IP Library Granted Patent US 10,174,063
Granted Patent B2
US 10,174,063 · App. 15/309,023 · Granted Jan 8, 2019

Compositions and methods comprising conductive metal organic frameworks and uses thereof

Inventors: Mircea Dinca (Belmont, MA); Dennis Sheberla (Watertown, MA); Lei Sun (Cambridge, MA); Casey R. Wade (Waltham, MA); Michael Glenn Campbell (Cambridge, MA)
Assignee: Massachusetts Institute of Technology
C07F15/045B01J20/226C07F1/005C07F1/08C07F15/065H01G11/30
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Quick Facts
Patent No.
US 10,174,063
App. No.
15/309,023
Granted
Jan 8, 2019
Kind
B2
Abstract

Compositions and methods comprising metal organic frameworks (MOFs) and related uses are generally provided. In some embodiments, a MOF comprises a plurality of metal ions, each coordinated with at least one ligand comprising at least two sets of ortho-diimine groups arranged about an organic core.

Claims (36)

1. A porous metal organic framework (MOF) comprising:

a plurality of metal ions, each coordinated with at least one ligand, wherein the at least one ligand comprises at least two sets of ortho-diimine groups arranged about an organic core and has the structure:

wherein n is 1, 2, or 3, and C represents one or more bonds formed between ring A and each ring B.

2. The MOF of claim 1 , wherein a portion of the metal ions are associated with two, three, or four ligands, and each of those ligands is individually associated with one, two, three, or four metal ions.

3. The MOF of claim 1 , wherein a portion of the metal ions are associated with two ligands, and each of those ligands is individually associated with two metal ions.

4. The MOF of claim 1 , wherein a portion of the metal ions are associated with two ligands, and each of those ligands is individually associated with three metal ions.

5. The MOF of claim 1 , wherein n is 1.

6. The MOF of claim 1 , wherein n is 2.

7. The MOF of claim 1 , wherein n is 3.

8. The MOF of claim 1 , wherein the organic core comprises a plurality of fused aryl and/or heteroaryl rings.

9. The MOF of claim 1 , wherein the organic core comprises a plurality of fused aryl rings.

10. The MOF of claim 1 , wherein the organic core comprises one or more of benzyl, thiophenyl, carbazolyl, pyrrolyl, indolyl, and furanyl rings.

11. A porous metal organic framework (MOF) comprising:

a plurality of metal ions, each coordinated with at least one ligand, wherein the at least one ligand comprises at least two ortho-diimine groups arranged about an organic core and has the structure:

wherein:

each R 1 is the same or different and is selected from the group consisting of hydrogen, —NO 2 , —R′, —F, —Cl, —Br, —I, —CN, —NC, —SO 3 R′, —SO 3 H, —OR′, —OH, —SR′, —SH, —PO 3 R′, —PO 3 H, —CF 3 , —NR′ 2 , —NHR′, and —NH 2 ; and

each R′ is the same or different and is optionally substituted alkyl or optionally substituted aryl.

12. A porous metal organic framework (MOF) comprising:

a plurality of metal ions, each coordinated with at least one ligand, wherein the at least one ligand comprises at least two ortho-diimine groups arranged about an organic core and has the structure:

wherein each R 1 is the same or different and is selected from the group consisting of hydrogen, —NO 2 , —R′, —F, —Cl, —Br, —I, —CN, —NC, —SO 3 R′, —SO 3 H, —OR′, —OH, —SR′, —SH, —PO 3 R′, —PO 3 H, —CF 3 , —NR′ 2 , —NHR′, and —NH 2 ;

each X is the same or different and is selected from the group consisting of NR′, O, S, Se, and Te; and

each R′ is the same or different and is hydrogen, optionally substituted alkyl, or optionally substituted aryl.

13. A film comprising a MOF as in claim 1 .

14. A chemical sensor comprising a MOF of claim 1 .

15. An electrochemical capacitor comprising a MOF of claim 1 .

16. The MOF of claim 1 , wherein each metal ion is Ni 2+ or Cu 2+ .

17. The MOF of claim 11 , wherein each metal ion is Ni 2+ or Cu 2+ .

18. The MOF of claim 12 , wherein each metal ion is Ni 2+ or Cu 2+ .

19. The MOF of claim 11 , wherein each R 1 is hydrogen.

20. The MOF of claim 12 , wherein each R 1 is hydrogen.

21. The MOF of claim 12 , wherein each X is NR′.

22. The MOF of claim 21 , wherein each R′ is hydrogen.

23. The MOF of claim 12 , wherein each X is O.

24. The MOF of claim 12 , wherein each X is S.

25. A film, a chemical sensor, or an electrochemical capacitor comprising an MOF as in claim 11 .

26. A film, a chemical sensor, or an electrochemical capacitor comprising an MOF as in claim 12 .

Assignments (2)
CONFIRMATORY LICENSE Recorded Jun 5, 2020
From: MASSACHUSETTS INSTITUTE OF TECHNOLOGY
To: UNITED STATES DEPARTMENT OF ENERGY
Reel/Frame 052855/0455 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 29, 2016
From: DINCA, MIRCEA; SHEBERLA, DENNIS; SUN, LEI; WADE, CASEY R.; CAMPBELL, MICHAEL GLENN
To: MASSACHUSETTS INSTITUTE OF TECHNOLOGY
Reel/Frame 040448/0480 →
Continuity (3)
Provisional Application 62091100 · Dec 12, 2014
Provisional Application 61988952 · May 6, 2014
Related Publication 20170073364A1 · Mar 16, 2017