JPS6332041B2 - - Google Patents

Description

[Detailed description of the invention]

The present invention relates to an improved agrochemical powder. More specifically, the present invention provides an agricultural chemical active ingredient and a mineral powder carrier having the general formula () (In the formula, R and R' represent an alkyl group or a hydrogen atom, and the total number of carbon atoms of R and R' is 5 to 15.) and anhydrides thereof, alkali metals, alkaline earth metals, or By adding at least one of lower alkanolamine salts, alkyl esters, and di-lower alkyl or di-lower alkanolamides, scattering drift properties, fluidity, and adhesion to plants during spraying of agricultural chemicals are improved. Regarding a new agrochemical powder. Salts of compound () include alkali metals such as sodium and potassium, alkaline earth metals such as magnesium and calcium, di-lower alkanolamine salts such as methanol and ethanol, and esters include methyl, ethyl, butyl,
Alkyl esters such as octyl, di-lower alkylamides such as dimethylamide, diethylamide and dipropylamide, or di-lower alkanolamides such as dimethanolamide and diethanolamide are used as the amides. These can be mono- or di-salts, esters and amides, respectively. The compound represented by the general formula () is a compound conventionally known as an epoxy resin curing agent, a rust preventive, and a base oil for grease. Pesticide powder: 300 mesh or more (46 microns or less)
Because of its fine particle size, when it is sprayed, even a slight breeze can cause damage to nearby fields, houses, etc. other than the target field.
It is prone to drifting (dispersing and drifting) in livestock barns, ponds and marshes.
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 pesticide powder due to drift is not only economically disadvantageous, 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 drift of agricultural chemical powders, instead of changing the dosage form, attention is being focused on the development of additives that have a strong anti-drift effect, that is, anti-drift agents. 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. 15563/1983), and those containing 0.2 to 0.3% of sorbitan fatty acid ester, which is liquid at 30°C. (Japanese Unexamined Patent Application 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 50-157531), 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),
Products containing 0.2 to 2.5% of oils and fats with a viscosity of less than 40 centistokes at 100°F (37.8
54-160735), those containing ethylene oxide adducts of glycerin, etc.
141402). However, when an anti-drift agent has been added to date, drift during spraying can be prevented to some extent, but 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's hard to say that it's 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, new additives and
That is, 0.1 to 5% of the compound represented by the general formula () or its anhydride, salt, ester, or amide, or a combination of two or more thereof.
By blending in a quantitative range, preferably 0.5 to 2.5%, it improves the physical properties such as fluidity, dust dispersion, and dispersibility required for pesticide powders, and also significantly suppresses drift and adhesion to plants. We have found new knowledge that it can improve the properties of the plant and exhibit sufficient pest control effects. Until now, when an anti-drift agent was added, the fluidity deteriorated, so a fluidity improver was used in combination. 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. Representative examples of the compounds of general formula () used in the present invention are shown in the following table, but the present invention is not limited only to these examples. In addition, the compounds in the table
No. is also referred to in the following Examples and Test Examples. Table 1 Compound No. Additive of the present invention 1 Octenyl succinic acid 2 Decenyl succinic acid 3 Dodecenyl succinic acid 4 Tetradecenyl succinic acid 5 Hexadecenyl succinic acid 6 Octadecenyl succinic acid 7 Octenyl succinic anhydride 8 Decenyl succinic anhydride 9 Dodecenyl succinic acid Acid anhydrides 10 Tetradecenylsuccinic anhydride 11 Hexadecenylsuccinic anhydride 12 Octadecenylsuccinic anhydride 13 Dipotassium decenylsuccinate 14 Disodium dodecenylsuccinate 15 Dimagnesium dodecenylsuccinate 16 Diethanolamine dodecenylsuccinate 17 Dimethyl decenylsuccinate 18 dodecenyl Dimethyl succinate 19 Diethyl tetradecenyl succinate 20 Diethyl hexadecenyl succinate 21 Dibutyl dodecenyl succinate 22 Dioctyl dodecenyl succinate 23 Dodecenyl succinic acid monodiethylamide 24 Dodecenyl succinic acid monodiethanolamide These additives in the present invention are added to pesticide powders If it is liquid at room temperature, it can be added as is, or if it is solid at room temperature, it can be added after heating and melting.The amount added to the pesticide powder is expressed in weight percent.
It is in the range of about 0.1 to 5%, preferably 0.5 to 2.5%, and if used within this range, desired effects such as driftability and fluidity can be expected. Also,
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. It is desirable to use a fluidity improver such as isopropyl acid phosphate in combination. 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, 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 glycol adipate polyester, 1,3-butylene glycol polyester isophthalate, oleic acid monoglyceride, stearic acid triglyceride, polyoxyethylene sorbitol ether, polyoxyethylene sorbitol tetraoleate, polyoxyethylene pentaerythritol ether,
Trimethylolethane dilaurate, polyoxyethylene laurylamine, triallyl trimellitate, trimethyl trimellitate, 1-decenyl oligomer hydrogenated product, N-lauroyl sarcosine,
Examples include sodium N-oleoyl sarcosine. 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
It ranges from 0.5% to 5%, preferably from 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 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-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-nitrophenyl phenyl phosphonothionate (EPN) (10) O-ethyl O-2,4-dichlorophenyl phenyl phosphonothionate ( 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 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)
(Kaltap) (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 salts, etc.) (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 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 2.1 parts of PAP (purity 98.0%, same below), BPMC
(purity 98.5%, same hereinafter) 2.1 parts, white carbon 4.0 parts, Compound No. 4 additive 1.0 parts and clay
A powder of the present invention is obtained by pulverizing and mixing 90.8 parts with a hammer mill. Example 2 2.1 parts of MEP (96.5% purity, same below), 1.6 parts of NAC (99.0% purity, same below), white carbon
2.0 parts, Compound No. 5 additive 1.0 parts and clay
93.3 parts were ground and mixed in a hammer mill to obtain the powder of the present invention. Example 3 0.16 parts of KSM hydrochloride (purity 65.0%, same below),
1.6 parts of fusaride (purity 99.0%, same hereinafter), 2.0 parts of Compound No. 7 additive and 96.24 parts of clay are ground and mixed in a hammer mill to obtain a powder of the present invention. Example 4 MEP2.1 part, BPMC2.1 part, white carbon
4.0 parts, Compound No. 9 additive 0.1 part and clay
91.7 parts were ground and mixed in a hammer mill to obtain the powder of the present invention. Example 5 2.1 parts of MEP, 2.0 parts of white carbon, compound No.
1.0 part of additive No. 9 and 94.9 parts of clay were ground and mixed in a hammer mill to obtain a powder of the present invention. Example 6 1.1 parts of XMC (purity 96.0%, same below), NAC 1.6
parts, 2.5 parts of Compound No. 10 additive and 94.8 parts of clay.
The powder of the present invention is obtained by mixing the two parts using a ribbon mixer. Example 7 2.1 parts of XMC, 1.5 parts of Compound No. 14 additive (used by heating and dissolving) and 96.4 parts of clay are mixed in a ribbon mixer to obtain a powder of the present invention. Example 8 0.31 part of KSM hydrochloride, 1.0 part of Compound No. 17 additive and 98.69 parts of clay are mixed in a ribbon mixer to obtain a powder of the present invention. Example 9 3.1 parts of PAP, 3.0 parts of white carbon, compound No.
0.5 part of additive No. 21 and 93.4 parts of clay are mixed in a ribbon mixer to obtain the powder of the present invention. Example 10 2.6 parts of fusaride, 1.0 part of additive of Compound No. 19, and 96.4 parts of clay are mixed in a ribbon mixer to obtain a powder of the present invention. Example 11 IBP (96.5% purity) 2.1 parts, white carbon 2.0
part, 1.0 part of additive of Compound No. 18 and 94.9 parts of clay
The powder of the present invention is obtained by pulverizing and mixing the parts using a hammer mill. Example 12 4.1 parts of TPN (purity 98.0%), compound No. 2 additive
The powder of the present invention is obtained by pulverizing and mixing 1.0 part and 94.9 parts of clay using a hammer mill. Example 13 1.6 parts of EPN (98.5% purity), additive of compound No. 20
The powder of the present invention is obtained by pulverizing and mixing 1.0 part and 97.4 parts of clay using a hammer mill. Control Examples 1-13 Powders of Control Examples 1-13 corresponding to Examples 1-13 were obtained by replacing the entire amount of the additive of the present invention used in Examples 1-13 with clay. Control example 14 Additive for compound No. 4 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 15 Additive for compound No. 5 used in Example 2
A control powder was obtained according to the manufacturing method of Example 2, 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 1. 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 achieve equilibrium 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, start the stopwatch and start measuring the falling time. 20g immediately
, and as soon as the fallen powder reaches 30 g and the balance reaches equilibrium, turn off the stopwatch. 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 3.

【table】

[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. An agricultural chemical active ingredient and a mineral powder carrier having the general formula (In the formula, R and R' represent an alkyl group or a hydrogen atom, and the total number of carbon atoms of R and R' is 5 to 15.) and anhydrides thereof, alkali metals, alkaline earth metals, or An improved agrochemical powder comprising at least one selected from lower alkanolamine salts, alkyl esters, and di-lower alkyls or di-lower alkanolamides.