JP5851924B2 - 相分離インク - Google Patents
相分離インク Download PDFInfo
- Publication number
- JP5851924B2 JP5851924B2 JP2012096375A JP2012096375A JP5851924B2 JP 5851924 B2 JP5851924 B2 JP 5851924B2 JP 2012096375 A JP2012096375 A JP 2012096375A JP 2012096375 A JP2012096375 A JP 2012096375A JP 5851924 B2 JP5851924 B2 JP 5851924B2
- Authority
- JP
- Japan
- Prior art keywords
- ink
- amorphous
- temperature
- phase
- crystallizable
- 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 - Fee Related
Links
- 238000005191 phase separation Methods 0.000 title claims description 29
- 239000000976 ink Substances 0.000 claims description 212
- 239000000758 substrate Substances 0.000 claims description 52
- 239000000463 material Substances 0.000 claims description 40
- 238000000034 method Methods 0.000 claims description 24
- 238000002425 crystallisation Methods 0.000 claims description 20
- 230000008025 crystallization Effects 0.000 claims description 20
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid group Chemical group C(CC(O)(C(=O)O)CC(=O)O)(=O)O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 18
- 239000003086 colorant Substances 0.000 claims description 18
- 230000008569 process Effects 0.000 claims description 18
- 238000002844 melting Methods 0.000 claims description 14
- 230000008018 melting Effects 0.000 claims description 14
- 238000007641 inkjet printing Methods 0.000 claims description 11
- 150000002148 esters Chemical class 0.000 claims description 5
- ZEYHEAKUIGZSGI-UHFFFAOYSA-N 4-methoxybenzoic acid Chemical compound COC1=CC=C(C(O)=O)C=C1 ZEYHEAKUIGZSGI-UHFFFAOYSA-N 0.000 claims description 4
- 230000009477 glass transition Effects 0.000 claims description 4
- 238000007599 discharging Methods 0.000 claims description 3
- 239000011253 protective coating Substances 0.000 claims description 3
- 238000001953 recrystallisation Methods 0.000 claims description 2
- 239000012071 phase Substances 0.000 description 64
- 239000000203 mixture Substances 0.000 description 21
- 238000007639 printing Methods 0.000 description 17
- 239000010410 layer Substances 0.000 description 14
- 230000008859 change Effects 0.000 description 11
- IMSODMZESSGVBE-UHFFFAOYSA-N 2-Oxazoline Chemical group C1CN=CO1 IMSODMZESSGVBE-UHFFFAOYSA-N 0.000 description 10
- -1 diurethanes Chemical class 0.000 description 10
- 239000011347 resin Substances 0.000 description 10
- 229920005989 resin Polymers 0.000 description 10
- 239000007788 liquid Substances 0.000 description 9
- 238000010438 heat treatment Methods 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- 239000011248 coating agent Substances 0.000 description 7
- 238000000576 coating method Methods 0.000 description 7
- 230000000052 comparative effect Effects 0.000 description 7
- 150000001875 compounds Chemical class 0.000 description 7
- 239000000047 product Substances 0.000 description 7
- 239000007787 solid Substances 0.000 description 7
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 239000013078 crystal Substances 0.000 description 6
- 239000012530 fluid Substances 0.000 description 6
- 150000002918 oxazolines Chemical class 0.000 description 6
- 238000003756 stirring Methods 0.000 description 6
- 239000011230 binding agent Substances 0.000 description 5
- 238000004821 distillation Methods 0.000 description 5
- 230000035515 penetration Effects 0.000 description 5
- 238000002360 preparation method Methods 0.000 description 5
- 238000001816 cooling Methods 0.000 description 4
- 239000002178 crystalline material Substances 0.000 description 4
- 238000000113 differential scanning calorimetry Methods 0.000 description 4
- 239000000975 dye Substances 0.000 description 4
- KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 150000008430 aromatic amides Chemical class 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 3
- 239000011247 coating layer Substances 0.000 description 3
- 238000010586 diagram Methods 0.000 description 3
- 239000000539 dimer Substances 0.000 description 3
- 238000001914 filtration Methods 0.000 description 3
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 3
- 239000000155 melt Substances 0.000 description 3
- 238000001000 micrograph Methods 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 230000005855 radiation Effects 0.000 description 3
- 229910001220 stainless steel Inorganic materials 0.000 description 3
- 239000010935 stainless steel Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 3
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 239000003963 antioxidant agent Substances 0.000 description 2
- 230000003078 antioxidant effect Effects 0.000 description 2
- 125000004429 atom Chemical group 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000004927 clay Substances 0.000 description 2
- 230000003247 decreasing effect Effects 0.000 description 2
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
- 238000011067 equilibration Methods 0.000 description 2
- 239000004744 fabric Substances 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 239000012943 hotmelt Substances 0.000 description 2
- KJIFKLIQANRMOU-UHFFFAOYSA-N oxidanium;4-methylbenzenesulfonate Chemical compound O.CC1=CC=C(S(O)(=O)=O)C=C1 KJIFKLIQANRMOU-UHFFFAOYSA-N 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 239000011343 solid material Substances 0.000 description 2
- 230000007480 spreading Effects 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 150000003899 tartaric acid esters Chemical class 0.000 description 2
- NOOLISFMXDJSKH-KXUCPTDWSA-N (-)-Menthol Chemical compound CC(C)[C@@H]1CC[C@@H](C)C[C@H]1O NOOLISFMXDJSKH-KXUCPTDWSA-N 0.000 description 1
- 238000005160 1H NMR spectroscopy Methods 0.000 description 1
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical group CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 description 1
- WTKWFNIIIXNTDO-UHFFFAOYSA-N 3-isocyanato-5-methyl-2-(trifluoromethyl)furan Chemical compound CC1=CC(N=C=O)=C(C(F)(F)F)O1 WTKWFNIIIXNTDO-UHFFFAOYSA-N 0.000 description 1
- UJAWGGOCYUPCPS-UHFFFAOYSA-N 4-(2-phenylpropan-2-yl)-n-[4-(2-phenylpropan-2-yl)phenyl]aniline Chemical compound C=1C=C(NC=2C=CC(=CC=2)C(C)(C)C=2C=CC=CC=2)C=CC=1C(C)(C)C1=CC=CC=C1 UJAWGGOCYUPCPS-UHFFFAOYSA-N 0.000 description 1
- ZALQHEOANJAMNQ-UHFFFAOYSA-N 6-(4-methoxybenzoyl)oxyhexyl 4-methoxybenzoate Chemical compound C1=CC(OC)=CC=C1C(=O)OCCCCCCOC(=O)C1=CC=C(OC)C=C1 ZALQHEOANJAMNQ-UHFFFAOYSA-N 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- NOOLISFMXDJSKH-UHFFFAOYSA-N DL-menthol Natural products CC(C)C1CCC(C)CC1O NOOLISFMXDJSKH-UHFFFAOYSA-N 0.000 description 1
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 1
- FEWJPZIEWOKRBE-JCYAYHJZSA-L L-tartrate(2-) Chemical compound [O-]C(=O)[C@H](O)[C@@H](O)C([O-])=O FEWJPZIEWOKRBE-JCYAYHJZSA-L 0.000 description 1
- 238000005481 NMR spectroscopy Methods 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 125000005907 alkyl ester group Chemical group 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 238000007112 amidation reaction Methods 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 150000008378 aryl ethers Chemical class 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- VHDKGFXLYYCBRN-UHFFFAOYSA-N bis(1-methyl-4-propan-2-ylcyclohexyl) 2,3-dihydroxybutanedioate Chemical compound C(=O)(OC1(CCC(CC1)C(C)C)C)C(O)C(O)C(=O)OC1(CCC(CC1)C(C)C)C VHDKGFXLYYCBRN-UHFFFAOYSA-N 0.000 description 1
- OLEYEHOUQDPEMJ-UHFFFAOYSA-N bis(4-methoxyphenyl) octanedioate Chemical compound C1=CC(OC)=CC=C1OC(=O)CCCCCCC(=O)OC1=CC=C(OC)C=C1 OLEYEHOUQDPEMJ-UHFFFAOYSA-N 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000012267 brine Substances 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 125000002843 carboxylic acid group Chemical group 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 150000001860 citric acid derivatives Chemical class 0.000 description 1
- 238000006482 condensation reaction Methods 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 150000005690 diesters Chemical class 0.000 description 1
- 238000010017 direct printing Methods 0.000 description 1
- 230000005684 electric field Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 238000000265 homogenisation Methods 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 238000003384 imaging method Methods 0.000 description 1
- 239000002198 insoluble material Substances 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 238000010907 mechanical stirring Methods 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- TVIDDXQYHWJXFK-UHFFFAOYSA-N n-Dodecanedioic acid Natural products OC(=O)CCCCCCCCCCC(O)=O TVIDDXQYHWJXFK-UHFFFAOYSA-N 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- 239000011049 pearl Substances 0.000 description 1
- 239000012466 permeate Substances 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920005596 polymer binder Polymers 0.000 description 1
- 239000002491 polymer binding agent Substances 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 230000003938 response to stress Effects 0.000 description 1
- 238000002791 soaking Methods 0.000 description 1
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 1
- 239000007790 solid phase Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- HQHCYKULIHKCEB-UHFFFAOYSA-N tetradecanedioic acid Natural products OC(=O)CCCCCCCCCCCCC(O)=O HQHCYKULIHKCEB-UHFFFAOYSA-N 0.000 description 1
- 239000004034 viscosity adjusting agent Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 230000037303 wrinkles Effects 0.000 description 1
- 239000008096 xylene 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
- C09D11/34—Hot-melt inks
-
- 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
- C09D11/38—Inkjet printing inks characterised by non-macromolecular additives other than solvents, pigments or dyes
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Ink Jet (AREA)
- Ink Jet Recording Methods And Recording Media Thereof (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
- Particle Formation And Scattering Control In Inkjet Printers (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US13/095,043 US8506694B2 (en) | 2011-04-27 | 2011-04-27 | Phase separation ink |
| US13/095,043 | 2011-04-27 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2012233183A JP2012233183A (ja) | 2012-11-29 |
| JP2012233183A5 JP2012233183A5 (enExample) | 2015-06-11 |
| JP5851924B2 true JP5851924B2 (ja) | 2016-02-03 |
Family
ID=47007893
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2012096375A Expired - Fee Related JP5851924B2 (ja) | 2011-04-27 | 2012-04-20 | 相分離インク |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US8506694B2 (enExample) |
| JP (1) | JP5851924B2 (enExample) |
| CN (1) | CN102757690B (enExample) |
| CA (1) | CA2775195C (enExample) |
| DE (1) | DE102012206747B4 (enExample) |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8308859B1 (en) | 2011-04-27 | 2012-11-13 | Xerox Corporation | Phase change ink components and methods of making the same |
| US8690309B2 (en) * | 2011-04-27 | 2014-04-08 | Xerox Corporation | Print process for phase separation ink |
| US9228101B2 (en) * | 2012-04-26 | 2016-01-05 | Xerox Corporation | Rapidly crystallizing phase change inks and methods for forming the same |
| US8741040B2 (en) * | 2012-04-26 | 2014-06-03 | Xerox Corporation | Phase change ink compositions comprising aromatic ethers |
| US8784547B2 (en) * | 2012-06-18 | 2014-07-22 | Xerox Corporation | Lightfast solid ink compositions |
| CA2787584A1 (en) | 2012-08-22 | 2014-02-22 | Hy-Power Nano Inc. | Method for continuous preparation of indium-tin coprecipitates and indium-tin-oxide nanopowders with substantially homogeneous indium/tin composition, controllable shape and particle size |
| US8591640B1 (en) * | 2012-11-19 | 2013-11-26 | Xerox Corporation | Bio-renewable fast crystallizing phase change inks |
| US8827393B2 (en) * | 2013-01-16 | 2014-09-09 | Xerox Corporation | Fluorescent phase change ink compositions |
| US8778070B1 (en) * | 2013-02-13 | 2014-07-15 | Xerox Corporation | Ink composition and method of jetting ink |
| US8911544B2 (en) * | 2013-03-19 | 2014-12-16 | Xerox Corporation | Phase change ink composition |
| US9187663B2 (en) * | 2013-03-21 | 2015-11-17 | Xerox Corporation | Ink composition and method of jetting ink |
| US9090791B2 (en) * | 2013-06-04 | 2015-07-28 | Xerox Corporation | Mixtures of ester of tartaric acid and ester of citric acid as amorphous materials for phase change inks |
| US9168776B2 (en) * | 2013-06-17 | 2015-10-27 | Xerox Corporation | Method of increasing ink crystallization |
| US9227922B2 (en) * | 2013-10-14 | 2016-01-05 | Xerox Corporation | Amorphous amides |
| WO2015120545A1 (en) * | 2014-02-14 | 2015-08-20 | Hy-Power Nano Inc. | Processes for producing precipitated precursor metal oxide nanoparticles, particulate metal oxide solids and uses therefor |
Family Cites Families (43)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2945658A1 (de) | 1978-11-14 | 1980-05-29 | Canon Kk | Fluessigkeitsstrahl-aufzeichnungsverfahren |
| JPS56139970A (en) | 1980-04-01 | 1981-10-31 | Canon Inc | Formation of droplet |
| JPS57102366A (en) | 1980-12-18 | 1982-06-25 | Canon Inc | Ink jet head |
| US4490731A (en) | 1982-11-22 | 1984-12-25 | Hewlett-Packard Company | Ink dispenser with "frozen" solid ink |
| US4532530A (en) | 1984-03-09 | 1985-07-30 | Xerox Corporation | Bubble jet printing device |
| US4601777A (en) | 1985-04-03 | 1986-07-22 | Xerox Corporation | Thermal ink jet printhead and process therefor |
| US5195430A (en) | 1989-05-24 | 1993-03-23 | Tektronix, Inc. | Dual roller apparatus for pressure fixing sheet material |
| US5231135A (en) | 1989-09-05 | 1993-07-27 | Milliken Research Corporation | Lightfast colored polymeric coatings and process for making same |
| US5389958A (en) | 1992-11-25 | 1995-02-14 | Tektronix, Inc. | Imaging process |
| US5372852A (en) | 1992-11-25 | 1994-12-13 | Tektronix, Inc. | Indirect printing process for applying selective phase change ink compositions to substrates |
| US5621022A (en) | 1992-11-25 | 1997-04-15 | Tektronix, Inc. | Use of polymeric dyes in hot melt ink jet inks |
| US5698017A (en) * | 1996-09-27 | 1997-12-16 | Xerox Corporation | Oxazoline hot melt ink compositions |
| NL1005174C2 (nl) * | 1997-02-04 | 1998-08-06 | Oce Tech Bv | Inktsamenstelling voor een smeltbare inkt. |
| NL1009791C2 (nl) * | 1998-08-03 | 2000-02-04 | Oce Tech Bv | Inktsamenstelling voor een smeltbare inkt. |
| CN100349995C (zh) * | 1998-08-28 | 2007-11-21 | 惠普公司 | 盐基油墨组合物 |
| US6312121B1 (en) | 1998-09-11 | 2001-11-06 | Xerox Corporation | Ink jet printing process |
| US6221137B1 (en) | 1999-06-18 | 2001-04-24 | Xerox Corporation | Metal phthalocyanine colorants for phase change inks |
| NL1012549C2 (nl) * | 1999-07-09 | 2001-01-10 | Ocu Technologies B V | Inktsamenstelling voor een smeltbare inkt en een werkwijze voor het bedrukken van een substraat met een dergelijke inktsamenstelling. |
| NL1017049C2 (nl) | 2001-01-08 | 2002-07-09 | Ocu Technologies B V | Inktsamenstelling voor een smeltbare inkt. |
| US6472523B1 (en) | 2002-02-08 | 2002-10-29 | Xerox Corporation | Phthalocyanine compositions |
| US6476219B1 (en) | 2002-02-08 | 2002-11-05 | Xerox Corporation | Methods for preparing phthalocyanine compositions |
| US6726755B2 (en) | 2002-02-08 | 2004-04-27 | Xerox Corporation | Ink compositions containing phthalocyanines |
| NL1020682C2 (nl) | 2002-05-27 | 2003-11-28 | Oce Tech Bv | Smeltbare inktsamenstelling. |
| US6576748B1 (en) | 2002-06-27 | 2003-06-10 | Xerox Corporation | Method for making dimeric azo pyridone colorants |
| US6646111B1 (en) | 2002-06-27 | 2003-11-11 | Xerox Corporation | Dimeric azo pyridone colorants |
| US6576747B1 (en) | 2002-06-27 | 2003-06-10 | Xerox Corporation | Processes for preparing dianthranilate compounds and diazopyridone colorants |
| US6696552B2 (en) | 2002-06-27 | 2004-02-24 | Xerox Corporation | Process for preparing substituted pyridone compounds |
| US6755902B2 (en) | 2002-06-27 | 2004-06-29 | Xerox Corporation | Phase change inks containing azo pyridone colorants |
| US6673139B1 (en) | 2002-06-27 | 2004-01-06 | Xerox Corporation | Phase change inks containing dimeric azo pyridone colorants |
| US6663703B1 (en) | 2002-06-27 | 2003-12-16 | Xerox Corporation | Phase change inks containing dimeric azo pyridone colorants |
| US6590082B1 (en) | 2002-06-27 | 2003-07-08 | Xerox Corporation | Azo pyridone colorants |
| US6713614B2 (en) | 2002-06-27 | 2004-03-30 | Xerox Corporation | Dimeric azo pyridone colorants |
| US6958406B2 (en) | 2002-09-27 | 2005-10-25 | Xerox Corporation | Colorant compounds |
| US6821327B2 (en) | 2002-09-27 | 2004-11-23 | Xerox Corporation | Phase change inks |
| US7053227B2 (en) | 2002-09-27 | 2006-05-30 | Xerox Corporation | Methods for making colorant compounds |
| US7271284B2 (en) | 2005-11-30 | 2007-09-18 | Xerox Corporation | Process for making curable amide gellant compounds |
| JP4983103B2 (ja) * | 2006-06-06 | 2012-07-25 | 大日本印刷株式会社 | カラーフィルター用インクジェットインク及びその製造方法、カラーフィルターの製造方法、並びに液晶表示装置の製造方法 |
| DE602007003908D1 (de) * | 2006-08-22 | 2010-02-04 | Oce Tech Bv | Bilderzeugungsverfahren, das eine Phasenaustauschtinte auf einem selbstlaminierenden Aufzeichnungsmedium verwendet |
| EP1950259A1 (en) * | 2007-01-24 | 2008-07-30 | Océ-Technologies B.V. | A meltable ink for an inkjet printer and a method of selecting such an ink |
| US7381831B1 (en) | 2007-04-04 | 2008-06-03 | Xerox Corporation | Colorant compounds |
| US7427323B1 (en) | 2007-06-07 | 2008-09-23 | Xerox Corporation | Quinacridone nanoscale pigment particles |
| US20090223409A1 (en) * | 2008-03-07 | 2009-09-10 | Xerox Corporation | Compounds suitable for use in inks and inks having such compounds |
| US20110059233A1 (en) | 2009-09-04 | 2011-03-10 | Xerox Corporation | Method For Preparing Stabilized Metal Nanoparticles |
-
2011
- 2011-04-27 US US13/095,043 patent/US8506694B2/en active Active
-
2012
- 2012-04-20 JP JP2012096375A patent/JP5851924B2/ja not_active Expired - Fee Related
- 2012-04-20 CA CA2775195A patent/CA2775195C/en not_active Expired - Fee Related
- 2012-04-25 DE DE102012206747.7A patent/DE102012206747B4/de not_active Expired - Fee Related
- 2012-04-27 CN CN201210129792.3A patent/CN102757690B/zh not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| CN102757690B (zh) | 2015-08-19 |
| DE102012206747A1 (de) | 2012-10-31 |
| CA2775195C (en) | 2015-09-29 |
| US8506694B2 (en) | 2013-08-13 |
| DE102012206747B4 (de) | 2018-03-01 |
| JP2012233183A (ja) | 2012-11-29 |
| US20120274713A1 (en) | 2012-11-01 |
| CN102757690A (zh) | 2012-10-31 |
| CA2775195A1 (en) | 2012-10-27 |
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