DE1273990B - Electrophotographic recording material - Google Patents
Electrophotographic recording materialInfo
- Publication number
- DE1273990B DE1273990B DER34903A DER0034903A DE1273990B DE 1273990 B DE1273990 B DE 1273990B DE R34903 A DER34903 A DE R34903A DE R0034903 A DER0034903 A DE R0034903A DE 1273990 B DE1273990 B DE 1273990B
- Authority
- DE
- Germany
- Prior art keywords
- layer
- thick
- solution
- recording material
- thermoplastic
- 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
Links
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
- G03G5/14708—Cover layers comprising organic material
- G03G5/14713—Macromolecular material
- G03G5/14717—Macromolecular material obtained by reactions only involving carbon-to-carbon unsaturated bonds
- G03G5/1473—Polyvinylalcohol, polyallylalcohol; Derivatives thereof, e.g. polyvinylesters, polyvinylethers, polyvinylamines
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
- G03G16/00—Electrographic processes using deformation of thermoplastic layers; Apparatus therefor
-
- 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
- G03G5/02—Charge-receiving layers
- G03G5/022—Layers for surface-deformation imaging, e.g. frost imaging
-
- 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
- G03G5/02—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
- G03G5/0601—Acyclic or carbocyclic compounds
- G03G5/0612—Acyclic or carbocyclic compounds containing nitrogen
- G03G5/0614—Amines
- G03G5/06142—Amines arylamine
- G03G5/06144—Amines arylamine diamine
-
- 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
- G03G5/02—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
- G03G5/0601—Acyclic or carbocyclic compounds
- G03G5/0618—Acyclic or carbocyclic compounds containing oxygen and nitrogen
-
- 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
- G03G5/02—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
- G03G5/07—Polymeric photoconductive materials
-
- 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
- G03G5/14708—Cover layers comprising organic material
- G03G5/14713—Macromolecular material
- G03G5/14747—Macromolecular material obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
-
- 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
- G03G5/14708—Cover layers comprising organic material
- G03G5/14713—Macromolecular material
- G03G5/14791—Macromolecular compounds characterised by their structure, e.g. block polymers, reticulated polymers, or by their chemical properties, e.g. by molecular weight or acidity
-
- 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
- Y10S101/00—Printing
- Y10S101/37—Printing employing electrostatic force
Landscapes
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Emergency Medicine (AREA)
- Photoreceptors In Electrophotography (AREA)
- Electrophotography Using Other Than Carlson'S Method (AREA)
- Thermal Transfer Or Thermal Recording In General (AREA)
Description
DEUTSCHESGERMAN
PATENTAMTPATENT OFFICE
AUSLEGESCHRIFTEDITORIAL
Int. Cl.:Int. Cl .:
G03gG03g
Deutsche Kl.: 57 e-5/02 German class: 57 e- 5/02
Nummer: 1273 990Number: 1273 990
Aktenzeichen: P 12 73 990.1-51 (R 34903)File number: P 12 73 990.1-51 (R 34903)
Anmeldetag: 9. April 1963Filing date: April 9, 1963
Auslegetag: 25. Juli 1968Opening day: July 25, 1968
Die Erfindung betrifft elektrophotographische Aufzeichnungsmaterialien zur Herstellung von Deformationsbildern aus einer isolierenden oder photoleitfähigen — gegebenenfalls transparenten — thermoplastischen Schicht und gegebenenfalls einem transparenten Schichtträger.The invention relates to electrophotographic recording materials for the production of deformation images from an insulating or photoconductive - optionally transparent - thermoplastic layer and optionally a transparent one Support.
Es ist bekannt, auf eine thermoplastische Schicht ein Ladungsbild aufzubringen. Beim Erwärmen der thermoplastischen Schicht wird diese deformiert und man erhält nach dem Erstarren ein Deformationsbild, das mittels eines schlierenoptischen Systems sichtbar gemacht werden kann.It is known to apply a charge image to a thermoplastic layer. When heating the thermoplastic layer, this is deformed and a deformation image is obtained after solidification, which can be made visible by means of a schlieren optical system.
Nachteilig an den bekannten Verfahren ist, daß spezielle optische Systeme zur Wiedergabe benötigt werden.The disadvantage of the known method is that special optical systems are required for reproduction will.
Aufgabe der Erfindung ist, ein elektrophotographisches Aufzeichnungsmaterial zur Herstellung von Deformationsbildern anzugeben, dessen Deformationsbilder ohne spezielle optische Systeme betrachtet werden können.The object of the invention is to provide an electrophotographic recording material for the production of Specify deformation images whose deformation images viewed without special optical systems can be.
Die Erfindung geht von einem elektrophotographischen Aufzeichnungsmaterial zur Herstellung von Deformationsbildern aus einer isolierenden oder photoleitfähigen, gegebenenfalls transparenten, thermoplastischen Schicht und gegebenenfalls einem transparenten Schichtträger aus und ist dadurch gekennzeichnet, daß es auf der thermoplastischen Schicht eine bis zu 500 Ä dicke Schicht aus einem in der thermoplastischen Schicht unlöslichen Material enthält. The invention relates to an electrophotographic recording material for the production of Deformation images from an insulating or photoconductive, optionally transparent, thermoplastic Layer and optionally a transparent layer support and is characterized by that there is a layer of up to 500 Å thick on the thermoplastic layer of one in the thermoplastic layer contains insoluble material.
Die bis zu 500 Ä dicke Schicht besteht gemäß einer weiteren Ausgestaltung der Erfindung aus einem Polymerisat oder einer bis zu 1,0 Ä dicken Metallschicht. According to a further embodiment of the invention, the layer, which is up to 500 Å thick, consists of one Polymer or a metal layer up to 1.0 Å thick.
Gemäß einer weiteren Ausgestaltung der Erfindung enthält die thermoplastische Schicht eine Leukoverbindung eines Di- oder Triarylmethanfarbstoffs.According to a further embodiment of the invention, the thermoplastic layer contains a leuco compound a di- or triarylmethane dye.
Die Aufzeichnungsmaterialien können zur Herstellung von Projektionsvorlagen oder Filmen gewerblich verwertet werden.The recording materials can be used commercially for the production of projection originals or films be recycled.
Durch die erfindungsgemäßen elektrophotographischen Aufzeichnungsmaterialien wird erreicht, daß darauf wie üblich hergestellte Deformationsbilder ohne spezielle optische Systeme betrachtet werden können.The electrophotographic recording materials according to the invention achieve that on it, deformation images produced as usual can be viewed without special optical systems can.
Für die Herstellung der thermoplastischen Schicht eignen sich folgende Kunststoffe:The following plastics are suitable for producing the thermoplastic layer:
Elektrophotographisches
AufzeichnungsmaterialElectrophotographic
Recording material
1. Polystyrol,1. polystyrene,
2. chlorierte Paraffine,2. chlorinated paraffins,
3. Polyvinylchlorid,3. polyvinyl chloride,
4. Polyvinylchloridmischpolymerisate,4. polyvinyl chloride copolymers,
Anmelder:Applicant:
Radio Corporation of America,Radio Corporation of America,
New York, N. Y. (V. St. A.)New York, N.Y. (V. St. A.)
Vertreter:Representative:
Dr.-Ing. E. Sommerfeld und Dr. D. v. Bezold,Dr.-Ing. E. Sommerfeld and Dr. D. v. Bezold,
Patentanwälte, 8000 München 23, Dunantstr. 6Patent Attorneys, 8000 Munich 23, Dunantstr. 6th
Als Erfinder benannt:Named as inventor:
Frederick Hermes Nicoll, Princeton, N. J.;Frederick Hermes Nicoll, Princeton, N. J .;
Herbert Fox Ogawa,Herbert Fox Ogawa,
Levittown, Pa. (V. St. A.)Levittown, Pa. (V. St. A.)
Beanspruchte Priorität:Claimed priority:
V. St. v. Amerika vom 30. April 1962 (191352)V. St. v. America April 30, 1962 (191352)
5. Mischpolymerisate aus Styrol und Butadien,5. copolymers of styrene and butadiene,
6. Kohlenwasserstoffharze,6. hydrocarbon resins;
7. Polyacrylsäureester und Acrylmischpolymerisate,7. polyacrylic acid esters and acrylic copolymers,
8. Epoxydharze, die bei Zimmertemperatur fest sind,8. Epoxy resins that are solid at room temperature,
9. thermoplastische Kohlenwasserstoff-Terpen-Harze. 9. Thermoplastic hydrocarbon terpene resins.
Zur Modifizierung der physikalischen Eigenschaften der thermoplastischen Schicht, z. B. deren Erweichungspunkt oder Flexibilität, können verschiedene Kombinationen aus Kunststoffen und/oder Zusätze, z. B. Weichmacher, verwendet werden.To modify the physical properties of the thermoplastic layer, e.g. B. their softening point or flexibility, various combinations of plastics and / or additives, z. B. plasticizers can be used.
Für die bis zu 500 Ä dicke Schicht stehen ebenfalls eine Vielzahl von Materialien zur Verfügung. Es kann beispielsweise eine Schicht aus Polyvinylalkohol, Gelatine oder anderen wasserlöslichen Polymerisaten verwendet werden. Schichten, die stark vernetzte Polymerisate enthalten, sind ebenfalls geeignet, beispielsweise eine Schicht aus vernetztem Polystyrol.A large number of materials are also available for the layer, which is up to 500 Å thick. It can for example a layer of polyvinyl alcohol, gelatin or other water-soluble polymers be used. Layers that contain highly crosslinked polymers are also suitable, for example a layer of cross-linked polystyrene.
Die elektrophotographischen Aüfzeichnungsmaierialien gemäß der Erfindung werden nach dem Aufbringen eines Ladungsbildes dadurch entwickelt, daß die thermoplastische Schicht in bekannter Weise über ihre Erweichungstemperatur erwärmt wird, wobei ein Deformationsbild entsteht. Gleichzeitig entsteht dabei jedoch ein lichtstreuendes Bild, das in den mit Ladungen bedeckten Bildteilen etwa wie Mattglas aussieht.The electrophotographic recording materials according to the invention are developed after the application of a charge image in that the thermoplastic layer is heated in a known manner above its softening temperature, with a Deformation image arises. At the same time, however, a light-scattering image is created that is in the with charges parts of the image that are covered looks like frosted glass.
809 5*7/4«809 5 * 7/4 «
Als Schichtträger für die thermoplastische Schicht und die bis zu 500 Ä dicke Schicht können Metallplatten, leitendes Glas, Diagläser, die mit leitendem Zinnoxyd beschichtet sind, hochschmelzende Kunststoffe, die mit Kupfer oder Aluminium beschichtet sind, hochschmelzende oder leitende Kunststoffe verwendet werden.Metal plates, conductive glass, slide glasses with conductive Tin oxide coated, high melting point plastics that are coated with copper or aluminum refractory or conductive plastics are used.
Die Dicke der thermoplastischen Schicht und der in der thermoplastischen Schicht unlöslichen Schicht spielt eine bedeutende Rolle. Wenn eine höchstens 11 μία dicke thermoplastische Schicht aus Polystyrol angewandt wird, erhält man bei der Entwicklung ein Interferenzmuster. Eine 1 μπι dicke Polystyrolschicht ergibt Deformierungen, welche vorwiegend blaues Licht streuen. Geringfügig dickere Polystyrolschichten führen zur Streuung von grünem und rotem Licht.The thickness of the thermoplastic layer and the layer insoluble in the thermoplastic layer plays an important role. If a thermoplastic layer made of polystyrene at most 11 μία thick is applied, an interference pattern is obtained during development. A 1 μm thick polystyrene layer results in deformations which mainly scatter blue light. Slightly thicker Polystyrene layers lead to the scattering of green and red light.
Zur Erzielung bester Ergebnisse soll die in der thermoplastischen Schicht unlösliche Schicht eine Dicke von 100 Ä nicht überschreiten. Werden 500 bis 1000 Ä dicke Schichten, z. B. aus Polyvinylalkohol, verwendet, ist die Deformation und damit auch der Bildkontrast äußerst gering. Demgemäß wird eine 50 bis 100 Ä dicke, in der thermoplastischen Schicht unlösliche Schicht bevorzugt. Kontinuierliche Schichten mit einer Dicke unter 50 Ä sind schwierig herzustellen. In order to achieve the best results, the layer which is insoluble in the thermoplastic layer should be a Do not exceed a thickness of 100 Å. Are layers 500 to 1000 Å thick, e.g. B. from polyvinyl alcohol, used, the deformation and thus also the image contrast is extremely low. Accordingly, a 50 to 100 Å thick layer insoluble in the thermoplastic layer is preferred. Continuous shifts less than 50 Å thick are difficult to manufacture.
Polystyrol wird zwar normalerweise nicht als Photoleiter angesehen. In dünnen Schichten ist es jedoch photoleitfähig. Demgemäß kann ein im nachfolgenden Beispiel I beschriebenes Aufzeichnungsmaterial gleichförmig aufgeladen, bildmäßig mit einer intensiven ultravioletten Strahlung belichtet und das so entstandene Ladungsbild durch Erwärmen entwickelt werden, wobei ein lichtstreuendes Deformationsbild entsteht.Polystyrene is not normally considered a photoconductor. It is in thin layers however photoconductive. Accordingly, a recording material described in Example I below can be used uniformly charged, imagewise exposed to intense ultraviolet radiation and that The resulting charge image can be developed by heating, with a light-scattering deformation image arises.
Das Polystyrol wirkt dabei nicht nur als Photoleiter und als Bindemittel für die Farbstoffausgangsverbindung, sondern reagiert mit letzterer auch unter Bildung eines die Photoleitung sensibilisierenden Stoffes, insbesondere eines aus der Farbstoffausgangsverbindung gebildeten Farbstoffes. Es genügt meistens, daß weniger als 1% der Farbstoffausgangsverbindung in den sensibilisierenden Stoff übergefühlt werden, um die maximale Empfindlichkeit zu erreichen, größere Mengen an sensibilisierenden Stoff verringern nur die Transparenz der Schicht, ohne die Empfindlichkeit weiter zu erhöhen.The polystyrene not only acts as a photoconductor and as a binder for the starting dye compound, but also reacts with the latter to form a substance sensitizing the photoconductivity, in particular a dye formed from the dye starting compound. It is usually enough that less than 1% of the starting dye compound can be passed into the sensitizing substance in order to reduce the To achieve maximum sensitivity, larger amounts of sensitizing substance only decrease the Transparency of the layer without further increasing the sensitivity.
Alle lichtstreuenden Deformationsbilder auf einem erfindungsgemäßen Aufzeichnungsmaterial können in einem gewöhnlichen Diaprojektor betrachtet werden. Die dunklen Bildteile des Lichtbildes entsprechen den lichtzerstreuenden Bildteilen des Deformationsbildes. Die Deformationsbilder können auch in einem Schlierenprojektor betrachtet werden. In diesem Fall entsprechen die hellen Bildteile des Lichtbildes den lichtzerstreuenden Bildteilen des Deformationsbildes.All light-scattering deformation images on a recording material according to the invention can be used in can be viewed with an ordinary slide projector. The dark parts of the image correspond to the light-scattering image parts of the deformation image. The deformation images can also be used in a Schlieren projector to be viewed as. In this case, the bright parts of the image correspond to the light-scattering parts Image sharing of the deformation image.
Gemäß einer weiteren Ausgestaltung der Erfindung enthält die thermoplastische Schicht eine Leukoverbindung eines Di- oder Triarylmethanfarbstoffe. Bevorzugte Leukoverbindungen haben die FormelAccording to a further embodiment of the invention, the thermoplastic layer contains a leuco compound a di- or triarylmethane dye. Preferred leuco compounds have the formula
worin R1 und R2 gleich Monoalkylamino, Dialkylamino, Monoarylamino oder Alkylarylamino, X gleich H,wherein R 1 and R 2 are monoalkylamino, dialkylamino, monoarylamino or alkylarylamino, X is H,
oder R4 or R 4
R3 gleich H, OH, CH3, OCH3 oder R1, R4. und R5 gleich H, OH, CH3 oder OCH3, Y gleich H ist, außer wenn X + Y gleich Sauerstoff ist.R 3 is H, OH, CH 3 , OCH 3 or R 1 , R 4 . and R 5 is H, OH, CH 3 or OCH 3 , Y is H, except when X + Y is oxygen.
Geeignete Leukoverbindungen sind:Suitable leuco compounds are:
1. Die Leukobase von Kristallviolett, Tris-(4,4',4"-dimethylaminophenyl)-methan1. The leuco base of crystal violet, tris- (4,4 ', 4 "-dimethylaminophenyl) methane
/CH3 / CH 3
CHCH
2. Bis-(4,4'-dimethyIaminophenyl)-4"-methoxyphenyImethan2. Bis- (4,4'-dimethylaminophenyl) -4 "-methoxyphenymethane
OCH,OCH,
CHCH
3. Bis-(4,4'-dimethylaminophenyl)-4"-hydroxyphenylmethan3. Bis (4,4'-dimethylaminophenyl) -4 "-hydroxyphenylmethane
OHOH
4. Bis-(4,4'-dimethylaminophenyl)-methan CH H 4. Bis (4,4'-dimethylaminophenyl) methane CH H
5. 4,4'-Bis-(dimethylamino)-benzophenon (Michlerketon)5. 4,4'-bis (dimethylamino) benzophenone (Michlerketone)
CH3 CH 3
6. Bis-(4,4'-dimethylamiaophenyl)-4"-tolyl-methan6. Bis (4,4'-dimethylamiaophenyl) -4 "-tolyl-methane
CH3 CH 3
7. Bis-(4,4'-dimethylaminophenyl)-2",4"-dihydroxyphenyl-methan7. Bis- (4,4'-dimethylaminophenyl) -2 ", 4" -dihydroxyphenyl methane
OHOH
CH,CH,
8. Tris-(4,4',4"-phenylaminophenyl)-methan8. Tris (4,4 ', 4 "-phenylaminophenyl) methane
N-HN-H
9. Bis-(4,4'-äthylphenylaminophenyl)-phenylmethao9. Bis- (4,4'-ethylphenylaminophenyl) -phenylmethao
C2U5 C 2 U 5
10. Bis-(4,4'-methylaminophenyl)-4"-tolyImethan10. Bis (4,4'-methylaminophenyl) -4 "-tolyimethane
CH3 CH 3
CH,- NCH, - N
11. Bis-^^-dimethylaminophenylJ^V^-dimethoxyphenylmethan11. Bis - ^^ - dimethylaminophenylJ ^ V ^ -dimethoxyphenylmethane
OCH3 OCH 3
CH CHCH CH
12. Bis-(4,4'-dimethylaminophenyI)-2",4"-xylylmethan12. Bis- (4,4'-dimethylaminophenyl) -2 ", 4" -xylyl methane
CH3 CH 3
CH,CH,
CHCH
CH,CH,
13. Bis-(4,4'-phenylaminophenyl)-4"-äthylamraophenyImethan13. Bis (4,4'-phenylaminophenyl) -4 "-ethylamraophenyimethane
C2H5 C 2 H 5
N-HN-H
14. Bis-(4,4/-methylaminophenyl)-4"-iiydroxyphenylmethaii14. Bis- (4,4 / -methylaminophenyl) -4 "-iiydroxyphenylmethaii
OHOH
CH3-NCH 3 -N
15. Bis-(4,4'-methylaminophenyl)-4"-methoxyphenylmethan15. Bis (4,4'-methylaminophenyl) -4 "-methoxyphenylmethane
OCH3 OCH 3
CH,-NCH, -N
16. Bis-(4,4/-methylaminophenyl)-4"-tolylmethan16. Bis (4,4 / -methylaminophenyl) -4 "-tolylmethane
CH3 ·CH 3
N-CH,N-CH,
17. Bis-{4,4'-methylaminophenyl)-2",4//-dihydroxyphenylmethan17. Bis- {4,4'-methylaminophenyl) -2 ", 4 // -dihydroxyphenylmethane
OHOH
CH,-NCH, -N
18. Bis-(4,4/-methylaminophenyl)-2",4"-dimethoxyphenylmethan18. Bis- (4,4 / -methylaminophenyl) -2 ", 4" -dimethoxyphenylmethane
OCH3 OCH 3
CH,-NCH, -N
19. Bis-(4,4'-methylaminophenyl)-2",4"-xylylmethan19. Bis (4,4'-methylaminophenyl) -2 ", 4" -xylyl methane
CH3 CH 3
CH,-NCH, -N
20. 4,4'-Bis-(äthylbenzylamino)-benzophenon QH5S20. 4,4'-bis (ethylbenzylamino) benzophenone QH 5 S
C2H5 C 2 H 5
21. 4,4'-Bis-(äthylphenylamino)-benzophenon21. 4,4'-bis (ethylphenylamino) benzophenone
1010
sot stm«sot stm «
22. Bis-(4,4'-äthylbenzylaminophenyl)-2",4"-dihydroxyphenylmethan22. Bis- (4,4'-ethylbenzylaminophenyl) -2 ", 4" -dihydroxyphenylmethane
OHOH
QH5 QH 5
1212th
23. Tris-(4,4',4"-äthylphenyIaminophenyl)-methan23. Tris- (4,4 ', 4 "-ethylphenylaminophenyl) -methane
24. Bis-(4,4'-morpholinophenyl)-phenylmethan24. Bis- (4,4'-morpholinophenyl) -phenylmethane
Es wird eine Lösung hergestellt, die 20 Gewichtsprozent Polystyrol in Toluol enthält. Diese Lösung wird auf eine mit leitendem Zinnoxyd beschichtete Glasplatte gegossen. Man läßt 1 Minute abtropfen und trocknet dann auf einer Heizplatte V2 Minute lang bei 1400C. Nach dem Beschichten wird das Materia! in eine 0,02 Gewichtsprozent Polyvinylalkohol enthaltende wäßrige Lösung getaucht, mit ionenfreiem Wasser gespült und bis zur Trockne auf der Heizplatte erhitzt. Ein auf diese Weise hergestelltes elektrophotographiscb.es Aufzeichnungsmaterial besitzt einen weniger als 100 Ä dicken Polyvinylalkoholüberzug, der auf einer höchstens 19 μπι dicken Polystyrolschicht, welche an dem Zinnoxydüberzug der Glasplatte haftet, aufliegt. Ein sichtbares Bild kann auf einem derartigen Aufzeichnungsmaterial erzeugt werden, indem eine Schablone darübergelegt und das Ganze einer Koronaentladung ausgesetzt wird. Dann wird das Aufzeichnungsmaterial zum Erweichen der Polystyrolschicht 9 Sekunden mit einer 1400C heißen oder 1 Sekunde mit einer 215° C heißen Platte erhitzt, wodurch ein klar sichtbares lichtstreuendes Bild entsteht, das nach dem Abkühlen bestehen bleibt.A solution is prepared which contains 20 percent by weight polystyrene in toluene. This solution is poured onto a glass plate coated with conductive tin oxide. It is allowed to drain for 1 minute and then dried on a hot plate V for 2 minutes at 140 ° C. After coating, the material is! immersed in an aqueous solution containing 0.02 percent by weight polyvinyl alcohol, rinsed with ion-free water and heated to dryness on the hot plate. An electrophotographic recording material produced in this way has a polyvinyl alcohol coating less than 100 Å thick, which rests on a polystyrene layer which is at most 19 μm thick and which adheres to the tin oxide coating of the glass plate. A visible image can be produced on such a recording material by placing a stencil over it and exposing the whole to a corona discharge. Then, the recording material is to soften the polystyrene layer hot nine seconds at a 140 0 C or 1 second with a 215 ° C hot plate heated to form a clear visible light scattering image which remains after cooling.
Beispiel II 3,0 g der Leukoverbindung Bis-(4,4'-äthylbenzylaminophenyl)-phenylmethan der FormelExample II 3.0 g of the leuco compound bis (4,4'-ethylbenzylaminophenyl) phenylmethane of the formula
C2H5 C 2 H 5
werden in 13,9 g einer Polystyrollösung (36 Gewichtsprozent Festkörper in Toluol), die mit 17 g Toluol verdünnt wurde, gelöst, und eine elektrisch leitende Glasplatte damit und dann mit einer Poiyvinylalkoholschicht wie im Beispiel I beschichtet.are in 13.9 g of a polystyrene solution (36 percent by weight Solid in toluene), which was diluted with 17 g of toluene, dissolved, and an electrically conductive Glass plate with it and then with a layer of polyvinyl alcohol coated as in Example I.
Das Aufzeichnungsmaterial wird gleichförmig durch eine Koronaentladung aufgeladen und 10 Sekunden lang durch eine transparente Kopiervorlage mit zwei in einem Abstand von 10,16 cm gehaltenen 4-Watt-Kohlebogenlampen (Ultraviolett) belichtet. Dann wirdThe recording material is uniformly charged by corona discharge and 10 seconds long through a transparent master copy with two 4-watt carbon arc lamps held at a distance of 10.16 cm (Ultraviolet) exposed. Then it will be
Claims (3)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US191352A US3317315A (en) | 1962-04-30 | 1962-04-30 | Electrostatic printing method and element |
Publications (1)
Publication Number | Publication Date |
---|---|
DE1273990B true DE1273990B (en) | 1968-07-25 |
Family
ID=22705129
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DER34903A Pending DE1273990B (en) | 1962-04-30 | 1963-04-09 | Electrophotographic recording material |
Country Status (9)
Country | Link |
---|---|
US (1) | US3317315A (en) |
BE (1) | BE631700A (en) |
CH (1) | CH431573A (en) |
DE (1) | DE1273990B (en) |
DK (1) | DK114171B (en) |
ES (2) | ES287526A1 (en) |
GB (1) | GB1038338A (en) |
NL (1) | NL292131A (en) |
SE (1) | SE315800B (en) |
Families Citing this family (17)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3291600A (en) * | 1963-01-14 | 1966-12-13 | Rca Corp | Electrophotographic recording element and method of making |
US3413146A (en) * | 1964-09-02 | 1968-11-26 | Ibm | Thermoplastic recording medium |
US3415681A (en) * | 1964-12-14 | 1968-12-10 | Gen Electric | Thermoplastic film recording media |
US3404033A (en) * | 1964-12-14 | 1968-10-01 | Gen Electric | Thermoplastic film composition |
US3415682A (en) * | 1965-05-17 | 1968-12-10 | Gen Electric | Transport structure for deformable medium in a liquid light valve projection apparatus |
US3689769A (en) * | 1966-05-19 | 1972-09-05 | Alexander U Averbach | Electrophotographic copy process and element produced in same |
US4281050A (en) * | 1966-07-21 | 1981-07-28 | Xerox Corporation | Migration imaging system |
JPS5431369B1 (en) * | 1966-10-18 | 1979-10-06 | ||
DE1572312B2 (en) * | 1967-04-13 | 1977-04-28 | Hoechst Ag, 6000 Frankfurt | PROCESS FOR PRODUCING PRINTING FORMS |
US3650737A (en) * | 1968-03-25 | 1972-03-21 | Ibm | Imaging method using photoconductive element having a protective coating |
BE756941A (en) * | 1969-10-01 | 1971-03-16 | Eastman Kodak Co | ORGANIC PHOTOCONDUCTORS USEFUL FOR PREPARING PRODUCTS |
US4148637A (en) * | 1973-09-04 | 1979-04-10 | Ricoh Co., Ltd. | Silane coupling agent in protective layer of photoconductive element |
US4032338A (en) * | 1974-10-16 | 1977-06-28 | Rca Corporation | Holographic recording medium employing a photoconductive layer and a low molecular weight microcrystalline polymeric layer |
GB1512796A (en) * | 1974-12-13 | 1978-06-01 | Ibm | Image forming process |
JPS51119228A (en) * | 1975-04-11 | 1976-10-19 | Ricoh Co Ltd | Thermo-plastic recarding media with improved surface deformation chara cteristics |
JPS51135709A (en) * | 1975-05-19 | 1976-11-24 | Canon Kk | Electrostatic printing method |
US4078925A (en) * | 1976-11-01 | 1978-03-14 | Xerox Corporation | Composite layered photoreceptor |
Family Cites Families (17)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2726179A (en) * | 1952-01-07 | 1955-12-06 | Bosch Gmbh Robert | Recording tapes having a metal layer applied by vapour deposition |
US2896507A (en) * | 1952-04-16 | 1959-07-28 | Foerderung Forschung Gmbh | Arrangement for amplifying the light intensity of an optically projected image |
US2776225A (en) * | 1953-01-16 | 1957-01-01 | Nat Res Corp | Process for the production of a highly reflectant, heat resistant wrinkle finish on a base |
US2901348A (en) * | 1953-03-17 | 1959-08-25 | Haloid Xerox Inc | Radiation sensitive photoconductive member |
US2842463A (en) * | 1953-09-04 | 1958-07-08 | Bell Telephone Labor Inc | Vapor deposited metal films |
US2748288A (en) * | 1953-10-01 | 1956-05-29 | Rca Corp | Electron photography plate construction |
US3140174A (en) * | 1955-01-19 | 1964-07-07 | Xerox Corp | Process for overcoating a xerographic plate |
US2993806A (en) * | 1956-12-17 | 1961-07-25 | Gen Tire & Rubber Co | Metal coating of plastics |
US3113179A (en) * | 1957-11-22 | 1963-12-03 | Gen Electric | Method and apparatus for recording |
NL236789A (en) * | 1958-03-05 | |||
US2907672A (en) * | 1958-08-25 | 1959-10-06 | Ford Motor Co | Aurous coating on an optical element |
GB897227A (en) * | 1958-11-07 | 1962-05-23 | Photostatic Entpr Ltd | Improvements in or relating to methods and means for applying printed patterns electrostatically |
NL131627C (en) * | 1960-02-15 | |||
US3095324A (en) * | 1960-04-14 | 1963-06-25 | Gen Electric | Method for making electrically conducting films and article |
BE612087A (en) * | 1960-12-29 | |||
NL273832A (en) * | 1961-01-24 | |||
US3168857A (en) * | 1961-05-01 | 1965-02-09 | Rca Corp | Electrostatic printing |
-
0
- BE BE631700D patent/BE631700A/xx unknown
- NL NL292131D patent/NL292131A/xx unknown
-
1962
- 1962-04-30 US US191352A patent/US3317315A/en not_active Expired - Lifetime
-
1963
- 1963-03-22 CH CH363463A patent/CH431573A/en unknown
- 1963-04-01 GB GB12880/63A patent/GB1038338A/en not_active Expired
- 1963-04-09 DE DER34903A patent/DE1273990B/en active Pending
- 1963-04-29 ES ES287526A patent/ES287526A1/en not_active Expired
- 1963-04-30 SE SE4790/63A patent/SE315800B/xx unknown
- 1963-04-30 DK DK200063AA patent/DK114171B/en unknown
- 1963-07-30 ES ES0290429A patent/ES290429A1/en not_active Expired
Also Published As
Publication number | Publication date |
---|---|
GB1038338A (en) | 1966-08-10 |
ES287526A1 (en) | 1963-11-01 |
NL292131A (en) | |
US3317315A (en) | 1967-05-02 |
SE315800B (en) | 1969-10-06 |
BE631700A (en) | |
CH431573A (en) | 1967-03-15 |
ES290429A1 (en) | 1963-12-01 |
DK114171B (en) | 1969-06-02 |
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