JPS62180743A - Production of microcapsule encapsulating aqueous liquid - Google Patents
Production of microcapsule encapsulating aqueous liquidInfo
- Publication number
- JPS62180743A JPS62180743A JP61020527A JP2052786A JPS62180743A JP S62180743 A JPS62180743 A JP S62180743A JP 61020527 A JP61020527 A JP 61020527A JP 2052786 A JP2052786 A JP 2052786A JP S62180743 A JPS62180743 A JP S62180743A
- Authority
- JP
- Japan
- Prior art keywords
- org
- aqueous liquid
- liq
- water
- modified clay
- 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.)
- Granted
Links
- 239000003094 microcapsule Substances 0.000 title claims abstract description 22
- 239000007788 liquid Substances 0.000 title claims description 25
- 238000004519 manufacturing process Methods 0.000 title claims description 14
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 19
- 239000002734 clay mineral Substances 0.000 claims abstract description 18
- 230000001804 emulsifying effect Effects 0.000 claims abstract description 9
- 239000003995 emulsifying agent Substances 0.000 claims abstract description 7
- 238000000034 method Methods 0.000 claims description 16
- 239000002270 dispersing agent Substances 0.000 claims description 5
- 239000000126 substance Substances 0.000 abstract description 10
- 239000012528 membrane Substances 0.000 abstract description 7
- 239000000463 material Substances 0.000 abstract description 6
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 abstract description 4
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 abstract description 2
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 abstract description 2
- 230000002209 hydrophobic effect Effects 0.000 abstract description 2
- 229920002635 polyurethane Polymers 0.000 abstract description 2
- 239000004814 polyurethane Substances 0.000 abstract description 2
- 239000004927 clay Substances 0.000 abstract 2
- 150000001768 cations Chemical class 0.000 abstract 1
- 229920000515 polycarbonate Polymers 0.000 abstract 1
- 239000004417 polycarbonate Substances 0.000 abstract 1
- 125000001453 quaternary ammonium group Chemical class 0.000 abstract 1
- 239000002775 capsule Substances 0.000 description 20
- -1 Fatty acid ester Chemical class 0.000 description 12
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 9
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 9
- 239000000839 emulsion Substances 0.000 description 9
- 239000002245 particle Substances 0.000 description 9
- 239000000047 product Substances 0.000 description 8
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 7
- 239000008103 glucose Substances 0.000 description 7
- 239000007864 aqueous solution Substances 0.000 description 6
- 239000006185 dispersion Substances 0.000 description 6
- 238000004945 emulsification Methods 0.000 description 6
- 238000005538 encapsulation Methods 0.000 description 6
- 239000003921 oil Substances 0.000 description 6
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 5
- DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 5
- 238000006116 polymerization reaction Methods 0.000 description 5
- 238000003756 stirring Methods 0.000 description 5
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 4
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 4
- 235000014113 dietary fatty acids Nutrition 0.000 description 4
- 239000000194 fatty acid Substances 0.000 description 4
- 229930195729 fatty acid Natural products 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 239000003960 organic solvent Substances 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- 239000004094 surface-active agent Substances 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerol Natural products OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 239000004793 Polystyrene Substances 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 125000000217 alkyl group Chemical group 0.000 description 3
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 3
- 238000004581 coalescence Methods 0.000 description 3
- 239000011162 core material Substances 0.000 description 3
- GUJOJGAPFQRJSV-UHFFFAOYSA-N dialuminum;dioxosilane;oxygen(2-);hydrate Chemical compound O.[O-2].[O-2].[O-2].[Al+3].[Al+3].O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O GUJOJGAPFQRJSV-UHFFFAOYSA-N 0.000 description 3
- 229910052901 montmorillonite Inorganic materials 0.000 description 3
- 150000002892 organic cations Chemical class 0.000 description 3
- 229920002223 polystyrene Polymers 0.000 description 3
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 3
- 239000011734 sodium Substances 0.000 description 3
- 229910052708 sodium Inorganic materials 0.000 description 3
- 235000019154 vitamin C Nutrition 0.000 description 3
- 239000011718 vitamin C Substances 0.000 description 3
- FFJCNSLCJOQHKM-CLFAGFIQSA-N (z)-1-[(z)-octadec-9-enoxy]octadec-9-ene Chemical compound CCCCCCCC\C=C/CCCCCCCCOCCCCCCCC\C=C/CCCCCCCC FFJCNSLCJOQHKM-CLFAGFIQSA-N 0.000 description 2
- 102000016938 Catalase Human genes 0.000 description 2
- 108010053835 Catalase Proteins 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- ZZZCUOFIHGPKAK-UHFFFAOYSA-N D-erythro-ascorbic acid Natural products OCC1OC(=O)C(O)=C1O ZZZCUOFIHGPKAK-UHFFFAOYSA-N 0.000 description 2
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 229930003268 Vitamin C Natural products 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 230000002776 aggregation Effects 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 239000002537 cosmetic Substances 0.000 description 2
- DIOQZVSQGTUSAI-UHFFFAOYSA-N decane Chemical class CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 238000007429 general method Methods 0.000 description 2
- 235000011187 glycerol Nutrition 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 229910000029 sodium carbonate Inorganic materials 0.000 description 2
- LXEJRKJRKIFVNY-UHFFFAOYSA-N terephthaloyl chloride Chemical compound ClC(=O)C1=CC=C(C(Cl)=O)C=C1 LXEJRKJRKIFVNY-UHFFFAOYSA-N 0.000 description 2
- 239000008096 xylene Substances 0.000 description 2
- JNYAEWCLZODPBN-JGWLITMVSA-N (2r,3r,4s)-2-[(1r)-1,2-dihydroxyethyl]oxolane-3,4-diol Chemical compound OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O JNYAEWCLZODPBN-JGWLITMVSA-N 0.000 description 1
- JHPBZFOKBAGZBL-UHFFFAOYSA-N (3-hydroxy-2,2,4-trimethylpentyl) 2-methylprop-2-enoate Chemical compound CC(C)C(O)C(C)(C)COC(=O)C(C)=C JHPBZFOKBAGZBL-UHFFFAOYSA-N 0.000 description 1
- MYKOKMFESWKQRX-UHFFFAOYSA-N 10h-anthracen-9-one;sulfuric acid Chemical compound OS(O)(=O)=O.C1=CC=C2C(=O)C3=CC=CC=C3CC2=C1 MYKOKMFESWKQRX-UHFFFAOYSA-N 0.000 description 1
- OEPOKWHJYJXUGD-UHFFFAOYSA-N 2-(3-phenylmethoxyphenyl)-1,3-thiazole-4-carbaldehyde Chemical compound O=CC1=CSC(C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=N1 OEPOKWHJYJXUGD-UHFFFAOYSA-N 0.000 description 1
- ZSLUVFAKFWKJRC-IGMARMGPSA-N 232Th Chemical compound [232Th] ZSLUVFAKFWKJRC-IGMARMGPSA-N 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- 240000007124 Brassica oleracea Species 0.000 description 1
- 235000003899 Brassica oleracea var acephala Nutrition 0.000 description 1
- 235000011301 Brassica oleracea var capitata Nutrition 0.000 description 1
- 235000001169 Brassica oleracea var oleracea Nutrition 0.000 description 1
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 1
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000001856 Ethyl cellulose Substances 0.000 description 1
- ZZSNKZQZMQGXPY-UHFFFAOYSA-N Ethyl cellulose Chemical compound CCOCC1OC(OC)C(OCC)C(OCC)C1OC1C(O)C(O)C(OC)C(CO)O1 ZZSNKZQZMQGXPY-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 244000043261 Hevea brasiliensis Species 0.000 description 1
- 238000012695 Interfacial polymerization Methods 0.000 description 1
- 239000004367 Lipase Substances 0.000 description 1
- 102000004882 Lipase Human genes 0.000 description 1
- 108090001060 Lipase Proteins 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- GYCMBHHDWRMZGG-UHFFFAOYSA-N Methylacrylonitrile Chemical compound CC(=C)C#N GYCMBHHDWRMZGG-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 229920001214 Polysorbate 60 Polymers 0.000 description 1
- 229910052776 Thorium Inorganic materials 0.000 description 1
- 108010046334 Urease Proteins 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical compound C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 description 1
- YKTSYUJCYHOUJP-UHFFFAOYSA-N [O--].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-] Chemical compound [O--].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-] YKTSYUJCYHOUJP-UHFFFAOYSA-N 0.000 description 1
- 150000001242 acetic acid derivatives Chemical class 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 238000005054 agglomeration Methods 0.000 description 1
- 238000004220 aggregation Methods 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Natural products N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 1
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 1
- 239000000920 calcium hydroxide Substances 0.000 description 1
- 229910001861 calcium hydroxide Inorganic materials 0.000 description 1
- 229910052799 carbon Chemical group 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- ZYZWOSIRFVIBRH-UHFFFAOYSA-N chloroform;cyclohexane Chemical compound ClC(Cl)Cl.C1CCCCC1 ZYZWOSIRFVIBRH-UHFFFAOYSA-N 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 230000008021 deposition Effects 0.000 description 1
- 238000000151 deposition Methods 0.000 description 1
- REZZEXDLIUJMMS-UHFFFAOYSA-M dimethyldioctadecylammonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[N+](C)(C)CCCCCCCCCCCCCCCCCC REZZEXDLIUJMMS-UHFFFAOYSA-M 0.000 description 1
- 239000004664 distearyldimethylammonium chloride (DHTDMAC) Substances 0.000 description 1
- 239000002552 dosage form Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 238000010828 elution Methods 0.000 description 1
- 239000003822 epoxy resin Substances 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 235000019325 ethyl cellulose Nutrition 0.000 description 1
- 229920001249 ethyl cellulose Polymers 0.000 description 1
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- KWLMIXQRALPRBC-UHFFFAOYSA-L hectorite Chemical compound [Li+].[OH-].[OH-].[Na+].[Mg+2].O1[Si]2([O-])O[Si]1([O-])O[Si]([O-])(O1)O[Si]1([O-])O2 KWLMIXQRALPRBC-UHFFFAOYSA-L 0.000 description 1
- 229910000271 hectorite Inorganic materials 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 235000015110 jellies Nutrition 0.000 description 1
- 239000008274 jelly Substances 0.000 description 1
- 235000019421 lipase Nutrition 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 125000005527 methyl sulfate group Chemical group 0.000 description 1
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 1
- 239000010445 mica Substances 0.000 description 1
- 229910052618 mica group Inorganic materials 0.000 description 1
- 239000011259 mixed solution Substances 0.000 description 1
- 229910000403 monosodium phosphate Inorganic materials 0.000 description 1
- 235000019799 monosodium phosphate Nutrition 0.000 description 1
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical class CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 1
- 229920003052 natural elastomer Polymers 0.000 description 1
- 229920005615 natural polymer Polymers 0.000 description 1
- 229920001194 natural rubber Polymers 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- NAYYNDKKHOIIOD-UHFFFAOYSA-N phthalamide Chemical compound NC(=O)C1=CC=CC=C1C(N)=O NAYYNDKKHOIIOD-UHFFFAOYSA-N 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 238000006068 polycondensation reaction Methods 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920001228 polyisocyanate Polymers 0.000 description 1
- 239000005056 polyisocyanate Substances 0.000 description 1
- 229920000259 polyoxyethylene lauryl ether Polymers 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- AJPJDKMHJJGVTQ-UHFFFAOYSA-M sodium dihydrogen phosphate Chemical compound [Na+].OP(O)([O-])=O AJPJDKMHJJGVTQ-UHFFFAOYSA-M 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 239000012798 spherical particle Substances 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- FAGUFWYHJQFNRV-UHFFFAOYSA-N tetraethylenepentamine Chemical compound NCCNCCNCCNCCN FAGUFWYHJQFNRV-UHFFFAOYSA-N 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 235000019155 vitamin A Nutrition 0.000 description 1
- 239000011719 vitamin A Substances 0.000 description 1
- 235000019164 vitamin B2 Nutrition 0.000 description 1
- 239000011716 vitamin B2 Substances 0.000 description 1
- 235000019166 vitamin D Nutrition 0.000 description 1
- 239000011710 vitamin D Substances 0.000 description 1
- 235000019165 vitamin E Nutrition 0.000 description 1
- 239000011709 vitamin E Substances 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J13/00—Colloid chemistry, e.g. the production of colloidal materials or their solutions, not otherwise provided for; Making microcapsules or microballoons
- B01J13/02—Making microcapsules or microballoons
- B01J13/06—Making microcapsules or microballoons by phase separation
- B01J13/14—Polymerisation; cross-linking
- B01J13/16—Interfacial polymerisation
Abstract
Description
【発明の詳細な説明】
［産業上の利用分野］
本発明は水性液体を内包するマ・イクロカプセルの装造
法に関するもので、特に水と混和しない有（幾媒体中に
水性液体を乳化分散する工程を経てマイクロカプセルを
製造する方法において、水性液体の乳化分、散剤として
有機変性粘土鉱物を使用することにより、製造工程の箭
略化を図り、工業上利用価値の高いマイクロカプセルを
得ることのできる製造法に関するものである。・
［従来の技術］
従来、水性液体を内包する球形カプセルの一般的製法と
しては、（１）界面重合法；水溶性モノマーを含む水溶
液を、油性モノマーを含む水と非混和性の有機溶剤から
なる油相中に乳化分散せしめ、水／油の界面で重合させ
カプセル化する方法、（２）Ｉｎ ５ｉｔｕ重合法：上
記（１）の方法において水溶性モノマー又は油性モノマ
ーのみを用い、これを水粒子表面上で重合させカプセル
化する方法、（３）液中乾燥法：水と非混和性の有機溶
剤と製膜物質と・からなる油相に水を乳化分ｊｉ女せし
めた後有機溶剤を除去する方法、などが知られている。Detailed Description of the Invention [Field of Industrial Application] The present invention relates to a method for packaging microcapsules containing an aqueous liquid, and in particular, the present invention relates to a method for manufacturing microcapsules containing an aqueous liquid. To simplify the manufacturing process and obtain microcapsules with high industrial utility value by using an organically modified clay mineral as an emulsifying component of an aqueous liquid and a powder in a method of manufacturing microcapsules through a process of This relates to a manufacturing method that allows for the production of spherical capsules containing an aqueous liquid.- [Prior Art] Conventionally, the general methods for manufacturing spherical capsules containing an aqueous liquid include (1) interfacial polymerization method; A method in which the monomer is emulsified and dispersed in an oil phase consisting of an organic solvent immiscible with water, and polymerized at the water/oil interface for encapsulation. (2) In-5-itu polymerization method: In the method (1) above, the water-soluble monomer or (3) In-liquid drying method: Emulsification of water in an oil phase consisting of an organic solvent that is immiscible with water and a film-forming substance. A method of removing an organic solvent after sex is known.
上記水性液体を内包するカプセルの上記いずれの製造法
においても、カプセル化の前段階で有機溶剤中へ水性液
体を良好に乳化分散することが必要であり、この際これ
よでは乳化分散剤としてソルビクン脂肪酸エステル、グ
リセリン脂肪酸エステル、ポリグリセリン脂肪酸エステ
ル、プロピレングリコール脂肪酸エステル、ざらにはＨ
Ｌ Ｂ （ｌｉが１０以下の酸化エチレン付加型非イオ
ン界面活性剤等のようなＷ１０型界面活性剤が使用され
ていた。In any of the above manufacturing methods for capsules containing the aqueous liquid, it is necessary to emulsify and disperse the aqueous liquid well into an organic solvent in the step prior to encapsulation. Fatty acid ester, glycerin fatty acid ester, polyglycerin fatty acid ester, propylene glycol fatty acid ester, Zarani H
A W10 type surfactant such as an ethylene oxide-added nonionic surfactant with LB (li of 10 or less) was used.
［発明が解決しようとする問題点］
しかし、前記界面活性剤を用いる従来のマイクロカプセ
ル製造法の（１）と（２）の方法においては、水／油界
面で重合か起こる際、しばしば水性液体の粒子か凝集、
′Ｆ１着、ざらには合一してしまい、カプセルとして個
々の形で完全に回収することが不可能であるという困難
が生じていた。また（３）の方法においては、再乳化の
工程でＷ１０型エマルションが破壊され易く、分散した
油滴中に水が保持きれる割合は極めて低くなるという欠
点を有していた。ざらに上記（１）〜（３）のカプセル
化方法においては、膜物質中ないし膜表面に残留した界
面活性剤の除去が困難であるため洗浄時等に多大のコス
トを要し、また芯物質の溶出や膜の緻密性の低下等のカ
プセルの品質自体にも問題があった。[Problems to be Solved by the Invention] However, in the conventional microcapsule manufacturing methods (1) and (2) using the surfactants, when polymerization occurs at the water/oil interface, the aqueous liquid often particles or agglomerates,
'F1, the particles coalesced together, making it impossible to completely collect them as individual capsules. In addition, method (3) had the disadvantage that the W10 type emulsion was easily destroyed during the re-emulsification step, and the proportion of water that could be retained in the dispersed oil droplets was extremely low. In general, in the encapsulation methods (1) to (3) above, it is difficult to remove the surfactant remaining in the membrane material or on the membrane surface, which requires a great deal of cost during cleaning, and the core material There were also problems with the quality of the capsules themselves, such as the elution of water and a decrease in the density of the membrane.
本発明者等はかかる欠点を解決すべく鋭意検討を重ねた
結果、上記従来法における界面活性剤の代わりに有機変
性粘土鉱物を乳化分散剤として用いることにより、水性
液体粒子の凝集、店着及び合一か全く見られず、形成さ
れたＷ１０型エマルションが非常に安定で、また生成し
たカプセルの分離、洗浄が容易であり、ざらには膜強度
が極めて高いマイクロカプセルが製造できることを見出
し、本発明を完成するに至った。The present inventors have made extensive studies to solve these drawbacks, and have found that by using an organically modified clay mineral as an emulsifying dispersant instead of the surfactant in the conventional method, the agglomeration of aqueous liquid particles, We discovered that the W10 type emulsion that was formed was extremely stable, with no coalescence observed, and that the capsules formed were easy to separate and wash, making it possible to produce microcapsules with extremely high membrane strength. The invention was completed.
［問題を解決するための手段］
すなわち本発明は、水と混和しない有機媒体中に水性液
体を乳化分散する工程を経てマイクロカプセルを製造す
る方法において、水性液体の乳化分散剤として有機変性
粘土鉱物を使用することを特徴とする、水性液体を内包
するマイクロカブビルの製造法である。[Means for Solving the Problem] That is, the present invention provides a method for producing microcapsules through a step of emulsifying and dispersing an aqueous liquid in an organic medium that is immiscible with water, using an organically modified clay mineral as an emulsifying and dispersing agent for the aqueous liquid. This is a method for producing microcabuvil containing an aqueous liquid, which is characterized by using.
次に本発明の構成について述べる。Next, the configuration of the present invention will be described.
本発明に用いる有機変性粘土鉱物は、天然及び／又は合
成の粘土鉱物を第４級アンモニウム塩型有機カチオンで
変性化せしめたものである。The organically modified clay mineral used in the present invention is a natural and/or synthetic clay mineral modified with a quaternary ammonium salt type organic cation.
上記天然及び／又は合成の粘土鉱物は、三層構造を有す
るコロイド性含水ケイ酸アルミニウムの一種で、一般に
下記一般式
％式％
で表わされる。具体的には、モンモリロナイト、ザボナ
イＩＪおよびヘクトライト等の天然及び／又は合成（こ
の場合、式中の（０旧基がフッ素で置換されたもの）の
モンモリロナイト′ｊ１およびナトリウムシリシックマ
イカやナトリウム又はリチウムテニオライトの名で知ら
れる合成雲′＠（市販品ではダイナモイト；トビーエ業
（株）等がある）等が例示される。The above-mentioned natural and/or synthetic clay mineral is a type of colloidal hydrous aluminum silicate having a three-layer structure, and is generally expressed by the following general formula %. Specifically, natural and/or synthetic montmorillonite, zabonai IJ, hectorite, etc. (in this case, montmorillonite 'j1 in the formula (0 old group is substituted with fluorine), sodium silicic mica, sodium or Examples include synthetic clouds known as lithium taeniolite (commercially available products include Dynamoite; available from Tobie Gyo Co., Ltd.).
：（以下余白）、・
また、上記第４級アンモニウム塩型有機カチオンは、下
記一般式
（式中、Ｒ１は炭素数１０〜２２なアルキル基またはベ
ンジル基、Ｒ２はメチル基または炭素数ｌＯ〜２２のア
ルキル基、Ｒ３とＲ４は炭素数１〜３のアルキル基また
はヒドロキシアルキル基、Ｘはハロゲン原子またはメチ
ルサルフェート残基を表わす。）で表わされる。: (blank space below),・ In addition, the above-mentioned quaternary ammonium salt type organic cation has the following general formula (wherein, R1 is an alkyl group having 10 to 22 carbon atoms or a benzyl group, and R2 is a methyl group or a carbon number 10 to 10). 22 alkyl groups, R3 and R4 are alkyl groups or hydroxyalkyl groups having 1 to 3 carbon atoms, and X represents a halogen atom or a methyl sulfate residue.
本発明で水性液体の乳化分散剤として用いられる有機変
性粘土鉱物は、上記天然及び／叉は合成の粘土鉱物を上
記第４級アンモニウム塩型有機カチオンで変性したもの
であり、市販品としては、ベントン−２７、ベントン−
３８の商品名で米国ナショナル・リード・インダストリ
ー（Ｎａｔｉｏｎａｌ Ｌｅａｄ Ｔ？＋ｄｕｓｔｒｉ
ｅｓ）から市販されているものがある。The organically modified clay mineral used as an emulsifying and dispersing agent for aqueous liquids in the present invention is obtained by modifying the above-mentioned natural and/or synthetic clay minerals with the above-mentioned quaternary ammonium salt type organic cation, and commercially available products include: Benton-27, Benton-
38 product names by National Lead Industry (National Lead T?+dustri)
There are commercially available products from es).
本発明の実施にあたっては、これらの有機変性粘土鉱物
のうちから１種または２種以上が任意に選択される。In carrying out the present invention, one or more kinds of these organically modified clay minerals are arbitrarily selected.
本発明において、かかる有機変性粘土鉱物の配合量は疎
水性媒体中に０．１〜５重量％であり、更に好ましくは
０．２〜４重量％である。配合量が０．１重量％より少
ない量では、水性物質の乳化、分散が不十分となり、マ
イクロカプセルの膜強度等の品質が低下する可能性があ
る。また、５重量％を越えると、系の粘度が高すぎる等
の恐れが生じ実用には適さない。In the present invention, the amount of organically modified clay mineral blended in the hydrophobic medium is 0.1 to 5% by weight, more preferably 0.2 to 4% by weight. If the blending amount is less than 0.1% by weight, the emulsification and dispersion of the aqueous substance will be insufficient, and the quality of the microcapsules, such as membrane strength, may deteriorate. Moreover, if it exceeds 5% by weight, the viscosity of the system may become too high, making it unsuitable for practical use.
有は変性粘土鉱物を含有きせる有機媒体としては、エチ
レンクロライド、メチレンクロライド、四塩化炭素、塩
弗素化エチレン、クロロホルム等のハ１コ□ゲン化炭化
水素やエーテル類、またはノルマルヘキサン、シクロヘ
キサン、デカン、ベンゼン、□キシレン、１−ルエン等
の炭化水素、酢酸エチル、酢酸ブチル等の酢酸エステル
を単独にまたは混合して用いろことができる。Examples of organic media containing modified clay minerals include ethylene chloride, methylene chloride, carbon tetrachloride, chlorofluorinated ethylene, chloroform, and other hydrogenated hydrocarbons and ethers, or normal hexane, cyclohexane, and decane. , benzene, xylene, 1-luene, and acetate esters such as ethyl acetate and butyl acetate may be used alone or in combination.
本発明に係Ｊツる有機変性粘土鉱物を含有した上記有機
媒体と芯物質の水性液体との混合比率は、乳化、分散の
し易ざや系の安定性の点から、１：２から１００：１の
範囲か適当であり、より打上しくは１：１から５０＝１
の範囲である。The mixing ratio of the organic medium containing the organically modified clay mineral according to the present invention and the aqueous core liquid is from 1:2 to 100: from the viewpoint of ease of emulsification and dispersion and stability of the system. 1 range or appropriate, more preferably 1:1 to 50=1
is within the range of
本発明のマーでクロカプセルに内包きれる水性（１に体
としては、純水の他、メタノール、エタノール、イソプ
ロパツールなどの低級アルコール類やエチレングリコー
ル、プロピレングリコール、グリセリン、１，３ブヂレ
ングリコール、ソルビット、ブドウ糖などの多価アルコ
ール類からｉＨばれる１種又は２種以上の単独または水
との組合ゼ；塩化ナトリウム、炭酸ナトリ１クム、メタ
リン酸ナトリｒクム、リン酸二水素ナトリウム、ｒｔＣ
酸すトリウムなどの無機塩類、塩酸、リン酸、酢酸など
の酸、水酸化ナトリウム、水酸化カルシウム、アンモニ
ア水などの塩基、ビタミンＣ，Ｈなどのビタミンやカラ
ターゼ、ウレアーゼ、リパーゼなどの酵素等の水溶性薬
効成分に代表される水に可溶性の物質の水溶液；油分、
香料及びビタミンＡ、Ｂ２、Ｄ、Ｅ等の脂溶性物質の０
’／ Ｗ ’ｍ乳化物や懸濁液などが挙げられるが、
特□に限定されるものではなく、種々の目的に応じて選
択□ざＪする。当然のことながら上記成分は目的に応じ
て適当に組合せて用いら□れても□よい。The aqueous substances that can be encapsulated in macrocapsules using the mer of the present invention include pure water, lower alcohols such as methanol, ethanol, and isopropanol, ethylene glycol, propylene glycol, glycerin, and 1,3-butylene. One or more types of iH derived from polyhydric alcohols such as glycol, sorbitol, and glucose, alone or in combination with water; sodium chloride, 1 cum sodium carbonate, sodium cum phosphate, sodium dihydrogen phosphate, rtC
Inorganic salts such as thorium acid, acids such as hydrochloric acid, phosphoric acid, and acetic acid, bases such as sodium hydroxide, calcium hydroxide, and aqueous ammonia, vitamins such as vitamins C and H, and enzymes such as calatase, urease, and lipase. Aqueous solutions of water-soluble substances such as water-soluble medicinal ingredients; oils,
0 of fat-soluble substances such as fragrances and vitamins A, B2, D, and E
' / W 'm emulsions and suspensions, etc.
It is not limited to any particular □, and can be selected according to various purposes. Naturally, the above components may be used in appropriate combinations depending on the purpose.
本発明のマー１″□クロカプセル中の前記水性液体の内
包量は、カプセル全体に対して１０〜９５重量％であり
、更（ご好まルくは４０〜９５重景％である。内包量が
１０重■％より少ないとカプセルを化粧料等の中に配置
台した場合水性液体の量カー少ないため、内容物の□持
□つ有用性を十分発揮す杷ことが困難になり、一方、９
５′！″量％を越えるとカプセル皮膜の強度が著しく低
下し、弱い外力により容易にカプセル破壊′＃τ生じる
可能性らあることから実用には適さない。 □
本発明のマイクロカプセルの壁膜となる物質としては、
前記免面重合法、Ｉｎ ５ｉｔｕ重合法、液中乾燥法に
使用できるものならば良く、例えば、ポリカニボネート
、ポリスルボネート、ポリエステル、ポリウレタン、ポ
リアミド、ポリイソシアネート、ポリ原素等の縮合系１
合体、オレフィン、メチレンＪ酢酸ビニル、塩化ビニル
、塩化ビニリデン、ビ□ニルエステル、ビ丑ルエーテル
、アクリル酸エステル、メタクリル酸エステル等やアク
リロニトリル、メタアクリロニトリルおよびこれらの誘
導体等、更に天然ゴム、塩花ゴム、ヒルロース誘導体等
□の天然高分□子又はその加工物などが上げられる。
□
本発明のマイクロカプセルの粒子径は、凡そ２μｍ〜４
ｍｍのものが好ましい。カプセル粒子径が２μｍより小
ざいと、マイクロカプセル自体は形成し得るが内包量が
少なくなるため、使用時に内包物本来の有□用性が十誉
発揮できないことになり、士な４ｍｍより大きいとマイ
ク旧カプセル膜の形成が困難になったり、形成きれたと
しても非常に微弱なものとなる恐れが大きい。The amount of the aqueous liquid contained in the capsule of the present invention is 10 to 95% by weight, preferably 40 to 95% by weight, based on the entire capsule. If the amount is less than 10% by weight, when the capsule is placed in a cosmetic product, the amount of aqueous liquid will be small, making it difficult to retain the contents and fully utilize the usefulness. 9
5′! If the amount exceeds 1%, the strength of the capsule film will decrease significantly and the capsule may easily break due to weak external force, so it is not suitable for practical use. □ Substance that forms the wall of the microcapsule of the present invention as,
Any material can be used as long as it can be used in the above-mentioned surface polymerization method, in-5itu polymerization method, and submerged drying method, such as condensation systems 1 such as polycanibonate, polysulfonate, polyester, polyurethane, polyamide, polyisocyanate, polyelement, etc.
Coalescence, olefin, methylene J vinyl acetate, vinyl chloride, vinylidene chloride, vinyl ester, vinyl ether, acrylic ester, methacrylic ester, etc., acrylonitrile, methacrylonitrile and derivatives thereof, etc., as well as natural rubber, salt flower rubber, Examples include natural polymers such as hillulose derivatives, and processed products thereof.
□ The particle size of the microcapsules of the present invention is approximately 2 μm to 4 μm.
mm is preferable. If the capsule particle size is smaller than 2 μm, the microcapsule itself can be formed, but the amount of encapsulation will be small, and the inherent usefulness of the encapsulated material will not be fully demonstrated during use. There is a great possibility that it will be difficult to form the old microphone capsule membrane, or that even if it is formed, it will be extremely weak.
［発明の効果］ ′
本発明の製造□法に紅いては、□乳化分散剤として機能
する有機変性粘土鉱物が粉末であることから、水性液体
粒子あ集合、量着及び合一が全く見られず、また生成し
たカプセルの分離、洗；）が極めて容易であり□、ざら
に緻蕾な壁膜を形成することから熱的にも機械的にも安
定性が高いという利点を有しており、一般のマイクロカ
プセルの製造法として工業上有用性の高いものである。[Effects of the invention] ′ In the manufacturing method of the present invention, since the organically modified clay mineral that functions as an emulsifying and dispersing agent is in the form of powder, aggregation, deposition, and coalescence of aqueous liquid particles are not observed at all. It also has the advantage of being extremely easy to separate and wash the capsules produced, and that it is highly stable both thermally and mechanically as it forms a rough and dense wall film. This method is highly useful industrially as a general method for producing microcapsules.
特に、液状及びゼリー状の化粧ｖＩとして利用する場合
に、同−剤型内でも芯物質である水性液体の種類を替え
ることにより、様々な感触を付与するマイクロカプセル
を製造でざる点で極めて有益である。In particular, when used as a liquid or jelly cosmetic VI, it is extremely useful in that microcapsules with various textures can be produced by changing the type of aqueous liquid that is the core substance even within the same dosage form. It is.
［実施例コ
以下に実施例を挙げて本発明を更に具体的に説明するが
、本発明はこれらに限定されるものではない。[Example] The present invention will be explained in more detail with reference to Examples below, but the present invention is not limited thereto.
実施例１
ジエチレントリアミン３０ｇと炭酸ナトリウム４０ｇを
溶かした水溶液３００ｍ１に等ｈｆの水を加えた後、ベ
ントン−３８をＷ１０型分１１文剤として３０ｇ含有し
たクロロホルム−シクロヘキサン混合溶液（体積比で１
： ３ ） ３０００ｍｌに加え、スリーワンモータ
ーで撹拌し１．Ｗ２Ｏ型の乳化分散物を作った。撹拌力
は分散滴のサイズが０．５〜１ｍｍの大さ・ざになるよ
うに加減し、温度は常に室温で行った。続いて、撹拌を
止めずに上記乳化分散物に、３０ｇのテレフタル酸クロ
リドを溶かしたクロロホルムーシクロノ＼キサン混合ｉ
ｆｆ ？ｆりを加えた。この結果、分４Ｂ２水滴表面で
テレフタル酸クロリドとジエチレントリアミン間に重縮
合が起こり、ポリジエチレンフタルアミド膜が生成して
水滴がカブビル化された。Example 1 After adding equal hf of water to 300 ml of an aqueous solution in which 30 g of diethylenetriamine and 40 g of sodium carbonate were dissolved, a chloroform-cyclohexane mixed solution containing 30 g of Bentone-38 as a W10 type part 11 agent (volume ratio: 1
: 3) Add to 3000ml and stir with a three-one motor. A W2O type emulsified dispersion was prepared. The stirring power was adjusted so that the size of the dispersed droplets was 0.5 to 1 mm, and the temperature was always kept at room temperature. Subsequently, without stopping stirring, chloroform-cyclono\xane mixture i in which 30 g of terephthalic acid chloride was dissolved was added to the above emulsified dispersion.
ff? Added f. As a result, polycondensation occurred between terephthalic acid chloride and diethylenetriamine on the surface of the 4B2 water droplet, a polydiethylene phthalamide film was formed, and the water droplet was turned into a cabbage.
このようにして得られたカプセルを遠心分ｉ；ｆ！ｆｆ
ｉ ＩｊＭで濾過と洗浄を数回性ない、ポリオキシエチ
レンラウリルエーテル（２０Ｅ Ｏ）により水中に移行
しカプセル分散水溶液を得た。The capsules thus obtained were centrifuged i;f! ff
i Filtered and washed several times with IjM and transferred to water with polyoxyethylene lauryl ether (20E 2 O) to obtain an aqueous capsule dispersion solution.
比較例Ｉ
Ｗ１０型分散剤にポリオキシエチレンオレイルエーテル
（２ＥＯ）を使用した以外は実施例１と同様の方法でカ
プセルの調製を行ったところ、Ｗ１０型分散物にテレフ
タル酸クロリド溶液を添加した瞬間に分散水滴が合一し
、単一カプセルとしての回収が不可能であった。Comparative Example I Capsules were prepared in the same manner as in Example 1 except that polyoxyethylene oleyl ether (2EO) was used as the W10 dispersion. The dispersed water droplets coalesced, making it impossible to collect them as a single capsule.
実施例２
モンモリロナイトと塩化ジステアリルジメチルアンモニ
ウムとの反応により生成した有機変性粘度鉱物の０．５
ｇとエピコート８２８のＬｏｇを含んだキシレン１００
ｍｐ’ｐに、１０ｇテトラエチレンペンタアミン及び０
．１ｇビタミンＣを溶かした水溶液４０ｍ１を添加し、
ホモミキサーにより５０００ｒｐｍで１０分間乳化して
Ｗ１０型エマルションを得た。次いで液温を３０℃に調
整してスリーワンモーターの８００ｒｐｍで３０分間撹
拌し、ざらに６０℃で６時間撹拌して重合反応を終了さ
せた後、生成したカプセルの洗浄を行った。この結果、
ビタミンＣ水溶液を内包する平均粒径２５μｍ、のエポ
キシ樹脂カプセルを得た。Example 2 0.5 of an organically modified clay mineral produced by the reaction of montmorillonite and distearyldimethylammonium chloride
xylene 100 containing the Log of g and Epicote 828
mp'p, 10 g tetraethylenepentamine and 0
．． Add 40ml of an aqueous solution containing 1g of vitamin C,
The mixture was emulsified using a homomixer at 5000 rpm for 10 minutes to obtain a W10 type emulsion. Next, the liquid temperature was adjusted to 30° C., and the mixture was stirred for 30 minutes at 800 rpm using a three-one motor, and roughly stirred at 60° C. for 6 hours to complete the polymerization reaction, and then the produced capsules were washed. As a result,
Epoxy resin capsules containing an aqueous vitamin C solution and having an average particle size of 25 μm were obtained.
実施例３、比較例２
４ｇのポリスチレンと１ｇのベントン−２７を含有した
４０ｍ１のメチレンクロライド中に、１ｇのグルコース
を含む１２ｍ１の水溶液をホモミキサーにより５０００
ｒｐｍで１０分間乳化してＷ２Ｏ型の第一次エマルショ
ンを得た。次にこの第一次エマルシコンをポリオギシエ
ヂレンソルビタンモノラウレ−！・（２０１ＥＣ））の
０．２％水溶ｉｆＲ３００ｍｌ中に添加し、スリーワン
モーターの５００ｒｐｍで５分間乳化した。続いて弱い
撹拌を行ないながら系の温度を４０℃に上昇し、２時間
その温度に維持してメヂレンクロライドを蒸発除去した
後、濾過して白色物質を得、た（実施例３）。また、上
記の実施例におけるベントン−２７に代えてソルビタン
モノオレー１・を用い、同様の方法で調製して白色物質
を得た（比較例２）。Example 3, Comparative Example 2 12 ml of an aqueous solution containing 1 g of glucose was added to 40 ml of methylene chloride containing 4 g of polystyrene and 1 g of bentone-27 using a homomixer for 5,000 g.
The mixture was emulsified at rpm for 10 minutes to obtain a W2O type primary emulsion. Next, use this primary emulsion as polyoxyethylene sorbitan monolaure! (201EC)) was added to 300 ml of 0.2% aqueous ifR, and emulsified for 5 minutes at 500 rpm using a three-one motor. Subsequently, the temperature of the system was raised to 40° C. with weak stirring and maintained at that temperature for 2 hours to evaporate and remove methylene chloride, followed by filtration to obtain a white substance (Example 3). Further, a white material was obtained by using sorbitan monoole 1 in place of bentone-27 in the above example and preparing in the same manner (Comparative Example 2).
各々の生成物を光学顕微鏡下で観察したところ、いずれ
も粒径が６０〜１００μｍの球状粒子が観察された。一
方、各々の生成物を濾過した際の濾液中に含まれるグル
コース量をアントロン−硫酸法により定量し、その結果
からカプセル化されたグルコースの割合（＝カプセル化
されたグルコースｆｆｉ／配合した全グルコース営）を
３回の繰返し実験を行ない調べたところ、実施例３では
いずれも９５％以上であるのに対し、比較例２では７０
％程度であり、ベントン−２７を使用することで内包量
を非常に高くすることかで苧た。比較例２でグルコース
のカプセル化比率が低いのは、再乳化の際Ｗ１０型エマ
ルションが破壊し、中空のポリスチレン球やポリスチレ
ンだけの球になるためであリ、これは光学顕微鏡下で球
状粒子をガラス板で挾み押しつぶした際、内包水溶液の
届出が見られなかったことから確認すれた。When each product was observed under an optical microscope, spherical particles with a particle size of 60 to 100 μm were observed. On the other hand, the amount of glucose contained in the filtrate when each product was filtered was determined by the anthrone-sulfuric acid method, and from the results, the ratio of encapsulated glucose (= encapsulated glucose ffi/total glucose blended) was determined. As a result of repeating the experiment three times, it was found that in Example 3, the percentage was 95% or more, whereas in Comparative Example 2, the percentage was 70% or more.
%, and by using Bentone-27, it was possible to increase the amount of encapsulation to a very high level. The reason why the glucose encapsulation ratio in Comparative Example 2 is low is that the W10 type emulsion is destroyed during re-emulsification, resulting in hollow polystyrene spheres or spheres made only of polystyrene. This was confirmed because no report of the encapsulated aqueous solution was found when the sample was crushed between glass plates.
実施例４
１０ｇのエチルセルロースと０．５ｇのベントン−３８
を含有したベンゼン１００ｍ１中に、０．１ｇのカタラ
ーゼを含有する水溶液２０ｍ１をホモミキサーにより
３０００ｒｐｍで１５分間乳化してＷ２Ｏ型の第一次エ
マルションを得た。次にこの第一次エマルションを、ｐ
１１６．６０℃の１％ゼラヂン水溶液８００ ｍｌ巾に
添加し、スリーワンモーターの５００ｒｐｍで５分間乳
化し、続いて弱い撹拌を行ないながら系の温度を８０℃
に上昇し、３時間その温度に維持してベンゼンを蒸発除
去してマイクロカプセルを形成させた。次いで、濾過に
よりマイクロカプセルを単離し、水洗して、カタラーゼ
水溶液を含有する平均粒径】５０μｍのマイクロカプセ
ルを得た。Example 4 10g ethylcellulose and 0.5g bentone-38
Using a homomixer, 20 ml of an aqueous solution containing 0.1 g of catalase was added to 100 ml of benzene containing
Emulsification was performed at 3000 rpm for 15 minutes to obtain a W2O type primary emulsion. Next, this primary emulsion was
116. Add to 800 ml of 1% aqueous geladine solution at 60°C, emulsify for 5 minutes at 500 rpm using a three-one motor, and then raise the temperature of the system to 80°C with gentle stirring.
and maintained at that temperature for 3 hours to evaporate the benzene and form microcapsules. Next, the microcapsules were isolated by filtration and washed with water to obtain microcapsules containing an aqueous catalase solution with an average particle size of 50 μm.
Claims (1)
程を経てマイクロカプセルを製造する方法において、水
性液体の乳化分散剤として有機変性粘土鉱物を使用する
ことを特徴とする、水性液体を内包するマイクロカプセ
ルの製造法。A method for manufacturing microcapsules through a step of emulsifying and dispersing an aqueous liquid in an organic medium that is immiscible with water, characterized in that an organically modified clay mineral is used as an emulsifying and dispersing agent for the aqueous liquid, and the aqueous liquid is encapsulated therein. Method for manufacturing microcapsules.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP61020527A JPS62180743A (en) | 1986-02-01 | 1986-02-01 | Production of microcapsule encapsulating aqueous liquid |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP61020527A JPS62180743A (en) | 1986-02-01 | 1986-02-01 | Production of microcapsule encapsulating aqueous liquid |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS62180743A true JPS62180743A (en) | 1987-08-08 |
| JPH0468019B2 JPH0468019B2 (en) | 1992-10-30 |
Family
ID=12029627
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP61020527A Granted JPS62180743A (en) | 1986-02-01 | 1986-02-01 | Production of microcapsule encapsulating aqueous liquid |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS62180743A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2004538354A (en) * | 2001-08-15 | 2004-12-24 | ビーエーエスエフ アクチェンゲゼルシャフト | Microcapsule dispersion |
| FR2930434A1 (en) * | 2008-04-25 | 2009-10-30 | Courtage Et De Diffusion Codif | Use of organophilic clay as a dispersant in the preparation of self-gelling mask compositions for cosmetic purposes |
-
1986
- 1986-02-01 JP JP61020527A patent/JPS62180743A/en active Granted
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2004538354A (en) * | 2001-08-15 | 2004-12-24 | ビーエーエスエフ アクチェンゲゼルシャフト | Microcapsule dispersion |
| FR2930434A1 (en) * | 2008-04-25 | 2009-10-30 | Courtage Et De Diffusion Codif | Use of organophilic clay as a dispersant in the preparation of self-gelling mask compositions for cosmetic purposes |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0468019B2 (en) | 1992-10-30 |
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