IP Library Granted Patent US 8,410,016
Granted Patent B2
US 8,410,016 · App. 13/182,047 · Granted Apr 2, 2013

Application of porous structured organic films for gas storage

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Quick Facts
Patent No.
US 8,410,016
App. No.
13/182,047
Granted
Apr 2, 2013
Kind
B2
Abstract

A porous structured organic film for storing gaseous a gaseous entity and method for storing gaseous entities in a porous structured organic film, the 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 gaseous entity.

Claims (32)

1. A method for storing a gaseous entity, the method comprising:

contacting the gaseous entity with a sorbent material, the sorbent material comprising 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 accessible sites for uptake and storage of the gaseous entity; and

storing the gaseous entity for a predetermined duration.

2. The method of claim 1 , wherein contacting the gaseous entity with a sorbent material further comprises concentrating the gaseous entity beyond the concentration observed for its natural compressibility.

3. The method of claim 2 , wherein the gaseous chemical entity is present in the SOF at a concentration from about 1.1 times greater than the natural compressibility of the gaseous chemical entity to about the concentration of the gaseous chemical entity upon its liquification.

4. The method of claim 1 , wherein predetermined duration is from about thirty seconds to about one year.

5. The method of claim 1 , wherein the uptake and storage of the chemical entity are reversible.

6. The method of claim 1 , wherein the SOF comprises a thermal stability range of at least up to 200° C. and/or a Langmuir surface area of from about 75 m 2 /g to about 3500 m 2 /g.

7. The method of claim 1 , wherein the porous SOF is prepared by:

(a) preparing a liquid-containing reaction mixture comprising: a plurality of molecular building blocks each comprising a segment and functional groups;

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

(c) promoting change of the wet film to form a dry SOF; and

(d) activating the dry SOF by emptying the plurality pores and substantially removing any residual chemical species that remain after formation of the SOF.

8. The method of claim 1 , wherein the porous SOF is functionalized.

9. The method of claim 1 , the plurality of pores has a unimodal or multi-modal size distribution.

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

11. The method 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; and 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.

12. The method of claim 1 , wherein the SOF is a multi-layer sheet.

13. The method of claim 12 , wherein the multi-layer sheet is adapted to function as a storage material in a tank.

14. The method of claim 1 , wherein the SOF is a single-layer sheet.

15. The method of claim 14 , wherein the single-layer sheet is adapted to function as a storage material in a tank.

16. A method for storing a gaseous entity, the method comprising:

contacting the gaseous entity with a sorbent material, the sorbent material comprising 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 gaseous chemical entity is present in the SOF at a concentration from about 1.1 times greater than the natural compressibility of the gaseous chemical entity to about the concentration of the gaseous chemical entity upon its liquification,

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 accessible sites for uptake and storage of the gaseous entity; and

storing the gaseous entity for a predetermined duration.

17. The method of claim 16 , wherein predetermined duration is from about thirty seconds to about one year.

18. The method of claim 16 , wherein the uptake and storage of the chemical entity are reversible.

19. The method of claim 16 , wherein the SOF comprises a thermal stability range of at least up to 200° C. and/or a Langmuir surface area of from about 75 m 2 /g to about 3500 m 2 /g.

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 →
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 Jul 13, 2011
From: COTE, ADRIEN P.; HEUFT, MATTHEW A.
To: XEROX CORPORATION
Reel/Frame 026595/0110 →