JP5180187B2 - アゾキシストロビン製剤 - Google Patents
アゾキシストロビン製剤 Download PDFInfo
- Publication number
- JP5180187B2 JP5180187B2 JP2009503230A JP2009503230A JP5180187B2 JP 5180187 B2 JP5180187 B2 JP 5180187B2 JP 2009503230 A JP2009503230 A JP 2009503230A JP 2009503230 A JP2009503230 A JP 2009503230A JP 5180187 B2 JP5180187 B2 JP 5180187B2
- Authority
- JP
- Japan
- Prior art keywords
- microemulsion
- azoxystrobin
- water
- propiconazole
- amount
- 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.)
- Active
Links
- 239000005730 Azoxystrobin Substances 0.000 title claims description 69
- 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 title claims description 69
- 238000002360 preparation method Methods 0.000 title claims description 6
- 239000004530 micro-emulsion Substances 0.000 claims description 113
- 239000000203 mixture Substances 0.000 claims description 60
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 44
- 239000005822 Propiconazole Substances 0.000 claims description 35
- STJLVHWMYQXCPB-UHFFFAOYSA-N propiconazole Chemical compound O1C(CCC)COC1(C=1C(=CC(Cl)=CC=1)Cl)CN1N=CN=C1 STJLVHWMYQXCPB-UHFFFAOYSA-N 0.000 claims description 35
- 239000002904 solvent Substances 0.000 claims description 30
- 239000004094 surface-active agent Substances 0.000 claims description 27
- 239000000839 emulsion Substances 0.000 claims description 26
- 239000012141 concentrate Substances 0.000 claims description 25
- 239000003995 emulsifying agent Substances 0.000 claims description 21
- 238000000034 method Methods 0.000 claims description 19
- 238000010790 dilution Methods 0.000 claims description 15
- 239000012895 dilution Substances 0.000 claims description 15
- 125000002947 alkylene group Chemical group 0.000 claims description 13
- 239000000575 pesticide Substances 0.000 claims description 13
- 239000003795 chemical substances by application Substances 0.000 claims description 10
- 239000004359 castor oil Substances 0.000 claims description 9
- 235000019438 castor oil Nutrition 0.000 claims description 9
- 238000007865 diluting Methods 0.000 claims description 9
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 claims description 9
- 239000002736 nonionic surfactant Substances 0.000 claims description 8
- 239000002245 particle Substances 0.000 claims description 8
- 239000012872 agrochemical composition Substances 0.000 claims description 7
- 239000003945 anionic surfactant Substances 0.000 claims description 7
- 230000003381 solubilizing effect Effects 0.000 claims description 5
- 239000007859 condensation product Substances 0.000 claims description 4
- 230000002209 hydrophobic effect Effects 0.000 claims description 4
- 239000001089 [(2R)-oxolan-2-yl]methanol Substances 0.000 claims description 2
- 230000009471 action Effects 0.000 claims description 2
- BSYVTEYKTMYBMK-UHFFFAOYSA-N tetrahydrofurfuryl alcohol Chemical compound OCC1CCCO1 BSYVTEYKTMYBMK-UHFFFAOYSA-N 0.000 claims description 2
- 239000002689 soil Substances 0.000 claims 3
- -1 for example Substances 0.000 description 39
- 238000009472 formulation Methods 0.000 description 28
- 201000010099 disease Diseases 0.000 description 12
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 12
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 12
- 239000007788 liquid Substances 0.000 description 12
- 239000000417 fungicide Substances 0.000 description 10
- 241000196324 Embryophyta Species 0.000 description 9
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 8
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 8
- 239000000126 substance Substances 0.000 description 8
- 241000813090 Rhizoctonia solani Species 0.000 description 7
- 239000004480 active ingredient Substances 0.000 description 7
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 7
- 239000000463 material Substances 0.000 description 7
- 150000001875 compounds Chemical class 0.000 description 6
- 239000007921 spray Substances 0.000 description 6
- 229910019142 PO4 Inorganic materials 0.000 description 5
- 229920001400 block copolymer Polymers 0.000 description 5
- 235000014113 dietary fatty acids Nutrition 0.000 description 5
- 239000000194 fatty acid Substances 0.000 description 5
- 229930195729 fatty acid Natural products 0.000 description 5
- 230000000855 fungicidal effect Effects 0.000 description 5
- 230000000749 insecticidal effect Effects 0.000 description 5
- 238000002156 mixing Methods 0.000 description 5
- 239000003921 oil Substances 0.000 description 5
- 235000019198 oils Nutrition 0.000 description 5
- 235000021317 phosphate Nutrition 0.000 description 5
- 229920000233 poly(alkylene oxides) Polymers 0.000 description 5
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 4
- YEJRWHAVMIAJKC-UHFFFAOYSA-N 4-Butyrolactone Chemical compound O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 description 4
- 241001480061 Blumeria graminis Species 0.000 description 4
- 208000031888 Mycoses Diseases 0.000 description 4
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 4
- 125000005313 fatty acid group Chemical group 0.000 description 4
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 4
- 239000010452 phosphate Substances 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N Vilsmeier-Haack reagent Natural products CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- 238000013019 agitation Methods 0.000 description 3
- 150000005215 alkyl ethers Chemical class 0.000 description 3
- 239000003093 cationic surfactant Substances 0.000 description 3
- 229920001577 copolymer Polymers 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 150000004665 fatty acids Chemical class 0.000 description 3
- 235000011187 glycerol Nutrition 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 239000004615 ingredient Substances 0.000 description 3
- 239000012669 liquid formulation Substances 0.000 description 3
- 230000007774 longterm Effects 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 241000894007 species Species 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 150000005846 sugar alcohols Polymers 0.000 description 3
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 2
- YWWVWXASSLXJHU-AATRIKPKSA-N (9E)-tetradecenoic acid Chemical compound CCCC\C=C\CCCCCCCC(O)=O YWWVWXASSLXJHU-AATRIKPKSA-N 0.000 description 2
- RWLALWYNXFYRGW-UHFFFAOYSA-N 2-Ethyl-1,3-hexanediol Chemical compound CCCC(O)C(CC)CO RWLALWYNXFYRGW-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- 244000105624 Arachis hypogaea Species 0.000 description 2
- 241001530056 Athelia rolfsii Species 0.000 description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- 241000222199 Colletotrichum Species 0.000 description 2
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 2
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- 241000221785 Erysiphales Species 0.000 description 2
- 241001181532 Hemileia vastatrix Species 0.000 description 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 2
- 241000131448 Mycosphaerella Species 0.000 description 2
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- 241001465313 Ophiosphaerella herpotricha Species 0.000 description 2
- 241001465315 Ophiosphaerella korrae Species 0.000 description 2
- 240000007594 Oryza sativa Species 0.000 description 2
- 235000007164 Oryza sativa Nutrition 0.000 description 2
- 241000736122 Parastagonospora nodorum Species 0.000 description 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 2
- 241000520648 Pyrenophora teres Species 0.000 description 2
- 241001361634 Rhizoctonia Species 0.000 description 2
- 241001518640 Sclerotinia homoeocarpa Species 0.000 description 2
- 239000007983 Tris buffer Substances 0.000 description 2
- 241000607479 Yersinia pestis Species 0.000 description 2
- 239000003905 agrochemical Substances 0.000 description 2
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 2
- 150000003973 alkyl amines Chemical class 0.000 description 2
- 150000004996 alkyl benzenes Chemical class 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 125000000129 anionic group Chemical group 0.000 description 2
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- 230000004071 biological effect Effects 0.000 description 2
- 235000013339 cereals Nutrition 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- LZCLXQDLBQLTDK-UHFFFAOYSA-N ethyl 2-hydroxypropanoate Chemical compound CCOC(=O)C(C)O LZCLXQDLBQLTDK-UHFFFAOYSA-N 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 230000001747 exhibiting effect Effects 0.000 description 2
- 235000019387 fatty acid methyl ester Nutrition 0.000 description 2
- 239000012530 fluid Substances 0.000 description 2
- 239000004009 herbicide Substances 0.000 description 2
- 239000003350 kerosene Substances 0.000 description 2
- 238000002372 labelling Methods 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 2
- 125000006353 oxyethylene group Chemical group 0.000 description 2
- 235000020232 peanut Nutrition 0.000 description 2
- JSPKFLGISILEDM-UHFFFAOYSA-N phenol;styrene Chemical class OC1=CC=CC=C1.C=CC1=CC=CC=C1.C=CC1=CC=CC=C1.C=CC1=CC=CC=C1 JSPKFLGISILEDM-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 2
- 229920001223 polyethylene glycol Polymers 0.000 description 2
- 229920001451 polypropylene glycol Polymers 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 230000001681 protective effect Effects 0.000 description 2
- 235000009566 rice Nutrition 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000000600 sorbitol Substances 0.000 description 2
- 235000010356 sorbitol Nutrition 0.000 description 2
- 239000003549 soybean oil Substances 0.000 description 2
- 235000012424 soybean oil Nutrition 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- 230000001225 therapeutic effect Effects 0.000 description 2
- 239000008096 xylene Substances 0.000 description 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- AVQQQNCBBIEMEU-UHFFFAOYSA-N 1,1,3,3-tetramethylurea Chemical compound CN(C)C(=O)N(C)C AVQQQNCBBIEMEU-UHFFFAOYSA-N 0.000 description 1
- ZWVMLYRJXORSEP-UHFFFAOYSA-N 1,2,6-Hexanetriol Chemical compound OCCCCC(O)CO ZWVMLYRJXORSEP-UHFFFAOYSA-N 0.000 description 1
- 229940058015 1,3-butylene glycol Drugs 0.000 description 1
- QFMDFTQOJHFVNR-UHFFFAOYSA-N 1-[2,2-dichloro-1-(4-ethylphenyl)ethyl]-4-ethylbenzene Chemical compound C1=CC(CC)=CC=C1C(C(Cl)Cl)C1=CC=C(CC)C=C1 QFMDFTQOJHFVNR-UHFFFAOYSA-N 0.000 description 1
- TVFWYUWNQVRQRG-UHFFFAOYSA-N 2,3,4-tris(2-phenylethenyl)phenol Chemical compound C=1C=CC=CC=1C=CC1=C(C=CC=2C=CC=CC=2)C(O)=CC=C1C=CC1=CC=CC=C1 TVFWYUWNQVRQRG-UHFFFAOYSA-N 0.000 description 1
- JKTAIYGNOFSMCE-UHFFFAOYSA-N 2,3-di(nonyl)phenol Chemical compound CCCCCCCCCC1=CC=CC(O)=C1CCCCCCCCC JKTAIYGNOFSMCE-UHFFFAOYSA-N 0.000 description 1
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical group COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- QCAHUFWKIQLBNB-UHFFFAOYSA-N 3-(3-methoxypropoxy)propan-1-ol Chemical compound COCCCOCCCO QCAHUFWKIQLBNB-UHFFFAOYSA-N 0.000 description 1
- UHPMCKVQTMMPCG-UHFFFAOYSA-N 5,8-dihydroxy-2-methoxy-6-methyl-7-(2-oxopropyl)naphthalene-1,4-dione Chemical compound CC1=C(CC(C)=O)C(O)=C2C(=O)C(OC)=CC(=O)C2=C1O UHPMCKVQTMMPCG-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- YWWVWXASSLXJHU-UHFFFAOYSA-N 9E-tetradecenoic acid Natural products CCCCC=CCCCCCCCC(O)=O YWWVWXASSLXJHU-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- 241001660906 Agrocybe pediades Species 0.000 description 1
- 241000213004 Alternaria solani Species 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- 241000193738 Bacillus anthracis Species 0.000 description 1
- 241001450781 Bipolaris oryzae Species 0.000 description 1
- FERIUCNNQQJTOY-UHFFFAOYSA-M Butyrate Chemical compound CCCC([O-])=O FERIUCNNQQJTOY-UHFFFAOYSA-M 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- 239000005635 Caprylic acid (CAS 124-07-2) Substances 0.000 description 1
- 244000068645 Carya illinoensis Species 0.000 description 1
- 235000009025 Carya illinoensis Nutrition 0.000 description 1
- 241001157813 Cercospora Species 0.000 description 1
- 241000207199 Citrus Species 0.000 description 1
- 241001429695 Colletotrichum graminicola Species 0.000 description 1
- 241000371644 Curvularia ravenelii Species 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- 102100025287 Cytochrome b Human genes 0.000 description 1
- 102100030497 Cytochrome c Human genes 0.000 description 1
- 108010075028 Cytochromes b Proteins 0.000 description 1
- 108010075031 Cytochromes c Proteins 0.000 description 1
- FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 description 1
- MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 description 1
- 241000992404 Drechslera poae Species 0.000 description 1
- 241000125118 Elsinoe fawcettii Species 0.000 description 1
- 241000233866 Fungi Species 0.000 description 1
- 241000223218 Fusarium Species 0.000 description 1
- 241001674040 Fusicladium caryigenum Species 0.000 description 1
- 241001149504 Gaeumannomyces Species 0.000 description 1
- 241001508355 Gaeumannomyces avenae Species 0.000 description 1
- 241001508332 Gaeumannomyces graminis var. graminis Species 0.000 description 1
- YZCKVEUIGOORGS-UHFFFAOYSA-N Hydrogen atom Chemical compound [H] YZCKVEUIGOORGS-UHFFFAOYSA-N 0.000 description 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 description 1
- 241000643932 Laetisaria fuciformis Species 0.000 description 1
- 241000222065 Lycoperdon Species 0.000 description 1
- 235000007688 Lycopersicon esculentum Nutrition 0.000 description 1
- 241001344131 Magnaporthe grisea Species 0.000 description 1
- 241001330975 Magnaporthe oryzae Species 0.000 description 1
- 241001344132 Magnaporthiopsis poae Species 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- 229930195725 Mannitol Natural products 0.000 description 1
- 239000004165 Methyl ester of fatty acids Substances 0.000 description 1
- 240000008790 Musa x paradisiaca Species 0.000 description 1
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 1
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 1
- DWTSKDYEIWKLLR-UHFFFAOYSA-N O=CCCCCCCCCCCCCOC=O Chemical compound O=CCCCCCCCCCCCCOC=O DWTSKDYEIWKLLR-UHFFFAOYSA-N 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- 241000315044 Passalora arachidicola Species 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical class OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 1
- 241000555714 Phyllosticta citricarpa Species 0.000 description 1
- 241000233622 Phytophthora infestans Species 0.000 description 1
- 241001281803 Plasmopara viticola Species 0.000 description 1
- 241000896242 Podosphaera Species 0.000 description 1
- 241000317981 Podosphaera fuliginea Species 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-N Propionic acid Chemical compound CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 1
- 241001281805 Pseudoperonospora cubensis Species 0.000 description 1
- 241000221300 Puccinia Species 0.000 description 1
- 241000190117 Pyrenophora tritici-repentis Species 0.000 description 1
- 241000233639 Pythium Species 0.000 description 1
- 241000918585 Pythium aphanidermatum Species 0.000 description 1
- 241001515790 Rhynchosporium secalis Species 0.000 description 1
- 241001533598 Septoria Species 0.000 description 1
- 240000003768 Solanum lycopersicum Species 0.000 description 1
- 244000061456 Solanum tuberosum Species 0.000 description 1
- 235000002595 Solanum tuberosum Nutrition 0.000 description 1
- 241000579741 Sphaerotheca <fungi> Species 0.000 description 1
- 229930182692 Strobilurin Natural products 0.000 description 1
- 208000002474 Tinea Diseases 0.000 description 1
- 241001409775 Tranzschelia Species 0.000 description 1
- 241000893966 Trichophyton verrucosum Species 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical group CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- 241000333201 Typhula incarnata Species 0.000 description 1
- 241000510929 Uncinula Species 0.000 description 1
- TVXBFESIOXBWNM-UHFFFAOYSA-N Xylitol Natural products OCCC(O)C(O)C(O)CCO TVXBFESIOXBWNM-UHFFFAOYSA-N 0.000 description 1
- 240000008042 Zea mays Species 0.000 description 1
- 235000016383 Zea mays subsp huehuetenangensis Nutrition 0.000 description 1
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 1
- 241001360088 Zymoseptoria tritici Species 0.000 description 1
- GWTIOWQZLVIYEH-UHFFFAOYSA-N [NH3+]CCO.[NH3+]CCO.[NH3+]CCO.[O-]P([O-])([O-])=O Chemical class [NH3+]CCO.[NH3+]CCO.[NH3+]CCO.[O-]P([O-])([O-])=O GWTIOWQZLVIYEH-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 150000001342 alkaline earth metals Chemical class 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 125000005233 alkylalcohol group Chemical group 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 239000002635 aromatic organic solvent Substances 0.000 description 1
- 239000003849 aromatic solvent Substances 0.000 description 1
- 235000021015 bananas Nutrition 0.000 description 1
- LPTWEDZIPSKWDG-UHFFFAOYSA-N benzenesulfonic acid;dodecane Chemical compound OS(=O)(=O)C1=CC=CC=C1.CCCCCCCCCCCC LPTWEDZIPSKWDG-UHFFFAOYSA-N 0.000 description 1
- BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 description 1
- 230000000903 blocking effect Effects 0.000 description 1
- 235000019437 butane-1,3-diol Nutrition 0.000 description 1
- 229930188620 butyrolactone Natural products 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 235000020971 citrus fruits Nutrition 0.000 description 1
- 239000003240 coconut oil Substances 0.000 description 1
- 235000019864 coconut oil Nutrition 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 239000006184 cosolvent Substances 0.000 description 1
- 235000012343 cottonseed oil Nutrition 0.000 description 1
- 239000002385 cottonseed oil Substances 0.000 description 1
- 244000038559 crop plants Species 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 230000017858 demethylation Effects 0.000 description 1
- 238000010520 demethylation reaction Methods 0.000 description 1
- 230000000249 desinfective effect Effects 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- 150000005690 diesters Chemical class 0.000 description 1
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- QYDYPVFESGNLHU-UHFFFAOYSA-N elaidic acid methyl ester Natural products CCCCCCCCC=CCCCCCCCC(=O)OC QYDYPVFESGNLHU-UHFFFAOYSA-N 0.000 description 1
- 238000004945 emulsification Methods 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 230000008686 ergosterol biosynthesis Effects 0.000 description 1
- 239000003759 ester based solvent Substances 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 229940116333 ethyl lactate Drugs 0.000 description 1
- 229960005082 etohexadiol Drugs 0.000 description 1
- 239000003925 fat Substances 0.000 description 1
- 235000019197 fats Nutrition 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000003337 fertilizer Substances 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 230000002538 fungal effect Effects 0.000 description 1
- 150000002314 glycerols Chemical class 0.000 description 1
- 125000003827 glycol group Chemical group 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- 230000002363 herbicidal effect Effects 0.000 description 1
- FDVKPDVESAUTEE-UHFFFAOYSA-N hexane-1,6-diol;2-methylpentane-2,4-diol Chemical compound CC(O)CC(C)(C)O.OCCCCCCO FDVKPDVESAUTEE-UHFFFAOYSA-N 0.000 description 1
- 230000028644 hyphal growth Effects 0.000 description 1
- 238000005470 impregnation Methods 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 239000002917 insecticide Substances 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 150000002596 lactones Chemical class 0.000 description 1
- 125000000400 lauroyl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000005647 linker group Chemical group 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 235000009973 maize Nutrition 0.000 description 1
- 239000000594 mannitol Substances 0.000 description 1
- 235000010355 mannitol Nutrition 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- HEBKCHPVOIAQTA-UHFFFAOYSA-N meso ribitol Natural products OCC(O)C(O)C(O)CO HEBKCHPVOIAQTA-UHFFFAOYSA-N 0.000 description 1
- 150000004702 methyl esters Chemical class 0.000 description 1
- QYDYPVFESGNLHU-KHPPLWFESA-N methyl oleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC QYDYPVFESGNLHU-KHPPLWFESA-N 0.000 description 1
- 229940073769 methyl oleate Drugs 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 230000006540 mitochondrial respiration Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- TVMXDCGIABBOFY-UHFFFAOYSA-N n-Octanol Natural products CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 1
- 150000002790 naphthalenes Chemical class 0.000 description 1
- 230000002956 necrotizing effect Effects 0.000 description 1
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
- 229960002446 octanoic acid Drugs 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 230000003204 osmotic effect Effects 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 244000052769 pathogen Species 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- 230000000361 pesticidal effect Effects 0.000 description 1
- 239000003208 petroleum Chemical class 0.000 description 1
- 125000005498 phthalate group Chemical class 0.000 description 1
- 238000006068 polycondensation reaction Methods 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920002503 polyoxyethylene-polyoxypropylene Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229920005606 polypropylene copolymer Polymers 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 235000012015 potatoes Nutrition 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 description 1
- NPCOQXAVBJJZBQ-UHFFFAOYSA-N reduced coenzyme Q9 Natural products COC1=C(O)C(C)=C(CC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)C)C(O)=C1OC NPCOQXAVBJJZBQ-UHFFFAOYSA-N 0.000 description 1
- 230000027756 respiratory electron transport chain Effects 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000011343 solid material Substances 0.000 description 1
- 230000004763 spore germination Effects 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 150000003431 steroids Chemical class 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 239000003760 tallow Substances 0.000 description 1
- 230000002110 toxicologic effect Effects 0.000 description 1
- 231100000723 toxicological property Toxicity 0.000 description 1
- 230000005945 translocation Effects 0.000 description 1
- 238000012384 transportation and delivery Methods 0.000 description 1
- STCOOQWBFONSKY-UHFFFAOYSA-N tributyl phosphate Chemical compound CCCCOP(=O)(OCCCC)OCCCC STCOOQWBFONSKY-UHFFFAOYSA-N 0.000 description 1
- 229940040064 ubiquinol Drugs 0.000 description 1
- QNTNKSLOFHEFPK-UPTCCGCDSA-N ubiquinol-10 Chemical compound COC1=C(O)C(C)=C(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)C(O)=C1OC QNTNKSLOFHEFPK-UPTCCGCDSA-N 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
- 239000004562 water dispersible granule Substances 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 239000000811 xylitol Substances 0.000 description 1
- HEBKCHPVOIAQTA-SCDXWVJYSA-N xylitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)CO HEBKCHPVOIAQTA-SCDXWVJYSA-N 0.000 description 1
- 235000010447 xylitol Nutrition 0.000 description 1
- 229960002675 xylitol Drugs 0.000 description 1
- 150000003751 zinc Chemical class 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/54—1,3-Diazines; Hydrogenated 1,3-diazines
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Wood Science & Technology (AREA)
- Environmental Sciences (AREA)
- Zoology (AREA)
- Dentistry (AREA)
- Engineering & Computer Science (AREA)
- Plant Pathology (AREA)
- Pest Control & Pesticides (AREA)
- Toxicology (AREA)
- Chemical & Material Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- Epidemiology (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Medicinal Preparation (AREA)
- Dispersion Chemistry (AREA)
Description
アゾキシストロビンとプロピコナゾールとを含んでなるマイクロエマルジョン剤が、マイクロエマルジョンを形成するのに十分な量の水で希釈されると、マイクロエマルジョンは、プロピコナゾールを含有しない同様に製剤されたアゾキシストロビン・エマルジョンと比較して高い物理的安定性を呈し、これら新規の組成物は貯蔵安定であり、適用しやすく、生態学的及び毒物学的に好ましく、そして水で希釈すると、目標用途において良好な生物学的効力を有し、しかも水中に希釈すると長時間にわたる物理的安定性を呈する農薬組成物として有用であることが判った。
従って、本発明は、アゾキシストロビン、アゾキシストロビンを溶解又は可溶化することができる有効量の溶媒又は溶媒ブレンド、プロピコナゾール、及び水中に希釈するとアゾキシストロビン及びプロピコナゾールのマイクロエマルジョンを形成することができる有効量の乳化剤系を含んでなるマイクロエマルジョン性の、貯蔵安定性のある液状農薬濃縮物を提供する。前記アゾキシストロビン、溶媒、プロピコナゾール、及び乳化剤系の相対比は、十分な水で前記濃縮物が希釈されると、安定な水中油マイクロエマルジョンが自然に形成されるように設定される。
Claims (20)
- a) アゾキシストロビン;
b) プロピコナゾール;
c) 水中に希釈するとアゾキシストロビン及びプロピコナゾールのマイクロエマルジョンを形成することができる有効量の乳化剤系;及び
d) アゾキシストロビンを溶解又は可溶化することができる有効量の少なくとも1種の溶媒
を含んでなるマイクロエマルジョン剤であって、アゾキシストロビンが該マイクロエマルジョンの0.1〜25重量%の量で、そして該溶媒が該マイクロエマルジョンの30〜75重量%の量で存在しており、該溶媒が45℃未満の温度でアゾキシストロビンを完全に溶解又は可溶化することができる、マイクロエマルジョン剤。 - 該乳化剤系は少なくとも1種の非イオン性界面活性剤を含んでなる、請求項1に記載のマイクロエマルジョン剤。
- 該乳化剤系は、ヒマシ油とポリC2-4アルキレンオキシドとの縮合産物を含んでなる、請求項2に記載のマイクロエマルジョン剤。
- 該乳化剤系は、少なくとも1種の非イオン性界面活性剤と、少なくとも1種のアニオン性界面活性剤との混合物を含んでなる、請求項1に記載のマイクロエマルジョン剤。
- 該溶媒がテトラヒドロフルフリルアルコールを含んでなる、請求項1に記載のマイクロエマルジョン剤。
- 前記プロピコナゾールが、該マイクロエマルジョン剤の0.1重量%〜25重量%の量で存在する、請求項1に記載のマイクロエマルジョン剤。
- 前記アゾキシストロビンと前記プロピコナゾールとが10:1〜1:10の重量比で存在する、請求項1に記載のマイクロエマルジョン剤。
- 前記乳化剤系は、該マイクロエマルジョン剤の5重量%〜40重量%の量の界面活性剤を含んでなる、請求項1に記載のマイクロエマルジョン剤。
- 前記濃縮物を十分な水で希釈すると、25℃で外観が光学的に透明である安定な水中油マイクロエマルジョンが自然に形成される、請求項1に記載のマイクロエマルジョン剤。
- 前記濃縮物を十分な水で希釈すると、平均粒子サイズが0.01〜0.1ミクロンのエマルジョン液滴を有する安定な水中油マイクロエマルジョンが自然に形成される、請求項1に記載のマイクロエマルジョン剤。
- 請求項1に記載のマイクロエマルジョン剤と水とを含んでなるマイクロエマルジョン。
- 噴霧可能な組成物の形態を成す、請求項8に記載のマイクロエマルジョン剤。
- 請求項1に記載の前記マイクロエマルジョン剤を水で希釈することによりその水性マイクロエマルジョンを形成し、そして前記水性マイクロエマルジョンを調剤することを含んでなる、疎水性農薬を調剤する方法。
- 前記マイクロエマルジョン剤を第一画分の水と接触させてマイクロエマルジョン濃縮液を調製し、そして最終的なマイクロエマルジョンが生成するよう、該マイクロエマルジョン濃縮液を追加の画分の水で更に希釈し、これにより、最終的なマイクロエマルジョンが、前記農薬の調剤行為前又は行為中に生じ得る、請求項13に記載の方法。
- 農薬組成物で植物を処理する方法であって、請求項1に記載の前記マイクロエマルジョン剤を適量の水で希釈することによりマイクロエマルジョンを形成し、そして前記植物又は前記植物の一部を前記マイクロエマルジョンに曝露することを含んでなる、農薬組成物で植物を処理する方法。
- 植栽の準備に際して農薬組成物で土壌を処理する方法であって、請求項1に記載の前記マイクロエマルジョン剤を適量の水で希釈することによりマイクロエマルジョンを形成し、そして前記土壌を前記マイクロエマルジョンに曝露することを含んでなる、植栽の準備に際して農薬組成物で土壌を処理する方法。
- 農薬組成物で種子を処理する方法であって、請求項1に記載の前記マイクロエマルジョン剤を適量の水で希釈することによりマイクロエマルジョンを形成し、そして前記種子を前記マイクロエマルジョンに曝露することを含んでなる、農薬組成物で種子を処理する方法。
- 農薬組成物のマイクロエマルジョンで処理された植物又は植物部分であって、前記マイクロエマルジョンが、請求項1に記載のマイクロエマルジョン剤の水性希釈物である、植物又は植物部分。
- アゾキシストロビン・マイクロエマルジョンの物理的安定性を向上させる方法であって、前記方法は、アゾキシストロビン、プロピコナゾール、乳化剤系、及びアゾキシストロビンを溶解又は可溶化することができる少なくとも1種の溶媒を含んでなるマイクロエマルジョン剤を形成し、そして前記マイクロエマルジョン剤を適量の水で希釈することによりマイクロエマルジョンを形成することを含んでなり、前記マイクロエマルジョンは、同様の方法で製剤された、プロピコナゾールを含有しないアゾキシストロビン・マイクロエマルジョンと比較して、高い物理的安定性を呈する、アゾキシストロビン・マイクロエマルジョンの物理的安定性を向上させる方法。
- アゾキシストロビン・マイクロエマルジョンの物理的安定性を向上させる方法であって、前記方法は、アゾキシストロビン、アゾキシストロビンを溶解又は可溶化するのに適した少なくとも1種の溶媒、水中で希釈すると平均エマルジョン粒子サイズが0.01〜0.1ミクロンのアゾキシストロビンのエマルジョンを形成するのに適した乳化剤系を含んでなるマイクロエマルジョン剤を形成し、そして前記マイクロエマルジョン剤を希釈することによりマイクロエマルジョンを形成することを含んでなり、該アゾキシストロビン含有マイクロエマルジョン剤の希釈前、希釈中、及び/又は希釈後に、プロピコナゾールが該アゾキシストロビンと混合される、アゾキシストロビン・マイクロエマルジョンの物理的安定性を向上させる方法。
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US78795706P | 2006-03-31 | 2006-03-31 | |
US60/787,957 | 2006-03-31 | ||
PCT/US2007/065313 WO2007118001A2 (en) | 2006-03-31 | 2007-03-28 | Azoxystrobin formulations |
Publications (2)
Publication Number | Publication Date |
---|---|
JP2009532376A JP2009532376A (ja) | 2009-09-10 |
JP5180187B2 true JP5180187B2 (ja) | 2013-04-10 |
Family
ID=38581757
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2009503230A Active JP5180187B2 (ja) | 2006-03-31 | 2007-03-28 | アゾキシストロビン製剤 |
Country Status (10)
Country | Link |
---|---|
US (1) | US9192159B2 (ja) |
EP (1) | EP2004194B1 (ja) |
JP (1) | JP5180187B2 (ja) |
KR (1) | KR101399296B1 (ja) |
CN (1) | CN101443012B (ja) |
AU (1) | AU2007234987B2 (ja) |
CA (1) | CA2647381C (ja) |
TW (1) | TWI457076B (ja) |
WO (1) | WO2007118001A2 (ja) |
ZA (1) | ZA200808196B (ja) |
Families Citing this family (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20070015806A1 (en) * | 2005-07-18 | 2007-01-18 | Syngenta Crop Protection, Inc. | Novel formulation |
WO2012101106A1 (en) | 2011-01-24 | 2012-08-02 | Fytofend S.A. | Composition comprising an elicitor of the plant immune system |
CN103415211B (zh) * | 2011-03-09 | 2015-12-09 | 住友化学株式会社 | 有害生物防治组合物及有害生物的防治方法 |
JP6113150B2 (ja) | 2011-05-10 | 2017-04-12 | アーチャー−ダニエルズ−ミッドランド カンパニー | 生物物質由来の化合物を有する分散剤 |
CN102870786A (zh) * | 2012-08-31 | 2013-01-16 | 安徽省宁国市朝农化工有限责任公司 | 农药杀菌剂组合物 |
BR102013027977A2 (pt) * | 2013-10-30 | 2015-09-15 | Rotam Agrochem Int Co Ltd | método de aumentar rendimento por tratamento com composições fungicidas |
WO2016149604A1 (en) * | 2015-03-18 | 2016-09-22 | Ag Precision Formulators | Emulsifiable concentrate liquid compositions and methods |
AR104687A1 (es) * | 2015-05-19 | 2017-08-09 | Bayer Cropscience Ag | Método para tratar las enfermedades roya del café, mancha negra de los cítricos, sarna de los cítricos y sigatoka negra de la banana |
CN107846873A (zh) * | 2015-07-08 | 2018-03-27 | 罗地亚经营管理公司 | 肥料组合物中农药的相容性助剂 |
CN107372521A (zh) * | 2017-07-17 | 2017-11-24 | 李爱莉 | 一种嘧菌酯微乳剂及其制备方法 |
JP7288092B2 (ja) | 2019-06-28 | 2023-06-06 | ザ プロクター アンド ギャンブル カンパニー | 相乗的抗炎症性組成物 |
CN115867356A (zh) | 2020-06-26 | 2023-03-28 | 宝洁公司 | 协同抗炎组合物 |
US11701316B2 (en) | 2020-12-18 | 2023-07-18 | The Procter & Gamble Company | Synergistic anti-inflammatory compositions |
Family Cites Families (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB8822936D0 (en) | 1988-09-30 | 1988-11-09 | Nc Dev Inc | Pesticidal control |
US5730996A (en) * | 1996-05-23 | 1998-03-24 | Amcol International Corporation | Intercalates and expoliates formed with organic pesticide compounds and compositions containing the same |
GB9920774D0 (en) * | 1999-09-03 | 1999-11-03 | Avecia Ltd | Polymer |
GB0011944D0 (en) * | 2000-05-17 | 2000-07-05 | Novartis Ag | Organic compounds |
ES2258570T3 (es) | 2000-12-04 | 2006-09-01 | Syngenta Participations Ag | Composiciones agroquimicas. |
US6821631B2 (en) * | 2001-10-29 | 2004-11-23 | Wood Treatment Products, Inc. | Method and composition for treating substrates |
US20060171979A1 (en) * | 2005-02-01 | 2006-08-03 | Jose-Luis Calvo | Fungicide mixture formulations |
KR101385068B1 (ko) * | 2006-03-27 | 2014-04-25 | 신젠타 파티서페이션즈 아게 | 과립 제형 |
-
2007
- 2007-03-28 AU AU2007234987A patent/AU2007234987B2/en active Active
- 2007-03-28 JP JP2009503230A patent/JP5180187B2/ja active Active
- 2007-03-28 CA CA2647381A patent/CA2647381C/en active Active
- 2007-03-28 EP EP07759532.0A patent/EP2004194B1/en active Active
- 2007-03-28 WO PCT/US2007/065313 patent/WO2007118001A2/en active Application Filing
- 2007-03-28 CN CN2007800174675A patent/CN101443012B/zh active Active
- 2007-03-28 KR KR1020087026839A patent/KR101399296B1/ko active IP Right Grant
- 2007-03-28 US US12/295,302 patent/US9192159B2/en active Active
- 2007-03-29 TW TW096110984A patent/TWI457076B/zh active
-
2008
- 2008-09-25 ZA ZA200808196A patent/ZA200808196B/xx unknown
Also Published As
Publication number | Publication date |
---|---|
EP2004194A4 (en) | 2011-11-23 |
CN101443012B (zh) | 2011-11-09 |
WO2007118001A2 (en) | 2007-10-18 |
CA2647381A1 (en) | 2007-10-18 |
AU2007234987A1 (en) | 2007-10-18 |
EP2004194A2 (en) | 2008-12-24 |
AU2007234987B2 (en) | 2011-10-27 |
US9192159B2 (en) | 2015-11-24 |
ZA200808196B (en) | 2009-10-28 |
WO2007118001A8 (en) | 2008-06-26 |
CN101443012A (zh) | 2009-05-27 |
TW200808180A (en) | 2008-02-16 |
TWI457076B (zh) | 2014-10-21 |
EP2004194B1 (en) | 2016-04-27 |
JP2009532376A (ja) | 2009-09-10 |
CA2647381C (en) | 2014-02-25 |
US20090222956A1 (en) | 2009-09-03 |
KR20080108334A (ko) | 2008-12-12 |
WO2007118001A3 (en) | 2007-12-06 |
KR101399296B1 (ko) | 2014-06-18 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
JP5180187B2 (ja) | アゾキシストロビン製剤 | |
KR100867393B1 (ko) | 마이크로에멀젼화 농화학 농축액 | |
EP2519104B1 (en) | Pesticidal composition | |
AU2002213707B2 (en) | Agrochemical formulation aid composition and uses thereof | |
US5565409A (en) | Liquid concentrated herbicidal microemulsion compositions comprising glyphosate and either oxyfluorfen or acifluorfen | |
EP0617894B1 (en) | Liquid concentrated herbicidal glyphosate compositions | |
AU2002213707A1 (en) | Agrochemical formulation aid composition and uses thereof | |
KR100350922B1 (ko) | 제초제조성물 | |
JP7223952B2 (ja) | 茎葉兼土壌処理除草用液体組成物 | |
US7247602B2 (en) | Agrochemical formulation aid composition and uses thereof | |
US11382327B2 (en) | Emulsifiable concentrate of tefluthrin | |
JP7429230B2 (ja) | 新規なアバメクチン可溶性濃縮組成物(sl) | |
WO2022194992A1 (en) | New oil suspension concentrate composition |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
A621 | Written request for application examination |
Free format text: JAPANESE INTERMEDIATE CODE: A621 Effective date: 20100325 |
|
A977 | Report on retrieval |
Free format text: JAPANESE INTERMEDIATE CODE: A971007 Effective date: 20120511 |
|
A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20120522 |
|
A601 | Written request for extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A601 Effective date: 20120822 |
|
A602 | Written permission of extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A602 Effective date: 20120829 |
|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20121029 |
|
TRDD | Decision of grant or rejection written | ||
A01 | Written decision to grant a patent or to grant a registration (utility model) |
Free format text: JAPANESE INTERMEDIATE CODE: A01 Effective date: 20121211 |
|
A61 | First payment of annual fees (during grant procedure) |
Free format text: JAPANESE INTERMEDIATE CODE: A61 Effective date: 20130110 |
|
R150 | Certificate of patent or registration of utility model |
Ref document number: 5180187 Country of ref document: JP Free format text: JAPANESE INTERMEDIATE CODE: R150 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |