IP Library › Granted Patent US 12,103,855
Granted Patent B2
US 12,103,855 · App. 17/264,591 · Granted Oct 1, 2024

Surface-modified nanodiamond, liquid dispersion containing surface-modified nanodiamond, and composite material

Inventors: Daisuke Shiro (Tokyo, JP); Atsushi Kume (Tokyo, JP)
Assignee: DAICEL CORPORATION
C01B32/28B82Y30/00B82Y40/00C01P2004/30C01P2004/62C01P2004/64C08K3/04
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 12,103,855
App. No.
17/264,591
Granted
Oct 1, 2024
Kind
B2
Abstract

Provided is a surface-modified nanodiamond that has high dispersibility in an organic solvent or in a resin and that can maintain the characteristics described above even in a high-temperature environment of 200° C. or higher. The surface-modified nanodiamond according to an embodiment of the present invention has a structure in which a surface of a nanodiamond particle is modified by a group represented by Formula (1) below. In the formula, R 1 to R 4 are the same or different and each represent an aliphatic hydrocarbon group having from 1 to 25 carbons. Note that at least one of R 1 to R 4 is an aliphatic hydrocarbon group having from 10 to 25 carbons. Furthermore, an atomic bond of the carbon atom in the formula bonds to the surface of the nanodiamond particle.

Claims (21)

1. A surface-modified nanodiamond having a structure in which a surface of a nanodiamond particle is modified by a group represented by Formula (1) below:

where R 1 to R 4 are the same or different and each represent an aliphatic hydrocarbon group having from 1 to 25 carbons, at least one of R 1 to R 4 is an aliphatic hydrocarbon group having from 10 to 25 carbons, and an atomic bond of the carbon atom in the formula bonds to the surface of the nanodiamond particle,

wherein a particle size, D50, is from 20 to 200 nm.

2. The surface-modified nanodiamond according to claim 1 , wherein a thermal decomposition of the surface-modified nanodiamond is a temperature of 250° C. or higher.

3. A nanodiamond liquid dispersion comprising an organic solvent and a surface-modified nanodiamond described in claim 1 , wherein the nanodiamond liquid dispersion includes the surface-modified nanodiamond in a proportion from 0.0001 to 10 parts by mass per 100 parts by mass of the organic solvent.

4. A composite material comprising a resin and the surface-modified nanodiamond described in claim 1 .

5. The composite material according to claim 4 , wherein the composite material is a molten mixture of the resin and the surface-modified nanodiamond.

6. The composite material according to claim 4 , wherein the resin is a thermoplastic resin having a glass transition temperature or a melting point of 150° C. or higher.

7. The surface-modified nanodiamond according to claim 1 , wherein two or three groups selected from R 1 to R 4 are each an aliphatic hydrocarbon group having from 10 to 25 carbons, and the other group(s) are each an aliphatic hydrocarbon group having from 1 to 9 carbons.

8. The surface-modified nanodiamond according to claim 1 , wherein R 1 is an aliphatic hydrocarbon group having from 10 to 25 carbons, and R 2 , R 3 , and R 4 are each an aliphatic hydrocarbon group having from 1 to 9 carbons.

9. The surface-modified nanodiamond according to claim 1 , wherein a sum of number of carbons of R 1 and R 2 is from 20 to 50, and a sum of number of carbons of R 3 and R 4 is from 2 to 10.

10. The surface-modified nanodiamond according to claim 1 , wherein a sum of number of carbons in R 1 , R 2 , R 3 , and R 4 is from 22 to 60.

11. A method for giving a mechanical strength to a resin, the method comprising mixing the surface-modified nanodiamond according to claim 1 with the resin.

12. A method for giving a high refractive index to a resin, the method comprising mixing the surface-modified nanodiamond according to claim 1 with the resin.

13. A method for giving a thermal conductivity to a resin, the method comprising mixing the surface-modified nanodiamond according to claim 1 with the resin.

14. A method for producing an antifriction agent, the method comprising mixing the surface-modified nanodiamond according to claim 1 with the resin.

15. A method for producing a lubricant, the method comprising mixing the surface-modified nanodiamond according to claim 1 with the resin.

16. A method for producing a mechanical strength-imparting agent for a resin, the method comprising mixing the surface-modified nanodiamond according to claim 1 with the resin.

17. A method for producing a high refractive index-imparting agent for a resin, the method comprising mixing the surface-modified nanodiamond according to claim 1 with the resin.

18. A method for producing a thermal conductivity-imparting agent for a resin, the method comprising mixing the surface-modified nanodiamond according to claim 1 with the resin.

19. A method for producing a composite material, the method comprising kneading the surface-modified nanodiamond according to claim 1 and a resin at a temperature that is equal to or higher than a glass transition temperature or a melting point of the resin to produce a composite material of these.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 1, 2021
From: SHIRO, DAISUKE; KUME, ATSUSHI
To: DAICEL CORPORATION
Reel/Frame 055099/0954 →
Priority Claims (1)
JP 2018-142360 · Jul 30, 2018 · national
Continuity (1)
Related Publication 20210331928A1 · Oct 28, 2021