JPS644484B2 - - Google Patents
Info
- Publication number
- JPS644484B2 JPS644484B2 JP8230283A JP8230283A JPS644484B2 JP S644484 B2 JPS644484 B2 JP S644484B2 JP 8230283 A JP8230283 A JP 8230283A JP 8230283 A JP8230283 A JP 8230283A JP S644484 B2 JPS644484 B2 JP S644484B2
- Authority
- JP
- Japan
- Prior art keywords
- parts
- added
- mixing
- water
- mixed
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 239000012948 isocyanate Substances 0.000 claims description 27
- -1 isocyanate compound Chemical class 0.000 claims description 22
- 239000008187 granular material Substances 0.000 claims description 12
- 150000002513 isocyanates Chemical class 0.000 claims description 11
- 238000004519 manufacturing process Methods 0.000 claims description 8
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims description 5
- 239000002736 nonionic surfactant Substances 0.000 claims description 5
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- 125000004432 carbon atom Chemical group C* 0.000 claims description 3
- 125000001261 isocyanato group Chemical group *N=C=O 0.000 claims description 2
- 238000002156 mixing Methods 0.000 description 45
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 34
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 30
- 239000004480 active ingredient Substances 0.000 description 23
- 239000007931 coated granule Substances 0.000 description 18
- 239000002245 particle Substances 0.000 description 16
- 238000000034 method Methods 0.000 description 13
- 238000012360 testing method Methods 0.000 description 13
- 239000000839 emulsion Substances 0.000 description 11
- 239000000203 mixture Substances 0.000 description 11
- 239000004576 sand Substances 0.000 description 11
- 239000000377 silicon dioxide Substances 0.000 description 11
- 241000209094 Oryza Species 0.000 description 8
- 238000000576 coating method Methods 0.000 description 7
- 239000005056 polyisocyanate Substances 0.000 description 7
- 229920001228 polyisocyanate Polymers 0.000 description 7
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 6
- 230000006378 damage Effects 0.000 description 6
- 239000002202 Polyethylene glycol Substances 0.000 description 5
- XEGGRYVFLWGFHI-UHFFFAOYSA-N bendiocarb Chemical compound CNC(=O)OC1=CC=CC2=C1OC(C)(C)O2 XEGGRYVFLWGFHI-UHFFFAOYSA-N 0.000 description 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 5
- 229920001223 polyethylene glycol Polymers 0.000 description 5
- 229920001451 polypropylene glycol Polymers 0.000 description 5
- 238000007711 solidification Methods 0.000 description 5
- 230000008023 solidification Effects 0.000 description 5
- 238000003860 storage Methods 0.000 description 5
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 4
- 235000007164 Oryza sativa Nutrition 0.000 description 4
- 238000005054 agglomeration Methods 0.000 description 4
- 230000002776 aggregation Effects 0.000 description 4
- 239000004927 clay Substances 0.000 description 4
- 239000011248 coating agent Substances 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 239000011521 glass Substances 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 235000009566 rice Nutrition 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 238000005507 spraying Methods 0.000 description 4
- 241000196324 Embryophyta Species 0.000 description 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 239000005916 Methomyl Substances 0.000 description 3
- 229920000265 Polyparaphenylene Polymers 0.000 description 3
- 239000012868 active agrochemical ingredient Substances 0.000 description 3
- 239000003905 agrochemical Substances 0.000 description 3
- 239000012752 auxiliary agent Substances 0.000 description 3
- 229910000019 calcium carbonate Inorganic materials 0.000 description 3
- 125000005442 diisocyanate group Chemical group 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 238000004898 kneading Methods 0.000 description 3
- UHXUZOCRWCRNSJ-QPJJXVBHSA-N methomyl Chemical compound CNC(=O)O\N=C(/C)SC UHXUZOCRWCRNSJ-QPJJXVBHSA-N 0.000 description 3
- 230000000704 physical effect Effects 0.000 description 3
- 229920001083 polybutene Polymers 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- WMTLVUCMBWBYSO-UHFFFAOYSA-N N=C=O.N=C=O.C=1C=CC=CC=1OC1=CC=CC=C1 Chemical compound N=C=O.N=C=O.C=1C=CC=CC=1OC1=CC=CC=C1 WMTLVUCMBWBYSO-UHFFFAOYSA-N 0.000 description 2
- 239000011230 binding agent Substances 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- JLQUFIHWVLZVTJ-UHFFFAOYSA-N carbosulfan Chemical compound CCCCN(CCCC)SN(C)C(=O)OC1=CC=CC2=C1OC(C)(C)C2 JLQUFIHWVLZVTJ-UHFFFAOYSA-N 0.000 description 2
- 239000003086 colorant Substances 0.000 description 2
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 229940079593 drug Drugs 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 238000003912 environmental pollution Methods 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 238000005469 granulation Methods 0.000 description 2
- 230000003179 granulation Effects 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 229910052742 iron Inorganic materials 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- 229920003023 plastic Polymers 0.000 description 2
- 229920005862 polyol Polymers 0.000 description 2
- 230000002265 prevention Effects 0.000 description 2
- LVTJOONKWUXEFR-FZRMHRINSA-N protoneodioscin Natural products O(C[C@@H](CC[C@]1(O)[C@H](C)[C@@H]2[C@]3(C)[C@H]([C@H]4[C@@H]([C@]5(C)C(=CC4)C[C@@H](O[C@@H]4[C@H](O[C@H]6[C@@H](O)[C@@H](O)[C@@H](O)[C@H](C)O6)[C@@H](O)[C@H](O[C@H]6[C@@H](O)[C@@H](O)[C@@H](O)[C@H](C)O6)[C@H](CO)O4)CC5)CC3)C[C@@H]2O1)C)[C@H]1[C@H](O)[C@H](O)[C@H](O)[C@@H](CO)O1 LVTJOONKWUXEFR-FZRMHRINSA-N 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 238000001179 sorption measurement Methods 0.000 description 2
- UBCKGWBNUIFUST-YHYXMXQVSA-N tetrachlorvinphos Chemical compound COP(=O)(OC)O\C(=C/Cl)C1=CC(Cl)=C(Cl)C=C1Cl UBCKGWBNUIFUST-YHYXMXQVSA-N 0.000 description 2
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 2
- PFUKECZPRROVOD-UHFFFAOYSA-N 1,3,5-triisocyanato-2-methylbenzene Chemical compound CC1=C(N=C=O)C=C(N=C=O)C=C1N=C=O PFUKECZPRROVOD-UHFFFAOYSA-N 0.000 description 1
- VGHSXKTVMPXHNG-UHFFFAOYSA-N 1,3-diisocyanatobenzene Chemical compound O=C=NC1=CC=CC(N=C=O)=C1 VGHSXKTVMPXHNG-UHFFFAOYSA-N 0.000 description 1
- ALQLPWJFHRMHIU-UHFFFAOYSA-N 1,4-diisocyanatobenzene Chemical compound O=C=NC1=CC=C(N=C=O)C=C1 ALQLPWJFHRMHIU-UHFFFAOYSA-N 0.000 description 1
- SBJCUZQNHOLYMD-UHFFFAOYSA-N 1,5-Naphthalene diisocyanate Chemical compound C1=CC=C2C(N=C=O)=CC=CC2=C1N=C=O SBJCUZQNHOLYMD-UHFFFAOYSA-N 0.000 description 1
- 244000215068 Acacia senegal Species 0.000 description 1
- 238000012935 Averaging Methods 0.000 description 1
- 229940126062 Compound A Drugs 0.000 description 1
- 229920000084 Gum arabic Polymers 0.000 description 1
- NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 description 1
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- LVKTWOXHRYGDMM-UHFFFAOYSA-N Naproanilide Chemical compound C=1C=C2C=CC=CC2=CC=1OC(C)C(=O)NC1=CC=CC=C1 LVKTWOXHRYGDMM-UHFFFAOYSA-N 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- 241000254152 Sitophilus oryzae Species 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 239000000205 acacia gum Substances 0.000 description 1
- 235000010489 acacia gum Nutrition 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- JNGZXGGOCLZBFB-IVCQMTBJSA-N compound E Chemical compound N([C@@H](C)C(=O)N[C@@H]1C(N(C)C2=CC=CC=C2C(C=2C=CC=CC=2)=N1)=O)C(=O)CC1=CC(F)=CC(F)=C1 JNGZXGGOCLZBFB-IVCQMTBJSA-N 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 230000008094 contradictory effect Effects 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- FHIVAFMUCKRCQO-UHFFFAOYSA-N diazinon Chemical compound CCOP(=S)(OCC)OC1=CC(C)=NC(C(C)C)=N1 FHIVAFMUCKRCQO-UHFFFAOYSA-N 0.000 description 1
- YDEXUEFDPVHGHE-GGMCWBHBSA-L disodium;(2r)-3-(2-hydroxy-3-methoxyphenyl)-2-[2-methoxy-4-(3-sulfonatopropyl)phenoxy]propane-1-sulfonate Chemical compound [Na+].[Na+].COC1=CC=CC(C[C@H](CS([O-])(=O)=O)OC=2C(=CC(CCCS([O-])(=O)=O)=CC=2)OC)=C1O YDEXUEFDPVHGHE-GGMCWBHBSA-L 0.000 description 1
- 238000010828 elution Methods 0.000 description 1
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 1
- 238000011081 inoculation Methods 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 230000005923 long-lasting effect Effects 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 1
- VOEYXMAFNDNNED-UHFFFAOYSA-N metolcarb Chemical compound CNC(=O)OC1=CC=CC(C)=C1 VOEYXMAFNDNNED-UHFFFAOYSA-N 0.000 description 1
- 230000009526 moderate injury Effects 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 230000008832 photodamage Effects 0.000 description 1
- 229920000768 polyamine Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 230000009528 severe injury Effects 0.000 description 1
- 229920005552 sodium lignosulfonate Polymers 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000003892 spreading Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- RUELTTOHQODFPA-UHFFFAOYSA-N toluene 2,6-diisocyanate Chemical compound CC1=C(N=C=O)C=CC=C1N=C=O RUELTTOHQODFPA-UHFFFAOYSA-N 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 238000002054 transplantation Methods 0.000 description 1
- DQJCHOQLCLEDLL-UHFFFAOYSA-N tricyclazole Chemical compound CC1=CC=CC2=C1N1C=NN=C1S2 DQJCHOQLCLEDLL-UHFFFAOYSA-N 0.000 description 1
- WCJYTPVNMWIZCG-UHFFFAOYSA-N xylylcarb Chemical compound CNC(=O)OC1=CC=C(C)C(C)=C1 WCJYTPVNMWIZCG-UHFFFAOYSA-N 0.000 description 1
Description
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[Object of the Invention] The present invention relates to a method for producing coated agricultural and horticultural granules. [Prior Art] In recent years, the use of granular formulations has rapidly increased as a method of spraying agricultural chemicals from the viewpoints of preventing environmental pollution due to drift, applying the entire amount to the desired field, saving labor in spraying, and preventing harm to the sprayer. ing. The manufacturing methods for agricultural and horticultural granules currently in use can be roughly divided into three types: kneading method, adsorption method, and coating method.
However, each method also has drawbacks. First, regarding the "kneading method": This method is the mainstream method for producing granules, but it requires a drying step after granulation, and is not suitable for active ingredients that are unstable to heat or active ingredients that are highly toxic and easily volatilized. do not have. Regarding the "adsorption method": The suitability of this method depends on the physical properties of the active ingredient. For example, in the case of a solid active ingredient, it must be dissolved in a high-boiling point solvent or dissolved in a low-boiling point solvent and adsorbed, and then the solvent must be recovered, which increases the cost. Not suitable for active ingredients. Compared to these methods, the "coating method" involves adhering and coating the active ingredient onto a granular carrier using a binder or the like, and is relatively inexpensive in terms of cost. However, conventional coating methods use polyethylene glycol,
Polypropylene glycol (Special Publication No. 40-8920),
The active ingredient is simply attached to the granular carrier due to the viscosity of the binder such as polybutene (Japanese Patent Publication No. 47-1240), and the active ingredient is more easily peeled off from the granular carrier during storage, transportation, and spraying. It loses its original characteristics and lacks safety. To avoid this peeling, polyvinyl alcohol
24660), gum arabic (Special Publication No. 28699, Showa 42)
However, in these cases, since they are used as an aqueous solution or dissolved in an organic solvent, a drying step or a solvent recovery step is required, and they are subject to the same restrictions as the kneading method. In order to solve these problems, methods using various resins have been studied, but a method for producing coated granules that is practically satisfactory has not yet been completed. When a resin is used, workability during production is poor and it is difficult to obtain coated granules with uniformity. Furthermore, prevention of peeling of the active ingredient and prevention of solidification (agglomeration) during storage are contradictory, and it has not been possible to obtain a formulation that satisfies both. The present invention was completed as a result of intensive research aimed at solving various problems of conventional methods for coating granular carriers with agricultural chemical active ingredients. [Configuration of the Invention] The present invention provides a method for coating a particulate carrier with an agrochemical active ingredient using an organic isocyanate and the general formula: RO(CH 2 CH 2 O) o CONHX [wherein R is an alkyl group having 1 to 4 carbon atoms]. , n is an integer from 1 to 120, and X is a di- or poly-containing group containing at least one free isocyanato group.
Shows isocyanate residues. ] A water-emulsifiable isocyanate compound containing a nonionic surfactant represented by the above and water or a low-viscosity hydroxyl group-containing liquid compound are used, and if necessary, a physical property improver,
This is achieved by adding auxiliary agents such as stabilizers, colorants, or surfactants. The following method can be adopted as the manufacturing method of the present invention. (1) Put the granular carrier into a mixer, add a small amount of water and/or a low viscosity hydroxyl group-containing liquid compound, such as methanol, ethanol, polyethylene glycol or polypropylene glycol, etc. while mixing and homogenize it, and then Add a fixed amount of water-emulsified isocyanate compound and mix thoroughly until uniform. Further, agrochemical active ingredients and, if necessary, auxiliary agents are added and mixed. (2) A water emulsified isocyanate compound and water or a hydroxyl group-containing liquid compound are placed in a small container, mixed in advance, and added to the granular carrier in a mixer while being mixed. After thoroughly mixing until homogeneous, agrochemically active ingredients and, if necessary, auxiliary agents are added and further mixed. Conventional equipment, mixing methods, etc. can be used in this method. Next, the water-emulsifiable isocyanate compound, granular carrier, and agrochemical active ingredient used in the present invention will be explained. (1) Water emulsion type isocyanate compound Consists of organic isocyanate and nonionic surfactant. (a) Organic isocyanate: Any organic isocyanate can be used in the present invention, but organic isocyanates having a large number of isocyanate groups are particularly valuable. As illustrated below, they may be used alone or in a mixture of two or more. Aliphatic isocyanates such as hexamethylene diisocyanate; m-phenylene diisocyanate, p-phenylene diisocyanate, tolylene-2,4-diisocyanate,
Tolylene-2,6-diisocyanate, diphenylmethane-4,4'-diisocyanate,
Chlorphenylene-2,4-diisocyanate, naphthalene-1,5-diisocyanate, diphenyl-4,4'-diisocyanate, 4,4'-diisocyanato-3,3'-dimethyldiphenyl, 3-methyl-diphenylmethane-4,4 Aromatic isocyanates such as '-diisocyanate and diphenyl ether diisocyanate; cyclohexane-2,4-
Diisocyanate, cyclohexane-2,3
-Diisocyanate, 1-methylcyclohexyl-2,4-diisocyanate, 1-methylcyclohexyl-2,6-diisocyanate, bis(isocyanatocyclohexyl)-
Cycloaliphatic diisocyanates such as methane; 2,
4,6-triisocyanatotoluene, 2,
Triisocyanates such as 4,4'-triisocyanat diphenyl ether; general formula A methylene-crosslinked polyphenylene polyisocyanate produced by phosgenating a corresponding mixture of polyamines represented by the formula (wherein n represents an integer of 1 or more) obtained by condensation of aniline and formaldehyde. Included, but preferably,
aromatic diisocyanates or highly functional polyisocyanates, especially diisocyanates,
A crude mixture of methylene crosslinked polyphenylene polyisocyanates containing triisocyanates and highly functional polyisocyanates. (b) Nonionic surfactant General formula: RO(CH 2 CH 2 O) o CONHX (wherein, R represents an alkyl group having 1 to 4 carbon atoms, and is particularly preferably a methyl group. n is It represents an integer of 1 to 120, preferably in the range of 5 to 25.
represents a polyisocyanate residue having isocyanate groups, and the organic isocyanate described above,
For example, it may be a residue of diisocyanate, triisocyanate, or polyisocyanate. In the case of tolylene diisocyanate, X is
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According to the present invention, since heating is not required in the manufacturing process, it can be applied to active ingredients that are unstable to heat and volatile active ingredients that are weak in toxicity, and of course, there is no need for heat treatment equipment, which is advantageous in terms of cost. It is. By reacting a water-emulsifiable isocyanate compound with water or a low-viscosity hydroxyl group-containing liquid compound to form polyurethane and firmly adhering the agricultural chemical active ingredient to the granular carrier, the active ingredient can be peeled off from the granular carrier during storage, transportation, and spraying. There is no scattering, which prevents harm to workers and environmental pollution. Furthermore, because the coating is uniform, there is no solidification (agglomeration) during storage, and the granules have physical properties suitable for agricultural and horticultural granules. Further, according to the present invention, it has the advantage that it becomes a long-lasting granule with controlled elution of the active ingredient, and that it is less likely to adhere to plants, thereby reducing contact damage. Next, the effects of the present invention will be explained with reference to test examples.
The following drugs were manufactured and used in the test for comparison. Reference example 1 Silica sand (particle size 16-42 mesh) (93 parts) was put into a mixer, and while mixing, polybutene (average molecular weight
310) (2 parts). After thorough mixing, bendiocarb (5 parts) is added and mixed to obtain coated granules. Reference example 2 Silica sand (particle size 16-42 mesh) (90 parts) was put into a mixer, and while mixing, polybutene (average molecular weight
310) (2 parts). After mixing thoroughly, add white carbon (3 parts) and bendiocarb (5 parts).
part) is added and mixed to obtain coated granules. Reference Example 3 Silica sand (particle size 16-42 mesh) (93 parts) is placed in a mixer, and while mixing, polyethylene glycol (average molecular weight 200) (2 parts) is added. After thorough mixing, bendiocarb (5 parts) is added and mixed to obtain coated granules. Reference Example 4 Silica sand (particle size 16-42 mesh) (95.7 parts) is put into a mixer, and while mixing, acrylic polyol (described later) (1.2 parts) is added. After thorough mixing, diphenylmethane-4,4'-diisocyanate (0.1 part) is added. After thorough mixing, carbosulfan (3 parts) is added and mixed to obtain coated granules. The acrylic polyol used in this example has the formula It is a polymer of acrylic ester shown by (polymerization degree is 4 to 20, molecular weight is 500 to 2,400, and hydroxyl value is 24). Reference example 5 Calcium carbonate (particle size 65-250 mesh) (97.5
part) into a mixer, and while mixing, add polypropylene glycol (average molecular weight 1000) (0.5 part). After thorough mixing, add diphenyl ether diisocyanate (0.5 part). After thorough mixing, methomyl (1.5 parts) is added and mixed to obtain coated granules. Reference Example 6 Silica sand (particle size 16-42 mesh) (91.55 parts) is placed in a mixer, and water (1.0 part) is added while mixing. After thorough mixing, a crude mixture of methylene-crosslinked polyphenylene polyisocyanate (containing 30% isocyanate groups) (1.2 parts) is added. After thorough mixing, a premixed mixture of CVMP (80 parts) and clay (20 parts) (6.25 parts) is added and mixed to obtain coated granules. Reference Example 7 Clay (93 parts), bendiocarb (5 parts), and sodium lignosulfonate (2 parts) are mixed, water is added, and the mixture is granulated using a granulator to obtain granules. Test Example 1 (Peeling Test of Pesticide Active Ingredients) The measuring device shown in Figure 1 was used. Weigh 10 g of the sample and transfer it into a glass filter (11-G-2). After averaging the sample, open the valve and increase the air flow to 30
Aerate for exactly 2 minutes at a rate of /min. The sample remaining in the glass filter is collected and the active ingredient content (%) is measured, which is defined as the active ingredient content (%) after peeling. The peeling rate (%) was determined by comparison with the active ingredient content (%) before peeling. Results first
Shown in the table. Peeling rate = Active ingredient content before peeling - Active ingredient content after peeling / Active ingredient content before peeling x 100
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Place it in a cylindrical iron container (bottomless) and pressurize it with iron weights to make it 25g/cm 2 . After storing this in a constant temperature bath at 50â for 2 days, it was left at room temperature for 1 day.
Remove the cylindrical container and observe the solidification state. Table 2 shows the results based on the following criteria. Judgment criteria -: Good fluidity without solidification. +: Agglomeration is observed in some parts. : Agglomeration is observed throughout and fluidity is lost.
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ã調ã¹ããçµæã第ïŒè¡šã«ç€ºãã[Table] Test Example 3 (Residual efficacy test using rice weevil larvae) Using a Wagner pot of 1/5000 are,
On a given day, 5 rice plants at the 2.5 leaf stage were each treated with a given amount of granules at the base of each plant and transplanted. After transplanting, the pots were stored in a covered field with a water depth of 3 cm.
For inoculation of larvae, adult larvae were spawned in advance in a container in a greenhouse and reared while supplemented with rice. Ten animals of each type were released per pot. In the investigation, one week after inoculating the larvae, the roots of the rice plants were washed with water and the number of larvae was determined. The results are shown in Table 3.
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ïŒè»œå®³ ããïŒæ¯æ»[Table] For example, the data on the 21st day in the table indicates that larvae were inoculated on the 21st day after the drug treatment, and the number of larvae was examined one week later. From the above results, it can be seen that the granules of the present invention are superior in residual effect compared to the reference examples. Test example 4 (Pyrotoxicity test on rice) 20à filled with Pearl Mats No. 1 as the soil
A 3000-fold diluted solution of Kumiten (spreading agent manufactured by Kumiai Chemical Industry Co., Ltd.) was sufficiently sprayed on the leaf surfaces of rice plants (variety: Haremoe) at the 2.5 leaf stage in a 28.5 x 3 cm plastic seedling box. Then process the granules 100 and 15
After a few minutes, the granules were shaken off and 200 ml of water was sprinkled from the top. After 2 to 3 hours, cut the rice seedlings in the nursery box using a rice transplanter, and divide 5 rice plants into 10Ã
Transplanted into a 10cm square plastic pot. The test was conducted in a greenhouse, and chemical damage and plant height were investigated on a designated day after transplantation. The results are shown in Table 4. Chemical damage determination criteria -: Harmless: Moderate damage +: Slight damage: Severe damage: Light damage ãã: Withering
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The present invention will be explained in more detail by showing examples below. In addition, all parts or % in the examples indicate parts by weight or % by weight. Example 1 Silica sand (particle size 16-42 mesh) (93.4 parts) is placed in a mixer, and water (0.7 parts) is added while mixing. After thorough mixing, water emulsion type isocyanate compound A (0.9 parts) described later is added. After thorough mixing, bendiocarb (5 parts) is added and mixed to obtain coated granules. Example 2 Calcium carbonate (particle size 65-250 mesh)
(97.6 parts) into a mixer, and while mixing, polyethylene glycol (average molecular weight 200) (0.4 parts)
Add. After thorough mixing, water emulsion type isocyanate compound B (0.5 part), which will be described later, is added. After thorough mixing, methomyl (1.5 parts) is added and mixed to obtain coated granules. Example 3 Silica sand (particle size 16 to 32 mesh) (94.4 parts) was put into a mixer, and while mixing, water (0.7 parts) previously mixed in a small container and water emulsified isocyanate compound C (0.9 parts) described below were added. Added. After thorough mixing, diazinon (3 parts) and methomyl (1 part) are added and mixed to obtain coated granules. Example 4 Urea (particle size 65-250 mesh) (95.7 parts) is placed in a mixer, and while mixing, polyethylene glycol (average molecular weight 200) (0.6 parts) is added. After thorough mixing, water emulsion type isocyanate compound C (0.7 parts) described later is added. After thorough mixing, carbosulfan (3 parts) is added and mixed to obtain coated granules. Example 5 Put silica sand (particle size 16-42 mesh (91.55 parts) into a mixer, and add water (1.0 parts) while mixing. After thorough mixing, add water emulsion type isocyanate compound D (1.2 parts) described below. After mixing thoroughly, a premixed mixture of CVMP (80 parts) and clay (20 parts) (6.25 parts) is added and mixed to obtain coated granules. Example 6 Silica sand (particle size 65~ 250 mesh) (90.3 parts) into a mixer, and while mixing, add water (1.3 parts) previously mixed in a small container and water emulsion type isocyanate compound B (1.4 parts) described below.After mixing thoroughly, put into a bender. Iocarb (5 parts) and tricyclazole (2 parts)
part) is added and mixed to form coated granules. Example 7 Calcium carbonate (particle size 16-32 mesh)
(93.4 parts) into a mixer, and while mixing, add water (0.3 parts) and polypropylene glycol (average molecular weight 1000) (0.4 parts). After thoroughly mixing, add water emulsion type isocyanate compound E (0.9
part). After further mixing thoroughly, naproanilide (2 parts), CNP (1 part), sodium ligninsulfonate (1 part) and colorant (1 part) were added.
Mix to obtain coated granules. Example 8 Silica sand (particle size 65-250 mesh) (97 parts) is placed in a mixer, and while mixing, water (0.4 parts) is added. After thorough mixing, water emulsion type isocyanate compound F (0.6 part), which will be described later, is added. Furthermore, after thorough mixing, MPMC (2 parts) is added and mixed to obtain coated granules. Example 9 Granulation base (particle size 16-32 mesh) (92.3 parts) was put into a mixer, and while mixing, water (1.3 parts) previously mixed in a small container was added to water emulsion type isocyanate compound G (1.4 parts) described below. part). After thorough mixing, MIPC (5 parts) is added and mixed to obtain coated granules. Example 10 Silica sand (particle size 65 to 250 mesh) (94.6 parts) was put into a mixer, and while mixing, water (0.5 parts), which had been mixed in advance in a small container, and water emulsion type isocyanate compound H (0.7 parts) described below were added. Added. After thorough mixing, 4 parts of MAF (10 parts) and clay (90 parts) were added and mixed, and after further mixing, polypropylene glycol (average molecular weight
1000) (0.2 parts) to obtain coated granules. Next, Table 5 shows the water emulsion type isocyanate compounds used in the above examples. The nonionic surfactant is represented by the above-mentioned general formula.
第ïŒå³ã¯è©ŠéšäŸïŒã§äœ¿çšãã枬å®è£
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FIG. 1 shows the measuring device used in Test Example 1. In the figure, 1 is a sample, 2 is a glass filter, 3 is a flow meter, 4 is a valve, and 5 is a compressor.
Claims (1)
ã«ãææ©ã€ãœã·ã¢ããŒãåã³äžè¬åŒïŒ ROïŒCH2CH2OïŒoCONHX ãåŒäžïŒ²ã¯ççŽ ååïŒãïŒåãæããã¢ã«ãã«åº
ããïœã¯ïŒã120ã®æŽæ°ããã¯å°ãªããšãïŒå
ã®éé¢ã€ãœã·ã¢ããåºãå«æãããžâåã¯ããªâ
ã€ãœã·ã¢ããŒãã®æ®åºã瀺ãããã§è¡šããããé
ã€ãªã³çé¢æŽ»æ§å€ãå«æããæ°Žä¹³ååã€ãœã·ã¢ã
ãŒãååç©ã䜿çšããããšãç¹åŸŽãšãã被èŠå蟲
åèžçšç²å€ã®è£œé æ³ã[Scope of Claims] 1. Organic isocyanate and general formula: RO(CH 2 CH 2 O) o CONHX [wherein R is an alkyl group having 1 to 4 carbon atoms] , n is an integer from 1 to 120, and X is a di- or poly-containing group containing at least one free isocyanato group.
Shows isocyanate residues. A method for producing coated agricultural and horticultural granules, which comprises using a water-emulsifiable isocyanate compound containing a nonionic surfactant represented by the following.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP8230283A JPS59206302A (en) | 1983-05-11 | 1983-05-11 | Production of coated agricultural and horticultural granule |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP8230283A JPS59206302A (en) | 1983-05-11 | 1983-05-11 | Production of coated agricultural and horticultural granule |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS59206302A JPS59206302A (en) | 1984-11-22 |
JPS644484B2 true JPS644484B2 (en) | 1989-01-25 |
Family
ID=13770751
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP8230283A Granted JPS59206302A (en) | 1983-05-11 | 1983-05-11 | Production of coated agricultural and horticultural granule |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS59206302A (en) |
Families Citing this family (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP3761649B2 (en) * | 1996-12-11 | 2006-03-29 | äœåååŠæ ªåŒäŒç€Ÿ | Method for producing granular agrochemical composition |
US5851261A (en) * | 1996-12-30 | 1998-12-22 | Bayer Corporation | Process for the production of polyurea encapsulated fertilizer particles and the encapsulated fertilizer particles produced by this process |
JP3808637B2 (en) * | 1998-09-11 | 2006-08-16 | äœåååŠæ ªåŒäŒç€Ÿ | Agrochemical granules |
US6623555B1 (en) * | 2000-06-01 | 2003-09-23 | Jukka P. Haverinen | Composite precipitated calcium carbonate/silicon compound pigment and method of making same |
JP2004224609A (en) * | 2003-01-21 | 2004-08-12 | Chisso Corp | Coated biologically active substance particle |
AU2006229012B8 (en) | 2005-03-28 | 2011-04-14 | Sumitomo Chemical Company, Limited | Pesticidal composition |
-
1983
- 1983-05-11 JP JP8230283A patent/JPS59206302A/en active Granted
Also Published As
Publication number | Publication date |
---|---|
JPS59206302A (en) | 1984-11-22 |
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