JP4248457B2 - Pigment dispersant for water-based ink or water-based paint - Google Patents
Pigment dispersant for water-based ink or water-based paint Download PDFInfo
- Publication number
- JP4248457B2 JP4248457B2 JP2004219139A JP2004219139A JP4248457B2 JP 4248457 B2 JP4248457 B2 JP 4248457B2 JP 2004219139 A JP2004219139 A JP 2004219139A JP 2004219139 A JP2004219139 A JP 2004219139A JP 4248457 B2 JP4248457 B2 JP 4248457B2
- Authority
- JP
- Japan
- Prior art keywords
- water
- pigment
- ink
- dispersant
- acid
- 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 - Lifetime
Links
- 239000000049 pigment Substances 0.000 title claims description 59
- 239000002270 dispersing agent Substances 0.000 title claims description 36
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 title claims description 20
- 239000003973 paint Substances 0.000 title claims description 8
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims description 9
- 125000002947 alkylene group Chemical group 0.000 claims description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- 238000006116 polymerization reaction Methods 0.000 claims description 4
- 229920006395 saturated elastomer Polymers 0.000 claims description 4
- 150000004671 saturated fatty acids Chemical class 0.000 claims description 4
- 150000004670 unsaturated fatty acids Chemical class 0.000 claims description 3
- 235000021122 unsaturated fatty acids Nutrition 0.000 claims description 3
- 239000011248 coating agent Substances 0.000 claims 1
- 238000000576 coating method Methods 0.000 claims 1
- 229920000223 polyglycerol Polymers 0.000 claims 1
- -1 nonionics Substances 0.000 description 26
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 15
- 229920001577 copolymer Polymers 0.000 description 11
- GPLRAVKSCUXZTP-UHFFFAOYSA-N diglycerol Chemical compound OCC(O)COCC(O)CO GPLRAVKSCUXZTP-UHFFFAOYSA-N 0.000 description 8
- 239000006185 dispersion Substances 0.000 description 8
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 6
- 235000021355 Stearic acid Nutrition 0.000 description 6
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 6
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 6
- 230000007774 longterm Effects 0.000 description 6
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 6
- 239000008117 stearic acid Substances 0.000 description 6
- 239000005639 Lauric acid Substances 0.000 description 5
- 238000011156 evaluation Methods 0.000 description 5
- 239000002245 particle Substances 0.000 description 5
- 239000011347 resin Substances 0.000 description 5
- 229920005989 resin Polymers 0.000 description 5
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 4
- 238000004220 aggregation Methods 0.000 description 4
- 230000002776 aggregation Effects 0.000 description 4
- 238000004140 cleaning Methods 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 239000003960 organic solvent Substances 0.000 description 4
- 238000004062 sedimentation Methods 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- 229920002126 Acrylic acid copolymer Polymers 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-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
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 3
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 235000019441 ethanol Nutrition 0.000 description 3
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 3
- 239000004576 sand Substances 0.000 description 3
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 2
- DUUKZBGYNMHUHO-UHFFFAOYSA-N 253MC0P0YV Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)COCC(O)CO DUUKZBGYNMHUHO-UHFFFAOYSA-N 0.000 description 2
- LBRQIXWFXSOPJI-UHFFFAOYSA-N 3-(2,3-dihydroxypropoxy)propane-1,2-diol dodecanoic acid Chemical compound OCC(O)COCC(O)CO.CCCCCCCCCCCC(O)=O LBRQIXWFXSOPJI-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 2
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 2
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 2
- MCMNRKCIXSYSNV-UHFFFAOYSA-N Zirconium dioxide Chemical compound O=[Zr]=O MCMNRKCIXSYSNV-UHFFFAOYSA-N 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- GHVNFZFCNZKVNT-UHFFFAOYSA-N decanoic acid Chemical compound CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 description 2
- 229940105990 diglycerin Drugs 0.000 description 2
- CYKDLUMZOVATFT-UHFFFAOYSA-N ethenyl acetate;prop-2-enoic acid Chemical compound OC(=O)C=C.CC(=O)OC=C CYKDLUMZOVATFT-UHFFFAOYSA-N 0.000 description 2
- 229920001038 ethylene copolymer Polymers 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 235000011187 glycerol Nutrition 0.000 description 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 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
- 238000002156 mixing Methods 0.000 description 2
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 1
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- ZWVMLYRJXORSEP-UHFFFAOYSA-N 1,2,6-Hexanetriol Chemical compound OCCCCC(O)CO ZWVMLYRJXORSEP-UHFFFAOYSA-N 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- LNETULKMXZVUST-UHFFFAOYSA-N 1-naphthoic acid Chemical compound C1=CC=C2C(C(=O)O)=CC=CC2=C1 LNETULKMXZVUST-UHFFFAOYSA-N 0.000 description 1
- ULQISTXYYBZJSJ-UHFFFAOYSA-N 12-hydroxyoctadecanoic acid Chemical compound CCCCCCC(O)CCCCCCCCCCC(O)=O ULQISTXYYBZJSJ-UHFFFAOYSA-N 0.000 description 1
- SBASXUCJHJRPEV-UHFFFAOYSA-N 2-(2-methoxyethoxy)ethanol Chemical compound COCCOCCO SBASXUCJHJRPEV-UHFFFAOYSA-N 0.000 description 1
- KIHBGTRZFAVZRV-UHFFFAOYSA-N 2-Hydroxyoctadecanoic acid Natural products CCCCCCCCCCCCCCCCC(O)C(O)=O KIHBGTRZFAVZRV-UHFFFAOYSA-N 0.000 description 1
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 1
- WFSMVVDJSNMRAR-UHFFFAOYSA-N 2-[2-(2-ethoxyethoxy)ethoxy]ethanol Chemical compound CCOCCOCCOCCO WFSMVVDJSNMRAR-UHFFFAOYSA-N 0.000 description 1
- IOAOAKDONABGPZ-UHFFFAOYSA-N 2-amino-2-ethylpropane-1,3-diol Chemical compound CCC(N)(CO)CO IOAOAKDONABGPZ-UHFFFAOYSA-N 0.000 description 1
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 1
- HXMVNCMPQGPRLN-UHFFFAOYSA-N 2-hydroxyputrescine Chemical compound NCCC(O)CN HXMVNCMPQGPRLN-UHFFFAOYSA-N 0.000 description 1
- JQXYBDVZAUEPDL-UHFFFAOYSA-N 2-methylidene-5-phenylpent-4-enoic acid Chemical compound OC(=O)C(=C)CC=CC1=CC=CC=C1 JQXYBDVZAUEPDL-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- MTNFAXLGPSLYEY-UHFFFAOYSA-N 3-(2-ethenylnaphthalen-1-yl)prop-2-enoic acid Chemical compound C1=CC=C2C(C=CC(=O)O)=C(C=C)C=CC2=C1 MTNFAXLGPSLYEY-UHFFFAOYSA-N 0.000 description 1
- PYSRRFNXTXNWCD-UHFFFAOYSA-N 3-(2-phenylethenyl)furan-2,5-dione Chemical compound O=C1OC(=O)C(C=CC=2C=CC=CC=2)=C1 PYSRRFNXTXNWCD-UHFFFAOYSA-N 0.000 description 1
- FERWBXLFSBWTDE-UHFFFAOYSA-N 3-aminobutan-2-ol Chemical compound CC(N)C(C)O FERWBXLFSBWTDE-UHFFFAOYSA-N 0.000 description 1
- KSLLMGLKCVSKFF-UHFFFAOYSA-N 5,12-dihydroquinolino[2,3-b]acridine-6,7,13,14-tetrone Chemical compound N1C2=CC=CC=C2C(=O)C2=C1C(=O)C(C(=O)C1=CC=CC=C1N1)=C1C2=O KSLLMGLKCVSKFF-UHFFFAOYSA-N 0.000 description 1
- XZOYHFBNQHPJRQ-UHFFFAOYSA-N 7-methyloctanoic acid Chemical compound CC(C)CCCCCC(O)=O XZOYHFBNQHPJRQ-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- 229920000178 Acrylic resin Polymers 0.000 description 1
- 239000004925 Acrylic resin Substances 0.000 description 1
- 239000005711 Benzoic acid Substances 0.000 description 1
- SQPFJWRZUAXGDS-UHFFFAOYSA-N C=CC1=CC=CC=C1.C(=CC1=CC=CC=C1)CC(C(=O)O)=C Chemical compound C=CC1=CC=CC=C1.C(=CC1=CC=CC=C1)CC(C(=O)O)=C SQPFJWRZUAXGDS-UHFFFAOYSA-N 0.000 description 1
- 239000005632 Capric acid (CAS 334-48-5) Substances 0.000 description 1
- 239000005635 Caprylic acid (CAS 124-07-2) Substances 0.000 description 1
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 1
- AKNUHUCEWALCOI-UHFFFAOYSA-N N-ethyldiethanolamine Chemical compound OCCN(CC)CCO AKNUHUCEWALCOI-UHFFFAOYSA-N 0.000 description 1
- OPKOKAMJFNKNAS-UHFFFAOYSA-N N-methylethanolamine Chemical compound CNCCO OPKOKAMJFNKNAS-UHFFFAOYSA-N 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- 235000021314 Palmitic acid Nutrition 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical compound C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 description 1
- NRCMAYZCPIVABH-UHFFFAOYSA-N Quinacridone Chemical compound N1C2=CC=CC=C2C(=O)C2=C1C=C1C(=O)C3=CC=CC=C3NC1=C2 NRCMAYZCPIVABH-UHFFFAOYSA-N 0.000 description 1
- 229920002125 Sokalan® Polymers 0.000 description 1
- 229920000147 Styrene maleic anhydride Polymers 0.000 description 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- ATMLPEJAVWINOF-UHFFFAOYSA-N acrylic acid acrylic acid Chemical compound OC(=O)C=C.OC(=O)C=C ATMLPEJAVWINOF-UHFFFAOYSA-N 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 description 1
- 150000004056 anthraquinones Chemical class 0.000 description 1
- 230000002421 anti-septic effect Effects 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 239000011324 bead Substances 0.000 description 1
- MYONAGGJKCJOBT-UHFFFAOYSA-N benzimidazol-2-one Chemical compound C1=CC=CC2=NC(=O)N=C21 MYONAGGJKCJOBT-UHFFFAOYSA-N 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- 229920001400 block copolymer Polymers 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 239000002738 chelating agent Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- XCJYREBRNVKWGJ-UHFFFAOYSA-N copper(II) phthalocyanine Chemical compound [Cu+2].C12=CC=CC=C2C(N=C2[N-]C(C3=CC=CC=C32)=N2)=NC1=NC([C]1C=CC=CC1=1)=NC=1N=C1[C]3C=CC=CC3=C2[N-]1 XCJYREBRNVKWGJ-UHFFFAOYSA-N 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
- XXJWXESWEXIICW-UHFFFAOYSA-N diethylene glycol monoethyl ether Chemical compound CCOCCOCCO XXJWXESWEXIICW-UHFFFAOYSA-N 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- HDERJYVLTPVNRI-UHFFFAOYSA-N ethene;ethenyl acetate Chemical group C=C.CC(=O)OC=C HDERJYVLTPVNRI-UHFFFAOYSA-N 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- YAMHXTCMCPHKLN-UHFFFAOYSA-N imidazolidin-2-one Chemical compound O=C1NCCN1 YAMHXTCMCPHKLN-UHFFFAOYSA-N 0.000 description 1
- 235000019239 indanthrene blue RS Nutrition 0.000 description 1
- UHOKSCJSTAHBSO-UHFFFAOYSA-N indanthrone blue Chemical compound C1=CC=C2C(=O)C3=CC=C4NC5=C6C(=O)C7=CC=CC=C7C(=O)C6=CC=C5NC4=C3C(=O)C2=C1 UHOKSCJSTAHBSO-UHFFFAOYSA-N 0.000 description 1
- 239000001023 inorganic pigment Substances 0.000 description 1
- 229940035429 isobutyl alcohol Drugs 0.000 description 1
- PXZQEOJJUGGUIB-UHFFFAOYSA-N isoindolin-1-one Chemical compound C1=CC=C2C(=O)NCC2=C1 PXZQEOJJUGGUIB-UHFFFAOYSA-N 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 229920003145 methacrylic acid copolymer Polymers 0.000 description 1
- 229940117841 methacrylic acid copolymer Drugs 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 239000012046 mixed solvent Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 1
- ABMFBCRYHDZLRD-UHFFFAOYSA-N naphthalene-1,4-dicarboxylic acid Chemical compound C1=CC=C2C(C(=O)O)=CC=C(C(O)=O)C2=C1 ABMFBCRYHDZLRD-UHFFFAOYSA-N 0.000 description 1
- RXOHFPCZGPKIRD-UHFFFAOYSA-N naphthalene-2,6-dicarboxylic acid Chemical compound C1=C(C(O)=O)C=CC2=CC(C(=O)O)=CC=C21 RXOHFPCZGPKIRD-UHFFFAOYSA-N 0.000 description 1
- GSGDTSDELPUTKU-UHFFFAOYSA-N nonoxybenzene Chemical compound CCCCCCCCCOC1=CC=CC=C1 GSGDTSDELPUTKU-UHFFFAOYSA-N 0.000 description 1
- 229960002446 octanoic acid Drugs 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 239000012860 organic pigment Substances 0.000 description 1
- 239000003002 pH adjusting agent Substances 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
- 125000002080 perylenyl group Chemical group C1(=CC=C2C=CC=C3C4=CC=CC5=CC=CC(C1=C23)=C45)* 0.000 description 1
- CSHWQDPOILHKBI-UHFFFAOYSA-N peryrene Natural products C1=CC(C2=CC=CC=3C2=C2C=CC=3)=C3C2=CC=CC3=C1 CSHWQDPOILHKBI-UHFFFAOYSA-N 0.000 description 1
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 description 1
- 239000004584 polyacrylic acid Substances 0.000 description 1
- 125000003367 polycyclic group Chemical group 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 229920000053 polysorbate 80 Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 235000019422 polyvinyl alcohol Nutrition 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- XIQGQTYUPQAUBV-UHFFFAOYSA-N prop-2-enoic acid;prop-1-en-2-ylbenzene;styrene Chemical compound OC(=O)C=C.C=CC1=CC=CC=C1.CC(=C)C1=CC=CC=C1 XIQGQTYUPQAUBV-UHFFFAOYSA-N 0.000 description 1
- FYNROBRQIVCIQF-UHFFFAOYSA-N pyrrolo[3,2-b]pyrrole-5,6-dione Chemical compound C1=CN=C2C(=O)C(=O)N=C21 FYNROBRQIVCIQF-UHFFFAOYSA-N 0.000 description 1
- IZMJMCDDWKSTTK-UHFFFAOYSA-N quinoline yellow Chemical compound C1=CC=CC2=NC(C3C(C4=CC=CC=C4C3=O)=O)=CC=C21 IZMJMCDDWKSTTK-UHFFFAOYSA-N 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 229920005792 styrene-acrylic resin Polymers 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 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
- JOUDBUYBGJYFFP-FOCLMDBBSA-N thioindigo Chemical compound S\1C2=CC=CC=C2C(=O)C/1=C1/C(=O)C2=CC=CC=C2S1 JOUDBUYBGJYFFP-FOCLMDBBSA-N 0.000 description 1
- 235000010215 titanium dioxide Nutrition 0.000 description 1
- JLGLQAWTXXGVEM-UHFFFAOYSA-N triethylene glycol monomethyl ether Chemical compound COCCOCCOCCO JLGLQAWTXXGVEM-UHFFFAOYSA-N 0.000 description 1
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- KAKZBPTYRLMSJV-UHFFFAOYSA-N vinyl-ethylene Natural products C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 1
- 229920003169 water-soluble polymer Polymers 0.000 description 1
Landscapes
- Inks, Pencil-Leads, Or Crayons (AREA)
- Ink Jet (AREA)
- Ink Jet Recording Methods And Recording Media Thereof (AREA)
- Pigments, Carbon Blacks, Or Wood Stains (AREA)
Description
本発明は、顔料を用いた水性インク又は水性塗料に関するものであり、詳しくは初期分散性、長期保存安定性に優れた水性インク又は水性塗料を得ることができ、特にインクジェット記録用顔料インクとしたときの吐出特性、印字特性に優れたインクを提供する顔料分散剤に関するものである。 The present invention relates to a water-based ink or a water-based paint using a pigment, and more specifically, can obtain a water-based ink or a water-based paint excellent in initial dispersibility and long-term storage stability. The present invention relates to a pigment dispersant that provides ink having excellent discharge characteristics and printing characteristics.
一般に水を主成分とする液媒体中に顔料を分散してなる水性顔料分散液は、顔料、水、有機溶剤、樹脂、アルカリ剤などを配合して分散機を用いて分散処理を行うのが一般的である。特にインクジェット記録用顔料インクを製造するための水性顔料分散液は、水溶性高分子化合物、界面活性剤などの分散剤を用いて顔料を水に分散して調製される。調製された水性顔料分散液は、保存安定性、吐出安定性などを確保するため、高度な凝集安定性や沈降安定性が要求される。顔料インクの凝集安定性や沈降安定性は、ほぼ使用する分散剤の性能により決定される。これまでにノニオン、アニオン型界面活性剤、親水性ブロックと疎水性ブロックを有するブロック共重合体、樹脂粒子を含有する樹脂エマルションなどの様々な分散剤が試みられてきた（例えば、特許文献１〜３参照）。しかしながら、従来の分散剤では、インクジェット記録用顔料インクとして適正な粘度にすると再分散性に乏しく、凝集安定性や沈降安定性を十分に確保することが困難となり、インクジェットノズルの目詰まりが生じ吐出安定性が悪いものであった。また、分散剤濃度を増して顔料インクの凝集安定性や沈降安定性を確保するとインク粘度が上昇する、サーマルヘッドの場合焦げ付きが発生するなどの問題が起こり、インクの安定性とインクとしての性能を両立させることが困難であった。
本発明が解決しようとする課題は、初期分散性、長期保存安定性に優れた水性インク又は水性塗料を得ることであり、特にインクジェット記録用顔料インクの吐出安定性を改善しノズルの目詰まりを防止することである。 The problem to be solved by the present invention is to obtain a water-based ink or water-based paint excellent in initial dispersibility and long-term storage stability. In particular, the discharge stability of the pigment ink for ink jet recording is improved and the nozzle is clogged. Is to prevent.
本発明者らは、上記問題を解決するため鋭意検討した結果、平均重合度が２〜１０のポリグリセリンとアルキレンオキサイド（２〜１５０モル）及び炭素数が４〜２４の直鎖状若しくは分岐状の飽和若しくは不飽和の脂肪酸又は芳香族カルボン酸を反応して得られる生成物であり、ＨＬＢが１２〜１９の範囲である分散剤を用い、顔料に対して０．０１〜７０重量％配合することで、上記課題が解決し、特にインクジェット記録用顔料インクの初期分散性、長期保存安定性、吐出安定性が飛躍的に向上することを見出し本発明に到達した。 As a result of intensive studies to solve the above problems, the present inventors have found that polyglycerin having an average degree of polymerization of 2 to 10, alkylene oxide (2 to 150 mol), and linear or branched having 4 to 24 carbon atoms. This is a product obtained by reacting a saturated or unsaturated fatty acid or aromatic carboxylic acid, and a dispersant having an HLB in the range of 12 to 19 is blended in an amount of 0.01 to 70% by weight based on the pigment. As a result, the above problems have been solved, and it has been found that the initial dispersibility, long-term storage stability, and ejection stability of the pigment ink for inkjet recording have been dramatically improved, and the present invention has been achieved.
本発明の顔料分散剤を添加することにより、初期分散性、長期保存安定性に優れた水性顔料インク又は塗料が得られる。また、本発明によれば、特に初期分散性、長期保存安定性、吐出特性、印字特性に優れたインクジェット記録用顔料インクが得られる。 By adding the pigment dispersant of the present invention, an aqueous pigment ink or paint excellent in initial dispersibility and long-term storage stability can be obtained. In addition, according to the present invention, a pigment ink for inkjet recording having excellent initial dispersibility, long-term storage stability, ejection characteristics, and printing characteristics can be obtained.
以下に本発明を詳細にする。 The present invention is described in detail below.
本発明の顔料分散剤は、水酸基当量から得られる平均重合度が２〜１０のポリグリセリンとアルキレンオキサイド（２〜１５０モル）及び炭素数が４〜２４の直鎖状若しくは分岐状の飽和若しくは不飽和の脂肪酸又は芳香族カルボン酸を反応して得られる生成物であり、そのＨＬＢは１２〜１９のものが良好であり、中でも１５〜１８．５のものがより好ましい。尚、本発明で示す分散剤のＨＬＢは、次に示すグリフィンの式より算出したものである。 The pigment dispersant of the present invention comprises a polyglycerin having an average degree of polymerization of 2 to 10 obtained from a hydroxyl group equivalent, an alkylene oxide (2 to 150 mol), and a linear or branched saturated or unsaturated group having 4 to 24 carbon atoms. It is a product obtained by reacting a saturated fatty acid or aromatic carboxylic acid, and its HLB is preferably from 12 to 19, and more preferably from 15 to 18.5. The HLB of the dispersant shown in the present invention is calculated from the following Griffin equation.
本発明の顔料分散剤に使用するポリグリセリンは、水酸基当量から得られる平均重合度が２〜１０のものであるが、この範囲のものであれば特に限定しない。 The polyglycerin used in the pigment dispersant of the present invention has an average polymerization degree of 2 to 10 obtained from the hydroxyl group equivalent, but is not particularly limited as long as it is within this range.
本発明の顔料分散剤に使用するアルキレンオキサイドは、エチレンオキサイド、プロピレンオキサイド、ブチレンオキサイドなどが挙げられるが、エチレンオキサイド若しくはプロピオンオキサイドが好ましく、エチレンオキサイド、プロピレンオキサイドは単独でも併用しても良い。アルキレンオキサイドの付加単位数はポリグリセリン1モルに対して２〜３００モルのものが良好であり、中でも２〜１５０モルがより好ましい。 Examples of the alkylene oxide used in the pigment dispersant of the present invention include ethylene oxide, propylene oxide, butylene oxide, etc., but ethylene oxide or propion oxide is preferable, and ethylene oxide and propylene oxide may be used alone or in combination. The number of added units of alkylene oxide is preferably 2 to 300 mol per mol of polyglycerin, and more preferably 2 to 150 mol.
本発明の顔料分散剤に使用する脂肪酸は、炭素数が４〜２４の直鎖状若しくは分岐状の、及び飽和若しくは不飽和のいずれの脂肪酸でもよく、単独または混合で使用できる。具体的には、カプリル酸、オクチル酸、イソノナン酸、カプリン酸、ラウリン酸、ミリスチン酸、パルミチン酸、ステアリン酸、ヒドロキシステアリン酸、オレイン酸などが挙げられる。 The fatty acid used in the pigment dispersant of the present invention may be any linear or branched, saturated or unsaturated fatty acid having 4 to 24 carbon atoms, and can be used alone or in a mixture. Specific examples include caprylic acid, octylic acid, isononanoic acid, capric acid, lauric acid, myristic acid, palmitic acid, stearic acid, hydroxystearic acid, and oleic acid.
本発明の顔料分散剤に使用する芳香族カルボン酸としては、安息香酸が挙げられ、縮合多環式芳香族カルボン酸としては、１，４−ナフタレンジカルボン酸、２，６−ナフタレンジカルボン酸、α−ナフタレンカルボン酸、β−ナフタレンカルボン酸などが挙げられ又、アルキル、アルコキシ、ハロゲンなどの置換基を有する芳香族カルボン酸も含まれる。 Examples of the aromatic carboxylic acid used in the pigment dispersant of the present invention include benzoic acid, and examples of the condensed polycyclic aromatic carboxylic acid include 1,4-naphthalenedicarboxylic acid, 2,6-naphthalenedicarboxylic acid, α -Naphthalene carboxylic acid, (beta) -naphthalene carboxylic acid, etc. are mentioned, Moreover, aromatic carboxylic acid which has substituents, such as an alkyl, an alkoxy, and a halogen, is also contained.
本発明の顔料分散剤の具体例としては、ポリオキシエチレン（４０）ジグリセリルエーテルのステアリン酸エステル、ポリオキシエチレン（３０）ジグリセリルエーテルのステアリン酸エステル、ポリオキシエチレン（１２０）ジグリセリルエーテルのラウリン酸エステル、ジグリセリンステアリン酸エステルのポリオキシエチレン（３０）付加物、ポリオキシエチレン（２０）ジグリセリルエーテルのラウリン酸エステル、ポリオキシエチレン（４０）テトラグリセリルエーテルのステアリン酸エステル、ポリオキシエチレン（４０）テトラグリセリルエーテルの安息香酸エステルなどが挙げられる。 Specific examples of the pigment dispersant of the present invention include a stearic acid ester of polyoxyethylene (40) diglyceryl ether, a stearic acid ester of polyoxyethylene (30) diglyceryl ether, and a polyoxyethylene (120) diglyceryl ether. Lauric acid ester, polyoxyethylene (30) adduct of diglycerin stearic acid ester, lauric acid ester of polyoxyethylene (20) diglyceryl ether, stearic acid ester of polyoxyethylene (40) tetraglyceryl ether, polyoxyethylene (40) Tetraglyceryl ether benzoate and the like.
本発明の顔料分散剤を含有したインク、塗料は、前記分散剤を液媒体に事前に添加した後、顔料を添加する、あるいは液媒体と顔料を混合した後、前記分散剤を添加して、ボールミル、サンドミル、及びサンドグラインダーのようなメディアを用いた分散機を当業者が適切に使用する方法により顔料を分散させることにより調製される。 Ink and paint containing the pigment dispersant of the present invention, after adding the dispersant to the liquid medium in advance, the pigment is added, or after mixing the liquid medium and the pigment, the dispersant is added, It is prepared by dispersing the pigment by a method appropriately used by those skilled in the art using a dispersing machine using media such as a ball mill, a sand mill, and a sand grinder.
前記分散剤の添加量としては、顔料の重量に対し、通常０．０１〜７０重量％であり、１０〜７０重量％が好ましく、３０〜６０重量％がさらに好ましい。添加量が０．０１重量％以下では、分散安定化効果が小さく、７０重量％を越える場合は逆に凝集が生じたり
、粘度の増加が起こるためこの範囲が好ましい。
The addition amount of the dispersant is usually 0.01 to 70% by weight, preferably 10 to 70% by weight, and more preferably 30 to 60% by weight with respect to the weight of the pigment. When the amount added is 0.01% by weight or less, the dispersion stabilizing effect is small, and when it exceeds 70% by weight, condensation occurs or viscosity increases, which is preferable.
本発明で使用する顔料の種類は特に限定されないが、代表的なものを例示すると、カーボンブラック、チタン白、炭酸カルシウムなどの無機系顔料、キナクリドン系顔料、キナクリドンキノン系顔料、フタロシアニン系顔料、アントラピリミジン系顔料、アンサンスロン系顔料、インダンスロン系顔料、フラバンスロン系顔料、ペリレン系顔料、ジケトピロロピロール系顔料、ペリノン系顔料、キノフタロン系顔料、アントラキノン系顔料、チオインジゴ系顔料、ベンツイミダゾロン系顔料、イソインドリノン系顔料、アゾメチン系顔料またはアゾ系顔料などの有機系顔料が挙げられる。 The type of pigment used in the present invention is not particularly limited, but typical examples include inorganic pigments such as carbon black, titanium white, and calcium carbonate, quinacridone pigments, quinacridone quinone pigments, phthalocyanine pigments, anthracites. Pyrimidine pigment, Ansanthrone pigment, Indanthrone pigment, Flavanthrone pigment, Perylene pigment, Diketopyrrolopyrrole pigment, Perinone pigment, Quinophthalone pigment, Anthraquinone pigment, Thioindigo pigment, Benzimidazolone Organic pigments such as pigments, isoindolinone pigments, azomethine pigments or azo pigments.
本発明の顔料分散剤を含有するインクジェット記録用インク等は、必要に応じて水溶性有機溶剤、水溶性樹脂、有機アミン、界面活性剤、ｐＨ調整剤、キレート化剤、防腐剤、粘度調整剤、消泡剤などを添加することができる。 Ink jet recording ink containing the pigment dispersant of the present invention includes a water-soluble organic solvent, a water-soluble resin, an organic amine, a surfactant, a pH adjuster, a chelating agent, an antiseptic, and a viscosity adjuster as necessary. An antifoaming agent or the like can be added.
インクジェット用インクに用いられる液媒体としては水又は水と水溶性有機溶剤の混合溶媒が好ましい。水溶性有機溶剤としては、例えば、メチルアルコール、エチルアルコール、ｎ−ブチルアルコール、イソブチルアルコール、ｔｅｒｔ−ブチルアルコール、ｎ−プロピルアルコール、インプロピルアルコールなどのアルコール類；ジメチルホルムアミド、ジメチルアセトアミドなどのアミド類；アセトン、メチルエチルケトンなどのケトン類；テトラヒドロフラン、ジオキサン、エチレングリコールメチルエーテル、エチレングリコールエチルエーテル、ジエチレングリコールメチルエーテル、ジエチレングリコールエチルエーテル、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などのエーテル類；エチレングリコール、プロピレングリコール、ブチレングリコール、ジエチレングリコール、トリエチレングリコール、１，２，６−へキサントリオール、チオジグリコール、ポリエチレングリコール、ポリプロピレングリコール、グリセリン、ジグリセリン、ポリグリセリンなどの多価アルコール類；Ｎ−メチルピロリドン、１，３−ジメチル−２−イミダゾリジノンなどが挙げられる。 As the liquid medium used for the ink jet ink, water or a mixed solvent of water and a water-soluble organic solvent is preferable. Examples of water-soluble organic solvents include alcohols such as methyl alcohol, ethyl alcohol, n-butyl alcohol, isobutyl alcohol, tert-butyl alcohol, n-propyl alcohol, and impropyl alcohol; amides such as dimethylformamide and dimethylacetamide Ketones such as acetone and methyl ethyl ketone; ethers such as tetrahydrofuran, dioxane, ethylene glycol methyl ether, ethylene glycol ethyl ether, diethylene glycol methyl ether, diethylene glycol ethyl ether, triethylene glycol monomethyl ether, and triethylene glycol monoethyl ether; ethylene glycol , Propylene glycol, butylene glycol, diethylene glycol, Polyhydric alcohols such as ethylene glycol, 1,2,6-hexanetriol, thiodiglycol, polyethylene glycol, polypropylene glycol, glycerin, diglycerin, polyglycerin; N-methylpyrrolidone, 1,3-dimethyl-2- Examples include imidazolidinone.
インクジェット記録用インクに必要に応じて添加する水溶性樹脂としては、ポリビニルアルコール類、ポリビニルピロリドン類、ポリアクリル酸、スチレン−アクリル酸共重合体、スチレン−メタクリル酸共重合体、スチレン−メタクリル酸−アクリル酸エステル共重合体、スチレン−α−メチルスチレン−アクリル酸共重合体、若しくはスチレン−α−メチルスチレン−アクリル酸−アクリル酸エステル共重合体などのスチレンアクリル酸樹脂、スチレン−マレイン酸共重合体、スチレン−無水マレイン酸共重合体、アクリル酸−アクリルニトリル共重合体、酢酸ビニル−アクリル酸エステル共重合体、若しくはアクリル酸−アクリル酸エステル共重合体などのアクリル系樹脂、ビニルナフタレン−アクリル酸共重合体、ビニルナフタレン−マレイン酸共重合体、及び酢酸ビニル−エチレン共重合体、酢酸ビニル−脂肪酸ビニルエチレン共重合体、酢酸ビニル−マレイン酸エステル共重合体、酢酸ビニル−クロトン酸共重合体、酢酸ビニル−アクリル酸共重合体などの酢酸ビニル系共重合体及びそれらの塩が挙げられる。 Examples of the water-soluble resin added to the ink for inkjet recording include polyvinyl alcohols, polyvinylpyrrolidones, polyacrylic acid, styrene-acrylic acid copolymer, styrene-methacrylic acid copolymer, styrene-methacrylic acid- Styrene acrylic resin such as acrylic ester copolymer, styrene-α-methylstyrene-acrylic acid copolymer, or styrene-α-methylstyrene-acrylic acid-acrylic ester copolymer, styrene-maleic acid copolymer Polymers, acrylic resins such as styrene-maleic anhydride copolymer, acrylic acid-acrylonitrile copolymer, vinyl acetate-acrylic acid ester copolymer, or acrylic acid-acrylic acid ester copolymer, vinyl naphthalene-acrylic Acid copolymer, vinyl naphthalene Maleic acid copolymer, vinyl acetate-ethylene copolymer, vinyl acetate-fatty acid vinyl ethylene copolymer, vinyl acetate-maleic acid ester copolymer, vinyl acetate-crotonic acid copolymer, vinyl acetate-acrylic acid copolymer Examples thereof include vinyl acetate copolymers such as polymers and salts thereof.
インクジェット記録用インクに必要に応じて添加する有機アミンとしては、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−メチルエタノールアミン、Ｎ−エチルジエタノールアミン、２−アミノ−メチルプロパノール、２−アミノ−２−メチルプロパノール、２−エチル−２−アミノ−１，３−プロパンジオール、２−アミノエチルエタノールアミン、トリス（ヒドロキシメチル）アミノメタン、モルフォリン、アンモニアなどが挙げられる。 Examples of the organic amine added to the ink jet recording ink as necessary include ethanolamine, diethanolamine, triethanolamine, N-methylethanolamine, N-ethyldiethanolamine, 2-amino-methylpropanol, and 2-amino-2. -Methylpropanol, 2-ethyl-2-amino-1,3-propanediol, 2-aminoethylethanolamine, tris (hydroxymethyl) aminomethane, morpholine, ammonia and the like.
本発明の顔料分散剤を含有するインクジェット記録用インクを用いる場合には、インクジェット記録方式を用いたプリンターであれば、如何なるプリンターにおいても用いることができる。例えば、プリンターヘッドに配設された発熱抵抗素子のヒーターなどによる熱エネルギーを用いて記録する熱ジェット記録方式プリンター、及びプリンターヘッドに配設された圧電素子を用いて記録を行う圧電素子記録方式プリンターのいずれにも使用することができる。 When the inkjet recording ink containing the pigment dispersant of the present invention is used, it can be used in any printer as long as it is a printer using an inkjet recording system. For example, a thermal jet recording type printer that records using thermal energy from a heater of a heating resistance element arranged in the printer head, and a piezoelectric element recording type printer that records using a piezoelectric element arranged in the printer head It can be used for both.
以下、実施例及び比較例により本発明を具体的に説明するが、本発明の範囲はこれらの実施例により限定されるものではない。 EXAMPLES Hereinafter, although an Example and a comparative example demonstrate this invention concretely, the scope of the present invention is not limited by these Examples.
＜実施例１〜６、比較例１〜３＞
シアン顔料（Ｃ.I. ピグメントブルー １５：３）２０重量部、後に示す分散剤８重量部、イオン交換水７３重量部を粒径１．０ｍｍのジルコニアビーズを使ってサンドミルで５時間分散して分散液を得た。次いで、この分散液２５重量部を撹拌しながら、ジエチレングリコール８重量部、グリセリン５重量部およびイオン交換水６２重量部を３０分間かけて滴下後、トリエタノールアミンを加えて、ｐＨを８. ０になるように調製して、インクジェト記録用インクを得た。
<Examples 1-6, Comparative Examples 1-3>
Disperse 20 parts by weight of a cyan pigment (C.I. Pigment Blue 15: 3), 8 parts by weight of a dispersant described later, and 73 parts by weight of ion-exchanged water in a sand mill for 5 hours using zirconia beads having a particle diameter of 1.0 mm. A dispersion was obtained. Next, while stirring 25 parts by weight of this dispersion, 8 parts by weight of diethylene glycol, 5 parts by weight of glycerin and 62 parts by weight of ion-exchanged water are added dropwise over 30 minutes, and then triethanolamine is added to adjust the pH to 8.0. Thus, an ink for ink jet recording was obtained.
上記インクジェット記録用インクの保存安定性、再分散性及びインクジェットノズル目詰まりを下記評価方法に従い測定した。その結果を表1に示した。
（１）保存安定性の評価
保存安定性は、得られたインクを蓋付きの容器に入れ、初期の粒子径及び粘度と５０℃、１ヶ月間放置後の粒子径及び粘度を測定し評価を行った。粒子径は、ＭＩＣＲＯＴＲＡＣＵＰＡ１５０（日機装株式会社製）を用いて測定した。
（２）再分散性の評価
再分散性は、遠心機で２５００Ｇ、３時間遠心処理し、強制的に沈降させたインクで評価した。
○：顔料が容易に再分散する
×：顔料の再分散が困難
（３）ノズルの目詰まりの評価
ノズルの目詰まりは、インクジェットプリンターで一定量の文字を印字後、キャッピングをしない状態で５０℃、７日間放置した後、ノズル目詰まりの回復のためのクリーニング操作を行い、何回の操作回数で正常な印字が可能かを判定した。
○：１〜３回のクリーニング操作で正常な印字ができた場合
△：４〜６回のクリーニング操作で正常な印字ができた場合
×：７回以上のクリーニング操作で正常な印字ができた場合
The storage stability, redispersibility, and inkjet nozzle clogging of the inkjet recording ink were measured according to the following evaluation methods. The results are shown in Table 1.
(1) Evaluation of storage stability Storage stability is evaluated by measuring the initial particle size and viscosity, and the particle size and viscosity after standing for 1 month at 50 ° C., in a container with a lid. went. The particle size was measured using MICROTRACUPA 150 (manufactured by Nikkiso Co., Ltd.).
(2) Evaluation of redispersibility Redispersibility was evaluated with ink that was subjected to centrifugal treatment at 2500 G for 3 hours in a centrifuge and forced to settle.
○: Pigment redispersed easily ×: Redispersion of pigment is difficult
(3) Evaluation of nozzle clogging Nozzle clogging is a cleaning operation to recover nozzle clogging after printing a certain amount of characters with an ink jet printer and leaving it at 50 ° C for 7 days without capping. The number of operations was determined to determine whether normal printing was possible.
◯: When normal printing is possible after 1 to 3 cleaning operations △: When normal printing is possible after 4 to 6 cleaning operations ×: When normal printing is possible after 7 or more cleaning operations
本実施例及び比較例評価に使用した分散剤を次に示す。
「分散剤１」ポリオキシエチレン（３０）ジグリセリルエーテルのステアリン酸エステル
（ＨＬＢ１６．８）
「分散剤２」ポリオキシエチレン（３０）ジグリセリルエーテルのラウリン酸エステル（
ＨＬＢ１７．０）
「分散剤３」ポリオキシエチレン（２０）ジグリセリルエーテルのラウリン酸エステル（
ＨＬＢ１６．１）
「分散剤４」ポリオキシエチレン（１２０）ジグリセリルエーテルのラウリン酸エステル
（ＨＬＢ１８．１）
「分散剤５」ジグリセリンモノステアレートのポリオキシエチレン（３０）付加物（ＨＬ
Ｂ１６．８）
「分散剤６」ポリオキシエチレン（４０）テトラグリセリルエーテルのステアリン酸エス
テル（ＨＬＢ１７．２）
「分散剤７」ポリオキシエチレン（１３）ジグリセリルエーテルのラウリン酸エステル（
ＨＬＢ１１．５）
「分散剤８」ポリオキシエチレン（１５）ノニルフェニルエーテル（ＨＬＢ１８．０）
「分散剤９」ポリオキシエチレン（２０）ソルビタンモノオレート（ＨＬＢ１５．０）
The dispersants used in this example and comparative example evaluation are shown below.
"Dispersant 1" stearic acid ester of polyoxyethylene (30) diglyceryl ether
(HLB16.8)
"Dispersant 2" Polyoxyethylene (30) diglyceryl ether laurate (
HLB17.0)
"Dispersant 3" Lauric acid ester of polyoxyethylene (20) diglyceryl ether (
HLB16.1)
"Dispersant 4" Lauric acid ester of polyoxyethylene (120) diglyceryl ether
(HLB18.1)
“Dispersant 5” polyoxyethylene (30) adduct of diglycerin monostearate (HL)
B16.8)
"Dispersant 6" Polyoxyethylene (40) tetraglyceryl ether stearate
Tell (HLB17.2)
"Dispersant 7" polyoxyethylene (13) diglyceryl ether laurate (
HLB11.5)
"Dispersant 8" polyoxyethylene (15) nonylphenyl ether (HLB18.0)
"Dispersant 9" polyoxyethylene (20) sorbitan monooleate (HLB15.0)
本発明の顔料分散剤を配合した水性顔料分散液は、初期分散性、長期保存安定性、吐出安定性が飛躍的に向上するため、通常の水性ボールペン等の筆記具用インクや水性塗料、特にインクジェット記録用顔料インクとして好適に用いることができる。
The water-based pigment dispersion containing the pigment dispersant of the present invention drastically improves initial dispersibility, long-term storage stability, and discharge stability. It can be suitably used as a recording pigment ink.
Claims (2)
Priority Applications (1)
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|---|---|---|---|
| JP2004219139A JP4248457B2 (en) | 2003-07-30 | 2004-07-27 | Pigment dispersant for water-based ink or water-based paint |
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|---|---|---|---|
| JP2003282429 | 2003-07-30 | ||
| JP2004219139A JP4248457B2 (en) | 2003-07-30 | 2004-07-27 | Pigment dispersant for water-based ink or water-based paint |
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| KR20200097193A (en) | 2019-02-07 | 2020-08-18 | 류상열 | Inorganic low viscosity aqueous adhesive coating composition and its use |
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| JP4766881B2 (en) * | 2005-01-28 | 2011-09-07 | 三菱鉛筆株式会社 | Water-based ink composition for writing instruments |
| DE102005030526A1 (en) * | 2005-06-30 | 2007-01-04 | Clariant Produkte (Deutschland) Gmbh | Arylglycerinether |
| JP5344794B2 (en) * | 2006-07-17 | 2013-11-20 | 阪本薬品工業株式会社 | Active energy ray-curable coating resin composition |
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