CA2126670A1 - Polymerization Processes and Toner Compositions Therefrom - Google Patents

Polymerization Processes and Toner Compositions Therefrom

Info

Publication number
CA2126670A1
CA2126670A1 CA2126670A CA2126670A CA2126670A1 CA 2126670 A1 CA2126670 A1 CA 2126670A1 CA 2126670 A CA2126670 A CA 2126670A CA 2126670 A CA2126670 A CA 2126670A CA 2126670 A1 CA2126670 A1 CA 2126670A1
Authority
CA
Canada
Prior art keywords
free radical
resins
thermoplastic resin
disclosed
mixture
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
CA2126670A
Other languages
French (fr)
Other versions
CA2126670C (en
Inventor
Michael K. Georges
Richard P.N. Veregin
Peter M. Kazmaier
Gordon K. Hamer
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
Michael K. Georges
Richard P.N. Veregin
Peter M. Kazmaier
Gordon K. Hamer
Xerox Corporation
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 Michael K. Georges, Richard P.N. Veregin, Peter M. Kazmaier, Gordon K. Hamer, Xerox Corporation filed Critical Michael K. Georges
Publication of CA2126670A1 publication Critical patent/CA2126670A1/en
Application granted granted Critical
Publication of CA2126670C publication Critical patent/CA2126670C/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F299/00—Macromolecular compounds obtained by interreacting polymers involving only carbon-to-carbon unsaturated bond reactions, in the absence of non-macromolecular monomers
    • 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
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F2/00—Processes of polymerisation
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F2/00—Processes of polymerisation
    • C08F2/38—Polymerisation using regulators, e.g. chain terminating agents, e.g. telomerisation
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F293/00—Macromolecular compounds obtained by polymerisation on to a macromolecule having groups capable of inducing the formation of new polymer chains bound exclusively at one or both ends of the starting macromolecule
    • C08F293/005—Macromolecular compounds obtained by polymerisation on to a macromolecule having groups capable of inducing the formation of new polymer chains bound exclusively at one or both ends of the starting macromolecule using free radical "living" or "controlled" polymerisation, e.g. using a complexing agent
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F4/00—Polymerisation catalysts
    • C08F4/04—Azo-compounds
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F4/00—Polymerisation catalysts
    • C08F4/28—Oxygen or compounds releasing free oxygen

Abstract

Disclosed is a free radical polymerization process for the preparation of a thermoplastic resin or resins comprising heating a mixture of a free radical initiator, a stable free radical agent, and at least one polymerizable monomer compound to form a thermoplastic resin or resins with a high monomer to polymer conversion; cooling said mixture; optionally isolating the thermoplastic resin or resins, and optionally washing and drying thermoplastic resin or resins. Related free radical processes are also disclosed for the preparation of mixtures and block copolymer thermoplastic resins. Resins prepared by the disclosed processes possess a narrow polydispersity and a modality that is controlled by the selection of a free radical initiator and stable free radical agent addition step or steps. The figure is a plot of percent conversion versus molecular weight of a polystyrene homopolymer product obtained from a bulk or solventless stable free radical agent moderated polymerization of styrene at 130 degrees centigrade.
CA002126670A 1992-11-16 1993-10-01 Polymerization processes and toner compositions therefrom Expired - Fee Related CA2126670C (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US07/976,604 1992-11-16
US07/976,604 US5322912A (en) 1992-11-16 1992-11-16 Polymerization processes and toner compositions therefrom

Publications (2)

Publication Number Publication Date
CA2126670A1 true CA2126670A1 (en) 1994-05-26
CA2126670C CA2126670C (en) 1997-12-16

Family

ID=25524269

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002126670A Expired - Fee Related CA2126670C (en) 1992-11-16 1993-10-01 Polymerization processes and toner compositions therefrom

Country Status (13)

Country Link
US (3) US5322912A (en)
EP (1) EP0621878B1 (en)
JP (1) JP3260023B2 (en)
KR (1) KR100260274B1 (en)
CN (1) CN1046538C (en)
AU (1) AU5295593A (en)
BR (1) BR9305751A (en)
CA (1) CA2126670C (en)
DE (1) DE69329848T2 (en)
ES (1) ES2153388T3 (en)
MX (1) MX9307085A (en)
MY (1) MY134744A (en)
WO (1) WO1994011412A1 (en)

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