ZA200607375B - Oil-based suspension concentrates - Google Patents

Info

Publication number

ZA200607375B

ZA200607375B ZA200607375A ZA200607375A ZA200607375B ZA 200607375 B ZA200607375 B ZA 200607375B ZA 200607375 A ZA200607375 A ZA 200607375A ZA 200607375 A ZA200607375 A ZA 200607375A ZA 200607375 B ZA200607375 B ZA 200607375B

Authority

ZA

South Africa

Prior art keywords

alkyl

optionally

methyl

substituted

suspension concentrates

Prior art date

2004-03-06

Links

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• 239000004546 suspension concentrate Substances 0.000 title claims description 57
• -1 (3-chloro-2-pyridinyl) (9CI) Chemical class 0.000 claims description 105
• 241000196324 Embryophyta Species 0.000 claims description 63
• 239000000203 mixture Substances 0.000 claims description 54
• 239000001257 hydrogen Substances 0.000 claims description 43
• 229910052739 hydrogen Inorganic materials 0.000 claims description 43
• 239000000126 substance Substances 0.000 claims description 38
• 150000001875 compounds Chemical class 0.000 claims description 37
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 37
• 150000002431 hydrogen Chemical class 0.000 claims description 33
• 239000003905 agrochemical Substances 0.000 claims description 31
• QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 30
• 239000001301 oxygen Substances 0.000 claims description 30
• 229910052760 oxygen Inorganic materials 0.000 claims description 30
• 239000003921 oil Substances 0.000 claims description 27
• 235000019198 oils Nutrition 0.000 claims description 27
• ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 26
• WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 25
• 239000000654 additive Substances 0.000 claims description 25
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 24
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 23
• YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 claims description 18
• NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 18
• 239000005864 Sulphur Substances 0.000 claims description 18
• 239000000460 chlorine Substances 0.000 claims description 18
• 229910052801 chlorine Inorganic materials 0.000 claims description 18
• 238000000034 method Methods 0.000 claims description 17
• 229910052799 carbon Inorganic materials 0.000 claims description 16
• GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 15
• 229910052794 bromium Inorganic materials 0.000 claims description 15
• 239000000725 suspension Substances 0.000 claims description 15
• 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 14
• 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 12
• 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 12
• 229920006395 saturated elastomer Polymers 0.000 claims description 12
• 239000007787 solid Substances 0.000 claims description 12
• 239000013543 active substance Substances 0.000 claims description 11
• 125000004183 alkoxy alkyl group Chemical group 0.000 claims description 10
• 125000000217 alkyl group Chemical group 0.000 claims description 10
• 125000005842 heteroatom Chemical group 0.000 claims description 10
• 229910052731 fluorine Inorganic materials 0.000 claims description 9
• 239000011737 fluorine Substances 0.000 claims description 9
• 239000000463 material Substances 0.000 claims description 9
• 238000002360 preparation method Methods 0.000 claims description 9
• 235000015112 vegetable and seed oil Nutrition 0.000 claims description 9
• 239000008158 vegetable oil Substances 0.000 claims description 9
• 235000019486 Sunflower oil Nutrition 0.000 claims description 8
• 125000003342 alkenyl group Chemical group 0.000 claims description 8
• 125000003545 alkoxy group Chemical group 0.000 claims description 8
• 125000004432 carbon atom Chemical group C* 0.000 claims description 8
• 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 8
• 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 8
• 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims description 8
• 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 8
• 239000002600 sunflower oil Substances 0.000 claims description 8
• BNYCHCAYYYRJSH-UHFFFAOYSA-N 1h-pyrazole-5-carboxamide Chemical compound NC(=O)C1=CC=NN1 BNYCHCAYYYRJSH-UHFFFAOYSA-N 0.000 claims description 7
• 244000068988 Glycine max Species 0.000 claims description 7
• 235000010469 Glycine max Nutrition 0.000 claims description 7
• 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 7
• IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 6
• UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 6
• 239000005906 Imidacloprid Substances 0.000 claims description 6
• 239000003945 anionic surfactant Substances 0.000 claims description 6
• 239000003963 antioxidant agent Substances 0.000 claims description 6
• 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 6
• 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 6
• 239000003086 colorant Substances 0.000 claims description 6
• 239000003995 emulsifying agent Substances 0.000 claims description 6
• 239000006260 foam Substances 0.000 claims description 6
• 229910052736 halogen Inorganic materials 0.000 claims description 6
• 150000002367 halogens Chemical group 0.000 claims description 6
• 229940056881 imidacloprid Drugs 0.000 claims description 6
• YWTYJOPNNQFBPC-UHFFFAOYSA-N imidacloprid Chemical compound [O-][N+](=O)\N=C1/NCCN1CC1=CC=C(Cl)N=C1 YWTYJOPNNQFBPC-UHFFFAOYSA-N 0.000 claims description 6
• 239000003112 inhibitor Substances 0.000 claims description 6
• 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 6
• 239000002480 mineral oil Substances 0.000 claims description 6
• 235000010446 mineral oil Nutrition 0.000 claims description 6
• 239000002736 nonionic surfactant Substances 0.000 claims description 6
• 239000003755 preservative agent Substances 0.000 claims description 6
• 239000004094 surface-active agent Substances 0.000 claims description 6
• 125000001544 thienyl group Chemical group 0.000 claims description 6
• 125000004093 cyano group Chemical group *C#N 0.000 claims description 5
• 239000000945 filler Substances 0.000 claims description 5
• 230000002363 herbicidal effect Effects 0.000 claims description 5
• 125000000250 methylamino group Chemical group [H]N(*)C([H])([H])[H] 0.000 claims description 5
• 230000008569 process Effects 0.000 claims description 5
• QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 4
• 241000238631 Hexapoda Species 0.000 claims description 4
• 230000000895 acaricidal effect Effects 0.000 claims description 4
• 239000000642 acaricide Substances 0.000 claims description 4
• 125000004106 butoxy group Chemical group [*]OC([H])([H])C([H])([H])C(C([H])([H])[H])([H])[H] 0.000 claims description 4
• 125000000753 cycloalkyl group Chemical group 0.000 claims description 4
• 125000005745 ethoxymethyl group Chemical group [H]C([H])([H])C([H])([H])OC([H])([H])* 0.000 claims description 4
• 125000004438 haloalkoxy group Chemical group 0.000 claims description 4
• 125000001188 haloalkyl group Chemical group 0.000 claims description 4
• 239000004009 herbicide Substances 0.000 claims description 4
• 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
• 239000002917 insecticide Substances 0.000 claims description 4
• 229910021645 metal ion Inorganic materials 0.000 claims description 4
• 125000004184 methoxymethyl group Chemical group [H]C([H])([H])OC([H])([H])* 0.000 claims description 4
• 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 claims description 4
• 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 4
• 125000005346 substituted cycloalkyl group Chemical group 0.000 claims description 4
• 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 4
• 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 claims 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 claims description 3
• CFRPSFYHXJZSBI-DHZHZOJOSA-N (E)-nitenpyram Chemical compound [O-][N+](=O)/C=C(\NC)N(CC)CC1=CC=C(Cl)N=C1 CFRPSFYHXJZSBI-DHZHZOJOSA-N 0.000 claims description 3
• HOKKPVIRMVDYPB-UVTDQMKNSA-N (Z)-thiacloprid Chemical compound C1=NC(Cl)=CC=C1CN1C(=N/C#N)/SCC1 HOKKPVIRMVDYPB-UVTDQMKNSA-N 0.000 claims description 3
• 239000005875 Acetamiprid Substances 0.000 claims description 3
• 239000005888 Clothianidin Substances 0.000 claims description 3
• 239000005940 Thiacloprid Substances 0.000 claims description 3
• 239000005941 Thiamethoxam Substances 0.000 claims description 3
• YKBZOVFACRVRJN-UHFFFAOYSA-N dinotefuran Chemical compound [O-][N+](=O)\N=C(/NC)NCC1CCOC1 YKBZOVFACRVRJN-UHFFFAOYSA-N 0.000 claims description 3
• 125000004092 methylthiomethyl group Chemical group [H]C([H])([H])SC([H])([H])* 0.000 claims description 3
• 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 3
• 239000005645 nematicide Substances 0.000 claims description 3
• 229940079888 nitenpyram Drugs 0.000 claims description 3
• 235000015097 nutrients Nutrition 0.000 claims description 3
• 125000003356 phenylsulfanyl group Chemical group [*]SC1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims description 3
• NWWZPOKUUAIXIW-FLIBITNWSA-N thiamethoxam Chemical compound [O-][N+](=O)\N=C/1N(C)COCN\1CC1=CN=C(Cl)S1 NWWZPOKUUAIXIW-FLIBITNWSA-N 0.000 claims description 3
• 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 2
• 235000019484 Rapeseed oil Nutrition 0.000 claims description 2
• 125000005108 alkenylthio group Chemical group 0.000 claims description 2
• 125000003282 alkyl amino group Chemical group 0.000 claims description 2
• 125000006350 alkyl thio alkyl group Chemical group 0.000 claims description 2
• 125000004414 alkyl thio group Chemical group 0.000 claims description 2
• 230000000844 anti-bacterial effect Effects 0.000 claims description 2
• 125000001204 arachidyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
• 125000004429 atom Chemical group 0.000 claims description 2
• 239000003899 bactericide agent Substances 0.000 claims description 2
• 235000005687 corn oil Nutrition 0.000 claims description 2
• 239000002285 corn oil Substances 0.000 claims description 2
• 125000005366 cycloalkylthio group Chemical group 0.000 claims description 2
• 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 2
• 125000004663 dialkyl amino group Chemical group 0.000 claims description 2
• 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 2
• 125000005448 ethoxyethyl group Chemical group [H]C([H])([H])C([H])([H])OC([H])([H])C([H])([H])* 0.000 claims description 2
• 125000006351 ethylthiomethyl group Chemical group [H]C([H])([H])C([H])([H])SC([H])([H])* 0.000 claims description 2
• 239000000417 fungicide Substances 0.000 claims description 2
• 125000005843 halogen group Chemical group 0.000 claims description 2
• 125000001072 heteroaryl group Chemical group 0.000 claims description 2
• 125000004491 isohexyl group Chemical group C(CCC(C)C)* 0.000 claims description 2
• 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 claims description 2
• 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims description 2
• 239000003750 molluscacide Substances 0.000 claims description 2
• 230000002013 molluscicidal effect Effects 0.000 claims description 2
• 125000001421 myristyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
• 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 2
• 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 2
• 125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 2
• 229910052757 nitrogen Inorganic materials 0.000 claims description 2
• 125000004433 nitrogen atom Chemical group N* 0.000 claims description 2
• 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
• 239000004006 olive oil Substances 0.000 claims description 2
• 235000008390 olive oil Nutrition 0.000 claims description 2
• 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
• 125000005359 phenoxyalkyl group Chemical group 0.000 claims description 2
• 125000003884 phenylalkyl group Chemical group 0.000 claims description 2
• 239000005648 plant growth regulator Substances 0.000 claims description 2
• 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 2
• 125000006413 ring segment Chemical group 0.000 claims description 2
• 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 2
• 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
• 125000001309 chloro group Chemical group Cl* 0.000 claims 4
• 239000004606 Fillers/Extenders Substances 0.000 claims 2
• 239000012042 active reagent Substances 0.000 claims 2
• 125000001153 fluoro group Chemical group F* 0.000 claims 2
• 125000004076 pyridyl group Chemical group 0.000 claims 2
• 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims 2
• 230000000855 fungicidal effect Effects 0.000 claims 1
• 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 1
• 125000001424 substituent group Chemical group 0.000 claims 1
• 238000009472 formulation Methods 0.000 description 16
• 239000007921 spray Substances 0.000 description 15
• 238000000227 grinding Methods 0.000 description 14
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• 230000035515 penetration Effects 0.000 description 12
• KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 11
• 240000008042 Zea mays Species 0.000 description 10
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• 230000000996 additive effect Effects 0.000 description 10
• 230000000694 effects Effects 0.000 description 10
• 235000009973 maize Nutrition 0.000 description 10
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• 150000001298 alcohols Chemical class 0.000 description 8
• 229940049964 oleate Drugs 0.000 description 8
• ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 8
• 108090000623 proteins and genes Proteins 0.000 description 8
• JXLHNMVSKXFWAO-UHFFFAOYSA-N azane;7-fluoro-2,1,3-benzoxadiazole-4-sulfonic acid Chemical compound N.OS(=O)(=O)C1=CC=C(F)C2=NON=C12 JXLHNMVSKXFWAO-UHFFFAOYSA-N 0.000 description 7
• 229920005610 lignin Polymers 0.000 description 7
• 239000002245 particle Substances 0.000 description 7
• VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 6
• 239000012141 concentrate Substances 0.000 description 6
• 238000003795 desorption Methods 0.000 description 6
• 230000004071 biological effect Effects 0.000 description 5
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• 210000004027 cell Anatomy 0.000 description 5
• 238000009792 diffusion process Methods 0.000 description 5
• 239000004205 dimethyl polysiloxane Substances 0.000 description 5
• 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 5
• 239000000700 radioactive tracer Substances 0.000 description 5
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• KAATUXNTWXVJKI-NSHGMRRFSA-N (1R)-cis-(alphaS)-cypermethrin Chemical compound 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 description 3
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• JLYXXMFPNIAWKQ-UHFFFAOYSA-N gamma-hexachlorocyclohexane Natural products ClC1C(Cl)C(Cl)C(Cl)C(Cl)C1Cl JLYXXMFPNIAWKQ-UHFFFAOYSA-N 0.000 description 3
• 230000002068 genetic effect Effects 0.000 description 3
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• CXBMCYHAMVGWJQ-CABCVRRESA-N (1,3-dioxo-4,5,6,7-tetrahydroisoindol-2-yl)methyl (1r,3r)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropane-1-carboxylate Chemical compound CC1(C)[C@H](C=C(C)C)[C@H]1C(=O)OCN1C(=O)C(CCCC2)=C2C1=O CXBMCYHAMVGWJQ-CABCVRRESA-N 0.000 description 2
• CAAMSDWKXXPUJR-UHFFFAOYSA-N 3,5-dihydro-4H-imidazol-4-one Chemical class O=C1CNC=N1 CAAMSDWKXXPUJR-UHFFFAOYSA-N 0.000 description 2
• SWBHWUYHHJCADA-UHFFFAOYSA-N 3-(2-chlorophenyl)-6-(2,6-difluorophenyl)-1,2,4,5-tetrazine Chemical compound FC1=CC=CC(F)=C1C1=NN=C(C=2C(=CC=CC=2)Cl)N=N1 SWBHWUYHHJCADA-UHFFFAOYSA-N 0.000 description 2
• VSVKOUBCDZYAQY-UHFFFAOYSA-N 7-chloro-1,2-benzothiazole Chemical compound ClC1=CC=CC2=C1SN=C2 VSVKOUBCDZYAQY-UHFFFAOYSA-N 0.000 description 2
• 239000005660 Abamectin Substances 0.000 description 2
• 239000005877 Alpha-Cypermethrin Substances 0.000 description 2
• 241000894006 Bacteria Species 0.000 description 2
• 241000751139 Beauveria bassiana Species 0.000 description 2
• NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 2
• 239000005562 Glyphosate Substances 0.000 description 2
• 244000070406 Malus silvestris Species 0.000 description 2
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• 239000004698 Polyethylene Substances 0.000 description 2
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