NO173631B - Mikroinnkapslet pyretroid insekticid- og/eller akaricidpreparat, fremgangsmaate for fremstilling derav samt anvendelse derav - Google Patents
Mikroinnkapslet pyretroid insekticid- og/eller akaricidpreparat, fremgangsmaate for fremstilling derav samt anvendelse derav Download PDFInfo
- Publication number
- NO173631B NO173631B NO87871027A NO871027A NO173631B NO 173631 B NO173631 B NO 173631B NO 87871027 A NO87871027 A NO 87871027A NO 871027 A NO871027 A NO 871027A NO 173631 B NO173631 B NO 173631B
- Authority
- NO
- Norway
- Prior art keywords
- reactant
- particle diameter
- average particle
- wall thickness
- acaricide
- Prior art date
Links
- 238000002360 preparation method Methods 0.000 title claims description 61
- 230000000895 acaricidal effect Effects 0.000 title claims description 57
- 239000000642 acaricide Substances 0.000 title claims description 56
- 238000000034 method Methods 0.000 title claims description 32
- 239000002245 particle Substances 0.000 claims description 84
- 239000003094 microcapsule Substances 0.000 claims description 82
- NYPJDWWKZLNGGM-UHFFFAOYSA-N fenvalerate Chemical compound 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 78
- 239000002917 insecticide Substances 0.000 claims description 56
- 239000002728 pyrethroid Substances 0.000 claims description 51
- 239000000376 reactant Substances 0.000 claims description 37
- 239000000203 mixture Substances 0.000 claims description 30
- 229920002396 Polyurea Polymers 0.000 claims description 27
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 27
- 239000006185 dispersion Substances 0.000 claims description 23
- 239000012948 isocyanate Substances 0.000 claims description 20
- 150000001412 amines Chemical class 0.000 claims description 18
- 239000012071 phase Substances 0.000 claims description 18
- 238000012695 Interfacial polymerization Methods 0.000 claims description 17
- 229920005989 resin Polymers 0.000 claims description 17
- 239000011347 resin Substances 0.000 claims description 17
- XQUXKZZNEFRCAW-UHFFFAOYSA-N fenpropathrin Chemical compound CC1(C)C(C)(C)C1C(=O)OC(C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 XQUXKZZNEFRCAW-UHFFFAOYSA-N 0.000 claims description 15
- 150000005846 sugar alcohols Polymers 0.000 claims description 13
- 229920001059 synthetic polymer Polymers 0.000 claims description 12
- 150000001875 compounds Chemical class 0.000 claims description 9
- 239000005946 Cypermethrin Substances 0.000 claims description 8
- 125000003277 amino group Chemical group 0.000 claims description 8
- 229960005424 cypermethrin Drugs 0.000 claims description 8
- 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 claims description 8
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 8
- SBNFWQZLDJGRLK-RTWAWAEBSA-N (1R)-trans-phenothrin Chemical compound CC1(C)[C@H](C=C(C)C)[C@H]1C(=O)OCC1=CC=CC(OC=2C=CC=CC=2)=C1 SBNFWQZLDJGRLK-RTWAWAEBSA-N 0.000 claims description 7
- 241000238876 Acari Species 0.000 claims description 7
- 241000238631 Hexapoda Species 0.000 claims description 7
- 239000008346 aqueous phase Substances 0.000 claims description 7
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims description 7
- 229960000490 permethrin Drugs 0.000 claims description 7
- 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 claims description 7
- 229960003536 phenothrin Drugs 0.000 claims description 7
- 229920005749 polyurethane resin Polymers 0.000 claims description 7
- 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 claims description 6
- 239000004593 Epoxy Substances 0.000 claims description 6
- 239000000463 material Substances 0.000 claims description 6
- 229960005199 tetramethrin Drugs 0.000 claims description 6
- ZCVAOQKBXKSDMS-AQYZNVCMSA-N (+)-trans-allethrin Chemical compound CC1(C)[C@H](C=C(C)C)[C@H]1C(=O)OC1C(C)=C(CC=C)C(=O)C1 ZCVAOQKBXKSDMS-AQYZNVCMSA-N 0.000 claims description 5
- FMTFEIJHMMQUJI-NJAFHUGGSA-N 102130-98-3 Natural products CC=CCC1=C(C)[C@H](CC1=O)OC(=O)[C@@H]1[C@@H](C=C(C)C)C1(C)C FMTFEIJHMMQUJI-NJAFHUGGSA-N 0.000 claims description 5
- 229940024113 allethrin Drugs 0.000 claims description 5
- 238000004519 manufacturing process Methods 0.000 claims description 5
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 claims description 4
- YBBRCQOCSYXUOC-UHFFFAOYSA-N sulfuryl dichloride Chemical compound ClS(Cl)(=O)=O YBBRCQOCSYXUOC-UHFFFAOYSA-N 0.000 claims description 4
- 239000005892 Deltamethrin Substances 0.000 claims description 3
- 229960002483 decamethrin Drugs 0.000 claims description 3
- 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 3
- 239000003822 epoxy resin Substances 0.000 claims description 3
- 150000002513 isocyanates Chemical class 0.000 claims description 3
- 229920006122 polyamide resin Polymers 0.000 claims description 3
- 229920005668 polycarbonate resin Polymers 0.000 claims description 3
- 239000004431 polycarbonate resin Substances 0.000 claims description 3
- 229920000647 polyepoxide Polymers 0.000 claims description 3
- 229920001225 polyester resin Polymers 0.000 claims description 3
- 239000004645 polyester resin Substances 0.000 claims description 3
- 229920000642 polymer Polymers 0.000 claims description 3
- 238000006116 polymerization reaction Methods 0.000 claims description 3
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 claims description 2
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 claims description 2
- 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 claims 2
- 239000000243 solution Substances 0.000 description 62
- 239000002002 slurry Substances 0.000 description 57
- 239000004480 active ingredient Substances 0.000 description 36
- 239000007864 aqueous solution Substances 0.000 description 29
- 239000002270 dispersing agent Substances 0.000 description 24
- -1 isocyanate compound Chemical class 0.000 description 20
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 18
- 229920002635 polyurethane Polymers 0.000 description 16
- 239000004814 polyurethane Substances 0.000 description 16
- 238000006243 chemical reaction Methods 0.000 description 14
- 230000000052 comparative effect Effects 0.000 description 12
- 244000215068 Acacia senegal Species 0.000 description 11
- 229920000084 Gum arabic Polymers 0.000 description 11
- 239000000205 acacia gum Substances 0.000 description 11
- 235000010489 acacia gum Nutrition 0.000 description 11
- 238000005538 encapsulation Methods 0.000 description 10
- 239000012895 dilution Substances 0.000 description 9
- 238000010790 dilution Methods 0.000 description 9
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 7
- 239000008096 xylene Substances 0.000 description 7
- 241000251468 Actinopterygii Species 0.000 description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 6
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- 231100000419 toxicity Toxicity 0.000 description 6
- 230000001988 toxicity Effects 0.000 description 6
- ZQISRDCJNBUVMM-YFKPBYRVSA-N L-histidinol Chemical compound OC[C@@H](N)CC1=CNC=N1 ZQISRDCJNBUVMM-YFKPBYRVSA-N 0.000 description 5
- 239000004495 emulsifiable concentrate Substances 0.000 description 5
- GNPWYHFXSMINJQ-UHFFFAOYSA-N 1,2-dimethyl-3-(1-phenylethyl)benzene Chemical compound C=1C=CC(C)=C(C)C=1C(C)C1=CC=CC=C1 GNPWYHFXSMINJQ-UHFFFAOYSA-N 0.000 description 4
- 240000007124 Brassica oleracea Species 0.000 description 4
- 235000003899 Brassica oleracea var acephala Nutrition 0.000 description 4
- 235000011301 Brassica oleracea var capitata Nutrition 0.000 description 4
- 235000001169 Brassica oleracea var oleracea Nutrition 0.000 description 4
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 4
- SNAAJJQQZSMGQD-UHFFFAOYSA-N aluminum magnesium Chemical compound [Mg].[Al] SNAAJJQQZSMGQD-UHFFFAOYSA-N 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- 239000001768 carboxy methyl cellulose Substances 0.000 description 4
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 4
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 4
- ZNOLGFHPUIJIMJ-UHFFFAOYSA-N fenitrothion Chemical compound COP(=S)(OC)OC1=CC=C([N+]([O-])=O)C(C)=C1 ZNOLGFHPUIJIMJ-UHFFFAOYSA-N 0.000 description 4
- 150000004676 glycans Chemical class 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 4
- 229920001282 polysaccharide Polymers 0.000 description 4
- 239000005017 polysaccharide Substances 0.000 description 4
- 239000000725 suspension Substances 0.000 description 4
- 239000002562 thickening agent Substances 0.000 description 4
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- 241001147381 Helicoverpa armigera Species 0.000 description 3
- 239000004372 Polyvinyl alcohol Substances 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 229920002451 polyvinyl alcohol Polymers 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- 239000000230 xanthan gum Substances 0.000 description 3
- 229920001285 xanthan gum Polymers 0.000 description 3
- 235000010493 xanthan gum Nutrition 0.000 description 3
- 229940082509 xanthan gum Drugs 0.000 description 3
- GEYOCULIXLDCMW-UHFFFAOYSA-N 1,2-phenylenediamine Chemical compound NC1=CC=CC=C1N GEYOCULIXLDCMW-UHFFFAOYSA-N 0.000 description 2
- 241000519878 Anomala rufocuprea Species 0.000 description 2
- 241001600408 Aphis gossypii Species 0.000 description 2
- 241000239290 Araneae Species 0.000 description 2
- 241000982105 Brevicoryne brassicae Species 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- 241000254171 Curculionidae Species 0.000 description 2
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 description 2
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 2
- 241000957299 Homona magnanima Species 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- 241001470017 Laodelphax striatella Species 0.000 description 2
- 241000721621 Myzus persicae Species 0.000 description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- 241000358422 Nephotettix cincticeps Species 0.000 description 2
- 241000488583 Panonychus ulmi Species 0.000 description 2
- 244000046052 Phaseolus vulgaris Species 0.000 description 2
- 235000010627 Phaseolus vulgaris Nutrition 0.000 description 2
- 241001525654 Phyllocnistis citrella Species 0.000 description 2
- 241000500437 Plutella xylostella Species 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 241000176086 Sogatella furcifera Species 0.000 description 2
- 241001454293 Tetranychus urticae Species 0.000 description 2
- 240000008042 Zea mays Species 0.000 description 2
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 2
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 2
- UWCPYKQBIPYOLX-UHFFFAOYSA-N benzene-1,3,5-tricarbonyl chloride Chemical compound ClC(=O)C1=CC(C(Cl)=O)=CC(C(Cl)=O)=C1 UWCPYKQBIPYOLX-UHFFFAOYSA-N 0.000 description 2
- DKPFZGUDAPQIHT-UHFFFAOYSA-N butyl acetate Chemical compound CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- 235000005822 corn Nutrition 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- FLKPEMZONWLCSK-UHFFFAOYSA-N diethyl phthalate Chemical compound CCOC(=O)C1=CC=CC=C1C(=O)OCC FLKPEMZONWLCSK-UHFFFAOYSA-N 0.000 description 2
- 239000000428 dust Substances 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 2
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 229910052500 inorganic mineral Inorganic materials 0.000 description 2
- 230000000749 insecticidal effect Effects 0.000 description 2
- 231100000636 lethal dose Toxicity 0.000 description 2
- 239000011707 mineral Substances 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 239000003208 petroleum Substances 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 238000011160 research Methods 0.000 description 2
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- RYYWUUFWQRZTIU-UHFFFAOYSA-K thiophosphate Chemical compound [O-]P([O-])([O-])=S RYYWUUFWQRZTIU-UHFFFAOYSA-K 0.000 description 2
- 239000004563 wettable powder Substances 0.000 description 2
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 1
- QEQYAQFYVFRGQD-YFKPBYRVSA-N (2s)-2-amino-5-[[methyl(nitroso)carbamoyl]amino]pentanoic acid Chemical compound O=NN(C)C(=O)NCCC[C@H](N)C(O)=O QEQYAQFYVFRGQD-YFKPBYRVSA-N 0.000 description 1
- XLOPRKKSAJMMEW-SFYZADRCSA-M (R,R)-chrysanthemate Chemical compound CC(C)=C[C@@H]1[C@@H](C([O-])=O)C1(C)C XLOPRKKSAJMMEW-SFYZADRCSA-M 0.000 description 1
- VOZKAJLKRJDJLL-UHFFFAOYSA-N 2,4-diaminotoluene Chemical compound CC1=CC=C(N)C=C1N VOZKAJLKRJDJLL-UHFFFAOYSA-N 0.000 description 1
- 241000218475 Agrotis segetum Species 0.000 description 1
- 241001237431 Anomala Species 0.000 description 1
- 241000519879 Anomala cuprea Species 0.000 description 1
- 241000902805 Aulacophora Species 0.000 description 1
- 241000254123 Bemisia Species 0.000 description 1
- FIPWRIJSWJWJAI-UHFFFAOYSA-N Butyl carbitol 6-propylpiperonyl ether Chemical compound C1=C(CCC)C(COCCOCCOCCCC)=CC2=C1OCO2 FIPWRIJSWJWJAI-UHFFFAOYSA-N 0.000 description 1
- 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 1
- 241001525574 Caloptilia Species 0.000 description 1
- 241001184747 Caloptilia theivora Species 0.000 description 1
- 241001350371 Capua Species 0.000 description 1
- 241000426499 Chilo Species 0.000 description 1
- 241000426497 Chilo suppressalis Species 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 241001124134 Chrysomelidae Species 0.000 description 1
- 241001498622 Cixius wagneri Species 0.000 description 1
- 241000098289 Cnaphalocrocis medinalis Species 0.000 description 1
- 241000008892 Cnaphalocrocis patnalis Species 0.000 description 1
- 241001465977 Coccoidea Species 0.000 description 1
- 241000254173 Coleoptera Species 0.000 description 1
- 240000005109 Cryptomeria japonica Species 0.000 description 1
- 241001137324 Cyprinodontiformes Species 0.000 description 1
- 241000489975 Diabrotica Species 0.000 description 1
- 241000255925 Diptera Species 0.000 description 1
- 241001183635 Echinocnemus Species 0.000 description 1
- 206010068516 Encapsulation reaction Diseases 0.000 description 1
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 1
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
- 241000179420 Haemaphysalis longicornis Species 0.000 description 1
- 241000258937 Hemiptera Species 0.000 description 1
- 241000255777 Lepidoptera Species 0.000 description 1
- 241001477928 Mythimna Species 0.000 description 1
- 240000002853 Nelumbo nucifera Species 0.000 description 1
- 235000006508 Nelumbo nucifera Nutrition 0.000 description 1
- 235000006510 Nelumbo pentapetala Nutrition 0.000 description 1
- 241001556089 Nilaparvata lugens Species 0.000 description 1
- 240000007594 Oryza sativa Species 0.000 description 1
- 241001147397 Ostrinia Species 0.000 description 1
- 241000346285 Ostrinia furnacalis Species 0.000 description 1
- 241000488585 Panonychus Species 0.000 description 1
- 241000488581 Panonychus citri Species 0.000 description 1
- 241000721451 Pectinophora gossypiella Species 0.000 description 1
- 241000720470 Phyllonorycter Species 0.000 description 1
- 241001525802 Phyllonorycter pomonella Species 0.000 description 1
- 241000437063 Phyllotreta striolata Species 0.000 description 1
- 241000254103 Popillia Species 0.000 description 1
- 241000254101 Popillia japonica Species 0.000 description 1
- 241001058006 Pseudococcus viburni Species 0.000 description 1
- VQXSOUPNOZTNAI-UHFFFAOYSA-N Pyrethrin I Natural products CC(=CC1CC1C(=O)OC2CC(=O)C(=C2C)CC=C/C=C)C VQXSOUPNOZTNAI-UHFFFAOYSA-N 0.000 description 1
- 241000254154 Sitophilus zeamais Species 0.000 description 1
- 244000061456 Solanum tuberosum Species 0.000 description 1
- 235000002595 Solanum tuberosum Nutrition 0.000 description 1
- 241000985245 Spodoptera litura Species 0.000 description 1
- 241000344246 Tetranychus cinnabarinus Species 0.000 description 1
- 241000328914 Toffolettia Species 0.000 description 1
- 241000018137 Trialeurodes vaporariorum Species 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- OWZREIFADZCYQD-UHFFFAOYSA-N [cyano-(3-phenoxyphenyl)methyl] 3-(2,2-dibromoethenyl)-2,2-dimethylcyclopropane-1-carboxylate Chemical compound CC1(C)C(C=C(Br)Br)C1C(=O)OC(C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 OWZREIFADZCYQD-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 150000004996 alkyl benzenes Chemical class 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- YBGQXNZTVFEKEN-UHFFFAOYSA-N benzene-1,2-disulfonyl chloride Chemical compound ClS(=O)(=O)C1=CC=CC=C1S(Cl)(=O)=O YBGQXNZTVFEKEN-UHFFFAOYSA-N 0.000 description 1
- 235000021329 brown rice Nutrition 0.000 description 1
- 244000309464 bull Species 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 description 1
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- 239000011162 core material Substances 0.000 description 1
- WMPOZLHMGVKUEJ-UHFFFAOYSA-N decanedioyl dichloride Chemical compound ClC(=O)CCCCCCCCC(Cl)=O WMPOZLHMGVKUEJ-UHFFFAOYSA-N 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 1
- 235000005489 dwarf bean Nutrition 0.000 description 1
- 244000013123 dwarf bean Species 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- FCZCIXQGZOUIDN-UHFFFAOYSA-N ethyl 2-diethoxyphosphinothioyloxyacetate Chemical compound CCOC(=O)COP(=S)(OCC)OCC FCZCIXQGZOUIDN-UHFFFAOYSA-N 0.000 description 1
- 125000003916 ethylene diamine group Chemical group 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 238000003306 harvesting Methods 0.000 description 1
- MHIBEGOZTWERHF-UHFFFAOYSA-N heptane-1,1-diol Chemical compound CCCCCCC(O)O MHIBEGOZTWERHF-UHFFFAOYSA-N 0.000 description 1
- ACCCMOQWYVYDOT-UHFFFAOYSA-N hexane-1,1-diol Chemical compound CCCCCC(O)O ACCCMOQWYVYDOT-UHFFFAOYSA-N 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 238000011081 inoculation Methods 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 239000004533 oil dispersion Substances 0.000 description 1
- DOIRQSBPFJWKBE-UHFFFAOYSA-N phthalic acid di-n-butyl ester Natural products CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 1
- 229960005235 piperonyl butoxide Drugs 0.000 description 1
- 229920001495 poly(sodium acrylate) polymer Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- HYJYGLGUBUDSLJ-UHFFFAOYSA-N pyrethrin Natural products CCC(=O)OC1CC(=C)C2CC3OC3(C)C2C2OC(=O)C(=C)C12 HYJYGLGUBUDSLJ-UHFFFAOYSA-N 0.000 description 1
- VJFUPGQZSXIULQ-XIGJTORUSA-N pyrethrin II Chemical compound CC1(C)[C@H](/C=C(\C)C(=O)OC)[C@H]1C(=O)O[C@@H]1C(C)=C(C\C=C/C=C)C(=O)C1 VJFUPGQZSXIULQ-XIGJTORUSA-N 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- NNMHYFLPFNGQFZ-UHFFFAOYSA-M sodium polyacrylate Chemical compound [Na+].[O-]C(=O)C=C NNMHYFLPFNGQFZ-UHFFFAOYSA-M 0.000 description 1
- 238000009331 sowing Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000012747 synergistic agent Substances 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- 229940113165 trimethylolpropane Drugs 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J13/00—Colloid chemistry, e.g. the production of colloidal materials or their solutions, not otherwise provided for; Making microcapsules or microballoons
- B01J13/02—Making microcapsules or microballoons
- B01J13/06—Making microcapsules or microballoons by phase separation
- B01J13/14—Polymerisation; cross-linking
- B01J13/16—Interfacial polymerisation
-
- 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
- A01N25/26—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 in coated particulate form
- A01N25/28—Microcapsules or nanocapsules
-
- 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
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Organic Chemistry (AREA)
- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Dispersion Chemistry (AREA)
- Toxicology (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP61059034A JPH0676287B2 (ja) | 1986-03-17 | 1986-03-17 | 農業用殺虫、殺ダニ組成物 |
JP61059033A JPH0676286B2 (ja) | 1986-03-17 | 1986-03-17 | 農業用殺虫、殺ダニ組成物 |
JP61164504A JPH0764686B2 (ja) | 1986-07-11 | 1986-07-11 | ピレスロイド系殺虫、殺ダニ組成物 |
Publications (4)
Publication Number | Publication Date |
---|---|
NO871027D0 NO871027D0 (no) | 1987-03-12 |
NO871027L NO871027L (no) | 1987-09-18 |
NO173631B true NO173631B (no) | 1993-10-04 |
NO173631C NO173631C (fr) | 1994-01-12 |
Family
ID=27296753
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
NO87871027A NO173631B (no) | 1986-03-17 | 1987-03-12 | Mikroinnkapslet pyretroid insekticid- og/eller akaricidpreparat, fremgangsmaate for fremstilling derav samt anvendelse derav |
Country Status (9)
Country | Link |
---|---|
AU (1) | AU595590B2 (fr) |
DE (1) | DE3708671C2 (fr) |
DK (1) | DK170850B1 (fr) |
ES (1) | ES2004903A6 (fr) |
FR (1) | FR2595545B1 (fr) |
GB (1) | GB2187957B (fr) |
IT (1) | IT1203368B (fr) |
NO (1) | NO173631B (fr) |
SE (1) | SE468740B (fr) |
Families Citing this family (18)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB8603061D0 (en) * | 1986-02-07 | 1986-03-12 | Wellcome Found | Pesticidal formulations |
JPH0818937B2 (ja) * | 1987-07-06 | 1996-02-28 | 住友化学工業株式会社 | 農園芸用有機燐系殺虫組成物 |
JP2676082B2 (ja) * | 1987-12-25 | 1997-11-12 | 住友化学工業株式会社 | ゴキブリ防除用マイクロカプセル剤 |
US5733561A (en) * | 1991-06-12 | 1998-03-31 | Mitsui Toatsu Chemicals, Incorporated | Insecticide composition and production process thereof |
JPH04364101A (ja) * | 1991-06-12 | 1992-12-16 | Mitsui Toatsu Chem Inc | 殺虫組成物及びその製造方法 |
DE19530076A1 (de) * | 1995-08-16 | 1997-02-20 | Bayer Ag | Zusammensetzung mit insektizider Wirkung |
HU215572B (hu) * | 1995-10-20 | 1999-01-28 | AGRO-CHEMIE Növényvédőszer Gyártó, Értékesítő és Forgalmazó Kft. | Mikrokapszulázott inszekticid készítmények, és eljárás azok előállítására |
IL120802A (en) * | 1997-05-08 | 2000-10-31 | Univ Ben Gurion | Process for encapsulating laygon |
WO2001096009A2 (fr) * | 2000-06-12 | 2001-12-20 | Kureha Kagaku Kogyo Kabushiki Kaisha | Liquide de suspension pour microcapsule et procede de production correspondant |
DE10037656B4 (de) * | 2000-07-31 | 2006-12-14 | Henkel Kgaa | Verfahren zur Herstellung aktivstoffhaltiger Kapseln durch Miniemulsionspolymerisation |
GB0129976D0 (en) * | 2001-12-14 | 2002-02-06 | Mars Inc | Treatment method |
JP4752182B2 (ja) | 2004-03-01 | 2011-08-17 | 住友化学株式会社 | 昆虫成長調節剤 |
US10149478B2 (en) | 2005-04-22 | 2018-12-11 | Endura S.P.A. | Biologically active formulation |
ITMI20050728A1 (it) * | 2005-04-22 | 2006-10-23 | Endura Spa | Formulazione innovativa |
ITMI20050729A1 (it) | 2005-04-22 | 2006-10-23 | Endura Spa | Nuova formulazione biologicamente attiva |
EP2589290B1 (fr) | 2011-11-04 | 2014-11-26 | Endura S.p.a. | Microcapsules comprenant un pyrethroide et/ou un néonicotinoide et un agent synèrgique |
PT106198B (pt) * | 2012-03-08 | 2014-10-07 | Sapec Agro S A | Formulação inseticida, método para a sua preparação e utilização da mesma |
WO2014208764A1 (fr) * | 2013-06-26 | 2014-12-31 | 住友化学株式会社 | Microcapsules pour diffusion thermique |
Family Cites Families (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3959464A (en) * | 1971-06-03 | 1976-05-25 | Pennwalt Corporation | Microencapsulated methyl and ethyl parathion insecticide in aqueous carrier |
CA1044134A (fr) * | 1975-04-09 | 1978-12-12 | Minnesota Mining And Manufacturing Company | Insecticide sous microcapsule |
US4497793A (en) * | 1980-08-11 | 1985-02-05 | Pennwalt Corporation | Microencapsulated naturally occuring pyrethrins |
JPS58124705A (ja) * | 1982-01-18 | 1983-07-25 | Kureha Chem Ind Co Ltd | マイクロカプセル化農薬及びその製造方法 |
US4534783A (en) * | 1984-01-03 | 1985-08-13 | Monsanto Co. | High concentration encapsulation of water soluble-materials |
JPH0818937B2 (ja) * | 1987-07-06 | 1996-02-28 | 住友化学工業株式会社 | 農園芸用有機燐系殺虫組成物 |
-
1987
- 1987-03-04 SE SE8700907A patent/SE468740B/sv not_active IP Right Cessation
- 1987-03-12 NO NO87871027A patent/NO173631B/no unknown
- 1987-03-13 AU AU69991/87A patent/AU595590B2/en not_active Expired
- 1987-03-16 IT IT19720/87A patent/IT1203368B/it active
- 1987-03-16 DK DK134187A patent/DK170850B1/da not_active IP Right Cessation
- 1987-03-16 ES ES8700737A patent/ES2004903A6/es not_active Expired
- 1987-03-16 GB GB8706188A patent/GB2187957B/en not_active Expired - Lifetime
- 1987-03-16 FR FR878703542A patent/FR2595545B1/fr not_active Expired - Lifetime
- 1987-03-17 DE DE3708671A patent/DE3708671C2/de not_active Expired - Lifetime
Also Published As
Publication number | Publication date |
---|---|
GB2187957B (en) | 1990-03-21 |
FR2595545B1 (fr) | 1993-04-30 |
NO871027L (no) | 1987-09-18 |
SE8700907L (sv) | 1987-09-18 |
IT8719720A0 (it) | 1987-03-16 |
GB2187957A (en) | 1987-09-23 |
AU595590B2 (en) | 1990-04-05 |
IT1203368B (it) | 1989-02-15 |
SE8700907D0 (sv) | 1987-03-04 |
DK134187D0 (da) | 1987-03-16 |
DK134187A (da) | 1987-09-18 |
FR2595545A1 (fr) | 1987-09-18 |
SE468740B (sv) | 1993-03-15 |
DK170850B1 (da) | 1996-02-12 |
NO871027D0 (no) | 1987-03-12 |
GB8706188D0 (en) | 1987-04-23 |
NO173631C (fr) | 1994-01-12 |
DE3708671C2 (de) | 1998-06-04 |
AU6999187A (en) | 1987-09-24 |
DE3708671A1 (de) | 1987-09-24 |
ES2004903A6 (es) | 1989-02-16 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
NO173631B (no) | Mikroinnkapslet pyretroid insekticid- og/eller akaricidpreparat, fremgangsmaate for fremstilling derav samt anvendelse derav | |
EP0183999B1 (fr) | Pyrèthroides micro-encapsulés | |
JP5523826B2 (ja) | アセチレンカルバミド−ポリウレアポリマーを有するマイクロカプセルおよび制御放出のためのその製剤 | |
EP0322820B1 (fr) | Utilisation d'une composition micro-encapsulée pour lutter contre les blattes | |
EP2575448B1 (fr) | Suspensions de microcapsules comprenant des niveaux élevés d'ingrédients actifs sur le plan agricole | |
AU653191B2 (en) | Microencapsulated herbicidal composition | |
US6022501A (en) | pH-sensitive microcapsules | |
NO328776B1 (no) | Mikrokapsler omfattende et innkapslet materiale innesluttet i et fast permeabelt skall av en polymerharpiks og fremgangsmate for innkapsling av dispergert materiale inne i et fast permeabelt skall av en polymerharpiks, reaksjonsprodukt og fremgangsmate for a modifisere jordmobiliteten av et agrokjemikalium | |
JP2009531169A5 (fr) | ||
CA2302235A1 (fr) | Microcapsules a taux de liberation facilement ajustable | |
NZ286751A (en) | Microcapsules of salt-water-immiscible material made in aqueous salt solution | |
JP2002524395A (ja) | ミクロカプセル調剤 | |
KR20120078709A (ko) | 마이크로캡슐 및 그의 제조 방법 | |
JP2002524394A (ja) | ミクロカプセル調剤 | |
JPS62215504A (ja) | 農業用殺虫、殺ダニ組成物 | |
KR102513421B1 (ko) | 람다-사이할로트린을 캡슐화하는 미세캡슐 | |
JP2969916B2 (ja) | 改良された有害生物防除剤 | |
JPH0676287B2 (ja) | 農業用殺虫、殺ダニ組成物 | |
AU2392699A (en) | Aqueous suspension formulation of encapsulated pesticide | |
KR960005423B1 (ko) | 살충제 조성물 및 그의 제조방법 | |
JPH0764686B2 (ja) | ピレスロイド系殺虫、殺ダニ組成物 | |
JP2784362B2 (ja) | 殺虫剤組成物及びその製造方法 | |
JPH049303A (ja) | 多段カプセル化によるマイクロカプセルの製造方法 | |
RU2000108478A (ru) | Микрокапсулы с легкорегулируемой скоростью высвобождения. | |
NZ624217B2 (en) | Stable pesticidal compositions |