Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...
Reexamination Certificate
2003-09-16
2004-07-27
Powers, Fiona T. (Department: 1626)
Organic compounds -- part of the class 532-570 series
Organic compounds
Heterocyclic carbon compounds containing a hetero ring...
C546S100000, C549S551000, C430S058450, C430S078000, C430S079000
Reexamination Certificate
active
06768010
ABSTRACT:
FIELD OF THE INVENTION
This invention relates to organophotoreceptors suitable for use in electrophotography and, more specifically, to organophotoreceptors having an improved charge transport compound having at least one azine group.
BACKGROUND OF THE INVENTION
In electrophotography, an organophotoreceptor in the form of a plate, disk, sheet, belt, drum or the like having an electrically insulating photoconductive element on an electrically conductive substrate is imaged by first uniformly electrostatically charging the surface of the photoconductive layer, and then exposing the charged surface to a pattern of light. The light exposure selectively dissipates the charge in the illuminated areas where light strikes the surface, thereby forming a pattern of charged and uncharged areas, referred to as a latent image. A liquid or solid toner is then provided in the vicinity of the latent image, and toner droplets or particles deposit in the vicinity of either the charged or uncharged areas to create a toned image on the surface of the photoconductive layer. The resulting toned image can be transferred to a suitable ultimate or intermediate receiving surface, such as paper, or the photoconductive layer can operate as an ultimate receptor for the image. The imaging process can be repeated many times to complete a single image, for example, by overlaying images of distinct color components or effect shadow images, such as overlaying images of distinct colors to form a full color final image, and/or to reproduce additional images.
Both single layer and multilayer photoconductive elements have been used. In single layer embodiments, a charge transport material and charge generating material are combined with a polymeric binder and then deposited on the electrically conductive substrate. In multilayer embodiments, the charge transport material and charge generating material are present in the element in separate layers, each of which can optionally be combined with a polymeric binder, deposited on the electrically conductive substrate. Two arrangements are possible. In one two-layer arrangement (the “dual layer” arrangement), the charge-generating layer is deposited on the electrically conductive substrate and the charge transport layer is deposited on top of the charge generating layer. In an alternate two-layer arrangement (the “inverted dual layer” arrangement), the order of the charge transport layer and charge generating layer is reversed.
In both the single and multilayer photoconductive elements, the purpose of the charge generating material is to generate charge carriers (i.e., holes and/or electrons) upon exposure to light. The purpose of the charge transport material is to accept at least one type of these charge carriers, generally holes, and transport them through the charge transport layer in order to facilitate discharge of a surface charge on the photoconductive element. The charge transport material can be a charge transport compound, an electron transport compound, or a combination of both. When a charge transport compound is used, the charge transport compound accepts the hole carriers and transports them through the layer with the charge transport compound. When an electron transport compound is used, the electron transport compound accepts the electron carriers and transports them through the layer with the electron transport compound.
SUMMARY OF THE INVENTION
This invention provides organophotoreceptors having good electrostatic properties such as high V
acc
and low V
dis
.
In a first aspect, an organophotoreceptor comprises an electrically conductive substrate and a photoconductive element on the electrically conductive substrate, the photoconductive element comprising:
a) a charge transport compound having the formula
where R
1
and R
2
are, independently, hydrogen, an alkyl group, a heteocyclic group, an alkaryl group or an aryl group; X is an aromatic group; Y is an (N,N-disubstituted) arylamine group, such as a (N,N-disubstituted) arylamine group, a carbazole group or a julolidine group; Z is (CH
2
)
m
group where m is an integer between 1 and 30 where one or more of the methylene groups is optionally replaced by O, S, C═O, O═C—O, O═C—NR
3
, sulfoxide, sulfate, phosphate, an aryl group, urethane, urea, a NR
4
group, a CHR
5
group, or a CR
6
R
7
group where R
3
, R
4
, R
5
, R
6
, and R
7
are, independently, H, hydroxyl, thiol, an amine group, an alkyl group, a heteocyclic group, an alkaryl group, or an aryl group; and E is an epoxy group; and
(b) a charge generating compound.
The organophotoreceptor may be provided in the form of a plate, a flexible belt, a flexible disk, a sheet, a rigid drum, or a sheet around a rigid or compliant drum. In one embodiment, the organophotoreceptor includes: (a) a photoconductive element comprising the charge transport compound, the charge generating compound, the electron transport compound, and a polymeric binder; and (b) the electrically conductive substrate.
In a second aspect, the invention features an electrophotographic imaging apparatus that comprises (a) a light imaging component; and (b) the above-described organophotoreceptor oriented to receive light from the light imaging component. The apparatus can further comprise a liquid toner dispenser. The method of electrophotographic imaging with photoreceptors containing the above noted charge transport compounds is also described.
In a third aspect, the invention features an electrophotographic imaging process that includes (a) applying an electrical charge to a surface of the above-described organophotoreceptor; (b) imagewise exposing the surface of the organophotoreceptor to radiation to dissipate charge in selected areas and thereby form a pattern of at least relatively charged and uncharged areas on the surface; (c) contacting the surface with a toner, such as a liquid toner that includes a dispersion of colorant particles in an organic liquid, to create a toned image; and (d) transferring the toned image to a substrate.
In a fourth aspect, the invention features a charge transport compound having the general formula (1) above.
The invention provides suitable charge transport compounds for organophotoreceptors featuring a combination of good mechanical and electrostatic properties. These photoreceptors can be used successfully with liquid toners to produce high quality images. The high quality of the imaging system can be maintained after repeated cycling.
Other features and advantages of the invention will be apparent from the following description of the particular embodiments thereof, and from the claims.
REFERENCES:
patent: 4297426 (1981-10-01), Sakai et al.
patent: 4786571 (1988-11-01), Ueda
patent: 5098810 (1992-03-01), Mizuguchi et al.
patent: 6670085 (2003-12-01), Jubran et al.
patent: 816923 (1959-07-01), None
patent: 62116943 (1987-05-01), None
patent: 2001-166519 (2001-06-01), None
P.M. Thangamathesvaran and S.R. Jain, “Synthesis, Characterization And Binding Properties Of Epoxy Resins Based On Carbonohydrazones And Thiocarbonohydrazones,” Frontiers of Polymer Research, p. 589-594, Edited by P.N. Prasad and J.K. Nigam, Plenum Press, NY, 1991.
S.R.Jain et al, “Novel Energetic N-N Bonded Polymeric Binders for Composite Propellants,” Macromolecules New Frontiers, p. 1018-1021, Allied Publishers Ltd., New Delhi, 1998.
Daskeviciene Maryte
Gaidelis Valentas
Getautis Vytautas
Jubran Nusrallah
Montrimas Edmundas
Patterson Thuente Skaar & Christensen P.A.
Powers Fiona T.
Samsung Electronics Co,. Ltd.
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