JPH0570498B2 - - Google Patents
Info
- Publication number
- JPH0570498B2 JPH0570498B2 JP63323210A JP32321088A JPH0570498B2 JP H0570498 B2 JPH0570498 B2 JP H0570498B2 JP 63323210 A JP63323210 A JP 63323210A JP 32321088 A JP32321088 A JP 32321088A JP H0570498 B2 JPH0570498 B2 JP H0570498B2
- Authority
- JP
- Japan
- Prior art keywords
- water
- melamine
- formaldehyde precondensate
- soluble
- precondensate
- 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.)
- Expired - Fee Related
Links
- 239000002775 capsule Substances 0.000 claims abstract description 63
- 238000000034 method Methods 0.000 claims abstract description 57
- IVJISJACKSSFGE-UHFFFAOYSA-N formaldehyde;1,3,5-triazine-2,4,6-triamine Chemical class O=C.NC1=NC(N)=NC(N)=N1 IVJISJACKSSFGE-UHFFFAOYSA-N 0.000 claims abstract description 56
- 239000006185 dispersion Substances 0.000 claims abstract description 47
- 239000003094 microcapsule Substances 0.000 claims abstract description 33
- 239000003921 oil Substances 0.000 claims abstract description 30
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 30
- 230000002209 hydrophobic effect Effects 0.000 claims abstract description 17
- 238000003756 stirring Methods 0.000 claims abstract description 17
- 239000000126 substance Substances 0.000 claims abstract description 17
- 150000001767 cationic compounds Chemical class 0.000 claims abstract description 9
- 238000004519 manufacturing process Methods 0.000 claims abstract description 9
- 239000012736 aqueous medium Substances 0.000 claims abstract description 8
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 33
- -1 anionic sulfonated melamine/formaldehyde Chemical class 0.000 claims description 24
- 238000006243 chemical reaction Methods 0.000 claims description 23
- 239000000123 paper Substances 0.000 claims description 21
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical group OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 13
- 239000003795 chemical substances by application Substances 0.000 claims description 10
- 239000000203 mixture Substances 0.000 claims description 9
- 125000002091 cationic group Chemical group 0.000 claims description 8
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical group NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 claims description 8
- 150000007974 melamines Chemical class 0.000 claims description 6
- 239000002904 solvent Substances 0.000 claims description 6
- 239000002270 dispersing agent Substances 0.000 claims description 5
- ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical compound NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 claims description 4
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Natural products NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 4
- 229920001807 Urea-formaldehyde Polymers 0.000 claims description 4
- 239000003205 fragrance Substances 0.000 claims description 4
- 239000003973 paint Substances 0.000 claims description 4
- 239000000049 pigment Substances 0.000 claims description 4
- ODGAOXROABLFNM-UHFFFAOYSA-N polynoxylin Chemical compound O=C.NC(N)=O ODGAOXROABLFNM-UHFFFAOYSA-N 0.000 claims description 4
- 239000003381 stabilizer Substances 0.000 claims description 4
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea group Chemical group NC(=S)N UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 claims description 4
- VZXTWGWHSMCWGA-UHFFFAOYSA-N 1,3,5-triazine-2,4-diamine Chemical compound NC1=NC=NC(N)=N1 VZXTWGWHSMCWGA-UHFFFAOYSA-N 0.000 claims description 3
- 239000000853 adhesive Substances 0.000 claims description 3
- 230000001070 adhesive effect Effects 0.000 claims description 3
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- QGBSISYHAICWAH-UHFFFAOYSA-N dicyandiamide Chemical compound NC(N)=NC#N QGBSISYHAICWAH-UHFFFAOYSA-N 0.000 claims description 3
- 239000004973 liquid crystal related substance Substances 0.000 claims description 3
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical group C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 claims description 2
- IXJJELULBDAIMY-UHFFFAOYSA-N 1,2,5,6-tetrahydrotriazine Chemical group C1CC=NNN1 IXJJELULBDAIMY-UHFFFAOYSA-N 0.000 claims description 2
- BDPPZSFVSOBOIX-UHFFFAOYSA-N 6-nonyl-1,3,5-triazine-2,4-diamine Chemical compound CCCCCCCCCC1=NC(N)=NC(N)=N1 BDPPZSFVSOBOIX-UHFFFAOYSA-N 0.000 claims 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 claims description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims description 2
- XZMCDFZZKTWFGF-UHFFFAOYSA-N Cyanamide Chemical compound NC#N XZMCDFZZKTWFGF-UHFFFAOYSA-N 0.000 claims description 2
- 241000238631 Hexapoda Species 0.000 claims description 2
- CHJJGSNFBQVOTG-UHFFFAOYSA-N N-methyl-guanidine Natural products CNC(N)=N CHJJGSNFBQVOTG-UHFFFAOYSA-N 0.000 claims description 2
- 239000008346 aqueous phase Substances 0.000 claims description 2
- 239000012459 cleaning agent Substances 0.000 claims description 2
- SWSQBOPZIKWTGO-UHFFFAOYSA-N dimethylaminoamidine Natural products CN(C)C(N)=N SWSQBOPZIKWTGO-UHFFFAOYSA-N 0.000 claims description 2
- 239000000417 fungicide Substances 0.000 claims description 2
- ARZLUCYKIWYSHR-UHFFFAOYSA-N hydroxymethoxymethanol Chemical group OCOCO ARZLUCYKIWYSHR-UHFFFAOYSA-N 0.000 claims description 2
- 239000000411 inducer Substances 0.000 claims description 2
- 239000002917 insecticide Substances 0.000 claims description 2
- 230000002452 interceptive effect Effects 0.000 claims description 2
- 239000000314 lubricant Substances 0.000 claims description 2
- 235000015097 nutrients Nutrition 0.000 claims description 2
- 239000011814 protection agent Substances 0.000 claims description 2
- 235000013599 spices Nutrition 0.000 claims description 2
- 235000013343 vitamin Nutrition 0.000 claims description 2
- 239000011782 vitamin Substances 0.000 claims description 2
- 229940088594 vitamin Drugs 0.000 claims description 2
- 229930003231 vitamin Natural products 0.000 claims description 2
- 238000007796 conventional method Methods 0.000 claims 1
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 claims 1
- 230000008569 process Effects 0.000 abstract description 12
- 150000001875 compounds Chemical class 0.000 abstract description 6
- 125000000129 anionic group Chemical group 0.000 abstract description 5
- 239000000243 solution Substances 0.000 description 21
- 239000000376 reactant Substances 0.000 description 19
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 14
- 239000002245 particle Substances 0.000 description 14
- 239000007864 aqueous solution Substances 0.000 description 13
- 230000015572 biosynthetic process Effects 0.000 description 12
- 238000009826 distribution Methods 0.000 description 11
- 239000000047 product Substances 0.000 description 11
- 239000002253 acid Substances 0.000 description 10
- 239000000839 emulsion Substances 0.000 description 10
- 238000006482 condensation reaction Methods 0.000 description 9
- 239000012528 membrane Substances 0.000 description 9
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 8
- 229910052799 carbon Inorganic materials 0.000 description 8
- 238000005538 encapsulation Methods 0.000 description 8
- 230000003993 interaction Effects 0.000 description 8
- 239000000843 powder Substances 0.000 description 8
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 7
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 7
- 230000008901 benefit Effects 0.000 description 7
- 235000019253 formic acid Nutrition 0.000 description 7
- 239000000976 ink Substances 0.000 description 7
- 239000000463 material Substances 0.000 description 7
- 229920000642 polymer Polymers 0.000 description 7
- 235000011114 ammonium hydroxide Nutrition 0.000 description 6
- 239000012429 reaction media Substances 0.000 description 6
- 238000001694 spray drying Methods 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
- 230000002378 acidificating effect Effects 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 239000012071 phase Substances 0.000 description 5
- 229920005989 resin Polymers 0.000 description 5
- 239000011347 resin Substances 0.000 description 5
- 229920003169 water-soluble polymer Polymers 0.000 description 5
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- 150000001299 aldehydes Chemical class 0.000 description 4
- 239000012223 aqueous fraction Substances 0.000 description 4
- 239000011230 binding agent Substances 0.000 description 4
- 229920001577 copolymer Polymers 0.000 description 4
- 150000002596 lactones Chemical class 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 239000002609 medium Substances 0.000 description 4
- 238000001556 precipitation Methods 0.000 description 4
- 230000000087 stabilizing effect Effects 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 229920000877 Melamine resin Polymers 0.000 description 3
- 229920002873 Polyethylenimine Polymers 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 230000002411 adverse Effects 0.000 description 3
- 229920003180 amino resin Polymers 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Natural products N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 3
- 239000000908 ammonium hydroxide 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
- 238000009833 condensation Methods 0.000 description 3
- 230000005494 condensation Effects 0.000 description 3
- 239000000428 dust Substances 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 230000007935 neutral effect Effects 0.000 description 3
- 229920000620 organic polymer Polymers 0.000 description 3
- 238000010979 pH adjustment Methods 0.000 description 3
- 239000002244 precipitate Substances 0.000 description 3
- 239000007858 starting material Substances 0.000 description 3
- 241000196324 Embryophyta Species 0.000 description 2
- 239000004354 Hydroxyethyl cellulose Substances 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 239000004952 Polyamide Substances 0.000 description 2
- 241000220317 Rosa Species 0.000 description 2
- 229920002472 Starch Polymers 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 238000005054 agglomeration Methods 0.000 description 2
- 230000002776 aggregation Effects 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-N alpha-methacrylic acid Natural products CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 150000001450 anions Chemical class 0.000 description 2
- 239000003125 aqueous solvent Substances 0.000 description 2
- 239000007900 aqueous suspension Substances 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 235000013877 carbamide Nutrition 0.000 description 2
- 150000001768 cations Chemical class 0.000 description 2
- 238000005119 centrifugation Methods 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- 239000003086 colorant Substances 0.000 description 2
- 239000013065 commercial product Substances 0.000 description 2
- 239000007859 condensation product Substances 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- CZZYITDELCSZES-UHFFFAOYSA-N diphenylmethane Chemical compound C=1C=CC=CC=1CC1=CC=CC=C1 CZZYITDELCSZES-UHFFFAOYSA-N 0.000 description 2
- 238000004945 emulsification Methods 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 239000012943 hotmelt Substances 0.000 description 2
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 2
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical group O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 2
- 239000012188 paraffin wax Substances 0.000 description 2
- 229920001568 phenolic resin Polymers 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 229920002647 polyamide Polymers 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- 235000019698 starch Nutrition 0.000 description 2
- 239000000758 substrate Substances 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- 238000012546 transfer Methods 0.000 description 2
- 239000001993 wax Substances 0.000 description 2
- 230000037303 wrinkles Effects 0.000 description 2
- IAUKWGFWINVWKS-UHFFFAOYSA-N 1,2-di(propan-2-yl)naphthalene Chemical compound C1=CC=CC2=C(C(C)C)C(C(C)C)=CC=C21 IAUKWGFWINVWKS-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
- IXPNQXFRVYWDDI-UHFFFAOYSA-N 1-methyl-2,4-dioxo-1,3-diazinane-5-carboximidamide Chemical compound CN1CC(C(N)=N)C(=O)NC1=O IXPNQXFRVYWDDI-UHFFFAOYSA-N 0.000 description 1
- 229920000536 2-Acrylamido-2-methylpropane sulfonic acid Polymers 0.000 description 1
- 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 description 1
- KXGFMDJXCMQABM-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound [CH]OC1=CC=CC([CH])=C1O KXGFMDJXCMQABM-UHFFFAOYSA-N 0.000 description 1
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 1
- 229920002126 Acrylic acid copolymer Polymers 0.000 description 1
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 1
- KXDHJXZQYSOELW-UHFFFAOYSA-N Carbamic acid Chemical class NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 description 1
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical group COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 1
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 1
- 108010010803 Gelatin Proteins 0.000 description 1
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 description 1
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical group SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- FKNQFGJONOIPTF-UHFFFAOYSA-N Sodium cation Chemical compound [Na+] FKNQFGJONOIPTF-UHFFFAOYSA-N 0.000 description 1
- 238000003854 Surface Print Methods 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
- 239000003377 acid catalyst Substances 0.000 description 1
- 239000003929 acidic solution Substances 0.000 description 1
- 229920006322 acrylamide copolymer Polymers 0.000 description 1
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- 239000013543 active substance Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 235000011037 adipic acid Nutrition 0.000 description 1
- 150000001279 adipic acids Chemical class 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 235000010443 alginic acid Nutrition 0.000 description 1
- 239000000783 alginic acid Substances 0.000 description 1
- 229920000615 alginic acid Polymers 0.000 description 1
- 229960001126 alginic acid Drugs 0.000 description 1
- 150000004781 alginic acids Chemical class 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 125000002877 alkyl aryl group Chemical group 0.000 description 1
- 150000005215 alkyl ethers Chemical class 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 235000019270 ammonium chloride Nutrition 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 239000002199 base oil Substances 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- 150000004074 biphenyls Chemical class 0.000 description 1
- 230000000903 blocking effect Effects 0.000 description 1
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- 239000004203 carnauba wax Substances 0.000 description 1
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- 239000000969 carrier Substances 0.000 description 1
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- 239000004568 cement Substances 0.000 description 1
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- 125000004122 cyclic group Chemical group 0.000 description 1
- 150000001925 cycloalkenes Chemical class 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
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- 238000013461 design Methods 0.000 description 1
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- 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 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical class C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
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- 238000001914 filtration Methods 0.000 description 1
- 239000007850 fluorescent dye Substances 0.000 description 1
- SLGWESQGEUXWJQ-UHFFFAOYSA-N formaldehyde;phenol Chemical compound O=C.OC1=CC=CC=C1 SLGWESQGEUXWJQ-UHFFFAOYSA-N 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 239000008273 gelatin Substances 0.000 description 1
- 235000019322 gelatine Nutrition 0.000 description 1
- 235000011852 gelatine desserts Nutrition 0.000 description 1
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- 150000002357 guanidines Chemical class 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
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- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 125000004356 hydroxy functional group Chemical group O* 0.000 description 1
- YAMHXTCMCPHKLN-UHFFFAOYSA-N imidazolidin-2-one Chemical compound O=C1NCCN1 YAMHXTCMCPHKLN-UHFFFAOYSA-N 0.000 description 1
- 150000002462 imidazolines Chemical class 0.000 description 1
- 239000003350 kerosene Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229910021645 metal ion Inorganic materials 0.000 description 1
- 238000000386 microscopy Methods 0.000 description 1
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- 238000012986 modification Methods 0.000 description 1
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- 229920003986 novolac Polymers 0.000 description 1
- 230000009965 odorless effect Effects 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 229940083254 peripheral vasodilators imidazoline derivative Drugs 0.000 description 1
- 239000005011 phenolic resin Substances 0.000 description 1
- 150000002990 phenothiazines Chemical class 0.000 description 1
- 235000011007 phosphoric acid Nutrition 0.000 description 1
- 150000003016 phosphoric acids Chemical class 0.000 description 1
- 150000003022 phthalic acids Chemical class 0.000 description 1
- 125000005506 phthalide group Chemical group 0.000 description 1
- 239000011505 plaster Substances 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920000151 polyglycol Polymers 0.000 description 1
- 239000010695 polyglycol Substances 0.000 description 1
- 229920001228 polyisocyanate Polymers 0.000 description 1
- 239000005056 polyisocyanate Substances 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- UNYWISZSMFIKJI-UHFFFAOYSA-N prop-2-ene-1-sulfonamide Chemical compound NS(=O)(=O)CC=C UNYWISZSMFIKJI-UHFFFAOYSA-N 0.000 description 1
- 150000003222 pyridines Chemical class 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000004062 sedimentation Methods 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- 238000011172 small scale experimental method Methods 0.000 description 1
- 239000000661 sodium alginate Substances 0.000 description 1
- 235000010413 sodium alginate Nutrition 0.000 description 1
- 229940005550 sodium alginate Drugs 0.000 description 1
- 229910001415 sodium ion Inorganic materials 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
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- 239000008107 starch Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 229940124530 sulfonamide Drugs 0.000 description 1
- 125000001174 sulfone group Chemical group 0.000 description 1
- 125000000542 sulfonic acid group Chemical group 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- 150000003573 thiols Chemical class 0.000 description 1
- 150000003585 thioureas Chemical class 0.000 description 1
- 125000005590 trimellitic acid group Chemical group 0.000 description 1
- 150000003672 ureas Chemical class 0.000 description 1
- 238000011179 visual inspection Methods 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
- 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
- B01J13/20—After-treatment of capsule walls, e.g. hardening
-
- 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
- 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)
- Medicinal Preparation (AREA)
- Color Printing (AREA)
- Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE3743427A DE3743427C1 (en) | 1987-12-21 | 1987-12-21 | Process for the microencapsulation of hydrophobic oils, the microcapsules obtainable thereby and their use |
DE3743427.6 | 1987-12-21 | ||
DE3818712A DE3818712A1 (de) | 1988-06-01 | 1988-06-01 | Verfahren zur herstellung von mikrokapseln, die danach erhaeltlichen mikrokapseln und deren verwendung |
DE3818712.4 | 1988-06-01 |
Publications (2)
Publication Number | Publication Date |
---|---|
JPH024441A JPH024441A (ja) | 1990-01-09 |
JPH0570498B2 true JPH0570498B2 (US20110009641A1-20110113-C00256.png) | 1993-10-05 |
Family
ID=25863042
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP63323210A Granted JPH024441A (ja) | 1987-12-21 | 1988-12-21 | マイクロカプセルの製造方法、マイクロカプセル及びその使用 |
Country Status (14)
Families Citing this family (30)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE4006570C1 (US20110009641A1-20110113-C00256.png) * | 1990-03-02 | 1991-05-23 | Papierfabrik August Koehler Ag, 7602 Oberkirch, De | |
US5204185A (en) * | 1990-12-11 | 1993-04-20 | The Standard Register Company | Microencapsulation process using melamine-formaldehyde and microcapsules produced thereby |
JPH0632301A (ja) * | 1992-07-13 | 1994-02-08 | Snow Brand Milk Prod Co Ltd | 固液充填物の充填方法および充填装置 |
FR2742355B1 (fr) | 1995-12-14 | 1998-02-06 | Aimco Sa | Procede pour disperser de facon homogene au moins un reactif dans une matrice fluide et produits obtenus |
US5997900A (en) * | 1996-04-17 | 1999-12-07 | Wang; Taylor G. | Encapsulation system for the immunoisolation of living cells |
DE10000621A1 (de) * | 2000-01-10 | 2001-07-12 | Basf Ag | Niedrigviskose, formaldehydreduzierte Dispersionen von Mikrokapseln aus Melamin-Formaldehyd-Harzen |
ES2195979T3 (es) * | 2000-01-13 | 2003-12-16 | Kureha Chemical Ind Co Ltd | Microcapsulas de nucleo particulado con una capa de revestimiento laminar estable y procedimiento para su preparacion. |
JP3927358B2 (ja) * | 2000-09-01 | 2007-06-06 | トヨタ自動車株式会社 | 摺動部材用組成物 |
CA2435172A1 (en) * | 2001-01-18 | 2002-07-25 | Ik-Soo Chung | Biodegradable polyurethane capsules and manufacturing method thereof |
CN1326604C (zh) * | 2001-08-03 | 2007-07-18 | 马里普罗联合股份有限公司 | 囊封及相关技术的改进 |
KR20020023817A (ko) * | 2001-12-20 | 2002-03-29 | 이재식 | 마이크로캡슐향이 나는 유리(향기나는 유리) |
JP4632664B2 (ja) | 2002-02-13 | 2011-02-16 | デューク ユニバーシティ | 非ペプチド結合ストレス応答性ポリペプチドによる免疫応答の調節 |
GB0409570D0 (en) | 2004-04-29 | 2004-06-02 | Ciba Spec Chem Water Treat Ltd | Particulate compositions and their manufacture |
US20060024340A1 (en) * | 2004-07-30 | 2006-02-02 | Elder Stewart T | Encapsulated fluorescent whitening compositions for improved surface appearance |
KR20090079957A (ko) * | 2006-11-17 | 2009-07-22 | 시바 홀딩 인크 | 마이크로캡슐, 이의 용도 및 이의 제조방법 |
CN101678307A (zh) | 2007-06-12 | 2010-03-24 | 巴斯夫欧洲公司 | 微胶囊,它们的用途和它们的制造方法 |
CN103221070B (zh) | 2010-08-30 | 2019-07-12 | 哈佛大学校长及研究员协会 | 用于狭窄病变和溶解血栓疗法的切变控制释放 |
US9924720B2 (en) * | 2011-12-27 | 2018-03-27 | Rohm And Haas Company | Microcapsules |
ES2737975T3 (es) * | 2012-07-26 | 2020-01-17 | Koehler Se August Papierfabrik | Encapsulación de aceite aromático |
US9610228B2 (en) | 2013-10-11 | 2017-04-04 | International Flavors & Fragrances Inc. | Terpolymer-coated polymer encapsulated active material |
EP2865423B1 (en) | 2013-10-18 | 2020-03-04 | International Flavors & Fragrances Inc. | Hybrid fragrance encapsulate formulation and method for using the same |
CN104544069A (zh) * | 2014-12-31 | 2015-04-29 | 无限极(中国)有限公司 | 一种火麻仁油微胶囊的制备方法 |
WO2017004339A1 (en) * | 2015-06-30 | 2017-01-05 | The Procter & Gamble Company | Composition comprising multiple populations of microcapsules comprising perfume |
WO2017004338A1 (en) | 2015-06-30 | 2017-01-05 | The Procter & Gamble Company | Compositions containing multiple populations of microcapsules |
KR102371790B1 (ko) * | 2015-08-18 | 2022-03-07 | 마이크로텍 라보라토리즈, 인코포레이티드 | 저 잔류 유리 포름알데하이드 마이크로캡슐의 제조 방법 및 이를 이용하여 제조된 마이크로캡슐 |
CN108697591B (zh) | 2016-02-18 | 2022-06-17 | 国际香料和香精公司 | 聚脲胶囊组合物 |
EP3512625B1 (en) | 2016-09-16 | 2023-04-26 | International Flavors & Fragrances Inc. | Microcapsule compositions stabilized with viscosity control agents |
US20180085291A1 (en) | 2016-09-28 | 2018-03-29 | International Flavors & Fragrances Inc. | Microcapsule compositions containing amino silicone |
US20220071862A1 (en) | 2018-12-18 | 2022-03-10 | International Flavors & Fragrances Inc. | Microcapsule compositions |
US11788091B2 (en) | 2019-08-21 | 2023-10-17 | University Of Virginia Patent Foundation | Methods and compositions for diagnosing and treating prostate cancer based on long noncoding RNA overlapping the LCK gene that regulates prostate cancer cell growth |
Family Cites Families (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CH490889A (de) * | 1965-08-02 | 1970-05-31 | Ciba Geigy | Verfahren zur Einkapselung von in einer Flüssigkeit fein verteilter Substanz |
US3607775A (en) * | 1968-01-29 | 1971-09-21 | Ncr Co | Process for encapsulating minute particles by use of autogenously polymerizable capsule wall material |
CH540715A (de) * | 1970-05-26 | 1973-10-15 | Ciba Geigy Ag | Verfahren zur Einkapselung von in einer Flüssigkeit fein verteilter Substanz |
BE786307A (fr) * | 1971-07-16 | 1973-01-15 | Ciba Geigy | Procede d'encapsulation de substances finement dispersees dans un liquide selon le procede de condensation par atomisation |
JPS6023859B2 (ja) * | 1978-11-14 | 1985-06-10 | 神崎製紙株式会社 | マイクロカプセルの製造方法 |
DE2940786A1 (de) * | 1979-10-08 | 1981-04-16 | Basf Ag, 6700 Ludwigshafen | Verfahren zur herstellung von mikrokapseln |
US4396670A (en) * | 1980-04-08 | 1983-08-02 | The Wiggins Teape Group Limited | Process for the production of microcapsules |
ATE38337T1 (de) * | 1984-12-24 | 1988-11-15 | Koehler August Papierfab | Verfahren zur mikroverkapselung von oelen mit darin geloesten farbreaktionspartnern, danach hergestellte mikrokapseln und deren verwendung in farbreaktionsaufzeichnungssystemen. |
DE3532878A1 (de) * | 1985-09-14 | 1987-03-26 | Basf Ag | Kontinuierliches verfahren zur herstellung von mikrokapseln mit waenden aus melamin-formaldehydkondensaten in waessriger dispersion |
DE3709586C1 (de) * | 1987-03-24 | 1988-07-14 | Koehler August Papierfab | Verfahren zur Mikroverkapselung von hydrophoben OElen,die danach erhaeltlichen Mikrokapseln und deren Verwendung |
-
1988
- 1988-11-30 ES ES88119999T patent/ES2017536T5/es not_active Expired - Lifetime
- 1988-11-30 DE DE8888119999T patent/DE3860663D1/de not_active Expired - Fee Related
- 1988-11-30 EP EP88119999A patent/EP0321750B2/de not_active Expired - Lifetime
- 1988-11-30 AT AT88119999T patent/ATE56632T1/de not_active IP Right Cessation
- 1988-12-16 AU AU27028/88A patent/AU597518B2/en not_active Ceased
- 1988-12-16 US US07/285,506 patent/US5011634A/en not_active Expired - Lifetime
- 1988-12-19 IL IL88713A patent/IL88713A/xx unknown
- 1988-12-20 KR KR1019880017049A patent/KR920005937B1/ko not_active IP Right Cessation
- 1988-12-20 CA CA000586410A patent/CA1331436C/en not_active Expired - Fee Related
- 1988-12-21 BR BR888806862A patent/BR8806862A/pt unknown
- 1988-12-21 JP JP63323210A patent/JPH024441A/ja active Granted
-
1990
- 1990-09-20 GR GR90400318T patent/GR3001022T3/el unknown
-
1991
- 1991-01-17 SG SG21/91A patent/SG2191G/en unknown
- 1991-06-06 HK HK442/91A patent/HK44291A/xx not_active IP Right Cessation
Also Published As
Publication number | Publication date |
---|---|
SG2191G (en) | 1991-07-26 |
EP0321750A1 (de) | 1989-06-28 |
ES2017536B3 (es) | 1991-02-16 |
IL88713A0 (en) | 1989-07-31 |
AU597518B2 (en) | 1990-05-31 |
EP0321750B1 (de) | 1990-09-19 |
BR8806862A (pt) | 1989-08-29 |
CA1331436C (en) | 1994-08-16 |
AU2702888A (en) | 1989-07-06 |
IL88713A (en) | 1992-09-06 |
ATE56632T1 (de) | 1990-10-15 |
KR920005937B1 (ko) | 1992-07-25 |
KR890009458A (ko) | 1989-08-02 |
GR3001022T3 (en) | 1991-12-30 |
HK44291A (en) | 1991-06-14 |
EP0321750B2 (de) | 1993-03-24 |
JPH024441A (ja) | 1990-01-09 |
ES2017536T5 (es) | 1995-08-01 |
DE3860663D1 (de) | 1990-10-25 |
US5011634A (en) | 1991-04-30 |
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