JP5571276B2 - サブミクロンメソトリオン組成物 - Google Patents
サブミクロンメソトリオン組成物 Download PDFInfo
- Publication number
- JP5571276B2 JP5571276B2 JP2006542660A JP2006542660A JP5571276B2 JP 5571276 B2 JP5571276 B2 JP 5571276B2 JP 2006542660 A JP2006542660 A JP 2006542660A JP 2006542660 A JP2006542660 A JP 2006542660A JP 5571276 B2 JP5571276 B2 JP 5571276B2
- Authority
- JP
- Japan
- Prior art keywords
- mesotrione
- water
- suspoemulsion formulation
- formulation according
- suspoemulsion
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 239000000203 mixture Substances 0.000 title claims description 103
- KPUREKXXPHOJQT-UHFFFAOYSA-N mesotrione Chemical compound [O-][N+](=O)C1=CC(S(=O)(=O)C)=CC=C1C(=O)C1C(=O)CCCC1=O KPUREKXXPHOJQT-UHFFFAOYSA-N 0.000 title claims description 50
- 239000005578 Mesotrione Substances 0.000 title claims description 44
- -1 2-ethyl-6-methylphenyl Chemical group 0.000 claims description 69
- 238000009472 formulation Methods 0.000 claims description 46
- DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 claims description 38
- 239000002245 particle Substances 0.000 claims description 32
- 239000004548 suspo-emulsion Substances 0.000 claims description 31
- 239000004009 herbicide Substances 0.000 claims description 24
- 150000003839 salts Chemical class 0.000 claims description 20
- 230000002363 herbicidal effect Effects 0.000 claims description 19
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 18
- 239000004480 active ingredient Substances 0.000 claims description 15
- 239000007788 liquid Substances 0.000 claims description 15
- 239000007787 solid Substances 0.000 claims description 11
- 238000000034 method Methods 0.000 claims description 10
- 239000012071 phase Substances 0.000 claims description 10
- 229910052751 metal Inorganic materials 0.000 claims description 9
- 239000002184 metal Substances 0.000 claims description 9
- 239000008346 aqueous phase Substances 0.000 claims description 8
- 239000002270 dispersing agent Substances 0.000 claims description 7
- 239000000839 emulsion Substances 0.000 claims description 7
- 239000013522 chelant Substances 0.000 claims description 6
- 239000003995 emulsifying agent Substances 0.000 claims description 6
- 239000004615 ingredient Substances 0.000 claims description 6
- 239000007790 solid phase Substances 0.000 claims description 6
- 239000004557 technical material Substances 0.000 claims description 6
- 239000011701 zinc Substances 0.000 claims description 6
- WVQBLGZPHOPPFO-UHFFFAOYSA-N 2-chloro-N-(2-ethyl-6-methylphenyl)-N-(1-methoxypropan-2-yl)acetamide Chemical compound CCC1=CC=CC(C)=C1N(C(C)COC)C(=O)CCl WVQBLGZPHOPPFO-UHFFFAOYSA-N 0.000 claims description 5
- 239000010949 copper Substances 0.000 claims description 5
- 239000005562 Glyphosate Substances 0.000 claims description 4
- 240000008042 Zea mays Species 0.000 claims description 4
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 claims description 4
- 235000002017 Zea mays subsp mays Nutrition 0.000 claims description 4
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 4
- 235000005822 corn Nutrition 0.000 claims description 4
- 244000038559 crop plants Species 0.000 claims description 4
- XDDAORKBJWWYJS-UHFFFAOYSA-N glyphosate Chemical compound OC(=O)CNCP(O)(O)=O XDDAORKBJWWYJS-UHFFFAOYSA-N 0.000 claims description 4
- 229940097068 glyphosate Drugs 0.000 claims description 4
- 229910052725 zinc Inorganic materials 0.000 claims description 4
- IAJOBQBIJHVGMQ-UHFFFAOYSA-N 2-amino-4-[hydroxy(methyl)phosphoryl]butanoic acid Chemical compound CP(O)(=O)CCC(N)C(O)=O IAJOBQBIJHVGMQ-UHFFFAOYSA-N 0.000 claims description 3
- 239000005561 Glufosinate Substances 0.000 claims description 3
- 238000007865 diluting Methods 0.000 claims description 3
- 239000000417 fungicide Substances 0.000 claims description 3
- 239000002917 insecticide Substances 0.000 claims description 3
- 230000008635 plant growth Effects 0.000 claims description 3
- 244000045561 useful plants Species 0.000 claims description 3
- WVQBLGZPHOPPFO-GFCCVEGCSA-N (R)-metolachlor Chemical compound CCC1=CC=CC(C)=C1N([C@H](C)COC)C(=O)CCl WVQBLGZPHOPPFO-GFCCVEGCSA-N 0.000 claims description 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 2
- 229940100389 Sulfonylurea Drugs 0.000 claims description 2
- 239000000642 acaricide Substances 0.000 claims description 2
- 229910052802 copper Inorganic materials 0.000 claims description 2
- 238000002296 dynamic light scattering Methods 0.000 claims description 2
- CTAPFRYPJLPFDF-UHFFFAOYSA-N isoxazole Chemical compound C=1C=NOC=1 CTAPFRYPJLPFDF-UHFFFAOYSA-N 0.000 claims description 2
- YROXIXLRRCOBKF-UHFFFAOYSA-N sulfonylurea Chemical class OC(=N)N=S(=O)=O YROXIXLRRCOBKF-UHFFFAOYSA-N 0.000 claims description 2
- 230000035784 germination Effects 0.000 claims 2
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical group C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 claims 1
- 230000000895 acaricidal effect Effects 0.000 claims 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 1
- 230000001069 nematicidal effect Effects 0.000 claims 1
- 239000005645 nematicide Substances 0.000 claims 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 39
- 125000000217 alkyl group Chemical group 0.000 description 38
- 229910019142 PO4 Inorganic materials 0.000 description 26
- 235000021317 phosphate Nutrition 0.000 description 26
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 17
- 241000196324 Embryophyta Species 0.000 description 16
- 125000004432 carbon atom Chemical group C* 0.000 description 16
- 239000004094 surface-active agent Substances 0.000 description 15
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 13
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 12
- 239000004546 suspension concentrate Substances 0.000 description 12
- XFRVVPUIAFSTFO-UHFFFAOYSA-N 1-Tridecanol Chemical compound CCCCCCCCCCCCCO XFRVVPUIAFSTFO-UHFFFAOYSA-N 0.000 description 11
- 239000002585 base Substances 0.000 description 11
- 239000002736 nonionic surfactant Substances 0.000 description 11
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 10
- 239000010452 phosphate Substances 0.000 description 10
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 9
- 150000003973 alkyl amines Chemical class 0.000 description 9
- 239000003945 anionic surfactant Substances 0.000 description 9
- 150000001875 compounds Chemical class 0.000 description 9
- 239000003960 organic solvent Substances 0.000 description 9
- WVQBLGZPHOPPFO-LBPRGKRZSA-N (S)-metolachlor Chemical compound CCC1=CC=CC(C)=C1N([C@@H](C)COC)C(=O)CCl WVQBLGZPHOPPFO-LBPRGKRZSA-N 0.000 description 8
- 239000005617 S-Metolachlor Substances 0.000 description 8
- 241000607479 Yersinia pestis Species 0.000 description 8
- 238000006116 polymerization reaction Methods 0.000 description 8
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical group CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 7
- 235000014113 dietary fatty acids Nutrition 0.000 description 7
- 239000000194 fatty acid Substances 0.000 description 7
- 229930195729 fatty acid Natural products 0.000 description 7
- 239000012467 final product Substances 0.000 description 7
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- 229920005682 EO-PO block copolymer Polymers 0.000 description 6
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 6
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 6
- 150000001412 amines Chemical class 0.000 description 6
- 229920001400 block copolymer Polymers 0.000 description 6
- 150000007942 carboxylates Chemical class 0.000 description 6
- 239000003795 chemical substances by application Substances 0.000 description 6
- UAOMVDZJSHZZME-UHFFFAOYSA-N diisopropylamine Chemical compound CC(C)NC(C)C UAOMVDZJSHZZME-UHFFFAOYSA-N 0.000 description 6
- PXHVJJICTQNCMI-UHFFFAOYSA-N nickel Substances [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 6
- 239000002244 precipitate Substances 0.000 description 6
- 238000002360 preparation method Methods 0.000 description 6
- 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 5
- 239000002518 antifoaming agent Substances 0.000 description 5
- 150000005690 diesters Chemical class 0.000 description 5
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 5
- 150000004665 fatty acids Chemical class 0.000 description 5
- XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Substances [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 5
- 239000003921 oil Substances 0.000 description 5
- 235000019198 oils Nutrition 0.000 description 5
- 229940051841 polyoxyethylene ether Drugs 0.000 description 5
- 229920000056 polyoxyethylene ether Polymers 0.000 description 5
- 239000003760 tallow Substances 0.000 description 5
- OVSKIKFHRZPJSS-UHFFFAOYSA-N 2,4-D Chemical compound OC(=O)COC1=CC=C(Cl)C=C1Cl OVSKIKFHRZPJSS-UHFFFAOYSA-N 0.000 description 4
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 4
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- 239000011575 calcium Substances 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 4
- 229940087291 tridecyl alcohol Drugs 0.000 description 4
- 239000000230 xanthan gum Substances 0.000 description 4
- 229920001285 xanthan gum Polymers 0.000 description 4
- 229940082509 xanthan gum Drugs 0.000 description 4
- 235000010493 xanthan gum Nutrition 0.000 description 4
- QGLWBTPVKHMVHM-KTKRTIGZSA-N (z)-octadec-9-en-1-amine Polymers CCCCCCCC\C=C/CCCCCCCCN QGLWBTPVKHMVHM-KTKRTIGZSA-N 0.000 description 3
- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 description 3
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 3
- JJLJMEJHUUYSSY-UHFFFAOYSA-L Copper hydroxide Chemical compound [OH-].[OH-].[Cu+2] JJLJMEJHUUYSSY-UHFFFAOYSA-L 0.000 description 3
- 239000005750 Copper hydroxide Substances 0.000 description 3
- REYJJPSVUYRZGE-UHFFFAOYSA-N Octadecylamine Chemical compound CCCCCCCCCCCCCCCCCCN REYJJPSVUYRZGE-UHFFFAOYSA-N 0.000 description 3
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 3
- 229920001214 Polysorbate 60 Polymers 0.000 description 3
- 239000004793 Polystyrene Substances 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 229910052783 alkali metal Inorganic materials 0.000 description 3
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 3
- 150000004996 alkyl benzenes Chemical class 0.000 description 3
- 239000000729 antidote Substances 0.000 description 3
- 150000007514 bases Chemical class 0.000 description 3
- 229910052791 calcium Inorganic materials 0.000 description 3
- 239000003093 cationic surfactant Substances 0.000 description 3
- 150000001860 citric acid derivatives Chemical class 0.000 description 3
- 150000001879 copper Chemical class 0.000 description 3
- 229910001956 copper hydroxide Inorganic materials 0.000 description 3
- 238000010790 dilution Methods 0.000 description 3
- 239000012895 dilution Substances 0.000 description 3
- 230000001804 emulsifying effect Effects 0.000 description 3
- 150000002500 ions Chemical class 0.000 description 3
- 229920002223 polystyrene Polymers 0.000 description 3
- 238000001556 precipitation Methods 0.000 description 3
- 239000011814 protection agent Substances 0.000 description 3
- 239000000344 soap Substances 0.000 description 3
- 238000003860 storage Methods 0.000 description 3
- 125000001424 substituent group Chemical group 0.000 description 3
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 3
- XEJNEDVTJPXRSM-UHFFFAOYSA-N 1-(2,4-dichlorophenyl)-5-methyl-4,5-dihydro-1H-pyrazole-3,5-dicarboxylic acid Chemical compound OC(=O)C1(C)CC(C(O)=O)=NN1C1=CC=C(Cl)C=C1Cl XEJNEDVTJPXRSM-UHFFFAOYSA-N 0.000 description 2
- VZSRBBMJRBPUNF-UHFFFAOYSA-N 2-(2,3-dihydro-1H-inden-2-ylamino)-N-[3-oxo-3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propyl]pyrimidine-5-carboxamide Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C(=O)NCCC(N1CC2=C(CC1)NN=N2)=O VZSRBBMJRBPUNF-UHFFFAOYSA-N 0.000 description 2
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 2
- BTMZHHCFEOXAAN-UHFFFAOYSA-N 2-[bis(2-hydroxyethyl)amino]ethanol;2-dodecylbenzenesulfonic acid Chemical compound OCCN(CCO)CCO.CCCCCCCCCCCCC1=CC=CC=C1S(O)(=O)=O BTMZHHCFEOXAAN-UHFFFAOYSA-N 0.000 description 2
- WBIQQQGBSDOWNP-UHFFFAOYSA-N 2-dodecylbenzenesulfonic acid Chemical compound CCCCCCCCCCCCC1=CC=CC=C1S(O)(=O)=O WBIQQQGBSDOWNP-UHFFFAOYSA-N 0.000 description 2
- JJYPMNFTHPTTDI-UHFFFAOYSA-N 3-methylaniline Chemical compound CC1=CC=CC(N)=C1 JJYPMNFTHPTTDI-UHFFFAOYSA-N 0.000 description 2
- BCFOOQRXUXKJCL-UHFFFAOYSA-N 4-amino-4-oxo-2-sulfobutanoic acid Chemical class NC(=O)CC(C(O)=O)S(O)(=O)=O BCFOOQRXUXKJCL-UHFFFAOYSA-N 0.000 description 2
- PVSGXWMWNRGTKE-UHFFFAOYSA-N 5-methyl-2-[4-methyl-5-oxo-4-(propan-2-yl)-4,5-dihydro-1H-imidazol-2-yl]pyridine-3-carboxylic acid Chemical compound N1C(=O)C(C(C)C)(C)N=C1C1=NC=C(C)C=C1C(O)=O PVSGXWMWNRGTKE-UHFFFAOYSA-N 0.000 description 2
- VTNQPKFIQCLBDU-UHFFFAOYSA-N Acetochlor Chemical compound CCOCN(C(=O)CCl)C1=C(C)C=CC=C1CC VTNQPKFIQCLBDU-UHFFFAOYSA-N 0.000 description 2
- HGINCPLSRVDWNT-UHFFFAOYSA-N Acrolein Chemical compound C=CC=O HGINCPLSRVDWNT-UHFFFAOYSA-N 0.000 description 2
- VVJKKWFAADXIJK-UHFFFAOYSA-N Allylamine Chemical compound NCC=C VVJKKWFAADXIJK-UHFFFAOYSA-N 0.000 description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- SRBFZHDQGSBBOR-IOVATXLUSA-N D-xylopyranose Chemical compound O[C@@H]1COC(O)[C@H](O)[C@H]1O SRBFZHDQGSBBOR-IOVATXLUSA-N 0.000 description 2
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 2
- 241000192043 Echinochloa Species 0.000 description 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 2
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 2
- 239000005977 Ethylene Substances 0.000 description 2
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 2
- 229920001732 Lignosulfonate Polymers 0.000 description 2
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 2
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 2
- YLPGTOIOYRQOHV-UHFFFAOYSA-N Pretilachlor Chemical compound CCCOCCN(C(=O)CCl)C1=C(CC)C=CC=C1CC YLPGTOIOYRQOHV-UHFFFAOYSA-N 0.000 description 2
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 150000003869 acetamides Chemical class 0.000 description 2
- 239000003905 agrochemical Substances 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 150000001340 alkali metals Chemical class 0.000 description 2
- 150000001342 alkaline earth metals Chemical class 0.000 description 2
- 229910021529 ammonia Inorganic materials 0.000 description 2
- 150000003863 ammonium salts Chemical class 0.000 description 2
- 125000000129 anionic group Chemical group 0.000 description 2
- PYMYPHUHKUWMLA-UHFFFAOYSA-N arabinose Natural products OCC(O)C(O)C(O)C=O PYMYPHUHKUWMLA-UHFFFAOYSA-N 0.000 description 2
- MKQSWTQPLLCSOB-UHFFFAOYSA-N benzyl 2-chloro-4-(trifluoromethyl)-1,3-thiazole-5-carboxylate Chemical compound N1=C(Cl)SC(C(=O)OCC=2C=CC=CC=2)=C1C(F)(F)F MKQSWTQPLLCSOB-UHFFFAOYSA-N 0.000 description 2
- SRBFZHDQGSBBOR-UHFFFAOYSA-N beta-D-Pyranose-Lyxose Natural products OC1COC(O)C(O)C1O SRBFZHDQGSBBOR-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- HKPHPIREJKHECO-UHFFFAOYSA-N butachlor Chemical compound CCCCOCN(C(=O)CCl)C1=C(CC)C=CC=C1CC HKPHPIREJKHECO-UHFFFAOYSA-N 0.000 description 2
- 125000002091 cationic group Chemical group 0.000 description 2
- 235000013339 cereals Nutrition 0.000 description 2
- 239000010941 cobalt Substances 0.000 description 2
- 229910017052 cobalt Inorganic materials 0.000 description 2
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 2
- JQVDAXLFBXTEQA-UHFFFAOYSA-N dibutylamine Chemical compound CCCCNCCCC JQVDAXLFBXTEQA-UHFFFAOYSA-N 0.000 description 2
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 2
- 229940043279 diisopropylamine Drugs 0.000 description 2
- 239000004205 dimethyl polysiloxane Substances 0.000 description 2
- 229940060296 dodecylbenzenesulfonic acid Drugs 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 150000002170 ethers Polymers 0.000 description 2
- 238000007046 ethoxylation reaction Methods 0.000 description 2
- LIWAQLJGPBVORC-UHFFFAOYSA-N ethylmethylamine Chemical compound CCNC LIWAQLJGPBVORC-UHFFFAOYSA-N 0.000 description 2
- 239000008103 glucose Substances 0.000 description 2
- 150000007529 inorganic bases Chemical class 0.000 description 2
- 229910052742 iron Inorganic materials 0.000 description 2
- SUMDYPCJJOFFON-UHFFFAOYSA-N isethionic acid Chemical class OCCS(O)(=O)=O SUMDYPCJJOFFON-UHFFFAOYSA-N 0.000 description 2
- BMFVGAAISNGQNM-UHFFFAOYSA-N isopentylamine Chemical compound CC(C)CCN BMFVGAAISNGQNM-UHFFFAOYSA-N 0.000 description 2
- JJWLVOIRVHMVIS-UHFFFAOYSA-N isopropylamine Chemical compound CC(C)N JJWLVOIRVHMVIS-UHFFFAOYSA-N 0.000 description 2
- AWJUIBRHMBBTKR-UHFFFAOYSA-N isoquinoline Chemical compound C1=NC=CC2=CC=CC=C21 AWJUIBRHMBBTKR-UHFFFAOYSA-N 0.000 description 2
- 229910052749 magnesium Inorganic materials 0.000 description 2
- 239000011777 magnesium Substances 0.000 description 2
- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 description 2
- 229910021645 metal ion Inorganic materials 0.000 description 2
- QYPPRTNMGCREIM-UHFFFAOYSA-N methylarsonic acid Chemical compound C[As](O)(O)=O QYPPRTNMGCREIM-UHFFFAOYSA-N 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- XHFGWHUWQXTGAT-UHFFFAOYSA-N n-methylpropan-2-amine Chemical compound CNC(C)C XHFGWHUWQXTGAT-UHFFFAOYSA-N 0.000 description 2
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- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000004328 sodium tetraborate Substances 0.000 description 1
- 235000010339 sodium tetraborate Nutrition 0.000 description 1
- 229960000391 sorbitan trioleate Drugs 0.000 description 1
- 235000019337 sorbitan trioleate Nutrition 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 125000005504 styryl group Chemical group 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-O sulfonium Chemical compound [SH3+] RWSOTUBLDIXVET-UHFFFAOYSA-O 0.000 description 1
- 125000001712 tetrahydronaphthyl group Chemical group C1(CCCC2=CC=CC=C12)* 0.000 description 1
- ZFXYFBGIUFBOJW-UHFFFAOYSA-N theophylline Chemical compound O=C1N(C)C(=O)N(C)C2=C1NC=N2 ZFXYFBGIUFBOJW-UHFFFAOYSA-N 0.000 description 1
- 229960000278 theophylline Drugs 0.000 description 1
- 230000008719 thickening Effects 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- DNVLJEWNNDHELH-UHFFFAOYSA-N thiocyclam Chemical compound CN(C)C1CSSSC1 DNVLJEWNNDHELH-UHFFFAOYSA-N 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 1
- YNJBWRMUSHSURL-UHFFFAOYSA-N trichloroacetic acid Chemical compound OC(=O)C(Cl)(Cl)Cl YNJBWRMUSHSURL-UHFFFAOYSA-N 0.000 description 1
- RKBCYCFRFCNLTO-UHFFFAOYSA-N triisopropylamine Chemical compound CC(C)N(C(C)C)C(C)C RKBCYCFRFCNLTO-UHFFFAOYSA-N 0.000 description 1
- LWIHDJKSTIGBAC-UHFFFAOYSA-K tripotassium phosphate Chemical compound [K+].[K+].[K+].[O-]P([O-])([O-])=O LWIHDJKSTIGBAC-UHFFFAOYSA-K 0.000 description 1
- YFTHZRPMJXBUME-UHFFFAOYSA-N tripropylamine Chemical compound CCCN(CCC)CCC YFTHZRPMJXBUME-UHFFFAOYSA-N 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 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
- 238000009736 wetting Methods 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 230000002087 whitening effect Effects 0.000 description 1
- UGZADUVQMDAIAO-UHFFFAOYSA-L zinc hydroxide Chemical compound [OH-].[OH-].[Zn+2] UGZADUVQMDAIAO-UHFFFAOYSA-L 0.000 description 1
- 229910021511 zinc hydroxide Inorganic materials 0.000 description 1
- 229940007718 zinc hydroxide Drugs 0.000 description 1
Classifications
-
- 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
- A01N35/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical
-
- 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
- A01N41/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom
- A01N41/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a sulfur atom bound to a hetero atom containing a sulfur-to-oxygen double bond
- A01N41/10—Sulfones; Sulfoxides
-
- 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
- A01N25/02—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 containing liquids as carriers, diluents or solvents
- A01N25/04—Dispersions, emulsions, suspoemulsions, suspension concentrates or gels
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- Agronomy & Crop Science (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Chemical & Material Sciences (AREA)
- Dispersion Chemistry (AREA)
- Toxicology (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Catching Or Destruction (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US52736403P | 2003-12-05 | 2003-12-05 | |
| US60/527,364 | 2003-12-05 | ||
| PCT/US2004/039929 WO2005055714A2 (en) | 2003-12-05 | 2004-11-30 | Submicron mesotrione compositions |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2007513160A JP2007513160A (ja) | 2007-05-24 |
| JP2007513160A5 JP2007513160A5 (enExample) | 2011-07-21 |
| JP5571276B2 true JP5571276B2 (ja) | 2014-08-13 |
Family
ID=34676739
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2006542660A Expired - Lifetime JP5571276B2 (ja) | 2003-12-05 | 2004-11-30 | サブミクロンメソトリオン組成物 |
Country Status (20)
| Country | Link |
|---|---|
| US (1) | US8563471B2 (enExample) |
| EP (1) | EP1691605B1 (enExample) |
| JP (1) | JP5571276B2 (enExample) |
| KR (1) | KR20060126489A (enExample) |
| CN (1) | CN1897811A (enExample) |
| AP (1) | AP2404A (enExample) |
| AR (1) | AR047137A1 (enExample) |
| AT (1) | ATE553652T1 (enExample) |
| AU (1) | AU2004296743B2 (enExample) |
| BR (1) | BRPI0416537B1 (enExample) |
| CA (1) | CA2546992C (enExample) |
| EA (1) | EA010266B1 (enExample) |
| EC (1) | ECSP066602A (enExample) |
| ES (1) | ES2385332T3 (enExample) |
| NZ (1) | NZ547552A (enExample) |
| PL (1) | PL1691605T3 (enExample) |
| TW (1) | TW200526119A (enExample) |
| UA (1) | UA83704C2 (enExample) |
| WO (1) | WO2005055714A2 (enExample) |
| ZA (1) | ZA200604540B (enExample) |
Families Citing this family (28)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB0305679D0 (en) * | 2003-03-12 | 2003-04-16 | Syngenta Ltd | Agrochemical formulation |
| GB0405760D0 (en) * | 2004-03-15 | 2004-04-21 | Syngenta Participations Ag | Agrochemical formulation |
| GB0414895D0 (en) * | 2004-07-02 | 2004-08-04 | Syngenta Ltd | Herbicidal formulation |
| DE102005056744A1 (de) * | 2005-11-29 | 2007-05-31 | Bayer Cropscience Gmbh | Flüssige Formulierungen enthaltend Dialkylsulfosuccinate und Inhibitoren der Hydroxyphenylpyruvat-Dioxygenase |
| AU2013201392B2 (en) * | 2006-03-06 | 2014-04-24 | Syngenta Crop Protection Ag | Stabilized pesticidal granules |
| WO2007101620A1 (en) * | 2006-03-06 | 2007-09-13 | Syngenta Participations Ag | Stabilized pesticidal granules |
| TWI473566B (zh) * | 2006-07-19 | 2015-02-21 | Syngenta Participations Ag | 除草組成物及其使用方法 |
| WO2009027030A2 (en) * | 2007-08-27 | 2009-03-05 | Syngenta Participations Ag | Herbicidal composition and method of use thereof |
| EP2249642B1 (en) * | 2008-02-20 | 2012-09-12 | Syngenta Participations AG | Herbicide formulation |
| AU2009228512B2 (en) * | 2008-03-25 | 2015-02-12 | Syngenta Crop Protection Ag | Surfactant compositions |
| JP4974953B2 (ja) * | 2008-04-21 | 2012-07-11 | 北興化学工業株式会社 | 除草剤組成物 |
| JP2009269857A (ja) * | 2008-05-08 | 2009-11-19 | Hisao Awano | 強化除草剤及びその強化除草剤の使用方法 |
| TWI524844B (zh) * | 2008-05-12 | 2016-03-11 | 先正達合夥公司 | 除害組成物 |
| CN101336632B (zh) * | 2008-08-13 | 2011-12-14 | 大连松辽化工有限公司 | 一种用于玉米田防治杂草的复合增效除草剂 |
| CN101904336A (zh) * | 2009-06-05 | 2010-12-08 | 丹东市农药总厂 | 玉米田除草剂的组合物 |
| JP2014519502A (ja) * | 2011-05-27 | 2014-08-14 | ビーエーエスエフ ソシエタス・ヨーロピア | 農薬製剤用の分散剤としてのｎ−ビニルカルボキサミドとジアリルジアルキルアンモニウム塩のコポリマー |
| EP2545774A1 (en) | 2011-07-12 | 2013-01-16 | Cheminova A/S | Aqueous HPPD inhibitor suspension concentrate compositions comprising smectite clay |
| CN103371177A (zh) * | 2012-04-24 | 2013-10-30 | 浙江新安化工集团股份有限公司 | 一种甲基磺草酮和草甘膦除草剂组合物 |
| JPWO2013168643A1 (ja) | 2012-05-08 | 2016-01-07 | 石原産業株式会社 | 除草組成物 |
| CN105766939A (zh) * | 2014-12-22 | 2016-07-20 | 沈阳中化农药化工研发有限公司 | 一种玉米田除草剂组合物 |
| EP3081084B1 (en) * | 2015-04-16 | 2020-09-02 | Rotam Agrochem International Company Limited | Submicron imidacloprid and abamectin compositions |
| CN105340904A (zh) * | 2015-11-02 | 2016-02-24 | 张英芹 | 一种甲基磺草酮和莠去津水悬浮剂 |
| BR102016008417B1 (pt) * | 2016-04-15 | 2023-02-28 | Universidade Federal Do Rio Grande Do Sul | Processo de controle seletivo de populações de artrópodes hematófagos usando inibidores das enzimas do metabolismo da tirosina |
| KR20230061560A (ko) * | 2017-06-19 | 2023-05-08 | 유피엘 리미티드 | 메소트리온 금속 킬레이트의 다형체 및 제조 공정 |
| JPWO2021085396A1 (enExample) * | 2019-10-28 | 2021-05-06 | ||
| BR102020024869A2 (pt) * | 2020-12-04 | 2022-06-21 | Sumitomo Chemical Brasil Industria Quim S A | Composição de suspo-emulsão, processo de preparo dessa composição, método de controle de vegetação indesejada e/ou pragas e metodo para tratamento de sementes |
| CA3211973A1 (en) * | 2021-03-04 | 2022-09-09 | Upl Limted | Liquid herbicidal compositions |
| CN115669668A (zh) * | 2022-11-16 | 2023-02-03 | 南京太化化工有限公司 | 一种甲基磺草酮莠去津悬乳剂及其制备方法 |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5912207A (en) * | 1997-01-31 | 1999-06-15 | Zeneca Limited | Stable herbicidal compositions containing metal chelates of herbicidal dione compounds |
| WO2002082900A1 (en) * | 2001-03-30 | 2002-10-24 | Rhodia Inc. | Aqeuous suspension of nanoparticles comprising an agrochemical active ingredient |
| GB0114198D0 (en) * | 2001-06-11 | 2001-08-01 | Syngenta Ltd | Herbicidal composition |
| CA2451161A1 (en) * | 2001-06-22 | 2003-01-03 | Elan Pharma International, Ltd. | Method for high through put screening using a small scale mill or microfluidics |
| MXPA04002176A (es) * | 2001-09-07 | 2004-06-29 | Syngenta Participations Ag | Sistemas surfactantes para compuestos agricolamente activos. |
| EP1319336B1 (de) * | 2001-12-17 | 2004-06-23 | Basf Aktiengesellschaft | Verfahren zur Herstellung lösungsmittelfreier Suspensionen |
| DE10209478A1 (de) * | 2002-03-05 | 2003-09-18 | Bayer Cropscience Gmbh | Herbizid-Kombinationen mit speziellen Sulfonylharnstoffen |
| UA78326C2 (uk) * | 2002-06-12 | 2007-03-15 | Сінгента Партісіпейшнс Аг | Гербіцидна синергетична композиція та спосіб боротьби з ростом небажаної рослинності |
| GB0305679D0 (en) * | 2003-03-12 | 2003-04-16 | Syngenta Ltd | Agrochemical formulation |
| DE10351004A1 (de) * | 2003-10-30 | 2005-05-25 | Basf Ag | Nanopartikuläre Wirkstoffformulierungen |
-
2004
- 2004-11-30 UA UAA200607341A patent/UA83704C2/ru unknown
- 2004-11-30 WO PCT/US2004/039929 patent/WO2005055714A2/en not_active Ceased
- 2004-11-30 PL PL04812455T patent/PL1691605T3/pl unknown
- 2004-11-30 AT AT04812455T patent/ATE553652T1/de active
- 2004-11-30 AU AU2004296743A patent/AU2004296743B2/en not_active Expired
- 2004-11-30 EA EA200601096A patent/EA010266B1/ru not_active IP Right Cessation
- 2004-11-30 CA CA2546992A patent/CA2546992C/en not_active Expired - Lifetime
- 2004-11-30 EP EP04812455A patent/EP1691605B1/en not_active Expired - Lifetime
- 2004-11-30 CN CNA2004800383588A patent/CN1897811A/zh active Pending
- 2004-11-30 AP AP2006003643A patent/AP2404A/xx active
- 2004-11-30 BR BRPI0416537A patent/BRPI0416537B1/pt active IP Right Grant
- 2004-11-30 JP JP2006542660A patent/JP5571276B2/ja not_active Expired - Lifetime
- 2004-11-30 ES ES04812455T patent/ES2385332T3/es not_active Expired - Lifetime
- 2004-11-30 US US10/580,063 patent/US8563471B2/en not_active Expired - Lifetime
- 2004-11-30 KR KR1020067011073A patent/KR20060126489A/ko not_active Ceased
- 2004-11-30 NZ NZ547552A patent/NZ547552A/en not_active IP Right Cessation
- 2004-12-03 AR ARP040104519A patent/AR047137A1/es not_active Application Discontinuation
- 2004-12-03 TW TW093137319A patent/TW200526119A/zh unknown
-
2006
- 2006-06-02 EC EC2006006602A patent/ECSP066602A/es unknown
- 2006-06-02 ZA ZA200604540A patent/ZA200604540B/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| AP2404A (en) | 2012-05-04 |
| AU2004296743B2 (en) | 2010-08-05 |
| WO2005055714A2 (en) | 2005-06-23 |
| EP1691605B1 (en) | 2012-04-18 |
| JP2007513160A (ja) | 2007-05-24 |
| CN1897811A (zh) | 2007-01-17 |
| BRPI0416537B1 (pt) | 2017-05-02 |
| EA200601096A1 (ru) | 2006-12-29 |
| UA83704C2 (ru) | 2008-08-11 |
| NZ547552A (en) | 2009-09-25 |
| ECSP066602A (es) | 2006-10-25 |
| CA2546992C (en) | 2012-03-13 |
| BRPI0416537A (pt) | 2007-01-09 |
| ATE553652T1 (de) | 2012-05-15 |
| EP1691605A2 (en) | 2006-08-23 |
| ZA200604540B (en) | 2008-02-27 |
| EP1691605A4 (en) | 2007-02-21 |
| WO2005055714A3 (en) | 2005-11-10 |
| EA010266B1 (ru) | 2008-06-30 |
| TW200526119A (en) | 2005-08-16 |
| US20070225169A1 (en) | 2007-09-27 |
| KR20060126489A (ko) | 2006-12-07 |
| ES2385332T3 (es) | 2012-07-23 |
| AR047137A1 (es) | 2006-01-11 |
| CA2546992A1 (en) | 2005-06-23 |
| PL1691605T3 (pl) | 2012-09-28 |
| AU2004296743A1 (en) | 2005-06-23 |
| US8563471B2 (en) | 2013-10-22 |
| AP2006003643A0 (en) | 2006-06-30 |
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