IP Library Granted Patent US 11,505,467
Granted Patent B2
US 11,505,467 · App. 16/182,371 · Granted Nov 22, 2022

High functionalization density graphene

Inventors: Intak Jeon (Boston, MA); Timothy M. Swager (Newton, MA)
Assignee: Massachusetts Institute of Technology
C01B32/225C01B32/194C01B32/21G01N27/3271G01N33/5306B82Y30/00B82Y40/00
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Quick Facts
Patent No.
US 11,505,467
App. No.
16/182,371
Granted
Nov 22, 2022
Kind
B2
Abstract

Carbon-based materials, and associated methods and articles, are generally provided. In some embodiments, a carbon-based material comprises a carbon-based portion and a functional group bonded to the carbon-based portion. The functional group may be capable of forming a reversible covalent bond with a species. Carbon may make up greater than or equal to 30 wt % of the carbon-based portion. The carbon-based portion may comprise graphene, and a ratio of a total number of functional groups in a plurality of functional groups bonded to the graphene to a total number of carbon atoms in the plurality of carbon atoms of the graphene may be greater than or equal to 1:50. The carbon-based portion may comprise graphene, and greater than or equal to 70% of the graphene sheets may be spaced apart from their nearest neighbors by a distance of greater than or equal to 10 Å. A method may comprise applying a voltage to a carbon-based material. The voltage may be applied in the presence of a combination of solvents comprising a dissolved species. The combination of solvents may comprise a solvent stable at voltages of greater than or equal to −3.15 V and less than or equal to −2.2 V and/or may comprise a solvent with a surface tension within 25% of a surface tension of the carbon-based material. The voltage may be a decreasing voltage that decreases at a rate of greater than or equal to 2 μV/s and less than or equal to 40 μV/s and has a value of greater than or equal to −2.2 V and less than or equal to −3.15 V at at least one point in time.

Claims (26)

1. A carbon-based material, comprising:

a carbon-based portion; and

a functional group bonded to the carbon-based portion, wherein:

the functional group is associated with a species via a reversible covalent bond, and

carbon makes up greater than or equal to 30 wt % of the carbon-based portion.

2. The carbon-based material of claim 1 , wherein the carbon-based portion comprises a two-dimensional material.

3. The carbon-based material of claim 1 , wherein the carbon-based portion comprises elemental carbon.

4. The carbon-based material of claim 1 , wherein the carbon-based portion comprises graphite.

5. The carbon-based material of claim 1 , wherein the carbon-based portion comprises graphene.

6. The carbon-based material of claim 1 , wherein the reversible covalent bond forms a portion of a Meisenheimer complex.

7. The carbon-based material of claim 1 , wherein the functional group comprises a sulfonyl group.

8. The carbon-based material of claim 1 , wherein the functional group comprises a ketone and/or aldehyde.

9. The carbon-based material of claim 1 , wherein the functional group comprises a boronic acid group.

10. The carbon-based material of claim 1 , wherein the functional group comprises a diene group.

11. The carbon-based material of claim 1 , wherein the functional group comprises a dienophile group.

12. The carbon-based material of claim 1 , wherein the species comprises an amine group.

13. The carbon-based material of claim 1 , wherein the species comprises a diol group.

14. The carbon-based material of claim 1 , wherein the species comprises a dienophile group.

15. The carbon-based material of claim 1 , wherein the carbon-based portion comprises a plurality of carbon atoms and the carbon-based material comprises a plurality of functional groups bonded to the carbon-based portion, wherein a ratio of a total number of functional groups in the plurality of functional groups to a total number of carbon atoms in the plurality of carbon atoms is greater than or equal to 1:50.

16. The carbon-based material of claim 15 , wherein the ratio of the total number of functional groups in the plurality of functional groups to the total number of carbon atoms in the plurality of carbon atoms is greater than or equal to 1:20.

17. The carbon-based material of claim 15 , wherein the ratio of the total number of functional groups in the plurality of functional groups to the total number of carbon atoms in the plurality of carbon atoms is greater than or equal to 1:15.

18. The carbon-based material of claim 15 , wherein the ratio of the total number of functional groups in the plurality of functional groups to the total number of carbon atoms in the plurality of carbon atoms is greater than or equal to 1:12.

19. The carbon-based material of claim 1 , wherein the carbon-based portion comprises a plurality of graphene sheets, wherein greater than or equal to 70% of the graphene sheets are spaced apart from their nearest neighbors by a distance of greater than or equal to 10 Å.

20. The carbon-based material of claim 19 , wherein the graphene sheets are uniformly spaced.

21. The carbon-based material of claim 19 , wherein the graphene sheets are not uniformly spaced.

22. The carbon-based material of claim 19 , wherein the carbon-based material comprises an ionic composition intercalated between the graphene sheets.

Assignments (2)
CONFIRMATORY LICENSE Recorded Mar 27, 2020
From: MASSACHUSETTS INSTITUTE OF TECHNOLOGY
To: NATIONAL SCIENCE FOUNDATION
Reel/Frame 052252/0936 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 4, 2019
From: JEON, INTAK; SWAGER, TIMOTHY M.
To: MASSACHUSETTS INSTITUTE OF TECHNOLOGY
Reel/Frame 048790/0414 →
Continuity (2)
Provisional Application 62582074 · Nov 6, 2017
Related Publication 20190135637A1 · May 9, 2019