IP Library Granted Patent US 12,454,459
Granted Patent B2
US 12,454,459 · App. 18/003,619 · Granted Oct 28, 2025

Functionalized graphene, method for producing a functionalized graphene, and its use

Inventors: Valeri Leich (Duisburg, DE); Jonas Hönig (Ingelheim am Rhein, DE); Julian Teichmann (Frankfurt am Main, DE); Silvia Blank-Shim (Aschaffenburg, DE); Stefan Schumann (Remscheid, DE); Verena Breuers (Haltern am See, DE); Patrik Stenner (Hanau, DE)
Assignee: Evonik Operations GmbH
C01B32/194C08K9/06C09D7/62C10M125/02H01M4/587C01P2006/10C01P2006/11C01P2006/42C10M2201/14C10M2203/003C10N2040/04C10N2040/25
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Quick Facts
Patent No.
US 12,454,459
App. No.
18/003,619
Granted
Oct 28, 2025
Kind
B2
Abstract

A process can be used for the functionalization of graphene material by mixing graphene material with at least one silane. The functionalized graphene material is useful, for example, in thermoplastics.

Claims (49)

1. A process for the functionalization of graphene material, the process comprising:

reacting the graphene material at least partially with at least one silane,

wherein the at least partial reaction is carried out during mixing of the at least one silane with the graphene material, wherein the

amount of silane is 5 to 40% by weight, wherein the sum of the mass fraction of the silane and graphene material is 100% by weight, and

wherein the at least one silane is selected from the group consisting of 3-glycidyloxypropyltriethoxysilane [GLYEO], 3-aminopropyltriethoxysilane [AMEO], glycidyloxypropyltrimethoxysilane [GLYMO], 3-aminopropyltrimethoxysilane [AMMO], and a mixture thereof.

2. The process according to claim 1 , wherein the at least one silane comprises two or more of the silanes.

3. The process according to claim 1 , wherein a sum of mass fractions of the at least one silane is in a range of 25% to 40% by weight, and

wherein a sum of the mass fractions of the at least one silane and of the graphene material is 100% by weight.

4. The process according to claim 1 , wherein the at least partial reaction is carried out at a temperature in a range of 50° C. to 150° C.

5. The process according to claim 1 , wherein the mixing is in a mixing granulator, a vessel with grinding balls, a ball mill, a three-roll mill, a stirrer, or a vessel equipped with paddles.

6. A functionalized graphene material, obtained by the process according to claim 1 .

7. The functionalized graphene material according to claim 6 , having:

a bulk density of 300 g/l to 900 g/l, and/or

a tamped density of 300 g/l to 900 g/l, and/or

a reduction in dust generation of 50% to 80%.

8. A method, comprising:

adding the functionalized graphene material according to claim 6 to a filler, a coating, an active material and/or electrode material in a battery, a composite material and/or foam a tyre rubber, a transmission oil and/or engine oil, or a membrane.

9. A method, comprising:

adding the functionalized graphene material according to claim 6 to a material selected from the group consisting of

a standard thermoplastic,

a technical thermoplastic,

an engineering thermoplastic,

a copolymer,

an elastomer,

a polyurethane,

a rubber,

a thermoset,

a solvent, and

an oil.

10. The process according to claim 4 , wherein the at least partial reaction is carried out at a temperature in a range of 80° C. to 110° C.

11. The functionalized graphene material according to claim 7 , having:

a bulk density of 500 g/l to 800 g/l, and/or

a tamped density of 500 g/l to 800 g/l, and/or

a reduction in dust generation of 55% to 75%.

12. The method according to claim 9 , wherein

the standard thermoplastic is selected from the group consisting of polyethylene (PE), polypropylene (PP), polystyrene (PS), and polyvinyl chloride (PVC);

the technical thermoplastic is selected from the group consisting of polyethylene terephthalate (PET), poly(methyl methacrylate) (PMMA), polycarbonate (PC), polyoxymethylene (POM), and polyamide (PA);

the engineering thermoplastic is selected from the group consisting of polyphenylene sulfide (PPS), polyether ether ketone (PEEK), and polyethersulfone (PES);

the elastomer is selected from the group consisting of silicone, room temperature vulcanized elastomer (RTV), high temperature vulcanized elastomer (HTV), and liquid silicone rubber (LSR);

the rubber is selected from the group consisting of styrene-butadiene rubber (SBR), polybutadiene rubber (BR), and natural rubber;

the thermoset is selected from the group consisting of polyurethane, polyester resin, phenolic resin, epoxy resin, acrylate resin, and silicone resin;

the solvent is selected from the group consisting of an aprotic-non-polar solvent, an aprotic-polar solvent, and a protic solvent; and

the oil is selected from the group consisting of a mineral oil, a silicone oil, and a process oil.

13. The process according to claim 1 , wherein the at least one silane comprises 3-glycidyloxypropyltriethoxysilane [GLYEO].

14. The process according to claim 1 , wherein the at least one silane comprises glycidyloxypropyltrimethoxysilane [GLYMO].

15. The process according to claim 1 , wherein the at least one silane comprises 3-aminopropyltrimethoxysilane [AMMO].

16. The process according to claim 1 , wherein the graphene material is graphene oxide.

17. The process according to claim 13 , wherein the graphene material is graphene oxide.

18. The process according to claim 17 , wherein the mixing is in a mixing granulator, a vessel with grinding balls, a ball mill, a three-roll mill, a stirrer, or a vessel equipped with paddles.

Priority Claims (1)
EP 20183456 · Jul 1, 2020 · regional
Continuity (1)
Related Publication 20230264961A1 · Aug 24, 2023
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