IP Library Granted Patent US 8,377,999
Granted Patent B2
US 8,377,999 · App. 13/181,761 · Granted Feb 19, 2013

Porous structured organic film compositions

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Quick Facts
Patent No.
US 8,377,999
App. No.
13/181,761
Granted
Feb 19, 2013
Kind
B2
Abstract

A porous structured organic film including a plurality of segments and a plurality of linkers arranged as a covalent organic framework, wherein at a macroscopic level the covalent organic framework is a film and contains a plurality of sites accessible to one or more entity.

Claims (20)

1. A porous structured organic film (SOF) comprising a plurality of segments including at least a first segment type and a plurality of linkers including at least a first linker type arranged as a covalent organic framework (COF), and a plurality of pores, wherein the first segment type and/or the first linker type comprises at least one atom that is not carbon and the plurality of pores comprises a plurality of sites accessible to one or more entity.

2. The porous SOF of claim 1 , wherein the SOF comprises a thermal stability range of at least up to 200° C.

3. The porous SOF of claim 1 , wherein the SOF comprises and a Langmuir surface area of from about 75 m 2 /g to about 3500 m 2 /g.

4. A porous structured organic film (SOF) comprising a plurality of segments including at least a first segment type and a plurality of linkers including at least a first linker type arranged as a covalent organic framework (COF), and a plurality of pores, wherein the first segment type and/or the first linker type comprises at least one atom that is not carbon and the plurality of pores contain an adsorbed and/or absorbed chemical entity.

5. The porous SOF of claim 4 , wherein the adsorbed or absorbed chemical entity is selected from the group consisting of ammonia, halogens, noble gasses, methane, natural gas, water, nitrogen, oxygen, sulfur, hydrogen sulfide, thiophenes, sulfur dioxide, carbon dioxide, carbon monoxide, hydrogen, lithium, ketones, esters, normal alkanes, branched alkanes, cyclic alkanes, polycyclic alkanes, arenes, waxes, sulfoxides, mecaptans, sulfides, disulfides, organoamines, nitrogen heterocycles, alcohols, carboxylic acids, sulfonic acids, nitrogen oxides, sulfur oxides, mineral acids, peptides, pharmaceutical molecules or agents, elements from the periodic table belonging to Group 8, elements from the periodic table belonging to Group 9, elements from the periodic table belonging to Group 10, elements from the periodic table belonging to Group 11, elements from the periodic table belonging to Group 12, and combinations thereof.

6. A porous structured organic film (SOF) comprising a plurality of segments including at least a first segment type and a plurality of linkers including at least a first linker type arranged as a covalent organic framework (COF), and a plurality of pores, wherein the first segment type and/or the first linker type comprises at least one atom that is not carbon and the plurality of pores is saturated with an adsorbed and/or absorbed chemical entity.

7. The porous SOF of claim 6 , wherein the porous SOF is functionalized to provide selective atomic or molecular adsorption or absorption of a target chemical entity.

8. The porous SOF of claim 7 , wherein target chemical entity is selected from the group consisting of ammonia, halogens, noble gasses, methane, natural gas, water, nitrogen, oxygen, sulfur, hydrogen sulfide, thiophenes, sulfur dioxide, carbon dioxide, carbon monoxide, hydrogen, lithium, ketones, esters, normal alkanes, branched alkanes, cyclic alkanes, polycyclic alkanes, arenes, waxes, sulfoxides, mecaptans, sulfides, disulfides, organoamines, nitrogen heterocycles, alcohols, carboxylic acids, sulfonic acids, nitrogen oxides, sulfur oxides, mineral acids, peptides, pharmaceutical molecules or agents, elements from the periodic table belonging to Group 8, elements from the periodic table belonging to Group 9, elements from the periodic table belonging to Group 10, elements from the periodic table belonging to Group 11, elements from the periodic table belonging to Group 12, and combinations thereof.

9. The porous SOF of claim 6 , wherein the SOF comprises and a Langmuir surface area of from about 75 m 2 /g to about 3500 m 2 /g.

10. The porous SOF of claim 1 , wherein the SOF is a membrane.

11. The porous SOF of claim 1 , wherein the plurality of pores are functionalized with cationic or anionic moieties.

12. The porous SOF of claim 1 , wherein the plurality of pores are functionalized with hydrophic, hydrophilic, anionic, cationic, lipophobic, or lipophilic moieties, or combinations thereof.

13. The porous SOF of claim 1 , wherein the plurality of pore sizes ranges from about 4 Angstroms to about 40 Angstroms; or the SOF further comprises a capping unit.

14. The porous SOF of claim 1 , wherein the SOF has a fluorine content from about 20% to about 60% by weight.

15. The porous SOF of claim 1 , wherein the SOF is a substantially pinhole-free film.

16. The porous SOF of claim 1 , wherein the SOF is a composite SOF.

17. The porous SOF of claim 1 , wherein the SOF has an added functionality.

18. The porous SOF of claim 1 , wherein the plurality of linkers are selected from the group consisting of single atom linkers, single covalent bond linkers, double covalent bond linkers, ester linkers, ketone linkers, amide linkers, amine linkers, imine linkers, ether linkers, urethane linkers, and carbonates linkers.

19. The porous SOF of claim 1 , wherein the plurality of segments have a core selected from the group consisting of carbon, nitrogen, silicon, or phosphorous atomic cores, alkyl cores, fluoroalkyl cores, alkoxy cores, aryl cores, carbonate cores, carbocyclic cores, carbobicyclic cores, carbotricyclic cores, and oligothiophene cores.

20. The porous SOF of claim 1 , wherein the SOF is 25 to about 500 segments thick.

Assignments (9)
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 →