EP1168086A1 - Verfahren zur Herstellung von Tonerteilchen - Google Patents

Verfahren zur Herstellung von Tonerteilchen Download PDF

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Publication number
EP1168086A1
EP1168086A1 EP00202185A EP00202185A EP1168086A1 EP 1168086 A1 EP1168086 A1 EP 1168086A1 EP 00202185 A EP00202185 A EP 00202185A EP 00202185 A EP00202185 A EP 00202185A EP 1168086 A1 EP1168086 A1 EP 1168086A1
Authority
EP
European Patent Office
Prior art keywords
toner particles
process according
resin
liquid carrier
toner
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.)
Withdrawn
Application number
EP00202185A
Other languages
English (en)
French (fr)
Inventor
Hendrik Jan Bolink
Lars Evers
Wiebe Rijpkes Sierksma
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.)
Koninklijke DSM NV
Original Assignee
DSM NV
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 DSM NV filed Critical DSM NV
Priority to EP00202185A priority Critical patent/EP1168086A1/de
Priority to AU2001271123A priority patent/AU2001271123A1/en
Priority to PCT/NL2001/000463 priority patent/WO2002001301A1/en
Publication of EP1168086A1 publication Critical patent/EP1168086A1/de
Withdrawn legal-status Critical Current

Links

Classifications

    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03GELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
    • G03G9/00Developers
    • G03G9/08Developers with toner particles
    • G03G9/0802Preparation methods
    • G03G9/0804Preparation methods whereby the components are brought together in a liquid dispersing medium

Definitions

  • the present invention relates to a process for the preparation of toner particles under high deformation by dispersing a resin in a liquid carrier.
  • the invention also relates to a toner composition and a developer composition comprising the particles obtained with said process.
  • Toner particles are used in electrophotographic processes. Electrophotographic processes are described in, for example, US-A-2297691. In these processes, a photoconducting insulating layer is first given a uniform electrostatic charge over its surface, then selectively exposed to light to dissipate the charge in the illuminated areas, thereby forming an electrostatic latent image.
  • the electrostatic latent image may be developed by adhering charged powder, called toner, to the electrostatic latent image, thereby making the latent image visible. This visible image can be applied to a substrate, like paper, by transferring the powder to the substrate, and can be permanently fixed to this substrate.
  • a process for the preparation of resin toner particles under high deformation by dispersing a resin in a liquid carrier is described in US-A-3910846.
  • a fluid polyester with an acid content of about 0,02 milliequivalents to about 1,5 milliequivalents per gram of polyester is admixed with an aqueous basic solution under relatively high deformation conditions, being high shear, thereby forming an emulsion, which is subsequently dried.
  • a large amount of energy is required, which can be supplied by conventional emulsification equipment with high power ratings, like for example simple mixers, colloid mills and homogenizers.
  • a major drawback of the process according to US-A-3910846 is that the process is a batch process, in which a limited deformation may be applied. Because of this limited deformation, there is a restriction to the viscosity of the resins which can be processed in this process. Another disadvantage of this process is the high expenditure of energy.
  • toner particles by a process in which a resin is mixed with toner additives and a liquid carrier under extrusion conditions, in which a dispersion of toner particles in the liquid carrier is formed, and in which the toner particles are allowed to dry.
  • the extrusion conditions include a temperature ranging between 15°C and 300°C, a pressure ranging between atmospheric pressures and 70 bar (70.10 5 Pa), and a solids content up to 65%. According to a preferred embodiment of the invention the extrusion temperature is between 80°C and 150°C.
  • the process according to the invention is a continuous process.
  • the continuous process is carried out in an extruder or in a continuous kneader. Most preferably the process is carried out in an extruder.
  • Suitable extruders include for example an intermeshing or non-intermeshing co- or counter-rotating twin screw extruder, single screw extruder, Drais stator-rotor extruder or a co-rotating multi-screw extruder.
  • an intermeshing co-rotating twin screw extruder is used.
  • Suitable kneaders include for example a Buss Ko-Kneter or a Farrell continuous Banburry mixer.
  • the dispersion may be processed at a temperature higher than 100°C, by adjustment of the pressures, which is not possible for the prior art processes.
  • the dynamic viscosity of these resins may be between 0,1 and 1000000 Pas (measured at 120°C, at an angular frequency of 1 rad/sec).
  • the dynamic viscosity of these resins is between 10 and 100000 Pas.
  • Another advantage of the process according to the invention is that the particle size and the shape of the obtained toner particles may be directed.
  • the shape of the particles may be modified by processing the drying step by different methods.
  • flashing is meant the expansion of a closed system at processing temperature and corresponding high pressure as described above, by releasing the pressure to atmospheric pressure.
  • the irregurarly shaped toner particles are particularly suited to be used in dual component development.
  • the toner particles are dried by spray-drying, the toner particles retain there spherical shape. These particles are particularly used in mono component development.
  • the particle size of the toner particles is between 0,1 and 15 ⁇ m. Preferably, the particle size is between 3 and 7 ⁇ m.
  • 'particle size' as used herein, means volume weighted diameter as measured by conventional diameter measuring devices, such as for example a Coulter LS 230, sold by Berkman Coulter, Inc..
  • the term 'volume weighted diameter' is the sum of the mass of each particle times the diameter of a spherical particle of equal mass and density, divided by total particle mass.
  • Another advantage of the process according to the invention is that the toner particles are formed in the emulsification step. Consequently there is no need for a grinding and a classification step.
  • the resin and the toner additives are subjected to a pre-mixing step under extrusion conditions to form a molten mixture.
  • This mixture is subsequently dispersed in the liquid carrier in which particles are formed.
  • Toner additives include for example surfactants, colorants, charge control agents, waxes and flow agents.
  • the colour strength is improved by the use of the pre-mixing step.
  • Suitable examples of resins to be used in the process according to the present invention include polyesters, polyamides, polyolefins, styrene (meth)acrylates, styrene butadienes, crosslinked styrene polymers, epoxies, polyurethanes, vinyl resins and/or polyester imides.
  • the resin is a polyester and/or a styrene acrylate.
  • the polyester may be acid, hydroxyl, epoxy or phosphoric acid functional.
  • the acid number of an acid functional polyester containing carboxylic acid is preferably higher than 10, and preferably higher than 15.
  • the acid number is preferably lower than 60 and less than 35.
  • the Tg of the polyester may be greater than 45°C, and is preferably greater than 60°C.
  • the Tg is generally lower than 90°C.
  • the liquid carrier for the dispersion of the present invention is chosen depending on the temperature and the pressure of the process.
  • This carrier is immiscible with the used resin and is chosen from for example water, liquid hydrocarbons, for example a liquid alkane, an oil.
  • Suitable alkanes include for example hexane, heptane, octane, and a high boiling alkane, such as for example nonane, decane, dodecane and isohexadecane.
  • the liquid carrier is water.
  • the stability of the composition may be improved by incorporation of a surfactant, such as for example an ionic or a non-ionic surfactant.
  • a surfactant such as for example an ionic or a non-ionic surfactant.
  • useful ionic surfactants are sodium alkylaryl sulfates, sodium lauryl sulfate, sodium alkyl naphthalene sulfonate, the sodium salt of alkylaryl polyether sulfonate, dioctyl sodium sulfo succinate, and the like.
  • non-ionic surfactants are polyoxyethylene-polyoxypropylene block polymers, polyoxyethylene sorbitan monopalmitate, polyoxyethylene sorbitan monostearate, polyoxyethylene sorbitan monooleate, sorbitan monostearate, and the like. Also blends of ionic and non-ionic surfactants can be used, like for example polyoxyethylene sorbitan esters of fatty resin acids and alkyl sulfonates and the like.
  • Suitable colorants, dyes or pigments which are added to the toner composition to impart color to the developed images include for example, carbon black or red, blue, green, brown, magenta, cyan and yellow pigment particles, and mixtures thereof.
  • the pigment particles may be present in amounts of between for example about 1 wt% to about 20 wt%, and preferably between about 2 wt% to about 10 wt% based on the amount of the resin.
  • Suitable charge control agents include for example a positive-charge control agent or negative-charge control agent.
  • the positive-charge control agent include nigrosine dyes , triphenylmethane dyes, containing a tertiary amine as a pendant group, quaternary ammonium salt compounds, cetyltrimethylammonium bromide, polyamine resins, imidazole derivatives.
  • the negative-charge control agent include metal-containing azo dyes; copper phthalocyanine dyes, metal complexes of salicylic alkyl derivatives and quaternary ammonium salts.
  • the charge control agent may be incorporated in the toner composition in an amount between for example 0.1 wt% and 8.0 wt% and preferably between 0.2 wt% and 5.0 wt%, based on the amount of the resin.
  • waxes can be present, as internal release agents, like for example waxes with a molecular weight (Mn) of from about 1000 to about 10000, such as for example polyethylene or polypropylene, hydroxy alcohols and paraffin waxes. These waxes usually are present in amounts of 0,5 wt% to 5 wt% based on the amount of the resin.
  • Mn molecular weight
  • powder flow particles like for example silicates and microtalc may be added.
  • co-rotating twin-screw extruder ZSK-30 (Werner & Pfleiderer) was used with the following screw configuration : 7 right-handed conveying elements, 3 right-handed kneading elements, 2 left-handed conveying elements and 20 neutral kneading elements (in which 11 right-handed conveying elements are equally divided).
  • the resin was dosed at 5.4 kg/h. and the surfactant at 0.6 kg/h.
  • the first and second water-injection point was set at 1.5 kg/h
  • the third water-injection point was set at 3 kg/h., so the total extruder throughput was 12 kg/h.

Landscapes

  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Processes Of Treating Macromolecular Substances (AREA)
  • Developing Agents For Electrophotography (AREA)
EP00202185A 2000-06-23 2000-06-23 Verfahren zur Herstellung von Tonerteilchen Withdrawn EP1168086A1 (de)

Priority Applications (3)

Application Number Priority Date Filing Date Title
EP00202185A EP1168086A1 (de) 2000-06-23 2000-06-23 Verfahren zur Herstellung von Tonerteilchen
AU2001271123A AU2001271123A1 (en) 2000-06-23 2001-06-20 A process for the preparation of toner particles
PCT/NL2001/000463 WO2002001301A1 (en) 2000-06-23 2001-06-20 A process for the preparation of toner particles

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
EP00202185A EP1168086A1 (de) 2000-06-23 2000-06-23 Verfahren zur Herstellung von Tonerteilchen

Publications (1)

Publication Number Publication Date
EP1168086A1 true EP1168086A1 (de) 2002-01-02

Family

ID=8171678

Family Applications (1)

Application Number Title Priority Date Filing Date
EP00202185A Withdrawn EP1168086A1 (de) 2000-06-23 2000-06-23 Verfahren zur Herstellung von Tonerteilchen

Country Status (3)

Country Link
EP (1) EP1168086A1 (de)
AU (1) AU2001271123A1 (de)
WO (1) WO2002001301A1 (de)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN103513528A (zh) 2007-11-29 2014-01-15 陶氏环球技术有限责任公司 配混物和形成可用作调色剂的配混物的方法

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS61136430A (ja) * 1984-12-06 1986-06-24 Hitachi Metals Ltd 造粒粉の製造方法
JPH09114133A (ja) * 1995-10-19 1997-05-02 Ricoh Co Ltd 電子写真用トナーの製造方法
US5629367A (en) * 1992-05-26 1997-05-13 Eastman Kodak Company Method of making pigment concentrate particles and product of same
JPH09244296A (ja) * 1996-03-07 1997-09-19 Ricoh Co Ltd 電子写真用トナーの製造方法

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2304069A1 (de) * 1973-01-27 1974-08-01 Philips Patentverwaltung Bildpulver zum entwickeln elektrostatisch latenter ladungsbilder und verfahren zu dessen herstellung
US4610944A (en) * 1983-01-12 1986-09-09 Canon Kabushiki Kaisha Production of toner
CA1288993C (en) * 1985-12-23 1991-09-17 Mitsugu Fujioka Process for producing toners for use in electrophotography
EP0280789A1 (de) * 1987-02-24 1988-09-07 Agfa-Gevaert N.V. Verfahren zur Herstellung von kugelförmigen Tonerteilchen

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS61136430A (ja) * 1984-12-06 1986-06-24 Hitachi Metals Ltd 造粒粉の製造方法
US5629367A (en) * 1992-05-26 1997-05-13 Eastman Kodak Company Method of making pigment concentrate particles and product of same
JPH09114133A (ja) * 1995-10-19 1997-05-02 Ricoh Co Ltd 電子写真用トナーの製造方法
JPH09244296A (ja) * 1996-03-07 1997-09-19 Ricoh Co Ltd 電子写真用トナーの製造方法

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
PATENT ABSTRACTS OF JAPAN vol. 10, no. 328 7 November 1986 (1986-11-07) *
PATENT ABSTRACTS OF JAPAN vol. 1997, no. 930 30 September 1997 (1997-09-30) *
PATENT ABSTRACTS OF JAPAN vol. 1998, no. 1 30 January 1998 (1998-01-30) *

Also Published As

Publication number Publication date
AU2001271123A1 (en) 2002-01-08
WO2002001301A1 (en) 2002-01-03

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