DE1060259B - Process for the production of photoconductive layers for electrophotographic processes - Google Patents

Process for the production of photoconductive layers for electrophotographic processes

Info

Publication number
DE1060259B
DE1060259B DEA26007A DEA0026007A DE1060259B DE 1060259 B DE1060259 B DE 1060259B DE A26007 A DEA26007 A DE A26007A DE A0026007 A DEA0026007 A DE A0026007A DE 1060259 B DE1060259 B DE 1060259B
Authority
DE
Germany
Prior art keywords
layer
photoconductive
electrophotographic processes
layers
photoconductive layers
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.)
Pending
Application number
DEA26007A
Other languages
German (de)
Inventor
Dr Gustav Schaum
Dr Hildegard Haydn
Dr Anita V Koenig
Dr Heinrich Seibert
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.)
Agfa Gevaert NV
Original Assignee
Agfa 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
Priority to BE562336D priority Critical patent/BE562336A/xx
Application filed by Agfa AG filed Critical Agfa AG
Priority to DEA26007A priority patent/DE1060259B/en
Priority to CH5256757A priority patent/CH368379A/en
Publication of DE1060259B publication Critical patent/DE1060259B/en
Priority to US234928A priority patent/US3253914A/en
Priority to US234926A priority patent/US3215528A/en
Priority to US234927A priority patent/US3252794A/en
Pending legal-status Critical Current

Links

Classifications

    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03GELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
    • G03G5/00Recording members for original recording by exposure, e.g. to light, to heat, to electrons; Manufacture thereof; Selection of materials therefor
    • G03G5/02Charge-receiving layers
    • G03G5/04Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor
    • G03G5/06Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor characterised by the photoconductive material being organic
    • G03G5/0622Heterocyclic compounds
    • G03G5/0624Heterocyclic compounds containing one hetero ring
    • G03G5/0635Heterocyclic compounds containing one hetero ring being six-membered
    • G03G5/0637Heterocyclic compounds containing one hetero ring being six-membered containing one hetero atom
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D221/00Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00
    • C07D221/02Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00 condensed with carbocyclic rings or ring systems
    • C07D221/04Ortho- or peri-condensed ring systems
    • C07D221/06Ring systems of three rings
    • C07D221/10Aza-phenanthrenes
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03GELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
    • G03G5/00Recording members for original recording by exposure, e.g. to light, to heat, to electrons; Manufacture thereof; Selection of materials therefor
    • G03G5/02Charge-receiving layers
    • G03G5/04Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor
    • G03G5/06Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor characterised by the photoconductive material being organic
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03GELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
    • G03G5/00Recording members for original recording by exposure, e.g. to light, to heat, to electrons; Manufacture thereof; Selection of materials therefor
    • G03G5/02Charge-receiving layers
    • G03G5/04Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor
    • G03G5/06Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor characterised by the photoconductive material being organic
    • G03G5/0601Acyclic or carbocyclic compounds
    • G03G5/0605Carbocyclic compounds
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03GELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
    • G03G5/00Recording members for original recording by exposure, e.g. to light, to heat, to electrons; Manufacture thereof; Selection of materials therefor
    • G03G5/02Charge-receiving layers
    • G03G5/04Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor
    • G03G5/06Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor characterised by the photoconductive material being organic
    • G03G5/0601Acyclic or carbocyclic compounds
    • G03G5/0609Acyclic or carbocyclic compounds containing oxygen
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03GELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
    • G03G5/00Recording members for original recording by exposure, e.g. to light, to heat, to electrons; Manufacture thereof; Selection of materials therefor
    • G03G5/02Charge-receiving layers
    • G03G5/04Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor
    • G03G5/06Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor characterised by the photoconductive material being organic
    • G03G5/0601Acyclic or carbocyclic compounds
    • G03G5/0612Acyclic or carbocyclic compounds containing nitrogen
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03GELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
    • G03G5/00Recording members for original recording by exposure, e.g. to light, to heat, to electrons; Manufacture thereof; Selection of materials therefor
    • G03G5/02Charge-receiving layers
    • G03G5/04Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor
    • G03G5/06Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor characterised by the photoconductive material being organic
    • G03G5/0601Acyclic or carbocyclic compounds
    • G03G5/0618Acyclic or carbocyclic compounds containing oxygen and nitrogen
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03GELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
    • G03G5/00Recording members for original recording by exposure, e.g. to light, to heat, to electrons; Manufacture thereof; Selection of materials therefor
    • G03G5/02Charge-receiving layers
    • G03G5/04Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor
    • G03G5/06Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor characterised by the photoconductive material being organic
    • G03G5/0622Heterocyclic compounds
    • G03G5/0624Heterocyclic compounds containing one hetero ring
    • G03G5/0635Heterocyclic compounds containing one hetero ring being six-membered
    • G03G5/0638Heterocyclic compounds containing one hetero ring being six-membered containing two hetero atoms
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03GELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
    • G03G5/00Recording members for original recording by exposure, e.g. to light, to heat, to electrons; Manufacture thereof; Selection of materials therefor
    • G03G5/02Charge-receiving layers
    • G03G5/04Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor
    • G03G5/06Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor characterised by the photoconductive material being organic
    • G03G5/0664Dyes
    • G03G5/0666Dyes containing a methine or polymethine group
    • G03G5/0668Dyes containing a methine or polymethine group containing only one methine or polymethine group
    • G03G5/067Dyes containing a methine or polymethine group containing only one methine or polymethine group containing hetero rings
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03GELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
    • G03G5/00Recording members for original recording by exposure, e.g. to light, to heat, to electrons; Manufacture thereof; Selection of materials therefor
    • G03G5/02Charge-receiving layers
    • G03G5/04Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor
    • G03G5/06Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor characterised by the photoconductive material being organic
    • G03G5/0664Dyes
    • G03G5/0666Dyes containing a methine or polymethine group
    • G03G5/0672Dyes containing a methine or polymethine group containing two or more methine or polymethine groups
    • G03G5/0674Dyes containing a methine or polymethine group containing two or more methine or polymethine groups containing hetero rings

Landscapes

  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Emergency Medicine (AREA)
  • Photoreceptors In Electrophotography (AREA)

Description

Verfahren zur Herstellung von photoleitfähigen Schichten für elektrophotographische Verfahren Zur Herstellung von photoleitfähigen Schichten für elektrophotographische Verfahren ist es bekannt, gewisse anorganische oder organische lichtleitfähige Verbindungen zu verwenden. Solche Verbindungen sind beispielsweise Schwefel und. Selen, ferner die Oxyde, Sulfide und Selenide von. Zink, Cadmium, Quecksilber, Antimon, Wismut, Blei, weiterhin Anthracen und Anthrachinon. Diese Substanzen werden auf einer elektrophotographischen Platte, insbesondere aus Metallen oder einem anderen schichtbildenden Stoff, beispielsweise Papier, oder einem filmbildenden Kunststoff aufgetragen. Gegebenenfalls kann der photoleitfähige Stoff in einem schichtbildenden Bindemittel untergebracht werden, wobei der Trägerstoff in Wasser dispergiert werden kann-Es wurde nun gefunden, daß man sehr geeignete photoleitfähige Schichten erhält, wenn man als photoleitfähige Verbindungen mehrkernige cyclische Kohlenwasserstoffe verwendet, deren Kerne in einfacher Bindung miteinander verknüpft sind, insbesondere p-Terphenyl bzw. p-Diphenylbenzol, Quaterphenyl, Sexiphenyl, sowie deren Substitutionsprodukte mit Halogenatomen, Cyan-, Nitro-, Acyl-, substituierten Acyl-, Alkyl-, Oxalkyl- und Oxarylgruppen in 4-, 4,4"- bzw. 4,2',4"-Stelllung, beispielsweise Damit die organischen Verbindungen für das elektrophotographische Verfahren geeignet sind, müssen diese außer der Photoleitfähigkeit die Eigenschaft besitzen, in den Schichten in kristalliner Form dispergierbar zu sein.Process for the Production of Photoconductive Layers for Electrophotographic Processes To produce photoconductive layers for electrophotographic processes, it is known to use certain inorganic or organic photoconductive compounds. Such compounds are, for example, sulfur and. Selenium, as well as the oxides, sulphides and selenides of. Zinc, cadmium, mercury, antimony, bismuth, lead, as well as anthracene and anthraquinone. These substances are applied to an electrophotographic plate, in particular made of metal or another layer-forming material, for example paper, or a film-forming plastic. If necessary, the photoconductive substance can be accommodated in a layer-forming binder, the carrier substance can be dispersed in water.It has now been found that very suitable photoconductive layers are obtained if polynuclear cyclic hydrocarbons are used as photoconductive compounds, the cores of which are simply bonded to one another are linked, in particular p-terphenyl or p-diphenylbenzene, quaterphenyl, sexiphenyl, and their substitution products with halogen atoms, cyano, nitro, acyl, substituted acyl, alkyl, oxaryl and oxaryl groups in 4-, 4,4 "- or 4,2 ', 4" position, for example In order for the organic compounds to be suitable for the electrophotographic process, they must, in addition to photoconductivity, have the property of being dispersible in the layers in crystalline form.

Zur Herstellung der photoleitfähigen Schicht kann man wie folgt vorgehen: Man verwendet ein organisches Lösungsmittel, das sowohl den photoleitfähigen Stoff als auch den Schichtbildner löst. Dieser Lösung setzt man ein anderes organisches Lösungsmittel zu, in dem sich zwar der Schichtbildner, aber nicht die photoleitfähige Substanz löst. Dadurch wird die photoleitfähige Verbindung in besonders feiner Verteilung ausgeschieden, so daß man Schlichten mit besonders glatter Oberfläche erhält.To produce the photoconductive layer, one can proceed as follows: One uses an organic solvent that is both the photoconductive material as well as dissolves the layer former. This solution is put to another organic one Solvent too, in which the layer former is, but not the photoconductive one Substance dissolves. As a result, the photoconductive compound is particularly finely divided precipitated, so that coatings with a particularly smooth surface are obtained.

Besonders zweckmäßig ist es, ungefärbte Verbindungen zu verwenden, da in der Praxis besonders weiße Schichten bevorzugt werden.It is particularly useful to use uncolored compounds, since in practice white layers are particularly preferred.

Als Bindemittel für die photoleitfähigen Substanzen können die verschiedensten filmbildenden Kunststoffe, beispielsweise Cellulose, Cellutoseester, Celluloseäther, Polyvinylchlorid, Polyurethane, Polyester, Polyamide, Polycarbonate auf der Grundlage von Di-(monooxyaryl)-alkanen, insbesondere von 4,4'-Di-(monooxyaryl) - alkanen nach Patentanmeldungen F 13040 IV c / 39c und F 17166 IV c / 39c verwendet werden.A wide variety of binders can be used as binders for the photoconductive substances film-forming plastics, for example cellulose, cellulose esters, cellulose ethers, Polyvinyl chloride, polyurethanes, polyesters, polyamides, polycarbonates based of di- (monooxyaryl) alkanes, in particular 4,4'-di (monooxyaryl) alkanes Patent applications F 13040 IV c / 39c and F 17166 IV c / 39c can be used.

Die genannten Stoffe können auch zur Herstellung des Schichtträgers verwendet werden.The substances mentioned can also be used to produce the layer support be used.

Die lichtleitfähigen Schichten können auch nach dem Verfahren der Patentanmeldung A25565 IVa/ 57b aus wäßrigen Dispersionen hergestellt worden.The photoconductive layers can also according to the method of Patent application A25565 IVa / 57b has been prepared from aqueous dispersions.

Als besonders geeignete Bindemittel seien ferner Silicornharze, insbesondere solche auf Basis von Phenyl- und Methylpolysiloxanen angeführt, wie sie z. B. aus den deutschen Patentschriften 853 351 und 868 975 bekannt sind.Particularly suitable binders are also silicon resins, in particular those based on phenyl and methyl polysiloxanes are listed like them z. B. from German patents 853 351 and 868 975 are known.

Beispiel 1 64g Siliconharz Bayer P 150, 60%ig in Toluol, 97 ccm Toluol, 20g p-Diphenylbenzol werden gemischt und in einer Kugelmühle einige Stunden vermahlen. Diese Mischung wird dann auf eine Unterlage, z. B. Papier, vergossen und getrocknet. Die Schichten sind vornehmlich für UV-Licht empfindlich. Beispiel 2 100 ccm Celluloseacetat, 2,5%ig in Aceton, 20g 4,4'-Dicyandiphenyl, 50 ccm Aceton werden unter starkem Rühren auf etwa 50° C erhitzt. Das 4,4'-Dicyandiphenyl geht dabei weitgehend in Lösung. Ohne abzukühlen, wird diese Harzlösung auf eine geeignete Unterlage vergossen und langsam getrocknet. Das 4,4'-Dicyandiphenyl kristallisiert bei der Trocknung in feinen Kristallen aus der Harzlösung aus. Die so hergestellten Schichten sind glänzend und fast durchsichtig.Example 1 64g silicone resin Bayer P 150, 60% in toluene, 97 ccm toluene, 20 g of p-diphenylbenzene are mixed and ground in a ball mill for a few hours. This mixture is then placed on a base, e.g. B. Paper, potted and dried. The layers are primarily sensitive to UV light. Example 2 100 cc cellulose acetate, 2.5% in acetone, 20 g of 4,4'-dicyandiphenyl, 50 cc of acetone are stirred vigorously heated to about 50 ° C. The 4,4'-dicyandiphenyl goes largely into solution. Without cooling, this resin solution is poured onto a suitable base and slowly dried. The 4,4'-dicyandiphenyl crystallizes on drying in fine crystals from the resin solution. The layers produced in this way are glossy and almost transparent.

Die Verarbeitung erfolgt in der üblichen Weise. Die Empfindlichkeit dieser Schicht liegt im sichtbaren Bereich.The processing takes place in the usual way. The sensitivity this layer is in the visible area.

Beispiel 3 In 120 ccm einer 2%igen Lösung von Polyacrylnitril in Dimethylformamid rührt man 30g 4,4"-Dibromterphenyl und schüttelt einige Stunden auf der Kugelmühle. Ein Teil des 4,4"-Dibromterphenyls geht bei diesem Vorgang in Lösung, der Resit liegt in sehr feiner Kristallform in der Harzlösung vor. Die Mischung wird auf eine geeignete Unterlage vergossen und getrocknet. Die Verarbeitung der Schicht erfolgt in der für das sogenannte »Elektrofax«-Verfahren üblichen Weise.Example 3 In 120 cc of a 2% solution of polyacrylonitrile in dimethylformamide 30 g of 4,4 "-Dibromterphenyl are stirred and shaken on the ball mill for a few hours. Part of the 4,4 "-dibromotorphenyl goes into solution during this process, the resist is in very fine crystal form in the resin solution. The mixture is on a suitable base potted and dried. The layer is processed in the usual way for the so-called "Electrofax" procedure.

Claims (4)

PATENTANSPRÜCHE: 1. Verfahren zur Herstellung von photoleitfähigen Schichten für elektrophotographische Verfahren, dadurch gekennzeichnet, daß man als photoleitfähige Substanzen (gegebenenfalls substituierte) mehrkernige cyclische Kohlenwasserstoffe verwendet, deren Kerne in einfacher Bindung. miteinander verknüpft-sind. PATENT CLAIMS: 1. Process for making photoconductive Layers for electrophotographic processes, characterized in that one as photoconductive substances (optionally substituted) polynuclear cyclic Hydrocarbons are used whose nuclei are in single bond. are linked to each other. 2. Verfahren nach Anspruch 1, dadurch gekennzeichnet, daß die organische Substanz in einem Lösungsmittel gelöst wird, in. dem auch der schichtbildende Stoff löslich ist und dann durch ein anderes organisches Lösungsmittel ausgefällt wird, in welchem der schichtbildende Stoff gelöst bleibt. 2. The method according to claim 1, characterized in that the organic substance is dissolved in a solvent in which the layer-forming substance is also soluble and is then precipitated by another organic solvent in which the layer-forming substance remains dissolved. 3. Verfahren nach Anspruch 1, dadurch gekennzeichnet, daß als Bindemittel für lichtleitfähige Substanzen schichtbildende Kunststoffe verwendet werden, die in organischen Lösungsmitteln löslich sind und diese aus wäßrigen Dispersionen oder Emulsionen auf geeignete Unterlagen vergossen werden. 3. The method according to claim 1, characterized in that that layer-forming plastics are used as binders for photoconductive substances which are soluble in organic solvents and these from aqueous dispersions or emulsions are poured onto suitable substrates. 4. Verfahren nach Anspruch 3, dadurch gekennzeichnet, daß nach Trocknung der vergossenen Dispersionen oder Emulsionen durch Hitzebehandlung eine Nachkondensation oder Nachpalymerisation der Kunststoffe erfolgt.4. The method according to claim 3, characterized in that after drying the cast dispersions or Post-condensation or post-polymerization of the emulsions by heat treatment Plastics takes place.
DEA26007A 1956-11-14 1956-11-14 Process for the production of photoconductive layers for electrophotographic processes Pending DE1060259B (en)

Priority Applications (6)

Application Number Priority Date Filing Date Title
BE562336D BE562336A (en) 1956-11-14
DEA26007A DE1060259B (en) 1956-11-14 1956-11-14 Process for the production of photoconductive layers for electrophotographic processes
CH5256757A CH368379A (en) 1956-11-14 1957-11-12 Process for the production of sheet-like materials with photoconductive layers for electrophotographic processes
US234928A US3253914A (en) 1956-11-14 1962-11-02 Photoconductive layers and process for electrophotography
US234926A US3215528A (en) 1956-11-14 1962-11-02 Photoconductive layers for electrophotography
US234927A US3252794A (en) 1956-11-14 1962-11-02 Photoconductive layers and process for electrophotography

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEA26007A DE1060259B (en) 1956-11-14 1956-11-14 Process for the production of photoconductive layers for electrophotographic processes

Publications (1)

Publication Number Publication Date
DE1060259B true DE1060259B (en) 1959-06-25

Family

ID=6926039

Family Applications (1)

Application Number Title Priority Date Filing Date
DEA26007A Pending DE1060259B (en) 1956-11-14 1956-11-14 Process for the production of photoconductive layers for electrophotographic processes

Country Status (4)

Country Link
US (2) US3252794A (en)
BE (1) BE562336A (en)
CH (1) CH368379A (en)
DE (1) DE1060259B (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3265497A (en) * 1961-04-29 1966-08-09 Renker Belipa G M B H Fa Electrophotographic material
DE1497182B1 (en) * 1964-05-30 1970-08-20 Matsushita Electric Ind Co Ltd Electrophotographic recording material
DE2822762A1 (en) * 1977-05-25 1978-12-07 Eastman Kodak Co PHOTOCONDUCTIVE RECORDING MATERIAL

Families Citing this family (26)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NL124588C (en) * 1959-04-08
NL250331A (en) * 1959-04-09
NL250330A (en) * 1959-04-09
NL252512A (en) * 1959-06-11
NL254115A (en) * 1959-07-22
NL254565A (en) * 1959-08-04
NL258384A (en) * 1959-11-26
BE585450A (en) * 1959-12-09
BE625683A (en) * 1960-02-19
BE585507A (en) * 1960-03-31
US3148982A (en) * 1960-04-11 1964-09-15 Gevaert Photo Prod Nv Electrophotographic process utilizing organic photoconductors
NL269304A (en) * 1960-09-17
DE1216690B (en) * 1960-10-03 1966-05-12 Renker Belipa G M B H Photoconductive layer for an electrophotographic recording material
US3287114A (en) * 1961-07-24 1966-11-22 Azoplate Corp Process for the sensitization of photoconductors
US3240597A (en) * 1961-08-21 1966-03-15 Eastman Kodak Co Photoconducting polymers for preparing electrophotographic materials
DE1252060B (en) * 1961-10-23
BE626527A (en) * 1961-12-29
US3153591A (en) * 1962-06-25 1964-10-20 Minnesota Mining & Mfg Copysheets and their preparation
US3331687A (en) * 1962-09-24 1967-07-18 Render Belipa G M B H Fa Electrophotographic material
US3485621A (en) * 1966-04-04 1969-12-23 Xerox Corp Recording by particle orientation
US3546085A (en) * 1967-01-30 1970-12-08 Xerox Corp Photoelectrophoretic imaging process and suspension
US3909261A (en) * 1970-09-25 1975-09-30 Xerox Corp Xerographic imaging member having photoconductive material in interlocking continuous paths
US3787208A (en) * 1970-09-25 1974-01-22 Xerox Corp Xerographic imaging member having photoconductive material in inter-locking continuous paths
JPS4949506B2 (en) * 1972-01-24 1974-12-27
US3989520A (en) * 1972-09-21 1976-11-02 Hoechst Aktiengesellschaft Electrophotographic dual layer recording material
US3871883A (en) * 1972-12-28 1975-03-18 Ricoh Kk Electrophotographic photoconductive layer comprising an organic photoconductor and a dicyanomethylene-indenothiophene sensitizer

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2759939A (en) * 1956-08-21 Seriesand the preparation
US2138381A (en) * 1935-10-12 1938-11-29 Gen Aniline Works Inc Compounds of the anthrapyridine and anthrapyrimidine series
US2123245A (en) * 1936-02-13 1938-07-12 Gen Aniline Works Inc Naphthene-hydrocarbon-aminoanthrapyrimidines
US2434019A (en) * 1942-03-10 1948-01-06 Joseph L Switzer Color separation with fluorescent materials
FR1008598A (en) * 1948-04-30 1952-05-19 Onera (Off Nat Aerospatiale) Process for the graphic recording or the inscription of materials for the implementation of this process
US2663636A (en) * 1949-05-25 1953-12-22 Haloid Co Electrophotographic plate and method of producing same
US3000735A (en) * 1956-06-11 1961-09-19 Keller Daniel Franklin Method and apparatus for the reproduction of images

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3265497A (en) * 1961-04-29 1966-08-09 Renker Belipa G M B H Fa Electrophotographic material
DE1497182B1 (en) * 1964-05-30 1970-08-20 Matsushita Electric Ind Co Ltd Electrophotographic recording material
DE2822762A1 (en) * 1977-05-25 1978-12-07 Eastman Kodak Co PHOTOCONDUCTIVE RECORDING MATERIAL

Also Published As

Publication number Publication date
US3252794A (en) 1966-05-24
BE562336A (en)
CH368379A (en) 1963-03-31
US3215528A (en) 1965-11-02

Similar Documents

Publication Publication Date Title
DE1060259B (en) Process for the production of photoconductive layers for electrophotographic processes
EP0061089B1 (en) Electrophotographic recording material
DE3019909C2 (en) Hydrazone compounds, processes for their preparation and their use as charge transport materials
DE1228142B (en) Photographic printing photosensitive material
DE1246407B (en) Photoconductive layer
DE1031127B (en) Process for the production of photoconductive layers for electrophotographic processes
DE2238425C3 (en) Electrophotographic recording material
DE2040152A1 (en) Photoelectrically conductive material for electrophotography
DE2302625C3 (en) Electrophotographic recording material
DE1104823B (en) Process for the production of photoconductive layers for electrophotographic processes
DE704141C (en) Process for sensitizing halide silver emulsions
DE2407594A1 (en) METHOD OF APPLYING A MAGNETIC SOUND TRACK TO CINEMA FILM MATERIAL
DE1105273B (en) Process for the production of photoconductive layers for electrophotographic processes
DE3042330C2 (en)
DE1497229C3 (en)
DE1522729A1 (en) Use of phthalimides as photoconductive materials in electrophotographic reproduction technology
DE2316959A1 (en) PROCESS FOR THE MANUFACTURING OF FLAME RESISTANT MATERIALS FROM REGENERATED CELLULOSE
DE2436481A1 (en) ELECTROPHOTOGRAPHIC REPRODUCTION ELEMENT AND SUITABLE DIMENSIONS
DE2064481A1 (en) Electrically conductive materials for electrophotography
DE1772735C3 (en) Electrophotographic recording material and process for its preparation - US Pat
DE1102556B (en) Process for the production of photoconductive layers for electrophotographic processes
DE1105274B (en) Process for the production of photoconductive layers for electrophotographic processes
DE69215164T2 (en) Small photoreceptor containing charge transport molecules and a charge transport polymer with different structures
DE3804421A1 (en) PHOTO SENSITIVE ELEMENT
DE604456C (en) Process for reducing the electrical excitability of foils and similar artificial structures