CA2763566C - Rosin-based resin and toner containing same - Google Patents

Rosin-based resin and toner containing same Download PDF

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Publication number
CA2763566C
CA2763566C CA2763566A CA2763566A CA2763566C CA 2763566 C CA2763566 C CA 2763566C CA 2763566 A CA2763566 A CA 2763566A CA 2763566 A CA2763566 A CA 2763566A CA 2763566 C CA2763566 C CA 2763566C
Authority
CA
Canada
Prior art keywords
acid
rosin
toner
diacid
diester
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.)
Active
Application number
CA2763566A
Other languages
English (en)
French (fr)
Other versions
CA2763566A1 (en
Inventor
Guerino G. Sacripante
Ke Zhou
Edward G. Zwartz
Paul J. Gerroir
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 CA2763566A1 publication Critical patent/CA2763566A1/en
Application granted granted Critical
Publication of CA2763566C publication Critical patent/CA2763566C/en
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/02—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
    • C08G63/12—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds
    • C08G63/52—Polycarboxylic acids or polyhydroxy compounds in which at least one of the two components contains aliphatic unsaturation
    • C08G63/54—Polycarboxylic acids or polyhydroxy compounds in which at least one of the two components contains aliphatic unsaturation the acids or hydroxy compounds containing carbocyclic rings
    • C08G63/553—Acids or hydroxy compounds containing cycloaliphatic rings, e.g. Diels-Alder adducts
    • 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
    • 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
    • G03G9/087—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

Landscapes

  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Developing Agents For Electrophotography (AREA)
  • Polyesters Or Polycarbonates (AREA)
CA2763566A 2011-01-17 2012-01-10 Rosin-based resin and toner containing same Active CA2763566C (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US13/007,683 US8431303B2 (en) 2011-01-17 2011-01-17 Rosin-based resin and toner containing same
US13/007,683 2011-01-17

Publications (2)

Publication Number Publication Date
CA2763566A1 CA2763566A1 (en) 2012-07-17
CA2763566C true CA2763566C (en) 2016-08-16

Family

ID=46491034

Family Applications (1)

Application Number Title Priority Date Filing Date
CA2763566A Active CA2763566C (en) 2011-01-17 2012-01-10 Rosin-based resin and toner containing same

Country Status (4)

Country Link
US (1) US8431303B2 (enExample)
JP (1) JP5885509B2 (enExample)
BR (1) BR102012001073A2 (enExample)
CA (1) CA2763566C (enExample)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN110078893A (zh) * 2019-05-27 2019-08-02 南京工业大学 一种紫外光固化超支化松香醇聚氨酯丙烯酸酯树脂的制备方法

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US9499709B2 (en) * 2010-03-01 2016-11-22 Xerox Corporation Oligomeric rosin esters for use in inks
JP5734779B2 (ja) * 2010-12-24 2015-06-17 富士フイルム株式会社 ポリエステル重合体、樹脂組成物、成形体、及びフィルム
US8628902B2 (en) 2011-04-15 2014-01-14 Fuji Xerox Co., Ltd. Polyester resin for toner, toner, developer, toner cartridge, process cartridge, and image forming apparatus
US8883387B2 (en) 2011-04-15 2014-11-11 Fuji Xerox Co., Ltd. Electrostatic image developing toner and manufacturing method of the same, electrostatic image developer, toner cartridge, process cartridge, image forming apparatus, and image forming method
JP5310903B2 (ja) * 2011-04-15 2013-10-09 富士ゼロックス株式会社 静電荷像現像用トナー及びその製造方法、静電荷像現像剤、トナーカートリッジ、プロセスカートリッジ、画像形成装置、並びに、画像形成方法
US8765345B2 (en) 2011-10-25 2014-07-01 Xerox Corporation Sustainable toners
JP6033049B2 (ja) * 2011-12-15 2016-11-30 花王株式会社 静電荷像現像用トナーの製造方法
JP5938894B2 (ja) * 2011-12-22 2016-06-22 富士ゼロックス株式会社 ポリエステル樹脂、静電荷像現像用トナー、静電荷像現像剤、トナーカートリッジ、プロセスカートリッジ、画像形成装置及び画像形成方法
US8574803B2 (en) * 2011-12-23 2013-11-05 Xerox Corporation Toner compositions of biodegradable amorphous polyester resins
JP5891882B2 (ja) * 2012-03-19 2016-03-23 富士ゼロックス株式会社 トナー用ポリエステル樹脂、静電荷像現像用トナー、静電荷像現像剤、トナーカートリッジ、プロセスカートリッジ、画像形成装置及び画像形成方法
JP2013228680A (ja) * 2012-03-30 2013-11-07 Kyocera Document Solutions Inc 静電潜像現像用トナー
US20140065398A1 (en) * 2012-08-31 2014-03-06 Toray Plastics (America), Inc. Biaxially oriented bio-based polyolefin film that has been extrusion coated with bio-based sealant for lidding applications
JP6024368B2 (ja) * 2012-10-10 2016-11-16 富士ゼロックス株式会社 画像形成装置、及び画像形成方法
JP2014077934A (ja) * 2012-10-11 2014-05-01 Fuji Xerox Co Ltd 静電荷像現像用トナー、静電荷像現像剤、トナーカートリッジ、プロセスカートリッジ、画像形成装置、及び画像形成方法
JP6020906B2 (ja) * 2012-11-08 2016-11-02 荒川化学工業株式会社 電子写真トナー用ポリエステル樹脂組成物および電子写真用トナー
US8916322B2 (en) 2012-11-15 2014-12-23 Xerox Corporation Sustainable toner
US8795941B2 (en) * 2012-12-18 2014-08-05 Xerox Corporation Thymol derivatives in polyester polymer toner resin
US9181389B2 (en) 2013-05-20 2015-11-10 Xerox Corporation Alizarin-based polymer colorants
US9372422B2 (en) * 2014-01-22 2016-06-21 Xerox Corporation Optimized latex particle size for improved hot offset temperature for sustainable toners
US9581924B2 (en) * 2014-11-14 2017-02-28 Xerox Corporation Bio-based acrylate and (meth)acrylate resins
US10048605B1 (en) * 2017-01-24 2018-08-14 Xerox Corporation Cold pressure fix toner comprising crystalline resin and high and low Tg amorphous polyester
US9971265B1 (en) 2017-02-23 2018-05-15 Xerox Corporation Toner compositions and processes
JP2023526297A (ja) * 2020-05-15 2023-06-21 サン ケミカル コーポレイション 高いバイオ再生可能含有量インク及び樹脂
US20240360312A1 (en) * 2021-06-09 2024-10-31 Ingevity South Carolina, Llc Purification methods for modified rosin compositions
EP4230678A1 (en) * 2022-02-18 2023-08-23 Ricoh Company, Ltd. Resin particles, toner resin particles, toner, method of producing resin particles, method of producing toner, developer, toner storage unit, and image forming apparatus
EP4276540A1 (en) * 2022-05-11 2023-11-15 Ricoh Company, Ltd. Resin particle and toner

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US2973332A (en) * 1955-12-21 1961-02-28 Basf Ag Production of unsaturated polyester resins and of copolymers therefrom
DE1129688B (de) * 1959-07-10 1962-05-17 Bayer Ag Verfahren zum Herstellen von Formkoerpern und UEberzuegen aus Polyesterharzmassen
JPS5930542A (ja) 1982-07-23 1984-02-18 Arakawa Chem Ind Co Ltd 電子写真用トナ−組成物
JPS59204848A (ja) 1983-05-09 1984-11-20 Arakawa Chem Ind Co Ltd 電子写真用トナ−組成物
JPS60170864A (ja) * 1984-02-15 1985-09-04 Minolta Camera Co Ltd 電子写真用トナ−
US4968575A (en) * 1987-07-23 1990-11-06 Nippon Gohsei Kagaku Kogyo Kabushiki Kaisha A toner composition comprising a rosin-containing polyester
US4971881A (en) 1989-01-05 1990-11-20 Monsanto Company Toner composition comprising rosin modified styrene acrylic resin
JPH0470765A (ja) * 1990-07-11 1992-03-05 Arakawa Chem Ind Co Ltd 電子写真用トナー組成物
JPH0782254B2 (ja) * 1991-04-04 1995-09-06 日本合成化学工業株式会社 トナー用のバインダー樹脂
JP2830748B2 (ja) 1994-08-09 1998-12-02 富士ゼロックス株式会社 静電荷像現像用トナー及びその製造方法
US7150952B2 (en) * 2003-03-05 2006-12-19 Konica Minolta Holdings, Inc. Toner for developing electrostatic image and producing method therefor
JP2005157074A (ja) * 2003-11-27 2005-06-16 Toyo Ink Mfg Co Ltd トナー用ポリエステル樹脂の製造方法
JP2005350597A (ja) * 2004-06-11 2005-12-22 Mitsui Chemicals Inc トナー用バインダー樹脂及び電子写真用トナー
WO2006035652A1 (ja) * 2004-09-27 2006-04-06 Dainippon Ink And Chemicals, Inc. 変性ニグロシン及びその製造方法、及び該変性ニグロシンを用いた静電荷像現像用トナー
JP4680040B2 (ja) * 2005-11-14 2011-05-11 花王株式会社 トナー
US8309291B2 (en) * 2006-04-21 2012-11-13 Kao Corporation Polyester for toner
JP4749212B2 (ja) * 2006-04-21 2011-08-17 花王株式会社 トナー
JP4749209B2 (ja) * 2006-04-21 2011-08-17 花王株式会社 トナー
JP4749210B2 (ja) * 2006-04-21 2011-08-17 花王株式会社 トナー
JP4749211B2 (ja) * 2006-04-21 2011-08-17 花王株式会社 トナー
KR20080063645A (ko) * 2007-01-02 2008-07-07 삼성전자주식회사 혼성 토너 및 그의 제조방법
CN100567362C (zh) * 2007-04-10 2009-12-09 中国林业科学研究院林产化学工业研究所 用于硬质聚氨酯泡沫塑料的松香聚酯多元醇及其制备方法
US7989135B2 (en) 2008-02-15 2011-08-02 Xerox Corporation Solvent-free phase inversion process for producing resin emulsions
US8092972B2 (en) * 2008-08-27 2012-01-10 Xerox Corporation Toner compositions
US8197998B2 (en) * 2009-05-20 2012-06-12 Xerox Corporation Toner compositions
JP5300680B2 (ja) * 2009-09-30 2013-09-25 富士フイルム株式会社 新規なアビエタン重合体

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN110078893A (zh) * 2019-05-27 2019-08-02 南京工业大学 一种紫外光固化超支化松香醇聚氨酯丙烯酸酯树脂的制备方法

Also Published As

Publication number Publication date
CA2763566A1 (en) 2012-07-17
US8431303B2 (en) 2013-04-30
BR102012001073A2 (pt) 2014-01-07
JP2012149254A (ja) 2012-08-09
JP5885509B2 (ja) 2016-03-15
US20120183896A1 (en) 2012-07-19

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