JP2012528917A - 改質顔料を含むインクジェット用インクの組成 - Google Patents
改質顔料を含むインクジェット用インクの組成 Download PDFInfo
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- JP2012528917A JP2012528917A JP2012513929A JP2012513929A JP2012528917A JP 2012528917 A JP2012528917 A JP 2012528917A JP 2012513929 A JP2012513929 A JP 2012513929A JP 2012513929 A JP2012513929 A JP 2012513929A JP 2012528917 A JP2012528917 A JP 2012528917A
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- 239000000203 mixture Substances 0.000 title claims abstract description 117
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- 239000000126 substance Substances 0.000 claims abstract description 19
- 239000007795 chemical reaction product Substances 0.000 claims abstract description 16
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- 125000004400 (C1-C12) alkyl group Chemical group 0.000 claims abstract description 7
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- 125000000962 organic group Chemical group 0.000 claims description 17
- OAKJQQAXSVQMHS-UHFFFAOYSA-N hydrazine Substances NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 claims description 15
- 125000003010 ionic group Chemical group 0.000 claims description 15
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- 125000003118 aryl group Chemical group 0.000 claims description 8
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- 125000006702 (C1-C18) alkyl group Chemical group 0.000 claims description 3
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 3
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- 125000000468 ketone group Chemical group 0.000 claims description 2
- ZTILHLWDFSMCLZ-UHFFFAOYSA-N prop-2-enylhydrazine Chemical group NNCC=C ZTILHLWDFSMCLZ-UHFFFAOYSA-N 0.000 claims description 2
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- 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 8
- 229910052698 phosphorus Inorganic materials 0.000 description 8
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- BGNGWHSBYQYVRX-UHFFFAOYSA-N 4-(dimethylamino)benzaldehyde Chemical compound CN(C)C1=CC=C(C=O)C=C1 BGNGWHSBYQYVRX-UHFFFAOYSA-N 0.000 description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 3
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- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical class [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 3
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- IOMZCWUHFGMSEJ-UHFFFAOYSA-N 4-(azaniumylamino)benzenesulfonate Chemical compound NNC1=CC=C(S(O)(=O)=O)C=C1 IOMZCWUHFGMSEJ-UHFFFAOYSA-N 0.000 description 2
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- VVJKKWFAADXIJK-UHFFFAOYSA-N Allylamine Chemical compound NCC=C VVJKKWFAADXIJK-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 229940122361 Bisphosphonate Drugs 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
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- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
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- 230000009257 reactivity Effects 0.000 description 1
- 238000001223 reverse osmosis Methods 0.000 description 1
- 229930195734 saturated hydrocarbon Natural products 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- SUKJFIGYRHOWBL-UHFFFAOYSA-N sodium hypochlorite Chemical compound [Na+].Cl[O-] SUKJFIGYRHOWBL-UHFFFAOYSA-N 0.000 description 1
- CHQMHPLRPQMAMX-UHFFFAOYSA-L sodium persulfate Substances [Na+].[Na+].[O-]S(=O)(=O)OOS([O-])(=O)=O CHQMHPLRPQMAMX-UHFFFAOYSA-L 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 125000000446 sulfanediyl group Chemical group *S* 0.000 description 1
- 230000006103 sulfonylation Effects 0.000 description 1
- 238000005694 sulfonylation reaction Methods 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 229910052723 transition metal Inorganic materials 0.000 description 1
- 150000003624 transition metals Chemical class 0.000 description 1
- 238000000108 ultra-filtration Methods 0.000 description 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N urea group Chemical group NC(=O)N XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 229920003169 water-soluble polymer Polymers 0.000 description 1
Images
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
- C09D11/32—Inkjet printing inks characterised by colouring agents
- C09D11/322—Pigment inks
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/0001—Post-treatment of organic pigments or dyes
- C09B67/0004—Coated particulate pigments or dyes
- C09B67/0008—Coated particulate pigments or dyes with organic coatings
- C09B67/0009—Coated particulate pigments or dyes with organic coatings containing organic acid derivatives
-
- 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
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/40—Additives
- C09D7/60—Additives non-macromolecular
- C09D7/61—Additives non-macromolecular inorganic
- C09D7/62—Additives non-macromolecular inorganic modified by treatment with other compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/02—Elements
- C08K3/04—Carbon
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K9/00—Use of pretreated ingredients
- C08K9/04—Ingredients treated with organic substances
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Inorganic Chemistry (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
- Ink Jet (AREA)
- Pigments, Carbon Blacks, Or Wood Stains (AREA)
- Ink Jet Recording Methods And Recording Media Thereof (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US12/455,597 US8580024B2 (en) | 2009-06-04 | 2009-06-04 | Inkjet ink compositions comprising modified pigments |
| US12/455,597 | 2009-06-04 | ||
| PCT/US2010/001593 WO2010141071A1 (en) | 2009-06-04 | 2010-06-01 | Inkjet ink compositions comprising modified pigments |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2015185556A Division JP2016014151A (ja) | 2009-06-04 | 2015-09-18 | 改質顔料を含むインクジェット用インクの組成 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2012528917A true JP2012528917A (ja) | 2012-11-15 |
| JP2012528917A5 JP2012528917A5 (enExample) | 2015-11-19 |
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| Application Number | Title | Priority Date | Filing Date |
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| JP2012513929A Withdrawn JP2012528917A (ja) | 2009-06-04 | 2010-06-01 | 改質顔料を含むインクジェット用インクの組成 |
| JP2015185556A Pending JP2016014151A (ja) | 2009-06-04 | 2015-09-18 | 改質顔料を含むインクジェット用インクの組成 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2015185556A Pending JP2016014151A (ja) | 2009-06-04 | 2015-09-18 | 改質顔料を含むインクジェット用インクの組成 |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US8580024B2 (enExample) |
| EP (1) | EP2438124A1 (enExample) |
| JP (2) | JP2012528917A (enExample) |
| CN (1) | CN102482519B (enExample) |
| BR (1) | BRPI1011019A2 (enExample) |
| WO (1) | WO2010141071A1 (enExample) |
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2015143338A (ja) * | 2013-12-27 | 2015-08-06 | キヤノン株式会社 | インクセット及びインクジェット記録方法 |
| JP2015143006A (ja) * | 2013-12-27 | 2015-08-06 | キヤノン株式会社 | インクジェット記録方法 |
| JP2016027099A (ja) * | 2014-06-30 | 2016-02-18 | キヤノン株式会社 | 自己分散顔料の製造方法、自己分散顔料、インク、インクカートリッジ、及びインクジェット記録方法 |
| JP2016027092A (ja) * | 2014-06-30 | 2016-02-18 | キヤノン株式会社 | 自己分散顔料の製造方法、自己分散顔料、インク、インクカートリッジ、及びインクジェット記録方法 |
| JP2016027093A (ja) * | 2014-06-30 | 2016-02-18 | キヤノン株式会社 | 自己分散顔料の製造方法、自己分散顔料、インク、インクカートリッジ、及びインクジェット記録方法 |
| US9534127B2 (en) | 2014-06-30 | 2017-01-03 | Canon Kabushiki Kaisha | Aqueous ink, ink cartridge and ink jet recording method |
| US9593250B2 (en) | 2014-06-30 | 2017-03-14 | Canon Kabushiki Kaisha | Aqueous ink, ink cartridge and ink jet recording method |
| JP2017119835A (ja) * | 2015-12-28 | 2017-07-06 | キヤノン株式会社 | 自己分散顔料の製造方法、自己分散顔料、インク、インクカートリッジ、及びインクジェット記録方法 |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8580024B2 (en) * | 2009-06-04 | 2013-11-12 | Cabot Corporation | Inkjet ink compositions comprising modified pigments |
| US20140162064A1 (en) | 2012-07-13 | 2014-06-12 | Cabot Corporation | High structure carbon blacks |
| JP2016516105A (ja) | 2013-03-05 | 2016-06-02 | キャボット コーポレイションCabot Corporation | 水性の顔料分散液 |
| US20140267515A1 (en) | 2013-03-12 | 2014-09-18 | Cabot Corporation | Aqueous dispersions comprising nanocrystalline cellulose, and compositions for commercial inkjet printing |
| JP6570326B2 (ja) * | 2014-06-30 | 2019-09-04 | キヤノン株式会社 | 自己分散顔料の製造方法、インクの製造方法、及びインクジェット記録方法 |
| US9920209B2 (en) | 2014-10-14 | 2018-03-20 | Cabot Corporation | Aqueous inkjet ink compositions |
| WO2016187059A1 (en) | 2015-05-15 | 2016-11-24 | Cabot Corporation | Amphoteric polymers and use in inkjet ink compositions |
| JP6869241B2 (ja) | 2015-11-18 | 2021-05-12 | キャボット コーポレイションCabot Corporation | インクジェットインク組成物 |
| GB2592298B (en) | 2016-10-31 | 2022-09-28 | Cabot Corp | Polymers for inkjet ink compositions |
| US10954402B2 (en) | 2017-09-07 | 2021-03-23 | Cabot Corporation | Inkjet ink compositions |
| JP7089435B2 (ja) * | 2018-08-10 | 2022-06-22 | Toyo Tire株式会社 | 表面処理カーボンブラックの製造方法、およびゴム組成物の製造方法 |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH06271799A (ja) * | 1993-03-22 | 1994-09-27 | Canon Inc | 記録液、該記録液を用いるインクジェット記録方法及び記録装置 |
| JP2005522556A (ja) * | 2002-04-12 | 2005-07-28 | キャボット コーポレイション | 変性顔料を製造する方法 |
| JP2009513802A (ja) * | 2005-10-31 | 2009-04-02 | キャボット コーポレイション | 改質着色剤及び当該改質着色剤を含むインクジェットインク組成物 |
| WO2009084714A1 (ja) * | 2007-12-27 | 2009-07-09 | Tokai Carbon Co., Ltd. | 表面処理カーボンブラック水性分散体とその製造方法 |
Family Cites Families (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4835074A (en) * | 1987-09-25 | 1989-05-30 | The Electrosynthesis Company, Inc. | Modified carbons and electrochemical cells containing the same |
| JP3129518B2 (ja) * | 1992-04-24 | 2001-01-31 | ビーエーエスエフディスパージョン株式会社 | 架橋性水性顔料分散液 |
| IL116377A (en) * | 1994-12-15 | 2003-05-29 | Cabot Corp | Reaction of carbon black with diazonium salts, resultant carbon black products and their uses |
| US5554739A (en) | 1994-12-15 | 1996-09-10 | Cabot Corporation | Process for preparing carbon materials with diazonium salts and resultant carbon products |
| US5707432A (en) | 1996-06-14 | 1998-01-13 | Cabot Corporation | Modified carbon products and inks and coatings containing modified carbon products |
| US5698016A (en) | 1996-06-14 | 1997-12-16 | Cabot Corporation | Compositions of modified carbon products and amphiphilic ions and methods of using the same |
| JP4697757B2 (ja) | 1996-06-14 | 2011-06-08 | キャボット コーポレイション | 変性された有色顔料類及びそれらを含むインキジェットインキ類 |
| US5837045A (en) | 1996-06-17 | 1998-11-17 | Cabot Corporation | Colored pigment and aqueous compositions containing same |
| US6199073B1 (en) * | 1997-04-21 | 2001-03-06 | Ricoh Company, Ltd. | Automatic archiving of documents during their transfer between a peripheral device and a processing device |
| US5895522A (en) | 1997-08-12 | 1999-04-20 | Cabot Corporation | Modified carbon products with leaving groups and inks and coatings containing modified carbon products |
| JP2001521972A (ja) * | 1997-10-31 | 2001-11-13 | キャボット コーポレイション | 結合した安定型フリーラジカルを持つ粒子、重合変性粒子、及びその製造方法 |
| US6045663A (en) * | 1998-04-22 | 2000-04-04 | Cha; Chang Yul | Process for microwave enhancement of wet oxidation |
| EP1252237B1 (en) * | 2000-01-07 | 2006-08-09 | Cabot Corporation | Polymers and other groups attached to pigments and subsequent reactions |
| JP3980247B2 (ja) * | 2000-04-25 | 2007-09-26 | 株式会社リコー | 無色化可能なインクおよびそれを用いたインクジェットプリンター |
| EP1401943A1 (en) * | 2001-06-01 | 2004-03-31 | The Lubrizol Corporation | Substrates with modified carbon surfaces in composites |
| JP4551622B2 (ja) * | 2002-02-04 | 2010-09-29 | キヤノン株式会社 | 水性インク |
| US6699319B2 (en) | 2002-05-06 | 2004-03-02 | Cabot Corporation | Process for preparing modified pigments |
| US7459103B2 (en) * | 2002-05-23 | 2008-12-02 | Columbian Chemicals Company | Conducting polymer-grafted carbon material for fuel cell applications |
| US8087767B2 (en) * | 2006-03-09 | 2012-01-03 | E. I. Du Pont De Nemours And Company | Inkjet ink set |
| US20070277699A1 (en) * | 2006-06-05 | 2007-12-06 | Richard Douglas Bauer | Carbonyl self-dispersing pigment and inkjet ink comprising same |
| CN101855302B (zh) * | 2007-08-23 | 2014-10-01 | 森馨颜色公司 | 自分散颜料及制造和使用该自分散颜料的方法 |
| BRPI0908448A2 (pt) * | 2008-03-17 | 2019-09-24 | Cabot Corp | pigmentos modificados tendo liberação de fosfato reduzida, e dispersões e composições de tinta para jato de tinta com os mesmos |
| US8580024B2 (en) * | 2009-06-04 | 2013-11-12 | Cabot Corporation | Inkjet ink compositions comprising modified pigments |
-
2009
- 2009-06-04 US US12/455,597 patent/US8580024B2/en not_active Expired - Fee Related
-
2010
- 2010-06-01 JP JP2012513929A patent/JP2012528917A/ja not_active Withdrawn
- 2010-06-01 CN CN201080034420.1A patent/CN102482519B/zh not_active Expired - Fee Related
- 2010-06-01 EP EP10721578A patent/EP2438124A1/en not_active Withdrawn
- 2010-06-01 BR BRPI1011019-4A patent/BRPI1011019A2/pt not_active IP Right Cessation
- 2010-06-01 WO PCT/US2010/001593 patent/WO2010141071A1/en not_active Ceased
-
2015
- 2015-09-18 JP JP2015185556A patent/JP2016014151A/ja active Pending
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH06271799A (ja) * | 1993-03-22 | 1994-09-27 | Canon Inc | 記録液、該記録液を用いるインクジェット記録方法及び記録装置 |
| JP2005522556A (ja) * | 2002-04-12 | 2005-07-28 | キャボット コーポレイション | 変性顔料を製造する方法 |
| JP2009513802A (ja) * | 2005-10-31 | 2009-04-02 | キャボット コーポレイション | 改質着色剤及び当該改質着色剤を含むインクジェットインク組成物 |
| JP2009515007A (ja) * | 2005-10-31 | 2009-04-09 | キャボット コーポレイション | 変性着色剤及び変性着色剤を含むインクジェットインキ組成物 |
| WO2009084714A1 (ja) * | 2007-12-27 | 2009-07-09 | Tokai Carbon Co., Ltd. | 表面処理カーボンブラック水性分散体とその製造方法 |
Cited By (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2015143338A (ja) * | 2013-12-27 | 2015-08-06 | キヤノン株式会社 | インクセット及びインクジェット記録方法 |
| JP2015143006A (ja) * | 2013-12-27 | 2015-08-06 | キヤノン株式会社 | インクジェット記録方法 |
| JP2016027099A (ja) * | 2014-06-30 | 2016-02-18 | キヤノン株式会社 | 自己分散顔料の製造方法、自己分散顔料、インク、インクカートリッジ、及びインクジェット記録方法 |
| JP2016027092A (ja) * | 2014-06-30 | 2016-02-18 | キヤノン株式会社 | 自己分散顔料の製造方法、自己分散顔料、インク、インクカートリッジ、及びインクジェット記録方法 |
| JP2016027093A (ja) * | 2014-06-30 | 2016-02-18 | キヤノン株式会社 | 自己分散顔料の製造方法、自己分散顔料、インク、インクカートリッジ、及びインクジェット記録方法 |
| US9371462B2 (en) | 2014-06-30 | 2016-06-21 | Canon Kabushiki Kaisha | Production process for self-dispersible pigment, self-dispersible pigment, ink, ink cartridge and ink jet recording method |
| US9441128B2 (en) | 2014-06-30 | 2016-09-13 | Canon Kabushiki Kaisha | Production process for self-dispersible pigment, self-dispersible pigment, ink, ink cartridge and ink jet recording method |
| US9458323B2 (en) | 2014-06-30 | 2016-10-04 | Canon Kabushiki Kaisha | Production process for self-dispersible pigment, self-dispersible pigment, ink, ink cartridge and ink jet recording method |
| US9534127B2 (en) | 2014-06-30 | 2017-01-03 | Canon Kabushiki Kaisha | Aqueous ink, ink cartridge and ink jet recording method |
| US9593250B2 (en) | 2014-06-30 | 2017-03-14 | Canon Kabushiki Kaisha | Aqueous ink, ink cartridge and ink jet recording method |
| JP2017119835A (ja) * | 2015-12-28 | 2017-07-06 | キヤノン株式会社 | 自己分散顔料の製造方法、自己分散顔料、インク、インクカートリッジ、及びインクジェット記録方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| US20100307377A1 (en) | 2010-12-09 |
| US8580024B2 (en) | 2013-11-12 |
| BRPI1011019A2 (pt) | 2018-02-14 |
| WO2010141071A1 (en) | 2010-12-09 |
| CN102482519A (zh) | 2012-05-30 |
| JP2016014151A (ja) | 2016-01-28 |
| CN102482519B (zh) | 2016-01-20 |
| EP2438124A1 (en) | 2012-04-11 |
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