IP Library Granted Patent US 7,267,915
Granted Patent B2
US 7,267,915 · App. 10/888,172 · Granted Sep 11, 2007

Photoconductive element having an amorphous polymeric barrier layer

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Quick Facts
Patent No.
US 7,267,915
App. No.
10/888,172
Granted
Sep 11, 2007
Kind
B2
Abstract

This invention relates to electrophotography and to amorphous condensation polymers comprising a polyester-co-imide, polyester-co-imide, polyesterionomer-co-imide, or polyamide-co-imide as a polymeric electrical charge barrier layer.

Claims (22)

1. A photoconductive element comprising:

an electrically conductive support, a smoothing layer disposed over the support, an electrical barrier layer and disposed over the barrier layer a charge generation layer capable of generating positive charged carriers when exposed to actinic radiation, the barrier layer having an amorphous condensation polymer capable of transporting charge by electronic transport mechanisms, wherein the amorphous condensation polymer is comprised of a mixture of 40.08 g (0.1 moles) of 1,3,3-trimethylcyclohexanemethylenediammonium dodecanedioate, 7.45 g (0.020 moles) of 1,3,3-trimethylcyclohexanemethylenediammonium sebacate, 47.68 g (0.28 moles) of 1,3,3-trimethylcyclohexanemethylenediamine and 177.52 g (0.28 moles) of 1,4,5,8-naphthalenetetracarbonyl-bis(11-undecanoic acid)imide, the resulting condensation polymer being soluble in mixed solvents, having a glass transition temperature of 120° C. on a third heat and a melting temperature of 163° C. on a first heat that was not present on a second or subsequent heatings, and a weight average molecular weight of 178,000.

2. The element of claim 1 , wherein the support comprises a metallic cylindrical member.

3. The element of claim 1 , wherein the support comprises nickel.

4. The element of claim 1 , wherein the smoothing layer comprises a polymeric layer disposed over the support and containing at least one metal oxide selected from the group consisting of metal oxides of titanium, zirconium, indium, antimony, tin, aluminum, zinc and mixture thereof.

5. The element of claim 1 , wherein the smoothing layer is at least about 2 to about 10 microns in thickness.

6. The element of claim 1 , wherein the barrier layer has a thickness from about 0.3 to about 2 microns.

7. The element of claim 1 , wherein the charge generation layer has a thickness from about 0.10 to about 0.60 microns.

8. In a photoconductive element capable of transporting positive charge carriers generated by a charge generation layer to dissipate surface negative charges, the photoconductive element having a support, an electrically conductive smoothing layer disposed over the support, an electrical barrier layer and disposed over the barrier layer, the charge generation layer capable of generating the positive charge carriers when exposed to actinic radiation, the barrier layer having a condensation polymer capable of transporting charge by electronic transport mechanisms, the condensation polymer including a polyester-co-imide, polyesterionomer-co-imide, or polyamide-co-imide and including as a repeating unit a planar, electron-deficient aromatic tetracarbonylbisimide group, the improvement comprising:

a barrier layer comprises an amorphous condensation polymer of a mixture of 11.18 g (0.03 moles) of 1,3,3-trimethylcyclohexanemethylenediammonium sebacate, 11.92 g (0.07 moles) of 1,3,3-trimethylcyclohexanemethylenediamine and 44.38 g (0.07 moles) of 1,4,5,8-naphthalenetetracarbonyl-bis1(1-undecanoic acid) imide, the resulting condensation polymer being soluble in mixed solvent, having a glass transition temperature of 121° C. on a third heat and a melting temperature of 159° C. on a first heat that was not present on a second or subsequent heatings, and a weight average molecular weight of 219,000.

9. The improvement of claim 8 , wherein the support compnses a metallic cylindrical member.

10. The improvement of claim 8 , wherein the support comprises nickel.

11. The improvement of claim 8 , wherein the smoothing layer comprises a polymeric layer disposed over the support element and containing at least one metal oxide selected from the group consisting of metal oxides of titanium, zirconium, indium, antimony, tin, aluminum, zinc and mixture thereof.

12. The improvement of claim 8 , wherein the smoothing layer is at least about 2 to about 10 microns in thickness.

13. The improvement of claim 8 , wherein the barrier layer has a thickness from about 0.3 to about 2 microns.

14. The improvement of claim 8 , wherein the charge generation layer has a thickness from about 0.1 to about 0.6 microns.

15. A photoconductive element capable of transporting positive charge carriers generated by a charge generation layer to dissipate surface negative charges, the photoconductive element comprising:

an electrically conductive support, a smoothing layer disposed over the support, an electrical barrier layer and disposed over the barrier layer the charge generation layer being capable of generating the positive charged carriers when exposed to actinic radiation, the barrier layer comprises an amorphous condensation polymer of a mixture of 40.08 g (0.1 moles) of 1,3,3-trimethylcyclohexanemethylenediammonium dodecanedioate, 7.45 g (0.020 moles) of 1,3,3-trimethylcyclohexanemethylenediammonium sebacate, 47.68 g (0.28 moles) of 1,3,3-trimethylcyclohexanemethylenediamine and 177.52 g (0.28 moles) of 1,4,5,8-naphthalenetetracarbonyl-bis(11-undecanoic acid)imide, the resulting polymer being soluble in a mixed solvent comprising dichloromethane-methanol, has a glass transition temperature of 120° C. on a third heat and a melting temperature of 163° C. on a first heat that was not present on a second or subsequent heatings, and a weight average molecular weight of 178,000.

16. The element of claim 15 , wherein the support comprises a metallic cylindrical member.

17. The element of claim 15 , wherein the support comprises nickel.

18. The element of claim 15 , wherein the barrier layer has a thickness from about 0.3 to about 2 microns.

19. The element of claim 15 , wherein the charge generation layer has a thickness from about 0.1 to about 0.6 microns.

Assignments (11)
RELEASE OF SECURITY INTEREST Recorded Jan 24, 2020
From: BARCLAYS BANK PLC
To: EASTMAN KODAK COMPANY; FAR EAST DEVELOPMENT LTD.; FPC INC.; KODAK (NEAR EAST) INC.; KODAK AMERICAS LTD.; KODAK REALTY INC.; LASER PACIFIC MEDIA CORPORATION; QUALEX INC.; KODAK PHILIPPINES LTD.; NPEC INC.
Reel/Frame 052773/0001 →
RELEASE OF SECURITY INTEREST Recorded Jul 30, 2019
From: JP MORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT
To: EASTMAN KODAK COMPANY; FAR EAST DEVELOPMENT LTD.; PFC, INC.; KODAK (NEAR EAST), INC.; KODAK AMERICAS, LTD.; KODAK IMAGING NETWORK, INC.; KODAK PORTUGUESA LIMITED; KODAK REALTY, INC.; LASER PACIFIC MEDIA CORPORATION; PAKON, INC.; QUALEX, INC.; KODAK PHILIPPINES, LTD.; NPEC, INC.; CREO MANUFACTURING AMERICA LLC; KODAK AVIATION LEASING LLC
Reel/Frame 049901/0001 →
RELEASE OF SECURITY INTEREST Recorded Jul 22, 2019
From: JP MORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT
To: QUALEX, INC.; EASTMAN KODAK COMPANY; FAR EAST DEVELOPMENT LTD.; FPC, INC.; KODAK (NEAR EAST), INC.; KODAK AMERICAS, LTD.; KODAK IMAGING NETWORK, INC.; KODAK PORTUGUESA LIMITED; KODAK REALTY, INC.; LASER PACIFIC MEDIA CORPORATION; PAKON, INC.; KODAK PHILIPPINES, LTD.; NPEC, INC.; CREO MANUFACTURING AMERICA LLC; KODAK AVIATION LEASING LLC
Reel/Frame 050239/0001 →
RELEASE OF SECURITY INTEREST IN PATENTS Recorded Sep 5, 2013
From: CITICORP NORTH AMERICA, INC., AS SENIOR DIP AGENT; WILMINGTON TRUST, NATIONAL ASSOCIATION, AS JUNIOR DIP AGENT
To: EASTMAN KODAK COMPANY; PAKON, INC.
Reel/Frame 031157/0451 →
INTELLECTUAL PROPERTY SECURITY AGREEMENT (ABL) Recorded Sep 5, 2013
From: EASTMAN KODAK COMPANY; FAR EAST DEVELOPMENT LTD.; FPC INC.; KODAK (NEAR EAST), INC.; KODAK AMERICAS, LTD.; KODAK IMAGING NETWORK, INC.; KODAK PORTUGUESA LIMITED; KODAK REALTY, INC.; LASER-PACIFIC MEDIA CORPORATION; PAKON, INC.; QUALEX INC.; KODAK PHILIPPINES, LTD.; NPEC INC.; CREO MANUFACTURING AMERICA LLC; KODAK AVIATION LEASING LLC
To: BANK OF AMERICA N.A., AS AGENT
Reel/Frame 031162/0117 →
INTELLECTUAL PROPERTY SECURITY AGREEMENT (SECOND LIEN) Recorded Sep 5, 2013
From: EASTMAN KODAK COMPANY; FAR EAST DEVELOPMENT LTD.; FPC INC.; KODAK (NEAR EAST), INC.; KODAK AMERICAS, LTD.; KODAK IMAGING NETWORK, INC.; KODAK PORTUGUESA LIMITED; KODAK REALTY, INC.; LASER-PACIFIC MEDIA CORPORATION; PAKON, INC.; QUALEX INC.; KODAK PHILIPPINES, LTD.; NPEC INC.; CREO MANUFACTURING AMERICA LLC; KODAK AVIATION LEASING LLC
To: BARCLAYS BANK PLC, AS ADMINISTRATIVE AGENT
Reel/Frame 031159/0001 →
INTELLECTUAL PROPERTY SECURITY AGREEMENT (FIRST LIEN) Recorded Sep 5, 2013
From: EASTMAN KODAK COMPANY; FAR EAST DEVELOPMENT LTD.; FPC INC.; KODAK (NEAR EAST), INC.; KODAK IMAGING NETWORK, INC.; KODAK PORTUGUESA LIMITED; KODAK REALTY, INC.; LASER-PACIFIC MEDIA CORPORATION; PAKON, INC.; QUALEX INC.; KODAK PHILIPPINES, LTD.; NPEC INC.; CREO MANUFACTURING AMERICA LLC; KODAK AVIATION LEASING LLC; KODAK AMERICAS, LTD.
To: JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE
Reel/Frame 031158/0001 →
PATENT SECURITY AGREEMENT Recorded Apr 1, 2013
From: EASTMAN KODAK COMPANY; PAKON, INC.
To: WILMINGTON TRUST, NATIONAL ASSOCIATION, AS AGENT
Reel/Frame 030122/0235 →
SECURITY INTEREST Recorded Feb 21, 2012
From: EASTMAN KODAK COMPANY; PAKON, INC.
To: CITICORP NORTH AMERICA, INC., AS AGENT
Reel/Frame 028201/0420 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 15, 2004
From: NEXPRESS SOLUTIONS, INC. (FORMERLY NEXPRESS SOLUTIONS LLC)
To: EASTMAN KODAK COMPANY
Reel/Frame 016508/0075 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 9, 2004
From: MOLAIRE, MICHEL F.; FERRAR, WAYNE T.; MOLAIRE, TULIENNE R.
To: EASTMAN KODAK COMPANY
Reel/Frame 015569/0848 →