IL109206A - Solid concentrates containing pyrethroids and crop protection products - Google Patents
Solid concentrates containing pyrethroids and crop protection productsInfo
- Publication number
- IL109206A IL109206A IL10920694A IL10920694A IL109206A IL 109206 A IL109206 A IL 109206A IL 10920694 A IL10920694 A IL 10920694A IL 10920694 A IL10920694 A IL 10920694A IL 109206 A IL109206 A IL 109206A
- Authority
- IL
- Israel
- Prior art keywords
- polyvinylpyrrolidone
- pyrethroid insecticide
- solid concentrate
- pyrethroid
- locus
- Prior art date
Links
- 239000007787 solid Substances 0.000 title claims abstract description 48
- 239000012141 concentrate Substances 0.000 title claims abstract description 47
- 239000000203 mixture Substances 0.000 title description 53
- 238000009472 formulation Methods 0.000 title description 42
- VEMKTZHHVJILDY-UXHICEINSA-N bioresmethrin Chemical compound CC1(C)[C@H](C=C(C)C)[C@H]1C(=O)OCC1=COC(CC=2C=CC=CC=2)=C1 VEMKTZHHVJILDY-UXHICEINSA-N 0.000 title description 2
- 239000001267 polyvinylpyrrolidone Substances 0.000 claims abstract description 54
- 229920000036 polyvinylpyrrolidone Polymers 0.000 claims abstract description 54
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 claims abstract description 54
- 239000002728 pyrethroid Substances 0.000 claims abstract description 48
- 238000000034 method Methods 0.000 claims abstract description 39
- 239000002917 insecticide Substances 0.000 claims abstract description 31
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 28
- 239000006185 dispersion Substances 0.000 claims abstract description 13
- 241001124076 Aphididae Species 0.000 claims abstract description 12
- 241000607479 Yersinia pestis Species 0.000 claims abstract description 11
- KAATUXNTWXVJKI-NSHGMRRFSA-N (1R)-cis-(alphaS)-cypermethrin Chemical group CC1(C)[C@@H](C=C(Cl)Cl)[C@H]1C(=O)O[C@H](C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 KAATUXNTWXVJKI-NSHGMRRFSA-N 0.000 claims description 34
- 239000002904 solvent Substances 0.000 claims description 24
- 125000005843 halogen group Chemical group 0.000 claims description 15
- OWZREIFADZCYQD-NSHGMRRFSA-N deltamethrin Chemical compound CC1(C)[C@@H](C=C(Br)Br)[C@H]1C(=O)O[C@H](C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 OWZREIFADZCYQD-NSHGMRRFSA-N 0.000 claims description 13
- 239000005877 Alpha-Cypermethrin Substances 0.000 claims description 12
- 239000005892 Deltamethrin Substances 0.000 claims description 9
- 229960002483 decamethrin Drugs 0.000 claims description 9
- 238000002360 preparation method Methods 0.000 claims description 9
- NYPJDWWKZLNGGM-UHFFFAOYSA-N fenvalerate Aalpha Natural products C=1C=C(Cl)C=CC=1C(C(C)C)C(=O)OC(C#N)C(C=1)=CC=CC=1OC1=CC=CC=C1 NYPJDWWKZLNGGM-UHFFFAOYSA-N 0.000 claims description 8
- 238000003801 milling Methods 0.000 claims description 8
- 239000000243 solution Substances 0.000 claims description 8
- -1 methylenedioxy groups Chemical group 0.000 claims description 7
- 238000001816 cooling Methods 0.000 claims description 6
- 239000005895 Esfenvalerate Substances 0.000 claims description 5
- 125000000217 alkyl group Chemical group 0.000 claims description 5
- 229960001591 cyfluthrin Drugs 0.000 claims description 5
- QQODLKZGRKWIFG-QSFXBCCZSA-N cyfluthrin Chemical compound CC1(C)[C@@H](C=C(Cl)Cl)[C@H]1C(=O)O[C@@H](C#N)C1=CC=C(F)C(OC=2C=CC=CC=2)=C1 QQODLKZGRKWIFG-QSFXBCCZSA-N 0.000 claims description 5
- NYPJDWWKZLNGGM-RPWUZVMVSA-N esfenvalerate Chemical compound C=1C([C@@H](C#N)OC(=O)[C@@H](C(C)C)C=2C=CC(Cl)=CC=2)=CC=CC=1OC1=CC=CC=C1 NYPJDWWKZLNGGM-RPWUZVMVSA-N 0.000 claims description 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
- 125000003545 alkoxy group Chemical group 0.000 claims description 2
- 125000004414 alkyl thio group Chemical group 0.000 claims description 2
- 239000007864 aqueous solution Substances 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 2
- 125000001424 substituent group Chemical group 0.000 claims description 2
- 240000008042 Zea mays Species 0.000 claims 1
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 claims 1
- 235000002017 Zea mays subsp mays Nutrition 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 235000005822 corn Nutrition 0.000 claims 1
- 238000001125 extrusion Methods 0.000 description 24
- 230000000052 comparative effect Effects 0.000 description 12
- 239000004480 active ingredient Substances 0.000 description 11
- 241000253994 Acyrthosiphon pisum Species 0.000 description 10
- 239000004546 suspension concentrate Substances 0.000 description 8
- 239000004615 ingredient Substances 0.000 description 7
- 125000001309 chloro group Chemical group Cl* 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- 239000000839 emulsion Substances 0.000 description 6
- 239000000463 material Substances 0.000 description 6
- 239000002245 particle Substances 0.000 description 6
- 229920000642 polymer Polymers 0.000 description 6
- 239000003826 tablet Substances 0.000 description 6
- 231100000111 LD50 Toxicity 0.000 description 5
- 230000002824 aphicidal effect Effects 0.000 description 5
- 125000004432 carbon atom Chemical group C* 0.000 description 5
- 229910052801 chlorine Inorganic materials 0.000 description 5
- 239000008187 granular material Substances 0.000 description 5
- 238000012545 processing Methods 0.000 description 5
- 239000004094 surface-active agent Substances 0.000 description 5
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 229910052731 fluorine Inorganic materials 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 4
- 239000000155 melt Substances 0.000 description 4
- 238000002844 melting Methods 0.000 description 4
- 230000008018 melting Effects 0.000 description 4
- 239000003960 organic solvent Substances 0.000 description 4
- 239000007921 spray Substances 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- LQIAZOCLNBBZQK-UHFFFAOYSA-N 1-(1,2-Diphosphanylethyl)pyrrolidin-2-one Chemical compound PCC(P)N1CCCC1=O LQIAZOCLNBBZQK-UHFFFAOYSA-N 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 239000000945 filler Substances 0.000 description 3
- 239000011737 fluorine Substances 0.000 description 3
- 239000012669 liquid formulation Substances 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical group CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 238000011282 treatment Methods 0.000 description 3
- IANQTJSKSUMEQM-UHFFFAOYSA-N 1-benzofuran Chemical compound C1=CC=C2OC=CC2=C1 IANQTJSKSUMEQM-UHFFFAOYSA-N 0.000 description 2
- 239000005711 Benzoic acid Substances 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- 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 2
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 2
- 241000219843 Pisum Species 0.000 description 2
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- 230000000895 acaricidal effect Effects 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 235000012211 aluminium silicate Nutrition 0.000 description 2
- 229910000323 aluminium silicate Inorganic materials 0.000 description 2
- 235000010233 benzoic acid Nutrition 0.000 description 2
- 230000004071 biological effect Effects 0.000 description 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical compound BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 2
- 159000000007 calcium salts Chemical class 0.000 description 2
- OSGAYBCDTDRGGQ-UHFFFAOYSA-L calcium sulfate Chemical compound [Ca+2].[O-]S([O-])(=O)=O OSGAYBCDTDRGGQ-UHFFFAOYSA-L 0.000 description 2
- 239000013065 commercial product Substances 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- QQODLKZGRKWIFG-UHFFFAOYSA-N cyfluthrin Chemical compound CC1(C)C(C=C(Cl)Cl)C1C(=O)OC(C#N)C1=CC=C(F)C(OC=2C=CC=CC=2)=C1 QQODLKZGRKWIFG-UHFFFAOYSA-N 0.000 description 2
- 238000010790 dilution Methods 0.000 description 2
- 239000012895 dilution Substances 0.000 description 2
- 238000001704 evaporation Methods 0.000 description 2
- 230000008020 evaporation Effects 0.000 description 2
- 230000004927 fusion Effects 0.000 description 2
- 230000009477 glass transition Effects 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- CHKVPAROMQMJNQ-UHFFFAOYSA-M potassium bisulfate Chemical compound [K+].OS([O-])(=O)=O CHKVPAROMQMJNQ-UHFFFAOYSA-M 0.000 description 2
- 239000001120 potassium sulphate Substances 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 238000010008 shearing Methods 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 159000000000 sodium salts Chemical class 0.000 description 2
- 239000006104 solid solution Substances 0.000 description 2
- 238000000935 solvent evaporation Methods 0.000 description 2
- 241000894007 species Species 0.000 description 2
- 239000008399 tap water Substances 0.000 description 2
- 235000020679 tap water Nutrition 0.000 description 2
- 239000004557 technical material Substances 0.000 description 2
- ZXQYGBMAQZUVMI-RDDWSQKMSA-N (1S)-cis-(alphaR)-cyhalothrin Chemical compound CC1(C)[C@H](\C=C(/Cl)C(F)(F)F)[C@@H]1C(=O)O[C@@H](C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 ZXQYGBMAQZUVMI-RDDWSQKMSA-N 0.000 description 1
- VTJMSIIXXKNIDJ-JTQLQIEISA-N (2s)-2-(4-chlorophenyl)-3-methylbutanoic acid Chemical compound CC(C)[C@H](C(O)=O)C1=CC=C(Cl)C=C1 VTJMSIIXXKNIDJ-JTQLQIEISA-N 0.000 description 1
- SFHVXKNMCGSLAR-UHFFFAOYSA-N 2,2,3,3-tetramethylcyclopropanecarboxylic acid Chemical compound CC1(C)C(C(O)=O)C1(C)C SFHVXKNMCGSLAR-UHFFFAOYSA-N 0.000 description 1
- LBLYYCQCTBFVLH-UHFFFAOYSA-N 2-Methylbenzenesulfonic acid Chemical compound CC1=CC=CC=C1S(O)(=O)=O LBLYYCQCTBFVLH-UHFFFAOYSA-N 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 1
- 239000005946 Cypermethrin Substances 0.000 description 1
- 101001108356 Homo sapiens Nardilysin Proteins 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- 102100021850 Nardilysin Human genes 0.000 description 1
- 229920002125 Sokalan® Polymers 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 239000005864 Sulphur Substances 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 150000001348 alkyl chlorides Chemical class 0.000 description 1
- 150000001350 alkyl halides Chemical class 0.000 description 1
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 1
- 229910052921 ammonium sulfate Inorganic materials 0.000 description 1
- 239000001166 ammonium sulphate Substances 0.000 description 1
- 235000011130 ammonium sulphate Nutrition 0.000 description 1
- 239000003849 aromatic solvent Substances 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 239000001175 calcium sulphate Substances 0.000 description 1
- 235000011132 calcium sulphate Nutrition 0.000 description 1
- YYRMJZQKEFZXMX-UHFFFAOYSA-N calcium;phosphoric acid Chemical class [Ca+2].OP(O)(O)=O.OP(O)(O)=O YYRMJZQKEFZXMX-UHFFFAOYSA-N 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 238000012656 cationic ring opening polymerization Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 229960001701 chloroform Drugs 0.000 description 1
- MDIQXIJPQWLFSD-NJGYIYPDSA-N cis-3-(2,2-dibromovinyl)-2,2-dimethylcyclopropanecarboxylic acid Chemical compound CC1(C)[C@@H](C=C(Br)Br)[C@H]1C(O)=O MDIQXIJPQWLFSD-NJGYIYPDSA-N 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 1
- ZXQYGBMAQZUVMI-UNOMPAQXSA-N cyhalothrin Chemical compound CC1(C)C(\C=C(/Cl)C(F)(F)F)C1C(=O)OC(C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 ZXQYGBMAQZUVMI-UNOMPAQXSA-N 0.000 description 1
- KAATUXNTWXVJKI-UHFFFAOYSA-N cypermethrin Chemical compound CC1(C)C(C=C(Cl)Cl)C1C(=O)OC(C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 KAATUXNTWXVJKI-UHFFFAOYSA-N 0.000 description 1
- 229960005424 cypermethrin Drugs 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 238000000113 differential scanning calorimetry Methods 0.000 description 1
- YDEXUEFDPVHGHE-GGMCWBHBSA-L disodium;(2r)-3-(2-hydroxy-3-methoxyphenyl)-2-[2-methoxy-4-(3-sulfonatopropyl)phenoxy]propane-1-sulfonate Chemical compound [Na+].[Na+].COC1=CC=CC(C[C@H](CS([O-])(=O)=O)OC=2C(=CC(CCCS([O-])(=O)=O)=CC=2)OC)=C1O YDEXUEFDPVHGHE-GGMCWBHBSA-L 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 239000004495 emulsifiable concentrate Substances 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 231100000092 inhalation hazard Toxicity 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 238000004898 kneading Methods 0.000 description 1
- 239000005910 lambda-Cyhalothrin Substances 0.000 description 1
- 229920005610 lignin Polymers 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000000391 magnesium silicate Substances 0.000 description 1
- 235000012243 magnesium silicates Nutrition 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 229910052618 mica group Inorganic materials 0.000 description 1
- 229910052901 montmorillonite Inorganic materials 0.000 description 1
- 239000000025 natural resin Substances 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 150000001451 organic peroxides Chemical class 0.000 description 1
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- 229960000490 permethrin Drugs 0.000 description 1
- RLLPVAHGXHCWKJ-UHFFFAOYSA-N permethrin Chemical compound CC1(C)C(C=C(Cl)Cl)C1C(=O)OCC1=CC=CC(OC=2C=CC=CC=2)=C1 RLLPVAHGXHCWKJ-UHFFFAOYSA-N 0.000 description 1
- 230000000361 pesticidal effect Effects 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 238000010094 polymer processing Methods 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000012254 powdered material Substances 0.000 description 1
- 239000011814 protection agent Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 229920005552 sodium lignosulfonate Polymers 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 239000011343 solid material Substances 0.000 description 1
- 238000001694 spray drying Methods 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000002426 superphosphate Substances 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- 235000012222 talc Nutrition 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 125000004205 trifluoroethyl group Chemical group [H]C([H])(*)C(F)(F)F 0.000 description 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
- 238000001291 vacuum drying Methods 0.000 description 1
- 239000004562 water dispersible granule Substances 0.000 description 1
- 229920003169 water-soluble polymer Polymers 0.000 description 1
- 239000000230 xanthan gum Substances 0.000 description 1
- 235000010493 xanthan gum Nutrition 0.000 description 1
- 229920001285 xanthan gum Polymers 0.000 description 1
- 229940082509 xanthan gum Drugs 0.000 description 1
- 239000008096 xylene Substances 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
- A01N53/00—Biocides, pest repellants or attractants, or plant growth regulators containing cyclopropane carboxylic acids or derivatives thereof
-
- 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)
- General Health & Medical Sciences (AREA)
- Health & Medical Sciences (AREA)
- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Environmental Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Agronomy & Crop Science (AREA)
- Engineering & Computer Science (AREA)
- Zoology (AREA)
- Toxicology (AREA)
- Chemical & Material Sciences (AREA)
- Dispersion Chemistry (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Medicines Containing Plant Substances (AREA)
- Glass Compositions (AREA)
- Pretreatment Of Seeds And Plants (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
- Lubricants (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP93302792 | 1993-04-08 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IL109206A0 IL109206A0 (en) | 1994-07-31 |
| IL109206A true IL109206A (en) | 1999-03-12 |
Family
ID=8214380
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL10920694A IL109206A (en) | 1993-04-08 | 1994-04-04 | Solid concentrates containing pyrethroids and crop protection products |
Country Status (24)
| Country | Link |
|---|---|
| EP (1) | EP0692932B1 (de) |
| JP (1) | JP4130471B2 (de) |
| KR (1) | KR100301877B1 (de) |
| CN (1) | CN1052613C (de) |
| AT (1) | ATE188596T1 (de) |
| AU (1) | AU692444B2 (de) |
| BR (1) | BR9406208A (de) |
| DE (1) | DE69422614T2 (de) |
| DK (1) | DK0692932T3 (de) |
| EG (1) | EG20432A (de) |
| ES (1) | ES2141225T3 (de) |
| GR (1) | GR3032484T3 (de) |
| HU (1) | HU222910B1 (de) |
| IL (1) | IL109206A (de) |
| MD (1) | MD1606G2 (de) |
| MY (1) | MY122558A (de) |
| PL (1) | PL310996A1 (de) |
| PT (1) | PT692932E (de) |
| RU (1) | RU2142230C1 (de) |
| TJ (1) | TJ289B (de) |
| TR (1) | TR27604A (de) |
| UA (1) | UA42718C2 (de) |
| WO (1) | WO1994023579A1 (de) |
| ZW (1) | ZW4494A1 (de) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0981957A1 (de) * | 1998-08-11 | 2000-03-01 | American Cyanamid Company | Verfahren zur Verbesserung der Residualwirkung von Pestizidformulierungen |
| AU1160500A (en) * | 1998-11-12 | 2000-06-05 | Basf Aktiengesellschaft | Plant protection agents in tablet form |
| DE10036896A1 (de) * | 2000-06-29 | 2002-01-10 | Bayer Ag | Wirkstoffkombinationen mit insektiziden und akariziden Eigenschaften |
| RU2245039C1 (ru) * | 2003-12-10 | 2005-01-27 | Всероссийский научно-исследовательский институт биологической защиты растений | Способ защиты сельскохозяйственных культур от вредных насекомых |
| WO2008065051A2 (de) * | 2006-12-01 | 2008-06-05 | Basf Se | Herstellung von festen lösungen von pestiziden durch kurzzeitüberhitzung und schnelle trocknung |
| HUP1300436A2 (en) * | 2012-07-20 | 2014-02-28 | Sumitomo Chemical Co | Method for reducing damage by harmful organisms in corn cultivation |
| JP6824842B2 (ja) * | 2017-07-13 | 2021-02-03 | クミアイ化学工業株式会社 | 農薬活性成分の溶出が制御された農薬組成物 |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU2714284A (en) * | 1983-05-03 | 1984-11-08 | Aeci Limited | Self-disintegrating tablet |
| HU188391B (en) * | 1983-12-05 | 1986-04-28 | Chinoin Gyogyszer Es Vegyeszeti Termekek Gyara,Hu | Insecticide composition containing salicylic acid derivatives as activators |
| DE3612211A1 (de) * | 1986-04-11 | 1987-10-15 | Basf Ag | Kontinuierliches verfahren zum tablettieren |
| ZA885890B (en) * | 1987-08-17 | 1989-04-26 | Ciba Geigy Proprietary Limited | Pesticidal composition |
| GB8827031D0 (en) * | 1988-11-18 | 1988-12-21 | Ici Plc | Insecticidal compositions |
| GB8918807D0 (en) * | 1989-08-17 | 1989-09-27 | Shell Int Research | A solid pesticidal formulation,a process for its preparation and the use thereof |
| TW246635B (de) * | 1992-10-08 | 1995-05-01 | Shell Internat Res Schappej B V |
-
1994
- 1994-04-04 MY MYPI94000795A patent/MY122558A/en unknown
- 1994-04-04 IL IL10920694A patent/IL109206A/en not_active IP Right Cessation
- 1994-04-05 EG EG19094A patent/EG20432A/xx active
- 1994-04-06 DK DK94913552T patent/DK0692932T3/da active
- 1994-04-06 JP JP52270994A patent/JP4130471B2/ja not_active Expired - Fee Related
- 1994-04-06 BR BR9406208A patent/BR9406208A/pt not_active IP Right Cessation
- 1994-04-06 ZW ZW4494A patent/ZW4494A1/xx unknown
- 1994-04-06 TJ TJ96000368A patent/TJ289B/xx unknown
- 1994-04-06 MD MD96-0298A patent/MD1606G2/ro not_active IP Right Cessation
- 1994-04-06 WO PCT/EP1994/001087 patent/WO1994023579A1/en not_active Ceased
- 1994-04-06 ES ES94913552T patent/ES2141225T3/es not_active Expired - Lifetime
- 1994-04-06 AT AT94913552T patent/ATE188596T1/de active
- 1994-04-06 AU AU65661/94A patent/AU692444B2/en not_active Ceased
- 1994-04-06 EP EP94913552A patent/EP0692932B1/de not_active Expired - Lifetime
- 1994-04-06 DE DE69422614T patent/DE69422614T2/de not_active Expired - Lifetime
- 1994-04-06 KR KR1019950704387A patent/KR100301877B1/ko not_active Expired - Lifetime
- 1994-04-06 PT PT94913552T patent/PT692932E/pt unknown
- 1994-04-06 PL PL94310996A patent/PL310996A1/xx unknown
- 1994-04-06 RU RU95120573A patent/RU2142230C1/ru active
- 1994-04-06 HU HU9501917A patent/HU222910B1/hu not_active IP Right Cessation
- 1994-04-06 CN CN94192194A patent/CN1052613C/zh not_active Expired - Lifetime
- 1994-04-06 UA UA95104370A patent/UA42718C2/uk unknown
- 1994-04-07 TR TR00330/94A patent/TR27604A/xx unknown
-
2000
- 2000-01-26 GR GR20000400179T patent/GR3032484T3/el unknown
Also Published As
| Publication number | Publication date |
|---|---|
| ES2141225T3 (es) | 2000-03-16 |
| EG20432A (en) | 1999-04-29 |
| HU222910B1 (hu) | 2003-12-29 |
| WO1994023579A1 (en) | 1994-10-27 |
| JPH08509711A (ja) | 1996-10-15 |
| CN1052613C (zh) | 2000-05-24 |
| TR27604A (tr) | 1995-06-13 |
| MD1606G2 (ro) | 2001-08-31 |
| ZW4494A1 (en) | 1994-10-05 |
| BR9406208A (pt) | 1996-02-06 |
| JP4130471B2 (ja) | 2008-08-06 |
| CN1124441A (zh) | 1996-06-12 |
| AU692444B2 (en) | 1998-06-11 |
| DE69422614D1 (de) | 2000-02-17 |
| EP0692932B1 (de) | 2000-01-12 |
| MY122558A (en) | 2006-04-29 |
| KR960701588A (ko) | 1996-03-28 |
| PT692932E (pt) | 2000-06-30 |
| TJ289B (en) | 2000-12-13 |
| ATE188596T1 (de) | 2000-01-15 |
| GR3032484T3 (en) | 2000-05-31 |
| AU6566194A (en) | 1994-11-08 |
| HU9501917D0 (en) | 1995-09-28 |
| MD1606F2 (en) | 2001-02-28 |
| KR100301877B1 (ko) | 2001-11-30 |
| PL310996A1 (en) | 1996-01-22 |
| HUT73017A (en) | 1996-06-28 |
| IL109206A0 (en) | 1994-07-31 |
| UA42718C2 (uk) | 2001-11-15 |
| DK0692932T3 (da) | 2000-04-17 |
| DE69422614T2 (de) | 2008-10-09 |
| EP0692932A1 (de) | 1996-01-24 |
| RU2142230C1 (ru) | 1999-12-10 |
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| MM9K | Patent not in force due to non-payment of renewal fees |