DE102011007044B4 - Zusammensetzung für dreidimensionales Drucken, Satz aus phasenändernden Tinten, dreidimensionaler, gedruckter Gegenstand und Verfahren zum Drucken eines dreidimensionalen Gegenstands - Google Patents
Zusammensetzung für dreidimensionales Drucken, Satz aus phasenändernden Tinten, dreidimensionaler, gedruckter Gegenstand und Verfahren zum Drucken eines dreidimensionalen Gegenstands Download PDFInfo
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- DE102011007044B4 DE102011007044B4 DE102011007044.3A DE102011007044A DE102011007044B4 DE 102011007044 B4 DE102011007044 B4 DE 102011007044B4 DE 102011007044 A DE102011007044 A DE 102011007044A DE 102011007044 B4 DE102011007044 B4 DE 102011007044B4
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- 125000000101 thioether group Chemical group 0.000 description 1
- 238000013519 translation Methods 0.000 description 1
- 238000002834 transmittance Methods 0.000 description 1
- 239000012780 transparent material Substances 0.000 description 1
- 238000011282 treatment Methods 0.000 description 1
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 description 1
- DKBXPLYSDKSFEQ-UHFFFAOYSA-L turquoise gll Chemical compound [Na+].[Na+].[Cu+2].N1=C(N=C2[N-]3)[C]4C(S(=O)(=O)[O-])=CC=CC4=C1N=C([N-]1)C4=CC=CC(S([O-])(=O)=O)=C4C1=NC(C=1C4=CC=CC=1)=NC4=NC3=C1[C]2C=CC=C1 DKBXPLYSDKSFEQ-UHFFFAOYSA-L 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N urea group Chemical group NC(=O)N XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 125000005500 uronium group Chemical group 0.000 description 1
- 238000009736 wetting Methods 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
- C09D11/02—Printing 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
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B33—ADDITIVE MANUFACTURING TECHNOLOGY
- B33Y—ADDITIVE MANUFACTURING, i.e. MANUFACTURING OF THREE-DIMENSIONAL [3-D] OBJECTS BY ADDITIVE DEPOSITION, ADDITIVE AGGLOMERATION OR ADDITIVE LAYERING, e.g. BY 3-D PRINTING, STEREOLITHOGRAPHY OR SELECTIVE LASER SINTERING
- B33Y70/00—Materials specially adapted for additive manufacturing
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
- B41M—PRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
- B41M5/00—Duplicating or marking methods; Sheet materials for use therein
-
- 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
- C09D11/02—Printing inks
- C09D11/10—Printing inks based on artificial resins
- C09D11/101—Inks specially adapted for printing processes involving curing by wave energy or particle radiation, e.g. with UV-curing following the printing
-
- 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
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B33—ADDITIVE MANUFACTURING TECHNOLOGY
- B33Y—ADDITIVE MANUFACTURING, i.e. MANUFACTURING OF THREE-DIMENSIONAL [3-D] OBJECTS BY ADDITIVE DEPOSITION, ADDITIVE AGGLOMERATION OR ADDITIVE LAYERING, e.g. BY 3-D PRINTING, STEREOLITHOGRAPHY OR SELECTIVE LASER SINTERING
- B33Y10/00—Processes of additive manufacturing
-
- 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
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/24—Structurally defined web or sheet [e.g., overall dimension, etc.]
- Y10T428/24479—Structurally defined web or sheet [e.g., overall dimension, etc.] including variation in thickness
- Y10T428/24612—Composite web or sheet
-
- 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
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/24—Structurally defined web or sheet [e.g., overall dimension, etc.]
- Y10T428/24802—Discontinuous or differential coating, impregnation or bond [e.g., artwork, printing, retouched photograph, etc.]
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Life Sciences & Earth Sciences (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Manufacturing & Machinery (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
- Ink Jet Recording Methods And Recording Media Thereof (AREA)
- Manufacture Of Macromolecular Shaped Articles (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US12/765,309 US8603612B2 (en) | 2010-04-22 | 2010-04-22 | Curable compositions for three-dimensional printing |
| US12/765,309 | 2010-04-22 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE102011007044A1 DE102011007044A1 (de) | 2012-06-21 |
| DE102011007044B4 true DE102011007044B4 (de) | 2021-02-25 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE102011007044.3A Expired - Fee Related DE102011007044B4 (de) | 2010-04-22 | 2011-04-08 | Zusammensetzung für dreidimensionales Drucken, Satz aus phasenändernden Tinten, dreidimensionaler, gedruckter Gegenstand und Verfahren zum Drucken eines dreidimensionalen Gegenstands |
Country Status (6)
| Country | Link |
|---|---|
| US (2) | US8603612B2 (enExample) |
| JP (1) | JP5623969B2 (enExample) |
| KR (1) | KR101747437B1 (enExample) |
| CN (1) | CN102234460A (enExample) |
| CA (1) | CA2737570C (enExample) |
| DE (1) | DE102011007044B4 (enExample) |
Families Citing this family (68)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ZA200200049B (en) | 2001-01-25 | 2002-07-16 | Nippon Catalytic Chem Ind | Fixed-bed shell-and-tube reactor and its usage. |
| US8308286B2 (en) * | 2010-09-14 | 2012-11-13 | Xerox Corporation | Curable phase change ink containing alkoxysilane monomer |
| WO2012143923A2 (en) | 2011-04-17 | 2012-10-26 | Objet Ltd. | System and method for additive manufacturing of an object |
| US8581000B2 (en) * | 2011-06-06 | 2013-11-12 | Xerox Corporation | Process for preparing amide gellant compounds with aromatic end groups |
| WO2013072874A1 (en) | 2011-11-17 | 2013-05-23 | Objet Ltd. | System and method for fabricating a body part model using multi-material additive manufacturing |
| US20130310517A1 (en) | 2012-05-17 | 2013-11-21 | Xerox Corporation | Methods for manufacturing curable inks for digital offset printing applications and the inks made therefrom |
| US9868873B2 (en) | 2012-05-17 | 2018-01-16 | Xerox Corporation | Photochromic security enabled ink for digital offset printing applications |
| US9611403B2 (en) | 2012-05-17 | 2017-04-04 | Xerox Corporation | Fluorescent security enabled ink for digital offset printing applications |
| US8980406B2 (en) * | 2012-08-28 | 2015-03-17 | 3D Systems, Inc. | Color stable inks and applications thereof |
| EP2920255B1 (en) | 2012-11-19 | 2019-03-13 | Hewlett-Packard Development Company, L.P. | Compositions for three-dimensional (3d) printing |
| US8653153B1 (en) * | 2012-12-18 | 2014-02-18 | Xerox Corporation | Violet curable ink |
| US9499701B2 (en) | 2013-05-17 | 2016-11-22 | Xerox Corporation | Water-dilutable inks and water-diluted radiation curable inks useful for ink-based digital printing |
| CN105164210B (zh) * | 2013-06-19 | 2019-09-27 | 惠普发展公司,有限责任合伙企业 | 用于三维(3d)打印的组合物 |
| JP6080813B2 (ja) * | 2013-08-30 | 2017-02-15 | キヤノン株式会社 | 光インプリント用組成物、これを用いた、膜の製造方法、光学部品の製造方法、回路基板の製造方法、電子部品の製造方法 |
| US9745484B2 (en) | 2013-09-16 | 2017-08-29 | Xerox Corporation | White ink composition for ink-based digital printing |
| US9074105B2 (en) * | 2013-10-30 | 2015-07-07 | Xerox Corporation | Emulsified UV curable inks for indirect printing |
| CN104672402B (zh) * | 2013-11-28 | 2018-01-23 | 比亚迪股份有限公司 | 一种3d打印用导电光敏树脂及其制备方法 |
| US9644105B2 (en) * | 2013-12-23 | 2017-05-09 | Xerox Corporation | Aqueous dispersible polymer inks |
| US9724909B2 (en) | 2013-12-23 | 2017-08-08 | Xerox Corporation | Methods for ink-based digital printing with high ink transfer efficiency |
| US9873798B2 (en) | 2014-02-25 | 2018-01-23 | General Electric Company | Composition and method for use in three dimensional printing |
| JP6391713B2 (ja) * | 2014-05-30 | 2018-09-19 | スリーディー システムズ インコーポレーテッド | 3dプリント用の水分散性支持材料 |
| MX2016016633A (es) * | 2014-06-23 | 2017-06-06 | Carbon Inc | Resinas de poliuretano que tienen multiples mecanismos de endurecimiento para usarse en la produccion de objetos tridimensionales. |
| US20160046079A1 (en) * | 2014-08-12 | 2016-02-18 | Xerox Corporation | Ultra-Violet Curable Gel Ink And Process |
| US9944806B2 (en) | 2014-09-25 | 2018-04-17 | Markem-Imaje Corporation | Urethane compounds |
| US9410051B2 (en) | 2014-09-25 | 2016-08-09 | Markem-Imaje Corporation | Hot melt inks |
| US10113076B2 (en) | 2014-09-30 | 2018-10-30 | Xerox Corporation | Inverse emulsion acrylate ink compositions for ink-based digital lithographic printing |
| WO2016085863A1 (en) * | 2014-11-24 | 2016-06-02 | 3D Systems, Incorporated | Inks comprising liquid rubber for 3d printing |
| WO2016094706A1 (en) * | 2014-12-11 | 2016-06-16 | Schmutz Ip, Llc | Curable nano-composites for additive manufacturing of lenses |
| WO2016094723A1 (en) * | 2014-12-11 | 2016-06-16 | Schmutz Ip, Llc | Curable nano-composites for additive manufacturing |
| US9416285B2 (en) | 2014-12-17 | 2016-08-16 | Xerox Corporation | Acrylate ink compositions for ink-based digital lithographic printing |
| US9956760B2 (en) | 2014-12-19 | 2018-05-01 | Xerox Corporation | Multilayer imaging blanket coating |
| EP4468081A3 (en) | 2014-12-23 | 2025-07-09 | Bridgestone Americas Tire Operations, LLC | Process for producing a cured polymeric product, kit for use with the process and tire |
| KR20160082280A (ko) * | 2014-12-29 | 2016-07-08 | 삼성전자주식회사 | 3차원 인쇄를 위한 잉크 조성물, 3차원 프린터 및 3차원 프린터의 제어 방법 |
| US9815992B2 (en) | 2015-01-30 | 2017-11-14 | Xerox Corporation | Acrylate ink compositions for ink-based digital lithographic printing |
| US9890291B2 (en) | 2015-01-30 | 2018-02-13 | Xerox Corporation | Acrylate ink compositions for ink-based digital lithographic printing |
| US10323154B2 (en) | 2015-02-11 | 2019-06-18 | Xerox Corporation | White ink composition for ink-based digital printing |
| US9751326B2 (en) | 2015-02-12 | 2017-09-05 | Xerox Corporation | Hyperbranched ink compositions for controlled dimensional change and low energy curing |
| US9434848B1 (en) | 2015-03-02 | 2016-09-06 | Xerox Corporation | Process black ink compositions and uses thereof |
| US9956757B2 (en) | 2015-03-11 | 2018-05-01 | Xerox Corporation | Acrylate ink compositions for ink-based digital lithographic printing |
| US9708440B2 (en) | 2015-06-18 | 2017-07-18 | Novoset, Llc | High temperature three dimensional printing compositions |
| JP2017019905A (ja) * | 2015-07-08 | 2017-01-26 | 富士ゼロックス株式会社 | 三次元造形材、三次元造形用支持材、三次元造形用組成物セット、三次元造形材カートリッジ、三次元造形用支持材カートリッジ、三次元造形用カートリッジセット、三次元造形装置、及び三次元造形物の製造方法 |
| US20180251645A1 (en) * | 2015-08-19 | 2018-09-06 | Yissum Research Development Company Of The Hebrew University Of Jerusalem Ltd | 3d polymerizable ceramic inks |
| FI129702B (en) | 2015-10-09 | 2022-07-15 | Inkron Ltd | A material suitable for three-dimensional printing and a method for making a 3D-printed product |
| KR20180094002A (ko) * | 2015-12-11 | 2018-08-22 | 디에스엠 아이피 어셋츠 비.브이. | 3d 인쇄 방법 |
| US11097531B2 (en) | 2015-12-17 | 2021-08-24 | Bridgestone Americas Tire Operations, Llc | Additive manufacturing cartridges and processes for producing cured polymeric products by additive manufacturing |
| WO2017112682A1 (en) * | 2015-12-22 | 2017-06-29 | Carbon, Inc. | Fabrication of compound products from multiple intermediates by additive manufacturing with dual cure resins |
| US20170275486A1 (en) * | 2016-03-23 | 2017-09-28 | Xerox Corporation | Curable Gellant Ink Composition |
| US10308042B2 (en) * | 2016-03-30 | 2019-06-04 | Océ Holding B. V. | Radiation-curable inkjet ink composition |
| EP3273290A1 (de) * | 2016-07-21 | 2018-01-24 | Carl Zeiss Vision International GmbH | Drucktinte, vorzugsweise 3d-drucktinte, brillenglas und verfahren zur herstellung eines brillenglases |
| US10233332B2 (en) | 2016-08-03 | 2019-03-19 | Xerox Corporation | UV curable interlayer for electronic printing |
| US9744757B1 (en) | 2016-08-18 | 2017-08-29 | Xerox Corporation | Methods for rejuvenating an imaging member of an ink-based digital printing system |
| KR102012036B1 (ko) | 2016-10-11 | 2019-08-19 | 인천대학교 산학협력단 | 바이오 3d 프린팅 지지체용 원료, 및 이를 이용한 3차원 지지체의 제조방법 |
| US20180105712A1 (en) | 2016-10-18 | 2018-04-19 | Xerox Corporation | Ink Composition Comprising Phase Change Transfer Additive For Digital Offset Printing |
| ES2773523T5 (es) * | 2016-10-21 | 2023-05-10 | Zeiss Carl Vision Int Gmbh | Cristal para gafas y procedimiento de impresión 3D para su fabricación |
| US11453161B2 (en) | 2016-10-27 | 2022-09-27 | Bridgestone Americas Tire Operations, Llc | Processes for producing cured polymeric products by additive manufacturing |
| JP2018122499A (ja) * | 2017-01-31 | 2018-08-09 | マクセルホールディングス株式会社 | 光造形用インクセット、光造形品、及び、光造形品の製造方法 |
| WO2019060562A1 (en) * | 2017-09-20 | 2019-03-28 | Keyland Polymer Material Sciences, Llc | THREE-DIMENSIONAL PRINTER, FEEDING SYSTEM AND METHOD |
| CN107915898B (zh) * | 2017-10-30 | 2019-12-03 | 惠州市优恒科三维材料有限公司 | 可交联、打印速度快、打印精细度高、可同时用于铸造和模型的3d打印成型蜡及其制备方法 |
| US11384250B2 (en) | 2017-11-07 | 2022-07-12 | 3D Systems, Inc. | Inks for 3D printing having low print through depth |
| JP6958313B2 (ja) * | 2017-12-13 | 2021-11-02 | 信越化学工業株式会社 | オルガノポリシロキサン化合物およびそれを含む活性エネルギー線硬化性組成物 |
| US10696857B2 (en) | 2017-12-14 | 2020-06-30 | Xerox Corporation | Curable gellant ink |
| CN118767805A (zh) * | 2019-02-14 | 2024-10-15 | Sabic环球技术有限责任公司 | 由丙烯腈-丁二烯-苯乙烯形成制品的方法 |
| EP3738744A1 (en) * | 2019-05-13 | 2020-11-18 | Henkel AG & Co. KGaA | Radiation curable and printable polysiloxane composition |
| EP3738771B1 (en) * | 2019-05-13 | 2023-08-16 | Henkel AG & Co. KGaA | Dual cure epoxy formulations for 3d printing applications |
| US11939478B2 (en) | 2020-03-10 | 2024-03-26 | Xerox Corporation | Metallic inks composition for digital offset lithographic printing |
| US12163055B2 (en) | 2021-03-05 | 2024-12-10 | Xerox Corporation | Printed textured surfaces with antimicrobial properties and methods thereof |
| CN114855501A (zh) * | 2022-05-09 | 2022-08-05 | 江西优科工业材料有限公司 | 一种用于纸张印刷上光的水性紫外光固化涂层 |
| WO2024117203A1 (ja) * | 2022-11-29 | 2024-06-06 | 三井化学株式会社 | 光硬化性組成物、立体造形物、歯科用製品及びスプリント |
Citations (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20030032692A1 (en) * | 2001-08-08 | 2003-02-13 | Alexandre Mejiritski | Radiation curable inkjet composition |
| US20030092820A1 (en) * | 2001-10-03 | 2003-05-15 | Schmidt Kris Alan | Ultra-violet light curable hot melt composition |
| US20060159869A1 (en) * | 2005-01-14 | 2006-07-20 | Laura Kramer | Reactive materials systems and methods for solid freeform fabrication of three-dimensional objects |
| US20070123724A1 (en) * | 2005-11-30 | 2007-05-31 | Xerox Corporation | Method for preparing curable amide gellant compounds |
| US20070120924A1 (en) * | 2005-11-30 | 2007-05-31 | Xerox Corporation | Radiation curable phase change inks containing gellants |
| DE602006000182T2 (de) * | 2005-01-14 | 2008-02-14 | Xerox Corp. | Strahlungshärtbare Tinten |
| US20100055484A1 (en) * | 2008-09-04 | 2010-03-04 | Xerox Corporation | Ultra-Violet Curable Gellant Inks For Three-Dimensional Printing And Digital Fabrication Applications |
| DE102011002513A1 (de) * | 2010-01-19 | 2011-07-21 | Xerox Corp., N.Y. | Tintenzusammensetzungen |
| DE102011002511A1 (de) * | 2010-01-19 | 2011-07-21 | Xerox Corp., N.Y. | Tintenzusammensetzungen |
Family Cites Families (33)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4889560A (en) | 1988-08-03 | 1989-12-26 | Tektronix, Inc. | Phase change ink composition and phase change ink produced therefrom |
| US4889761A (en) | 1988-08-25 | 1989-12-26 | Tektronix, Inc. | Substrates having a light-transmissive phase change ink printed thereon and methods for producing same |
| DE3834747A1 (de) * | 1988-10-12 | 1990-05-03 | Bayer Ag | Verfahren zur herstellung von 2,5-diarylaminoterephthalsaeuren |
| US5195430A (en) | 1989-05-24 | 1993-03-23 | Tektronix, Inc. | Dual roller apparatus for pressure fixing sheet material |
| US5221335A (en) | 1990-05-23 | 1993-06-22 | Coates Electrographics Limited | Stabilized pigmented hot melt ink containing nitrogen-modified acrylate polymer as dispersion-stabilizer agent |
| 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 |
| US5389958A (en) | 1992-11-25 | 1995-02-14 | Tektronix, Inc. | Imaging process |
| US5783657A (en) | 1996-10-18 | 1998-07-21 | Union Camp Corporation | Ester-terminated polyamides of polymerized fatty acids useful in formulating transparent gels in low polarity liquids |
| US6399713B1 (en) * | 2001-01-24 | 2002-06-04 | Arizona Chemical Company | Hydrocarbon-terminated polyether-polyamide block copolymers and uses thereof |
| US6870011B2 (en) * | 2001-01-24 | 2005-03-22 | Arizona Chemical Company | Hydrocarbon-terminated polyether-polyamide block copolymers and uses thereof |
| JP4168789B2 (ja) * | 2003-03-07 | 2008-10-22 | 東洋インキ製造株式会社 | 平版印刷インキおよび印刷物 |
| US6994845B2 (en) | 2003-04-08 | 2006-02-07 | Colgate-Palmolive Company | Soft solid compositions with reduced syneresis |
| US20050074260A1 (en) * | 2003-10-03 | 2005-04-07 | Xerox Corporation | Printing apparatus and processes employing intermediate transfer with molten intermediate transfer materials |
| US7690782B2 (en) | 2004-12-07 | 2010-04-06 | Xerox Corporation | Apparatus and process for printing ultraviolet curable inks |
| US7270408B2 (en) | 2005-01-14 | 2007-09-18 | Xerox Corporation | Low level cure transfuse assist for printing with radiation curable ink |
| US7640297B2 (en) * | 2005-07-14 | 2009-12-29 | Gemini Mobile Technologies, Inc. | Protocol optimization for wireless networks |
| US7714040B2 (en) * | 2005-11-30 | 2010-05-11 | Xerox Corporation | Phase change inks containing curable amide gellant compounds |
| US7563489B2 (en) | 2005-11-30 | 2009-07-21 | Xerox Corporation | Radiation curable phase change inks containing curable epoxy-polyamide composite gellants |
| US7559639B2 (en) | 2005-11-30 | 2009-07-14 | Xerox Corporation | Radiation curable ink containing a curable wax |
| US7279587B2 (en) | 2005-11-30 | 2007-10-09 | Xerox Corporation | Photoinitiator with phase change properties and gellant affinity |
| US7276614B2 (en) | 2005-11-30 | 2007-10-02 | Xerox Corporation | Curable amide gellant compounds |
| US7820731B2 (en) * | 2005-12-15 | 2010-10-26 | Xerox Corporation | Radiation curable inks |
| US7531582B2 (en) | 2006-08-23 | 2009-05-12 | Xerox Corporation | Radiation curable phase change inks containing curable epoxy-polyamide composite gellants |
| EP2097247B1 (en) * | 2006-12-21 | 2016-03-09 | Agfa Graphics NV | 3d-inkjet printing methods |
| US8061791B2 (en) | 2007-03-07 | 2011-11-22 | Xerox Corporation | Dual printer for regular and raised print |
| US7699918B2 (en) * | 2007-05-31 | 2010-04-20 | Xerox Corporation | Reactive ink components and methods for forming images using reactive inks |
| US7812064B2 (en) * | 2007-08-07 | 2010-10-12 | Xerox Corporation | Phase change ink compositions |
| US20100053287A1 (en) | 2008-09-04 | 2010-03-04 | Xerox Corporation | Ultra-Violet Curable Gellant Inks For Braille, Raised Print, And Regular Print Applications |
| US8084637B2 (en) | 2010-04-22 | 2011-12-27 | Xerox Corporation | Amide gellant compounds with aromatic end groups |
| US8097661B2 (en) | 2010-04-22 | 2012-01-17 | Xerox Corporation | Ink compositions and methods |
| US8507584B2 (en) | 2010-04-22 | 2013-08-13 | Xerox Corporation | Phase change inks containing amide gellant compounds with aromatic end groups |
| US8581000B2 (en) * | 2011-06-06 | 2013-11-12 | Xerox Corporation | Process for preparing amide gellant compounds with aromatic end groups |
-
2010
- 2010-04-22 US US12/765,309 patent/US8603612B2/en active Active
-
2011
- 2011-04-08 DE DE102011007044.3A patent/DE102011007044B4/de not_active Expired - Fee Related
- 2011-04-15 CA CA2737570A patent/CA2737570C/en active Active
- 2011-04-20 JP JP2011094523A patent/JP5623969B2/ja not_active Expired - Fee Related
- 2011-04-21 KR KR1020110037312A patent/KR101747437B1/ko not_active Expired - Fee Related
- 2011-04-22 CN CN2011101039522A patent/CN102234460A/zh active Pending
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2013
- 2013-11-01 US US14/070,013 patent/US9012527B2/en active Active
Patent Citations (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20030032692A1 (en) * | 2001-08-08 | 2003-02-13 | Alexandre Mejiritski | Radiation curable inkjet composition |
| US20030092820A1 (en) * | 2001-10-03 | 2003-05-15 | Schmidt Kris Alan | Ultra-violet light curable hot melt composition |
| US20060159869A1 (en) * | 2005-01-14 | 2006-07-20 | Laura Kramer | Reactive materials systems and methods for solid freeform fabrication of three-dimensional objects |
| DE602006000182T2 (de) * | 2005-01-14 | 2008-02-14 | Xerox Corp. | Strahlungshärtbare Tinten |
| US20070123724A1 (en) * | 2005-11-30 | 2007-05-31 | Xerox Corporation | Method for preparing curable amide gellant compounds |
| US20070120924A1 (en) * | 2005-11-30 | 2007-05-31 | Xerox Corporation | Radiation curable phase change inks containing gellants |
| US20100055484A1 (en) * | 2008-09-04 | 2010-03-04 | Xerox Corporation | Ultra-Violet Curable Gellant Inks For Three-Dimensional Printing And Digital Fabrication Applications |
| DE102011002513A1 (de) * | 2010-01-19 | 2011-07-21 | Xerox Corp., N.Y. | Tintenzusammensetzungen |
| DE102011002511A1 (de) * | 2010-01-19 | 2011-07-21 | Xerox Corp., N.Y. | Tintenzusammensetzungen |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2011225878A (ja) | 2011-11-10 |
| US9012527B2 (en) | 2015-04-21 |
| US8603612B2 (en) | 2013-12-10 |
| US20140053754A1 (en) | 2014-02-27 |
| CN102234460A (zh) | 2011-11-09 |
| CA2737570A1 (en) | 2011-10-22 |
| CA2737570C (en) | 2014-09-09 |
| JP5623969B2 (ja) | 2014-11-12 |
| KR101747437B1 (ko) | 2017-06-14 |
| KR20110118095A (ko) | 2011-10-28 |
| DE102011007044A1 (de) | 2012-06-21 |
| US20110262711A1 (en) | 2011-10-27 |
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