JP2013209521A - Nonaqueous ink composition - Google Patents
Nonaqueous ink composition Download PDFInfo
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- JP2013209521A JP2013209521A JP2012080882A JP2012080882A JP2013209521A JP 2013209521 A JP2013209521 A JP 2013209521A JP 2012080882 A JP2012080882 A JP 2012080882A JP 2012080882 A JP2012080882 A JP 2012080882A JP 2013209521 A JP2013209521 A JP 2013209521A
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- resin
- ink composition
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- 239000000203 mixture Substances 0.000 title claims abstract description 30
- 229920005989 resin Polymers 0.000 claims abstract description 45
- 239000011347 resin Substances 0.000 claims abstract description 45
- 239000002904 solvent Substances 0.000 claims abstract description 25
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 13
- 150000002334 glycols Chemical class 0.000 claims abstract description 6
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims abstract description 3
- 125000001183 hydrocarbyl group Chemical group 0.000 claims abstract 2
- 239000006185 dispersion Substances 0.000 claims description 17
- 125000004432 carbon atom Chemical group C* 0.000 claims description 13
- 239000003960 organic solvent Substances 0.000 claims description 8
- 239000004925 Acrylic resin Substances 0.000 claims description 4
- 229920000178 Acrylic resin Polymers 0.000 claims description 4
- 230000009477 glass transition Effects 0.000 claims description 4
- 238000002156 mixing Methods 0.000 claims description 4
- 239000004202 carbamide Substances 0.000 claims description 3
- 229920000058 polyacrylate Polymers 0.000 claims description 3
- 238000007639 printing Methods 0.000 abstract description 16
- 239000011358 absorbing material Substances 0.000 abstract 1
- 239000000976 ink Substances 0.000 description 42
- 239000000049 pigment Substances 0.000 description 19
- 239000000758 substrate Substances 0.000 description 11
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 8
- 238000006243 chemical reaction Methods 0.000 description 8
- 239000002270 dispersing agent Substances 0.000 description 8
- 229920000915 polyvinyl chloride Polymers 0.000 description 8
- 239000004800 polyvinyl chloride Substances 0.000 description 8
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 5
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- RRQYJINTUHWNHW-UHFFFAOYSA-N 1-ethoxy-2-(2-ethoxyethoxy)ethane Chemical compound CCOCCOCCOCC RRQYJINTUHWNHW-UHFFFAOYSA-N 0.000 description 4
- 230000007797 corrosion Effects 0.000 description 4
- 238000005260 corrosion Methods 0.000 description 4
- 229940019778 diethylene glycol diethyl ether Drugs 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- -1 nitrogen-containing heterocyclic compounds Chemical class 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- 229920002554 vinyl polymer Polymers 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 238000011156 evaluation Methods 0.000 description 3
- 239000007789 gas Substances 0.000 description 3
- 238000007646 gravure printing Methods 0.000 description 3
- 150000002430 hydrocarbons Chemical class 0.000 description 3
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 229920001515 polyalkylene glycol Polymers 0.000 description 3
- 238000003786 synthesis reaction Methods 0.000 description 3
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 2
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 2
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical group N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 2
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 description 2
- 230000002745 absorbent Effects 0.000 description 2
- 239000002250 absorbent Substances 0.000 description 2
- 239000006229 carbon black Substances 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- JQVDAXLFBXTEQA-UHFFFAOYSA-N dibutylamine Chemical compound CCCCNCCCC JQVDAXLFBXTEQA-UHFFFAOYSA-N 0.000 description 2
- 229910001873 dinitrogen Inorganic materials 0.000 description 2
- 230000007613 environmental effect Effects 0.000 description 2
- 239000004744 fabric Substances 0.000 description 2
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 2
- 239000010931 gold Substances 0.000 description 2
- 229910052737 gold Inorganic materials 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 239000003112 inhibitor Substances 0.000 description 2
- 238000007641 inkjet printing Methods 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000005011 phenolic resin Substances 0.000 description 2
- 238000007650 screen-printing Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- ZUHZGEOKBKGPSW-UHFFFAOYSA-N tetraglyme Chemical compound COCCOCCOCCOCCOC ZUHZGEOKBKGPSW-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- CUVLMZNMSPJDON-UHFFFAOYSA-N 1-(1-butoxypropan-2-yloxy)propan-2-ol Chemical compound CCCCOCC(C)OCC(C)O CUVLMZNMSPJDON-UHFFFAOYSA-N 0.000 description 1
- QWOZZTWBWQMEPD-UHFFFAOYSA-N 1-(2-ethoxypropoxy)propan-2-ol Chemical compound CCOC(C)COCC(C)O QWOZZTWBWQMEPD-UHFFFAOYSA-N 0.000 description 1
- KPAPHODVWOVUJL-UHFFFAOYSA-N 1-benzofuran;1h-indene Chemical compound C1=CC=C2CC=CC2=C1.C1=CC=C2OC=CC2=C1 KPAPHODVWOVUJL-UHFFFAOYSA-N 0.000 description 1
- CNJRPYFBORAQAU-UHFFFAOYSA-N 1-ethoxy-2-(2-methoxyethoxy)ethane Chemical compound CCOCCOCCOC CNJRPYFBORAQAU-UHFFFAOYSA-N 0.000 description 1
- ZEAWONUXVAHDFE-UHFFFAOYSA-N 2-(2-acetyloxyethoxy)ethyl butanoate Chemical compound CCCC(=O)OCCOCCOC(C)=O ZEAWONUXVAHDFE-UHFFFAOYSA-N 0.000 description 1
- RYOCDGDXNMTTTB-UHFFFAOYSA-N 2-(2-acetyloxyethoxy)ethyl propanoate Chemical compound CCC(=O)OCCOCCOC(C)=O RYOCDGDXNMTTTB-UHFFFAOYSA-N 0.000 description 1
- FLPPEMNGWYFRSK-UHFFFAOYSA-N 2-(2-acetyloxypropoxy)propyl acetate Chemical compound CC(=O)OCC(C)OCC(C)OC(C)=O FLPPEMNGWYFRSK-UHFFFAOYSA-N 0.000 description 1
- VXQBJTKSVGFQOL-UHFFFAOYSA-N 2-(2-butoxyethoxy)ethyl acetate Chemical compound CCCCOCCOCCOC(C)=O VXQBJTKSVGFQOL-UHFFFAOYSA-N 0.000 description 1
- UWAALKSFUOKZEZ-UHFFFAOYSA-N 2-(2-butoxyethoxy)ethyl butanoate Chemical compound CCCCOCCOCCOC(=O)CCC UWAALKSFUOKZEZ-UHFFFAOYSA-N 0.000 description 1
- ATBZPVUIQSIQEQ-UHFFFAOYSA-N 2-(2-butoxyethoxy)ethyl propanoate Chemical compound CCCCOCCOCCOC(=O)CC ATBZPVUIQSIQEQ-UHFFFAOYSA-N 0.000 description 1
- FPZWZCWUIYYYBU-UHFFFAOYSA-N 2-(2-ethoxyethoxy)ethyl acetate Chemical compound CCOCCOCCOC(C)=O FPZWZCWUIYYYBU-UHFFFAOYSA-N 0.000 description 1
- LSZXZWOYLFWMCZ-UHFFFAOYSA-N 2-(2-ethoxyethoxy)ethyl butanoate Chemical compound CCCC(=O)OCCOCCOCC LSZXZWOYLFWMCZ-UHFFFAOYSA-N 0.000 description 1
- WVQBWABPJKXSRL-UHFFFAOYSA-N 2-(2-ethoxyethoxy)ethyl propanoate Chemical compound CCOCCOCCOC(=O)CC WVQBWABPJKXSRL-UHFFFAOYSA-N 0.000 description 1
- BJINVQNEBGOMCR-UHFFFAOYSA-N 2-(2-methoxyethoxy)ethyl acetate Chemical compound COCCOCCOC(C)=O BJINVQNEBGOMCR-UHFFFAOYSA-N 0.000 description 1
- LFXBTVJAXBBHDZ-UHFFFAOYSA-N 2-(2-methoxyethoxy)ethyl butanoate Chemical compound CCCC(=O)OCCOCCOC LFXBTVJAXBBHDZ-UHFFFAOYSA-N 0.000 description 1
- DRLRGHZJOQGQEC-UHFFFAOYSA-N 2-(2-methoxypropoxy)propyl acetate Chemical compound COC(C)COC(C)COC(C)=O DRLRGHZJOQGQEC-UHFFFAOYSA-N 0.000 description 1
- IZXZMWGHPXBDNQ-UHFFFAOYSA-N 2-(2-methoxypropoxy)propyl butanoate Chemical compound CCCC(=O)OCC(C)OCC(C)OC IZXZMWGHPXBDNQ-UHFFFAOYSA-N 0.000 description 1
- NVSZPGYVYSDFEV-UHFFFAOYSA-N 2-(2-methoxypropoxy)propyl propanoate Chemical compound CCC(=O)OCC(C)OCC(C)OC NVSZPGYVYSDFEV-UHFFFAOYSA-N 0.000 description 1
- BKEYWQMCFRHGBE-UHFFFAOYSA-N 2-(2-propanoyloxyethoxy)ethyl butanoate Chemical compound CCCC(=O)OCCOCCOC(=O)CC BKEYWQMCFRHGBE-UHFFFAOYSA-N 0.000 description 1
- BHEFUPPIKIGXRC-UHFFFAOYSA-N 2-(2-propanoyloxypropoxy)propyl propanoate Chemical compound CCC(=O)OCC(C)OCC(C)OC(=O)CC BHEFUPPIKIGXRC-UHFFFAOYSA-N 0.000 description 1
- CRWNQZTZTZWPOF-UHFFFAOYSA-N 2-methyl-4-phenylpyridine Chemical compound C1=NC(C)=CC(C=2C=CC=CC=2)=C1 CRWNQZTZTZWPOF-UHFFFAOYSA-N 0.000 description 1
- OZAIFHULBGXAKX-VAWYXSNFSA-N AIBN Substances N#CC(C)(C)\N=N\C(C)(C)C#N OZAIFHULBGXAKX-VAWYXSNFSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- BLUWGXWVYYLYMQ-UHFFFAOYSA-N C(CC)(=O)OCC(OCC(C)OC(C)=O)C Chemical compound C(CC)(=O)OCC(OCC(C)OC(C)=O)C BLUWGXWVYYLYMQ-UHFFFAOYSA-N 0.000 description 1
- OMIJTOJYJSZCHQ-UHFFFAOYSA-N C(CCC)(=O)OCC(OCC(C)OC(C)=O)C Chemical compound C(CCC)(=O)OCC(OCC(C)OC(C)=O)C OMIJTOJYJSZCHQ-UHFFFAOYSA-N 0.000 description 1
- DBHNAKHGKUEBAR-UHFFFAOYSA-N C(CCC)(=O)OCC(OCC(C)OC(CC)=O)C Chemical compound C(CCC)(=O)OCC(OCC(C)OC(CC)=O)C DBHNAKHGKUEBAR-UHFFFAOYSA-N 0.000 description 1
- IVNBFIDZCZFQCZ-UHFFFAOYSA-N CC(O)=O.CCCC(O)=O.CCCC(O)=O.OCCOCCO Chemical compound CC(O)=O.CCCC(O)=O.CCCC(O)=O.OCCOCCO IVNBFIDZCZFQCZ-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 239000005058 Isophorone diisocyanate Substances 0.000 description 1
- 239000004640 Melamine resin Substances 0.000 description 1
- 229920000877 Melamine resin Polymers 0.000 description 1
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 1
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 1
- 229920001807 Urea-formaldehyde Polymers 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 1
- CGHFXJDCXAMUQT-UHFFFAOYSA-N acetic acid butanoic acid 2-(2-hydroxypropoxy)propan-1-ol Chemical compound CC(O)=O.CCCC(O)=O.CCCC(O)=O.CC(O)COC(C)CO CGHFXJDCXAMUQT-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 229920006271 aliphatic hydrocarbon resin Polymers 0.000 description 1
- 229920000180 alkyd Polymers 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 238000005452 bending Methods 0.000 description 1
- DQXBYHZEEUGOBF-UHFFFAOYSA-N but-3-enoic acid;ethene Chemical compound C=C.OC(=O)CC=C DQXBYHZEEUGOBF-UHFFFAOYSA-N 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000012461 cellulose resin Substances 0.000 description 1
- 238000001816 cooling Methods 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
- 239000006184 cosolvent Substances 0.000 description 1
- 239000012975 dibutyltin dilaurate Substances 0.000 description 1
- UBPGILLNMDGSDS-UHFFFAOYSA-N diethylene glycol diacetate Chemical compound CC(=O)OCCOCCOC(C)=O UBPGILLNMDGSDS-UHFFFAOYSA-N 0.000 description 1
- 229940028356 diethylene glycol monobutyl ether Drugs 0.000 description 1
- XXJWXESWEXIICW-UHFFFAOYSA-N diethylene glycol monoethyl ether Chemical compound CCOCCOCCO XXJWXESWEXIICW-UHFFFAOYSA-N 0.000 description 1
- 229940075557 diethylene glycol monoethyl ether Drugs 0.000 description 1
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 1
- 229940113120 dipropylene glycol Drugs 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 239000003822 epoxy resin Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000005038 ethylene vinyl acetate Substances 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 238000005562 fading Methods 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 238000009434 installation Methods 0.000 description 1
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 1
- 239000004611 light stabiliser Substances 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 239000011259 mixed solution Substances 0.000 description 1
- PJUIMOJAAPLTRJ-UHFFFAOYSA-N monothioglycerol Chemical compound OCC(O)CS PJUIMOJAAPLTRJ-UHFFFAOYSA-N 0.000 description 1
- KMBPCQSCMCEPMU-UHFFFAOYSA-N n'-(3-aminopropyl)-n'-methylpropane-1,3-diamine Chemical compound NCCCN(C)CCCN KMBPCQSCMCEPMU-UHFFFAOYSA-N 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- JCGNDDUYTRNOFT-UHFFFAOYSA-N oxolane-2,4-dione Chemical compound O=C1COC(=O)C1 JCGNDDUYTRNOFT-UHFFFAOYSA-N 0.000 description 1
- 239000005022 packaging material Substances 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 230000000737 periodic effect Effects 0.000 description 1
- 239000003208 petroleum Substances 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
- 239000004014 plasticizer Substances 0.000 description 1
- 229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 description 1
- 229920002037 poly(vinyl butyral) polymer Polymers 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 239000006104 solid solution Substances 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
- 150000003505 terpenes Chemical class 0.000 description 1
- 235000007586 terpenes Nutrition 0.000 description 1
- 229920002803 thermoplastic polyurethane Polymers 0.000 description 1
- 229940035024 thioglycerol Drugs 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Landscapes
- Inks, Pencil-Leads, Or Crayons (AREA)
- Ink Jet (AREA)
- Ink Jet Recording Methods And Recording Media Thereof (AREA)
Abstract
Description
本発明は、非水性インク組成物に関する。 The present invention relates to a non-aqueous ink composition.
従来、非吸収性基材を対象とした印刷方式として、軟包材用グラビア印刷、サニタリー用フレキソ印刷、金属版用シルクスクリーン印刷、屋内外広告用インクジェット印刷などが一般的に知られている。しかし、これらの印刷方式に用いられるインク組成物は第二種有機溶剤に該当するトルエン、酢酸エチル、メチルエチルケトン、メチルイソブチルケトン、シクロヘキサノン等の溶剤を用いることが一般的であり、環境濃度設定、臭気等から局所排気装置の設置、又は定期健康診断等の義務が発生するなど取り扱いが難しく、より安全衛生性の高いインクが求められてきた。特にインクジェットは専用工場で印刷されるグラビア印刷、フレキソ印刷、シルクスクリーン印刷と異なり、一般オフィスなどの事務所で使用されるため、より安全性、有害性、臭気を配慮しなければならない。 Conventionally, gravure printing for soft packaging materials, flexographic printing for sanitary, silk screen printing for metal plates, inkjet printing for indoor and outdoor advertising, etc. are generally known as printing methods for non-absorbent substrates. However, ink compositions used in these printing methods generally use solvents such as toluene, ethyl acetate, methyl ethyl ketone, methyl isobutyl ketone, cyclohexanone, etc., which are classified as organic solvents of the second type, and have an environmental concentration setting and odor. For example, it is difficult to handle such as the installation of a local exhaust system or an obligation such as a periodic health check, and inks with higher safety and hygiene have been demanded. In particular, inkjet is used in offices such as general offices, unlike gravure printing, flexo printing, and silk screen printing, which are printed in a dedicated factory, so safety, toxicity, and odor must be considered.
安全性向上のため、軟包材グラビア印刷、サニタリー用フレキソ印刷では、環境濃度設定値が低いトルエンを使用しないノントルエンインクやアルコールを主成分とする水性インクが開発された。 In order to improve safety, non-toluene inks that do not use toluene, which has a low environmental concentration setting value, and water-based inks based on alcohol have been developed for soft packaging gravure printing and sanitary flexographic printing.
一方、インクジェット印刷でも、第二種有機溶剤に非該当であるポリアルキレングリコール系溶剤、又は炭化水素系溶剤を用いたインクが開発された。（特許文献１）しかし、ポリアルキレングリコール系溶剤、又は炭化水素系溶剤からなるインクでは印刷基材表面を溶解させることができないため定着性、耐候性等が劣るなどの問題があった。 On the other hand, an ink using a polyalkylene glycol solvent or a hydrocarbon solvent that is not applicable to the second type organic solvent has also been developed in ink jet printing. (Patent Document 1) However, an ink composed of a polyalkylene glycol solvent or a hydrocarbon solvent cannot solve the surface of the printing substrate, and thus has problems such as poor fixability and weather resistance.
最近ではポリアルキレングリコール系溶剤と同じく第二種有機溶剤に非該当である２−ピロリドン、Ｎ−メチル−２−ピロリドンといった含窒素複素環化合物、又はラクトン系化合物を副溶剤として併用することで、定着性、耐候性等を改善した溶剤系インクが開発されてきた。（特許文献２、特許文献３、特許文献４、特許文献５、特許文献６）。しかし、これらのインクは溶解性の強さから顔料等の溶解による保存安定性の欠如やプリンターヘッド材料の腐食がみられたり、臭気が強いなどの問題点があった。 Recently, by using nitrogen-containing heterocyclic compounds such as 2-pyrrolidone and N-methyl-2-pyrrolidone that are not applicable to the second type organic solvent as well as polyalkylene glycol solvents, or lactone compounds as a co-solvent, Solvent-based inks having improved fixability, weather resistance and the like have been developed. (Patent Literature 2, Patent Literature 3, Patent Literature 4, Patent Literature 5, Patent Literature 6). However, these inks have problems such as lack of storage stability due to dissolution of pigments, corrosion of the printer head material, and strong odor due to their high solubility.
また近年、上記課題を解決する為の代替溶剤として、β‐アルコシキプロピオンアミド類化合物を使用したインクが開発されている。（特許文献７）しかし、これらの溶剤の過剰添加は結果的に、前記溶剤と同様、保存安定性の欠如やプリンターヘッド材料の腐食を引き起こす問題点を有する。 In recent years, an ink using a β-alkoxypropionamide compound has been developed as an alternative solvent for solving the above problems. (Patent Document 7) However, the excessive addition of these solvents results in problems such as lack of storage stability and corrosion of the printer head material, as in the case of the aforementioned solvents.
本発明は、非吸収性基材等への密着性・耐性に優れ、さらに、連続使用した際の印字安定性に優れた非水系インク、特にインクジェットインクを提供することを目的とする。 An object of the present invention is to provide a non-aqueous ink, particularly an inkjet ink, which is excellent in adhesion and resistance to a non-absorbing substrate and the like, and further excellent in printing stability when continuously used.
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 configurations.
本発明は、少なくとも、定着樹脂と、塩基性分散樹脂を含有し、さらに有機溶剤として、ジアルキレングリコール誘導体と下記一般式（１）で示される溶剤を含有し、その配合量が１０質量％未満である事を特徴とする非水系インク組成物に関する。
一般式（１）
General formula (1)
更に本発明は、該分散樹脂として、主鎖にウレタン結合とウレア結合を有し、アルキル（メタ）アクリレート重合体由来の側鎖を有する分散樹脂を含有する事を特徴とする非水系インク組成物に関する。 Further, the present invention provides a non-aqueous ink composition comprising, as the dispersion resin, a dispersion resin having a urethane bond and a urea bond in the main chain and having a side chain derived from an alkyl (meth) acrylate polymer. About.
更に本発明は、定着樹脂として、ガラス転移温度が８０℃以上かつ重量平均分子量
Ｍｗが５０，０００以下のアクリル樹脂を含有する事を特徴とする非水系インク組成物に関する。
更に本発明は、上記いずれか記載の非水性インクジェットインクに関する。
Furthermore, the present invention relates to a non-aqueous ink composition containing an acrylic resin having a glass transition temperature of 80 ° C. or more and a weight average molecular weight Mw of 50,000 or less as a fixing resin.
Furthermore, the present invention relates to any one of the above non-aqueous inkjet inks.
本発明によれば、定着樹脂と、塩基性分散樹脂を含有し、さらに有機溶剤として、ジアルキレングリコール誘導体と一般式（１）で示される溶剤を含有し、その配合量が１０質量％未満である事により、非吸収性基材等への密着性・耐性に優れ、さらに、連続使用した際の印字安定性に優れた非水系インクが提供される。 According to the present invention, it contains a fixing resin and a basic dispersion resin, and further contains a dialkylene glycol derivative and a solvent represented by the general formula (1) as an organic solvent, and the blending amount is less than 10% by mass. For this reason, a non-aqueous ink that is excellent in adhesion and resistance to a non-absorbing substrate and the like and further excellent in printing stability when continuously used is provided.
以下、本発明を実施するための最良の形態について説明する。 Hereinafter, the best mode for carrying out the present invention will be described.
検討の結果、本発明の有機溶剤には一般式（１）中、Ｒ１は、炭素数１、２のアルキル基である事が好適である。Ｒ１が炭素数１、２のアルキル基である一般式（１）で示される溶剤は、印刷インキ等に使用した場合、ＰＶＣ等の非吸収性基材の表面を僅かに溶解し、非常に優れた密着性を発現させることができる。この一般式（１）で示される溶剤のインク組成物中への添加量は１０重量％未満が良いが、好ましくは２重量％以上１０重量％未満が良く、更に好ましくは５重量％以上８重量％未満とするのが良い。添加量が２重量％未満では、その溶解性による基材密着の効果が十分に得られない可能性があり、逆に１０重量％以上では印刷機やプリンタ部材の一部を腐食し、かつ乾燥性および保存安定性を悪化させる為、好ましくない。 As a result of the study, it is preferable that R 1 in the general formula (1) is an alkyl group having 1 or 2 carbon atoms in the organic solvent of the present invention. The solvent represented by the general formula (1) in which R 1 is an alkyl group having 1 or 2 carbon atoms slightly dissolves the surface of a non-absorbing substrate such as PVC when used in printing ink or the like. Excellent adhesion can be expressed. The amount of the solvent represented by the general formula (1) added to the ink composition is preferably less than 10% by weight, preferably 2% by weight or more and less than 10% by weight, and more preferably 5% by weight or more and 8% by weight. It is good to make it less than%. If the added amount is less than 2% by weight, the effect of adhesion to the substrate due to its solubility may not be sufficiently obtained. Conversely, if it is 10% by weight or more, part of the printer or printer member is corroded and dried. This is not preferable because the property and storage stability are deteriorated.
更に本発明に使用するジアルキレングリコール誘導体は、下記一般式（２）および（３）で示される化合物を用いる事ができる。 Further, as the dialkylene glycol derivative used in the present invention, compounds represented by the following general formulas (2) and (3) can be used.
一般式（２）
Ｒ１１−Ｏ−Ｃ２Ｈ４−Ｏ−Ｃ２Ｈ４−Ｏ−Ｒ１２
（式中、Ｒ１１及びＲ１２は、それぞれ独立して、水素原子、炭素数１〜４のアルキル基、又はＲ１３ＣＯ基であり、Ｒ１３は炭素数１〜４のアルキル基である）
General formula (2)
R 11 —O—C 2 H 4 —O—C 2 H 4 —O—R 12
(Wherein, R 11 and R 12 are each independently a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, or an R 13 CO group, and R 13 is an alkyl group having 1 to 4 carbon atoms)
一般式（３）
Ｒ２１−Ｏ−Ｃ３Ｈ６−Ｏ−Ｃ３Ｈ６−Ｏ−Ｒ２２
（式中、Ｒ２１及びＲ２２は、それぞれ独立して、水素原子、炭素数１〜４のアルキル基、又はＲ２３ＣＯ基であり、Ｒ２３は炭素数１〜４のアルキル基である）
General formula (3)
R 21 —O—C 3 H 6 —O—C 3 H 6 —O—R 22
(Wherein R 21 and R 22 are each independently a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, or an R 23 CO group, and R 23 is an alkyl group having 1 to 4 carbon atoms)
上記一般式（２）および（３）の具体例としては、ジエチレングリコール、ジプロピレングリコール等のグリコール類、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ジエチルエーテル、ジエチレングリコールモノブチルエーテル、ジエチレングリコールジブチルエーテル、ジエチレングリコールメチルエチルエーテル、ジプロピレングリコールモノメチルエーテル、ジプロピレングリコールモノエチルエーテル、ジプロピレングリコールモノブチルエーテル等のグリコールエーテル類、ジ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エチルエーテルアセテート、ジエチレングリコールモノブチルエーテルアセテート、ジプロピ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プロピオネート、ジエチレングリコールモノエチルエーテルプロピオネート、ジエチレングリコールモノブチルエーテルプロピオネート、ジプロピレングリコールモノメチルエーテルプロピオネート、ジエチレングリコールモノメチルエーテルブチレート、ジエチレングリコールモノエチルエーテルブチレート、ジエチレングリコールモノブチルエーテルブチレート、ジプロピレングリコールモノメチルエーテルブチレート等のグリコールモノアセテート類、ジエチレングリコールジアセテート、ジプロピレングリコールジアセテート、ジエチレングリコールアセテートプロピオネート、ジエチレングリコールアセテートブチレート、ジエチレングリコールプロピオネートブチレート、ジエチレングリコールジプロピオネート、ジエチレングリコールアセテートジブチレート、ジプロピレングリコールアセテートプロピオネート、ジプロピレングリコールアセテートブチレート、ジプロピレングリコールプロピオネートブチレート、ジプロピレングリコールジプロピオネート、ジプロピレングリコールアセテートジブチレート等のグリコールジアセテート類等が挙げられる。これらの溶剤は、インク組成中に４０重量％以上９０重量％未満含まれることが好ましいが、５０重量％以上８０％未満含まれることが、より好ましい。４０％未満では、定着樹脂の溶解性や、インク粘度の上昇などにより、吐出安定性が不安定になる可能性がある。９０重量％以上では、印字後の塗膜乾燥性が悪化する可能性がある。 Specific examples of the general formulas (2) and (3) include glycols such as diethylene glycol and dipropylene glycol, diethylene glycol monoethyl ether, diethylene glycol diethyl ether, diethylene glycol monobutyl ether, diethylene glycol dibutyl ether, diethylene glycol methyl ethyl ether, and dipropylene. Glycol ethers such as glycol monomethyl ether, dipropylene glycol monoethyl ether, dipropylene glycol monobutyl ether, diethylene glycol monomethyl ether acetate, diethylene glycol monoethyl ether acetate, diethylene glycol monobutyl ether acetate, dipropylene glycol monomethyl ether acetate, polyethylene Glycol monomethyl ether propionate, diethylene glycol monoethyl ether propionate, diethylene glycol monobutyl ether propionate, dipropylene glycol monomethyl ether propionate, diethylene glycol monomethyl ether butyrate, diethylene glycol monoethyl ether butyrate, diethylene glycol monobutyl ether butyrate, Glycol monoacetates such as dipropylene glycol monomethyl ether butyrate, diethylene glycol diacetate, dipropylene glycol diacetate, diethylene glycol acetate propionate, diethylene glycol acetate butyrate, diethylene glycol propionate butyrate, diethylene glycol Glycol diacetates such as propionate, diethylene glycol acetate dibutyrate, dipropylene glycol acetate propionate, dipropylene glycol acetate butyrate, dipropylene glycol propionate butyrate, dipropylene glycol dipropionate, dipropylene glycol acetate dibutyrate Etc. These solvents are preferably contained in the ink composition in an amount of 40% by weight or more and less than 90% by weight, but more preferably 50% by weight or more and less than 80%. If it is less than 40%, the ejection stability may become unstable due to the solubility of the fixing resin and the increase in ink viscosity. If it is 90% by weight or more, the drying property of the coating film after printing may be deteriorated.
更に本発明では、塩基性分散剤を使用する事で、顔料の分散性およびインキ組成物の保存安定性を向上させる事が可能となる。 Furthermore, in this invention, it becomes possible to improve the dispersibility of a pigment and the storage stability of an ink composition by using a basic dispersing agent.
塩基性分散樹脂の具体例としては、ルーブリゾール社製のソルスパーズ１１２００、ソルスパーズ１３２４０、ソルスパーズ１３６５０、ソルスパーズ１３９４０、ソルスパーズ１６０００、ソルスパーズ１７０００、ソルスパーズ１８０００、ソルスパーズ２００００、ソルスパーズ２４０００ＳＧ、ソルスパーズ２４０００ＧＲ，ソルスパーズ２８０００、ソルスパーズ３１８４５、ソルスパーズ３２０００、ソルスパーズ３２５００、ソルスパーズ３２５５０、ソルスパーズ３２６００、ソルスパーズ３３０００、ソルスパーズ３４７５０、ソルスパーズ３５１００、ソルスパーズ３５２００、ソルスパーズ３７５００、ソルスパーズ３８５００、ソルスパーズ３９０００、ソルスパーズ５６０００、ソルスパーズ７１０００、ソルスパーズ７６５００、ソルスパーズＸ３００、ソルスパーズ９０００、ソルスパーズJ２００、ビックケミー社製のＤＩＳＰＥＲＢＹＫ−１０８、ＤＩＳＰＥＲＢＹＫ−１０９、ＤＩＳＰＥＲＢＹＫ−１１２、ＤＩＳＰＥＲＢＹＫ−１１６、ＤＩＳＰＥＲＢＹＫ−１３０、ＤＩＳＰＥＲＢＹＫ−１６１、ＤＩＳＰＥＲＢＹＫ−１６２、ＤＩＳＰＥＲＢＹＫ−１６３、ＤＩＳＰＥＲＢＹＫ−１６４、ＤＩＳＰＥＲＢＹＫ−１６６、ＤＩＳＰＥＲＢＹＫ−１６７、ＤＩＳＰＥＲＢＹＫ−１６８、ＤＩＳＰＥＲＢＹＫ−１８２、ＤＩＳＰＥＲＢＹＫ−１８３、ＤＩＳＰＥＲＢＹＫ−１８４、ＤＩＳＰＥＲＢＹＫ−１８５、ＤＩＳＰＥＲＢＹＫ−２０００、ＤＩＳＰＥＲＢＹＫ−２００８、ＤＩＳＰＥＲＢＹＫ−２００９、ＤＩＳＰＥＲＢＹＫ−２０２２、ＤＩＳＰＥＲＢＹＫ−２０５０、ＤＩＳＰＥＲＢＹＫ−２１５０、ＤＩＳＰＥＲＢＹＫ−２１５５、ＤＩＳＰＥＲＢＹＫ−２１６３、ＤＩＳＰＥＲＢＹＫ−２１６４、ＢＹＫ−９０７７、味の素ファインテクノ社製のアジスパーＰＢ８２１、ＰＢ８２２、ＰＢ８２３、ＰＢ８２４、ＰＢ８２７等が挙げられる。これらの分散剤を顔料、溶剤の種類にあわせて使用することができる。分散剤はインキ中に０．１〜１０重量％含まれることが好ましい。 Specific examples of the basic dispersion resin include Solspurs 11200, Solspurs 13240, Solspers 13650, Solspers 13940, Solspurs 16000, Solspers 17000, Solspers 18000, Solspers 20000, Solspers 24000SG, Solspers 24000GR, Solspers 38000, manufactured by Lubrizol. Solspurs 32000, Solspurs 32500, Solspurs 32550, Solspurs 32600, Solspers 33000, Solspers 34750, Solspers 35100, Solspers 35200, Solspers 37500, Solspers 38500, Solspers 39000, Solspers 56000, Solspers 71000, Sols 76500, Solspers X300, Solspers 9000, Solspers J200, DISPERBYK-108, DISPERBYK-109, DISPERBYK-112, DISPERBYK-116, DISPERBYK-130, DISPERBYK-161, DISPERBYK-162, DISPERBYSP -164, DISPERBYK-166, DISPERBYK-167, DISPERBYK-168, DISPERBYK-182, DISPERBYK-183, DISPERBYK-184, DISPERBYK-185, DISPERBYK-2000, DISPERBYK-2008, DISPERBYK-2009, SPERBYK-B, 2009 DISPERBYK-2050, DISPERBYK-2150, DISPERBYK-2155, DISPERBYK-2163, DISPERBYK-2164, BYK-9077, Ajinomoto Fine-Techno Co. AJISPER PB821, PB822, PB823, PB824, PB827, and the like. These dispersants can be used in accordance with the types of pigments and solvents. The dispersant is preferably contained in the ink in an amount of 0.1 to 10% by weight.
更に、塩基性分散樹脂として、高耐性・高分散性の機能を付与するため、主鎖にウレタン結合とウレア結合を有し、アルキル（メタ）アクリレート重合体由来の側鎖を有する分散樹脂が使用できる。使用可能な分散樹脂としては、側鎖のアルキル（メタ）クリレートの炭素数が１〜４である事が良く、好ましくは１〜２とするのが良い。炭素数が５以上の場合は、ガラス転移温度が著しく低下する為、塗膜の耐性が十分に得られない。 Furthermore, as a basic dispersion resin, a dispersion resin having a urethane bond and a urea bond in the main chain and a side chain derived from an alkyl (meth) acrylate polymer is used in order to provide a highly resistant and highly dispersible function. it can. As a usable dispersion resin, the side chain alkyl (meth) acrylate may have 1 to 4 carbon atoms, and preferably 1 to 2 carbon atoms. When the number of carbon atoms is 5 or more, the glass transition temperature is remarkably lowered, so that the coating film cannot be sufficiently resistant.
本発明に使用される定着樹脂は、非吸収性基材への密着性をさらに向上させる効果がある。使用できる樹脂としては、アクリル系樹脂、スチレン−アクリル系樹脂、スチレン−マレイン酸系樹脂、ロジン系樹脂、ロジンエステル系樹脂、エチレン−酢ビ系樹脂、石油樹脂、クマロンインデン系樹脂、テルペンフェノール系樹脂、フェノール樹脂、ウレタン樹脂、メラミン樹脂、尿素樹脂、エポキシ系樹脂、セルロース系樹脂、塩酢ビ系樹脂、キシレン樹脂、アルキッド樹脂、脂肪族炭化水素樹脂、ブチラール樹脂、マレイン酸樹脂、フマル酸樹脂等が挙げられる。樹脂の具体例としては、荒川化学社製のスーパーエステル７５、エステルガムＨＰ、マルキッド３３、安原社製のＹＳ ポリスター Ｔ８０、三井化学社製のＨｉｒｅｔｔｓＨＲＴ２００Ｘ、ジョンソンポリマー社製のジョンクリル５８６、ダウケミカルズ社製のユーカーソリューションビニル樹脂ＶＹＨＤ、ＶＹＨＨ、ＶＭＣＡ、ＶＲＯＨ、ＶＹＬＦ−Ｘ、日信科学工業製のソルバイン樹脂ＣＬ、ＣＮＬ、Ｃ５Ｒ、ＴＡ５Ｒを例示することができる。樹脂はインキ組成物中に０．１〜１０重量％含まれることが好ましい。 The fixing resin used in the present invention has an effect of further improving the adhesion to a non-absorbent substrate. Usable resins include acrylic resin, styrene-acrylic resin, styrene-maleic resin, rosin resin, rosin ester resin, ethylene-vinyl acetate resin, petroleum resin, coumarone indene resin, terpene phenol Resin, phenol resin, urethane resin, melamine resin, urea resin, epoxy resin, cellulose resin, vinyl acetate resin, xylene resin, alkyd resin, aliphatic hydrocarbon resin, butyral resin, maleic acid resin, fumaric acid Examples thereof include resins. Specific examples of the resin include Superester 75 manufactured by Arakawa Chemical Co., Ltd., Ester Gum HP, Malkid 33, YS Polystar T80 manufactured by Yasuhara Co., Ltd., Hirtts HRT200X manufactured by Mitsui Chemicals, Inc. John Crill 586 manufactured by Johnson Polymer Co., Ltd., Dow Chemicals Examples include the Euker Solution vinyl resins VYHD, VYHH, VMCA, VROH, VYLF-X, and sorbine resins CL, CNL, C5R, and TA5R manufactured by Nissin Kagaku Kogyo. The resin is preferably contained in the ink composition in an amount of 0.1 to 10% by weight.
更に、印字物の密着性、耐アルコール性、耐候性、延伸性、基材汎用性などの機能を発揮するための定着樹脂として密着性、耐アルコール性、耐候性、基材汎用性に優れるものとしてアクリル系樹脂が良いが、好ましくはガラス転移温度が８０℃以上、更に好ましくは、ガラス転移温度９０℃以上である。また、インクジェットプリンターヘッドの微小な吐出口からインキを安定に吐出させるには、低粘度なインキが求められ、分子量Ｍｗが５０，０００以下の定着樹脂が好ましく、更に分子量Ｍｗが３０，０００以下の定着樹脂が好ましい。 Furthermore, it is excellent in adhesion, alcohol resistance, weather resistance, and substrate versatility as a fixing resin for exhibiting functions such as adhesion, alcohol resistance, weather resistance, stretchability, and substrate versatility of printed matter. An acrylic resin is preferable, but the glass transition temperature is preferably 80 ° C. or higher, more preferably 90 ° C. or higher. In addition, in order to stably eject ink from the minute ejection ports of the ink jet printer head, a low viscosity ink is required, a fixing resin having a molecular weight Mw of 50,000 or less is preferable, and a molecular weight Mw of 30,000 or less is preferred. A fixing resin is preferred.
本発明に使用される顔料は、印刷インキ、塗料等に使用される種々の顔料が使用できる。このような顔料をカラーインデックスで示すと、ピグメントブラック７、ピグメントブルー１５，１５：１，１５：３，１５：４，１５：６，６０、ピグメントグリーン７，３６、ピグメントレッド９，４８，４９，５２，５３，５７，９７，１２２，１４９，１６８，１７７，１７８，１７９，２０６，２０７，２０９，２４２，２５４，２５５、ピグメントバイオレット１９，２３，２９，３０，３７，４０，５０、ピグメントイエロー１２，１３，１４，１７，２０，２４，７４，８３，８６，９３，９４，９５，１０９，１１０，１１７，１２０，１２５，１２８，１３７，１３８，１３９，１４７，１４８，１５０，１５１，１５４，１５５，１６６，１６８，１８０，１８５、２１３、ピグメントオレンジ３６，４３，５１，５５，５９，６１，７１，７４等があげられる。また、カーボンブラックについては中性、酸性、塩基性等のあらゆるカーボンブラックを使用することができる。顔料はインキ組成物中に０．１〜１０重量％含まれることが望ましい。 As the pigment used in the present invention, various pigments used in printing inks, paints and the like can be used. When these pigments are represented by color index, Pigment Black 7, Pigment Blue 15, 15: 1, 15: 3, 15: 4, 15: 6, 60, Pigment Green 7, 36, Pigment Red 9, 48, 49 , 52, 53, 57, 97, 122, 149, 168, 177, 178, 179, 206, 207, 209, 242, 254, 255, pigment violet 19, 23, 29, 30, 37, 40, 50, pigment Yellow 12, 13, 14, 17, 20, 24, 74, 83, 86, 93, 94, 95, 109, 110, 117, 120, 125, 128, 137, 138, 139, 147, 148, 150, 151 , 154, 155, 166, 168, 180, 185, 213, Pigment Orange 36, 43, 51, 5 , Such as 59,61,71,74, and the like. As for carbon black, any carbon black such as neutral, acidic and basic can be used. The pigment is desirably contained in the ink composition in an amount of 0.1 to 10% by weight.
本発明のインキ組成物は可塑剤、表面調整剤、紫外線防止剤、光安定化剤、酸化防止剤、加水分解防止剤等の種々の添加剤も使用することができる。 The ink composition of the present invention can also use various additives such as a plasticizer, a surface conditioner, an ultraviolet light inhibitor, a light stabilizer, an antioxidant, and a hydrolysis inhibitor.
本発明で効果が確認できる非吸収性基材としては、ポリ塩化ビニル樹脂（ＰＶＣ）シート、ポリオレフィン系シート、ガラス、金属等が挙げられ、特に好ましくはＰＶＣシートである。 Examples of the non-absorbable substrate whose effect can be confirmed in the present invention include a polyvinyl chloride resin (PVC) sheet, a polyolefin-based sheet, glass, metal, and the like, and a PVC sheet is particularly preferable.
以下、実施例をあげて本発明を具体的に説明するが、本発明は実施例に特に限定されるものではない。なお、実施例中、「部」および「％」は「重量部」および「重量％」を表す。 EXAMPLES Hereinafter, the present invention will be specifically described with reference to examples, but the present invention is not particularly limited to the examples. In the examples, “parts” and “%” represent “parts by weight” and “% by weight”.
［分散剤αの合成］
（合成例１）＜ビニル重合体（α-１）の合成＞
ガス導入管、温度計、コンデンサー、及び攪拌機を備えた反応容器に、メチルメタクリレート ５００部、チオグリセロール １１部、及びジエチレングリコールジエチルエーテル（ＤＥＤＧ） ５１１部を仕込み、窒素ガスで置換した。反応容器内を９０℃に加熱して、ＡＩＢＮ［２，２’−アゾビス（イソブチロニトリル）］ ０．５０部を添加した後７時間反応した。固形分測定により９５％が反応したことを確認後、室温まで冷却して、重量平均分子量９，５００の、片末端領域に２つの遊離ヒドロキシル基を有するビニル重合体（α-１）の固形分５０％溶液を得た。
[Synthesis of Dispersant α]
(Synthesis Example 1) <Synthesis of Vinyl Polymer (α-1)>
A reaction vessel equipped with a gas introduction tube, a thermometer, a condenser, and a stirrer was charged with 500 parts of methyl methacrylate, 11 parts of thioglycerol, and 511 parts of diethylene glycol diethyl ether (DEDG) and replaced with nitrogen gas. The inside of the reaction vessel was heated to 90 ° C., and 0.50 part of AIBN [2,2′-azobis (isobutyronitrile)] was added, followed by reaction for 7 hours. After confirming that 95% had reacted by solid content measurement, it was cooled to room temperature, and the solid content of vinyl polymer (α-1) having a weight average molecular weight of 9,500 and having two free hydroxyl groups in one end region A 50% solution was obtained.
（製造例１）＜分散剤（α）の製造＞
ガス導入管、温度計、コンデンサー、及び攪拌機を備えた反応容器に、ビニル重合体（α-１）の固形分５０％溶液 １０２２部と、イソホロンジイソシアネート ４５．２部と、ＤＥＤＧ ４５．１部と、触媒としてジブチル錫ジラウレート ０．１１ｇを仕込み、窒素ガスで置換した。反応容器内を１００℃に加熱して、３時間反応した後、４０℃まで冷却して無色透明溶液（α-２）を得た。ガス導入管、温度計、コンデンサー、及び攪拌機を備えた反応容器に、メチルイミノビスプロピルアミン １１．１部、ジブチルアミン ６．６部、ＤＥＤＧ ３０４．６部の混合液を仕込み、１００℃まで加熱して無色透明溶液（α-２）１１１２．４部を３０分かけて滴下し、更に１時間反応した後、室温まで冷却して反応を終了した。固形分を４０％に調整し、分散剤（α）の無色透明溶液を得た。
(Production Example 1) <Production of dispersant (α)>
In a reaction vessel equipped with a gas introduction tube, a thermometer, a condenser, and a stirrer, 1022 parts of a 50% solid solution of vinyl polymer (α-1), 45.2 parts of isophorone diisocyanate, and 45.1 parts of DEDG The catalyst was charged with 0.11 g of dibutyltin dilaurate and replaced with nitrogen gas. The reaction vessel was heated to 100 ° C. and reacted for 3 hours, and then cooled to 40 ° C. to obtain a colorless transparent solution (α-2). A reaction vessel equipped with a gas introduction tube, a thermometer, a condenser, and a stirrer is charged with a mixed solution of 11.1 parts of methyliminobispropylamine, 6.6 parts of dibutylamine, and 304.6 parts of DEDG and heated to 100 ° C. Then, 112.4 parts of colorless and transparent solution (α-2) was added dropwise over 30 minutes, and the reaction was further continued for 1 hour, followed by cooling to room temperature to complete the reaction. The solid content was adjusted to 40% to obtain a colorless transparent solution of the dispersant (α).
［実施例１］
［顔料分散体aの製造］
下記の様な配合で顔料分散体aを作成した。この顔料分散体は有機溶剤中に顔料および分散剤を投入し、ハイスピードミキサー等で均一になるまで撹拌後、得られたミルベースを横型サンドミルで約１時間分散して作成した。
・LIONOL BLUE FG-7400G (トーヨーケム製 フタロシアニン顔料) ３５．０部
・アジスパーPB821 (味の素ファインテクノ製 塩基性分散樹脂） １２．５部
・ジエチレングリコールジエチルエーテル ５２．５部
[Example 1]
[Production of pigment dispersion a]
Pigment dispersion a was prepared with the following composition. This pigment dispersion was prepared by putting a pigment and a dispersant in an organic solvent, stirring the mixture with a high speed mixer or the like until uniform, and then dispersing the obtained mill base with a horizontal sand mill for about 1 hour.
・ LIONOL BLUE FG-7400G (Toyochem phthalocyanine pigment) 35.0 parts ・ Ajisper PB821 (Ajinomoto Fine Techno basic dispersion resin) 12.5 parts ・ Diethylene glycol diethyl ether 52.5 parts
[インク組成物Ａの製造]
上記顔料分散体aを用いて、下記配合処方にてインキ組成物Aを作成した。また、使用した溶剤β-1については、表１に記載した構造の化合物を使用した。
・顔料分散体a １１．５部
・ダイヤナールBR-87 ４．０部
・溶剤β‐１ ５．０部
・テトラエチレングリコールジメチルエーテル １０．０部
・ジエチレングリコールジエチルエーテル ６９．５部
[Production of Ink Composition A]
Using the pigment dispersion a, an ink composition A was prepared according to the following formulation. As for the solvent β-1 used, compounds having the structures described in Table 1 were used.
・ Pigment dispersion a 11.5 parts ・ Dyanal BR-87 4.0 parts ・ Solvent β-1 5.0 parts ・ Tetraethylene glycol dimethyl ether 10.0 parts ・ Diethylene glycol diethyl ether 69.5 parts
［実施例２〜８、比較例１〜６］
実施例１と同様の方法にて、表１、表２、表３に記載された原材料と配合比にてインク組成物B〜Ｏを作成した。
[Examples 2 to 8, Comparative Examples 1 to 6]
Ink compositions B to O were prepared in the same manner as in Example 1, using the raw materials and blending ratios shown in Tables 1, 2 and 3.
得られたインキ組成物Ａ〜Ｏを次のような方法で比較評価した。なお、評価結果については表４に示した。 The obtained ink compositions A to O were comparatively evaluated by the following methods. The evaluation results are shown in Table 4.
[粘度安定性]
実施例１〜１５及び比較例１〜１１で得られたインキ組成物の粘度について、Ｅ型粘度計（東機産業製）を用いて、７０℃８週間の経時促進前後にて評価を実施し、粘度の変化率が２％未満であるものを○、変化率が２％以上５％未満であるものを△、変化率が５％以上 であるものを×と評価した。
［印刷安定性］
２５℃環境下、ＣｏｌｏｒＰａｉｎｔｅｒ６４Ｓ（セイコーアイ・インフォテック社製、大判インクジェットプリンタ）にて、表面が無処理のポリ塩化ビニル樹脂シートに連続印刷し、ドット抜け、飛行曲がり又はインキの飛び散りの発生頻度を評価し、５０時間連続試験でドット抜け、飛行曲がり又はインキの飛び散りの発生が１０回未満であったものを○、１０回以上、２０回未満であったものを△、２０回以上のものを×と評価した。
[Viscosity stability]
The viscosity of the ink compositions obtained in Examples 1 to 15 and Comparative Examples 1 to 11 was evaluated using an E-type viscometer (manufactured by Toki Sangyo) before and after aging at 70 ° C. for 8 weeks. The change rate of the viscosity was less than 2%, the change rate of 2% or more and less than 5% was evaluated as Δ, and the change rate of 5% or more was evaluated as ×.
[Printing stability]
Under a 25 ° C environment, ColorPrinter 64S (manufactured by Seiko I Infotech, large-format inkjet printer) continuously prints on a non-treated polyvinyl chloride resin sheet to check the frequency of missing dots, flying bends or ink splashes. Evaluated and evaluated that the occurrence of dot omission, flight bending or ink splatter was less than 10 times in a continuous test for 50 hours, △ 10 times or more, less than 20 times, Δ, 20 times or more X was evaluated.
［乾燥性］
２５℃環境下、ＣｏｌｏｒＰａｉｎｔｅｒ６４Ｓ（セイコーアイ・インフォテック社製、大判インクジェットプリンタ）にて、表面が無処理のポリ塩化ビニル樹脂シートにベタ印刷し、４０℃で乾燥するまでの時間を計測。３分以内にて乾燥するものを○、３分以上６分未満のものを△、６分以上のものを×と評価した。
[Drying]
Under a 25 ° C. environment, a color printer 64S (manufactured by Seiko I Infotech Co., Ltd., large-format inkjet printer) was used to print solid on a non-treated polyvinyl chloride resin sheet and measure the time until drying at 40 ° C. Those that dried within 3 minutes were evaluated as ◯, those that were 3 minutes or more and less than 6 minutes were evaluated as Δ, and those that were dried for 6 minutes or more were evaluated as ×.
［腐食性］
インキ組成物と接する印刷機の部品をそれぞれインキ組成物Ａ〜Ｊに浸漬し、７０℃３週間保存前後の材料の寸法と重量の変化率を評価。変化率が３％未満を○、３％以上９％未満を△、９％以上を×と評価した。
[Corrosive]
The parts of the printing press that are in contact with the ink composition are dipped in the ink compositions A to J, respectively, and the rate of change in dimensions and weight of the material before and after storage at 70 ° C. for 3 weeks is evaluated. A change rate of less than 3% was evaluated as ◯, 3% or more and less than 9% as Δ, and 9% or more as ×.
［密着性］
２５℃環境下、ＣｏｌｏｒＰａｉｎｔｅｒ６４Ｓ（セイコーアイ・インフォテック社製、大判インクジェットプリンタ）にて、表面が無処理のポリ塩化ビニル樹脂シートに印刷し、印刷面をラビングテスター（テスター産業製、型式ＡＢ３０１）にて密着性を評価。評価条件としては試験用布片（金巾３号）にて加重２００ｇ、５０往復で実施し、塗布面が全く剥ぎ取られなかったものを◎、試験用布片に着色が見られたが、印刷面には目立った変化の見られないものを○、試験片が着色、印刷面にも若干の色落ちが見られるものを△、剥ぎ取られ、基材が見えたものを×と評価した。
[Adhesion]
Under a 25 ° C environment, a ColorPainter 64S (manufactured by Seiko I Infotech Co., Ltd., large-format inkjet printer) is used to print a non-treated surface on a polyvinyl chloride resin sheet, and the printed surface is a rubbing tester (Tester Sangyo, model AB301). To evaluate adhesion. As evaluation conditions, a test piece (gold width 3) was applied at a load of 200 g and 50 reciprocations, and the coated surface was not peeled off at all, and the test piece was colored. The case where no noticeable change was observed on the surface was evaluated as ◯, the test piece was colored, the case where a slight color fading was observed on the printed surface was evaluated as Δ, and the case where the substrate was seen peeled off was evaluated as ×.
[耐アルコール性]
２５℃環境下、ＣｏｌｏｒＰａｉｎｔｅｒ６４Ｓ（セイコーアイ・インフォテック社製、大判インクジェットプリンタ）にて、表面が無処理のポリ塩化ビニル樹脂シートに印刷し、印刷面をラビングテスター（テスター産業製、型式ＡＢ３０１）にて耐アルコール性を評価。評価条件としては試験用布片（金巾３号）にてエタノール/水=７０/３０で希釈した液を１滴たらし加重２００ｇ、５０往復で実施し、塗布面が全く剥ぎ取られなかったものを◎、試験用布片に着色が見られたが、印刷面には目立った変化の見られないものを○、試験片が着色、印刷面にも若干の色落ちが見られるものを△、剥ぎ取られ、基材が見えたものを×と評価した。
[Alcohol resistance]
Under a 25 ° C environment, a ColorPainter 64S (manufactured by Seiko I Infotech Co., Ltd., large-format inkjet printer) is used to print a non-treated surface on a polyvinyl chloride resin sheet, and the printed surface is a rubbing tester (Tester Sangyo, model AB301). To evaluate alcohol resistance. As evaluation conditions, a test cloth (gold width 3) diluted with ethanol / water = 70/30 was dropped and applied at a load of 200 g, 50 reciprocations, and the coated surface was not peeled off at all. ◎, color was observed on the test cloth, but there was no noticeable change on the printed surface, ○, the test piece was colored, and the printed surface was slightly discolored, What was peeled off and the base material was visible was evaluated as x.
表４から明らかのように、定着樹脂と塩基性分散剤を含有し、上記一般式（１）の溶剤を１０質量％未満含有する実施例１〜１２のインク組成物は保存安定性や印字安定性、密着性、腐食性、耐アルコール性能において、全て優れている。これに対し、比較例１は溶剤β-１、β-２を含有していないため、密着性が劣り、印字安定性もやや劣る。比較例２は、溶剤β-１を過剰に添加した為、プリンタ部材の腐食およびインクの保存安定性が劣る。比較例３は、置換基の異なるβ-３を含有しているため、インクの保存安定性が劣り、プリンタ部材の腐食性がやや劣る。 As is apparent from Table 4, the ink compositions of Examples 1 to 12 containing a fixing resin and a basic dispersant and containing less than 10% by mass of the solvent of the general formula (1) have storage stability and printing stability. Excellent in adhesion, adhesion, corrosion, and alcohol resistance. On the other hand, since Comparative Example 1 does not contain solvents β-1 and β-2, the adhesion is inferior and the printing stability is slightly inferior. In Comparative Example 2, since the solvent β-1 was added excessively, the corrosion of the printer member and the storage stability of the ink were inferior. Since Comparative Example 3 contains β-3 having different substituents, the storage stability of the ink is inferior, and the corrosiveness of the printer member is slightly inferior.
Claims (3)
一般式（１）
General formula (1)
The non-aqueous ink composition according to claim 1, wherein the fixing resin contains an acrylic resin having a glass transition temperature of 80 ° C. or more and a weight average molecular weight Mw of 50,000 or less.
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| JP2010180332A (en) * | 2009-02-06 | 2010-08-19 | Toyo Ink Mfg Co Ltd | Nonaqueous ink composition |
| JP2012052041A (en) * | 2010-09-02 | 2012-03-15 | Konica Minolta Ij Technologies Inc | Inkjet ink and inkjet recording method |
| JP2012057043A (en) * | 2010-09-08 | 2012-03-22 | Toyo Ink Sc Holdings Co Ltd | Water-based ink composition |
| JP2013104011A (en) * | 2011-11-15 | 2013-05-30 | Seiko Epson Corp | Non-aqueous ink composition for inkjet recording and inkjet recording method |
| JP2013104010A (en) * | 2011-11-15 | 2013-05-30 | Seiko Epson Corp | Non-aqueous ink composition for inkjet recording, and inkjet recording method |
| JP2013104005A (en) * | 2011-11-15 | 2013-05-30 | Seiko Epson Corp | Nonaqueous ink composition for inkjet recording and inkjet recording method |
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| JP2010180332A (en) * | 2009-02-06 | 2010-08-19 | Toyo Ink Mfg Co Ltd | Nonaqueous ink composition |
| JP2012052041A (en) * | 2010-09-02 | 2012-03-15 | Konica Minolta Ij Technologies Inc | Inkjet ink and inkjet recording method |
| JP2012057043A (en) * | 2010-09-08 | 2012-03-22 | Toyo Ink Sc Holdings Co Ltd | Water-based ink composition |
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| JP2013104010A (en) * | 2011-11-15 | 2013-05-30 | Seiko Epson Corp | Non-aqueous ink composition for inkjet recording, and inkjet recording method |
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| JP2017190373A (en) * | 2016-04-12 | 2017-10-19 | 東洋インキＳｃホールディングス株式会社 | Non-aqueous inkjet ink |
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