JP5693886B2 - ベンズイミダゾロン顔料のナノスケールの粒子を調製するためのプロセス - Google Patents
ベンズイミダゾロン顔料のナノスケールの粒子を調製するためのプロセス Download PDFInfo
- Publication number
- JP5693886B2 JP5693886B2 JP2010166640A JP2010166640A JP5693886B2 JP 5693886 B2 JP5693886 B2 JP 5693886B2 JP 2010166640 A JP2010166640 A JP 2010166640A JP 2010166640 A JP2010166640 A JP 2010166640A JP 5693886 B2 JP5693886 B2 JP 5693886B2
- Authority
- JP
- Japan
- Prior art keywords
- pigment
- benzimidazolone
- sterically bulky
- solution
- group
- 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
Classifications
-
- 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
- C09B29/00—Monoazo dyes prepared by diazotising and coupling
- C09B29/10—Monoazo dyes prepared by diazotising and coupling from coupling components containing hydroxy as the only directing group
- C09B29/103—Monoazo dyes prepared by diazotising and coupling from coupling components containing hydroxy as the only directing group of the naphthalene series
- C09B29/106—Hydroxy carboxylic acids of the naphthalene series
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B82—NANOTECHNOLOGY
- B82Y—SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
- B82Y30/00—Nanotechnology for materials or surface science, e.g. nanocomposites
-
- 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
- C09B29/00—Monoazo dyes prepared by diazotising and coupling
- C09B29/0003—Monoazo dyes prepared by diazotising and coupling from diazotized anilines
-
- 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
- C09B29/00—Monoazo dyes prepared by diazotising and coupling
- C09B29/0003—Monoazo dyes prepared by diazotising and coupling from diazotized anilines
- C09B29/0011—Monoazo dyes prepared by diazotising and coupling from diazotized anilines from diazotized anilines directly substituted by a heterocyclic ring (not condensed)
-
- 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
- C09B29/00—Monoazo dyes prepared by diazotising and coupling
- C09B29/10—Monoazo dyes prepared by diazotising and coupling from coupling components containing hydroxy as the only directing group
- C09B29/103—Monoazo dyes prepared by diazotising and coupling from coupling components containing hydroxy as the only directing group of the naphthalene series
-
- 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
- C09B29/00—Monoazo dyes prepared by diazotising and coupling
- C09B29/10—Monoazo dyes prepared by diazotising and coupling from coupling components containing hydroxy as the only directing group
- C09B29/18—Monoazo dyes prepared by diazotising and coupling from coupling components containing hydroxy as the only directing group ortho-Hydroxy carbonamides
- C09B29/20—Monoazo dyes prepared by diazotising and coupling from coupling components containing hydroxy as the only directing group ortho-Hydroxy carbonamides of the naphthalene series
-
- 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
- C09B29/00—Monoazo dyes prepared by diazotising and coupling
- C09B29/32—Monoazo dyes prepared by diazotising and coupling from coupling components containing a reactive methylene group
- C09B29/33—Aceto- or benzoylacetylarylides
- C09B29/331—Aceto- or benzoylacetylarylides containing acid groups, e.g. COOH, SO3H, PO3H2, OSO3H2, OPO2H2; salts thereof
- C09B29/334—Heterocyclic arylides, e.g. acetoacetylaminobenzimidazolone
-
- 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
- C09B29/00—Monoazo dyes prepared by diazotising and coupling
- C09B29/32—Monoazo dyes prepared by diazotising and coupling from coupling components containing a reactive methylene group
- C09B29/33—Aceto- or benzoylacetylarylides
- C09B29/335—Aceto- or benzoylacetylarylides free of acid groups
- C09B29/338—Heterocyclic arylides, e.g. acetoacetylaminobenzimidazolone
-
- 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
- C09B41/00—Special methods of performing the coupling reaction
- C09B41/001—Special methods of performing the coupling reaction characterised by the coupling medium
-
- 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
- C09B67/0005—Coated particulate pigments or dyes the pigments being nanoparticles
-
- 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
- C09D11/00—Inks
- C09D11/30—Inkjet printing inks
- C09D11/32—Inkjet printing inks characterised by colouring agents
- C09D11/322—Pigment inks
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S977/00—Nanotechnology
- Y10S977/70—Nanostructure
- Y10S977/773—Nanoparticle, i.e. structure having three dimensions of 100 nm or less
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S977/00—Nanotechnology
- Y10S977/70—Nanostructure
- Y10S977/773—Nanoparticle, i.e. structure having three dimensions of 100 nm or less
- Y10S977/775—Nanosized powder or flake, e.g. nanosized catalyst
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S977/00—Nanotechnology
- Y10S977/70—Nanostructure
- Y10S977/788—Of specified organic or carbon-based composition
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Nanotechnology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Materials Engineering (AREA)
- General Physics & Mathematics (AREA)
- Condensed Matter Physics & Semiconductors (AREA)
- Composite Materials (AREA)
- Physics & Mathematics (AREA)
- Crystallography & Structural Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Wood Science & Technology (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
- Ink Jet (AREA)
- Ink Jet Recording Methods And Recording Media Thereof (AREA)
- Pigments, Carbon Blacks, Or Wood Stains (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US12/509,161 | 2009-07-24 | ||
US12/509,161 US7883574B2 (en) | 2008-03-07 | 2009-07-24 | Methods of making nanosized particles of benzimidazolone pigments |
Publications (2)
Publication Number | Publication Date |
---|---|
JP2011026600A JP2011026600A (ja) | 2011-02-10 |
JP5693886B2 true JP5693886B2 (ja) | 2015-04-01 |
Family
ID=43447024
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2010166640A Expired - Fee Related JP5693886B2 (ja) | 2009-07-24 | 2010-07-26 | ベンズイミダゾロン顔料のナノスケールの粒子を調製するためのプロセス |
Country Status (6)
Families Citing this family (20)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US7883574B2 (en) * | 2008-03-07 | 2011-02-08 | Xerox Corporation | Methods of making nanosized particles of benzimidazolone pigments |
US7985290B2 (en) * | 2008-03-07 | 2011-07-26 | Xerox Corporation | Nonpolar liquid and solid phase change ink compositions comprising nanosized particles of benzimidazolone pigments |
US8012254B2 (en) * | 2008-03-07 | 2011-09-06 | Xerox Corporation | Nanosized particles of benzimidazolone pigments |
US8025723B2 (en) * | 2008-03-07 | 2011-09-27 | Xerox Corporation | Nonpolar liquid and solid phase change ink compositions comprising nanosized particles of benzimidazolone pigments |
US7857901B2 (en) * | 2008-03-07 | 2010-12-28 | Xerox Corporation | Nonpolar liquid and solid phase change ink compositions comprising nanosized particles of benzimidazolone pigments |
EP2322512B1 (en) * | 2009-10-19 | 2015-10-21 | Xerox Corporation | Alkylated benzimidazolone compounds and self-assembled nanostructures generated therefrom |
US8362270B2 (en) * | 2010-05-11 | 2013-01-29 | Xerox Corporation | Self-assembled nanostructures |
US8703988B2 (en) | 2010-06-22 | 2014-04-22 | Xerox Corporation | Self-assembled nanostructures |
US20110232742A1 (en) * | 2010-02-18 | 2011-09-29 | Warner John C | Systems and Methods for Preparing Components of Photovoltaic Cells |
US9017701B2 (en) | 2010-05-11 | 2015-04-28 | Xerox Corporation | Organogel compositions comprising alkylated benzimidazolones |
US9067878B2 (en) | 2010-06-22 | 2015-06-30 | Xerox Corporation | Organogel compositions comprising alkylated aromatic acids |
US9623345B2 (en) | 2010-06-22 | 2017-04-18 | Xerox Corporation | Phase selective gelation with alkylated aromatic acid compounds |
JP5752652B2 (ja) * | 2012-08-29 | 2015-07-22 | 富士フイルム株式会社 | インクジェットインク組成物及びその製造方法、インクジェット記録方法、並びに、顔料分散物及びその製造方法 |
CN103305025B (zh) * | 2013-05-15 | 2014-10-29 | 大连理工大学 | 苯并咪唑酮偶氮型黄色活性染料 |
CN105985682A (zh) * | 2015-03-04 | 2016-10-05 | 张扬 | 水性纳米色浆、含其的水性热升华喷墨墨水及其制备方法 |
CN106833005A (zh) * | 2017-01-23 | 2017-06-13 | 浙江浩川科技有限公司 | 一种制备高透性偶氮类有机颜料的方法 |
CN107793786A (zh) * | 2017-11-10 | 2018-03-13 | 南通恒盛精细化工有限公司 | 制备窄粒径分布的偶氮类化合物的方法 |
CN111304684B (zh) * | 2019-03-08 | 2021-07-30 | 长沙理工大学 | 一种电催化制备苯并咪唑酮的方法 |
US11492547B2 (en) | 2020-06-04 | 2022-11-08 | UbiQD, Inc. | Low-PH nanoparticles and ligands |
CN113173919B (zh) * | 2021-05-20 | 2022-07-12 | 西北师范大学 | 一种两亲性双苯并咪唑衍生物及其超分子传感器的制备与应用 |
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DE2925542A1 (de) * | 1979-06-25 | 1981-01-15 | Hoechst Ag | Azoverbindungen, verfahren zu ihrer herstellung und verwendung |
DE3112692A1 (de) * | 1981-03-31 | 1982-10-07 | Hoechst Ag, 6000 Frankfurt | Monoazoverbindung, verfahren zu ihrer herstellung und ihre verwendung |
DE3140141A1 (de) * | 1981-10-09 | 1983-04-28 | Hoechst Ag, 6230 Frankfurt | Verfahren zur herstellung eines azopigments |
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US5344738A (en) | 1993-06-25 | 1994-09-06 | Xerox Corporation | Process of making toner compositions |
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JP3854647B2 (ja) * | 1995-03-30 | 2006-12-06 | 大日本インキ化学工業株式会社 | アゾ顔料の製造法 |
US5679138A (en) | 1995-11-30 | 1997-10-21 | Eastman Kodak Company | Ink jet inks containing nanoparticles of organic pigments |
JP3275671B2 (ja) * | 1995-12-04 | 2002-04-15 | 東洋インキ製造株式会社 | インクジェット用記録液およびその製造方法 |
US5928419A (en) * | 1996-10-07 | 1999-07-27 | Toyo Ink Manufacturing Co., Ltd. | Surface-treated organic pigment and process for the production thereof |
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JP2001172519A (ja) * | 1999-12-16 | 2001-06-26 | Dainippon Ink & Chem Inc | 超臨界場を応用した有機顔料の製造方法 |
JP5201378B2 (ja) * | 2000-05-15 | 2013-06-05 | Dic株式会社 | 顔料を含む油性ペーストの製法 |
JP2003081948A (ja) * | 2001-09-12 | 2003-03-19 | Fuji Photo Film Co Ltd | アシルアセチルアミノベンゾイミダゾロン化合物、顔料分散剤、及びこれを含む顔料分散組成物並びに着色感光性組成物 |
JP2003082256A (ja) | 2001-09-17 | 2003-03-19 | Dainippon Ink & Chem Inc | ベンツイミダゾロン系混晶顔料 |
JP2003096056A (ja) * | 2001-09-25 | 2003-04-03 | Fuji Photo Film Co Ltd | ベンゾイミダゾロン化合物、顔料分散剤、及びこれを含む顔料分散組成物並びに着色感光性組成物 |
JP2003183260A (ja) * | 2001-12-21 | 2003-07-03 | Fuji Photo Film Co Ltd | ベンズイミダゾロン化合物、並びに、これを含有する顔料分散剤、顔料分散組成物および着色感光性組成物 |
JP2003252864A (ja) * | 2002-03-01 | 2003-09-10 | Fuji Photo Film Co Ltd | ベンズイミダゾロン化合物、並びに、これを含有する顔料分散剤、顔料分散組成物および着色感光性組成物 |
US6706864B1 (en) | 2003-02-20 | 2004-03-16 | Dominion Colour Corporation | Water-insoluble violet benzimidazolone monoazo pigments |
DE602004012262T2 (de) | 2003-06-26 | 2009-03-12 | Dainippon Ink And Chemicals, Inc. | Benzimidazolonverbindung |
JP4407175B2 (ja) * | 2003-06-30 | 2010-02-03 | 東洋インキ製造株式会社 | 顔料分散体およびその使用 |
DE602004019169D1 (de) | 2003-09-22 | 2009-03-12 | Fujifilm Corp | Feine organische Pigmentpartikel und Verfahren zu deren Herstellung |
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DE102004033320A1 (de) | 2004-07-09 | 2006-01-26 | Basf Ag | Verfahren und Vorrichtung zur Herstellung von Nanopartikeln |
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US7402371B2 (en) | 2004-09-23 | 2008-07-22 | Xerox Corporation | Low melt toners and processes thereof |
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US7312011B2 (en) | 2005-01-19 | 2007-12-25 | Xerox Corporation | Super low melt and ultra low melt toners containing crystalline sulfonated polyester |
US7358021B2 (en) | 2005-01-27 | 2008-04-15 | Xerox Corporation | Hybrid toner processes |
US7358022B2 (en) | 2005-03-31 | 2008-04-15 | Xerox Corporation | Control of particle growth with complexing agents |
JP5001529B2 (ja) | 2005-06-10 | 2012-08-15 | 富士フイルム株式会社 | 有機顔料微粒子の製造方法 |
JP2007039643A (ja) | 2005-07-06 | 2007-02-15 | Fujifilm Corp | 有機顔料分散液の製造方法、およびそれにより得られる有機顔料微粒子 |
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US7425398B2 (en) | 2005-09-30 | 2008-09-16 | Xerox Corporation | Sulfonated polyester toner |
US7419753B2 (en) | 2005-12-20 | 2008-09-02 | Xerox Corporation | Toner compositions having resin substantially free of crosslinking, crosslinked resin, polyester resin, and wax |
US7524599B2 (en) | 2006-03-22 | 2009-04-28 | Xerox Corporation | Toner compositions |
US7547499B2 (en) | 2006-12-22 | 2009-06-16 | Xerox Corporation | Low melt toner |
US7427323B1 (en) * | 2007-06-07 | 2008-09-23 | Xerox Corporation | Quinacridone nanoscale pigment particles |
US7465348B1 (en) * | 2007-06-07 | 2008-12-16 | Xerox Corporation | Nanosized particles of monoazo laked pigment |
US7857901B2 (en) * | 2008-03-07 | 2010-12-28 | Xerox Corporation | Nonpolar liquid and solid phase change ink compositions comprising nanosized particles of benzimidazolone pigments |
US8012254B2 (en) * | 2008-03-07 | 2011-09-06 | Xerox Corporation | Nanosized particles of benzimidazolone pigments |
US7883574B2 (en) * | 2008-03-07 | 2011-02-08 | Xerox Corporation | Methods of making nanosized particles of benzimidazolone pigments |
US7503973B1 (en) | 2008-03-07 | 2009-03-17 | Xerox Corporation | Nanosized particles of benzimidazolone pigments |
US7938903B2 (en) * | 2008-03-07 | 2011-05-10 | Xerox Corporation | Nanosized particles of benzimidazolone pigments |
US7563318B1 (en) * | 2008-07-02 | 2009-07-21 | Xerox Corporation | Method of making nanoscale particles of AZO pigments in a microreactor or micromixer |
-
2009
- 2009-07-24 US US12/509,161 patent/US7883574B2/en not_active Expired - Fee Related
-
2010
- 2010-07-16 CA CA2710365A patent/CA2710365C/en not_active Expired - Fee Related
- 2010-07-21 EP EP10170213.2A patent/EP2290013B1/en not_active Not-in-force
- 2010-07-23 KR KR1020100071658A patent/KR101705537B1/ko active IP Right Grant
- 2010-07-23 CN CN201010236597.1A patent/CN101962489B/zh not_active Expired - Fee Related
- 2010-07-26 JP JP2010166640A patent/JP5693886B2/ja not_active Expired - Fee Related
Also Published As
Publication number | Publication date |
---|---|
US20100004360A1 (en) | 2010-01-07 |
US7883574B2 (en) | 2011-02-08 |
EP2290013A2 (en) | 2011-03-02 |
CA2710365C (en) | 2013-10-01 |
JP2011026600A (ja) | 2011-02-10 |
CN101962489B (zh) | 2015-06-03 |
EP2290013B1 (en) | 2017-03-29 |
CN101962489A (zh) | 2011-02-02 |
KR101705537B1 (ko) | 2017-02-10 |
EP2290013A3 (en) | 2012-01-11 |
KR20110010584A (ko) | 2011-02-01 |
CA2710365A1 (en) | 2011-01-24 |
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