WO1996003678A1 - Revelateur liquide servant a developper une image a charge electrostatique - Google Patents

Revelateur liquide servant a developper une image a charge electrostatique Download PDF

Info

Publication number
WO1996003678A1
WO1996003678A1 PCT/NL1995/000256 NL9500256W WO9603678A1 WO 1996003678 A1 WO1996003678 A1 WO 1996003678A1 NL 9500256 W NL9500256 W NL 9500256W WO 9603678 A1 WO9603678 A1 WO 9603678A1
Authority
WO
WIPO (PCT)
Prior art keywords
liquid developer
toner
liquid
carboxyl groups
resin containing
Prior art date
Application number
PCT/NL1995/000256
Other languages
English (en)
Inventor
Benzion Landa
Peretz Ben-Avraham
Arata Takagi
Original Assignee
Indigo N.V.
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 Indigo N.V. filed Critical Indigo N.V.
Priority to AU35792/95A priority Critical patent/AU3579295A/en
Publication of WO1996003678A1 publication Critical patent/WO1996003678A1/fr

Links

Classifications

    • 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
    • G03G13/10—Developing using a liquid developer, e.g. liquid suspension
    • 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
    • G03G9/12—Developers with toner particles in liquid developer mixtures
    • G03G9/13—Developers with toner particles in liquid developer mixtures characterised by polymer components
    • G03G9/131—Developers with toner particles in liquid developer mixtures characterised by polymer components obtained by reactions only involving carbon-to-carbon unsaturated bonds

Definitions

  • the liquid developer comprises toner particles dispersed in an electrically insulating organic liquid.
  • the toner particle comprises a pigment, a resin and other additives because of the necessity for coloring property, chargeability, fixing property and dispersion stability.
  • the toner particles are charged and, during development of latent electrostatic images, they are attracted to image portions of the latent images.
  • adhesion is less problematic for porous paper substrates, adhesion to less liquid permeable coated paper, plastic film and, further, metal plate may cause more of a problem of adhesion.
  • SUBSTTTUTV SHUT (RULE 2 ⁇ ) liquid toner for electrostatic charge development, for example, the coated paper or plastic film.
  • liquid toners utilizing a blend of polymers as the major component of toner particles contained in the liquid toner are described.
  • the toner materials which are disclosed are acid modified ethylene vinyl acetate terpolymers (ELVAX) and ionomer materials (Surlyns), which are metal salts of an olefinic resin containing carboxyl groups.
  • ELVAX acid modified ethylene vinyl acetate terpolymers
  • ionomer materials Purlyns
  • These blends are described as having a desirable viscosity at a low fusing temperature, which is related to the blend, and a relatively high abrasion resistance caused by the presence of the metal salts of an olefinic resin containing carboxyl groups. Images formed from these materials also have a high peel resistance.
  • U.S. Patent 5,308,729 describes a liquid toner including particles made up of about 60% of an olefinic resin containing carboxyl groups ( Nucrel ) and 40% ionomer having a similar structure. While there is no mention of any special abrasion or peel resistant properties of the toner, the need for a sufficient "fuse grade" defined as resistance to abrasion, etc. , is mentioned in the patent.
  • Surlyns as base materials is known in the art. However, use of such materials by themselves is limited since the Surlyns are hard and difficult to grind, even in the presence of carrier liquid. Nucrel materials are routinely used as the polymer for toner particles. However, such materials have abrasion resistance which may not be sufficient for certain applications.
  • the present invention is directed to a blend of toner polymers including a blend of an olefinic resin containing carboxyl groups and a metal salt of an olefinic resin containing carboxyl groups.
  • images produced from liquid toners having toner particles based on such blends have an abrasion resistance which is greater than that of toners based on the olefinic resin itself.
  • substantial improvement in abrasion resistance is still achieved for relatively low percentages of metal salts of olefinic resins containing carboxyl groups, such as between about 15 and about 30 percent. Toners with lower percentages of the metal salts grind more easily than those with higher percentages.
  • the present invention concerns an improvement for adhesion with a material to be printed by using a liquid toner for electrostatic charge development applied to visualization of electrostatic latent images.
  • Adhesion of the toner to the material to be printed, particularly, coated paper, plastic film, metal film or the like having a low permeability for the toner material of the liquid toner for electrostatic charge development can be improved remarkably, by using a liquid toner for electrostatic charge development comprising, as the main component of the liquid toner for electrostatic charge development, a blend of an olefinic resin containing carboxyl groups and a metal salt of an olefinic resin containing carboxylic groups.
  • the olefinic resin containing carboxyl groups used in the present invention can be one of the many resins used in the toner art, for example, ethylene methacrylic acid copolymer, ethylene ethylacrylate copolymer, ethylene maleic acid copolymer, and the like.
  • the metal salt of the olefinic resin containing carboxyl groups used in the invention includes the group of resins generally referred to as ionomer resins. Typical examples include, for example, Na salt, Zn salt and Ca salt of ethylene methacrylic acid copolymer. Further, those having VICAT softening point of the resin within a range from 50 to 100 ⁇ C are especially useful in liquid toners for electrostatic charge development.
  • the olefinic resin containing the carboxyl groups provides adhesion to some extent when used alone, adhesion improvement is obtained when it is used in admixture with about 15% by weight to about 30% by weight of the metal salt of the olefinic resin containing the carboxyl groups based on the entire content of the constituent resin. Lower percentages of the salt, as for example between 5% and 15%, also give improved adhesion.
  • the other components of the toner particles and colorants such as pigments or dyes, and other materials as known in the art can be used.
  • the liquid toner used in the present invention can be manufactured by any of the methods known in the art such as, for example, dispersing the toner material and carrier liquid at an elevated temperature at which the resins are solvated by the carrier liquid, cooling the resultant material while stirring is continued, adding a further amount of carrier liquid and grinding the resultant mixture in an alingerer until particles having an average size of 1 to 3 microns is achieved. Applicable methods are described, for example in US Patent 5,192,638, the disclosure of which is incorporated herein by reference.
  • a charge director is generally added to the liquid developer used in the present invention to promote charging of the toner particles.
  • charge director all of the known charge directors can be used, for example: metal salts of fatty acid, such as naphthenic acid, octenic acid, oleic acid, stearic acid and lauric acid, metal salts of sulfosuccin c acid ester, oil-soluble metal sulfonate as described in Japanese Patent Publication JP-B- 45000556, metal salts of abietinic acid, or hydrogenated abietinic acid as described in Japanese patent Publication JP-B- 48025666, Ca salt of alkyl benzene sulfonic acid as described in Japanese Patent JP-B-55002620, nonionic surface active agent such as metal aromatic carboxylate or sulfonate, and polyxyethylated alkyl amine as described in Japanese Patent Laid-Open JP-A- 52107837, oils and fats such as lecithin and linseed oil, polyvinyl pyrrolidone and
  • the materials to be printed used in the present invention have no particular restriction and they include, for example, common paper, coated paper and art paper in the case of paper, and film or sheet such as of polyethylene terephthalate (PET), polypropylene, polystyrene and nylon in a case of plastic film as the object thereof. Further, the material to be printed also includes metal plate or metal sheet such as of aluminum or iron.
  • Parts represent “parts by weight” and “%” represents “% by weight”, respectively.
  • Example 1 The following mixture is dispersed by heating and stirring as described above:
  • Isopar H manufactured by Exxon Co.
  • the mixture is ground for 20 hours in an alingerer to obtain a concentrated liquid developer.
  • Isopar H is added to dilute the concentrate to a liquid developer (printer) having 1.5% solid content.
  • a liquid developer for evaluation of images is prepared by adding 0.2 parts of zirconium octylate (a charge director) to 1000 parts of this liquid developer. When this is used as the
  • the reflection density in a solid area of the resultant images on common paper when measured by a reflection densitometer is about 1.25 without background staining.
  • a cellophane tape manufactured by Nichiban was placed onto a solid portion of the image, rubbed five times with a finger and removed (peeled off) from the paper.
  • the ground mixture is diluted and charged as described above with respect to Example 1.
  • the reflection density is about 1.30.
  • the cellophane peeling test gives a quality of 4.
  • Example 4 The following mixture is dispersed by heating and stirring as described above, except that the following materials were used:
  • the ground mixture is diluted and charged as described above with respect to Example 1.
  • the reflection density is about 1.35.
  • the cellophane peeling test gives a quality of 4.
  • the reflection density is about 1.38.
  • the cellophane peeling test gives a quality of 2.

Landscapes

  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Liquid Developers In Electrophotography (AREA)

Abstract

Toner liquide servant à développer une image à charge électrostatique et comprenant des particules de toner et un véhicule liquide. Les particules de toner sont composées d'une résine oléfinique contenant des groupes carboxyle et d'un sel de métal d'une résine oléfinique contenant des groupes carboxyle. Le sel de métal de la résine oléfinique contenant des groupes carboxyle constitue 5 à 35 % en poids de la totalité de la résine des particules.
PCT/NL1995/000256 1994-07-22 1995-07-24 Revelateur liquide servant a developper une image a charge electrostatique WO1996003678A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU35792/95A AU3579295A (en) 1994-07-22 1995-07-24 Liquid developer for electrostatic charge image development

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP6170506A JPH0836277A (ja) 1994-07-22 1994-07-22 静電荷現像用液体トナー
JP6/170506 1994-07-22

Publications (1)

Publication Number Publication Date
WO1996003678A1 true WO1996003678A1 (fr) 1996-02-08

Family

ID=15906222

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/NL1995/000256 WO1996003678A1 (fr) 1994-07-22 1995-07-24 Revelateur liquide servant a developper une image a charge electrostatique

Country Status (3)

Country Link
JP (1) JPH0836277A (fr)
AU (1) AU3579295A (fr)
WO (1) WO1996003678A1 (fr)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE19654066A1 (de) * 1996-12-23 1998-06-25 Heidelberger Druckmasch Ag Elektrografischer Toner, Übertragungsverfahren und Entwicklungsvorrichtung dafür
EP2173822A2 (fr) * 2007-07-26 2010-04-14 Hewlett-Packard Development Company, L.P. Formulations d'encre et procédés de fabrication de formulations d'encre
US8076049B2 (en) 2007-07-17 2011-12-13 Seiko Epson Corporation Liquid developer and image forming apparatus
US8329372B2 (en) 2006-07-14 2012-12-11 Seiko Epson Corporation Liquid developer, method of preparing liquid developer, and image forming apparatus

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP4940697B2 (ja) * 2006-02-24 2012-05-30 セイコーエプソン株式会社 液体現像剤の製造方法および液体現像剤
US7608376B2 (en) 2006-02-24 2009-10-27 Seiko Epson Corporation Method of manufacturing liquid developer, liquid developer, and image forming apparatus
JP4940700B2 (ja) * 2006-02-27 2012-05-30 セイコーエプソン株式会社 液体現像剤の製造方法、液体現像剤および画像形成装置
US7629101B2 (en) 2006-02-27 2009-12-08 Seiko Epson Corporation Liquid developer, method of manufacturing liquid developer, and image forming apparatus
JP4940699B2 (ja) * 2006-02-27 2012-05-30 セイコーエプソン株式会社 液体現像剤、液体現像剤の製造方法および画像形成装置
JP6774156B2 (ja) * 2016-10-17 2020-10-21 花王株式会社 液体現像剤
JP7321861B2 (ja) * 2019-09-26 2023-08-07 キヤノン株式会社 液体現像剤

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1992017823A1 (fr) * 1991-03-28 1992-10-15 Spectrum Sciences B.V. Melanges de polymeres
US5308729A (en) * 1992-04-30 1994-05-03 Lexmark International, Inc. Electrophotographic liquid developer with charge director

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1992017823A1 (fr) * 1991-03-28 1992-10-15 Spectrum Sciences B.V. Melanges de polymeres
US5308729A (en) * 1992-04-30 1994-05-03 Lexmark International, Inc. Electrophotographic liquid developer with charge director

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE19654066A1 (de) * 1996-12-23 1998-06-25 Heidelberger Druckmasch Ag Elektrografischer Toner, Übertragungsverfahren und Entwicklungsvorrichtung dafür
US6190817B1 (en) 1996-12-23 2001-02-20 Heidelberger Druckmaschinen Ag Electrographic toner, transfer process and development process for the same
US8329372B2 (en) 2006-07-14 2012-12-11 Seiko Epson Corporation Liquid developer, method of preparing liquid developer, and image forming apparatus
US8076049B2 (en) 2007-07-17 2011-12-13 Seiko Epson Corporation Liquid developer and image forming apparatus
EP2173822A2 (fr) * 2007-07-26 2010-04-14 Hewlett-Packard Development Company, L.P. Formulations d'encre et procédés de fabrication de formulations d'encre
EP2173822A4 (fr) * 2007-07-26 2013-07-03 Hewlett Packard Development Co Formulations d'encre et procédés de fabrication de formulations d'encre

Also Published As

Publication number Publication date
AU3579295A (en) 1996-02-22
JPH0836277A (ja) 1996-02-06

Similar Documents

Publication Publication Date Title
US5030535A (en) Liquid developer compositions containing polyolefin resins
US5045425A (en) Electrophotographic liquid developer composition and novel charge directors for use therein
EP1285952B1 (fr) Encres liquides qui comprennent des plastisols stabilisantes
EP0247369B1 (fr) Savon métallique comme adjuvant pour développateurs électrostatiques liquides
US5306591A (en) Liquid developer compositions having an imine metal complex
EP0822461B1 (fr) Agent de développement liquide comprenant du cyclodextrine
US4659640A (en) Self-fixing liquid electrographic developers containing polyester toners and dispersed wax and processes for using the same
EP0712507B1 (fr) Particules de toner a aptitude modifiee a etre chargees
EP0485391B1 (fr) Compositions electrophotographiques de toner et de revelateur, et procedes de reproduction couleur les utilisant
WO1996003678A1 (fr) Revelateur liquide servant a developper une image a charge electrostatique
US4897332A (en) Charge control agent combination of lecithin and pyrrolidone polymer for liquid toner and methods of use
US4740444A (en) Process for preparation of electrostatic liquid developing using metallic soap as adjuvant
US4859559A (en) Hydroxycarboxylic acids as adjuvants for negative liquid electrostatic developers
US5240806A (en) Liquid colored toner compositions and their use in contact and gap electrostatic transfer processes
US5069995A (en) Stain elimination in consecutive color toning
EP0823672B1 (fr) Compositions de développement
US5521046A (en) Liquid colored toner compositions with fumed silica
US5200289A (en) Charge control agent combination for a liquid toner
AU600617B2 (en) Monofunctional amines as adjuvant for liquid electrostatic developers
US4816370A (en) Developer compositions with stabilizers to enable flocculation
EP0292898B1 (fr) Polyamines comme adjuvants pour développateurs électrostatiques liquides
US4822710A (en) Liquid developer compositions
US7189484B2 (en) Reduced light scattering in projected images formed from electrographic toners
US6335136B1 (en) Developer compositions and processes
US5604075A (en) Liquid developer compositions and processes

Legal Events

Date Code Title Description
AK Designated states

Kind code of ref document: A1

Designated state(s): AM AT AU BB BG BR BY CA CH CN CZ DE DK EE ES FI GB GE HU IS JP KE KG KP KR KZ LK LR LT LU LV MD MG MN MW MX NO NZ PL PT RO RU SD SE SG SI SK TJ TM TT UA UG US UZ VN

AL Designated countries for regional patents

Kind code of ref document: A1

Designated state(s): KE MW SD SZ UG AT BE CH DE DK ES FR GB GR IE IT LU MC NL PT SE BF BJ CF CG CI CM GA GN ML MR NE SN TD TG

DFPE Request for preliminary examination filed prior to expiration of 19th month from priority date (pct application filed before 20040101)
121 Ep: the epo has been informed by wipo that ep was designated in this application
REG Reference to national code

Ref country code: DE

Ref legal event code: 8642

122 Ep: pct application non-entry in european phase
NENP Non-entry into the national phase

Ref country code: CA