JP5230308B2 - 溶出が制御された農薬製剤 - Google Patents
溶出が制御された農薬製剤 Download PDFInfo
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- JP5230308B2 JP5230308B2 JP2008227165A JP2008227165A JP5230308B2 JP 5230308 B2 JP5230308 B2 JP 5230308B2 JP 2008227165 A JP2008227165 A JP 2008227165A JP 2008227165 A JP2008227165 A JP 2008227165A JP 5230308 B2 JP5230308 B2 JP 5230308B2
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- Prior art keywords
- resin
- weight
- fatty acid
- agrochemical
- sucrose
- Prior art date
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- 238000009472 formulation Methods 0.000 claims description 39
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 24
- 239000000194 fatty acid Substances 0.000 claims description 24
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- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 21
- 239000012868 active agrochemical ingredient Substances 0.000 claims description 17
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- 238000000034 method Methods 0.000 claims description 15
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- 239000005720 sucrose Substances 0.000 claims description 14
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- 150000002148 esters Chemical class 0.000 claims description 13
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 claims description 11
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- PGOOBECODWQEAB-UHFFFAOYSA-N (E)-clothianidin Chemical compound [O-][N+](=O)\N=C(/NC)NCC1=CN=C(Cl)S1 PGOOBECODWQEAB-UHFFFAOYSA-N 0.000 claims description 7
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- HVUMOYIDDBPOLL-XWVZOOPGSA-N Sorbitan monostearate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O HVUMOYIDDBPOLL-XWVZOOPGSA-N 0.000 claims description 2
- FOLJTMYCYXSPFQ-CJKAUBRRSA-N [(2r,3s,4s,5r,6r)-6-[(2s,3s,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)-2-(octadecanoyloxymethyl)oxolan-2-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl octadecanoate Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](COC(=O)CCCCCCCCCCCCCCCCC)O[C@@H]1O[C@@]1(COC(=O)CCCCCCCCCCCCCCCCC)[C@@H](O)[C@H](O)[C@@H](CO)O1 FOLJTMYCYXSPFQ-CJKAUBRRSA-N 0.000 claims description 2
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- KPGABFJTMYCRHJ-YZOKENDUSA-N ammonium alginate Chemical compound [NH4+].[NH4+].O1[C@@H](C([O-])=O)[C@@H](OC)[C@H](O)[C@H](O)[C@@H]1O[C@@H]1[C@@H](C([O-])=O)O[C@@H](O)[C@@H](O)[C@H]1O KPGABFJTMYCRHJ-YZOKENDUSA-N 0.000 claims description 2
- HQQADJVZYDDRJT-UHFFFAOYSA-N ethene;prop-1-ene Chemical group C=C.CC=C HQQADJVZYDDRJT-UHFFFAOYSA-N 0.000 claims description 2
- 235000019325 ethyl cellulose Nutrition 0.000 claims description 2
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- 229920000609 methyl cellulose Polymers 0.000 claims description 2
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- 235000010981 methylcellulose Nutrition 0.000 claims description 2
- 229940049964 oleate Drugs 0.000 claims description 2
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 claims description 2
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- 235000013855 polyvinylpyrrolidone Nutrition 0.000 claims description 2
- HXHCOXPZCUFAJI-UHFFFAOYSA-N prop-2-enoic acid;styrene Chemical compound OC(=O)C=C.C=CC1=CC=CC=C1 HXHCOXPZCUFAJI-UHFFFAOYSA-N 0.000 claims description 2
- 235000010413 sodium alginate Nutrition 0.000 claims description 2
- 239000000661 sodium alginate Substances 0.000 claims description 2
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- 239000001587 sorbitan monostearate Substances 0.000 claims description 2
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- 229940035048 sorbitan monostearate Drugs 0.000 claims description 2
- 229920002803 thermoplastic polyurethane Polymers 0.000 claims description 2
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 claims 4
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims 3
- ZORQXIQZAOLNGE-UHFFFAOYSA-N 1,1-difluorocyclohexane Chemical compound FC1(F)CCCCC1 ZORQXIQZAOLNGE-UHFFFAOYSA-N 0.000 claims 1
- 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 claims 1
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- IJCWFDPJFXGQBN-RYNSOKOISA-N [(2R)-2-[(2R,3R,4S)-4-hydroxy-3-octadecanoyloxyoxolan-2-yl]-2-octadecanoyloxyethyl] octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC[C@@H](OC(=O)CCCCCCCCCCCCCCCCC)[C@H]1OC[C@H](O)[C@H]1OC(=O)CCCCCCCCCCCCCCCCC IJCWFDPJFXGQBN-RYNSOKOISA-N 0.000 claims 1
- PZQBWGFCGIRLBB-NJYHNNHUSA-N [(2r)-2-[(2s,3r,4s)-3,4-dihydroxyoxolan-2-yl]-2-octadecanoyloxyethyl] octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC[C@@H](OC(=O)CCCCCCCCCCCCCCCCC)[C@H]1OC[C@H](O)[C@H]1O PZQBWGFCGIRLBB-NJYHNNHUSA-N 0.000 claims 1
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- ZOCSXAVNDGMNBV-UHFFFAOYSA-N 5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-[(trifluoromethyl)sulfinyl]-1H-pyrazole-3-carbonitrile Chemical compound NC1=C(S(=O)C(F)(F)F)C(C#N)=NN1C1=C(Cl)C=C(C(F)(F)F)C=C1Cl ZOCSXAVNDGMNBV-UHFFFAOYSA-N 0.000 description 1
- DEXFNLNNUZKHNO-UHFFFAOYSA-N 6-[3-[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]piperidin-1-yl]-3-oxopropyl]-3H-1,3-benzoxazol-2-one Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C1CCN(CC1)C(CCC1=CC2=C(NC(O2)=O)C=C1)=O DEXFNLNNUZKHNO-UHFFFAOYSA-N 0.000 description 1
- XZIIFPSPUDAGJM-UHFFFAOYSA-N 6-chloro-2-n,2-n-diethylpyrimidine-2,4-diamine Chemical compound CCN(CC)C1=NC(N)=CC(Cl)=N1 XZIIFPSPUDAGJM-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- 239000005730 Azoxystrobin Substances 0.000 description 1
- 239000005472 Bensulfuron methyl Substances 0.000 description 1
- GJUROLHMDRCZFP-UHFFFAOYSA-N COC1=NC(NC([S])=O)=NC(OC)=C1 Chemical compound COC1=NC(NC([S])=O)=NC(OC)=C1 GJUROLHMDRCZFP-UHFFFAOYSA-N 0.000 description 1
- XZMCDFZZKTWFGF-UHFFFAOYSA-N Cyanamide Chemical compound NC#N XZMCDFZZKTWFGF-UHFFFAOYSA-N 0.000 description 1
- 239000005507 Diflufenican Substances 0.000 description 1
- IKYICRRUVNIHPP-UHFFFAOYSA-N Dimethametryn Chemical compound CCNC1=NC(NC(C)C(C)C)=NC(SC)=N1 IKYICRRUVNIHPP-UHFFFAOYSA-N 0.000 description 1
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- 239000004716 Ethylene/acrylic acid copolymer Substances 0.000 description 1
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- 229920001732 Lignosulfonate Polymers 0.000 description 1
- 239000005585 Napropamide Substances 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 239000005985 Paclobutrazol Substances 0.000 description 1
- 229920001214 Polysorbate 60 Polymers 0.000 description 1
- YLPGTOIOYRQOHV-UHFFFAOYSA-N Pretilachlor Chemical compound CCCOCCN(C(=O)CCl)C1=C(CC)C=CC=C1CC YLPGTOIOYRQOHV-UHFFFAOYSA-N 0.000 description 1
- HDSBZMRLPLPFLQ-UHFFFAOYSA-N Propylene glycol alginate Chemical compound OC1C(O)C(OC)OC(C(O)=O)C1OC1C(O)C(O)C(C)C(C(=O)OCC(C)O)O1 HDSBZMRLPLPFLQ-UHFFFAOYSA-N 0.000 description 1
- NWGKJDSIEKMTRX-AAZCQSIUSA-N Sorbitan monooleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O NWGKJDSIEKMTRX-AAZCQSIUSA-N 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- ULUAUXLGCMPNKK-UHFFFAOYSA-N Sulfobutanedioic acid Chemical compound OC(=O)CC(C(O)=O)S(O)(=O)=O ULUAUXLGCMPNKK-UHFFFAOYSA-N 0.000 description 1
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- 241000209140 Triticum Species 0.000 description 1
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- 229910021536 Zeolite Inorganic materials 0.000 description 1
- 239000002671 adjuvant Substances 0.000 description 1
- 150000005215 alkyl ethers Chemical class 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 229960000892 attapulgite Drugs 0.000 description 1
- WFDXOXNFNRHQEC-GHRIWEEISA-N azoxystrobin Chemical compound CO\C=C(\C(=O)OC)C1=CC=CC=C1OC1=CC(OC=2C(=CC=CC=2)C#N)=NC=N1 WFDXOXNFNRHQEC-GHRIWEEISA-N 0.000 description 1
- IKCXDZCEWZARFL-FOWTUZBSSA-N azoxystrobin acid Chemical compound CO\C=C(\C(O)=O)C1=CC=CC=C1OC1=CC(OC=2C(=CC=CC=2)C#N)=NC=N1 IKCXDZCEWZARFL-FOWTUZBSSA-N 0.000 description 1
- 239000003899 bactericide agent Substances 0.000 description 1
- PPWBRCCBKOWDNB-UHFFFAOYSA-N bensulfuron Chemical compound COC1=CC(OC)=NC(NC(=O)NS(=O)(=O)CC=2C(=CC=CC=2)C(O)=O)=N1 PPWBRCCBKOWDNB-UHFFFAOYSA-N 0.000 description 1
- XMQFTWRPUQYINF-UHFFFAOYSA-N bensulfuron-methyl Chemical group COC(=O)C1=CC=CC=C1CS(=O)(=O)NC(=O)NC1=NC(OC)=CC(OC)=N1 XMQFTWRPUQYINF-UHFFFAOYSA-N 0.000 description 1
- 239000000440 bentonite Substances 0.000 description 1
- 229910000278 bentonite Inorganic materials 0.000 description 1
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 1
- SXXILWLQSQDLDL-UHFFFAOYSA-N bis(8-methylnonyl) phenyl phosphite Chemical compound CC(C)CCCCCCCOP(OCCCCCCCC(C)C)OC1=CC=CC=C1 SXXILWLQSQDLDL-UHFFFAOYSA-N 0.000 description 1
- HFEJHAAIJZXXRE-UHFFFAOYSA-N cafenstrole Chemical compound CCN(CC)C(=O)N1C=NC(S(=O)(=O)C=2C(=CC(C)=CC=2C)C)=N1 HFEJHAAIJZXXRE-UHFFFAOYSA-N 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- RXDMAYSSBPYBFW-UHFFFAOYSA-N carpropamid Chemical compound C=1C=C(Cl)C=CC=1C(C)NC(=O)C1(CC)C(C)C1(Cl)Cl RXDMAYSSBPYBFW-UHFFFAOYSA-N 0.000 description 1
- RXDMAYSSBPYBFW-PKFCDNJMSA-N carpropamide Chemical compound N([C@@H](C)C=1C=CC(Cl)=CC=1)C(=O)[C@@]1(CC)[C@H](C)C1(Cl)Cl RXDMAYSSBPYBFW-PKFCDNJMSA-N 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 235000013339 cereals Nutrition 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 229910052570 clay Inorganic materials 0.000 description 1
- 238000007906 compression Methods 0.000 description 1
- 230000006835 compression Effects 0.000 description 1
- 239000007771 core particle Substances 0.000 description 1
- WYEHFWKAOXOVJD-UHFFFAOYSA-N diflufenican Chemical compound FC1=CC(F)=CC=C1NC(=O)C1=CC=CN=C1OC1=CC=CC(C(F)(F)F)=C1 WYEHFWKAOXOVJD-UHFFFAOYSA-N 0.000 description 1
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 1
- 238000007922 dissolution test Methods 0.000 description 1
- UWLPCYBIJSLGQO-UHFFFAOYSA-N dodecanoic acid;propane-1,2,3-triol Chemical compound OCC(O)CO.CCCCCCCCCCCC(O)=O UWLPCYBIJSLGQO-UHFFFAOYSA-N 0.000 description 1
- PQROLKNPFDDLPB-UHFFFAOYSA-N ethyl 2-(4-chloro-2-methylphenoxy)butanoate Chemical compound CCOC(=O)C(CC)OC1=CC=C(Cl)C=C1C PQROLKNPFDDLPB-UHFFFAOYSA-N 0.000 description 1
- XNKARWLGLZGMGX-UHFFFAOYSA-N ethyl 4-(4-chloro-2-methylphenoxy)butanoate Chemical compound CCOC(=O)CCCOC1=CC=C(Cl)C=C1C XNKARWLGLZGMGX-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 125000000031 ethylamino group Chemical group [H]C([H])([H])C([H])([H])N([H])[*] 0.000 description 1
- GOWLARCWZRESHU-AQTBWJFISA-N ferimzone Chemical compound C=1C=CC=C(C)C=1C(/C)=N\NC1=NC(C)=CC(C)=N1 GOWLARCWZRESHU-AQTBWJFISA-N 0.000 description 1
- 229940013764 fipronil Drugs 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- 239000008233 hard water Substances 0.000 description 1
- 229940056881 imidacloprid Drugs 0.000 description 1
- 238000004811 liquid chromatography Methods 0.000 description 1
- ZLNQQNXFFQJAID-UHFFFAOYSA-L magnesium carbonate Chemical compound [Mg+2].[O-]C([O-])=O ZLNQQNXFFQJAID-UHFFFAOYSA-L 0.000 description 1
- 239000001095 magnesium carbonate Substances 0.000 description 1
- 229910000021 magnesium carbonate Inorganic materials 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- XIGAUIHYSDTJHW-UHFFFAOYSA-N mefenacet Chemical compound N=1C2=CC=CC=C2SC=1OCC(=O)N(C)C1=CC=CC=C1 XIGAUIHYSDTJHW-UHFFFAOYSA-N 0.000 description 1
- 235000013336 milk Nutrition 0.000 description 1
- 239000008267 milk Substances 0.000 description 1
- 210000004080 milk Anatomy 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
- 229960002715 nicotine Drugs 0.000 description 1
- SNICXCGAKADSCV-UHFFFAOYSA-N nicotine Natural products CN1CCCC1C1=CC=CN=C1 SNICXCGAKADSCV-UHFFFAOYSA-N 0.000 description 1
- 229940079888 nitenpyram Drugs 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 125000003261 o-tolyl group Chemical group [H]C1=C([H])C(*)=C(C([H])=C1[H])C([H])([H])[H] 0.000 description 1
- CKQVRZJOMJRTOY-UHFFFAOYSA-N octadecanoic acid;propane-1,2,3-triol Chemical compound OCC(O)CO.CCCCCCCCCCCCCCCCCC(O)=O CKQVRZJOMJRTOY-UHFFFAOYSA-N 0.000 description 1
- 229910052625 palygorskite Inorganic materials 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 229910001562 pearlite Inorganic materials 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- RCMHUQGSSVZPDG-UHFFFAOYSA-N phenoxybenzene;phosphoric acid Chemical compound OP(O)(O)=O.C=1C=CC=CC=1OC1=CC=CC=C1 RCMHUQGSSVZPDG-UHFFFAOYSA-N 0.000 description 1
- FURYAADUZGZUGQ-UHFFFAOYSA-N phenoxybenzene;sulfuric acid Chemical compound OS(O)(=O)=O.C=1C=CC=CC=1OC1=CC=CC=C1 FURYAADUZGZUGQ-UHFFFAOYSA-N 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 229920001495 poly(sodium acrylate) polymer Polymers 0.000 description 1
- 229920001467 poly(styrenesulfonates) Polymers 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229960002796 polystyrene sulfonate Drugs 0.000 description 1
- 239000011970 polystyrene sulfonate Substances 0.000 description 1
- 235000019422 polyvinyl alcohol Nutrition 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 235000010409 propane-1,2-diol alginate Nutrition 0.000 description 1
- 239000000770 propane-1,2-diol alginate Substances 0.000 description 1
- 239000008262 pumice Substances 0.000 description 1
- USSIUIGPBLPCDF-KEBDBYFISA-N pyriminobac-methyl Chemical group CO\N=C(/C)C1=CC=CC(OC=2N=C(OC)C=C(OC)N=2)=C1C(=O)OC USSIUIGPBLPCDF-KEBDBYFISA-N 0.000 description 1
- XRJLAOUDSILTFT-UHFFFAOYSA-N pyroquilon Chemical compound O=C1CCC2=CC=CC3=C2N1CC3 XRJLAOUDSILTFT-UHFFFAOYSA-N 0.000 description 1
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- 239000002994 raw material Substances 0.000 description 1
- 238000007127 saponification reaction Methods 0.000 description 1
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- NNMHYFLPFNGQFZ-UHFFFAOYSA-M sodium polyacrylate Chemical compound [Na+].[O-]C(=O)C=C NNMHYFLPFNGQFZ-UHFFFAOYSA-M 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
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- 238000005507 spraying Methods 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
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- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- ROZUQUDEWZIBHV-UHFFFAOYSA-N tecloftalam Chemical compound OC(=O)C1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1C(=O)NC1=CC=CC(Cl)=C1Cl ROZUQUDEWZIBHV-UHFFFAOYSA-N 0.000 description 1
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- NWWZPOKUUAIXIW-FLIBITNWSA-N thiamethoxam Chemical compound [O-][N+](=O)\N=C/1N(C)COCN\1CC1=CN=C(Cl)S1 NWWZPOKUUAIXIW-FLIBITNWSA-N 0.000 description 1
- 239000010455 vermiculite Substances 0.000 description 1
- 229910052902 vermiculite Inorganic materials 0.000 description 1
- 235000019354 vermiculite Nutrition 0.000 description 1
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Landscapes
- Agricultural Chemicals And Associated Chemicals (AREA)
Description
(a)20℃における水溶解度が5ppm以上である農薬活性成分 0.1〜40重量%、
(b)HLBが10以下で炭素数が20〜150の脂肪酸エステル 0.1〜30重量%、
(c)粘結剤 0.1〜30重量%、および
(d)担体 0.1〜90重量%
を含有することを特徴とする溶出が制御された農薬製剤を提供するものである。
本発明の溶出が制御された農薬製剤における農薬活性成分(a)としては、殺虫剤、殺菌剤、除草剤、植物成長調節剤などの一般に農薬的に活性な成分が包含され、本発明では、このうち、20℃における水溶解度が5ppm以上、特に20ppm以上である水に易溶解性の農薬活性成分が対象となる。
ェノン=4,6−ジメチルピリミジン−2−イルヒドラゾン(一般名フェリムゾン)などが挙げられる。
、一般に0.1〜40重量%、好ましくは0.5〜20重量%の範囲内であることができる。
本発明の溶出が制御された農薬製剤における脂肪酸エステル(b)は、下記の式で示されるHLB値(Hydrophile−Lipophile Balance Value)が10以下、好ましくは6以下で炭素数が20〜150の脂肪酸エステルである。
ここで、HLBは下記のグリフィンの式により算出される値である。
式中、Sはエステルのけん化価を表し、Aは脂肪酸の酸価を表す。
本発明の溶出が制御された農薬製剤における粘結剤(c)としては、例えば、セルロ−ス、メチルセルロ−ス、エチルセルロ−ス、アルギン酸ナトリウム、アルギン酸アンモニウム、アルギン酸プロピレングリコ−ルエステル、ポリビニルアルコ−ル、ポリエチレンオキサイド、ポリエチレングリコ−ル、エチレン・プロピレンブロックポリマ−、ポリアクリル酸ナトリウム、ポリビニルピロリドン、酢酸ビニル樹脂、アクリル酸樹脂、酢酸ビニル・アクリル酸樹脂、エチレン−酢酸ビニル樹脂、メタアクリル酸樹脂、エチレン−アクリル酸樹脂、スチレン−アクリル酸樹脂、レジン樹脂、ウレタン樹脂などが挙げられ、中でも、ポリビニルアルコ−ル、酢酸ビニル樹脂およびエチレン−酢酸ビニル樹脂が好適である。
本発明の溶出が制御された農薬製剤における担体(d)としては、無機担体として、例えば、クレー、ベントナイト、タルク、炭酸カルシウム、炭酸ナトリウム、ジークライト、セリサイト、酸性白土、珪石、珪藻土、軽石、ゼオライト、バーミキュライト、ホワイトカーボン、パーライト、アタパルジャイトなど;有機担体として、例えば、小麦粉、フスマ、米粉、米糠、木粉、セルロース、乳華などが挙げられる。
において通常用いられる造粒法、例えば、押し出し造粒法、転動造粒法、転動流動造粒法、流動層造粒法、圧縮造粒法、攪拌混合造粒法、被覆造粒法、打錠法などにより調製することができる。
(E)−1−(2−クロロ−1,3−チアゾール−5−イルメチル)−3−メチル−2−ニトログアニジン(一般名:クロチアニジン、水溶解度:327ppm/20℃)1.62重量%、ポリオキシエチレンポリオキシプロピレンサルフェート・リグニンスルホン酸・ナフタレンスルホン酸縮合物金属塩配合品1.0重量%、ポリビニルアルコール2.0重量%、酢酸ビニル樹脂エマルション(50%品)6.0重量%およびクレー92.38重量%を混合容器に秤り込み、万能混合機で5分間混合し、この混合物100質量%に対して水13重量%を添加した後、更に5分間混練する。この混練物を1.0mm径のスクリーンを付けたバスケット型造粒機(畑鉄工所株式会社製)で造粒し、整粒後の粒を乾燥し、得られた粒を篩い分け(1.68〜0.50mm)して基粒を得る。この基粒95重量%に加温溶解したショ糖ポリステアリン酸エステル5重量%を吸着させ農薬製剤を得る。
実施例1で得られた基粒95重量%に加温溶解したショ糖ポリステアリン酸エステル5重量%を吸着させ農薬製剤を得る。
実施例1で得られた基粒95重量%に加温溶解したソルビタンモノステアリン酸エステル5重量%を吸着させ農薬製剤を得る。
実施例1で得られた基粒95重量%に加温溶解したソルビタンモノラウリン酸エステル5重量%を吸着させ農薬製剤を得る。
実施例1で得られた基粒95重量%に加温溶解したグリセリンモノステアリン酸エステル5重量%を吸着させ農薬製剤を得る。
実施例1で得られた基粒95重量%に加温溶解したグリセリンモノラウリン酸エステル5重量%を吸着させ農薬製剤を得る。
(E)−1−(2−クロロ−1,3−チアゾール−5−イルメチル)−3−メチル−2−ニトログアニジン(一般名:クロチアニジン、水溶解度:327ppm/20℃)1.62重量%、ポリオキシエチレン-ポリオキシプロピレンサルフェート・リグニンスルホン酸・ナフタレンスルホン酸縮合物金属塩配合品1.0重量%、ポリビニルアルコール2.0重量%、酢酸ビニル樹脂エマルション(50%品)6.0重量%およびクレー92.38重量%を混合容器に秤り込み、万能混合機で5分間混合し、この混合物100質量%に対して水13重量%を添加した後、更に5分間混練する。この混練物を1.0mm径のスクリーンを付けたバスケット型造粒機(畑鉄工所株式会社製)で造粒し、整粒後の粒を乾燥し、得られた粒を篩い分け(1.68〜0.50mm)して農薬製剤を得る。
500mlビーカーに20℃3度硬水250mlを入れ、実施例1〜6および比較例1で調製した農薬製剤各20mgを添加する。24時間後にビーカー中央部から1ml採水する。また、ビーカー中の農薬活性成分を含む溶液を超音波により十分分散させた後、1ml採水する。これら採水した溶液中の農薬活性成分濃度を液体クロマトグラフィーで測定した。測定後、下記の式を用いて水中溶出率を算出した。その結果を表1に示す。
Ct:散布24時間後の農薬活性成分濃度、
Cx:ビーカーごと超音波で十分に分散させた農薬活性成分濃度。
の水中への溶出が抑制されていることは明らかである。
Claims (5)
- (a)20℃における水溶解度が5ppm以上である農薬活性成分 0.1〜40重量%、
(b)HLBが10以下で炭素数が20〜150の脂肪酸エステル 0.1〜30重量%、
(c)セルロ−ス、メチルセルロ−ス、エチルセルロ−ス、アルギン酸ナトリウム、アルギン酸アンモニウム、アルギン酸プロピレングリコ−ルエステル、ポリビニルアルコ−ル、ポリエチレンオキサイド、ポリエチレングリコ−ル、エチレン−プロピレンブロックポリマ−、ポリアクリル酸ナトリウム、ポリビニルピロリドン、酢酸ビニル樹脂、アクリル酸樹脂、酢酸ビニル−アクリル酸樹脂、エチレン−酢酸ビニル樹脂、メタアクリル酸樹脂、エチレン−アクリル酸樹脂、スチレン−アクリル酸樹脂、レジン樹脂およびウレタン樹脂から選ばれる少なくとも1種の粘結剤 0.1〜30重量%、ならびに
(d)担体 0.1〜90重量%
を含有することを特徴とする溶出が制御された農薬製剤。 - 農薬活性成分(a)がクロチアニジンである請求項1に記載の農薬製剤。
- 脂肪酸エステル(b)がショ糖脂肪酸エステル、多価アルコール脂肪酸エステルおよびグリセリン脂肪酸エステルより選ばれる少なくとも1種である請求項1に記載の農薬製剤。
- 脂肪酸エステル(b)がショ糖ポリステアリン酸エステル、ショ糖ジステアリン酸エステル、ショ糖ポリパルミチン酸エステル、ショ糖ポリラウリル酸エステル、ショ糖ポリオレイン酸エステル、ソルビタントリステアリン酸エステル、ソルビタンジステアリン酸エステル、ソルビタンモノステアリン酸エステル、ソルビタントリオレイン酸エステル、ソルビタンモノオレイン酸エステル、グリセリンモノ・ジステアリン酸エステル、グリセリンモノステアリン酸エステル、グリセリンモノ・ジオレイン酸エステル、グリセリンモノオレイン酸エステルおよびグリセリンステアリン酸・オレイン酸エステルより選ばれる少なくとも1種である請求項1に記載の農薬製剤。
- 請求項1〜4のいずれか1項に記載の農薬製剤を水田またはイネ育苗箱に施用することを特徴とする農薬の施用方法。
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