IP Library Granted Patent US 12,179,158
Granted Patent B1
US 12,179,158 · App. 18/638,505 · Granted Dec 31, 2024

Mixed matrix membranes containing covalent triazine frameworks

Inventors: Vera Solovyeva (Moscow, RU); Elena Pankratova (Moscow, RU); Hassan Sakar Alqahtani (Dammam, SA); Khalid Alruwaili (Dammam, SA)
Assignee: Saudi Arabian Oil Company
B01D71/82B01D67/0006B01D67/00113B01D67/0095B01D69/1411B01D69/147B01D71/32B01D71/44B01D71/58B01D2257/504B01D2323/36
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 12,179,158
App. No.
18/638,505
Granted
Dec 31, 2024
Kind
B1
Abstract

A method of synthesizing a mixed matrix membrane (MMM) film. The method includes: synthesizing a polymer including a polynorbornene or a polytricyclononene; synthesizing covalent-triazine frameworks (CTFs); preparing a polymer solution by dissolving the polymer in a first solvent; preparing a filler solution by dispersing the CTFs in a second solvent; adding the polymer solution to the filler solution while stirring the filler solution, forming a casting solution; pouring the casting solution into a membrane support; and drying the poured casting solution in the membrane support to form the MMM film including the CTFs.

Claims (39)

1. A method of synthesizing a mixed matrix membrane (MMM) film, the method comprising:

synthesizing a polymer comprising a polynorbornene or a polytricyclononene;

synthesizing covalent-triazine frameworks (CTFs);

preparing a polymer solution by dissolving the polymer in a first solvent;

preparing a filler solution by dispersing the CTFs in a second solvent;

adding the polymer solution to the filler solution while stirring the filler solution, forming a casting solution;

pouring the casting solution into a membrane support; and

drying the poured casting solution in the membrane support to form the MMM film comprising the CTFs.

2. The method of claim 1 , wherein the synthesizing of the polymer comprises performing a vinyl addition polymerization process using a norbornene nadimide derivative as a monomer.

3. The method of claim 1 , wherein the synthesizing of the polymer comprises performing a polymerization process using a 5-vinyl-2-norbornene as a monomer.

4. The method of claim 1 , wherein the synthesizing of the polymer comprises:

performing a polymerization process using a norbornene derivative comprising an exocyclic vinyl group as a monomer, forming an intermediate polynorbornene comprising the exocyclic vinyl group;

performing an epoxidation of the exocyclic vinyl group of the intermediate polynorbornene to form an epoxide group; and

reacting the epoxide group with a secondary amine to form the polynorbornene, which comprises an amine group.

5. The method of claim 1 , wherein the synthesizing of the polymer comprises:

synthesizing a tricyclononene derivative comprising an alkoxysilane group; and

performing a ring-opening metathesis polymerization process using the tricyclononene as a monomer to form the polytricyclononene.

6. A method of synthesizing a mixed matrix membrane (MMM) film, the method comprising:

synthesizing covalent-triazine frameworks (CTFs), the synthesizing comprising performing a trimerization of a nitrile monomer, the nitrile monomer comprising two or more nitrile groups;

preparing a filler solution by dispersing the CTFs in a solvent;

adding a polymer solution comprising a polynorbornene or a polytricyclononene to the filler solution while stirring the filler solution, forming a casting solution;

pouring the casting solution into a membrane support; and

drying the poured casting solution in the membrane support to form the MMM film comprising the CTFs.

7. The method of claim 6 , wherein the nitrile monomer is a biphenyldicarbonitrile derivative.

8. The method of claim 6 , wherein the nitrile monomer is 2,2′,3,3′,5,5′,6,6′-octafluoro-4,4′-biphenyldicarbonitrile (F-DCBP).

9. The method of claim 6 , wherein the nitrile monomer comprises a triazole structure.

10. The method of claim 6 , wherein the nitrile monomer is a triazole-functionalized perfluorinated aromatic trinitrile (Tz-PFCN).

11. A mixed matrix membrane (MMM) comprising:

a polymer matrix (PM) comprising a polynorbornene or a polytricyclononene; and

a filler dispersed in the PM, the filler comprising covalent-triazine frameworks (CTFs).

12. The MMM of claim 11 , wherein the PM comprises an imide group.

13. The MMM of claim 11 , wherein the PM comprises a polynorbornene with a norbornene nadimide structure.

14. The MMM of claim 11 , wherein the PM comprises an amine group.

15. The MMM of claim 11 , wherein the PM comprises a polynorbornene comprising an amine group.

16. The MMM of claim 11 , wherein the PM comprises the polynorbornene, which is synthesized using a vinyl addition polymerization process with a 5-vinyl-2-norbornene as a monomer.

17. The MMM of claim 11 , wherein the PM comprises a polytricyclononene comprising an alkoxysilane group.

18. The MMM of claim 11 , wherein the CTFs comprise fluorine.

19. The MMM of claim 11 , wherein the CTFs comprise a fluorinated-biphenyl structure.

20. The MMM of claim 11 , wherein the CTFs comprise a triazole unit.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 20, 2026
From: SAUDI ARABIAN OIL COMPANY; SOLOVYEVA, VERA
To: ARAMCO INNOVATIONS LLC
Reel/Frame 074134/0844 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 15, 2024
From: SOLOVYEVA, VERA; PANKRATOVA, ELENA; ALQAHTANI, HASSAN; ALRUWAILI, KHALID
To: SAUDI ARABIAN OIL COMPANY
Reel/Frame 067424/0956 →
Cited By (1)
US 12,350,623