JPH09217033A - Ink composition - Google Patents
Ink compositionInfo
- Publication number
- JPH09217033A JPH09217033A JP2244896A JP2244896A JPH09217033A JP H09217033 A JPH09217033 A JP H09217033A JP 2244896 A JP2244896 A JP 2244896A JP 2244896 A JP2244896 A JP 2244896A JP H09217033 A JPH09217033 A JP H09217033A
- Authority
- JP
- Japan
- Prior art keywords
- ink composition
- group
- dyes
- dye
- colorant
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 108
- 239000000975 dye Substances 0.000 claims abstract description 31
- 150000001875 compounds Chemical class 0.000 claims abstract description 27
- 239000003086 colorant Substances 0.000 claims abstract description 23
- 239000000987 azo dye Substances 0.000 claims abstract description 9
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 6
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims abstract description 6
- 125000002252 acyl group Chemical group 0.000 claims abstract description 5
- 125000003545 alkoxy group Chemical group 0.000 claims abstract description 5
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims abstract description 5
- 150000003839 salts Chemical class 0.000 claims abstract description 5
- 239000001018 xanthene dye Substances 0.000 claims abstract description 5
- 238000000034 method Methods 0.000 claims description 14
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 12
- 239000003960 organic solvent Substances 0.000 claims description 8
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- 230000002542 deteriorative effect Effects 0.000 abstract description 3
- 238000013329 compounding Methods 0.000 abstract 2
- 229910003556 H2 SO4 Inorganic materials 0.000 abstract 1
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 abstract 1
- 239000007788 liquid Substances 0.000 description 50
- -1 metal complex compounds Chemical class 0.000 description 28
- 239000000654 additive Substances 0.000 description 16
- 230000000996 additive effect Effects 0.000 description 16
- 238000006243 chemical reaction Methods 0.000 description 10
- 229910052757 nitrogen Inorganic materials 0.000 description 10
- 239000002904 solvent Substances 0.000 description 10
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 9
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 8
- 125000004432 carbon atom Chemical group C* 0.000 description 8
- 239000007787 solid Substances 0.000 description 8
- 239000003795 chemical substances by application Substances 0.000 description 7
- 230000000052 comparative effect Effects 0.000 description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 6
- 238000004040 coloring Methods 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- 239000004094 surface-active agent Substances 0.000 description 6
- 239000001993 wax Substances 0.000 description 6
- 239000002270 dispersing agent Substances 0.000 description 5
- 239000012071 phase Substances 0.000 description 5
- 229920001296 polysiloxane Polymers 0.000 description 5
- AMQJEAYHLZJPGS-UHFFFAOYSA-N N-Pentanol Chemical compound CCCCCO AMQJEAYHLZJPGS-UHFFFAOYSA-N 0.000 description 4
- 229930006000 Sucrose Natural products 0.000 description 4
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 4
- 150000001298 alcohols Chemical class 0.000 description 4
- 150000001408 amides Chemical class 0.000 description 4
- 235000013681 dietary sucrose Nutrition 0.000 description 4
- UKMSUNONTOPOIO-UHFFFAOYSA-N docosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCC(O)=O UKMSUNONTOPOIO-UHFFFAOYSA-N 0.000 description 4
- XLLIQLLCWZCATF-UHFFFAOYSA-N ethylene glycol monomethyl ether acetate Natural products COCCOC(C)=O XLLIQLLCWZCATF-UHFFFAOYSA-N 0.000 description 4
- 238000011156 evaluation Methods 0.000 description 4
- 229960004793 sucrose Drugs 0.000 description 4
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Natural products C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 description 3
- 235000014113 dietary fatty acids Nutrition 0.000 description 3
- 229930195729 fatty acid Natural products 0.000 description 3
- 239000000194 fatty acid Substances 0.000 description 3
- XPFVYQJUAUNWIW-UHFFFAOYSA-N furfuryl alcohol Chemical compound OCC1=CC=CO1 XPFVYQJUAUNWIW-UHFFFAOYSA-N 0.000 description 3
- 235000011187 glycerol Nutrition 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 239000012860 organic pigment Substances 0.000 description 3
- 239000000049 pigment Substances 0.000 description 3
- 238000001454 recorded image Methods 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 125000001424 substituent group Chemical group 0.000 description 3
- CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 description 3
- DSEKYWAQQVUQTP-XEWMWGOFSA-N (2r,4r,4as,6as,6as,6br,8ar,12ar,14as,14bs)-2-hydroxy-4,4a,6a,6b,8a,11,11,14a-octamethyl-2,4,5,6,6a,7,8,9,10,12,12a,13,14,14b-tetradecahydro-1h-picen-3-one Chemical compound C([C@H]1[C@]2(C)CC[C@@]34C)C(C)(C)CC[C@]1(C)CC[C@]2(C)[C@H]4CC[C@@]1(C)[C@H]3C[C@@H](O)C(=O)[C@@H]1C DSEKYWAQQVUQTP-XEWMWGOFSA-N 0.000 description 2
- QNLZIZAQLLYXTC-UHFFFAOYSA-N 1,2-dimethylnaphthalene Chemical group C1=CC=CC2=C(C)C(C)=CC=C21 QNLZIZAQLLYXTC-UHFFFAOYSA-N 0.000 description 2
- 150000005208 1,4-dihydroxybenzenes Chemical class 0.000 description 2
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 2
- BBMCTIGTTCKYKF-UHFFFAOYSA-N 1-heptanol Chemical compound CCCCCCCO BBMCTIGTTCKYKF-UHFFFAOYSA-N 0.000 description 2
- ULQISTXYYBZJSJ-UHFFFAOYSA-N 12-hydroxyoctadecanoic acid Chemical compound CCCCCCC(O)CCCCCCCCCCC(O)=O ULQISTXYYBZJSJ-UHFFFAOYSA-N 0.000 description 2
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 2
- COBPKKZHLDDMTB-UHFFFAOYSA-N 2-[2-(2-butoxyethoxy)ethoxy]ethanol Chemical compound CCCCOCCOCCOCCO COBPKKZHLDDMTB-UHFFFAOYSA-N 0.000 description 2
- WRMNZCZEMHIOCP-UHFFFAOYSA-N 2-phenylethanol Chemical compound OCCC1=CC=CC=C1 WRMNZCZEMHIOCP-UHFFFAOYSA-N 0.000 description 2
- DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Natural products CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 2
- GVNWZKBFMFUVNX-UHFFFAOYSA-N Adipamide Chemical compound NC(=O)CCCCC(N)=O GVNWZKBFMFUVNX-UHFFFAOYSA-N 0.000 description 2
- 235000021357 Behenic acid Nutrition 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 2
- ZHNUHDYFZUAESO-UHFFFAOYSA-N Formamide Chemical compound NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- PWATWSYOIIXYMA-UHFFFAOYSA-N Pentylbenzene Chemical group CCCCCC1=CC=CC=C1 PWATWSYOIIXYMA-UHFFFAOYSA-N 0.000 description 2
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 2
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 2
- 235000021355 Stearic acid Nutrition 0.000 description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 125000003277 amino group Chemical group 0.000 description 2
- 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 description 2
- 230000003078 antioxidant effect Effects 0.000 description 2
- 229940116226 behenic acid Drugs 0.000 description 2
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 description 2
- QUKGYYKBILRGFE-UHFFFAOYSA-N benzyl acetate Chemical compound CC(=O)OCC1=CC=CC=C1 QUKGYYKBILRGFE-UHFFFAOYSA-N 0.000 description 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 2
- AKGGYBADQZYZPD-UHFFFAOYSA-N benzylacetone Chemical compound CC(=O)CCC1=CC=CC=C1 AKGGYBADQZYZPD-UHFFFAOYSA-N 0.000 description 2
- 239000011230 binding agent Substances 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
- XSIFPSYPOVKYCO-UHFFFAOYSA-N butyl benzoate Chemical compound CCCCOC(=O)C1=CC=CC=C1 XSIFPSYPOVKYCO-UHFFFAOYSA-N 0.000 description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 125000001951 carbamoylamino group Chemical group C(N)(=O)N* 0.000 description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
- 235000012000 cholesterol Nutrition 0.000 description 2
- 125000006165 cyclic alkyl group Chemical group 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 2
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 2
- NNBZCPXTIHJBJL-UHFFFAOYSA-N decalin Chemical compound C1CCCC2CCCCC21 NNBZCPXTIHJBJL-UHFFFAOYSA-N 0.000 description 2
- 125000002704 decyl group Chemical group [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])* 0.000 description 2
- SWXVUIWOUIDPGS-UHFFFAOYSA-N diacetone alcohol Chemical compound CC(=O)CC(C)(C)O SWXVUIWOUIDPGS-UHFFFAOYSA-N 0.000 description 2
- DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 2
- FLKPEMZONWLCSK-UHFFFAOYSA-N diethyl phthalate Chemical compound CCOC(=O)C1=CC=CC=C1C(=O)OCC FLKPEMZONWLCSK-UHFFFAOYSA-N 0.000 description 2
- TVWTZAGVNBPXHU-FOCLMDBBSA-N dioctyl (e)-but-2-enedioate Chemical compound CCCCCCCCOC(=O)\C=C\C(=O)OCCCCCCCC TVWTZAGVNBPXHU-FOCLMDBBSA-N 0.000 description 2
- NOPFSRXAKWQILS-UHFFFAOYSA-N docosan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCCCCCO NOPFSRXAKWQILS-UHFFFAOYSA-N 0.000 description 2
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 2
- 125000003438 dodecyl group Chemical group [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])* 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 150000002170 ethers Chemical class 0.000 description 2
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 2
- MTZQAGJQAFMTAQ-UHFFFAOYSA-N ethyl benzoate Chemical compound CCOC(=O)C1=CC=CC=C1 MTZQAGJQAFMTAQ-UHFFFAOYSA-N 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- RDJVUPBNSSJPLW-UHFFFAOYSA-N heptatriacontan-2-one Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCC(C)=O RDJVUPBNSSJPLW-UHFFFAOYSA-N 0.000 description 2
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 125000000623 heterocyclic group Chemical group 0.000 description 2
- IRHTZOCLLONTOC-UHFFFAOYSA-N hexacosan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCCO IRHTZOCLLONTOC-UHFFFAOYSA-N 0.000 description 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 2
- ZSIAUFGUXNUGDI-UHFFFAOYSA-N hexan-1-ol Chemical compound CCCCCCO ZSIAUFGUXNUGDI-UHFFFAOYSA-N 0.000 description 2
- ACCCMOQWYVYDOT-UHFFFAOYSA-N hexane-1,1-diol Chemical compound CCCCCC(O)O ACCCMOQWYVYDOT-UHFFFAOYSA-N 0.000 description 2
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 2
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
- 150000002576 ketones Chemical class 0.000 description 2
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 2
- 125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 description 2
- 125000001421 myristyl group Chemical group [H]C([*])([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 2
- 125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 2
- 125000001400 nonyl group Chemical group [H]C([*])([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 2
- CNNRPFQICPFDPO-UHFFFAOYSA-N octacosan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCCCCO CNNRPFQICPFDPO-UHFFFAOYSA-N 0.000 description 2
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 2
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 2
- 125000002347 octyl group Chemical group [H]C([*])([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 2
- 150000007524 organic acids Chemical class 0.000 description 2
- 125000000913 palmityl group Chemical group [H]C([*])([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 2
- DMCJFWXGXUEHFD-UHFFFAOYSA-N pentatriacontan-18-one Chemical compound CCCCCCCCCCCCCCCCCC(=O)CCCCCCCCCCCCCCCCC DMCJFWXGXUEHFD-UHFFFAOYSA-N 0.000 description 2
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 2
- 239000003208 petroleum Substances 0.000 description 2
- CPJSUEIXXCENMM-UHFFFAOYSA-N phenacetin Chemical compound CCOC1=CC=C(NC(C)=O)C=C1 CPJSUEIXXCENMM-UHFFFAOYSA-N 0.000 description 2
- MDHYEMXUFSJLGV-UHFFFAOYSA-N phenethyl acetate Chemical compound CC(=O)OCCC1=CC=CC=C1 MDHYEMXUFSJLGV-UHFFFAOYSA-N 0.000 description 2
- 150000002989 phenols Chemical class 0.000 description 2
- QCCDLTOVEPVEJK-UHFFFAOYSA-N phenylacetone Chemical compound CC(=O)CC1=CC=CC=C1 QCCDLTOVEPVEJK-UHFFFAOYSA-N 0.000 description 2
- 239000001007 phthalocyanine dye Substances 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 125000001325 propanoyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 description 2
- 125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 description 2
- 239000008117 stearic acid Substances 0.000 description 2
- 125000004079 stearyl group Chemical group [H]C([*])([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])C([H])([H])[H] 0.000 description 2
- 150000005846 sugar alcohols Polymers 0.000 description 2
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 description 2
- TYWMIZZBOVGFOV-UHFFFAOYSA-N tetracosan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCO TYWMIZZBOVGFOV-UHFFFAOYSA-N 0.000 description 2
- HLZKNKRTKFSKGZ-UHFFFAOYSA-N tetradecan-1-ol Chemical compound CCCCCCCCCCCCCCO HLZKNKRTKFSKGZ-UHFFFAOYSA-N 0.000 description 2
- REZQBEBOWJAQKS-UHFFFAOYSA-N triacontan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCCCCCCO REZQBEBOWJAQKS-UHFFFAOYSA-N 0.000 description 2
- VARQGBHBYZTYLJ-UHFFFAOYSA-N tricosan-12-one Chemical compound CCCCCCCCCCCC(=O)CCCCCCCCCCC VARQGBHBYZTYLJ-UHFFFAOYSA-N 0.000 description 2
- 229910052724 xenon Inorganic materials 0.000 description 2
- FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 0.000 description 2
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 1
- BCRQHQLYVYOYFM-NREQDYHMSA-N (2R,3R,4S,5R,6S)-2-(hydroxymethyl)-6-[(2R,3S,4R,5R)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxyoxane-3,4,5-triol tetradecanoic acid Chemical compound C(CCCCCCCCCCCCC)(=O)O.OC1[C@H](O)[C@@H](O)[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@@H](O)[C@H](O2)CO)[C@H](O1)CO BCRQHQLYVYOYFM-NREQDYHMSA-N 0.000 description 1
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- 229940073532 candelilla wax Drugs 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 125000003739 carbamimidoyl group Chemical group C(N)(=N)* 0.000 description 1
- 239000004203 carnauba wax Substances 0.000 description 1
- 235000013869 carnauba wax Nutrition 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- XHRPOTDGOASDJS-UHFFFAOYSA-N cholesterol n-octadecanoate Natural products C12CCC3(C)C(C(C)CCCC(C)C)CCC3C2CC=C2C1(C)CCC(OC(=O)CCCCCCCCCCCCCCCCC)C2 XHRPOTDGOASDJS-UHFFFAOYSA-N 0.000 description 1
- WBOQXYUYHINMOC-FTAWAYKBSA-N cholesteryl behenate Chemical compound C([C@@H]12)C[C@]3(C)[C@@H]([C@H](C)CCCC(C)C)CC[C@H]3[C@@H]1CC=C1[C@]2(C)CC[C@H](OC(=O)CCCCCCCCCCCCCCCCCCCCC)C1 WBOQXYUYHINMOC-FTAWAYKBSA-N 0.000 description 1
- SJDMTGSQPOFVLR-ZPQCIJQQSA-N cholesteryl myristate Chemical compound C([C@@H]12)C[C@]3(C)[C@@H]([C@H](C)CCCC(C)C)CC[C@H]3[C@@H]1CC=C1[C@]2(C)CC[C@H](OC(=O)CCCCCCCCCCCCC)C1 SJDMTGSQPOFVLR-ZPQCIJQQSA-N 0.000 description 1
- BBJQPKLGPMQWBU-JADYGXMDSA-N cholesteryl palmitate Chemical compound C([C@@H]12)C[C@]3(C)[C@@H]([C@H](C)CCCC(C)C)CC[C@H]3[C@@H]1CC=C1[C@]2(C)CC[C@H](OC(=O)CCCCCCCCCCCCCCC)C1 BBJQPKLGPMQWBU-JADYGXMDSA-N 0.000 description 1
- XHRPOTDGOASDJS-XNTGVSEISA-N cholesteryl stearate Chemical compound C([C@@H]12)C[C@]3(C)[C@@H]([C@H](C)CCCC(C)C)CC[C@H]3[C@@H]1CC=C1[C@]2(C)CC[C@H](OC(=O)CCCCCCCCCCCCCCCCC)C1 XHRPOTDGOASDJS-XNTGVSEISA-N 0.000 description 1
- 229940114081 cinnamate Drugs 0.000 description 1
- 239000000084 colloidal system Substances 0.000 description 1
- 125000004093 cyano group Chemical group *C#N 0.000 description 1
- HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 description 1
- INSRQEMEVAMETL-UHFFFAOYSA-N decane-1,1-diol Chemical compound CCCCCCCCCC(O)O INSRQEMEVAMETL-UHFFFAOYSA-N 0.000 description 1
- VDBXLXRWMYNMHL-UHFFFAOYSA-N decanediamide Chemical compound NC(=O)CCCCCCCCC(N)=O VDBXLXRWMYNMHL-UHFFFAOYSA-N 0.000 description 1
- 125000004663 dialkyl amino group Chemical group 0.000 description 1
- 150000004985 diamines Chemical class 0.000 description 1
- JBSLOWBPDRZSMB-FPLPWBNLSA-N dibutyl (z)-but-2-enedioate Chemical compound CCCCOC(=O)\C=C/C(=O)OCCCC JBSLOWBPDRZSMB-FPLPWBNLSA-N 0.000 description 1
- 229940100539 dibutyl adipate Drugs 0.000 description 1
- 229960002097 dibutylsuccinate Drugs 0.000 description 1
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- 229940028356 diethylene glycol monobutyl ether Drugs 0.000 description 1
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- 229940075557 diethylene glycol monoethyl ether Drugs 0.000 description 1
- UYAAVKFHBMJOJZ-UHFFFAOYSA-N diimidazo[1,3-b:1',3'-e]pyrazine-5,10-dione Chemical compound O=C1C2=CN=CN2C(=O)C2=CN=CN12 UYAAVKFHBMJOJZ-UHFFFAOYSA-N 0.000 description 1
- 239000000539 dimer Substances 0.000 description 1
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- 239000000982 direct dye Substances 0.000 description 1
- FTGWXPDUZWAMGX-UHFFFAOYSA-N docos-1-en-1-ol Chemical compound CCCCCCCCCCCCCCCCCCCCC=CO FTGWXPDUZWAMGX-UHFFFAOYSA-N 0.000 description 1
- QNOGJTGQUKXHAV-UHFFFAOYSA-N docosane-1,1-diol Chemical compound CCCCCCCCCCCCCCCCCCCCCC(O)O QNOGJTGQUKXHAV-UHFFFAOYSA-N 0.000 description 1
- 229960000735 docosanol Drugs 0.000 description 1
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- 230000005684 electric field Effects 0.000 description 1
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- 229940093499 ethyl acetate Drugs 0.000 description 1
- UPCIBFUJJLCOQG-UHFFFAOYSA-L ethyl-[2-[2-[ethyl(dimethyl)azaniumyl]ethyl-methylamino]ethyl]-dimethylazanium;dibromide Chemical compound [Br-].[Br-].CC[N+](C)(C)CCN(C)CC[N+](C)(C)CC UPCIBFUJJLCOQG-UHFFFAOYSA-L 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 238000005562 fading Methods 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
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- IUJAMGNYPWYUPM-UHFFFAOYSA-N hentriacontane Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCCCCCCC IUJAMGNYPWYUPM-UHFFFAOYSA-N 0.000 description 1
- MJEFMWGOVVCQIK-UHFFFAOYSA-N heptacosan-2-one Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCC(C)=O MJEFMWGOVVCQIK-UHFFFAOYSA-N 0.000 description 1
- MNWFXJYAOYHMED-UHFFFAOYSA-M heptanoate Chemical compound CCCCCCC([O-])=O MNWFXJYAOYHMED-UHFFFAOYSA-M 0.000 description 1
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 1
- HSEMFIZWXHQJAE-UHFFFAOYSA-N hexadecanamide Chemical compound CCCCCCCCCCCCCCCC(N)=O HSEMFIZWXHQJAE-UHFFFAOYSA-N 0.000 description 1
- SRYDOKOCKWANAE-UHFFFAOYSA-N hexadecane-1,1-diol Chemical compound CCCCCCCCCCCCCCCC(O)O SRYDOKOCKWANAE-UHFFFAOYSA-N 0.000 description 1
- TZMQHOJDDMFGQX-UHFFFAOYSA-N hexane-1,1,1-triol Chemical compound CCCCCC(O)(O)O TZMQHOJDDMFGQX-UHFFFAOYSA-N 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 150000002443 hydroxylamines Chemical class 0.000 description 1
- 239000001023 inorganic pigment Substances 0.000 description 1
- 229940119170 jojoba wax Drugs 0.000 description 1
- 239000003350 kerosene Substances 0.000 description 1
- 239000008101 lactose Substances 0.000 description 1
- 235000019388 lanolin Nutrition 0.000 description 1
- 229940039717 lanolin Drugs 0.000 description 1
- 229940070765 laurate Drugs 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- NYGZLYXAPMMJTE-UHFFFAOYSA-M metanil yellow Chemical group [Na+].[O-]S(=O)(=O)C1=CC=CC(N=NC=2C=CC(NC=3C=CC=CC=3)=CC=2)=C1 NYGZLYXAPMMJTE-UHFFFAOYSA-M 0.000 description 1
- CRVGTESFCCXCTH-UHFFFAOYSA-N methyl diethanolamine Chemical compound OCCN(C)CCO CRVGTESFCCXCTH-UHFFFAOYSA-N 0.000 description 1
- 239000004200 microcrystalline wax Substances 0.000 description 1
- 235000019808 microcrystalline wax Nutrition 0.000 description 1
- 239000012170 montan wax Substances 0.000 description 1
- QEALYLRSRQDCRA-UHFFFAOYSA-N myristamide Chemical compound CCCCCCCCCCCCCC(N)=O QEALYLRSRQDCRA-UHFFFAOYSA-N 0.000 description 1
- QHXPXXRUXFPPAS-CLFAGFIQSA-N n,n'-bis[(z)-octadec-9-enyl]decanediamide Chemical compound CCCCCCCC\C=C/CCCCCCCCNC(=O)CCCCCCCCC(=O)NCCCCCCCC\C=C/CCCCCCCC QHXPXXRUXFPPAS-CLFAGFIQSA-N 0.000 description 1
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 1
- FTQWRYSLUYAIRQ-UHFFFAOYSA-N n-[(octadecanoylamino)methyl]octadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(=O)NCNC(=O)CCCCCCCCCCCCCCCCC FTQWRYSLUYAIRQ-UHFFFAOYSA-N 0.000 description 1
- PECBPCUKEFYARY-ZPHPHTNESA-N n-[(z)-octadec-9-enyl]octadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(=O)NCCCCCCCC\C=C/CCCCCCCC PECBPCUKEFYARY-ZPHPHTNESA-N 0.000 description 1
- WNCFYFLYHFIWIL-UHFFFAOYSA-N n-[2-(docosanoylamino)ethyl]docosanamide Chemical compound CCCCCCCCCCCCCCCCCCCCCC(=O)NCCNC(=O)CCCCCCCCCCCCCCCCCCCCC WNCFYFLYHFIWIL-UHFFFAOYSA-N 0.000 description 1
- HETBCUMLBCUVKC-UHFFFAOYSA-N n-[2-(dodecanoylamino)ethyl]dodecanamide Chemical compound CCCCCCCCCCCC(=O)NCCNC(=O)CCCCCCCCCCC HETBCUMLBCUVKC-UHFFFAOYSA-N 0.000 description 1
- RKISUIUJZGSLEV-UHFFFAOYSA-N n-[2-(octadecanoylamino)ethyl]octadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(=O)NCCNC(=O)CCCCCCCCCCCCCCCCC RKISUIUJZGSLEV-UHFFFAOYSA-N 0.000 description 1
- LCZJLVYYBRTSAQ-UHFFFAOYSA-N n-[4-(octadecanoylamino)butyl]octadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(=O)NCCCCNC(=O)CCCCCCCCCCCCCCCCC LCZJLVYYBRTSAQ-UHFFFAOYSA-N 0.000 description 1
- OSJJOWRIYDWQPO-UHFFFAOYSA-N n-[[2-[(octadecanoylamino)methyl]phenyl]methyl]octadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(=O)NCC1=CC=CC=C1CNC(=O)CCCCCCCCCCCCCCCCC OSJJOWRIYDWQPO-UHFFFAOYSA-N 0.000 description 1
- PZYDAVFRVJXFHS-UHFFFAOYSA-N n-cyclohexyl-2-pyrrolidone Chemical compound O=C1CCCN1C1CCCCC1 PZYDAVFRVJXFHS-UHFFFAOYSA-N 0.000 description 1
- 150000002791 naphthoquinones Chemical class 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 239000001005 nitro dye Substances 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 239000001006 nitroso dye Substances 0.000 description 1
- FVXBCDWMKCEPCL-UHFFFAOYSA-N nonane-1,1-diol Chemical compound CCCCCCCCC(O)O FVXBCDWMKCEPCL-UHFFFAOYSA-N 0.000 description 1
- 238000010534 nucleophilic substitution reaction Methods 0.000 description 1
- LYRFLYHAGKPMFH-UHFFFAOYSA-N octadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(N)=O LYRFLYHAGKPMFH-UHFFFAOYSA-N 0.000 description 1
- KSCKTBJJRVPGKM-UHFFFAOYSA-N octan-1-olate;titanium(4+) Chemical compound [Ti+4].CCCCCCCC[O-].CCCCCCCC[O-].CCCCCCCC[O-].CCCCCCCC[O-] KSCKTBJJRVPGKM-UHFFFAOYSA-N 0.000 description 1
- OEIJHBUUFURJLI-UHFFFAOYSA-N octane-1,8-diol Chemical compound OCCCCCCCCO OEIJHBUUFURJLI-UHFFFAOYSA-N 0.000 description 1
- FATBGEAMYMYZAF-KTKRTIGZSA-N oleamide Chemical compound CCCCCCCC\C=C/CCCCCCCC(N)=O FATBGEAMYMYZAF-KTKRTIGZSA-N 0.000 description 1
- 150000002888 oleic acid derivatives Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- JCGNDDUYTRNOFT-UHFFFAOYSA-N oxolane-2,4-dione Chemical compound O=C1COC(=O)C1 JCGNDDUYTRNOFT-UHFFFAOYSA-N 0.000 description 1
- GXHAENUAJYZNOA-UHFFFAOYSA-N oxolane-2-carboxamide Chemical compound NC(=O)C1CCCO1 GXHAENUAJYZNOA-UHFFFAOYSA-N 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- UKODFQOELJFMII-UHFFFAOYSA-N pentamethyldiethylenetriamine Chemical compound CN(C)CCN(C)CCN(C)C UKODFQOELJFMII-UHFFFAOYSA-N 0.000 description 1
- UWJJYHHHVWZFEP-UHFFFAOYSA-N pentane-1,1-diol Chemical compound CCCCC(O)O UWJJYHHHVWZFEP-UHFFFAOYSA-N 0.000 description 1
- DGBWPZSGHAXYGK-UHFFFAOYSA-N perinone Chemical compound C12=NC3=CC=CC=C3N2C(=O)C2=CC=C3C4=C2C1=CC=C4C(=O)N1C2=CC=CC=C2N=C13 DGBWPZSGHAXYGK-UHFFFAOYSA-N 0.000 description 1
- 229960003893 phenacetin Drugs 0.000 description 1
- 229960005323 phenoxyethanol Drugs 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 description 1
- 229940067107 phenylethyl alcohol Drugs 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- XYFCBTPGUUZFHI-UHFFFAOYSA-N phosphine group Chemical group P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 description 1
- 125000001476 phosphono group Chemical group [H]OP(*)(=O)O[H] 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 230000001376 precipitating effect Effects 0.000 description 1
- QROGIFZRVHSFLM-UHFFFAOYSA-N prop-1-enylbenzene Chemical group CC=CC1=CC=CC=C1 QROGIFZRVHSFLM-UHFFFAOYSA-N 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 229940116423 propylene glycol diacetate Drugs 0.000 description 1
- JEXVQSWXXUJEMA-UHFFFAOYSA-N pyrazol-3-one Chemical compound O=C1C=CN=N1 JEXVQSWXXUJEMA-UHFFFAOYSA-N 0.000 description 1
- 150000004053 quinones Chemical class 0.000 description 1
- 235000009566 rice Nutrition 0.000 description 1
- WBHHMMIMDMUBKC-XLNAKTSKSA-N ricinelaidic acid Chemical compound CCCCCC[C@@H](O)C\C=C\CCCCCCCC(O)=O WBHHMMIMDMUBKC-XLNAKTSKSA-N 0.000 description 1
- 229960003656 ricinoleic acid Drugs 0.000 description 1
- FEUQNCSVHBHROZ-UHFFFAOYSA-N ricinoleic acid Natural products CCCCCCC(O[Si](C)(C)C)CC=CCCCCCCCC(=O)OC FEUQNCSVHBHROZ-UHFFFAOYSA-N 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- PJANXHGTPQOBST-UHFFFAOYSA-N stilbene Chemical compound C=1C=CC=CC=1C=CC1=CC=CC=C1 PJANXHGTPQOBST-UHFFFAOYSA-N 0.000 description 1
- 235000021286 stilbenes Nutrition 0.000 description 1
- HXJUTPCZVOIRIF-UHFFFAOYSA-N sulfolane Chemical compound O=S1(=O)CCCC1 HXJUTPCZVOIRIF-UHFFFAOYSA-N 0.000 description 1
- 229940124530 sulfonamide Drugs 0.000 description 1
- 150000003456 sulfonamides Chemical class 0.000 description 1
- 150000003457 sulfones Chemical class 0.000 description 1
- 150000003462 sulfoxides Chemical class 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 125000004434 sulfur atom Chemical group 0.000 description 1
- PMBKSTOGTODXJZ-UHFFFAOYSA-N tetracosane-1,1-diol Chemical compound CCCCCCCCCCCCCCCCCCCCCCCC(O)O PMBKSTOGTODXJZ-UHFFFAOYSA-N 0.000 description 1
- CQTBQILMJBCTRS-UHFFFAOYSA-N tetradecane-1,1-diol Chemical compound CCCCCCCCCCCCCC(O)O CQTBQILMJBCTRS-UHFFFAOYSA-N 0.000 description 1
- 239000001016 thiazine dye Substances 0.000 description 1
- YODZTKMDCQEPHD-UHFFFAOYSA-N thiodiglycol Chemical compound OCCSCCO YODZTKMDCQEPHD-UHFFFAOYSA-N 0.000 description 1
- 229950006389 thiodiglycol Drugs 0.000 description 1
- UIERETOOQGIECD-ONEGZZNKSA-N tiglic acid Chemical compound C\C=C(/C)C(O)=O UIERETOOQGIECD-ONEGZZNKSA-N 0.000 description 1
- UAXOELSVPTZZQG-UHFFFAOYSA-N tiglic acid Natural products CC(C)=C(C)C(O)=O UAXOELSVPTZZQG-UHFFFAOYSA-N 0.000 description 1
- LMYRWZFENFIFIT-UHFFFAOYSA-N toluene-4-sulfonamide Chemical compound CC1=CC=C(S(N)(=O)=O)C=C1 LMYRWZFENFIFIT-UHFFFAOYSA-N 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- VHOCUJPBKOZGJD-UHFFFAOYSA-N triacontanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCCCCCC(O)=O VHOCUJPBKOZGJD-UHFFFAOYSA-N 0.000 description 1
- STCOOQWBFONSKY-UHFFFAOYSA-N tributyl phosphate Chemical compound CCCCOP(=O)(OCCCC)OCCCC STCOOQWBFONSKY-UHFFFAOYSA-N 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- JLGLQAWTXXGVEM-UHFFFAOYSA-N triethylene glycol monomethyl ether Chemical compound COCCOCCOCCO JLGLQAWTXXGVEM-UHFFFAOYSA-N 0.000 description 1
- AAAQKTZKLRYKHR-UHFFFAOYSA-N triphenylmethane Chemical compound C1=CC=CC=C1C(C=1C=CC=CC=1)C1=CC=CC=C1 AAAQKTZKLRYKHR-UHFFFAOYSA-N 0.000 description 1
- 239000006097 ultraviolet radiation absorber Substances 0.000 description 1
- PXXNTAGJWPJAGM-UHFFFAOYSA-N vertaline Natural products C1C2C=3C=C(OC)C(OC)=CC=3OC(C=C3)=CC=C3CCC(=O)OC1CC1N2CCCC1 PXXNTAGJWPJAGM-UHFFFAOYSA-N 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 239000001060 yellow colorant Substances 0.000 description 1
Landscapes
- Coloring (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
Abstract
Description
【０００１】[0001]
【発明の属する技術分野】本発明は、特定の化合物を含
有するインク組成物に関するものである。TECHNICAL FIELD The present invention relates to an ink composition containing a specific compound.
【０００２】[0002]
【従来の技術】インク組成物においては、その使用され
る記録方式に適合すること、高い記録画像濃度を有し色
調が良好であること、耐光性や耐熱性及び耐水性といっ
た色画像堅牢性に優れること、被記録媒体に対して定着
が速く記録後ににじまないこと、インクとしての保存性
に優れていること、毒性や引火性といった安全性に問題
がないこと、安価であること等が要求される。2. Description of the Related Art Ink compositions are suitable for the recording method used, have high recorded image density and good color tone, and have good color image fastness such as light resistance, heat resistance and water resistance. It is required to be excellent, to be fast in fixing to a recording medium and not to bleed after recording, to be excellent in storage stability as an ink, to be free from safety problems such as toxicity and flammability, and to be inexpensive. It
【０００３】このような観点から、種々のインク組成物
が提案、検討されているが、要求の多くを同時に満足す
るようなインク組成物はきわめて限られている。特にカ
ラー記録画像の場合、単色記録画像の場合に比べて、カ
ラー画像のハードコピーとして使用される場合が多く、
観賞用として画像が光にさらされる機会が多く、特に良
好な光堅牢性が要求される。そこで、耐光性を向上させ
るためにインク組成物中に種々の化合物を添加すること
が広く検討されてきた。From this point of view, various ink compositions have been proposed and studied, but the number of ink compositions that satisfy many of the requirements at the same time is extremely limited. Especially in the case of color recorded images, compared to the case of single color recorded images, it is often used as a hard copy of color images,
Images are often exposed to light for ornamental use, and particularly good light fastness is required. Therefore, it has been widely studied to add various compounds to the ink composition in order to improve the light resistance.
【０００４】例えば、特開平２−２３８０６７号にはハ
イドロキノン類をインクに添加することが開示されてい
る。更に特開平４−２２７７７３号には、ヒンダードフ
ェノール類をインクに添加する事が開示されている。For example, JP-A-2-238067 discloses that hydroquinones are added to ink. Further, JP-A-4-227777 discloses that hindered phenols are added to the ink.
【０００５】しかしながら、フェノール類やハイドロキ
ノン類は酸化防止効果を発現後自身が酸化されてキノン
となって着色し、色調を変化させるという欠点があっ
た。However, the phenols and hydroquinones have the drawback that after exhibiting an antioxidant effect, they themselves are oxidized to form quinones and are colored to change the color tone.
【０００６】また、特開平５−２３９３８９号には錯体
化合物をインク組成物に添加することが開示されている
が、金属錯体化合物の多くは着色しており色調を悪化さ
せるという問題を有していた。また、これらの技術を持
ってしても、満足できる耐光性を得ることができなかっ
た。この問題点を解決すべく色調と耐光性の優れたイン
ク組成物の開発が盛んに行われているが、いまだに満足
できるインク組成物が達成されていないのが現状であ
る。Further, JP-A-5-239389 discloses that a complex compound is added to an ink composition, but most of the metal complex compounds are colored and have a problem that the color tone is deteriorated. It was Moreover, even with these techniques, satisfactory light resistance cannot be obtained. In order to solve this problem, an ink composition having excellent color tone and light fastness has been actively developed, but a satisfactory ink composition has not yet been achieved.
【０００７】[0007]
【発明が解決しようとする課題】本発明の目的は、色調
を悪化させることなく、色画像の耐光性に優れたインク
組成物を提供することにある。SUMMARY OF THE INVENTION An object of the present invention is to provide an ink composition which is excellent in light fastness of a color image without deteriorating the color tone.
【０００８】[0008]
【課題を解決するための手段】本発明の上記目的は、以
下の構成により達成される。The above object of the present invention is achieved by the following constitution.
【０００９】１．着色剤と下記一般式（１）で表される
化合物を含有することを特徴とするインク組成物。1. An ink composition comprising a colorant and a compound represented by the following general formula (1).
【００１０】一般式（１） （Ｒ1（Ｒ2）Ｎ−ＯＨ）ｎ（Ｍ）ｍ 式中、Ｒ1及びＲ2は、各々独立に水素原子、アルキル
基、アルコキシ基、アルコキシカルボニル基、カルバモ
イル基又はアシル基を表す。ｎは１〜３の整数で、ｍは
０〜２の整数であり、Ｍは対塩を表す。General formula (1) (R 1 (R 2 ) N-OH) n (M) m In the formula, R 1 and R 2 are each independently a hydrogen atom, an alkyl group, an alkoxy group, an alkoxycarbonyl group, It represents a carbamoyl group or an acyl group. n is an integer of 1 to 3, m is an integer of 0 to 2, and M represents a counter salt.
【００１１】２．前記一般式（１）で表される化合物の
添加量が全インク量の０．０１重量％〜１５重量％の範
囲であることを特徴とする前記１に記載のインク組成
物。2. Item 2. The ink composition according to Item 1, wherein the amount of the compound represented by the general formula (1) added is in the range of 0.01% by weight to 15% by weight of the total ink amount.
【００１２】３．着色剤が水溶性染料であることを特徴
とする前記１又は２に記載のインク組成物。3. 3. The ink composition as described in 1 or 2 above, wherein the colorant is a water-soluble dye.
【００１３】４．インク組成物が水と水溶性有機溶媒を
含むことを特徴とする前記１、２又は３に記載のインク
組成物。4. 4. The ink composition according to the above 1, 2, or 3, wherein the ink composition contains water and a water-soluble organic solvent.
【００１４】５．着色剤がキサンテン染料もしくはアゾ
メチン染料であることを特徴とする前記１、２、３又は
４に記載のインク組成物。5. 5. The ink composition as described in 1, 2, 3 or 4, wherein the colorant is a xanthene dye or an azomethine dye.
【００１５】６．着色剤がアゾ染料であることを特徴と
する前記１、２、３又は４に記載のインク組成物。6. 5. The ink composition according to 1, 2, 3 or 4 above, wherein the colorant is an azo dye.
【００１６】７．記録方法がインクジェット方式である
ことを特徴とする前記１〜６の何れか１項に記載のイン
ク組成物。[7] 7. The ink composition according to any one of 1 to 6 above, wherein the recording method is an inkjet method.
【００１７】以下、本発明を詳細に説明する。Hereinafter, the present invention will be described in detail.
【００１８】まず、一般式（１）の化合物について詳細
に説明する。First, the compound of the general formula (1) will be described in detail.
【００１９】一般式（１）においてＲ1及びＲ2は、各々
独立に水素原子、アルキル基（例えば、メチル基、エチ
ル基、プロピル基、イソプロピル基、ブチル基、イソブ
チル基、ペンチル基、ネオペンチル基、シクロペンチル
基、ヘキシル基、シクロヘキシル基、ヘプチル基、オク
チル基、２−エチルヘキシル基、ノニル基、デシル基、
２−ブチルヘキシル基、ドデシル基、テトラデシル基、
ヘキサデシル基、オクタデシル基等の直鎖、分岐、環状
のアルキル基等）、アルコキシ基（例えば、メトキシ
基、エトキシ基、プロポキシ基等）、アルコキシカルボ
ニル基（例えばメトキシカルボニル基）、カルバモイル
基（例えばメチルカルバモイル基）又はアシル基（例え
ばアセチル基、ベンゾイル基、プロパノイル基）を表
す。In the general formula (1), R 1 and R 2 are each independently a hydrogen atom, an alkyl group (eg, methyl group, ethyl group, propyl group, isopropyl group, butyl group, isobutyl group, pentyl group, neopentyl group). , Cyclopentyl group, hexyl group, cyclohexyl group, heptyl group, octyl group, 2-ethylhexyl group, nonyl group, decyl group,
2-butylhexyl group, dodecyl group, tetradecyl group,
Hexadecyl group, octadecyl group, etc. linear, branched, or cyclic alkyl group), alkoxy group (eg, methoxy group, ethoxy group, propoxy group, etc.), alkoxycarbonyl group (eg, methoxycarbonyl group), carbamoyl group (eg, methyl) A carbamoyl group) or an acyl group (eg, acetyl group, benzoyl group, propanoyl group).
【００２０】これらの基は更に適当な置換基で置換され
ていてもよく、適当な置換基としては、アルキル基（例
えば、メチル基、エチル基、プロピル基、イソプロピル
基、ブチル基、イソブチル基、ペンチル基、ネオペンチ
ル基、シクロペンチル基、ヘキシル基、シクロヘキシル
基、ヘプチル基、オクチル基、２−エチルヘキシル基、
ノニル基、デシル基、２−ブチルヘキシル基、ドデシル
基、テトラデシル基、ヘキサデシル基、オクタデシル基
等の直鎖、分岐、環状のアルキル基等）、アルコキシ基
（例えば、メトキシ基、エトキシ基、プロポキシ基
等）、アルコキシカルボニル基（例えばメトキシカルボ
ニル基）、カルバモイル基（例えばメチルカルバモイル
基）又はアシル基（例えばアセチル基、ベンゾイル基、
プロパノイル基）に加えて、アルケニル基（例えば、ビ
ニル基、アリル基、２−ブテニル基等）、アルキニル基
（例えば、プロパルギル基等）、アラルキル基（例え
ば、ベンジル基等）、芳香族基（例えば、フェニル基、
ナフチル基等）、複素環基（例えば、少なくとも１つの
窒素原子、酸素原子、硫黄原子から選ばれた原子を有す
る５又は６員のヘテロ環基等）、シアノ基、スルホ基、
カルボキシル基、ニトロ基又はアミノ基（例えば、無置
換アミノ基、炭素数１〜２０のアルキルアミノ基、炭素
数２〜４０のジアルキルアミノ基、アニリノ基、炭素数
７〜３０のＮ−アルキルアニリノ基）、ハロゲン原子
（例えば、塩素原子、臭素原子等）、ヒドロキシル基、
アンモニオ基、スルファモイル基（例えば、無置換スル
ファモイル基、炭素数２〜４０のジアルキルスルファモ
イル基、炭素数１〜２０のアルキルスルファモイル基、
フェニルスルファモイル基、炭素数７〜２６のＮ−アル
キル，Ｎ−フェニルスルファモイル基等）、ウレイド基
（例えば、無置換ウレイド基、炭素数１〜２０のアルキ
ルウレイド基、炭素数２〜４０のジアルキルウレイド
基、フェニルウレイド基等）、アミジノ基、ホスホノ基
及びホスフィン基等があげられる。These groups may be further substituted with a suitable substituent, and suitable substituents include an alkyl group (eg, methyl group, ethyl group, propyl group, isopropyl group, butyl group, isobutyl group, Pentyl group, neopentyl group, cyclopentyl group, hexyl group, cyclohexyl group, heptyl group, octyl group, 2-ethylhexyl group,
Nonyl group, decyl group, 2-butylhexyl group, dodecyl group, tetradecyl group, hexadecyl group, octadecyl group, and other linear, branched, or cyclic alkyl groups), alkoxy groups (eg, methoxy group, ethoxy group, propoxy group) Etc.), alkoxycarbonyl group (eg methoxycarbonyl group), carbamoyl group (eg methylcarbamoyl group) or acyl group (eg acetyl group, benzoyl group,
In addition to a propanoyl group, an alkenyl group (eg, vinyl group, allyl group, 2-butenyl group, etc.), alkynyl group (eg, propargyl group, etc.), aralkyl group (eg, benzyl group), aromatic group (eg, , Phenyl group,
A naphthyl group), a heterocyclic group (for example, a 5- or 6-membered heterocyclic group having an atom selected from at least one nitrogen atom, an oxygen atom, and a sulfur atom), a cyano group, a sulfo group,
Carboxyl group, nitro group or amino group (for example, unsubstituted amino group, alkylamino group having 1 to 20 carbon atoms, dialkylamino group having 2 to 40 carbon atoms, anilino group, N-alkylanilino having 7 to 30 carbon atoms) Group), halogen atom (for example, chlorine atom, bromine atom, etc.), hydroxyl group,
Ammonio group, sulfamoyl group (eg, unsubstituted sulfamoyl group, dialkylsulfamoyl group having 2 to 40 carbon atoms, alkylsulfamoyl group having 1 to 20 carbon atoms,
Phenylsulfamoyl group, N-alkyl having 7 to 26 carbon atoms, N-phenylsulfamoyl group, etc.), ureido group (for example, unsubstituted ureido group, alkylureido group having 1 to 20 carbon atoms, 2 to 2 carbon atoms) 40 dialkylureido group, phenylureido group and the like), amidino group, phosphono group and phosphine group.
【００２１】Ｒ1とＲ2は、互いに結合して環を形成する
ことはない。ｎは１〜３の整数で、ｍは０〜２の整数で
あり、Ｍは対塩（例えば塩酸塩、硫酸塩等）を表す。R 1 and R 2 do not bond with each other to form a ring. n is an integer of 1 to 3, m is an integer of 0 to 2, and M represents a counter salt (for example, hydrochloride, sulfate, etc.).
【００２２】Ｒ1及びＲ2としては各々独立に水素原子、
置換又は無置換のアルキル基が好ましい。R 1 and R 2 are each independently a hydrogen atom,
A substituted or unsubstituted alkyl group is preferred.
【００２３】また、好ましくは水溶性を有し、更に好ま
しくは、スルホ基、カルボキシル基、水酸基等の水溶性
の置換基を有する化合物である。Further, it is preferably a water-soluble compound, and more preferably a compound having a water-soluble substituent such as a sulfo group, a carboxyl group and a hydroxyl group.
【００２４】以下に一般式（１）の具体的化合物例を示
すが、本発明はこれらに限定されない。Specific examples of the compound represented by the general formula (1) are shown below, but the invention is not limited thereto.
【００２５】具体的化合物例Specific compound examples
【００２６】[0026]
【化１】 Embedded image
【００２７】[0027]
【化２】 Embedded image
【００２８】[0028]
【化３】 Embedded image
【００２９】上記一般式（１）で表される化合物は、市
販もしくは、合成されたヒドロキシルアミン類をアルキ
ル化反応（求核置換反応、付加反応、マンニッヒ反応）
することにより合成することができる。西ドイツ特許１
１５９６３４号公報や、「インオルガニカ・ケミカ・ア
クタ」（Ｉｎｏｒｇａｎｉｃａ Ｃｈｉｍｉｃａ Ａｃ
ｔａ），９３（１９８４） １０１〜１０７、などに記
載の合成法に準じて容易に合成できる。The compound represented by the above general formula (1) is an alkylation reaction (nucleophilic substitution reaction, addition reaction, Mannich reaction) of commercially available or synthesized hydroxylamines.
Can be synthesized. West German Patent 1
No. 159634 and “Inorganica Chemica Ac” (Inorganica Chimica Ac)
ta), 93 (1984) 101-107, etc., and can be easily synthesized.
【００３０】本発明のインク組成物に用いられる着色剤
としては水溶性染料、油溶性染料或いは顔料の何れも用
いることができ、一般の直接染料、酸性染料、塩基性染
料、建洗染料、反応染料が用いられる。As the colorant used in the ink composition of the present invention, any of water-soluble dyes, oil-soluble dyes and pigments can be used, and general direct dyes, acid dyes, basic dyes, building dyes, and reaction dyes can be used. A dye is used.
【００３１】たとえば、アゾ染料（モノアゾ染料、金属
錯塩アゾ染料、ピラゾロンアゾ染料、スチルベンアゾ染
料、チアゾールアゾ染料）、アントラキノン染料、イン
ジゴイド染料、フタロシアニン染料、ジフェニルメタン
染料、トリフェニルメタン染料、キサンテン染料、アク
リジン染料、アジン染料、オキサジン染料、チアジン染
料、シアニン染料、アゾメチン染料、キノリン染料、ニ
トロ染料、ニトロソ染料、ベンゾキノン染料、ナフトキ
ノン染料、ナフタルイミド染料、及び、ペリノン染料な
どがある。For example, azo dyes (monoazo dyes, metal complex salt azo dyes, pyrazolone azo dyes, stilbene azo dyes, thiazole azo dyes), anthraquinone dyes, indigoid dyes, phthalocyanine dyes, diphenylmethane dyes, triphenylmethane dyes, xanthene dyes, acridines. There are dyes, azine dyes, oxazine dyes, thiazine dyes, cyanine dyes, azomethine dyes, quinoline dyes, nitro dyes, nitroso dyes, benzoquinone dyes, naphthoquinone dyes, naphthalimide dyes, and perinone dyes.
【００３２】上記染料の具体例として以下の化合物があ
る。Specific examples of the above dyes include the following compounds.
【００３３】[0033]
【化４】 Embedded image
【００３４】[0034]
【化５】 Embedded image
【００３５】[0035]
【化６】 [Chemical 6]
【００３６】[0036]
【化７】 Embedded image
【００３７】[0037]
【化８】 Embedded image
【００３８】[0038]
【化９】 Embedded image
【００３９】好ましくは、アゾ染料、フタロシアニン染
料、キサンテン染料及びアゾメチン染料である。Preferred are azo dyes, phthalocyanine dyes, xanthene dyes and azomethine dyes.
【００４０】好ましい染料の例として以下の化合物を示
すが、本発明はこれらに限定されない。The following compounds are shown as examples of preferable dyes, but the present invention is not limited thereto.
【００４１】[0041]
【化１０】 Embedded image
【００４２】[0042]
【化１１】 Embedded image
【００４３】[0043]
【化１２】 Embedded image
【００４４】[0044]
【化１３】 Embedded image
【００４５】[0045]
【化１４】 Embedded image
【００４６】[0046]
【化１５】 Embedded image
【００４７】[0047]
【化１６】 Embedded image
【００４８】[0048]
【化１７】 Embedded image
【００４９】[0049]
【化１８】 Embedded image
【００５０】[0050]
【化１９】 Embedded image
【００５１】顔料としては無機顔料、有機顔料共に用い
ることができるが、特に有機顔料が好ましい。有機顔料
としては、前述の染料が可溶性基を持たないもの、染料
から沈殿剤により不溶性塩として得られるものがあげら
れるが、何れの顔料においても用いることができる。As the pigment, both an inorganic pigment and an organic pigment can be used, but an organic pigment is particularly preferable. Examples of the organic pigment include those in which the above-mentioned dye does not have a soluble group, and those in which the dye is obtained as an insoluble salt from the dye by a precipitating agent, and any pigment can be used.
【００５２】本発明のインク組成物はその使用する記録
方式に関して特に制約はなく、いかなる記録方法におい
ても用いることができるが、インク滴を記録信号に応じ
てオリフィスから吐出させて記録を行うインクジェット
記録方式のインク組成物として用いることが好ましい。The ink composition of the present invention is not particularly limited with respect to the recording method used and can be used in any recording method, but ink jet recording is carried out by ejecting ink droplets from an orifice in response to a recording signal. It is preferable to use it as a system ink composition.
【００５３】インクジェット記録方式としてはコンティ
ニュアス方式及びオンデマンド方式があげられるが、ど
ちらの方式においても使用することができる。オンデマ
ンド型方式としては、電気−機械変換方式（例えば、シ
ングルキャビティー型、ダブルキャビティー型、ベンダ
ー型、ピストン型、シェアーモード型、シェアードウォ
ール型等）、電気−熱変換方式（例えば、サーマルイン
クジェット型、バブルジェット型等）、静電吸引方式
（例えば、電界制御型、スリットジェット型等）及び放
電方式（例えば、スパークジェット型等）などを具体的
な例として挙げることができる。As the ink jet recording system, there are a continuous system and an on-demand system, and both systems can be used. The on-demand type system includes an electro-mechanical conversion system (for example, a single cavity type, a double cavity type, a bender type, a piston type, a shear mode type, a shared wall type, etc.), an electric-heat conversion system (for example, a thermal type). Specific examples include an inkjet type, a bubble jet type, an electrostatic suction type (for example, an electric field control type, a slit jet type, etc.), and a discharge type (for example, a spark jet type).
【００５４】本発明のインク組成物において、前記一般
式（１）で表される化合物は、全インク量の０．０１〜
１５重量％の範囲で使用されることが好ましく、０．２
〜１５重量％の範囲であることがより好ましい。In the ink composition of the present invention, the compound represented by the general formula (1) is contained in an amount of 0.01 to 0.01% of the total ink amount.
It is preferably used in the range of 15% by weight, 0.2
It is more preferably in the range of ˜15% by weight.
【００５５】本発明のインク組成物を含有するインク組
成液は水系インク組成液、油系インク組成液、固体（相
変化）インク組成液等を用いることができるが、水系イ
ンク組成液（例えばインク組成液総重量あたり１０重量
％以上の水を含有する水性インク組成液等）を溶媒系と
して特に好ましく用いることができる。The ink composition liquid containing the ink composition of the present invention may be a water-based ink composition liquid, an oil-based ink composition liquid, a solid (phase change) ink composition liquid or the like. An aqueous ink composition liquid containing 10% by weight or more of water based on the total weight of the composition liquid) can be particularly preferably used as a solvent system.
【００５６】水系インク組成液は、着色剤と一般式
（１）で表される化合物の他に溶剤として水と水溶性有
機溶媒を併用することが好ましい。In the water-based ink composition liquid, it is preferable to use water and a water-soluble organic solvent as a solvent in addition to the colorant and the compound represented by the general formula (1).
【００５７】水溶性有機溶媒の例としては、アルコール
類（例えば、メタノール、エタノール、プロパノール、
イソプロパノール、ブタノール、イソブタノール、セカ
ンダリーブタノール、ターシャリーブタノール、ペンタ
ノール、ヘキサノール、シクロヘキサノール、ベンジル
アルコール等）、多価アルコール類（例えば、エチレン
グリコール、ジエチレングリコール、トリエチレングリ
コール、ポリエチレングリコール、プロピレングリコー
ル、ジプロピレングリコール、ポリプロピレングリコー
ル、ブチレングリコール、ヘキサンジオール、ペンタン
ジオール、グリセリン、ヘキサントリオール、チオジグ
リコール等）、多価アルコールエーテル類（例えば、エ
チレングリコールモノメチルエーテル、エチレングリコ
ールモノエチルエーテル、エチレングリコールモノブチ
ルエーテル、ジエチレングリコールモノメチルエーテ
ル、ジエチレングリコールモノエチルエーテル、ジエチ
レングリコールモノブチルエーテル、プロピレングリコ
ールモノメチルエーテル、プロピレングリコールモノブ
チルエーテル、エチレングリコールモノメチルエーテル
アセテート、トリエチレングリコールモノメチルエーテ
ル、トリエチレングリコールモノエチルエーテル、トリ
エチレングリコールモノブチルエーテル、エチレングリ
コールモノフェニルエーテル、プロピレングリコールモ
ノフェニルエーテル等）、アミン類（例えば、エタノー
ルアミン、ジエタノールアミン、トリエタノールアミ
ン、Ｎ−メチルジエタノールアミン、Ｎ−エチルジエタ
ノールアミン、モルホリン、Ｎ−エチルモルホリン、エ
チレンジアミン、ジエチレンジアミン、トリエチレンテ
トラミン、テトラエチレンペンタミン、ポリエチレンイ
ミン、ペンタメチルジエチレントリアミン、テトラメチ
ルプロピレンジアミン等）、アミド類（例えば、ホルム
アミド、Ｎ，Ｎ−ジメチルホルムアミド、Ｎ，Ｎ−ジメ
チルアセトアミド等）、複素環類（例えば、２−ピロリ
ドン、Ｎ−メチル−２−ピロリドン、シクロヘキシルピ
ロリドン、２−オキサゾリドン、１，３−ジメチル−２
−イミダゾリジノン等）、スルホキシド類（例えば、ジ
メチルスルホキシド等）、スルホン類（例えば、スルホ
ラン等）、尿素、アセトニトリル、アセトン等が挙げら
れる。Examples of the water-soluble organic solvent include alcohols (eg, methanol, ethanol, propanol,
Isopropanol, butanol, isobutanol, secondary butanol, tertiary butanol, pentanol, hexanol, cyclohexanol, benzyl alcohol, etc., and polyhydric alcohols (for example, ethylene glycol, diethylene glycol, triethylene glycol, polyethylene glycol, propylene glycol, dipropylene) Propylene glycol, polypropylene glycol, butylene glycol, hexanediol, pentanediol, glycerin, hexanetriol, thiodiglycol, etc.), polyhydric alcohol ethers (for example, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monobutyl ether, Diethylene glycol monomethyl ether, diethylene glycol Monoethyl ether, diethylene glycol monobutyl ether, propylene glycol monomethyl ether, propylene glycol monobutyl ether, ethylene glycol monomethyl ether acetate, triethylene glycol monomethyl ether, triethylene glycol monoethyl ether, triethylene glycol monobutyl ether, ethylene glycol monophenyl ether, Propylene glycol monophenyl ether, etc., amines (for example, ethanolamine, diethanolamine, triethanolamine, N-methyldiethanolamine, N-ethyldiethanolamine, morpholine, N-ethylmorpholine, ethylenediamine, diethylenediamine, triethylenetetramine, tetraethylene) Pentamine, Liethyleneimine, pentamethyldiethylenetriamine, tetramethylpropylenediamine, etc.), amides (eg, formamide, N, N-dimethylformamide, N, N-dimethylacetamide, etc.), heterocycles (eg, 2-pyrrolidone, N-methyl) -2-pyrrolidone, cyclohexylpyrrolidone, 2-oxazolidone, 1,3-dimethyl-2
-Imidazolidinone), sulfoxides (eg, dimethylsulfoxide), sulfones (eg, sulfolane), urea, acetonitrile, acetone and the like.
【００５８】上記のような水系インク組成液において、
着色剤はその溶媒系に可溶であればそのまま溶解して用
いることができる。一方、そのままでは不溶の固体であ
る場合、着色剤を種々の分散機（例えば、ボールミル、
サンドミル、アトライター、ロールミル、アジテーター
ミル、ヘンシェルミキサー、コロイドミル、超音波ホモ
ジナイザー、パールミル、ジェットミル、オングミル
等）を用いて微粒子化するか、或いは可溶である有機溶
媒に着色剤を溶解した後に、高分子分散剤や界面活性剤
とともにその溶媒系に分散させることができる。更に、
そのままでは不溶の液体又は半溶融状物である場合、そ
のままか或いは可溶である有機溶媒に溶解して、高分子
分散剤や界面活性剤とともにその溶媒系に分散させるこ
とができる。In the water-based ink composition liquid as described above,
If the colorant is soluble in the solvent system, it can be dissolved and used as it is. On the other hand, when it is an insoluble solid as it is, the colorant is dispersed in various dispersing machines (for example, ball mill,
After using a sand mill, an attritor, a roll mill, an agitator mill, a Henschel mixer, a colloid mill, an ultrasonic homogenizer, a pearl mill, a jet mill, an ong mill, etc., or after dissolving the colorant in a soluble organic solvent , Can be dispersed in the solvent system together with the polymer dispersant and the surfactant. Furthermore,
When it is a liquid or a semi-molten substance which is insoluble as it is, it can be dispersed in the solvent system as it is or by dissolving it in a soluble organic solvent together with a polymer dispersant and a surfactant.
【００５９】このような水系インク組成液の具体的調製
法については、例えば特開平５−１４８４３６号、同５
−２９５３１２号、同７−９７５４１号、同７−８２５
１５号、同７−１１８５８４号等に記載の方法を参照す
ることができる。A specific method for preparing such an aqueous ink composition liquid is described in, for example, JP-A-5-148436 and JP-A-5-148436.
-295312, 7-97541, 7-825.
No. 15, No. 7-118584, etc. can be referred to.
【００６０】油系インク組成液は、本発明の着色剤の他
に溶媒として有機溶媒を使用することができる。The oil-based ink composition liquid may use an organic solvent as a solvent in addition to the colorant of the present invention.
【００６１】油系インク組成液の溶媒の例としては、上
記水系インク組成液において水溶性有機溶媒として例示
したものに加えて、アルコール類（例えば、ペンタノー
ル、ヘプタノール、オクタノール、フェニルエチルアル
コール、フェニルプロピルアルコール、フルフリルアル
コール、アニルアルコール等）、エステル類（エチレン
グリコールジアセテート、エチレングリコールモノメチ
ルエーテルアセテート、ジエチレングリコールモノメチ
ルエーテルアセテート、プロピレングリコールジアセテ
ート、酢酸エチル、酢酸アミル、酢酸ベンジル、酢酸フ
ェニルエチル、酢酸フェノキシエチル、フェニル酢酸エ
チル、プロピオン酸ベンジル、安息香酸エチル、安息香
酸ブチル、ラウリン酸ブチル、ミリスチン酸イソプロピ
ル、リン酸トリエチル、リン酸トリブチル、フタル酸ジ
エチル、フタル酸ジブチル、マロン酸ジエチル、マロン
酸ジプロピル、ジエチルマロン酸ジエチル、コハク酸ジ
エチル、コハク酸ジブチル、グルタル酸ジエチル、アジ
ピン酸ジエチル、アジピン酸ジプロピル、アジピン酸ジ
ブチル、アジピン酸ジ（２−メトキシエチル）、セバシ
ン酸ジエチル、マレイン酸ジエチル、マレイン酸ジブチ
ル、マレイン酸ジオクチル、フマル酸ジエチル、フマル
酸ジオクチル、ケイ皮酸−３−ヘキセニル等）、エーテ
ル類（例えば、ブチルフェニルエーテル、ベンジルエチ
ルエーテル、ヘキシルエーテル等）、ケトン類（例え
ば、ベンジルメチルケトン、ベンジルアセトン、ジアセ
トンアルコール、シクロヘキサノン等）、炭化水素類
（例えば、石油エーテル、石油ベンジル、テトラリン、
デカリン、ターシャリーアミルベンゼン、ジメチルナフ
タリン等）、アミド類（例えば、Ｎ，Ｎ−ジエチルドデ
カンアミド等）が挙げられる。Examples of the solvent of the oil-based ink composition liquid include alcohols (for example, pentanol, heptanol, octanol, phenylethyl alcohol, phenyl propylene) in addition to those exemplified as the water-soluble organic solvent in the above water-based ink composition liquid. Alcohol, furfuryl alcohol, anil alcohol, etc., esters (ethylene glycol diacetate, ethylene glycol monomethyl ether acetate, diethylene glycol monomethyl ether acetate, propylene glycol diacetate, ethyl acetate, amyl acetate, benzyl acetate, phenylethyl acetate, acetic acid Phenoxyethyl, ethyl phenylacetate, benzyl propionate, ethyl benzoate, butyl benzoate, butyl laurate, isopropyl myristate, trie phosphate , Tributyl phosphate, diethyl phthalate, dibutyl phthalate, diethyl malonate, dipropyl malonate, diethyl diethyl malonate, diethyl succinate, dibutyl succinate, diethyl glutarate, diethyl adipate, dipropyl adipate, dibutyl adipate , Di (2-methoxyethyl) adipate, diethyl sebacate, diethyl maleate, dibutyl maleate, dioctyl maleate, diethyl fumarate, dioctyl fumarate, -3-hexenyl cinnamate, etc., ethers (for example, Butyl phenyl ether, benzyl ethyl ether, hexyl ether etc.), ketones (eg benzyl methyl ketone, benzyl acetone, diacetone alcohol, cyclohexanone etc.), hydrocarbons (eg petroleum ether, petroleum benzyl) Tetralin,
Decalin, tertiary amylbenzene, dimethylnaphthalene, etc.), and amides (eg, N, N-diethyldodecane amide, etc.).
【００６２】上記のような油系インク組成液において、
着色剤はそのまま溶解させて用いることができ、また樹
脂状分散剤や結合剤を併用して分散又は溶解させて用い
ることもできる。In the oil-based ink composition liquid as described above,
The colorant can be used by dissolving it as it is, or can be used by dispersing or dissolving it in combination with a resinous dispersant or a binder.
【００６３】このような油系インク組成液の具体的調製
法については、特開平３−２３１９７５号、特表平５−
５０８８８３号等に記載の方法を参照することができ
る。Specific methods for preparing such oil-based ink composition liquids are described in JP-A-3-231975 and Japanese Patent Publication No.
The method described in 508883 or the like can be referred to.
【００６４】固体（相変化）インク組成液は、室温で固
体であり、かつインク組成液の加熱噴射時には溶融した
液体状である相変化溶媒を使用する。As the solid (phase change) ink composition liquid, a phase change solvent which is solid at room temperature and which is in a molten liquid state when the ink composition liquid is heated and jetted is used.
【００６５】このような相変化溶媒としては、天然ワッ
クス（例えば、密ロウ、カルナウバワックス、ライスワ
ックス、木ロウ、ホホバ油、鯨ロウ、カンデリラワック
ス、ラノリン、モンタンワックス、オゾケライト、セレ
シン、パラフィンワックス、マイクロクリスタリンワッ
クス、ペトロラクタム等）、ポリエチレンワックス誘導
体、塩素化炭化水素、有機酸（例えば、パルミチン酸、
ステアリン酸、ベヘン酸、チグリン酸、２−アセトナフ
トンベヘン酸、１２−ヒドロキシステアリン酸、ジヒド
ロキシステアリン酸等）、有機酸エステル（例えば、上
記した有機酸のグリセリン、ジエチレングリコール、エ
チレングリコール等のアルコールとのエステル等）、ア
ルコール（例えば、ドデカノール、テトラデカノール、
ヘキサデカノール、エイコサノール、ドコサノール、テ
トラコサノール、ヘキサコサノール、オクタコサノー
ル、ドデセノール、ミリシルアルコール、テトラセノー
ル、ヘキサデセノール、エイコセノール、ドコセノー
ル、ピネングリコール、ヒノキオール、ブチンジオー
ル、ノナンジオール、イソフタリルアルコール、メシセ
リン、テレアフタリルアルコール、ヘキサンジオール、
デカンジオール、ドデカンジオール、テトラデカンジオ
ール、ヘキサデカンジオール、ドコサンジオール、テト
ラコサンジオール、テレビネオール、フェニルグリセリ
ン、エイコサンジオール、オクタンジオール、フェニル
プロピレングリコール、ビスフェノールＡ、パラアルフ
ァクミルフェノール等）、ケトン（例えば、ベンゾイル
アセトン、ジアセトベンゼン、ベンゾフェノン、トリコ
サノン、ヘプタコサノン、ヘプタトリアコンタノン、ヘ
ントリアコンタノン、ヘプタトリアコンタノン、ステア
ロン、ラウロン、ジアニソール等）、アミド（例えば、
オレイン酸アミド、ラウリル酸アミド、ステアリン酸ア
ミド、リシノール酸アミド、パルミチン酸アミド、テト
ラヒドロフラン酸アミド、エルカ酸アミド、ミリスチン
酸アミド、１２−ヒドロキシステアリン酸アミド、Ｎ−
ステアリルエルカ酸アミド、Ｎ−オレイルステアリン酸
アミド、Ｎ，Ｎ′−エチレンビスラウリン酸アミド、
Ｎ，Ｎ′−エチレンビスステアリン酸アミド、Ｎ，Ｎ′
−エチレンビスオレイン酸アミド、Ｎ，Ｎ′−メチレン
ビスステアリン酸アミド、Ｎ，Ｎ′−エチレンビスベヘ
ン酸アミド、Ｎ，Ｎ′−キシリレンビスステアリン酸ア
ミド、Ｎ，Ｎ′−ブチレンビスステアリン酸アミド、
Ｎ，Ｎ′−ジオレイルアジピン酸アミド、Ｎ，Ｎ′−ジ
ステアリルアジピン酸アミド、Ｎ，Ｎ′−ジオレイルセ
バシン酸アミド、Ｎ，Ｎ′−システアリルセバシン酸ア
ミド、Ｎ，Ｎ′−ジステアリルテレフタル酸アミド、
Ｎ，Ｎ′−ジステアリルイソフタル酸アミド、フェナセ
チン、トルアミド、アセトアミド、オレイン酸２量体／
エチレンジアミン／ステアリン酸（１：２：２のモル
比）のような２量体酸とジアミンと脂肪酸の反応生成物
テトラアミド等）、スルホンアミド（例えば、パラトル
エンスルホンアミド、エチルベンゼンスルホンアミド、
ブチルベンゼンスルホンアミド等）、シリコーン類（例
えば、シリコーンＳＨ６０１８（東レシリコーン）、シ
リコーンＫＲ２１５，２１６，２２０（信越シリコー
ン）等）、クマロン類（例えば、エスクロンＧ−９０
（新日鐵化学）等）、コレステロール脂肪酸エステル
（例えば、ステアリン酸コレステロール、パルミチン酸
コレステロール、ミリスチン酸コレステロール、ベヘン
酸コレステロール、ラウリン酸コレステロール、メリシ
ン酸コレステロール等）、糖類脂肪酸エステル（ステア
リン酸サッカロース、パルミチン酸サッカロース、ベヘ
ン酸サッカロース、ラウリン酸サッカロース、メリシン
酸サッカロース、ステアリン酸ラクトース、パルミチン
酸ラクトース、ミリスチン酸ラクトース、ベヘン酸ラク
トース、ラウリン酸ラクトース、メリシン酸ラクトース
等）が挙げられる。Examples of such phase change solvents include natural waxes (eg, beeswax, carnauba wax, rice wax, wood wax, jojoba oil, whale wax, candelilla wax, lanolin, montan wax, ozokerite, ceresin, paraffin). Wax, microcrystalline wax, petrolactam, etc.), polyethylene wax derivative, chlorinated hydrocarbon, organic acid (eg palmitic acid,
Stearic acid, behenic acid, tiglic acid, 2-acetonaphthone behenic acid, 12-hydroxystearic acid, dihydroxystearic acid and the like, and organic acid esters (for example, alcohols such as glycerin, diethylene glycol and ethylene glycol of the above organic acids) Esters, etc.), alcohols (eg, dodecanol, tetradecanol,
Hexadecanol, eicosanol, docosanol, tetracosanol, hexacosanol, octacosanol, dodecenol, myricyl alcohol, tetracenol, hexadecenol, eicosenol, docosenol, pinene glycol, hinokiol, butynediol, nonanediol, isophthalyl alcohol, mesicerine, Terephthalyl alcohol, hexanediol,
Decanediol, dodecanediol, tetradecanediol, hexadecanediol, docosandiol, tetracosanediol, tvneol, phenylglycerin, eicosandiol, octanediol, phenylpropylene glycol, bisphenol A, para-alpha cumyl phenol, etc.), ketone (For example, benzoylacetone, diacetbenzene, benzophenone, tricosanone, heptacosanone, heptatriacontanone, hentriacontanone, heptatriacontanone, stearone, lauron, dianisole, etc.), amide (for example,
Oleic acid amide, lauric acid amide, stearic acid amide, ricinoleic acid amide, palmitic acid amide, tetrahydrofuranic acid amide, erucic acid amide, myristic acid amide, 12-hydroxystearic acid amide, N-
Stearyl erucamide, N-oleyl stearamide, N, N'-ethylenebislauric amide,
N, N'-ethylenebisstearic acid amide, N, N '
-Ethylenebisoleic acid amide, N, N'-methylenebisstearic acid amide, N, N'-ethylenebisbehenic acid amide, N, N'-xylylenebisstearic acid amide, N, N'-butylenebisstearic acid Amide,
N, N'-dioleyl adipamide, N, N'-distearyl adipamide, N, N'-dioleyl sebacamide, N, N'-cystearyl sebacamide, N, N'-diamide Stearyl terephthalamide,
N, N'-distearylisophthalamide, phenacetin, toluamide, acetamide, oleic acid dimer /
Reaction products of dimer acids such as ethylenediamine / stearic acid (1: 2: 2 molar ratio) with diamines and fatty acids, such as tetraamides; sulfonamides (eg, paratoluenesulfonamide, ethylbenzenesulfonamide;
Butylbenzenesulfonamide, etc.), silicones (for example, silicone SH6018 (Toray Silicone), silicone KR215, 216,220 (Shin-Etsu Silicone), etc.), and coumarones (for example, Escron G-90)
(Nippon Steel Chemical Co., Ltd.), cholesterol fatty acid esters (eg, cholesterol stearate, cholesterol palmitate, cholesterol myristate, cholesterol behenate, cholesterol laurate, cholesterol melissate), saccharide fatty acid esters (saccharose stearate, palmitin) Acid saccharose, saccharose behenate, saccharose laurate, saccharose melinate, lactose stearate, lactose palmitate, lactose myristate, lactose behenate, lactose laurate, lactose melinate, and the like.
【００６６】固体インク組成液の固体−液体相変化にお
ける相変化温度は、６０℃以上であることが好ましく、
８０〜１５０℃であることがより好ましい。The phase change temperature in the solid-liquid phase change of the solid ink composition liquid is preferably 60 ° C. or higher,
The temperature is more preferably from 80 to 150 ° C.
【００６７】上記のような固体インク組成液において、
加熱した溶融状態の溶媒に本発明の一般式（１）で表さ
れる化合物をそのまま溶解させて用いることができ、ま
た樹脂状分散剤や結合剤を併用して分散又は溶解させて
用いることもできる。In the solid ink composition liquid as described above,
The compound represented by the general formula (1) of the present invention can be used as it is by dissolving it in a heated solvent in a molten state, or can be used by dispersing or dissolving it together with a resinous dispersant or a binder. it can.
【００６８】このような固体インク組成液の具体的調製
法については、特開平５−１８６７２３号、同７−７０
４９０号等に記載の方法を参照することができる。Specific methods for preparing such solid ink composition liquids are described in JP-A-5-186723 and JP-A-7-70.
The method described in No. 490 and the like can be referred to.
【００６９】上記したような水系、油系、固体の各イン
ク組成液は、その飛翔時の粘度として４０ｃｐｓ以下が
好ましく、３０ｃｐｓ以下であることがより好ましい。The water-based, oil-based, and solid ink composition liquids as described above have a flying viscosity of preferably 40 cps or less, and more preferably 30 cps or less.
【００７０】本発明のインク組成物を含有するインク組
成液は、その飛翔時の表面張力として２０ｄｙｎ／ｃｍ
以上が好ましく、２５〜８０ｄｙｎ／ｃｍであること
が、より好ましい。The ink composition liquid containing the ink composition of the present invention has a surface tension of 20 dyn / cm when flying.
The above is preferable, and 25-80 dyn / cm is more preferable.
【００７１】本発明のインク組成物を含有するインク組
成液においては、吐出安定性、プリントヘッドやインク
カートリッジ適合性、保存安定性、画像保存性、その他
の諸性能向上の目的に応じて、粘度調整剤、表面張力調
整剤、比抵抗調整剤、皮膜形成剤、分散剤、界面活性
剤、紫外線吸収剤、酸化防止剤、退色防止剤、防ばい
剤、防錆剤等を添加することもできる。The ink composition liquid containing the ink composition of the present invention has a viscosity depending on the ejection stability, compatibility with print heads and ink cartridges, storage stability, image storability, and other purposes for improving various performances. An adjusting agent, a surface tension adjusting agent, a specific resistance adjusting agent, a film forming agent, a dispersant, a surfactant, an ultraviolet absorber, an antioxidant, an anti-fading agent, an antibacterial agent, an anticorrosive agent, etc. can be added. .
【００７２】[0072]
【実施例】実施例により本発明を更に具体的に説明する
が、本発明はこの実施例における形態に限定されるもの
ではない。文中の％とあるのは特に断りのない限り重量
％である。EXAMPLES The present invention will be described more specifically with reference to examples, but the present invention is not limited to the embodiments in the examples. Unless otherwise specified, "%" in the text means "% by weight".
【００７３】実施例１ （インク組成物を含有するインク組成液の作成）以下に
示す構成でインク組成液Ｎｏ．１〜Ｎｏ．４６を作成し
た。Example 1 (Preparation of Ink Composition Liquid Containing Ink Composition) Ink composition liquid No. 1 to No. 46 was created.
【００７４】 化合物 添加量 マゼンタ着色剤（表１に記載） 表１に記載 添加剤（表１に記載）（一般式（１）で示される化合物） 表１に記載 ジエチレングリコール ２０．０％ トリエチレングリコールモノブチルエーテル ９．０％ 界面活性剤１ １．０％ イオン交換水 残部 上記の組成を有する各インク組成液を用いて、インクジ
ェットプリンタＭＪ−５０００Ｃ（セイコーエプソン株
式会社製、電気−機械変換方式）によって、インクジェ
ット用専用コート紙上に記録したマゼンタ画像サンプル
を得た。Compound Addition Amount Magenta Colorant (described in Table 1) Described in Table 1 Additive (described in Table 1) (Compound represented by General Formula (1)) Described in Table 1 Diethylene glycol 20.0% Triethylene glycol Monobutyl ether 9.0% Surfactant 1 1.0% Ion-exchanged water balance Using each ink composition liquid having the above composition, an inkjet printer MJ-5000C (manufactured by Seiko Epson Corporation, electro-mechanical conversion system) A magenta image sample recorded on a coated paper exclusively for inkjet was obtained.
【００７５】このサンプルを用いて、下記のように定義
した耐光性、色調の評価を行った結果を表１に示す。Table 1 shows the results of evaluation of light resistance and color tone defined as follows using this sample.
【００７６】耐光性：ＰＤＡ−６５（コニカ（株）製）
の緑色光による反射濃度の測定から算出したキセノンフ
ェードメーターにて２４時間光照射した後のサンプルの
未照射サンプルに対する画像の残存率。Light resistance: PDA-65 (manufactured by Konica Corporation)
The residual ratio of the image of the sample after the light irradiation for 24 hours by the xenon fade meter calculated from the measurement of the reflection density by the green light of the sample with respect to the unirradiated sample.
【００７７】耐光性（％）＝（光照射試料の緑色光反射
濃度／未照射試料の緑色光反射濃度）×１００ 色調：耐光性試験の前後に、添加剤を入れなかった試料
と比較して目視で彩度の変化を観察した。変化が大きい
ものを×、少し変化がみられたものを△、変化がみられ
なかったものを○とした。Light resistance (%) = (green light reflection density of light-irradiated sample / green light reflection density of non-irradiated sample) × 100 Color tone: Before and after the light resistance test, as compared with the sample in which no additive was added. The change in saturation was visually observed. Those with a large change were marked with X, those with a slight change were marked with Δ, and those without a change were marked with ◯.
【００７８】[0078]
【表１】 [Table 1]
【００７９】表１の結果から明らかなように、本発明の
インク組成物を含有するインク組成液は比較のインク組
成物を含有するインク組成液を使用した場合に比較して
耐光性に優れていることがわかる。また、本発明の一般
式（１）で示される添加剤を加えたことによる彩度の低
下がなく、光照射後添加剤の着色による彩度低下もみら
れない。また、普通紙においても同様の効果を得た。As is clear from the results shown in Table 1, the ink composition liquid containing the ink composition of the present invention is excellent in light resistance as compared with the case of using the ink composition liquid containing the comparative ink composition. You can see that Further, there is no decrease in the saturation due to the addition of the additive represented by the general formula (1) of the present invention, and no decrease in the saturation due to the coloring of the additive after light irradiation is observed. The same effect was obtained on plain paper.
【００８０】更に、本プリンタにおける連続吐出試験に
おいても問題なく使用でき、本発明のインク組成物を含
有するインク組成液の電気−機械変換方式に対する高い
信頼性を確認した。Further, it can be used without any problem in the continuous ejection test in the printer, and the high reliability of the electro-mechanical conversion system of the ink composition liquid containing the ink composition of the present invention was confirmed.
【００８１】実施例２ イエロー着色剤を用い、実施例１に準じてインク組成物
Ｎｏ．４７〜６３を作成した。Example 2 Ink Composition No. 1 was prepared according to Example 1 using a yellow colorant. 47-63 were created.
【００８２】耐光性の評価をキセノンフェードメーター
にて１００時間光照射した試料を用いて青色光で濃度測
定を行った他は、実施例１と同様の手段で評価を行っ
た。The light resistance was evaluated in the same manner as in Example 1 except that the density was measured with blue light using a sample which was irradiated with a xenon fade meter for 100 hours.
【００８３】[0083]
【表２】 [Table 2]
【００８４】表２の結果から明らかなように、本発明の
インク組成物を含有するインク組成液は比較のインク組
成物を含有するインク組成液を使用した場合に比較して
耐光性に優れていることがわかる。また、本発明の一般
式（１）で示される添加剤を加えたことによる彩度の低
下がなく、光照射後添加剤の着色による彩度低下もみら
れない。また、普通紙においても同様の効果を得た。As is clear from the results of Table 2, the ink composition liquid containing the ink composition of the present invention is superior in light resistance as compared with the case of using the ink composition liquid containing the comparative ink composition. You can see that Further, there is no decrease in the saturation due to the addition of the additive represented by the general formula (1) of the present invention, and no decrease in the saturation due to the coloring of the additive after light irradiation is observed. The same effect was obtained on plain paper.
【００８５】更に、本プリンタにおける連続吐出試験に
おいても問題なく使用でき、本発明のインク組成物を含
有するインク組成液の電気−機械変換方式に対する高い
信頼性を確認した。Further, it was possible to use it in a continuous ejection test in the printer without any problem, and it was confirmed that the ink composition liquid containing the ink composition of the present invention has high reliability with respect to the electro-mechanical conversion system.
【００８６】実施例３ シアン着色剤を用い、実施例１に準じてインク組成物を
含有するインク組成液Ｎｏ．６４〜９５を作成し、赤色
光を用いて濃度測定を行った他は、実施例２と同様の手
段で評価を行った。Example 3 Ink composition liquid No. 1 containing an ink composition according to Example 1 using a cyan colorant. Nos. 64 to 95 were prepared, and the density was measured using red light, and the evaluation was performed by the same means as in Example 2.
【００８７】[0087]
【表３】 [Table 3]
【００８８】表３の結果から明らかなように、本発明の
インク組成物を含有するインク組成液は比較のインク組
成物を含有するインク組成液を使用した場合に比較して
耐光性に優れていることがわかる。また、本発明の一般
式（１）で示される添加剤を加えたことによる彩度の低
下がなく、光照射後添加剤の着色による彩度低下もみら
れない。また、普通紙においても同様の効果を得た。As is clear from the results of Table 3, the ink composition liquid containing the ink composition of the present invention is superior in light resistance as compared with the case of using the ink composition liquid containing the comparative ink composition. You can see that Further, there is no decrease in the saturation due to the addition of the additive represented by the general formula (1) of the present invention, and no decrease in the saturation due to the coloring of the additive after light irradiation is observed. The same effect was obtained on plain paper.
【００８９】更に、本プリンタにおける連続吐出試験に
おいても問題なく使用でき、本発明のインク組成物を含
有するインク組成液の電気−機械変換方式に対する高い
信頼性を確認した。Further, it can be used without any problems in the continuous discharge test of the printer, and the high reliability of the electromechanical conversion system of the ink composition liquid containing the ink composition of the present invention was confirmed.
【００９０】実施例４ ブラック着色剤を用い、実施例１に準じてインク組成物
を含有するインク組成液Ｎｏ．９６〜１１０を作成し、
アンバー光で濃度測定を行った他は、実施例２と同様の
手段で評価を行った。Example 4 Ink composition liquid No. 1 containing the ink composition according to Example 1 using a black colorant. Create 96-110,
Evaluation was performed by the same means as in Example 2 except that the density was measured with amber light.
【００９１】[0091]
【表４】 [Table 4]
【００９２】表４の結果から明らかなように、本発明の
インク組成物を含有するインク組成液は比較のインク組
成物を含有するインク組成液を使用した場合に比較して
耐光性に優れていることがわかる。また、本発明の一般
式（１）で示される添加剤を加えたことによる彩度の低
下がなく、光照射後添加剤の着色による彩度低下もみら
れない。また、普通紙においても同様の効果を得た。As is clear from the results shown in Table 4, the ink composition liquid containing the ink composition of the present invention is excellent in light resistance as compared with the case of using the ink composition liquid containing the comparative ink composition. You can see that Further, there is no decrease in the saturation due to the addition of the additive represented by the general formula (1) of the present invention, and no decrease in the saturation due to the coloring of the additive after light irradiation is observed. The same effect was obtained on plain paper.
【００９３】更に、本プリンタにおける連続吐出試験に
おいても問題なく使用でき、本発明のインク組成物を含
有するインク組成液の電気−機械変換方式に対する高い
信頼性を確認した。Further, it can be used without any problem in the continuous discharge test in the printer, and the high reliability of the ink composition liquid containing the ink composition of the invention for the electromechanical conversion system was confirmed.
【００９４】実施例５ （インク組成物を含有するインク組成液の作成）以下に
示す構成でインク組成物を含有するインク組成液Ｎｏ．
１１１〜Ｎｏ．１１７を作成した。Example 5 (Preparation of Ink Composition Liquid Containing Ink Composition) Ink Composition Liquid No.
111-No. 117 was created.
【００９５】 化合物 添加量 着色剤（表５に記載） 表５に記載 添加剤（表５に記載）（一般式（１）で示される化合物） 表５に記載 グリセリン ８．０％ ２−ピロリドン ７．０％ １，５−ペンタンジオール ３．０％ 界面活性剤１ １．０％ イオン交換水 残部 上記の各インク組成液を用いて、インクジェットプリン
ターＢＪＣ−６００Ｊ（キヤノン社製、電気−熱変換方
式）によって、インクジェット用専用コート紙上に記録
した画像サンプルを得た。このサンプルを用いて、実施
例１と同様に耐光性、色調の評価を行った結果を表５に
示す。Addition amount of compound Colorant (described in Table 5) Described in Table 5 Additive (described in Table 5) (Compound represented by the general formula (1)) Described in Table 5 Glycerin 8.0% 2-pyrrolidone 7 0.0% 1,5-pentanediol 3.0% Surfactant 1 1.0% Ion-exchanged water Remainder Using the above ink composition liquids, an inkjet printer BJC-600J (manufactured by Canon Inc., electric-heat conversion method) ), An image sample recorded on a dedicated coated paper for inkjet was obtained. Table 5 shows the results of evaluation of light resistance and color tone using this sample in the same manner as in Example 1.
【００９６】[0096]
【表５】 [Table 5]
【００９７】表５の結果から明らかなように、本発明の
インク組成物を含有するインク組成液は比較のインク組
成物を含有するインク組成液を使用した場合に比較して
耐光性に優れていることがわかる。また、本発明の一般
式（１）で示される添加剤を加えたことによる彩度の低
下がなく、光照射後添加剤の着色による彩度低下もみら
れない。また、普通紙においても同様の効果を得た。As is clear from the results shown in Table 5, the ink composition liquid containing the ink composition of the present invention is excellent in light resistance as compared with the case of using the ink composition liquid containing the comparative ink composition. You can see that Further, there is no decrease in the saturation due to the addition of the additive represented by the general formula (1) of the present invention, and no decrease in the saturation due to the coloring of the additive after light irradiation is observed. The same effect was obtained on plain paper.
【００９８】更に、本プリンタにおける連続吐出試験に
おいても問題なく使用でき、本発明のインク組成物を含
有するインク組成液の電気−熱変換方式に対する高い信
頼性を確認した。Further, it was possible to use it in a continuous discharge test in the printer without any problem, and it was confirmed that the ink composition liquid containing the ink composition of the present invention has high reliability with respect to the electric-heat conversion system.
【００９９】実施例６ （インク組成物を含有するインク組成液の作成）以下に
示す構成でインク液Ｎｏ．１１８〜Ｎｏ．１２４を作成
した。Example 6 (Preparation of Ink Composition Liquid Containing Ink Composition) 118-No. 124 was created.
【０１００】 化合物 添加量 着色剤（表６に記載） ２．０％ 添加剤（表６に記載）（一般式（１）で示される化合物） 表６に記載 ケロシン 残部 実施例１と同様にして耐光性と色調の評価を行った。Compound Addition Amount Colorant (listed in Table 6) 2.0% Additive (listed in Table 6) (Compound represented by general formula (1)) Listed in Table 6 Kerosene Remainder As in Example 1. The light resistance and the color tone were evaluated.
【０１０１】[0101]
【表６】 [Table 6]
【０１０２】表６の結果から明らかなように、本発明の
インク組成物を含有するインク組成液は比較のインク組
成物を含有するインク組成液を使用した場合に比較して
耐光性に優れていることがわかる。また、本発明の一般
式（１）で示される添加剤を加えたことによる彩度の低
下がなく、光照射後添加剤の着色による彩度低下もみら
れない。As is clear from the results shown in Table 6, the ink composition liquid containing the ink composition of the present invention has excellent light resistance as compared with the case of using the ink composition liquid containing the comparative ink composition. You can see that Further, there is no decrease in the saturation due to the addition of the additive represented by the general formula (1) of the present invention, and no decrease in the saturation due to the coloring of the additive after light irradiation is observed.
【０１０３】以下に、上記各実施例で使用した着色剤、
比較化合物及び界面活性剤１の構造式を示す。The coloring agents used in the above respective examples are as follows:
The structural formulas of the comparative compound and surfactant 1 are shown.
【０１０４】[0104]
【化２０】 Embedded image
【０１０５】[0105]
【化２１】 [Chemical 21]
【０１０６】[0106]
【化２２】 Embedded image
【０１０７】[0107]
【化２３】 Embedded image
【０１０８】[0108]
【発明の効果】本発明によるインク組成物は色調を悪化
させることなく、色画像の耐光性に優れた効果を有す
る。The ink composition according to the present invention has an effect of excellent light resistance of a color image without deteriorating the color tone.
───────────────────────────────────────────────────── フロントページの続き (72)発明者 石橋 大輔 東京都日野市さくら町１番地コニカ株式会 社内 (72)発明者 二宮 英隆 東京都日野市さくら町１番地コニカ株式会 社内 ─────────────────────────────────────────────────── ─── Continuation of the front page (72) Daisuke Ishibashi, Konica Stock Market, Hino City, Tokyo, 1st Konica Stock Company, (72) Inventor Hidetaka Ninomiya 1, Sakura City, Hino City, Tokyo Konica Stock Company, company
Claims (7)
合物を含有するインク組成物。 一般式（１） （Ｒ1（Ｒ2）Ｎ−ＯＨ）ｎ（Ｍ）ｍ （式中、Ｒ1及びＲ2は、各々独立に水素原子、アルキル
基、アルコキシ基、アルコキシカルボニル基、カルバモ
イル基又はアシル基を表す。ｎは１〜３の整数で、ｍは
０〜２の整数であり、Ｍは対塩を表す。）1. An ink composition containing a colorant and a compound represented by the following general formula (1). Formula (1) (R 1 (R 2) N-OH) in n (M) m (wherein, R 1 and R 2 are each independently a hydrogen atom, an alkyl group, an alkoxy group, an alkoxycarbonyl group, a carbamoyl group Or an acyl group, n is an integer of 1 to 3, m is an integer of 0 to 2, and M is a counter salt.
加量が全インク量の０．０１重量％〜１５重量％の範囲
であることを特徴とする請求項１に記載のインク組成
物。2. The ink composition according to claim 1, wherein the amount of the compound represented by the general formula (1) added is in the range of 0.01% by weight to 15% by weight of the total ink amount. Stuff.
する請求項１又は２に記載のインク組成物。3. The ink composition according to claim 1, wherein the colorant is a water-soluble dye.
むことを特徴とする請求項１、２又は３に記載のインク
組成物。4. The ink composition according to claim 1, 2 or 3, wherein the ink composition contains water and a water-soluble organic solvent.
チン染料であることを特徴とする請求項１、２、３又は
４に記載のインク組成物。5. The ink composition according to claim 1, wherein the colorant is a xanthene dye or an azomethine dye.
る請求項１、２、３又は４に記載のインク組成物。6. The ink composition according to claim 1, 2, 3, or 4, wherein the colorant is an azo dye.
とを特徴とする請求項１〜６の何れか１項に記載のイン
ク組成物。7. The ink composition according to claim 1, wherein the recording method is an inkjet method.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2244896A JP3713786B2 (en) | 1996-02-08 | 1996-02-08 | Ink composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2244896A JP3713786B2 (en) | 1996-02-08 | 1996-02-08 | Ink composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH09217033A true JPH09217033A (en) | 1997-08-19 |
| JP3713786B2 JP3713786B2 (en) | 2005-11-09 |
Family
ID=12083006
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2244896A Expired - Fee Related JP3713786B2 (en) | 1996-02-08 | 1996-02-08 | Ink composition |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP3713786B2 (en) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5948150A (en) * | 1998-05-05 | 1999-09-07 | Hewlett-Packard Company | Composition to improve colorfastness of a printed image |
| JP2002504613A (en) * | 1998-02-28 | 2002-02-12 | アベシア・リミテッド | Compound |
| JP2005015809A (en) * | 2003-06-26 | 2005-01-20 | Xerox Corp | Color change composition containing phase change ink |
| JP2006510773A (en) * | 2002-12-20 | 2006-03-30 | チバ スペシャルティ ケミカルズ ホールディング インコーポレーテッド | Inkjet and recording materials |
| JP2006514130A (en) * | 2003-01-29 | 2006-04-27 | チバ スペシャルティ ケミカルズ ホールディング インコーポレーテッド | Inkjet ink and recording material |
| JP2013064096A (en) * | 2011-08-03 | 2013-04-11 | Sumitomo Chemical Co Ltd | Compound and method for producing the same |
-
1996
- 1996-02-08 JP JP2244896A patent/JP3713786B2/en not_active Expired - Fee Related
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2002504613A (en) * | 1998-02-28 | 2002-02-12 | アベシア・リミテッド | Compound |
| US5948150A (en) * | 1998-05-05 | 1999-09-07 | Hewlett-Packard Company | Composition to improve colorfastness of a printed image |
| US6056812A (en) * | 1998-05-05 | 2000-05-02 | Hewlett-Packard Company | Composition to improve colorfastness of a printed image |
| JP2006510773A (en) * | 2002-12-20 | 2006-03-30 | チバ スペシャルティ ケミカルズ ホールディング インコーポレーテッド | Inkjet and recording materials |
| JP2006514130A (en) * | 2003-01-29 | 2006-04-27 | チバ スペシャルティ ケミカルズ ホールディング インコーポレーテッド | Inkjet ink and recording material |
| JP2005015809A (en) * | 2003-06-26 | 2005-01-20 | Xerox Corp | Color change composition containing phase change ink |
| JP2013064096A (en) * | 2011-08-03 | 2013-04-11 | Sumitomo Chemical Co Ltd | Compound and method for producing the same |
Also Published As
| Publication number | Publication date |
|---|---|
| JP3713786B2 (en) | 2005-11-09 |
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