IP Library › Granted Patent US 7,175,957
Granted Patent B2
US 7,175,957 · App. 10/804,043 · Granted Feb 13, 2007

Electrophotographic photoconductor, and image forming process, image forming apparatus and process cartridge for an image forming apparatus using the same

Assignee: Ricoh Company, Ltd.
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Quick Facts
Patent No.
US 7,175,957
App. No.
10/804,043
Granted
Feb 13, 2007
Kind
B2
Abstract

Disclosed is an electrophotographic photoconductor including at least a photoconductive layer on a conductive substrate, wherein the surface layer of the photoconductive layer contains at least a surface crosslinked layer formed by curing a tri- or more-functional radical polymerizable monomer without having a charge transporting structure and a mono-functional radical polymerizable compound having a charge transporting structure and the surface crosslinked layer has a surface roughness Rz of 1.3 μm or less.

Claims (164)

1. An electrophotographic photoconductor, comprising:

an electroconductive substrate; and

a photoconductive layer on or above the electroconductive substrate, the photoconductive layer comprising:

a cross-linked surface layer which comprises:

a cured tri- or more-functional radical polymerizable monomer without having a charge transporting structure; and

a cured mono-functional radical polymerizable compound having a charge transporting structure,

wherein the cross-linked surface layer has an elastic displacement rate τe of 35% or more and a standard deviation of the elastic displacement rate τe of 2% or less; and

the cured mono-functional radical polymerizable compound having a charge transporting structure has a functional group selected from the group consisting of an acryloyloxy group, a methacryloyloxy group and a vinyl group.

2. An electrophotographic photoconductor according to claim 1 , wherein the cured tri- or more-functional radical polymerizable monomer without having a charge transporting structure has a functional group selected from the group consisting of an acryloyloxy group and a methacryloyloxy group.

3. An electrophotographic photoconductor according to claim 1 , wherein the cured tri- or more-functional radical polymerizable monomer without having a charge transporting structure has a ratio (molecular weight/number of functional group) of molecular weight to the number of functional group of 250 or less.

4. An electrophotographic photoconductor according to claim 1 , wherein the charge transporting structure of the cured mono-functional radical polymerizable compound having a charge transporting structure is a triarylamine structure.

5. An electrophotographic photoconductor according to claim 1 , wherein the cured mono-functional radical polymerizable compound having a charge transporting structure is represented by one of the formulae (1) and (2):

wherein, R 1 represents a hydrogen atom or a methyl group;

Ar 1 and Ar 2 represent a substituted or unsubstituted arylene group, which may be identical or different;

Ar 3 and Ar 4 represent a substituted or unsubstituted aryl group, which may be identical or different;

X represents a single bond, a substituted or unsubstituted alkylene group, a substituted or unsubstituted cycloalkylene group, a substituted or unsubstituted alkylene ether group, a oxygen atom, a sulfur atom or a vinylene group;

Z represents a substituted or unsubstituted alkylene group, a substituted or unsubstituted alkylene ether group or an alkyleneoxycarbonyl group; and

“m” and “n” represent an integer of 0 to 3.

6. An electrophotographic photoconductor according to claim 1 , wherein the cured mono-functional radical polymerizable compound having a charge transporting structure is represented by the following formula (3):

wherein, “o,” “p” and “q” each represent an integer of 0 or 1;

Ra represents a hydrogen atom or a methyl group;

Rb and Rc represent an alkyl group having 1 to 6 carbon atoms, wherein each of Rb and Rc may be different when there are two or more Rb and Rc, respectively;

“s” and “t” represent an integer of 0 to 3; and

Za represents a single bond, a methylene group, an ethylene group,

7. An electrophotographic photoconductor according to claim 1 , wherein the cured tri- or more-functional radical polymerizable monomer without having a charge transporting structure is 30% to 70% by weight, based on the total amount of the cross-linked surface layer.

8. An electrophotographic photoconductor according to claim 1 , wherein the cured mono-functional radical polymerizable compound having a charge transporting structure is 30% to 70% by weight, based on the total amount of the cross-linked surface layer.

9. An electrophotographic photoconductor according to claim 1 , wherein the photoconductive layer comprises:

a charge generation layer;

a charge transport layer; and

the cross-linked surface layer laminated on or above the electroconductive substrate in this order.

10. An electrophotographic photoconductor according to claim 9 , wherein the charge transport layer comprises a polymer charge transport material.

11. An electrophotographic photoconductor according to claim 10 , wherein the polymer charge transport material is a polycarbonate having a triarylamine structure in the main chain or side chain thereof.

12. An electrophotographic photoconductor according to claim 1 , wherein the cross-linked surface layer is cured by one of heating and light irradiation.

13. An electrophotographic photoconductor according to claim 9 , wherein the cross-linked surface layer has a thickness of from 1 μm to 10 μm.

14. An electrophotographic photoconductor according to claim 9 , wherein the thickness is from 2 μm to 8 μm.

15. An electrophotographic photoconductor according to claim 9 , wherein the cross-linked surface layer is insoluble in an organic solvent.

16. An electrophotographic photoconductor, comprising:

an electroconductive substrate;

a charge generation layer;

a charge transport layer; and

a cross-linked surface layer, the layers sequentially laminated on the electroconductive substrate,

wherein the cross-linked surface layer comprises:

a cross-linked and cured tri- or more-functional radical polymerizable monomer without having a charge transporting structure; and

a cross-linked and cured mono-functional radical polymerizable compound having a charge transporting structure,

wherein the cross-linked surface layer has thickness of from 1 μm to 10 μm; and

the cross-linked and cured mono-functional radical polymerizable compound having a charge transporting structure has a functional group selected from the group consisting of an acryloyloxy group, a methacryloyloxy group and a vinyl group.

17. An electrophotographic photoconductor according to claim 16 , wherein the thickness is from 2 μm to 8 μm.

18. An electrophotographic photoconductor according to claim 16 , wherein the cross-linked surface layer is insoluble in an organic solvent.

19. An electrophotographic photoconductor according to claim 16 , wherein the cross-linked and cured tri- or more-functional radical polymerizable monomer without having a charge transporting structure has a functional group selected from the group consisting of an acryloyloxy group and a methacryloyloxy group.

20. An electrophotographic photoconductor according to claim 16 , wherein the cross-linked and cured tri- or more-functional radical polymerizable monomer without having a charge transporting structure has a ratio (molecular weight/number of functional group) of molecular weight to the number of functional group of 250 or less.

21. An electrophotographic photoconductor according to claim 16 , wherein the charge transporting structure of the cross-linked and cured mono-functional radical polymerizable compound having a charge transporting structure is a triarylamine structure.

22. An electrophotographic photoconductor according to claim 16 , wherein the cross-linked and cured mono-functional radical polymerizable compound having a charge transporting structure is represented by one of the formulae (1) and (2):

wherein, R 1 represents a hydrogen atom or a methyl group;

Ar 1 and Ar 2 represent a substituted or unsubstituted arylene group, which may be identical or different;

Ar 3 and Ar 4 represent a substituted or unsubstituted aryl group, which may be identical or different;

X represents a single bond, a substituted or unsubstituted alkylene group, a substituted or unsubstituted cycloalkylene group, a substituted or unsubstituted alkylene ether group, a oxygen atom, a sulfur atom or a vinylene group;

Z represents a substituted or unsubstituted alkylene group, a substituted or unsubstituted alkylene ether group or an alkyleneoxycarbonyl group; and

“m” and “n” represent an integer of 0 to 3.

23. An electrophotographic photoconductor according to claim 16 , wherein the cross-linked and cured mono-functional radical polymerizable compound having a charge transporting structure is represented by the following formula (3):

wherein, “o,” “p” and “q” each represent an integer of 0 or 1;

Ra represents a hydrogen atom or a methyl group;

Rb and Rc represent an alkyl group having 1 to 6 carbon atoms, wherein each of Rb and Rc may be different when there are two or more Rb and Rc, respectively;

“s” and “t” represent an integer of 0 to 3; and

Za represents a single bond, a methylene group, an ethylene group,

24. An electrophotographic photoconductor according to claim 16 , wherein the cross-linked and cured tri- or more-functional radical polymerizable monomer without having a charge transporting structure is 30% to 70% by weight, based on the total amount of the cross-linked surface layer.

25. An electrophotographic photoconductor according to claim 16 , wherein the cross-linked and cured mono-functional radical polymerizable compound having a charge transporting structure is 30% to 70% by weight, based on the total amount of the cross-linked surface layer.

26. An electrophotographic photoconductor according to claim 16 , wherein the charge transport layer comprises a polymer charge transport material.

27. An electrophotographic photoconductor according to claim 26 , wherein the polymer charge transport material is a polycarbonate having a triarylamine structure in the main chain or side chain thereof.

28. An electrophotographic photoconductor according to claim 16 , wherein the cross-linked surface layer is cured by one of heating and light irradiation.

29. An electrophotographic photoconductor according to claim 16 , wherein the cross-linked surface layer has an elastic displacement rate τe of 35% or more and a standard deviation of the elastic displacement rate τe of 2% or less.

30. A process for forming an image, comprising:

charging an electrophotographic photoconductor;

exposing the electrophotographic photoconductor which is charged to a recording light so as to form an electrostatic latent image;

developing the electrostatic latent image by a developing agent so as to visualize the electrostatic latent image and form a toner image; and

transferring the toner image formed by developing onto a transfer material,

wherein the electrophotographic photoconductor comprises: an electroconductive substrate; and

a photoconductive layer on or above the electroconductive substrate, the photoconductive layer comprising:

a cross-linked surface layer which comprises:

a cured tri- or more-functional radical polymerizable monomer without having a charge transporting structure; and

a cured mono-functional radical polymerizable compound having a charge transporting structure,

wherein the cross-linked surface layer has an elastic displacement rate τe of 35% or more and a standard deviation of the elastic displacement rate τe of 2% or less; and

the cured mono-functional radical polymerizable compound having a charge transporting structure has a functional group selected from the group consisting of an acryloyloxy group, a methacryloyloxy group and a vinyl group.

31. A process for forming an image, comprising:

charging an electrophotographic photoconductor;

exposing the electrophotographic photoconductor which is charged to a recording

light so as to form an electrostatic latent image;

developing the electrostatic latent image by a developing agent so as to visualize the electrostatic latent image and form a toner image; and

transferring the toner image formed by developing onto a transfer material,

wherein the electrophotographic photoconductor comprises:

an electroconductive substrate;

a charge generation layer;

a charge transport layer; and

a cross-linked surface layer, the layers sequentially laminated on the electroconductive substrate,

wherein the cross-linked surface layer comprises:

a cross-linked and cured tri- or more-functional radical polymerizable monomer without having a charge transporting structure; and

a cross-linked and cured mono-functional radical polymerizable compound having a charge transporting structure,

wherein the cross-linked surface layer has thickness of from 1 μm to 10 μm; and

the cross-linked and cured mono-functional radical polymerizable compound having a charge transporting structure has a functional group selected from the group consisting of an acryloyloxy group, a methacryloyloxy group and a vinyl group.

32. An apparatus for forming an image, comprising:

an electrophotographic photoconductor;

a charger to charge the electrophotographic photoconductor;

an exposer to expose the electrophotographic photoconductor charged by the charger to a recording light to form an electrostatic latent image;

a developing unit to supply a developing agent to the electrostatic latent image to visualize the electrostatic latent image and form a toner image; and

a transferring unit to transfer the toner image formed by the developing unit on a transfer material,

wherein the electrophotographic photoconductor comprises:

an electroconductive substrate; and

a photoconductive layer on or above the electroconductive substrate, the photoconductive layer comprising:

a cross-linked surface layer which comprises:

a cured tri- or more-functional radical polymerizable monomer without having a charge transporting structure; and

a cured mono-functional radical polymerizable compound having a charge transporting structure,

wherein the cross-linked surface layer has an elastic displacement rate τe of 35% or more and a standard deviation of the elastic displacement rate τe of 2% or less; and

the cured mono-functional radical polymerizable compound having a charge transporting structure has a functional group selected from the group consisting of an acryloyloxy group, a methacryloyloxy group and a vinyl group.

33. An apparatus for forming an image, comprising:

an electrophotographic photoconductor;

a charger to charge the electrophotographic photoconductor;

an exposer to expose the electrophotographic photoconductor charged by the charger to a recording light to form an electrostatic latent image;

a developing unit to supply a developing agent to the electrostatic latent image to visualize the electrostatic latent image and form a toner image; and

a transferring unit to transfer the toner image formed by the developing unit on a transfer material,

wherein the electrophoto graphic photo conductor comprises:

an electroconductive substrate;

a charge generation layer;

a charge transport layer; and

a cross-linked surface layer, the layers sequentially laminated on the electroconductive substrate,

wherein the cross-linked surface layer comprises:

a cross-linked and cured tri- or more-functional radical polymerizable monomer without having a charge transporting structure; and

a cross-linked and cured mono-functional radical polymerizable compound having a charge transporting structure,

wherein the cross-linked surface layer has thickness of from 1 μm to 10 μm; and

the cross-linked and cured mono-functional radical polymerizable compound having a charge transporting structure has a functional group selected from the group consisting of an acryloyloxy group, a methacryloyloxy group and a vinyl group.

34. A process cartridge for an image forming apparatus, comprising:

an electrophotographic photoconductor; and

at least one selected from the group consisting of:

a charger to charge the electrophotographic photoconductor;

a developing unit to supply a developing agent to an electrostatic latent image formed by exposure on the electrophotographic photoconductor to visualize the electrostatic latent image and form a toner image;

a transferring unit to transfer the toner image formed by the developing unit on a transfer material;

a cleaning unit to remove toner remaining on the electrophotographic photoconductor after transferring; and

a discharging unit to remove the latent image on the photoconductor after transferring so as to form a monolithic structure,

wherein the process cartridge is adapted to be attached to and detached from a main body of the image forming apparatus, and

the electrophotographic photoconductor comprises:

an electroconductive substrate; and

a photoconductive layer on or above the electroconductive substrate, the photoconductive layer comprising:

a cross-linked surface layer which comprises:

a cured tri- or more-functional radical polymerizable monomer without having a charge transporting structure; and

a cured mono-functional radical polymerizable compound having a charge transporting structure,

wherein the cross-linked surface layer has an elastic displacement rate τe of 35% or more and a standard deviation of the elastic displacement rate τe of 2% or less; and

the cured mono-functional radical polymerizable compound having a charge transporting structure has a functional group selected from the group consisting of an acryloyloxy group, a methacryloyloxy group and a vinyl group.

35. A process cartridge for an image forming apparatus, comprising:

an electrophotographic photoconductor; and

at least one selected from the group consisting of:

a charger to charge the electrophotographic photoconductor;

a developing unit to supply a developing agent to an electrostatic latent image formed by exposure on the electrophotographic photoconductor to visualize the electrostatic latent image and form a toner image;

a transferring unit to transfer the toner image formed by the developing unit on a transfer material;

a cleaning unit to remove toner remaining on the electrophotographic photoconductor after transferring; and

a discharging unit to remove the latent image on the photoconductor after transferring so as to form a monolithic structure,

wherein the process cartridge is adapted to be attached to and detached from a main body of the image forming apparatus, and

the electrophotographic photoconductor comprises:

an electroconductive substrate;

a charge generation layer;

a charge transport layer; and

a cross-linked surface layer, the layers sequentially laminated on the electroconductive substrate,

wherein the cross-linked surface layer comprises:

a cross-linked and cured tri- or more-functional radical polymerizable monomer without having a charge transporting structure; and

a cross-linked and cured mono-functional radical polymerizable compound having a charge transporting structure,

wherein the cross-linked surface layer has thickness of from 1 μm to 10 μm; and

the cross-linked and cured mono-functional radical polymerizable compound having a charge transporting structure has a functional group selected from the group consisting of an acryloyloxy group, a methacryloyloxy group and a vinyl group.

Assignments (2)
RE-RECORD TO CORRECT THE 4TH AND 5TH ASSIGNORS DOCUMENT DATES AND THE ASSIGNEE'S ADDRESS ON AN ASSIGNMENT PREVIOUSLY RECORDED AT REEL/FRAME 015706/0657. (ASSIGNMENT OF ASSIGNOR'S INTEREST) Recorded Mar 24, 2005
From: SUZUKI, TETSURO; TAMURA, HIROSHI; IKUNO, HIROSHI; NAGAI, KAZUKIYO; LI, HONGGUO
To: RICOH COMPANY, LTD.
Reel/Frame 016401/0191 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 9, 2004
From: SUZUKI, TETSURO; TAMURA, HIROSHI; IKUNO, HIROSHI; NAGAI, KAZUKIYO; LI, HONGGUO
To: RICOH COMPANY, LTD.
Reel/Frame 015706/0657 →
Priority Claims (2)
JP 2003-077316 · Mar 20, 2003 · national
JP 2003-077333 · Mar 20, 2003 · national
Continuity (1)
Related Publication 20040253527A1 · Dec 16, 2004