IP Library Granted Patent US 11,111,150
Granted Patent B2
US 11,111,150 · App. 16/566,803 · Granted Sep 7, 2021

Facile direct functionalization of pristine graphene nanoparticles

Inventors: Melissa A. Wunch (Dallas, TX); Samsuddin F Mahmood (Plano, TX); Duck J Yang (Flower Mound, TX)
Assignee: BOARD OF REGENTS, THE UNIVERSITY OF TEXAS SYSTEM
C01B32/194C08K3/042C08L63/00C08L75/00B82Y30/00B82Y40/00C01B2204/32
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Quick Facts
Patent No.
US 11,111,150
App. No.
16/566,803
Granted
Sep 7, 2021
Kind
B2
Abstract

Graphene is a single layer carbon-based material known for high strength, high flexibility, high electrical conductivity, high surface area, hydrophobicity and barrier property. Introduction of surface functional groups on graphene enhances most of these properties. A facile and economical process to prepare amine and fluoride functionalized graphenes is disclosed. The disclosed processes utilize direct functionalization of pristine graphene without pre-functionalization (GO). Successful functionalization of both aminated and fluorinated graphenes were confirmed by the analyses of FT-IR, thermal gravimetric analysis (TGA), Raman, UV-Vis, and dispersion study. Amine functional groups can react with epoxy resin and urethane resin to form a covalent bond, and fluorinated graphene can give high hydrophobicity and durability, therefore both can be applied as a material or a component in polymer and composite coatings for corrosion protection, moisture or gas barriers.

Claims (20)

1. A method for preparing an aminated graphene comprising reacting graphene with urea in a solvent or a solvent-deionized water mixture, and wherein the ratio of the graphene and the urea is in the range of 0.1-4.0 by weight.

2. The method of claim 1 wherein the graphene comprises at least one of mechanically exfoliated graphene, mechanically exfoliated graphene nanoparticles or graphene film.

3. The method of claim 2 wherein the graphene nanoparticles have a diameter in the range of 10 nm to 100 microns.

4. The method of claim 1 wherein the graphene comprises at least one of reduced chemically exfoliated graphene or reduced chemically exfoliated graphene nanoparticles.

5. The method of claim 1 , wherein the mass percentage of carbon in the graphene is in the range of 99.0% 99.9%.

6. The method of claim 1 , wherein the mass percentage of carbon in the graphene is greater than 99.99%.

7. The method of claim 1 wherein the solvent is selected from the group consisting of: ethylene glycol, diethylene glycol, triethylene glycol, tetraethylene glycol, propylene glycol, any high boiling glycol, a triol based solvent and combinations thereof.

8. The method of claim 1 wherein the reacting temperature is in the range of 150-250° C., at 1 atmospheric pressure, under reflux in air or under reflux in inert conditions.

9. The method of claim 1 wherein the reacting duration is in the range of 1-24 hours.

10. The method of claim 1 further comprising the step of including the aminated graphene as a component in a coating, a polymer, a composite or a polymer film.

11. The method of claim 10 wherein the coating is a urethane coating or an epoxy coating.

12. The method of claim 1 further comprising the step of including the aminated graphene as a component as a UV absorbing additive.

13. A method for preparing an aminated graphene comprising a reaction by reacting graphene with an aminating reagent in a solvent-deionized water mixture, wherein the solvent-deionized water mixture includes at least one solvent selected from the group consisting of: ethylene glycol, diethylene glycol, triethylene glycol, tetraethylene glycol, propylene glycol, any high boiling glycol, and a triol based solvent.

14. The method of claim 13 wherein the triol based solvent comprises glycerol, or wherein the solvent-deionized water mixture has a deionized water content in the range of 5%-60% by volume.

15. The method of claim 13 , wherein the solvent-deionized water mixture has a deionized water content in the range of 5%-60% by volume.

16. The method of claim 13 , wherein the aminating reagent is selected from the group consisting of urea, ethylenediamine, and para-phenylenediamine.

17. An aminated graphene, obtained in a reaction by reacting graphene with an aminating reagent in a solvent or a solvent-deionized water mixture, wherein the mass percentage of amine functional groups (—NH 2 ) is in the range of 1%<—NH 2 <50%, mass percentage of carbon is in the range of 30%<C %<99%, and mass percentage of oxygen is in the range 0%<O %<0.1%.

18. A composition selected from the group consisting of a coating, polymer, composite and a polymer film comprising the aminated graphene of claim 17 .

19. The composition of claim 18 wherein the coating is a urethane coating or an epoxy coating.

20. A UV absorbing additive comprising the aminated graphene of claim 17 .

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 9, 2020
From: YANG, DUCK J; WUNCH, MELISSA A; MAHMOOD, SAMSUDDIN F
To: BOARD OF REGENTS, THE UNIVERSITY OF TEXAS SYSTEM
Reel/Frame 052359/0954 →
Continuity (2)
Provisional Application 62728970 · Sep 10, 2018
Related Publication 20200087150A1 · Mar 19, 2020