JP5132303B2 - Stabilized agrochemical solid pharmaceutical composition - Google Patents
Stabilized agrochemical solid pharmaceutical composition Download PDFInfo
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- JP5132303B2 JP5132303B2 JP2007333412A JP2007333412A JP5132303B2 JP 5132303 B2 JP5132303 B2 JP 5132303B2 JP 2007333412 A JP2007333412 A JP 2007333412A JP 2007333412 A JP2007333412 A JP 2007333412A JP 5132303 B2 JP5132303 B2 JP 5132303B2
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- 239000007787 solid Substances 0.000 title claims description 24
- 239000003905 agrochemical Substances 0.000 title claims description 20
- 239000008194 pharmaceutical composition Substances 0.000 title description 2
- 239000004927 clay Substances 0.000 claims description 25
- 239000004480 active ingredient Substances 0.000 claims description 19
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 16
- 239000004202 carbamide Substances 0.000 claims description 16
- 150000002334 glycols Chemical class 0.000 claims description 8
- 230000002363 herbicidal effect Effects 0.000 claims description 5
- 230000000844 anti-bacterial effect Effects 0.000 claims description 4
- 239000013022 formulation composition Substances 0.000 claims description 4
- 230000000749 insecticidal effect Effects 0.000 claims description 4
- 239000012868 active agrochemical ingredient Substances 0.000 claims description 2
- 239000004615 ingredient Substances 0.000 claims description 2
- 229940126062 Compound A Drugs 0.000 description 44
- 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 44
- 230000000052 comparative effect Effects 0.000 description 20
- 239000000843 powder Substances 0.000 description 20
- 238000002360 preparation method Methods 0.000 description 20
- -1 glycerin ethers Chemical class 0.000 description 16
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 13
- 229910052500 inorganic mineral Inorganic materials 0.000 description 13
- 239000011707 mineral Substances 0.000 description 13
- 239000008187 granular material Substances 0.000 description 12
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 11
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical class OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 10
- 239000000654 additive Substances 0.000 description 10
- 239000000203 mixture Substances 0.000 description 10
- 239000003921 oil Substances 0.000 description 8
- 235000019198 oils Nutrition 0.000 description 8
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical class CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 7
- 230000000996 additive effect Effects 0.000 description 7
- 238000000034 method Methods 0.000 description 7
- 238000002156 mixing Methods 0.000 description 7
- 239000000126 substance Substances 0.000 description 7
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 6
- 229910000019 calcium carbonate Inorganic materials 0.000 description 5
- 230000000361 pesticidal effect Effects 0.000 description 5
- 238000003860 storage Methods 0.000 description 5
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 4
- 238000013329 compounding Methods 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 238000000354 decomposition reaction Methods 0.000 description 4
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 4
- 239000004503 fine granule Substances 0.000 description 4
- 239000004563 wettable powder Substances 0.000 description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- 239000004606 Fillers/Extenders Substances 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerol Natural products OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- 239000005909 Kieselgur Substances 0.000 description 3
- 239000002202 Polyethylene glycol Substances 0.000 description 3
- 229910021536 Zeolite Inorganic materials 0.000 description 3
- 150000001346 alkyl aryl ethers Chemical class 0.000 description 3
- 239000004067 bulking agent Substances 0.000 description 3
- 229910052570 clay Inorganic materials 0.000 description 3
- 150000001983 dialkylethers Chemical class 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- 235000011187 glycerol Nutrition 0.000 description 3
- 229920001223 polyethylene glycol Polymers 0.000 description 3
- 235000012424 soybean oil Nutrition 0.000 description 3
- 239000003549 soybean oil Substances 0.000 description 3
- 230000006641 stabilisation Effects 0.000 description 3
- 238000011105 stabilization Methods 0.000 description 3
- 239000000454 talc Substances 0.000 description 3
- 229910052623 talc Inorganic materials 0.000 description 3
- LWLJEQHTPVPKSJ-UHFFFAOYSA-N tebufloquin Chemical compound C1=C(C(C)(C)C)C=C2C(OC(=O)C)=C(C)C(C)=NC2=C1F LWLJEQHTPVPKSJ-UHFFFAOYSA-N 0.000 description 3
- 239000010457 zeolite Substances 0.000 description 3
- 239000005995 Aluminium silicate Substances 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 235000012211 aluminium silicate Nutrition 0.000 description 2
- 239000000440 bentonite Substances 0.000 description 2
- 229910000278 bentonite Inorganic materials 0.000 description 2
- 229940092782 bentonite Drugs 0.000 description 2
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 2
- 239000003153 chemical reaction reagent Substances 0.000 description 2
- 239000002552 dosage form Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000000227 grinding Methods 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
- 235000021388 linseed oil Nutrition 0.000 description 2
- 239000000944 linseed oil Substances 0.000 description 2
- 238000004811 liquid chromatography Methods 0.000 description 2
- 238000005065 mining Methods 0.000 description 2
- 239000000575 pesticide Substances 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 229920001451 polypropylene glycol Polymers 0.000 description 2
- 238000010298 pulverizing process Methods 0.000 description 2
- 238000005507 spraying Methods 0.000 description 2
- UCSJYZPVAKXKNQ-HZYVHMACSA-N streptomycin Chemical compound CN[C@H]1[C@H](O)[C@@H](O)[C@H](CO)O[C@H]1O[C@@H]1[C@](C=O)(O)[C@H](C)O[C@H]1O[C@@H]1[C@@H](NC(N)=N)[C@H](O)[C@@H](NC(N)=N)[C@H](O)[C@H]1O UCSJYZPVAKXKNQ-HZYVHMACSA-N 0.000 description 2
- 239000004408 titanium dioxide Substances 0.000 description 2
- VIXCLRUCUMWJFF-KGLIPLIRSA-N (1R,5S)-benzobicyclon Chemical compound CS(=O)(=O)c1ccc(C(=O)C2=C(Sc3ccccc3)[C@H]3CC[C@H](C3)C2=O)c(Cl)c1 VIXCLRUCUMWJFF-KGLIPLIRSA-N 0.000 description 1
- NHOWDZOIZKMVAI-UHFFFAOYSA-N (2-chlorophenyl)(4-chlorophenyl)pyrimidin-5-ylmethanol Chemical compound C=1N=CN=CC=1C(C=1C(=CC=CC=1)Cl)(O)C1=CC=C(Cl)C=C1 NHOWDZOIZKMVAI-UHFFFAOYSA-N 0.000 description 1
- WCXDHFDTOYPNIE-RIYZIHGNSA-N (E)-acetamiprid Chemical compound N#C/N=C(\C)N(C)CC1=CC=C(Cl)N=C1 WCXDHFDTOYPNIE-RIYZIHGNSA-N 0.000 description 1
- PGOOBECODWQEAB-UHFFFAOYSA-N (E)-clothianidin Chemical compound [O-][N+](=O)\N=C(/NC)NCC1=CN=C(Cl)S1 PGOOBECODWQEAB-UHFFFAOYSA-N 0.000 description 1
- CFRPSFYHXJZSBI-DHZHZOJOSA-N (E)-nitenpyram Chemical compound [O-][N+](=O)/C=C(\NC)N(CC)CC1=CC=C(Cl)N=C1 CFRPSFYHXJZSBI-DHZHZOJOSA-N 0.000 description 1
- HOKKPVIRMVDYPB-UVTDQMKNSA-N (Z)-thiacloprid Chemical compound C1=NC(Cl)=CC=C1CN1C(=N/C#N)/SCC1 HOKKPVIRMVDYPB-UVTDQMKNSA-N 0.000 description 1
- BDQWWOHKFDSADC-UHFFFAOYSA-N 2-(2,4-dichloro-3-methylphenoxy)-n-phenylpropanamide Chemical compound C=1C=CC=CC=1NC(=O)C(C)OC1=CC=C(Cl)C(C)=C1Cl BDQWWOHKFDSADC-UHFFFAOYSA-N 0.000 description 1
- LCZVSXRMYJUNFX-UHFFFAOYSA-N 2-[2-(2-hydroxypropoxy)propoxy]propan-1-ol Chemical compound CC(O)COC(C)COC(C)CO LCZVSXRMYJUNFX-UHFFFAOYSA-N 0.000 description 1
- XMTQQYYKAHVGBJ-UHFFFAOYSA-N 3-(3,4-DICHLOROPHENYL)-1,1-DIMETHYLUREA Chemical compound CN(C)C(=O)NC1=CC=C(Cl)C(Cl)=C1 XMTQQYYKAHVGBJ-UHFFFAOYSA-N 0.000 description 1
- 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
- 239000005875 Acetamiprid Substances 0.000 description 1
- XKJMBINCVNINCA-UHFFFAOYSA-N Alfalone Chemical compound CON(C)C(=O)NC1=CC=C(Cl)C(Cl)=C1 XKJMBINCVNINCA-UHFFFAOYSA-N 0.000 description 1
- NXQDBZGWYSEGFL-UHFFFAOYSA-N Anilofos Chemical compound COP(=S)(OC)SCC(=O)N(C(C)C)C1=CC=C(Cl)C=C1 NXQDBZGWYSEGFL-UHFFFAOYSA-N 0.000 description 1
- 239000005730 Azoxystrobin Substances 0.000 description 1
- 239000005472 Bensulfuron methyl Substances 0.000 description 1
- 239000005476 Bentazone Substances 0.000 description 1
- 239000005885 Buprofezin Substances 0.000 description 1
- 239000005888 Clothianidin Substances 0.000 description 1
- 239000004593 Epoxy Substances 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- 239000005896 Etofenprox Substances 0.000 description 1
- 239000005899 Fipronil Substances 0.000 description 1
- 239000005786 Flutolanil Substances 0.000 description 1
- 239000005567 Imazosulfuron Substances 0.000 description 1
- NAGRVUXEKKZNHT-UHFFFAOYSA-N Imazosulfuron Chemical compound COC1=CC(OC)=NC(NC(=O)NS(=O)(=O)C=2N3C=CC=CC3=NC=2Cl)=N1 NAGRVUXEKKZNHT-UHFFFAOYSA-N 0.000 description 1
- 239000005906 Imidacloprid Substances 0.000 description 1
- 239000005573 Linuron Substances 0.000 description 1
- 240000007594 Oryza sativa Species 0.000 description 1
- 235000007164 Oryza sativa Nutrition 0.000 description 1
- KYGZCKSPAKDVKC-UHFFFAOYSA-N Oxolinic acid Chemical compound C1=C2N(CC)C=C(C(O)=O)C(=O)C2=CC2=C1OCO2 KYGZCKSPAKDVKC-UHFFFAOYSA-N 0.000 description 1
- 238000012356 Product development Methods 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- BGNQYGRXEXDAIQ-UHFFFAOYSA-N Pyrazosulfuron-ethyl Chemical group C1=NN(C)C(S(=O)(=O)NC(=O)NC=2N=C(OC)C=C(OC)N=2)=C1C(=O)OCC BGNQYGRXEXDAIQ-UHFFFAOYSA-N 0.000 description 1
- 239000005663 Pyridaben Substances 0.000 description 1
- 235000019484 Rapeseed oil Nutrition 0.000 description 1
- 229940100389 Sulfonylurea Drugs 0.000 description 1
- 239000005940 Thiacloprid Substances 0.000 description 1
- 229930195482 Validamycin Natural products 0.000 description 1
- IXWIAFSBWGYQOE-UHFFFAOYSA-M aluminum;magnesium;oxygen(2-);silicon(4+);hydroxide;tetrahydrate Chemical compound O.O.O.O.[OH-].[O-2].[O-2].[O-2].[O-2].[O-2].[O-2].[O-2].[O-2].[O-2].[O-2].[Mg+2].[Al+3].[Si+4].[Si+4].[Si+4].[Si+4] IXWIAFSBWGYQOE-UHFFFAOYSA-M 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
- 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
- ZOMSMJKLGFBRBS-UHFFFAOYSA-N bentazone Chemical compound C1=CC=C2NS(=O)(=O)N(C(C)C)C(=O)C2=C1 ZOMSMJKLGFBRBS-UHFFFAOYSA-N 0.000 description 1
- CNBGNNVCVSKAQZ-UHFFFAOYSA-N benzidamine Natural products C12=CC=CC=C2C(OCCCN(C)C)=NN1CC1=CC=CC=C1 CNBGNNVCVSKAQZ-UHFFFAOYSA-N 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 229920001400 block copolymer Polymers 0.000 description 1
- PRLVTUNWOQKEAI-VKAVYKQESA-N buprofezin Chemical compound O=C1N(C(C)C)\C(=N\C(C)(C)C)SCN1C1=CC=CC=C1 PRLVTUNWOQKEAI-VKAVYKQESA-N 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- CJZGTCYPCWQAJB-UHFFFAOYSA-L calcium stearate Chemical compound [Ca+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CJZGTCYPCWQAJB-UHFFFAOYSA-L 0.000 description 1
- 235000013539 calcium stearate Nutrition 0.000 description 1
- 239000008116 calcium stearate Substances 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
- IRUJZVNXZWPBMU-UHFFFAOYSA-N cartap Chemical compound NC(=O)SCC(N(C)C)CSC(N)=O IRUJZVNXZWPBMU-UHFFFAOYSA-N 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- ONCZQWJXONKSMM-UHFFFAOYSA-N dialuminum;disodium;oxygen(2-);silicon(4+);hydrate Chemical compound O.[O-2].[O-2].[O-2].[O-2].[O-2].[O-2].[O-2].[O-2].[O-2].[O-2].[O-2].[O-2].[Na+].[Na+].[Al+3].[Al+3].[Si+4].[Si+4].[Si+4].[Si+4] ONCZQWJXONKSMM-UHFFFAOYSA-N 0.000 description 1
- YKBZOVFACRVRJN-UHFFFAOYSA-N dinotefuran Chemical compound [O-][N+](=O)\N=C(/NC)NCC1CCOC1 YKBZOVFACRVRJN-UHFFFAOYSA-N 0.000 description 1
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 125000003700 epoxy group Chemical group 0.000 description 1
- YREQHYQNNWYQCJ-UHFFFAOYSA-N etofenprox Chemical compound C1=CC(OCC)=CC=C1C(C)(C)COCC1=CC=CC(OC=2C=CC=CC=2)=C1 YREQHYQNNWYQCJ-UHFFFAOYSA-N 0.000 description 1
- 229950005085 etofenprox Drugs 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 229940013764 fipronil Drugs 0.000 description 1
- PTCGDEVVHUXTMP-UHFFFAOYSA-N flutolanil Chemical compound CC(C)OC1=CC=CC(NC(=O)C=2C(=CC=CC=2)C(F)(F)F)=C1 PTCGDEVVHUXTMP-UHFFFAOYSA-N 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 230000036571 hydration Effects 0.000 description 1
- 238000006703 hydration reaction Methods 0.000 description 1
- 229940056881 imidacloprid Drugs 0.000 description 1
- YWTYJOPNNQFBPC-UHFFFAOYSA-N imidacloprid Chemical compound [O-][N+](=O)\N=C1/NCCN1CC1=CC=C(Cl)N=C1 YWTYJOPNNQFBPC-UHFFFAOYSA-N 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- UFHLMYOGRXOCSL-UHFFFAOYSA-N isoprothiolane Chemical compound CC(C)OC(=O)C(C(=O)OC(C)C)=C1SCCS1 UFHLMYOGRXOCSL-UHFFFAOYSA-N 0.000 description 1
- PVTHJAPFENJVNC-MHRBZPPQSA-N kasugamycin Chemical compound N[C@H]1C[C@H](NC(=N)C(O)=O)[C@@H](C)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@H](O)[C@@H]1O PVTHJAPFENJVNC-MHRBZPPQSA-N 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 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
- BCTQJXQXJVLSIG-UHFFFAOYSA-N mepronil Chemical compound CC(C)OC1=CC=CC(NC(=O)C=2C(=CC=CC=2)C)=C1 BCTQJXQXJVLSIG-UHFFFAOYSA-N 0.000 description 1
- QCAWEPFNJXQPAN-UHFFFAOYSA-N methoxyfenozide Chemical compound COC1=CC=CC(C(=O)NN(C(=O)C=2C=C(C)C=C(C)C=2)C(C)(C)C)=C1C QCAWEPFNJXQPAN-UHFFFAOYSA-N 0.000 description 1
- 239000004570 mortar (masonry) Substances 0.000 description 1
- 229940079888 nitenpyram Drugs 0.000 description 1
- 229960000321 oxolinic acid Drugs 0.000 description 1
- 229910052625 palygorskite Inorganic materials 0.000 description 1
- JZPKLLLUDLHCEL-UHFFFAOYSA-N pentoxazone Chemical compound O=C1C(=C(C)C)OC(=O)N1C1=CC(OC2CCCC2)=C(Cl)C=C1F JZPKLLLUDLHCEL-UHFFFAOYSA-N 0.000 description 1
- 229920000647 polyepoxide 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
- DWFZBUWUXWZWKD-UHFFFAOYSA-N pyridaben Chemical compound C1=CC(C(C)(C)C)=CC=C1CSC1=C(Cl)C(=O)N(C(C)(C)C)N=C1 DWFZBUWUXWZWKD-UHFFFAOYSA-N 0.000 description 1
- 229920005604 random copolymer Polymers 0.000 description 1
- 235000009566 rice Nutrition 0.000 description 1
- 229940080314 sodium bentonite Drugs 0.000 description 1
- 229910000280 sodium bentonite Inorganic materials 0.000 description 1
- 229960005322 streptomycin Drugs 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- YROXIXLRRCOBKF-UHFFFAOYSA-N sulfonylurea Chemical class OC(=N)N=S(=O)=O YROXIXLRRCOBKF-UHFFFAOYSA-N 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 125000004305 thiazinyl group Chemical group S1NC(=CC=C1)* 0.000 description 1
- DQJCHOQLCLEDLL-UHFFFAOYSA-N tricyclazole Chemical compound CC1=CC=CC2=C1N1C=NN=C1S2 DQJCHOQLCLEDLL-UHFFFAOYSA-N 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- ZSDSQXJSNMTJDA-UHFFFAOYSA-N trifluralin Chemical compound CCCN(CCC)C1=C([N+]([O-])=O)C=C(C(F)(F)F)C=C1[N+]([O-])=O ZSDSQXJSNMTJDA-UHFFFAOYSA-N 0.000 description 1
- JARYYMUOCXVXNK-IMTORBKUSA-N validamycin Chemical compound N([C@H]1C[C@@H]([C@H]([C@H](O)[C@H]1O)O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)CO)[C@H]1C=C(CO)[C@H](O)[C@H](O)[C@H]1O JARYYMUOCXVXNK-IMTORBKUSA-N 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- FJBGIXKIXPUXBY-UHFFFAOYSA-N {2-[3-(4-chlorophenyl)propyl]-2,4,4-trimethyl-1,3-oxazolidin-3-yl}(imidazol-1-yl)methanone Chemical compound C1=CN=CN1C(=O)N1C(C)(C)COC1(C)CCCC1=CC=C(Cl)C=C1 FJBGIXKIXPUXBY-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Agricultural Chemicals And Associated Chemicals (AREA)
Description
本発明は、（ａ）有効成分化合物（4−アセトキシ−6−tert−ブチル−2，3−ジメチル−8−フルオロキノリン）が安定化された農薬固形製剤組成物、又は、農薬固形製剤に関する。 The present invention relates to (a) an agrochemical solid formulation composition or an agrochemical solid formulation in which an active ingredient compound (4-acetoxy-6-tert-butyl-2,3-dimethyl-8-fluoroquinoline) is stabilized.
農薬固形製剤は有効成分、増量剤、物理性改良剤（流動化剤、ドリフト防止剤、分散剤、湿潤剤）、結合剤等の補助剤を基本組成として、粉剤、顆粒水和剤、水和剤、微粒剤Fまたは粒剤といった剤形に製剤化される。農薬固形製剤に通常用いられる鉱物質担体は、増量剤として用いられ、例えばクレー、タルク、炭酸カルシウム、珪藻土、ゼオライト、ベントナイト、酸性白土、活性白土、アタパルガスクレー、ホワイトカーボン、二酸化チタン等が挙げられる。
農薬として、少量の有効成分を広い圃場に的確かつ経済的に施用するためには、有効成分に適した剤形と担体として用いる増量剤の選択が重要である。一般的には、増量剤として鉱物質が用いられ、中でもクレーが広く使用されている。
しかしながら、増量剤としてクレーを選択して調製した（ａ）有効成分化合物（4−アセトキシ−6−tert−ブチル−2，3−ジメチル−8−フルオロキノリン）（以下、化合物Ａと表記する）を含有する農薬固形製剤組成物を保存すると有効成分は、経時的に分解が著しく、商品開発上の問題が生じた。したがって、化合物Ａの保存安定性の優れた製剤技術が求められた。とりわけ、化合物Ａと鉱物質担体との配合において保存安定性／接触安定性の優れた製剤が求められている。
安定化を向上させるために、従来の技術として以下の文献が開示されている。エポキシ化油との配合に関しては特許文献１、２（特開平08-104603、特開昭63-23806）が開示されている。しかし、活性成分がスルホニルウレア系除草活性成分であり、本願の化合物Ａとは構造的にも物性面でも異なり、また化合物Ａへの利用の示唆もない。また、特許文献３（特開2003-292409）においては多価アルコールによる安定化の開示がある。先と同じく、有効成分がシメコナゾールであり本願化合物Ａとは構造的にも物性面でも異なり、化合物Ａへの利用の示唆もない。また、いずれも尿素を添加剤とし用いることの示唆もない。尿素については、化合物Ａを始め、有効成分と鉱物質との配合の保存安定化／接触安定化を目的として、尿素を添加した農薬固形製剤の配合については開示されていない。
As a pesticide, in order to apply a small amount of an active ingredient accurately and economically to a wide field, it is important to select a dosage form suitable for the active ingredient and a bulking agent used as a carrier. In general, mineral substances are used as extenders, and clay is widely used.
However, (a) an active ingredient compound (4-acetoxy-6-tert-butyl-2,3-dimethyl-8-fluoroquinoline) (hereinafter referred to as Compound A) prepared by selecting clay as an extender When the contained agricultural chemical solid preparation composition was preserved, the active ingredient was significantly degraded over time, resulting in problems in product development. Therefore, a preparation technique of Compound A having excellent storage stability has been demanded. In particular, a preparation having excellent storage stability / contact stability in compounding of Compound A and a mineral carrier is required.
In order to improve stabilization, the following documents are disclosed as conventional techniques. Regarding blending with epoxidized oil, Patent Documents 1 and 2 (JP 08-104603, JP 63-23806) are disclosed. However, the active ingredient is a sulfonylurea herbicidal active ingredient, which is structurally and physically different from the compound A of the present application, and there is no suggestion of use for the compound A. Patent Document 3 (Japanese Patent Laid-Open No. 2003-292409) discloses stabilization by a polyhydric alcohol. As before, the active ingredient is cimeconazole, which differs from the present compound A in terms of structure and physical properties, and there is no suggestion of its use for compound A. Neither suggests using urea as an additive. With respect to urea, there is no disclosure of the compounding of the agrochemical solid preparation to which urea is added for the purpose of storage stability / contact stabilization of the compounding of the active ingredient and mineral, including Compound A.
前記化合物Ａの安定化された農薬固形製剤組成物、及び、農薬固形製剤を提供することを目的としている。 An object of the present invention is to provide a stabilized agricultural chemical solid preparation composition of the compound A and an agricultural chemical solid preparation.
本発明者等はこの様な状況に鑑み、鋭意検討した結果、化合物Ａと増量剤（とりわけ鉱物質）及び、特定の添加剤とともに配合することにより化合物Ａの活性軽減をきたすことなく、保存安定性／接触安定性の優れた、化合物Ａの安定化された農薬固形製剤組成物、及び、農薬固形製剤を見出すことができた。
本発明は、（ａ）化合物A、及び、（ｂ）鉱物質担体と、（ｃ）尿素、グリコール類又はその誘導体、エポキシ化油のうちから選ばれる少なくとも1種の添加剤を含有することを特徴とする農薬固形製剤組成物を提供するものである。また、前記農薬固形製剤が粉剤、水和剤、顆粒水和剤、微粒剤Fまたは粒剤である。さらに、前記において、（ａ）化合物A以外の殺菌成分、殺虫成分、又は、除草成分の有効成分化合物をさらに含有する農薬固形製剤である。
As a result of intensive studies in view of such circumstances, the present inventors have found that compound A, a filler (particularly mineral), and a specific additive are blended with a specific additive to reduce the activity of compound A without reducing the activity. The stabilized pesticidal solid formulation composition of Compound A and the pesticidal solid formulation were found to have excellent property / contact stability.
The present invention contains (a) compound A and (b) a mineral carrier, and (c) at least one additive selected from urea, glycols or derivatives thereof, and epoxidized oil. A pesticide solid pharmaceutical composition is provided. The agrochemical solid preparation is a powder, a wettable powder, a granular wettable powder, a fine granule F or a granule. Further, in the above, (a) an agrochemical solid preparation further containing an active ingredient compound other than the compound A, such as a bactericidal component, an insecticidal component, or a herbicidal component.
（ａ）有効成分である化合物Ａと、増量剤である（ｂ）鉱物質、及び、（ｃ）添加剤とともに配合することにより、化合物Ａの保存安定性／接触安定性の優れた農薬固形製剤組成物を見出すことができた。さらには、（ｃ）の添加剤として尿素を用いることでさらに安定性が向上することも見出した。
(A) Compound A which is an active ingredient, (b) Mineral substance which is a bulking agent, and (c) An agrochemical solid preparation having excellent storage stability / contact stability of Compound A by blending with additive A composition could be found. Furthermore, it has also been found that the stability is further improved by using urea as an additive of (c).
本発明は、（ａ）化合物Ａ、及び、（ｂ）鉱物質担体を含有する農薬固形製剤組成物に、（ｃ）添加剤である尿素、グリコール類、又は、その誘導体、及び／又は、エポキシ化油から選ばれる１種以上の添加剤を併用することを特徴とする農薬固形製剤を提供することを目的としている。
本発明において、（ａ）有効成分である化合物Ａは、（4−アセトキシ−6−tert−ブチル−2，3−ジメチル−8−フルオロキノリン）である。化合物Ａの含有量は粉剤、微粒剤F及び粒剤で０．１ 〜 ５ 重量部、水和剤及び顆粒水和剤で１ 〜６０ 重量部であるが、これに限定されるものではない。
The present invention provides (a) compound A and (b) an agrochemical solid preparation composition containing a mineral carrier, (c) urea, glycols, or derivatives thereof, and / or epoxies as additives. It aims at providing the agricultural chemical solid formulation characterized by using together 1 or more types of additives chosen from a chemical oil.
In the present invention, (a) Compound A as an active ingredient is (4-acetoxy-6-tert-butyl-2,3-dimethyl-8-fluoroquinoline). The content of Compound A is 0.1 to 5 parts by weight for powders, fine granules F and granules, and 1 to 60 parts by weight for wettable powders and granular wettable powders, but is not limited thereto.
用いられる（ｂ）鉱物質とはクレー、タルク、炭酸カルシウム、珪藻土、ゼオライト、ベントナイト、酸性白土、活性白土、アタパルガスクレー、ホワイトカーボン、二酸化チタン等が挙げられる。好ましくは、クレー、炭酸カルシウム、ゼオライト、ホワイトカーボンなどが挙げられる。鉱物質は１種または２種以上を組み合わせて用いることが出来る。例えば、クレーと前記鉱物質の組み合わせ、好ましくはクレーとホワイトカーボンなどが挙げられるがこれに限定されるものではない。
鉱物質の含有量は粉剤、微粒剤F及び粒剤で５０ 〜９９ 重量部、水和剤及び顆粒水和剤で３０ 〜９５ 重量部である。
Examples of the mineral (b) used include clay, talc, calcium carbonate, diatomaceous earth, zeolite, bentonite, acid clay, activated clay, attapulgus clay, white carbon, titanium dioxide and the like. Preferably, clay, calcium carbonate, zeolite, white carbon and the like are used. Mineral substances can be used alone or in combination of two or more. Examples include, but are not limited to, a combination of clay and the mineral material, preferably clay and white carbon.
The mineral content is 50 to 99 parts by weight for powders, fine granules F and granules, and 30 to 95 parts by weight for wettable powders and granular wettable powders.
（ｃ）添加剤としては、尿素、グリコール類またはその誘導体、エポキシ化油などが挙げられる。好ましくは尿素である。尿素は、製造面、コスト面、及び、操作性が良いことからも好ましい。また、１）尿素とグリコール類またはその誘導体、２）尿素とエポキシ化油、３）尿素、グリコール類またはその誘導体とエポキシ化油などの組み合わせも好ましいが、これに限定されるものではない。
用いられる添加剤の含有量は、通常、製剤中に０．１ 〜５０ 重量部、好ましくは０．２ 〜２０ 重量部である。
(C) Examples of additives include urea, glycols or derivatives thereof, and epoxidized oil. Preferably it is urea. Urea is preferable from the viewpoints of production, cost, and operability. In addition, a combination of 1) urea and glycols or derivatives thereof, 2) urea and epoxidized oil, 3) urea, glycols or derivatives thereof and epoxidized oil is preferable, but is not limited thereto.
The content of the additive to be used is usually 0.1 to 50 parts by weight, preferably 0.2 to 20 parts by weight in the preparation.
グリコール類またはその誘導体としては、エチレングリコール、ジエチレングリコール、トリエチレングリコール、ポリエチレングリコール、これらのモノアルキルエーテル、ジアルキルエーテル、グリセリンエーテル等のエチレングリコール誘導体が挙げられる。又、プロピレングリコール、ジプロピレングリコール、トリプロピレングリコール、ポリプロピレングリコール、これらのモノアルキルエーテル、ジアルキルエーテル、グリセリンエーテル等のプロピレングリコール誘導体、或いは、エチレンオキサイドとプロピレンオキサイドのブロック共重合体、ランダム共重合体、それらのモノアルキルエーテル、ジアルキルエーテル、グリセリンエーテル等のヒドロキシアルキルエーテル等を挙げることができる。好ましくは、エチレングリコール、ポリエチレングリコール、プロピレングリコール、ポリプロピレングリコール、及び、エチレングリコール、ジエチレングリコール、トリエチレングリコール、ポリエチレングリコールのモノアルキルエーテルなどが挙げられる。
用いられるグリコール類またはその誘導体は、通常、製剤中に０．１ 〜３ 重量部であり、好ましくは０．１ 〜１ 重量部である。
Examples of glycols or derivatives thereof include ethylene glycol derivatives such as ethylene glycol, diethylene glycol, triethylene glycol, polyethylene glycol, monoalkyl ethers, dialkyl ethers, and glycerin ethers thereof. Also, propylene glycol derivatives such as propylene glycol, dipropylene glycol, tripropylene glycol, polypropylene glycol, their monoalkyl ethers, dialkyl ethers and glycerin ethers, or block copolymers and random copolymers of ethylene oxide and propylene oxide And hydroxyalkyl ethers such as those monoalkyl ethers, dialkyl ethers and glycerin ethers. Preferably, ethylene glycol, polyethylene glycol, propylene glycol, polypropylene glycol, ethylene glycol, diethylene glycol, triethylene glycol, monoalkyl ether of polyethylene glycol, and the like can be used.
The glycols or derivatives thereof used are usually 0.1 to 3 parts by weight, preferably 0.1 to 1 part by weight in the preparation.
エポキシ化油としては、エポキシ化大豆油、エポキシ化アマニ油、エポキシ化菜種油等のエポキシ化植物油が挙げられる。好ましくは、エポキシ化大豆油、エポキシ化アマニ油などである。
用いられるエポキシ化油は、通常、製剤中に０．１ 〜３ 重量部、好ましくは０．１ 〜１ 重量部である。
Examples of the epoxidized oil include epoxidized vegetable oils such as epoxidized soybean oil, epoxidized linseed oil, and epoxidized rapeseed oil. Preferred are epoxidized soybean oil and epoxidized linseed oil.
The epoxidized oil to be used is usually 0.1 to 3 parts by weight, preferably 0.1 to 1 part by weight in the preparation.
本発明の農薬固形製剤は、必要に応じて、化合物Ａ以外の農薬活性成分を1種またはそれ以上含有できる。農薬活性成分としては、化合物Ａと同様、水稲用に処理が可能なものが望ましく、殺菌成分、殺虫成分及び除草成分のいずれであってもよい。このような化合物としては、次のようなものを挙げることができるが、これらに限定されるものではない。 The pesticidal solid preparation of the present invention can contain one or more pesticidal active ingredients other than Compound A, if necessary. As the pesticidal active ingredient, those that can be treated for paddy rice are desirable, as in Compound A, and any of a bactericidal component, an insecticidal component, and a herbicidal component may be used. Examples of such compounds include, but are not limited to, the following.
殺菌成分としては、例えば、イソプロチオラン、ピロキロン、トリシクラゾール、カルプロパミド、ジクロシメット、フェノキサニル、カスガマイシン、オキソリニック酸、ストレプトマイシン、フェリムゾン、フサライド、アゾキシストロビン、メトミノストロビン、オリザストロビン、チフルザミド、フラメトピル、フルトラニル、ペンシクロン、フェナリモル、シメコナゾール、オキスポコナゾール、チアジニル、アシベンゾラル-Ｓ-メチル又はプロベナゾール、バリダマイシン、ジクロメジン、又は、メプロニル等を挙げることができる。 Examples of the bactericidal component include isoprothiolane, pyroxylone, tricyclazole, carpropamide, diclocimet, phenoxanyl, kasugamycin, oxolinic acid, streptomycin, ferrimzone, fusalide, azoxystrobin, methinostrobin, oryzatrobin, tifluzamide, fluratopyr, flutolanil, pencyclon , Fenarimol, cimeconazole, oxpoconazole, thiazinyl, acibenzoral-S-methyl or probenazole, validamycin, dichromedin, or mepronil.
殺虫成分としては、ジノテフラン、エトフェンプロックス、エチプロール、クロチアニジン、シラフルオフェン、ピリダベン、イミダクロプリド、チアクロプリド、アセタミプリド、チオメトキサム、ニテンピラム、フィプロニル、カルタップ、ブプロフェジン、メトキシフェノジド、ベンフラカルブ、ベンスルタップ、マラソン、フェニトロチオン、BPMC又はスピノシン等を挙げることができる。 Examples of insecticidal components include dinotefuran, etofenprox, etiprole, clothianidin, silafluophene, pyridaben, imidacloprid, thiacloprid, acetamiprid, thiomethoxam, nitenpyram, fipronil, cartap, buprofezin, methoxyphenozide, benfurtalbone, bensulfapon, marsone BP Can be mentioned.
除草成分としては、メフェナセット、ダイムロン、ベンタゾン、プロメトリン、ベンスルフロンメチル、ピラゾスルフロンエチル、イマゾスルフロン、シハロホップブチル、オキサジクロメホン、フェントラザミド、クロメプロップ、アニロホス、ベンゾビシクロン、カフェンストロール、ペントキサゾン、インダノファン、DCMU、リニュロン、又は、トリフルラリン等を挙げることができる。 As herbicidal ingredients, mefenacet, dimelon, bentazone, promethrin, bensulfuron methyl, pyrazosulfuron ethyl, imazosulfuron, cyhalohop butyl, oxadichrome mephon, fentolazamide, clomeprop, anilophos, benzobicyclon, fenfentrol, pentoxazone, indanophan, DCMU, linuron Or trifluralin and the like.
本発明において、製剤の調製方法は、混合、粉砕工程が基本である。混合工程において、各成分の添加順序は特に限定されるものではないが、例えばＡ法：化合物Ａ、クレー及び尿素から成る固体成分を混合、粉砕しておき、そこに別途調製しておいた液体成分他の残部を混合する方法、Ｂ法：全ての成分を一括混合し、粉砕する方法がある。
本発明において、粉剤、微粒剤F及び粒剤では有効成分含有量が低いため、農薬活性成分である原体を濃粉として調製し、混合効率よく添加する方法を採用してもよい。
用いられる粉砕機は、通常、農薬活性成分の粉砕に用いられる粉砕機であれば、特に限定されるものではないが、例えば、ハンマーミルやジェットミルである。
本発明の農薬固形製剤としては、粉剤、水和剤、顆粒水和剤、微粒剤Fまたは粒剤が挙げられる。粉剤、DL粉剤、粒剤及び微粒剤Fは、そのまま直接散布により施用し、顆粒水和剤及び水和剤は水で任意の割合に希釈し、懸濁液散布により施用する。
In the present invention, the preparation method of the preparation is basically a mixing and pulverization process. In the mixing step, the order of addition of each component is not particularly limited. For example, Method A: a solid component composed of Compound A, clay and urea, mixed and pulverized, and separately prepared liquid there A method of mixing the other components and the other, Method B: There is a method in which all the components are mixed and pulverized.
In the present invention, since the active ingredient content is low in the powder, fine granule F and granule, a method of preparing the active ingredient as an agrochemical active ingredient as a thick powder and adding it with high mixing efficiency may be adopted.
The grinder to be used is not particularly limited as long as it is a grinder generally used for grinding active ingredients of agricultural chemicals, and is, for example, a hammer mill or a jet mill.
Examples of the agrochemical solid preparation of the present invention include powders, wettable powders, granular wettable powders, fine granules F or granules. The powder, DL powder, granule and fine granule F are applied directly by spraying, and the granule wettable powder and wettable powder are diluted with water to an arbitrary ratio and applied by suspension spraying.
以下に実施例、比較例及び試験例を具体的に記載するが、本発明はこれらに限定されるものではない。 Examples, Comparative Examples and Test Examples are specifically described below, but the present invention is not limited to these.
実施例１〜１４につき、下記表１に記載した配合成分及び比率で、混合粉砕することにより農薬固形製剤組成物を得た。 About Examples 1-14, the agrochemical solid formulation composition was obtained by carrying out mixing grinding | pulverization by the compounding component and ratio which were described in following Table 1.
実施例１５
ＤＬクレー（浅田製粉社製）８７．５重量部、粉砕処理した尿素０．５重量部、エポキシ化大豆油（商品名ニューカルゲン800，竹本油脂社製）０．３重量部、炭酸カルシウム１０．０重量部及びホワイトカーボン（商品名カープレックス＃80Ｄ，デグサジャパン社製）０．１重量部をカッターミキサーで混合した。これに粉砕処理した化合物A１．６重量部を添加し、カッターミキサー及びV型混合機で混合し、粉剤を得た。
Example 15
DL clay (manufactured by Asada Flour Mills) 87.5 parts by weight, pulverized urea 0.5 parts by weight, epoxidized soybean oil (trade name New Calgen 800, manufactured by Takemoto Yushi Co., Ltd.) 0.3 parts by weight, calcium carbonate 10. 0 part by weight and 0.1 part by weight of white carbon (trade name Carplex # 80D, manufactured by Degussa Japan) were mixed with a cutter mixer. 1.6 parts by weight of the pulverized compound A was added thereto and mixed with a cutter mixer and a V-type mixer to obtain a powder.
比較例１
化合物Ａ・・・2重量部
クレー（ＤＬクレー，浅田製粉社製）・・・98重量部
比較例２
化合物Ａ・・・2重量部
クレー（ＤＬクレー，フバサミクレー社製）・・・98重量部
比較例３
化合物Ａ・・・2重量部
クレー（一般クレー，トドロキ産業社製）・・・98重量部
比較例４
化合物Ａ・・・2重量部
タルク（局方品グレード，宮澤薬品社製）・・・98重量部
比較例５
化合物Ａ・・・2重量部
炭酸カルシウム（試薬グレード，純正化学社製）・・・98重量部
比較例６
化合物Ａ・・・2重量部
ナトリウムベントナイト（商品名クニゲルＶ1，クニミネ鉱業社製）・・・98重量部
比較例７
化合物Ａ・・・2重量部
ホワイトカーボン（商品名カープレックス＃1120，デグサジャパン社製）・・・98重量部
比較例８
化合物Ａ・・・2重量部
ホワイトカーボン（商品名カープレックス＃80，デグサジャパン社製）・・・98重量部
比較例９
化合物Ａ・・・2重量部
ステアリン酸カルシウム（試薬グレード，和光純薬工業社製）・・・98重量部
比較例１０
化合物Ａ・・・2重量部
アタパルジャイト（商品名アタゲル＃50，エンゲルハード社製）・・・98重量部
比較例１１
化合物Ａ・・・1重量部
カオリン（商品名カオリンASP400P，エンゲルハード社製）・・・99重量部
比較例１２
化合物Ａ・・・1重量部
活性白土（商品名ニッカナイトS-200，日本活性白土社製）・・・99重量部
比較例１３
化合物Ａ・・・1重量部
牡蠣殻粉（セイコー産業社）・・・99重量部
比較例１４
化合物Ａ・・・1重量部
クレー（ＤＬクレー，昭和鉱業社製）・・・99重量部
比較例１５
化合物Ａ・・・1重量部
珪藻土（商品名ラジオライト＃500，昭和化学工業社製）・・・99重量
比較例１６
化合物Ａ・・・1重量部
シルト（シルト＃500，丸中白土社製）・・・99重量部
上記に記載したそれぞれの鉱物質担体に化合物Ａを添加し、乳鉢内で混合粉砕することにより農薬固形製剤組成物を得た。
Comparative Example 1
Compound A: 2 parts by weight clay (DL clay, manufactured by Asada Flour Mills): 98 parts by weight
Comparative Example 2
Compound A: 2 parts by weight Clay (DL clay, manufactured by Fubasami Clay): 98 parts by weight
Comparative Example 3
Compound A: 2 parts by weight Clay (General clay, manufactured by Todoroki Sangyo Co., Ltd.): 98 parts by weight
Comparative Example 4
Compound A ... 2 parts by weight Talc (Pharmacopoeia grade, manufactured by Miyazawa Pharmaceutical) ... 98 parts by weight
Comparative Example 5
Compound A: 2 parts by weight Calcium carbonate (reagent grade, manufactured by Junsei Co., Ltd.): 98 parts by weight
Comparative Example 6
Compound A: 2 parts by weight sodium bentonite (trade name Kunigel V1, manufactured by Kunimine Mining) 98 parts by weight
Comparative Example 7
Compound A: 2 parts by weight white carbon (trade name Carplex # 1120, manufactured by Degussa Japan): 98 parts by weight
Comparative Example 8
Compound A: 2 parts by weight white carbon (trade name Carplex # 80, manufactured by Degussa Japan): 98 parts by weight
Comparative Example 9
Compound A: 2 parts by weight calcium stearate (reagent grade, manufactured by Wako Pure Chemical Industries, Ltd.) ... 98 parts by weight
Comparative Example 10
Compound A: 2 parts by weight attapulgite (trade name: Atagel # 50, manufactured by Engelhard): 98 parts by weight
Comparative Example 11
Compound A: 1 part by weight Kaolin (trade name: Kaolin ASP400P, manufactured by Engelhard) 99 parts by weight
Comparative Example 12
Compound A: 1 part by weight activated clay (trade name: Nikkanite S-200, manufactured by Nippon Activated Soil Co., Ltd.): 99 parts by weight
Comparative Example 13
Compound A ... 1 part by weight Oyster shell powder (Seiko Sangyo) ... 99 parts by weight
Comparative Example 14
Compound A: 1 part by weight Clay (DL clay, manufactured by Showa Mining) 99 parts by weight
Comparative Example 15
Compound A ... 1 part by weight Diatomaceous earth (trade name Radiolite # 500, Showa Chemical Industry Co., Ltd.) ... 99 weights
Comparative Example 16
Compound A: 1 part by weight Silt (Silt # 500, manufactured by Marunaka Shirato) 99 parts by weight
The compound A was added to each mineral substance carrier described above and mixed and ground in a mortar to obtain a solid agricultural chemical composition.
試験例１ 経時変化１
実施例１〜１４及び比較例１〜１７で調製した農薬固形製剤組成物を各々ガラス容器に入れ、４０℃、相対湿度７５％で２週間 〜２箇月間保存した。化合物Ａの含量を液体クロマトグラフィーにより求め、分解率を算出し、その結果を表２に示した。実施例１〜１４は、比較例１〜１７に比べ、化合物Aの分解が格段に抑えられていた。
Test Example 1 Change with time 1
The agricultural chemical solid preparation compositions prepared in Examples 1 to 14 and Comparative Examples 1 to 17 were each put in a glass container and stored at 40 ° C. and a relative humidity of 75% for 2 weeks to 2 months. The content of Compound A was determined by liquid chromatography, the decomposition rate was calculated, and the results are shown in Table 2. In Examples 1 to 14, decomposition of Compound A was significantly suppressed as compared with Comparative Examples 1 to 17.
試験例２ 経時変化２
実施例１５で製造した粉剤をクラフト加工紙袋に入れ、５０℃で１箇月間、４０℃、相対湿度７５％で１〜２箇月間及び２５℃、相対湿度６０％で３箇月間保存した。化合物Ａの含量を液体クロマトグラフィーにより求め、分解率を算出し、その結果を表３に示した。実施例１５は全ての比較例に比べ、化合物Ａの分解が格段に抑えられており、保存安定性の優れた粉剤であった。
Test Example 2 Change over time 2
The powder produced in Example 15 was placed in a kraft-processed paper bag and stored at 50 ° C. for 1 month, 40 ° C., 75% relative humidity for 1 to 2 months, and 25 ° C., relative humidity 60% for 3 months. The content of Compound A was determined by liquid chromatography, the decomposition rate was calculated, and the results are shown in Table 3. In Example 15, compared with all Comparative Examples, the decomposition of Compound A was remarkably suppressed, and the powder was excellent in storage stability.
Claims (2)
Is effective components in addition to 4-acetoxy -6-tert-butyl-2,3-dimethyl-8-Furuorokinori down, bactericidal component, of further comprising claim 1, wherein the agrochemical active ingredient of insecticidal ingredients or herbicidal component Agrochemical solid formulation composition.
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| US7832566B2 (en) | 2002-05-24 | 2010-11-16 | Biomet Biologics, Llc | Method and apparatus for separating and concentrating a component from a multi-component material including macroparticles |
| US20060278588A1 (en) | 2002-05-24 | 2006-12-14 | Woodell-May Jennifer E | Apparatus and method for separating and concentrating fluids containing multiple components |
| US7845499B2 (en) | 2002-05-24 | 2010-12-07 | Biomet Biologics, Llc | Apparatus and method for separating and concentrating fluids containing multiple components |
| US8567609B2 (en) | 2006-05-25 | 2013-10-29 | Biomet Biologics, Llc | Apparatus and method for separating and concentrating fluids containing multiple components |
| US8328024B2 (en) | 2007-04-12 | 2012-12-11 | Hanuman, Llc | Buoy suspension fractionation system |
| JP5479319B2 (en) | 2007-04-12 | 2014-04-23 | バイオメット・バイオロジックス・リミテッド・ライアビリティ・カンパニー | Buoy suspension fractionation system |
| WO2009108890A1 (en) | 2008-02-27 | 2009-09-03 | Biomet Biologics, Llc | Methods and compositions for delivering interleukin-1 receptor antagonist |
| WO2009111338A1 (en) | 2008-02-29 | 2009-09-11 | Biomet Manufacturing Corp. | A system and process for separating a material |
| US20110015074A1 (en) * | 2009-07-20 | 2011-01-20 | Carlton Stephen Seckinger | Stabilized herbicidal formulations and methods of use |
| WO2011071026A1 (en) * | 2009-12-09 | 2011-06-16 | 明治製菓株式会社 | Stabilized composition for aqueous suspension agricultural chemical |
| US8591391B2 (en) | 2010-04-12 | 2013-11-26 | Biomet Biologics, Llc | Method and apparatus for separating a material |
| US9642956B2 (en) | 2012-08-27 | 2017-05-09 | Biomet Biologics, Llc | Apparatus and method for separating and concentrating fluids containing multiple components |
| US10143725B2 (en) | 2013-03-15 | 2018-12-04 | Biomet Biologics, Llc | Treatment of pain using protein solutions |
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| US9758806B2 (en) | 2013-03-15 | 2017-09-12 | Biomet Biologics, Llc | Acellular compositions for treating inflammatory disorders |
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| US20140271589A1 (en) | 2013-03-15 | 2014-09-18 | Biomet Biologics, Llc | Treatment of collagen defects using protein solutions |
| US9937445B2 (en) | 2014-03-27 | 2018-04-10 | Biomet Biologics, Llc | System and method for separating a fraction |
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| JPS5718605A (en) * | 1980-07-07 | 1982-01-30 | Kumiai Chem Ind Co Ltd | Stable insecticidal composition |
| JPS63275505A (en) * | 1987-05-02 | 1988-11-14 | Mikasa Kagaku Kogyo Kk | Stable agricultural chemical dust |
| JP3509159B2 (en) * | 1993-12-21 | 2004-03-22 | 大日本除蟲菊株式会社 | Agricultural and horticultural solid preparations |
| JPH08104603A (en) * | 1994-10-07 | 1996-04-23 | Nissan Chem Ind Ltd | Stabilized solid agrochemical preparation |
| JP3839513B2 (en) * | 1996-02-09 | 2006-11-01 | クミアイ化学工業株式会社 | Compound hydrating herbicidal composition |
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