EP0201725A2 - Matériel d'enregistrement pour l'électrophotographie - Google Patents

Matériel d'enregistrement pour l'électrophotographie Download PDF

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Publication number
EP0201725A2
EP0201725A2 EP86104860A EP86104860A EP0201725A2 EP 0201725 A2 EP0201725 A2 EP 0201725A2 EP 86104860 A EP86104860 A EP 86104860A EP 86104860 A EP86104860 A EP 86104860A EP 0201725 A2 EP0201725 A2 EP 0201725A2
Authority
EP
European Patent Office
Prior art keywords
recording material
material according
photoconductive layer
photoconductor
sensitizing dye
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
EP86104860A
Other languages
German (de)
English (en)
Other versions
EP0201725B1 (fr
EP0201725A3 (en
Inventor
Werner Dr. Dipl.-Chem. Franke
Richard Brahm
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.)
Hoechst AG
Original Assignee
Hoechst AG
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 Hoechst AG filed Critical Hoechst AG
Publication of EP0201725A2 publication Critical patent/EP0201725A2/fr
Publication of EP0201725A3 publication Critical patent/EP0201725A3/de
Application granted granted Critical
Publication of EP0201725B1 publication Critical patent/EP0201725B1/fr
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Classifications

    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
    • G03G5/00—Recording-members for original recording by exposure, e.g. to light, to heat or to electrons; Manufacture thereof; Selection of materials therefor
    • G03G5/02—Charge-receiving layers
    • G03G5/04—Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor
    • G03G5/06—Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor characterised by the photoconductive material being organic
    • G03G5/0664—Dyes
    • G03G5/0666—Dyes containing a methine or polymethine group
    • G03G5/0668—Dyes containing a methine or polymethine group containing only one methine or polymethine group
    • G03G5/067—Dyes containing a methine or polymethine group containing only one methine or polymethine group containing hetero rings

Definitions

  • the present invention relates to an electrophotographic recording material consisting of an electrically conductive support and at least one photoconductive layer containing organic photoconductor, sensitizer dye, binder and conventional additives.
  • photoconductors for electrophotographic reproduction which are sensitive to radiation down to the short-wave visible part of the spectrum and whose radiation sensitivity in the visible part of the spectrum can be expanded by adding one or more sensitizing dyes which transmit longer-wave energy to transmit the energy Light are enabled on the photoconductor.
  • panchromatic sensitizations have advantages in that the light sources used in reproduction technology with a high proportion of red are better used. In practice, this means shorter exposure times and thus time and energy savings. One can, also because of the improved Sensitivities, reduce the proportion of photoconductor in the photoconductive layer.
  • the disadvantage of such a continuous sensitization is that the material cannot be processed under physiologically favorable, bright darkroom light.
  • the present invention was based on the object of electrophotographic recording material with organic photoconductor into the near infrared using a sensitizer whose sensitization maximum is longer than about 620 nm, especially for light sources which emit in the near infrared or / and in the border region of the visible region to infrared. sensitize in such a way that it is also possible to process the recording material in bright darkroom light, for example yellow or green light, without damage.
  • n 2 or 3
  • X - mean a monovalent anion.
  • chloride, bromide or iodide are suitable as anions.
  • the photoconductive layer preferably contains a cyanine dye with a sensitization maximum between 650 and 840 nm. These include in particular the penta- and the heptamethine cyanine.
  • the curve shows corresponding sensitization spectrograms, which are obtained by exposure to a high-pressure xenon lamp through an interference filter with a linear stepless gray wedge.
  • FIGS. 2 and 3 show that the sensitization of the dyes is also significantly longer-wavelength than their absorption in ethanol.
  • the sensitization according to the invention it is possible to provide a recording material which is dark chamber-safe for green and / or yellow light and which has a sensitization with a maximum in the range between 650 and 840 nm and, because of its sensitization reaching into the infrared, good utilization of the Allows light emission from light sources that emit mainly or selectively in the near infrared or into the near infrared, such as III / V LED diodes, lasers or incandescent lamps.
  • the residual color of the photoconductive layer is also significantly less than when using appropriate triphenylmethane dyes.
  • the awareness gap also results in the; Possibility, for example in the case of printed circuits, to use the mounting of a printed circuit on a signature with a red marking as a template. These marks are not shown. At the same time, you can work in green-yellow darkroom light.
  • the sensitizing dyes according to the invention are prepared by the procedures customary in the chemistry of the sensitizing dyes for silver halide emulsions and known to the person skilled in the art (A. Claisen, B. 36, 3667 (1903) or GB-PS 354.826).
  • the concentration of the sensitizing dye according to the invention depends on the photoconductor used in the individual case, the desired effect and also on the sensitizing dyes used themselves. Usually from about 0.05 to about 3 percent by weight, based on the weight of the photoconductor, is added.
  • the photoconductive layer with charge-generating connection and charge-transporting compound manure can be in either a single or a double layer arrangement.
  • the single-layer arrangement is preferred.
  • Oxazole derivatives such as 2-vinyl-4- (2'-chlorophenyl) -5- (4'-diethyl-) are preferably used as organic photoconductors.
  • polyester resins such as mixed polyesters of iso- and terephthalic acid with glycol, or silicone resins, such as three-dimensionally crosslinked phenylmethylsiloxanes, or so-called reaction resins, as are known under the name DD lacquers, are suitable.
  • Polycarbonate resins can also be used well.
  • Recording material according to the invention for the production of printing forms are particularly suitable binders which are soluble in aqueous or alcoholic solvent systems, optionally with the addition of acid or alkali.
  • Alkali-soluble binders are preferably used.
  • Suitable binders are then high molecular weight substances which carry alkali-solubilizing groups, such as acid anhydride, carboxyl, phenol, sulfonic acid, sulfonamide or sulfonimide groups.
  • Copolymers with anhydride groups can be used with particularly good success, since the lack of free acid groups means that the dark conductivity of the photoconductive layer is low despite good alkali solubility.
  • the preferred alkali-soluble binders include styrene / maleic anhydride copolymers, acrylic or methacrylic acid-containing copolymers, such as hexyl methacrylate / methacrylic acid / styrene copolymer, or phenolic resin alone or in a mixture.
  • the supports of the recording material can be flat or cylindrical and, in a known manner, consist of a metal plate, a metal foil, of metallized papers or of papers or foils which are coated with an electrically conductive plastic or other conductive inorganic or organic substances.
  • the layer support is preferably formed from a metal base or a metallized film.
  • toner images can be produced on the recording material according to the invention, but it is also possible to transfer either the charge image produced or the toner image to an image-receiving material.
  • the electrophotographic recording material can contain leveling agents and plasticizers as conventional additives in the photoconductive layer and / or adhesion promoters between the support and the photoconductive layer.
  • a printing plate for offset printing was produced from this recording material in the following manner.
  • the photoconductive layer was charged to -430 V in the dark using a corona.
  • the exposure was carried out with a repro camera at aperture 14 for ten seconds, using 10 MH lamps of 600 W power each as the light source.
  • the latent charge image formed was developed with a commercially available dry toner using a magnetic roller and the toner image was fixed by heat.
  • the layer was charged with a corona to approximately -450 V and exposed in a repro camera with 8 autophot lamps of 500 watts each for 250 seconds.
  • the assembly of a printed circuit on a served as a template; Sign sheet with red markings and orientation lines. The markings on the copied film were not reproduced due to the light sensitivity of the photoconductor layer in this spectral region.
  • 7.5 g of a copolymer of styrene and maleic anhydride were added to a solution of 75 mg of the sensitizing dye of the formula 1 in 90 g of a solvent mixture consisting of 140 g of tetrahydrofuran, 40 g of butyl acetate and 90 g of methyl glycol (SCRIPSET R 540, Monsanto, USA) slowly added with stirring at room temperature, stirred for 15 minutes. Then 15 g of the photoconductor 2,5-bis- (4'-diethylaminophenyl) -1,3,4-oxdiazole were added.
  • the coating solution was then spun onto a surface-brushed aluminum support to a dry layer weight of about 5 g / m 2 and further processed in the usual manner as described in Example 1.
  • the material could be processed in green darkroom light.
  • the solutions were poured onto brushed aluminum sheets, so that after drying layers of a thickness of approx. 6 g / m 2 .
  • the photoconductor layers in the dark were negatively charged under a corona and exposed through a spectral filter.

Landscapes

  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Photoreceptors In Electrophotography (AREA)
EP86104860A 1985-04-17 1986-04-09 Matériel d'enregistrement pour l'électrophotographie Expired - Lifetime EP0201725B1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19853513747 DE3513747A1 (de) 1985-04-17 1985-04-17 Elektrophotographisches aufzeichnungsmaterial
DE3513747 1985-04-17

Publications (3)

Publication Number Publication Date
EP0201725A2 true EP0201725A2 (fr) 1986-11-20
EP0201725A3 EP0201725A3 (en) 1988-08-03
EP0201725B1 EP0201725B1 (fr) 1992-03-18

Family

ID=6268278

Family Applications (1)

Application Number Title Priority Date Filing Date
EP86104860A Expired - Lifetime EP0201725B1 (fr) 1985-04-17 1986-04-09 Matériel d'enregistrement pour l'électrophotographie

Country Status (4)

Country Link
US (1) US4681827A (fr)
EP (1) EP0201725B1 (fr)
JP (1) JPS61241764A (fr)
DE (2) DE3513747A1 (fr)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0292322A3 (en) * 1987-05-22 1990-02-07 Minnesota Mining And Manufacturing Company Dyes suitable for sensitization of photoconductive systems
WO1992011581A1 (fr) * 1990-12-21 1992-07-09 Eastman Kodak Company Imagerie photo-electrographique au moyen de colorants de sensibilisation a l'infrarouge proche

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH0823707B2 (ja) * 1987-04-22 1996-03-06 富士写真フイルム株式会社 スキヤンニング露光工程を含む画像形成方法
JP2589376B2 (ja) * 1989-06-13 1997-03-12 三田工業株式会社 感光性トナー
US5256510A (en) * 1990-12-21 1993-10-26 Eastman Kodak Company Photoelectrographic imaging with near-infrared sensitizing dyes
US5288582A (en) * 1991-07-29 1994-02-22 Eastman Kodak Company Photoelectrographic method for printing
US5240800A (en) * 1991-07-29 1993-08-31 Eastman Kodak Company Near-infrared radiation sensitive photoelectrographic master and imaging method
JPH0566597A (ja) * 1991-09-09 1993-03-19 Oji Paper Co Ltd レーザー光用電子写真平版印刷版材料
US5403686A (en) * 1993-09-27 1995-04-04 Eastman Kodak Company Electrophotographic element and imaging method exhibiting reduced incidence of laser interference patterns

Family Cites Families (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB354826A (en) * 1930-05-15 1931-08-17 Frances Mary Hamer Improvements in or relating to the manufacture of dyes
NL99369C (fr) * 1956-06-04
LU35237A1 (fr) * 1956-06-27
NL242505A (fr) * 1958-08-20
DE1447907A1 (de) * 1964-01-11 1968-12-05 Kalle Ag Elektrophotographischer Mehrfarbendruck
ZA6807938B (fr) * 1967-12-04
GB1282423A (en) * 1968-12-16 1972-07-19 Agfa Gevaert Spectral sensitization of photoconductive compositions
DE2214055A1 (de) * 1972-03-23 1973-09-27 Agfa Gevaert Ag Sensibilisierte elektrophotographische schichten
US4066453A (en) * 1973-05-02 1978-01-03 Hoechst Aktiengesellschaft Process for the preparation of printing forms
DE2353639C2 (de) * 1973-10-26 1983-08-04 Hoechst Ag, 6230 Frankfurt Elektrophotographisches Aufzeichnungsmaterial
AU507694B2 (en) * 1975-06-14 1980-02-21 Hoechst Aktiengesellschaft Electrophotographic reproduction
JPS54121741A (en) * 1978-03-14 1979-09-21 Fuji Xerox Co Ltd Photosensitive material for electrophotography
DE2817428A1 (de) * 1978-04-21 1979-10-31 Hoechst Ag Material fuer elektrophotographische reproduktion
US4418135A (en) * 1982-09-22 1983-11-29 Allied Corporation Thermally-stable, infrared-sensitive zinc oxide electrophotographic compositions element and process
ZA839316B (en) * 1982-12-16 1984-08-29 Vickers Plc Photoconductive compositions
JPS59216146A (ja) * 1983-05-24 1984-12-06 Sony Corp 電子写真用感光材料

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0292322A3 (en) * 1987-05-22 1990-02-07 Minnesota Mining And Manufacturing Company Dyes suitable for sensitization of photoconductive systems
WO1992011581A1 (fr) * 1990-12-21 1992-07-09 Eastman Kodak Company Imagerie photo-electrographique au moyen de colorants de sensibilisation a l'infrarouge proche

Also Published As

Publication number Publication date
JPS61241764A (ja) 1986-10-28
EP0201725B1 (fr) 1992-03-18
DE3513747A1 (de) 1986-10-23
DE3684357D1 (de) 1992-04-23
US4681827A (en) 1987-07-21
EP0201725A3 (en) 1988-08-03

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