IP Library Granted Patent US 9,097,995
Granted Patent B2
US 9,097,995 · App. 12/716,571 · Granted Aug 4, 2015

Electronic devices comprising structured organic films

Inventors: Matthew A. Heuft (Oakville, CA); Adrien Cote (Clarkson, CA)
Assignee: XEROX CORPORATION
G03G5/0618B82Y10/00G03G5/0592G03G5/0596G03G5/14791G03G5/14795G03G15/75H01L51/0002H01L51/0003H01L51/0007H01L51/0014H01L51/0595B82Y30/00G03G2215/00957H01L51/002H01L51/003H01L51/005H01L51/0026H01L51/0034H01L51/0045H01L51/0077H01L51/0093H01L51/052H01L51/0558H01L51/502H01L51/5012H01L51/5024H01L51/5203Y10T428/26Y10T428/261Y10T428/31504
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Quick Facts
Patent No.
US 9,097,995
App. No.
12/716,571
Filed
Mar 3, 2010
Granted
Aug 4, 2015
Kind
B2
Art Unit
1786
USPC
428/690
Abstract

An electronic device comprising a structured organic film with an added functionality comprising a plurality of segments and a plurality of linkers arranged as a covalent organic framework, wherein the structured organic film may be a multi-segment thick structured organic film.

Claims (31)

1. An electronic device comprising: a structured organic film (SOF) comprising a plurality of segments including at least a first segment type, a plurality of linkers including at least a first linker type arranged as a covalent organic framework (COF), wherein

the first linker type is selected from the group consisting of a single atom linker, a single covalent bond linker, an ester linker, a ketone linker, an ether linker, a carbonate linker, an amide linker, an amine linker, an imine linker, and a urethane linker,

each segment type of the plurality of segments is composed of carbon and at least one atom that is not carbon, wherein the at least one atom that is not carbon is an atom of an element selected from the group consisting of hydrogen, nitrogen, oxygen, phosphorous, selenium, fluorine, boron, and sulfur, and

the SOF is a substantially defect-free film having less than 10 pinholes, pores or gaps greater than about 250 nanometers in diameter per cm 2 .

2. The electronic device of claim 1 , wherein the electronic device is selected from the group consisting of radio frequency identification tags, photoreceptors, organic light emitting diodes, and thin film transistors.

3. An electronic device comprising: a structured organic film (SOF) comprising a plurality of segments including at least a first segment type, a plurality of linkers including at least a first linker type arranged as a covalent organic framework (COF), wherein

the electronic device is a electrophotographic imaging member, the electrophotographic imaging member comprising: a supporting substrate, an electrically conductive ground plane, a charge blocking layer, a charge generating layer, a charge transport layer, an overcoat layer, and a ground strip,

the first linker type is selected from the group consisting of a single atom linker, a single covalent bond linker, an ester linker, a ketone linker, an ether linker, a carbonate linker, an amide linker, an amine linker, an imine linker, and a urethane linker,

each segment type of the plurality of segments is composed of carbon and at least one atom that is not carbon, wherein the at least one atom that is not carbon is an atom of an element selected from the group consisting of hydrogen, nitrogen, oxygen, phosphorous, selenium, fluorine, boron, and sulfur, and

the SOF is a substantially defect-free film having less than 10 pinholes, pores or gaps greater than about 250 nanometers in diameter per cm 2 , and a thickness of between 1 and 15 microns.

4. The electronic device of claim 3 , wherein the charge transport layer or the overcoat layer comprises the SOF.

5. The electronic device of claim 4 , wherein the SOF has an electroactive added functionality.

6. The electronic device of claim 1 , wherein the SOF is a composite SOF comprising secondary components and/or additives.

7. The electronic device of claim 1 , wherein the SOF has an added functionality selected from the group consisting of a hydrophobic added functionality, a superhydrophobic added functionality, a hydrophilic added functionality, a lipophobic added functionality, a lipophilic added functionality, a photochromic added functionality and an electroactive added functionality.

8. The electronic device of claim 7 , wherein the added functionality of the SOF arises from an inclined property of the segments of the SOF.

9. The electronic device of claim 7 , wherein the added functionality of the SOF does not arise from an inclined property of the segments of the SOF.

10. The electronic device of claim 1 , wherein the SOF has a thickness of from about 20 nm to about 5 mm.

11. The electronic device of claim 1 , wherein the first linker type is the single atom linker, the single covalent bond linker, the ester linker, the ketone linker, the ether linker, or the carbonate linker.

12. The electronic device of claim 3 , wherein the first linker type is the single atom linker, the single covalent bond linker, the ester linker, the ketone linker, the ether linker, or the carbonate linker.

13. The electronic device of claim 1 , wherein the first linker type is the ester linker, the ketone linker, the ether linker, or the carbonate linker.

14. The electronic device of claim 3 , wherein the first linker type is the ester linker, the ketone linker, the ether linker, or the carbonate linker.

15. The electronic device of claim 1 , wherein the first linker type is the ether linker.

16. The electronic device of claim 3 , wherein the first linker type is the ether linker.

17. The electronic device of claim 1 , wherein the SOF further comprises a second linker type having a structure that is different from the first linker type.

18. The electronic device of claim 3 , wherein the SOF further comprises a second linker type having a structure that is different from the first linker type.

19. The electronic device of claim 1 , wherein the SOF possesses thermal stability at temperatures higher than 400° C.

20. An electronic device comprising: a structured organic film (SOF) comprising

a plurality of segments consisting of a segment composed of carbon and at least one atom that is not carbon, wherein the at least one atom that is not carbon is an atom of an element selected from the group consisting of hydrogen, nitrogen, oxygen, phosphorous, selenium, fluorine, boron, and sulfur, and

a plurality of linkers including at least a first linker type, where the plurality of segments and the plurality of linkers are arranged as a covalent organic framework (COF), wherein

the first linker type is selected from the group consisting of a single atom linker, a single covalent bond linker, an ester linker, a ketone linker, an ether linker, a carbonate linker, an amide linker, an amine linker, an imine linker, and a urethane linker, and

the SOF is a substantially defect-free film having less than 10 pinholes, pores or gaps greater than about 250 nanometers in diameter per cm 2 .

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 14, 2025
From: XEROX CORPORATION
To: GENESEE VALLEY INNOVATIONS, LLC
Reel/Frame 073562/0677 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 3, 2010
From: HEUFT, MATTHEW A.; COTE, ADRIEN P.
To: XEROX CORPORATION
Reel/Frame 024025/0183 →
Continuity (2)
Provisional Application 61157411 · Mar 4, 2009
Related Publication 20100224867A1 · Sep 9, 2010