Metal organic frameworks for gas storage

Patent metadata

Field	Value
Publication number	US-10870101-B2
Application number	US-201916402597-A
Country	US
Kind code	B2
Filing date	May 3, 2019
Priority date	Dec 4, 2014
Publication date	Dec 22, 2020
Grant date	Dec 22, 2020

Abstract

Embodiments of the present disclosure describe methods of removing one or more compounds from a fluid comprising contacting a metal-organic framework (MOF) composition having a square-octahedral topology with a fluid containing one or more of CH4 and O2, sorbing one or more of CH4 and O2 with the MOF composition, and storing one or more of the CH4 and O2 with the MOF composition.

First claim

What is claimed is:

1. A method of removing one or more compounds from a fluid, comprising:
contacting a metal-organic framework (MOF) composition having a square-octahedral topology with a fluid containing one or more of CH 4 and O 2 , wherein the MOF composition includes an organic ligand and a metal selected from aluminum, gallium, iron, scandium, titanium, chromium, and vanadium;
sorbing one or more of CH 4 and O 2 with the MOF composition; and
storing one or more of the CH 4 and O 2 with the MOF composition.

2. The method of claim 1 , wherein the organic ligand is selected from tetradentate organic ligands.

3. The method of claim 1 , wherein the organic ligand is selected from tetracarboxylate ligands.

4. The method of claim 1 , wherein the organic ligand is selected from rectangular planar organic ligands.

5. The method of claim 1 , wherein the organic ligand is selected from: amidetetracarboxylate, 3,3′,5,5′-azobenzenetetracarboxylate, TCPT, TCDPN, TCDPA, 2″,3″,5″,6″-tetrabromo-5′,5″-bis(4-carboxyphenyl)-[1,1′:3′,1″:4″,1″′:3′″, 1″-quinquephenyl]-4,4″″-dicarboxylic acid, 2″,3″,5″-tribromo-5′,5″-bis(4-carboxyphenyl)-[1,1′:3′,1″:4″,1″′:3′″, 1″-quinquephenyl]-4,4″-dicarboxylic acid, 2″,5″-dibromo-5′,5″-bis(4-carboxyphenyl)-[1, 1′:3′,1″:4″,1″′:3′″,1″-quinquephenyl]-4,4″-dicarboxylic acid, 2″,3″-dibromo-5′,5″′-bis(4-carboxyphenyl)-[1,1′:3′,1″:4″,1″′:3′″, 1″-quinquephenyl]-4,4″″-dicarboxylic acid, 5′,5″-bis(4-carboxyphenyl)-2″-(trifluoromethyl)-[1,1′:3′,1″:4″,1″′:3′″,1″-quinquephenyl]-4,4″″-dicarboxylic acid, 5′,5″-bis(4-carboxyphenyl)-2″,5″-bis(trifluoromethyl)-[1,1′:3′,1″:4″, 1′″: 3′″, 1″″-quinquephenyl]-4,4″″-dicarboxylic acid, 3,3′,3″,3′″-([1,1′:4′,1″-terphenyl]-3,3″,5,5″-tetrayl)tetrapropiolic acid, 3,3′,3″,3′″-(ethyne-1,2-diylbis(benzene-5,1,3-triyl))tetrapropiolic acid, 3,3′,3″,3′″-(2′,3′,5′,6′-tetramethyl-[1,1′:4′,1″-terphenyl]-3,3″,5,5″-tetrayl)tetrapropiolic acid, 3,3′,3″,3′″-(ethyne-1,2-diylbis(2,4,6-trimethylbenzene-5,1,3-triyl))tetrapropiolic acid, 4,4′,4″,4″-([1,1′:4′,1″-terphenyl]-3,3″,5,5″-tetrayltetrakis(ethyne-2,1-diyl))tetrabenzoic acid, 4,4′,4″,4′″-(((1,4-phenylenebis(ethyne-2,1-diyl))bis(benzene-5,1,3-triyl))tetrakis(ethyne-2,1-diyl))tetrabenzoic acid, 5″,5″″″′-(1,4-phenylenebis(ethyne-2,1-diyl))bis(([1,1′:4′, 1″:3″,1′″:4′″, 1″-quinquephenyl]-4,4″-dicarboxylic acid)), 5″,5″″″′-(1,4-phenylenebis([1,1′:4′, 1″:3″,1′″:4′″, 1″-quinquephenyl]-4,4″-dicarboxylic acid)), 0026BIS, 5,5′-(ethane-1,2-diyl)diisophthalic acid, (E)-5,5′-(diazene-1,2-diyl)diisophthalic acid, (E)-5,5′-(ethene-1,2-diyl)diisophthalic acid, 5,5′-(ethyne-1,2-diyl)diisophthalic acid, (Z)-1,2-bis(3,5-dicarboxyphenyl)diazene 1-oxide, LigandC 42 H 26 O 8 , 4,4′,4″,4′″-(1,4-phenylenebis(azanetriyl))tetrabenzoic acid, and combinations thereof.

6. The method of claim 1 , wherein the MOF composition stores one or more of CH 4 and O 2 at temperatures ranging from about −80° C. to about 125° C.

7. The method of claim 1 , wherein the MOF composition stores one or more of CH 4 and O 2 at pressures up to about 85 bar or less.

8. The method of claim 1 , further comprising desorbing one or more of the CH 4 and O 2 .

9. The method of claim 8 , wherein heat is not required to desorb one or more of the CH 4 and O 2 .

10. The method of claim 1 , wherein the fluid comprises one or more of natural gas and biogas.

11. A method of removing one or more compounds from a fluid, comprising:
contacting a metal-organic framework (MOF) composition having a square-octahedral topology with a fluid containing one or more of CH 4 and O 2 , wherein the MOF composition includes an organic ligand and a metal selected from aluminum, gallium, iron, scandium, titanium, chromium, and vanadium;
sorbing one or more of CH 4 and O 2 with the MOF composition;
storing one or more of the CH 4 and O 2 with the MOF composition; and
desorbing one or more of the CH 4 and O 2 from the MOF composition.

12. The method of claim 11 , wherein the organic ligand is selected from: amidetetracarboxylate, 3,3′,5,5′-azobenzenetetracarboxylate, TCPT, TCDPN, TCDPA, 2″,3″,5″,6″-tetrabromo-5′,5″-bis(4-carboxyphenyl)-[1,1′:3′,1″:4″,1″′:3′″, 1″-quinquephenyl]-4,4″″-dicarboxylic acid, 2″,3″,5″-tribromo-5′,5″-bis(4-carboxyphenyl)-[1,1′:3′,1″:4″,1″′:3′″, 1″-quinquephenyl]-4,4″-dicarboxylic acid, 2″,5″-dibromo-5′,5″-bis(4-carboxyphenyl)-[1, 1′:3′,1″:4″,1″′:3′″,1″-quinquephenyl]-4,4″-dicarboxylic acid, 2″,3″-dibromo-5′,5″-bis(4-carboxyphenyl)-[1,1′:3′,1″:4″,1′″:3′″, 1″-quinquephenyl]-4,4″-dicarboxylic acid, 5′,5″-bis(4-carboxyphenyl)-2″-(trifluoromethyl)-[1,1′:3′,1″:4″,1″′:3′″,1″-quinquephenyl]-4,4″″-dicarboxylic acid, 5′,5″-bis(4-carboxyphenyl)-2″,5″-bis(trifluoromethyl)-[1,1′:3′,1″:4″,1′″:3′″,1″-quinquephenyl]-4,4″-dicarboxylic acid, 3,3′,3″,3′″-([1,1′:4′,1″-terphenyl]-3,3″,5,5″-tetrayl)tetrapropiolic acid, 3,3′,3″,3′″-(ethyne-1,2-diylbis(benzene-5,1,3-triyl))tetrapropiolic acid, 3,3′,3″,3′″-(2′,3′,5′,6′-tetramethyl-[1,1′:4′,1″-terphenyl]-3,3″,5,5″-tetrayl)tetrapropiolic acid, 3,3′,3″,3′″-(ethyne-1,2-diylbis(2,4,6-trimethylbenzene-5,1,3-triyl))tetrapropiolic acid, 4,4′,4″,4″-([1,1′:4′,1″-terphenyl]-3,3″,5,5″-tetrayltetrakis(ethyne-2,1-diyl))tetrabenzoic acid, 4,4′,4″,4′″-(((1,4-phenylenebis(ethyne-2,1-diyl))bis(benzene-5,1,3-triyl))tetrakis(ethyne-2,1-diyl))tetrabenzoic acid, 5″,5″″″′-(1,4-phenylenebis(ethyne-2,1-diyl))bis(([1,1′:4′,1″:3″,1′″:4′″,1″″-quinquephenyl]-4,4″-dicarboxylic acid)), 5″,5″″″′-(1,4-phenylenebis([1,1′:4′,1″:3″,1′″:4′″, 1″″-quinquephenyl]-4,4″-dicarboxylic acid)), 0026BIS, 5,5′-(ethane-1,2-diyl)diisophthalic acid, (E)-5,5′-(diazene-1,2-diyl)diisophthalic acid, (E)-5,5′-(ethene-1,2-diyl)diisophthalic acid, 5,5′-(ethyne-1,2-diyl)diisophthalic acid, (Z)-1,2-bis(3,5-dicarboxyphenyl)diazene 1-oxide, LigandC 42 H 26 O 8 , 4,4′,4″,4′″-(1,4-phenylenebis(azanetriyl))tetrabenzoic acid, and combinations thereof.

13. The method of claim 11 , wherein the MOF composition stores one or more of CH 4 and O 2 at temperatures ranging from about −80° C. to about 125° C. and/or at pressures up to about 85 bar or less.

14. A method of removing one or more compounds from a fluid, comprising:
contacting a metal-organic framework (MOF) composition having a square-octahedral topology with a fluid comprising one or more of natural gas and biogas, wherein the MOF composition includes an organic ligand and a metal selected from aluminum, gallium, iron, scandium, titanium, chromium, and vanadium;
sorbing one or more of CH 4 and O 2 with the MOF composition; and
storing one or more of the CH 4 and O 2 with the MOF composition.

15. The method of claim 14 , wherein the organic ligand is selected from: amidetetracarboxylate, 3,3′,5,5′-azobenzenetetracarboxylate, TCPT, TCDPN, TCDPA, 2″,3″,5″,6″-tetrabromo-5′,5″-bis(4-carboxyphenyl)-[1,1′:3′,1″:4″,1″′:3′″, 1″-quinquephenyl]-4,4″″-dicarboxylic acid, 2″,3″,5″-tribromo-5′,5″-bis(4-carboxyphenyl)-[1,1′:3′,1″:4″,1″′:3′″, 1″-quinquephenyl]-4,4″-dicarboxylic acid, 2″,5″-dibromo-5′,5″-bis(4-carboxyphenyl)-[1, 1′:3′,1″:4″,1″′:3′″,1″-quinquephenyl]-4,4″-dicarboxylic acid, 2″,3″-dibromo-5′,5″′-bis(4-carboxyphenyl)-[1,1′:3′,1″:4″,1″′:3′″,1″-quinquephenyl]-4,4″″-dicarboxylic acid, 5′,5″-bis(4-carboxyphenyl)-2″-(trifluoromethyl)-[1,1′:3′,1″:4″,1″′:3′″,1″-quinquephenyl]-4,4″″-dicarboxylic acid, 5′,5″-bis(4-carboxyphenyl)-2″,5″-bis(trifluoromethyl)-[1,1′:3′,1″:4″,1′″:3′″,1″-quinquephenyl]-4,4″-dicarboxylic acid, 3,3′,3″,3′″-([1,1′:4′,1″-terphenyl]-3,3″,5,5″-tetrayl)tetrapropiolic acid, 3,3′,3″,3′″-(ethyne-1,2-diylbis(benzene-5,1,3-triyl))tetrapropiolic acid, 3,3′,3″,3′″-(2′,3′,5′,6′-tetramethyl-[1,1′:4′,1″-terphenyl]-3,3″,5,5″-tetrayl)tetrapropiolic acid, 3,3′,3″,3′″-(et

Assignees

• Univ King Abdullah Sci & Tech

Inventors

• Alezi Dalal
• Belmabkhout Youssef
• Eddaoudi Mohamed

Classifications

• B01D2257/7025

  Methane · CPC title

• B01D2257/104

  Oxygen · CPC title

• B01D53/047

  Pressure swing adsorption · CPC title

• B01D2258/05

  Biogas · CPC title

• B01D2253/204

  Metal organic frameworks (MOF's) · CPC title