IP Library Granted Patent US 8,436,130
Granted Patent B2
US 8,436,130 · App. 12/716,449 · Granted May 7, 2013

Structured organic films having an added functionality

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 8,436,130
App. No.
12/716,449
Granted
May 7, 2013
Kind
B2
Abstract

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 (34)

1. A structured organic film (SOF) comprising a plurality of segments including at least a first segment type a plurality of linker including at least a first linker type arranged as a covalent organic framework (COF), wherein the first segment type and/or the first linker type comprises at least one atom that is not carbon and the SOF has an added functionality; wherein the SOF has a thermal stability higher than 400° C. under atmospheric conditions; and wherein the SOF is a substantially defect-free film that contains less than 10 pinholes, pores or gaps greater than about 250 nanometers in diameter per cm 2 .

2. The SOF of claim 1 , wherein the added functionality of the SOF arises from an inclined property of the segments of the SOF.

3. The SOF of claim 1 , wherein the added functionality of the SOF does not arise from the inclined property of the segments of the SOF.

4. The SOF of claim 1 , wherein the SOF is formed from molecular building blocks having an inclined property that is the same as the added functionality of the SOF.

5. The SOF of claim 1 , wherein the SOF is formed from molecular building blocks, and the added functionality of the SOF does not arise from an inclined property of the molecular building blocks.

6. The SOF of claim 1 , further comprising a secondary component, wherein the secondary component attenuates the added functionality of the SOF.

7. The SOF of claim 1 , further comprising a secondary component, wherein the secondary component enhances the added functionality of the SOF.

8. The SOF of claim 1 , wherein the plurality of segments consists of segments having the first segment type comprising at least one atom that is not carbon, and the plurality of linkers consists of linkers of the first linker type.

9. The SOF of claim 1 , wherein the plurality of segments comprises at least the first segment type comprising at least one atom that is not carbon and a second segment type that is structurally different from the first segment type.

10. The SOF of claim 1 , wherein the added functionality is selected from the group consisting of hydrophobic added functionality, superhydrophobic added functionality, hydrophilic added functionality, lipophobic added functionality, superlipophobic added functionality, lipophilic added functionality, photochromic added functionality, and electroactive added functionality.

11. The SOF of claim 1 , wherein the SOF is formed from molecular building blocks having an inclined property selected from the group consisting of hydrophobic added functionality, superhydrophobic added functionality, hydrophilic added functionality, lipophobic added functionality, superlipophobic added functionality, lipophilic added functionality, photochromic added functionality, and electroactive added functionality.

12. The SOF of claim 1 , wherein the added functionality is a photochromic added functionality or an electroactive added functionality.

13. A process for preparing a structured organic film (SOF) with an added functionality comprising:

(a)preparing a liquid-containing reaction mixture comprising:

a plurality of molecular building blocks each comprising a segment and a number of functional groups, wherein the molecular building blocks possess an inclined property;

(b)depositing the reaction mixture as a wet film; and

(c)promoting change of the wet film to form a day SOF with an added functionality; wherein the dry SOF has a thermal stability higher than 400° C. under atmospheric conditions; and wherein the SOF is a substantially defect-free film that contains less than 10 pinholes, pores or gaps greater than about 250 nanometers in diameter per cm 2 .

14. The process of claim 13 , wherein the inclined property of the molecular building blocks is the same as the added functionality of the SOF.

15. The process of claim 13 , wherein the added functionality of the SOF is not an inclined property of the molecular building blocks.

16. The process of claim 13 , wherein promoting change of the wet film to form a dry SOF with an added functionality enhances the inclined property of the molecular building blocks.

17. The process of claim 13 , wherein promoting change of the wet film to form a dry SOF with an added functionality attenuates the inclined property of the molecular building blocks.

18. The process of claim 13 , wherein the added functionality is selected from the group consisting of hydrophobic added functionality, superhydrophobic added functionality, hydrophilic added functionality, lipophobic added functionality, superlipophobic added functionality, lipophilic added functionality, photochromic added functionality, and electroactive added functionality.

19. The process of claim 13 , wherein the dry SOF comprises 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 segment type and/or the first linker type comprises at least one atom that is not carbon.

20. A structured organic film (SOF) comprising a plurality of segments including at a frist segment type and a plurality of linkers including at least a first linker type arranged as a covalent organic framework (COF), wherein

the first segment type and/or the first linker type comprises a hydrogen, and the SOF has an added functionality, and

the dry SOF has a thermal stability higher than 400° C. under atmospheric conditions, wherein the SOF is a substantially defect-free film that contains less than 10 pinholes, pores or gaps greater than about 250 nanometers in diameter per cm 2 .

21. The SOF of claim 20 , wherein the plurality of segments consists of segments having the first segment type comprising a hydrogen atom, and the plurality of linkers consists of linkers of the first linker type.

22. The SOF of claim 20 , wherein the plurality of segments comprises at least the first segment type comprising a hydrogen atom and a second segment type that is structurally different from the first segment type.

23. The SOF of claim 20 , wherein the plurality of linkers comprises at least the first linker type comprising a hydrogen and a second linker type that is structurally different from the first linker type.

24. The SOF of claim 20 , wherein the plurality of segments have a core selected from the group consisting of carbon, nitrogen, silicon, or phosphorous atomic cores, alkoxy cores, aryl cores, carbonate cores, carbocyclic cores, carbobicyclic cores, carbotricyclic cores, and oligothiophene cores; or the plurality of linkers are selected from the group consisting of single atom linkers, single covalent bond linkers, and double covalent bond linkers, ester linkers, ketone linkers, amide linkers, amine linkers, imine linkers, ether linkers, urethane linkers, and carbonates linkers.

25. The SOF of claim 20 , wherein the plurality of segments and/or the plurality of linkers comprises at least one atom selected from the group consisting of oxygen, nitrogen, silicon, phosphorous, selenium, fluorine, boron, and sulfur.

26. The SOF of claim 20 , wherein the SOF is a defect-free SOF.

27. The SOF of claim 20 , wherein the SOF is a mono-segment thick layer with a thickness of from about 10 Angstroms to about 250 Angstroms; or the SOF is a multi-segment thick layer with a thickness of from about 20 nm to about 5mm.

28. The SOF of claim 1 , wherein the SOF is a mono-segment thick layer with a thickness of from about 10 Angstroms to about 250 Angstroms; or the SOF is a multi-segment thick layer with a thickness of from about 20 nm to about 5mm.

Assignments (10)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 6, 2025
From: XEROX CORPORATION
To: GENESEE VALLEY INNOVATIONS, LLC
Reel/Frame 073842/0479 →
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 →
SECURITY INTEREST Recorded Feb 13, 2024
From: XEROX CORPORATION
To: CITIBANK, N.A., AS COLLATERAL AGENT
Reel/Frame 066741/0001 →
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 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 Mar 3, 2010
From: COTE, ADRIEN P.; HEUFT, MATTHEW A.
To: XEROX CORPORATION
Reel/Frame 024026/0078 →