Radiation imagery chemistry: process – composition – or product th – Electric or magnetic imagery – e.g. – xerography,... – Radiation-sensitive composition or product
Reexamination Certificate
2002-05-22
2003-12-02
Goodrow, John (Department: 1753)
Radiation imagery chemistry: process, composition, or product th
Electric or magnetic imagery, e.g., xerography,...
Radiation-sensitive composition or product
C430S074000, C546S037000, C252S600000, C399S297000
Reexamination Certificate
active
06656651
ABSTRACT:
BACKGROUND
This invention is generally directed to imaging members, and more specifically, there is disclosed layered photoconductive imaging members comprised of perinone/perylene dimers, such as alkylimido-monobenzamidazole-perinone-perylene dimers. Photoconductive imaging members containing the aforementioned dimers possess in embodiments a number of advantages as indicated herein, inclusive of being sensitive to blue wavelengths of, for example, about 400 nanometers. The photogenerating layer, which can be exposed to light of the appropriate blue wavelengths simultaneously, or sequentially exhibits, for example, excellent cyclic stability, independent layer discharge, acceptable dark decay characteristics, permits tuning of the electrical properties of the imaging member, and enables substantially no adverse changes in performance over extended time periods. Processes of imaging, especially xerographic imaging and printing, including digital are also encompassed by the present invention.
More specifically, the layered photoconductive imaging members illustrated herein can be selected for a number of different known imaging and printing processes including, for example, multicopy/fax devices, electrophotographic imaging processes, especially xerographic imaging and printing processes wherein negatively charged or positively charged images are rendered visible with toner compositions of an appropriate charge polarity. The imaging members as indicated herein are in embodiments sensitive in the wavelength region of, for example, from about 900 to about 300 nanometers, and in particular, from about 350 to about 450 nanometers. Moreover, the imaging members of the present invention in embodiments can be selected for color xerographic imaging applications where several color printings can be achieved in a single pass.
REFERENCES
Layered photoresponsive imaging members have been described in a number of U.S. patents, such as U.S. Pat. No. 4,265,990, the disclosure of which is totally incorporated herein by reference, wherein there is illustrated an imaging member comprised of a photogenerating layer, and an aryl amine hole transport layer. Examples of photogenerating layer components include trigonal selenium, metal phthalocyanines, vanadyl phthalocyanines, and metal free phthalocyanines. Additionally, there is described in U.S. Pat. No. 3,121,006, the disclosure of which is totally incorporated herein by reference, a composite xerographic photoconductive member comprised of finely divided particles of a photoconductive inorganic compound dispersed in an electrically insulating organic resin binder. The binder materials disclosed in the ′006 patent comprise a material which is incapable of transporting for any significant distance injected charge carriers generated by the photoconductive particles.
The use of certain perylene pigments as photoconductive substances is also known. There is thus disclosed in Hoechst European Pat. No. Publication 0040402, DE3019326, the use of N,N′-disubstituted perylene-3,4,9,10-tetracarboxyldiimide pigments as photoconductive substances. Specifically, for example, there is disclosed in this publication N, N′-bis(3-methoxypropyl)perylene-3,4,9,10-tetracarboxyl-diimide dual layered negatively charged photoreceptors with improved spectral response in the wavelength region of 400 to 700 nanometers. A similar disclosure is presented in Ernst Gunther Schlosser,
Journal of Applied Photographic Engineering
, Vol. 4, No. 3, page 118 (1978). There are also disclosed in U.S. Pat. No. 3,871,882, the disclosure of which is totally incorporated herein by reference, photoconductive substances comprised of specific perylene-3,4,9,10-tetracarboxylic acid derivative dyestuffs. In accordance with the disclosure of this patent, the photoconductive layer is preferably formed by vapor depositing the dyestuff in a vacuum. Also, there are specifically disclosed in this patent dual layer photoreceptors with perylene-3,4,9,10-tetracarboxylic acid diimide derivatives, which have spectral response in the wavelength region of from 400 to 600 nanometers. Further, in U.S. Pat. No. 4,555,463, the disclosure of which is totally incorporated herein by reference, there is illustrated a layered imaging member with a chloroindium phthalocyanine photogenerating layer. In U.S. Pat. No. 4,587,189, the disclosure of which is totally incorporated herein by reference, there is illustrated a layered imaging member with, for example, a BZP perylene pigment photogenerating component. Both of the aforementioned patents disclose an aryl amine component as a hole transport layer.
Illustrated in U.S. Pat. No. 5,336,577, the disclosure of which is totally incorporated herein by reference, are single layered imaging members.
The appropriate components and processes of the above art patents may be selected for the present invention in embodiments thereof.
SUMMARY
It is a feature of the present invention to provide imaging members with many of the advantages illustrated herein.
Another feature disclosed relates to the provision of photoresponsive imaging members with excellent photosensitivity to blue light radiations.
It is yet another feature disclosed that relates to layered photoresponsive imaging members with a sensitivity to blue light, and which members possess in embodiments tunable and preselected electricals, acceptable dark decay characteristics, and high photosensitivity.
Moreover, another feature disclosed relates to the provision of improved layered photoresponsive imaging members comprised of perinone/perylene dimers with photosensitivity to blue light, for example, from about 350 to about 450 nanometers, and wherein blue light is believed to be absorbed by the perinone moiety, and the energy resulting is transferred to or radiated to the perylene chromaphore.
It is yet another feature disclosed wherein there is provided photoconductive imaging members with a photogenerating layer comprised of perinone/perylene dimers photogenerating components, and which layer can be deposited on a supporting substrate.
In further features disclosed there are provided perinone/perylene dimers wherein there is chemically bonded to a perinone blue light sensitive component or chromaphore to a know photogenerator, such as a perylene, and which members exhibited in embodiments increased photosensitivity to blue light as compared to the perinone or perylene alone; and photoresponsive, or photoconductive imaging members which can be selected for imaging processes including color xerography.
Aspects of the present invention relate to a component such as, for example, a photoconductive imaging member comprised of supporting substrate, and thereover a layer comprised of a photogenerator comprised of a perinone/perylene dimer of, for example, alkylimido-monobenzamidazole-perinone-perylenes, bisalkylimido-perinone-perylenes, alkylimido-monobenzamidazole-perylene-perinones or monobenzam idazole-monobenzamidazole-perinone-perylenes of the following general formulas
wherein R
1
is, for example, alkyl with, for example, from 1 to about 25, and more specifically, from 1 to about 10 carbon atoms, inclusive of a substituted or unsubstituted alkyl, branched alkyl with, for example, from 1 to about 26, and more specifically, from 1 to about 12 carbon atoms, cycloalkyl with, for lo example, from 1 to about 25, and more specifically, from 1 to about 10 carbon atoms, or aryl with, for example, from 6 to about 36 carbon atoms, such as phenyl, naphthyl, or a higher polycyclic aromatic exceeding 36 carbon atoms; R
2
is, for example, alkyl, a branched alkyl, cycloalkyl, or aryl, such as phenyl, naphthyl, a higher polycyclic aromatic or R
1
; and R
3
is, for example, alkyl, branched alkyl, cycloalkyl, or aryl, such as phenyl, naphthyl, or a higher polycyclic aromatic, such as anthracene or R
1
; and R
1
, R2 and R3 can contain a total number of carbons of from 1 and about 50, and more specifically, from 1 to about 12.
Specific examples of perinone/perylene dimers include those of the following formulas
The
Bender Timothy P.
Duff James M.
Hamer Gordon K.
Vong Cuong
Goodrow John
Palazzo E. O.
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