CA2644150A1 - Aqueous dispersions for use as toners - Google Patents

Aqueous dispersions for use as toners Download PDF

Info

Publication number
CA2644150A1
CA2644150A1 CA002644150A CA2644150A CA2644150A1 CA 2644150 A1 CA2644150 A1 CA 2644150A1 CA 002644150 A CA002644150 A CA 002644150A CA 2644150 A CA2644150 A CA 2644150A CA 2644150 A1 CA2644150 A1 CA 2644150A1
Authority
CA
Canada
Prior art keywords
copolymers
compound
styrene
thermoplastic resin
dispersion
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
CA002644150A
Other languages
French (fr)
Other versions
CA2644150C (en
Inventor
John Klier
Richard Dieran Varjian
Alastair Stewart Hill
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.)
Dow Global Technologies LLC
Original Assignee
Dow Global Technologies Inc.
John Klier
Richard Dieran Varjian
Alastair Stewart Hill
Dcomco Inc.
Dow Europe Gmbh
The Dow Chemical Company
Dow Global Technologies Llc
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 Dow Global Technologies Inc., John Klier, Richard Dieran Varjian, Alastair Stewart Hill, Dcomco Inc., Dow Europe Gmbh, The Dow Chemical Company, Dow Global Technologies Llc filed Critical Dow Global Technologies Inc.
Publication of CA2644150A1 publication Critical patent/CA2644150A1/en
Application granted granted Critical
Publication of CA2644150C publication Critical patent/CA2644150C/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
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L25/00—Compositions of, homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring; Compositions of derivatives of such polymers
    • C08L25/02—Homopolymers or copolymers of hydrocarbons
    • C08L25/04—Homopolymers or copolymers of styrene
    • C08L25/08—Copolymers of styrene
    • C08L25/14—Copolymers of styrene with unsaturated esters
    • 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
    • G03G9/0802—Preparation methods
    • G03G9/0804—Preparation methods whereby the components are brought together in a liquid dispersing medium
    • G03G9/0806—Preparation methods whereby the components are brought together in a liquid dispersing medium whereby chemical synthesis of at least one of the toner components takes place
    • 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
    • G03G9/0802—Preparation methods
    • G03G9/081—Preparation methods by mixing the toner components in a liquefied state; melt kneading; reactive mixing
    • 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
    • G03G9/0802—Preparation methods
    • G03G9/0815—Post-treatment
    • 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
    • G03G9/083—Magnetic toner particles
    • G03G9/0831—Chemical composition of the magnetic components
    • 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
    • G03G9/083—Magnetic toner particles
    • G03G9/0831—Chemical composition of the magnetic components
    • G03G9/0832—Metals
    • 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
    • G03G9/083—Magnetic toner particles
    • G03G9/0831—Chemical composition of the magnetic components
    • G03G9/0833—Oxides
    • 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
    • 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
    • G03G9/08702—Binders for toner particles comprising macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • G03G9/08706—Polymers of alkenyl-aromatic compounds
    • G03G9/08708—Copolymers of styrene
    • 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
    • G03G9/08702—Binders for toner particles comprising macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • G03G9/08706—Polymers of alkenyl-aromatic compounds
    • G03G9/08708—Copolymers of styrene
    • G03G9/08711—Copolymers of styrene with esters of acrylic or methacrylic acid
    • 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
    • G03G9/08702—Binders for toner particles comprising macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • G03G9/08726—Polymers of unsaturated acids or derivatives thereof
    • 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
    • G03G9/08702—Binders for toner particles comprising macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • G03G9/08726—Polymers of unsaturated acids or derivatives thereof
    • G03G9/08733—Polymers of unsaturated polycarboxylic acids
    • 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
    • G03G9/08795—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
    • 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
    • G03G9/09—Colouring agents for toner particles
    • 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
    • G03G9/09—Colouring agents for toner particles
    • G03G9/0926—Colouring agents for toner particles characterised by physical or chemical properties
    • 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
    • G03G9/097—Plasticisers; Charge controlling agents
    • G03G9/09708—Inorganic compounds
    • 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
    • G03G9/097—Plasticisers; Charge controlling agents
    • G03G9/09708—Inorganic compounds
    • G03G9/09716—Inorganic compounds treated with organic compounds
    • 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
    • G03G9/097—Plasticisers; Charge controlling agents
    • G03G9/09708—Inorganic compounds
    • G03G9/09725—Silicon-oxides; Silicates
    • 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
    • C08K11/00—Use of ingredients of unknown constitution, e.g. undefined reaction products
    • 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
    • C08K5/00—Use of organic ingredients
    • C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
    • C08K5/005—Stabilisers against oxidation, heat, light, ozone
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L33/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • C08L33/04—Homopolymers or copolymers of esters
    • C08L33/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, which oxygen atoms are present only as part of the carboxyl radical
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L67/00—Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
    • C08L67/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds

Abstract

A compound that includes an aqueous dispersion, wherein the dispersion includes a thermoplastic resin and at least one stabilizing agent,' and at least one selected from the group consisting of a colorant and a magnetic pigment, wherein the dispersion has an average volume diameter particle size from about 0.05 to about 10 microns is described.

Claims (41)

1. A compound comprising:
an aqueous dispersion, the dispersion comprising:
(A) a thermoplastic resin; and (B) at least one stabilizing agent; and at least one selected from the group consisting of a colorant, and a magnetic pigment, wherein the dispersion has an average volume diameter particle size from about 0.05 to about 10 microns.
2. The compound of claim 1, further comprising at least one of auxiliary fine particles, a charge control agent, a lubricant, and a polishing agent.
3. The compound of claim 1, wherein the thermoplastic resin is at least one selected from the group consisting of homopolymers and copolymers (including elastomers) of an alpha-olefin, copolymers (including elastomers) of an alpha-olefin with a conjugated or non-conjugated diene, ethylene-vinyl compound copolymers, styrenic copolymers, styrene block copolymers (including elastomers), polyvinyl compounds, polymethyl acrylate, and polymethyl methacrylate, polyamides, thermoplastic polyesters, polyethylene terephthalate, polybutylene terephthalate, polycarbonate, and polyphenylene oxide.
4. The compound of claim 3, wherein the thermoplastic resin is at least one of polyesters, styrene copolymers, ethylene-propylene copolymers, and dicyclopentadiene polymers.
5. The compound of claim 1, wherein the thermoplastic resin comprises an ethylene-based homopolymer, copolymer, interpolymer, or multi-block interpolymer, a propylene-based homopolymer, copolymer, interpolymer, or multi-block interpolymer, or combinations thereof.
6. The compound of claim 1, wherein the thermoplastic resin comprises at least one polyester formed by reacting an aliphatic diol with a diacid.
7. The compound of claim 6, wherein the aliphatic diol comprises at least one of ethylene glycol, diethylene glycol, propylene glycol, dipropylene glycol, 1,3-propanediol, a butane diol, a pentane diol, a hexane diol, a decane diol, and a dodecane diol.
8. The compound of claim 1, wherein the thermoplastic resin comprises at least one styrene-based homopolymer, copolymer, terpolymers or polynary copolymer.
9. The compound of claim 8, wherein the styrene based polymer is selected from the group consisting of styrene methylacrylate copolymers, styrene ethylacrylate copolymers, styrene-n-butyl acrylate copolymers, styrene-methylmethacrylate copolymers, styrene-ethylmethacrylate copolymers, styrene-n-butylmethacrylate copolymer, and polynary copolymers of styrene, acrylate and methacrylate.
10. The compound of claim 1, wherein components A and B together are present in an amount of 45-99% by weight.
11. The compound of claim 1, wherein the colorant is present in an amount greater than 0%
to about 30% by weight.
12. The compound of claim 1, wherein the magnetic pigment is present in an amount from greater than about 0% to about 50% by weight.
13. The compound of claim 1, wherein the dispersion has an average volume diameter particle size from about 0.05 to about 8.0 microns.
14. The compound of claim 13, wherein the dispersion has an average volume diameter particle size from about 0.1 to about 6.0 microns.
15. A toner formed from the compound of claim 1.
16. A cartridge or process cartridge comprising the toner of claim 15.
17. An image forming device for use with the process cartridge of claim 16.
18. A method for forming a toner, the method comprising:
forming a compound, the compound comprising:
an aqueous dispersion comprising:
a thermoplastic resin;

wherein the dispersion has an average volume diameter particle size from about 0.05 to about 10 microns; and at least one selected from the group consisting of a colorant, and a magnetic pigment; and removing at least a portion of the water in the dispersion to form toner particles.
19. The method of claim 18, wherein the forming the compound comprises melt kneading and dispersing the thermoplastic resin and optionally additional components in an extruder.
20. The method of claim 18, wherein the forming the compound comprises:
melt kneading the thermoplastic resin and optionally additional compounds in a melt kneader to form a resin melt; and dispersing the resin melt in an aqueous phase.
21. The method of claim 18, wherein the thermoplastic resin is a self-stabilizing resin.
22. The method of claim 18, wherein the dispersion further comprises a neutralizing agent.
23. The method of claim 22, wherein the dispersion further comprises a stabilizing agent.
24. The method of claim 18, wherein the dispersion further comprises a stabilizing agent.
25. The method of claim 18, further comprising post-treating the toner particles.
26. The method of claim 25, wherein the removing comprises spray-drying the compound.
27. The method of claim 18, wherein the compound further comprises at least one of auxiliary fine particles, a charge control agent, a lubricant, and a polishing agent.
28. The method of claim 18, wherein the thermoplastic resin is at least one selected from the group consisting of homopolymers and copolymers (including elastomers) of an alpha-olefin, copolymers (including elastomers) of an alpha-olefin with a conjugated or non-conjugated diene, ethylene-vinyl compound copolymers, styrenic copolymers, styrene block copolymers (including elastomers), polyvinyl compounds, polymethyl acrylate, and polymethyl methacrylate, polyamides, thermoplastic polyesters, polyethylene terephthalate, polybutylene terephthalate, polycarbonate, and polyphenylene oxide.
29. The method of claim 28, wherein the thermoplastic resin is at least one of polyesters, styrene copolymers, ethylene-propylene copolymers, and dicyclopentadiene polymers.
30. The method of claim 18, wherein the thermoplastic resin comprises an ethylene-based homopolymer, copolymer, interpolymer, or multi-block interpolymer, a propylene-based homopolymer, copolymer, interpolymer, or multi-block interpolymer, or combinations thereof.
31. The method of claim 18, wherein the thermoplastic resin comprises at least one polyester formed by reacting an aliphatic diol with a diacid.
32. The method of claim 31, wherein the aliphatic diol comprises at least one of ethylene glycol, diethylene glycol, propylene glycol, dipropylene glycol, 1,3-propanediol, a butane diol, a pentane diol, a hexane diol, a decane diol, and a dodecane diol.
33. The method of claim 18, wherein the thermoplastic resin comprises at least one styrene-based homopolymer, copolymer, terpolymers or polynary copolymer.
34. The method of claim 33, wherein the styrene based polymer is selected from the group consisting of styrene methylacrylate copolymers, styrene ethylacrylate copolymers, styrene-n-butyl acrylate copolymers, styrene-methylmethacrylate copolymers, styrene-ethylmethacrylate copolymers, styrene-n-butylmethacrylate copolymer, and polynary copolymers of styrene, acrylate and methacrylate.
35. The method of claim 18, wherein the thermoplastic resin and any stabilizing agent together are present in an amount of 45-99% by weight.
36. The method of claim 18, wherein the colorant is present in an amount greater than 0% to about 30% by weight.
37. The method of claim 18, wherein the magnetic pigment is present in an amount from greater than about 0% to about 50% by weight.
38. The method of claim 18, wherein the dispersion has an average volume diameter particle size from about 0.05 to about 8.0 microns.
39. The method of claim 38, wherein the dispersion has an average volume diameter particle size from about 0.1 to about 6.0 microns.
40. A method of using the toner formed in claim 18, the method comprising:
disposing the toner formed in claim 18 in a process cartridge.
41. The method of claim 40, further comprising attaching the process cartridge to an image forming device.
CA2644150A 2006-03-03 2007-03-02 Aqueous dispersions for use as toners Expired - Fee Related CA2644150C (en)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
US77912606P 2006-03-03 2006-03-03
US60/779,126 2006-03-03
US11/712,206 US8007978B2 (en) 2006-03-03 2007-02-28 Aqueous dispersions for use as toners
US11/712,206 2007-02-28
PCT/US2007/005528 WO2007103271A1 (en) 2006-03-03 2007-03-02 Aqueous dispersions for use as toners

Publications (2)

Publication Number Publication Date
CA2644150A1 true CA2644150A1 (en) 2007-09-13
CA2644150C CA2644150C (en) 2012-12-18

Family

ID=38475191

Family Applications (1)

Application Number Title Priority Date Filing Date
CA2644150A Expired - Fee Related CA2644150C (en) 2006-03-03 2007-03-02 Aqueous dispersions for use as toners

Country Status (12)

Country Link
US (3) US8007978B2 (en)
EP (1) EP1994448B1 (en)
JP (4) JP5301292B2 (en)
KR (1) KR101053273B1 (en)
CN (1) CN101401040B (en)
BR (1) BRPI0707061A2 (en)
CA (1) CA2644150C (en)
MX (1) MX2008011281A (en)
RU (1) RU2397525C2 (en)
TW (1) TWI360560B (en)
WO (1) WO2007103271A1 (en)
ZA (1) ZA200807623B (en)

Families Citing this family (25)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9547246B2 (en) * 2006-03-03 2017-01-17 Dow Global Technologies Llc Aqueous dispersions for use as toners
US8007978B2 (en) 2006-03-03 2011-08-30 Dow Global Technologies Llc Aqueous dispersions for use as toners
EP2543393A3 (en) * 2007-09-28 2013-10-30 Dow Global Technologies LLC Foam produced from a dispersion of higher crystallinity olefins
JP5290318B2 (en) * 2007-11-29 2013-09-18 ダウ グローバル テクノロジーズ エルエルシー Compound useful as toner and method for forming the same
WO2010077239A1 (en) * 2008-12-30 2010-07-08 Hewlett-Packard Development Company, L.P. Electronic inks and displays and image displaying methods
JP5689455B2 (en) 2009-03-16 2015-03-25 ダウ グローバル テクノロジーズ エルエルシー Dispersion and process for producing the dispersion
KR101047413B1 (en) * 2009-11-17 2011-07-08 기아자동차주식회사 Indoor air conditioning system and method using battery charging control of electric vehicle
JP5865032B2 (en) * 2010-11-29 2016-02-17 キヤノン株式会社 toner
JP2012177827A (en) 2011-02-28 2012-09-13 Ricoh Co Ltd Toner, method for forming full-color image and full-color image forming apparatus using the toner
US9029059B2 (en) * 2011-04-08 2015-05-12 Xerox Corporation Co-emulsification of insoluble compounds with toner resins
US8518624B2 (en) * 2011-04-15 2013-08-27 Xerox Corporation Polyester resin comprising a biopolyol
US8475994B2 (en) * 2011-08-23 2013-07-02 Xerox Corporation Toner compositions
US8574803B2 (en) * 2011-12-23 2013-11-05 Xerox Corporation Toner compositions of biodegradable amorphous polyester resins
JP5882728B2 (en) 2011-12-27 2016-03-09 キヤノン株式会社 Magnetic toner
WO2013100183A1 (en) * 2011-12-27 2013-07-04 Canon Kabushiki Kaisha Magnetic toner
US8652747B2 (en) * 2012-02-21 2014-02-18 Xerox Corporation Continuous production of fine toner
JP6036166B2 (en) * 2012-03-22 2016-11-30 株式会社リコー Toner, developer and color toner set
US8697323B2 (en) * 2012-04-03 2014-04-15 Xerox Corporation Low gloss monochrome SCD toner for reduced energy toner usage
JP2014194514A (en) * 2012-06-27 2014-10-09 Ricoh Co Ltd Resin composition for toner, toner, developer, and image forming apparatus
ES2688532T3 (en) 2013-01-18 2018-11-05 Basf Se Acrylic dispersion based coating compositions
CN105116697A (en) * 2014-09-11 2015-12-02 天津市中环天佳电子有限公司 Nonmagnetic negative electricity laser printer ink powder
JP6733212B2 (en) * 2016-02-19 2020-07-29 富士ゼロックス株式会社 Toner for developing electrostatic image, electrostatic image developer, toner cartridge, process cartridge, image forming apparatus, and image forming method
US10942464B2 (en) 2017-03-20 2021-03-09 Esprix Technologies, LP. Ames negative sublimation toner
US11279091B2 (en) 2017-07-10 2022-03-22 Hewlett-Packard Development Company, L.P. Determining distribution patterns for object portions
CN114667327A (en) 2019-11-14 2022-06-24 Swimc有限公司 Metal encapsulated powder coating composition, coated metal substrate and method

Family Cites Families (58)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2297691A (en) * 1939-04-04 1942-10-06 Chester F Carlson Electrophotography
US4076698A (en) * 1956-03-01 1978-02-28 E. I. Du Pont De Nemours And Company Hydrocarbon interpolymer compositions
CA849081A (en) * 1967-03-02 1970-08-11 Du Pont Of Canada Limited PRODUCTION OF ETHYLENE/.alpha.-OLEFIN COPOLYMERS OF IMPROVED PHYSICAL PROPERTIES
US3590000A (en) * 1967-06-05 1971-06-29 Xerox Corp Solid developer for latent electrostatic images
US4599392A (en) * 1983-06-13 1986-07-08 The Dow Chemical Company Interpolymers of ethylene and unsaturated carboxylic acids
JPH07117773B2 (en) * 1987-02-13 1995-12-18 キヤノン株式会社 Method for producing polymerized toner
US4988781A (en) * 1989-02-27 1991-01-29 The Dow Chemical Company Process for producing homogeneous modified copolymers of ethylene/alpha-olefin carboxylic acids or esters
US4880432A (en) * 1988-01-11 1989-11-14 Xerox Corporation Process for preparing colored particles and liquid developer compositions thereof
US5100471A (en) * 1990-06-27 1992-03-31 Xerox Corporation Liquid ink compositions
US5272236A (en) * 1991-10-15 1993-12-21 The Dow Chemical Company Elastic substantially linear olefin polymers
ES2111635T3 (en) * 1991-03-04 1998-03-16 Dow Chemical Co METHOD OF IMPROVING THE OXIDATIVE THERMAL STABILITY OF ETHYLENE POLYMERS.
US6316549B1 (en) * 1991-10-15 2001-11-13 The Dow Chemical Company Ethylene polymer fiber made from ethylene polymer blends
US5847053A (en) * 1991-10-15 1998-12-08 The Dow Chemical Company Ethylene polymer film made from ethylene polymer blends
US5677383A (en) * 1991-10-15 1997-10-14 The Dow Chemical Company Fabricated articles made from ethylene polymer blends
US5278272A (en) * 1991-10-15 1994-01-11 The Dow Chemical Company Elastic substantialy linear olefin polymers
ES2095037T3 (en) * 1991-12-30 1997-02-01 Dow Chemical Co POLYMERIZATIONS OF ETHYLENE INTERPOLYMERS.
US6448341B1 (en) * 1993-01-29 2002-09-10 The Dow Chemical Company Ethylene interpolymer blend compositions
PT681592E (en) * 1993-01-29 2001-01-31 Dow Chemical Co ETHYLENE INTERPOLIMERIZATIONS
CA2125246C (en) * 1993-06-07 2001-07-03 Junichi Imuta Transition metal compound and olefin polymerization catalyst using the same
JPH0895297A (en) * 1993-12-24 1996-04-12 Mitsui Toatsu Chem Inc Resin composition for electrophotographic toner
JP3853390B2 (en) * 1994-01-07 2006-12-06 ゼロックス コーポレイション Liquid developer composition
US5482812A (en) * 1994-11-23 1996-01-09 Xerox Corporation Wax Containing toner aggregation processes
US5501935A (en) * 1995-01-17 1996-03-26 Xerox Corporation Toner aggregation processes
JPH08259871A (en) * 1995-03-28 1996-10-08 Toyobo Co Ltd Aqueous dispersion containing colored fine particle
US5869575A (en) * 1995-08-02 1999-02-09 The Dow Chemical Company Ethylene interpolymerizations
JPH09120180A (en) * 1995-10-25 1997-05-06 Fuji Xerox Co Ltd Image forming material and image forming method using the same
JPH10254183A (en) * 1997-03-11 1998-09-25 Toray Ind Inc Production of liquid developer for electrostatic latent image
JP3242595B2 (en) * 1997-04-30 2001-12-25 トヨタ自動車株式会社 Aqueous primer coating composition
US5974281A (en) * 1997-06-27 1999-10-26 Canon Kabushiki Kaisha Image forming apparatus using intermediate transfer member
US5840462A (en) * 1998-01-13 1998-11-24 Xerox Corporation Toner processes
US6001524A (en) * 1998-03-19 1999-12-14 Hna Holdings, Inc. Toner particles for electrophotographic imaging applications
US5938437A (en) * 1998-04-02 1999-08-17 Devincenzo; John Bony anchor positioner
US6130021A (en) * 1998-04-13 2000-10-10 Xerox Corporation Toner processes
KR20010072663A (en) 1998-07-02 2001-07-31 엑손 케미칼 패턴츠 인코포레이티드 Propylene olefin copolymers
US6207339B1 (en) * 1998-08-25 2001-03-27 Canon Kabushiki Kaisha Process for producing toner
JP3748498B2 (en) * 1998-08-25 2006-02-22 キヤノン株式会社 Toner production method
US6068961A (en) * 1999-03-01 2000-05-30 Xerox Corporation Toner processes
JP2001042595A (en) * 1999-03-19 2001-02-16 Canon Inc Image forming device
US6455636B2 (en) * 2000-01-19 2002-09-24 Sumitomo Chemical Company, Limited Thermoplastic resin composition
EP1312654B1 (en) * 2000-07-31 2006-05-03 Mitsui Chemicals, Inc. Aqueous dispersion composition for imparting chipping resistance
US6355392B1 (en) * 2000-08-07 2002-03-12 Matsci Solutions, Inc. Method of producing toner by way of dispersion polymerization for use in developing latent electrostatic images
US6821703B2 (en) * 2000-10-27 2004-11-23 Dainippon Ink And Chemicals, Inc. Method for producing polyester resin particle dispersion material, method for producing polyester resin particles, and method for producing electrophotographic spherical toner
JP4284005B2 (en) * 2001-04-02 2009-06-24 株式会社リコー Electrophotographic toner and method for producing the same
CN1243782C (en) * 2001-12-03 2006-03-01 大日本油墨化学工业株式会社 Manufacture for thermoplastic resin granular water dispersion and toner for electronic photography
US6780559B2 (en) * 2002-08-07 2004-08-24 Xerox Corporation Toner processes
JP4241029B2 (en) 2002-12-25 2009-03-18 Ｄｉｃ株式会社 Method for producing thermoplastic resin fine particle aqueous dispersion and toner for electrophotography
WO2004066031A1 (en) * 2003-01-20 2004-08-05 Ricoh Company, Ltd. Toner, developing agent, image forming apparatus, process cartridge and method of image formation
US7177570B2 (en) * 2003-02-28 2007-02-13 Ricoh Company, Limited Measurement of frictional resistance of photoconductor against belt in image forming apparatus, process cartridge, and image forming method
JP4135583B2 (en) * 2003-07-11 2008-08-20 富士ゼロックス株式会社 Electrophotographic toner, image forming method, image forming apparatus, and toner cartridge
TW200517426A (en) * 2003-08-25 2005-06-01 Dow Global Technologies Inc Aqueous dispersion, its production method, and its use
KR101285210B1 (en) * 2003-09-26 2013-07-11 미쓰이 가가쿠 가부시키가이샤 Spherical composite composition and process for producing spherical composite composition
JP2005126482A (en) * 2003-10-21 2005-05-19 Unitika Ltd Aqueous dispersion of polyolefin resin and method for producing the same
JP2005181839A (en) * 2003-12-22 2005-07-07 Ricoh Co Ltd Toner for image formation and method for manufacturing the same, and electrostatic latent image developer, image formation method, image forming apparatus and process cartridge using the same
JP2005199521A (en) * 2004-01-14 2005-07-28 Brother Ind Ltd Image forming apparatus, process cartridge and exposure scanner
JP2005309404A (en) * 2004-03-24 2005-11-04 Fuji Xerox Co Ltd Image forming apparatus and process cartridge
JP2006313255A (en) 2005-05-09 2006-11-16 Ricoh Co Ltd Method for manufacturing electrostatic image developing toner, electrostatic image developing toner, and one-component developer and two-component developer containing toner
KR100708169B1 (en) 2005-07-27 2007-04-16 삼성전자주식회사 Method for preparing toner and toner prepared by using the method
US8007978B2 (en) 2006-03-03 2011-08-30 Dow Global Technologies Llc Aqueous dispersions for use as toners

Also Published As

Publication number Publication date
JP2015129286A (en) 2015-07-16
JP2016194074A (en) 2016-11-17
EP1994448A4 (en) 2011-03-16
WO2007103271A1 (en) 2007-09-13
CN101401040B (en) 2013-01-23
US8673533B2 (en) 2014-03-18
ZA200807623B (en) 2009-12-30
EP1994448A1 (en) 2008-11-26
KR101053273B1 (en) 2011-08-01
BRPI0707061A2 (en) 2011-04-19
RU2008139297A (en) 2010-04-10
US8007978B2 (en) 2011-08-30
KR20080109009A (en) 2008-12-16
US20070243481A1 (en) 2007-10-18
MX2008011281A (en) 2009-01-26
TW200745222A (en) 2007-12-16
RU2397525C2 (en) 2010-08-20
JP2013040337A (en) 2013-02-28
JP2009529069A (en) 2009-08-13
US20110281212A1 (en) 2011-11-17
TWI360560B (en) 2012-03-21
CA2644150C (en) 2012-12-18
CN101401040A (en) 2009-04-01
JP5301292B2 (en) 2013-09-25
US20130084522A1 (en) 2013-04-04
EP1994448B1 (en) 2015-12-02
US8329812B2 (en) 2012-12-11
JP6227699B2 (en) 2017-11-08

Similar Documents

Publication Publication Date Title
CA2644150A1 (en) Aqueous dispersions for use as toners
US6074795A (en) Toner for developing electrostatic latent image
CN105452965A (en) Toner
JP4299339B2 (en) Non-magnetic one-component color toner
CN101866734A (en) Polyvinyl plastic bonding type magnetic material and manufacturing method thereof
CA2528407A1 (en) Toner compositions
CA2595591A1 (en) Toners comprising modified pigments and processes for preparing the same
CA2569882A1 (en) Hydrophobic salts of layered metal hydroxides
WO2004016681A2 (en) Multi-functional color concentrate compositions
JPS61141452A (en) Magnetic toner
JP2010138381A (en) Process for production of pigment/resin composition, coloring agent and coloring method
KR0138952B1 (en) Resin compound for electro-photographic toner
CN103092016A (en) Colored resin powder and toner using the colored resin powder
KR100265894B1 (en) Emulsion polymerization inhibitor and suspension polymerization method using the agent
JP2003305651A (en) Blasting material and blasting method
KR20050098662A (en) Polymerized toner having uniform charge
US7897318B2 (en) Ionic polymer flocculants for the preparation of chemically processed toner
DE3801040C2 (en) Toner for use in electrophotography
JPH03200976A (en) Production of toner
KR102289213B1 (en) Magnetic particle for security ink and security ink comprising the same
DE10258959A1 (en) Plastic film
CN102911472A (en) Permanent polyolefin antistatic agent and preparation method thereof
JP2004189814A (en) Thermoplastic resin composition and method for producing the same
TWI582154B (en) Composite agglomerated resin particles and compositions containing the particles
JP2004203991A (en) Resin composition and resin molded article having woodgrain pattern

Legal Events

Date Code Title Description
EEER Examination request
MKLA Lapsed

Effective date: 20200302