and the like may be used in combination, if 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),
1.0 part of Compound No. 6 additive and 98.69 parts of clay are mixed in a hammer mill to obtain the powder of the present invention. Example 2 2.1 parts of XMC (purity 96.0%, same hereinafter), compound
A powder of the present invention is obtained by mixing 0.1 part of No. 2 additive and 97.8 parts of clay in a hammer mill. Example 3 2.1 parts of MEP (purity 96.5%, same hereinafter), compound No.
1.5 parts of additive No. 13, 2.0 parts of white carbon, and 94.4 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%), additive of compound No. 10
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, Compound No. 15 additive 1.0 parts 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 part of Compound No. 19 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
part, 1.0 part of Compound No. 8 additive and 93.4 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. 15 additive and 90.8 parts of clay are mixed in a hammer mill to obtain the powder of the present invention. Example 9 IBP (96.5% purity) 2.1 parts, white carbon 2.0
parts, Compound No. 4 additive 1.0 parts and clay 94.9 parts
The powder of the present invention is obtained by mixing the two parts in a hammer mill. Control Examples 1 to 9 Powders of Control Examples 1 to 9 corresponding to Examples 1 to 9 were obtained by replacing the entire amount of the additive of the present invention used in Examples 1 to 9 with clay. Control example 10 Additive for compound No. 6 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 11 Additive for compound No. 15 used in Example 5
A control powder was obtained according to the manufacturing method of Example 5, 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 above example was sprayed downward into a 1 m ³ box using a standard dust powder tester, and after being left for 5 minutes, it was scattered and suspended 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 size of 16 mesh, 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 balance balance returns to equilibrium again, start the stopwatch and start measuring the falling time. 20g immediately
Add a weight and turn off the stopwatch at the same time that the fallen powder reaches 30g 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] Test example 3 Scattering distance measurement test A pipe duster equipped with a 20m multi-mouthed hose attached to the head of a backpack-type power duster (DM-9 model manufactured by Kyoritsu Co., Ltd.) was used to spread 3kg of sample powder in a field of 10 acres per section. was scattered. Place black adhesive paper (50mm x 100mm) on the leeward side.
Drift conditions were investigated by placing them at 5m intervals up to 200m. The wind speed during this test was 2.7-3.5 m/sec. The results are shown in Table 33.

[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.). The sample powder was spread at a rate of 4 kg per 10 ares using the attached pipe duster. After spraying, 10 plants were randomly cut from the base of almost the entire plot, and the amount of active ingredient (MEP) adhering to the rice plants was quantified using a gas chromatograph with FPD, and the amount of adhesion per rice plant fresh weight (ppm) was determined. ) was sought. The results are shown in Table 4.

【table】

Claims (1)

[Claims] 1. It is characterized by adding one or more polyesters of aliphatic or aromatic dibasic acid and glycol having an average molecular weight of 400 to 4000 to an agricultural chemical active ingredient and a mineral powder carrier. Improved pesticide powder.