IP Library Granted Patent US 8,283,398
Granted Patent B2
US 8,283,398 · App. 12/511,183 · Granted Oct 9, 2012

Polyhedral silsesquioxane modified polyimide containing intermediate transfer members

View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 8,283,398
App. No.
12/511,183
Granted
Oct 9, 2012
Kind
B2
Abstract

An intermediate transfer media that includes a single layer of a polyhedral silsesquioxane polyimide, and where the silsesquioxane is attached to the polyimide or a multi layer transfer media that includes a supporting substrate, such as a polyimide, and thereover a polyhedral silsesquioxane modified polyimide, and where the silsesquioxane is attached to the polyimide.

Claims (50)

1. An intermediate transfer member comprised of a polyhedral silsesquioxane polyimide, wherein said silsesquioxane is attached to said polyimide, and wherein said polyhedral silsesquioxane polyimide is formed by reacting a POSS component selected from the group consisting of a POSS amine, a POSS alcohol, a POSS carboxylic acid, and a POSS epoxide with a polyamic acid, and wherein POSS is a polyhedral oligomeric silsesquioxane, wherein said POSS alcohol is represented by at least one of

where each R substituent is alkyl with from about 1 to 12 carbon atoms, aryl with from about 6 to about 24 carbon atoms, or mixtures thereof; wherein said POSS epoxide is represented by at least one of

where each R substituent is alkyl with from about 1 to 12 carbon atoms, aryl with from about 6 to about 24 carbon atoms, or mixtures thereof; wherein said POSS carboxylic is represented by at least one of

where each R substituent is alkyl with from about 1 to 12 carbon atoms, aryl with from about 6 to about 24 carbon atoms, or mixtures thereof; and wherein said POSS amine is represented by at least one of

where each R substituent is alkyl with from about 1 to 12 carbon atoms, aryl with from about 6 to about 24 carbon atoms, or mixtures thereof.

2. An intermediate transfer member in accordance with claim 1 wherein said polyhedral silsesquioxane is present in an amount of from about 1 to about 40 weight percent, and said polyimide is present in an amount of from about 99 to about 60 weight percent based on the weight percent of said polyhedral silsesquioxane polyimide, and wherein the total thereof of said polyimide and said polyhederal silsesquioxane is about 100 percent.

3. An intermediate transfer member in accordance with claim 1 wherein said polyhedral silsesquioxane is present in an amount of from about 5 to about 20 weight percent, and said polyimide is present in an amount of from about 95 to about 80 weight percent of said polyhedral silsesquioxane polyimide.

4. An intermediate transfer member in accordance with claim 1 wherein said POSS alcohol is one of 2-ethyl-2-[3-[[(heptaisobutylpentacyclo-[9.5.1.1 3,9 .1 5,15 .1 7,13 ]octasiloxanyl)oxy]dimethylsilyl]-propoxymethyl]-1,3-propanediol diolisobutyl POSS, trans-cyclohexanediolisobutyl POSS, 1,2-propanediolisobutyl POSS, or octa(3-hydroxy-3-methylbutyldimethylsiloxy) POSS; said POSS epoxide is one of epoxycyclohexylisobutyl POSS, glycidylethyl POSS, glycidylisobutyl POSS, glycidylisooctyl POSS, triglycidylcyclohexyl POSS, triglycidylisobutyl POSS, glycidylphenyl POSS, octaepoxycyclohexyldimethylsilyl POSS, or octaglycidyldimethylsilyl POSS; said POSS amine is one of aminopropylisobutyl POSS, aminopropylisooctyl POSS, aminopropylphenyl POSS, aminoethylaminopropylisobutyl POSS, octaaminophenyl POSS, N-phenylaminopropyl POSS, N-methylaminopropylisobutyl POSS, octaammonium POSS, p-aminophenylcyclohexyl POSS, m-aminophenylcyclohexyl POSS, p-aminophenylisobutyl POSS, or m-aminophenylisobutyl POSS; and said POSS carboxylic acid is one of amic acid-cyclohexyl POSS, amic acid-isobutyl POSS, amic acid-phenyl POSS, or octa amic acid POSS.

5. An intermediate transfer member in accordance with claim 1 wherein said polyamic acid is mixed with a solvent.

6. An intermediate transfer member in accordance with claim 1 wherein said polyhedral silsesquioxane polyimide is at least one of a POSS polyimide, a POSS polyetherimide, a POSS polyamideimide, or mixtures thereof.

7. An intermediate transfer member in accordance with claim 1 further including a supporting substrate in contact with said polyhedral silsesquioxane polyimide.

8. An intermediate transfer member in accordance with claim 7 wherein said supporting substrate is at least one of a polyimide, a polyetherimide, a polyamideimide, or mixtures thereof.

9. An intermediate transfer member in accordance with claim 7 further including in said polyhedral silsesquioxane polyimide a conductive component of at least one of a carbon black, a metal oxide, a polyaniline, and mixtures thereof, each present in an amount of from about 1 to about 50 percent by weight based on the weight of total solids.

10. An intermediate transfer member in accordance with claim 7 further including in said supporting substrate and in said polyhedral silsesquioxane polyimide a conductive component of at least one of a carbon black, a metal oxide, a polyaniline, and mixtures thereof, each present in an amount of from about 1 to about 50 percent by weight based on the weight of total solids.

11. An intermediate transfer member in accordance with claim 7 wherein said member has a surface resistivity of from about 10 9 to about 10 12 ohm/sq, and a circumference of from about 250 to about 2,500 millimeters.

12. A transfer media comprised of a polyhedral silsesquioxane polyimide, wherein said silsesquioxane is chemically bonded to said polyimide, generated by the reaction of said polyhedral silsesquioxane and a component as represented by

wherein each R is alkyl, aryl, or mixtures thereof.

13. A transfer media in accordance with claim 12 wherein alkyl contains from 1 to about 12 carbon atoms, and aryl contains from 6 to about 18 carbon atoms.

14. A transfer media in accordance with claim 12 wherein each R is one of methyl, ethyl, propyl, butyl, pentyl, hexyl, cyclohexyl, heptyl, octyl, or phenyl.

15. A transfer media in accordance with claim 12 further including in said media a polymer selected from the group consisting of a polyimide, a polycarbonate, a polyester, a polyvinylidene fluoride, a polysulfone, a polyetherimide, a polyamideimide, a polyamide, a polyethylene-co-polytetrafluoroethylene, and mixtures thereof.

16. A transfer media in accordance with claim 12 further including as an overcoating in contact with said polyhedral silsesquioxane polyimide a layer of a fluorinated ethylene propylene copolymer, a polytetrafluoroethylene, a polyfluoroalkoxy polytetrafluoroethylene, a fluorosilicone, a polymer of a vinylidenefluoride, hexafluoropropylene, and tetrafluoroethylene, or mixtures thereof.

17. A transfer media in accordance with claim 12 further including therein a carbon black, a metal oxide, a polyaniline, or mixtures thereof.

18. A transfer media in accordance with claim 12 wherein said component is a POSS alcohol of trans-cyclohexanediolisobutyl POSS, 1,2-propanediolisobutyl POSS, or octa(3-hydroxy-3-methylbutyldimethylsiloxy) POSS; a POSS epoxide of epoxycyclohexylisobutyl POSS, glycidylethyl POSS, glycidylisobutyl POSS, glycidylisooctyl POSS, triglycidylcyclohexyl POSS, triglycidylisobutyl POSS, glycidylphenyl POSS, octaepoxycyclohexyldimethylsilyl POSS, or octaglycidyldimethylsilyl POSS; a POSS amine of aminopropylisobutyl POSS, aminopropylisooctyl POSS, aminopropylphenyl POSS, aminoethylaminopropylisobutyl POSS, octaminophenyl POSS, N-phenylaminopropyl POSS, N-methylaminopropylisobutyl POSS, octaammonium POSS, p-aminophenylcyclohexyl POSS, m-aminophenylcyclohexyl POSS, p-aminophenylisobutyl POSS, or m-aminophenylisobutyl POSS; and a POSS carboxylic acid of amic acid-cyclohexyl POSS, amic acid-isobutyl POSS, amic acid-phenyl POSS, or octa amic acid POSS wherein POSS is a polyhedral oligomeric silsesquioxane.

19. A transfer member in accordance with claim 12 wherein said component is represented by

wherein R is alkyl containing from 1 to about 6 carbon atoms.

20. A transfer media in accordance with claim 12 wherein said component is a POSS alcohol represented by

wherein each R substituent is alkyl or aryl; or a POSS epoxide comprised of at least one POSS moiety and at least one epoxide group, which POSS epoxide

wherein each R substituent is alkyl or aryl

and wherein POSS is a polyhedral oligomeric silsesquioxane.

21. An intermediate transfer media comprised of a supporting substrate, and thereover a polyhedral silsesquioxane polyimide, wherein said silsesquioxane is chemically bonded to said polyimide, generated by the reaction of said polyhedral silsesquioxane and a component represented by

wherein each R is alkyl, aryl, or mixtures thereof.

22. An intermediate transfer media in accordance with claim 21 wherein alkyl contains from 1 to about 12 carbon atoms, and aryl contains from 6 to about 18 carbon atoms, and said substrate is a polyimide.

23. An intermediate transfer media in accordance with claim 21 wherein each R is one of methyl, ethyl, propyl, butyl, pentyl, hexyl, cyclohexyl, heptyl, octyl or phenyl.

24. An intermediate transfer media in accordance with claim 21 further including in said polyhedral silsesquioxane polyimide a polymer selected from the group consisting of a polyimide, a polycarbonate, a polyester, a polyvinylidene fluoride, a polysulfone, a polyetherimide, a polyamideimide, a polyamide, a polyethylene-co-polytetrafluoroethylene, and mixtures thereof.

25. An intermediate transfer member in accordance with claim 21 further including as an overcoating deposited on said polyhedral silsesquioxane polyimide a layer of a fluorinated ethylene propylene copolymer, a polytetrafluoroethylene, a polyfluoroalkoxy polytetrafluoroethylene, a fluorosilicone, a polymer of a vinylidenefluoride, hexafluoropropylene, and tetrafluoroethylene, or mixtures thereof.

26. An intermediate transfer member in accordance with claim 21 further including in said supporting substrate and including in said polyhedral silsesquioxane polyimide a carbon black, a metal oxide, a polyaniline, or mixtures thereof.

27. An intermediate transfer member in accordance with claim 21 wherein said component is a POSS alcohol of trans-cyclohexanediolisobutyl POSS, 1,2-propanediolisobutyl POSS, or octa(3-hydroxy-3-methylbutyldimethylsiloxy) POSS; a POSS epoxide of epoxycyclohexylisobutyl POSS, glycidylethyl POSS, glycidylisobutyl POSS, glycidylisooctyl POSS, triglycidylcyclohexyl POSS, triglycidylisobutyl POSS, glycidylphenyl POSS, octaepoxycyclohexyldimethylsilyl POSS, or octaglycidyldimethylsilyl POSS; a POSS amine of aminopropylisobutyl POSS, aminopropylisooctyl POSS, aminopropylphenyl POSS, aminoethylaminopropylisobutyl POSS, octaminophenyl POSS, N-phenylaminopropyl POSS, N-methylaminopropylisobutyl POSS, octaammonium POSS, p-aminophenylcyclohexyl POSS, m-aminophenylcyclohexyl POSS, p-aminophenylisobutyl POSS, or m-aminophenylisobutyl POSS; and a POSS carboxylic acid of amic acid-cyclohexyl POSS, amic acid-isobutyl POSS, amic acid-phenyl POSS, or octa amic acid POSS, and wherein POSS is a polyhedral oligomeric silsesquioxane.

28. An intermediate transfer member in accordance with claim 21 wherein said component is

wherein each R is alkyl containing from 1 to about 6 carbon atoms, aryl containing from 6 to about 18 carbon atoms, or mixtures thereof.

29. An intermediate transfer member in accordance with claim 21 wherein said component is

wherein each R is alkyl containing from 1 to about 6 carbon atoms, aryl containing from 6 to about 18 carbon atoms, or mixtures thereof.

30. An intermediate transfer member in accordance with claim 21 wherein said component is

wherein alkyl contains from 1 to about 6 carbon atoms, and aryl contains from 6 to about 12 carbon atoms.

31. An intermediate transfer media in accordance with claim 21 wherein said component is

wherein R is alkyl containing from 1 to about 4 carbon atoms, or aryl containing from 6 to about 18 carbon atoms.

32. An intermediate transfer member in accordance with claim 21 wherein said component is a POSS alcohol as represented by

wherein each R substituent is alkyl, aryl, or a POSS epoxide represented by

and wherein each R is alkyl or aryl

and wherein POSS is a polyhedral silsesquioxane oligomer.

33. An intermediate transfer member in accordance with claim 21 wherein the substrate layer thickness is from about 20 to about 300 microns, from about 30 to about 200 microns, from about 75 to about 150 microns, or from about 50 to about 100 microns, and the thickness of said polyhedral silsesquioxane polyimide is from about 1 to about 150 microns, from about 10 to about 100 microns, from about 20 to about 70 microns, or from about 30 to about 50 microns.

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 →
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 Feb 13, 2024
From: XEROX CORPORATION
To: CITIBANK, N.A., AS COLLATERAL AGENT
Reel/Frame 066741/0001 →
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 Sep 4, 2009
From: WU, JIN , ,; GILMARTIN, BRIAN P, ,; ZHANG, LANHUI , ,; MA, LIN , ,
To: XEROX CORPORATION
Reel/Frame 023193/0897 →