NL8420199A - Werkwijze voor het vervaardigen van mikrocapsules. - Google Patents

Werkwijze voor het vervaardigen van mikrocapsules. Download PDF

Info

Publication number: NL8420199A
Authority: NL; Netherlands
Prior art keywords: water; acid; parts; acrylic; soluble polymer
Prior art date: 1983-07-28

Application number

NL8420199A

Other languages

English (en)

Dutch (nl)

Original Assignee

Mitsui Toatsu Chemicals

Priority date (The priority date 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 date listed.)

1983-07-28

Filing date

1984-07-27

Publication date

1985-06-03

1983-07-28 Priority claimed from JP58136871A external-priority patent/JPS6028819A/ja

1984-04-11 Priority claimed from JP59070959A external-priority patent/JPS60216838A/ja

1984-06-27 Priority claimed from JP59130867A external-priority patent/JPH0659402B2/ja

1984-07-27 Application filed by Mitsui Toatsu Chemicals filed Critical Mitsui Toatsu Chemicals

1985-06-03 Publication of NL8420199A publication Critical patent/NL8420199A/nl

Links

239000003094 microcapsule Substances 0.000 title claims description 129
238000000034 method Methods 0.000 title claims description 54
238000004519 manufacturing process Methods 0.000 title claims description 28
239000002002 slurry Substances 0.000 claims description 66
239000007864 aqueous solution Substances 0.000 claims description 63
-1 acrylic nitrile Chemical class 0.000 claims description 43
229920003169 water-soluble polymer Polymers 0.000 claims description 41
125000000129 anionic group Chemical group 0.000 claims description 37
229920001577 copolymer Polymers 0.000 claims description 34
239000000047 product Substances 0.000 claims description 33
239000000178 monomer Substances 0.000 claims description 32
NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 29
229920000877 Melamine resin Polymers 0.000 claims description 28
230000008569 process Effects 0.000 claims description 24
239000007859 condensation product Substances 0.000 claims description 22
239000000126 substance Substances 0.000 claims description 20
SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 15
238000000576 coating method Methods 0.000 claims description 15
IVJISJACKSSFGE-UHFFFAOYSA-N formaldehyde;1,3,5-triazine-2,4,6-triamine Chemical group O=C.NC1=NC(N)=NC(N)=N1 IVJISJACKSSFGE-UHFFFAOYSA-N 0.000 claims description 15
238000006243 chemical reaction Methods 0.000 claims description 14
239000002253 acid Substances 0.000 claims description 13
MBHRHUJRKGNOKX-UHFFFAOYSA-N [(4,6-diamino-1,3,5-triazin-2-yl)amino]methanol Chemical class NC1=NC(N)=NC(NCO)=N1 MBHRHUJRKGNOKX-UHFFFAOYSA-N 0.000 claims description 12
239000011248 coating agent Substances 0.000 claims description 12
239000000463 material Substances 0.000 claims description 12
230000002209 hydrophobic effect Effects 0.000 claims description 11
238000006068 polycondensation reaction Methods 0.000 claims description 11
XHZPRMZZQOIPDS-UHFFFAOYSA-N 2-Methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid Chemical compound OS(=O)(=O)CC(C)(C)NC(=O)C=C XHZPRMZZQOIPDS-UHFFFAOYSA-N 0.000 claims description 10
CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 9
230000002378 acidificating effect Effects 0.000 claims description 9
229920000536 2-Acrylamido-2-methylpropane sulfonic acid Polymers 0.000 claims description 8
150000003839 salts Chemical class 0.000 claims description 7
239000007858 starting material Substances 0.000 claims description 6
239000012736 aqueous medium Substances 0.000 claims description 3
150000002825 nitriles Chemical class 0.000 claims description 2
239000003607 modifier Substances 0.000 claims 1
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 78
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 54
239000000203 mixture Substances 0.000 description 51
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 48
239000000243 solution Substances 0.000 description 45
239000011162 core material Substances 0.000 description 41
239000000839 emulsion Substances 0.000 description 36
239000007787 solid Substances 0.000 description 36
229960004279 formaldehyde Drugs 0.000 description 28
238000003756 stirring Methods 0.000 description 28
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 24
239000000123 paper Substances 0.000 description 24
239000010408 film Substances 0.000 description 22
239000006185 dispersion Substances 0.000 description 20
235000019256 formaldehyde Nutrition 0.000 description 20
238000006116 polymerization reaction Methods 0.000 description 17
229920000642 polymer Polymers 0.000 description 16
230000000052 comparative effect Effects 0.000 description 14
229920001807 Urea-formaldehyde Polymers 0.000 description 13
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 12
239000004202 carbamide Substances 0.000 description 12
238000005538 encapsulation Methods 0.000 description 12
229920005989 resin Polymers 0.000 description 12
239000011347 resin Substances 0.000 description 12
239000007788 liquid Substances 0.000 description 11
230000015572 biosynthetic process Effects 0.000 description 9
150000001875 compounds Chemical class 0.000 description 9
238000009833 condensation Methods 0.000 description 9
230000005494 condensation Effects 0.000 description 9
239000002245 particle Substances 0.000 description 9
LIZLYZVAYZQVPG-UHFFFAOYSA-N (3-bromo-2-fluorophenyl)methanol Chemical compound OCC1=CC=CC(Br)=C1F LIZLYZVAYZQVPG-UHFFFAOYSA-N 0.000 description 8
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 8
NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 8
GNPWYHFXSMINJQ-UHFFFAOYSA-N 1,2-dimethyl-3-(1-phenylethyl)benzene Chemical compound C=1C=CC(C)=C(C)C=1C(C)C1=CC=CC=C1 GNPWYHFXSMINJQ-UHFFFAOYSA-N 0.000 description 7
GZCGUPFRVQAUEE-SLPGGIOYSA-N aldehydo-D-glucose Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C=O GZCGUPFRVQAUEE-SLPGGIOYSA-N 0.000 description 7
238000002360 preparation method Methods 0.000 description 7
238000010526 radical polymerization reaction Methods 0.000 description 7
GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 7
VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 6
235000011114 ammonium hydroxide Nutrition 0.000 description 6
ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 description 6
JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 6
ODGAOXROABLFNM-UHFFFAOYSA-N polynoxylin Chemical compound O=C.NC(N)=O ODGAOXROABLFNM-UHFFFAOYSA-N 0.000 description 6
239000002775 capsule Substances 0.000 description 5
239000003054 catalyst Substances 0.000 description 5
238000005354 coacervation Methods 0.000 description 5
238000010438 heat treatment Methods 0.000 description 5
WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 5
229960001755 resorcinol Drugs 0.000 description 5
238000012360 testing method Methods 0.000 description 5
108010010803 Gelatin Proteins 0.000 description 4
VGGLHLAESQEWCR-UHFFFAOYSA-N N-(hydroxymethyl)urea Chemical compound NC(=O)NCO VGGLHLAESQEWCR-UHFFFAOYSA-N 0.000 description 4
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 4
230000015271 coagulation Effects 0.000 description 4
238000005345 coagulation Methods 0.000 description 4
239000008199 coating composition Substances 0.000 description 4
238000001816 cooling Methods 0.000 description 4
239000000975 dye Substances 0.000 description 4
238000004945 emulsification Methods 0.000 description 4
239000000499 gel Substances 0.000 description 4
239000008273 gelatin Substances 0.000 description 4
229920000159 gelatin Polymers 0.000 description 4
235000019322 gelatine Nutrition 0.000 description 4
235000011852 gelatine desserts Nutrition 0.000 description 4
XMYQHJDBLRZMLW-UHFFFAOYSA-N methanolamine Chemical class NCO XMYQHJDBLRZMLW-UHFFFAOYSA-N 0.000 description 4
239000000843 powder Substances 0.000 description 4
239000011541 reaction mixture Substances 0.000 description 4
239000002904 solvent Substances 0.000 description 4
150000003460 sulfonic acids Chemical class 0.000 description 4
YJTKZCDBKVTVBY-UHFFFAOYSA-N 1,3-Diphenylbenzene Chemical group C1=CC=CC=C1C1=CC=CC(C=2C=CC=CC=2)=C1 YJTKZCDBKVTVBY-UHFFFAOYSA-N 0.000 description 3
AGBXYHCHUYARJY-UHFFFAOYSA-N 2-phenylethenesulfonic acid Chemical compound OS(=O)(=O)C=CC1=CC=CC=C1 AGBXYHCHUYARJY-UHFFFAOYSA-N 0.000 description 3
PYSRRFNXTXNWCD-UHFFFAOYSA-N 3-(2-phenylethenyl)furan-2,5-dione Chemical compound O=C1OC(=O)C(C=CC=2C=CC=CC=2)=C1 PYSRRFNXTXNWCD-UHFFFAOYSA-N 0.000 description 3
NYUTUWAFOUJLKI-UHFFFAOYSA-N 3-prop-2-enoyloxypropane-1-sulfonic acid Chemical compound OS(=O)(=O)CCCOC(=O)C=C NYUTUWAFOUJLKI-UHFFFAOYSA-N 0.000 description 3
HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 3
CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 3
NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 3
229920002125 Sokalan® Polymers 0.000 description 3
229920000147 Styrene maleic anhydride Polymers 0.000 description 3
238000005054 agglomeration Methods 0.000 description 3
230000002776 aggregation Effects 0.000 description 3
150000001412 amines Chemical class 0.000 description 3
229910001870 ammonium persulfate Inorganic materials 0.000 description 3
229920006318 anionic polymer Polymers 0.000 description 3
239000002585 base Substances 0.000 description 3
239000003153 chemical reaction reagent Substances 0.000 description 3
KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
239000000470 constituent Substances 0.000 description 3
239000008367 deionised water Substances 0.000 description 3
229910021641 deionized water Inorganic materials 0.000 description 3
238000011161 development Methods 0.000 description 3
238000009826 distribution Methods 0.000 description 3
230000006872 improvement Effects 0.000 description 3
238000011065 in-situ storage Methods 0.000 description 3
238000002156 mixing Methods 0.000 description 3
239000004584 polyacrylic acid Substances 0.000 description 3
239000002243 precursor Substances 0.000 description 3
229920002554 vinyl polymer Polymers 0.000 description 3
OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 description 2
GQTFHSAAODFMHB-UHFFFAOYSA-N 2-prop-2-enoyloxyethanesulfonic acid Chemical compound OS(=O)(=O)CCOC(=O)C=C GQTFHSAAODFMHB-UHFFFAOYSA-N 0.000 description 2
ASHGTJPOSUFTGB-UHFFFAOYSA-N 3-methoxyphenol Chemical compound COC1=CC=CC(O)=C1 ASHGTJPOSUFTGB-UHFFFAOYSA-N 0.000 description 2
GZVHEAJQGPRDLQ-UHFFFAOYSA-N 6-phenyl-1,3,5-triazine-2,4-diamine Chemical compound NC1=NC(N)=NC(C=2C=CC=CC=2)=N1 GZVHEAJQGPRDLQ-UHFFFAOYSA-N 0.000 description 2
229920002134 Carboxymethyl cellulose Polymers 0.000 description 2
RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 description 2
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 2
ZQISRDCJNBUVMM-YFKPBYRVSA-N L-histidinol Chemical compound OC[C@@H](N)CC1=CNC=N1 ZQISRDCJNBUVMM-YFKPBYRVSA-N 0.000 description 2
239000004640 Melamine resin Substances 0.000 description 2
DTAFLBZLAZYRDX-UHFFFAOYSA-N OOOOOO Chemical compound OOOOOO DTAFLBZLAZYRDX-UHFFFAOYSA-N 0.000 description 2
CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 description 2
229920002472 Starch Polymers 0.000 description 2
LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 2
150000007513 acids Chemical class 0.000 description 2
WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
125000005250 alkyl acrylate group Chemical group 0.000 description 2
125000002947 alkylene group Chemical group 0.000 description 2
229910000147 aluminium phosphate Inorganic materials 0.000 description 2
150000003863 ammonium salts Chemical class 0.000 description 2
229920001448 anionic polyelectrolyte Polymers 0.000 description 2
125000003118 aryl group Chemical group 0.000 description 2
WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 2
238000009835 boiling Methods 0.000 description 2
239000001768 carboxy methyl cellulose Substances 0.000 description 2
235000010948 carboxy methyl cellulose Nutrition 0.000 description 2
239000008112 carboxymethyl-cellulose Substances 0.000 description 2
239000003638 chemical reducing agent Substances 0.000 description 2
238000004040 coloring Methods 0.000 description 2
238000007334 copolymerization reaction Methods 0.000 description 2
238000007865 diluting Methods 0.000 description 2
POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
238000001035 drying Methods 0.000 description 2
150000002148 esters Chemical class 0.000 description 2
239000008098 formaldehyde solution Substances 0.000 description 2
HANVTCGOAROXMV-UHFFFAOYSA-N formaldehyde;1,3,5-triazine-2,4,6-triamine;urea Chemical compound O=C.NC(N)=O.NC1=NC(N)=NC(N)=N1 HANVTCGOAROXMV-UHFFFAOYSA-N 0.000 description 2
230000036541 health Effects 0.000 description 2
239000004973 liquid crystal related substance Substances 0.000 description 2
239000011344 liquid material Substances 0.000 description 2
GYVGXEWAOAAJEU-UHFFFAOYSA-N n,n,4-trimethylaniline Chemical compound CN(C)C1=CC=C(C)C=C1 GYVGXEWAOAAJEU-UHFFFAOYSA-N 0.000 description 2
LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 2
QUBQYFYWUJJAAK-UHFFFAOYSA-N oxymethurea Chemical compound OCNC(=O)NCO QUBQYFYWUJJAAK-UHFFFAOYSA-N 0.000 description 2
239000002304 perfume Substances 0.000 description 2
XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
229920002451 polyvinyl alcohol Polymers 0.000 description 2
WQGWDDDVZFFDIG-UHFFFAOYSA-N pyrogallol Chemical compound OC1=CC=CC(O)=C1O WQGWDDDVZFFDIG-UHFFFAOYSA-N 0.000 description 2
150000003242 quaternary ammonium salts Chemical class 0.000 description 2
230000009467 reduction Effects 0.000 description 2
229910052708 sodium Inorganic materials 0.000 description 2
239000011734 sodium Substances 0.000 description 2
229940079827 sodium hydrogen sulfite Drugs 0.000 description 2
235000010267 sodium hydrogen sulphite Nutrition 0.000 description 2
GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 2
239000003381 stabilizer Substances 0.000 description 2
230000003068 static effect Effects 0.000 description 2
239000004094 surface-active agent Substances 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
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 description 1
PEXNXOXCZLFQAO-ODZAUARKSA-N (z)-but-2-enedioic acid;ethenyl acetate Chemical compound CC(=O)OC=C.OC(=O)\C=C/C(O)=O PEXNXOXCZLFQAO-ODZAUARKSA-N 0.000 description 1
QTKIQLNGOKOPOE-UHFFFAOYSA-N 1,1'-biphenyl;propane Chemical group CCC.C1=CC=CC=C1C1=CC=CC=C1 QTKIQLNGOKOPOE-UHFFFAOYSA-N 0.000 description 1
JQCVPZXMGXKNOD-UHFFFAOYSA-N 1,2-dibenzylbenzene Chemical class C=1C=CC=C(CC=2C=CC=CC=2)C=1CC1=CC=CC=C1 JQCVPZXMGXKNOD-UHFFFAOYSA-N 0.000 description 1
ZLPXFBBKYQYQEA-UHFFFAOYSA-N 1-(prop-2-enoylamino)ethanesulfonic acid Chemical compound OS(=O)(=O)C(C)NC(=O)C=C ZLPXFBBKYQYQEA-UHFFFAOYSA-N 0.000 description 1
IAUGBVWVWDTCJV-UHFFFAOYSA-N 1-(prop-2-enoylamino)propane-1-sulfonic acid Chemical compound CCC(S(O)(=O)=O)NC(=O)C=C IAUGBVWVWDTCJV-UHFFFAOYSA-N 0.000 description 1
LUOPFCDZQGKIDO-UHFFFAOYSA-N 2-(hydroxymethyl)prop-2-enamide Chemical compound NC(=O)C(=C)CO LUOPFCDZQGKIDO-UHFFFAOYSA-N 0.000 description 1
YQSVYZPYIXAYND-UHFFFAOYSA-N 2-(prop-2-enoylamino)butane-1-sulfonic acid Chemical compound OS(=O)(=O)CC(CC)NC(=O)C=C YQSVYZPYIXAYND-UHFFFAOYSA-N 0.000 description 1
WNZQDUSMALZDQF-UHFFFAOYSA-N 2-benzofuran-1(3H)-one Chemical class C1=CC=C2C(=O)OCC2=C1 WNZQDUSMALZDQF-UHFFFAOYSA-N 0.000 description 1
KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 description 1
PHCOGQWRHWLVKP-UHFFFAOYSA-N 2-sulfoprop-2-enoic acid Chemical class OC(=O)C(=C)S(O)(=O)=O PHCOGQWRHWLVKP-UHFFFAOYSA-N 0.000 description 1
OVLUPENPJWGSFZ-UHFFFAOYSA-N 3-acetyloxypropane-1-sulfonic acid Chemical compound CC(=O)OCCCS(O)(=O)=O OVLUPENPJWGSFZ-UHFFFAOYSA-N 0.000 description 1
OPRCENGOKJIGQF-UHFFFAOYSA-N 4-prop-2-enoyloxybutane-1-sulfonic acid Chemical compound OS(=O)(=O)CCCCOC(=O)C=C OPRCENGOKJIGQF-UHFFFAOYSA-N 0.000 description 1
244000215068 Acacia senegal Species 0.000 description 1
NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
241000251468 Actinopterygii Species 0.000 description 1
QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
239000005711 Benzoic acid Substances 0.000 description 1
239000004342 Benzoyl peroxide Substances 0.000 description 1
OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
OJRUSAPKCPIVBY-KQYNXXCUSA-N C1=NC2=C(N=C(N=C2N1[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(CP(=O)(O)O)O)O)O)I)N Chemical compound C1=NC2=C(N=C(N=C2N1[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(CP(=O)(O)O)O)O)O)I)N OJRUSAPKCPIVBY-KQYNXXCUSA-N 0.000 description 1
229920002307 Dextran Polymers 0.000 description 1
MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 description 1
IMROMDMJAWUWLK-UHFFFAOYSA-N Ethenol Chemical compound OC=C IMROMDMJAWUWLK-UHFFFAOYSA-N 0.000 description 1
229920000084 Gum arabic Polymers 0.000 description 1
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical class Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 1
238000012696 Interfacial polycondensation Methods 0.000 description 1
239000005639 Lauric acid Substances 0.000 description 1
JLTDJTHDQAWBAV-UHFFFAOYSA-N N,N-dimethylaniline Chemical compound CN(C)C1=CC=CC=C1 JLTDJTHDQAWBAV-UHFFFAOYSA-N 0.000 description 1
KUGRPPRAQNPSQD-UHFFFAOYSA-N OOOOO Chemical compound OOOOO KUGRPPRAQNPSQD-UHFFFAOYSA-N 0.000 description 1
239000004952 Polyamide Substances 0.000 description 1
239000004372 Polyvinyl alcohol Substances 0.000 description 1
OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
229910000831 Steel Inorganic materials 0.000 description 1
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical class OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
ZKURGBYDCVNWKH-UHFFFAOYSA-N [3,7-bis(dimethylamino)phenothiazin-10-yl]-phenylmethanone Chemical compound C12=CC=C(N(C)C)C=C2SC2=CC(N(C)C)=CC=C2N1C(=O)C1=CC=CC=C1 ZKURGBYDCVNWKH-UHFFFAOYSA-N 0.000 description 1
239000000205 acacia gum Substances 0.000 description 1
235000010489 acacia gum Nutrition 0.000 description 1
125000002252 acyl group Chemical group 0.000 description 1
239000000853 adhesive Substances 0.000 description 1
230000001070 adhesive effect Effects 0.000 description 1
239000001361 adipic acid Substances 0.000 description 1
235000011037 adipic acid Nutrition 0.000 description 1
239000003905 agrochemical Substances 0.000 description 1
125000001931 aliphatic group Chemical group 0.000 description 1
150000001447 alkali salts Chemical class 0.000 description 1
150000004996 alkyl benzenes Chemical class 0.000 description 1
SHGAZHPCJJPHSC-YCNIQYBTSA-N all-trans-retinoic acid Chemical compound OC(=O)\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C SHGAZHPCJJPHSC-YCNIQYBTSA-N 0.000 description 1
229910021529 ammonia Inorganic materials 0.000 description 1
235000019270 ammonium chloride Nutrition 0.000 description 1
235000010233 benzoic acid Nutrition 0.000 description 1
125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 description 1
235000019400 benzoyl peroxide Nutrition 0.000 description 1
239000011230 binding agent Substances 0.000 description 1
LLEMOWNGBBNAJR-UHFFFAOYSA-N biphenyl-2-ol Chemical compound OC1=CC=CC=C1C1=CC=CC=C1 LLEMOWNGBBNAJR-UHFFFAOYSA-N 0.000 description 1
BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 description 1
229920002678 cellulose Polymers 0.000 description 1
239000001913 cellulose Substances 0.000 description 1
230000008859 change Effects 0.000 description 1
239000003795 chemical substances by application Substances 0.000 description 1
235000015165 citric acid Nutrition 0.000 description 1
239000011362 coarse particle Substances 0.000 description 1
229940125758 compound 15 Drugs 0.000 description 1
238000004132 cross linking Methods 0.000 description 1
239000013078 crystal Substances 0.000 description 1
230000006378 damage Effects 0.000 description 1
230000001419 dependent effect Effects 0.000 description 1
230000008021 deposition Effects 0.000 description 1
238000004090 dissolution Methods 0.000 description 1
239000003814 drug Substances 0.000 description 1
230000000694 effects Effects 0.000 description 1
RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
238000006266 etherification reaction Methods 0.000 description 1
235000013305 food Nutrition 0.000 description 1
238000005227 gel permeation chromatography Methods 0.000 description 1
238000001879 gelation Methods 0.000 description 1
239000012456 homogeneous solution Substances 0.000 description 1
229920001519 homopolymer Polymers 0.000 description 1
150000002432 hydroperoxides Chemical class 0.000 description 1
YAMHXTCMCPHKLN-UHFFFAOYSA-N imidazolidin-2-one Chemical compound O=C1NCCN1 YAMHXTCMCPHKLN-UHFFFAOYSA-N 0.000 description 1
238000010348 incorporation Methods 0.000 description 1
239000003112 inhibitor Substances 0.000 description 1
239000000976 ink Substances 0.000 description 1
230000003993 interaction Effects 0.000 description 1
238000012690 ionic polymerization Methods 0.000 description 1
JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
230000001788 irregular Effects 0.000 description 1
PXZQEOJJUGGUIB-UHFFFAOYSA-N isoindolin-1-one Chemical class C1=CC=C2C(=O)NCC2=C1 PXZQEOJJUGGUIB-UHFFFAOYSA-N 0.000 description 1
150000002596 lactones Chemical class 0.000 description 1
239000011976 maleic acid Substances 0.000 description 1
229940091868 melamine Drugs 0.000 description 1
238000002844 melting Methods 0.000 description 1
230000008018 melting Effects 0.000 description 1
FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 description 1
125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 1
244000005700 microbiome Species 0.000 description 1
LNOPIUAQISRISI-UHFFFAOYSA-N n'-hydroxy-2-propan-2-ylsulfonylethanimidamide Chemical compound CC(C)S(=O)(=O)CC(N)=NO LNOPIUAQISRISI-UHFFFAOYSA-N 0.000 description 1
239000012299 nitrogen atmosphere Substances 0.000 description 1
229910017464 nitrogen compound Inorganic materials 0.000 description 1
150000002830 nitrogen compounds Chemical class 0.000 description 1
OIPPWFOQEKKFEE-UHFFFAOYSA-N orcinol Chemical compound CC1=CC(O)=CC(O)=C1 OIPPWFOQEKKFEE-UHFFFAOYSA-N 0.000 description 1
150000001451 organic peroxides Chemical class 0.000 description 1
229950005308 oxymethurea Drugs 0.000 description 1
238000010979 pH adjustment Methods 0.000 description 1
239000012188 paraffin wax Substances 0.000 description 1
LQPLDXQVILYOOL-UHFFFAOYSA-I pentasodium;2-[bis[2-[bis(carboxylatomethyl)amino]ethyl]amino]acetate Chemical compound [Na+].[Na+].[Na+].[Na+].[Na+].[O-]C(=O)CN(CC([O-])=O)CCN(CC(=O)[O-])CCN(CC([O-])=O)CC([O-])=O LQPLDXQVILYOOL-UHFFFAOYSA-I 0.000 description 1
150000004965 peroxy acids Chemical class 0.000 description 1
JRKICGRDRMAZLK-UHFFFAOYSA-L persulfate group Chemical group S(=O)(=O)([O-])OOS(=O)(=O)[O-] JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 description 1
238000005191 phase separation Methods 0.000 description 1
239000005011 phenolic resin Substances 0.000 description 1
229920001568 phenolic resin Polymers 0.000 description 1
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
229920002647 polyamide Polymers 0.000 description 1
239000002685 polymerization catalyst Substances 0.000 description 1
239000003505 polymerization initiator Substances 0.000 description 1
230000000379 polymerizing effect Effects 0.000 description 1
229910052700 potassium Inorganic materials 0.000 description 1
USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 1
QXJKBPAVAHBARF-UHFFFAOYSA-N procymidone Chemical compound O=C1C2(C)CC2(C)C(=O)N1C1=CC(Cl)=CC(Cl)=C1 QXJKBPAVAHBARF-UHFFFAOYSA-N 0.000 description 1
230000001737 promoting effect Effects 0.000 description 1
IBGXDQCATAOYOE-UHFFFAOYSA-N prop-2-enoyloxymethanesulfonic acid Chemical compound OS(=O)(=O)COC(=O)C=C IBGXDQCATAOYOE-UHFFFAOYSA-N 0.000 description 1
229940079877 pyrogallol Drugs 0.000 description 1
230000005855 radiation Effects 0.000 description 1
229910000029 sodium carbonate Inorganic materials 0.000 description 1
235000010265 sodium sulphite Nutrition 0.000 description 1
MNCGMVDMOKPCSQ-UHFFFAOYSA-M sodium;2-phenylethenesulfonate Chemical compound [Na+].[O-]S(=O)(=O)C=CC1=CC=CC=C1 MNCGMVDMOKPCSQ-UHFFFAOYSA-M 0.000 description 1
238000001694 spray drying Methods 0.000 description 1
239000008107 starch Substances 0.000 description 1
235000019698 starch Nutrition 0.000 description 1
239000010959 steel Substances 0.000 description 1
125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 description 1
125000004964 sulfoalkyl group Chemical group 0.000 description 1
239000000725 suspension Substances 0.000 description 1
229920001897 terpolymer Polymers 0.000 description 1
TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 description 1
238000012719 thermal polymerization Methods 0.000 description 1
239000010409 thin film Substances 0.000 description 1
VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
238000012546 transfer Methods 0.000 description 1
229940045136 urea Drugs 0.000 description 1
229940100445 wheat starch Drugs 0.000 description 1

Classifications

- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J13/00—Colloid chemistry, e.g. the production of colloidal materials or their solutions, not otherwise provided for; Making microcapsules or microballoons
- B01J13/02—Making microcapsules or microballoons
- 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
- B01J13/18—In situ polymerisation with all reactants being present in the same phase
- B—PERFORMING OPERATIONS; TRANSPORTING
- B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
- B41M—PRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
- B41M5/00—Duplicating or marking methods; Sheet materials for use therein
- B41M5/124—Duplicating or marking methods; Sheet materials for use therein using pressure to make a masked colour visible, e.g. to make a coloured support visible, to create an opaque or transparent pattern, or to form colour by uniting colour-forming components
- B41M5/165—Duplicating or marking methods; Sheet materials for use therein using pressure to make a masked colour visible, e.g. to make a coloured support visible, to create an opaque or transparent pattern, or to form colour by uniting colour-forming components characterised by the use of microcapsules; Special solvents for incorporating the ingredients
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S428/00—Stock material or miscellaneous articles
- Y10S428/914—Transfer or decalcomania
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
- Y10T428/2982—Particulate matter [e.g., sphere, flake, etc.]
- Y10T428/2984—Microcapsule with fluid core [includes liposome]
- Y10T428/2985—Solid-walled microcapsule from synthetic polymer

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Dispersion Chemistry (AREA)
Chemical Kinetics & Catalysis (AREA)
Manufacturing Of Micro-Capsules (AREA)
Color Printing (AREA)

NL8420199A 1983-07-28 1984-07-27 Werkwijze voor het vervaardigen van mikrocapsules. NL8420199A (nl)

Applications Claiming Priority (8)

Application Number	Priority Date	Filing Date	Title
JP13687183		1983-07-28
JP58136871A JPS6028819A (ja)	1983-07-28	1983-07-28	マイクロカプセルの製造方法
JP7095984		1984-04-11
JP59070959A JPS60216838A (ja)	1984-04-11	1984-04-11	マイクロカプセルの製造方法
JP59130867A JPH0659402B2 (ja)	1984-06-27	1984-06-27	マイクロカプセルの製造方法
JP13086784		1984-06-27
JP8400382		1984-07-27
PCT/JP1984/000382 WO1985000535A1 (fr)	1983-07-28	1984-07-27	Procede de production de micro-capsules

Publications (1)

Publication Number	Publication Date
NL8420199A true NL8420199A (nl)	1985-06-03

Family

ID=27300488

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
NL8420199A NL8420199A (nl)	1983-07-28	1984-07-27	Werkwijze voor het vervaardigen van mikrocapsules.

Country Status (11)

Country	Link
US (2)	US4574110A (fr)
EP (1)	EP0133295B1 (fr)
KR (1)	KR880002539B1 (fr)
AU (1)	AU561634B2 (fr)
BR (1)	BR8406993A (fr)
CA (1)	CA1237240A (fr)
CH (1)	CH664906A5 (fr)
DE (3)	DE3448113C2 (fr)
GB (1)	GB2144755B (fr)
NL (1)	NL8420199A (fr)
WO (1)	WO1985000535A1 (fr)

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JPS6125635A (ja) *	1984-07-16	1986-02-04	Mitsubishi Paper Mills Ltd	微小カプセルの製法
US5142389A (en) *	1985-03-01	1992-08-25	Manchester R & D Limited Partnership	Liquid crystal color display and method
US5107352A (en) *	1985-03-01	1992-04-21	Manchester R & D Partnership	Multiple containment mediums of operationally nematic liquid crystal responsive to a prescribed input
US5168380A (en) *	1985-03-01	1992-12-01	Manchester R & D Partnership An Ohio Limited Partnership	Multiple containment mediums of operationally nematic liquid crystal responsive to a prescribed input
US5208686A (en) *	1985-03-01	1993-05-04	Manchester R&D Partnership	Liquid crystal color display and method
US5345322A (en) *	1985-03-01	1994-09-06	Manchester R&D Limited Partnership	Complementary color liquid crystal display
US4677003A (en) *	1985-04-30	1987-06-30	Rohm And Haas Company	Microsuspension process for preparing solvent core sequential polymer dispersion
US4753759A (en) *	1985-06-26	1988-06-28	Sakura Color Products Corp.	Microcapsule manufacture
JPH0611396B2 (ja) *	1985-07-17	1994-02-16	日本製紙株式会社	微小カプセルの製造方法
JPS6297638A (ja) *	1985-10-25	1987-05-07	Kanzaki Paper Mfg Co Ltd	マイクロカプセルの製造方法
JPS63268777A (ja) *	1987-04-25	1988-11-07	Kanzaki Paper Mfg Co Ltd	マイクロカプセルインキ組成物
JP2634836B2 (ja) *	1988-01-29	1997-07-30	大王製紙株式会社	マイクロカプセルの製造方法
EP0330453A1 (fr) *	1988-02-26	1989-08-30	Minnesota Mining And Manufacturing Company	Composition pour le traitement du cuir chevelu
US5069831A (en) *	1988-12-22	1991-12-03	The Mead Corporation	Method for separation of microcapsules and preparation of printing inks
JP2502146B2 (ja) *	1989-04-12	1996-05-29	日本製紙株式会社	微小カプセルの製造方法
US5204185A (en) *	1990-12-11	1993-04-20	The Standard Register Company	Microencapsulation process using melamine-formaldehyde and microcapsules produced thereby
US5268130A (en) *	1990-12-20	1993-12-07	The Standard Register Company	Melamine formaldehyde microencapsulation in aqueous solutions containing high concentrations of organic solvent
JP2677460B2 (ja) *	1991-02-14	1997-11-17	日本ペイント株式会社	アルカリ現像性感光性樹脂組成物
US5733561A (en) *	1991-06-12	1998-03-31	Mitsui Toatsu Chemicals, Incorporated	Insecticide composition and production process thereof
JPH04364101A (ja) *	1991-06-12	1992-12-16	Mitsui Toatsu Chem Inc	殺虫組成物及びその製造方法
JP3104394B2 (ja) *	1992-05-13	2000-10-30	日本製紙株式会社	微小カプセルの製造方法
EP2283821A1 (fr) *	1993-11-19	2011-02-16	Alkermes, Inc.	Préparation des microparticules biodégradables contenant un agent biologiquement actif
US5650173A (en) *	1993-11-19	1997-07-22	Alkermes Controlled Therapeutics Inc. Ii	Preparation of biodegradable microparticles containing a biologically active agent
EP0750899A3 (fr) *	1995-06-30	1998-05-20	Shiseido Company Limited	Agent émulsionnant ou agent solubilisant qui est composé du polyélectrolyte amphiphile soluble dans l'eau et composition émulsifié le contenant ou composition solubilisé le contenant et cosmétique émulsifié le contenant ou cosmétique solubilisé le contenant
US5814579A (en) *	1996-08-06	1998-09-29	The Standard Register Company	Multicolor printing system
DE10000223A1 (de) *	2000-01-05	2001-07-12	Basf Ag	Mikrokapselzubereitungen und Mikrokapseln enthaltende Wasch- und Reinigungsmittel
KR100471465B1 (ko) *	2002-03-15	2005-03-09	(주)동양유지	피혁용 염료의 제조 방법
JP2008534694A (ja) *	2005-03-31	2008-08-28	株式会社日本触媒	（メタ）アクリル酸系共重合体、その製造方法およびその用途
US9186642B2 (en)	2010-04-28	2015-11-17	The Procter & Gamble Company	Delivery particle
US9993793B2 (en)	2010-04-28	2018-06-12	The Procter & Gamble Company	Delivery particles
WO2012074588A2 (fr)	2010-08-30	2012-06-07	President And Fellows Of Harvard College	Libération contrôlée par cisaillement pour lésions sténosées et traitements thrombolytiques
EP2694016B2 (fr)	2011-04-07	2025-03-19	The Procter & Gamble Company	Compositions de shampooing à dépôt accru de microcapsules de polyacrylate
MX2013010981A (es)	2011-04-07	2013-10-30	Procter & Gamble	Composiciones acondicionadoras con deposito mejorado de microcapsulas de poliacrilato.
JP6283607B2 (ja)	2011-04-07	2018-02-21	ザプロクターアンドギャンブルカンパニー	ポリアクリレートマイクロカプセルの堆積が増大されたパーソナルクレンジング組成物
EP3246969B1 (fr)	2016-05-17	2018-12-12	Samsung SDI Co., Ltd.	Séparateur pour batterie rechargeable et batterie rechargeable au lithium l'incluant
US12398348B2 (en)	2020-10-16	2025-08-26	The Procter & Gamble Company	Consumer product compositions comprising a population of encapsulates
JP2023543578A (ja)	2020-10-16	2023-10-17	ザプロクターアンドギャンブルカンパニー	少なくとも２つの封入体集団を有する消費者製品組成物
US12486478B2 (en)	2020-10-16	2025-12-02	The Procter & Gamble Company	Consumer products comprising delivery particles with high core:wall ratios
CN116712942B (zh) *	2023-04-25	2024-08-13	湖北三峡实验室	一种热致可逆多段变色微胶囊及其制备方法
CN116554855B (zh) *	2023-05-22	2024-12-06	武汉中科先进材料科技有限公司	一种阳离子改性密胺树脂温致变色微胶囊及其制备方法

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US3705053A (en) *	1971-04-16	1972-12-05	Rohm & Haas	Highly absorbent bonded nonwoven fabrics
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JPS5425277A (en) *	1977-07-27	1979-02-26	Fuji Photo Film Co Ltd	Method of producing microcapsule
JPS54107881A (en) *	1978-02-14	1979-08-24	Fuji Photo Film Co Ltd	Preparation of minute capsule
US4230810A (en) *	1979-05-07	1980-10-28	The Goodyear Tire & Rubber Company	Method of preparing resin
DE2940786A1 (de) *	1979-10-08	1981-04-16	Basf Ag, 6700 Ludwigshafen	Verfahren zur herstellung von mikrokapseln
JPS5681131A (en) *	1979-12-05	1981-07-02	Mitsubishi Paper Mills Ltd	Production of microcapsule
GB2073132B (en) *	1980-04-08	1983-12-14	Wiggins Teape Group Ltd	Production of microcapsules
DE3035375A1 (de) *	1980-09-19	1982-05-06	Röhm GmbH, 6100 Darmstadt	Emulgiermittelfreie waessrige kunststoffdispersion
JPS5814942A (ja) *	1981-07-17	1983-01-28	Jujo Paper Co Ltd	微小カプセルの製造方法
JPS58112041A (ja) *	1981-12-24	1983-07-04	Jujo Paper Co Ltd	微小カプセルの製造方法
DE3220384A1 (de) *	1982-05-29	1983-12-01	Hoechst Ag, 6230 Frankfurt	Waessrige kunststoffdispersion auf basis eines copolymers von olefinisch ungesaettigten verbindungen

1984
- 1984-07-24 US US06/633,960 patent/US4574110A/en not_active Expired - Lifetime
- 1984-07-25 AU AU31128/84A patent/AU561634B2/en not_active Ceased
- 1984-07-25 CA CA000459644A patent/CA1237240A/fr not_active Expired
- 1984-07-26 EP EP84108857A patent/EP0133295B1/fr not_active Expired
- 1984-07-27 BR BR8406993A patent/BR8406993A/pt not_active IP Right Cessation
- 1984-07-27 GB GB08419236A patent/GB2144755B/en not_active Expired
- 1984-07-27 NL NL8420199A patent/NL8420199A/nl not_active Application Discontinuation
- 1984-07-27 DE DE3448113A patent/DE3448113C2/de not_active Expired - Lifetime
- 1984-07-27 CH CH1538/85A patent/CH664906A5/de not_active IP Right Cessation
- 1984-07-27 DE DE19843490348 patent/DE3490348T/de active Pending
- 1984-07-27 DE DE3490348A patent/DE3490348C2/de not_active Expired - Lifetime
- 1984-07-27 WO PCT/JP1984/000382 patent/WO1985000535A1/fr not_active Ceased
- 1984-07-28 KR KR1019840004500A patent/KR880002539B1/ko not_active Expired
1991
- 1991-01-25 US US07/646,454 patent/US5118756A/en not_active Expired - Fee Related

Also Published As

Publication number	Publication date
EP0133295A2 (fr)	1985-02-20
CA1237240A (fr)	1988-05-24
DE3490348T (de)	1985-08-22
WO1985000535A1 (fr)	1985-02-14
DE3448113C2 (fr)	1991-05-08
DE3490348C2 (fr)	1990-02-15
GB8419236D0 (en)	1984-08-30
KR850001019A (ko)	1985-03-14
KR880002539B1 (ko)	1988-11-29
GB2144755B (en)	1986-10-01
CH664906A5 (de)	1988-04-15
GB2144755A (en)	1985-03-13
EP0133295B1 (fr)	1987-10-07
US4574110A (en)	1986-03-04
BR8406993A (pt)	1985-07-02
US5118756A (en)	1992-06-02
AU3112884A (en)	1985-01-31
AU561634B2 (en)	1987-05-14
EP0133295A3 (en)	1985-07-03

Legal Events

Date	Code	Title
1985-06-03	A1A	A request for search or an international-type search has been filed
1985-07-01	BB	A search report has been drawn up
1991-04-02	BC	A request for examination has been filed
1994-03-01	BV	The patent application has lapsed

Publication	Publication Date	Title
NL8420199A (nl)	1985-06-03	Werkwijze voor het vervaardigen van mikrocapsules.
US4450123A (en)	1984-05-22	Process for producing microcapsules
US4356109A (en)	1982-10-26	Method for preparing microcapsules
EP0186516A2 (fr)	1986-07-02	Composition de couchage aqueuse contenant des microcapsules et matériel d'enregistrement ou de copie fabriqué à partir de cette composition
JPH01194939A (ja)	1989-08-04	マイクロカプセルの製造方法
US4413843A (en)	1983-11-08	Microcapsules, method for their production and pressure sensitive copying sheet
US5068067A (en)	1991-11-26	Emulsifier for microcapsules, microcapsules using said emulsifier and process for producing such microcapsules, and non-carbon pressure-sensitive copying paper using said microcapsules
JPH028774B2 (fr)	1990-02-27
JPS6111138A (ja)	1986-01-18	マイクロカプセルの製造方法
JPH0551339B2 (fr)	1993-08-02
JPH0375213B2 (fr)	1991-11-29
JP2675594B2 (ja)	1997-11-12	マイクロカプセル製造用乳化剤、該乳化剤を用いてなるマイクロカプセル及びその製造方法並びに該マイクロカプセルを用いたノーカーボン感圧複写紙
JPH0553538B2 (fr)	1993-08-10
JP2981498B2 (ja)	1999-11-22	マイクロカプセル用乳化剤、該乳化剤を用いてなるマイクロカプセル及びその製造方法並びに該マイクロカプセルを用いたノーカーボン感圧複写紙
JPH0453584B2 (fr)	1992-08-27
JPH0547259B2 (fr)	1993-07-16
JP2675618B2 (ja)	1997-11-12	マイクロカプセル製造用乳化剤、該乳化剤を用いてなるマイクロカプセル及びその製造方法並びに該マイクロカプセルを用いたノーカーボン感圧複写紙
JP2865311B2 (ja)	1999-03-08	マイクロカプセル用の乳化剤、該乳化剤を用いてなるマイクロカプセル及びその製造方法並びに該マイクロカプセルを用いたノーカーボン感圧複写紙
JP2825526B2 (ja)	1998-11-18	マイクロカプセル用乳化剤、該乳化剤を用いてなるマイクロカプセル及びその製造方法
JPH01164433A (ja)	1989-06-28	マイクロカプセルの製造方法
JP2002264499A (ja)	2002-09-18	感圧複写紙用マイクロカプセルの製造方法
JPH0459932B2 (fr)	1992-09-24
JPS61192586A (ja)	1986-08-27	マイクロカプセル支持体
JPH01130727A (ja)	1989-05-23	マイクロカプセルの製造方法
JPS61151271A (ja)	1986-07-09	マイクロカプセルを含有する水性塗液