Imaging members comprising capped structured organic film compositions

Patent metadata

Field	Value
Publication number	US-2016259256-A1
Application number	US-201514636495-A
Country	US
Kind code	A1
Filing date	Mar 3, 2015
Priority date	Mar 3, 2015
Publication date	Sep 8, 2016
Grant date	—

Abstract

An imaging member outer layer comprising a structured organic film comprising a plurality of segments and a plurality of linkers arranged as a covalent organic framework, wherein the structured organic film further includes fluorinated segments and capping units comprising hole transport materials.

First claim

1 . An imaging member comprising:
a substrate; a charge generating layer; a charge transport layer; and an optional overcoat layer, wherein an outermost layer of the imaging member comprises a structured organic film (SOF) comprising a plurality of segments and a plurality of linkers arranged as a covalent organic framework (COF), wherein the SOF comprises capping units and further wherein the capping units comprise hole transport molecules.

2 . The imaging member of claim 1 , wherein SOF includes a first fluorinated segment.

3 . The imaging member of claim 2 , wherein the first fluorinated segment is a segment selected from the group consisting of:

4 . The imaging member of claim 3 , wherein the first fluorinated segment is obtained from a fluorinated building block 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-dial, (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-pentanedial, and 2,2,3,3,4,4,5,5,6,6,7,7,8,8-tetradecafluoro-1,9-nonanediol

5 . The imaging member of claim 2 , wherein the first fluorinated segment is present in the SOF of the outermost layer in an amount from about 25 to about 75 percent by weight of the SOF.

6 . The imaging member of claim 1 , wherein the capping unit is bonded to the framework of the SOF via a linker group.

7 . The imaging member of claim 1 , wherein the capping units to segment molar ratio in the SOF is from about 1:200 to about 1:3.

8 . The imaging member of claim 1 , wherein the capping units are distributed in a non-uniform manner within the SOF.

9 . The imaging member of claim 1 , wherein the hole transport molecules are selected from the group consisting of carbazole; N-ethyl carbazole; N-isopropyl carbazole; N-phenyl carbazole; tetraphenylpyrene; 1-methylpyrene; perylene; chrysene; anthracene; tetraphene; 2-phenyl naphthalene; azopyrene; 1-ethyl pyrene; acetyl pyrene; 2,3-benzochrysene; 2,4-benzopyrene; 1,4-bromopyrene; poly(N-vinylcarbazole); poly(vinylpyrene); poly(vinyltetraphene); poly(vinyltetracene); poly(vinylperylene); arylamine; 2,4,7-trinitro-9-fluorenone; 2,4,5,7-tetranitro-fluorenone; dinitroanthracene; dinitroacridene; tetracyanopyrene; dinitroanthraquinone; butylcarbonylfluorenemalononitrile; and mixtures thereof.

10 . The imaging member of claim 1 , wherein the hole transport molecule is selected from the group consisting of N,N,N′,N′-tetra-(p-tolyl)biphenyl-4,4′-diamine:

and N4,N4′-bis(3,4-dimethylphenyl)-N4,N4′-di-p-tolyl-[1,1′-biphenyl]-4,4′-diamine:

11 . The imaging member of claim 1 , wherein the charge transport layer is the outermost layer, and the charge transport layer is between from about 10 to about 40 microns thick.

12 . The imaging layer of claim 1 , wherein the charge generating layer and the charge transport layer are combined in a single layer with a thickness between about 10 to about 40 microns thick.

13 . The imaging layer of claim 12 , wherein the single layer is the outermost layer.

14 . The imaging member of claim 1 , wherein the SOF comprises a secondary component.

15 . The imaging member of claim 14 , wherein the secondary component is selected from the group consisting of conductivity agents, semiconductor agents, antioxidant agents, electron transport agents, hole transport agents, PTFE particles, and wax particles.7.

16 . The imaging member of claim 1 , wherein the capping units enhance an inclined or inherent property of the SOF.

17 . The imaging member of claim 16 , wherein the capping units enhance hole transport or electron transport in the SOF.

18 . An imaging member comprising:
a substrate; a charge generating layer; a charge transport layer; and an optional overcoat layer, wherein an outermost layer of the imaging member comprises a structured organic film (SOF) comprising a plurality of segments including at least a first fluorinated segment and a plurality of linkers arranged as a covalent organic framework (COF), wherein the SOF further comprises capping units that are hole transport molecules and further wherein a capping unit loading is greater than 5% by weight of the total weight of the SOF.

19 . A xerographic apparatus comprising:
an imaging member, wherein an outermost layer of the imaging member comprises a structured organic film (SOF) comprising a plurality of segments and a plurality of linkers arranged as a covalent organic framework (COF), wherein the SOF comprises capping units and further wherein the capping units comprise hole transport molecules; a charging unit to impart an electrostatic charge on the imaging member; an exposure unit to create an electrostatic latent image on the imaging member; an image material delivery unit to create an image on the imaging member; a transfer unit to transfer the image from the imaging member; and an optional cleaning unit.

20 . The xerographic apparatus of claim 19 , wherein the charging unit is selected from the group consisting of a biased charge roll and a scorotron.

Assignees

• Xerox Corp

Inventors

• Cote Adrien P
• Mcguire Gregory
• Klenkler Richard A

Classifications

• G03G5/14795

  Macromolecular compounds characterised by their physical properties · CPC title

• G03G5/0618 Primary

  containing oxygen and nitrogen · CPC title

• G03G5/14791

  Macromolecular compounds characterised by their structure, e.g. block polymers, reticulated polymers, or by their chemical properties, e.g. by molecular weight or acidity · CPC title

• G03G5/14726

  Halogenated polymers · CPC title

• G03G5/0616

  Hydrazines; Hydrazones · CPC title