# US 8,465,888 B2 · Photoconductor undercoat layer

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- Number: US 8,465,888 B2
- Document ID: US8465888B2
- Status: Granted
- Kind: B2
- Application number: 13/014,808
- Filed: 2011-01-27
- Published: 2012-08-02
- Granted: 2013-06-18
- Earliest claimed: 2011-01-27
- Assignees: Xerox Corporation
- Applicants: Yuhua Tong; Jin Wu; Edward F. Grabowski; Marc J. Livecchi
- Inventors: Yuhua Tong; Jin Wu; Edward F. Grabowski; Marc J. Livecchi
- Web page: https://patentgrep.com/patent/US8465888B2

## CPC

- G03G 5/144: {comprising inorganic material}
- G03G 5/047: characterised by the charge-generation layers or charge transport layers {(G03G5/0433 and G03G5/0436 take precedence)}
- G03G 5/05: Organic bonding materials; Methods for coating a substrate with a photoconductive layer; Inert supplements for use in photoconductive layers
- G03G 5/061443: {benzidine}
- G03G 5/061446: {terphenyl-diamine}
- G03G 5/142: {Inert intermediate layers}
- G03G: ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY

## Abstract

A photoconductor comprising a substrate, an undercoat layer, a photogenerating layer and a charge transport layer is described. The undercoat layer is disposed on the substrate and comprises a metal oxide, and a mixture of a phenolic resin and a cyclohexanecarboxylate.

## Claims

### Claim 1

A photoconductor comprising:
a substrate
an undercoat layer comprising a metal oxide, and a mixture of a phenolic resin and a cycloheaxanecarboxylate disposed on the substrate;
a photogenerating layer; and
a charge transport layer.

### Claim 2 (depends on 1)

The photoconductor in accordance with claim 1 wherein the cyclohexanecarboxylate is represented by
wherein R is an alkyl having from about 1 carbon atom to about 18 carbon atoms, and n is from about 1 to about 6.

### Claim 3 (depends on 1)

A photoconductor in accordance with claim 1 wherein said phenolic resin is generated from a condensation product of a phenol and an aldehyde, and wherein said phenol is one of phenol, alkyl-substituted phenols, halogen-substituted phenols, polyhydric phenols, polycyclic phenols, aryl-substituted phenols, cyclo-alkyl-substituted phenols, aryloxy-substituted phenols, and mixtures thereof, and said aldehyde is one of formaldehyde, paraformaldehyde, acetaldehyde, butyraldehyde, paraldehyde, glyoxal, furfuraldehyde, propinonaldehyde, benzaldehyde, and mixtures thereof.

### Claim 4 (depends on 1)

A photoconductor in accordance with claim 1 wherein said phenolic resin is present in said undercoat layer in an amount of from about 20 weight percent to about 80 weight percent, and said cyclohexanecarboxylate is present in said undercoat layer in an amount of from about 30 weight percent to about 1 weight percent, and the metal oxide is present is said undercoat layer in an amount of from about 20 weight percent to about 80 weight percent wherein the total of said phenolic resin, said metal oxide and said cycloheanecarboxylate is about 100 percent.

### Claim 5 (depends on 1)

A photoconductor in accordance with claim 1 wherein said cyclohexanecarboxylate is present in an amount of from about 1 weight percent to about 30 weight percent based on the components present in said undercoat layer.

### Claim 6 (depends on 1)

A photoconductor in accordance with claim 1 wherein said metal oxide is selected from the group consisting of titanium oxide, zinc oxide, tin oxide, aluminum oxide, silicon oxide, zirconium oxide, indium oxide, or molybdenum oxide.

### Claim 7 (depends on 1)

A photoconductor in accordance with claim 1 wherein said metal oxide comprises a titanium dioxide present in an amount of from about 20 weight percent to about 80 weight percent based on the weight percent of said undercoat layer components.

### Claim 8 (depends on 1)

A photoconductor in accordance with claim 1 wherein said metal oxide comprises a sodium metaphosphate treated titanium dioxide present in an amount of from about 30 weight percent to about 70 weight percent based on the weight percent of said undercoat layer components.

### Claim 9 (depends on 1)

A photoconductor in accordance with claim 1 wherein said metal oxide is surface treated with aluminum lamurate, alumina, zirconia, silica, silane, methicone, dimethicone, sodium metaphosphate, or mixtures thereof.

### Claim 10 (depends on 1)

A photoconductor in accordance with claim 1 wherein the thickness of the undercoat layer is from about 0.01 micron to about 30 microns.

### Claim 11 (depends on 1)

A photoconductor in accordance with claim 1 wherein said charge transport layer is comprised of at least one of
wherein X, Y, and Z are independently selected from the group consisting of alkyl, alkoxy, aryl and halogen.

### Claim 12 (depends on 1)

A photoconductor in accordance with claim 1 wherein said charge transport layer is comprised of a component selected from the group consisting of N,N′-bis(methylphenyl)-1,1-biphenyl-4,4′-diamine, tetra-p-tolyl-biphenyl-4,4′-diamine, N,N′-diphenyl-N,N′-bis(4-methoxyphenyl)-1,1-biphenyl-4,4′-diamine, N,N′-bis(4-butylphenyl)-N,N′-di-p-tolyl-[p-terphenyl]-4,4″-diamine, N,N′-bis(4-butylphenyl)-N,N′-di-m-tolyl-[p-terphenyl]-4,4″-diamine, N,N′-bis(4-butylphenyl)-N,N′-di-o-tolyl-[p-terphenyl]-4,4″-diamine, N,N′-bis(4-butylphenyl)-N,N′-bis-(4-isopropylphenyl)-[p-terphenyl]-4,4″-diamine, N,N′-bis(4-butylphenyl)-N,N′-bis-(2-ethyl-6-methylphenyl)-[p-terphenyl]-4,4″-diamine, N,N′-bis(4-butylphenyl)-N,N′-bis-(2,5-dimethylphenyl)-[p-terphenyl]-4,4″-diamine, and N,N′-diphenyl-N,N′-bis(3-chlorophenyl)-[p-terphenyl]-4,4″-diamine.

### Claim 13 (depends on 1)

A photoconductor in accordance with claim 1 wherein said photogenerating layer is comprised of at least one photogenerating pigment.

### Claim 14 (depends on 1)

A photoconductor in accordance with claim 1 wherein said charge transport layer is comprised of a charge transport component and a resin binder, and wherein said photogenerating layer is comprised of at least one photogenerating pigment and a resin binder; and wherein said photogenerating layer is situated between said substrate and said charge transport layer.

### Claim 15

A photoconductor comprising a supporting substrate, an undercoat layer thereover comprised of a mixture of a metal oxide, a phenolic polymer and a cyclohexanecarboxylate; a photogenerating layer, and a charge transport layer, and wherein said phenolic resin is present in an amount of from about 20 weight percent to about 80 weight percent, said cyclohexancarboxylate is present in an amount of from about 1 weight percent to about 30 weight percent, and wherein said metal oxide is present in an amount of from about 20 weight percent to about 80 weight percent, and wherein the total of said components in said undercoat layer is about 100 percent.

### Claim 16

A photoconductor comprised in sequence of a supporting substrate, a hole blocking layer thereover comprised of a mixture of a metal oxide, a phenolic formaldehyde resin, and a cyclohexanecarboxylate represented by
wherein R is an alkyl having from about 1 carbon atom to about 18 carbon atoms, and n is from about 1 to about 6; a photogenerating layer, and a hole transport layer; wherein the phenolic formaldehyde resin is selected from the group consisting of the reaction products of p-tert-butylphenol, cresol, and formaldehyde; 4,4′-(1-methylethylidene)bisphenol and formaldehyde; phenol, cresol, and formaldehyde; phenol, p-tert-butylphenol and formaldehyde; and mixtures thereof; the metal oxide is selected from the group consisting of titanium oxide, titanium dioxide, zinc oxide, tin oxide, aluminum oxide, silicone oxide, zirconium oxide, indium oxide, and molybdenum oxide; the photogenerating layer is comprised of a photogenerating pigment and a resin binder; and the hole transport layer is comprised of aryl amine molecules and a resin binder.

### Claim 17 (depends on 16)

A photoconductor in accordance with claim 16 wherein the thickness of the hole blocking layer is from about 0.01 micron to about 30 microns.

### Claim 18 (depends on 16)

A photoconductor in accordance with claim 16 wherein the cyclohexanecarboxylate is selected from the group consisting of diisononyl 1,2-cyclohexanedicarboxylate, diisononyl 1,3-cyclohexanedicarboxylate, diisononyl 1,4-cyclohexanedicarboxylate, isononyl cyclohexanecarboxylate, triisononyl 1,2,4-cyclohexanetricarboxylate, dihexyl cyclohexanedicarboxylate, hexyl cyclohexanecarboxylate and trihexyl 1,2,4-cyclohexanetricarboxylate.

### Claim 19 (depends on 16)

The photoconductor in accordance with claim 16 wherein said metal oxide is selected from the group consisting of titanium oxide, zinc oxide, tin oxide, aluminum oxide, silicone oxide, zirconium oxide, indium oxide, or molybdenum oxide.
