Radiation imagery chemistry: process – composition – or product th – Electric or magnetic imagery – e.g. – xerography,... – Radiation-sensitive composition or product
Reexamination Certificate
2001-09-10
2003-07-22
Chapman, Mark A. (Department: 1755)
Radiation imagery chemistry: process, composition, or product th
Electric or magnetic imagery, e.g., xerography,...
Radiation-sensitive composition or product
C430S058750
Reexamination Certificate
active
06596450
ABSTRACT:
BACKGROUND OF THE INVENTION
The present invention is directed generally to novel charge transport components and imaging members thereof, such as photoconductive imaging members, comprised of photogenerating layers and charge transporting aromatic amines with crosslinkable silane functionalities that are readily prepared and which amines possess an electronic purity in embodiments.
The imaging members of the present invention can be selected for imaging and printing machines, such as the Xerox Corporation Docucolor products.
A problem with a number of current photoreceptors is short operational life caused primarily by mechanical abrasion of the photoreceptor surface. This abrasion is especially severe when bias-charging roll (BCR) is used as the charging device, as the photoreceptor surface is subject to severe chemical attacks from the corrosive species generated during charging. For example, the photoreceptor life when BCR charging is utilized and a polycarbonate Z transport layer binder is generally a low of about 150,000 to 250,000 revolution cycles.
One approach to reduce the aforementioned abrasion of the photoreceptor surface is to apply a crosslinked top layer on the photoreceptor by, for example, sol-gel process or by polycondensation, and wherein the crosslinkable siloxane polymeric materials can be selected as the charge transport layer and to provide some wear resistance to the photoreceptor surface. These silane-crosslinkable charge transport aromatic amines have been synthesized from the hydrosilation of alkene-functionalized aromatic amines or from the reaction of aromatic amine-functionalized carboxylic derivatives with amino or hydroxy-functionalized silanes, reference U.S. Pat. No. 5,352,554, the disclosure of which is totally incorporated herein by reference. However, the silane-containing aromatic amines prepared from those processes are generally difficult to purify to electronic grade process because of the reactive nature of the silane groups. With the processes of the present invention in embodiments, there can be generated a series of electronic grade novel aromatic amines with crosslinkable silane functionalities of the Formula (I) that can be readily obtained with electronic grade. A precursor in generating the aromatic amines of the Formula (I) is the hydroxy or amino-functionalized aromatic amines of Formula (II), which can be prepared from Ullmann reactions and can be readily purified to electronic grade, such as 100 percent purity, by conventional procedures. Since the hydroxy or amino-functionalized aromatic amines of Formula (II) react with an isocyanato-silane of Formula (III) very little if any byproducts result thereby enabling electronic purity for the resulting product.
wherein A represents a hole transporting aromatic tertiary amine moiety; L
1
and L
2
represents a divalent group of an alkylene, or a substituted alkylene of, for example, from 1 to about 10 carbon atoms, such as methylene, ethylene, propylene and butylene; X represents oxygen or an imino group; Y represents an alkoxy group or a halide, for example methoxy, ethoxy, propoxy, isopropoxy, chlorine and bromide; R is a hydrogen atom or an alkyl group of from 1 to about 5 carbon atoms; and n is an integer or number of from 1 to about 5.
PRIOR ART
Generally, layered photoresponsive imaging members are 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. For example, charge transport layers comprised of aryl diamines dispersed in polycarbonates like MAKROLON® are known. 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 a composite xerographic photoconductive member comprised of finely divided particles of a photoconductive inorganic compound dispersed in an electrically insulating organic resin binder.
There are disclosed in U.S. Pat. No. 3,871,882 photoconductive substances comprised of specific perylene-3,4,9,10-tetracarboxylic acid derivative dyestuffs. In accordance with the teachings of this patent, the photoconductive layer is preferably formed by vapor depositing the dyestuff in a vacuum. Also, there is 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 and an aryl amine charge transport 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 a nonhalogenated perylene pigment photogenerating component and an aryl amine charge transport layer. Both of the aforementioned patents disclose an aryl amine molecule components as a hole transport layer, and wherein there can be selected a number of resin binders.
In U.S. Pat. No. 4,869,988 and U.S. Pat. No. 4,946,754, the disclosures of which are totally incorporated herein by reference, there are described layered photoconductive imaging members with transport layers incorporating, for example, biarylyl diarylamines, N,N-bis(biarylyl)anilines, and tris(biarylyl)amines as charge transport compounds. More specifically, in the above-mentioned patents, there are disclosed layered photoconductive imaging members comprised of a supporting substrate, a photogenerating layer optionally dispersed in an inactive resinous binder, and in contact therewith a charge transport layer comprised of the above-mentioned charge transport compounds, or mixtures thereof dispersed in a number of resinous binders.
It is also indicated in the aforementioned patents that there may be selected as resin binders for the charge transport molecules those components as illustrated in U.S. Pat. No. 3,121,006 including polycarbonates, polyesters, epoxy resins, polyvinylcarbazole; and also wherein for the preparation of the charge transport layer with a polycarbonate there is selected methylene chloride as a solvent.
Although imaging member devices with various charge transport layers, especially hole transport layer materials with hole transport molecules including aryl amines dispersed in resinous binders, such as polycarbonates have been disclosed in the prior art, and are suitable for their intended purposes, a need remains for improved imaging members, particularly layered members, with chemically and mechanically robust transport layers, and wherein the devices incorporating certain charge transport components exhibit extended lifetimes, such as about 1,000,000 imaging cycles. Further, there continues to be a need for layered imaging members wherein the layers are sufficiently adhered to one another to allow the continuous use of such members in repetitive imaging systems. Also, there continues a need for improved layered imaging members comprised of hole transport layers wherein the problems of transport molecule crystallization, bleeding and leaching are avoided or minimized. Furthermore, there is a need for imaging members which can be fabricated from nontoxic solvents, and wherein the resulting imaging members are inert to the users thereof. A further need resides in the provision of photoconductive imaging members with desirable mechanical characteristics, and excellent photoinduced discharge core characteristics. These and other needs may be accomplished, it is believed, in embodiments of the present invention.
Another need resides in the provision of imaging members containing charge transport layers with acceptable xerographic electrical performance including higher charge acceptance, lower dark decay, increased charge generation e
Hu Nan-Xing
Liu Ping
Qi Yu
Chapman Mark A.
Palazzo Eugene O.
Xerox Corporation
LandOfFree
Charge transport components does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Charge transport components, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Charge transport components will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-3051194