JPH0128785B2 - - Google Patents
Info
- Publication number
- JPH0128785B2 JPH0128785B2 JP56086761A JP8676181A JPH0128785B2 JP H0128785 B2 JPH0128785 B2 JP H0128785B2 JP 56086761 A JP56086761 A JP 56086761A JP 8676181 A JP8676181 A JP 8676181A JP H0128785 B2 JPH0128785 B2 JP H0128785B2
- Authority
- JP
- Japan
- Prior art keywords
- parts
- liquid
- oil
- acylamino
- amines
- 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
Links
- 239000000203 mixture Substances 0.000 claims description 29
- -1 amine salts Chemical class 0.000 claims description 25
- 239000007788 liquid Substances 0.000 claims description 21
- 239000003086 colorant Substances 0.000 claims description 18
- 239000003921 oil Substances 0.000 claims description 14
- 235000019198 oils Nutrition 0.000 claims description 14
- 239000002253 acid Substances 0.000 claims description 11
- 239000000463 material Substances 0.000 claims description 11
- 239000000049 pigment Substances 0.000 claims description 11
- 239000000839 emulsion Substances 0.000 claims description 8
- 150000003862 amino acid derivatives Chemical class 0.000 claims description 6
- 150000002148 esters Chemical class 0.000 claims description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 6
- 239000002480 mineral oil Substances 0.000 claims description 3
- 235000015112 vegetable and seed oil Nutrition 0.000 claims description 3
- 239000008158 vegetable oil Substances 0.000 claims description 3
- 241001465754 Metazoa Species 0.000 claims description 2
- 239000010775 animal oil Substances 0.000 claims description 2
- 235000010446 mineral oil Nutrition 0.000 claims 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 9
- 238000004040 coloring Methods 0.000 description 9
- 238000007639 printing Methods 0.000 description 9
- 235000001014 amino acid Nutrition 0.000 description 7
- 239000003995 emulsifying agent Substances 0.000 description 7
- 229940057995 liquid paraffin Drugs 0.000 description 7
- 235000014113 dietary fatty acids Nutrition 0.000 description 6
- 229930195729 fatty acid Natural products 0.000 description 6
- 239000000194 fatty acid Substances 0.000 description 6
- 239000000976 ink Substances 0.000 description 6
- 150000001412 amines Chemical class 0.000 description 5
- 150000001413 amino acids Chemical class 0.000 description 5
- 238000003756 stirring Methods 0.000 description 5
- 241000047703 Nonion Species 0.000 description 4
- 125000004432 carbon atom Chemical group C* 0.000 description 4
- 239000003755 preservative agent Substances 0.000 description 4
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 3
- KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 description 3
- 239000004472 Lysine Substances 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 238000004945 emulsification Methods 0.000 description 3
- 239000001023 inorganic pigment Substances 0.000 description 3
- 235000018977 lysine Nutrition 0.000 description 3
- 230000002335 preservative effect Effects 0.000 description 3
- 229920006395 saturated elastomer Polymers 0.000 description 3
- PKGIJUSIJXTQFL-QFIPXVFZSA-N (4s)-5-(dibutylamino)-4-(dodecanoylamino)-5-oxopentanoic acid Chemical compound CCCCCCCCCCCC(=O)N[C@@H](CCC(O)=O)C(=O)N(CCCC)CCCC PKGIJUSIJXTQFL-QFIPXVFZSA-N 0.000 description 2
- WNWHHMBRJJOGFJ-UHFFFAOYSA-N 16-methylheptadecan-1-ol Chemical compound CC(C)CCCCCCCCCCCCCCCO WNWHHMBRJJOGFJ-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 2
- QNAYBMKLOCPYGJ-REOHCLBHSA-N L-alanine Chemical compound C[C@H](N)C(O)=O QNAYBMKLOCPYGJ-REOHCLBHSA-N 0.000 description 2
- 235000019484 Rapeseed oil Nutrition 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- 239000012190 activator Substances 0.000 description 2
- 125000002252 acyl group Chemical group 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 239000007798 antifreeze agent Substances 0.000 description 2
- WGQKYBSKWIADBV-UHFFFAOYSA-N benzylamine Chemical compound NCC1=CC=CC=C1 WGQKYBSKWIADBV-UHFFFAOYSA-N 0.000 description 2
- UCMIRNVEIXFBKS-UHFFFAOYSA-N beta-alanine Chemical compound NCCC(O)=O UCMIRNVEIXFBKS-UHFFFAOYSA-N 0.000 description 2
- HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 description 2
- PAFZNILMFXTMIY-UHFFFAOYSA-N cyclohexylamine Chemical compound NC1CCCCC1 PAFZNILMFXTMIY-UHFFFAOYSA-N 0.000 description 2
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 2
- PGLTVOMIXTUURA-UHFFFAOYSA-N iodoacetamide Chemical compound NC(=O)CI PGLTVOMIXTUURA-UHFFFAOYSA-N 0.000 description 2
- 239000003607 modifier Substances 0.000 description 2
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 2
- 239000004006 olive oil Substances 0.000 description 2
- 235000008390 olive oil Nutrition 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 2
- MTCFGRXMJLQNBG-REOHCLBHSA-N (2S)-2-Amino-3-hydroxypropansäure Chemical compound OC[C@H](N)C(O)=O MTCFGRXMJLQNBG-REOHCLBHSA-N 0.000 description 1
- CUNWUEBNSZSNRX-RKGWDQTMSA-N (2r,3r,4r,5s)-hexane-1,2,3,4,5,6-hexol;(z)-octadec-9-enoic acid Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO.OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO.CCCCCCCC\C=C/CCCCCCCC(O)=O.CCCCCCCC\C=C/CCCCCCCC(O)=O.CCCCCCCC\C=C/CCCCCCCC(O)=O CUNWUEBNSZSNRX-RKGWDQTMSA-N 0.000 description 1
- 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
- QGKMIGUHVLGJBR-UHFFFAOYSA-M (4z)-1-(3-methylbutyl)-4-[[1-(3-methylbutyl)quinolin-1-ium-4-yl]methylidene]quinoline;iodide Chemical compound [I-].C12=CC=CC=C2N(CCC(C)C)C=CC1=CC1=CC=[N+](CCC(C)C)C2=CC=CC=C12 QGKMIGUHVLGJBR-UHFFFAOYSA-M 0.000 description 1
- ZORQXIQZAOLNGE-UHFFFAOYSA-N 1,1-difluorocyclohexane Chemical compound FC1(F)CCCCC1 ZORQXIQZAOLNGE-UHFFFAOYSA-N 0.000 description 1
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 1
- WTHCRRXOPUNKAA-UHFFFAOYSA-N 16-methylheptadecan-1-amine Chemical compound CC(C)CCCCCCCCCCCCCCCN WTHCRRXOPUNKAA-UHFFFAOYSA-N 0.000 description 1
- IEKHISJGRIEHRE-UHFFFAOYSA-N 16-methylheptadecanoic acid;propan-2-ol;titanium Chemical compound [Ti].CC(C)O.CC(C)CCCCCCCCCCCCCCC(O)=O.CC(C)CCCCCCCCCCCCCCC(O)=O.CC(C)CCCCCCCCCCCCCCC(O)=O IEKHISJGRIEHRE-UHFFFAOYSA-N 0.000 description 1
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 1
- JQNJCQYNSLCFAC-UHFFFAOYSA-N 3-hydroxy-N-(2-methylphenyl)-4-[(2,4,5-trichlorophenyl)diazenyl]naphthalene-2-carboxamide Chemical compound CC1=CC=CC=C1NC(=O)C1=CC2=CC=CC=C2C(N=NC=2C(=CC(Cl)=C(Cl)C=2)Cl)=C1O JQNJCQYNSLCFAC-UHFFFAOYSA-N 0.000 description 1
- SLXKOJJOQWFEFD-UHFFFAOYSA-N 6-aminohexanoic acid Chemical compound NCCCCCC(O)=O SLXKOJJOQWFEFD-UHFFFAOYSA-N 0.000 description 1
- 241000251468 Actinopterygii Species 0.000 description 1
- 239000004475 Arginine Substances 0.000 description 1
- 241000195493 Cryptophyta Species 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 239000004606 Fillers/Extenders Substances 0.000 description 1
- WHUUTDBJXJRKMK-UHFFFAOYSA-N Glutamic acid Natural products OC(=O)C(N)CCC(O)=O WHUUTDBJXJRKMK-UHFFFAOYSA-N 0.000 description 1
- 239000004471 Glycine Substances 0.000 description 1
- 244000068988 Glycine max Species 0.000 description 1
- 235000010469 Glycine max Nutrition 0.000 description 1
- AHLPHDHHMVZTML-BYPYZUCNSA-N L-Ornithine Chemical compound NCCC[C@H](N)C(O)=O AHLPHDHHMVZTML-BYPYZUCNSA-N 0.000 description 1
- ODKSFYDXXFIFQN-BYPYZUCNSA-P L-argininium(2+) Chemical compound NC(=[NH2+])NCCC[C@H]([NH3+])C(O)=O ODKSFYDXXFIFQN-BYPYZUCNSA-P 0.000 description 1
- CKLJMWTZIZZHCS-REOHCLBHSA-N L-aspartic acid Chemical compound OC(=O)[C@@H](N)CC(O)=O CKLJMWTZIZZHCS-REOHCLBHSA-N 0.000 description 1
- WHUUTDBJXJRKMK-VKHMYHEASA-N L-glutamic acid Chemical compound OC(=O)[C@@H](N)CCC(O)=O WHUUTDBJXJRKMK-VKHMYHEASA-N 0.000 description 1
- HNDVDQJCIGZPNO-YFKPBYRVSA-N L-histidine Chemical compound OC(=O)[C@@H](N)CC1=CN=CN1 HNDVDQJCIGZPNO-YFKPBYRVSA-N 0.000 description 1
- KDXKERNSBIXSRK-YFKPBYRVSA-N L-lysine Chemical compound NCCCC[C@H](N)C(O)=O KDXKERNSBIXSRK-YFKPBYRVSA-N 0.000 description 1
- FFEARJCKVFRZRR-BYPYZUCNSA-N L-methionine Chemical compound CSCC[C@H](N)C(O)=O FFEARJCKVFRZRR-BYPYZUCNSA-N 0.000 description 1
- COLNVLDHVKWLRT-QMMMGPOBSA-N L-phenylalanine Chemical compound OC(=O)[C@@H](N)CC1=CC=CC=C1 COLNVLDHVKWLRT-QMMMGPOBSA-N 0.000 description 1
- KZSNJWFQEVHDMF-BYPYZUCNSA-N L-valine Chemical compound CC(C)[C@H](N)C(O)=O KZSNJWFQEVHDMF-BYPYZUCNSA-N 0.000 description 1
- REYJJPSVUYRZGE-UHFFFAOYSA-N Octadecylamine Chemical compound CCCCCCCCCCCCCCCCCCN REYJJPSVUYRZGE-UHFFFAOYSA-N 0.000 description 1
- AHLPHDHHMVZTML-UHFFFAOYSA-N Orn-delta-NH2 Natural products NCCCC(N)C(O)=O AHLPHDHHMVZTML-UHFFFAOYSA-N 0.000 description 1
- UTJLXEIPEHZYQJ-UHFFFAOYSA-N Ornithine Natural products OC(=O)C(C)CCCN UTJLXEIPEHZYQJ-UHFFFAOYSA-N 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- 240000004808 Saccharomyces cerevisiae Species 0.000 description 1
- MTCFGRXMJLQNBG-UHFFFAOYSA-N Serine Natural products OCC(N)C(O)=O MTCFGRXMJLQNBG-UHFFFAOYSA-N 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- KZSNJWFQEVHDMF-UHFFFAOYSA-N Valine Natural products CC(C)C(N)C(O)=O KZSNJWFQEVHDMF-UHFFFAOYSA-N 0.000 description 1
- 150000003869 acetamides Chemical class 0.000 description 1
- 239000003377 acid catalyst Substances 0.000 description 1
- 125000004442 acylamino group Chemical group 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 235000004279 alanine Nutrition 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000005055 alkyl alkoxy group Chemical group 0.000 description 1
- 230000009435 amidation Effects 0.000 description 1
- 238000007112 amidation reaction Methods 0.000 description 1
- 125000003368 amide group Chemical group 0.000 description 1
- 229960002684 aminocaproic acid Drugs 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- ODKSFYDXXFIFQN-UHFFFAOYSA-N arginine Natural products OC(=O)C(N)CCCNC(N)=N ODKSFYDXXFIFQN-UHFFFAOYSA-N 0.000 description 1
- 150000004982 aromatic amines Chemical class 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 235000003704 aspartic acid Nutrition 0.000 description 1
- IRERQBUNZFJFGC-UHFFFAOYSA-L azure blue Chemical compound [Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Al+3].[Al+3].[Al+3].[Al+3].[Al+3].[Al+3].[S-]S[S-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-] IRERQBUNZFJFGC-UHFFFAOYSA-L 0.000 description 1
- 235000019445 benzyl alcohol Nutrition 0.000 description 1
- 229940000635 beta-alanine Drugs 0.000 description 1
- OQFSQFPPLPISGP-UHFFFAOYSA-N beta-carboxyaspartic acid Natural products OC(=O)C(N)C(C(O)=O)C(O)=O OQFSQFPPLPISGP-UHFFFAOYSA-N 0.000 description 1
- 230000005540 biological transmission Effects 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 239000004359 castor oil Substances 0.000 description 1
- 235000019438 castor oil Nutrition 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 229960000541 cetyl alcohol Drugs 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 description 1
- 230000006378 damage Effects 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 1
- JRBPAEWTRLWTQC-UHFFFAOYSA-N dodecylamine Chemical compound CCCCCCCCCCCCN JRBPAEWTRLWTQC-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 125000004185 ester group Chemical group 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 238000005530 etching Methods 0.000 description 1
- 239000003205 fragrance Chemical class 0.000 description 1
- 239000003349 gelling agent Substances 0.000 description 1
- 235000013922 glutamic acid Nutrition 0.000 description 1
- 239000004220 glutamic acid Substances 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
- HNDVDQJCIGZPNO-UHFFFAOYSA-N histidine Natural products OC(=O)C(N)CC1=CN=CN1 HNDVDQJCIGZPNO-UHFFFAOYSA-N 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000003350 kerosene Substances 0.000 description 1
- 238000004898 kneading Methods 0.000 description 1
- 125000000400 lauroyl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000007644 letterpress printing Methods 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 235000013372 meat Nutrition 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229930182817 methionine Natural products 0.000 description 1
- QAHLFXYLXBBCPS-IZEXYCQBSA-N methyl n-[(2s)-1-[[(5s)-5-[(4-aminophenyl)sulfonyl-(2-methylpropyl)amino]-6-hydroxyhexyl]amino]-1-oxo-3,3-diphenylpropan-2-yl]carbamate Chemical compound C=1C=CC=CC=1C([C@H](NC(=O)OC)C(=O)NCCCC[C@@H](CO)N(CC(C)C)S(=O)(=O)C=1C=CC(N)=CC=1)C1=CC=CC=C1 QAHLFXYLXBBCPS-IZEXYCQBSA-N 0.000 description 1
- 125000001419 myristoyl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- 239000000346 nonvolatile oil Substances 0.000 description 1
- IOQPZZOEVPZRBK-UHFFFAOYSA-N octan-1-amine Chemical compound CCCCCCCCN IOQPZZOEVPZRBK-UHFFFAOYSA-N 0.000 description 1
- 125000002801 octanoyl group Chemical group C(CCCCCCC)(=O)* 0.000 description 1
- 239000012860 organic pigment Substances 0.000 description 1
- 229960003104 ornithine Drugs 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 230000035699 permeability Effects 0.000 description 1
- COLNVLDHVKWLRT-UHFFFAOYSA-N phenylalanine Natural products OC(=O)C(N)CC1=CC=CC=C1 COLNVLDHVKWLRT-UHFFFAOYSA-N 0.000 description 1
- 239000000244 polyoxyethylene sorbitan monooleate Substances 0.000 description 1
- 235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 description 1
- 229920000053 polysorbate 80 Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 150000003141 primary amines Chemical class 0.000 description 1
- 235000018102 proteins Nutrition 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 150000003335 secondary amines Chemical class 0.000 description 1
- 239000001593 sorbitan monooleate Substances 0.000 description 1
- 235000011069 sorbitan monooleate Nutrition 0.000 description 1
- 229940035049 sorbitan monooleate Drugs 0.000 description 1
- 229960005078 sorbitan sesquioleate Drugs 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 125000003696 stearoyl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 150000003606 tin compounds Chemical class 0.000 description 1
- 239000004474 valine Substances 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- 238000007642 woodblock printing Methods 0.000 description 1
Landscapes
- Inks, Pencil-Leads, Or Crayons (AREA)
Description
【発明の詳細な説明】
この発明は版画用インキを提供することを目的
とするW/Oエマルジヨン型着色材組成物に関わ
る。しかし膳写版用インキあるいは新聞印刷用イ
ンキ等紙面に浸透して固定する形式のインキとし
ても利用できる。DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a W/O emulsion type colorant composition intended to provide a printing ink. However, it can also be used as an ink that penetrates and fixes into the paper surface, such as ink for plate printing or newspaper printing ink.
従来のこの種の着色材組成物は木版、紙版等の
凸版、エツチング、ドライポイント等の凹版等主
要な版形式の適性があり、版面やローラーに附着
した着色材組成物は容易に拭き去ることができ特
にそのまま放置したときでも乾燥しがたいので容
易に拭き取ることができ、後始末が簡単であるの
で学校教育の教材として多く使用されている。 Conventional coloring material compositions of this kind are suitable for major printing formats such as letterpress printing such as woodblock printing and paper printing, intaglio printing such as etching and dry point printing, and the coloring material composition adhering to the printing plate or roller can be easily wiped off. Because it does not dry easily even when left as it is, it can be easily wiped off and cleanup is easy, so it is often used as a teaching material in school education.
しかしこの着色材組成物は貯蔵安定性に問題が
あり、長期の保存中に往々にしてエマルジヨンが
破壊され、不揮発性油分と水分への分離を生じて
使用不能となり、あるいは粘度が低下してインキ
としての適性を低下する等の欠点がある。そして
特に無機顔料を使用する着色材組成物に多く認め
られる。 However, this colorant composition has storage stability problems, and during long-term storage, the emulsion often breaks down and separates into non-volatile oil and water, making it unusable, or the viscosity decreases, making it difficult to use in the ink. There are disadvantages such as lowering the suitability for In particular, it is often found in colorant compositions that use inorganic pigments.
この発明は従来のW/Oエマルジヨン型着色材
組成物の油分中にN−アシルアミノ酸アミド、N
−アシルアミノ酸エステルおよびN−アシルアミ
ノ酸アミン塩より選ばれたアミノ酸誘導体を溶解
させることによりエマルジヨンの破壊を防ぎ着色
材組成物の貯蔵安定性を向上させ、特に無機顔料
を使用する着色材組成物の場合でも上記の欠点を
全て解決するものである。 This invention discloses that the conventional W/O emulsion type colorant composition contains N-acylamino acid amide and N-
- By dissolving an amino acid derivative selected from acylamino acid esters and N-acylamino acid amine salts, it is possible to prevent the destruction of emulsions and improve the storage stability of colorant compositions, especially for colorant compositions using inorganic pigments. However, it solves all the above-mentioned drawbacks.
この発明で用いられる成分の中、難揮発性又は
不揮発性液体としては流動パラフイン・スピンド
ル油・軽油・灯油等の鉱物油、オリーブ油・ナタ
ネ油・ヒマシ油・大豆油等の動植物油、あるいは
DOP・TCP・高級脂肪酸エステル等のエステル
類が例示できるが、好ましくは流動パラフイン・
スピンドル油等の不揮発性に近い難揮発性鉱物油
およびオリーブ油、ナタネ油等の不乾性植物油を
例示できる。 Among the ingredients used in this invention, non-volatile or non-volatile liquids include mineral oils such as liquid paraffin, spindle oil, light oil and kerosene; animal and vegetable oils such as olive oil, rapeseed oil, castor oil and soybean oil;
Examples include esters such as DOP, TCP, and higher fatty acid esters, but preferably liquid paraffin and
Examples include hardly volatile mineral oils, such as spindle oil, and non-drying vegetable oils, such as olive oil and rapeseed oil.
この発明で用いられる顔料としてはインキ・塗
料に用いられる顔料ならばすべて使用でき、酸化
チタン・弁柄・黄土・群青・紺青等の無機顔料、
ハンザエロー、シアニンブルー・カーボンブラツ
ク等の有機顔料を例示することができる他、必要
に応じ体質顔料を添加してもよい。 The pigments used in this invention include all pigments used in inks and paints, including inorganic pigments such as titanium oxide, Bengara, ocher, ultramarine, and navy blue;
Examples include organic pigments such as Hansa Yellow, Cyanine Blue, and Carbon Black, and extender pigments may be added if necessary.
この発明で用いられる乳化剤は従来のエマルジ
ヨン型着色材組成物に用いられるものが使用でき
るが、アミノ酸誘導体を含む油分の乳化性をよく
するためソルビタンの脂肪酸エステル系、あるい
はポリオキシエチレンの脂肪酸エステル系等の
HLB3〜9の非イオン活性剤、脂肪酸モノグリセ
ライドや脂肪酸アルカリ塩等が例示でき、前記非
イオン活性剤が好しく用いられる。 The emulsifier used in this invention can be one used in conventional emulsion-type colorant compositions, but in order to improve the emulsification of oils containing amino acid derivatives, fatty acid esters of sorbitan or fatty acid esters of polyoxyethylene can be used. etc.
Examples include nonionic activators of HLB 3 to 9, fatty acid monoglycerides, fatty acid alkali salts, and the like, and the above-mentioned nonionic activators are preferably used.
この発明で用いられるアミノ酸誘導体として
は、N−アシルアミノ酸アミド、N−アシルアミ
ノ酸エステル、およびN−アシルアミノ酸アミン
塩をあげることができ、これら3種のアミノ酸誘
導体のうち、N−アシルアミノ酸エステル及びN
−アシルアミノ酸アミドは例えばN−アシルアミ
ノ酸とアルコール又はアミンと夫々酸触媒の存在
下又は無触媒下に加熱反応するか、もしくはアミ
ノ酸エステル、又はアミノ酸アミドを脂肪酸ハラ
イド等のアシル化剤でアシル化しても得られる。
またN−アシルアミノ酸アミン塩は、N−アシル
アミノ酸をアミンで中和することによつて容易に
得ることができるが、N−アシルアミノ酸又はそ
の金属塩とアミン又はその酸付加塩を粉末もしく
は溶液の形で夫々固形化すべき有機媒体に添加す
ることによりN−アシルアミノ酸アミン塩を生成
させ直接有機媒体を固形化することもできる。 The amino acid derivatives used in this invention include N-acylamino acid amides, N-acylamino acid esters, and N-acylamino acid amine salts. Among these three amino acid derivatives, N-acylamino acid esters and N
-Acylamino acid amides can be produced, for example, by heat-reacting N-acylamino acids with alcohols or amines in the presence of an acid catalyst or without a catalyst, respectively, or by acylating amino acid esters or amino acid amides with an acylating agent such as a fatty acid halide. You can also get
In addition, N-acylamino acid amine salts can be easily obtained by neutralizing N-acylamino acids with amines, but N-acylamino acids or metal salts thereof and amines or acid addition salts thereof are mixed in powder or solution. It is also possible to directly solidify the organic medium by adding it to the organic medium to be solidified in the form of N-acylamino acid amine salt to generate the N-acylamino acid amine salt.
用いられるアミノ酸はα・β・ω−アミノ酸な
どの種々のアミノ酸が用いられるが、特にグリシ
ン、β−アラニン、α−アラニン、バリン、セリ
ン、メチオニン、フエニルアラニン、3・4−ジ
オキシフエニルアラニン、アスパラギン酸、グル
タミン酸、リジン、オルニチン、アルギニン、ヒ
スチジン、ε−アミノカプロン酸等がよい。勿
論、アミノ酸混合物であつてもよく、例えば大
豆、魚肉、酵母、藻菌類の蛋白質の加水分解物又
はアミノ酸製造廃液中の残存アミノ酸等でも用い
ることができる。 Various amino acids are used, such as α, β, and ω-amino acids, but especially glycine, β-alanine, α-alanine, valine, serine, methionine, phenylalanine, and 3,4-dioxyphenyl. Preferred examples include alanine, aspartic acid, glutamic acid, lysine, ornithine, arginine, histidine, and ε-aminocaproic acid. Of course, an amino acid mixture may be used, for example, a hydrolyzate of proteins from soybeans, fish meat, yeast, algae, or residual amino acids in amino acid production waste liquid can also be used.
本発明に用いられる3種のN−アシルアミノ酸
誘導体に於けるN−アシル基は炭素数1〜30の直
鎖及び分枝の飽和、不飽和の脂肪族アシル基又は
芳香族アシル基であればよく、特にカプロイル
基、カプリロイル基、ラウロイル基、ミリストイ
ル基、ステアロイル基等がよく、これらの混合物
であつてもよい。 The N-acyl group in the three types of N-acyl amino acid derivatives used in the present invention is a linear or branched saturated or unsaturated aliphatic acyl group or aromatic acyl group having 1 to 30 carbon atoms. Particularly preferred are caproyl, capryloyl, lauroyl, myristoyl, and stearoyl groups, and mixtures thereof may also be used.
エステル化に使用するアルコールは炭素数1〜
30の直鎖及び分枝の飽和、不飽和の脂肪族アルコ
ールが用いられ、特にオクチルアルコール、ラウ
リルアルコール、セチルアルコール、イソステア
リルアルコール、ステアリルアルコール等がよ
い。更にシクロヘキサノールの如き脂環式アルコ
ール、ベンジルアルコールの如き芳香族アルコー
ルも同様に用いられる。 The alcohol used for esterification has 1 or more carbon atoms.
30 linear and branched saturated and unsaturated aliphatic alcohols are used, especially octyl alcohol, lauryl alcohol, cetyl alcohol, isostearyl alcohol, stearyl alcohol and the like. Furthermore, alicyclic alcohols such as cyclohexanol and aromatic alcohols such as benzyl alcohol can be used similarly.
又アミド化、アミン塩に使用するアミンはアン
モニア及び炭素数1〜60の直鎖及び分枝の飽和、
不飽和な一級、二級アミン、モノ、ジアルコール
アミン(例えばモノ、ジエタノールアミン)なら
びにアミン塩においては三級アミン、トリアルコ
ールアミン(例えばトリエタノールアミン等)も
用いられるが、特にブチルアミン、オクチルアミ
ン、ラウリルアミン、イソステアリルアミン、ス
テアリルアミン等がよい。脂肪族系のアミンの他
のシクロヘキシルアミンの如き脂環式アミン、ベ
ンジルアミンの如き芳香族アミンであつても差支
えない。 In addition, the amines used for amidation and amine salts include ammonia, straight chain and branched saturated amines having 1 to 60 carbon atoms,
Unsaturated primary and secondary amines, mono- and di-alcohol amines (e.g. mono- and diethanolamine) and amine salts such as tertiary amines and trial-alcohol amines (e.g. triethanolamine) are also used, but in particular butylamine, octylamine, Preferred examples include laurylamine, isostearylamine, and stearylamine. In addition to aliphatic amines, alicyclic amines such as cyclohexylamine and aromatic amines such as benzylamine may be used.
特に好適なゲル性能を有するものはN−アシル
基と他方のエステル基、アミド基又はアミン塩に
於ける構成成分とのバランスによつて決まり、既
してN−アシル基と他方の構成成分のうちいずれ
か一方もしくは両方が炭素数8以上の長鎖脂肪族
系であることが望ましい。 Particularly suitable gel performance is determined by the balance between the N-acyl group and the other constituent in the ester group, amide group or amine salt; It is desirable that one or both of them be long-chain aliphatic having 8 or more carbon atoms.
その他の添加剤としてアルキルアルコキシチタ
ネート等の顔料改良剤、エチレングリコール・グ
リセリン等の凍結防止剤、ハロゲン化アセトアミ
ド等の防腐剤、香料等を使用することができる。 Other additives that can be used include pigment improvers such as alkyl alkoxy titanates, antifreeze agents such as ethylene glycol/glycerin, preservatives such as halogenated acetamides, fragrances, and the like.
これらの成分の比率は着色材組成物全量に対し
て、油分10〜50重量%(以下重量%と%と記す)、
好ましくは15〜20%であつて、多すぎると塗面の
乾燥および定着が悪くなり、少なすぎると保存安
定性が悪くなり、あるいは乳化の型が逆転する。
水分は30〜65%、好ましくは50〜60%であつて、
多すぎると保存安定性が悪くなり、あるいは乳化
の型が逆転し、少なすぎると塗面の乾燥・使用器
具の洗滌性が悪くなる。顔料は所望の着色温度が
得られる量を、使用すればよく3〜30%、好まし
くは5〜20%である。乳化剤は安定なエマルジヨ
ンが得られる量を使用すればよく1〜10%、好ま
しくは3〜7%である。 The ratio of these components is 10 to 50% by weight of oil (hereinafter referred to as % by weight), based on the total amount of the colorant composition;
It is preferably 15 to 20%; if it is too large, drying and fixing of the coated surface will be poor, and if it is too small, storage stability will be poor or the emulsification pattern will be reversed.
The moisture content is 30-65%, preferably 50-60%,
If it is too large, the storage stability will be poor or the emulsification pattern will be reversed, and if it is too small, the drying of the coated surface and the cleanability of the equipment used will be poor. The pigment may be used in an amount that provides a desired coloring temperature, preferably 3 to 30%, preferably 5 to 20%. The emulsifier may be used in an amount that allows a stable emulsion to be obtained, and is preferably 1 to 10%, preferably 3 to 7%.
アミノ酸誘導体は油分100%に対して1〜3%、
好ましくは1.5〜2.5%であつて多すぎると油分の
ゲル硬化が大きくなり組成物の適度な粘性が失わ
れ、少なすぎると保存安定性が不足する。 Amino acid derivatives are 1-3% based on 100% oil,
The content is preferably 1.5 to 2.5%; if it is too large, gel hardening of the oil component will increase and the composition will lose its proper viscosity, while if it is too small, storage stability will be insufficient.
本発明の着色材組成物を上記の各成分より調製
するには油分の一部に顔料を加えボールミル・三
本ロールミル等の通常の混練手段を用い常温で混
練しA液とする。この際必要に応じ顔料改質剤を
加えると分散性、安定性の向上に有効である。次
いで油分の残部にゲル化剤を加え140〜150℃で加
熱撹拌し完全に溶解させる。さらに乳化剤および
A液を加え撹拌混合しB液とする。 To prepare the colorant composition of the present invention from the above-mentioned components, a pigment is added to a portion of the oil and kneaded at room temperature using a conventional kneading means such as a ball mill or three-roll mill to obtain a liquid A. At this time, adding a pigment modifier as necessary is effective in improving dispersibility and stability. Next, a gelling agent is added to the remainder of the oil and heated and stirred at 140 to 150°C to completely dissolve. Further, an emulsifier and Solution A are added and mixed with stirring to obtain Solution B.
一方水に必要に応じ凍結防止剤・防腐剤等を溶
解しC液とする。 On the other hand, dissolve an antifreeze agent, preservative, etc. in water as necessary to obtain liquid C.
B液を95〜120℃、好ましくは100〜110℃に、
C液を95〜100℃、好ましくは95〜97℃に保温し
タービン羽根型の乳化装置を用いB液中にC液を
10〜30分間に加えて行い、完全添加後20〜60分、
好ましくは30〜40分撹拌を行い冷却される。 B solution to 95-120℃, preferably 100-110℃,
Keep liquid C at 95 to 100℃, preferably 95 to 97℃, and add liquid C to liquid B using a turbine blade type emulsifier.
10 to 30 minutes plus 20 to 60 minutes after complete addition;
Preferably, the mixture is stirred for 30 to 40 minutes and then cooled.
次に実施例を示してこの発明を一層明らかにす
る。尚実施例において部とは重量部を意味する。 Next, examples will be shown to further clarify the invention. In the examples, parts mean parts by weight.
実施例 1
流動パラフイン 3.4部
「プレンアクトKR−TTS」(顔料改質剤)〔商品
名、味の素(株)、イソプロピルトリイソステアロイ
ルチタネート〕 0.3部
酸化チタンFA・50(古河鉱業製) 11.4部
を混合し3本ロールミルにより充分混練しA液と
する。次いで
流動パラフイン 12.3部
N−ラウロイルグルタミン酸ジブチルアミド
0.4部
を混合し150℃で10分間撹拌し完全に溶解させた
後
「ノニオンOP−80R」(乳化剤)〔商品名、日本
油脂(株)製ソルビタンモノオレエート〕 6.5部
およびA液を加え均一に混合する迄撹拌しB液と
する。Example 1 Liquid paraffin 3.4 parts "Plenact KR-TTS" (pigment modifier) [trade name, Ajinomoto Co., Inc., isopropyl triisostearoyl titanate] 0.3 parts titanium oxide FA・50 (manufactured by Furukawa Mining Co., Ltd.) 11.4 parts mixed The mixture was thoroughly kneaded using a three-roll mill to obtain liquid A. Then liquid paraffin 12.3 parts N-lauroylglutamic acid dibutylamide
Mix 0.4 parts and stir at 150℃ for 10 minutes to completely dissolve, then add 6.5 parts of "Nonion OP-80R" (emulsifier) [trade name, Sorbitan Monooleate manufactured by NOF Corporation] and Solution A and mix uniformly. Stir until the mixture is mixed and use it as Solution B.
エチレングリコール 9.0部
「デルトツプ」(防腐剤)〔商品名、武田薬品工業
(株)ハロゲン化アセトアミド〕 0.3部
を水 56.4部
に撹拌溶解しC液とする。Ethylene glycol 9.0 parts "Deltop" (preservative) [Product name, Takeda Pharmaceutical Co., Ltd.
Halogenated Acetamide Co., Ltd.] Dissolve 0.3 parts in 56.4 parts of water with stirring to obtain Solution C.
B液を110℃にC液を97℃に昇温し、タービン
羽根ミキサー(井上製作所製2軸ミキサー)を用
いB液中にC液を徐々に滴下し(20分間)完全添
加後さらに30分間撹拌を続けた後放冷して白の着
色材組成物を得る。 Raise the temperature of liquid B to 110℃ and liquid C to 97℃, and gradually drop liquid C into liquid B using a turbine blade mixer (two-shaft mixer made by Inoue Seisakusho) (for 20 minutes). After complete addition, add liquid C for another 30 minutes. After continuing stirring, the mixture is allowed to cool to obtain a white coloring material composition.
この着色材組成物は50℃で2ケ月間保存しても
エマルジヨンの分離は認められず、粘度の変化が
少なく種々の版面に良い適性が発揮された。 Even when this colorant composition was stored at 50°C for 2 months, no separation of the emulsion was observed, and the viscosity showed little change, making it suitable for various printing plates.
比較例
実施例1のN−ラウロイルグルタミン酸ジブチ
ルアミド0.4部を流動パラフインに代えて同様過
程により着色材組成物を得る。この組成物は50℃
で1ケ月保存したとき油分の甚しい分離が認めら
れた。Comparative Example A coloring material composition was obtained in the same manner as in Example 1 except that 0.4 part of N-lauroylglutamic acid dibutylamide was replaced with liquid paraffin. This composition is 50℃
When stored for one month, severe separation of oil was observed.
実施例 2
(A液)
流動パラフイン 8.5部
「パーマネントレツドFGR」〔商品名、ヘキスト
製、CIピグメントレツド112〕 6.3部
(B液−A液)
流動パラフイン 10.5部
N〓−N〓−ジカプロイルリジンラウリルエステル
0.4部
「ノニオンOP−80R」 6.7部
(C液)
エチレングリコール 9.3部
「デルトツプ」 0.3部
水 58.0部
を実施例1に準じてあかい3の着色材組成物を得
た。Example 2 (Liquid A) Liquid paraffin 8.5 parts "Permanent Red FGR" [trade name, manufactured by Hoechst, CI Pigment Red 112] 6.3 parts (Liquid B-Liquid A) Liquid paraffin 10.5 parts N〓-N〓-Zica Proyl lysine lauryl ester
A colorant composition of Red 3 was obtained according to Example 1 using 0.4 parts of "Nonion OP-80R", 6.7 parts (liquid C), 9.3 parts of ethylene glycol, 0.3 parts of "Deltop", and 58.0 parts of water.
実施例 3
(A液)
スピンドル油 3.6部
「プレンアクトKR−TTS」 0.3部
弁柄503(三重顔料製) 10.4部
(B液−A液)
スピンドル油 13.0部
N〓、N〓−ジカプロイルリジンステアリルアミン
塩 0.3部
「ノニオンOP・83RAT」(乳化剤)〔商品名、日
本油脂(株)製ソルビタンセスキオレエート〕 4.3部
「ノニオンOT・221」(乳化剤)〔商品名、日本
油脂(株)製ポリオキシエチレンソルビタンモノオレ
エート〕 0.2部
(C液)
プロピレングリコール 7.5部
「フアインケムPL−100」(防腐剤)〔商品名、東
京フアインケミカル(株)製、有機錫化合物〕 0.3部
水 60.1部
を実施例1に準じてちやい3の着色材組成物を得
た。Example 3 (Liquid A) Spindle oil 3.6 parts "Plenact KR-TTS" 0.3 parts Bengara 503 (manufactured by Mie Pigment) 10.4 parts (Liquid B-A) Spindle oil 13.0 parts N〓, N〓-dicaproyl lysine Stearylamine salt 0.3 parts "Nonion OP・83RAT" (emulsifier) [Product name, manufactured by NOF Corporation Sorbitan Sesquioleate] 4.3 parts "Nonion OT・221" (Emulsifier) [Product name, manufactured by NOF Corporation Polyoxyethylene sorbitan monooleate] 0.2 parts (Liquid C) Propylene glycol 7.5 parts "Fainchem PL-100" (preservative) [Product name, manufactured by Tokyo Fine Chemical Co., Ltd., organic tin compound] 0.3 parts Water 60.1 parts According to Example 1, a coloring material composition of Small 3 was obtained.
この発明は着色材組成物の安定性向上の効果が
大きく、どのような発色の着色材でも安定な状態
で供給することができる。 This invention has a great effect of improving the stability of the coloring material composition, and any coloring material can be supplied in a stable state.
又木版や紙版の凸版形式の版画にあつては着色
材の延伸性がよいので、着色材の伝達材であるゴ
ムローラーに均一に附着するから、着色材は版に
均一に塗布され、従つて均一な版画に刷りあが
る。又紙面への浸透性がよく速かに浸透固定する
ことができる。凹版形式の版画にあつては着色材
の彫り溝への浸透がよい反面紙面への附着もよい
ので、濃厚な線画の版画に刷りあがる。 In addition, in the case of letterpress-style prints such as woodblocks and paper plates, the coloring agent has good stretchability, so it adheres uniformly to the rubber roller, which is the transmission material for the coloring agent, so the coloring agent is applied uniformly to the plate, and the coloring agent is applied evenly to the plate. The result is a uniform print. In addition, it has good permeability to the paper surface and can be quickly permeated and fixed. In the case of intaglio prints, the coloring material penetrates into the grooves well, but also adheres well to the paper surface, resulting in a print with rich line art.
Claims (1)
動植物油およびエステル類より選ばれた1種又は
2種以上の油分に顔料を分散させた着色材素材中
に水分を乳化させたW/Oエマルジヨン型着色材
組成物において、上記着色材素材中にN−アシル
アミノ酸アミド、N−アシルアミノ酸エステルあ
るいはN−アシルアミド酸アミン塩より選ばれた
アミノ酸誘導体の1種又は2種以上を上記油分
100重量%に対して1〜3重量%溶解しておくこ
とを特徴とするエマルジヨン型着色材組成物。1 Mineral oil, which is a slightly volatile or non-volatile liquid,
In a W/O emulsion type colorant composition in which water is emulsified in a colorant material in which pigments are dispersed in one or more oils selected from animal and vegetable oils and esters, One or more amino acid derivatives selected from N-acylamino acid amides, N-acylamino acid esters, and N-acylamic acid amine salts are added to the above oil.
An emulsion type colorant composition characterized in that it is dissolved in an amount of 1 to 3% by weight based on 100% by weight.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP56086761A JPS57202360A (en) | 1981-06-08 | 1981-06-08 | Emulsion type colorant composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP56086761A JPS57202360A (en) | 1981-06-08 | 1981-06-08 | Emulsion type colorant composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS57202360A JPS57202360A (en) | 1982-12-11 |
| JPH0128785B2 true JPH0128785B2 (en) | 1989-06-05 |
Family
ID=13895724
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP56086761A Granted JPS57202360A (en) | 1981-06-08 | 1981-06-08 | Emulsion type colorant composition |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS57202360A (en) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS61255967A (en) * | 1985-05-10 | 1986-11-13 | Riso Kagaku Corp | Emulsion ink for porous printing |
| JP3331705B2 (en) * | 1993-10-29 | 2002-10-07 | ぺんてる株式会社 | Color |
| JP3312214B2 (en) * | 1994-05-27 | 2002-08-05 | ぺんてる株式会社 | Aqueous metallic glossy ink |
| JPH09241535A (en) * | 1996-03-05 | 1997-09-16 | Ajinomoto Co Inc | Coating composition |
| WO2005017056A1 (en) | 2003-08-19 | 2005-02-24 | Mitsubishi Pencil Co., Ltd. | Fluid application liquid and fluid application tool |
| JP4183580B2 (en) * | 2003-08-20 | 2008-11-19 | 三菱鉛筆株式会社 | Fluid application liquid and fluid applicator |
| JP4183579B2 (en) * | 2003-08-19 | 2008-11-19 | 三菱鉛筆株式会社 | Oil-based gel ink composition |
-
1981
- 1981-06-08 JP JP56086761A patent/JPS57202360A/en active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS57202360A (en) | 1982-12-11 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| FR2792194B1 (en) | COSMETIC COMPOSITION IN ANHYDROUS FORM COMPRISING A DISPERSION OF SURFACE STABILIZED POLYMER PARTICLES | |
| JPS55129136A (en) | Emulsifying method | |
| BR9205208A (en) | PROCESS FOR THE PREPARATION OF A WATER SUSPENSION, COMPOSITION AND USE | |
| JPH0128785B2 (en) | ||
| JPS54117506A (en) | Liquid shampoo composition | |
| DE69603985T2 (en) | GRANULATES CONTAINING LIQUID LIQUID ACTIVE IN WATER REDISPERGABLE AND NON-IONIC ALKXYL TENSIVE | |
| JPH07188598A (en) | Emulsion ink for stencil printing | |
| GB1576634A (en) | Aqueous aluminium paste composition | |
| US5609670A (en) | Emulsion ink for stencil printing | |
| KR950026501A (en) | Hairdressing composition for hair dyeing, preparation method and use thereof | |
| EP0861303A1 (en) | Water-based pigmented inks | |
| ES2074333T3 (en) | MIXING DEVICE FOR VISCOSE EMULSIONS AND METHOD FOR USING THE DEVICE AND PRODUCT PRODUCED WITH IT. | |
| JP3500289B2 (en) | Thickening and gelling agent composed of cyclohexanetricarboxamide derivative | |
| JPH08231915A (en) | Oil-based pigment ink composition for writing instruments | |
| JPH06145577A (en) | Ink for stencil printing | |
| US4083966A (en) | Method of emulsifying mineral oil | |
| JPH08217968A (en) | Thickener composition for water-based paint | |
| JPH0862904A (en) | Liquid toner for electrophotography | |
| JPH07150091A (en) | Ink for stencil printing | |
| JPH10279853A (en) | Water-base ink for stamp pad | |
| JPH08199093A (en) | Aqueous pigment composition | |
| JPH0625577A (en) | Desensitizing ink | |
| JPS6025468B2 (en) | ink composition | |
| JPH01254783A (en) | W/o type emulsion ink composition | |
| JPH07324177A (en) | Erasing fluid |