Fluorinated structured organic film photoreceptor layers

Patent metadata

Field	Value
Publication number	US-9921500-B2
Application number	US-201615283090-A
Country	US
Kind code	B2
Filing date	Sep 30, 2016
Priority date	Sep 26, 2014
Publication date	Mar 20, 2018
Grant date	Mar 20, 2018

Abstract

A method of forming an overcoat layer. The method comprises providing a substrate having an imaging structure formed thereon, the imaging structure comprising (i) a charge transport layer and a charge generating layer, or (ii) an imaging layer comprising both charge generating material and charge transport material. An overcoat composition is deposited on the imaging structure, the overcoat composition comprising a charge transport molecule, a fluorinated building block, a leveling agent, a liquid carrier and optionally a first catalyst. The fluorinated building block is a fluorinated alkyl monomer substituted at the α and ω positions with a hydroxyl, carboxyl, carbonyl or aldehyde functional group or the anhydrides of any of those functional groups. The overcoat composition is cured to form an overcoat layer that is a fluorinated structured organic film, the curing comprising treating an outer surface of the overcoat composition with at least one cross-linking process. The crosslinking process forms a cross-linking gradient in the overcoat layer. If the overcoat composition comprises the first catalyst, there is an insufficient amount of the first catalyst to fully cross-link the overcoat layer.

First claim

What is claimed is:

1. A photoreceptor, comprising:
a substrate comprising an electrically conductive material;
an imaging structure formed on the substrate, the imaging structure comprising (i) a charge transport layer and a charge generating layer, or (ii) an imaging layer comprising both charge generating material and charge transport material; and
an overcoat layer on the imaging structure, the overcoat layer comprising a fluorinated structured organic film having a cross-link gradient, the structured organic film made by curing a composition comprising a charge transport molecule, a fluorinated building block, a leveling agent, a liquid carrier and optionally a first catalyst, the fluorinated building block being a fluorinated alkyl monomer substituted at the α and ω positions with a hydroxyl, carboxyl, carbonyl or aldehyde functional group or the anhydrides of any of those functional groups, wherein a degree of cross-linking is greatest at a portion of the overcoat layer that is distal to the imaging structure.

2. The photoreceptor of claim 1 , wherein the charge transport molecule is a triarylamine represented by the following general formula 1:

wherein Ar 1 , Ar 2 , Ar 3 , Ar 4 each independently represents a substituted or unsubstituted aryl group, Ar 5 is selected from the group consisting of a substituted or unsubstituted aryl group and a substituted or unsubstituted arylene group, and k represents 0 or 1,
wherein at least two of Ar 1 , Ar 2 , Ar 3 , Ar 4 and Ar 5 comprises a functional group selected from the group consisting of halogens, alcohols, ethers, ketones, carboxylic acids, esters, carbonates, amines, amides, imines, ureas, aldehydes, isocyanates, tosylates, alkenes, and alkynes.

3. The photoreceptor of claim 2 , wherein the fluorinated building block is a linear fluorinated alkane terminated at the α and ω positions with hydroxyl groups, the linear alkane having from 4 to 12 carbon atoms.

4. The photoreceptor of claim 2 , wherein the fluorinated building block is selected from the group consisting of 2,2,3,3,4,4,5,5-octafluoro-1,6-hexanediol, 2,2,3,3,4,4,5,5,6,6,7,7-dodecanfluoro-1,8-octanediol, 2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9-perfluorodecane-1,10-diol, (2,3,5,6-tetrafluoro-4-hydroxymethyl-phenyl)-methanol, 2,2,3,3-tetrafluoro-1,4-butanediol, 2,2,3,3,4,4-hexafluoro-1,5-pentanediol, and 2,2,3,3,4,4,5,5,6,6,7,7,8,8-tetradecafluoro-1,9-nonanediol.

5. The photoreceptor of claim 1 , wherein the fluorinated building block is a linear fluorinated alkane terminated at the α and ω positions with hydroxyl groups, the linear alkane having from 4 to 12 carbon atoms.

6. The photoreceptor of claim 1 , wherein the overcoat composition comprises the first catalyst in an amount of 0.05% by weight or less, relative to the total weight of the overcoat composition as deposited on the charge transport layer.

7. The photoreceptor of claim 1 , wherein the overcoat composition as deposited on the charge transport layer is substantially free of catalyst.

Assignees

• Xerox Corp

Inventors

• Mcguire Gregory
• Cote Adrien P
• Klenkler Richard A
• Gagnon Yvan

Classifications

• G03G5/0557

  obtained otherwise than by reactions only involving carbon-to-carbon unsatured bonds · CPC title

• G03G5/14769

  Other polycondensates comprising nitrogen atoms with or without oxygen atoms in the main chain · CPC title

• G03G5/1476

  Other polycondensates comprising oxygen atoms in the main chain; Phenol resins · CPC title

• G03G7/0026

  being macromolecular · CPC title

• G03G5/0614

  Amines · CPC title