IP Library Granted Patent US 10,495,991
Granted Patent B2
US 10,495,991 · App. 16/050,349 · Granted Dec 3, 2019

Photoconductor having protective overcoat layer with a charge transport molecule with four radical polymerizable hydrophilic functional groups containing an oxygen atom and method of making the same

Inventors: David Glenn Black (Broomfield, CO); Mark Thomas Bellino (Loveland, CO); Weimei Luo (Louisville, CO)
Assignee: LEXMARK INTERNATIONAL, INC.
G03G5/0525G03G5/0614G03G5/071G03G5/14717G03G5/14734G03G7/0006
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Quick Facts
Patent No.
US 10,495,991
App. No.
16/050,349
Granted
Dec 3, 2019
Kind
B2
Abstract

A method to make an improved organic photoconductor drum of an electrophotographic image forming device is provided. The improved organic photoconductor drum is prepared using a curable composition including a charge transport molecule containing four radical polymerizable functional groups containing an oxygen atom of the general structure shown below: wherein R 1 and R 2 contain a spacer group and a radical polymerizable hydrophilic functional group containing an oxygen atom, R 3 and R 4 are a non-radical polymerizable functional group, and R 5 and R 6 contain a spacer group and a radical polymerizable hydrophilic functional group containing an oxygen atom. The curable composition may also contain at least one optional curing agent.

Claims (50)

1. A method of preparing a photoconductor comprising:

providing an electrically conductive substrate;

preparing a charge generation layer dispersion;

coating the charge generation layer dispersion onto the electrically conductive substrate to form a charge generation layer;

preparing a charge transport layer dispersion;

coating the charge transport layer dispersion over the charge generation layer to form a charge transport layer;

preparing an overcoat layer including:

an organic solvent;

about 20 to about 80 percent by weight of a charge transport molecule containing four radical polymerizable hydrophilic functional groups containing an oxygen atom as shown below:

wherein R 1 and R 2 contain a spacer group and a radical polymerizable hydrophilic functional group containing an oxygen atom, R 3 and R 4 are a non-radical polymerizable functional group, and R 5 and R 6 contain a spacer group and a radical polymerizable hydrophilic functional group containing an oxygen atom; and

about 20 to about 80 percent by weight of a curing agent having a urethane containing six radical polymerizable functional groups;

coating the overcoat layer formulation over the charge transport layer; and

curing the overcoat layer formulation to form a photoconductor having an overcoat layer over the charge transport layer and the charge generation layers, wherein the radical polymerizable hydrophilic functional group containing an oxygen atom of R 1 and R 2 is selected from the group consisting of acrylate group, methacrylate group, glycidyl ether group and epoxy group.

2. The method of claim 1 , wherein the spacer group of R 1 and R 2 is an unbranched alkyl group containing between 1 and about 6 carbon atoms.

3. The method of claim 2 , wherein the unbranched alkyl group containing between 1 and 6 carbon atoms is an ethyl group.

4. The method of claim 1 , wherein the radical polymerizable functional group containing an oxygen atom of R 1 and R 2 is an acrylate group.

5. The method of claim 1 , wherein R 3 and R 4 are hydrogen atoms.

6. The method of claim 1 , wherein the spacer group of R 5 and R 6 is an unbranched alkyl group containing between 1 and about 6 carbon atoms.

7. The method of claim 6 , wherein the unbranched alkyl group containing between 1 and 6 carbon atoms is an ethyl group.

8. The method of claim 1 , wherein the radical polymerizable functional group of the urethane containing six radical polymerizable functional groups is an acrylate group.

9. The method of claim 1 , wherein the overcoat layer is cured by an electron beam.

10. The method of claim 9 , wherein the cured overcoat layer has a thickness of about 0.1 μm to about 10 μm.

11. A method of preparing a photoconductor comprising:

providing an electrically conductive substrate;

preparing a charge generation layer dispersion:

coating the charge generation layer dispersion onto the electrically conductive substrate to form a charge generation layer;

preparing a charge transport layer dispersion:

coating the charge transport layer dispersion over the charge generation layer to form a charge transport layer;

preparing an overcoat layer including:

an organic solvent;

a curable composition including a charge transport molecule containing four radical polymerizable hydrophilic functional groups having an oxygen atom as shown below:

wherein R 1 and R 2 contain a spacer group and a radical polymerizable hydrophilic functional group having an oxygen atom, R 3 and R 4 are a non-radical polymerizable functional group, and R 5 and R 6 contain a spacer group and a radical polymerizable hydrophilic functional group having an oxygen atom wherein the spacer group of R 1 , R 2 , R 5 and R 6 is an ethyl group and the radical polymerizable hydrophilic functional group having an oxygen atom of R 1 , R 2 , R 5 and R 6 is an acrylate group;

coating the overcoat layer formulation over the charge transport layer; and

curing the overcoat layer formulation to form a photoconductor having an overcoat layer over the charge transport layer and the charge generation layers.

12. The method of claim 11 , wherein the overcoat layer is cured by electron beam.

13. The method of claim 11 , wherein the cured overcoat layer has a thickness of about 0.1 μm to about 10 μm.

14. A method of preparing a photoconductor comprising:

providing an electrically conductive substrate;

preparing a charge generation layer dispersion;

coating the charge generation layer dispersion onto the electrically conductive substrate to form a charge generation layer;

preparing a charge transport layer dispersion;

coating the charge transport layer dispersion over the charge generation layer to form a charge transport layer;

preparing an overcoat layer including:

an organic solvent;

about 20 to about 80 percent by weight of a charge transport molecule containing four radical polymerizable hydrophilic functional groups containing an oxygen atom as shown below:

wherein R 1 and R 2 contain a spacer group and a radical polymerizable hydrophilic functional group containing an oxygen atom, R 3 and R 4 are a non-radical polymerizable functional group, and R 5 and R 6 contain a spacer group and a radical polymerizable hydrophilic functional group containing an oxygen atom; and

about 20 to about 80 percent by weight of a curing agent having a urethane containing six radical polymerizable functional groups;

coating the overcoat layer formulation over the charge transport layer; and

curing the overcoat layer formulation to form a photoconductor having an overcoat layer over the charge transport layer and the charge generation layers, wherein the radical polymerizable functional group containing an oxygen atom of R 5 and R 6 is selected from the group consisting of acrylate group, methacrylate group, glycidyl ether group and epoxy group.

15. The method of claim 14 , wherein the radical polymerizable functional group containing an oxygen atom of R 5 and R 6 is an acrylate group.

Assignments (5)
SECURITY INTEREST Recorded Jan 5, 2026
From: LEXMARK INTERNATIONAL, INC.
To: BANK TRUST COMPANY, NATIONAL ASSOCIATION
Reel/Frame 074202/0192 →
SECURITY INTEREST Recorded Jan 5, 2026
From: LEXMARK INTERNATIONAL, INC.
To: BANK TRUST COMPANY, NATIONAL ASSOCIATION
Reel/Frame 074202/0293 →
SECURITY INTEREST Recorded Sep 23, 2025
From: LEXMARK INTERNATIONAL, INC.
To: CITIBANK, N.A.
Reel/Frame 073007/0118 →
SECURITY INTEREST Recorded Sep 23, 2025
From: LEXMARK INTERNATIONAL, INC.
To: JEFFERIES FINANCE LLC
Reel/Frame 073007/0346 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 31, 2018
From: BLACK, DAVID GLENN; BELLINO, MARK THOMAS; LUO, WEIMEI
To: LEXMARK INTERNATIONAL, INC.
Reel/Frame 046512/0233 →