JPS6253482B2 - - Google Patents

Description

[Detailed description of the invention]

The present invention provides a granular wettable powder with improved disintegrability and dispersibility in water. More specifically, the present invention provides an agricultural chemical active ingredient having the general formula [] R ₁ O (A ₁ O) nSO ₃ M ₁ [] (wherein R ₁ is an alkyl group, an alkylphenyl group, or a phenylphenol group). A ₁ O may be the same or different, and represents ethylene oxide or propylene oxide; n represents an integer from 3 to 100; and M ₁ represents an alkali metal, ammonium, or amine base). , or the general formula [] R ₂ O (A ₂ O) mCOCH ₂ SO ₃ M ₂ [] (wherein R ₂ is an alkyl group having 8 to 18 carbon atoms,
represents an alkyl phenyl group, A ₂ O may be the same or different, represents ethylene oxide or propylene oxide, m represents an integer from 3 to 100, M ₂ represents an alkali metal, ammonium or amine base) The present invention relates to providing a granular wettable powder with improved physical properties, which is characterized by adding at least one anionic surfactant represented by the following formula and a nonionic surfactant. In recent years, in order to save labor, a method has become popular in which a preparation containing a high concentration of agrochemical active ingredient is diluted and sprayed at a low magnification. Currently, emulsions and wettable powders are the mainstream form of these formulations. but,
Emulsions contain large amounts of organic solvents, which pose problems such as flammability, volatility, and irritation. In addition, when spraying, there are problems such as drifting away from the destination, causing chemical damage to crops, and contaminating car paint. On the other hand, wettable powders do not contain solvents and therefore do not have the same problems as emulsions, but when the chemicals are added to the tank, they generate a lot of dust, which can be inhaled by workers and cause skin problems. has become a problem in terms of health and safety. In order to solve these problems, a method has been developed in which agrochemical wettable powders are made into granules to prevent dusting. For example, conventional wettable powders are blended with water-soluble inorganic salts to form granules (Japanese Patent Publication No. 53-12577), sugars, naphthalenesulfonic acid surfactants, and alkali metal phosphates are blended. It is available in the form of granules (Japanese Unexamined Patent Publication No. 163303/1983). By granulating it, dusting can certainly be prevented. However, even if you try to contain the active ingredient at a high concentration and dilute it at a low ratio, it takes time for the granules to disintegrate into a suspension in water, or the granules disintegrate and disperse quickly. However, there are drawbacks such as some particles floating or settling. Therefore, especially in the latter case, the spreader may become clogged or a mixture of undispersed solid particles and hydrated suspension may be sprayed, making it impossible to spray uniformly, resulting in less effective control. The reality is that we have not yet reached the point where we can fully demonstrate this. The present inventors have conducted repeated research to solve these problems. As a result, the above-mentioned 2
The present inventors have discovered that the problems of the current formulations described above can be solved by simultaneously adding a surfactant to form a granular wettable powder, leading to the completion of the present invention. According to the granular hydrating agent of the present invention, a sulfuric acid ester-based anionic surfactant or a sulfonic acid-based anionic surfactant obtained by adding a polyalkylene represented by the general formula [ ] to a conventional hydrating agent is combined with Even if agrochemical active ingredients are contained at a high concentration by combining an ionic surfactant at a certain ratio to form granules, it is difficult to dilute and spray at a low magnification suitable for aerial spraying. It is quickly suspended in water and can be spread evenly without clogging up spraying equipment. Furthermore, since the granular wettable powder of the present invention does not use an organic solvent, it does not suffer from the problems described above with emulsions, and unlike powdery wettable powders, there is no danger from dusting. In addition, since it is granular, it is easy to handle, and since it does not stick to containers, it also has the characteristics that the drug can be used without wasting it. Anionic surfactants that can be used in the present invention include:
Any compound included in the above general formula may be used.
For example, examples of the anionic surfactant represented by the general formula [] include the following. However, EO indicates ethylene oxide, PO indicates propylene oxide, and the number of moles (corresponding to n in the general formula) indicates the number of moles of EO and PO added. (1) EO (8 mol) Sodium dodecyl ether sulfate (2) EO (30 mol) Ammonium octadecyl ether sulfate (3) EO (3 mol) PO (2 mol) Sodium octyl ether sulfate (4) EO (20 mol) Octylphenol Sodium ether sulfate (5) EO (10 mol) Nonyl phenyl ether ammonium sulfate (6) PO (2 mol) EO (60 mol) Ammonium nonyl phenol ether sulfate (7) EO (20 mol) PO (15 mol) Ammonium dodecyl ether sulfate ( 8) EO (6 mol) Nonyl phenol ether ammonium sulfate (9) EO (10 mol) Nonyl phenyl ether sulfate diethanolamine (10) EO (18 mol) Styrenated phenol ether ammonium sulfate (11) EO (8 mol) Distyrenated phenol ether Sodium sulfate (12) PO (2 mol) EO (5 mol) Styrene (10 mol) Ammonium sulfate (13) PO (3 mol) EO (24 mol) PO (10 mol)
Styrenated phenol ether ammonium sulfate (14) EO (9 mol) Benzyl paraphenyl phenol ether ammonium sulfate (15) EO (17 mol) PO (15 mol) Cyclohexyl phenol ether ammonium sulfate (16) PO (3 mol) EO ( 55 mol) Sodium dicyclohexyl phenol ether sulfate (17) EO (10 mol) PO (5 mol) Sodium tricyclohexyl phenol ether sulfate (18) EO (50 mol) Ammonium styrenated paraphenyl phenol ether sulfate (19) PO (5 mol) EO (30 mol) PO (10 mol)
Diphenylphenol ether ammonium sulfate (20) EO (13 mol) Tribenzyl phenol ether ammonium sulfate (21) PO (5 mol) EO (20 mol) Styrenated phenol ether ammonium sulfate (22) EO (13 mol) Benzyl orthophenol ether ammonium sulfate ( 23) EO (10 moles) PO (10 moles) Sodium cyclohexyl phenol ether sulfate (24) EO (18 moles) Styrenated phenol ether sulfate triethanolamine The anionic surfactants represented by the general formula [] are as follows: Things can be given. (1) EO (3 moles) Sodium dodecyl ether acetate sulfonate (2) EO (10 moles) Sodium dodecyl ether acetate sulfonate (3) EO (5 moles) Sodium nonylphenol ether acetate sulfonate Used in the present invention Nonionic surfactants that can be used include, but are not limited to, ethers, fatty acids, etc. before sulfation or sulfonation used when synthesizing the anionic surfactant.
Polyhydric alcohol fatty acid ester, aliphatic amine,
Examples include those obtained by adding alkylene oxide to aliphatic amides or derivatives thereof. Representative examples of these are shown below. (1) EO (8 mol) dodecyl ether (2) EO (30 mol) octadecyl ether (3) EO (3 mol) PO (2 mol) octyl ether (4) EO (20 mol) octyl phenol ether (5) EO (10 moles) Nonylphenol ether (6) PO (2 moles) EO (60 moles) Nonyl phenol ether (7) EO (16 moles) Nonyl phenol ether (8) EO (20 moles) PO (15 moles) Dodecyl ether ( 9) EO (50 mol) nonyl phenol ether (10) EO (40 mol) octyl phenol ether (11) EO (15 mol) PO (10 mol) octadecyl ether (12) EO (70 mol) nonyl phenol ether (13) EO (8 mol) Dodecyl ether (14) EO (18 mol) Styrenated phenol ether (15) EO (8 mol) Distyrenated phenol ether (16) PO (2 mol) EO (5 mol) Styrenated phenol ether (17) ) PO (3 mol) EO (24 mol) PO (10 mol)
Styrenated phenol ether (18) EO (9 mol) Benzyl paraphenyl phenol ether (19) EO (17 mol) PO (15 mol) Cyclohexyl phenol ether (20) PO (3 mol) EO (55 mol) PO (15 mol) )
Dicyclohexyl phenol ether (21) EO (10 mol) PO (5 mol) Tricyclohexyl phenol ether (22) EO (50 mol) Styrenated paraphenyl phenol ether (23) PO (5 mol) EO (30 mol) PO (10 mole)
Diphenyl phenol ether (24) EO (13 mol) Tribenzyl phenol ether (25) EO (3 mol) Dodecyl ether sulfate (26) EO (10 mol) Dodecyl ether acetate (27) EO (5 mol) Nonylphenol Ether acetate ester (28) EO (15 mol) Stearic acid monoester (29) EO (14 mol) Lauric acid monoester (30) EO (9 mol) Oleic acid monoester (31) EO (10 mol) Lauric acid diester (32) EO (9 mol) Oleic acid diester (33) Glycerin lauric acid monoester (34) Glycerin stearic acid monoester (35) Pentaestrite Palmitic acid monoester (36) Sorbitan Lauric acid monoester (37) Sorbitan Palmitin Acid Monoester (38) Sorbitan Stearate Monoester (39) Sorbitan Stearate Triester (40) Sorbitan Oleate Monoester (41) Sorbitan Oleate Monoester (42) EO (9 mol) Lauric Acid Monoester (43) EO (15 mol) Oleic acid monoester (44) Sucrose Monoester of lauric acid (45) Sucrose Monoester of palmitic acid (46) Sucrose Monoester of stearic acid (47) EO (7 mol) Laurylamine (48) EO (30 mol) ) Stearylamine (49) EO (10 moles) Oleamide (50) EO (30 moles) Palmitamide Each individual surfactant, anionic and nonionic, has good physical properties for granular wettable powders. However, the excellent effects described above can only be achieved by using two types together as in the present invention. The addition ratio of these surfactants needs to be changed as appropriate depending on the target agricultural active ingredient, but usually formulations are formulated with a ratio of 0.05 to 1 part nonionic surfactant to 1 part anionic surfactant. It may be added in an amount of 2% by weight or more, preferably 5 to 20% by weight, based on the total weight. Agrochemical active ingredients that can be used in the present invention are not particularly limited, but include, for example, the following: The active ingredient name is "Pesticide Handbook 1981
Based on the common name of the 2017 edition (published by the Japan Plant Protection Association). First, the fungicides are kasugamycin, polyoxin, streptomycin, validamycin A,
Fusaride, difortan, IBP, EDDP, thiophanate methyl, tricyclazole, mepronil, flutoluanil, isoprothiolane, maneb, zineb, mancozeb, sulfur, organic nickel, phenazine oxide, benomyl, probenazole,
vinclozolin, procymidone, iprodione,
Soybean lecithin, captan, basic copper chloride, basic copper sulfate, cupric hydroxide, thiadiazine, triphenyltin hydroxide, TPN, hydroxyisoxazole, TMTD, triazine, MAF, polycarbamate, blasticidin S, dimethylimole ,
dithianone, dichlofluanid, etc. Insecticides include MEP, BPMC, XMC,
MPMC, vamidothion, marathon, MPP,
PHC, dimethylvinphos, BRP, MTMC,
NAC, diazinon, pyridafenethione, acephate, formothione. PAP, DEP, prothiophos, chlorbenzilate, pirimiphos methyl, binapacryl, PMP, monocrotophos, formothion, fenisobromolate, thiometone, ethylthiometone, EPBP, ESP, dimethoate, fenbutastin oxide, BPPS, CVMP, propafos, isoxathion, Qucel, CYAP ,
salithion, benzomate, pyrethrin,
DMTP, amitraz, DDVP, oxamyl, cartap, CVP, isothioate, MIPC, methomyl, phosalone, chlorpyrifos-methyl, PMP, etc. Herbicides include chromethoxynil, CNP,
Molinate, Dazomet, DBN, DCMU, Alloxydim, Paraquat Dichloride, IPC, Promethrin, Atrazine, Benthiocarb, Pyrazolate, CAT, Cymetrine, MCP Ethyl, MCPB
Ethyl, MCC, DCPA, trifluralin, bentazone, nitraline, butachlor, bifuenox, glyphosate, oxadiazone, etc. Plant growth regulators include ethephon, indoleacetic acid, and gibberellin. The granular wettable powder according to the present invention does not require any special method or equipment, and can be produced using various carriers and adjuvants commonly used in the production of agricultural chemicals. Examples of the granulation method include extrusion granulation, rolling granulation, crush granulation, fluidized bed granulation, and spray granulation. The particle size and shape of the granular wettable powder are not particularly limited, but in terms of size, for example, particles with a diameter of about 50 microns to 5 mm can be obtained. As for the shape, it may be spherical, circular, cylindrical, or any other irregular shape. 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 are parts by weight. Example 1 NAC 70 parts White carbon 12 parts Clay 6 parts EO (10 moles) Nonyl phenol ether Ammonium sulfate 10 parts EO (10 moles) Nonyl phenyl ether 2 parts After grinding and mixing the above composition, 15 parts of water was added,
Granulate with an extrusion granulator, dry, and sieve for 10~
Obtain 48 mesh granules. Example 2 BPMC 40 parts White carbon 50 parts EO (20 moles) PO (15 moles) Dodecyl ether ammonium sulfate 5 parts EO (16 moles) Nonylphenol ether 5 parts After mixing and pulverizing the above composition, 12 parts of water was added,
Granulate with a rolling granulator, dry, and sieve to a size of 10 to 48
Obtain mesh granules. Example 3 MEP 40 parts White carbon 50 parts EO (8 mol) Distyrenated phenol ether sodium sulfate 9 parts EO (8 mol) Distyrenated phenol ether
1 part After pulverizing and mixing the above composition, 15 parts of water is added and granulated using a rolling granulator. After drying, the mixture is sieved to obtain granules of 10 to 48 meshes. Example 4 XMC 35 parts Pyridafenethion 35 parts White carbon 20 parts Clay 4 parts EO (2 moles) EO (5 moles) Styrenated phenol ether ammonium sulfate 5 parts PO (2 moles) EO (5 moles) Styrenated phenol ether 1 part After pulverizing and mixing the above composition, add 15 parts of water and granulate it using an extrusion granulator. After drying, sieve it and
Obtain mesh granules. Example 5 PAP 30 parts
2 parts After mixing and pulverizing the above composition, 10 parts of water is added and granulated using a rolling granulator. After drying, the mixture is sieved to obtain granules of 10 to 48 meshes. Example 6 Kasugamycin 4 parts Fusaride 70 parts White carbon 10 parts EO (5 moles) Nonylphenol ether acetate sodium sulfonate 15 parts EO (5 moles) Nonylphenol ether 1 part After mixing and pulverizing the above composition, 10 parts water granulated using an extrusion granulator, dried, and then sieved to give a powder of 10 to 48
Obtain mesh granules. Example 7 Basic copper chloride 80 parts White carbon 10 parts EO (18 moles) Styrenated phenol ether Ammonium sulfate 8 parts EO (18 moles) Styrenated phenol ether
2 parts After mixing and pulverizing the above composition, add 5 parts of water,
Granulate with a rolling granulator, dry, and sieve to 48~
Obtain 250 mesh granules. Example 8 Probenazole 50 parts White carbon 10 parts Clay 30 parts EO (20 moles) Sodium octyl phenol ether sulfate 5 parts EO (20 moles) Octyl phenol ether 5 parts After mixing and grinding the above composition, 5 parts of water was added,
Granulate with an extrusion granulator, dry, and sieve to 48~
Obtain 250 mesh granules. Example 9 DCMU 50 parts White carbon 10 parts Clay 31 parts EO (50 mol) Styrenated paraphenyl phenol ether Ammonium sulfate 6 parts EO (50 mol) Styrenated paraphenyl phenol ether 3 parts After grinding and mixing the above composition, Add 7 parts of water,
Granulate with a rolling granulator, dry, and sieve to 48~
Obtain 250 mesh granules. Test examples are given below to prove the usefulness of the present invention. In addition, from Examples 1 to 6, the nonionic surfactant was removed and the same amount of white carbon was used instead, and from Examples 1 to 6, the anionic surfactant was removed and the Instead, a formulation prepared by replacing the same amount of white carbon was used as a control agent in the test. Test Example 1 Disintegration test in water Five samples manufactured according to the example were placed in a 8.5 cm diameter shear dish containing 30 ml of 3rd degree hard water, and the time required for the particles to disintegrate and no longer retain their original shape was measured. Calculate the average value. The shorter the disintegration time, the better, but as long as it disintegrates within 60 seconds, there is no problem at all. 2. Dispersibility test 50 g of the sample prepared according to the example was placed in a 200 ml stoppered cylinder containing 150 ml of 3 degree hard water and allowed to stand for 1 minute. After standing still, perform a vigorous handstand 30 times,
Let stand again and observe the state of dispersion. Let stand for another hour, then pass through a 250 mesh sieve. The residue on the sieve is transferred onto a filter paper using a small amount of water, and after drying, the weight of the residue is measured. The lower the weight of the residue, the better. Note that the evaluation of the dispersion state was performed based on the following criteria. Standard evaluation of dispersed state 〇 Uniform dispersion △ Undispersed × Agglomerated If undispersed or agglomerated in the dispersed state, the chemical solution cannot be uniformly dispersed, leading to a lack of biological effects. Furthermore, if the amount of sieve residue is large, the strainer and nozzle in the spraying device will become clogged, making spraying impossible. There is no problem if the amount of residue is 50 ml or less under the conditions of this test example, but if it becomes abnormal, there is a risk of causing the above-mentioned trouble. The types of test numbers in the table are as follows: No. 1 to 30 Invention products No. 31 to 55 Control agent (using only anionic surfactant) No. 56 to 83 (using only nonionic surfactant) (Usage) The test results are shown in Table 1.

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Claims (1)

[Claims] 1 The agricultural chemical active ingredient has the general formula R ₁ O(A ₁ O)nSO ₁ M ₁ (wherein R ₁ is an alkyl group, an alkylphenyl group, a phenylphenol group, or a diphenylphenol group). group, styrenated phenol group, distyrenated phenol group, styrenated paraphenylphenol group, cyclohexylphenol group, dicyclohexylphenol group, tricyclohexylphenol group, benzylphenol group, _{tribenzylphenol} group; may be different, and represents ethylene oxide or propylene oxide, n represents an integer from 3 to 100,
M ₁ represents an alkyl metal, ammonium or amine base), or an anionic surfactant represented by the general formula R ₂ O(A ₂ O)mCOCH ₂ SO ₃ M ₂ (wherein R ₂ is a carbon number of 8 ~18 alkyl groups,
represents an alkylphenyl group, A ₂ O may be the same or different, represents ethylene oxide or propylene oxide, m represents an integer from 3 to 100, M ₂ represents an alkali metal, ammonium or amine base) A granular wettable powder with improved physical properties, characterized in that it contains at least one anionic surfactant represented by the following formula and a nonionic surfactant.