CA2355533A1 - Colorant compounds, phase change ink compositions and methods of printing - Google Patents

Colorant compounds, phase change ink compositions and methods of printing Download PDF

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Publication number
CA2355533A1
CA2355533A1 CA002355533A CA2355533A CA2355533A1 CA 2355533 A1 CA2355533 A1 CA 2355533A1 CA 002355533 A CA002355533 A CA 002355533A CA 2355533 A CA2355533 A CA 2355533A CA 2355533 A1 CA2355533 A1 CA 2355533A1
Authority
CA
Canada
Prior art keywords
phase change
change ink
printing
methods
ink compositions
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.)
Granted
Application number
CA002355533A
Other languages
French (fr)
Other versions
CA2355533C (en
Inventor
C. Wayne Jaeger
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Xerox Corp
Original Assignee
Xerox Corp
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Xerox Corp filed Critical Xerox Corp
Publication of CA2355533A1 publication Critical patent/CA2355533A1/en
Application granted granted Critical
Publication of CA2355533C publication Critical patent/CA2355533C/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

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
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
    • C09B1/50—Amino-hydroxy-anthraquinones; Ethers and esters thereof
    • C09B1/51—N-substituted amino-hydroxy anthraquinone
    • C09B1/514—N-aryl derivatives
    • C09B1/5145—N-aryl derivatives only amino and hydroxy groups
    • 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
    • B41M5/26—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used
    • B41M5/382—Contact thermal transfer or sublimation processes
    • B41M5/385—Contact thermal transfer or sublimation processes characterised by the transferable dyes or pigments

Abstract

The invention encompasses a compound having the formula:

See formula I

wherein at least one Q1, Q2, Q3 and Q4 is a halogen atom and any of Q1, Q2, Q3 and Q4 which is not a halogen atom is a hydrogen atom; and wherein R comprises at least two carbon atoms. The invention further encompasses inclusion of such compound into phase change ink carrier compositions, as well as printing methods utilizing such compound.
CA002355533A 2000-08-23 2001-08-20 Colorant compounds, phase change ink compositions and methods of printing Expired - Fee Related CA2355533C (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US09/645,166 2000-08-23
US09/645,166 US6395078B1 (en) 2000-08-23 2000-08-23 Colorant compounds, phase change ink compositions, and methods of printing

Publications (2)

Publication Number Publication Date
CA2355533A1 true CA2355533A1 (en) 2002-02-23
CA2355533C CA2355533C (en) 2006-07-11

Family

ID=24587879

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002355533A Expired - Fee Related CA2355533C (en) 2000-08-23 2001-08-20 Colorant compounds, phase change ink compositions and methods of printing

Country Status (7)

Country Link
US (2) US6395078B1 (en)
EP (1) EP1182232B1 (en)
JP (1) JP4763172B2 (en)
BR (1) BR0103581B1 (en)
CA (1) CA2355533C (en)
DE (1) DE60121263T2 (en)
MX (1) MXPA01008418A (en)

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6821327B2 (en) 2002-09-27 2004-11-23 Xerox Corporation Phase change inks
US6958406B2 (en) 2002-09-27 2005-10-25 Xerox Corporation Colorant compounds
US7053227B2 (en) 2002-09-27 2006-05-30 Xerox Corporation Methods for making colorant compounds
US7211131B2 (en) 2004-08-13 2007-05-01 Xerox Corporation Phase change inks
US7622580B2 (en) 2004-08-13 2009-11-24 Xerox Corporation Colorant compounds
US7683192B2 (en) 2004-07-29 2010-03-23 Xerox Corporation Colorant compounds
US7901496B2 (en) 2004-07-29 2011-03-08 Xerox Corporation Phase change inks
US10828824B2 (en) 2012-11-05 2020-11-10 Stratasys Ltd. Method for direct inkjet printing of 3D objects

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NL1023355C2 (en) * 2003-05-07 2004-11-09 Oce Tech Bv Hot melt ink comprising a mixture of dyes.

Family Cites Families (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NL130549C (en) * 1967-03-10
FR2116490A1 (en) * 1970-12-04 1972-07-13 Sandoz Sa Anthraquinone dispersion dyes - for colouring hydrophobic synthetic fibres in blue-violet shades
DE2822041A1 (en) * 1978-05-20 1979-11-29 Bayer Ag METHOD OF DYING SYNTHETIC FIBERS WITH ANTHRAQUINONE DYE BLEND
US4889560A (en) 1988-08-03 1989-12-26 Tektronix, Inc. Phase change ink composition and phase change ink produced therefrom
US5372852A (en) * 1992-11-25 1994-12-13 Tektronix, Inc. Indirect printing process for applying selective phase change ink compositions to substrates
US5902841A (en) * 1992-11-25 1999-05-11 Tektronix, Inc. Use of hydroxy-functional fatty amides in hot melt ink jet inks
US5507864A (en) * 1994-11-14 1996-04-16 Tektronix, Inc. Phase change ink composition employing a combination of dyes
US5782966A (en) * 1996-06-28 1998-07-21 Tektronix, Inc. Isocyanate-derived materials for use in phase change ink jet inks
US5827918A (en) 1996-06-28 1998-10-27 Tektronix, Inc. Phase change ink formulation using urea and urethane isocyanate-derived resins
US6039794A (en) * 1999-01-22 2000-03-21 Tektronix, Inc. Anthraquinone colorants for phase change inks

Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6821327B2 (en) 2002-09-27 2004-11-23 Xerox Corporation Phase change inks
US6958406B2 (en) 2002-09-27 2005-10-25 Xerox Corporation Colorant compounds
US7053227B2 (en) 2002-09-27 2006-05-30 Xerox Corporation Methods for making colorant compounds
US7524979B2 (en) 2002-09-27 2009-04-28 Xerox Corporation Methods of making colorant compounds
US7683192B2 (en) 2004-07-29 2010-03-23 Xerox Corporation Colorant compounds
US7901496B2 (en) 2004-07-29 2011-03-08 Xerox Corporation Phase change inks
US7211131B2 (en) 2004-08-13 2007-05-01 Xerox Corporation Phase change inks
US7622580B2 (en) 2004-08-13 2009-11-24 Xerox Corporation Colorant compounds
US7737278B2 (en) 2004-08-13 2010-06-15 Xerox Corporation Colorant compounds
US10828824B2 (en) 2012-11-05 2020-11-10 Stratasys Ltd. Method for direct inkjet printing of 3D objects

Also Published As

Publication number Publication date
DE60121263D1 (en) 2006-08-17
EP1182232A2 (en) 2002-02-27
CA2355533C (en) 2006-07-11
BR0103581B1 (en) 2011-09-06
EP1182232A3 (en) 2003-02-12
DE60121263T2 (en) 2006-11-09
MXPA01008418A (en) 2003-05-19
EP1182232B1 (en) 2006-07-05
US6422695B1 (en) 2002-07-23
BR0103581A (en) 2002-03-26
US20020058711A1 (en) 2002-05-16
JP4763172B2 (en) 2011-08-31
JP2002129044A (en) 2002-05-09
US6395078B1 (en) 2002-05-28

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Effective date: 20180820