EP0066215B1 - Matériau d'enregistrement électrophotographique et procédé pour sa production - Google Patents
Matériau d'enregistrement électrophotographique et procédé pour sa production Download PDFInfo
- Publication number
- EP0066215B1 EP0066215B1 EP82104453A EP82104453A EP0066215B1 EP 0066215 B1 EP0066215 B1 EP 0066215B1 EP 82104453 A EP82104453 A EP 82104453A EP 82104453 A EP82104453 A EP 82104453A EP 0066215 B1 EP0066215 B1 EP 0066215B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- protective layer
- recording material
- acrylated
- layer
- auxiliary support
- 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.)
- Expired
Links
Images
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, to electrons; Manufacture thereof; Selection of materials therefor
- G03G5/14—Inert intermediate or cover layers for charge-receiving layers
- G03G5/147—Cover layers
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S430/00—Radiation imagery chemistry: process, composition, or product thereof
- Y10S430/001—Electric or magnetic imagery, e.g., xerography, electrography, magnetography, etc. Process, composition, or product
- Y10S430/10—Donor-acceptor complex photoconductor
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S430/00—Radiation imagery chemistry: process, composition, or product thereof
- Y10S430/162—Protective or antiabrasion layer
Definitions
- the invention relates to an electrophotographic recording material composed of an electrically conductive layer support, optionally an insulating intermediate layer, a photoconductive system composed of at least one layer of organic materials with a charge-generating compound and charge-transporting compound and a radiation-hardened transparent protective layer, and a process for its production.
- photoconductor layers with an additional cover layer.
- electrophotographic recording materials European patent application No. 0 046 958 which have a photoconductor layer based on organic or inorganic substances on an electrically conductive support, over which a protective layer made of radiation-hardened, crosslinked polyester is arranged.
- a disadvantage of these recording materials is that they consist, for example, as a photoconductor layer of less flexible layers containing selenium or selenium, in which hardening exposure to UV radiation can even cause an undesired gradual change in modification, or that photoconductor layers are used which are generally less sensitive photoconductor systems represent and be affected by the applied top layer in their photoconductor properties.
- a recording material which has a protective layer made of a surface-abrasion-resistant binder made of polyurethane resin, polycarbonate resin, phenoxy resin, polyacrylate or methacrylate resin or a wide variety of polyisocyanate and hydroxyl-containing acrylate or epoxy resins.
- the binders used are both non-crosslinking, thermally postcrosslinking or self-crosslinking.
- the protective layers are applied to the photoconductor layer by coating, dipping or, if appropriate, by electrostatic spraying with subsequent drying and, if appropriate, curing. This requires solvents which on the one hand dissolve the substances to be applied well, but which do not attack or dissolve the substances in the respective photoconductor layer.
- the photoconductor layer located under the protective layer is dissolved to different extents and the photoconductor properties can be adversely affected thereby.
- an electrophotographic recording material comprising an electrically conductive substrate, optionally an insulating intermediate layer, a photoconductive system composed of at least one layer of organic materials with a charge-generating compound and charge-transporting compound and a radiation-hardened, transparent protective layer, which is characterized in that the protective layer applied to the surface of the photoconductive system by means of a removable intermediate carrier consists of acrylated binder which is hardened by irradiation with ultraviolet light.
- the protective layer preferably contains acrylated polyurethane, acrylated polyester or acrylated epoxy resin as the acrylated binder. Acrylated polyurethane is very particularly preferred.
- the protective layer also contains reactive thinner and photoinitiator and is 0.1 to 10 ⁇ m thick.
- the recording material according to the invention is produced by applying to the surface of the photoconductive system a protective layer located on an intermediate support and consisting of acrylated binder, hardening the protective layer by irradiation with ultraviolet light and removing the intermediate support. It is preferably applied by lamination at 40-80 ° C and under roller pressure. The removal of the intermediate carrier can follow the UV radiation or at a later point in time, for example shortly before use of the electrophotographic recording material.
- FIGS. 1 to 5 The recording material according to the invention and the method for producing the same are shown schematically by the attached FIGS. 1 to 5.
- the photoconductive system 2 can in principle be present on the layer support 1 as a single layer, as is indicated in FIG. 1b.
- Position 3 indicates the protective layer according to the invention, which is located on the intermediate carrier 4 (FIG. 1a).
- FIG. 2 indicates the lamination process that takes place, for example, between two rollers 5, bringing together the electrophotographic recording material 1, 2 and the protective layer 3 located on the intermediate carrier 4.
- FIG. 3 shows the irradiation 6 with ultraviolet light of the material provided with the protective layer and intermediate carrier.
- FIG. 4 shows the removal of the intermediate carrier 4 from the recording material produced according to the invention.
- FIG. 5 shows electrophotographic recording material produced in accordance with the invention in drum form with an intermediate carrier, which has a tab 7 for pulling off the intermediate carrier 4.
- Suitable surface-abrasion-resistant, curable acrylated binders for the protective layer 3, which also prevent filming by toner, are, according to the invention, acrylated polymers, for example modified urethanes, acrylated polyesters, epoxies and oligomers based on oil.
- the acrylate functionality justifies the favorable reactivity under UV radiation.
- Acrylated polyurethanes are particularly characterized by their high resistance to abrasion and chemicals.
- UV-crosslinking organic prepolymers, in particular reactive resins based on an acrylated polyurethane for example VPS 1748, from Degussa
- Prepolymers for example acrylated polyesters or epoxides with isocyanates, can also be used as reactive resins.
- these prepolymers are too viscous for processing.
- solvents for example tetrahydrofuran, especially reactive diluents
- the viscosity values can be significantly reduced in order to achieve protective layers in the thickness range from 0.1 to 10 J.Lm, preferably 0.1 to 5 J.Lm.
- Suitable monomers n- or isobutyl acrylate, 2-ethylhexyl acrylate, N-vinylpyrrolidone, isodecyl acrylate and phenoxyethyl acrylate are suitable as diluents.
- Formulations with crosslinking agents such as 1,4-butanediol, 1,6-hexanediol diacrylate or especially trimethylolpropane or pentaerythritol tri (tetra) acrylate (TMPTA or PETA) are preferred.
- Photoinitiators such as benzoin ether derivatives, thioxanthones and their derivatives, and also benzophenones, for example Michler's ketone and acetophenone derivatives, are used to trigger the curing process in ultraviolet light.
- benzoin ether derivatives thioxanthones and their derivatives
- benzophenones for example Michler's ketone and acetophenone derivatives
- Photoinitiators such as benzoin ether derivatives, thioxanthones and their derivatives, and also benzophenones, for example Michler's ketone and acetophenone derivatives, are used to trigger the curing process in ultraviolet light.
- Benzildimethyl ketals, 2-hydroxy-2-methyl-1-phenylpropan-1-one and substituted a-hatogenoacetophenone have proven to be particularly advantageous.
- Tertiary alkanolamines can be used as additives to the UV hardeners. They improve the
- High-pressure mercury lamps for example, are used as the radiation source for the curing process by UV radiation. Those with an electrical output of 100 W / cm lighting length have proven particularly useful.
- the curable acrylated binders described for the protective layer 3 are outstandingly suitable because of their homogeneous film formation and flexibility, their abrasion behavior, their low toner filming behavior and the possibilities for application. The influence on the photosensitivity of the recording material is slight.
- All foils and carrier materials which are transparent to UV light are suitable as intermediate carriers 4.
- the thickness of the intermediate carrier can vary within wide limits and is not critical. However, it must meet the condition that the intermediate carrier can be easily removed in one piece without tearing, as is indicated in FIG. 4. Accordingly, thicknesses in the range of approximately 50 to 100 ⁇ m are preferred.
- a preferred embodiment is that the protective layer by coating in approx. 5 ILm thick on a UV-permeable intermediate carrier made of polyester and then laminated onto the photoconductive system in a laminator under pressure and heating to 40 to 80 ° C, preferably to 50 to 60 ° C and in a vacuum.
- This process can also be designed continuously in an arrangement of the photoconductive system as a double layer in such a way that the layers of the photoconductive system and protective layer are each applied, for example, by flow application and, after drying, the two layers are laminated together under pressure. Curing with ultraviolet light and, if necessary, stripping off the intermediate carrier can follow continuously.
- a special application of this method for drum coatings is given by covering the inside of a polyester tubular film as an intermediate carrier with the protective layer 3, shrinking this tubular film onto the photoconductor drum and then curing it by means of UV radiation and subsequently or at a later time stripping off the tubular film as an intermediate carrier .
- the protective layer for UV light is optically transparent.
- the coherent layer produced on a photoconductive system from organic materials has a uniform thickness of 0.1-10, preferably 0.5-5.0 I Lm.
- the film surface proves to be smooth, which is necessary for optimal cleaning.
- the adhesion between the protective layer and the photoconductive system is also high enough to withstand mechanical influences, for example from the cleaning brush.
- the abrasion and the surface filming are significantly reduced compared to a photoconductor system whose protective layer was applied by coating.
- the protective layer behaves triboelectrically like the photoconductive system. At 40-50 ° C as the storage temperature, the protective layer does not stick and no component sweats out of the photoconductive system.
- the protective layer can also serve to prevent crystallization effects which can arise from contact with the photoconductive surface.
- the electrical conductivity of the protective layer is such that the chargeability of the photoconductive system is not affected.
- the materials mentioned allow the protective layer to be electrically permeable, so that charges can flow off from the surface when exposed to light, possibly down to a slight residual voltage.
- the electrostatic charge image remains completely intact after exposure until image development, which is necessary, since otherwise the resolution of the copy decreases.
- the specific resistance of the protective layer is not significantly changed by the moisture in the environment.
- aluminum foil optionally transparent, aluminum-vapor-coated or laminated polyester foil, are used as electrically conductive layer supports, but any other layer support made sufficiently conductive can be used.
- An insulating intermediate layer can also be provided between the electrically conductive layer support and the photoconductive system.
- the insulating intermediate layer can be produced by a thermally, anodically or chemically produced aluminum oxide intermediate layer. It can also consist of organic materials. For example, different natural or synthetic resin binders are used that adhere well to a metal or aluminum surface and dissolve little when the other layers are subsequently applied, such as polyamide resins, polyvinylphosphonic acid, polyurethanes, polyester resins or specifically alkali-soluble binders, such as Example styrene-maleic anhydride copolymers.
- the thickness of such organic intermediate layers can be up to 5 ⁇ m, and that of the aluminum oxide layer is largely in the range of 0.01-1 ⁇ m.
- the added binder influences both the mechanical behavior such as flexibility, film formation etc. and to a certain extent that electrophotographic behavior such as photosensitivity, residual charge and cyclic behavior.
- Film-forming compounds such as polyester resins, polyvinyl chloride / polyvinyl acetate copolymers, styrene / maleic anhydride copolymers, polycarbonates, silicone resins, polyurethanes, epoxy resins, acrylates, polyvinyl acetals, polystyrenes, cellulose derivatives such as cellulose acetobutyrates etc. are used as binders.
- Post-crosslinking binder systems such as DD lacquers, polyisocyanate-crosslinkable acrylate resins, melamine resins, unsaturated polyester resins etc. are also successfully used.
- additives such as leveling agents such as silicone oils, wetting agents, in particular nonionic substances, plasticizers of different compositions, for example based on chlorinated hydrocarbons or based on phthalic acid esters. If necessary, sensitizers and / or acceptors can also be added.
- an electrophotographic recording material consisting of the order of the layers of an electrically conductive substrate made of a 125 ⁇ m thick polyester film, on which a 12 ⁇ m thick layer of aluminum is laminated, an applied 0.2 ⁇ m thick dye layer made of N, N'-dimethylperylimide ( CI 71 130) as a charge carrier generating layer and an 8 ⁇ m thick charge transporting layer made from a mixture of 2,5-bis- (4'-diethylaminophenyl) -oxdiazole-1,3,4 and cellulose nitrate of standard type 7E according to DIN 53 179 im Weight ratio of 65:35, a UV-curable protective layer is applied.
- N, N'-dimethylperylimide CI 71 130
- 8 ⁇ m thick charge transporting layer made from a mixture of 2,5-bis- (4'-diethylaminophenyl) -oxdiazole-1,3,4 and cellulose nitrate of standard type 7E according to DIN
- a polyester film of very good flatness and transparency with a thickness of 75 ⁇ m is used as a carrier with a mixture of 50 parts by weight of an acrylated polyurethane (VPS 1748, Degussa) with a viscosity (25 ° C) of approx.
- VPS 1748, Degussa an acrylated polyurethane with a viscosity (25 ° C) of approx.
- the composite is then cured by UV exposure with a high-pressure mercury lamp (100 W / cm) within 15 seconds at a distance of 25 cm on a rotating drum. Thereafter, the polyester film serving as a support for the protective layer is partially stripped off and the photosensitivity and the abrasion resistance are measured with and without the protective layer under the same conditions as described below.
- a high-pressure mercury lamp 100 W / cm
- Photosensitivity To determine the light discharge curves, the test sample moves on a rotating plate through a charging device to an exposure station, where it is continuously exposed to a xenon lamp. A heat absorption glass and a neutral filter with 15% transparency are connected upstream of the xenon lamp.
- the light intensity in the measuring plane is in the range of 40-60 ⁇ W / cm 2 ; it is measured with an opiometer immediately after determining the light decay curve.
- the charge level (U o ) and the photo-induced light decay curve are recorded oscillographically using an electrometer using a transparent probe.
- the photoconductor layer is characterized by the charge level (U o ) and the time (T 1/2 ) after which half the charge (U o / 2) has been reached.
- the product of T 1/2 and the measured light intensity I ( ⁇ W / cm 2 ) is the half-value energy E 1/2 ( ⁇ J / cm 2 ).
- the residual charge (U R ) after 0.1 sec, determined from the above bright discharge curves, is a further measure of the discharge of the photoconductor layer.
- the abrasion in g / m 2 is the quotient of the gravimetrically determined abrasion in mg and the abrasion area.
- the table also shows values for a recording material 2 which was produced and measured under the same conditions as described, with the difference that the dye was N, N-di (3-methoxypropyl) perylimide.
- a photoconductive system made of 100 ⁇ m thick aluminum foil as a substrate, a dye layer with N, N'-dimethylperylimide corresponding to a thickness of 0.2 g / m 2 and a charge transport layer made of 50 parts by weight of 2,5-bis (4'-diethylaminophenyl) - oxdiazole-1,3,4, 25 parts by weight of polyester resin and 25 parts by weight of polyvinyl chloride / polyvinyl acetate copolymer with a thickness corresponding to approx. 10 g / m 2 is coated with a UV-curable protective layer with a thickness corresponding to 2 ⁇ m.
- the protective layer which consists of 80 parts by weight of reactive resin, 15 parts by weight of reactive thinner and 5 parts by weight of photoinitiator, is applied to a flat polyethylene film, analogous to the previous experiment, and this composite is laminated onto the photoconductive system. It is then cured with UV light under the conditions given in Example 1 and the polyethylene film is removed.
- the photosensitivity and abrasion behavior are determined in accordance with Example 1.
- the conditions for applying the protective layer with a thickness of 2-3 ⁇ m, its composition and the determination of photosensitivity and abrasion are the same as described in Example 1.
- a magnetic brush device with a two-component toner mixture is used for development; the layer is guided past a rotating brush to clean the residual toner from the photoconductor surface. It shows that under the same copying conditions the copy quality is the same with and without a protective layer.
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- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Photoreceptors In Electrophotography (AREA)
Claims (14)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19813121563 DE3121563A1 (de) | 1981-05-30 | 1981-05-30 | Elektrophtographisches aufzeichnungsmaterial und verfahren zu seiner herstellung |
DE3121563 | 1981-05-30 |
Publications (3)
Publication Number | Publication Date |
---|---|
EP0066215A2 EP0066215A2 (fr) | 1982-12-08 |
EP0066215A3 EP0066215A3 (en) | 1983-03-16 |
EP0066215B1 true EP0066215B1 (fr) | 1986-01-02 |
Family
ID=6133577
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP82104453A Expired EP0066215B1 (fr) | 1981-05-30 | 1982-05-21 | Matériau d'enregistrement électrophotographique et procédé pour sa production |
Country Status (5)
Country | Link |
---|---|
US (1) | US4472491A (fr) |
EP (1) | EP0066215B1 (fr) |
JP (1) | JPS57207258A (fr) |
AU (1) | AU546825B2 (fr) |
DE (2) | DE3121563A1 (fr) |
Families Citing this family (18)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS58149048A (ja) * | 1982-03-02 | 1983-09-05 | Sony Corp | 昇華性染料の転写によるカラーハードコピー印画紙の形成方法 |
DE3409888A1 (de) * | 1984-03-17 | 1985-09-19 | Hoechst Ag, 6230 Frankfurt | Lichtempfindliches aufzeichnungsmaterial und dessen verwendung in einem verfahren zum herstellen einer druckform oder einer gedruckten schaltung |
JP2595635B2 (ja) * | 1988-03-24 | 1997-04-02 | 富士電機株式会社 | 電子写真用感光体 |
JP2537660B2 (ja) * | 1988-05-28 | 1996-09-25 | 豊田合成株式会社 | 合成樹脂製燃料タンクの製造方法 |
US4990415A (en) * | 1988-08-01 | 1991-02-05 | Hughes Aircraft Company | Thin foil hologram |
US4921773A (en) * | 1988-12-30 | 1990-05-01 | Xerox Corporation | Process for preparing an electrophotographic imaging member |
US5096796A (en) * | 1990-05-31 | 1992-03-17 | Xerox Corporation | Blocking and overcoating layers for electroreceptors |
US5190608A (en) * | 1990-12-27 | 1993-03-02 | Xerox Corporation | Laminated belt |
US5549999A (en) * | 1990-12-27 | 1996-08-27 | Xerox Corporation | Process for coating belt seams |
US5582949A (en) * | 1990-12-27 | 1996-12-10 | Xerox Corporation | Process for improving belts |
JPH0588382A (ja) * | 1991-09-30 | 1993-04-09 | Idemitsu Petrochem Co Ltd | 電子写真感光体 |
US5501940A (en) * | 1993-05-20 | 1996-03-26 | Polaroid Corporation | Process for protecting a binary image with a siloxane durable layer that is not removable by hexane, isopropanol or water |
US5547534A (en) * | 1993-09-09 | 1996-08-20 | Polaroid Corporation | Protected image, and process for the production thereof |
US5512126A (en) * | 1994-03-11 | 1996-04-30 | Polaroid Corporation | Optical laminator |
CA2269566C (fr) * | 1998-04-21 | 2003-01-21 | Nec Corporation | Photorecepteur pour l'electrophotographie et methode de fabrication de ce dernier |
US6869741B2 (en) | 2001-08-29 | 2005-03-22 | Samsung Electronics Co., Ltd. | Electrophotographic photoreceptors with novel overcoats |
JP4208513B2 (ja) * | 2002-07-25 | 2009-01-14 | キヤノン株式会社 | 画像形成装置 |
US20070196625A1 (en) * | 2006-02-21 | 2007-08-23 | Anderson Daryl E | Method and apparatus for secure object labeling |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0006356A1 (fr) * | 1978-06-16 | 1980-01-09 | EASTMAN KODAK COMPANY (a New Jersey corporation) | Support électrophotographique avec une couche protectrice améliorée |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2297691A (en) * | 1939-04-04 | 1942-10-06 | Chester F Carlson | Electrophotography |
GB1570519A (en) * | 1975-11-11 | 1980-07-02 | Ricoh Kk | Electrophotographic light-sensitive members |
JPS5818B2 (ja) * | 1977-06-06 | 1983-01-05 | キヤノン株式会社 | 像保持部材 |
DE2734288C2 (de) * | 1977-07-29 | 1982-06-03 | Hoechst Ag, 6000 Frankfurt | Elektrophotographisches Aufzeichnungsmaterial |
US4251612A (en) * | 1978-05-12 | 1981-02-17 | Xerox Corporation | Dielectric overcoated photoresponsive imaging member |
-
1981
- 1981-05-30 DE DE19813121563 patent/DE3121563A1/de not_active Withdrawn
-
1982
- 1982-05-21 EP EP82104453A patent/EP0066215B1/fr not_active Expired
- 1982-05-21 DE DE8282104453T patent/DE3268250D1/de not_active Expired
- 1982-05-26 US US06/382,287 patent/US4472491A/en not_active Expired - Fee Related
- 1982-05-28 JP JP57090009A patent/JPS57207258A/ja active Pending
- 1982-05-28 AU AU84286/82A patent/AU546825B2/en not_active Ceased
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0006356A1 (fr) * | 1978-06-16 | 1980-01-09 | EASTMAN KODAK COMPANY (a New Jersey corporation) | Support électrophotographique avec une couche protectrice améliorée |
Also Published As
Publication number | Publication date |
---|---|
AU8428682A (en) | 1982-12-09 |
JPS57207258A (en) | 1982-12-18 |
DE3121563A1 (de) | 1983-02-03 |
US4472491A (en) | 1984-09-18 |
DE3268250D1 (en) | 1986-02-13 |
EP0066215A3 (en) | 1983-03-16 |
AU546825B2 (en) | 1985-09-19 |
EP0066215A2 (fr) | 1982-12-08 |
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