JP3909107B2 - 蛍光赤色及びマゼンタ耐水性インキジェット用インキ - Google Patents
蛍光赤色及びマゼンタ耐水性インキジェット用インキ Download PDFInfo
- Publication number
- JP3909107B2 JP3909107B2 JP33120396A JP33120396A JP3909107B2 JP 3909107 B2 JP3909107 B2 JP 3909107B2 JP 33120396 A JP33120396 A JP 33120396A JP 33120396 A JP33120396 A JP 33120396A JP 3909107 B2 JP3909107 B2 JP 3909107B2
- Authority
- JP
- Japan
- Prior art keywords
- water
- glycol
- ether
- weight
- toner
- 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
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 title claims description 72
- 239000000976 ink Substances 0.000 title description 111
- 239000000203 mixture Substances 0.000 claims description 40
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims description 25
- 239000011347 resin Substances 0.000 claims description 24
- 229920005989 resin Polymers 0.000 claims description 23
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 19
- -1 glycol ethers Chemical class 0.000 claims description 16
- 239000003960 organic solvent Substances 0.000 claims description 16
- 238000007639 printing Methods 0.000 claims description 16
- 239000006184 cosolvent Substances 0.000 claims description 13
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 11
- 239000006185 dispersion Substances 0.000 claims description 9
- 239000004952 Polyamide Substances 0.000 claims description 6
- 239000001257 hydrogen Substances 0.000 claims description 6
- 229910052739 hydrogen Inorganic materials 0.000 claims description 6
- 229920002647 polyamide Polymers 0.000 claims description 6
- 239000002253 acid Substances 0.000 claims description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 4
- 229920000728 polyester Polymers 0.000 claims description 4
- RWNUSVWFHDHRCJ-UHFFFAOYSA-N 1-butoxypropan-2-ol Chemical compound CCCCOCC(C)O RWNUSVWFHDHRCJ-UHFFFAOYSA-N 0.000 claims description 3
- JBDQVFGGGVTGDI-UHFFFAOYSA-N 2-[2-(2-propan-2-yloxypropoxy)propoxy]propan-1-ol Chemical compound CC(C)OC(C)COC(C)COC(C)CO JBDQVFGGGVTGDI-UHFFFAOYSA-N 0.000 claims description 3
- ZFSGODDPMKJGJV-UHFFFAOYSA-N 5,5-dimethylimidazolidine-2,4-dione;formaldehyde Chemical compound O=C.CC1(C)NC(=O)NC1=O ZFSGODDPMKJGJV-UHFFFAOYSA-N 0.000 claims description 3
- 239000007850 fluorescent dye Substances 0.000 claims description 3
- GZMAAYIALGURDQ-UHFFFAOYSA-N 2-(2-hexoxyethoxy)ethanol Chemical compound CCCCCCOCCOCCO GZMAAYIALGURDQ-UHFFFAOYSA-N 0.000 claims description 2
- DJCYDDALXPHSHR-UHFFFAOYSA-N 2-(2-propoxyethoxy)ethanol Chemical compound CCCOCCOCCO DJCYDDALXPHSHR-UHFFFAOYSA-N 0.000 claims description 2
- WFSMVVDJSNMRAR-UHFFFAOYSA-N 2-[2-(2-ethoxyethoxy)ethoxy]ethanol Chemical group CCOCCOCCOCCO WFSMVVDJSNMRAR-UHFFFAOYSA-N 0.000 claims description 2
- LCZVSXRMYJUNFX-UHFFFAOYSA-N 2-[2-(2-hydroxypropoxy)propoxy]propan-1-ol Chemical compound CC(O)COC(C)COC(C)CO LCZVSXRMYJUNFX-UHFFFAOYSA-N 0.000 claims description 2
- BQGCEVQVMURRGP-UHFFFAOYSA-N C(C1=CC=CC=C1)S(=O)(=O)N.C=O.NC(=O)N Chemical group C(C1=CC=CC=C1)S(=O)(=O)N.C=O.NC(=O)N BQGCEVQVMURRGP-UHFFFAOYSA-N 0.000 claims description 2
- ZUHZGEOKBKGPSW-UHFFFAOYSA-N tetraglyme Chemical compound COCCOCCOCCOCCOC ZUHZGEOKBKGPSW-UHFFFAOYSA-N 0.000 claims 2
- 239000012752 auxiliary agent Substances 0.000 claims 1
- 229940028356 diethylene glycol monobutyl ether Drugs 0.000 claims 1
- JCGNDDUYTRNOFT-UHFFFAOYSA-N oxolane-2,4-dione Chemical compound O=C1COC(=O)C1 JCGNDDUYTRNOFT-UHFFFAOYSA-N 0.000 claims 1
- 239000002904 solvent Substances 0.000 description 46
- 239000000975 dye Substances 0.000 description 35
- 230000003287 optical effect Effects 0.000 description 24
- 239000000463 material Substances 0.000 description 15
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 14
- 238000000295 emission spectrum Methods 0.000 description 14
- 238000005259 measurement Methods 0.000 description 14
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 12
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 description 11
- 238000009472 formulation Methods 0.000 description 10
- COBPKKZHLDDMTB-UHFFFAOYSA-N 2-[2-(2-butoxyethoxy)ethoxy]ethanol Chemical compound CCCCOCCOCCOCCO COBPKKZHLDDMTB-UHFFFAOYSA-N 0.000 description 9
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 9
- 239000007788 liquid Substances 0.000 description 9
- 230000002378 acidificating effect Effects 0.000 description 8
- 238000007654 immersion Methods 0.000 description 8
- 239000002736 nonionic surfactant Substances 0.000 description 7
- 239000004033 plastic Substances 0.000 description 7
- 229920003023 plastic Polymers 0.000 description 7
- VEJIQHRMIYFYPS-UHFFFAOYSA-N (3-phenyl-1,2-oxazol-5-yl)boronic acid Chemical compound O1C(B(O)O)=CC(C=2C=CC=CC=2)=N1 VEJIQHRMIYFYPS-UHFFFAOYSA-N 0.000 description 6
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 6
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 6
- 239000003086 colorant Substances 0.000 description 6
- 239000000049 pigment Substances 0.000 description 6
- 238000005516 engineering process Methods 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 description 4
- 239000000654 additive Substances 0.000 description 4
- 238000001035 drying Methods 0.000 description 4
- 239000011159 matrix material Substances 0.000 description 4
- 230000035515 penetration Effects 0.000 description 4
- 229920001223 polyethylene glycol Polymers 0.000 description 4
- HXJUTPCZVOIRIF-UHFFFAOYSA-N sulfolane Chemical compound O=S1(=O)CCCC1 HXJUTPCZVOIRIF-UHFFFAOYSA-N 0.000 description 4
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 4
- 230000008901 benefit Effects 0.000 description 3
- 230000007423 decrease Effects 0.000 description 3
- 239000000982 direct dye Substances 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- SXQCTESRRZBPHJ-UHFFFAOYSA-M lissamine rhodamine Chemical group [Na+].C=12C=CC(=[N+](CC)CC)C=C2OC2=CC(N(CC)CC)=CC=C2C=1C1=CC=C(S([O-])(=O)=O)C=C1S([O-])(=O)=O SXQCTESRRZBPHJ-UHFFFAOYSA-M 0.000 description 3
- 238000012015 optical character recognition Methods 0.000 description 3
- 239000002798 polar solvent Substances 0.000 description 3
- 230000000171 quenching effect Effects 0.000 description 3
- 230000007928 solubilization Effects 0.000 description 3
- 238000005063 solubilization Methods 0.000 description 3
- XFRVVPUIAFSTFO-UHFFFAOYSA-N 1-Tridecanol Chemical compound CCCCCCCCCCCCCO XFRVVPUIAFSTFO-UHFFFAOYSA-N 0.000 description 2
- SVTBMSDMJJWYQN-UHFFFAOYSA-N 2-methylpentane-2,4-diol Chemical compound CC(O)CC(C)(C)O SVTBMSDMJJWYQN-UHFFFAOYSA-N 0.000 description 2
- YIROYDNZEPTFOL-UHFFFAOYSA-N 5,5-Dimethylhydantoin Chemical compound CC1(C)NC(=O)NC1=O YIROYDNZEPTFOL-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- 239000002202 Polyethylene glycol Substances 0.000 description 2
- 238000002835 absorbance Methods 0.000 description 2
- 229920001893 acrylonitrile styrene Polymers 0.000 description 2
- 230000002411 adverse Effects 0.000 description 2
- 239000000981 basic dye Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 238000004090 dissolution Methods 0.000 description 2
- DJNCPMUVQOUIGY-UHFFFAOYSA-N formamide;triazine Chemical compound NC=O.C1=CN=NN=C1 DJNCPMUVQOUIGY-UHFFFAOYSA-N 0.000 description 2
- 230000003993 interaction Effects 0.000 description 2
- 230000007774 longterm Effects 0.000 description 2
- 239000012046 mixed solvent Substances 0.000 description 2
- 231100000252 nontoxic Toxicity 0.000 description 2
- 230000003000 nontoxic effect Effects 0.000 description 2
- 150000002894 organic compounds Chemical class 0.000 description 2
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 2
- 229920006122 polyamide resin Polymers 0.000 description 2
- 229920001225 polyester resin Polymers 0.000 description 2
- 229920006149 polyester-amide block copolymer Polymers 0.000 description 2
- 239000004926 polymethyl methacrylate Substances 0.000 description 2
- 229920001451 polypropylene glycol Polymers 0.000 description 2
- 238000001556 precipitation Methods 0.000 description 2
- SCUZVMOVTVSBLE-UHFFFAOYSA-N prop-2-enenitrile;styrene Chemical compound C=CC#N.C=CC1=CC=CC=C1 SCUZVMOVTVSBLE-UHFFFAOYSA-N 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000006104 solid solution Substances 0.000 description 2
- 239000011877 solvent mixture Substances 0.000 description 2
- 239000000758 substrate Substances 0.000 description 2
- 229940087291 tridecyl alcohol Drugs 0.000 description 2
- 235000001892 vitamin D2 Nutrition 0.000 description 2
- 239000003021 water soluble solvent Substances 0.000 description 2
- QGKMIGUHVLGJBR-UHFFFAOYSA-M (4z)-1-(3-methylbutyl)-4-[[1-(3-methylbutyl)quinolin-1-ium-4-yl]methylidene]quinoline;iodide Chemical group [I-].C12=CC=CC=C2N(CCC(C)C)C=CC1=CC1=CC=[N+](CCC(C)C)C2=CC=CC=C12 QGKMIGUHVLGJBR-UHFFFAOYSA-M 0.000 description 1
- OAYXUHPQHDHDDZ-UHFFFAOYSA-N 2-(2-butoxyethoxy)ethanol Chemical compound CCCCOCCOCCO OAYXUHPQHDHDDZ-UHFFFAOYSA-N 0.000 description 1
- UGDAWAQEKLURQI-UHFFFAOYSA-N 2-(2-hydroxyethoxy)ethanol;hydrate Chemical compound O.OCCOCCO UGDAWAQEKLURQI-UHFFFAOYSA-N 0.000 description 1
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 1
- WAEVWDZKMBQDEJ-UHFFFAOYSA-N 2-[2-(2-methoxypropoxy)propoxy]propan-1-ol Chemical compound COC(C)COC(C)COC(C)CO WAEVWDZKMBQDEJ-UHFFFAOYSA-N 0.000 description 1
- GVNHOISKXMSMPX-UHFFFAOYSA-N 2-[butyl(2-hydroxyethyl)amino]ethanol Chemical compound CCCCN(CCO)CCO GVNHOISKXMSMPX-UHFFFAOYSA-N 0.000 description 1
- DXWHZJXKTHGHQF-UHFFFAOYSA-N 2-butyl-6-(butylamino)benzo[de]isoquinoline-1,3-dione Chemical compound O=C1N(CCCC)C(=O)C2=CC=CC3=C2C1=CC=C3NCCCC DXWHZJXKTHGHQF-UHFFFAOYSA-N 0.000 description 1
- PCGDWIWUQDHQLK-UHFFFAOYSA-N 2-morpholin-4-yl-5-nitrobenzaldehyde Chemical compound O=CC1=CC([N+](=O)[O-])=CC=C1N1CCOCC1 PCGDWIWUQDHQLK-UHFFFAOYSA-N 0.000 description 1
- GBSGXZBOFKJGMG-UHFFFAOYSA-N 3-propan-2-yloxypropan-1-ol Chemical compound CC(C)OCCCO GBSGXZBOFKJGMG-UHFFFAOYSA-N 0.000 description 1
- FQLZTPSAVDHUKS-UHFFFAOYSA-N 6-amino-2-(2,4-dimethylphenyl)benzo[de]isoquinoline-1,3-dione Chemical compound CC1=CC(C)=CC=C1N(C1=O)C(=O)C2=C3C1=CC=CC3=C(N)C=C2 FQLZTPSAVDHUKS-UHFFFAOYSA-N 0.000 description 1
- QAFJFLXMPBRIAY-UHFFFAOYSA-N C(CCC)OCCOCCOCCO.C(COCCOCCO)O Chemical compound C(CCC)OCCOCCOCCO.C(COCCOCCO)O QAFJFLXMPBRIAY-UHFFFAOYSA-N 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical group C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- 206010015946 Eye irritation Diseases 0.000 description 1
- 229920000877 Melamine resin Polymers 0.000 description 1
- VRAHPESAMYMDQI-UHFFFAOYSA-N Nicomol Chemical compound C1CCC(COC(=O)C=2C=NC=CC=2)(COC(=O)C=2C=NC=CC=2)C(O)C1(COC(=O)C=1C=NC=CC=1)COC(=O)C1=CC=CN=C1 VRAHPESAMYMDQI-UHFFFAOYSA-N 0.000 description 1
- SJEYSFABYSGQBG-UHFFFAOYSA-M Patent blue Chemical compound [Na+].C1=CC(N(CC)CC)=CC=C1C(C=1C(=CC(=CC=1)S([O-])(=O)=O)S([O-])(=O)=O)=C1C=CC(=[N+](CC)CC)C=C1 SJEYSFABYSGQBG-UHFFFAOYSA-M 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- 206010040880 Skin irritation Diseases 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- SLINHMUFWFWBMU-UHFFFAOYSA-N Triisopropanolamine Chemical compound CC(O)CN(CC(C)O)CC(C)O SLINHMUFWFWBMU-UHFFFAOYSA-N 0.000 description 1
- 229920001807 Urea-formaldehyde Polymers 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000000980 acid dye Substances 0.000 description 1
- 239000004676 acrylonitrile butadiene styrene Substances 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 239000008365 aqueous carrier Substances 0.000 description 1
- 239000003125 aqueous solvent Substances 0.000 description 1
- 230000001174 ascending effect Effects 0.000 description 1
- KSCQDDRPFHTIRL-UHFFFAOYSA-N auramine O Chemical compound [H+].[Cl-].C1=CC(N(C)C)=CC=C1C(=N)C1=CC=C(N(C)C)C=C1 KSCQDDRPFHTIRL-UHFFFAOYSA-N 0.000 description 1
- 230000033228 biological regulation Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000007844 bleaching agent Substances 0.000 description 1
- 230000000740 bleeding effect Effects 0.000 description 1
- IWWWBRIIGAXLCJ-BGABXYSRSA-N chembl1185241 Chemical compound C1=2C=C(C)C(NCC)=CC=2OC2=C\C(=N/CC)C(C)=CC2=C1C1=CC=CC=C1C(=O)OCC IWWWBRIIGAXLCJ-BGABXYSRSA-N 0.000 description 1
- 230000001143 conditioned effect Effects 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 239000007822 coupling agent Substances 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 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 1
- 230000006866 deterioration Effects 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
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 1
- FPVGTPBMTFTMRT-UHFFFAOYSA-L disodium;2-amino-5-[(4-sulfonatophenyl)diazenyl]benzenesulfonate Chemical compound [Na+].[Na+].C1=C(S([O-])(=O)=O)C(N)=CC=C1N=NC1=CC=C(S([O-])(=O)=O)C=C1 FPVGTPBMTFTMRT-UHFFFAOYSA-L 0.000 description 1
- 230000009977 dual effect Effects 0.000 description 1
- 239000001041 dye based ink Substances 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 230000005284 excitation Effects 0.000 description 1
- 231100000013 eye irritation Toxicity 0.000 description 1
- 235000019233 fast yellow AB Nutrition 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 238000010304 firing Methods 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- IVJISJACKSSFGE-UHFFFAOYSA-N formaldehyde;1,3,5-triazine-2,4,6-triamine Chemical compound O=C.NC1=NC(N)=NC(N)=N1 IVJISJACKSSFGE-UHFFFAOYSA-N 0.000 description 1
- MSYLJRIXVZCQHW-UHFFFAOYSA-N formaldehyde;6-phenyl-1,3,5-triazine-2,4-diamine Chemical compound O=C.NC1=NC(N)=NC(C=2C=CC=CC=2)=N1 MSYLJRIXVZCQHW-UHFFFAOYSA-N 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 238000001879 gelation Methods 0.000 description 1
- 229940051250 hexylene glycol Drugs 0.000 description 1
- 239000012943 hotmelt Substances 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 231100000636 lethal dose Toxicity 0.000 description 1
- QDLAGTHXVHQKRE-UHFFFAOYSA-N lichenxanthone Natural products COC1=CC(O)=C2C(=O)C3=C(C)C=C(OC)C=C3OC2=C1 QDLAGTHXVHQKRE-UHFFFAOYSA-N 0.000 description 1
- LPQMOFIXRVVOSF-UHFFFAOYSA-M methyl sulfate;n-methyl-n-[(1,3,3-trimethylindol-1-ium-2-yl)methylideneamino]aniline Chemical compound COS([O-])(=O)=O.C[N+]=1C2=CC=CC=C2C(C)(C)C=1/C=N/N(C)C1=CC=CC=C1 LPQMOFIXRVVOSF-UHFFFAOYSA-M 0.000 description 1
- AJDUTMFFZHIJEM-UHFFFAOYSA-N n-(9,10-dioxoanthracen-1-yl)-4-[4-[[4-[4-[(9,10-dioxoanthracen-1-yl)carbamoyl]phenyl]phenyl]diazenyl]phenyl]benzamide Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2NC(=O)C(C=C1)=CC=C1C(C=C1)=CC=C1N=NC(C=C1)=CC=C1C(C=C1)=CC=C1C(=O)NC1=CC=CC2=C1C(=O)C1=CC=CC=C1C2=O AJDUTMFFZHIJEM-UHFFFAOYSA-N 0.000 description 1
- 239000012454 non-polar solvent Substances 0.000 description 1
- 230000001151 other effect Effects 0.000 description 1
- 230000000149 penetrating effect Effects 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- ODGAOXROABLFNM-UHFFFAOYSA-N polynoxylin Chemical compound O=C.NC(N)=O ODGAOXROABLFNM-UHFFFAOYSA-N 0.000 description 1
- 229920006380 polyphenylene oxide Polymers 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 238000010791 quenching Methods 0.000 description 1
- MUSLHCJRTRQOSP-UHFFFAOYSA-N rhodamine 101 Chemical compound [O-]C(=O)C1=CC=CC=C1C(C1=CC=2CCCN3CCCC(C=23)=C1O1)=C2C1=C(CCC1)C3=[N+]1CCCC3=C2 MUSLHCJRTRQOSP-UHFFFAOYSA-N 0.000 description 1
- 238000004062 sedimentation Methods 0.000 description 1
- 231100000475 skin irritation Toxicity 0.000 description 1
- 238000007614 solvation Methods 0.000 description 1
- 239000000992 solvent dye Substances 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 230000007480 spreading Effects 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 229940124530 sulfonamide Drugs 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- UWHCKJMYHZGTIT-UHFFFAOYSA-N tetraethylene glycol Chemical compound OCCOCCOCCOCCO UWHCKJMYHZGTIT-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
- 125000005627 triarylcarbonium group Chemical group 0.000 description 1
- 238000012795 verification Methods 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 125000001834 xanthenyl group Chemical group C1=CC=CC=2OC3=CC=CC=C3C(C12)* 0.000 description 1
- 239000001043 yellow dye Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D11/00—Inks
- C09D11/30—Inkjet printing inks
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
- B41M—PRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
- B41M3/00—Printing processes to produce particular kinds of printed work, e.g. patterns
- B41M3/06—Veined printings; Fluorescent printings; Stereoscopic images; Imitated patterns, e.g. tissues, textiles
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Health & Medical Sciences (AREA)
- Vascular Medicine (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
- Ink Jet Recording Methods And Recording Media Thereof (AREA)
- Ink Jet (AREA)
- Paints Or Removers (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US08/570,140 US5681381A (en) | 1995-12-11 | 1995-12-11 | Fluorescent red and magenta waterfast ink jet inks |
| US08/570140 | 1995-12-11 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JPH09291246A JPH09291246A (ja) | 1997-11-11 |
| JPH09291246A5 JPH09291246A5 (cg-RX-API-DMAC7.html) | 2004-11-25 |
| JP3909107B2 true JP3909107B2 (ja) | 2007-04-25 |
Family
ID=24278414
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP33120396A Expired - Lifetime JP3909107B2 (ja) | 1995-12-11 | 1996-12-11 | 蛍光赤色及びマゼンタ耐水性インキジェット用インキ |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US5681381A (cg-RX-API-DMAC7.html) |
| EP (1) | EP0779348B1 (cg-RX-API-DMAC7.html) |
| JP (1) | JP3909107B2 (cg-RX-API-DMAC7.html) |
| CA (1) | CA2192142C (cg-RX-API-DMAC7.html) |
| DE (1) | DE69614351T2 (cg-RX-API-DMAC7.html) |
Families Citing this family (38)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5866628A (en) * | 1996-08-30 | 1999-02-02 | Day-Glo Color Corp. | Ultraviolet and electron beam radiation curable fluorescent printing ink concentrates and printing inks |
| GB9619573D0 (en) * | 1996-09-19 | 1996-10-30 | Zeneca Ltd | Monoazo inkjet dyes |
| US5944881A (en) * | 1997-07-25 | 1999-08-31 | The Standard Register Company | Tri-component security numbering ink |
| US5988807A (en) * | 1997-12-08 | 1999-11-23 | Pitney Bowes Inc. | Fluorescent valve jet ink |
| US6169185B1 (en) | 1999-02-25 | 2001-01-02 | Day-Glo Color Corp. | Ink jet printing inks |
| US6231654B1 (en) | 1999-04-30 | 2001-05-15 | Macdermid Acumen, Inc. | Ink composition and a method of making the ink composition |
| US6303184B1 (en) | 1999-05-14 | 2001-10-16 | Eastman Kodak Company | Method of forming a discontinuous polymer overcoat for imaging elements |
| DE19933889A1 (de) * | 1999-07-22 | 2001-01-25 | Francotyp Postalia Gmbh | Wasserhaltige Tinte und ihre Verwendung |
| US6835239B2 (en) * | 2000-08-08 | 2004-12-28 | Canon Kabushiki Kaisha | Fluorescent ink, and ink cartridge, recording unit, ink-jet recording method, and ink-jet recording apparatus employing the fluorescent ink |
| EP1862512B1 (en) | 2000-08-08 | 2013-06-05 | Canon Kabushiki Kaisha | Ink jet ink with enhanced fluorescence and recording method |
| US6902331B1 (en) * | 2000-10-27 | 2005-06-07 | Hewlett-Packard Development Company, L.P. | Method and apparatus for secure printing |
| US6676254B2 (en) * | 2000-12-21 | 2004-01-13 | Canon Kabushiki Kaisha | Recording method, ink cartridge, printing device and information recording apparatus |
| US6698876B2 (en) | 2001-01-31 | 2004-03-02 | Canon Kabushiki Kaisha | Aqueous fluorescent ink, recording unit, ink cartridge, ink jet recording apparatus, and ink jet recording method |
| KR100939468B1 (ko) * | 2001-03-10 | 2010-01-29 | 메르크 파텐트 게엠베하 | 유기 반도체 용액 및 분산액 |
| US6827769B2 (en) | 2001-05-10 | 2004-12-07 | Pitney Bowes Inc. | Photosensitive optically variable ink heterogeneous compositions for ink jet printing |
| US7536553B2 (en) * | 2001-05-10 | 2009-05-19 | Pitney Bowes Inc. | Method and system for validating a security marking |
| DE10135640A1 (de) * | 2001-07-21 | 2003-02-06 | Covion Organic Semiconductors | Lösungen organischer Halbleiter |
| JP4135695B2 (ja) * | 2003-09-24 | 2008-08-20 | ブラザー工業株式会社 | インクジェット記録用蛍光水性インク及び該蛍光水性インクを含むインクカートリッジ |
| US7192476B2 (en) * | 2003-10-22 | 2007-03-20 | Brother Kogyo Kabushiki Kaisha | Fluorescent water base ink for ink-jet recording |
| US7510672B2 (en) * | 2004-05-18 | 2009-03-31 | Merck Patent Gmbh | Formulation for ink-jet printing comprising semiconducting polymers |
| US7141103B2 (en) * | 2004-06-22 | 2006-11-28 | Pitney Bowes Inc. | Photosensitive optically variable ink compositions useful for ink jet printing |
| US7192474B2 (en) * | 2004-06-22 | 2007-03-20 | Pitney Bowes Inc. | IR absorbing photosensitive optically variable ink compositions and process |
| US7138009B2 (en) * | 2004-06-22 | 2006-11-21 | Pitney Bowes Inc. | Signature protected photosensitive optically variable ink compositions and process |
| US7997713B2 (en) | 2007-03-23 | 2011-08-16 | Hewlett-Packard Development Company, L.P. | Thermal ink-jet including polymer encapsulated pigment |
| US7973098B2 (en) * | 2007-09-18 | 2011-07-05 | Pitney Bowes Inc. | Postal-compliant fluorescent inkjet papers, inks for preparing them and individualized postage stamps printed thereon |
| JP5201452B2 (ja) | 2008-04-21 | 2013-06-05 | セイコーエプソン株式会社 | 蛍光水性インク組成物 |
| US8147900B2 (en) | 2008-12-08 | 2012-04-03 | Pitney Bowes Inc. | Multiple color fluorescence security imprint |
| US8496743B2 (en) * | 2010-03-18 | 2013-07-30 | Seiko Epson Corporation | Ink composition |
| JP5447849B2 (ja) * | 2010-03-31 | 2014-03-19 | 大日本塗料株式会社 | コーティング組成物及びその塗布方法 |
| CA2761207A1 (fr) * | 2010-12-06 | 2012-06-06 | Neopost Technologies | Module d'impression couleur pour machine a affranchir |
| DE202012101746U1 (de) | 2012-05-11 | 2013-08-12 | Böwe Systec Gmbh | Vorrichtung zum Bedrucken von Postsendungen |
| DE102012104154A1 (de) | 2012-05-11 | 2013-11-14 | Böwe Systec Gmbh | Vorrichtung und Verfahren zum Bedrucken von Postsendungen |
| KR20170046381A (ko) | 2015-10-21 | 2017-05-02 | 에스프린팅솔루션 주식회사 | 정전하상 현상용 토너 |
| US10059854B2 (en) * | 2015-12-22 | 2018-08-28 | Troy Group, Inc. | Composition and method of making aqueous penetrating inkjet ink |
| US11607900B2 (en) * | 2019-07-01 | 2023-03-21 | Canon Kabushiki Kaisha | Ink jet recording method and ink jet recording apparatus |
| EP3760680B1 (en) * | 2019-07-01 | 2022-05-25 | Canon Kabushiki Kaisha | Aqueous ink, ink cartridge and ink jet recording method |
| WO2024206926A1 (en) | 2023-03-29 | 2024-10-03 | Nitto Denko Corporation | Wavelength converting inkjet compositions, films, and display devices including the same |
| WO2025251011A1 (en) | 2024-05-31 | 2025-12-04 | Nitto Denko Corporation | Wavelength converting pixel films, and display devices including the same |
Family Cites Families (35)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2970965A (en) * | 1955-12-14 | 1961-02-07 | Switzer Brothers Inc | Printing inks and vehicles therefor |
| BE639808A (cg-RX-API-DMAC7.html) * | 1963-01-28 | |||
| US3361677A (en) * | 1964-05-18 | 1968-01-02 | Lawter Chem Inc | Method for making fluorescent precipitation pigments |
| US3455856A (en) * | 1965-11-04 | 1969-07-15 | Lawter Chem Inc | Pigmented printing ink and method |
| US3429825A (en) * | 1966-01-06 | 1969-02-25 | Lawter Chem Inc | Water soluble daylight fluorescent pigment and composition |
| US3518205A (en) * | 1967-05-23 | 1970-06-30 | Sherwin Williams Co | Fluorescent pigment |
| US3961965A (en) * | 1967-07-24 | 1976-06-08 | Sublistatic Holding Sa | Dyestuff preparations and printing inks |
| US3915884A (en) * | 1972-05-17 | 1975-10-28 | Day Glo Color Corp | Modified amides for pigments and method for producing the same |
| US4186020A (en) * | 1974-11-04 | 1980-01-29 | A. B. Dick Company | Fluorescent ink for automatic identification |
| CA1061535A (en) * | 1974-11-18 | 1979-09-04 | Daniel M. Zabiak | Fluorescent ink composition for jet printing |
| IL52911A0 (en) * | 1976-10-26 | 1977-11-30 | M & T Chemicals Inc | Ink composition |
| US4150997A (en) * | 1978-04-24 | 1979-04-24 | Recognition Equipment Incorporated | Water base fluorescent ink for ink jet printing |
| US4243694A (en) * | 1978-06-26 | 1981-01-06 | Whittaker Corporation | Jet ink process and ink composition fluorescent in ultraviolet light |
| JPS5767676A (en) * | 1980-10-15 | 1982-04-24 | Ricoh Co Ltd | Ink composition for ink jet recording |
| US4328332A (en) * | 1981-06-14 | 1982-05-04 | Recognition Equipment Inc. | Process for producing fluorescent resin for ink jet printers |
| US4508570A (en) * | 1981-10-21 | 1985-04-02 | Ricoh Company, Ltd. | Aqueous ink for ink-jet printing |
| US4791165A (en) * | 1985-07-18 | 1988-12-13 | Hewlett-Packard Company | Ink-jet ink for plain paper printing |
| DE3626567C3 (de) * | 1985-08-06 | 1997-03-13 | Canon Kk | Aufzeichnungsflüssigkeit und deren Verwendung in Schreibgeräten, Druckern und Tintenstrahldruckgeräten |
| US4761180A (en) * | 1986-08-27 | 1988-08-02 | Hewlett-Packard Company | Dyes containing tetramethylammonium cation for ink-jet printing inks |
| US4705567A (en) * | 1986-10-17 | 1987-11-10 | Xerox Corporation | Ink jet compositions with insoluble dye complexes |
| US5091006A (en) * | 1988-11-07 | 1992-02-25 | Pitney Bowes Inc. | Solution fluorescent inks |
| CA2001059C (en) * | 1988-11-07 | 2000-08-22 | Norman C. Hochwalt | Fluorescent inks |
| CA2026161A1 (en) * | 1990-06-25 | 1991-12-26 | Thomas C. Dipietro | Fluorescent pigments |
| US5275646A (en) * | 1990-06-27 | 1994-01-04 | Domino Printing Sciences Plc | Ink composition |
| US5145518A (en) * | 1990-06-27 | 1992-09-08 | Xerox Corporation | Inks containing block copolymer micelles |
| US5286287A (en) * | 1990-10-11 | 1994-02-15 | Toyo Ink Manufacturing Co., Ltd. | Monoazo lake pigment suitable for use in printing ink and process for the production thereof |
| US5084205A (en) * | 1990-11-19 | 1992-01-28 | Pitney Bowes Inc. | Ink solution comprising red flourescent materials with a non red visual color |
| US5114478A (en) * | 1991-01-07 | 1992-05-19 | Pitney Bowes Inc. | Homogenous ink composition |
| US5211747A (en) * | 1991-05-16 | 1993-05-18 | Xerox Corporation | Ink jet ink compositions containing desizing agents |
| US5271764A (en) * | 1992-02-12 | 1993-12-21 | Xerox Corporation | Ink compositions |
| US5169436A (en) * | 1992-05-13 | 1992-12-08 | E. I. Du Pont De Nemours And Company | Sulfur-containing penetrants for ink jet inks |
| US5290348A (en) * | 1992-10-05 | 1994-03-01 | Pitney Bowes Inc. | Non aqueous fluorescent dispersion ink with improved shelf life, tack and flow |
| US5342439A (en) * | 1993-09-24 | 1994-08-30 | Hewlett-Packard Corporation | Bleed resistance of dyes by counter-ion substitution |
| WO1995025148A1 (en) * | 1994-03-17 | 1995-09-21 | Hitachi Maxell, Ltd. | Phosphor, phosphor composition, fluorescent mark carrier, and optical character reader |
| US5554842A (en) * | 1994-12-22 | 1996-09-10 | Pitney Bowes Inc. | Luminescent facing marks for enhanced postal indicia discrimination |
-
1995
- 1995-12-11 US US08/570,140 patent/US5681381A/en not_active Expired - Lifetime
-
1996
- 1996-12-05 CA CA002192142A patent/CA2192142C/en not_active Expired - Fee Related
- 1996-12-11 DE DE69614351T patent/DE69614351T2/de not_active Expired - Lifetime
- 1996-12-11 JP JP33120396A patent/JP3909107B2/ja not_active Expired - Lifetime
- 1996-12-11 EP EP96119878A patent/EP0779348B1/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| EP0779348B1 (en) | 2001-08-08 |
| JPH09291246A (ja) | 1997-11-11 |
| DE69614351D1 (de) | 2001-09-13 |
| US5681381A (en) | 1997-10-28 |
| CA2192142A1 (en) | 1997-06-12 |
| DE69614351T2 (de) | 2002-05-23 |
| CA2192142C (en) | 2007-09-18 |
| EP0779348A3 (en) | 1998-01-28 |
| EP0779348A2 (en) | 1997-06-18 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP3909107B2 (ja) | 蛍光赤色及びマゼンタ耐水性インキジェット用インキ | |
| JP3909108B2 (ja) | 印刷機用耐水性インキ組成物 | |
| US6176908B1 (en) | Aqueous ink jet inks for postal metering | |
| JPH09291246A5 (cg-RX-API-DMAC7.html) | ||
| JPH09291247A5 (cg-RX-API-DMAC7.html) | ||
| JPH04211467A (ja) | インク、インクジェット記録方法、記録ユニット、インクカートリッジ及びインクジェット記録装置 | |
| JPH11181342A (ja) | インクジェットプリンタ用水性顔料系インク | |
| US7192474B2 (en) | IR absorbing photosensitive optically variable ink compositions and process | |
| EP0735120A2 (en) | A jet ink composition | |
| EP1306413B1 (en) | Ink compositions based on alcohols and 1,2-diols | |
| TWI287035B (en) | Ink composition with high capability of preventing bleeding | |
| US20020107302A1 (en) | Monomeric dye inkjet printing ink formulations for invisible marking / identification | |
| US6284027B1 (en) | Machine readable water based red fluorescent ink compositions | |
| US6730152B2 (en) | Methods of controlling bleed between black and color dye based inks in printing applications | |
| JP2009256543A (ja) | 蛍光インク画像形成方法 | |
| JP2009256541A (ja) | 蛍光インク画像形成方法 | |
| JP2009256544A (ja) | 蛍光水性インク組成物 | |
| JPH11349876A (ja) | インクジェット記録用インク | |
| JPH09165541A (ja) | インクジェット記録用水系インク | |
| JPH05230408A (ja) | 水性記録用インク組成物、及びそれを用いた記録方法 | |
| JPH10237370A (ja) | インクジェット記録用インクおよびインクジェット記録方法 | |
| JP2010179553A (ja) | 画像形成方法および画像形成物 | |
| JPH03258871A (ja) | インク及びこれを用いたインクジェット記録方法 | |
| JPH09165540A (ja) | インクジェット記録用水系インク | |
| JP2002241650A (ja) | インクジェット記録用インク |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20031211 |
|
| A621 | Written request for application examination |
Free format text: JAPANESE INTERMEDIATE CODE: A621 Effective date: 20031211 |
|
| A977 | Report on retrieval |
Free format text: JAPANESE INTERMEDIATE CODE: A971007 Effective date: 20060421 |
|
| A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20060508 |
|
| A601 | Written request for extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A601 Effective date: 20060808 |
|
| A602 | Written permission of extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A602 Effective date: 20060811 |
|
| A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20061108 |
|
| TRDD | Decision of grant or rejection written | ||
| A01 | Written decision to grant a patent or to grant a registration (utility model) |
Free format text: JAPANESE INTERMEDIATE CODE: A01 Effective date: 20070115 |
|
| A61 | First payment of annual fees (during grant procedure) |
Free format text: JAPANESE INTERMEDIATE CODE: A61 Effective date: 20070122 |
|
| R150 | Certificate of patent or registration of utility model |
Free format text: JAPANESE INTERMEDIATE CODE: R150 |
|
| FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20100126 Year of fee payment: 3 |
|
| FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20110126 Year of fee payment: 4 |
|
| FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20120126 Year of fee payment: 5 |
|
| FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20130126 Year of fee payment: 6 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
| EXPY | Cancellation because of completion of term |