CA2608820A1 - Toner compositions - Google Patents

Toner compositions Download PDF

Info

Publication number
CA2608820A1
CA2608820A1 CA002608820A CA2608820A CA2608820A1 CA 2608820 A1 CA2608820 A1 CA 2608820A1 CA 002608820 A CA002608820 A CA 002608820A CA 2608820 A CA2608820 A CA 2608820A CA 2608820 A1 CA2608820 A1 CA 2608820A1
Authority
CA
Canada
Prior art keywords
polyester resin
amorphous
process according
particles
amorphous acidic
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
CA002608820A
Other languages
French (fr)
Other versions
CA2608820C (en
Inventor
Lora M. Field
Valerie M. Farrugia
Ke Zhou
Guerino G. Sacripante
Michael S. Hawkins
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 CA2608820A1 publication Critical patent/CA2608820A1/en
Application granted granted Critical
Publication of CA2608820C publication Critical patent/CA2608820C/en
Expired - Fee Related legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
    • G03G9/00—Developers
    • G03G9/08—Developers with toner particles
    • G03G9/087—Binders for toner particles
    • G03G9/08742—Binders for toner particles comprising macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • G03G9/08755—Polyesters
    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
    • G03G9/00—Developers
    • G03G9/08—Developers with toner particles
    • G03G9/087—Binders for toner particles
    • G03G9/08784—Macromolecular material not specially provided for in a single one of groups G03G9/08702 - G03G9/08775
    • G03G9/08791—Macromolecular material not specially provided for in a single one of groups G03G9/08702 - G03G9/08775 characterised by the presence of specified groups or side chains
    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
    • G03G9/00—Developers
    • G03G9/08—Developers with toner particles
    • G03G9/087—Binders for toner particles
    • G03G9/08784—Macromolecular material not specially provided for in a single one of groups G03G9/08702 - G03G9/08775
    • G03G9/08795—Macromolecular material not specially provided for in a single one of groups G03G9/08702 - G03G9/08775 characterised by their chemical properties, e.g. acidity, molecular weight, sensitivity to reactants
    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
    • G03G9/00—Developers
    • G03G9/08—Developers with toner particles
    • G03G9/087—Binders for toner particles
    • G03G9/08784—Macromolecular material not specially provided for in a single one of groups G03G9/08702 - G03G9/08775
    • G03G9/08797—Macromolecular material not specially provided for in a single one of groups G03G9/08702 - G03G9/08775 characterised by their physical properties, e.g. viscosity, solubility, melting temperature, softening temperature, glass transition temperature

Abstract

Toner compositions comprising low-melt toner particles and methods of preparing such toner compositions are provided. The toner particles include a polyester-containing binder, a colorant and an optional wax. The binder includes at least one crystalline polyester resin and at least one amorphous acidic polyester resin.

Claims (26)

1. ~A toner composition comprising toner particles, wherein the toner particles comprise:

a binder;

a colorant; and optionally a wax;

wherein the binder comprises a crystalline polyester resin and an amorphous acidic polyester resin.
2. ~The toner composition according to claim 1, wherein the amorphous acidic polyester resin is a copolyacrylic-copolyester resin.
3. ~The toner composition according to claim 1, wherein the amorphous acidic polyester resin is a polyester resin that comprises at least one terminal carboxylic acid group.
4. ~The toner composition according to claim 1, wherein amorphous acidic polyester resin is a polyester resin that comprises from about 0 to about 1 mol% of an alkyl sulfonated moiety.
5. ~The toner composition according to claim 1, wherein the crystalline polyester resin is present in an amount of about 5 to about 35 wt%, relative to a total weight of the binder.
6. ~The toner composition according to claim 1, wherein the amorphous acidic polyester resin is present in an amount of about 65 to about 80 wt%, relative to a total weight of the binder.
7. ~The toner composition according to claim 1, wherein the amorphous acidic polyester resin has an acid number of from about 0.9 to about 30.
8. ~The toner composition according to claim 8, wherein the amorphous acidic polyester resin has an acid number of from about 2.5 to about 17.
9. ~The toner composition according to claim 10, wherein the amorphous acidic polyester resin has an acid number of from about 7 to about 15.
10. ~The toner composition according to claim 1, wherein the crystalline polyester resin has an acid number of from about 1 to about 20.
11. ~A process for preparing toner compositions, comprising:
providing an amorphous polyester resin;

acidifying end groups of the amorphous polyester resin to produce a amorphous acidic polyester resin that has a terminal pendant acid group;

preparing toner particles including the amorphous acidic polyester resin; and preparing a toner composition including the toner particles;

wherein the toner particles comprise the amorphous acidic polyester resin, at least one crystalline polyester resin, a colorant, and optionally a wax.
12. ~The process according to claim 11, wherein the amorphous polyester resin is a hydroxyl-terminated polyester resin.
13. ~The process according to claim 11, wherein providing the amorphous polyester resin comprises preparing a branched polyester resin by polymerizing a glycol monomer.
14. ~The process according to claim 11, wherein providing the amorphous polyester resin comprises preparing a branched polyester resin by polymerizing a glycol monomer in the presence of a branching agent.
15. ~The process according to claim 14, wherein the branching agent is chosen from the group consisting of multivalent polyacids, acid anhydrides of multivalent polyacids, lower alkyl esters of multivalent polyacids;
multivalent polyols, and mixtures thereof, and trimethylolpropane.
16. ~The process according to claim 15 wherein the branching agent is trimethylolpropane.
17. ~The process according to claim 14, wherein the branching agent is present in an amount of from about 0.1 to about 5 mole% of the resin.
18. ~The process according to claim 11, wherein the amorphous acidic polyester resin is a copolyacrylic-copolyester resin.
19. ~The process according to claim 11, wherein the amorphous acidic polyester resin is a polyester resin that comprises at least one terminal carboxylic acid group.
20. ~The process according to claim 11, wherein the acidifying comprises reacting the hydroxyl-terminated polyester resin with trimellitic anhydride.
21. ~The process according to claim 11, wherein the acidifying comprises reacting the hydroxyl-terminated polyester resin with a polyacrylic acid.
22. ~The process according to claim 11, wherein the crystalline polyester resin is present in an amount of about 20 to about 35 wt%, relative to a total weight of the binder.
23. ~The process according to claim 11, wherein the amorphous acidic polyester resin is present in an amount of about 65 to about 80 wt%, relative to a total weight of the binder.
24. ~The process according to claim 11, wherein the amorphous acidic polyester resin has an acid number of at least about 0.9.
25. ~The process according to claim 11, wherein the amorphous acidic polyester resin has an acid number of from about 1 to about 20.
26. ~A process for preparing toner compositions, comprising:
providing a first emulsion that comprises particles of at least one crystalline polyester resin;

providing a second emulsion that comprises particles of at least one amorphous acidic polyester resin that has a terminal pendant acid group;
providing a third emulsion that comprises particles of at least one colorant;

optionally providing a fourth emulsion that comprises particles of at least one wax;

combining said first emulsion, said second emulsion, said third emulsion and said fourth emulsion;

optionally homogenizing said combined emulsions;
aggregating particles to form aggregated particles;

coalescing the aggregated particles to form fused particles; and optionally removing the fused particles .
CA2608820A 2006-11-07 2007-10-31 Toner compositions Expired - Fee Related CA2608820C (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US11/557,359 US7968266B2 (en) 2006-11-07 2006-11-07 Toner compositions
US11/557,359 2006-11-07

Publications (2)

Publication Number Publication Date
CA2608820A1 true CA2608820A1 (en) 2008-05-07
CA2608820C CA2608820C (en) 2012-08-21

Family

ID=39004798

Family Applications (1)

Application Number Title Priority Date Filing Date
CA2608820A Expired - Fee Related CA2608820C (en) 2006-11-07 2007-10-31 Toner compositions

Country Status (6)

Country Link
US (1) US7968266B2 (en)
EP (1) EP1921508A3 (en)
JP (1) JP2008116959A (en)
BR (1) BRPI0704433A2 (en)
CA (1) CA2608820C (en)
MX (1) MX2007013841A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8657430B2 (en) 2010-10-08 2014-02-25 Xerox Corporation Curable phase change inks containing crystalline polyesters

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US8916320B2 (en) * 2013-01-15 2014-12-23 Xerox Corporation Preparing amorphous polyester resin emulsions
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US9573360B2 (en) 2013-09-09 2017-02-21 Xerox Corporation Thermally conductive aqueous transfix blanket
US9109067B2 (en) 2013-09-24 2015-08-18 Xerox Corporation Blanket materials for indirect printing method with varying surface energies via amphiphilic block copolymers
US9296203B2 (en) 2013-09-24 2016-03-29 Xerox Corporation Optically switchable composition for aqueous transfix blanket
US9034546B1 (en) * 2013-11-11 2015-05-19 Xerox Corpoaration Super low melt toner having crystalline imides
US9328260B2 (en) * 2014-01-15 2016-05-03 Xerox Corporation Polyester processes
US9599918B2 (en) * 2015-04-09 2017-03-21 Xerox Corporation Clear toner compositions
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US9703217B1 (en) * 2016-03-25 2017-07-11 Xerox Corporation Toner compositions for magnetic ink character recognition
US20190113859A1 (en) 2017-10-17 2019-04-18 Xerox Corporation Metallic Toner Carrier
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US11628494B2 (en) 2019-03-29 2023-04-18 Xerox Corporation Surface additive for three-dimensional metal printing compositions
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US8657430B2 (en) 2010-10-08 2014-02-25 Xerox Corporation Curable phase change inks containing crystalline polyesters

Also Published As

Publication number Publication date
CA2608820C (en) 2012-08-21
JP2008116959A (en) 2008-05-22
MX2007013841A (en) 2009-02-19
US20080107990A1 (en) 2008-05-08
US7968266B2 (en) 2011-06-28
BRPI0704433A2 (en) 2009-07-07
EP1921508A2 (en) 2008-05-14
EP1921508A3 (en) 2010-04-14

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