IP Library Granted Patent US 12,264,214
Granted Patent B2
US 12,264,214 · App. 17/321,997 · Granted Apr 1, 2025

Spherical particles comprising carbon nanomaterial-graft-polymer and methods of production and uses thereof

Inventors: Valerie M. Farrugia (Oakville, CA); Shivanthi Easwari Sriskandha (Mississauga, CA); Robert Claridge (Kitchener, CA)
Assignee: Xerox Corporation
C08F292/00C08L77/06
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Quick Facts
Patent No.
US 12,264,214
App. No.
17/321,997
Granted
Apr 1, 2025
Kind
B2
Abstract

Highly spherical particles may comprise a thermoplastic polymer grafted to a carbon nanomaterial (CNM-g-polymer), wherein the particles have an aerated density of about 0.5 g/cm 3 (preferably about 0.55 g/cm 3 ) to about 0.8 g/cm 3 . Said CNM-g-polymer particles may be useful in a variety of applications including selective laser sintering additive manufacturing methods.

Claims (29)

1. A composition comprising:

particles comprising a thermoplastic polymer grafted to a carbon nanomaterial (CNM-g-polymer);

wherein the particles have an aerated density of about 0.55 g/cm 3 to about 0.8 g/cm 3 ;

wherein the thermoplastic polymer is a polyolefin or a polyamide;

wherein the polyamide is grafted to the carbon nanomaterial via a direct covalent bond between the polyamide and an amine functional group or a carboxylic acid functional group of the carbon nanomaterial; and

wherein the polyolefin is grafted to the carbon nanomaterial via a direct covalent bond between the polyolefin and the carbon nanomaterial, which is generated by in-situ free radical functionalization.

2. The composition of claim 1 , wherein the carbon nanomaterial is selected from the group consisting of a fullerene, a carbon nanotube, graphite, graphene, and any combinations thereof.

3. The composition of claim 1 , wherein the particles have a circularity of about 0.90 to about 1.0.

4. The composition of claim 1 , wherein the particles have an angle of repose of about 25° to about 45°.

5. The composition of claim 1 , wherein the particles have a Hausner ratio of about 1.0 to about 1.5.

6. The composition of claim 1 , wherein the particles have a D10 of about 0.1 μm to about 125 μm, a D50 of about 0.5 μm to about 200 μm, and a D90 of about 3 μm to about 300 μm, wherein D10<D50<D90.

7. The composition of claim 1 , wherein the particles have a diameter span of about 0.2 to about 10.

8. The composition of claim 1 , wherein the particles have an aerated density of about 0.6 g/cm 3 to about 0.8 g/cm 3 .

9. The composition of claim 1 , wherein the particles have a bulk density of about 0.3 g/cm 3 to about 0.8 g/cm 3 .

10. The composition of claim 1 , wherein the particles have a tapped density of about 0.6 g/cm 3 to about 0.9 g/cm 3 .

11. The composition of claim 1 , wherein the particles have a BET surface area of about 10 m 2 /g to about 500 m 2 /g.

12. The composition of claim 1 , wherein the particles further comprise an emulsion stabilizer covering at least a portion of a surface of the particles.

13. The composition of claim 1 , wherein the particles further comprise a nanoparticle emulsion stabilizer embedded in a surface of the particles.

14. The composition of claim 1 , wherein the particles further comprise a thermoplastic polymer not grafted to a carbon nanomaterial.

15. A composition comprising:

particles comprising a polyamide grafted to a carbon nanomaterial (CNM-g-polyamide) via a direct covalent bond between the polyamide and an amine functional group or a carboxylic acid functional group of the carbon nanomaterial, wherein the particles have an aerated density of about 0.55 g/cm 3 to about 0.8 g/cm 3 .

16. The composition of claim 15 , wherein the particles have a circularity of about 0.90 to about 1.0.

17. The composition of claim 15 , wherein the particles have an angle of repose of about 25° to about 45°.

18. A composition comprising:

particles comprising a polyurethane grafted to a carbon nanomaterial (CNM-g-polyurethane);

wherein the polyurethane is derived from (i) a polyisocyanate component, (ii) a polyol component, and (iii) a chain extender component different from the polyol component;

wherein the polyol component comprises polytetrahydrofuran, and the chain extender comprises 1,4-butanediol; and

wherein the particles have an aerated density of about 0.55 g/cm 3 to about 0.8 g/cm 3 .

19. The composition of claim 18 , wherein the particles have an angle of repose of about 25° to about 45°.

Assignments (7)
SECOND LIEN NOTES PATENT SECURITY AGREEMENT Recorded Jul 2, 2025
From: XEROX CORPORATION
To: U.S. BANK TRUST COMPANY, NATIONAL ASSOCIATION, AS COLLATERAL AGENT
Reel/Frame 071785/0550 →
FIRST LIEN NOTES PATENT SECURITY AGREEMENT Recorded Apr 11, 2025
From: XEROX CORPORATION
To: U.S. BANK TRUST COMPANY, NATIONAL ASSOCIATION, AS COLLATERAL AGENT
Reel/Frame 070824/0001 →
SECURITY INTEREST Recorded Feb 13, 2024
From: XEROX CORPORATION
To: CITIBANK, N.A., AS COLLATERAL AGENT
Reel/Frame 066741/0001 →
SECURITY INTEREST Recorded Nov 20, 2023
From: XEROX CORPORATION
To: JEFFERIES FINANCE LLC, AS COLLATERAL AGENT
Reel/Frame 065628/0019 →
RELEASE OF SECURITY INTEREST IN PATENTS AT R/F 062740/0214 Recorded May 18, 2023
From: CITIBANK, N.A., AS AGENT
To: XEROX CORPORATION
Reel/Frame 063694/0122 →
SECURITY INTEREST Recorded Nov 10, 2022
From: XEROX CORPORATION
To: CITIBANK, N.A., AS AGENT
Reel/Frame 062740/0214 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 17, 2021
From: FARRUGIA, VALERIE M.; SRISKANDHA, SHIVANTHI EASWARI; CLARIDGE, ROBERT
To: XEROX CORPORATION
Reel/Frame 056260/0490 →
Continuity (1)
Related Publication 20220389145A1 · Dec 8, 2022
References Cited (21)
US 11884763B2 · Sriskandha · 2024 [cited by examiner]
US 12060461B2 · Farrugia · 2024 [cited by examiner]
US 20130240799A1 · Haeger · 2013 [cited by examiner]
US 20160276056A1 · Stolyarov · 2016 [cited by examiner]
US 20210069958A1 · Farrugia · 2021 [cited by examiner]
US 20220363800A1 · Claridge · 2022 [cited by examiner]
US 20220363840A1 · Farrugia · 2022 [cited by examiner]
CN 103319724A · 2013 [cited by applicant]
CN 103980609A · 2014 [cited by applicant]
CN 105315456A · 2016 [cited by applicant]
CN 106633373A · 2017 [cited by applicant]
EP 3760412A1 · 2021 [cited by applicant]
JP 2020002247A · 2020 [cited by applicant]
Hohimer Cameron J et al: “Electrical conductivity and piezoresistive response of 3D printed thermoplastic polyurethane/multiwalled carbon nanotube composites”, Proceedings of SPIE; [Proceedings of SPIE SSN 0277-786X vol… [cited by applicant]
Extended European Search Report from corresponding EP application No. 22171507.1 mailed Nov. 7, 2022. [cited by applicant]
Yang, B.-X., Pramoda, K., Xu, G. and Goh, S. (2007), Mechanical Reinforcement of Polyethylene Using Polyethylene-Grafted Multiwalled Carbon Nanotubes. Adv. Funct. Mater., 17: 2062-2069. [cited by applicant]
Akbar, S., Beyou, E., Chaumont, P., Mazzolini, J., Espinosa, E., D'agosto, F. and Boisson, C. (2011), Synthesis of polyethylene-grafted multiwalled carbon nanotubes via a peroxide-initiating radical coupling reaction an… [cited by applicant]
Redzic, E., Garoff, T., Mardare, C.C. et al. Heterogeneous Ziegler-Natta catalysts with various sizes of MgCl2 crystallites: synthesis and characterization. Iran Polym J 25, 321-337 (2016). [cited by applicant]
Extended European Search Report for corresponding EP Application No. 22170385.3 mailed Oct. 17, 2022. [cited by applicant]
Kausar, A. Polyamide-grafted-multi-walled carbon nanotube electrospun nanofibers/epoxy composites. Fibers Polym 15, 2564-2571 (2014). [cited by applicant]
Huanmin Li, Xu-Ming Xie. Polyolefin-functionalized graphene oxide and its GO/HDPE nanocomposite with excellent mechanical properties[J]. Chin. Chem. Lett., 2018, 29(1): 161-165. [cited by applicant]