# US 11,896,936 B2 · Poly(imide-oxadiazole) membranes for gas separation applications

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- Number: US 11,896,936 B2
- Document ID: US11896936B2
- Status: Granted
- Kind: B2
- Application number: 17/148,751
- Filed: 2021-01-14
- Published: 2022-07-14
- Granted: 2024-02-13
- Earliest claimed: 2021-01-14
- Assignees: Saudi Arabian Oil Company
- Applicants: Saudi Arabian Oil Company
- Inventors: Ali Hayek; Abdulkarim Alsamah
- Web page: https://patentgrep.com/patent/US11896936B2

## CPC

- B01D 71/64: Polyimides; Polyamide-imides; Polyester-imides; Polyamide acids or similar polyimide precursors
- B01D 53/228: {characterised by specific membranes}
- B01D 67/0006: {by chemical reactions (in-situ polymerisation, polycondensation, cross-linking or reaction for manufacturing composite membranes B01D69/125)}
- B01D 67/0013: {Casting processes}
- B01D 71/80: Block polymers
- C08G 73/1021: {characterised by the catalyst used}
- C08G 73/1067: {Wholly aromatic polyimides, i.e. having both tetracarboxylic and diamino moieties aromatically bound}
- C08G 73/1085: {Polyimides with diamino moieties or tetracarboxylic segments containing heterocyclic moieties}
- B01D 2257/304: Hydrogen sulfide
- B01D 2257/504: Carbon dioxide
- B01D: SEPARATION (separating solids from solids by wet methods B03B, B03D; by pneumatic jigs or tables B03B; by other dry methods B07; magnetic or electrostatic separation of solid materials from solid materials or fluids, separation by high-voltage electric fields B03C; centrifuges, vortex apparatus B04; presses per se for squeezing-out liquid from liquid-containing material B30B9/02; treatment of water C02F, e.g. softening by ion-exchange C02F1/42; {arrangements of air intake cleaners in gas turbine plants F02C7/05} ; arrangements or mounting of filters in air-conditioning, air-humidification or ventilation F24F13/28)
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS

## Abstract

A gas separation membrane is provided. The gas separation membrane includes a poly(imide-oxadiazole) polymer including an oligomer having a structure comprising: In this structure, Ar1, Ar2, and Ar3 include aromatic moieties, and wherein Ar1, Ar2, and Ar3 are each independently selected.

## Claims

### Claim 1

A gas separation membrane comprising a poly(imide-oxadiazole) polymer comprising:
a first oligomer having a first structure comprising:
wherein Ar1, Ar2, and Ar3 comprise aromatic moieties, and wherein Ar1, Ar2, and Ar3 are each independently selected; and
a monomer having a second structure comprising:

### Claim 2 (depends on 1)

The gas separation membrane of claim 1, wherein the poly(imide-oxadiazole) polymer comprises a plurality of the first oligomer.

### Claim 3 (depends on 1)

The gas separation membrane of claim 1, wherein the poly(imide-oxadiazole) polymer comprises a third structure comprising:
wherein Ar4 comprises an aromatic moiety.

### Claim 4 (depends on 3)

The gas separation membrane of claim 3, further comprising a random copolymer.

### Claim 5 (depends on 3)

The gas separation membrane of claim 3, further comprising a block copolymer.

### Claim 6 (depends on 1)

The gas separation membrane of claim 1, wherein the gas separation membrane comprises a copolymer having a third structure comprising:

### Claim 7 (depends on 1)

The gas separation membrane of claim 1, wherein the gas separation membrane comprises a copolymer comprising a second oligomer having a third structure comprising:

### Claim 8 (depends on 1)

The gas separation membrane of claim 1, wherein the gas separation membrane comprises a copolymer comprising a second oligomer having a third structure comprising:

### Claim 9 (depends on 1)

The gas separation membrane of claim 1, wherein the gas separation membrane comprises a copolymer comprising a second oligomer having a third structure comprising:

### Claim 10 (depends on 1)

The gas separation membrane of claim 1, wherein the gas separation membrane comprises a copolymer comprising a second oligomer having a third structure comprising:

### Claim 11 (depends on 1)

The gas separation membrane of claim 1, wherein the gas separation membrane comprises a copolymer comprising a second oligomer having a third structure comprising:

### Claim 12 (depends on 1)

The gas separation membrane of claim 1, wherein the gas separation membrane comprises a copolymer comprising a second oligomer having a third structure comprising:

### Claim 13 (depends on 1)

The gas separation membrane of claim 1, wherein the gas separation membrane comprises a second monomer having a third structure comprising:

### Claim 14 (depends on 1)

The gas separation membrane of claim 1, wherein the gas separation membrane comprises a second monomer having a third structure comprising:

### Claim 15 (depends on 1)

The gas separation membrane of claim 1, wherein the gas separation membrane comprises a second monomer having a third structure comprising:

### Claim 16 (depends on 1)

The gas separation membrane of claim 1, wherein the gas separation membrane comprises a second monomer having a third structure comprising:

### Claim 17 (depends on 1)

The gas separation membrane of claim 1, wherein the gas separation membrane comprises a second monomer having a third structure comprising:
