IP Library Granted Patent US 8,765,340
Granted Patent B2
US 8,765,340 · App. 13/572,095 · Granted Jul 1, 2014

Fluorinated structured organic film photoreceptor layers containing fluorinated secondary components

Inventors: Sarah J. Vella (Milton, CA); Matthew A. Heuft (Oakville, CA); Adrien P. Cote (Clarkson, CA); Paul Gerroir (Oakville, CA)
Assignee: Xerox Corporation
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Quick Facts
Patent No.
US 8,765,340
App. No.
13/572,095
Granted
Jul 1, 2014
Kind
B2
Abstract

A imaging member, such as a photoreceptor, having an outermost layer that is a structured organic film (SOF) comprising a plurality of segments and a plurality of linkers including a first fluorinated segment, a second electroactive segment and fluorinated secondary components.

Claims (25)

1. An imaging member comprising:

a substrate;

a charge generating layer;

a charge transport layer; and

an optional overcoat layer, wherein the outermost layer is an imaging surface that comprises a structured organic film (SOF) comprising a plurality of segments and a plurality of linkers including a first fluorinated segment, a second electroactive segment and fluorinated secondary components having a size in the range of from 100 nm to 5000 nm.

2. The imaging member of claim 1 , wherein the fluorinated secondary components are selected from a group consisting of polytetrafluoroethylene (PTFE), perfluoroalkoxy polymer resin (PFA), a copolymers of tetrafluoroethylene (TFE) and hexafluoropropylene (HFP), a copolymers of hexafluoropropylene (HFP) and vinylidene fluoride (VDF), a copolymers of hexafluoropropylene (HFP) and vinylidene fluoride (VF2), a terpolymers of tetrafluoroethylene (TFE), vinylidene fluoride (VDF), and hexafluoropropylene (HFP), and a tetrapolymers of tetrafluoroethylene (TFE), vinylidene fluoride (VF2), hexafluoropropylene (HFP), and mixtures thereof.

3. The imaging member of claim 1 , wherein the fluorinated secondary components comprise polytetrafluoroethylene (PTFE) particles.

4. The imaging member of claim 1 , wherein the outermost layer is an overcoat layer, and the overcoat layer is from about 2 to about 10 microns thick.

5. The imaging member of claim 1 , wherein the outermost layer is a charge transport layer, and the charge transport layer is from about 15 to about 40 microns thick.

6. The imaging member of claim 1 , wherein the outmost layer is a capped SOF.

7. The imaging member of claim 6 , wherein the capped SOF comprises a capping group is obtained from a fluorinated alcohol having from about 5 to about 60 carbon atoms, or at least one compound of the general formula CF 3 (CF 2 ) x (OH) where x is in the range of from about 5 to about 60.

8. The imaging member of claim 1 , wherein the first fluorinated segment is present in the SOF of the outermost layer in an amount from about 15% to about 60% by weight of the SOF.

9. The imaging member of claim 1 , wherein the second electroactive segment 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:

and tris (4 hydroxymethyl)triphenylamine:

10. The imaging member of claim 1 , wherein second electroactive segment is present in the SOF of the outermost layer in an amount from about 20% to about 75% by weight of the SOF.

11. The imaging member of claim 1 , wherein the fluorine content of the SOF is from about 20% to about 65% by weight of the SOF.

12. The imaging member of claim 1 , wherein the first fluorinated segment and the second electroactive segment are present in the SOF of the outermost layer in an amount of from about 65% to about 97% by weight of the SOF.

13. The imaging member of claim 1 , wherein the fluorinated secondary components are present in the SOF in an amount up to about 35% by weight of the SOF.

14. The imaging member of claim 1 , wherein the SOF further comprises a secondary component selected from the group consisting of melamine/formaldehyde compounds, and melamine/formaldehyde resins in an amount from about 1 up to about 35 percent by weight of the SOF.

15. The imaging member of claim 14 , wherein the fluorinated secondary components are fluorinated particles with a fluoro-polymer core and a shell comprising melamine resins, formaldehyde resins, or a combination thereof.

16. The imaging member of claim 15 , wherein the fluoro-polymer core is selected from the group consisting of polytetrafluoroethylene, perfluoroalkoxy polymer resin, a copolymer of tetrafluoroethylene and hexafluoropropylene, a copolymers of hexafluoropropylene and vinylidene fluoride, a copolymers of hexafluoropropylene and vinylidene fluoride, a terpolymers of tetrafluoroethylene, vinylidene fluoride, and hexafluoropropylene, and a tetrapolymers of tetrafluoroethylene, vinylidene fluoride, and hexafluoropropylene.

17. A xerographic apparatus comprising the imaging member of claim 1 , wherein the imaging member possesses a wear rate of from about 1 to about 30 nanometers per kilocycle rotation.

18. The imaging member of claim 1 , 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-diol, and 2,2,3,3,4,4,5,5,6,6,7,7,8,8-tetradecafluoro-1,9-nonanediol.

19. The imaging member of claim 1 , comprising an overcoat layer, wherein the ratio of the first fluorinated segment to the second electroactive segment is from about 3.5:1 to about 0.5:1.

Assignments (9)
SECOND LIEN NOTES PATENT SECURITY AGREEMENT Recorded Jul 2, 2025
From: XEROX CORPORATION
To: U.S. BANK TRUST COMPANY, NATIONAL ASSOCIATION, AS COLLATERAL AGENT
Reel/Frame 071785/0550 →
FIRST LIEN NOTES PATENT SECURITY AGREEMENT Recorded Apr 11, 2025
From: XEROX CORPORATION
To: U.S. BANK TRUST COMPANY, NATIONAL ASSOCIATION, AS COLLATERAL AGENT
Reel/Frame 070824/0001 →
SECURITY INTEREST Recorded Feb 13, 2024
From: XEROX CORPORATION
To: CITIBANK, N.A., AS COLLATERAL AGENT
Reel/Frame 066741/0001 →
TERMINATION AND RELEASE OF SECURITY INTEREST IN PATENTS RECORDED AT RF 064760/0389 Recorded Feb 13, 2024
From: CITIBANK, N.A., AS COLLATERAL AGENT
To: XEROX CORPORATION
Reel/Frame 068261/0001 →
SECURITY INTEREST Recorded Nov 20, 2023
From: XEROX CORPORATION
To: JEFFERIES FINANCE LLC, AS COLLATERAL AGENT
Reel/Frame 065628/0019 →
SECURITY INTEREST Recorded Jun 22, 2023
From: XEROX CORPORATION
To: CITIBANK, N.A., AS COLLATERAL AGENT
Reel/Frame 064760/0389 →
RELEASE OF SECURITY INTEREST IN PATENTS AT R/F 062740/0214 Recorded May 18, 2023
From: CITIBANK, N.A., AS AGENT
To: XEROX CORPORATION
Reel/Frame 063694/0122 →
SECURITY INTEREST Recorded Nov 10, 2022
From: XEROX CORPORATION
To: CITIBANK, N.A., AS AGENT
Reel/Frame 062740/0214 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 10, 2012
From: VELLA, SARAH J.; HEUFT, MATTHEW A.; COTE, ADRIEN P.; GERROIR, PAUL
To: XEROX CORPORATION
Reel/Frame 028769/0835 →
Continuity (1)
Related Publication 20140045108A1 · Feb 13, 2014