EP0000599B1 - Elektrophotosensible Teilchen für photoelektrophoretische Bilderzeugung - Google Patents

Elektrophotosensible Teilchen für photoelektrophoretische Bilderzeugung Download PDF

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Publication number
EP0000599B1
EP0000599B1 EP19780200084 EP78200084A EP0000599B1 EP 0000599 B1 EP0000599 B1 EP 0000599B1 EP 19780200084 EP19780200084 EP 19780200084 EP 78200084 A EP78200084 A EP 78200084A EP 0000599 B1 EP0000599 B1 EP 0000599B1
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Prior art keywords
electrically photosensitive
photosensitive particles
pyrrolo
benzo
group
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English (en)
French (fr)
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EP0000599A1 (de
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Frank Glenn Webster
Michael Thomas Regan
Louis Joseph Rossi
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Eastman Kodak Co
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Eastman Kodak Co
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    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
    • G03G17/00—Electrographic processes using patterns other than charge patterns, e.g. an electric conductivity pattern; Processes involving a migration, e.g. photoelectrophoresis, photoelectrosolography; Processes involving a selective transfer, e.g. electrophoto-adhesive processes; Apparatus essentially involving a single such process
    • G03G17/04—Electrographic processes using patterns other than charge patterns, e.g. an electric conductivity pattern; Processes involving a migration, e.g. photoelectrophoresis, photoelectrosolography; Processes involving a selective transfer, e.g. electrophoto-adhesive processes; Apparatus essentially involving a single such process using photoelectrophoresis

Definitions

  • This invention relates to electrography and particularly to electrically photosensitive particles for photoelectrophoretic migration imaging processes, called hereafter "electrophoretic migration imaging processes”.
  • each of the foregoing electrophoretic migration imaging processes typically employs a layer of electrostatic charge-bearing photoconductive particles, i.e. electrically photosensitive particles, positioned between two spaced electrodes, one of which may be transparent.
  • the charge-bearing photosensitive particles positioned between the two spaced electrodes are subjected to the influence of an electric field an imagewise exposed to activating radiation.
  • the charge-bearing electrically photosensitive particles are caused to migrate to the surface of one or the other of the spaced electrodes and one obtains an image pattern on the surface of these electrodes.
  • a negative image is formed on one electrode and a positive image is formed on the ooposite electrode.
  • Image discrimination occurs in the various electrophoretic migration imaging processes as a result of a net change in charge polarity of either the exposed electrically photosensitive particles (in the case of conventional electrophoretic migration imaging) or the unexposed electrically photosensitive particles (in the case of the electrophoretic migration imaging process described in the above-noted U.S. 3,976,485).
  • the image formed on one electrode surface is composed ideally of electrically photosensitive particles of a negative charge and the image formed on the other electrode surface is composed ideally of electrically photosensitive particles having a positive charge.
  • Methine compounds containing cyano groups are described as photoconductive particles in photoelectrophoretic imaging processes in article 15 028 - Research Disclosure n° 150, October 1976 and as a sensitiser for photoconductive particles in PEP processes in DE 2,532,306.
  • the art has generally selected useful electrically photosensitive or photoconductive particles for electrophoretic migration imaging from known classes of photoconductive materials which may be employed in conventional photoconductive elements, e.g., photoconductive plates, drums, or webs used in electrophotographic office-copier devices, as taught for example in U.S. Patents 2,758,939 and 2,940,847. Also, the phthalocyanine pigments described as a useful electrically photosensitive particles for electrophoretic imaging processes in U.S. Patent 3,615,558 have long been known to exhibit useful photoconductive properties.
  • the object of the invention is to extend the diversity of particles available as electrically photosensitive particles for use in electrophoretic migration imaging processes by resorting to materials which, to the applicant's knowledge, have not been previously identified as photoconductors.
  • electrically photosensitive particles for electrophoretic migration imaging processes comprise a compound having the following formulas: or wherein:
  • representatives of substituent A are an alkyl or aryl substituted or unsubstituted aryl (e.g. phenyl, naphthyl, anthryl) or a substituted or unsubstituted heterocyclic nucleus such as thiophene, benzo[b]thiophene, naphtho[2,3-b]thiophene, furan, isobenzofuran, chromene, pyran, xanthene, pyrrole, 2H-pyrrole, pyrazole, indolizine, indoline, indole, 3H-indole, indazole, carbazole, pyrimidine, isothiazole, isoxazole, furazan, chroman, isochroman, 1,2,3,4-tetrahydroquinoline; 4H-pyrrolo[3,2,1-ijlquinoline; 1,2-dihydro-4H-pyrrolo[3,2,1-
  • substituent A are basic substituted or unsubstituted heterocyclic nuclei.
  • nuclei include:
  • substituent B 1 and 8 2 are cyano, carboxy, alkoxycarbonyl, aryloxycarbonyl, nitro, acyl such as arylcarbonyl, alkylsulfonyl, sulfonyl, fluorosulfonyl, trifluoromethylsulfonyl, carbamoyl, arylcarbamoyl, alkylcarbamoyl or heteroyl groups such as furoyl or benzofuroyl.
  • acyl such as arylcarbonyl, alkylsulfonyl, sulfonyl, fluorosulfonyl, trifluoromethylsulfonyl, carbamoyl, arylcarbamoyl, alkylcarbamoyl or heteroyl groups such as furoyl or benzofuroyl.
  • Alkyl refers to groups of 1-20 carbon atoms such as methyl, ethyl, propyl, isopropyl, butyl, heptyl, dodecyl, octadecyl.
  • Aryl refers to aromatic ring groups of 6-20 carbons such as phenyl, naphthyl, anthryl or to alkyl or aryl substituted aryl groups such as tolyl, ethylphenyl, biphenylyl.
  • Aralkyl refers to aryl substituted alkyl groups such as benzyl, phenethyl.
  • Carbocyclic ring refers to saturated cycloalkyl groups which may have alkyl, aryl or aralkyl substituents such as cyclopropyl, cyclopentyl, cyclohexyl, 5,5-dimethylcyclohexyl, or refers to cyclohexene, dihydronaphthalene and 1 H-indene.
  • the materials of the present invention are relatively insoluble in imaging dispersions but are unexpectedly soluble in certain polymer coated image receiving elements. This solubility in the polymer coatings of image receiving elements results in images having excellent color saturation, density and resolution.
  • the electrically photosensitive particles which are useful in electrophoretic migration imaging processes comprise compounds having a structure according to formula I or II wherein:
  • the particles which comprise compounds of Formulas I and II and which have been found to be electrophotosensitive tend to exhibit a maximum absorption wavelength, A max, within the range of from 420 to 750 nm.
  • a variety of different particles within the class defined by Formulas I and II have been tested and found to exhibit useful levels of electrical photosensitivity in electrophoretic migration imaging processes.
  • electrically photosensitive particles useful in electrophoretic migration imaging processes have an average particle size within the range of from 0.01 micrometres to 20 micrometres, preferably from 0.01 to 5 micrometres. Typically, these particles are colorants.
  • These electrically photosensitive particles may also contain various non photosensitive materials such as electrically insulating polymers, charge control agents, various organic and inorganic fillters, as well as various additional dyes or pigments to change or enhance various colorant and physical properties of the electrically photosensitive particles.
  • electrically photosensitive particles may contain other photosensitive materials such as various sensitizing dyes and/or chemical sensitizers to alter or enhance their response characteristic to activating radiation.
  • the electrically photosensitive particles mentioned in Table I are positioned between two or more spaced electrodes, one or both of which typically being transparent to radiation to which the electrically photosensitive particles are light sensitive i.e., activating radiation.
  • the electrically photosensitive particles may be dispersed simply as a dry powder between two spaced electrodes and then subjected to an electrophoretic migration imaging operation such as that described in U.S. Patent 2,758,939.
  • an electrically insulating carrier such as an electrically insulating liquid or an electrically insulating, liquefiable matrix, such as a heat- and/or solvent-softenable polymer or a thixotropic polymer.
  • an electrically insulating carrier such as an electrically insulating liquid or an electrically insulating, liquefiable matrix, such as a heat- and/or solvent-softenable polymer or a thixotropic polymer.
  • an electrically insulating carrier such as an electrically insulating liquid or an electrically insulating, liquefiable matrix, such as a heat- and/or solvent-softenable polymer or a thixotropic polymer.
  • the carrier can comprise an electrically insulating liquid such as decane, paraffin, "Sohio Odorless Solvent 3440" (a kerosene fraction marketed by the Standard Oil Company, Ohio), various isoparaffinic hydrocarbon liquids such as those sold under the trakemark “Isopar G” by Exxon Corporation and having a boiling point in the range of 145°C to 186°C, various halogenated hydrocarbons such as carbon tetrachloride, tirchloromonofluoromethane, various alkylated aromatic hydrocarbon liquids such as the alkylated benzenes, for example, xylenes, and other alkylated aromatic hydrocarbons such as are described in U.S. Patent 2,899,335.
  • decane paraffin
  • Sohio Odorless Solvent 3440 a kerosene fraction marketed by the Standard Oil Company, Ohio
  • various isoparaffinic hydrocarbon liquids such as those sold under the trakemark “Is
  • Solvesso 100 An example of one such useful alkylated aromatic hydrocarbon liquid which is commercially available is "Solvesso 100" made by Exxon Corporation. "Solvesso 100" has a boiling point in the range of 157°C to 177°C and is composed of 9 percent xylene, 16 percent other monoalkyl benzenes, 34 percent dialkyl benzenes, 37 percent trialkyl benzenes, and 4 percent aliphatics.
  • the electrically insulating carrier material used in the present invention is a material having a resistivity greater than 10 9 ohm-cm, preferably greater than 10 12 ohm-cm.
  • various other addenda may be incorporated in the resultant imaging suspension.
  • various charge control agents may be incorporated in such a suspension to improve the uniformity of charge polarity of the electrically photosensitive particles dispersed in the liquid suspension.
  • charge control agents are well known in the field of liquid electrograpic deve!opers where they are employed for purposes substantially similar to that described herein. Thus, extensive discussion of the charge control agents herein is deemed unnecessary.
  • These charge control agents are typically polymers incorporated by admixture thereof into the liquid carrier of the suspension.
  • charge control agents often provide more stable suspensions, i.e., suspensions which exhibit substantially less settling out of the dispersed photosensitive particles.
  • Useful polymeric charge control agents comprise a copolymer having at least two different repeating units
  • copolymer charge control agents are poly(vinyltoluene-co-lauryl methacrylate-co-lithium methacrylate-co-methacrylic acid), poly(styrene-co-lauryl methacrylate-co-lithium sulfoethyl methacrylate), poly(vinyltoluene-co-lauryl methacrylate-co-lithium methacrylate), poly(styrene-co- lauryl methacrylate-co-lithium methacrylate), poly(t-butylstyrene-co-lauryl methacrylate-co-lithium methacrylate), and poly(t-butylstyrene-co-lithium methacrylate).
  • various polymeric binders such as various natural, semi-synthetic resins, may be dispersed or dissolved in the electrically insulating carrier to fix the final photosensitive particle image formed on one of the spaced electrodes used in electrophoretic migration imaging systems.
  • the use of such fixing addenda is conventional and well known in the closely related art of liquid electrographic developers so that extended discussion thereof is unnecessary herein.
  • the accompanying drawing illustrates a typical apparatus which employs an electrophoretic migration imaging process in which electrically photosensitive particles of the invention can be used.
  • Electrode 1 may be composed of a layer of optically transparent material, such as glass or an electrically insulating, transparent polymeric support such as polyethylene terephthalate, this layer or support being covered with an optically transparent, conductive layer such as tin oxide, indium oxide, nickel.
  • the surface of electrode 1 may bear a "dark charge exchange" material, such as a solid solution of an electrically insulating polymer and 2,4,7,trinitro-9-fluorenone as described in the above-described Groner U.S. Patent 3,976,485 issued August 24, 1976.
  • Electrode 5 is connected to one side of the power source 15 by switch 7. The opposite side of the power source 15 is connected to electrode 1 so that as an exposure takes place, switch 7 is closed and an electric field is applied to the electrically photosensitive particles 4 which are positioned between electrodes 1 and 5.
  • electrically photosensitive particles 4 are dispersed in an electrically insulating carrier such as described hereinabove.
  • the electrically photosensitive particles 4 may be positioned between electrodes 1 and 5 by applying the particles 4 to either or both of the surfaces of electrodes 1 and 5 prior to the imaging process or by injecting the electrically photosensitive particles 4 between electrodes 1 and 5 during the electrophoretic migration imaging process.
  • exposure of electrically photosensitive particles 4 takes place by use of an exposure system consisting of light source 8, an original image 11 to be reproduced, such as a photographic transparency, a lens system 12, and any necessary or desirable radiation filters 13, such as color filters, whereby electrically photosensitive particles 4 are irradiated with a pattern of activating radiation corresponding to original image 11.
  • the electrophoretic migration imaging system represented in the drawing shows electrode 1 to be transparent to activating radiation from light source 8, it is possible to irradiate electrically photosensitive particles 4 in the nip 21 between electrodes 1 and 5 without either of electrodes 1 or 5 being transparent.
  • the exposure source 8 and lens system 12 is arranged so that particles 4 are exposed in the nip or gap 21 between electrodes 1 and 5.
  • electrode 5 is a roller electrode having a conductive core 14 connected to power source 15.
  • the core is in turn covered with a layer of insulating material 6, for example, baryta paper.
  • Insulating material 6 serves to prevent or at least substantially reduce the capability of electrically photosensitive particles 4 to undergo a radiation induced charge alteration upon interaction with electrode 5.
  • the term "blocking electrode” may be used, as is conventional in the art of electrophoretic migration imaging, to refer to electrode 5.
  • electrode 5 is shown as a roller electrode and electrode 1 is shown as a flat plate electrode in the drawing, either or both of these electrodes may assume a variety of different shapes such as a web electrode, rotating drum electrode, plate electrode, as is well known in the field of electrophoretic migration imaging.
  • electrodes 1 and 5 are spaced such that they are in pressure contact or very close to one another during the electrophoretic migration imaging process, e.g., less than 50 micrometres apart.
  • Electrodes 1 and 5 may be spaced more than 50 micrometres apart during the imaging process.
  • the strength of the electric field applied between electrodes 1 and 5 during the electrophoretic migration imaging process of the present invention may vary considerably; however, it has generally been found that optimum image density and resolution are obtained by increasing the field strength to as high a level as possible without causing electrical breakdown of the carrier in the gap between the electrodes.
  • the applied voltage across electrodes 1 and 5 typically is within the range of from 100 volts to 4 kilovolts.
  • an image is formed in electrophoretic migration imaging processes as the result of the combined action of activating radiation and electric field on the electrically photosensitive particles 4 disposed between electrodes 1 and 5 in the attached drawing.
  • field application and exposure to activating radiation occur concurrently.
  • process parameters such as field strength, activating radiation intensity, incorporation of suitable light sensitive addenda in or together with the electrically photosensitive particles by incorporation of a persistent photoconductive material, it is possible to alter the timing of the exposure and field application so that one may use sequential exposure and field application rather than concurrent field application and exposure.
  • electrically photosensitive particles 4 When disposed between electrodes 1 and 5 of the drawing, electrically photosensitive particles 4 exhibit an electrostatic charge polarity, either as a result of triboelectric interaction of the particles or as a result of the particles interacting with the carrier in which they are dispersed, for example, an electrically insulating liquid, such as occurs in conventional liquid electrographic developers composed of toner particles which acquire a charge upon being dispersed in an electrically insulating carrier liquid.
  • Image discrimination occurs in the electrophoretic migration imaging process of the present invention as a result of the combined application of electric field and activating radiation on the electrically photosensitive particles dispersed between electrodes 1 and 5 of the apparatus shown in the drawing. That is, in a typical imaging operation, upon application of an electric field between electrodes 1 and 5, the electrically photosensitive particles 4 are attracted in the dark to either electrodes 1 or 5, depending upon which of these electrodes has a polarity opposite to that of the original charge polarity acquired by the electrically photosensitive particles. And, upon imagewise exposing particles 4 to activating radiation, it is theorized that there occurs neutralization or reversal of the charge polarity associated with either the exposed or unexposed particles.
  • the images which are formed on the surface of electrodes 1 and 5 of the apparatus shown in the drawing may be temporarily or permanently fixed to these electrodes or may be transferred to a final image receiving element.
  • Fixing of the final particle image can be effected by various techniques, for example, by applying a resinous coating over the surface of the image bearing substrate. For example, if electrically photosensitive particles 4 are dispersed in a liquid carrier between electrodes 1 and 5, one may fix the image or images formed on the surface of electrodes 1 and 5 by incorporating a polymeric binder in the carrier liquid.
  • binders which are well known for use in liquid electrophotographic liquid developers
  • binders are known to acquire a change polarity upon being admixed in a carrier liquid and therefore will, themselves, electrophoretically migrate to the surface of one or the other of the electrodes.
  • a coating of a resinous binder (which has been admixed in the carrier liquid), may be formed on the surfaces of electrodes 1 and 5 upon evaporation of the liquid carrier.
  • the electrically photosensitive particles comprising compounds of Formulas I & II may be used to form monochrome images, or the particles may be admixed with other electrically photosensitive particles of proper color and photosensitivity and used to form polychrome images.
  • electrically photosensitive particles comprising compounds having formulas I or II have especially useful hues which make them particularly suited for use in polychrome electrophoretic migration imaging processes which employ a mixture of two or more differently colored electrically photosensitive particles.
  • a mixture of multicolored electrically photosensitive particles is formed, for example, in an electrically insulating carrier liquid, this liquid mixture of particles exhibits a black coloration.
  • the specific cyan, magenta, and yellow particles selected for use in such a polychrome electrophoretic migration imaging process are chosen so that their spectral response curves do not appreciably overlap whereby color separation and subtractive multicolor image reproduction can be achieved.
  • An imaging apparatus was used in each of the following examples to carry out the electrophoretic migration imaging process described herein.
  • This apparatus was a device of the type illustrated in the drawing.
  • a film base having a conductive coating of 0.1 optical density cermet (Cr SiO) served as electrode 1 and was in pressure contact with a 10 centimeter diameter aluminum roller 14 covered with dielectric paper coated with poly(vinyl butyral) resin which served as electrode 5.
  • Electrode 1 was supported by two 2.8 cm. diameter rubber drive rollers 10 positioned beneath electrode 1 such that a 2.5 cm. opening symmetrical with the axis of the aluminum roller 14, existed to allow exposure of electrically photosensitive particles 4 to activating radiation.
  • the original transparency 11 to be reproduced was taped to the back side of electrode 1.
  • the original transparency to be reproduced consisted of adjacent strips of clear (WO), red (W29), green (W61) and blue (W47B) registered tradename Kodak Wratten filters.
  • the light source consisted of a projector with a 1000 watt Xenon Lamp. The light was modulated with an eleven step 0.3 neutral density step tablet. The residence time in exposure zone was 10 milliseconds.
  • the log of the light intensity (Log I) was as follows: The voltage between the electrodes 1 and 5 was 2 kV. Electrode 1 was negative polarity in the case where electrically photosensitive particles 4 carried a positive electrostatic charge, and electrode 1 was positive in the case where electrically photosensitive particles 4 were negatively charged. The translational speed of electrode 1 was 25 cm. per second.
  • an image was formed on the surfaces of electrodes 1 and 5 after simultaneous application of light exposure and electric field to electrically photosensitive particles 4 admixed with a liquid carrier as described below to form a liquid imaging dispersion and which dispersion had been placed in nip 21 between the electrodes 1 and 5. If the compounds being evaluated for use as particles 4 possessed a useful level of electrical photosensitivity, one obtained a negative-appearing image reproduction of original 11 on electrode 5 and a complementary image on electrode 1.
  • Imaging dispersions were prepared to evaluate each of the compounds in Table I as electrically photosensitive particles.
  • the dispersions were prepared by first making a stock solution of the following components. The stock solution was prepared simply by combining the components.
  • Each of the 45 compounds described in Table I was tested according to the just outlined procedures. Each of the compounds was found to be electrophotosensitive as evidenced by obtaining a negative appearing image of the original on one electrode and a complementary image on the other electrode. Image quality was determined visually having regard to minimum and maximum densities, speed and color saturation.
  • Imaging dispersions containing the Table I compounds listed in Table II were prepared as in the previous Examples 1-45. Imaging was also carried out as in the previous examples except the polymeric coating on the paper covering aluminum roller 14 was either Polymer A and Polymer B as indicated in Table II.

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Claims (5)

1. Elektrisch photosensitive Teilchen für photoelektrophoretische Bildherstellungsverfahren, dadurch gekennzeichnet, daß sie eine Verbindung der folgenden Formeln:
Figure imgb0027
oder
Figure imgb0028
worin bedeuten:
m und n = null, eins oder zwei;
L1, L2, L3, L4, L5, L6 und L7 Wasserstoff, Cyano, Alkyl, Aralkyl, Aryl, Benzoyl oder Heterocyclyl oder außerdem beliebige zwei von L1, L2 und L3 oder beliebige zwei von L4, L5, L6 und L7 gemeinsam die zur Vervollständigung eines carbocyclischen Ringes mit 5 bis 10 Kohlenstoffatomen erforderlichen Atome;
A1 eine durch eine Alkyl- oder Arylgruppe substituierte oder unsubstituierte Arylgruppe oder ein substituierter oder unsubstituierter heterocyclischer Kern;
A2 einen basischen substituierten oder unsubstituierten heterocyclischen Kern bestehend aus: einem Imidazol; einem 3H-Indol; einem Thiazol; einem Benzothiazol; einem Naphthothiazol; einem Thianaphtheno-7',6'-4,5-thiazol; einem Oxazol; einem Benzoxazol; einem Naphthoxazol; einem Selenazol; einem Benzoselenazol; einem Naphthoselenazol; einem Thiazolin; einem 2-Chinolin; einem 4-Chinolin; einem 1-Isochinolin; einem Benzimidazol; einem 2-Pyridin; einem 4-Pyridin; einem Pyrrolo[1,2-a]pyridin oder einem Acenaphthothiazol;
B1 und B2 Cyano-, Carboxy-, Alkoxycarbonyl-, Aryloxycarbonyl-, Acyl- oder Nitrogruppen, - vorausgesetzt, daß in den obigen Definitionen eine Alkylgruppe 1 bis 20 Kohlenstoffatome und eine Arylgruppe 6 bis 20 Kohlenstoffatome aufweist

enthalten oder daraus bestehen.
2. Elektrisch photosensitive Teilchen nach Anspruch 1, worin
A1 ein Kern aus der Gruppe: Thiophen, Benzo[b]thiophen, Naphtho[2,3-b]thiophen, Furan, Isobenzofuran, Chromen, Pyran, Xanthen, Pyrrol, 2H-Pyrrol, Pyrazol, Indolizin, Indolin, Indol, 3H-Indol, Indazol, Carbazol, Pyrimidin, Isothiazol, Isoxazol, Furazan, Chroman, Isochroman, 1,2,3,4-Tetrahydrochinolin, 4H - Pyrrolo[3,2, 1 - ij]chinolin, 1,2 - Dihydro - 4H - pyrrolo[3,2, 1 - ij]chinolin; 1,2,5,6 - Tetrahydro - 4H - pyrrolo[3,2,1-ij]chinolin; 1 H,5H-Benzo[ij]chinolizin; 2,3-Dihydro-1 H,5H-benzo[ij]chinolizin und 2,3,6,7-Tetrahydro-1 H,5H-benzo[ij]chinolizin, 10,1 1-Dihydro-9H-benzo[a]xanthen-8-yl; 6,7-Dihydro-5H-benzo-[b]pyran-7-yl und Pyrrolo[2,1-b]benzothiazol

ist.
3. Elektrisch photosensitive Teilchen nach Anspruch 1, worin bedeuten:
A1 einen substituierten oder unsubstituierten Kern aus der Gruppe: Indol; 1,2,5,6-Tetrahydro-4H-pyrrolo[3,2,1-ij]chinolin; 2,3,6,7-Tetrahydro-1 H,5H-benzo[ij]chinolizin und Pyrrolo[2,1-b]benzothiazol;
A2 einen substituierten oder unsubstituierten Kern aus der Gruppe: 3H-Indol; Naphthothiazol; Benzimidazol; 2-Pyridin; Pyrrolo[1,2-a]pyridin; Benzoxazol; Benzoselenazol und Acenaphthothiazol;
L1, L2, L3, L4, L5, L6 und L7, die gleich oder verschieden sein können, Wasserstoff, Cyano, Methyl, Phenyl, Benzoyl, 2-Thienyl, Benzofuryl und 2-Oxo-2H-benzo[b]pyran-3-yl oder beliebige zwei von L1, L2 und L3 oder L4, L5, L6 und L7 die Atome, die zur Vervollständigung eines Kernes bestehend aus Dihydronaphthalin, 1H-Inden und Cyclohexen erforderlich sind und
B1 und B2 Cyano, Äthoxycarbonyl, Naphthoyl, Benzoyl, Furoyl, Benzofuroyl oder Dihydroxybenzoyl.
4. Elektrisch photosensitive Teilchen nach Anspruch 1, dadurch gekennzeichnet, daß sie eine Verbindung aufweisen, die eine Formel II aus der folgenden Gruppe von Formeln hat:
Figure imgb0029
Figure imgb0030
Figure imgb0031
Figure imgb0032
Figure imgb0033
Figure imgb0034
Figure imgb0035
Figure imgb0036
5. Elektrisch photosensitive Teilchen nach Anspruch 1, dadurch gekennzeichnet, daß sie die folgende Verbindung der Formel I aufweisen
Figure imgb0037
EP19780200084 1977-07-25 1978-07-07 Elektrophotosensible Teilchen für photoelektrophoretische Bilderzeugung Expired EP0000599B1 (de)

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US81869777A 1977-07-25 1977-07-25
US818697 1977-07-25
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US6070551A (en) 1996-05-13 2000-06-06 Applied Materials, Inc. Deposition chamber and method for depositing low dielectric constant films
JP6114606B2 (ja) * 2013-03-28 2017-04-12 富士フイルム株式会社 光電変換材料、光電変換素子およびその使用方法、光センサ、撮像素子
EP3048138A1 (de) * 2015-01-21 2016-07-27 LANXESS Deutschland GmbH Gelbe Methinfarbstoffe

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CH552231A (de) * 1972-05-23 1974-07-31 Ciba Geigy Ag Verfahren zum reproduzieren von ein- oder mehrfarbigen bildervorlagen auf photoelektophoretischem wege unter verwendung sublimierbarer dispersionsfarbstoffe.
JPS5194932A (de) * 1974-07-18 1976-08-20
US3976485A (en) * 1974-09-30 1976-08-24 Eastman Kodak Company Photoimmobilized electrophoretic recording process

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