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GB1423291A - Toner composition employing polymer with side-chain crystallinity - Google Patents

Toner composition employing polymer with side-chain crystallinity

Info

Publication number
GB1423291A
GB1423291A GB36773A GB36773A GB1423291A GB 1423291 A GB1423291 A GB 1423291A GB 36773 A GB36773 A GB 36773A GB 36773 A GB36773 A GB 36773A GB 1423291 A GB1423291 A GB 1423291A
Authority
GB
United Kingdom
Prior art keywords
copolymer
docosyl
styrene
styrene copolymer
acrylate
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.)
Expired
Application number
GB36773A
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 GB1423291A publication Critical patent/GB1423291A/en
Expired legal-status Critical Current

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
    • G03G9/08784—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
    • G03G13/00—Electrographic processes using a charge pattern
    • G03G13/06—Developing
    • G03G13/08—Developing using a solid developer, e.g. powder developer
    • 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
    • G03G9/08728—Polymers of 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
    • G03G9/087—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

Landscapes

  • Physics & Mathematics (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • General Physics & Mathematics (AREA)
  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Developing Agents For Electrophotography (AREA)

Abstract

1423291 Polymeric toner particles XEROX CORP 3 Jan 1973 [3 Jan 1972] 367/73 Heading C3P [Also in Division G2] Toner particles suitable for use in electrostatographic reproduction processes comprise a polymer material that is a crystalline homopolymer or copolymer having an amorphous backbone and side-chain crystallinity derived by the polymerization of a monomer material comprising at least 2 wt. per cent of a monomer having an alkyl group of at least 14 carbon atoms, the polymer material preferably having a weight average molecular weight of at least 2000. The polymer material may optionally be mixed with a colourant (e.g. carbon black) or another thermoplastic material. The polymer material may be an addition or condensation polymer and, when a copolymer, may be a random, block or graft copolymer. The examples illustrate toner particles comprising polydocosyl acrylate, docosyl acrylate/styrene copolymer, polytetracosyl methacrylate, tetracosyl acrylate/ styrene copolymer, di-(n-docosyl) fumarate/ styrene copolymer, polydocosyl vinyl ketone, vinyl docosylate/styrene copolymer, pdocosyl styrene/styrene copolymer, N,N-di- (tetracosyl) - acrylamide, vinyl docosyl ether/ styrene copolymer and 2-vinyl-4-docosyl pyridine/styrene copolymer; in all cases the polymer is admixed with carbon black and, in one case, the polymer (docosyl acrylate/styrene copolymer) is further admixed with an amorphous styrene/n-butyl methacrylate copolymer. In a typical preparation of a polymer material, docosyl acrylate (which is preferably prepared by transesterifying ethyl acrylate with docosyl alcohol) and styrene are copolymerized in benzene solution using azosiobutyronitrile as initiator.
GB36773A 1972-01-03 1973-01-03 Toner composition employing polymer with side-chain crystallinity Expired GB1423291A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US00215936A US3853778A (en) 1972-01-03 1972-01-03 Toner composition employing polymer with side-chain crystallinity

Publications (1)

Publication Number Publication Date
GB1423291A true GB1423291A (en) 1976-02-04

Family

ID=22805005

Family Applications (1)

Application Number Title Priority Date Filing Date
GB36773A Expired GB1423291A (en) 1972-01-03 1973-01-03 Toner composition employing polymer with side-chain crystallinity

Country Status (13)

Country Link
US (1) US3853778A (en)
JP (1) JPS5613943B2 (en)
AU (1) AU465653B2 (en)
BE (1) BE793639A (en)
BR (1) BR7300027D0 (en)
CA (1) CA998869A (en)
DE (1) DE2260026A1 (en)
ES (1) ES410267A1 (en)
FR (1) FR2167167A5 (en)
GB (1) GB1423291A (en)
IT (1) IT973330B (en)
NL (1) NL7300096A (en)
SE (1) SE391040B (en)

Families Citing this family (61)

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CA1036861A (en) * 1973-03-23 1978-08-22 Peter F. Erhardt Imaging method
NL7607380A (en) * 1976-07-05 1978-01-09 Oce Van Der Grinten Nv PRESSURE-FIXABLE TONER POWDER.
JPS54115236A (en) * 1978-02-28 1979-09-07 Canon Inc Magnetic toner
JPS6010617B2 (en) * 1979-05-16 1985-03-19 日本ペイント株式会社 Toner for electrophotographic development
US4385107A (en) * 1980-05-01 1983-05-24 Fuji Photo Film Co., Ltd. Dry toners comprising a colorant and graph copolymer comprising a crystalline polymer and an amorphous polymer and processes using the same
JPS597960A (en) * 1982-07-06 1984-01-17 Canon Inc Heat fixable dry type toner
EP0099140B1 (en) * 1982-06-17 1987-08-26 Océ-Nederland B.V. A toner powder and a method of forming fixed images by means of this toner powder
JPS5945447A (en) * 1982-09-09 1984-03-14 Konishiroku Photo Ind Co Ltd Toner for developing electrostatic image
DE3650460T2 (en) * 1985-03-15 1996-05-30 Konishiroku Photo Ind TONER FOR ELECTROSTATIC IMAGE DEVELOPMENT AND IMAGING PROCESS
US4990424A (en) * 1988-08-12 1991-02-05 Xerox Corporation Toner and developer compositions with semicrystalline polyolefin resin blends
US4952477A (en) * 1988-08-12 1990-08-28 Xerox Corporation Toner and developer compositions with semicrystalline polyolefin resins
US5114820A (en) * 1989-10-27 1992-05-19 Xerox Corporation Polyalkyl styrene butadiene toner compositions
US5049469A (en) * 1989-12-27 1991-09-17 Eastman Kodak Company Toner image pressure transfer method and toner useful therefor
US5147747A (en) * 1990-08-06 1992-09-15 Eastman Kodak Company Low fusing temperature tone powder of crosslinked crystalline and amorphous polyesters
US5057392A (en) * 1990-08-06 1991-10-15 Eastman Kodak Company Low fusing temperature toner powder of cross-linked crystalline and amorphous polyester blends
US5158851A (en) * 1990-09-24 1992-10-27 Xerox Corporation Toner and developer compositions with liquid glass resins
US5166026A (en) * 1990-12-03 1992-11-24 Xerox Corporation Toner and developer compositions with semicrystalline polyolefin resins
US5194358A (en) * 1991-07-29 1993-03-16 Xerox Corporation Toner and developer compositions with charge enhancing additives
US5413890A (en) * 1992-10-30 1995-05-09 Nippon Shokubai, Co., Ltd. Toner and method for production thereof
DE69411500T2 (en) * 1993-11-01 1998-12-17 Hodogaya Chemical Co., Ltd., Tokio/Tokyo Electrostatic image development toner
FR2720843B1 (en) * 1994-06-03 1997-05-23 Tomoegawa Paper Co Ltd Toner for developing static charge images, and process for preparing it
US6887640B2 (en) 2002-02-28 2005-05-03 Sukun Zhang Energy activated electrographic printing process
EP0958309B2 (en) 1997-02-07 2013-10-09 ExxonMobil Chemical Patents Inc. Preparation of vinyl-containing macromers
CA2277063C (en) * 1997-02-07 2007-03-20 Exxon Chemical Patents, Inc. Propylene polymers incorporating polyethylene macromers
US6184327B1 (en) * 1997-12-10 2001-02-06 Exxon Chemical Patents, Inc. Elastomeric propylene polymers
JP3945153B2 (en) 2000-06-28 2007-07-18 富士ゼロックス株式会社 Electrophotographic toner and method for producing the same, electrophotographic developer, and image forming method
JP3794264B2 (en) 2000-12-12 2006-07-05 富士ゼロックス株式会社 Electrophotographic developer and image forming method
JP3820973B2 (en) 2001-12-04 2006-09-13 富士ゼロックス株式会社 Toner for electrophotography, method for producing the same, electrostatic image developer and image forming method
US6924075B2 (en) * 2002-02-22 2005-08-02 Xeikon International N.V. Dry toner composition
US6887639B2 (en) * 2002-02-22 2005-05-03 Xeikon International N.V. Liquid toner composition
CN100335515C (en) * 2002-03-01 2007-09-05 罗麦斯添加剂有限公司 Copolymers as dewaxing additives
JP4902099B2 (en) 2003-10-09 2012-03-21 出光興産株式会社 Polar group-containing higher olefin polymer and process for producing the same
JP2007004080A (en) 2005-06-27 2007-01-11 Fuji Xerox Co Ltd Electrophotographic toner, method for manufacturing the toner, electrophotographic developer, and image forming method
JP4677909B2 (en) * 2006-01-19 2011-04-27 富士ゼロックス株式会社 Electrophotographic toner, electrophotographic developer, and image forming method
JP4075949B2 (en) * 2006-07-28 2008-04-16 富士ゼロックス株式会社 Toner for electrostatic charge development, developer for electrostatic charge development, cartridge, and image forming apparatus
JP4816345B2 (en) 2006-09-05 2011-11-16 富士ゼロックス株式会社 Electrostatic latent image developing toner and method for producing the same, electrostatic latent image developer, toner cartridge, process cartridge, and image forming apparatus
JP4973129B2 (en) * 2006-11-02 2012-07-11 富士ゼロックス株式会社 Method for producing toner for developing electrostatic image
JP4492687B2 (en) 2007-12-03 2010-06-30 富士ゼロックス株式会社 Electrostatic image developing toner, electrostatic image developer, toner cartridge, process cartridge, and image forming apparatus
JP4811459B2 (en) * 2008-12-22 2011-11-09 富士ゼロックス株式会社 Toner for developing electrostatic image, developer for developing electrostatic image, toner cartridge, process cartridge, and image forming apparatus
US8158319B2 (en) * 2009-09-11 2012-04-17 Fuji Xerox Co., Ltd. Toner for electrostatic charge image development, electrostatic charge image developer, toner cartridge, process cartridge and image forming device
JP2012008559A (en) 2010-05-27 2012-01-12 Mitsubishi Chemicals Corp Electrostatic charge image development toner and manufacturing method of the same
JP5908337B2 (en) * 2011-06-13 2016-04-26 日東電工株式会社 Cooling release adhesive sheet
CN102508416B (en) * 2011-12-07 2013-06-12 澳达树熊涂料(惠州)有限公司 Method for preparing spherical powdered carbon from irregular powdered carbon by melt-emulsification
US9340008B2 (en) 2012-03-26 2016-05-17 Canon Kabushiki Kaisha Image recording method
US9415581B2 (en) * 2012-03-26 2016-08-16 Canon Kabushiki Kaisha Image recording method
US9440430B2 (en) 2012-03-26 2016-09-13 Canon Kabushiki Kaisha Image recording method
KR101489179B1 (en) 2012-09-12 2015-02-03 닛카카가쿠가부시키가이샤 Crystalline polyester resin, and binder resin dispersion for toner using same
KR20150097760A (en) * 2012-12-28 2015-08-26 캐논 가부시끼가이샤 Toner
WO2014168251A1 (en) 2013-04-09 2014-10-16 Canon Kabushiki Kaisha Resin for toner and toner
JP6324177B2 (en) 2013-04-09 2018-05-16 キヤノン株式会社 Resin for toner and toner
US9388264B2 (en) * 2013-04-26 2016-07-12 Canon Kabushiki Kaisha Method for producing resin composition and resin composition
JP2016110140A (en) 2014-12-09 2016-06-20 キヤノン株式会社 Toner and manufacturing method of toner
JP6643065B2 (en) 2014-12-09 2020-02-12 キヤノン株式会社 Toner and method of manufacturing toner
US9658550B2 (en) 2015-05-27 2017-05-23 Canon Kabushiki Kaisha Toner for use in electrophotographic systems
JP6656072B2 (en) 2015-05-27 2020-03-04 キヤノン株式会社 Manufacturing method of toner
EP3239778B1 (en) 2016-04-28 2019-06-12 Canon Kabushiki Kaisha Toner
US10078281B2 (en) 2016-09-06 2018-09-18 Canon Kabushiki Kaisha Toner and method for producing toner
JP6821367B2 (en) 2016-09-28 2021-01-27 キヤノン株式会社 Toner and toner manufacturing method
US10088765B2 (en) 2016-10-17 2018-10-02 Canon Kabushiki Kaisha Toner and method for producing toner
JP6789832B2 (en) 2017-01-19 2020-11-25 キヤノン株式会社 toner
JP7237688B2 (en) 2018-05-01 2023-03-13 キヤノン株式会社 toner

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US3558492A (en) * 1969-06-11 1971-01-26 Du Pont Ferromagnetic chromium oxide recording members and compositions stabilized with tertiary amine-containing polymers
US3723114A (en) * 1970-02-04 1973-03-27 Xerox Corp Thermosetting electrostatographic developer of a carrier and preploymer of diallyl phthalate, isophthalate and mixtures

Also Published As

Publication number Publication date
FR2167167A5 (en) 1973-08-17
US3853778A (en) 1974-12-10
ES410267A1 (en) 1976-05-01
AU465653B2 (en) 1975-10-02
SE391040B (en) 1977-01-31
DE2260026A1 (en) 1973-07-19
AU5063772A (en) 1974-07-04
JPS4879639A (en) 1973-10-25
BR7300027D0 (en) 1973-09-13
CA998869A (en) 1976-10-26
JPS5613943B2 (en) 1981-04-01
NL7300096A (en) 1973-03-26
BE793639A (en) 1973-07-03
IT973330B (en) 1974-06-10

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Legal Events

Date Code Title Description
CSNS Application of which complete specification have been accepted and published, but patent is not sealed