AU2008266519B2 - Active ingredient suspensions in glycerine - Google Patents
Active ingredient suspensions in glycerine Download PDFInfo
- Publication number
- AU2008266519B2 AU2008266519B2 AU2008266519A AU2008266519A AU2008266519B2 AU 2008266519 B2 AU2008266519 B2 AU 2008266519B2 AU 2008266519 A AU2008266519 A AU 2008266519A AU 2008266519 A AU2008266519 A AU 2008266519A AU 2008266519 B2 AU2008266519 B2 AU 2008266519B2
- Authority
- AU
- Australia
- Prior art keywords
- weight
- methyl
- active compound
- alkyl
- compound suspension
- 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.)
- Ceased
Links
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 title claims abstract description 61
- 239000000725 suspension Substances 0.000 title claims abstract description 29
- 235000011187 glycerol Nutrition 0.000 title abstract description 17
- 239000004480 active ingredient Substances 0.000 title abstract description 4
- 239000000203 mixture Substances 0.000 claims abstract description 123
- 238000009472 formulation Methods 0.000 claims abstract description 66
- 239000002253 acid Substances 0.000 claims abstract description 33
- 150000007513 acids Chemical class 0.000 claims abstract description 23
- 239000004094 surface-active agent Substances 0.000 claims abstract description 20
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 19
- 239000002904 solvent Substances 0.000 claims abstract description 18
- 239000000080 wetting agent Substances 0.000 claims abstract description 17
- 239000003755 preservative agent Substances 0.000 claims abstract description 15
- 239000002518 antifoaming agent Substances 0.000 claims abstract description 6
- 150000001875 compounds Chemical class 0.000 claims description 140
- 230000002363 herbicidal effect Effects 0.000 claims description 49
- 239000004009 herbicide Substances 0.000 claims description 46
- 238000000034 method Methods 0.000 claims description 19
- 229940124530 sulfonamide Drugs 0.000 claims description 18
- 150000003456 sulfonamides Chemical class 0.000 claims description 18
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 18
- 239000002270 dispersing agent Substances 0.000 claims description 15
- 239000003139 biocide Substances 0.000 claims description 11
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 7
- 239000012872 agrochemical composition Substances 0.000 claims description 7
- 241001465754 Metazoa Species 0.000 claims description 6
- 230000001225 therapeutic effect Effects 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 3
- 238000007865 diluting Methods 0.000 claims 2
- QBWKPGNFQQJGFY-QLFBSQMISA-N 3-[(1r)-1-[(2r,6s)-2,6-dimethylmorpholin-4-yl]ethyl]-n-[6-methyl-3-(1h-pyrazol-4-yl)imidazo[1,2-a]pyrazin-8-yl]-1,2-thiazol-5-amine Chemical compound N1([C@H](C)C2=NSC(NC=3C4=NC=C(N4C=C(C)N=3)C3=CNN=C3)=C2)C[C@H](C)O[C@H](C)C1 QBWKPGNFQQJGFY-QLFBSQMISA-N 0.000 claims 1
- 229940125846 compound 25 Drugs 0.000 claims 1
- 239000003905 agrochemical Substances 0.000 abstract description 12
- 239000006185 dispersion Substances 0.000 abstract description 2
- 241000607479 Yersinia pestis Species 0.000 abstract 1
- 239000012868 active agrochemical ingredient Substances 0.000 abstract 1
- -1 ethyl ester Chemical class 0.000 description 145
- 239000000047 product Substances 0.000 description 72
- 241000196324 Embryophyta Species 0.000 description 51
- 150000003839 salts Chemical class 0.000 description 49
- 159000000000 sodium salts Chemical class 0.000 description 36
- 125000004432 carbon atom Chemical group C* 0.000 description 29
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 25
- 150000003254 radicals Chemical class 0.000 description 25
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 23
- 239000003112 inhibitor Substances 0.000 description 23
- 150000002148 esters Chemical class 0.000 description 22
- 229910052736 halogen Inorganic materials 0.000 description 21
- 150000002367 halogens Chemical class 0.000 description 21
- 125000001424 substituent group Chemical group 0.000 description 20
- 239000011734 sodium Substances 0.000 description 17
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 16
- 240000007594 Oryza sativa Species 0.000 description 14
- 235000007164 Oryza sativa Nutrition 0.000 description 14
- 125000000217 alkyl group Chemical group 0.000 description 14
- 229910052731 fluorine Inorganic materials 0.000 description 14
- 235000009566 rice Nutrition 0.000 description 14
- OVSKIKFHRZPJSS-UHFFFAOYSA-N 2,4-D Chemical compound OC(=O)COC1=CC=C(Cl)C=C1Cl OVSKIKFHRZPJSS-UHFFFAOYSA-N 0.000 description 13
- 239000004215 Carbon black (E152) Substances 0.000 description 13
- 239000000417 fungicide Substances 0.000 description 13
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 13
- 229910052708 sodium Inorganic materials 0.000 description 13
- 239000000460 chlorine Substances 0.000 description 12
- 244000038559 crop plants Species 0.000 description 12
- OAWUUPVZMNKZRY-UHFFFAOYSA-N cyprosulfamide Chemical compound COC1=CC=CC=C1C(=O)NS(=O)(=O)C1=CC=C(C(=O)NC2CC2)C=C1 OAWUUPVZMNKZRY-UHFFFAOYSA-N 0.000 description 12
- 229930195733 hydrocarbon Natural products 0.000 description 12
- 239000002917 insecticide Substances 0.000 description 12
- DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 12
- 239000012071 phase Substances 0.000 description 12
- 238000003860 storage Methods 0.000 description 12
- 229910052801 chlorine Inorganic materials 0.000 description 11
- 244000062793 Sorghum vulgare Species 0.000 description 10
- 229910052794 bromium Inorganic materials 0.000 description 10
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 10
- 239000000194 fatty acid Substances 0.000 description 10
- 239000000126 substance Substances 0.000 description 10
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical group C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 9
- 239000005622 Thiencarbazone Substances 0.000 description 9
- 125000003118 aryl group Chemical group 0.000 description 9
- 235000014113 dietary fatty acids Nutrition 0.000 description 9
- 229930195729 fatty acid Natural products 0.000 description 9
- 235000019713 millet Nutrition 0.000 description 9
- GLDAZAQRGCSFNP-UHFFFAOYSA-N thiencarbazone Chemical compound O=C1N(C)C(OC)=NN1C(=O)NS(=O)(=O)C1=C(C)SC=C1C(O)=O GLDAZAQRGCSFNP-UHFFFAOYSA-N 0.000 description 9
- 239000005571 Isoxaflutole Substances 0.000 description 8
- 229920004482 WACKER® Polymers 0.000 description 8
- 240000008042 Zea mays Species 0.000 description 8
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 8
- 125000003342 alkenyl group Chemical group 0.000 description 8
- 229910052799 carbon Inorganic materials 0.000 description 8
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 8
- MWKVXOJATACCCH-UHFFFAOYSA-N isoxadifen-ethyl Chemical group C1C(C(=O)OCC)=NOC1(C=1C=CC=CC=1)C1=CC=CC=C1 MWKVXOJATACCCH-UHFFFAOYSA-N 0.000 description 8
- OYIKARCXOQLFHF-UHFFFAOYSA-N isoxaflutole Chemical compound CS(=O)(=O)C1=CC(C(F)(F)F)=CC=C1C(=O)C1=C(C2CC2)ON=C1 OYIKARCXOQLFHF-UHFFFAOYSA-N 0.000 description 8
- 229940088649 isoxaflutole Drugs 0.000 description 8
- 239000000575 pesticide Substances 0.000 description 8
- 238000002360 preparation method Methods 0.000 description 8
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 7
- 125000002947 alkylene group Chemical group 0.000 description 7
- 150000003863 ammonium salts Chemical class 0.000 description 7
- 229960004106 citric acid Drugs 0.000 description 7
- 230000000694 effects Effects 0.000 description 7
- 239000007788 liquid Substances 0.000 description 7
- 150000007524 organic acids Chemical class 0.000 description 7
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 7
- 230000009261 transgenic effect Effects 0.000 description 7
- 239000003666 Amidosulfuron Substances 0.000 description 6
- CTTHWASMBLQOFR-UHFFFAOYSA-N Amidosulfuron Chemical compound COC1=CC(OC)=NC(NC(=O)NS(=O)(=O)N(C)S(C)(=O)=O)=N1 CTTHWASMBLQOFR-UHFFFAOYSA-N 0.000 description 6
- 244000075850 Avena orientalis Species 0.000 description 6
- 239000005560 Foramsulfuron Substances 0.000 description 6
- 239000005601 Propoxycarbazone Substances 0.000 description 6
- 239000005620 Tembotrione Substances 0.000 description 6
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 6
- 125000000304 alkynyl group Chemical group 0.000 description 6
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 6
- WCGGWVOVFQNRRS-UHFFFAOYSA-N dichloroacetamide Chemical compound NC(=O)C(Cl)Cl WCGGWVOVFQNRRS-UHFFFAOYSA-N 0.000 description 6
- PXDNXJSDGQBLKS-UHFFFAOYSA-N foramsulfuron Chemical compound COC1=CC(OC)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=C(NC=O)C=2)C(=O)N(C)C)=N1 PXDNXJSDGQBLKS-UHFFFAOYSA-N 0.000 description 6
- 229910052739 hydrogen Inorganic materials 0.000 description 6
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 6
- JTHMVYBOQLDDIY-UHFFFAOYSA-N methyl 2-[(4-methyl-5-oxo-3-propoxy-1,2,4-triazole-1-carbonyl)sulfamoyl]benzoate Chemical compound O=C1N(C)C(OCCC)=NN1C(=O)NS(=O)(=O)C1=CC=CC=C1C(=O)OC JTHMVYBOQLDDIY-UHFFFAOYSA-N 0.000 description 6
- VWGAYSCWLXQJBQ-UHFFFAOYSA-N methyl 4-iodo-2-[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)carbamoylsulfamoyl]benzoate Chemical group COC(=O)C1=CC=C(I)C=C1S(=O)(=O)NC(=O)NC1=NC(C)=NC(OC)=N1 VWGAYSCWLXQJBQ-UHFFFAOYSA-N 0.000 description 6
- 150000004702 methyl esters Chemical class 0.000 description 6
- 229910052757 nitrogen Inorganic materials 0.000 description 6
- 230000008569 process Effects 0.000 description 6
- 235000013772 propylene glycol Nutrition 0.000 description 6
- 235000012239 silicon dioxide Nutrition 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- 235000000346 sugar Nutrition 0.000 description 6
- IUQAXCIUEPFPSF-UHFFFAOYSA-N tembotrione Chemical compound ClC1=C(COCC(F)(F)F)C(S(=O)(=O)C)=CC=C1C(=O)C1C(=O)CCCC1=O IUQAXCIUEPFPSF-UHFFFAOYSA-N 0.000 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 description 5
- 229910002016 Aerosil® 200 Inorganic materials 0.000 description 5
- 235000007319 Avena orientalis Nutrition 0.000 description 5
- KHBQMWCZKVMBLN-UHFFFAOYSA-N Benzenesulfonamide Chemical class NS(=O)(=O)C1=CC=CC=C1 KHBQMWCZKVMBLN-UHFFFAOYSA-N 0.000 description 5
- 241000219310 Beta vulgaris subsp. vulgaris Species 0.000 description 5
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 5
- UWVKRNOCDUPIDM-UHFFFAOYSA-N Ethoxysulfuron Chemical compound CCOC1=CC=CC=C1OS(=O)(=O)NC(=O)NC1=NC(OC)=CC(OC)=N1 UWVKRNOCDUPIDM-UHFFFAOYSA-N 0.000 description 5
- 241000233866 Fungi Species 0.000 description 5
- 240000005979 Hordeum vulgare Species 0.000 description 5
- 235000007340 Hordeum vulgare Nutrition 0.000 description 5
- 235000019484 Rapeseed oil Nutrition 0.000 description 5
- 235000007238 Secale cereale Nutrition 0.000 description 5
- 244000082988 Secale cereale Species 0.000 description 5
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 5
- 235000021536 Sugar beet Nutrition 0.000 description 5
- 229940100389 Sulfonylurea Drugs 0.000 description 5
- 235000021307 Triticum Nutrition 0.000 description 5
- 241000209140 Triticum Species 0.000 description 5
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 5
- 230000000895 acaricidal effect Effects 0.000 description 5
- 239000000642 acaricide Substances 0.000 description 5
- 230000009471 action Effects 0.000 description 5
- 229910052783 alkali metal Inorganic materials 0.000 description 5
- 229910052921 ammonium sulfate Inorganic materials 0.000 description 5
- 235000011130 ammonium sulphate Nutrition 0.000 description 5
- 230000000844 anti-bacterial effect Effects 0.000 description 5
- 239000003899 bactericide agent Substances 0.000 description 5
- 230000015572 biosynthetic process Effects 0.000 description 5
- 230000001276 controlling effect Effects 0.000 description 5
- 235000005822 corn Nutrition 0.000 description 5
- 150000004665 fatty acids Chemical class 0.000 description 5
- GINFBXXYGUODAT-UHFFFAOYSA-N flucarbazone Chemical compound O=C1N(C)C(OC)=NN1C(=O)NS(=O)(=O)C1=CC=CC=C1OC(F)(F)F GINFBXXYGUODAT-UHFFFAOYSA-N 0.000 description 5
- IANUJLZYFUDJIH-UHFFFAOYSA-N flufenacet Chemical compound C=1C=C(F)C=CC=1N(C(C)C)C(=O)COC1=NN=C(C(F)(F)F)S1 IANUJLZYFUDJIH-UHFFFAOYSA-N 0.000 description 5
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 description 5
- 125000001072 heteroaryl group Chemical group 0.000 description 5
- 125000005842 heteroatom Chemical group 0.000 description 5
- 239000005645 nematicide Substances 0.000 description 5
- 239000002736 nonionic surfactant Substances 0.000 description 5
- 235000005985 organic acids Nutrition 0.000 description 5
- 125000006413 ring segment Chemical group 0.000 description 5
- 229920006395 saturated elastomer Polymers 0.000 description 5
- 150000004760 silicates Chemical class 0.000 description 5
- HOKKPVIRMVDYPB-UVTDQMKNSA-N (Z)-thiacloprid Chemical compound C1=NC(Cl)=CC=C1CN1C(=N/C#N)/SCC1 HOKKPVIRMVDYPB-UVTDQMKNSA-N 0.000 description 4
- 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 4
- 108010000700 Acetolactate synthase Proteins 0.000 description 4
- 240000002791 Brassica napus Species 0.000 description 4
- 235000006008 Brassica napus var napus Nutrition 0.000 description 4
- 241000640882 Condea Species 0.000 description 4
- 229920000742 Cotton Polymers 0.000 description 4
- NNYRZQHKCHEXSD-UHFFFAOYSA-N Daimuron Chemical compound C1=CC(C)=CC=C1NC(=O)NC(C)(C)C1=CC=CC=C1 NNYRZQHKCHEXSD-UHFFFAOYSA-N 0.000 description 4
- 239000005531 Flufenacet Substances 0.000 description 4
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 4
- 244000068988 Glycine max Species 0.000 description 4
- 235000010469 Glycine max Nutrition 0.000 description 4
- 241000219146 Gossypium Species 0.000 description 4
- 241000238631 Hexapoda Species 0.000 description 4
- 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 4
- 239000005906 Imidacloprid Substances 0.000 description 4
- LGDSHSYDSCRFAB-UHFFFAOYSA-N Methyl isothiocyanate Chemical compound CN=C=S LGDSHSYDSCRFAB-UHFFFAOYSA-N 0.000 description 4
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 4
- 239000005940 Thiacloprid Substances 0.000 description 4
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical class [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 description 4
- 125000003545 alkoxy group Chemical group 0.000 description 4
- 150000001412 amines Chemical class 0.000 description 4
- 239000002585 base Substances 0.000 description 4
- DMSMPAJRVJJAGA-UHFFFAOYSA-N benzo[d]isothiazol-3-one Chemical compound C1=CC=C2C(=O)NSC2=C1 DMSMPAJRVJJAGA-UHFFFAOYSA-N 0.000 description 4
- GINJFDRNADDBIN-FXQIFTODSA-N bilanafos Chemical compound OC(=O)[C@H](C)NC(=O)[C@H](C)NC(=O)[C@@H](N)CCP(C)(O)=O GINJFDRNADDBIN-FXQIFTODSA-N 0.000 description 4
- 239000007795 chemical reaction product Substances 0.000 description 4
- 125000000753 cycloalkyl group Chemical group 0.000 description 4
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 description 4
- 239000011737 fluorine Substances 0.000 description 4
- 230000012010 growth Effects 0.000 description 4
- 125000004438 haloalkoxy group Chemical group 0.000 description 4
- 125000001188 haloalkyl group Chemical group 0.000 description 4
- 125000000623 heterocyclic group Chemical group 0.000 description 4
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 4
- 229940056881 imidacloprid Drugs 0.000 description 4
- YWTYJOPNNQFBPC-UHFFFAOYSA-N imidacloprid Chemical compound [O-][N+](=O)\N=C1/NCCN1CC1=CC=C(Cl)N=C1 YWTYJOPNNQFBPC-UHFFFAOYSA-N 0.000 description 4
- RONFGUROBZGJKP-UHFFFAOYSA-N iminoctadine Chemical compound NC(N)=NCCCCCCCCNCCCCCCCCN=C(N)N RONFGUROBZGJKP-UHFFFAOYSA-N 0.000 description 4
- 239000002563 ionic surfactant Substances 0.000 description 4
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 4
- FBUKVWPVBMHYJY-UHFFFAOYSA-N nonanoic acid Chemical compound CCCCCCCCC(O)=O FBUKVWPVBMHYJY-UHFFFAOYSA-N 0.000 description 4
- 239000003921 oil Substances 0.000 description 4
- 235000019198 oils Nutrition 0.000 description 4
- 239000003960 organic solvent Substances 0.000 description 4
- 239000002245 particle Substances 0.000 description 4
- IZUPBVBPLAPZRR-UHFFFAOYSA-N pentachlorophenol Chemical compound OC1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl IZUPBVBPLAPZRR-UHFFFAOYSA-N 0.000 description 4
- 239000005648 plant growth regulator Substances 0.000 description 4
- 229920001983 poloxamer Polymers 0.000 description 4
- 239000004546 suspension concentrate Substances 0.000 description 4
- JNYAEWCLZODPBN-JGWLITMVSA-N (2r,3r,4s)-2-[(1r)-1,2-dihydroxyethyl]oxolane-3,4-diol Chemical class OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O JNYAEWCLZODPBN-JGWLITMVSA-N 0.000 description 3
- 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 3
- PGOOBECODWQEAB-UHFFFAOYSA-N (E)-clothianidin Chemical compound [O-][N+](=O)\N=C(/NC)NCC1=CN=C(Cl)S1 PGOOBECODWQEAB-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 3
- WFVUIONFJOAYPK-SDNWHVSQSA-N (z)-n-(1,3-dioxolan-2-ylmethoxy)benzenecarboximidoyl cyanide Chemical compound C=1C=CC=CC=1C(/C#N)=N/OCC1OCCO1 WFVUIONFJOAYPK-SDNWHVSQSA-N 0.000 description 3
- PXMNMQRDXWABCY-UHFFFAOYSA-N 1-(4-chlorophenyl)-4,4-dimethyl-3-(1H-1,2,4-triazol-1-ylmethyl)pentan-3-ol Chemical compound C1=NC=NN1CC(O)(C(C)(C)C)CCC1=CC=C(Cl)C=C1 PXMNMQRDXWABCY-UHFFFAOYSA-N 0.000 description 3
- QWWHRELOCZEQNZ-UHFFFAOYSA-N 2,2-dichloro-1-(1-oxa-4-azaspiro[4.5]decan-4-yl)ethanone Chemical compound ClC(Cl)C(=O)N1CCOC11CCCCC1 QWWHRELOCZEQNZ-UHFFFAOYSA-N 0.000 description 3
- MCNOFYBITGAAGM-UHFFFAOYSA-N 2,2-dichloro-1-[5-(furan-2-yl)-2,2-dimethyl-1,3-oxazolidin-3-yl]ethanone Chemical compound C1N(C(=O)C(Cl)Cl)C(C)(C)OC1C1=CC=CO1 MCNOFYBITGAAGM-UHFFFAOYSA-N 0.000 description 3
- 239000005631 2,4-Dichlorophenoxyacetic acid Substances 0.000 description 3
- MAYMYMXYWIVVOK-UHFFFAOYSA-N 2-[(4,6-dimethoxypyrimidin-2-yl)carbamoylsulfamoyl]-4-(methanesulfonamidomethyl)benzoic acid Chemical compound COC1=CC(OC)=NC(NC(=O)NS(=O)(=O)C=2C(=CC=C(CNS(C)(=O)=O)C=2)C(O)=O)=N1 MAYMYMXYWIVVOK-UHFFFAOYSA-N 0.000 description 3
- 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 description 3
- 239000005875 Acetamiprid Substances 0.000 description 3
- 229910002012 Aerosil® Inorganic materials 0.000 description 3
- 241000894006 Bacteria Species 0.000 description 3
- PFJJMJDEVDLPNE-UHFFFAOYSA-N Benoxacor Chemical compound C1=CC=C2N(C(=O)C(Cl)Cl)C(C)COC2=C1 PFJJMJDEVDLPNE-UHFFFAOYSA-N 0.000 description 3
- 239000005496 Chlorsulfuron Substances 0.000 description 3
- 239000005888 Clothianidin Substances 0.000 description 3
- VYNOULHXXDFBLU-UHFFFAOYSA-N Cumyluron Chemical compound C=1C=CC=CC=1C(C)(C)NC(=O)NCC1=CC=CC=C1Cl VYNOULHXXDFBLU-UHFFFAOYSA-N 0.000 description 3
- 229920000858 Cyclodextrin Polymers 0.000 description 3
- OFSLKOLYLQSJPB-UHFFFAOYSA-N Cyclosulfamuron Chemical compound COC1=CC(OC)=NC(NC(=O)NS(=O)(=O)NC=2C(=CC=CC=2)C(=O)C2CC2)=N1 OFSLKOLYLQSJPB-UHFFFAOYSA-N 0.000 description 3
- 241000234653 Cyperus Species 0.000 description 3
- YRMLFORXOOIJDR-UHFFFAOYSA-N Dichlormid Chemical compound ClC(Cl)C(=O)N(CC=C)CC=C YRMLFORXOOIJDR-UHFFFAOYSA-N 0.000 description 3
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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
- 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
-
- 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
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/80—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2
Landscapes
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Health & Medical Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Dispersion Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Toxicology (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP07012075.3 | 2007-06-21 | ||
| EP07012075A EP2005824A1 (de) | 2007-06-21 | 2007-06-21 | Wirkstoffsuspensionen in Glycerin |
| PCT/EP2008/004516 WO2008155026A2 (de) | 2007-06-21 | 2008-06-06 | Wirkstoffsuspensionen in glycerin |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| AU2008266519A1 AU2008266519A1 (en) | 2008-12-24 |
| AU2008266519B2 true AU2008266519B2 (en) | 2013-10-31 |
Family
ID=38626215
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU2008266519A Ceased AU2008266519B2 (en) | 2007-06-21 | 2008-06-06 | Active ingredient suspensions in glycerine |
Country Status (22)
| Country | Link |
|---|---|
| US (1) | US20080318774A1 (https=) |
| EP (2) | EP2005824A1 (https=) |
| JP (1) | JP5337798B2 (https=) |
| KR (1) | KR101520117B1 (https=) |
| CN (1) | CN101677529B (https=) |
| AR (1) | AR068077A1 (https=) |
| AT (1) | ATE522136T1 (https=) |
| AU (1) | AU2008266519B2 (https=) |
| BR (1) | BRPI0813384B1 (https=) |
| CA (1) | CA2692194C (https=) |
| CO (1) | CO6251199A2 (https=) |
| EA (1) | EA022781B1 (https=) |
| EC (1) | ECSP099790A (https=) |
| ES (1) | ES2370561T3 (https=) |
| IL (1) | IL202770A (https=) |
| MX (1) | MX2009014194A (https=) |
| MY (1) | MY153299A (https=) |
| PL (1) | PL2170041T3 (https=) |
| PT (1) | PT2170041E (https=) |
| UA (1) | UA98646C2 (https=) |
| WO (1) | WO2008155026A2 (https=) |
| ZA (1) | ZA200908206B (https=) |
Families Citing this family (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE102008032537A1 (de) * | 2008-07-10 | 2010-01-14 | Gerstner, Alexander, Dipl.-Ing. | Direktanwendungs-Unkrautvernichtungszusammensetzung |
| US9332758B2 (en) | 2010-08-09 | 2016-05-10 | Rohm And Haas Company | Compositions containing 1,2-benzisothiazolin-3-one |
| BE1020269A5 (nl) * | 2012-01-17 | 2013-07-02 | Taminco | Gebruik van vervangende oplosmiddelen voor n-methylpyrrolidon (nmp). |
| WO2014138544A1 (en) * | 2013-03-08 | 2014-09-12 | Dow Agrosciences Llc | Method for control of brush and woody weed species |
| ES2483599B2 (es) * | 2014-05-26 | 2015-03-31 | Sipcam Inagra, S.A. | Composición Sinérgica Surfactante |
| ES2520615B2 (es) * | 2014-07-10 | 2015-08-07 | Seipasa S.A. | Agente bacteriostático para suspensiones bacterianas |
| CN107920506A (zh) * | 2015-08-13 | 2018-04-17 | 巴斯夫欧洲公司 | 包含水溶性溶剂、无机增稠剂和烷氧基化物的非水农药悬浮液 |
| BR112018001429B1 (pt) * | 2015-08-13 | 2022-11-22 | Basf Se | Composição líquida não aquosa, método para a preparação da composição e método não terapêutico para controlar fungos fitopatogênicos e/ ou crescimento indesejado de plantas e/ ou ataque indesejado por insetos ou ácaros e/ ou para regular o crescimento de plantas |
| CN105104375B (zh) * | 2015-08-14 | 2017-08-15 | 京博农化科技股份有限公司 | 一种含甘油的除草组合物 |
| WO2017050635A1 (en) | 2015-09-22 | 2017-03-30 | Bayer Cropscience Aktiengesellschaft | Use of certain active ingredient combinations in tuberous root crop plants |
| NZ742397A (en) * | 2015-11-10 | 2019-08-30 | Nufarm Americas Inc | Flumioxazin compositions |
| CN106305757B (zh) * | 2016-09-23 | 2019-03-12 | 江苏辉丰农化股份有限公司 | 一种包含吡氟酰草胺和噻酮磺隆的增效除草组合物 |
| BR112021001531A2 (pt) * | 2018-07-31 | 2021-04-20 | Bayer Aktiengesellschaft | combinação de agente de espessamento para formulações agroquímicas (proteção da colheita) com alto conteúdo de sal |
| EP3888461A1 (en) * | 2020-04-03 | 2021-10-06 | Bayer AG | Non-aqueous dispersions comprising inhibitors of hydroxyphenylpyruvate-dioxygenase and citric acid |
| EP3994990A1 (en) * | 2020-11-08 | 2022-05-11 | Bayer AG | Agrochemical composition with improved drift, spreading and uptake properties |
| EP3994991A1 (en) * | 2020-11-08 | 2022-05-11 | Bayer Aktiengesellschaft | Agrochemical composition with improved drift, spreading, uptake and rainfastness properties |
| EP3994989A1 (en) * | 2020-11-08 | 2022-05-11 | Bayer AG | Agrochemical composition with improved drift, rainfastness and uptake properties |
| IL309242A (en) * | 2021-06-22 | 2024-02-01 | Adama Makhteshim Ltd | Agrochemical compositions comprising a wetting agent |
| US20250017212A1 (en) | 2021-11-11 | 2025-01-16 | Bayer Aktiengesellschaft | Surfactant combination for aqueous agrochemical (crop protection) suspension formulations with high salt content and low-concentration of sulfonylurea herbicide |
| WO2023104615A1 (en) * | 2021-12-08 | 2023-06-15 | Syngenta Crop Protection Ag | Liquid seed treatment |
| CN115449417B (zh) * | 2022-09-23 | 2023-07-14 | 神华准能资源综合开发有限公司 | 萘系复配分散剂、包含其的活化纳米原浆及其制备方法 |
| JP2026511648A (ja) | 2023-03-31 | 2026-04-14 | バイエル・アクチエンゲゼルシヤフト | チエンカルバゾン－メチルを含む乳剤（ｅｃ）製剤 |
| WO2025082864A1 (en) | 2023-10-20 | 2025-04-24 | Bayer Aktiengesellschaft | Liquid fosetyl-aluminium formulations |
| WO2025088145A1 (en) | 2023-10-26 | 2025-05-01 | Nichino Europe Co., Limited | Synergistically active pesticide composition and method for controlling pests |
| WO2025088143A1 (en) | 2023-10-26 | 2025-05-01 | Nichino Europe Co., Limited | Formulation and method for controlling pests |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20020065198A1 (en) * | 2000-09-18 | 2002-05-30 | Highsmith Ronald E. | Agricultural chemical suspensions |
Family Cites Families (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2080106B (en) † | 1980-07-18 | 1984-03-07 | Weelcome Foundation Ltd | Acyclovin preparations |
| IT1195284B (it) * | 1981-10-27 | 1988-10-12 | Montedison Spa | Additivo per sospensioni acquose di formulati di antiparassitari da distribuire con mezzo aereo atto ad impedire l'effetto deriva |
| GB8612826D0 (en) * | 1986-05-27 | 1986-07-02 | Boots Co Plc | Insecticidal compositions |
| JP3914288B2 (ja) * | 1995-09-20 | 2007-05-16 | 住化武田農薬株式会社 | 安定化された水性乳化懸濁状農薬組成物およびその製造法 |
| US6071858A (en) * | 1997-12-12 | 2000-06-06 | Bayer Corporation | Stable, dry compositions for use as herbicides |
| GB9828620D0 (en) † | 1998-12-23 | 1999-02-17 | Glaxo Group Ltd | Medicaments |
| DE19933260A1 (de) * | 1999-07-15 | 2001-01-18 | Bayer Ag | Substituierte Thien-3-yl-sulfonylamino(thio)carbonyl-triazolin(thi)one |
| JP4405625B2 (ja) † | 1999-09-13 | 2010-01-27 | バイエルクロップサイエンス株式会社 | 水性懸濁状除草剤組成物 |
| DE19951427A1 (de) * | 1999-10-26 | 2001-05-17 | Aventis Cropscience Gmbh | Nichtwässrige oder wasserarme Suspensionskonzentrate von Wirkstoffmischungen für den Pflanzenschutz |
| EP1161866A1 (en) † | 2000-06-07 | 2001-12-12 | Aventis CropScience S.A. | New herbicidal compositions |
| GB0021786D0 (en) * | 2000-09-05 | 2000-10-18 | Zeneca Ltd | Fungicidal formulations |
| FR2821718B1 (fr) * | 2001-03-08 | 2003-06-13 | Aventis Cropscience Sa | Nouvelles compositions fongicides a base de derives de pyridylmethylbenzamide et d'imidazoline ou d'oxazolidine |
| DE60219533T2 (de) † | 2002-03-25 | 2008-01-31 | Council Of Scientific And Industrial Research | Ein antivirales mittel aus der indischen rosskastanie aesculus indica |
| AU2003281148A1 (en) * | 2002-07-12 | 2004-02-02 | Bayer Cropscience Ag | Liquid adjuvants |
| DE10258867A1 (de) * | 2002-12-17 | 2004-07-08 | Bayer Cropscience Gmbh | Mikroemulsionskonzentrate |
| ITMI20030411A1 (it) * | 2003-03-06 | 2004-09-07 | Sipcam Spa | Formulazioni di fitofarmaci. |
| DE102004026937A1 (de) * | 2004-06-01 | 2005-12-22 | Bayer Cropscience Gmbh | Konzentrierte wäßrige Formulierungen für den Pflanzenschutz |
| JP5137349B2 (ja) * | 2005-08-10 | 2013-02-06 | 石原産業株式会社 | 水性懸濁状除草組成物 |
-
2007
- 2007-06-21 EP EP07012075A patent/EP2005824A1/de not_active Withdrawn
-
2008
- 2008-06-06 PL PL08759061T patent/PL2170041T3/pl unknown
- 2008-06-06 MY MYPI20095021A patent/MY153299A/en unknown
- 2008-06-06 EP EP08759061.8A patent/EP2170041B2/de active Active
- 2008-06-06 KR KR1020097026539A patent/KR101520117B1/ko not_active Expired - Fee Related
- 2008-06-06 ES ES08759061T patent/ES2370561T3/es active Active
- 2008-06-06 JP JP2010512556A patent/JP5337798B2/ja not_active Expired - Fee Related
- 2008-06-06 AT AT08759061T patent/ATE522136T1/de active
- 2008-06-06 WO PCT/EP2008/004516 patent/WO2008155026A2/de not_active Ceased
- 2008-06-06 PT PT08759061T patent/PT2170041E/pt unknown
- 2008-06-06 CN CN200880021207.XA patent/CN101677529B/zh not_active Expired - Fee Related
- 2008-06-06 CA CA2692194A patent/CA2692194C/en active Active
- 2008-06-06 MX MX2009014194A patent/MX2009014194A/es active IP Right Grant
- 2008-06-06 BR BRPI0813384-0A patent/BRPI0813384B1/pt not_active IP Right Cessation
- 2008-06-06 AU AU2008266519A patent/AU2008266519B2/en not_active Ceased
- 2008-06-06 EA EA200901526A patent/EA022781B1/ru not_active IP Right Cessation
- 2008-06-06 UA UAA200913315A patent/UA98646C2/ru unknown
- 2008-06-19 US US12/142,638 patent/US20080318774A1/en not_active Abandoned
- 2008-06-19 AR ARP080102610A patent/AR068077A1/es active IP Right Grant
-
2009
- 2009-11-20 ZA ZA200908206A patent/ZA200908206B/xx unknown
- 2009-12-09 EC EC2009009790A patent/ECSP099790A/es unknown
- 2009-12-16 IL IL202770A patent/IL202770A/en active IP Right Grant
- 2009-12-21 CO CO09145988A patent/CO6251199A2/es active IP Right Grant
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20020065198A1 (en) * | 2000-09-18 | 2002-05-30 | Highsmith Ronald E. | Agricultural chemical suspensions |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FGA | Letters patent sealed or granted (standard patent) | ||
| PC | Assignment registered |
Owner name: BAYER INTELLECTUAL PROPERTY GMBH Free format text: FORMER OWNER WAS: BAYER CROPSCIENCE AG |
|
| PC | Assignment registered |
Owner name: BAYER CROPSCIENCE AKTIENGESELLSCHAFT Free format text: FORMER OWNER(S): BAYER INTELLECTUAL PROPERTY GMBH |
|
| MK14 | Patent ceased section 143(a) (annual fees not paid) or expired |