EP1512051A1 - Utilisation de composes de type cire dans des toners d'impression - Google Patents

Utilisation de composes de type cire dans des toners d'impression

Info

Publication number
EP1512051A1
EP1512051A1 EP03755126A EP03755126A EP1512051A1 EP 1512051 A1 EP1512051 A1 EP 1512051A1 EP 03755126 A EP03755126 A EP 03755126A EP 03755126 A EP03755126 A EP 03755126A EP 1512051 A1 EP1512051 A1 EP 1512051A1
Authority
EP
European Patent Office
Prior art keywords
toner
formula
compounds
alkyl radical
wax
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
EP03755126A
Other languages
German (de)
English (en)
Other versions
EP1512051B1 (fr
Inventor
Gerd Hohner
Michael Bayer
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.)
Clariant Produkte Deutschland GmbH
Original Assignee
Clariant GmbH
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 Clariant GmbH filed Critical Clariant GmbH
Publication of EP1512051A1 publication Critical patent/EP1512051A1/fr
Application granted granted Critical
Publication of EP1512051B1 publication Critical patent/EP1512051B1/fr
Anticipated expiration legal-status Critical
Expired - Fee Related 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
    • G03G9/08775—Natural macromolecular compounds or derivatives thereof
    • G03G9/08782—Waxes
    • 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
    • G03G9/09733—Organic compounds

Definitions

  • the present invention relates to the use of waxy compounds containing aromatic units in photo toners and photo toners containing such compounds.
  • So-called photo toners are usually used in modern copying processes, which consist of resins, pigments, charge control agents and waxes and, if appropriate, flow aids.
  • the powdery photo toners usually initially image the original to be copied on a transfer roller, are transferred from there to the copy paper and then thermally fixed.
  • the waxes contained in the toner as a recipe component promote the release of the photo toner from the fixing roller as a separating and anti-offset agent, act as an adhesion promoter during the transfer to the paper and contribute to the homogeneous distribution of the pigments during the production of the toner as a dispersion aid.
  • waxes such as polyethylene or polypropylene waxes have been used as wax components in photo toners. These waxes do not meet all the requirements of modern, high-speed copying machines.
  • wax components with an improved anti-offset effect, an improved effect with regard to the adhesion of the print to the paper, and further optimized pigment-dispersing properties.
  • EP 0 291 872 A1 describes waxy esters of aromatic alcohols and their use as lubricants for highly transparent thermoplastic materials.
  • waxes of this type achieve a more homogeneous dispersion of the pigment in the production of the toner and in the fixing process, an improved anti-offset effect and increased adhesion of the print to the paper.
  • the invention accordingly relates to the use of waxy compounds of the formula (I)
  • R 1 is the group
  • R 2 is an alkyl radical with 1 to 4 carbon atoms or halogen
  • R 3 is an unbranched alkyl radical with 16 to 36 C atoms and m is 1, 2 or 3 and n is 0 to (6-m).
  • R 1 is preferably the group -CH 2 -0-CO-R 3
  • R 2 is an alkyl radical having 1 to 4 carbon atoms or halogen
  • R 3 is an unbranched alkyl radical with 16 to 36 C atoms and m 1, 2 or 3 and n 0 to (6-m).
  • the invention further relates to photo toners containing at least one pigment component, a resin component and a waxy component containing the aromatic units of the formula (I).
  • waxy compounds of the formula (I) which can be used according to the invention are formed by reacting aromatic compounds of the formula (II)
  • R 1 the group
  • R 2 is an alkyl radical with 1 to 4 carbon atoms or halogen, preferably one
  • R 3 is an unbranched alkyl radical with 16 to 36 carbon atoms, preferably with 26 to
  • R 4 is the group -CH 2 OH or -CH (OH) -CH 2 -OH, preferably -CH 2 OH,
  • Suitable starting compounds of the formula (II) are, for example, benzyl alcohol, o-, m-, p-tolylcarbinol, chlorobenzyl alcohol, bromobenzyl alcohol, 2,4-dimethylbenzyl alcohol, 3,5-dimethylbenzyl alcohol, 3,4,5-trimethylbenzyl alcohol, p-cuminal alcohol, 1 , 2-phthalyl alcohol, 1,3-bis (hydroxymethyl) benzene, 1,4-bis (hydroxymethyl) benzene.
  • a suitable starting compound of the formula (III) is, for example, styrene oxide.
  • Suitable carboxylic acids of the formula (IV) are, for example, arachidic acid,
  • photo toners generally contain resins based on polyesters or styrene-acrylate copolymers.
  • charge control agents which support the transfer of the toner from the photo roller to the paper base, e.g. quaternary ammonium salts for a positive charge and, for example, aluminum azo complexes for a negative charge of the toner powder.
  • quaternary ammonium salts for a positive charge
  • aluminum azo complexes for a negative charge of the toner powder.
  • small amounts of highly disperse silicas can be added to the toner powder.
  • suitable black or color pigments are added to the toners in the thermoplastic mixture.
  • styrene-acrylate resin type CPR 100, manufacturer Mitsui; glass temperature 60 ° C; MFR / 140 ° C 5 g / 10 min
  • a black pigment carbon black of average particle size of 2 ⁇ m; manufacturer: Timcal
  • a charge control agent Copy Charge N4S, manufacturer: Clariant GmbH
  • This mixture was then ground to a toner powder with an average particle size of 12 ⁇ m (100% ⁇ 20 ⁇ m).
  • a silica-based flow agent (type HDK, manufacturer: Wacker) was then added to the toner powder. 5 g of this now free-flowing mixture were mixed with 95 g of iron powder and filled into the reservoir of a copier.
  • Example 1 The procedure was analogous to Example 1. Instead of the benzyl montanate wax used in Example 1, a reaction product of technical montanic acid and styrene oxide which can be used according to the invention was used here (acid number 18 mg KOH / g, dropping point 76 ° C.). At the same time, the pigment content was reduced by 25%. Otherwise, the procedure was as in Example 1. The prints showed the same color depth as a standard tested in parallel according to Example 1 without wax. This shows that more effective pigment dispersion is achieved through the addition of wax.

Landscapes

  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Developing Agents For Electrophotography (AREA)

Abstract

L'invention concerne l'utilisation de composés de type cire de formule (I) dans des toners d'impression. Dans la formule (I), R1 représente le groupe -CH2-O-CO-R3 ou -CH(OH)-CH2-O-CO-R3, R2 un groupe alkyle comprenant 1 à 4 atomes de carbone ou un halogène et R3 un groupe alkyle non ramifié comprenant 16 à 36 atomes de carbone, m est égal à 1, 2 ou 3 et n est un nombre entier compris entre 0 et (6-m). L'invention concerne également des toners d'impression correspondants.
EP03755126A 2002-05-29 2003-05-20 Utilisation de composes de type cire dans des toners d'impression Expired - Fee Related EP1512051B1 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE10223785 2002-05-29
DE10223785A DE10223785B4 (de) 2002-05-29 2002-05-29 Verwendung von wachsartigen Verbindungen in Fototonern
PCT/EP2003/005448 WO2003100526A1 (fr) 2002-05-29 2003-05-20 Utilisation de composes de type cire dans des toners d'impression

Publications (2)

Publication Number Publication Date
EP1512051A1 true EP1512051A1 (fr) 2005-03-09
EP1512051B1 EP1512051B1 (fr) 2005-11-30

Family

ID=29557368

Family Applications (1)

Application Number Title Priority Date Filing Date
EP03755126A Expired - Fee Related EP1512051B1 (fr) 2002-05-29 2003-05-20 Utilisation de composes de type cire dans des toners d'impression

Country Status (6)

Country Link
US (1) US7276321B2 (fr)
EP (1) EP1512051B1 (fr)
JP (1) JP4121999B2 (fr)
DE (2) DE10223785B4 (fr)
ES (1) ES2253700T3 (fr)
WO (1) WO2003100526A1 (fr)

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3716723A1 (de) * 1987-05-19 1988-12-01 Hoechst Ag Wachsartige verbindungen aromatischer alkohole, ihre herstellung und verwendung
SG49550A1 (en) 1994-05-31 1998-06-15 Canon Kk Toner for developing electrostatic images and image forming method
US5747213A (en) * 1995-05-31 1998-05-05 Canon Kabushiki Kaisha Image forming method and heat fixing method using a toner including a wax
JP3825922B2 (ja) 1997-08-29 2006-09-27 キヤノン株式会社 静電荷像現像用トナー及び画像形成方法
WO2001006321A1 (fr) 1999-07-15 2001-01-25 Fujitsu Limited Poudre imprimante pour electrophotographie et procede de formation d'images
US6492084B2 (en) 2000-05-01 2002-12-10 Ricoh Company, Ltd. Toner for use in electrophotography and image formation method using the toner
US6653039B2 (en) 2001-04-27 2003-11-25 Ricoh Company Limited Toner, and electrophotographic image forming method and apparatus using the toner
EP1280013B1 (fr) 2001-07-23 2008-10-15 Ricoh Company, Ltd. Révélateur sans huile

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO03100526A1 *

Also Published As

Publication number Publication date
US7276321B2 (en) 2007-10-02
WO2003100526A1 (fr) 2003-12-04
ES2253700T3 (es) 2006-06-01
DE10223785B4 (de) 2006-03-23
DE10223785A1 (de) 2003-12-18
DE50301813D1 (de) 2006-01-05
JP4121999B2 (ja) 2008-07-23
US20050147907A1 (en) 2005-07-07
EP1512051B1 (fr) 2005-11-30
JP2005534949A (ja) 2005-11-17

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