JPS63256128A - Microencapsulated fine particle and production thereof - Google Patents
Microencapsulated fine particle and production thereofInfo
- Publication number
- JPS63256128A JPS63256128A JP62090526A JP9052687A JPS63256128A JP S63256128 A JPS63256128 A JP S63256128A JP 62090526 A JP62090526 A JP 62090526A JP 9052687 A JP9052687 A JP 9052687A JP S63256128 A JPS63256128 A JP S63256128A
- Authority
- JP
- Japan
- Prior art keywords
- particles
- particle diameter
- number average
- average particle
- coating layer
- 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
- 239000010419 fine particle Substances 0.000 title claims abstract description 30
- 238000004519 manufacturing process Methods 0.000 title claims description 9
- 239000002245 particle Substances 0.000 claims abstract description 312
- 239000000463 material Substances 0.000 claims abstract description 24
- 239000000126 substance Substances 0.000 claims abstract description 18
- 239000011248 coating agent Substances 0.000 claims abstract description 12
- 238000000576 coating method Methods 0.000 claims abstract description 12
- 239000011247 coating layer Substances 0.000 claims description 46
- 238000003756 stirring Methods 0.000 claims description 21
- 239000011162 core material Substances 0.000 claims description 7
- 238000009775 high-speed stirring Methods 0.000 claims description 7
- 238000000034 method Methods 0.000 abstract description 20
- 238000013019 agitation Methods 0.000 abstract description 2
- 230000008569 process Effects 0.000 abstract description 2
- 239000007771 core particle Substances 0.000 abstract 2
- 238000005336 cracking Methods 0.000 abstract 1
- 239000002585 base Substances 0.000 description 28
- 229920000642 polymer Polymers 0.000 description 20
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 14
- 239000000178 monomer Substances 0.000 description 11
- 239000000049 pigment Substances 0.000 description 9
- 239000000843 powder Substances 0.000 description 9
- 239000000203 mixture Substances 0.000 description 8
- 229920002554 vinyl polymer Polymers 0.000 description 8
- 239000001993 wax Substances 0.000 description 8
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 6
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 6
- NEHNMFOYXAPHSD-UHFFFAOYSA-N citronellal Chemical compound O=CCC(C)CCC=C(C)C NEHNMFOYXAPHSD-UHFFFAOYSA-N 0.000 description 6
- 229910052751 metal Inorganic materials 0.000 description 6
- 239000002184 metal Substances 0.000 description 6
- 229920005992 thermoplastic resin Polymers 0.000 description 6
- 238000011282 treatment Methods 0.000 description 6
- 239000004793 Polystyrene Substances 0.000 description 5
- -1 butinoacrylate Chemical compound 0.000 description 5
- 229920001577 copolymer Polymers 0.000 description 5
- PXHVJJICTQNCMI-UHFFFAOYSA-N nickel Substances [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 5
- 229920002223 polystyrene Polymers 0.000 description 5
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 5
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 4
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 4
- 239000003905 agrochemical Substances 0.000 description 4
- 239000000975 dye Substances 0.000 description 4
- 230000009477 glass transition Effects 0.000 description 4
- 239000001044 red dye Substances 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- 238000010521 absorption reaction Methods 0.000 description 3
- 239000006229 carbon black Substances 0.000 description 3
- 229930003633 citronellal Natural products 0.000 description 3
- 235000000983 citronellal Nutrition 0.000 description 3
- 238000009826 distribution Methods 0.000 description 3
- 239000003814 drug Substances 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 235000013305 food Nutrition 0.000 description 3
- 230000004927 fusion Effects 0.000 description 3
- 229910010272 inorganic material Inorganic materials 0.000 description 3
- 239000011147 inorganic material Substances 0.000 description 3
- SZVJSHCCFOBDDC-UHFFFAOYSA-N iron(II,III) oxide Inorganic materials O=[Fe]O[Fe]O[Fe]=O SZVJSHCCFOBDDC-UHFFFAOYSA-N 0.000 description 3
- 239000004570 mortar (masonry) Substances 0.000 description 3
- 229910052759 nickel Inorganic materials 0.000 description 3
- 230000002093 peripheral effect Effects 0.000 description 3
- 238000007747 plating Methods 0.000 description 3
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- 239000004926 polymethyl methacrylate Substances 0.000 description 3
- 239000001054 red pigment Substances 0.000 description 3
- 238000001179 sorption measurement Methods 0.000 description 3
- OSNILPMOSNGHLC-UHFFFAOYSA-N 1-[4-methoxy-3-(piperidin-1-ylmethyl)phenyl]ethanone Chemical compound COC1=CC=C(C(C)=O)C=C1CN1CCCCC1 OSNILPMOSNGHLC-UHFFFAOYSA-N 0.000 description 2
- KUDUQBURMYMBIJ-UHFFFAOYSA-N 2-prop-2-enoyloxyethyl prop-2-enoate Chemical compound C=CC(=O)OCCOC(=O)C=C KUDUQBURMYMBIJ-UHFFFAOYSA-N 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
- MCMNRKCIXSYSNV-UHFFFAOYSA-N Zirconium dioxide Chemical compound O=[Zr]=O MCMNRKCIXSYSNV-UHFFFAOYSA-N 0.000 description 2
- RGCKGOZRHPZPFP-UHFFFAOYSA-N alizarin Chemical compound C1=CC=C2C(=O)C3=C(O)C(O)=CC=C3C(=O)C2=C1 RGCKGOZRHPZPFP-UHFFFAOYSA-N 0.000 description 2
- 239000011324 bead Substances 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000000969 carrier Substances 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- GTRGJJDVSJFNTE-UHFFFAOYSA-N chembl2009633 Chemical compound OC1=CC=C2C=C(S(O)(=O)=O)C=CC2=C1N=NC1=CC=CC=C1 GTRGJJDVSJFNTE-UHFFFAOYSA-N 0.000 description 2
- 229910017052 cobalt Inorganic materials 0.000 description 2
- 239000010941 cobalt Substances 0.000 description 2
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- 229910052802 copper Inorganic materials 0.000 description 2
- 239000010949 copper Substances 0.000 description 2
- XCJYREBRNVKWGJ-UHFFFAOYSA-N copper(II) phthalocyanine Chemical compound [Cu+2].C12=CC=CC=C2C(N=C2[N-]C(C3=CC=CC=C32)=N2)=NC1=NC([C]1C=CC=CC1=1)=NC=1N=C1[C]3C=CC=CC3=C2[N-]1 XCJYREBRNVKWGJ-UHFFFAOYSA-N 0.000 description 2
- 239000002537 cosmetic Substances 0.000 description 2
- 230000006866 deterioration Effects 0.000 description 2
- QDOXWKRWXJOMAK-UHFFFAOYSA-N dichromium trioxide Chemical compound O=[Cr]O[Cr]=O QDOXWKRWXJOMAK-UHFFFAOYSA-N 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 239000012776 electronic material Substances 0.000 description 2
- 238000005538 encapsulation Methods 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 239000003205 fragrance Substances 0.000 description 2
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 2
- PQNFLJBBNBOBRQ-UHFFFAOYSA-N indane Chemical compound C1=CC=C2CCCC2=C1 PQNFLJBBNBOBRQ-UHFFFAOYSA-N 0.000 description 2
- 235000019239 indanthrene blue RS Nutrition 0.000 description 2
- UHOKSCJSTAHBSO-UHFFFAOYSA-N indanthrone blue Chemical compound C1=CC=C2C(=O)C3=CC=C4NC5=C6C(=O)C7=CC=CC=C7C(=O)C6=CC=C5NC4=C3C(=O)C2=C1 UHOKSCJSTAHBSO-UHFFFAOYSA-N 0.000 description 2
- 229910052742 iron Inorganic materials 0.000 description 2
- 239000010410 layer Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 2
- 239000003973 paint Substances 0.000 description 2
- 239000000123 paper Substances 0.000 description 2
- 229920000098 polyolefin Polymers 0.000 description 2
- 235000012752 quinoline yellow Nutrition 0.000 description 2
- IZMJMCDDWKSTTK-UHFFFAOYSA-N quinoline yellow Chemical compound C1=CC=CC2=NC(C3C(C4=CC=CC=C4C3=O)=O)=CC=C21 IZMJMCDDWKSTTK-UHFFFAOYSA-N 0.000 description 2
- 229940051201 quinoline yellow Drugs 0.000 description 2
- 239000004172 quinoline yellow Substances 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 125000003011 styrenyl group Chemical group [H]\C(*)=C(/[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 2
- 229920003002 synthetic resin Polymers 0.000 description 2
- 239000000057 synthetic resin Substances 0.000 description 2
- JNELGWHKGNBSMD-UHFFFAOYSA-N xanthone Chemical compound C1=CC=C2C(=O)C3=CC=CC=C3OC2=C1 JNELGWHKGNBSMD-UHFFFAOYSA-N 0.000 description 2
- KGRVJHAUYBGFFP-UHFFFAOYSA-N 2,2'-Methylenebis(4-methyl-6-tert-butylphenol) Chemical compound CC(C)(C)C1=CC(C)=CC(CC=2C(=C(C=C(C)C=2)C(C)(C)C)O)=C1O KGRVJHAUYBGFFP-UHFFFAOYSA-N 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 1
- FWLHAQYOFMQTHQ-UHFFFAOYSA-N 2-N-[8-[[8-(4-aminoanilino)-10-phenylphenazin-10-ium-2-yl]amino]-10-phenylphenazin-10-ium-2-yl]-8-N,10-diphenylphenazin-10-ium-2,8-diamine hydroxy-oxido-dioxochromium Chemical compound O[Cr]([O-])(=O)=O.O[Cr]([O-])(=O)=O.O[Cr]([O-])(=O)=O.Nc1ccc(Nc2ccc3nc4ccc(Nc5ccc6nc7ccc(Nc8ccc9nc%10ccc(Nc%11ccccc%11)cc%10[n+](-c%10ccccc%10)c9c8)cc7[n+](-c7ccccc7)c6c5)cc4[n+](-c4ccccc4)c3c2)cc1 FWLHAQYOFMQTHQ-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- JFMYRCRXYIIGBB-UHFFFAOYSA-N 2-[(2,4-dichlorophenyl)diazenyl]-n-[4-[4-[[2-[(2,4-dichlorophenyl)diazenyl]-3-oxobutanoyl]amino]-3-methylphenyl]-2-methylphenyl]-3-oxobutanamide Chemical compound C=1C=C(C=2C=C(C)C(NC(=O)C(N=NC=3C(=CC(Cl)=CC=3)Cl)C(C)=O)=CC=2)C=C(C)C=1NC(=O)C(C(=O)C)N=NC1=CC=C(Cl)C=C1Cl JFMYRCRXYIIGBB-UHFFFAOYSA-N 0.000 description 1
- QTSNFLIDNYOATQ-UHFFFAOYSA-N 2-[(4-chloro-2-nitrophenyl)diazenyl]-n-(2-chlorophenyl)-3-oxobutanamide Chemical compound C=1C=CC=C(Cl)C=1NC(=O)C(C(=O)C)N=NC1=CC=C(Cl)C=C1[N+]([O-])=O QTSNFLIDNYOATQ-UHFFFAOYSA-N 0.000 description 1
- WDQMWEYDKDCEHT-UHFFFAOYSA-N 2-ethylhexyl 2-methylprop-2-enoate Chemical compound CCCCC(CC)COC(=O)C(C)=C WDQMWEYDKDCEHT-UHFFFAOYSA-N 0.000 description 1
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 description 1
- RBTBFTRPCNLSDE-UHFFFAOYSA-N 3,7-bis(dimethylamino)phenothiazin-5-ium Chemical compound C1=CC(N(C)C)=CC2=[S+]C3=CC(N(C)C)=CC=C3N=C21 RBTBFTRPCNLSDE-UHFFFAOYSA-N 0.000 description 1
- DWDURZSYQTXVIN-UHFFFAOYSA-N 4-[(4-aminophenyl)-(4-methyliminocyclohexa-2,5-dien-1-ylidene)methyl]aniline Chemical compound C1=CC(=NC)C=CC1=C(C=1C=CC(N)=CC=1)C1=CC=C(N)C=C1 DWDURZSYQTXVIN-UHFFFAOYSA-N 0.000 description 1
- LVOJOIBIVGEQBP-UHFFFAOYSA-N 4-[[2-chloro-4-[3-chloro-4-[(5-hydroxy-3-methyl-1-phenylpyrazol-4-yl)diazenyl]phenyl]phenyl]diazenyl]-5-methyl-2-phenylpyrazol-3-ol Chemical compound CC1=NN(C(O)=C1N=NC1=CC=C(C=C1Cl)C1=CC(Cl)=C(C=C1)N=NC1=C(O)N(N=C1C)C1=CC=CC=C1)C1=CC=CC=C1 LVOJOIBIVGEQBP-UHFFFAOYSA-N 0.000 description 1
- DBCAQXHNJOFNGC-UHFFFAOYSA-N 4-bromo-1,1,1-trifluorobutane Chemical compound FC(F)(F)CCCBr DBCAQXHNJOFNGC-UHFFFAOYSA-N 0.000 description 1
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- REEFSLKDEDEWAO-UHFFFAOYSA-N Chloraniformethan Chemical compound ClC1=CC=C(NC(NC=O)C(Cl)(Cl)Cl)C=C1Cl REEFSLKDEDEWAO-UHFFFAOYSA-N 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 239000004641 Diallyl-phthalate Substances 0.000 description 1
- 239000004593 Epoxy Substances 0.000 description 1
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 1
- 239000004606 Fillers/Extenders Substances 0.000 description 1
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 1
- 241000735234 Ligustrum Species 0.000 description 1
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- CNCOEDDPFOAUMB-UHFFFAOYSA-N N-Methylolacrylamide Chemical compound OCNC(=O)C=C CNCOEDDPFOAUMB-UHFFFAOYSA-N 0.000 description 1
- 101150113227 RED3 gene Proteins 0.000 description 1
- 239000006087 Silane Coupling Agent Substances 0.000 description 1
- 239000004163 Spermaceti wax Substances 0.000 description 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- WGLPBDUCMAPZCE-UHFFFAOYSA-N Trioxochromium Chemical compound O=[Cr](=O)=O WGLPBDUCMAPZCE-UHFFFAOYSA-N 0.000 description 1
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- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 1
- 239000005083 Zinc sulfide Substances 0.000 description 1
- AUNAPVYQLLNFOI-UHFFFAOYSA-L [Pb++].[Pb++].[Pb++].[O-]S([O-])(=O)=O.[O-][Cr]([O-])(=O)=O.[O-][Mo]([O-])(=O)=O Chemical compound [Pb++].[Pb++].[Pb++].[O-]S([O-])(=O)=O.[O-][Cr]([O-])(=O)=O.[O-][Mo]([O-])(=O)=O AUNAPVYQLLNFOI-UHFFFAOYSA-L 0.000 description 1
- HZEWFHLRYVTOIW-UHFFFAOYSA-N [Ti].[Ni] Chemical compound [Ti].[Ni] HZEWFHLRYVTOIW-UHFFFAOYSA-N 0.000 description 1
- 239000006230 acetylene black Substances 0.000 description 1
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 1
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- GHPGOEFPKIHBNM-UHFFFAOYSA-N antimony(3+);oxygen(2-) Chemical compound [O-2].[O-2].[O-2].[Sb+3].[Sb+3] GHPGOEFPKIHBNM-UHFFFAOYSA-N 0.000 description 1
- HEQCHSSPWMWXBH-UHFFFAOYSA-L barium(2+) 1-[(2-carboxyphenyl)diazenyl]naphthalen-2-olate Chemical compound [Ba++].Oc1ccc2ccccc2c1N=Nc1ccccc1C([O-])=O.Oc1ccc2ccccc2c1N=Nc1ccccc1C([O-])=O HEQCHSSPWMWXBH-UHFFFAOYSA-L 0.000 description 1
- AYJRCSIUFZENHW-DEQYMQKBSA-L barium(2+);oxomethanediolate Chemical compound [Ba+2].[O-][14C]([O-])=O AYJRCSIUFZENHW-DEQYMQKBSA-L 0.000 description 1
- 235000013871 bee wax Nutrition 0.000 description 1
- 239000012166 beeswax Substances 0.000 description 1
- QUDWYFHPNIMBFC-UHFFFAOYSA-N bis(prop-2-enyl) benzene-1,2-dicarboxylate Chemical compound C=CCOC(=O)C1=CC=CC=C1C(=O)OCC=C QUDWYFHPNIMBFC-UHFFFAOYSA-N 0.000 description 1
- 239000001055 blue pigment Substances 0.000 description 1
- 239000001058 brown pigment Substances 0.000 description 1
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 1
- 229910052793 cadmium Inorganic materials 0.000 description 1
- BDOSMKKIYDKNTQ-UHFFFAOYSA-N cadmium atom Chemical compound [Cd] BDOSMKKIYDKNTQ-UHFFFAOYSA-N 0.000 description 1
- CJOBVZJTOIVNNF-UHFFFAOYSA-N cadmium sulfide Chemical compound [Cd]=S CJOBVZJTOIVNNF-UHFFFAOYSA-N 0.000 description 1
- HTUDBOWEKWIOCZ-UHFFFAOYSA-N cadmium(2+) mercury(1+) sulfide Chemical compound [S-2].[Cd+2].[Hg+] HTUDBOWEKWIOCZ-UHFFFAOYSA-N 0.000 description 1
- 159000000007 calcium salts Chemical class 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 235000013869 carnauba wax Nutrition 0.000 description 1
- 239000004203 carnauba wax Substances 0.000 description 1
- 229960000541 cetyl alcohol Drugs 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- PZTQVMXMKVTIRC-UHFFFAOYSA-L chembl2028348 Chemical compound [Ca+2].[O-]S(=O)(=O)C1=CC(C)=CC=C1N=NC1=C(O)C(C([O-])=O)=CC2=CC=CC=C12 PZTQVMXMKVTIRC-UHFFFAOYSA-L 0.000 description 1
- 229910000423 chromium oxide Inorganic materials 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 229910052570 clay Inorganic materials 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 229920001940 conductive polymer Polymers 0.000 description 1
- GBRBMTNGQBKBQE-UHFFFAOYSA-L copper;diiodide Chemical compound I[Cu]I GBRBMTNGQBKBQE-UHFFFAOYSA-L 0.000 description 1
- 239000007822 coupling agent Substances 0.000 description 1
- QSAWQNUELGIYBC-UHFFFAOYSA-N cyclohexane-1,2-dicarboxylic acid Chemical compound OC(=O)C1CCCCC1C(O)=O QSAWQNUELGIYBC-UHFFFAOYSA-N 0.000 description 1
- 150000001993 dienes Chemical class 0.000 description 1
- GMSCBRSQMRDRCD-UHFFFAOYSA-N dodecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCOC(=O)C(C)=C GMSCBRSQMRDRCD-UHFFFAOYSA-N 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000000635 electron micrograph Methods 0.000 description 1
- YQGOJNYOYNNSMM-UHFFFAOYSA-N eosin Chemical compound [Na+].OC(=O)C1=CC=CC=C1C1=C2C=C(Br)C(=O)C(Br)=C2OC2=C(Br)C(O)=C(Br)C=C21 YQGOJNYOYNNSMM-UHFFFAOYSA-N 0.000 description 1
- UIWXSTHGICQLQT-UHFFFAOYSA-N ethenyl propanoate Chemical compound CCC(=O)OC=C UIWXSTHGICQLQT-UHFFFAOYSA-N 0.000 description 1
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 description 1
- PLYDMIIYRWUYBP-UHFFFAOYSA-N ethyl 4-[[2-chloro-4-[3-chloro-4-[(3-ethoxycarbonyl-5-oxo-1-phenyl-4h-pyrazol-4-yl)diazenyl]phenyl]phenyl]diazenyl]-5-oxo-1-phenyl-4h-pyrazole-3-carboxylate Chemical compound CCOC(=O)C1=NN(C=2C=CC=CC=2)C(=O)C1N=NC(C(=C1)Cl)=CC=C1C(C=C1Cl)=CC=C1N=NC(C(=N1)C(=O)OCC)C(=O)N1C1=CC=CC=C1 PLYDMIIYRWUYBP-UHFFFAOYSA-N 0.000 description 1
- STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Substances CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- FPVGTPBMTFTMRT-NSKUCRDLSA-L fast yellow Chemical compound [Na+].[Na+].C1=C(S([O-])(=O)=O)C(N)=CC=C1\N=N\C1=CC=C(S([O-])(=O)=O)C=C1 FPVGTPBMTFTMRT-NSKUCRDLSA-L 0.000 description 1
- 235000019233 fast yellow AB Nutrition 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical compound CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 description 1
- 229910052737 gold Inorganic materials 0.000 description 1
- 239000001056 green pigment Substances 0.000 description 1
- 239000003721 gunpowder Substances 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 229910052588 hydroxylapatite Inorganic materials 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000010954 inorganic particle Substances 0.000 description 1
- 239000001023 inorganic pigment Substances 0.000 description 1
- 239000006233 lamp black Substances 0.000 description 1
- PBOSTUDLECTMNL-UHFFFAOYSA-N lauryl acrylate Chemical compound CCCCCCCCCCCCOC(=O)C=C PBOSTUDLECTMNL-UHFFFAOYSA-N 0.000 description 1
- 235000010187 litholrubine BK Nutrition 0.000 description 1
- 230000005389 magnetism Effects 0.000 description 1
- 229940107698 malachite green Drugs 0.000 description 1
- FDZZZRQASAIRJF-UHFFFAOYSA-M malachite green Chemical compound [Cl-].C1=CC(N(C)C)=CC=C1C(C=1C=CC=CC=1)=C1C=CC(=[N+](C)C)C=C1 FDZZZRQASAIRJF-UHFFFAOYSA-M 0.000 description 1
- 229910052748 manganese Inorganic materials 0.000 description 1
- 239000011572 manganese Substances 0.000 description 1
- 239000008204 material by function Substances 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 description 1
- 229960000907 methylthioninium chloride Drugs 0.000 description 1
- 239000011859 microparticle Substances 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 235000010755 mineral Nutrition 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 235000013872 montan acid ester Nutrition 0.000 description 1
- 239000004206 montan acid ester Substances 0.000 description 1
- VENDXQNWODZJGB-UHFFFAOYSA-N n-(4-amino-5-methoxy-2-methylphenyl)benzamide Chemical compound C1=C(N)C(OC)=CC(NC(=O)C=2C=CC=CC=2)=C1C VENDXQNWODZJGB-UHFFFAOYSA-N 0.000 description 1
- DNTMQTKDNSEIFO-UHFFFAOYSA-N n-(hydroxymethyl)-2-methylprop-2-enamide Chemical compound CC(=C)C(=O)NCO DNTMQTKDNSEIFO-UHFFFAOYSA-N 0.000 description 1
- JHOKTNSTUVKGJC-UHFFFAOYSA-N n-(hydroxymethyl)octadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(=O)NCO JHOKTNSTUVKGJC-UHFFFAOYSA-N 0.000 description 1
- FTQWRYSLUYAIRQ-UHFFFAOYSA-N n-[(octadecanoylamino)methyl]octadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(=O)NCNC(=O)CCCCCCCCCCCCCCCCC FTQWRYSLUYAIRQ-UHFFFAOYSA-N 0.000 description 1
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 1
- CTIQLGJVGNGFEW-UHFFFAOYSA-L naphthol yellow S Chemical compound [Na+].[Na+].C1=C(S([O-])(=O)=O)C=C2C([O-])=C([N+]([O-])=O)C=C([N+]([O-])=O)C2=C1 CTIQLGJVGNGFEW-UHFFFAOYSA-L 0.000 description 1
- 229910001000 nickel titanium Inorganic materials 0.000 description 1
- 150000002826 nitrites Chemical class 0.000 description 1
- UTOPWMOLSKOLTQ-UHFFFAOYSA-N octacosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCCCC(O)=O UTOPWMOLSKOLTQ-UHFFFAOYSA-N 0.000 description 1
- 239000012860 organic pigment Substances 0.000 description 1
- RPQRDASANLAFCM-UHFFFAOYSA-N oxiran-2-ylmethyl prop-2-enoate Chemical compound C=CC(=O)OCC1CO1 RPQRDASANLAFCM-UHFFFAOYSA-N 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- XYJRXVWERLGGKC-UHFFFAOYSA-D pentacalcium;hydroxide;triphosphate Chemical compound [OH-].[Ca+2].[Ca+2].[Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O XYJRXVWERLGGKC-UHFFFAOYSA-D 0.000 description 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
- 229920001197 polyacetylene Polymers 0.000 description 1
- 229920000767 polyaniline Polymers 0.000 description 1
- 229920000128 polypyrrole Polymers 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- FBCQUCJYYPMKRO-UHFFFAOYSA-N prop-2-enyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC=C FBCQUCJYYPMKRO-UHFFFAOYSA-N 0.000 description 1
- QTECDUFMBMSHKR-UHFFFAOYSA-N prop-2-enyl prop-2-enoate Chemical compound C=CCOC(=O)C=C QTECDUFMBMSHKR-UHFFFAOYSA-N 0.000 description 1
- 238000010298 pulverizing process Methods 0.000 description 1
- 239000001057 purple pigment Substances 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 229920003987 resole Polymers 0.000 description 1
- PYWVYCXTNDRMGF-UHFFFAOYSA-N rhodamine B Chemical compound [Cl-].C=12C=CC(=[N+](CC)CC)C=C2OC2=CC(N(CC)CC)=CC=C2C=1C1=CC=CC=C1C(O)=O PYWVYCXTNDRMGF-UHFFFAOYSA-N 0.000 description 1
- 229940081623 rose bengal Drugs 0.000 description 1
- 229930187593 rose bengal Natural products 0.000 description 1
- STRXNPAVPKGJQR-UHFFFAOYSA-N rose bengal A Natural products O1C(=O)C(C(=CC=C2Cl)Cl)=C2C21C1=CC(I)=C(O)C(I)=C1OC1=C(I)C(O)=C(I)C=C21 STRXNPAVPKGJQR-UHFFFAOYSA-N 0.000 description 1
- VDNLFJGJEQUWRB-UHFFFAOYSA-N rose bengal free acid Chemical compound OC(=O)C1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1C1=C2C=C(I)C(=O)C(I)=C2OC2=C(I)C(O)=C(I)C=C21 VDNLFJGJEQUWRB-UHFFFAOYSA-N 0.000 description 1
- 229910001925 ruthenium oxide Inorganic materials 0.000 description 1
- WOCIAKWEIIZHES-UHFFFAOYSA-N ruthenium(iv) oxide Chemical compound O=[Ru]=O WOCIAKWEIIZHES-UHFFFAOYSA-N 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- KVMUSGMZFRRCAS-UHFFFAOYSA-N sodium;5-oxo-1-(4-sulfophenyl)-4-[(4-sulfophenyl)diazenyl]-4h-pyrazole-3-carboxylic acid Chemical compound [Na+].OC(=O)C1=NN(C=2C=CC(=CC=2)S(O)(=O)=O)C(=O)C1N=NC1=CC=C(S(O)(=O)=O)C=C1 KVMUSGMZFRRCAS-UHFFFAOYSA-N 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 235000019385 spermaceti wax Nutrition 0.000 description 1
- 150000003440 styrenes Chemical class 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 238000010557 suspension polymerization reaction Methods 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 229910052718 tin Inorganic materials 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000012463 white pigment Substances 0.000 description 1
- 239000001052 yellow pigment Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
- 235000014692 zinc oxide Nutrition 0.000 description 1
- 229910052984 zinc sulfide Inorganic materials 0.000 description 1
- DRDVZXDWVBGGMH-UHFFFAOYSA-N zinc;sulfide Chemical compound [S-2].[Zn+2] DRDVZXDWVBGGMH-UHFFFAOYSA-N 0.000 description 1
- 229910000859 α-Fe Inorganic materials 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/12—Powdering or granulating
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F291/00—Macromolecular compounds obtained by polymerising monomers on to macromolecular compounds according to more than one of the groups C08F251/00 - C08F289/00
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Processes Of Treating Macromolecular Substances (AREA)
- Manufacturing Of Micro-Capsules (AREA)
- Developing Agents For Electrophotography (AREA)
Abstract
Description
【発明の詳細な説明】
（産業上の利用分野）
本発明はマイクロカプセル化微粒子およびその製造方法
、詳しくは微粒子表面に、例えばその改質を目的として
、所望の性質を有する物質からなる被覆層を形成したマ
イクロカプセル化微粒子およびその製造方法に関する。Detailed Description of the Invention (Industrial Field of Application) The present invention relates to microencapsulated fine particles and a method for producing the same, and more particularly, the present invention relates to microencapsulated fine particles and a method for producing the same. The present invention relates to microencapsulated fine particles having the following properties and a method for producing the same.
このマイクロカプセル化微粒子は塗料、紙、電子材料、
電子写真、生化学用担体、化粧品、医薬品、農薬、食品
、触媒など広い分野で利用できるものである。These microencapsulated particles are used in paints, paper, electronic materials,
It can be used in a wide range of fields including electrophotography, biochemical carriers, cosmetics, pharmaceuticals, agricultural chemicals, foods, and catalysts.
（従来の技術）
粒子表面の改質方法としては、無機質粒子表面を界面活
性剤、シランカップリング剤、チタンカップリング剤な
どて処理して粒子表面の親油性を向上させ、粒子の油相
への分散性を向上させる方法、ポリマー粒子の表面に金
属メッキを施してポリマー粒子に導電性を付与する方法
などが知られている。しかし、これら方法は、粒子表面
の親油化あるいは導電性の付与といった単一目的を達成
するにすぎず、またポリマー粒子の金属メッキの場合、
メッキに使用できる金属はＮｉ、Ａｕ。(Prior art) As a method for modifying the particle surface, the surface of the inorganic particle is treated with a surfactant, a silane coupling agent, a titanium coupling agent, etc. to improve the lipophilicity of the particle surface, and the oil phase of the particle is A method of improving the dispersibility of polymer particles, a method of applying metal plating to the surface of polymer particles to impart conductivity to the polymer particles, etc. are known. However, these methods only achieve the single purpose of making the particle surface lipophilic or imparting conductivity, and in the case of metal plating of polymer particles,
Metals that can be used for plating are Ni and Au.
Ｃｕ、Ｓｎなどに限定されるという欠点があった。There was a drawback that it was limited to Cu, Sn, etc.
そこで、最近、所謂メカノケミカル効果を利用して粒子
表面を改質する、あるいは粒子を芯物質としてマイクロ
カプセル化する方法が提案されている（化学装置、１９
８６年３月号、ｐ、２７”３３）。この方法によれば、
母粒子に対し所定の粒子径比を有する被覆用の子粒子を
、母粒子に静電気的に付着させ、ボールミルあるいは自
動乳鉢で強く混合することにより、母粒子に子粒子を埋
めこみ、固定化することによって粒子表面の改質あるい
は母粒子を芯物質としてマイクロカプセル化を図ろうと
するものである。Therefore, methods have recently been proposed that utilize the so-called mechanochemical effect to modify the particle surface or microencapsulate particles as a core material (Kagakusei, 19
(March 1986 issue, p. 27"33). According to this method,
Coating child particles having a predetermined particle diameter ratio to the mother particles are electrostatically attached to the mother particles, and then strongly mixed in a ball mill or automatic mortar to embed and immobilize the child particles in the mother particles. The aim is to modify the particle surface or to achieve microencapsulation using the mother particle as a core material.
（発明が解決しようとする問題点）
しかし、上記メカノケミカル効果を利用した表面改質あ
るいはマイクロカプセル化方法によれば母粒子と子粒子
との混合をボールミルあるいは自動乳鉢を利用して行う
ため、母粒子が割れてしまったり、粒子同士で融着して
しまい、子粒子からなる被覆層を均一に母粒子表面に形
成することは困難であった。また、被覆層は子粒子の単
一粒子層としてしか形成できず、母粒子表面を子粒子か
らなる被覆層で厚く、かつ均一に被覆することはできな
かった。従フて、被覆層の強度が低く、実用上十分な強
度を有するマイクロカプセル化微粒子を得ることができ
ず、更には母粒子に付着しない子粒子の量が増加して、
この子粒子に由来する小粒子の混在による製品品質の低
下および粉体流動性の悪化などによる操作上の問題も生
じることになる。(Problems to be Solved by the Invention) However, according to the surface modification or microencapsulation method using the mechanochemical effect described above, since the mother particles and child particles are mixed using a ball mill or an automatic mortar, It was difficult to uniformly form a coating layer made of child particles on the surface of the mother particles because the mother particles were broken or the particles were fused together. Furthermore, the coating layer could only be formed as a single particle layer of child particles, and it was not possible to cover the surface of the mother particle thickly and uniformly with a coating layer made of child particles. Therefore, the strength of the coating layer is low, making it impossible to obtain microencapsulated fine particles with sufficient strength for practical use, and furthermore, the amount of child particles that do not adhere to the mother particles increases.
The presence of small particles originating from these child particles also causes operational problems such as deterioration of product quality and deterioration of powder fluidity.
（問題点を解決するための手段）
本発明者らは、上記問題を解決するため鋭意検討を行っ
た結果、数平均粒子径が１〜２００μｍの母粒子と数平
均粒子径が母粒子の数平均粒子径の１７５以下である被
覆層形成材料の子粒子とを気流中で高速攪拌すると、芯
物質としての母粒子と該母粒子表面上に形成された被覆
層形成材料の被覆層とからなるマイクロカプセル化微粒
子が得られることを知り、先に特許出願した（特願昭６
１−２５５４８４および昭和６２年４月９日付特許願参
照）。(Means for Solving the Problems) As a result of intensive studies to solve the above problems, the present inventors found that the number average particle diameter is 1 to 200 μm, and the number average particle diameter is the number of base particles. When child particles of the coating layer-forming material having an average particle diameter of 175 or less are stirred at high speed in an air stream, the particles are composed of a mother particle as a core material and a coating layer of the coating layer-forming material formed on the surface of the mother particle. I learned that microencapsulated fine particles could be obtained, and applied for a patent (patent application filed in 1983).
1-255484 and patent application dated April 9, 1986).
本発明者らは、更に研究を重ねた結果、数平均粒子径が
母粒子の数平均粒子径の１１５を超える粒子であっても
本発明で定義する脆さ指数Ｆｒが５以上であれば、これ
を被覆層形成材料の子粒子として使用できることを知り
、この知見に基づいて本発明を完成するに到った。As a result of further research, the present inventors found that even if the number average particle diameter exceeds the number average particle diameter of the base particle by 115, if the fragility index Fr defined in the present invention is 5 or more, It was found that this could be used as child particles of a material for forming a coating layer, and the present invention was completed based on this knowledge.
即ち、本発明の第一の発明は、数平均粒子径が１〜２０
０μｍの母粒子と被覆層形成材料の子粒子としての、母
粒子の数平均粒子径の１７５を超える数平均粒子径を有
し、脆さ指数Ｆｒが５以上の脆い粒子とを気流中で高速
攪拌して得られる、芯物質としての母粒子と該母粒子表
面上に形成された被覆層形成材料の被覆層とからなるマ
イクロカプセル化微粒子に関する。That is, the first invention of the present invention has a number average particle diameter of 1 to 20
A base particle of 0 μm and brittle particles having a number average particle diameter exceeding the number average particle diameter of the base particle of 175 and having a fragility index Fr of 5 or more as child particles of the coating layer forming material are heated in an air stream at high speed. The present invention relates to microencapsulated fine particles obtained by stirring and consisting of a base particle as a core substance and a coating layer of a coating layer forming material formed on the surface of the base particle.
本発明の第二の発明は、数平均粒子径が１〜２００μｍ
の母粒子と被覆層形成材料の子粒子としての、母粒子の
数平均粒子径の１１５を超える数平均粒子径を有し、脆
さ指数Ｆｒが５以上の脆い粒子とを気流中で高速攪拌し
て母粒子表面上に被覆層形成材料の被覆層を形成するこ
とを特徴とするマイクロカプセル化微粒子の製造方法に
関する。The second invention of the present invention has a number average particle diameter of 1 to 200 μm.
The mother particles and the brittle particles as child particles of the coating layer forming material, which have a number average particle diameter exceeding 115 of the number average particle diameter of the mother particles and have a fragility index Fr of 5 or more, are stirred at high speed in an air stream. The present invention relates to a method for producing microencapsulated fine particles, which comprises forming a coating layer of a coating layer-forming material on the surface of the mother particles.
以下、本発明の詳細な説明する。The present invention will be explained in detail below.
本発明で使用する母粒子の数平均粒子径は、１〜２００
μｍ、好ましくは１〜１００μｍ、さらに好ましくは２
〜５０μｍである。数平均粒子径が１μｍ未満では、粒
子の高速攪拌による衝突エネルギーが不十分で被覆層の
形成が困難になる上、粒子同士の凝集が起り、粒子を個
々に独立させて、その表面に被覆層を形成することが困
難になる。The number average particle diameter of the base particles used in the present invention is 1 to 200.
μm, preferably 1 to 100 μm, more preferably 2
~50 μm. If the number average particle diameter is less than 1 μm, the collision energy generated by high-speed agitation of the particles will be insufficient, making it difficult to form a coating layer, and the particles will aggregate, causing individual particles to become independent and forming a coating layer on their surfaces. It becomes difficult to form.
一方、数平均粒子径が２００μｍを超えると、微粒子と
しての特性が失われてしまう。On the other hand, if the number average particle diameter exceeds 200 μm, the characteristics as fine particles will be lost.
本発明で使用する母粒子としては、上記条件を満足する
ものであれば有機物質および無機物質のいずれも使用可
能であり、最終製品としてのマイクロカプセル化微粒子
の使用目的などによって適宜選択することができる。有
機物質の代表例としては、例えば合成樹脂（ポリマー）
を挙げることができる。特に、ビニル系ポリマーが好ま
しく、その製造に使用するビニル系モノマーとしては、
スチレン、α−メチルスチレン、ハロゲン化スチレン、
ジビニルベンゼンなどの芳香族ビニル単量体、酢酸ビニ
ル、プロピオン酸ビニルなどのビニルエステル類、アク
リロニトリルなどの不飽和ニトリル、メチルアクリレー
ト、エチルアクリレート、エチルメタクリレート、ブチ
ノしアクリレート、ブチルメタクリレート、２−エチル
へキシルアクリレート、２−エチルへキシルメタクリレ
ート、ラウリルアクリレート、ラウリルメタクリレート
、エチレングリコールジアクリレート、エチレングリコ
ールジメタクリレートなどのエチレン性不飽和カルボン
酸アルキルエステルなどを例示することができる。この
ビニル系ポリマーは単独重合体であっても、あるいは上
記ビニル系モノマーから選ばれた２種以上のモノマーか
らなる共重合体であってもよい。また、上記ビニル系モ
ノマーとブタジェン、イソプレンなどの共役ジオレフィ
ン、アクリル酸、メタクリル酸、アクリルアミド、メタ
クリルアミド、グリシジルアクリレート、グリシジルメ
タクリレート、Ｎ−メチロールアクリルアミド、Ｎ−メ
チロールメタクリルアミド、２−ヒドロキシエチルアク
リレート、２−ヒドロキシエチルメタクリレート、ジア
リルフタレート、アリルアクリレート、アリルメタクリ
レートなどの共重合可能なモノマーとの共重合体も使用
することができる。As the base particles used in the present invention, both organic and inorganic substances can be used as long as they satisfy the above conditions, and can be selected as appropriate depending on the intended use of the microencapsulated fine particles as the final product. can. Typical examples of organic substances include synthetic resins (polymers)
can be mentioned. In particular, vinyl polymers are preferred, and the vinyl monomers used for their production include:
Styrene, α-methylstyrene, halogenated styrene,
Aromatic vinyl monomers such as divinylbenzene, vinyl esters such as vinyl acetate and vinyl propionate, unsaturated nitrites such as acrylonitrile, methyl acrylate, ethyl acrylate, ethyl methacrylate, butinoacrylate, butyl methacrylate, and 2-ethyl. Examples include ethylenically unsaturated carboxylic acid alkyl esters such as xyl acrylate, 2-ethylhexyl methacrylate, lauryl acrylate, lauryl methacrylate, ethylene glycol diacrylate, and ethylene glycol dimethacrylate. This vinyl polymer may be a homopolymer or a copolymer consisting of two or more types of monomers selected from the above vinyl monomers. In addition, the above vinyl monomers and conjugated diolefins such as butadiene and isoprene, acrylic acid, methacrylic acid, acrylamide, methacrylamide, glycidyl acrylate, glycidyl methacrylate, N-methylolacrylamide, N-methylolmethacrylamide, 2-hydroxyethyl acrylate, Copolymers with copolymerizable monomers such as 2-hydroxyethyl methacrylate, diallyl phthalate, allyl acrylate, and allyl methacrylate can also be used.
本発明の特定範囲の数平均粒子径を有するポリマー粒子
は、例えば上記のビニル系モノマーの懸濁重合、あるい
はポリマーバルクの粉砕によって容易に得ることもでき
る。Polymer particles having a number average particle diameter within the specific range of the present invention can also be easily obtained, for example, by suspension polymerization of the vinyl monomers described above or by pulverization of the polymer bulk.
特に均一な粒子径を有するマイクロカプセル化微粒子が
必要な場合には、均一な粒子径を有する母粒子を用いれ
ばよく、このような母粒子は、特公昭５７−２４３６９
号公報記載の膨潤重合法、ジャーナル オブ ポリマー
サイエンス ポリマーレター エディジョン（Ｊ、 Ｐ
ｏｌｙｍ、 Ｓｃｉ、、 Ｐｏｌｙ−ｍｅｒ Ｌｅｔｔ
ｅｒ Ｅｄ、）記載の重合方法、あるいは本発明者らが
先に提案した重合方法（特開昭６１−２１５６０２、同
６１−２１５６０３、同６ｌ−２１５６０４）によって
容易に製造することができる。例えば、数平均粒子径Ｓ
ｎが１〜１００μｍ。In particular, when microencapsulated fine particles having a uniform particle size are required, base particles having a uniform particle size may be used.
The swelling polymerization method described in the Journal of Polymer Science Polymer Letter Edition (J, P
olym, Sci,, Polymer Lett
It can be easily produced by the polymerization method described in Ed.) or the polymerization method previously proposed by the present inventors (Japanese Unexamined Patent Publications No. 61-215602, No. 61-215603, No. 61-215604). For example, number average particle size S
n is 1 to 100 μm.
好ましくは１〜２５μｍで、Ｓｎ±２０％の範囲の粒子
径を有する粒子が全体の７０重量％以上、好ましくは８
０重量％以上、更に好ましくは９０重量％以上を占める
ような粒子径分布を有する微粒子を使用すると、均一な
粒子径を有するマイクロカプセル化微粒子が必要とされ
る用途に好適なマイクロカプセル化微粒子を得ることが
できる。Preferably, particles having a particle diameter of 1 to 25 μm and in the range of Sn ± 20% account for 70% by weight or more of the total, preferably 8
When using fine particles having a particle size distribution that accounts for 0% by weight or more, more preferably 90% by weight or more, microencapsulated fine particles suitable for applications where microencapsulated fine particles having a uniform particle size are required. Obtainable.
本発明の母粒子としては上記ポリマー粒子の他に、数平
均粒子径が１〜２００μｍの範囲にある医薬品、農薬、
食品、香料、染料、顔料、金属粉なども使用するするこ
とができる。In addition to the above-mentioned polymer particles, the mother particles of the present invention include pharmaceuticals, agricultural chemicals, and agrochemicals having a number average particle diameter in the range of 1 to 200 μm.
Foods, fragrances, dyes, pigments, metal powders, etc. can also be used.
また、多孔性粒子に液体物質または固体物質微粉末を吸
収または吸着させた後、こＱ多孔性粒子を母粒子として
使用すると、上記液体物質または固体物質を内部に含ん
だマイクロカプセル化粒子が得られる。なお、本発明に
おける上記物質の吸収または吸着は、粒子表面ならびに
細孔内部における吸収または吸着、もしくは付着などを
意味するものであり、この吸収および吸着は従来公知の
方法によって実施することができる。Furthermore, if the porous particles absorb or adsorb a fine powder of a liquid substance or a solid substance and then use the Q porous particles as base particles, microencapsulated particles containing the liquid substance or solid substance inside can be obtained. It will be done. In addition, absorption or adsorption of the above-mentioned substance in the present invention means absorption, adsorption, or attachment on the particle surface and inside the pores, and this absorption and adsorption can be carried out by conventionally known methods.
本発明における数平均粒子径は、電子顕微鏡写真上にて
１００個の粒子の粒子径を無作意に測定して求めた。な
お、染料のように針状粒子の場合には、長径と短径との
平均値をもって粒子径とし、ワックスのように無定形粒
子の場合には、最大径と最小径との平均値をもって粒子
径とした。The number average particle diameter in the present invention was determined by randomly measuring the particle diameters of 100 particles on an electron micrograph. In addition, in the case of acicular particles such as dyes, the particle size is defined as the average value of the major axis and the minor axis, and in the case of amorphous particles such as wax, the particle size is the average value of the maximum diameter and minimum diameter. The diameter was taken as the diameter.
本発明で使用する被覆層形成材料の子粒子は、母粒子の
数平均粒子径の１７５を超える数平均粒子径を有し、本
発明で定義する脆さ指数Ｆｒが５以上の脆い粒子からな
るものである。この脆い粒子の数平均粒子径の上限は、
脆さ指数Ｆｒが５以上であるかぎり特に制限はないが、
操作の容易さ、高速攪拌の効率などを考慮して、脆い粒
子の数平均粒子径は母粒子の数平均粒子径の１１５を超
えるが、１０倍以下が好ましい。The child particles of the coating layer forming material used in the present invention have a number average particle diameter exceeding the number average particle diameter of the base particle by 175, and consist of brittle particles with a fragility index Fr defined in the present invention of 5 or more. It is something. The upper limit of the number average particle diameter of these brittle particles is
There is no particular restriction as long as the fragility index Fr is 5 or more, but
Considering ease of operation, efficiency of high-speed stirring, etc., the number average particle diameter of the brittle particles exceeds 115, but preferably 10 times or less, the number average particle diameter of the base particles.
本発明における脆さ指数Ｆｒは、次のようにして決定し
た。The fragility index Fr in the present invention was determined as follows.
数平均粒子径Ｓｎ［Ｉの試料１００ｇを攪拌翼を備えた
攪拌装置：ハイブリダイザーＮＨＳ−１型（（株）奈良
機械製作新製）に導入し、攪拌翼の周速度５０ｍ／秒、
処理時間５分の条件下に気流中で高速攪拌し、得られた
微粉化粒子の数平均粒子径Ｓｎを測定し、次の式によっ
て脆さ指数Ｆｒを求めた。100 g of a sample with a number average particle diameter of Sn[I was introduced into a stirring device equipped with a stirring blade: Hybridizer NHS-1 type (newly manufactured by Nara Machinery Co., Ltd.), and the circumferential speed of the stirring blade was 50 m/sec.
The particles were stirred at high speed in an air stream for a treatment time of 5 minutes, and the number average particle size Sn of the resulting finely divided particles was measured, and the fragility index Fr was determined using the following formula.
Ｓｎ
本発明において被覆層形成材料の子粒子として使用する
脆い粒子の脆さ指数Ｆｒが５未満では、この子粒子と上
記のような母粒子とを混合、高速攪拌しても子粒子の粒
子径が小さくならず、目的とするマイクロカプセル化を
達成することができない。Sn If the brittleness index Fr of the brittle particles used as child particles of the coating layer forming material in the present invention is less than 5, the particle size of the child particles will not change even if the child particles and the mother particles as described above are mixed and stirred at high speed. is not small, and the desired microencapsulation cannot be achieved.
なお、高速攪拌後の子粒子の数平均粒子径は母粒子の数
平均粒子径の１１５以下、好ましくは１／１０以下とな
ることが好ましい。従って、被覆層形成材料の子粒子と
しての脆い粒子は、このような条件を満足するように、
その固有値としての脆さ指数Ｆｒおよび数平均粒子径（
Ｓｎθ）を選定することが好ましい。The number average particle diameter of the child particles after high-speed stirring is preferably 115 or less, preferably 1/10 or less, of the number average particle diameter of the mother particles. Therefore, the brittle particles as child particles of the coating layer forming material should be
The fragility index Fr and number average particle diameter (
It is preferable to select Snθ).
なお、母粒子の脆さ指数Ｆｒは、１〜２程度、好ましく
は１であり、母粒子は子粒子との高速攪拌時に粉砕され
ない程度の強度を有するのが好ましい。The fragility index Fr of the mother particles is about 1 to 2, preferably 1, and the mother particles preferably have such strength that they will not be crushed during high-speed stirring with child particles.
上記のような脆さ指数Ｆｒが５以上の被膜層形成材料と
しては、各種有機または無機顔料、染料などを挙げるこ
とができる。市販の顔料としては、ｒＯＩＬ Ｃ０Ｌ
ＯＲｓ」、ｒＮ Ｉ ＧＲＯＳ Ｉ ＮＪ、ｒＯＰＬＡ
ｓ Ｃ０ＬＯＲＳＪ、ｒＶＡＬ Ｉ ＦＡＳＴ Ｃ
０ＬＯＲ５Ｊ、ｒＢＯＮＴＲＯＮＪ（以上、オリエント
化学工業（株）製）、ｒＡＬＺＥＮ ５ＰＩＬＯＮ
ＢＬＡＣＫ ＴＲＨＪ（保土谷化学工業（株）製）
、ｒＫＡＹＡＳＥＴＣＯＬＯＵＲ５Ｊ （日本火薬（
株））などを例示することができる。Examples of the coating layer forming material having a fragility index Fr of 5 or more include various organic or inorganic pigments, dyes, and the like. As a commercially available pigment, rOIL C0L
ORs”, rN I GROS I NJ, rOPLA
s C0LORSJ, rVAL I FAST C
0LOR5J, rBONTRONJ (manufactured by Orient Chemical Industry Co., Ltd.), rALZEN 5PILON
BLACK TRHJ (manufactured by Hodogaya Chemical Industry Co., Ltd.)
, rKAYASET COLOUR5J (Nippon Gunpowder (
Ltd.)), etc. can be exemplified.
また、カルナウバワックス、鯨ロウ、イボタロウ、モン
タン酸エステルワックス、密ロウなどの天然ワックスお
よび脂肪酸アミド類、メチロールステアロアミド、メチ
レンビスステアロアミド、メチレンビスオレオアミド、
ステアリルアルコール、セチルアルコール、ジステアリ
ルエポキシへキサヒドロフタレート、α−オレフィンオ
キサイド、低分子量ポリオレフィン、ｎ−パラフィン、
ポリワックス（スチレンをブロック共重合せしめたもの
）、α−メチレン脂肪酸モノカルボン酸エステルモノマ
ーにブロックまたはグラフト共重合せしめたポリオレフ
ィンなどの合成ワックスも使用することができる。In addition, natural waxes such as carnauba wax, spermaceti wax, privet wax, montan acid ester wax, beeswax, fatty acid amides, methylol stearamide, methylene bis stearamide, methylene bis oleoamide,
Stearyl alcohol, cetyl alcohol, distearyl epoxy hexahydrophthalate, α-olefin oxide, low molecular weight polyolefin, n-paraffin,
Synthetic waxes such as polywax (block copolymerized with styrene) and polyolefins block or graft copolymerized with α-methylene fatty acid monocarboxylic acid ester monomers can also be used.
本発明で使用する被覆層形成材料の子粒子としては、上
記のような脆い粒子を単独でまたは２種以上を混合して
使用することもできる。また、必要に応じて、少なくと
も１種の脆い粒子と数平均粒子径が母粒子の１７５以下
の数平均粒子径を有する、その他の被覆層形成材料の粒
子またはこれらの２種以上からなる混合粒子と混合して
使用することもできる。As child particles of the coating layer forming material used in the present invention, the above-mentioned brittle particles can be used alone or in combination of two or more types. In addition, if necessary, at least one type of brittle particle and particles of other coating layer forming material having a number average particle size of 175 or less of the base particle, or mixed particles consisting of two or more of these types. It can also be used in combination with
上記その他の被覆層形成材料としては、例えば、母粒子
に導電性を付与する場合、カーボンブラックの他、ニッ
ケル、銅、アルミニウム、鉄などの各種金属粉、ヨウ化
銅、酸化ルテニウムなどの無機材料、ポリアセチレン、
ポリピロール、ポリチェニレンなどの導電性ポリマーを
使用することができる。Examples of other coating layer forming materials include carbon black, various metal powders such as nickel, copper, aluminum, and iron, and inorganic materials such as copper iodide and ruthenium oxide when imparting conductivity to the base particles. , polyacetylene,
Conductive polymers such as polypyrrole, polythenylene, etc. can be used.
また、母粒子のマイクロカプセル化の目的が粒子の着色
の場合、着色用子粒子として次のような顔料を使用する
ことができる。Further, when the purpose of microencapsulating the mother particles is to color the particles, the following pigments can be used as the child particles for coloring.
黒色顔料
カーボンブラック、アセチレンブラック、ランプブラッ
ク、アニリンブラック、マグネタイト黄色顔料
黄鉛、亜鉛量、カドミウムイエロー、黄色酸化鉄、ミネ
ラルファストイエロー、ニッケルチタンイエロー、ネー
ブルスイエロー、ナフトールイエローＳ、ハンザ−イエ
ローＧ１ハンザ−イエロー１０Ｇ、ベンジジンイエロー
Ｇ１ベンジジンイエローＧＲ，キノリンイエローレーキ
、パーマネントイエローＮＣＧ、タートラジンレーキ褐
色顔料
赤口黄鉛、モリブデンオレンジ、パーマネントレンジＧ
ＴＲ、ピラゾロンオレンジ、パルカンオレンジ、インダ
ンスレンブリリアントオレンジＲＩ（、ベンジジンオレ
ンジＧ、インダスレンブリリアントオレンジＧＫ
赤色顔料
ベンガラ、カドミウムレッド、鉛丹、硫化水銀カドミウ
ム、パーマノネントレッド４Ｒ，リソールレツド、ピラ
ゾロンレッド、ウォチングレッドカルシウム塩、レーキ
レッドＤ、ブリリアントカーミン６Ｂ、エオシンレーキ
、ローダミンレーキＢ、アリザリンレーキ、ブリリアン
トカーミンＪ紫色顔料
マンガン紫、ファストバイオレットＢ、メチルバイオレ
ットレーキ
青色顔料
紺青、コバルトブルー、アルカリブルーレーキ、金属フ
タロシアニンブルー、フタロシアニンブル一部分塩素化
物、ファーストスカイブルー、インダンスレンブル−Ｂ
Ｃ
緑色顔料
クロムグリーン、酸化クロム、ピグメントグリーンＢ、
マラカイトグリーンレーキ、ファイナルイエローグリー
ン
白色顔料
亜鉛華、酸化チタン、アンチモン白、硫化亜鉛体質顔料
パライト粉、炭酸バリウム、クレー、シリカ１、ホワイ
トカーボン、タルク、アルミナホワイト母粒子の帯電性
を制御することを目的とする場合、ニグロシン、メチレ
ンブルー、ローズベンガル、キノリンイエａ−、ウルト
ラブルーなどの各種染料を使用することができる。Black pigment carbon black, acetylene black, lamp black, aniline black, magnetite yellow pigment yellow lead, zinc content, cadmium yellow, yellow iron oxide, mineral fast yellow, nickel titanium yellow, navels yellow, naphthol yellow S, Hansa Yellow G1 Hansa Yellow 10G, Benzidine Yellow G1 Benzidine Yellow GR, Quinoline Yellow Lake, Permanent Yellow NCG, Tartrazine Lake Brown Pigment Red Yellow Lead, Molybdenum Orange, Permanent Range G
TR, Pyrazolone Orange, Palkan Orange, Indanthrene Brilliant Orange RI (, Benzidine Orange G, Indanthrene Brilliant Orange GK, Red Pigment Red Pigment Red Garla, Cadmium Red, Red Lead, Mercury Cadmium Sulfide, Permanonent Red 4R, Resole Red, Pyrazolone Red, Watching Red Calcium Salt, Lake Red D, Brilliant Carmine 6B, Eosin Lake, Rhodamine Lake B, Alizarin Lake, Brilliant Carmine J Purple Pigment Manganese Purple, Fast Violet B, Methyl Violet Lake Blue Pigment Dark Blue, Cobalt Blue, Alkali Blue Lake, Metal Phthalocyanine Blue, Partially Chlorinated Phthalocyanine Blue, Fast Sky Blue, Indan Stremburu-B
C Green pigment chrome green, chromium oxide, pigment green B,
Malachite green lake, final yellow green white pigment zinc white, titanium oxide, antimony white, zinc sulfide extender pigment pallite powder, barium carbonate, clay, silica 1, white carbon, talc, alumina white To control the chargeability of the mother particles If desired, various dyes such as nigrosine, methylene blue, rose bengal, quinoline yellow, ultra blue, etc. can be used.
また、母粒子に磁性を付与することを目的とする場合、
コバルト、鉄、ニッケルの他、酸化鉄、各種フェライト
を使用することができる。In addition, when the purpose is to impart magnetism to the base particles,
In addition to cobalt, iron, and nickel, iron oxide and various ferrites can be used.
また、目的に応じて、蛍光物質、ヒドロキシアパタイト
、キサントン、ジルコニアなどの各種機能材料を被覆層
形成用の子粒子として使用することもてきる。Furthermore, depending on the purpose, various functional materials such as fluorescent substances, hydroxyapatite, xanthone, and zirconia can be used as child particles for forming the coating layer.
その他の被覆層形成材料としては熱可塑性樹脂を包含し
、本発明の脆い粒子は、１種または２種以上の熱可塑性
樹脂粒子と組み合わせて使用することができる。この熱
可塑性樹脂粒子としては、先に母粒子の例として挙げた
、ビニル系ポリマーが好適である。Other coating layer forming materials include thermoplastic resins, and the brittle particles of the present invention can be used in combination with one or more thermoplastic resin particles. As the thermoplastic resin particles, the vinyl polymer mentioned above as an example of the base particles is suitable.
なお、本発明のマイクロカプセル化微粒子は、被覆層形
成材料の子粒子として上記のような脆い粒子を用いたマ
イクロカプセル化の他に、上記その他の被覆層形成材料
から選ばれた１種または２種以上の一任意の子粒子を用
いたマイクロカプセル化を１回あるいは２回以上繰り返
して実施して複数個の被覆層を設けた、多層構造被覆層
を有するマイクロカプセル化微粒子をも包含するもので
ある。The microencapsulated fine particles of the present invention may be microencapsulated using the above-mentioned brittle particles as child particles of the coating layer-forming material, as well as one or two selected from the other coating layer-forming materials mentioned above. It also includes microencapsulated fine particles having a multilayer structure coating layer, in which a plurality of coating layers are provided by repeating microencapsulation using one or more child particles of one or more species once or twice or more. It is.
上記任意の子粒子として無機物質のように溶融しにくい
ものを使用する場合、この無機物質粒子と熱可塑性樹脂
粒子とを混合して使用すると被覆層の形成が良好となっ
て好ましい。また、２種以上の合成樹脂の混合粒子も使
用可能であり、この場合も、その少なくとも１種が熱可
塑性ポリマー粒子であることが好ましい。When using a material that is difficult to melt, such as an inorganic material, as the optional child particles, it is preferable to use a mixture of the inorganic material particles and thermoplastic resin particles, since this facilitates the formation of a coating layer. Mixed particles of two or more types of synthetic resins can also be used, and in this case as well, it is preferable that at least one of the particles is a thermoplastic polymer particle.
なお、子粒子が熱可塑性樹脂粒子のみからなる場合、−
回のカプセル化処理によって厚い被覆層を形成させるた
めには、２種以上の熱可塑性樹脂からなる混合粒子を使
用するのが好ましい。これは、母粒子表面での同一種の
子粒子同士の静電気的反発によって厚い被覆層が得られ
なし）のに対して、異種の子粒子を使用すると上記のよ
うな子粒子同士の静電気的反発が軽減されるためと考え
られる。また、子粒子として、母粒子の表面を構成する
物質と異なる物質からなる粒子を使用すると、母粒子と
子粒子との間の摩擦帯電によって、子粒子の母粒子への
付着が容易となり、−回のカプセル化処理によって厚い
被覆層が形成でき、また残留子粒子を少なくすることが
できるので好ましい。In addition, when the child particles consist only of thermoplastic resin particles, −
In order to form a thick coating layer through multiple encapsulation treatments, it is preferable to use mixed particles consisting of two or more types of thermoplastic resins. This is because a thick coating layer cannot be obtained due to electrostatic repulsion between child particles of the same type on the surface of the mother particle), whereas when using child particles of different types, the electrostatic repulsion between child particles as described above occurs. This is thought to be due to the reduction in In addition, if a particle made of a substance different from the substance constituting the surface of the mother particle is used as the child particle, the child particle will easily adhere to the mother particle due to frictional charging between the mother particle and the child particle, and - This is preferable because a thick coating layer can be formed by multiple encapsulation treatments, and residual child particles can be reduced.
また、子粒子の種類を変えると摩擦帯電で付着しやすく
なり、被覆層の形成が容易になる。In addition, changing the type of child particles makes it easier to adhere due to triboelectric charging, making it easier to form a coating layer.
本発明の方法によって母粒子の表面に子粒子の被覆層を
形成するには、先ず母粒子と子粒子とを混合し、次いで
これら母粒子と子粒子とを攪拌翼付きの容器内で気流中
で攪拌翼によって高速攪拌する。この高速攪拌によって
粒子同士あるいは粒子と撹拌翼または容器壁面とが衝突
して、粒子表面に局所的な雷撃エネルギーが発生し、こ
のエネルギーによって母粒子表面あるいは子粒子が溶融
あるいは子粒子が延伸されて被覆層が母粒子表面に形成
され、マイクロカプセル化が達成される。In order to form a coating layer of child particles on the surface of a mother particle by the method of the present invention, first the mother particles and child particles are mixed, and then these mother particles and child particles are placed in an air stream in a container equipped with stirring blades. Stir at high speed using a stirring blade. This high-speed stirring causes particles to collide with each other or with the stirring blade or the container wall, generating local lightning energy on the particle surface, and this energy melts the mother particle surface or child particles or stretches the child particles. A coating layer is formed on the surface of the mother particles to achieve microencapsulation.
本発明の方法においては上記のとおり、母粒子と子粒子
との高速攪拌を気流中で行うが、この気流中での処理に
よって母粒子同士の融合を防止し、使用した母粒子の個
々の表面に均一な被覆層を形成することができる。なお
、従来方法のようにボールミルあるいは自動乳鉢を使用
すると粒子の融合の度合が大きくなって好ましくない。In the method of the present invention, as described above, the mother particles and child particles are stirred at high speed in an air stream, and this treatment in the air stream prevents the fusion of the mother particles and prevents the surface of each of the used mother particles. A uniform coating layer can be formed on the surface. In addition, if a ball mill or an automatic mortar is used as in the conventional method, the degree of fusion of particles increases, which is not preferable.
本発明の方法における攪拌翼の周速度は１５ｍ／秒以上
、好ましくは３０ｍ／秒以上、さらに好ましくは４０〜
１５０ｍ／秒である。攪拌翼の周速度が１５ｍ／秒より
低いと、被覆層を形成するに十分なエネルギーを得るこ
とができない。なお、攪拌翼の周速度の上限については
、特に制限はないが、使用する装置、エネルギー効率な
どの点から自ずと決定される。The peripheral speed of the stirring blade in the method of the present invention is 15 m/sec or more, preferably 30 m/sec or more, more preferably 40 m/sec or more.
The speed is 150m/sec. If the peripheral speed of the stirring blade is lower than 15 m/sec, sufficient energy cannot be obtained to form the coating layer. There is no particular limit to the upper limit of the circumferential speed of the stirring blade, but it is naturally determined from the viewpoints of the equipment to be used, energy efficiency, and the like.
本発明の方法において、上記母粒子と子粒子とを攪拌翼
付き容器内に多量に導入して高速攪拌すると粒子同士あ
るいは粒子と攪拌翼または容器壁面との衝突が必要以上
に起こって所望の被覆層を形成できなかったり、あるい
は高速攪拌が困難になるので母粒子と子粒子との全重量
が攪拌翼付き容器内容積の１！当たり１０〜１００ｇ、
好ましくは２０〜７０ｇとなるような濃度で使用するの
がよい。母粒子と子粒子との全重量が容器内容積のＩＰ
、当たり１０ｇ未満ては、粒子同士の衝突の頻度が小さ
く、被覆層形成に必要な衝突エネルギーが得られない。In the method of the present invention, if a large amount of the above-mentioned mother particles and child particles are introduced into a container equipped with stirring blades and stirred at high speed, collisions between the particles or the particles with the stirring blades or the wall surface of the container occur more than necessary, resulting in the desired coating. If a layer cannot be formed or high-speed stirring becomes difficult, the total weight of the mother particles and child particles is 1! 10-100g per
It is preferably used at a concentration of 20 to 70 g. The total weight of the mother particle and child particles is the IP of the container internal volume.
, less than 10 g per particle, the frequency of collisions between particles is low and the collision energy necessary for forming a coating layer cannot be obtained.
一方、１００ｇを超えると母粒子同士の融合が生じ、均
一な粒子径のマイクロカプセル化微粒子が得られず、ま
た装置内壁への付着が生じて好ましくない。On the other hand, if it exceeds 100 g, fusion of the mother particles occurs, making it impossible to obtain microencapsulated fine particles with a uniform particle size, and also causing adhesion to the inner wall of the device, which is not preferable.
母粒子と子粒子との使用割合については、母粒子１００
重量部当たり子粒子を１〜１００重量部、好ましくは５
〜５０重量部の割合で使用するのがよい。子粒子の使用
量が１重量部未満ては被覆層の形成が不十分であり、一
方１００重量部を超えると、子粒子同士の融合粒子が生
成しやすくなり、好ましくない。Regarding the usage ratio of mother particles and child particles, the mother particles are 100
1 to 100 parts by weight of child particles per part by weight, preferably 5 parts by weight
It is preferable to use it in a proportion of ~50 parts by weight. If the amount of child particles used is less than 1 part by weight, the formation of the coating layer will be insufficient, while if it exceeds 100 parts by weight, fused particles of child particles will tend to be produced, which is not preferable.
（実施例）
以下、実施例を挙げて本発明をさらに詳細に説明するが
、本発明はこれらによって制限されるものではない。(Examples) Hereinafter, the present invention will be explained in more detail with reference to Examples, but the present invention is not limited by these.
実施例１
特公昭５７−２４３６９号公報記載の方法によって、モ
ノマー組成がスチレン／ブチルアクリレート＝７８／２
２で、ガラス転移温度Ｔｇ＝５５℃のポリマー粒子を得
た。このポリマー粒子は、数平均粒子径５ｎ＝９．３μ
ｍ、７．５〜１１゜１μｍの範囲（Ｓｎ±２０％）の粒
子径を有する粒子が全体の９８Ｍｆ１％を占めるような
粒子径分布（粒子径の標準偏差が数平均粒子径の４％）
を有する、極めて粒子径の揃った粒子であった。また、
このポリマー粒子の脆さ指数Ｆｒ＝１．．Ｏであった。Example 1 A monomer composition of styrene/butyl acrylate = 78/2 was prepared by the method described in Japanese Patent Publication No. 57-24369.
2, polymer particles having a glass transition temperature Tg=55°C were obtained. This polymer particle has a number average particle diameter of 5n=9.3μ
m, particle size distribution such that particles having a particle size in the range of 7.5 to 11°1 μm (Sn ± 20%) account for 98Mf1% of the total (standard deviation of particle size is 4% of the number average particle size)
The particles had extremely uniform particle diameters. Also,
The fragility index Fr of this polymer particle is 1. ．． It was O.
このポリマー粒子８０ｇを母粒子として使用し、これに
数平均粒子径５ｎ＝８８μｍ、脆さ指数Ｆｒ−４５０の
赤色染料ｒＯＰＬＡｓ ＲＥＤ ３３０」 （オリ
エント化学（株）製）１０ｇと数平均粒子径５ｎ＝０．
１５μｍのスチレン／ブチルアクリレート共重合体粉体
２０ｇとを混合し、この混合物を内容積４！のハイブリ
ダイザ−ＮＨ９−１型（（株）奈良機械製作新製）を使
用して、室温にて羽根（攪拌翼）の周速度７８ｍ／秒で
８分間処理したところ、赤色染料は微粉砕され母粒子の
表面に赤色染料とスチレン／ブチルアクリレート共重合
体との均一な被覆層が形成された。80 g of this polymer particle was used as a base particle, and 10 g of a red dye rOPLAs RED 330 (manufactured by Orient Chemical Co., Ltd.) with a number average particle diameter of 5n=88 μm and a fragility index of Fr-450 and a number average particle diameter of 5n= 0.
20g of styrene/butyl acrylate copolymer powder of 15μm is mixed, and this mixture has an internal volume of 4! Using a hybridizer NH9-1 (newly manufactured by Nara Kikai Seisaku Co., Ltd.), the process was carried out at room temperature for 8 minutes at a circumferential speed of the blades (stirring blades) of 78 m/sec. The red dye was finely pulverized and the matrix A uniform coating layer of red dye and styrene/butyl acrylate copolymer was formed on the surface of the particles.
得られたマイクロカプセル化微粒子の帯電量（ブローオ
フ法によって測定）は、−１８μＣ／ｇで数平均粒子径
５ｎ＝１０．３μｍであった。The amount of charge (measured by blow-off method) of the obtained microencapsulated fine particles was -18 μC/g, and the number average particle diameter was 5n = 10.3 μm.
この粒子を複写機ｒＦＴ−４０４５Ｊ （リコー（株
）製）でトナーとして用い、複写テストを行ったところ
、カブリがなく、１０本／ｍｍの解像度が得られ、階調
も良好であフた。３万枚ロングランテスト後も良好な画
像が得られた。When a copying test was conducted using these particles as a toner in a copying machine rFT-4045J (manufactured by Ricoh Co., Ltd.), there was no fog, a resolution of 10 lines/mm was obtained, and the gradation was good. Good images were obtained even after a long run test of 30,000 sheets.
実施例２
実施例１と同様にしてモノマー組成がスチレン／２−エ
チルへキシルアクリレート＝８２／１２でガラス転移温
度Ｔｇ＝４６℃、数平均粒子径５ｎ＝５．０μｍの均一
粒子径を有するポリマー粒子を得た。Example 2 A polymer having a monomer composition of styrene/2-ethylhexyl acrylate = 82/12, glass transition temperature Tg = 46°C, and uniform particle size of number average particle size 5n = 5.0 μm in the same manner as Example 1. Particles were obtained.
この粒子を水洗、乾燥して得られた粒子８０ｇを母粒子
とし、これに数平均粒子径Ｓｎ＝約０゜０２μｍの「カ
ーボンブラックＭＡ６００Ｊ （三菱化成（株）製）
１０ｇと数平均粒子径５ｎ＝０゜１５μｍのポリメチル
メタクリレート（ｐ−ＭＭＡ）粉体（商品名ＭＰ−１４
５１、綜研化学〈株）製）１０ｇとを被覆層形成用の子
粒子として混合し、この混合物をハイブリダイザ−、Ｎ
ＨＳ−１型を使用して、羽根（攪拌翼）の周速度８４ｍ
／秒で室温にて３分間処理したところ、母粒子の表面に
カーボンブラックとｐ−ＭＭＡとが均一に成膜した被覆
層が形成されていた。80 g of particles obtained by washing and drying these particles were used as base particles, and carbon black MA600J (manufactured by Mitsubishi Kasei Corporation) with a number average particle size Sn = approximately 0°02 μm was added to the base particles.
Polymethyl methacrylate (p-MMA) powder (trade name MP-14) with 10g and number average particle diameter 5n = 0°15μm
51 (manufactured by Soken Kagaku Co., Ltd.) as child particles for forming a coating layer, and this mixture was subjected to a hybridizer, N
Using the HS-1 type, the circumferential speed of the blade (stirring blade) is 84 m.
When treated for 3 minutes at room temperature for 3 minutes at room temperature, a coating layer of carbon black and p-MMA was uniformly formed on the surface of the base particles.
このようにして得られた数平均粒子径５ｎ＝５゜４μｍ
で均一な粒子径分布を有するカーボン被覆層形成ポリマ
ー粒子を母粒子として、この母粒子１００ｇに対して、
数平均粒子径５ｎ＝２５μｍ、脆さ指数Ｆｒ＝７０の顔
料ｒＢＯＮＴＲＯＮ ５−３４］ （オリエント化
学工業（株）ｆｆｉ）２ｇと数平均粒子径５ｎ＝０．１
５μｍのポリスチレン粉体２０ｇとを混合した。The number average particle diameter obtained in this way 5n = 5゜4μm
Carbon coating layer-forming polymer particles having a uniform particle size distribution are used as base particles, and for 100 g of this base particle,
Pigment rBONTRON 5-34 with number average particle diameter 5n = 25 μm and fragility index Fr = 70] (Orient Chemical Industry Co., Ltd. ffi) 2g and number average particle diameter 5n = 0.1
20 g of 5 μm polystyrene powder was mixed.
得られた混合物を実施例１で使用したと同じハイブリダ
イザ−に導入し、羽根の周速度９０ｍ／秒で室温で５分
間処理したところ、カーボン被覆層形成粒子を芯物質と
し、顔料ｒＢＯＮＴＲＯＮＳ−３４Ｊとポリスチレンと
でマイクロカプセル化された、数平均粒子径５ｎ＝５．
７ｍｍのマイクロカプセル化微粒子を得た。マイクロカ
プセル化微粒子表面はなめらかであり、マイクロカプセ
ル化微粒子以外の残留小粒子は見あたらなかフた。The resulting mixture was introduced into the same hybridizer as used in Example 1, and treated at room temperature for 5 minutes at a blade circumferential speed of 90 m/sec. Microencapsulated with polystyrene, number average particle size 5n=5.
Microencapsulated fine particles of 7 mm were obtained. The surface of the microencapsulated fine particles was smooth, and no residual small particles other than the microencapsulated fine particles were found.
得られた粒子表面はポリスチレンで被覆されているため
電気抵抗が５ｘｌＯ１８Ω・ｃｍと高く、帯電量が一４
６μＣ／ｇである負帯電性トナーが得られた。The surface of the obtained particles is coated with polystyrene, so the electrical resistance is as high as 5xlO18Ω・cm, and the amount of charge is 14.
A negatively chargeable toner having a charge of 6 μC/g was obtained.
このトナーを用い、複写機ｒＦＴ−４０４５」（リコー
（株）製）で複写テストを行ったところ、カブリがなく
、１０本／ｍｍの解像度が得られ、階調も良好であった
。３万枚ロングランテスト後も良好な画像が得られた。When a copying test was conducted using this toner with a copying machine "rFT-4045" (manufactured by Ricoh Co., Ltd.), there was no fog, a resolution of 10 lines/mm was obtained, and the gradation was good. Good images were obtained even after a long run test of 30,000 sheets.
実施例３
実施例１と同様にしてモノマー組成がスチレン／ブチル
メタクリレート＝８０／２０で、ガラス転移温度Ｔｇ＝
６０℃、数平均粒子径５ｎ＝１０゜２μｍの均一粒子径
のポリマー粒子を得た。Example 3 In the same manner as in Example 1, the monomer composition was styrene/butyl methacrylate = 80/20, and the glass transition temperature Tg =
Polymer particles having a uniform particle size of 5n=10° and 2 μm in number average particle size were obtained at 60°C.
このポリマー粒子を水洗、乾燥して母粒子とし、この母
粒子１００ｇに数平均粒子径５ｎ＝３８μｍ１脆さ指数
Ｆｒ＝８０のニグロシン顔料「ＢＯＮＴＲＯＮ Ｎ−
０７Ｊ （オリエント化学工業（株）製）３ｇ１粒子
径が０．３〜０．５μｍのマグネタイト（商品名ＥＰＴ
５００、戸田工業（株）製）６０ｇおよび数平均粒子径
５ｎ＝０゜１５μｍ、ガラス転移温度Ｔｇ＝６０℃のス
チレン／ブチルアクリレート共重合体粉体２０ｇを混合
し、得られた混合物を実施例１で使用したと同じハイブ
リダイザ−に導入し、羽根の周速度８０ｍ／秒で室温で
１０分間処理したところ、顔料ｒＢＯＮＴＲＯＮ Ｎ
−０７Ｊが微粉砕され、マグネタイトとともに母粒子表
面上に被覆層を形成し、母粒子を芯物質としたマイクロ
カプセル化微粒子が得られた。These polymer particles were washed with water and dried to form mother particles, and 100 g of these mother particles were mixed with nigrosine pigment "BONTRON N-
07J (manufactured by Orient Chemical Industry Co., Ltd.) 3g 1 magnetite with a particle size of 0.3 to 0.5 μm (trade name: EPT)
500 (manufactured by Toda Kogyo Co., Ltd.) and 20 g of styrene/butyl acrylate copolymer powder having a number average particle diameter of 5n=0°15 μm and a glass transition temperature Tg=60°C were mixed, and the resulting mixture was used as an example. When the pigment rBONTRON N
-07J was finely pulverized to form a coating layer on the surface of the base particle together with magnetite, thereby obtaining microencapsulated fine particles with the base particle as the core material.
このようにして帯電量が＋７μＣ／ｇの磁性トナーが得
られた。このトナーを用いて複写機「ＰＣ−１２」 （
キ、ヤノン（株）製）で評価したところ、カブリがなく
、１０本／ｍｍの解像度が得られ、階調も良好であった
。In this way, a magnetic toner with a charge amount of +7 μC/g was obtained. Using this toner, the copier "PC-12" (
As a result of the evaluation using Ki, manufactured by Yanon Co., Ltd., there was no fog, a resolution of 10 lines/mm was obtained, and the gradation was good.
実施例４
母粒子としての数平均粒子径５ｎ＝７０μｍの鉄粉く日
本鉄粉（株）製ＥＦＶ）４００ｇと、子粒子としての数
平均粒子径５ｎ＝２μｍ、脆さ指１ＪＩＦｒ＝２４００
のカルナウバワックス粉体２０ｇとを混合し、実施例１
て使用したと同じハイブリダイザ−を用いて羽根の周速
度５０ｍ／秒で１０分間処理したところ、鉄粉粒子を器
物？グとし、これにワックスが均一に被覆されたマイク
ロカプセル化微粒子が得られた。Example 4 400 g of iron powder (EFV manufactured by Japan Iron Powder Co., Ltd.) with a number average particle diameter of 5n = 70 μm as a mother particle, and a number average particle diameter of 5n = 2 μm as a child particle, and a fragility index of 1 JIFr = 2400
Example 1
When treated for 10 minutes at a blade circumferential speed of 50 m/sec using the same hybridizer used in Microencapsulated fine particles uniformly coated with wax were obtained.
実施例５
数平均粒子径５ｎ＝１０μｍで空孔度（水銀正大ポロシ
メータによりポアサイズ０．０５μｍ以下の空孔容積か
ら算出した空孔率）５０％の多孔質ジビニルベンゼン粒
子にシトロネラール（和光純薬工業（株）製）を１：１
重量化でしみこませとものを母粒子として用いた。この
母粒子１１０ｇと子粒子としての数平均粒子径５ｎ＝０
．）５μｍ、脆さ指数Ｆｒ＝３５００のワックスｒサン
タイ）ＳＪ（精工化学（株）製）４０ｇを混合し、実施
例１で使用したのと同じハイブリダイザ−を用いて羽根
の周速度８０ｍ／秒で１０分間処理したところ、シトロ
ネラールを含浸させたジビニルベンゼン粒子を母粒子と
するマイクロカプセル化微粒子が得られた。Example 5 Citronellal (Wako Pure Chemical Industries, Ltd. Co., Ltd.) 1:1
A material impregnated with weight was used as the base particle. This mother particle 110g and the number average particle diameter 5n as child particles = 0
．． ) 5 μm, fragility index Fr = 3500 wax R Santai) 40 g (manufactured by Seiko Kagaku Co., Ltd.) was mixed, and using the same hybridizer as used in Example 1, the blade was heated at a peripheral speed of 80 m/sec. When treated for 10 minutes, microencapsulated fine particles whose base particles were divinylbenzene particles impregnated with citronellal were obtained.
このマイクロカプセル化微粒子の被覆層は十分な強度を
有し、徐効性の芳香剤として２ケ月以上使用することが
できた。This coating layer of microencapsulated fine particles had sufficient strength and could be used as a slow-release fragrance for more than two months.
比較例１
実施例１において、赤色染料ｒＯＰＬＡｓ ＲＥＤ３
３０Ｊの代わりに数平均粒子径５ｎ＝５゜２μｍ、脆さ
指数Ｆｒ＝１のａ−Ｆｅ２０３を使用した以外は実施例
１と同様にしてマイクロカプセル化処理を行った。Comparative Example 1 In Example 1, red dye rOPLAs RED3
Microencapsulation treatment was carried out in the same manner as in Example 1 except that a-Fe203 having a number average particle diameter of 5n=5.degree. 2 .mu.m and a fragility index Fr=1 was used instead of 30J.
得られた粒子は、母粒子であるポリマー粒子と赤色顔料
とが別々に存在しており、所期のマイクロカプセル化は
達成されていなかった。In the obtained particles, the polymer particles as the base particles and the red pigment existed separately, and the desired microencapsulation was not achieved.
比較例２
実施例５において、ワックス「サンタイトＳ」の代わり
に数平均粒子径５ｎ＝３０μｍ、脆さ指数Ｆｒ＝１のポ
リスチレンビーズを使用した以外は実施例５と同様にし
てマイクロカプセル化処理を行った。Comparative Example 2 Microencapsulation treatment was carried out in the same manner as in Example 5, except that polystyrene beads with a number average particle diameter of 5n = 30 μm and a fragility index of Fr = 1 were used instead of the wax "Santite S". went.
得られた微粒子は、シトロネラールを含む多孔性ジビニ
ルベンゼン粒子とポリスチレンビーズが別々に存在して
いて、マイクロカプセル化は達成されていなかった。In the obtained microparticles, porous divinylbenzene particles containing citronellal and polystyrene beads were present separately, and microencapsulation was not achieved.
（発明の効果）
本発明の方法によれば、従来方法のように母粒子を割っ
たり、融着させることなく、その表面に均一に、かつ厚
く被覆層を形成することができる。(Effects of the Invention) According to the method of the present invention, a coating layer can be uniformly and thickly formed on the surface of the base particles without breaking or fusing them as in conventional methods.
このマイクロカプセル化微粒子は塗料、紙、電子材料、
電子写真、生化学用担体、化粧品、医薬品、触媒、農薬
、食品などの広い分野に使用することができる。特に、
電子写真の分野では、解像度が高く、良好な画像が得ら
れるトナーとして有効に利用することができる。These microencapsulated particles are used in paints, paper, electronic materials,
It can be used in a wide range of fields such as electrophotography, biochemical carriers, cosmetics, pharmaceuticals, catalysts, agricultural chemicals, and foods. especially,
In the field of electrophotography, it can be effectively used as a toner that provides high resolution and good images.
Claims (4)
形成材料の子粒子としての、母粒子の数平均粒子径の１
／５を超える数平均粒子径を有し、脆さ指数Ｆｒが５以
上の脆い粒子とを気流中で高速攪拌して得られる、芯物
質としての母粒子と該母粒子表面上に形成された被覆層
形成材料の被覆層とからなるマイクロカプセル化微粒子
。(1) Mother particles with a number average particle diameter of 1 to 200 μm and child particles of the coating layer forming material, 1 of the number average particle diameter of the mother particles
A base particle as a core substance obtained by stirring brittle particles having a number average particle diameter exceeding /5 and a fragility index Fr of 5 or more in an air stream at high speed and formed on the surface of the base particle. Microencapsulated fine particles comprising a coating layer of a coating layer-forming material.
形成材料の子粒子としての、母粒子の数平均粒子径の１
／５を超える数平均粒子径を有し、脆さ指数Ｆｒが５以
上の脆い粒子とを気流中で高速攪拌して、芯物質として
の母粒子の表面上に被覆層形成材料の被覆層を形成する
ことを特徴とするマイクロカプセル化微粒子の製造方法
。(2) Mother particles with a number average particle diameter of 1 to 200 μm and 1 of the number average particle diameter of the mother particles as child particles of the coating layer forming material.
A coating layer of the coating layer forming material is formed on the surface of the base particle as a core material by stirring the brittle particles having a number average particle diameter exceeding /5 and a fragility index Fr of 5 or more in an air stream at high speed. 1. A method for producing microencapsulated fine particles, characterized by forming microencapsulated particles.
付き容器中で、攪拌翼の周速度が１５ｍ／秒以上で行う
ことを特徴とする特許請求の範囲第２項記載のマイクロ
カプセル化微粒子の製造方法。(3) High-speed stirring of the mother particles and child particles in an air current is performed in a container equipped with stirring blades at a circumferential speed of the stirring blades of 15 m/sec or more. Method for producing microencapsulated particles.
付き容器中で、母粒子と子粒子との全重量が攪拌翼付き
容器内容積の１ｌ当たり１０〜１００ｇとなるような濃
度で行うことを特徴とする特許請求の範囲第２項記載の
マイクロカプセル化微粒子の製造方法。(4) High-speed stirring of the mother particles and child particles in an air current in a container with stirring blades is performed such that the total weight of the mother particles and child particles is 10 to 100 g per liter of the internal volume of the container with stirring blades. 3. The method for producing microencapsulated fine particles according to claim 2, which is carried out at a concentration.
Priority Applications (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP62090526A JPS63256128A (en) | 1987-04-13 | 1987-04-13 | Microencapsulated fine particle and production thereof |
| US07/110,267 US4828955A (en) | 1986-10-27 | 1987-10-20 | Microencapsulated particles and process for production thereof |
| KR870011883A KR880004837A (en) | 1986-10-27 | 1987-10-26 | Microencapsulated Fine Particles and Manufacturing Method Thereof |
| EP87309494A EP0266175A3 (en) | 1986-10-27 | 1987-10-27 | Microencapsulated particles and process for production thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP62090526A JPS63256128A (en) | 1987-04-13 | 1987-04-13 | Microencapsulated fine particle and production thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS63256128A true JPS63256128A (en) | 1988-10-24 |
Family
ID=14000873
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP62090526A Pending JPS63256128A (en) | 1986-10-27 | 1987-04-13 | Microencapsulated fine particle and production thereof |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS63256128A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH044228A (en) * | 1990-04-23 | 1992-01-08 | Isuzu Motors Ltd | Plastic material |
| JP2002265626A (en) * | 2001-03-13 | 2002-09-18 | Sekisui Chem Co Ltd | Electrostatically charging auxiliary resin fine particle |
-
1987
- 1987-04-13 JP JP62090526A patent/JPS63256128A/en active Pending
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH044228A (en) * | 1990-04-23 | 1992-01-08 | Isuzu Motors Ltd | Plastic material |
| JP2002265626A (en) * | 2001-03-13 | 2002-09-18 | Sekisui Chem Co Ltd | Electrostatically charging auxiliary resin fine particle |
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