JPS6366101A - Exterminating granule composition - Google Patents
Exterminating granule compositionInfo
- Publication number
- JPS6366101A JPS6366101A JP21124786A JP21124786A JPS6366101A JP S6366101 A JPS6366101 A JP S6366101A JP 21124786 A JP21124786 A JP 21124786A JP 21124786 A JP21124786 A JP 21124786A JP S6366101 A JPS6366101 A JP S6366101A
- Authority
- JP
- Japan
- Prior art keywords
- water
- weight
- particle size
- salt
- polymer
- 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.)
- Granted
Links
- 239000008202 granule composition Substances 0.000 title claims description 11
- 239000002245 particle Substances 0.000 claims abstract description 42
- -1 sulfonated polycyclic aromatic compound Chemical class 0.000 claims abstract description 22
- 239000002270 dispersing agent Substances 0.000 claims abstract description 20
- 229920001577 copolymer Polymers 0.000 claims abstract description 17
- 239000008187 granular material Substances 0.000 claims abstract description 17
- 239000000178 monomer Substances 0.000 claims abstract description 17
- 229920000642 polymer Polymers 0.000 claims abstract description 15
- 150000003839 salts Chemical class 0.000 claims abstract description 14
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims abstract description 12
- AGBXYHCHUYARJY-UHFFFAOYSA-N 2-phenylethenesulfonic acid Chemical compound OS(=O)(=O)C=CC1=CC=CC=C1 AGBXYHCHUYARJY-UHFFFAOYSA-N 0.000 claims abstract description 9
- 230000005484 gravity Effects 0.000 claims abstract description 4
- 125000001424 substituent group Chemical group 0.000 claims abstract description 4
- 125000001183 hydrocarbyl group Chemical group 0.000 claims abstract 2
- 230000003115 biocidal effect Effects 0.000 claims description 37
- 239000003139 biocide Substances 0.000 claims description 26
- 229910000318 alkali metal phosphate Inorganic materials 0.000 claims description 3
- 150000001735 carboxylic acids Chemical class 0.000 claims description 3
- 125000002467 phosphate group Chemical class [H]OP(=O)(O[H])O[*] 0.000 claims 1
- 239000000203 mixture Substances 0.000 abstract description 29
- 239000003795 chemical substances by application Substances 0.000 abstract description 6
- 239000002253 acid Substances 0.000 abstract description 5
- 239000003513 alkali Substances 0.000 abstract description 2
- 238000003912 environmental pollution Methods 0.000 abstract description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 abstract 2
- 229910000147 aluminium phosphate Inorganic materials 0.000 abstract 1
- 230000015556 catabolic process Effects 0.000 abstract 1
- 238000006731 degradation reaction Methods 0.000 abstract 1
- 230000000214 effect on organisms Effects 0.000 abstract 1
- 238000009472 formulation Methods 0.000 description 19
- 230000000052 comparative effect Effects 0.000 description 17
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 17
- 239000000843 powder Substances 0.000 description 14
- 229910052708 sodium Inorganic materials 0.000 description 11
- 239000011734 sodium Substances 0.000 description 11
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 10
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 10
- 239000006185 dispersion Substances 0.000 description 10
- 238000000034 method Methods 0.000 description 10
- 238000012360 testing method Methods 0.000 description 10
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Natural products C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 9
- 150000001875 compounds Chemical class 0.000 description 9
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 9
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 8
- 239000011230 binding agent Substances 0.000 description 8
- 239000004576 sand Substances 0.000 description 8
- 239000004009 herbicide Substances 0.000 description 7
- 229910052500 inorganic mineral Inorganic materials 0.000 description 7
- 238000002360 preparation method Methods 0.000 description 7
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 6
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 6
- 239000000440 bentonite Substances 0.000 description 6
- 229910000278 bentonite Inorganic materials 0.000 description 6
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 6
- 239000004927 clay Substances 0.000 description 6
- 238000005469 granulation Methods 0.000 description 6
- 230000003179 granulation Effects 0.000 description 6
- 239000011707 mineral Substances 0.000 description 6
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 6
- HIXDQWDOVZUNNA-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxychromen-4-one Chemical compound C=1C(OC)=CC(O)=C(C(C=2)=O)C=1OC=2C1=CC=C(OC)C(OC)=C1 HIXDQWDOVZUNNA-UHFFFAOYSA-N 0.000 description 5
- 241000196324 Embryophyta Species 0.000 description 5
- 239000005950 Oxamyl Substances 0.000 description 5
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 5
- 239000011521 glass Substances 0.000 description 5
- 239000002917 insecticide Substances 0.000 description 5
- 239000007788 liquid Substances 0.000 description 5
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 5
- 239000011976 maleic acid Substances 0.000 description 5
- KZAUOCCYDRDERY-UHFFFAOYSA-N oxamyl Chemical compound CNC(=O)ON=C(SC)C(=O)N(C)C KZAUOCCYDRDERY-UHFFFAOYSA-N 0.000 description 5
- IMROMDMJAWUWLK-UHFFFAOYSA-N Ethenol Chemical compound OC=C IMROMDMJAWUWLK-UHFFFAOYSA-N 0.000 description 4
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 4
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 4
- 240000007594 Oryza sativa Species 0.000 description 4
- 235000007164 Oryza sativa Nutrition 0.000 description 4
- 239000003945 anionic surfactant Substances 0.000 description 4
- 229910000019 calcium carbonate Inorganic materials 0.000 description 4
- 238000009833 condensation Methods 0.000 description 4
- 230000005494 condensation Effects 0.000 description 4
- 238000009826 distribution Methods 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 239000002736 nonionic surfactant Substances 0.000 description 4
- 235000009566 rice Nutrition 0.000 description 4
- 239000002002 slurry Substances 0.000 description 4
- 238000010998 test method Methods 0.000 description 4
- 229910019142 PO4 Inorganic materials 0.000 description 3
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 3
- 239000004480 active ingredient Substances 0.000 description 3
- 239000008186 active pharmaceutical agent Substances 0.000 description 3
- 229910052783 alkali metal Inorganic materials 0.000 description 3
- 239000011324 bead Substances 0.000 description 3
- 230000004071 biological effect Effects 0.000 description 3
- 229940088679 drug related substance Drugs 0.000 description 3
- 238000001125 extrusion Methods 0.000 description 3
- 229920005610 lignin Polymers 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 239000010452 phosphate Substances 0.000 description 3
- 235000021317 phosphate Nutrition 0.000 description 3
- 239000002689 soil Substances 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 239000005995 Aluminium silicate Substances 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- RZXLPPRPEOUENN-UHFFFAOYSA-N Chlorfenson Chemical compound C1=CC(Cl)=CC=C1OS(=O)(=O)C1=CC=C(Cl)C=C1 RZXLPPRPEOUENN-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 2
- FZERHIULMFGESH-UHFFFAOYSA-N N-phenylacetamide Chemical compound CC(=O)NC1=CC=CC=C1 FZERHIULMFGESH-UHFFFAOYSA-N 0.000 description 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 2
- ULUAUXLGCMPNKK-UHFFFAOYSA-N Sulfobutanedioic acid Chemical compound OC(=O)CC(C(O)=O)S(O)(=O)=O ULUAUXLGCMPNKK-UHFFFAOYSA-N 0.000 description 2
- 150000001340 alkali metals Chemical class 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 235000012211 aluminium silicate Nutrition 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 150000003863 ammonium salts Chemical class 0.000 description 2
- 150000001454 anthracenes Chemical class 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- RIOXQFHNBCKOKP-UHFFFAOYSA-N benomyl Chemical compound C1=CC=C2N(C(=O)NCCCC)C(NC(=O)OC)=NC2=C1 RIOXQFHNBCKOKP-UHFFFAOYSA-N 0.000 description 2
- LLEMOWNGBBNAJR-UHFFFAOYSA-N biphenyl-2-ol Chemical compound OC1=CC=CC=C1C1=CC=CC=C1 LLEMOWNGBBNAJR-UHFFFAOYSA-N 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 239000000969 carrier Substances 0.000 description 2
- 238000007334 copolymerization reaction Methods 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- 239000002552 dosage form Substances 0.000 description 2
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 2
- 239000010931 gold Substances 0.000 description 2
- 229910052737 gold Inorganic materials 0.000 description 2
- 150000002430 hydrocarbons Chemical group 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical class C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 description 2
- 239000003208 petroleum Substances 0.000 description 2
- 230000000379 polymerizing effect Effects 0.000 description 2
- 229910052700 potassium Inorganic materials 0.000 description 2
- 239000011591 potassium Substances 0.000 description 2
- 238000010298 pulverizing process Methods 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 238000011160 research Methods 0.000 description 2
- 150000003458 sulfonic acid derivatives Chemical class 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- 229920001059 synthetic polymer Polymers 0.000 description 2
- 239000000454 talc Substances 0.000 description 2
- 229910052623 talc Inorganic materials 0.000 description 2
- IMLSAISZLJGWPP-UHFFFAOYSA-N 1,3-dithiolane Chemical compound C1CSCS1 IMLSAISZLJGWPP-UHFFFAOYSA-N 0.000 description 1
- MWAGUKZCDDRDCS-UHFFFAOYSA-N 1-nitro-4-(4-nitrophenoxy)benzene Chemical compound C1=CC([N+](=O)[O-])=CC=C1OC1=CC=C([N+]([O-])=O)C=C1 MWAGUKZCDDRDCS-UHFFFAOYSA-N 0.000 description 1
- XDESGXRLUIHEJT-UHFFFAOYSA-N 2,3,4-tribenzylphenol Chemical compound C=1C=CC=CC=1CC1=C(CC=2C=CC=CC=2)C(O)=CC=C1CC1=CC=CC=C1 XDESGXRLUIHEJT-UHFFFAOYSA-N 0.000 description 1
- FXNDIJDIPNCZQJ-UHFFFAOYSA-N 2,4,4-trimethylpent-1-ene Chemical group CC(=C)CC(C)(C)C FXNDIJDIPNCZQJ-UHFFFAOYSA-N 0.000 description 1
- 125000004201 2,4-dichlorophenyl group Chemical group [H]C1=C([H])C(*)=C(Cl)C([H])=C1Cl 0.000 description 1
- STMDPCBYJCIZOD-UHFFFAOYSA-N 2-(2,4-dinitroanilino)-4-methylpentanoic acid Chemical compound CC(C)CC(C(O)=O)NC1=CC=C([N+]([O-])=O)C=C1[N+]([O-])=O STMDPCBYJCIZOD-UHFFFAOYSA-N 0.000 description 1
- OEPOKWHJYJXUGD-UHFFFAOYSA-N 2-(3-phenylmethoxyphenyl)-1,3-thiazole-4-carbaldehyde Chemical compound O=CC1=CSC(C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=N1 OEPOKWHJYJXUGD-UHFFFAOYSA-N 0.000 description 1
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- RNMDNPCBIKJCQP-UHFFFAOYSA-N 5-nonyl-7-oxabicyclo[4.1.0]hepta-1,3,5-trien-2-ol Chemical compound C(CCCCCCCC)C1=C2C(=C(C=C1)O)O2 RNMDNPCBIKJCQP-UHFFFAOYSA-N 0.000 description 1
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- 239000010445 mica Substances 0.000 description 1
- 229910052618 mica group Inorganic materials 0.000 description 1
- 239000011859 microparticle Substances 0.000 description 1
- 235000019426 modified starch Nutrition 0.000 description 1
- 229940045641 monobasic sodium phosphate Drugs 0.000 description 1
- 150000002763 monocarboxylic acids Chemical class 0.000 description 1
- 229910000403 monosodium phosphate Inorganic materials 0.000 description 1
- 235000019799 monosodium phosphate Nutrition 0.000 description 1
- OMNKZBIFPJNNIO-UHFFFAOYSA-N n-(2-methyl-4-oxopentan-2-yl)prop-2-enamide Chemical compound CC(=O)CC(C)(C)NC(=O)C=C OMNKZBIFPJNNIO-UHFFFAOYSA-N 0.000 description 1
- PSZYNBSKGUBXEH-UHFFFAOYSA-M naphthalene-1-sulfonate Chemical compound C1=CC=C2C(S(=O)(=O)[O-])=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-M 0.000 description 1
- GSGDTSDELPUTKU-UHFFFAOYSA-N nonoxybenzene Chemical compound CCCCCCCCCOC1=CC=CC=C1 GSGDTSDELPUTKU-UHFFFAOYSA-N 0.000 description 1
- 239000003992 organochlorine insecticide Substances 0.000 description 1
- 235000010987 pectin Nutrition 0.000 description 1
- 239000001814 pectin Substances 0.000 description 1
- 229920001277 pectin Polymers 0.000 description 1
- 230000000149 penetrating effect Effects 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 239000003090 pesticide formulation Substances 0.000 description 1
- 150000008379 phenol ethers Chemical class 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- WHHIPMZEDGBUCC-UHFFFAOYSA-N probenazole Chemical compound C1=CC=C2C(OCC=C)=NS(=O)(=O)C2=C1 WHHIPMZEDGBUCC-UHFFFAOYSA-N 0.000 description 1
- 239000008262 pumice Substances 0.000 description 1
- 238000004062 sedimentation Methods 0.000 description 1
- 235000015170 shellfish Nutrition 0.000 description 1
- 229920000260 silastic Polymers 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- AJPJDKMHJJGVTQ-UHFFFAOYSA-M sodium dihydrogen phosphate Chemical compound [Na+].OP(O)([O-])=O AJPJDKMHJJGVTQ-UHFFFAOYSA-M 0.000 description 1
- GCLGEJMYGQKIIW-UHFFFAOYSA-H sodium hexametaphosphate Chemical compound [Na]OP1(=O)OP(=O)(O[Na])OP(=O)(O[Na])OP(=O)(O[Na])OP(=O)(O[Na])OP(=O)(O[Na])O1 GCLGEJMYGQKIIW-UHFFFAOYSA-H 0.000 description 1
- 235000019982 sodium hexametaphosphate Nutrition 0.000 description 1
- NTHWMYGWWRZVTN-UHFFFAOYSA-N sodium silicate Chemical compound [Na+].[Na+].[O-][Si]([O-])=O NTHWMYGWWRZVTN-UHFFFAOYSA-N 0.000 description 1
- 229910052911 sodium silicate Inorganic materials 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 238000004381 surface treatment Methods 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- 239000001577 tetrasodium phosphonato phosphate Substances 0.000 description 1
- 230000008719 thickening Effects 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 1
- 229920003169 water-soluble polymer Polymers 0.000 description 1
- 239000000230 xanthan gum Substances 0.000 description 1
- 229920001285 xanthan gum Polymers 0.000 description 1
- 235000010493 xanthan gum Nutrition 0.000 description 1
- 229940082509 xanthan gum Drugs 0.000 description 1
Landscapes
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
Description
【発明の詳細な説明】
〔産業上の利用分野〕
本発明は殺生用粒剤組成物、更に詳細には、生物効力が
高く、かつ製品の貯蔵、運搬が容易であシ、しかも施用
に当シ、崩壊性、分散性が優れた殺生用粒剤組成物に関
する。DETAILED DESCRIPTION OF THE INVENTION [Industrial Application Field] The present invention provides a biocidal granule composition, and more particularly, a biocidal granule composition, which has high biological efficacy, is easy to store and transport, and is easy to apply. The present invention relates to a biocidal granule composition with excellent disintegration properties and dispersibility.
今日用いられている殺生剤の剤形には、粉剤、乳剤、水
利剤、粒剤及びフロアブル剤等の種類があるが、これら
の中でも粒剤ば、病害虫および雑草防除体系の省力化に
重要な役割を果すとともに、安全且つ便利で損失が少な
く施用できるため、土壌処理や水面処理の農薬として、
除草剤、殺虫剤、殺菌剤などにさかんに応用されるよう
になった合理的な剤形である。The dosage forms of biocides used today include powders, emulsions, irrigation agents, granules, and flowables, among which granules are important for labor-saving pest and weed control systems. In addition to fulfilling its role, it is safe, convenient, and can be applied with little loss, so it is used as a pesticide for soil treatment and water surface treatment.
It is a rational dosage form that has become widely used as herbicides, insecticides, fungicides, etc.
通常の粒剤は、有効成分として各種の殺生剤原体、担体
としてベントナイト、タルク、クレー、カオリン、炭酸
カルシウムなどの無機鉱物性粉末、および結合剤として
でん粉1、f IJビニルアルコール、セラチン−CM
C5フルギン酸ソーダなどを加え粒剤化されている。Ordinary granules contain various biocide active ingredients as active ingredients, inorganic mineral powders such as bentonite, talc, clay, kaolin, and calcium carbonate as carriers, and starch 1, fIJ vinyl alcohol, and Seratin-CM as binders.
It is made into granules by adding C5 sodium fulginate.
また、崩壊分散性をよくするために、非イオン界面活性
剤、陰イオン界面活性剤を加えた)、拡展性をさらによ
くする目的でカルボン酸系ポリマーを添加している場合
もある。In some cases, a nonionic surfactant or an anionic surfactant is added to improve disintegration and dispersibility, and a carboxylic acid polymer is added to further improve spreadability.
造粒方法は、いくつか挙げられているが、固体原体の場
合、ゾエットオーマイザー等の乾式粉砕を行った後、担
体、結合剤、適量の水分等を加え湿材、後、押出し造粒
などの方法によシ製造されている場合が多い。Several granulation methods have been mentioned, but in the case of solid raw materials, after dry pulverization using a Zoetomizer, etc., a carrier, a binder, an appropriate amount of water, etc. are added, and a wet material is added, followed by extrusion. It is often manufactured using methods such as grains.
しかしながら、このような方法で製造された粒剤け、た
とえ崩壊性、拡展性に優れていても、殺生原体の粒径が
10〜60μと大きいだめに、植物体、虫体などへの浸
透力が弱く、充分な殺生効果が得られないという問題点
を有していた。However, even if the granules produced by this method have excellent disintegration and spreadability, the biocidal active substance has a large particle size of 10 to 60 μm, making it difficult for plants, insects, etc. The problem was that the penetrating power was weak and a sufficient biocidal effect could not be obtained.
そこで、本発明者らは、鋭意研究を重ねた結果、殺生原
体の分散液to、5ml以下の剛体メディアとともに攪
拌すれば、0.5μ以下の粒径を有する粒子が50 w
t%以上である微粒子化殺生原体が得られること、又斯
くして得られる微粒子化殺生原体を有効成分として使用
すれば、生物効果が高く、殺生原体の自然沈降にともな
う底部ハードケーキング、増粘などのない長期安定性に
も優れた懸濁状農薬製剤が得られることを見出し、先に
特許出願した(特開昭61−63601号)0
しかしながら、未だに上記懸濁製剤は1貯蔵や運搬の面
で必ずしも有利ではないので、今回、更に粒剤化につい
て研究を行った結果、微粒子化殺生剤を特定の分散剤と
共に特定の粒径及び高密度にすることによシ、取扱い時
の粉末の飛散による環境汚染を抑制でき、貯蔵や運搬が
容易且つ有利であシ、水中に投入した場合の崩壊分散性
も良好な粒剤組成物が得られることを見出し、本発明を
完成した。Therefore, as a result of extensive research, the present inventors found that if a dispersion of biocidal drug substance is stirred with 5 ml or less of rigid media, particles with a particle size of 0.5 μ or less can be reduced to 50 w.
t% or more, and if the resulting micronized biocidal drug substance is used as an active ingredient, the biological effect is high and the hard caking at the bottom due to natural sedimentation of the biocidal drug substance can be obtained. discovered that a suspension pesticide formulation with excellent long-term stability without thickening could be obtained, and filed a patent application (Japanese Patent Application Laid-Open No. 61-63601). However, as a result of further research into granulation, we found that by making the micronized biocide with a specific dispersant to a specific particle size and high density, it is possible to improve handling efficiency. The present inventors have discovered that a granule composition can be obtained that can suppress environmental pollution caused by the scattering of powder, is easy and convenient to store and transport, and has good disintegration and dispersion properties when added to water, and has completed the present invention. .
すなわち、本発明は、0.5μ以下の粒径を有する粒子
が50重量%以上である微粒子化殺生剤及び次の(1)
〜(4)、
(1) 不飽和カルボン酸及びその誘導体からなる単
量体群から選ばれた1種又は2種以上を必須成分とする
水溶性又は水分散性重合体、
(2) スチレンスルホン酸塩の(共)重合体、(3
) 置換基として炭化水素基を有することのある多環
式芳香族化合物のスルホン化物のホルマリン縮合物又は
その塩、
(4) リン酸アルカリ金属塩、
から選ばれる1種又は2種以上の分散剤を必須成分とし
て含有する粒状物で、該粒状物の平均粒径が0.1〜5
u、嵩比重が0.25〜1.3017♂であることを特
徴とする殺生用粒剤組成物を提供するものである。That is, the present invention provides a micronized biocide containing 50% by weight or more of particles having a particle size of 0.5 μ or less, and the following (1).
~(4), (1) A water-soluble or water-dispersible polymer containing as an essential component one or more selected from the monomer group consisting of unsaturated carboxylic acids and derivatives thereof, (2) Styrene sulfone (co)polymer of acid salt, (3
) a formalin condensate of a sulfonated polycyclic aromatic compound which may have a hydrocarbon group as a substituent, or a salt thereof; (4) an alkali metal phosphate; one or more dispersants selected from the following. A granular material containing as an essential component, the average particle size of the granular material is 0.1 to 5.
The present invention provides a biocidal granule composition characterized by having a bulk specific gravity of 0.25 to 1.3017♂.
本発明に係る微粒子化殺生剤は0.5μ以下の粒径を有
する粒子が50 wt%以上であることが必要であるが
、更にその全体平均粒径が0.5μ以下であることが好
ましい。特に0.5μ以下の粒径を有する粒子が70
wt%以上で、その全体平均粒径が0.4μ以下である
ことが好ましい。In the micronized biocide according to the present invention, it is necessary that particles having a particle size of 0.5 μm or less account for 50 wt% or more, and it is further preferable that the overall average particle size is 0.5 μm or less. In particular, particles with a particle size of 0.5 μ or less
It is preferable that the total average particle size is 0.4 μm or less at wt% or more.
本発明に係る殺生剤は、その種類の如何を問わず、水に
不溶で室温で固体状のいかなる殺生剤をも包含する。そ
して、いずれの殺生剤も本発明の微粒子化によシ従来考
えられなかった程の優れた生物効果が得られる。又殺生
剤は2種以上の構造の異なる殺生剤を組み合わせて使用
することもできる。The biocide according to the present invention includes any biocide that is insoluble in water and solid at room temperature, regardless of its type. Furthermore, by making any biocide into microparticles according to the present invention, excellent biological effects that were hitherto unimaginable can be obtained. Furthermore, two or more types of biocides having different structures can also be used in combination.
水に不溶で、室温で固体状の殺生剤としては、殺菌剤で
はベンレート(メチル−1−(ブチルカルバモイル)−
2−ベンズイミダゾールカーバメート、タケガレン(3
−ヒドロキシ−5−メチルインキサゾール)、フシワン
(ジインゾロビル 1,3−ジチオラン2−イリブンマ
ロネート)、コラトップ(1#1、5.6−テトラハイ
ドロ−4H−ピロロ[3,2,1−ij〕キノリン−4
−オン)、オリゼメート(3−アリロキシ−1,2−ペ
ンズイソチアゾール 1.1−ジオキサイド)、ビーム
(5−メチル−1,2,4−)リアゾール(3,4−b
)−ベンゾチアゾール)などが:除草剤ではニップ(2
,4−ゾクロルフェニル+p−ニトロフェニルエーテル
)、Mo(p−二トロフェニル−2,4,6−)リクロ
ルフェニルエーテル)、クロメトキシニル(2,4−ジ
クロロフェニル 3′−メトキシ−4′−二トロフェニ
ルエーテル)ナトノソフェニルエーテル系除草剤;スウ
エf(メチル−3,4−ゾクロルカーバニレート〕など
のカーバメート系除草剤;ショウロン(1−(α、α−
ジメチルペンシル)−3−(p−トリル)ウレア〕など
の尿素系除草剤;シマシン(2−クロル−4,6−ビス
(エチルアミ〕)−113,5−)リアジン)などのト
リアジン系除草剤;およびウリペスト(α−(2−ナフ
トキシ)ゾロピオンアニリド)、サンバード(4−(2
,4−ジクロロペンジイル)1,3−ジメチル−5−ピ
ラゾリルp−トルエンスルホネー))、7’レチラクロ
ール(2−クロル−27、61−ジエチル−N−(2−
ゾロ都キシエチル)アセトアニリド)、パサグラン(3
−イソゾロビル−2,1,3−ベンゾ−チアゾアシン−
4−オン 2,2−ジオキサイド)などが;殺虫剤では
DDT(1,1,1−トリクロル−2,2−ビス(〕〕
Qラークロルフエニル−二タンクなどの有機塩素系殺虫
剤;カヤエース(/Qラーゾメチルスルファミルフェニ
ルゾエチルホスホロチオネート)などの芳香環を持つ有
機リン殺虫剤;デナ?ン(1−ナフチル−メチルカーバ
メート)などのカーバメート系殺虫剤;およびオキサミ
ル(メチル N’ 、 N’−ジメチル−N−((メチ
ルカルパモ・イル)オキソ)−1−チオオキサイミゾイ
ト)、オルトラン(O,S−ジメチル N−アセチルホ
スホロアミドチオエート)%ノQダン(1,3−ビス(
カーパモイルチオ)−2−(N、N−ジメチルアミノ)
−7” oノQンヒドロクロライド)などが挙げられ
る。As a biocide that is insoluble in water and solid at room temperature, benlate (methyl-1-(butylcarbamoyl)-
2-benzimidazole carbamate, bamboo galen (3
-Hydroxy-5-methylinxazole), Fushiwan (diinzolovir 1,3-dithiolane 2-yliben malonate), Colatop (1#1, 5,6-tetrahydro-4H-pyrrolo[3,2,1 -ij]Quinoline-4
-one), oryzemate (3-allyloxy-1,2-penzisothiazole 1,1-dioxide), beam (5-methyl-1,2,4-)lyazole (3,4-b
) - benzothiazole), etc.: For herbicides, nip (2
, 4-zochlorophenyl + p-nitrophenyl ether), Mo (p-nitrophenyl-2,4,6-)lichlorphenyl ether), chlormethoxynil (2,4-dichlorophenyl 3'-methoxy-4'-di trophenyl ether) natonosophenyl ether herbicides; carbamate herbicides such as SUE f (methyl-3,4-zochlorocarbanilate);
Urea herbicides such as dimethylpencil)-3-(p-tolyl)urea]; triazine herbicides such as cymasin (2-chloro-4,6-bis(ethylami)-113,5-)riazine); and Uripest (α-(2-naphthoxy)zolopionanilide), Sunbird (4-(2-naphthoxy)zolopionanilide),
, 4-dichloropendiyl) 1,3-dimethyl-5-pyrazolyl p-toluenesulfone)), 7' retilachlor (2-chloro-27, 61-diethyl-N-(2-
zorotooxyethyl)acetanilide), pasagran (3
-Isozorovir-2,1,3-benzo-thiazoacin-
4-one 2,2-dioxide); insecticides such as DDT (1,1,1-trichlor-2,2-bis())
Organochlorine insecticides such as Q-Lachlorphenyl-nitank; organophosphorus insecticides with aromatic rings such as Kaya Ace (/Q-Lazomethylsulfamylphenylzoethylphosphorothionate); Dena? Carbamate insecticides such as (1-naphthyl-methylcarbamate); O,S-dimethyl N-acetylphosphoramidothioate)%NOQdan(1,3-bis(
carpamoylthio)-2-(N,N-dimethylamino)
-7'' o-Q-hydrochloride), and the like.
本発明に係る微粒子化殺生剤は、殺生剤の分散液を粒径
0.5u以下の剛体メディアと共に攪拌することによシ
容易に製造される。The micronized biocide according to the present invention is easily produced by stirring a dispersion of the biocide with rigid media having a particle size of 0.5 μ or less.
本発明に用しられる分散剤(1)〜(4)は、具体的に
は下記に記載のものであって、殺生剤の粉砕時に加えて
も勿論かまわない。これら分散剤#−i[j独で又は2
種以上金組み合わせて使用される。The dispersants (1) to (4) used in the present invention are specifically those described below, and may of course be added at the time of crushing the biocide. These dispersants #-i [j alone or 2
Species or gold are used in combination.
(1) 不飽和カルボン酸及びその誘導体からなる単
量体群から選ばれた1種又は2種以上を必須成分とする
水溶性又は水分散性重合体0
重合体(1)の製造に用いられる単量体としては、アク
リル酸、メタアクリル酸などの不飽和モノカルボン酸、
マレイン酸などの不飽和ジカルボンM1これらの誘導体
例えば上記の酸のアルキルエステル(メチルエステルな
ど)、アルカリ金楓塩(ソーダ塩など)、アンモニウム
塩及び有機アミン塩I J −
(トリエタノールアミン塩など)、これらの混合物があ
る。これらの単量体の他に共重合成分として酢酸ビニル
、インブチレン、ジイソブチレン、スチレンのような共
重合可能な単量体を加えることもできる。(1) A water-soluble or water-dispersible polymer containing one or more monomers selected from the monomer group consisting of unsaturated carboxylic acids and their derivatives as an essential component 0 Used in the production of polymer (1) Monomers include unsaturated monocarboxylic acids such as acrylic acid and methacrylic acid,
Unsaturated dicarboxylic compounds such as maleic acid M1 Derivatives thereof, such as alkyl esters (such as methyl esters) of the above-mentioned acids, alkali gold maple salts (such as soda salts), ammonium salts and organic amine salts I J - (such as triethanolamine salts) , there are mixtures of these. In addition to these monomers, copolymerizable monomers such as vinyl acetate, imbutylene, diisobutylene, and styrene can also be added as copolymerization components.
これらの単量体を重合させる方法は従来から公知の方法
で行われる。単量体成分の割合及び重合体の重合度は特
に制約はないが、重合体は少なくとも水溶性又は水分散
性であることが必要である。The method of polymerizing these monomers is conventionally known. Although there are no particular restrictions on the ratio of monomer components and the degree of polymerization of the polymer, it is necessary that the polymer be at least water-soluble or water-dispersible.
具体的な例としてはアクリル酸重合物、メタアクリル酸
重合物、アクリル酸とメタアクリル酸との共重合物、ア
クリル酸とアクリル酸メチルエステルとの共重合物、ア
クリル酸と酢酸ビニルとの共重合物、アクリル酸とマレ
イン酸の共重合物、マレイン酸とインプチレ/との共重
合物、マレイン酸とスチレンとの共重合物など、及びこ
れらとアルカリ金槁、アンモニ゛r及び有機アミンとの
塩が挙げられる。これらの重合体を2種以上用いること
もできる。Specific examples include acrylic acid polymers, methacrylic acid polymers, copolymers of acrylic acid and methacrylic acid, copolymers of acrylic acid and acrylic acid methyl ester, and copolymers of acrylic acid and vinyl acetate. Polymers, copolymers of acrylic acid and maleic acid, copolymers of maleic acid and imptile, copolymers of maleic acid and styrene, and combinations of these with alkali metals, ammonia, and organic amines. Salt is an example. Two or more kinds of these polymers can also be used.
(2) スチレンスルホン酸塩の(共)重合体スチレ
ンスルホン酸塩の重合体はスチレンスルホン酸塩を重合
するか、或いはポリスチレンをスルホン化することによ
シ容易に製造することができる。スチレンスルホン酸塩
の重合体は次の式で表される骨格を有するものである。(2) (Co)polymer of styrene sulfonate A polymer of styrene sulfonate can be easily produced by polymerizing styrene sulfonate or by sulfonating polystyrene. The styrene sulfonate polymer has a skeleton represented by the following formula.
S(JsM
分子量は1000以上、好ましくは10000〜300
万である。MはLi、Na、に等のアルカリ金属塩類又
ハ島、アルキルアミン、アルカノールアミン等1!味す
る。S (JsM molecular weight is 1000 or more, preferably 10000-300
Ten thousand. M is alkali metal salts such as Li, Na, etc., alkylamines, alkanolamines, etc. 1! Taste.
また、スチレンスルホン酸の重合体は、スチレンスルホ
ン酸塩と他の単量体との共重合体であってもよい。かか
る共重合体はスチレンスルホン酸塩と他の単量体を共重
合するか或いはスチレンと他の単量体との共重合体をス
ルホン化することによシ容易に製造することができる。Moreover, the polymer of styrene sulfonic acid may be a copolymer of styrene sulfonate and other monomers. Such a copolymer can be easily produced by copolymerizing styrene sulfonate and other monomers or by sulfonating a copolymer of styrene and other monomers.
共重合の場合は本発明の効果を害しない範囲であればよ
い。In the case of copolymerization, it may be used within a range that does not impair the effects of the present invention.
共重合の相手の単量体としてはアルキルアクリレート、
アルキルメタクリレート、ビニルアルキルエーテル、酢
酸ビニル、エチレン、ソロピレン、ブチレン、ブタジェ
ン、ゾイソプチレン、塩化ビニル、塩化ビニリデン、ア
クリルニトリル、スチレン等の疎水性単量体、及びアク
リル酸、メタクリル酸、マレイン酸、フマール酸、無水
マレイン酸、ビニルアルコール、アクリルアミド、メタ
アクリルアミド、ジアセトンアクリルアミド、N−ビニ
ルピロリドン、2−アクリル7ミ)”−2−メチルゾロ
ノQンスルホン酸、メタアリルスルホン酸等の親水性単
量体等が用いられる。As the monomer to be copolymerized, alkyl acrylate,
Hydrophobic monomers such as alkyl methacrylate, vinyl alkyl ether, vinyl acetate, ethylene, solopyrene, butylene, butadiene, zoisoptylene, vinyl chloride, vinylidene chloride, acrylonitrile, styrene, and acrylic acid, methacrylic acid, maleic acid, fumaric acid , maleic anhydride, vinyl alcohol, acrylamide, methacrylamide, diacetone acrylamide, N-vinylpyrrolidone, 2-acrylic 7)-2-methylzolonoQ sulfonic acid, methalylsulfonic acid, and other hydrophilic monomers. used.
(3) 置換基として炭化水素基を有することもある
多環式芳香族化合物のスルホン化物のホルマリン縮合物
又はその塩0
具体的には石油スルホン酸誘導体、リグニンスルホン酸
誘導体、ナフタレンスルホン酸誘導体等のホルマリン縮
合物である。(3) Formalin condensates of sulfonated polycyclic aromatic compounds that may have hydrocarbon groups as substituents or salts thereof 0 Specifically, petroleum sulfonic acid derivatives, lignin sulfonic acid derivatives, naphthalene sulfonic acid derivatives, etc. It is a formalin condensate of
本発明に係る上記化合物(3)は、例えばナフタレン、
アルキル置換す7タレン、アンスラセン、アルキル置換
アンスラセン、リグニン、石油残渣中の芳香環を有する
ものなどを、一般の方法によシ、スルホン化し、引き続
き造塩反応、更にホルマリン縮合することによシ得られ
る。この場合、縮合度は、好ましくは、1.2〜30、
更に好ましくは、1.2〜10である。ここで、縮合度
が1.2以下の時は、縮合による効果が少なく、又、3
0を越えると、高分子量化するため、溶解性などの点に
より、実用上問題を生ずる。The above compound (3) according to the present invention is, for example, naphthalene,
Alkyl-substituted 7-talenes, anthracenes, alkyl-substituted anthracenes, lignin, petroleum residues containing aromatic rings, etc., are sulfonated using a conventional method, followed by a salt-forming reaction, and then formalin condensation. It will be done. In this case, the degree of condensation is preferably 1.2 to 30,
More preferably, it is 1.2-10. Here, when the degree of condensation is 1.2 or less, the effect of condensation is small;
When it exceeds 0, the molecular weight becomes high, which causes practical problems in terms of solubility and the like.
使用する多環式芳香族化合物としては、各種のものが使
用可能であるが、好ましくは、リグニン、ナフタレン又
は、炭素数1〜6のアルキルナフタレンを使用すれば良
く、勿論、これらの混合物でもよい。Various types of polycyclic aromatic compounds can be used, but preferably lignin, naphthalene, or alkylnaphthalene having 1 to 6 carbon atoms may be used, and of course, a mixture thereof may be used. .
塩としては、ナトリウム、カリウムなどのアルカリ金属
、カルシウムなどのアルカリ土類金属をはじめ、アミン
、アンモニウム塩なども使用きれる。As salts, alkali metals such as sodium and potassium, alkaline earth metals such as calcium, amines, ammonium salts, etc. can be used.
(4) リン酸アルカリ金属塩としては、トリチリリ
ン酸ナトリウム、ビロリン酸カリウム、ビロリン酸ナト
リウム、ヘキサメタリン酸ナトリウム、第1リン酸ナト
リウム、第2リン酸ナトリウム、第3す/ばナトリウム
等が挙げられ、この中から1種以上用いても構わない。(4) Examples of alkali metal phosphates include sodium tritylyphosphate, potassium birophosphate, sodium birophosphate, sodium hexametaphosphate, monobasic sodium phosphate, dibasic sodium phosphate, and tertiary sodium phosphate, and the like. One or more types from among these may be used.
本発明の組成物中の微粒子化殺生剤と上記の分散剤の割
合は、分散剤/微粒子化殺生剤(重量比)=1/1〜1
150、好ましくは1/6〜1/40である。The ratio of the micronized biocide and the above-mentioned dispersant in the composition of the present invention is dispersant/micronized biocide (weight ratio) = 1/1 to 1.
150, preferably 1/6 to 1/40.
また、上記以外の分散剤として、非イオン界面活性剤、
陰イオン界面活性剤を併用してもかまわない0非イオン
界面活性剤、陰イオン界面活性剤としてFi、具体的に
は下記の(5)、 (6)に示されるものである。これ
ら分散剤は、単独または2種以上を組み合わせて使用さ
れるが、粉砕時に加えることは、泡立ち等の問題が生じ
好ましくないため、造粒時に加えることが望ましい、そ
の含有量は、組成物中0〜20重量%、好筐しくは1〜
10重葉チである。In addition, as dispersants other than the above, nonionic surfactants,
An anionic surfactant may be used in combination. Nonionic surfactants and anionic surfactants include Fi, specifically those shown in (5) and (6) below. These dispersants can be used alone or in combination of two or more, but adding them at the time of pulverization is undesirable as it may cause problems such as foaming, so it is desirable to add them at the time of granulation. 0 to 20% by weight, preferably 1 to 20% by weight
It is 10-fold leaves.
(5)非イオン界面活性剤としては、例えば?リオキシ
エチレン(以下POEと記す)アルキル(炭素数6〜2
2)エーテル、POEアルキル(炭素数4〜18)フェ
ノールエーテル、?リオキシデロビレン?リオキシエチ
レン(ブロック又はランダム)アルキルエーテル、 P
OEフェニルフェノールエーテル、POEスチレン化フ
エフエノールエーテルOE )リペンシルフェノールエ
ーテルカ挙げられる。(5) What are some examples of nonionic surfactants? Lioxyethylene (hereinafter referred to as POE) alkyl (carbon number 6-2
2) Ether, POE alkyl (4 to 18 carbon atoms) phenol ether, ? Lioxiderovirene? Lyoxyethylene (block or random) alkyl ether, P
Examples include OE phenylphenol ether, POE styrenated phenol ether, and OE) lipensylphenol ether.
(6) 陰イオン界面活性剤としては、リグニンスル
ホン酸塩、アルキルベンゼンスルホン酸塩、アルキルス
ルホン塩、POEアルキルスルホン酸塩%POEフルキ
ルフェニルニーチルスルホン酸in、 POEアルキル
フェニルエーテルリン酸エステル塩、POEフェニルフ
ェノールエーテルスルホン酸塩、POEフェニルフェノ
ールエーテルリン酸エステル塩、ナフタレンスルホン酸
塩、ナフタレンスルホン酸ポルマリン縮合物、 1(
)E トリベンシルフェノールエーテルスルホン酸塩、
POE )リペンシルフェニルフェノールエーテルリン
酸エステル塩などが用いられる。(6) As anionic surfactants, lignin sulfonate, alkylbenzene sulfonate, alkyl sulfone salt, POE alkyl sulfonate% POE furkylphenyl nityl sulfonic acid in, POE alkyl phenyl ether phosphate ester salt, POE phenylphenol ether sulfonate, POE phenylphenol ether phosphate ester salt, naphthalene sulfonate, naphthalene sulfonic acid pomarine condensate, 1 (
) E tribenzylphenol ether sulfonate,
POE) lipensylphenylphenol ether phosphate ester salt, etc. are used.
本発明の殺生用粒剤組成物の製造方法には、いくつかの
方法があるが、例えば■上記微粒子化殺生剤及び分散剤
(1)〜(4)から選ばれる1種以上の化合物を含有す
る水性スラリー(以下、微粒子化殺生剤スラリーと称す
る)に鉱物質担体及び必要に応じて、(5)、 (6)
から選はれる化合物の1種以上及び粘結剤(バインダー
)等?加え、混性後、転勤造粒法、押し出し造粒法等の
公知の方法で製造する方法、■(4)〜(4)の分散剤
を含む微粒子化殺生剤スラリー、あるいは必要によシ(
5)、 (6)から選ばれる化合物の1種以上を加えた
ものを、鉱物質担体にスプレーしなから粘結剤等と共に
造粒を行う方法、あるいは、■該微粒子化殺生剤スラリ
ー〇噴霧乾燥を行い、得られた粉末に鉱物質担体、粘結
剤等を加え造粒する方法などが好ましい。There are several methods for producing the biocidal granule composition of the present invention, for example: (1) containing one or more compounds selected from the above micronized biocide and dispersant (1) to (4) A mineral carrier and, if necessary, (5) and (6) are added to the aqueous slurry (hereinafter referred to as micronized biocide slurry).
One or more compounds selected from: and a binder, etc.? In addition, after mixing, a method of manufacturing by a known method such as a transfer granulation method or an extrusion granulation method, a micronized biocide slurry containing a dispersant of (4) to (4), or a
5), a method in which one or more of the compounds selected from (6) is added to the mineral carrier and then granulated together with a binder etc., or ■ Spraying of the micronized biocide slurry A preferred method is to dry the powder, add a mineral carrier, a binder, etc. to the resulting powder, and then granulate it.
ここで用いられる鉱物質担体には、ロウ石、タルク、カ
オリン、炭酸カルシウム、ベントナイト、珪石粉、石灰
石粉末、酸性白土、砂礫土類粉末、石こう、軽石粉末、
貝がら類粉末、雲母粉末、コロイド性含水硅酸ソーダな
どかあシ、その粒状殺生剤組成物中の配合割合は、50
〜98.4重量%が好ましい。The mineral carriers used here include waxite, talc, kaolin, calcium carbonate, bentonite, silica powder, limestone powder, acid clay, gravel earth powder, gypsum, pumice powder,
Shellfish powder, mica powder, colloidal hydrated sodium silicate, etc., and their blending ratio in the granular biocide composition is 50
~98.4% by weight is preferred.
粘結剤(バインダー〕として具体的には、ザンサンガム
、ザンフロ−、ペクチン、アラビアゴム、グアーゴムな
どの天然水溶性高分子や、セルロース又はでんぷん誘導
体のメチル化物、カルボキシアルキル化物、ヒドロキシ
アルキル化物(メチルセルロース、カルがキシメチルセ
ルロース、ヒドロキシメチルセルロースなどを含む)な
どの半合成高分子、あるいは、緻リアクリル酸塩、?リ
マレイン酸塩、ポリビニルアルコール、破りビニルピロ
リドンなどの合成高分子、あるいはりゲニンスルホン酸
塩などを挙げることができる。Specific examples of binders include natural water-soluble polymers such as xanthan gum, xanfuro, pectin, gum arabic, and guar gum; methylated products, carboxyalkylated products, and hydroxyalkylated products of cellulose or starch derivatives (methyl cellulose, Semi-synthetic polymers such as oxymethylcellulose, hydroxymethylcellulose, etc., or synthetic polymers such as dense acrylate, limalate, polyvinyl alcohol, broken vinyl pyrrolidone, or polygenine sulfonate, etc. can be mentioned.
粘結剤の粒状殺生剤組成物中の配合割合は、0.1〜1
0重量%、特に0.5〜5重量%が好ましい。The blending ratio of the binder in the granular biocide composition is 0.1 to 1
0% by weight, especially 0.5-5% by weight is preferred.
本発明組成物においては、その他必要に応じて、本発明
の効果を損わない範囲にふ・いて、?リオキシエチレン
ーポリオキシデロビレンブロック重合体などの凝集防止
剤、あるいはエピクロルヒドリン、フェニルグリシジル
エーテル、アリルグリシジルエーテルなどの分解防止剤
等を添加することもできる。In the composition of the present invention, other ingredients may be added as necessary within a range that does not impair the effects of the present invention. It is also possible to add an anti-aggregation agent such as a lyoxyethylene-polyoxyderobylene block polymer, or an anti-decomposition agent such as epichlorohydrin, phenyl glycidyl ether, allyl glycidyl ether, and the like.
以上、詳述した本発明殺生用粒剤組成物の一例を示すと
次の通シである。An example of the biocidal granule composition of the present invention described above is as follows.
の)(1)〜(4)の分散剤 0.1〜15
CC) (5)、(6)の分散剤 0〜20
〇)鉱物質担体 50〜98,4■粘結
剤 0.1〜1゜
[F]その他(凝集防止剤、分解防止剤等)0〜7〔発
明の効果〕
本発明の殺生用粒剤組成物は、粒状であるため、貯蔵、
安定性に優れておシ、取シ扱い上、飛散することもなく
運搬が非常に容易である。さらに、殺生剤が微粒子化さ
れておシ、従来の粒径の大きな殺生剤に比して生物効果
が著しく高められておシ、また上述のα)〜(4)の分
散剤を含有しているために、施用後の崩壊性、殺生剤の
分散性においても非常に優れたものである。) (1) to (4) dispersant 0.1 to 15
CC) (5), (6) dispersant 0-20
〇) Mineral carrier 50-98,4 ■ Binder 0.1-1° [F] Others (anti-agglomeration agent, anti-decomposition agent, etc.) 0-7 [Effects of the invention] Biocidal granule composition of the present invention Because things are granular, they can be stored,
It has excellent stability and is extremely easy to handle and transport without scattering. Furthermore, the biocide has been made into fine particles, and its biological effect is significantly enhanced compared to conventional biocides with large particle sizes, and it also contains the dispersants α) to (4) above. Because of this, it has excellent disintegration properties and biocide dispersibility after application.
次に本発明を調製例、実施例及び試験例t挙げて説明す
るが、本発明はこれら実施例に限定きれるものではない
。Next, the present invention will be explained with reference to Preparation Examples, Examples, and Test Examples, but the present invention is not limited to these Examples.
〈調製例1〉
調製試料1:
ビーム(殺菌剤)粉末20重量部、式
(上記式化合物の分子量は68万である)で表される水
溶性共重合体塩460重量部、水76重量部及び0.1
〜0.2uのガラスピーズ(メディア)200重量部を
混合(メディア/分散液体積比=67/33)L、サン
ドグラインダー内でディスクを12時間回転させる。<Preparation Example 1> Preparation Sample 1: 20 parts by weight of BEAM (bactericide) powder, 460 parts by weight of a water-soluble copolymer salt represented by the formula (the molecular weight of the compound of the above formula is 680,000), and 76 parts by weight of water. and 0.1
200 parts by weight of ~0.2 u glass beads (media) are mixed (media/dispersion liquid volume ratio = 67/33) L, and the disk is rotated in a sand grinder for 12 hours.
サンドグラインダー内の温度は20〜25℃である。更
に、これを加圧沖過すると微粒子化ビーム分散液60重
量部が得られる。また水70重量部で2回メディア全洗
浄すると、ビームの98i量襲が回収できる。The temperature inside the sand grinder is 20-25°C. Furthermore, by pressurizing this, 60 parts by weight of the atomized beam dispersion liquid is obtained. In addition, if the media is completely washed twice with 70 parts by weight of water, 98i weight of the beam can be recovered.
この微粒子化ビームは、第1表に示すように、0.5μ
以下の粒径を有する粒子が80重量%の粒径分布からな
る。This atomized beam is 0.5μ as shown in Table 1.
The particle size distribution consists of 80% by weight of particles having the following particle sizes:
第 1 表
調製試料2:
エックスゴー二(除草剤)30重量部、式(上記式化合
物の分子量は38万である)で表される水溶性共重合体
塩3.5重量部、水66.5重量部及び0.1〜0.2
1jlのガラスピーズ(メディア)180重量部を混合
(メディア/分散液体積比=69/3 ]、 ) L、
、サンドグラインダー内で、ディスク全10時間回転さ
せる。サンドグラインダー内の温度は20〜25℃であ
る。史にこれを加圧沖過すると、微粒子化エックスゴー
二分散液70重葉部が得られる。Table 1 Preparation sample 2: 30 parts by weight of X-Goni (herbicide), 3.5 parts by weight of a water-soluble copolymer salt represented by the formula (the molecular weight of the compound of the above formula is 380,000), 66 parts by weight of water. 5 parts by weight and 0.1-0.2
Mix 180 parts by weight of 1 jl of glass peas (media) (media/dispersion liquid volume ratio = 69/3], ) L,
, the disc was rotated for a total of 10 hours in a sand grinder. The temperature inside the sand grinder is 20-25°C. When this is filtered under pressure, 70 parts of micronized X-Gol dispersion is obtained.
この微粒子化エックスゴー二は、第2表に示すように、
05μ以下の粒径を有する粒子が90重量%の粒径分布
からなる。As shown in Table 2, this micronized X-Goni is
The particle size distribution consists of 90% by weight of particles having a particle size of 0.05 μm or less.
調製試料3:
ブナボン(殺虫剤)25重量部、式
(上記式化合物の分子量は、48万である)で表される
水溶性共重合体塩3.51ii部、水71.5重量部及
び0.1〜0.2111のガラスピーズ(メディア)1
80重量部全混含湿メディア/分散液体積比=69/3
1 ) L、、サンドグラインダー内で、ディスクを1
5時間回転させる。サンドグラインダー内の温度は、2
0〜25℃である。更にこれを加圧沖過すると、微粒子
化ブナボン分散液75重量部が得られる0
この微粒子化ブナボンは、第2表に示すように、0,5
μ以下の粒径を有する粒子が87重量%の粒径分布から
なる。Preparation sample 3: 25 parts by weight of Bunabon (insecticide), 3.51 parts by weight of a water-soluble copolymer salt represented by the formula (the molecular weight of the compound of the above formula is 480,000), 71.5 parts by weight of water, and 0 .1~0.2111 glass beads (media) 1
80 parts by weight Totally mixed moisturized media/dispersed liquid volume ratio = 69/3
1) In the sand grinder, cut the disc into 1
Rotate for 5 hours. The temperature inside the sand grinder is 2
The temperature is 0 to 25°C. When this is further filtered under pressure, 75 parts by weight of a micronized Bunabon dispersion is obtained.
The particle size distribution consists of 87% by weight of particles having a particle size of less than μ.
調製試料4ニ
オキサミル(殺虫剤)粉末30重量部、式(上記式化合
物の分子量は22万である)で表される水溶性共重合体
塩4.5重量部、水65重量部及び0.1〜0.2Uの
ガラスピーズ(メディア)187重量部を混合(メディ
ア/分散液体積比=5015(4)し、サンドグライン
ダー内で、ディスクを8時間回転させる。Preparation Sample 4 30 parts by weight of nioxamyl (insecticide) powder, 4.5 parts by weight of a water-soluble copolymer salt represented by the formula (the molecular weight of the compound of the above formula is 220,000), 65 parts by weight of water, and 0.1 parts by weight of water. 187 parts by weight of ~0.2 U of glass beads (media) are mixed (media/dispersion liquid volume ratio = 5015 (4)) and the disk is rotated in a sand grinder for 8 hours.
サンドグラインダー内の温度は20〜25℃である。更
に、これを加圧濾過すると微粒子化オキサミル分散液4
5重量部が得られる。The temperature inside the sand grinder is 20-25°C. Furthermore, when this is filtered under pressure, micronized oxamyl dispersion 4 is obtained.
5 parts by weight are obtained.
この微粒子化オキサミルは、第2表に示すように、0.
5μ以下の粒径を有する粒子が70重量−〇粒径分布か
らなる。As shown in Table 2, this micronized oxamyl was 0.
Particles having a particle size of 5 microns or less consist of a 70 weight - 0 particle size distribution.
第2表
〈実施例〉
調製試料1〜4で得られた微粒子化殺生剤の水分量を調
整した後、所定量の鉱物質粉末及び他の成分を加え、下
記に示す処方に従って押出し造粒を行い、粒状殺生剤組
成物を得、処方例1〜4とした0また、比較処方例とし
て、微粒子化を行っていない通常の原体を用いた殺生用
粒剤組成物を調製した。Table 2 (Example) After adjusting the moisture content of the micronized biocide obtained in Preparation Samples 1 to 4, a predetermined amount of mineral powder and other ingredients were added, and extrusion granulation was performed according to the recipe shown below. As a comparative formulation example, biocidal granule compositions were prepared using a normal raw material that had not been micronized.
ビーム 4分散剤
O,Sベントナイト
91、2破りビニルアルコール
2?リオキシエチレン0(4)ノニルフ
ェノールエーテル 1処方例2:
(重量%)
エックスゴー二 7分散剤
0.8ベントナイト
90.2IJ クニンスルホン酸ナトリウ
ム 2処方例3:
分散剤 0.7炭酸カル
シウム 61.3クレー
30?リピニルアルコール
2ラウリルリン酸エステルジエタノールアミン塩
2処方例4:
分散剤 0.2クレー
95.8一リアクリル酸ナトリウ
ム 2シアルキルスルホコハク酸ナトリウム
1比較処方例1:
(重量%〕
ビーム 4ベントナイト
93−リビニルアルコール
2式すオキシエチレン(IGノニルフ
ェニルエーテル 1比較処方例2:
(重量%)
エックスゴー二 7ベントナイト
90リクニンスルホン酸ナ
トリウム 3比較処方例3:
(雄%)
デナ?ン 5炭酸カルシウ
ム 61クレー
30ぼりビニルアルコール
2ラウリルリン酸エステルゾエタノールアミン塩
2オキサミル 1クレー
95都リアクリル酸ナト
リウム 2ジアルキルスルホコハク酸ナトリ
ウム 2〈試験例1〉
実施例で得た処方例1及び比較処方例1を使用し、下記
方法にて生物試験全行った。その結果を第3表に示す。beam 4 dispersant
O,S bentonite
91, 2 broken vinyl alcohol
2? Lioxyethylene 0(4)nonylphenol ether 1 Formulation example 2: (wt%) XGoni 7 Dispersant
0.8 bentonite
90.2IJ Sodium Kuninsulfonate 2 Formulation Example 3: Dispersant 0.7 Calcium Carbonate 61.3 Clay
30? lipinyl alcohol
2 lauryl phosphate diethanolamine salt 2 Formulation example 4: Dispersant 0.2 clay
95.8 Sodium monolyacrylate 2 Sodium sialkyl sulfosuccinate 1 Comparative formulation example 1: (wt%) Beam 4 Bentonite 93-rivinyl alcohol 2-oxyethylene (IG nonylphenyl ether 1 Comparative formulation example 2: (wt%) ) XGoni 7 Bentonite 90 Sodium ricninsulfonate 3 Comparative formulation example 3: (% male) Denane 5 Calcium carbonate 61 Clay
30bori vinyl alcohol
2 lauryl phosphate ester zoethanolamine salt
2 Oxamyl 1 Clay 95 Sodium lyacrylate 2 Sodium dialkyl sulfosuccinate 2 <Test Example 1> Using Formulation Example 1 obtained in Example and Comparative Formulation Example 1, all biological tests were conducted in the following manner. The results are shown in Table 3.
(試験方法)
40mX606nのプラスチック製バットに3葉期の稲
(品種二日本晴)を移植し温室内で生育させた。稲が7
〜8葉期に生育したとき、水深を1、5cfnに調整し
、処方例1及び比較処方例1のビーム粒剤を各所定量施
用(7た。(Test method) Three-leaf stage rice (variety Nihonbare) was transplanted into a 40m x 606n plastic bat and grown in a greenhouse. rice is 7
When the plants grew to the ~8 leaf stage, the water depth was adjusted to 1.5 cfn, and the beam granules of Prescription Example 1 and Comparative Prescription Example 1 were applied in predetermined amounts (7 cfn).
比較処方例1のビーム粒子の平均粒径は10.31!で
あった。薬剤施用15時間後に稲いもち病菌胞子懸濁液
を散布した。胞子散布後、温室内で5日間保存し、1?
ツト邑p 10葉の病斑数を調査し次式によp防除価を
算出した。The average particle diameter of the beam particles of Comparative Prescription Example 1 is 10.31! Met. Fifteen hours after the chemical application, a rice blast fungus spore suspension was sprayed. After dispersing the spores, store them in a greenhouse for 5 days.
The number of lesions on 10 Tsutomura leaves was investigated, and the p control value was calculated using the following formula.
第3表
壷 有効分としての値
〈試験例2〉
実施例で得た処方例2及び比較処方例2全使用し、下記
方法にて、生物試験を行った。Table 3: Value as effective content <Test Example 2> Using all of Formulation Example 2 and Comparative Formulation Example 2 obtained in the Example, a biological test was conducted in the following manner.
その結果を第4表に示す。The results are shown in Table 4.
(試験方法)
40 ctyt X 60 cmのシラスチック製バッ
トに水田土壌を入れ、水深3cInVcなるよう水田水
を入れ混合静置後、マツバイ、ノビエを播種し、水稲苗
(品種:日本晴)を植え付け、5日後に実施例2及び比
較処方例2のエックスゴー二粒剤全各所定量処理し、水
深1、5e:Inの湛水状態に14日間保ち浅草の発生
及び薬害の発生を観察した。(Test method) Put paddy soil in a 40 ctyt x 60 cm silastic vat, add paddy water to a water depth of 3 cInVc, mix and let stand, then sow pine viper and wild grass, and plant paddy rice seedlings (variety: Nipponbare). After 5 days, all prescribed amounts of X-Go 2 granules of Example 2 and Comparative Formulation Example 2 were treated, and the samples were kept in a flooded state at a water depth of 1, 5e:In for 14 days, and the occurrence of aspergillus and phytotoxicity was observed.
尚、比較処方例2のエックスゴー二粒子の粒径は、11
、8μであった。In addition, the particle size of the X-Go 2 particles of Comparative Prescription Example 2 is 11
, 8μ.
第4表
く試験例3〉
実施例で得た処方例3及び比較処方例3を使用し、下記
方法にて生物試験を行った。その結果を第5表に示す。Test Example 3 in Table 4 Using Formulation Example 3 and Comparative Formulation Example 3 obtained in the Examples, a biological test was conducted in the following manner. The results are shown in Table 5.
(試験方法)
木葉5葉期の稲苗(品種二日本晴)を移植した4 0
cm X 60 cmのグラスチック製パットに水深1
、5αになるように湛水し、処方例3及び比較処方例3
のデナ?ン粒剤を各所定量処理した。比較処方例3のデ
ナ?ン粒子の粒径は9.5μであった。薬剤処理24時
間後に、ツマグロヨコバイ幼虫を1株当シ10頭放飼し
、24時間温室内で保存した後、死去率を調べた。(Test method) 40 rice seedlings (cultivar Nihonbare) at the 5-leaf stage were transplanted.
cm x 60 cm glass pad with water depth 1
, 5α, Prescription Example 3 and Comparative Prescription Example 3
Dena? Each predetermined amount of granules was processed. Dena in comparative prescription example 3? The particle size of the particles was 9.5μ. 24 hours after the chemical treatment, 10 leafhopper larvae per plant were released, and after being stored in a greenhouse for 24 hours, the mortality rate was examined.
第5表
〈試験例4〉
実施例で得た処方例4及び比較処方例4を使用し、下記
方法にて生物試験を行った。その結果を第6表に示す。Table 5 (Test Example 4) Using Formulation Example 4 and Comparative Formulation Example 4 obtained in the Examples, a biological test was conducted in the following manner. The results are shown in Table 6.
(試験方法)
根コブ線虫の棲息する土壌を6寸鉢に入れ、処方例4及
び比較処方例4のオキサミル粒剤を所定量施用した。比
較処方例4のオキサミル粒子の粒径は、11、8μであ
った。薬剤処理後、きゆうシの種子を播種して、さらに
。(Test method) Soil inhabited by root-knot nematodes was placed in a 6-inch pot, and a predetermined amount of the oxamyl granules of Formulation Example 4 and Comparative Formulation Example 4 were applied. The particle size of the oxamyl particles of Comparative Prescription Example 4 was 11.8μ. After the chemical treatment, the seeds of Kiyuushi are sown and further.
30日後きゆうシを掘IO1根コブの数を測定し、効果
の判定を行った。After 30 days, the mushrooms were dug and the number of IO1 root knots was measured to determine the effectiveness.
評価基準:
5 ・・・・根コブなし
4・・・・ 1本の根に1〜5個発生
3・・・・1本の根に6〜10個発生
2・・・・1本の根に11〜15個発生1・・・・1本
の根に16〜20個発生第 6 表
く試験例5〉
直径15譚深さ2cmのシャーレ−に水(340一
度硬水)を1crnの深さになるように入れ、処方例1
〜4、比較処方例1〜4の粒剤19をシャーレ−の中央
に静かに入れ経過時間による拡展面積をもとめた。結果
を第7表に示す。Evaluation criteria: 5: No root knots 4: 1 to 5 galls occur on one root 3: 6 to 10 galls occur on one root 2: 1 root 11 to 15 of them occur on one root 1... 16 to 20 of them occur on one root 6 Table of Test Example 5> Water (340 once hard water) was poured into a Petri dish with a diameter of 15 and a depth of 2 cm to a depth of 1 crn. Prescription example 1
~4. Granules 19 of Comparative Formulation Examples 1 to 4 were gently placed in the center of a petri dish, and the area of expansion over time was determined. The results are shown in Table 7.
第 7 表 以上Table 7 that's all
Claims (1)
である微粒子化殺生剤及び次の(1)〜(4)、(1)
不飽和カルボン酸及びその誘導体からなる単量体群から
選ばれた1種又は2種以上 を必須成分とする水溶性又は水分散性重合体、 (2)スチレンスルホン酸塩の(共)重合体、 (3)置換基として炭化水素基を有することのある多環
式芳香族化合物のスルホン化物のホルマリン縮合物又は
その塩、 (4)リン酸アルカリ金属塩、 から選ばれる1種又は2種以上の分散剤を必須成分とし
て含有する粒状物で、該粒状物の平均粒径が0.1〜5
mm、嵩比重が0.25〜1.30g/cm^3である
ことを特徴とする殺生用粒剤組成物。[Claims] 1. A micronized biocide containing 50% by weight or more of particles having a particle size of 0.5μ or less, and the following (1) to (4), (1)
A water-soluble or water-dispersible polymer containing as an essential component one or more monomers selected from the monomer group consisting of unsaturated carboxylic acids and their derivatives; (2) (co)polymer of styrene sulfonate; , (3) a formalin condensate of a sulfonated polycyclic aromatic compound that may have a hydrocarbon group as a substituent or a salt thereof, (4) an alkali metal phosphate salt, or one or more selected from the following. A granular material containing a dispersant as an essential component, and the average particle size of the granular material is 0.1 to 5.
A biocidal granule composition having a bulk specific gravity of 0.25 to 1.30 g/cm^3.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP61211247A JPH0723284B2 (en) | 1986-09-08 | 1986-09-08 | Biocidal granule composition |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP61211247A JPH0723284B2 (en) | 1986-09-08 | 1986-09-08 | Biocidal granule composition |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS6366101A true JPS6366101A (en) | 1988-03-24 |
JPH0723284B2 JPH0723284B2 (en) | 1995-03-15 |
Family
ID=16602735
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP61211247A Expired - Fee Related JPH0723284B2 (en) | 1986-09-08 | 1986-09-08 | Biocidal granule composition |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPH0723284B2 (en) |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2001047355A1 (en) * | 1999-12-28 | 2001-07-05 | Nippon Soda Co., Ltd. | Granular water-dispersible agents and process for producing the same |
JP2003095806A (en) * | 2001-09-21 | 2003-04-03 | Sumitomo Chem Co Ltd | Granular agrochemical composition |
US8298558B2 (en) | 1999-12-28 | 2012-10-30 | Nippon Soda Co., Ltd. | Granular water dispersible agent and production process |
USRE43816E1 (en) | 1999-12-28 | 2012-11-20 | Nippon Soda Co., Ltd. | Granular water dispersible agent and production process |
JP2013224271A (en) * | 2012-04-20 | 2013-10-31 | Hokko Chem Ind Co Ltd | Ipfencarbazone-containing granular composition |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS62212303A (en) * | 1986-03-12 | 1987-09-18 | Kao Corp | Granular destroying agent composition |
-
1986
- 1986-09-08 JP JP61211247A patent/JPH0723284B2/en not_active Expired - Fee Related
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS62212303A (en) * | 1986-03-12 | 1987-09-18 | Kao Corp | Granular destroying agent composition |
Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2001047355A1 (en) * | 1999-12-28 | 2001-07-05 | Nippon Soda Co., Ltd. | Granular water-dispersible agents and process for producing the same |
AU768055B2 (en) * | 1999-12-28 | 2003-11-27 | Nippon Soda Co., Ltd. | Granular water-dispersible agents and process for producing the same |
KR100461573B1 (en) * | 1999-12-28 | 2004-12-14 | 닛뽕소다 가부시키가이샤 | Granular water―dispersible agents and process for producing the same |
US8298558B2 (en) | 1999-12-28 | 2012-10-30 | Nippon Soda Co., Ltd. | Granular water dispersible agent and production process |
USRE43816E1 (en) | 1999-12-28 | 2012-11-20 | Nippon Soda Co., Ltd. | Granular water dispersible agent and production process |
US8535698B2 (en) | 1999-12-28 | 2013-09-17 | Nippon Soda Co., Ltd. | Granular water dispersible agent and production process |
JP2003095806A (en) * | 2001-09-21 | 2003-04-03 | Sumitomo Chem Co Ltd | Granular agrochemical composition |
JP2013224271A (en) * | 2012-04-20 | 2013-10-31 | Hokko Chem Ind Co Ltd | Ipfencarbazone-containing granular composition |
Also Published As
Publication number | Publication date |
---|---|
JPH0723284B2 (en) | 1995-03-15 |
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