CN1501837A - 微胶囊 - Google Patents
微胶囊 Download PDFInfo
- Publication number
- CN1501837A CN1501837A CNA028081064A CN02808106A CN1501837A CN 1501837 A CN1501837 A CN 1501837A CN A028081064 A CNA028081064 A CN A028081064A CN 02808106 A CN02808106 A CN 02808106A CN 1501837 A CN1501837 A CN 1501837A
- Authority
- CN
- China
- Prior art keywords
- microcapsules
- active
- substance
- polyisocyanates
- methyl
- 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.)
- Pending
Links
- 239000003094 microcapsule Substances 0.000 title claims abstract description 46
- 239000007787 solid Substances 0.000 claims abstract description 21
- 239000013543 active substance Substances 0.000 claims abstract description 16
- 239000007788 liquid Substances 0.000 claims abstract description 12
- 229920002396 Polyurea Polymers 0.000 claims abstract description 6
- 239000004814 polyurethane Substances 0.000 claims abstract description 5
- 229920003226 polyurethane urea Polymers 0.000 claims abstract description 5
- 239000005056 polyisocyanate Substances 0.000 claims description 26
- 229920001228 polyisocyanate Polymers 0.000 claims description 26
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 20
- 150000001875 compounds Chemical class 0.000 claims description 17
- 239000000126 substance Substances 0.000 claims description 17
- 238000000034 method Methods 0.000 claims description 14
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical compound C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 claims description 13
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 claims description 12
- 229920000768 polyamine Polymers 0.000 claims description 11
- 150000005846 sugar alcohols Polymers 0.000 claims description 11
- 238000002360 preparation method Methods 0.000 claims description 9
- 241000196324 Embryophyta Species 0.000 claims description 8
- 239000003063 flame retardant Substances 0.000 claims description 7
- 229930192474 thiophene Natural products 0.000 claims description 7
- 239000012868 active agrochemical ingredient Substances 0.000 claims description 6
- 239000004009 herbicide Substances 0.000 claims description 6
- 239000005906 Imidacloprid Substances 0.000 claims description 5
- 229940056881 imidacloprid Drugs 0.000 claims description 5
- YWTYJOPNNQFBPC-UHFFFAOYSA-N imidacloprid Chemical compound [O-][N+](=O)\N=C1/NCCN1CC1=CC=C(Cl)N=C1 YWTYJOPNNQFBPC-UHFFFAOYSA-N 0.000 claims description 5
- 235000015097 nutrients Nutrition 0.000 claims description 4
- 239000005871 repellent Substances 0.000 claims description 4
- 230000002940 repellent Effects 0.000 claims description 4
- 239000000642 acaricide Substances 0.000 claims description 3
- 239000000654 additive Substances 0.000 claims description 3
- 230000000996 additive effect Effects 0.000 claims description 3
- 239000000853 adhesive Substances 0.000 claims description 3
- 230000001070 adhesive effect Effects 0.000 claims description 3
- 230000000844 anti-bacterial effect Effects 0.000 claims description 3
- 239000003899 bactericide agent Substances 0.000 claims description 3
- 230000000855 fungicidal effect Effects 0.000 claims description 3
- 239000000417 fungicide Substances 0.000 claims description 3
- 230000002363 herbicidal effect Effects 0.000 claims description 3
- 239000002917 insecticide Substances 0.000 claims description 3
- 230000001069 nematicidal effect Effects 0.000 claims description 3
- 239000005645 nematicide Substances 0.000 claims description 3
- 239000005648 plant growth regulator Substances 0.000 claims description 3
- 239000002574 poison Substances 0.000 claims description 3
- 231100000614 poison Toxicity 0.000 claims description 3
- YZHUMGUJCQRKBT-UHFFFAOYSA-M sodium chlorate Chemical compound [Na+].[O-]Cl(=O)=O YZHUMGUJCQRKBT-UHFFFAOYSA-M 0.000 claims description 3
- 235000013599 spices Nutrition 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 abstract description 2
- -1 difoltan Chemical compound 0.000 description 29
- 239000000203 mixture Substances 0.000 description 16
- 238000006243 chemical reaction Methods 0.000 description 13
- 241000894006 Bacteria Species 0.000 description 12
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 description 12
- 229920000642 polymer Polymers 0.000 description 12
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 11
- 239000000178 monomer Substances 0.000 description 11
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 10
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 9
- 229910052731 fluorine Inorganic materials 0.000 description 9
- 239000011737 fluorine Substances 0.000 description 9
- 239000000376 reactant Substances 0.000 description 9
- 239000011257 shell material Substances 0.000 description 9
- 150000003851 azoles Chemical class 0.000 description 8
- 229920005862 polyol Polymers 0.000 description 8
- 150000003077 polyols Chemical class 0.000 description 8
- 238000003756 stirring Methods 0.000 description 8
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 7
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 7
- 150000001412 amines Chemical class 0.000 description 6
- 229910000073 phosphorus hydride Inorganic materials 0.000 description 6
- 244000025254 Cannabis sativa Species 0.000 description 5
- 239000002253 acid Substances 0.000 description 5
- 150000002148 esters Chemical class 0.000 description 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 4
- 239000005864 Sulphur Substances 0.000 description 4
- 239000002775 capsule Substances 0.000 description 4
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 4
- 239000003054 catalyst Substances 0.000 description 4
- 239000008367 deionised water Substances 0.000 description 4
- 229910021641 deionized water Inorganic materials 0.000 description 4
- 239000001301 oxygen Substances 0.000 description 4
- 229910052760 oxygen Inorganic materials 0.000 description 4
- 239000002245 particle Substances 0.000 description 4
- 229920003023 plastic Polymers 0.000 description 4
- 239000004033 plastic Substances 0.000 description 4
- 239000002994 raw material Substances 0.000 description 4
- 241000723353 Chrysanthemum Species 0.000 description 3
- 235000007516 Chrysanthemum Nutrition 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 239000005663 Pyridaben Substances 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 3
- 150000007942 carboxylates Chemical class 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 230000008029 eradication Effects 0.000 description 3
- 238000001914 filtration Methods 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Natural products OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 3
- XAMUDJHXFNRLCY-UHFFFAOYSA-N phenthoate Chemical compound CCOC(=O)C(SP(=S)(OC)OC)C1=CC=CC=C1 XAMUDJHXFNRLCY-UHFFFAOYSA-N 0.000 description 3
- 238000005406 washing Methods 0.000 description 3
- KPNPDRFFWQBXGT-UHFFFAOYSA-N 1-dimethoxyphosphorylsulfanyl-2-ethylsulfanylethane;2-ethylsulfanylethoxy-dimethoxy-sulfanylidene-$l^{5}-phosphane Chemical compound CCSCCOP(=S)(OC)OC.CCSCCSP(=O)(OC)OC KPNPDRFFWQBXGT-UHFFFAOYSA-N 0.000 description 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 2
- 239000005946 Cypermethrin Substances 0.000 description 2
- MDNWOSOZYLHTCG-UHFFFAOYSA-N Dichlorophen Chemical compound OC1=CC=C(Cl)C=C1CC1=CC(Cl)=CC=C1O MDNWOSOZYLHTCG-UHFFFAOYSA-N 0.000 description 2
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical group NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 2
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 2
- 239000005951 Methiocarb Substances 0.000 description 2
- 239000005916 Methomyl Substances 0.000 description 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 2
- 239000005594 Phenmedipham Substances 0.000 description 2
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 2
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- 239000003905 agrochemical Substances 0.000 description 2
- FPIPGXGPPPQFEQ-OVSJKPMPSA-N all-trans-retinol Chemical compound OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-OVSJKPMPSA-N 0.000 description 2
- 229910021529 ammonia Inorganic materials 0.000 description 2
- RQVGAIADHNPSME-UHFFFAOYSA-N azinphos-ethyl Chemical compound C1=CC=C2C(=O)N(CSP(=S)(OCC)OCC)N=NC2=C1 RQVGAIADHNPSME-UHFFFAOYSA-N 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- LLEMOWNGBBNAJR-UHFFFAOYSA-N biphenyl-2-ol Chemical compound OC1=CC=CC=C1C1=CC=CC=C1 LLEMOWNGBBNAJR-UHFFFAOYSA-N 0.000 description 2
- KXRPCFINVWWFHQ-UHFFFAOYSA-N cadusafos Chemical compound CCC(C)SP(=O)(OCC)SC(C)CC KXRPCFINVWWFHQ-UHFFFAOYSA-N 0.000 description 2
- 235000013877 carbamide Nutrition 0.000 description 2
- 238000005119 centrifugation Methods 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 238000011109 contamination Methods 0.000 description 2
- 239000010949 copper Substances 0.000 description 2
- 229910052802 copper Inorganic materials 0.000 description 2
- ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 description 2
- MZZBPDKVEFVLFF-UHFFFAOYSA-N cyanazine Chemical compound CCNC1=NC(Cl)=NC(NC(C)(C)C#N)=N1 MZZBPDKVEFVLFF-UHFFFAOYSA-N 0.000 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 description 2
- 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 2
- 229960005424 cypermethrin Drugs 0.000 description 2
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 2
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 2
- RIZMRRKBZQXFOY-UHFFFAOYSA-N ethion Chemical compound CCOP(=S)(OCC)SCSP(=S)(OCC)OCC RIZMRRKBZQXFOY-UHFFFAOYSA-N 0.000 description 2
- DIRFUJHNVNOBMY-UHFFFAOYSA-N fenobucarb Chemical compound CCC(C)C1=CC=CC=C1OC(=O)NC DIRFUJHNVNOBMY-UHFFFAOYSA-N 0.000 description 2
- RYLHNOVXKPXDIP-UHFFFAOYSA-N flufenoxuron Chemical compound C=1C=C(NC(=O)NC(=O)C=2C(=CC=CC=2F)F)C(F)=CC=1OC1=CC=C(C(F)(F)F)C=C1Cl RYLHNOVXKPXDIP-UHFFFAOYSA-N 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 238000005227 gel permeation chromatography Methods 0.000 description 2
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 2
- ANJPRQPHZGHVQB-UHFFFAOYSA-N hexyl isocyanate Chemical class CCCCCCN=C=O ANJPRQPHZGHVQB-UHFFFAOYSA-N 0.000 description 2
- 239000012948 isocyanate Substances 0.000 description 2
- 150000002513 isocyanates Chemical class 0.000 description 2
- YFBPRJGDJKVWAH-UHFFFAOYSA-N methiocarb Chemical compound CNC(=O)OC1=CC(C)=C(SC)C(C)=C1 YFBPRJGDJKVWAH-UHFFFAOYSA-N 0.000 description 2
- UHXUZOCRWCRNSJ-QPJJXVBHSA-N methomyl Chemical compound CNC(=O)O\N=C(/C)SC UHXUZOCRWCRNSJ-QPJJXVBHSA-N 0.000 description 2
- BLCKKNLGFULNRC-UHFFFAOYSA-L n,n-dimethylcarbamodithioate;nickel(2+) Chemical compound [Ni+2].CN(C)C([S-])=S.CN(C)C([S-])=S BLCKKNLGFULNRC-UHFFFAOYSA-L 0.000 description 2
- 150000002825 nitriles Chemical class 0.000 description 2
- 239000011824 nuclear material Substances 0.000 description 2
- IDOWTHOLJBTAFI-UHFFFAOYSA-N phenmedipham Chemical compound COC(=O)NC1=CC=CC(OC(=O)NC=2C=C(C)C=CC=2)=C1 IDOWTHOLJBTAFI-UHFFFAOYSA-N 0.000 description 2
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- 239000011574 phosphorus Substances 0.000 description 2
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- WHHIPMZEDGBUCC-UHFFFAOYSA-N probenazole Chemical compound C1=CC=C2C(OCC=C)=NS(=O)(=O)C2=C1 WHHIPMZEDGBUCC-UHFFFAOYSA-N 0.000 description 2
- FITIWKDOCAUBQD-UHFFFAOYSA-N prothiofos Chemical compound CCCSP(=S)(OCC)OC1=CC=C(Cl)C=C1Cl FITIWKDOCAUBQD-UHFFFAOYSA-N 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
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- ROZUQUDEWZIBHV-UHFFFAOYSA-N tecloftalam Chemical compound OC(=O)C1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1C(=O)NC1=CC=CC(Cl)=C1Cl ROZUQUDEWZIBHV-UHFFFAOYSA-N 0.000 description 2
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- AVWRKZWQTYIKIY-UHFFFAOYSA-N urea-1-carboxylic acid Chemical compound NC(=O)NC(O)=O AVWRKZWQTYIKIY-UHFFFAOYSA-N 0.000 description 2
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- XERJKGMBORTKEO-VZUCSPMQSA-N (1e)-2-(ethylcarbamoylamino)-n-methoxy-2-oxoethanimidoyl cyanide Chemical compound CCNC(=O)NC(=O)C(\C#N)=N\OC XERJKGMBORTKEO-VZUCSPMQSA-N 0.000 description 1
- UDPGUMQDCGORJQ-UHFFFAOYSA-N (2-chloroethyl)phosphonic acid Chemical compound OP(O)(=O)CCCl UDPGUMQDCGORJQ-UHFFFAOYSA-N 0.000 description 1
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- HOKKPVIRMVDYPB-UVTDQMKNSA-N (Z)-thiacloprid Chemical compound C1=NC(Cl)=CC=C1CN1C(=N/C#N)/SCC1 HOKKPVIRMVDYPB-UVTDQMKNSA-N 0.000 description 1
- CKPCAYZTYMHQEX-NBVRZTHBSA-N (e)-1-(2,4-dichlorophenyl)-n-methoxy-2-pyridin-3-ylethanimine Chemical compound C=1C=C(Cl)C=C(Cl)C=1C(=N/OC)/CC1=CC=CN=C1 CKPCAYZTYMHQEX-NBVRZTHBSA-N 0.000 description 1
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Classifications
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- 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
- B01J13/04—Making microcapsules or microballoons by physical processes, e.g. drying, spraying
-
- 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
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/40—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having a double or triple bond to nitrogen, e.g. cyanates, cyanamides
-
- 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
- A01N51/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds having the sequences of atoms O—N—S, X—O—S, N—N—S, O—N—N or O-halogen, regardless of the number of bonds each atom has and with no atom of these sequences forming part of a heterocyclic ring
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Environmental Sciences (AREA)
- Zoology (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Engineering & Computer Science (AREA)
- Chemical & Material Sciences (AREA)
- Dentistry (AREA)
- Plant Pathology (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Dispersion Chemistry (AREA)
- Toxicology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Manufacturing Of Micro-Capsules (AREA)
- Fireproofing Substances (AREA)
Abstract
本发明涉及具有聚氨酯和/或聚脲的壳和至少一种固体活性物质构成的核的新的微胶囊,其中在核中不含有液体。本发明还涉及这种微胶囊的制备方法以及这种微胶囊用于施用包含的活性化合物的用途。
Description
本发明涉及含有固体活性化合物作为核的新的微胶囊、这种微胶囊的制造方法以及这种微胶囊用于施用其所包含的活性化合物的用途。
微胶囊是具有粒度约1至200μm和核-壳结构的颗粒,其中所述核是或包含活性化合物。对此活性化合物包括例如药物活性化合物、农业活性化合物、香料、添加剂、胶粘剂、着色剂、无色染料和阻燃剂。所述壳材料可以是天然的聚合物,如明胶或阿拉伯胶,或者合成的聚合物。关于微胶囊更具体的细节描述于Kirk-Othmer的“Encyclopedia of Chemical Technology”,第4版,第16卷,第628-651页中。
微胶囊的壳材料特别合适的是聚氨酯和聚脲。已知这样的微胶囊,其壳优选由聚脲构成,其中填充有固体的生物活性化合物在非水液体中的悬浮体(参见WO95-13 698)。在上述微胶囊的情况下,一方面,非水液体在微胶囊的核中的存在是必须的,因为否则的话不可能通过相界面反应形成壳。另一方面,非水液体在微胶囊中的存在就其应用而言由于下述原因是不利的:
-活性化合物在微胶囊中的含量由于包含液体而下降。
-在应用过程中,所述液体可能引起不希望的作用,例如在农业化学中被处理的面积被所述液体污染。
-微胶囊的机械稳定性由于所述液体而下降。
现以发现新的微胶囊,它含有
-由聚氨酯和/或聚脲构成的壳,和
-至少一种固体活性化合物构成的核
其中在核中不含有液体。
此外还发现,本发明的微胶囊可通过将至少一种固体活性化合物在水中的悬浮体与
a)至少一种在水中分散的多异氰酸酯和
b)至少一种多元醇和/或多胺组分
接触制得。
最后,已发现,本发明的微胶囊特别适合于用于各种应用目的的施用所包含的固体活性化合物。
特别令人惊奇的是与现有技术结构最相近的已知制剂相比,本发明的微胶囊更适合于施用所包含的固体物质。特别意想不到的是基本上只由固体物质构成的本发明的微胶囊可以各种希望的方式释放核材料。
本发明的微胶囊具有一系列优点,即它含有很高的活性物质含量并且是机械稳定的。此外,例如在农业上应用这种微胶囊时没有被处理的面积被不希望的液体污染的危险。
如已经提到的,本发明微胶囊的壳由聚氨酯和/或聚脲构成。这种壳材料由可水分散的多异氰酸酯与多元醇和/或多胺组分反应得到。用于制备这种壳材料合适的单体和聚合物在与本发明的方法有关的描述中提及。
在本发明的微胶囊中作为核材料被包含的固体活性物质包括各种在室温下为固体的药物活性化合物、农业化学活性物质、香料、添加剂、胶粘剂、无色染料和阻燃剂。
在本发明上下文中,农业化学物质是指各种用于处理植物的常规物质,其熔点高于20℃,优选可提及的是杀真菌剂、杀菌剂、杀虫剂、杀螨剂、杀线虫剂、杀软体动物剂、除草剂、植物生长调节剂、植物营养物质和拒斥剂(Repellents)。
杀真菌剂的实例可提及:
2-苯胺基-4-甲基-6-环丙基-嘧啶;2′,6′-二溴-2-甲基-4′-三氟甲氧基-4′-三氟甲基-1,3-噻唑-5-甲酰苯胺(carboxanilid);2,6-二氯-N-(4-三氟甲基苄基)-苯甲酰胺;(E)-2-甲氧亚氨基-N-甲基-2-(2-苯氧基苯基)-乙酰胺;8-羟基喹啉硫酸盐;甲基-(E)-2-{2-[6-(2-氰基苯氧基)-嘧啶-4-基氧基]-苯基}-3-甲氧基丙烯酸酯;甲基-(E)-甲氧亚氨基[α-(邻甲苯基氧基)-邻甲苯基]-乙酸酯;2-苯基苯酚(OPP)、Aldimorph,氨丙膦酸、敌菌灵、戊环唑、
苯霜灵、麦锈灵、双丙氨酰膦、乐杀螨、联苯、双苯三唑醇、灭瘟素、糠菌素、磺嘧菌灵、粉病定、
石硫合剂、敌菌丹、克菌丹、多菌灵、萎锈灵、灭螨锰、地茂散、氯化苦、百菌清、乙菌利、硫杂灵、清菌脲、环唑醇、酯菌胺、氯环丙酰胺、
双氯酚、苄氯三唑醇、抑菌灵、哒菌清、氯硝胺、乙霉威、噁醚唑、甲菌定、烯酰吗啉、烯唑醇、敌螨普、二苯胺、吡菌硫、灭菌磷、二噻农、多果定、敌菌酮、
克瘟散、氧唑菌、乙菌定、氯唑灵、
异嘧菌醇、腈苯唑、呋菌胺、种衣酯、拌种咯、薯瘟锡、毒菌锡、福美铁、嘧菌腙、氟定胺、氟噁菌、氟菌安、喹唑菌酮、氟硅唑,磺菌胺、氟酰胺、粉唑胺、灭菌丹、藻菌磷(Fosetyl-Aluminium)、四氯苯酞、麦穗宁、呋氨丙灵、拌种胺、Fenhexamid、
双胍盐、
六氯苯、己唑醇、噁霉灵,
烯菌灵、酰胺唑、双胍辛醋酸盐、异稻瘟腈(IBP)、异丙定、富士一号、Iprovalicarb、
春雷霉素、铜制品,如,氢氧化铜、环烷酸铜、氯氧化铜、硫酸铜、氧化铜、喹啉铜、和碱式硫酸铜混合物,
锰铜混剂、代森锰锌、代森锰、嘧菌胺、丙氧灭锈胺、甲霜灵、环戊唑菌、磺菌威、甲呋菌胺、代森联、噻菌胺、腈菌唑、
福美镍、异丙消、氟苯嘧啶醇,
甲呋酰胺、噁霜灵、Oxamocarb、氧化萎锈灵、
稻瘟酯、戊菌唑、戊菌隆、双氯苯磷、多马霉素、粉病灵、多氧霉素、噻菌灵、丙氯灵、杀菌利、百维灵、丙环唑、甲基代森锌、定菌磷、啶斑肟、二甲嘧菌胺、咯喹酮、
五氯硝基苯(PCNB)、喹氧灵、
硫和硫制剂、
戊唑醇、叶枯酞、四氯硝基苯、氟醚唑、涕必灵、噻菌腈、甲基托布津、福美双、甲基立枯磷、对甲抑菌灵、三唑酮、菌唑醇、唑菌嗪、杨菌胺、三环唑、克啉菌、氟菌唑、嗪氨灵、戊叉唑菌、Trifloxystrobin
有效霉素、烯菌酮、
代森锌、福美锌、
2-[2-(1-氯-环丙基)-3-(2-氯苯基)-2-羟基丙基]-2,4-二氢-[1,2,4]-三唑-3-硫酮,和
1-(3,5-二甲基-异噁唑-4-磺酰基)-2-氯-6,6-二氟-[1,3]-二氧杂环戊烯并-[4,5-f]-苯并咪唑。
杀菌剂的实例可提及:
溴硝丙二醇、双氯酚、氯定、福美镍、春雷霉素、异噻菌酮、呋喃甲酸、土霉素、噻菌灵、链霉素、叶枯酞、硫酸铜和其它铜制剂。
杀虫剂、杀螨剂、杀线虫剂的实例可提及:
阿维菌素、乙酰甲胺磷、氟丙菊酯、棉铃威、涕灭威、甲体氯氰菊酯(Alphamethrin)、齐墩螨素、AZ 60541、艾扎丁、谷硫磷A、谷硫磷M、三唑锡,
苏金杆菌、4-溴-2-(4-氯苯基)-1-(乙氧基甲基)-5-(三氟甲基)-1H-吡咯-3-腈、噁虫威、丙硫克百威、杀虫磺、β-氟氯氰菊酯、联苯肼酯、联苯菊酯、BPMC、Brofenprox、溴硫磷A、合杀威、噻嗪酮、丁酮威、丁基哒螨灵(Butyl pyridaben)、
硫线磷、甲萘威、克百威、三硫磷、丁硫克百威、杀螟丹、Chloethocarb、氯氧磷(Chloretoxyfos)、毒虫畏、氟啶脲、氯甲硫磷、N-[(6-氯-3-吡啶基)-甲基]-N′-氰基-N-甲基-ethanimidamide、毒死蜱、毒死蜱M、顺式-灭虫菊、Clocythrin、四螨嗪、杀螟腈、乙氰菊酯、氟氯氰菊酯、氯氟氰菊酯、三环锡、氯氰菊酯、灭蝇胺、
溴氰菊酯、内吸磷M、内吸磷S、甲基内吸磷、丁醚脲、二嗪磷、除线磷、敌敌畏、Dicliphos、百治磷、乙硫磷、氟脲杀、乐果、甲基毒虫畏、敌杀磷、乙拌磷、
Emamectin、高氰戊菊酯、苯虫威、乙硫磷、醚菊酯、灭克磷、氧嘧啶磷,
克线磷、喹螨醚、杀螨锡、杀螟硫磷、丁苯威、苯硫威、双氧威、甲氰菊酯、Fenpyrad、唑螨酯、倍硫磷、杀灭菊酯、锐劲特、氟啶蜱脲、氟螨脲、氟氰戊菊酯、氟虫脲、氟丙苄醚、氟胺氰菊酯、地虫磷、安果、噻唑酮磷、Fubfenprox、呋线威,
HCH、庚虫磷、氟铃脲、噻螨酮、
吡虫啉、异稻瘟净、氯唑磷、丙胺磷、异丙威、异噁唑磷、齐墩螨素,
氯氟氰菊酯、氟丙氧脲,
马拉硫磷、灭蚜磷、速灭磷、甲亚砜磷、四聚乙醛、虫螨畏、甲胺磷、杀扑磷、灭虫威、灭多虫、速灭威、米尔螨素、久效磷、Moxidectin、
二溴磷、NC 184、硝胺烯啶、
氧乐果、甲氨叉威、砜吸磷、异砜磷、
对硫磷A、甲基对硫磷、氯菊酯、稻丰散、甲拌磷、伏杀磷、亚胺硫磷、磷胺、辛硫磷、抗蚜威、虫螨磷A、甲基虫螨磷、丙溴磷、猛杀威、丙虫磷、残杀威、丙硫磷、发果、拒嗪酮、吡唑硫磷、打杀磷、反灭虫菊、除虫菊、哒螨酮、嘧胺苯醚、蚊蝇醚,
喹噁磷,
杀抗松、硫线磷、灭虫硅醚、治螟磷、乙丙硫磷,
双苯酰肼、吡螨胺、嘧丙磷(Tebupirimiphos)、氟虫隆、七氟菊酯、双硫磷、叔丁威、特丁磷、杀虫威、噻虫啉(Thiacloprid)、Thiafenox、Thiamethoxam、硫双威、特氨叉威、甲基乙拌磷、硫磷嗪、敌贝特、四溴菊酯、四氟菊酯、苯赛螨、三唑磷、Triazuron、敌百虫、杀虫隆、混杀威,
蚜灭多、XMC、灭杀威、Zetamethrin。
杀软体动物剂的实例可提及蜗牛敌和灭虫威。
除草剂的实例可提及:
N-酰苯胺类,如吡氟草胺和敌稗;烷基羧酸类,如二氯吡啶甲酸、麦草畏和毒莠定;芳基氧基链烷羧酸类,如2,4-D、2,4-DB、2,4-DP、氟草烟、MCPA、MCPP和定草酯;芳基氧基-苯氧基-链烷羧酸酯类,如氯甲草、噁唑禾草灵、吡氟禾草灵、吡氟氯禾灵和喹禾灵;吖嗪酮类,如杀草敏和达草灭;氨基甲酸酯类,如氯苯胺灵、异苯敌草、苯敌草和苯胺灵;氯乙酰苯胺类,如甲草胺、乙草胺、丁草胺、吡草胺、异丙甲草胺、丙草胺和毒草胺;二硝基苯胺类,如黄草消、胺消草和Trifluralin;二苯基醚类,如氟锁草醚、治草醚、乙羧氟草醚、氟黄胺草醚、氟硝磺酰胺、乳氟禾草灵和氟硝草醚;脲类,如绿麦隆、敌草隆、伏草隆、异丙隆、利谷隆和噻唑隆;羟胺类,如枯达杀、烯草酮、噻草酮、稀禾定和肟草酮;咪唑啉酮类,如咪草烟、咪草酯、灭草烟和灭草喹;腈类,如溴苯腈、敌草腈和碘苯腈;氧基乙酰胺类、如苯噻草胺;磺酰基脲类,如磺氨黄隆、苄嘧黄隆、氯嘧黄隆、绿黄隆、醚黄隆、甲黄隆、烟嘧黄隆、氟嘧黄隆、吡嘧黄隆、噻黄隆、醚苯黄隆和苯黄隆;硫醇氨基甲酸酯,如苏达灭、草灭特、燕麦敌、EPTC、禾草畏、草达灭、苄草丹、杀草丹和野麦畏;三嗪类,如莠去津、草净津、西玛津、西草净、去草净和特丁净;三嗪酮类,如六嗪同、苯嗪草和赛可津;其它类,如杀草强、呋草黄、噻草平、环庚草醚、异恶草酮、二氯皮考啉酸、苯敌快、氟硫草定、乙呋草黄、氟咯草酮、草铵膦、草甘膦、异恶草胺、达草止、二氯喹啉酸(Quinchlorac)、喹草酸、草硫膦和灭草环。此外,可提及4-氨基-N-(1,1-二甲基乙基)-4,5-二氢-3-(1-甲基乙基)-5-氧代-1H-1,2,4-三唑-1-甲酰胺和苯甲酸,2-((((4,5-二氢-4-甲基-5-氧代-3-丙氧基-1H-1,2,4-三唑-1-基)羰基)氨基)磺酰基)-,甲基酯。
植物生长调节剂的实例可提及氯化氯胆碱和乙烯利。
植物营养物质的实例可提及常规的无机或有机肥料以给植物提供大量和/或微量营养物质。
作为拒斥剂可提及Diethyl-toylamid、乙基已二醇和避蚊酮。
阻燃剂在本发明上下文中是指可掺杂到塑料中并且能降低其可燃性的熔点高于20℃的物质。可提及的实例是在温度高达40℃为固体的卤代化合物和红磷。
在制备本发明的微胶囊中,需要在水中可分散的多异氰酸酯以及多元醇和/或多胺组分作为产生壳材料的原料。
在水中可分散的多异氰酸酯在本发明中是指具有游离的脂族、脂环族和/或芳族连接的异氰酸酯基的、在室温下为液体的有机多异氰酸酯。
优选的多异氰酸酯具有(平均)NCO-官能度为2至5。例如可提及:间亚苯基二异氰酸酯、对亚苯基二异氰酸酯、2,4-亚甲苯基二异氰酸酯、3,3′-二甲基-4,4′-亚联苯基二异氰酸酯、4,4′-亚甲基双(2-甲基苯基异氰酸酯)、六亚甲基二异氰酸酯、三甲基六亚甲基二异氰酸酯、4,4′-亚甲基双(环己基异氰酸酯)。同样特别适合的是具有缩二脲、氨酯基(Urethan-)、Uretdion-和/或异氰脲酸酯基的二异氰酸酯衍生物;例如具有异氰脲酸酯结构的三聚的六亚甲基二异氰酸酯,其可按照US-PS 4 324 879得到。
此外合适的是亲水化的多异氰酸酯,它是由上述多异氰酸酯通过NCO-基团与离子或非离子化合物的部分反应,例如通过与聚环氧乙烷反应得到。特别适合的亲水性多异氰酸酯公开于EP-A 0 959 087中。这类亲水性多异氰酸酯的优点在于它们是自分散的。但是本发明方法不仅限于应用这些类型的多异氰酸酯。非亲水性的多异氰酸酯可用同样作为原料需要的多元醇组分或用其它的表面活性剂乳化。
适合用于实施本发明的方法的多元醇组分是具有羟基和羧酸盐和/或磺酸盐基的聚合物。所述聚合物例如是含有羟基的烯属不饱和化合物的聚合物。
优选这样的含羟基聚合物,它具有按照凝胶渗透色谱法测得的分子量Mn(数均)为500至50000,优选1000至10000和羟基数为16.5至264,优选33至165mg KOH/g聚合物。除了羟基外,所述多元醇组分还含有羧酸盐和/或磺酸盐基,其中这些基团的含量为5至500,优选25至250毫当量/100g聚合物。羧酸盐和/或磺酸盐基可提高聚合物的水溶性或分散性。
所述含羟基的聚合物可通过应用含羟基的单体和含有羧基和/或磺酸基的单体共聚得到,其中的羧基和/或磺酸基在聚合后至少被部分中和。优选的含羟基单体是例如甲基丙烯酸2-羟基乙基酯、丙烯酸2-羟基乙基酯、丙烯酸羟基丙基酯和甲基丙烯酸羟基丙基酯。具有羧基的单体的实例是丙烯酸、甲基丙烯酸、马来酸和衣康酸。具有磺酸基的合适单体是2-丙烯酰胺基-2-甲基丙磺酸。在制备含羟基的聚合物中可应用的其它单体是无官能团的单体,如甲基丙烯酸甲基酯、丙烯酸甲基酯、丙烯酸乙基酯、甲基丙烯酸乙基酯、甲基丙烯酸异丙基酯、丙烯酸异丙基酯、丙烯酸正丙基酯、甲基丙烯酸正丁基酯、丙烯酸正丁基酯、丙烯酸2-乙基己基酯、甲基丙烯酸2-乙基己基酯、甲基丙烯酸硬脂基酯、苯乙烯、丙烯腈、甲基丙烯腈、醋酸乙烯酯和丙酸乙烯酯。含羟基的单体和具有羧基和/或磺酸基的单体的用量一般如此选择,即达到上述给出的特征值。在实施本发明方法中用作原料的含羟基的聚合物的制备的进一步细节描述于EP-A 0 358 979中。
在实施本发明的方法中,可以代替多元醇或者优选除了多元醇外还应用多元胺。合适的这类多元胺优选是二亚乙基三胺或三亚乙基四胺。
在实施本发明的方法中,应用一种或多种活性物质在水中的细分散的悬浮体。在本发明中,细分散是指颗粒的平均粒度为1至200μm,优选2至100μm。这种悬浮体的制备可通过借助于常规的磨,如珠磨或球磨将固体活性物质磨碎,然后悬浮于水中。对此,有利的是将固体活性物质悬浮于已经含有多异氰酸酯或多元醇和/或多元胺组分的水中。特别优选所述分散在多元醇组分存在下进行,然后当所述悬浮体达到希望的细分散时加入多异氰酸酯。
按照本发明的微囊包封在常规混合器的搅拌下进行。
在实施本发明的方法中,温度可在一定范围内变化。一般地,胶囊壳形成的反应在室温下进行,但也可以在20℃至100℃的温度下进行。
在实施本发明的方法中,为了加快胶囊的形成也可以向反应混合物中加入催化剂。对此,合适的催化剂例如是有机锡化合物,如二月桂酸二丁基锡,或者叔胺,如三乙胺。催化剂的浓度可在一定范围内变化,一般地,催化剂的用量为0.01至0.5重量%,基于多异氰酸酯计。
实施本发明的反应一般需要数小时。对此,可通过用IR-光谱检测NCO-的含量监测反应进程。
在实施本发明的方法中,多异氰酸酯与多元醇和/或多元胺组分的比例可在一定范围内变化。一般地,多异氰酸酯与多元醇和/或多元胺组分的用量为使NCO/OH(NH)-当量比为0.5∶1至3∶1。
相对于固体活性化合物,多异氰酸酯和多元醇和/或多元胺组分的总量也可在一定范围内变化。一般地,多异氰酸酯和多元醇和/或多元胺组分的总量为使用于形成胶囊壳的组分与活性物质之比为1∶0.001至1∶1,优选1∶0.01至1∶0.25。
根据所用的活性物质的颗粒大小,本发明的微胶囊的粒度可在较大的范围内变化。因此,微胶囊的粒度一般为1至200μm,优选2至100μm。包含农业化学物质作为活性物质的微胶囊特别优选的粒度为2至30μm。
在实施本发明的方法中,得到作为固体粒子的本发明的微胶囊在水中的悬浮体。如果希望分离出微胶囊,那么可通过例如过滤或滗析并任选在洗涤后干燥分离微胶囊。
如果本发明的微胶囊包含农业化学活性物质,它们特别适合于将这些活性物质施用于植物和/或其栖生地。对此,在实践中,本发明的微胶囊本身既可以以固体形式,也可以以悬浮体的形式,任选在事先用水稀释后以及任选加入配制助剂后应用。所述应用按常规方法进行,即例如通过浇灌、喷撒、雾化或散播。
包含农业化学活性物质的本发明的微胶囊的施用量可在较大的范围内变化。这取决于各种农业化学活性物质和它们在微胶囊中的含量。
含有农业化学活性物质的本发明的微胶囊确保活性组分在各种情况下以希望的量在相对长的时期内释放。
含有阻燃剂的本发明的微胶囊可以比非胶囊包封的阻燃剂更容易地掺杂到塑料中。此外,通过将本发明的微囊包封的阻燃剂掺杂到塑料中可基本上避免对塑料性能不希望的作用,例如对机械强度的降低。
通过下述实施例进一步说明本发明。
制备实施例
实施例1
亲水性的多异氰酸酯的制备
在100℃、干燥氮气氛和搅拌下,加入870g(4.88val)基于1,6-二异氰酸根合己烷的含有异氰脲酸酯基的多异氰酸酯,其具有NCO-含量为23.2%,平均NCO-官能度为3.2(根据GPC),单体1,6-二异氰酸根合己烷的含量为0.2%和粘度为1200mPas(23℃),在30分钟内加入130g(0.26val)甲醇引发的单官能的聚环氧乙烷聚醚,其平均分子量为500,相应于NCO/OH-当量比为18.5∶1,然后在该温度下继续搅拌混合物,直至约2小时后混合物的NCO-含量降低到相应于完全氨酯化的值19.1%。通过加入0.01g 2-乙基-1-己酸锌(II)引发脲基甲酸化反应。由于反应放热,反应混合物的温度升至109℃。放热反应减缓后,大约加入催化剂后20分钟,通过加入0.01g苯甲酰氯终止反应并将反应混合物冷却至室温,得到亲水性的多异氰酸酯,固体含量为100%。异氰酸酯含量为18.1%,官能度为3.8,NCO-当量重为232g和剪切速率D=40s-1时,粘度为4000mPa·s。
实施例2
多元醇组分的制备
按照描述于EP-B 0 358 979的方法,通过共聚单体甲基丙烯酸-2-羟基乙基酯、丙烯酸、甲基丙烯酸甲基酯和丙烯酸-2-丁基-酯反应制备以
二次分散形式的聚丙烯酸酯。该分散体的固体含量为46%,固体树脂的OH-含量为3.3%,酸值约为21mg KOH/g固体树脂,pH-值为8.0和粘度约800mPa·s(23℃,D=40s-1)。所用中和试剂是N-二甲基氨基乙醇。
实施例3
红磷的微囊包封
将40g平均粒径为35μm的红磷悬浮于337g含有17.4g在实施例2中描述的多元醇组分的去离子水中,然后于室温、搅拌下加入5.4g在实施例1中提到的多异氰酸酯和8mg二丁基锡二-(1-硫代甘油)=(Fascat 4224;得自Elf Atochem Inc.,IndustrialSpecialties)作为催化剂。将搅拌速率调节到300转/分后,在50℃下加热该反应混合物18小时。将反应混合物冷却至室温,通过过滤分离微囊包封的产品,用250ml水洗涤并在60℃干燥至恒重,得到29.9g微囊包封的没有磷化氢的味道的产品。
实施例4
红磷的微囊包封
重复实施例3描述的反应,其中不加催化剂。在50℃的反应时间为42小时。干燥后得到30.8g微囊包封的没有磷化氢的味道的产品。
实施例5
红磷的微囊包封
将40g平均粒径为35μm的红磷悬浮于350g去离子水中,然后加入8.72g在实施例1中描述的多异氰酸酯,在将搅拌速率调节到300转/分后,滴加1.29g二亚乙基三胺,然后在50℃下搅拌加热该反应混合物18小时。将反应混合物冷却至室温,通过过滤分离微囊包封的产品,用200ml水洗涤两次,然后在60℃干燥至恒重,得到44.1g微囊包封的没有磷化氢的味道的产品。
实施例6
噻虫啉的微囊包封
将40g噻虫啉在337g去离子水中的悬浮液先后用17.4g实施例2中所述的多元醇组分、5.4g实施例1所述的多异氰酸酯和8mg实施例3提到的催化剂处理。在将搅拌速率调节到300转/分后,在室温下搅拌该反应混合物18小时,然后通过离心分离微囊包封的产品,用水充分洗涤,再离心,然后在60℃干燥至恒重,得到35.5g粉状微囊包封的产品。
实施例7
吡虫啉的微囊包封
在实施例6所述的条件下将40g吡虫啉进行微囊包封得到37.6g粉状微囊包封的产品。
实施例8
噻虫啉的微囊包封
将20g吡虫啉悬浮于169g去离子水和17.4g实施例2所述的多元醇组分的混合物中。向得到的悬浮体中加入5.4g实施例1所述的多异氰酸酯和8mg实施例3提到的催化剂,在将搅拌速率调节到300转/分后,在室温下搅拌该反应混合物24小时,然后通过离心分离微囊包封的产品,用水充分洗涤,再离心,然后在60℃干燥至恒重,得到19.8g粉状微囊包封的产品。
应用实施例A
稳定性试验
为了测定本发明的微胶囊的稳定性,将实施例3-5产品的各100mg样品在密闭设备中于250℃加热10分钟,测定形成的磷化氢的量。为了比较,也测定未包封的原料(红磷)。
试验结果列于下表中。
表A
本发明实施例的产品 | 磷化氢的味道 | 在250℃下10分钟后磷化氢的释放 |
红磷(比较) | 强 | 400ppm |
按照本发明 | ||
(3) | - | 22ppm |
(4) | - | 25ppm |
(5) | - | 28ppm |
Claims (7)
1.一种微胶囊,包含
-由聚氨酯和/或聚脲构成的壳,和
-由至少一种固体活性物质构成的核,
其中核中不含有液体。
2.按照权利要求1的微胶囊,其特征在于,包含熔点高于20℃的药物活性化合物、农业化学活性物质、香料、添加剂、胶粘剂、无色染料或阻燃剂作为活性物质。
3.按照权利要求1的微胶囊,其特征在于,包含熔点高于20℃的杀真菌剂、杀菌剂、杀虫剂、杀螨剂、杀线虫剂、杀软体动物剂、除草剂、植物生长调节剂、植物营养物质和/或拒斥剂作为活性物质。
4.按照权利要求1的微胶囊,其特征在于,包含吡虫啉作为活性物质。
5.按照权利要求1的微胶囊,其特征在于,包含噻虫啉作为活性物质。
6.制备权利要求1的微胶囊的方法,其特征在于,将至少一种固体活性化合物在水中的悬浮体与
a)至少一种分散在水中的多异氰酸酯,和
b)至少一种多元醇和/或多元胺组分接触。
7.权利要求1的微胶囊用于施用所包含的固体活性物质的用途。
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ES2209274T3 (es) * | 1998-05-22 | 2004-06-16 | Bayer Aktiengesellschaft | Mezclas de poliisocianatos modificadas mediante polieteres dispersables. |
US7056522B2 (en) * | 1999-07-03 | 2006-06-06 | Termiguard Technologies, Inc. | Sustained release pest control products and their applications |
DE19947147A1 (de) * | 1999-10-01 | 2001-04-05 | Bayer Ag | Mikrokapseln |
GR20010100389A (el) * | 2000-08-28 | 2002-05-24 | Syngenta Participations Ag | Ελεγχος ζιζανιων που καταστρεφουν το ξυλο με thiamethoxam. |
-
2001
- 2001-04-10 DE DE10117784A patent/DE10117784A1/de not_active Withdrawn
-
2002
- 2002-04-02 BR BR0208797-9A patent/BR0208797A/pt not_active IP Right Cessation
- 2002-04-02 US US10/474,123 patent/US20040115280A1/en not_active Abandoned
- 2002-04-02 CA CA002443682A patent/CA2443682A1/en not_active Abandoned
- 2002-04-02 CN CNA028081064A patent/CN1501837A/zh active Pending
- 2002-04-02 MX MXPA03009229A patent/MXPA03009229A/es unknown
- 2002-04-02 WO PCT/EP2002/003617 patent/WO2002083290A1/de not_active Application Discontinuation
- 2002-04-02 JP JP2002581087A patent/JP2004535276A/ja not_active Withdrawn
- 2002-04-02 EP EP02712964A patent/EP1379328A1/de not_active Withdrawn
Cited By (11)
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CN100400151C (zh) * | 2005-09-09 | 2008-07-09 | 浙江大学宁波理工学院 | 一种着色交联聚氨酯微球的制备方法 |
CN100396842C (zh) * | 2006-09-14 | 2008-06-25 | 华明扬 | 聚氨酯芳香微胶囊的制备方法 |
CN100482740C (zh) * | 2006-09-14 | 2009-04-29 | 华明扬 | 芳香聚脲微胶囊的制备方法 |
CN100463936C (zh) * | 2006-12-26 | 2009-02-25 | 温州大学 | 一种聚氨酯树脂用微胶囊化红磷制备方法 |
CN104938483A (zh) * | 2015-06-26 | 2015-09-30 | 青岛农业大学 | 一种环境友好型二氧化碳基聚合物载吡虫啉微胶囊及其制备方法 |
CN105284841A (zh) * | 2015-11-24 | 2016-02-03 | 然晟(上海)实业发展有限公司 | 一种恶虫威微胶囊及其制备方法 |
CN105494330A (zh) * | 2015-12-01 | 2016-04-20 | 然晟(上海)实业发展有限公司 | 一种复凝聚法制恶虫威微胶囊及其制备方法 |
CN105696329A (zh) * | 2016-01-27 | 2016-06-22 | 然晟(上海)实业发展有限公司 | 一种含恶虫威微胶囊整理剂及应用 |
CN109562345A (zh) * | 2016-08-17 | 2019-04-02 | 江苏龙灯化学有限公司 | 含有异噁草酮的除草剂组合物及其用途 |
CN108124864A (zh) * | 2018-02-07 | 2018-06-08 | 郑州农达生化制品有限公司 | 一种稳定型复硝酚钠及其制备方法 |
CN111296429A (zh) * | 2020-03-27 | 2020-06-19 | 仲恺农业工程学院 | 一种具有光响应性昆虫病毒杀虫剂及其制备方法 |
Also Published As
Publication number | Publication date |
---|---|
EP1379328A1 (de) | 2004-01-14 |
BR0208797A (pt) | 2004-03-09 |
US20040115280A1 (en) | 2004-06-17 |
DE10117784A1 (de) | 2002-10-17 |
JP2004535276A (ja) | 2004-11-25 |
CA2443682A1 (en) | 2002-10-24 |
WO2002083290A1 (de) | 2002-10-24 |
MXPA03009229A (es) | 2004-01-29 |
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