# US 4,391,888 A · Multilayered organic photoconductive element and process using polycarbonate barrier layer and charge generating layer

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- Number: US 4,391,888 A
- Document ID: US4391888A
- Status: Granted
- Kind: A
- Application number: 06/331,401
- Filed: 1981-12-16
- Granted: 1983-07-05
- Earliest claimed: 1981-12-16
- Assignees: Pitney Bowes Inc.
- Inventors: Mike S. H. Chang; Michael F. Berman
- Web page: https://patentgrep.com/patent/US4391888A

## CPC

- G03G 5/047: characterised by the charge-generation layers or charge transport layers {(G03G5/0433 and G03G5/0436 take precedence)}
- G03G 5/0564: {Polycarbonates}
- Y10S 430/10: Donor-acceptor complex photoconductor
- G03G: ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
- Y10S: TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS

## Abstract

Organic photoconductive elements which are stable and sensitive over a broad range of the spectrum, including the near infrared band, having a charge generating layer and a charge transport layer carried on an electroconductive support are disclosed. The invention involves the use of a first layer between the support and the charge generating layer which is capable of functioning as (i) an adhesive bonding layer on the electroconductive support to provide a receptive and retentive base layer for the charge generating layer and (ii) as a barrier layer to prevent substantially any leakage of charge from the surface of the photoconductor, characterized by the first layer comprising at least one polycarbonate having a weight average molecular weight ranging from about 25,000 to about 45,000, in combination with a charge generating layer that comprises at least one organic pigment which is sensitive to near infrared radiation.

## Claims

### Claim 1

An organic photoconductive element which is extremely sensitive to exposure to light rays in the near-infrared region of the spectrum, said element comprising an electroconductive plastic film support; a first layer on said support comprising at least one polycarbonate resin having a weight average molecular weight ranging from about 25,000 to about 45,000, said first layer capable of functioning in a dual capacity as a barrier layer to prevent substantially any leakage of charge from the surface of said photoconductor and as a bonding layer; a charge generating layer comprising a dispersion coated layer formed of at least one diane blue dye containing from about 2 to about 75 percent by weight of at least one squarylium dye based upon the total weight of the charge generating layer; and a charge transport layer comprising a conventional organic chemical capable of transporting electrical charges generated by said charge generating layer in areas of said element exposed to said light rays.

### Claim 2 (depends on 1)

An organic photoconductive element according to claim 1 wherein said polycarbone resins are selected from the group consisting of poly(oxycarbonyloxy-1,4-phenyleneisopropylidene-1,4-phenylene), poly(oxycarbonyloxyhexamethylene), poly(oxycarbonyloxyhexamethylene), poly(oxycarbonyloxy-2-methyl-1,4-phenylenecyclohexylidene-3-methyl-1,4-phe nylene), poly(oxycarbonyloxy-2-methyl-1,4-phenyleneisopropylidene-1,4-phenylene), poly(oxycarbonyloxy-3-methyl-1,4-phenylenebenzylidene-2-methyl-1,4-phenyle ne), poly(oxycarbonyloxy-1,4-phenylene-2,2-butylidene-1,4-phenylene), poly(oxycarbonyloxy-1,4-phenyleneseisobutylidene-1,4-phenylene), poly[oxycarbonyloxy-1,4-phenylenedi(isopropylidene-1,4-phenylene)], and poly[oxycarbonyloxy-1,4-phenylene(methyl)phenylmethylene-1,4-phenylene].

### Claim 3 (depends on 1, 2)

A photoconductive element according to claims 1 or 2 wherein said diane blue dye comprises chlorodiane blue.

### Claim 4 (depends on 1)

A photoconductive element according the claim 1 wherein said squarylium dye is 2,4-bis-(2-hydroxy-4-dimethylaminophenyl)-1,3-cyclobutadienediylium-1,3-di olate.

### Claim 5 (depends on 2)

A photoconductive element according to claim 2 wherein the percent by weight of said squarylium dye varies from about 25 to about 60 percent based upon the total weight of the charge generating layer.

### Claim 6 (depends on 1)

A photoconductive element according to claim 1 wherein said electroconductive support comprises a metallized plastic film.

### Claim 7 (depends on 1, 2)

A photoconductive element according to claims 1 or 2, wherein the weight average molecular weight of said polycarbonate resins varies from about 30,000 to about 40,000.

### Claim 8 (depends on 1, 2)

A photoconductive element according to claims 1 or 2, wherein said organic chemical of the charge transport layer is selected from the group consisting of triaryl pyrazolines and hydrazones.

### Claim 9

A method for forming an electrophotographic image comprising:
(a) electrostatically charging in the dark the surface of an organic photoconductive element which is extremely sensitive to exposure to light rays in the near-infrared region of the spectrum, said element comprising an electroconductive plastic film support; a first layer on said support comprising at least one polycarbonate resin having a weight average molecular weight ranging from about 25,000 to about 45,000; said first layer capable of functioning in a dual capacity as a barrier layer to prevent substantially any leakage of charge from the surface of said photoconductor and as a bonding layer; a charge generating layer comprising a dispersion coated layer formed of at least one diane blue dye containing from about 2 to about 75 percent by weight of at least one squarylium dye based upon the total weight of the charge generating layer, and a charge transport layer comprising a conventional organic chemical capable of transporting electrical charges generated by said charge generating layer in areas of said exposed to said light rays;
(b) exposing the photoconductive element to actinic radiation; and
(c) discharging said surface of the photoconductive element in an image-wise fashion corresponding to the pattern of actinic radiation to produce a latent electrostatic image thereon.

### Claim 10 (depends on 9)

A method according to claim 9 wherein said polycarbonate resins are selected from the group consisting of poly(oxycarbonyloxy-1,4-phenyleneisopropylidene-1,4-phenylene), poly(oxycarbonyloxyhexamethylene), poly(oxycarbonyloxyhexamethylene), poly(oxycarbonyloxy-2-methyl-1,4-phenylenecyclohexylidene-3-methyl-1,4-phe nylene), poly(oxycarbonyloxy-2-methyl-1,4-phenyleneisopropylidene-1,4-phenylene), poly(oxycarbonyloxy-3-methyl-1,4-phenylenebenzylidene-2-methyl-1,4-phenyle ne), poly(oxycarbonyloxy-1,4-phenylene-2,2-butylidene-1,4-phenylene), poly(oxycarbonyloxy-1,4-phenyleneseisobutylidene-1,4-phenylene), poly[oxycarbonyloxy-1,4-phenylenedi(isopropylidene-1,4-phenylene)], and poly[oxycarbonyloxy-1,4-phenylene(methyl)phenylmethylene-1,4-phenylene].

### Claim 11 (depends on 9, 10)

A method according to claims 9 or 10 wherein said diane blue dye comprises Chlorodiane Blue.

### Claim 12 (depends on 9, 10)

A method according to claims 9 or 10, wherein said squarylium dye is 2,4-bis-(2-hydroxy-4-dimethylaminophenyl)-1,3-cyclobutadienediylium-1,3-di olate.

### Claim 13 (depends on 10)

A method according to claim 10 wherein the percent by weight of said squarylium dye varies from about 25 to about 60 percent based upon the total weight of the charge generating layer.

### Claim 14 (depends on 9, 10)

A method according to claims 9 or 10, wherein the weight average molecular weight of said polycarbonate resins varies from about 30,000 to about 40,000.

### Claim 15 (depends on 9, 10)

A method according to claims 9 or 10 wherein said organic chemical of the charge transport layer is selected from the group consisting of triaryl pyrazolines and hydrazones.